Experience elevated coastal living in this brand-new, designer-finished 4BR/4.5BA luxury home located just a 5-minute walk to the pristine beaches of Anna Maria Island. Thoughtfully crafted with high-end finishes and a bright, open-concept layout, this residence blends modern elegance with relaxed island charm. Currently utilized as a successful short term vacation rental with proven rental revenue. 4 spacious ensuite bedrooms, including three king suites with walk-in showers Gorgeous open living area with abundant natural light and upscale coastal décor Chef’s kitchen featuring modern cabinetry, stone counters, and stainless appliances Private heated pool with in-ground spa, surrounded by lush tropical landscaping Expansive rooftop deck offering panoramic views and unforgettable sunsets Fully furnished with professionally curated interiors Designed for relaxation and entertaining, the outdoor oasis includes a sparkling pool, spa, covered lounging areas, multiple decks including a rooftop deck ideal for sunrise coffee or sunset cocktails. The fenced yard provides privacy while maintaining a breezy, coastal feel. Situated in the heart of Holmes Beach, this home offers walkable access to sugar-sand beaches, local dining, boutiques, and the island’s free trolley. Enjoy the perfect blend of tranquility and convenience in one of Florida’s most desirable beach communities. This unique property can be utilized as primary residence, second home, or high-performing vacation rental investment property. This property delivers luxury, comfort, and strong rental appeal in a premier island location.

4 Beds ⋅ 5 Baths ⋅ A4684262 MLS

Experience elevated coastal living in this brand-new, designer-finished 4BR/4.5BA luxury home located just a 5-minute walk to the pristine beaches of Anna Maria Island. Thoughtfully crafted with high-end finishes and a bright, open-concept layout, this residence blends modern elegance with relaxed island charm. Currently utilized as a successful short term vacation rental with proven rental revenue. 4 spacious ensuite bedrooms, including three king suites with walk-in showers Gorgeous open living area with abundant natural light and upscale coastal décor Chef’s kitchen featuring modern cabinetry, stone counters, and stainless appliances Private heated pool with in-ground spa, surrounded by lush tropical landscaping Expansive rooftop deck offering panoramic views and unforgettable sunsets Fully furnished with professionally curated interiors Designed for relaxation and entertaining, the outdoor oasis includes a sparkling pool, spa, covered lounging areas, multiple decks including a rooftop deck ideal for sunrise coffee or sunset cocktails. The fenced yard provides privacy while maintaining a breezy, coastal feel. Situated in the heart of Holmes Beach, this home offers walkable access to sugar-sand beaches, local dining, boutiques, and the island’s free trolley. Enjoy the perfect blend of tranquility and convenience in one of Florida’s most desirable beach communities. This unique property can be utilized as primary residence, second home, or high-performing vacation rental investment property. This property delivers luxury, comfort, and strong rental appeal in a premier island location.

227 S Harbor Drive, Holmes Beach

Listing courtesy of LESLIE WELLS REALTY, INC.. Leslie@LeslieWellsRealty.com

$92,000

JUST MINUTES TO THE GULF BEACHES! AFFORDABLE FLORIDA LIVING AWAITS! If being close to the beach is on your Florida wish list, this charming 1-bedroom, 1-bath condo at 4705 5th St W, Unit 305 deserves a look! Located in a friendly 55+ community in Bradenton, this 725 sq. ft. home offers an affordable way to enjoy the Florida lifestyle just minutes from the beautiful Gulf beaches, shopping, dining, and everyday conveniences. Inside, you'll find a bright and comfortable layout featuring newer laminate flooring, an updated kitchen, and the convenience of an in-unit washer and dryer. The private lanai overlooks a peaceful courtyard, creating a relaxing spot for morning coffee or unwinding after a day enjoying the coast. The low monthly HOA fee adds even more value and includes Cable, Internet, Water, Hot Water, Sewer, and Trash, along with exterior and grounds maintenance and community amenities. Residents can enjoy the sparkling pool, clubhouse, sidewalks, and mature landscaping, creating a welcoming setting for relaxing and connecting with neighbors. Whether you're looking for a full-time home, a seasonal retreat, or an affordable place to enjoy more time near the Gulf, this condo offers a wonderful combination of location, convenience, and value. With the beach just minutes away, you can spend less time driving and more time enjoying the coastal lifestyle you've been dreaming about. Come take a look and see how easy Florida living can be!

1 Beds ⋅ 1 Baths ⋅ A4685396 MLS ⋅ 4705 BLDG.

JUST MINUTES TO THE GULF BEACHES! AFFORDABLE FLORIDA LIVING AWAITS! If being close to the beach is on your Florida wish list, this charming 1-bedroom, 1-bath condo at 4705 5th St W, Unit 305 deserves a look! Located in a friendly 55+ community in Bradenton, this 725 sq. ft. home offers an affordable way to enjoy the Florida lifestyle just minutes from the beautiful Gulf beaches, shopping, dining, and everyday conveniences. Inside, you'll find a bright and comfortable layout featuring newer laminate flooring, an updated kitchen, and the convenience of an in-unit washer and dryer. The private lanai overlooks a peaceful courtyard, creating a relaxing spot for morning coffee or unwinding after a day enjoying the coast. The low monthly HOA fee adds even more value and includes Cable, Internet, Water, Hot Water, Sewer, and Trash, along with exterior and grounds maintenance and community amenities. Residents can enjoy the sparkling pool, clubhouse, sidewalks, and mature landscaping, creating a welcoming setting for relaxing and connecting with neighbors. Whether you're looking for a full-time home, a seasonal retreat, or an affordable place to enjoy more time near the Gulf, this condo offers a wonderful combination of location, convenience, and value. With the beach just minutes away, you can spend less time driving and more time enjoying the coastal lifestyle you've been dreaming about. Come take a look and see how easy Florida living can be!

4705 5th Street W Unit 305, West Bradenton

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179

$3,895,000

Dreaming of Island Living? This custom-built coastal home perfectly captures the essence of luxury island living on beautiful Anna Maria Island. This exceptional six-bedrooms, six-and-a-half-baths residence spans over 3,100 square feet and was thoughtfully designed with no expense spared or detail overlooked. The open concept living & dining space includes a chef inspired kitchen which boasts solid wood cabinetry, quartz countertops, and upgraded appliances. Each serene bedroom is its own private retreat, complete with ensuite baths, custom tilework, and spa-like features. Made for entertaining with expansive spaces to enjoy RELAXING inside OR out. Your private resort style backyard is a true sanctuary with a sparkling oversized heated pool and spa surrounded by lush landscaping and durable low maintenance turf with putt-putt golf. A covered lanai and multiple balconies provide inviting spaces for relaxing, dining, and family fun. Whether you’re soaking up the sun poolside or enjoying the sunrise from the Bay AND sunset views from the Gulf from the rooftop deck, the outdoor living experience is unmatched. This coastal beauty will come completely Designer Turn-Key Furnished with upscale coastal finishes throughout. CURRENTLY A RENTAL PROPERTY WITH FORWARD BOOKINGS IN PLACE!!! This home is perfect for a full-time residence, vacation home or investment property and is ideally located on the North End of Anna Maria Island. Stroll one street over to beloved Pine Avenue and browse through the numerous shops and restaurants. The Bay and famous "almost rebuilt" Anna Maria City Pier are at the end of the street. AND the island's world-renowned Gulf beaches are a few blocks away. Hop on your bikes or golf cart to experience Anna Maria's full charm. Your ISLAND DREAM HOME AWAITS!

6 Beds ⋅ 7 Baths ⋅ A4685202 MLS

Dreaming of Island Living? This custom-built coastal home perfectly captures the essence of luxury island living on beautiful Anna Maria Island. This exceptional six-bedrooms, six-and-a-half-baths residence spans over 3,100 square feet and was thoughtfully designed with no expense spared or detail overlooked. The open concept living & dining space includes a chef inspired kitchen which boasts solid wood cabinetry, quartz countertops, and upgraded appliances. Each serene bedroom is its own private retreat, complete with ensuite baths, custom tilework, and spa-like features. Made for entertaining with expansive spaces to enjoy RELAXING inside OR out. Your private resort style backyard is a true sanctuary with a sparkling oversized heated pool and spa surrounded by lush landscaping and durable low maintenance turf with putt-putt golf. A covered lanai and multiple balconies provide inviting spaces for relaxing, dining, and family fun. Whether you’re soaking up the sun poolside or enjoying the sunrise from the Bay AND sunset views from the Gulf from the rooftop deck, the outdoor living experience is unmatched. This coastal beauty will come completely Designer Turn-Key Furnished with upscale coastal finishes throughout. CURRENTLY A RENTAL PROPERTY WITH FORWARD BOOKINGS IN PLACE!!! This home is perfect for a full-time residence, vacation home or investment property and is ideally located on the North End of Anna Maria Island. Stroll one street over to beloved Pine Avenue and browse through the numerous shops and restaurants. The Bay and famous "almost rebuilt" Anna Maria City Pier are at the end of the street. AND the island's world-renowned Gulf beaches are a few blocks away. Hop on your bikes or golf cart to experience Anna Maria's full charm. Your ISLAND DREAM HOME AWAITS!

518 Spring Avenue, Anna Maria

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-778-7777

$38,450,000

Under Construction. Set on nearly two private Gulf-front acres, this visionary estate is emerging as one of the most architecturally significant residences ever conceived on Longboat Key. Designed by the internationally acclaimed firm Sweet Sparkman Architecture & Interiors, the home represents a rare convergence of sculptural design, coastal sensitivity, and modern livability. Bold in concept yet timeless in execution, the main residence unfolds with intention. A dramatic foyer introduces expansive living spaces designed to capture light, scale, and uninterrupted Gulf views. The primary suite is conceived as a private sanctuary, complete with dual spa-inspired baths and bespoke dressing rooms. A stately office, refined lounge, formal dining room, and temperature-controlled wine cellar complement the open-concept great room, which transitions seamlessly to a sweeping Gulf-front terrace. Dual kitchens, a showpiece entertaining kitchen and a separate chef’s kitchen, elevate both daily living and grand-scale hosting. The estate continues upward to a rooftop deck with panoramic coastal vistas, while other levels offer a private cinema, multiple guest suites, and a dedicated guest-level kitchenette. A thoughtfully designed guest house and separate pool house provide additional privacy and flexibility for extended stays or staff accommodations. Outdoors, the setting transforms into a private coastal resort. Lush, layered landscaping surrounds a dramatic resort-style pool and spa, expansive entertaining terraces, tranquil water features, and potential for a private tennis and pickleball court — all oriented toward the Gulf’s endless horizon. Positioned along one of the most coveted stretches of Longboat Key, the property offers both seclusion and proximity to the best of the region, including The Resort at Longboat Key Club, The St. Regis Longboat Key Resort, St. Armand's Circle, and the cultural vibrancy of downtown Sarasota. With construction advancing and pricing evolving accordingly, this is a rare opportunity to secure a generational Gulf-front legacy estate at a pivotal stage. Longboat Key’s global recognition, including its inclusion among Forbes Travel Guide’s Top 12 Destinations, further underscores the enduring value of this extraordinary offering.

11 Beds ⋅ 17 Baths ⋅ A4681869 MLS

Under Construction. Set on nearly two private Gulf-front acres, this visionary estate is emerging as one of the most architecturally significant residences ever conceived on Longboat Key. Designed by the internationally acclaimed firm Sweet Sparkman Architecture & Interiors, the home represents a rare convergence of sculptural design, coastal sensitivity, and modern livability. Bold in concept yet timeless in execution, the main residence unfolds with intention. A dramatic foyer introduces expansive living spaces designed to capture light, scale, and uninterrupted Gulf views. The primary suite is conceived as a private sanctuary, complete with dual spa-inspired baths and bespoke dressing rooms. A stately office, refined lounge, formal dining room, and temperature-controlled wine cellar complement the open-concept great room, which transitions seamlessly to a sweeping Gulf-front terrace. Dual kitchens, a showpiece entertaining kitchen and a separate chef’s kitchen, elevate both daily living and grand-scale hosting. The estate continues upward to a rooftop deck with panoramic coastal vistas, while other levels offer a private cinema, multiple guest suites, and a dedicated guest-level kitchenette. A thoughtfully designed guest house and separate pool house provide additional privacy and flexibility for extended stays or staff accommodations. Outdoors, the setting transforms into a private coastal resort. Lush, layered landscaping surrounds a dramatic resort-style pool and spa, expansive entertaining terraces, tranquil water features, and potential for a private tennis and pickleball court — all oriented toward the Gulf’s endless horizon. Positioned along one of the most coveted stretches of Longboat Key, the property offers both seclusion and proximity to the best of the region, including The Resort at Longboat Key Club, The St. Regis Longboat Key Resort, St. Armand's Circle, and the cultural vibrancy of downtown Sarasota. With construction advancing and pricing evolving accordingly, this is a rare opportunity to secure a generational Gulf-front legacy estate at a pivotal stage. Longboat Key’s global recognition, including its inclusion among Forbes Travel Guide’s Top 12 Destinations, further underscores the enduring value of this extraordinary offering.

5965 Gulf Of Mexico Drive, Longboat Key

Listing courtesy of DOUGLAS ELLIMAN. 941-867-6199

$1,499,000

*Gorgeous Canal Home Featuring A Huge 125x90 Ft.Lot! This Completely Remodeled Waterfront Property Offers 1,882 Sq. Ft. With An Open Concept Floor Plan*Spacious Bedrooms & A Large Bonus Room, Renovated Washrooms, A Single Car Garage And Outdoor Shower With Relaxing Hot Tub*This Home Can Easily Sleep 8-10! Enjoy The Ultimate Coastal Lifestyle With Access To Sarasota Bay Only 50 Yards Away, Perfect For Fishing, Cruising and Sunset Boating*Only a Few Minute Walk To Deeded Beach Access*Metal Roof (2022), Windows & Doors (2022), Jet Ski Lift*Walking Distance To Several Restaurants Including Lo Key, Harry's and Guppy's*An Easy Drive To Shore LBK, Euphemia Haye, Mar Vista Dockside, Anna Maria Island, St. Armands Circle and Downtown Sarasota*Situated Just Four Homes From Tarawitt Point On A Deep Water Canal, Come See This Perfect Waterfront Home*

2 Beds ⋅ 3 Baths ⋅ A4684674 MLS

*Gorgeous Canal Home Featuring A Huge 125x90 Ft.Lot! This Completely Remodeled Waterfront Property Offers 1,882 Sq. Ft. With An Open Concept Floor Plan*Spacious Bedrooms & A Large Bonus Room, Renovated Washrooms, A Single Car Garage And Outdoor Shower With Relaxing Hot Tub*This Home Can Easily Sleep 8-10! Enjoy The Ultimate Coastal Lifestyle With Access To Sarasota Bay Only 50 Yards Away, Perfect For Fishing, Cruising and Sunset Boating*Only a Few Minute Walk To Deeded Beach Access*Metal Roof (2022), Windows & Doors (2022), Jet Ski Lift*Walking Distance To Several Restaurants Including Lo Key, Harry's and Guppy's*An Easy Drive To Shore LBK, Euphemia Haye, Mar Vista Dockside, Anna Maria Island, St. Armands Circle and Downtown Sarasota*Situated Just Four Homes From Tarawitt Point On A Deep Water Canal, Come See This Perfect Waterfront Home*

825 Tarawitt Drive, Longboat Key

Listing courtesy of BRISTA REALTY LLC. 941-373-0600

$3,650,000

Virtually Staged. A truly one-of-a-kind Sarasota Bay waterfront estate set within the private gated enclave of Esplanade on the Bay, offering rare scale, architectural distinction, and 100 feet of direct Sarasota Bay frontage. Encompassing 7,862 square feet under air and 12,088 total square feet, the residence showcases a striking architectural presence shaped by its waterfront setting. Originally featured in a regional architectural publication for its innovative “Tri-Plexity” concept—uniting three distinct architectural ideas into one cohesive waterfront composition—the home reflects a forward-thinking approach to form, vertical volume, and the intentional framing of Sarasota Bay from nearly every room. Upon entering the main living level, sweeping views of Sarasota Bay unfold through expansive walls of glass as the living room rises to 18-foot ceilings and features a fireplace, while floor-to-ceiling windows frame the water and fill the interior with natural light, creating a dramatic yet welcoming atmosphere. From the living room, the home unfolds into surrounding living spaces with the gourmet kitchen positioned at the center of the layout. It features a large center island, professional gas cooktop, premium appliances, and extensive cabinetry arranged to connect seamlessly with the surrounding areas while maintaining views toward Sarasota Bay. Adjacent to the kitchen, a light-filled casual dining space overlooks the bay and opens to a private balcony, creating a beautiful setting for morning coffee or relaxed meals. Beyond the kitchen, a formal dining room provides an elegant setting for gatherings and special occasions and opens to a spacious balcony overlooking Sarasota Bay, complete with a spiral staircase leading to the ground level. Just past the dining room, a seating area with views of Sarasota Bay offers a relaxed place to enjoy the waterfront setting while remaining connected to the surrounding living spaces. This level also includes a private study, a full bathroom, and an additional bedroom. A guest bedroom is positioned in its own wing near the laundry and features a private full bathroom, sitting area, and a separate exterior entrance, creating a private and welcoming guest suite for visitors. The upper level features the expansive primary suite with fireplace and private balcony overlooking Sarasota Bay, ideal for enjoying tranquil water views and spectacular sunsets. Also located on this level are two additional bedrooms, each with its own en-suite bathroom, along with a spacious media room with its own bathroom. A private elevator connects the ground, main living, and primary suite levels. The ground level includes a large fitness area, lounge space, and bathroom, along with two attached garages accommodating up to seven vehicles. Outdoor living features a heated saltwater pool and spa within a screened terrace, designed for relaxation and entertaining, with space for outdoor dining and the potential for an outdoor kitchen. A private dock extends from the property’s Sarasota Bay frontage, providing convenient access to the water for kayaking, paddleboarding, or simply enjoying the waterfront lifestyle. Located minutes from IMG Academy, Sarasota-Bradenton International Airport, shopping, dining, and the beaches of Anna Maria Island and Longboat Key, this extraordinary residence stands as a distinctive architectural waterfront home along Sarasota Bay.

5 Beds ⋅ 8 Baths ⋅ A4684201 MLS ⋅ 5004 BLDG.

Virtually Staged. A truly one-of-a-kind Sarasota Bay waterfront estate set within the private gated enclave of Esplanade on the Bay, offering rare scale, architectural distinction, and 100 feet of direct Sarasota Bay frontage. Encompassing 7,862 square feet under air and 12,088 total square feet, the residence showcases a striking architectural presence shaped by its waterfront setting. Originally featured in a regional architectural publication for its innovative “Tri-Plexity” concept—uniting three distinct architectural ideas into one cohesive waterfront composition—the home reflects a forward-thinking approach to form, vertical volume, and the intentional framing of Sarasota Bay from nearly every room. Upon entering the main living level, sweeping views of Sarasota Bay unfold through expansive walls of glass as the living room rises to 18-foot ceilings and features a fireplace, while floor-to-ceiling windows frame the water and fill the interior with natural light, creating a dramatic yet welcoming atmosphere. From the living room, the home unfolds into surrounding living spaces with the gourmet kitchen positioned at the center of the layout. It features a large center island, professional gas cooktop, premium appliances, and extensive cabinetry arranged to connect seamlessly with the surrounding areas while maintaining views toward Sarasota Bay. Adjacent to the kitchen, a light-filled casual dining space overlooks the bay and opens to a private balcony, creating a beautiful setting for morning coffee or relaxed meals. Beyond the kitchen, a formal dining room provides an elegant setting for gatherings and special occasions and opens to a spacious balcony overlooking Sarasota Bay, complete with a spiral staircase leading to the ground level. Just past the dining room, a seating area with views of Sarasota Bay offers a relaxed place to enjoy the waterfront setting while remaining connected to the surrounding living spaces. This level also includes a private study, a full bathroom, and an additional bedroom. A guest bedroom is positioned in its own wing near the laundry and features a private full bathroom, sitting area, and a separate exterior entrance, creating a private and welcoming guest suite for visitors. The upper level features the expansive primary suite with fireplace and private balcony overlooking Sarasota Bay, ideal for enjoying tranquil water views and spectacular sunsets. Also located on this level are two additional bedrooms, each with its own en-suite bathroom, along with a spacious media room with its own bathroom. A private elevator connects the ground, main living, and primary suite levels. The ground level includes a large fitness area, lounge space, and bathroom, along with two attached garages accommodating up to seven vehicles. Outdoor living features a heated saltwater pool and spa within a screened terrace, designed for relaxation and entertaining, with space for outdoor dining and the potential for an outdoor kitchen. A private dock extends from the property’s Sarasota Bay frontage, providing convenient access to the water for kayaking, paddleboarding, or simply enjoying the waterfront lifestyle. Located minutes from IMG Academy, Sarasota-Bradenton International Airport, shopping, dining, and the beaches of Anna Maria Island and Longboat Key, this extraordinary residence stands as a distinctive architectural waterfront home along Sarasota Bay.

5004 64th Dr W, Palma Sola

Listing courtesy of CALL IT CLOSED INTL REALTY. 407-338-3339

$4,200,000

Pre-Construction. To be built. PHOTOS ARE FROM PREVIOUS BUILD. NEW CONSTRUCTION** Welcome to coastal luxury living in the heart of Holmes Beach. This newly constructed elevated residence offers the perfect blend of modern design, refined finishes, and the relaxed elegance of island life. Thoughtfully designed across three levels, this stunning home features four spacious bedrooms, four full bathrooms, and nearly 3,000 square feet of beautifully designed living space. The main living level showcases an open-concept layout ideal for entertaining, where the kitchen, dining, and living areas flow seamlessly together beneath soaring ceilings. Large windows invite abundant natural light while framing the lush tropical surroundings. The gourmet kitchen is designed for both everyday living and hosting, complete with a large island, generous storage, and easy access to the outdoor living spaces. Upstairs, the private primary suite provides a tranquil retreat featuring a walk-in closet and a luxurious en-suite bathroom. Additional guest bedrooms offer comfortable accommodations for family and visitors while maintaining privacy throughout the home. Outdoor living is at the heart of this island residence. Multiple covered decks provide inviting spaces to relax and enjoy coastal breezes, while the rooftop deck offers an elevated setting for sunset views and entertaining under the Florida sky. Built to modern coastal standards, the home features elevated construction, a durable standing seam metal roof, and hurricane-rated design elements suited for life near the water. The ground level includes a spacious two-car garage, storage, and convenient access to the home's elevator for seamless movement between floors. Located just moments from the pristine beaches of Anna Maria Island, as well as local dining, boutique shopping, and marina access, this property offers the perfect balance of privacy and proximity to everything the island lifestyle has to offer. Whether as a primary residence, vacation home, or investment opportunity, this Holmes Beach retreat delivers modern coastal living at its finest.

4 Beds ⋅ 4 Baths ⋅ TB8482085 MLS

Pre-Construction. To be built. PHOTOS ARE FROM PREVIOUS BUILD. NEW CONSTRUCTION** Welcome to coastal luxury living in the heart of Holmes Beach. This newly constructed elevated residence offers the perfect blend of modern design, refined finishes, and the relaxed elegance of island life. Thoughtfully designed across three levels, this stunning home features four spacious bedrooms, four full bathrooms, and nearly 3,000 square feet of beautifully designed living space. The main living level showcases an open-concept layout ideal for entertaining, where the kitchen, dining, and living areas flow seamlessly together beneath soaring ceilings. Large windows invite abundant natural light while framing the lush tropical surroundings. The gourmet kitchen is designed for both everyday living and hosting, complete with a large island, generous storage, and easy access to the outdoor living spaces. Upstairs, the private primary suite provides a tranquil retreat featuring a walk-in closet and a luxurious en-suite bathroom. Additional guest bedrooms offer comfortable accommodations for family and visitors while maintaining privacy throughout the home. Outdoor living is at the heart of this island residence. Multiple covered decks provide inviting spaces to relax and enjoy coastal breezes, while the rooftop deck offers an elevated setting for sunset views and entertaining under the Florida sky. Built to modern coastal standards, the home features elevated construction, a durable standing seam metal roof, and hurricane-rated design elements suited for life near the water. The ground level includes a spacious two-car garage, storage, and convenient access to the home's elevator for seamless movement between floors. Located just moments from the pristine beaches of Anna Maria Island, as well as local dining, boutique shopping, and marina access, this property offers the perfect balance of privacy and proximity to everything the island lifestyle has to offer. Whether as a primary residence, vacation home, or investment opportunity, this Holmes Beach retreat delivers modern coastal living at its finest.

307 62nd Street, Holmes Beach

Listing courtesy of DALTON WADE INC. 888-668-8283

$275,000

Come relax and enjoy the beautiful view of the only natural lake in Vizcaya. 3 bedroom (or a den) and 2 bathrooms. Vaulted Ceilings and beautiful coastal soft sky-blue walls with nicely updated kitchen and bathrooms. Priced to sell... Jack and Jill walk in closets in Primary Bedrooms. Newer appliances. Lanai has both screen and glass for all year comfort with AC on Lanai. Gated community with short drive to beaches, Sarasota, SRQ and IMG and Detweiler's are in walking distance. This Beautiful gated Mediterranean community located so close to everything you could want. The American dream waits for you here in Florida. Just come and make this your home. Priced to sell with many nice updates.

3 Beds ⋅ 2 Baths ⋅ A4684403 MLS ⋅ 11 BLDG.

Come relax and enjoy the beautiful view of the only natural lake in Vizcaya. 3 bedroom (or a den) and 2 bathrooms. Vaulted Ceilings and beautiful coastal soft sky-blue walls with nicely updated kitchen and bathrooms. Priced to sell... Jack and Jill walk in closets in Primary Bedrooms. Newer appliances. Lanai has both screen and glass for all year comfort with AC on Lanai. Gated community with short drive to beaches, Sarasota, SRQ and IMG and Detweiler's are in walking distance. This Beautiful gated Mediterranean community located so close to everything you could want. The American dream waits for you here in Florida. Just come and make this your home. Priced to sell with many nice updates.

6101 34th Street W Unit 11G, Palma Sola

Listing courtesy of DALTON WADE INC. 888-668-8283

$115,000

This corner 2 bedroom 2 bath unit is spacious and full of natural light, with an expansive back patio to relax and enjoy all the beautiful weather Florida offers. Kitchen is equipped with stainless steel appliances, laminate countertops and plenty of cabinet storage. From the kitchen you'll enter into the open dining/living room area which leads out to the back patio. The master bedroom has a slider that leads out to the patio. Master bath has updated light fixtures & cabinet. Great storage in this unit. The laundry facility & elevator are in very close proximity to this unit.

2 Beds ⋅ 2 Baths ⋅ A4684608 MLS ⋅ Bldg E BLDG.

This corner 2 bedroom 2 bath unit is spacious and full of natural light, with an expansive back patio to relax and enjoy all the beautiful weather Florida offers. Kitchen is equipped with stainless steel appliances, laminate countertops and plenty of cabinet storage. From the kitchen you'll enter into the open dining/living room area which leads out to the back patio. The master bedroom has a slider that leads out to the patio. Master bath has updated light fixtures & cabinet. Great storage in this unit. The laundry facility & elevator are in very close proximity to this unit.

4143 Heron Way Unit 207 BLDG E, West Bradenton

Listing courtesy of PALM OASIS REALTY AND MGMT INC. 941-750-6464

$569,999

What's Special: North Facing Lot | South Facing Patio | Dedicated Study | Game Room. New Construction - Ready Now! Welcome to the Barbados at 14258 Sawmill Street in Firethorn! This spacious home is designed for comfort and flexibility, featuring a formal dining room, flex space, and private study near the entry. The open kitchen with abundant cabinetry and a large island flows into the dining area with a bay window and the great room, which opens to a covered lanai. Upstairs, enjoy a game room, three secondary bedrooms, two full bathrooms, and a private primary suite with a balcony, dual vanities, walk-in shower, and generous walk-in closet. Firethorn in Parrish offers a peaceful setting with easy access to Sarasota, Tampa Bay, Siesta Key, and St. Petersburg. At The Hideaway, enjoy a resort-style pool, fitness center, sports courts, nature play space, and pet parks. Nearby shopping, dining, entertainment, and job opportunities in Bradenton and Lakewood Ranch make life both convenient and relaxing. Additional Highlights Include: gourmet kitchen, tray ceiling package, pocket sliding glass door in great room, 8' interior doors, single pocket door into study, pre-plumb sink in laundry room, and outdoor kitchen rough-in. MLS#TB8482519

4 Beds ⋅ 4 Baths ⋅ TB8482519 MLS

What's Special: North Facing Lot | South Facing Patio | Dedicated Study | Game Room. New Construction - Ready Now! Welcome to the Barbados at 14258 Sawmill Street in Firethorn! This spacious home is designed for comfort and flexibility, featuring a formal dining room, flex space, and private study near the entry. The open kitchen with abundant cabinetry and a large island flows into the dining area with a bay window and the great room, which opens to a covered lanai. Upstairs, enjoy a game room, three secondary bedrooms, two full bathrooms, and a private primary suite with a balcony, dual vanities, walk-in shower, and generous walk-in closet. Firethorn in Parrish offers a peaceful setting with easy access to Sarasota, Tampa Bay, Siesta Key, and St. Petersburg. At The Hideaway, enjoy a resort-style pool, fitness center, sports courts, nature play space, and pet parks. Nearby shopping, dining, entertainment, and job opportunities in Bradenton and Lakewood Ranch make life both convenient and relaxing. Additional Highlights Include: gourmet kitchen, tray ceiling package, pocket sliding glass door in great room, 8' interior doors, single pocket door into study, pre-plumb sink in laundry room, and outdoor kitchen rough-in. MLS#TB8482519

14258 Sawmill Street, Parrish

Listing courtesy of TAYLOR MORRISON REALTY OF FL. 941-504-6056

$3,299,000

Welcome to your island escape in the highly sought-after Bradenton Beach area of Anna Maria Island - just steps from the sugar-white sands and turquoise waters of the Gulf. Perfectly positioned within a short stroll to the iconic Bridge Street Pier, vibrant bars, boutique shops, and top-rated restaurants on Bridge Street, this custom-built luxury home offers the ultimate blend of location, lifestyle, and income potential . This stunning 7-bedroom, 6.5-bathroom pool home was thoughtfully designed for both comfort and entertaining. The open-concept living area showcases high-end finishes, abundant natural light, and seamless indoor-outdoor flow. Step outside to your private tropical oasis, complete with a heated saltwater pool and spa, surrounded by generous outdoor lounging space - perfect for relaxing after a day at the beach or unwinding under the stars. Take in breathtaking island sunsets from the expansive rooftop terrace, offering panoramic views and the perfect setting for evening gatherings. Additional highlights include a 3-car garage, ample storage, and premium craftsmanship throughout. Currently operating as a successful vacation rental, this property offers excellent investment potential and can be sold fully furnished for a seamless turnkey opportunity. This house is in one of the few areas on the Island that allows for nightly rentals! Whether you're seeking a luxury primary residence, second home, or income-producing coastal retreat, this exceptional Anna Maria Island property delivers the best of island living - just steps from the beach and the heart of Bridge Street.

7 Beds ⋅ 7 Baths ⋅ TB8481910 MLS

Welcome to your island escape in the highly sought-after Bradenton Beach area of Anna Maria Island - just steps from the sugar-white sands and turquoise waters of the Gulf. Perfectly positioned within a short stroll to the iconic Bridge Street Pier, vibrant bars, boutique shops, and top-rated restaurants on Bridge Street, this custom-built luxury home offers the ultimate blend of location, lifestyle, and income potential . This stunning 7-bedroom, 6.5-bathroom pool home was thoughtfully designed for both comfort and entertaining. The open-concept living area showcases high-end finishes, abundant natural light, and seamless indoor-outdoor flow. Step outside to your private tropical oasis, complete with a heated saltwater pool and spa, surrounded by generous outdoor lounging space - perfect for relaxing after a day at the beach or unwinding under the stars. Take in breathtaking island sunsets from the expansive rooftop terrace, offering panoramic views and the perfect setting for evening gatherings. Additional highlights include a 3-car garage, ample storage, and premium craftsmanship throughout. Currently operating as a successful vacation rental, this property offers excellent investment potential and can be sold fully furnished for a seamless turnkey opportunity. This house is in one of the few areas on the Island that allows for nightly rentals! Whether you're seeking a luxury primary residence, second home, or income-producing coastal retreat, this exceptional Anna Maria Island property delivers the best of island living - just steps from the beach and the heart of Bridge Street.

100 12th Street N, Bradenton Beach

Listing courtesy of REAL BROKER, LLC. 855-450-0442

$1,299,000

Pre-Construction. To be built. Pre-Construction. To be built. NET ZERO COASTAL LIVING to be built in the AWARD WINNING, hurricane-resilient community of Hunters Point, just moments from Anna Maria Island! This upcoming residence represents the next generation of luxury coastal living where sustainability, safety, and sophistication meet. Designed with the future in mind, this will be a LEED Certified, net-zero energy home that will generate more power than it consumes, eliminating electric bills entirely. Expect a HERS Index Rating of 0, Tesla EV fast charger, and smart energy systems that will make this home as efficient as it is elegant. To be built with cutting-edge storm-resistant materials, it’s engineered to withstand Florida’s harshest weather with a proven record of no insurance claims or water intrusion in the community, even after major hurricanes. Inside, the modern coastal design will showcase an open-concept layout, high-end finishes, and a private elevator for effortless access between floors. The optional fourth bedroom offers added flexibility for guests, a home office, or expanded family living, while an extended deck provides the perfect vantage point for uninterrupted sunset views over the water. Homeowners at Hunters Point enjoy exclusive access to boating, outdoor recreation, and all the charm of life near Anna Maria Island without the maintenance or worry. Each residence is designed to be self-sustaining, low-maintenance, and short-term rental friendly, offering both personal enjoyment and investment potential. Furniture packages available. Experience a smarter way to live by the sea! A home built not just for today, but for the future.

3 Beds ⋅ 3 Baths ⋅ A4684157 MLS

Pre-Construction. To be built. Pre-Construction. To be built. NET ZERO COASTAL LIVING to be built in the AWARD WINNING, hurricane-resilient community of Hunters Point, just moments from Anna Maria Island! This upcoming residence represents the next generation of luxury coastal living where sustainability, safety, and sophistication meet. Designed with the future in mind, this will be a LEED Certified, net-zero energy home that will generate more power than it consumes, eliminating electric bills entirely. Expect a HERS Index Rating of 0, Tesla EV fast charger, and smart energy systems that will make this home as efficient as it is elegant. To be built with cutting-edge storm-resistant materials, it’s engineered to withstand Florida’s harshest weather with a proven record of no insurance claims or water intrusion in the community, even after major hurricanes. Inside, the modern coastal design will showcase an open-concept layout, high-end finishes, and a private elevator for effortless access between floors. The optional fourth bedroom offers added flexibility for guests, a home office, or expanded family living, while an extended deck provides the perfect vantage point for uninterrupted sunset views over the water. Homeowners at Hunters Point enjoy exclusive access to boating, outdoor recreation, and all the charm of life near Anna Maria Island without the maintenance or worry. Each residence is designed to be self-sustaining, low-maintenance, and short-term rental friendly, offering both personal enjoyment and investment potential. Furniture packages available. Experience a smarter way to live by the sea! A home built not just for today, but for the future.

12413 Gulf Breeze Terrace, Cortez

Listing courtesy of BOYD REALTY. broker@boydrealty.com

$7,500,000

Homes of this architectural caliber are rarely offered for sale - and even more rarely as a fully curated estate. Every furnishing, antique, original artwork, lighting fixture, textile, and accessory has been thoughtfully selected specifically for this residence, including the linens and towels. Bespoke furnishings, fine antiques, original art, and an extraordinary collection of antique Persian rugs create a truly turnkey estate where architecture and interiors exist in perfect harmony. Nestled within the private enclave of Villa Rosa, this custom-built coastal property offers exceptional craftsmanship, privacy, and a lifestyle reserved for Anna Maria Island's finest properties. Inspired by timeless European architecture, the home showcases reclaimed wood beams, marble flooring, handcrafted millwork, and designer finishes throughout. At the heart of the home, the chef's kitchen features a statement Lacanche range, Sub-Zero refrigeration, custom cabinetry, and a large island designed for gathering and entertaining. Outdoor living is equally impressive, with a fully equipped Lynx kitchen, built-in pizza oven, covered lounge with a wood-burning fireplace, and multiple terraces for relaxation and entertaining. The rooftop observation terrace offers panoramic island views and breathtaking Gulf sunsets, while lush tropical landscaping surrounds a private pool, creating a secluded coastal retreat. Situated on a protected deep-water canal with direct, bridge-free access to Tampa Bay and the Gulf of Mexico, the property includes a private dock and 10,000-pound boat lift, making waterfront living effortless. Villa Rosa is among Anna Maria Island's most coveted residential communities, where rental restrictions help preserve a quiet neighborhood atmosphere. Just moments away are world-famous beaches, waterfront dining, boutique shopping along Pine Avenue, and the laid-back coastal lifestyle that defines the island. More than a waterfront home, this is a fully realized estate - an extraordinary blend of design, craftsmanship, and a curated collection offered as one exceptional property.

4 Beds ⋅ 6 Baths ⋅ A4680603 MLS

Homes of this architectural caliber are rarely offered for sale - and even more rarely as a fully curated estate. Every furnishing, antique, original artwork, lighting fixture, textile, and accessory has been thoughtfully selected specifically for this residence, including the linens and towels. Bespoke furnishings, fine antiques, original art, and an extraordinary collection of antique Persian rugs create a truly turnkey estate where architecture and interiors exist in perfect harmony. Nestled within the private enclave of Villa Rosa, this custom-built coastal property offers exceptional craftsmanship, privacy, and a lifestyle reserved for Anna Maria Island's finest properties. Inspired by timeless European architecture, the home showcases reclaimed wood beams, marble flooring, handcrafted millwork, and designer finishes throughout. At the heart of the home, the chef's kitchen features a statement Lacanche range, Sub-Zero refrigeration, custom cabinetry, and a large island designed for gathering and entertaining. Outdoor living is equally impressive, with a fully equipped Lynx kitchen, built-in pizza oven, covered lounge with a wood-burning fireplace, and multiple terraces for relaxation and entertaining. The rooftop observation terrace offers panoramic island views and breathtaking Gulf sunsets, while lush tropical landscaping surrounds a private pool, creating a secluded coastal retreat. Situated on a protected deep-water canal with direct, bridge-free access to Tampa Bay and the Gulf of Mexico, the property includes a private dock and 10,000-pound boat lift, making waterfront living effortless. Villa Rosa is among Anna Maria Island's most coveted residential communities, where rental restrictions help preserve a quiet neighborhood atmosphere. Just moments away are world-famous beaches, waterfront dining, boutique shopping along Pine Avenue, and the laid-back coastal lifestyle that defines the island. More than a waterfront home, this is a fully realized estate - an extraordinary blend of design, craftsmanship, and a curated collection offered as one exceptional property.

513 Villa Rosa Way, Anna Maria

Listing courtesy of COLDWELL BANKER REALTY. 941-366-8070

$144,000

Peaceful Lake Views!! Enjoy tranquil water views from this well-maintained 3rd-floor condo in the desirable Bayshore on the Lake, a 55+ community just minutes from the world-famous Gulf beaches. Some photos virtually staged. This well-managed building is known for its lower HOA fees which includes cable and internet. A spacious 2-bed, 2-bath residence offers an open floorplan with a newly painted interior. Gently used only a few months each year and never rented. Take in serene lake views from the large screened lanai (which spans the width of the condo and includes a laundry closet with washer/dryer hookups) perfect for enjoying morning coffee or evening cocktails. Steps away is the community pool and clubhouse adding to the enjoyment of everyday living. Situated close to dining, shopping, and local attractions, this peaceful retreat offers the perfect balance of convenience and tranquility. If you’re looking for a full-time residence, seasonal getaway, or future investment, this unit checks all the boxes. Elevator access makes reaching your home a breeze. Schedule your private showing today! Some photos virtually staged. Seller is offering a 13-month home warranty with HWA Home Warranty to the buyer paid at close of escrow.

2 Beds ⋅ 2 Baths ⋅ TB8480897 MLS ⋅ Bldg P BLDG.

Peaceful Lake Views!! Enjoy tranquil water views from this well-maintained 3rd-floor condo in the desirable Bayshore on the Lake, a 55+ community just minutes from the world-famous Gulf beaches. Some photos virtually staged. This well-managed building is known for its lower HOA fees which includes cable and internet. A spacious 2-bed, 2-bath residence offers an open floorplan with a newly painted interior. Gently used only a few months each year and never rented. Take in serene lake views from the large screened lanai (which spans the width of the condo and includes a laundry closet with washer/dryer hookups) perfect for enjoying morning coffee or evening cocktails. Steps away is the community pool and clubhouse adding to the enjoyment of everyday living. Situated close to dining, shopping, and local attractions, this peaceful retreat offers the perfect balance of convenience and tranquility. If you’re looking for a full-time residence, seasonal getaway, or future investment, this unit checks all the boxes. Elevator access makes reaching your home a breeze. Schedule your private showing today! Some photos virtually staged. Seller is offering a 13-month home warranty with HWA Home Warranty to the buyer paid at close of escrow.

3408 Lake Bayshore Drive Unit P-317, West Bradenton

Listing courtesy of SMITH & ASSOCIATES REAL ESTATE. 727-342-3800

$5,450,000

Welcome to 103 Palm Avenue on Anna Maria Island, home to some of the best beaches in Florida. This exceptional beachfront property features not one, but two direct Gulf-front residences, offering a rare opportunity for multi-generational living, rental income, or a private coastal compound. The property includes 4 bedrooms and 4 bathrooms and was completely remodeled in 2020, with a brand-new roof installed in 2025. An elevator provides convenient access between levels, enhancing both comfort and accessibility. Enjoy breathtaking beach views, unforgettable sunsets, and the relaxed island lifestyle Anna Maria Island is known for. Ideally located close to shopping, dining, and local attractions, this is true beachfront living at its finest.

4 Beds ⋅ 4 Baths ⋅ A4683902 MLS

Welcome to 103 Palm Avenue on Anna Maria Island, home to some of the best beaches in Florida. This exceptional beachfront property features not one, but two direct Gulf-front residences, offering a rare opportunity for multi-generational living, rental income, or a private coastal compound. The property includes 4 bedrooms and 4 bathrooms and was completely remodeled in 2020, with a brand-new roof installed in 2025. An elevator provides convenient access between levels, enhancing both comfort and accessibility. Enjoy breathtaking beach views, unforgettable sunsets, and the relaxed island lifestyle Anna Maria Island is known for. Ideally located close to shopping, dining, and local attractions, this is true beachfront living at its finest.

103 Palm Avenue, Anna Maria

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

$200,000

Welcome to this charming 2-bedroom, 2-bath home nestled in a peaceful, all-ages neighborhood in Bradenton, where tranquil water views create a relaxing everyday backdrop. Inside, the layout feels comfortable and inviting, with sliding doors that open to a rear deck overlooking the lake. It’s an ideal spot to enjoy quiet mornings, unwind in the evenings, or simply take in the calm surroundings. The setting offers a sense of quiet while still being close to everything that makes Bradenton special. Explore the natural beauty of Robinson Preserve or enjoy the shops and dining of downtown. The Gulf beaches are also just a short drive away, making it easy to enjoy the sun and shoreline whenever the mood strikes. With its peaceful water view and welcoming feel, this home offers a wonderful balance of comfort and everyday convenience.

2 Beds ⋅ 2 Baths ⋅ TB8478850 MLS

Welcome to this charming 2-bedroom, 2-bath home nestled in a peaceful, all-ages neighborhood in Bradenton, where tranquil water views create a relaxing everyday backdrop. Inside, the layout feels comfortable and inviting, with sliding doors that open to a rear deck overlooking the lake. It’s an ideal spot to enjoy quiet mornings, unwind in the evenings, or simply take in the calm surroundings. The setting offers a sense of quiet while still being close to everything that makes Bradenton special. Explore the natural beauty of Robinson Preserve or enjoy the shops and dining of downtown. The Gulf beaches are also just a short drive away, making it easy to enjoy the sun and shoreline whenever the mood strikes. With its peaceful water view and welcoming feel, this home offers a wonderful balance of comfort and everyday convenience.

204 51st Avenue E, East Bradenton

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$2,950,000

Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

4 Beds ⋅ 4 Baths ⋅ A4683720 MLS

Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

605 N Point Drive, Holmes Beach

Listing courtesy of COMPASS FLORIDA LLC. 941-279-3630

$2,699,000

Own the sunset and step into a lifestyle buyers dream about—and renters actively seek out. Just moments from the Gulf, this stunning 6-bedroom, 4.5-bath coastal retreat delivers the perfect blend of luxury, comfort, and exceptional income potential. Designed to host and impress, the home lives like a private resort. Outside, guests are drawn to the resort-style pool with a sun shelf, a relaxing hot tub, and a tranquil waterfall feature. The outdoor bar and expansive patio create an effortless entertaining space, while the rooftop deck offers unforgettable Gulf-view sunsets that elevate every stay. Inside, the bright, open-concept design is made for connection, comfortably accommodating large groups, families, or vacation guests. High-end finishes meet relaxed coastal style, creating a space that feels both upscale and welcoming—exactly what today’s buyers and renters are looking for. Whether you're building a strong vacation rental portfolio or securing your own coastal escape, this property stands out as a high-demand, memory-making destination with proven appeal.

6 Beds ⋅ 5 Baths ⋅ A4683830 MLS

Own the sunset and step into a lifestyle buyers dream about—and renters actively seek out. Just moments from the Gulf, this stunning 6-bedroom, 4.5-bath coastal retreat delivers the perfect blend of luxury, comfort, and exceptional income potential. Designed to host and impress, the home lives like a private resort. Outside, guests are drawn to the resort-style pool with a sun shelf, a relaxing hot tub, and a tranquil waterfall feature. The outdoor bar and expansive patio create an effortless entertaining space, while the rooftop deck offers unforgettable Gulf-view sunsets that elevate every stay. Inside, the bright, open-concept design is made for connection, comfortably accommodating large groups, families, or vacation guests. High-end finishes meet relaxed coastal style, creating a space that feels both upscale and welcoming—exactly what today’s buyers and renters are looking for. Whether you're building a strong vacation rental portfolio or securing your own coastal escape, this property stands out as a high-demand, memory-making destination with proven appeal.

130 50th Street, Holmes Beach

Listing courtesy of BEACH HOUSE REAL ESTATE LLC. 941-216-3764

$7,985,000

Experience the pinnacle of waterfront living in this extraordinary custom bayfront estate, offered fully turn-key and professionally decorated. Encompassing 6,000 square feet of living space and 8,747 square feet under roof, this architectural masterpiece delivers breathtaking 360-degree panoramic views of the Gulf of Mexico and The Inter Coastal Water Way,through dramatic floor-to-ceiling glass walls. Designed for both grand entertaining and relaxed coastal living, the residence features 7 spacious bedrooms, 5 full bathrooms, and 2 half baths. Two fully equipped gourmet kitchens showcase solid wood custom cabinetry, striking tile backsplashes, oversized marble countertops with expansive islands, and high-end stainless-steel appliances, including gas ranges—perfect for hosting family and guests with ease. The luxurious primary suite offers a serene retreat with an elegant en-suite bath, complete with a soaking tub and walk-in steam shower. Additional highlights include an elevator, private theater room and a game room with pool table, creating exceptional indoor entertainment spaces. Outdoor living is elevated to resort caliber with expansive balconies featuring a built-in outdoor kitchen, bar, and dining area—ideal for sunset gatherings. The spectacular heated pool boasts a waterfall feature, sun shelf, and a spa with custom lighting, all overlooking tranquil bay waters. Boating enthusiasts will appreciate the private dock, two boat lifts, and jet ski lift, while a rooftop deck offers yet another vantage point for unforgettable views and stargazing. Recent upgrades include five new central HVAC systems, new flooring, new garage doors, new poolside tile, fresh interior and exterior paint, designer wallpaper, updated light fixtures, and new washer and dryer—ensuring effortless, worry-free ownership. This property is ideally suited for weekly short-term rentals, offering a rare opportunity to combine luxury ownership with strong income potential. Its premier bayfront location, expansive sleeping capacity, resort style amenities, and turnkey, professionally decorated interiors make it highly desirable for high end vacation rentals and multi-family retreats on Anna Maria Island. This is a rare opportunity to own a one-of-a- kind luxury home with timeless design, modern upgrades, and unparalleled water views converge.

7 Beds ⋅ 7 Baths ⋅ A4683250 MLS

Experience the pinnacle of waterfront living in this extraordinary custom bayfront estate, offered fully turn-key and professionally decorated. Encompassing 6,000 square feet of living space and 8,747 square feet under roof, this architectural masterpiece delivers breathtaking 360-degree panoramic views of the Gulf of Mexico and The Inter Coastal Water Way,through dramatic floor-to-ceiling glass walls. Designed for both grand entertaining and relaxed coastal living, the residence features 7 spacious bedrooms, 5 full bathrooms, and 2 half baths. Two fully equipped gourmet kitchens showcase solid wood custom cabinetry, striking tile backsplashes, oversized marble countertops with expansive islands, and high-end stainless-steel appliances, including gas ranges—perfect for hosting family and guests with ease. The luxurious primary suite offers a serene retreat with an elegant en-suite bath, complete with a soaking tub and walk-in steam shower. Additional highlights include an elevator, private theater room and a game room with pool table, creating exceptional indoor entertainment spaces. Outdoor living is elevated to resort caliber with expansive balconies featuring a built-in outdoor kitchen, bar, and dining area—ideal for sunset gatherings. The spectacular heated pool boasts a waterfall feature, sun shelf, and a spa with custom lighting, all overlooking tranquil bay waters. Boating enthusiasts will appreciate the private dock, two boat lifts, and jet ski lift, while a rooftop deck offers yet another vantage point for unforgettable views and stargazing. Recent upgrades include five new central HVAC systems, new flooring, new garage doors, new poolside tile, fresh interior and exterior paint, designer wallpaper, updated light fixtures, and new washer and dryer—ensuring effortless, worry-free ownership. This property is ideally suited for weekly short-term rentals, offering a rare opportunity to combine luxury ownership with strong income potential. Its premier bayfront location, expansive sleeping capacity, resort style amenities, and turnkey, professionally decorated interiors make it highly desirable for high end vacation rentals and multi-family retreats on Anna Maria Island. This is a rare opportunity to own a one-of-a- kind luxury home with timeless design, modern upgrades, and unparalleled water views converge.

110 10th Street S, Bradenton Beach

Listing courtesy of BEACH HOUSE REAL ESTATE LLC. 941-216-3764

$1,199,000

STORM RESILIENT TURNKEY DUPLEX | 12-YEAR ESTABLISHED RENTAL | STRATEGIC PRICE ADJUSTMENT THE OPPORTUNITY - Earns $100K gross with a partially blocked calendar (approx. 100 days blocked each year). New owners have untapped profit potential. Positioned below recent comparable sales, a comprehensive 5-year data performance package is fully compiled and ready for immediate investor due diligence. Backed by a 12-year operational history, this highly seasoned income property has a consistent, documented track record. THE PROPERTY & LAYOUT - Proven coastal resilience and true turnkey operations on Anna Maria Island. Built to modern elevated standards, this premier duplex has successfully navigated storm seasons over the past 12 years with no insurance claims filed. Continually refreshed, offered fully turnkey and optimized for immediate revenue generation, this mirrored multi-family property features two separate 2BR/1.5BA units (4BR/4BA total, 1,624 sq ft) in Bradenton Beach transient rental district, allowing less than week long stays. Consistently a guest favorite with high reviews and over 1000 stays. The unique "Back-to-Back" layout provides a distinct advantage over traditional side-by-side duplexes, offering guests a premium "Private Residence" feel that drives longer average stays and higher nightly rates. LOW-MAINTENANCE, RENTAL-READY FEATURES: -- Maximum Guest Privacy: Completely separate amenities for each individual unit, including independent laundry facilities, private balconies, and dedicated parking spaces. -- Ample Clearance & Storage: Massive clear-span under-building parking for vehicles, boats, or golf carts, alongside secure owner lock-up storage. -- Prime Location: Steps to Gulf beaches, local dining, and historic Bridge Street. Owners are retiring and looking to turn over this beautiful, profitable investment to new owners looking for business and fun combined.

4 Beds ⋅ 4 Baths ⋅ O6384479 MLS

STORM RESILIENT TURNKEY DUPLEX | 12-YEAR ESTABLISHED RENTAL | STRATEGIC PRICE ADJUSTMENT THE OPPORTUNITY - Earns $100K gross with a partially blocked calendar (approx. 100 days blocked each year). New owners have untapped profit potential. Positioned below recent comparable sales, a comprehensive 5-year data performance package is fully compiled and ready for immediate investor due diligence. Backed by a 12-year operational history, this highly seasoned income property has a consistent, documented track record. THE PROPERTY & LAYOUT - Proven coastal resilience and true turnkey operations on Anna Maria Island. Built to modern elevated standards, this premier duplex has successfully navigated storm seasons over the past 12 years with no insurance claims filed. Continually refreshed, offered fully turnkey and optimized for immediate revenue generation, this mirrored multi-family property features two separate 2BR/1.5BA units (4BR/4BA total, 1,624 sq ft) in Bradenton Beach transient rental district, allowing less than week long stays. Consistently a guest favorite with high reviews and over 1000 stays. The unique "Back-to-Back" layout provides a distinct advantage over traditional side-by-side duplexes, offering guests a premium "Private Residence" feel that drives longer average stays and higher nightly rates. LOW-MAINTENANCE, RENTAL-READY FEATURES: -- Maximum Guest Privacy: Completely separate amenities for each individual unit, including independent laundry facilities, private balconies, and dedicated parking spaces. -- Ample Clearance & Storage: Massive clear-span under-building parking for vehicles, boats, or golf carts, alongside secure owner lock-up storage. -- Prime Location: Steps to Gulf beaches, local dining, and historic Bridge Street. Owners are retiring and looking to turn over this beautiful, profitable investment to new owners looking for business and fun combined.

2504 Avenue B, Bradenton Beach

Listing courtesy of BEYCOME OF FLORIDA LLC. 844-239-2663

$130,000

Show-Stopping, Fully Updated 2 Bedroom, 1 Bathroom Condo Located in a sought-after 55+ community, this stunning 4th-floor residence proves that downsizing does not mean downgrading. Every inch has been thoughtfully refreshed, creating a bright, polished space that is completely move-in ready. The kitchen and living area flow effortlessly together, making it easy to host friends, neighbors, or visiting family. The enclosed lanai/balcony is truly a standout feature, designed for year-round enjoyment. Fully screened with removable and/or collapsable windows, you can sip coffee while watching summer rain showers without getting wet, or soak in the crisp winter sunshine in comfort. An added outdoor kitchenette makes entertaining even more enjoyable. Major updates provide peace of mind, including a new water heater and new HVAC system. There is porcelain tile throughout, making maintenance easier, and visualy pleasing. Whether you're searching for a seasonal retreat or a full-time slice of paradise, this beautifully updated condo offers comfort, convenience, and the relaxed Florida lifestyle you are dreaming of. Enjoy outdoor kayaking, peaceful water views with outside BBQ grills and picnic areas. While Saint Armands Circle Sarasota is a smooth 30 minute drive. And World famous Beaches like Anna Maria is only 25 minutes. Saint Pete Beaches are just over 30 minutes. Florida is at your fingertips, right outside your door.

2 Beds ⋅ 1 Baths ⋅ W7883123 MLS ⋅ K416 BLDG.

Show-Stopping, Fully Updated 2 Bedroom, 1 Bathroom Condo Located in a sought-after 55+ community, this stunning 4th-floor residence proves that downsizing does not mean downgrading. Every inch has been thoughtfully refreshed, creating a bright, polished space that is completely move-in ready. The kitchen and living area flow effortlessly together, making it easy to host friends, neighbors, or visiting family. The enclosed lanai/balcony is truly a standout feature, designed for year-round enjoyment. Fully screened with removable and/or collapsable windows, you can sip coffee while watching summer rain showers without getting wet, or soak in the crisp winter sunshine in comfort. An added outdoor kitchenette makes entertaining even more enjoyable. Major updates provide peace of mind, including a new water heater and new HVAC system. There is porcelain tile throughout, making maintenance easier, and visualy pleasing. Whether you're searching for a seasonal retreat or a full-time slice of paradise, this beautifully updated condo offers comfort, convenience, and the relaxed Florida lifestyle you are dreaming of. Enjoy outdoor kayaking, peaceful water views with outside BBQ grills and picnic areas. While Saint Armands Circle Sarasota is a smooth 30 minute drive. And World famous Beaches like Anna Maria is only 25 minutes. Saint Pete Beaches are just over 30 minutes. Florida is at your fingertips, right outside your door.

3710 Lake Bayshore Drive Unit k416, West Bradenton

Listing courtesy of ROBERT SLACK LLC. 352-229-1187

$2,999,000

Positioned behind the gates of Esplanade on the Bay, this custom-built contemporary waterfront estate offers a rare opportunity to own 100 feet of private Sarasota Bay frontage with unobstructed, panoramic bay views from nearly every room. Floor-to-ceiling walls of glass and soaring 18-foot ceilings frame the water as living art, while imported granite tile flooring—installed by artisans known for their work at the Bellagio in Las Vegas—creates a refined, gallery-like interior. The expansive third floor was thoughtfully designed for luxurious grand-scale entertaining, offering an elegant and seamless flow that sets the stage for unforgettable gatherings beginning with the stately great room that anchors the home with dramatic bay vistas, flowing seamlessly into a sophisticated formal dining room, anchored by kitchen and a custom wet bar with built in ice maker. This gourmet chef’s kitchen is impeccably appointed with an elite suite of Thermador, Sub-Zero, Bosch, and Dacor appliances, complemented by an oversized statement island, an inviting breakfast bar, and a dedicated wine cooler. An expansive separate scullery kitchen with a second set of deluxe appliances provides discreet prep space and seamless catering flow—elevating every gathering with true estate-level sophistication. The Primary Bedroom suite is a true sanctuary, complete with a romantic fireplace and a spa-inspired bath featuring a glass-encased shower, a jetted soaking tub, and indulgent designer finishes. Expansive custom walk-in closets and elevated terraces capture sweeping, panoramic bay views, creating an exquisite haven of comfort and sophistication—while a dedicated meditation room on this level provides a serene space for reflection and renewal. The second floor features three exceptional bedroom suites, each offering refined, private accommodations with a luxurious en-suite bath and its own balcony overlooking the shimmering bay—creating a serene retreat. This level includes an inviting family room anchored by a statement fireplace, a dedicated private study, and culminates in a fully outfitted home theater with plush luxury seating for eight. The heated gunite pool and spa, enclosed for comfort and equipped with self-cleaning technology, is complemented by an outdoor kitchen making it ideal for sunset entertaining. A private dock extends from the estate’s 100 feet of direct waterfront, complementing the home’s uninterrupted sightlines across Sarasota Bay. Modern luxury blends seamlessly with smart sustainability and refined practicality. Rooftop solar panels generate approximately 70% of the estate’s energy, while a private elevator serves all three levels and the rooftop retreat. Newly installed hurricane-rated garage doors add security and peace of mind. For the discerning collector, a six-car garage with dedicated workshop space, complemented by a gracious circular drive, offers exceptional capacity and an impressive arrival experience for residents and guests alike. Located minutes from IMG Academy, Sarasota-Bradenton International Airport, world-class dining, upscale shopping, and the barrier island beaches of Anna Maria Island and Longboat Key, this custom Sarasota Bay waterfront estate represents a rare convergence of scale, architectural significance, and unobstructed bay views—crafted for discerning buyers seeking a premier Gulf Coast luxury residence with privacy and enduring value.

4 Beds ⋅ 6 Baths ⋅ TB8477686 MLS

Positioned behind the gates of Esplanade on the Bay, this custom-built contemporary waterfront estate offers a rare opportunity to own 100 feet of private Sarasota Bay frontage with unobstructed, panoramic bay views from nearly every room. Floor-to-ceiling walls of glass and soaring 18-foot ceilings frame the water as living art, while imported granite tile flooring—installed by artisans known for their work at the Bellagio in Las Vegas—creates a refined, gallery-like interior. The expansive third floor was thoughtfully designed for luxurious grand-scale entertaining, offering an elegant and seamless flow that sets the stage for unforgettable gatherings beginning with the stately great room that anchors the home with dramatic bay vistas, flowing seamlessly into a sophisticated formal dining room, anchored by kitchen and a custom wet bar with built in ice maker. This gourmet chef’s kitchen is impeccably appointed with an elite suite of Thermador, Sub-Zero, Bosch, and Dacor appliances, complemented by an oversized statement island, an inviting breakfast bar, and a dedicated wine cooler. An expansive separate scullery kitchen with a second set of deluxe appliances provides discreet prep space and seamless catering flow—elevating every gathering with true estate-level sophistication. The Primary Bedroom suite is a true sanctuary, complete with a romantic fireplace and a spa-inspired bath featuring a glass-encased shower, a jetted soaking tub, and indulgent designer finishes. Expansive custom walk-in closets and elevated terraces capture sweeping, panoramic bay views, creating an exquisite haven of comfort and sophistication—while a dedicated meditation room on this level provides a serene space for reflection and renewal. The second floor features three exceptional bedroom suites, each offering refined, private accommodations with a luxurious en-suite bath and its own balcony overlooking the shimmering bay—creating a serene retreat. This level includes an inviting family room anchored by a statement fireplace, a dedicated private study, and culminates in a fully outfitted home theater with plush luxury seating for eight. The heated gunite pool and spa, enclosed for comfort and equipped with self-cleaning technology, is complemented by an outdoor kitchen making it ideal for sunset entertaining. A private dock extends from the estate’s 100 feet of direct waterfront, complementing the home’s uninterrupted sightlines across Sarasota Bay. Modern luxury blends seamlessly with smart sustainability and refined practicality. Rooftop solar panels generate approximately 70% of the estate’s energy, while a private elevator serves all three levels and the rooftop retreat. Newly installed hurricane-rated garage doors add security and peace of mind. For the discerning collector, a six-car garage with dedicated workshop space, complemented by a gracious circular drive, offers exceptional capacity and an impressive arrival experience for residents and guests alike. Located minutes from IMG Academy, Sarasota-Bradenton International Airport, world-class dining, upscale shopping, and the barrier island beaches of Anna Maria Island and Longboat Key, this custom Sarasota Bay waterfront estate represents a rare convergence of scale, architectural significance, and unobstructed bay views—crafted for discerning buyers seeking a premier Gulf Coast luxury residence with privacy and enduring value.

4908 64th Drive W, Palma Sola

Listing courtesy of KELLER WILLIAMS REALTY PORTFOLIO COLLECTION. 727-489-0800

$769,000

Experience the perfect blend of luxury beachfront living and strong investment potential with this rare Gulf-front condo-hotel residence on Anna Maria Island, designed in the timeless style of a charming New England coastal inn. This intimate 12-unit boutique community offers direct access to the sandy beaches of the Gulf of Mexico and delivers one of the most desirable beachfront locations in Florida. Unit #6 is ideally positioned on the second floor and accessed by both an elegant staircase and elevator, offering convenience along with privacy and elevation for enhanced views. This spacious 2-bedroom, 2.5-bath beachfront condo features beautiful original hardwood flooring, crown molding, and a bright open layout designed for coastal comfort. A rare highlight of the residence is its two private balconies, one extending from the living room and the other from the primary suite, providing panoramic Gulf views, pool views, and unforgettable sunset skies—perfect for morning coffee, evening relaxation, or listening to waves rolling onto the shore. The interior is thoughtfully appointed with built-in closets, in-unit washer and dryer, and a fully turnkey package that includes furnishings, décor, beach equipment, kayaks, and paddleboards, allowing for immediate enjoyment without additional setup. As part of a professionally managed condo-hotel investment property, owners benefit from up to 120 days of personal use a year while the on-site management team handles rentals the remainder of the time. With its prime beachfront location on Anna Maria Island, the property consistently achieves strong occupancy rates, making it an attractive income-producing vacation rental investment. Even better, ownership allows you to enjoy months of personal beachfront living annually while rental income helps offset operating costs, creating both lifestyle value and financial efficiency. Offered fully turnkey, this residence checks every box for buyers seeking a luxury beachfront condo on Anna Maria Island, a Gulf-front vacation rental investment property, or a low-maintenance coastal retreat in Florida. Simply bring your swimsuit and start enjoying beachfront living at its finest—where lifestyle, location, and long-term value all come together in one exceptional opportunity.

2 Beds ⋅ 3 Baths ⋅ A4682831 MLS

Experience the perfect blend of luxury beachfront living and strong investment potential with this rare Gulf-front condo-hotel residence on Anna Maria Island, designed in the timeless style of a charming New England coastal inn. This intimate 12-unit boutique community offers direct access to the sandy beaches of the Gulf of Mexico and delivers one of the most desirable beachfront locations in Florida. Unit #6 is ideally positioned on the second floor and accessed by both an elegant staircase and elevator, offering convenience along with privacy and elevation for enhanced views. This spacious 2-bedroom, 2.5-bath beachfront condo features beautiful original hardwood flooring, crown molding, and a bright open layout designed for coastal comfort. A rare highlight of the residence is its two private balconies, one extending from the living room and the other from the primary suite, providing panoramic Gulf views, pool views, and unforgettable sunset skies—perfect for morning coffee, evening relaxation, or listening to waves rolling onto the shore. The interior is thoughtfully appointed with built-in closets, in-unit washer and dryer, and a fully turnkey package that includes furnishings, décor, beach equipment, kayaks, and paddleboards, allowing for immediate enjoyment without additional setup. As part of a professionally managed condo-hotel investment property, owners benefit from up to 120 days of personal use a year while the on-site management team handles rentals the remainder of the time. With its prime beachfront location on Anna Maria Island, the property consistently achieves strong occupancy rates, making it an attractive income-producing vacation rental investment. Even better, ownership allows you to enjoy months of personal beachfront living annually while rental income helps offset operating costs, creating both lifestyle value and financial efficiency. Offered fully turnkey, this residence checks every box for buyers seeking a luxury beachfront condo on Anna Maria Island, a Gulf-front vacation rental investment property, or a low-maintenance coastal retreat in Florida. Simply bring your swimsuit and start enjoying beachfront living at its finest—where lifestyle, location, and long-term value all come together in one exceptional opportunity.

101 66th Street Unit 6, Holmes Beach

Listing courtesy of WAGNER REALTY. 941-727-2800

$2,299,900

END OF SUMMER SALE- GREAT PRICE for this Luxury Island Home on North End of Anna Maria Island - Direct Bay Views & Skyway Bridge Views - Pool - Excellent Rental Income - Being Sold Turnkey - Welcome to exceptional island living on the highly sought-after north end of Anna Maria Island, where homes like this rarely become available.This beautifully maintained turnkey 4-bedroom, 3-bathroom coastal residence offers stunning sunrise views over the bay, an unbeatable location just steps from Bayfront Park, and easy access to a sandy beach and calm waterfront waters. This property is now one of the Best Priced investment or vaction home opportunites on Anna Maria Island. Enjoy your own fenced-in tropical backyard retreat, featuring: Private swimming pool with in-pool umbrellas, Lush, mature landscaping, Outdoor lounging and entertaining areas, Seamless indoor-outdoor island living.This Anna Maria Island luxury home features a bright, open-concept floor plan designed for entertaining and relaxed coastal living: Spacious living and dining areas, Large chef-style kitchen ideal for gatherings, and Wrap-around porches on multiple levels for bay breezes and water views, including nightly views of the lite-up Skyway Bridge. Two upstairs bedrooms open directly to the expansive second-floor porch, offering panoramic bay views and unforgettable sunrise beach views over the Bay. The oversized primary suite includes a spa-inspired ensuite bathroom with: Dual vanities, Large private soaking tub, Walk-in shower, and Luxury finishes throughout This Premier Island Location provides access to Walk, Bike, or Golf Cart Everywhere. Perfectly positioned near: Boutique shops, cafes, and ice cream parlors, waterfront dining and local restaurants, and the historic charm of the north-end of the island. Just minutes from the iconic Anna Maria City Pier, and easily accessible to Gulf beaches by golf cart or bicycle, this location defines true Florida island lifestyle living. This property is also a high-performing opportunity for investors:, Daily rentals permitted, Strong short-term rental demand on Anna Maria Island, and Ideal for luxury vacation rental income or second home use. Whether you are searching for a luxury waterview home on Anna Maria Island, a high-income vacation rental property, or a private coastal retreat, this home delivers unmatched location, lifestyle, and value. Pack your bags and start living the Island Dream - Don't Worry - Bay Happy!

4 Beds ⋅ 3 Baths ⋅ A4682522 MLS

END OF SUMMER SALE- GREAT PRICE for this Luxury Island Home on North End of Anna Maria Island - Direct Bay Views & Skyway Bridge Views - Pool - Excellent Rental Income - Being Sold Turnkey - Welcome to exceptional island living on the highly sought-after north end of Anna Maria Island, where homes like this rarely become available.This beautifully maintained turnkey 4-bedroom, 3-bathroom coastal residence offers stunning sunrise views over the bay, an unbeatable location just steps from Bayfront Park, and easy access to a sandy beach and calm waterfront waters. This property is now one of the Best Priced investment or vaction home opportunites on Anna Maria Island. Enjoy your own fenced-in tropical backyard retreat, featuring: Private swimming pool with in-pool umbrellas, Lush, mature landscaping, Outdoor lounging and entertaining areas, Seamless indoor-outdoor island living.This Anna Maria Island luxury home features a bright, open-concept floor plan designed for entertaining and relaxed coastal living: Spacious living and dining areas, Large chef-style kitchen ideal for gatherings, and Wrap-around porches on multiple levels for bay breezes and water views, including nightly views of the lite-up Skyway Bridge. Two upstairs bedrooms open directly to the expansive second-floor porch, offering panoramic bay views and unforgettable sunrise beach views over the Bay. The oversized primary suite includes a spa-inspired ensuite bathroom with: Dual vanities, Large private soaking tub, Walk-in shower, and Luxury finishes throughout This Premier Island Location provides access to Walk, Bike, or Golf Cart Everywhere. Perfectly positioned near: Boutique shops, cafes, and ice cream parlors, waterfront dining and local restaurants, and the historic charm of the north-end of the island. Just minutes from the iconic Anna Maria City Pier, and easily accessible to Gulf beaches by golf cart or bicycle, this location defines true Florida island lifestyle living. This property is also a high-performing opportunity for investors:, Daily rentals permitted, Strong short-term rental demand on Anna Maria Island, and Ideal for luxury vacation rental income or second home use. Whether you are searching for a luxury waterview home on Anna Maria Island, a high-income vacation rental property, or a private coastal retreat, this home delivers unmatched location, lifestyle, and value. Pack your bags and start living the Island Dream - Don't Worry - Bay Happy!

403 N Bay Boulevard, Anna Maria

Listing courtesy of WAGNER REALTY. 941-727-2800

$1,700,000

BEAUTIFUL WATER VIEWS. This four-bedroom, two-bath stilt home with a two-car garage offers magnificent, expansive views of Tampa Bay from every level. Designed to capture the beauty of its surroundings, the home features impact-rated windows and sliding glass doors throughout, complemented by stylish plantation shutters. Tile floors flow throughout both living levels and bedrooms. The first level boasts a spacious living and dining room combination alongside an open kitchen complete with granite countertops, stainless steel appliances, wood cabinetry, and an island cooktop—perfect for entertaining. This level also includes a guest bedroom and a full bathroom with a walk-in shower. On the second level, the primary suite offers a large walk-in closet and an en suite bath with a walk-in shower. Two additional bedrooms are located down the hall, along with a convenient inside laundry closet housing the washer and dryer. Both guest bedrooms enjoy stunning blue water views of Tampa Bay. The true money shot awaits on the third-level rooftop deck, where panoramic views stretch all the way around Anna Maria —the perfect setting for sunrise coffee or sunset gatherings. The spacious backyard provides ample room for a pool, and with some updating, this property could truly shine and reach its full potential.

4 Beds ⋅ 2 Baths ⋅ TB8476324 MLS

BEAUTIFUL WATER VIEWS. This four-bedroom, two-bath stilt home with a two-car garage offers magnificent, expansive views of Tampa Bay from every level. Designed to capture the beauty of its surroundings, the home features impact-rated windows and sliding glass doors throughout, complemented by stylish plantation shutters. Tile floors flow throughout both living levels and bedrooms. The first level boasts a spacious living and dining room combination alongside an open kitchen complete with granite countertops, stainless steel appliances, wood cabinetry, and an island cooktop—perfect for entertaining. This level also includes a guest bedroom and a full bathroom with a walk-in shower. On the second level, the primary suite offers a large walk-in closet and an en suite bath with a walk-in shower. Two additional bedrooms are located down the hall, along with a convenient inside laundry closet housing the washer and dryer. Both guest bedrooms enjoy stunning blue water views of Tampa Bay. The true money shot awaits on the third-level rooftop deck, where panoramic views stretch all the way around Anna Maria —the perfect setting for sunrise coffee or sunset gatherings. The spacious backyard provides ample room for a pool, and with some updating, this property could truly shine and reach its full potential.

872 North Shore Drive, Anna Maria

Listing courtesy of RE/MAX ACTION FIRST OF FLORIDA. 727-531-2006

$3,199,000

Welcome to this stunning home in the exclusive Sunset Harbor gated community, a private enclave of eight custom-built residences situated on the tranquil Anna Maria Sound. No expense was spared on this gorgeous waterfront home featuring 4 bedroom 3.5 baths with over 5000 sq ft of indoor/outdoor living space. Ceiling fans in every bedroom, custom shelving enhanced closets, upgraded lighting, quartz countertops, custom cabinets and trim work throughout, solid wood 8’ doors, Hunter Douglas plantation shutters, and a stunning hand-built Ambrosia maple wood staircase are just a some of the features in this newly constructed custom home. Built to Florida Category 5 hurricane standards, this residence includes a tankless water heater, two Trane heating and air conditioning units, controlled by Honeywell Home programmable thermostats and a 50-year concrete flat roof and newly installed reinforced rip rap along a concrete wall at the rear of the property add durability. Step outside to your oasis back yard complete with a 11 by 38-foot heated saltwater pool and spa with designer lighting, all set atop a concrete raised platform. An outdoor custom built outdoor kitchen with a wet bar, refrigerator and propane-powered grill are perfect for entertaining and dining poolside while enjoying incredible views of Anna Maria sound. A 950-pound capacity elevator with Italian marble flooring serves all three floors. The rear of the home includes two 10-by-30-foot fenced decks with porcelain tile flooring, a new dock with an assigned slip that includes a 10,000-pound lift with water and power. The garage level is built on 31 thirty-foot concrete/steel reinforced pylons and features an outdoor shower and a 75-by-25-foot outdoor living area with custom turf and travertine pavers. The oversized garage accommodates 2-4 vehicles and features keyless entry, epoxy concrete flooring, and aluminum ceiling storage racks. The second floor showcases custom-built cabinets in the library, a Hunter Douglas hardwired designer roller sunshade on the slider, a 9-by-11-foot covered front porch, and a custom hand-built fireplace mantle with a propane starting system. The kitchen is thoughtfully designed with lighting in and under the cabinets, a farmhouse porcelain sink, a Kitchen-Aid ice maker that produces 25 pounds of ice daily, a Silhouette professional beverage refrigerator, and custom-built cabinets with a hooded specialty-designed vent. Schedule your private showing today!

4 Beds ⋅ 4 Baths ⋅ A4682214 MLS

Welcome to this stunning home in the exclusive Sunset Harbor gated community, a private enclave of eight custom-built residences situated on the tranquil Anna Maria Sound. No expense was spared on this gorgeous waterfront home featuring 4 bedroom 3.5 baths with over 5000 sq ft of indoor/outdoor living space. Ceiling fans in every bedroom, custom shelving enhanced closets, upgraded lighting, quartz countertops, custom cabinets and trim work throughout, solid wood 8’ doors, Hunter Douglas plantation shutters, and a stunning hand-built Ambrosia maple wood staircase are just a some of the features in this newly constructed custom home. Built to Florida Category 5 hurricane standards, this residence includes a tankless water heater, two Trane heating and air conditioning units, controlled by Honeywell Home programmable thermostats and a 50-year concrete flat roof and newly installed reinforced rip rap along a concrete wall at the rear of the property add durability. Step outside to your oasis back yard complete with a 11 by 38-foot heated saltwater pool and spa with designer lighting, all set atop a concrete raised platform. An outdoor custom built outdoor kitchen with a wet bar, refrigerator and propane-powered grill are perfect for entertaining and dining poolside while enjoying incredible views of Anna Maria sound. A 950-pound capacity elevator with Italian marble flooring serves all three floors. The rear of the home includes two 10-by-30-foot fenced decks with porcelain tile flooring, a new dock with an assigned slip that includes a 10,000-pound lift with water and power. The garage level is built on 31 thirty-foot concrete/steel reinforced pylons and features an outdoor shower and a 75-by-25-foot outdoor living area with custom turf and travertine pavers. The oversized garage accommodates 2-4 vehicles and features keyless entry, epoxy concrete flooring, and aluminum ceiling storage racks. The second floor showcases custom-built cabinets in the library, a Hunter Douglas hardwired designer roller sunshade on the slider, a 9-by-11-foot covered front porch, and a custom hand-built fireplace mantle with a propane starting system. The kitchen is thoughtfully designed with lighting in and under the cabinets, a farmhouse porcelain sink, a Kitchen-Aid ice maker that produces 25 pounds of ice daily, a Silhouette professional beverage refrigerator, and custom-built cabinets with a hooded specialty-designed vent. Schedule your private showing today!

12917 42nd Terrace W, Cortez

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-896-9981

$12,900,000

Welcome to a once-in-a-generation private waterfront family compound on the coveted north end of Longboat Key—an extraordinary 2.4 acre, fully gated coastal estate that blends architectural mastery, resort-level amenities, and rare development potential. Encompassing four buildable parcels (500, 510, 520 Nomas Way and 6680 Gulf of Mexico Drive), this legacy property offers unparalleled privacy, flexibility, and long-term value. From the moment you arrive, illuminated by classic Bevelo gas lanterns, the estate unfolds with intention and elegance. The custom-designed main residence is complemented by a separate 3-bedroom, 2-bath, 1,850-sq-ft guest home with a detached garage—perfect for extended family, guests, or staff accommodations. Every detail reflects thoughtful craftsmanship, from the 900-bottle red cedar wine cellar to the oversized custom wood-burning fireplace with gas option. Designed for both grand entertaining and everyday indulgence, the chef’s kitchen features natural gas cooking with Wolf and Sub-Zero appliances, while state-of-the-art home automation and whole-home sound elevate daily living. Step outside to a true private resort: a 15,000-gallon free-form pool with a 1,000-gallon spa, heating and chilling via reverse heat pump and natural gas, and an expansive custom tiki pavilion built for unforgettable gatherings. For boating enthusiasts, this estate is unmatched—165 feet of frontage on Bishops Bayou, two docks, three boat lifts, and deep-water, direct Intracoastal access. Across Gulf of Mexico Drive, deeded private beach access makes turquoise waters and nightly sunsets a daily ritual. Car collectors and hobbyists will appreciate six garages, including an automotive lift, plus a 50’ x 24’ covered pole barn for additional storage. Peace of mind is absolute with a 24-camera security system, safe room, elevator, and a 60kW natural gas generator powering the entire estate during any weather event. Fully fenced and gated, this property offers complete privacy without compromise. This is more than a home—it is a coastal masterpiece, a designer’s dream that exudes sophistication, balance, and harmony. An irreplaceable opportunity to own one of Longboat Key’s most remarkable waterfront estates, where luxury, security, and lifestyle converge in perfect alignment.

6 Beds ⋅ 7 Baths ⋅ A4682193 MLS

Welcome to a once-in-a-generation private waterfront family compound on the coveted north end of Longboat Key—an extraordinary 2.4 acre, fully gated coastal estate that blends architectural mastery, resort-level amenities, and rare development potential. Encompassing four buildable parcels (500, 510, 520 Nomas Way and 6680 Gulf of Mexico Drive), this legacy property offers unparalleled privacy, flexibility, and long-term value. From the moment you arrive, illuminated by classic Bevelo gas lanterns, the estate unfolds with intention and elegance. The custom-designed main residence is complemented by a separate 3-bedroom, 2-bath, 1,850-sq-ft guest home with a detached garage—perfect for extended family, guests, or staff accommodations. Every detail reflects thoughtful craftsmanship, from the 900-bottle red cedar wine cellar to the oversized custom wood-burning fireplace with gas option. Designed for both grand entertaining and everyday indulgence, the chef’s kitchen features natural gas cooking with Wolf and Sub-Zero appliances, while state-of-the-art home automation and whole-home sound elevate daily living. Step outside to a true private resort: a 15,000-gallon free-form pool with a 1,000-gallon spa, heating and chilling via reverse heat pump and natural gas, and an expansive custom tiki pavilion built for unforgettable gatherings. For boating enthusiasts, this estate is unmatched—165 feet of frontage on Bishops Bayou, two docks, three boat lifts, and deep-water, direct Intracoastal access. Across Gulf of Mexico Drive, deeded private beach access makes turquoise waters and nightly sunsets a daily ritual. Car collectors and hobbyists will appreciate six garages, including an automotive lift, plus a 50’ x 24’ covered pole barn for additional storage. Peace of mind is absolute with a 24-camera security system, safe room, elevator, and a 60kW natural gas generator powering the entire estate during any weather event. Fully fenced and gated, this property offers complete privacy without compromise. This is more than a home—it is a coastal masterpiece, a designer’s dream that exudes sophistication, balance, and harmony. An irreplaceable opportunity to own one of Longboat Key’s most remarkable waterfront estates, where luxury, security, and lifestyle converge in perfect alignment.

6680 Gulf Of Mexico Drive, Longboat Key

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-954-5454

$634,999

Don't miss your chance to own this beautiful home! MOTIVATED SELLER! This stunning FIVE-BEDROOM + OFFICE/DEN/BONUS ROOM, with THREE FULL BATHS home offers 3,358 sq ft of thoughtfully designed living space on LARGE 0.35 acres LOT in a gated community. Located at Stoneybrook at Heritage Harbour with low HOA fees this home has updated Saltwater pool, spa, new pool pump, a beautiful lake view for sunsets or coffee. BRAND NEW DOUBLE-UNIT AC! Home is piped for GAS stove, firepit and pool pump. This residence offers an optional golf membership—not mandatory—while still providing access to all of the community’s exceptional amenities. COMMUNITY AMENITIES INCLUDE: Amenity Center, Dog Parks, Playground, Olympic-Sized Pool, Fitness Center, Basketball Courts, Tennis and Pickleball Courts, Bocce Ball Courts, Volleyball Courts, Baseball Field, And much more! Open concept with extra high ceilings and room for everyone to enjoy their own space. Main level has triple sliding glass doors that frame the tranquil lake view, filling the home with natural light and creating a calm, inviting atmosphere throughout the day. Multiple bedrooms mean everyone can have their own retreat, guests always have a comfortable place to stay, and you still have room to grow. The three full bathrooms ensure busy mornings run smoothly, and ample storage keeps clutter at bay. GREAT INVESTMENT OPPORTUNITY! 4 x yearly rental with 30 days minimum. Step outside to discover your own private oasis. The SALTWATER pool invites you to cool off on warm afternoons, host weekend gatherings, or simply unwind. The 0.35-acre lot is one of the largest in the community and provides plenty of room for outdoor games, gardening, or future projects, all while offering the peace and security of a gated community. Lake view adds a touch of natural beauty to your daily routine, whether you're sipping morning coffee on the patio or watching the sunset after a long day. Located in Stoneybrook at Heritage Harbour, this home puts convenience within easy reach. Costco, CAVA, Hobby Lobby, and a variety of restaurants and nearby shopping options. EASY ACCESS to I75.

5 Beds ⋅ 3 Baths ⋅ A4681305 MLS

Don't miss your chance to own this beautiful home! MOTIVATED SELLER! This stunning FIVE-BEDROOM + OFFICE/DEN/BONUS ROOM, with THREE FULL BATHS home offers 3,358 sq ft of thoughtfully designed living space on LARGE 0.35 acres LOT in a gated community. Located at Stoneybrook at Heritage Harbour with low HOA fees this home has updated Saltwater pool, spa, new pool pump, a beautiful lake view for sunsets or coffee. BRAND NEW DOUBLE-UNIT AC! Home is piped for GAS stove, firepit and pool pump. This residence offers an optional golf membership—not mandatory—while still providing access to all of the community’s exceptional amenities. COMMUNITY AMENITIES INCLUDE: Amenity Center, Dog Parks, Playground, Olympic-Sized Pool, Fitness Center, Basketball Courts, Tennis and Pickleball Courts, Bocce Ball Courts, Volleyball Courts, Baseball Field, And much more! Open concept with extra high ceilings and room for everyone to enjoy their own space. Main level has triple sliding glass doors that frame the tranquil lake view, filling the home with natural light and creating a calm, inviting atmosphere throughout the day. Multiple bedrooms mean everyone can have their own retreat, guests always have a comfortable place to stay, and you still have room to grow. The three full bathrooms ensure busy mornings run smoothly, and ample storage keeps clutter at bay. GREAT INVESTMENT OPPORTUNITY! 4 x yearly rental with 30 days minimum. Step outside to discover your own private oasis. The SALTWATER pool invites you to cool off on warm afternoons, host weekend gatherings, or simply unwind. The 0.35-acre lot is one of the largest in the community and provides plenty of room for outdoor games, gardening, or future projects, all while offering the peace and security of a gated community. Lake view adds a touch of natural beauty to your daily routine, whether you're sipping morning coffee on the patio or watching the sunset after a long day. Located in Stoneybrook at Heritage Harbour, this home puts convenience within easy reach. Costco, CAVA, Hobby Lobby, and a variety of restaurants and nearby shopping options. EASY ACCESS to I75.

8844 Stone Harbour Loop, Waterlefe

Listing courtesy of KELLER WILLIAMS ON THE WATER S. 941-803-7522

$129,000

Escape to your own slice of Florida sunshine at Raintree Condominium in Bradenton. This 5th-floor, pool-view condo offers the perfect blend of coastal charm and low-maintenance living, ideal for snowbirds, second-home buyers, or anyone dreaming of being just minutes from Bradenton’s beautiful sandy beaches. This 2-bedroom, 2-bath residence lives larger than its 940 square feet, thanks to its bright, open layout and split-bedroom floor plan that provides privacy for guests. Painted in beach-inspired tones and offered partially furnished, you can start enjoying the Florida lifestyle right away. No carpet anywhere. Easy-care laminate flooring runs throughout, complemented by crown molding in the main living area for a polished touch. The kitchen features quartz countertops and stainless steel appliances, with the refrigerator, microwave, and range all replaced in 2024. Major updates provide peace of mind, including impact windows and sliding glass door installed in 2024, a new AC system in 2023, and 2020 water heater. Step out onto your screened balcony and unwind with relaxing pool views. Pull-down shades and lattice detailing add privacy, making it the perfect spot for morning coffee before a beach day or evening cocktails after sunset. Additional conveniences include an assigned uncovered parking space and a first-floor storage locker—ideal for beach chairs, bikes, and seasonal items. With no age restrictions and association fees covering water, sewer, trash, pest control, cable, and internet, this community makes seasonal or year-round living effortless. Whether you're searching for a winter retreat, an investment in the Florida lifestyle, or a carefree coastal home near the Gulf, this move-in-ready condo checks all the boxes. Schedule your private showing today and start living where others vacation.

2 Beds ⋅ 2 Baths ⋅ TB8471555 MLS ⋅ Raintree BLDG.

Escape to your own slice of Florida sunshine at Raintree Condominium in Bradenton. This 5th-floor, pool-view condo offers the perfect blend of coastal charm and low-maintenance living, ideal for snowbirds, second-home buyers, or anyone dreaming of being just minutes from Bradenton’s beautiful sandy beaches. This 2-bedroom, 2-bath residence lives larger than its 940 square feet, thanks to its bright, open layout and split-bedroom floor plan that provides privacy for guests. Painted in beach-inspired tones and offered partially furnished, you can start enjoying the Florida lifestyle right away. No carpet anywhere. Easy-care laminate flooring runs throughout, complemented by crown molding in the main living area for a polished touch. The kitchen features quartz countertops and stainless steel appliances, with the refrigerator, microwave, and range all replaced in 2024. Major updates provide peace of mind, including impact windows and sliding glass door installed in 2024, a new AC system in 2023, and 2020 water heater. Step out onto your screened balcony and unwind with relaxing pool views. Pull-down shades and lattice detailing add privacy, making it the perfect spot for morning coffee before a beach day or evening cocktails after sunset. Additional conveniences include an assigned uncovered parking space and a first-floor storage locker—ideal for beach chairs, bikes, and seasonal items. With no age restrictions and association fees covering water, sewer, trash, pest control, cable, and internet, this community makes seasonal or year-round living effortless. Whether you're searching for a winter retreat, an investment in the Florida lifestyle, or a carefree coastal home near the Gulf, this move-in-ready condo checks all the boxes. Schedule your private showing today and start living where others vacation.

2901 26th Street W Unit 511, West Bradenton

Listing courtesy of DREAM REALTY GROUP. 863-603-8536

$1,373,000

Pre-Construction. To be built. Why buy old when you can get new for the same price? Green Street Builders brings 35+ years of experience, and refreshing coastal elegance at an unbeatable $900/sqft price point. The plans speak for themselves. 4 defined sleeping areas per side (including an open air loft), high-functionality, and open concept design with vaulted ceilings. Quartz waterfall counters, modern sleek cabinets, a lot of glass, built to latest hurricane codes; everything you would want in a new construction at a more obtainable price point. Zoned for weekly rentals, it's a lush, tropical, vacation themed setting for you to enjoy... or for your guests to come back to year after year. 45% down, 10% at drywall, the rest not due until Certificate of Occupancy. Nearby comparable sales at least $125,000-$175,000 higher. Call to chat, do your own research or ask for a list of recent comparables, no obligations.

2 Beds ⋅ 2 Baths ⋅ A4682162 MLS

Pre-Construction. To be built. Why buy old when you can get new for the same price? Green Street Builders brings 35+ years of experience, and refreshing coastal elegance at an unbeatable $900/sqft price point. The plans speak for themselves. 4 defined sleeping areas per side (including an open air loft), high-functionality, and open concept design with vaulted ceilings. Quartz waterfall counters, modern sleek cabinets, a lot of glass, built to latest hurricane codes; everything you would want in a new construction at a more obtainable price point. Zoned for weekly rentals, it's a lush, tropical, vacation themed setting for you to enjoy... or for your guests to come back to year after year. 45% down, 10% at drywall, the rest not due until Certificate of Occupancy. Nearby comparable sales at least $125,000-$175,000 higher. Call to chat, do your own research or ask for a list of recent comparables, no obligations.

311 59th Street Unit B, Holmes Beach

Listing courtesy of COMPASS FLORIDA LLC. 941-279-3630