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$11,375,000
4 Beds 8 Baths A4703378 MLS
Some properties offer a view. This extraordinary 1.41 acre Oyster Bay estate offers an entire waterfront world of its own and is one of the best waterfront locations that Sarasota has to offer, with more than 430 feet along Sarasota Bay and a setting that feels virtually irreplaceable. Spanish and Mediterranean inspired architecture lends warmth, character, and timeless sophistication to this remarkable six bedroom residence, while its expansive shoreline creates a front row seat to spectacular sunsets, passing boats, and the natural beauty of Sarasota’s coastal landscape. With access to the Intracoastal Waterway and Gulf of Mexico, this is a rare opportunity for the luxury buyer who believes life is best lived on the water. Spanning more than 10,000 total square feet, with nearly all principal living areas on one level, the home was created for both grand entertaining and relaxed waterfront living. Dramatic ceilings, distinctive architectural details, expansive windows, and a spectacular gallery space with an interior fountain establish a sense of occasion, while multiple intimate gathering areas make the estate equally comfortable for everyday life. A commercial grade chef’s kitchen with professional appliances is equipped for effortless entertaining, from elegant dinners to large celebrations. The primary suite is a private sanctuary framed by beautiful bay views, featuring an expansive custom wardrobe and an indulgent bath with soaking tub, oversized shower, and dedicated massage and sauna room. Five additional bedroom suites provide exceptional privacy for family and guests, each with its own bath and generous storage. Beyond the interiors, the estate unfolds like a private resort. A swimming pool, tennis court, fitness room, billiard room, private office, three car garage, abundant storage, and permitted dock replacement create a property designed for recreation, relaxation, and life on the water. A new roof completed in 2024 adds further value and peace of mind. The address is equally exceptional. Oyster Bay Estates places you near The Field Club, Siesta Key, Southside Village, Sarasota Memorial Hospital, and Downtown Sarasota, offering remarkable access to world class beaches, boating, fine dining, shopping, arts, and culture while remaining tucked within a prestigious waterfront enclave. For those with an even greater vision, the magnificent acreage and extraordinary bay frontage also present the opportunity to create a completely new custom waterfront estate. The property may offer potential for division into two buildable homesites if the existing residence is removed, subject to verification and applicable approvals. With its commanding Sarasota Bay frontage, boating access, acreage, privacy, and coveted location, 1136 N Lake Shore Drive is not simply a place to live. It is the opportunity to claim an extraordinary piece of Sarasota’s waterfront lifestyle.

1136 N Lake Shore Drive, South Sarasota

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

$1,095,000
3 Beds 4 Baths A4702985 MLS
Third Bedroom Virtually Staged. Experience luxury living in The Reserve, the premier gated enclave within The Plantation Golf & Country Club. This exquisite, custom-built 3,220 sq ft home sits on an expansive, private quarter-acre cul-de-sac lot and perfectly captures classic “Old Florida” elegance with lush landscaping and mature tropical foliage. Step inside to discover a thoughtfully updated residence, meticulously maintained by its original owners. The open great room design offers seamless flow between living spaces, complemented by split-bedroom privacy, two spacious guest suites—one with direct pool access and a custom steam shower—plus a large office/den, three and a half baths, and abundant custom closets throughout. The gourmet kitchen with eat-in dining is ideal for everyday living and entertaining alike. Retreat to the owners’ suite—your personal sanctuary—featuring illuminated wall niches, a spa-like bath with designer dual vanities, glass sinks, an aquatic air-jetted tub, expansive walk-in shower with multiple shower heads, river rock flooring, and luxurious fixtures. Designed for gatherings, the main living area features custom-built-ins and a stylish wet bar, opening to a spectacular 32' x 53' outdoor oasis. Host unforgettable parties beneath covered seating areas, enjoy the summer kitchen with top-of-the-line grill and amenities, or relax in the oversized 34 x 8 x 8 deep pool and 8 x 4 x 4 deep spa with LED lighting, self-cleaning system, and paver-brick deck. This serene homesite is truly private and tranquil—one of the best lots in PGCC. The oversized two-car garage provides extra storage, custom cabinetry, floored attic with extra TAP insulation & marbleized flooring. Notable upgrades include: (2026): Garage Door Opener, Reverse Osmosis System, Garbage Disposal; (2025): barrel tile roof, 2 new HVAC systems (5Ton - 4 zone system & 1.5 Ton system), Well Pump; (2024): 500-gallon propane tank, whole-house Generac generator, Pool Heater, Outdoor grill. Additional residence features: motorized hurricane shutters, impact windows (7), tankless water heaters, electric blinds, and more. Plantation Golf & Country Club offers optional memberships with access to championship golf, tennis, pickleball, state-of-the-art fitness, on-site dining, and vibrant social events. No CDD fees. All minutes from Venice Island, Gulf beaches, shopping, dining, Wellen Park, and the Braves 'spring training stadium. This spectacular Florida estate blends comfort, sophistication, and unmatched amenities—schedule your private tour today! Note: A full Feature Sheet is available at the residence.

444 Tremingham Way, Venice

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-485-5421

$2,949,900
4 Beds 5 Baths A4698341 MLS
Discover an extraordinary level of luxury in this brand-new 2025 custom-built estate, perfectly positioned on a sprawling over 3-acre lakefront parcel within the prestigious, gated Lake Geraldine community. Offering rare privacy and serenity along the Myakka River, this architectural gem delivers resort-style living with breathtaking natural surroundings, majestic palms, and meticulously designed landscaping featuring fruit trees and a private vegetable garden. Spanning 5,402 square feet of exquisitely finished living space (8,050 total square feet), this 4 bedroom, 5 bathroom residence showcases dramatic 12' to 17' ceilings, creating an open, light-filled atmosphere of grandeur. Every surface reflects uncompromising quality: luxury engineered wood flooring, elegant marble throughout, striking cement-textured Mica walls, and bespoke designer finishes. The exterior stone facade and standing-seam metal roof complete the timeless, sophisticated curb appeal visible in the accompanying photographs.The heart of the home is the true chef’s kitchen, equipped with top-of-the-line Dacor appliances, a luxury gas range, built-in coffee machine with direct plumbed water line, quartzite countertops, and custom white oak solid-wood cabinetry. The expansive pantry can function as a second kitchen, making entertaining effortless. Adjacent spaces include a spacious game room with a mini bar, a dedicated gym, and a large open living area—all enhanced by a whole-home Sonos sound system and cutting-edge Lutron lighting with app control and WiFi mesh networking. The luxurious primary suite offers a private retreat with solid-wood custom closets and a spa-inspired ensuite featuring fully tiled walls, frameless glass showers, and a solid bathtub. Additional highlights include a built-in loft-style bedroom, a sophisticated office with custom cabinetry and seating hidden behind a striking arched iron door, a full-sized custom mudroom, and two laundry areas (including one in the master closet). All bathrooms are fully tiled with glass showers and solid bathtubs. Outdoor living reaches new heights with a large entertainment summer kitchen, paver driveway and sidewalks encircling the home, and an outdoor pool shower. The property is fully prepped for future enhancements: poured footer and gas lines for a future pool, pre-wired and pre-plumbed sauna room, and pre-wired and gas prepped for a future generator. A fully enclosed concrete tornado/safe room (including a concrete ceiling), high impact low-E windows and sliding doors, and the home’s elevated position (2 feet above FEMA minimum) provide exceptional peace of mind. Additional luxury appointments include a whole home reverse osmosis system, 1,000-gallon underground propane tank, upgraded septic system, insulated oversized 3-car garage, central vacuum, two separate tankless gas water heaters, 400-amp electrical service, security and camera system, and window treatments throughout. A full irrigation system covers the entire 3 acres, including the garden area. Low HOA fees include high-speed Hotwire internet, making this turnkey masterpiece as convenient as it is opulent. This is more than a home—it is a private sanctuary where modern technology, timeless design, and Florida’s natural beauty converge in perfect harmony, all just minutes from the beach, Wellen Park amenities, and Braves baseball.

9240 Falcon Court, Venice

Listing courtesy of LUXURA HOME REALTY LLC. 941-202-9324

$11,900,000
5 Beds 7 Baths A4694192 MLS
Under Construction. Positioned on one of Bird Key’s most expansive waterfront parcels featuring 200 foot of water-frontage, this extraordinary new construction estate captures sweeping Sarasota Bay views and represents a rare blend of architectural sophistication, enduring strength, and refined coastal luxury. Masterfully designed by renowned architect DSDG Architects and built by Dynan Construction, Sarasota’s premier waterfront builder, the residence has been thoughtfully engineered to the Fortified Gold standard, offering exceptional resilience and peace of mind for luxury waterfront living. A striking modern façade introduces interiors defined by dramatic floor-to-ceiling glass, allowing natural light and panoramic water views to pour throughout the home while seamlessly blending indoor and outdoor living. Warm, curated interior finishes create an inviting yet sophisticated ambiance, balancing contemporary architecture with timeless livability. Designed for both grand-scale entertaining and effortless daily living, the residence features four luxurious bedroom suites, a private office, a gym/wellness center with sauna, elevator access to all levels, an expansive rooftop deck designed to capture breathtaking sunsets over Sarasota Bay, and a spacious three-car garage. The outdoor living experience is equally compelling, with resort-inspired entertaining spaces thoughtfully designed to embrace the coveted waterfront lifestyle. The masterfully designed infinity-edge pool serves as the centerpiece of the outdoor living experience, offering a striking visual connection to the surrounding waterfront setting. Set within one of Sarasota’s most prestigious waterfront communities, this exceptional offering presents a rare opportunity to own a statement residence between downtown Sarasota and St. Armands Circle, offering an unmatched lifestyle surrounded by fine dining, boutique shopping, cultural attractions, boating amenities, and breathtaking Gulf beaches.

600 Mourning Dove Drive, Bird Key

Listing courtesy of COASTAL RESERVE. 941-586-7736

$1,200,000
4 Beds 4 Baths A4689745 MLS
Bragging Rights transferable!!...Experience elevated coastal living in this exceptional 4-bedroom, 4-bath residence with Wine Cellar and Private Sauna. The home is nestled within the highly sought-after IslandWalk at the West Villages in Venice—part of the vibrant, master-planned Wellen Park. With New Colors on accent walls. At the heart of the home, an expansive designer kitchen takes center stage, showcasing a striking 10-foot island, premium finishes, and abundant storage—perfect for both intimate gatherings and upscale entertaining. Open-concept filled with natural light and tranquil water views, to seamless connect indoor elegance and outdoor beauty. The accent walls boast designer-inspired neutral hue, serenity lives here... Step outside into your private sanctuary, to a stunning saltwater pool is surrounded by lush landscaping and serene waterfront vistas—an idyllic setting that defines luxury Florida living. Beyond the pool, your gaze is drawn to a tranquil water view, stretching outward in calming hues—an ever-changing backdrop that nourishes the soul. View to pair perfectly with a glass of your favorite drink, after all you do have your own cellar! or grab a favorite book enjoy the luxury of unhurried time.. A dreamy canopy of twinkling lights drapes gracefully overhead, creating a magical passageway to a charming veggie garden below This lanai is a lifestyle itself. Host intimate gatherings under the glow of ambient lighting, or simply recline and let the gentle sounds of water and night air carry you into complete relaxation. Every detail intentional like double lanai door on the left. Every day touched by a sense of lush, effortless luxury The 3-car garage with a 4-foot extension offers unmatched versatility. The second level elevates the home even further, featuring one bedroom and bathroom suite plus an extensive loft that can harbor a media lounge, game room, executive office, or guest retreat. This highly upgraded Stonewater model offers water views, built-in kitchen appliances and cabinetry, sliding glass doors to the lanai, a finished utility room, and more. Also, the new owner will benefit from the extensive list of upgrades: Heated in ground Swimming pool. Outdoor in ground Hot tub. Pool cage with 40' clear view. Big Sauna Room. Outdoor shower. Outdoor built in seating, fire pit and arbor. Outdoor landscaping with paver. Whole house automation and WiFi networking. A walk in Dry Wine Room. Designer office with glass double door. Rot iron staircases. Designer chandelier and lighting package. New washer, dryer (less than a year old).Multiple feature walls. Master bedroom custom closet. Extended garage with epoxy flooring. Impact windows throughout the hole house. 10' impact sliding door Beyond the home, residents of IslandWalk enjoy a gated, resort-style lifestyle. The community offers top-tier amenities: *Resort-style pools and lap pools. *State-of-the-art fitness center *Tennis, pickleball, and bocce courts *Clubhouse and social events *Scenic walking and biking trails *Many Clubs, see attached list. Just 6 minutes from the CoolToday Park (home of Atlanta Braves spring training), 10 minutes to the lively downtown Downtown Wellen Park for fine dining, entertaining and shopping, 15-20 min to Gulf beaches, parks and more. More than a home this is a statement of refined living, where every detail is elevated and every moment feels effortlessly luxurious.

13349 Verandi Street, Venice

Listing courtesy of KW SUNCOAST. 941-792-2000

$2,450,000
4 Beds 4 Baths A4688159 MLS Windward Passage BLDG.
Repriced $250,000! A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-bedroom, four-bath residence offers over 3,900 air-conditioned square feet, full Gulf views and the kind of scale, frontage and location that are seldom available. With nearly 80 feet of linear Gulf frontage, the penthouse captures sweeping vistas of the azure Gulf waters, Big Pass, Lido Key and downtown Sarasota from nearly every room. The floor plan is exceptionally spacious, with grand living areas, high ceilings, a fireplace, two balconies, an attached two-car garage and the rare flexibility that comes with a residence of this size and presence. The two-building, 22-unit complex features a pool overlooking the Gulf, offering a relaxed setting to enjoy the waterfront lifestyle. This residence presents a unique canvas for a complete custom renovation. A new owner can transform this property into a spectacular coastal showplace, tailored to today’s luxury lifestyle. The existing floor plan includes generous entertaining spaces, a large kitchen footprint, two primary-suite areas, one with a private sauna, all ready to be reinterpreted with a fresh vision and design. Just moments from Siesta Village, with its restaurants, boutiques, boating and waterfront activities, this residence also enjoys proximity to Siesta Key’s world-famous white quartz sand beach. It is an extraordinary chance to create a one-of-a-kind Gulf-front penthouse in one of the island’s desirable locations. Beyond the island, vibrant downtown Sarasota’s cultural, shopping, dining and entertainment areas are just minutes away.

4712 Ocean Boulevard Unit W10, Siesta Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

$525,000
3 Beds 2 Baths O6396425 MLS
Discover this charming fully furnished block home, turn key 3 bedroom/2 bath home located in Sarasota. 10-15 minutes to Siesta Key Beach, close to shopping, city and entertainment. This home is surrounded by beautiful mature gardens and has a spacious layout with abundant natural light. Inside you'll find a modern kitchen with updated appliances, inviting living spaces, a garage with laundry and sauna and a private backyard great for relaxation in a screened in lanai garden room. The home is being sold with high end furnishings, home decor, linens, dishes, etc. The neighborhood is safe and is walking distance to a highly desired A rated school. Don't miss the opportunity to explore this delightful home and come see it for yourself.

4718 Crystal Avenue, South Sarasota

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

$4,500,000
5 Beds 7 Baths N6141577 MLS
Set behind a private gated entrance and approached by a sweeping drive that curves around the front pond, this 5.6-acre Sarasota estate offers privacy, size and distinction, along with a long list of high-end improvements. upgrades include a 2025 roof, brand-new whole-home generator, comprehensive smart-home systems, a new pool deck with pavers and turf, 4-hole putting green, new outdoor kitchen, refreshed irrigation well (2024), reverse-osmosis well system, 5 AC units, 2 gas tankless water heaters, 2 in-ground propane tanks, 500 Gallon RO Tank, a 1450 aeroator tank, and refined interior details such as Venetian plaster walls and custom cherry wood in-lay flooring in the game room loft area. The result is a property that feels both luxurious and exceptionally well cared for. Beyond the upgrades, the home offers more than enough space for large-scale living and entertaining. The main living areas are anchored by a 24-foot high ceiling in the great room, a dedicated theater room, and an expansive game room/loft area with full bar, balcony, and additional loft space. Smart-home features include a phone-controlled gate system, whole-property cameras, Sonos audio, smart garage access, and an integrated alarm system. The primary suite occupies its own wing, designed with two oversized walk-in closets, a private exercise room with sauna, and a spa-like bathroom featuring a jacuzzi tub, dual sinks, and a large shower with double heads and body sprays. Four additional en-suite bedrooms include features such as private balconies, outdoor entrances, oversized closets, and a convenient laundry chute. Each bedroom offers generous square footage, giving guests or family members plenty of room to spread out comfortably. Two additional flex rooms offer options for an office, studio, homework area, or additional sleeping space. The kitchen is equipped with GE Monogram built-ins, a Bosch espresso machine, wine cooler, mini fridge, two sinks, and an adjacent formal dining room. Additional interior features include a 3-car garage with specialty flooring and storage systems plus an EV Charger, a dedicated dog spa room, homework/craft/sewing room, separate fenced run, extensive cabinet storage, two staircases, and a spacious laundry room with desk nook. Outdoor living has been fully modernized with a redesigned pool area, electric and gas heaters, pool bath and changing area, and outdoor shower. The property also offers the rare ability to add two additional structures, along with a scenic pond, mature landscaping, and abundant wildlife. Location is another standout feature. While the estate feels tucked away and exceptionally private, it sits just minutes from I-75, offering quick access to the greater Sarasota region. Downtown Sarasota is an easy drive at roughly 10–12 miles, Siesta Key Beach is about 15 miles away, and travel is convenient with SRQ Airport approximately 15–20 miles and Tampa International Airport about 55–60 miles from the propertyThis blend of privacy, acreage, and proximity to everything is truly rare—allowing you to feel worlds away while staying connected to the best of Sarasota. Call for a private tour today.

3550 Sarasota Golf Club Boulevard, I-75 East

Listing courtesy of KELLER WILLIAMS ISLAND LIFE REAL ESTATE. 941-254-6467

$745,000
2 Beds 2 Baths A4671788 MLS Harbor Towers BLDG.
Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th floor unit, 2BR/2BTH with spectacular Gulf of America views from every room. Fully updated unit with new windows, new pipes, quartz countertops, new kitchen cabinets doors, new bathrooms and luxury vinyl flooring throughout. This turnkey furnished condo features an open floor plan, two suites split plan bedrooms and provides one parking space & additional storage room. New electrical panel and new water heater. Delight yourself at the HT amenities including heated resort style pools, 3 Har-Tru tennis courts, fitness center, sauna, clubhouse and a superb Marina & seating along the intercoastal waterway. HT has newly renovated building facade, common area including the lobby, spa area and hallways. A fantastic investment opportunity to own a rental income while enjoying the unit whenever you wish. Two-week minimum rentals are allowed 26 times/ year. Buyer can use the on-site property management company for rentals, or others.

5855 Midnight Pass Road Unit 420, Siesta Key

Listing courtesy of FINE PROPERTIES. 941-782-0000

$3,950,000
4 Beds 6 Baths A4671696 MLS
A Waterfront Work of Art. Experience a one-of-a-kind waterfront residence on Longboat Key — now offered at an exceptional new value. Designed around three interconnected circular "pods," the residence flows like a choreographed dance. There are no awkward hallways, no wasted corners, no spaces that feel like afterthoughts. Curved walls carry throughout every room — even into the garage — creating a cohesive design statement that's genuinely rare in residential construction at any price point. This architectural masterpiece is a sculptural composition of flowing living spaces connected by custom corridors, delivering remarkable privacy, abundant natural light, and seamless indoor–outdoor living. The dramatic Great Room pod showcases soaring wood-paneled ceilings and expansive walls of glass that frame tranquil water views. The circular primary suite is a private retreat featuring a spa-inspired bath with dual showers, a lounge area, private office, and direct access to the pool and spa terrace. At the heart of the home, the striking circular kitchen is both artful and functional, centered around a curved island beneath a two-story ceiling and skylight, with a thoughtfully designed radial appliance layout. Two en-suite guest bedrooms open to private patios, while the fully self-contained Secondary Primary Suite above the impressive 32' x 23' three-car garage offers independent HVAC, a luxury bath with steam shower and sauna, and flexible living space ideal for extended guests or multigenerational living. Outdoors, the property embraces the waterfront lifestyle with protected deep sailboat water, a private dock with a 12,000-pound lift, and a resort-style pool and spa designed for entertaining and relaxation. Located behind the 24-hour guarded gates of Bay Isles, residents also enjoy exclusive access to the Bay Isles Beach Club on the Gulf of Mexico.

510 Harbor Gate Way, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-388-4447

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