Imagine owning a true piece of Fort Myers history. Built in 1922 during the same storied era as the iconic Edison estate, this remarkable McGregor Boulevard residence is believed to be the third grand home built along one of Fort Myers’ most recognized corridors. Set on nearly a full acre of beautifully established grounds, this one-of-a-kind property offers a rare combination of historic character, generous space, and modern updates. The main residence showcases the warmth and craftsmanship of another era, including original heart pine floors and a gracious layout designed for both everyday living and entertaining. With five spacious bedrooms, two full bathrooms, and a guest half bath, the home provides plenty of room for family, guests, a home office, or flexible living spaces. A new roof installed in 2023 adds an important update while preserving the integrity and charm of this historic residence. Adding even more versatility is a separate efficiency unit with a full bathroom, ideal for overnight guests, extended family, a private workspace, or potential rental income. Outside, the expansive property offers room to enjoy the Florida lifestyle while maintaining a sense of privacy rarely found this close to the heart of Fort Myers. The grounds have also remained high and dry, adding another valuable feature to this exceptional property. More than a home, this is an opportunity to own and preserve a piece of Fort Myers heritage. With its distinctive history, original architectural character, spacious homesite, and flexible living options, this McGregor Boulevard estate is ready for its next chapter.

5 Beds ⋅ 4 Baths ⋅ 2026035450 MLS

Imagine owning a true piece of Fort Myers history. Built in 1922 during the same storied era as the iconic Edison estate, this remarkable McGregor Boulevard residence is believed to be the third grand home built along one of Fort Myers’ most recognized corridors. Set on nearly a full acre of beautifully established grounds, this one-of-a-kind property offers a rare combination of historic character, generous space, and modern updates. The main residence showcases the warmth and craftsmanship of another era, including original heart pine floors and a gracious layout designed for both everyday living and entertaining. With five spacious bedrooms, two full bathrooms, and a guest half bath, the home provides plenty of room for family, guests, a home office, or flexible living spaces. A new roof installed in 2023 adds an important update while preserving the integrity and charm of this historic residence. Adding even more versatility is a separate efficiency unit with a full bathroom, ideal for overnight guests, extended family, a private workspace, or potential rental income. Outside, the expansive property offers room to enjoy the Florida lifestyle while maintaining a sense of privacy rarely found this close to the heart of Fort Myers. The grounds have also remained high and dry, adding another valuable feature to this exceptional property. More than a home, this is an opportunity to own and preserve a piece of Fort Myers heritage. With its distinctive history, original architectural character, spacious homesite, and flexible living options, this McGregor Boulevard estate is ready for its next chapter.

3235 Avocado Drive, Fort Myers

Listing Courtesy of Kingfisher Real Estate, Inc.

$779,000

Nestled on 1.34 private acres in the desirable Riverside community, this custom-built 4- bedroom, 3-bath home offers over 3,250 square feet of beautifully designed living space just minutes from historic downtown Tarpon Springs. The heart of the home is the newly updated kitchen featuring new cabinetry, quartz countertops, a custom range hood, and newer appliances, opening to an inviting family room with a wood-burning fireplace. The spacious primary suite includes a sitting area and renovated bath, while the expansive redwood deck with a screened-in jacuzzi overlooks a peaceful conservation setting. Residents enjoy private access to Salt Lake for kayaking and canoeing, along with convenient access to Gulf beaches, the Pinellas Trail, shopping, dining, and Tampa International Airport. Located in a sought-after neighborhood of luxury homes, this is a rare opportunity to enjoy privacy, nature, and an exceptional lifestyle

4 Beds ⋅ 4 Baths ⋅ TB8533873 MLS

Nestled on 1.34 private acres in the desirable Riverside community, this custom-built 4- bedroom, 3-bath home offers over 3,250 square feet of beautifully designed living space just minutes from historic downtown Tarpon Springs. The heart of the home is the newly updated kitchen featuring new cabinetry, quartz countertops, a custom range hood, and newer appliances, opening to an inviting family room with a wood-burning fireplace. The spacious primary suite includes a sitting area and renovated bath, while the expansive redwood deck with a screened-in jacuzzi overlooks a peaceful conservation setting. Residents enjoy private access to Salt Lake for kayaking and canoeing, along with convenient access to Gulf beaches, the Pinellas Trail, shopping, dining, and Tampa International Airport. Located in a sought-after neighborhood of luxury homes, this is a rare opportunity to enjoy privacy, nature, and an exceptional lifestyle

1055 Riverside Ridge Road, Tarpon Springs

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 727-799-2227

$1,295,000

Where Luxury Meets Lifestyle Some homes are simply beautiful. There are houses… and then there are gathering places. An exceptional executive estate tucked away on more than two private acres in one of Tarpon Springs’ most sought-after custom home communities. Completely transformed since 2023, this home blends timeless architecture with sophisticated modern design. From the moment you walk through the front door, soaring ceilings, abundant natural light, and an expansive open floor plan create an immediate sense of warmth and elegance. At the heart of the home is a spectacular chef’s kitchen designed to be both functional and unforgettable. Marble countertops, custom cabinetry reaching 10½-foot ceilings with illuminated display lighting, premium stainless steel appliances, an 8-burner gas range, chef’s double ovens, built-in beverage refrigerator, oversized prep island, and an expansive gathering island create a space where family and friends naturally come together. Walls were thoughtfully removed to create seamless flow between the kitchen, dining, and living spaces. Pocket sliding glass doors disappear into the walls, connecting the interior to the screened lanai and creating true Florida indoor-outdoor living. Whether entertaining a crowd or enjoying a quiet evening at home, every space has been intentionally designed to bring people together. The flexible floor plan offers six bedrooms and five bathrooms, including an expansive owner’s retreat, a private guest suite on the opposite side of the home, and three additional bedrooms with two full bathrooms upstairs. A spacious game room provides endless possibilities as a media room, billiards room, playroom, or home gym. Step outside and discover your own private retreat. Relax beside the pool and spa, gather around the custom fire pit beneath the stars, or simply enjoy peaceful mornings overlooking protected conservation. Extensive professional landscaping surrounds the home, while banana, avocado, orange, tangerine, and pineapple plants offer the charm of your own Florida orchard. Luxury extends beyond what you can see. Since 2023, the home has been thoughtfully upgraded with new luxury flooring throughout the main level, new upstairs carpeting, fresh interior and exterior paint, designer lighting, a new electric fireplace, custom roller shades, new lanai screening, updated irrigation, permanent programmable architectural LED exterior lighting, new main level AC in 2026, new water heater, new pool pump, new irrigation pump, an updated security system with new alarm panel, Google Nest doorbell, and exterior cameras providing comprehensive coverage of every entrance. An oversized circular driveway welcomes guests with ease while the spacious three-car garage provides ample room for vehicles, storage, and hobbies. Set within an exclusive executive neighborhood where every residence is unique, this exceptional property offers privacy, luxury, and convenience just minutes from Gulf beaches, marinas, golf, dining, shopping, and the historic charm of Tarpon Springs. Some homes impress you. This one invites you to stay.

5 Beds ⋅ 5 Baths ⋅ TB8532727 MLS

Where Luxury Meets Lifestyle Some homes are simply beautiful. There are houses… and then there are gathering places. An exceptional executive estate tucked away on more than two private acres in one of Tarpon Springs’ most sought-after custom home communities. Completely transformed since 2023, this home blends timeless architecture with sophisticated modern design. From the moment you walk through the front door, soaring ceilings, abundant natural light, and an expansive open floor plan create an immediate sense of warmth and elegance. At the heart of the home is a spectacular chef’s kitchen designed to be both functional and unforgettable. Marble countertops, custom cabinetry reaching 10½-foot ceilings with illuminated display lighting, premium stainless steel appliances, an 8-burner gas range, chef’s double ovens, built-in beverage refrigerator, oversized prep island, and an expansive gathering island create a space where family and friends naturally come together. Walls were thoughtfully removed to create seamless flow between the kitchen, dining, and living spaces. Pocket sliding glass doors disappear into the walls, connecting the interior to the screened lanai and creating true Florida indoor-outdoor living. Whether entertaining a crowd or enjoying a quiet evening at home, every space has been intentionally designed to bring people together. The flexible floor plan offers six bedrooms and five bathrooms, including an expansive owner’s retreat, a private guest suite on the opposite side of the home, and three additional bedrooms with two full bathrooms upstairs. A spacious game room provides endless possibilities as a media room, billiards room, playroom, or home gym. Step outside and discover your own private retreat. Relax beside the pool and spa, gather around the custom fire pit beneath the stars, or simply enjoy peaceful mornings overlooking protected conservation. Extensive professional landscaping surrounds the home, while banana, avocado, orange, tangerine, and pineapple plants offer the charm of your own Florida orchard. Luxury extends beyond what you can see. Since 2023, the home has been thoughtfully upgraded with new luxury flooring throughout the main level, new upstairs carpeting, fresh interior and exterior paint, designer lighting, a new electric fireplace, custom roller shades, new lanai screening, updated irrigation, permanent programmable architectural LED exterior lighting, new main level AC in 2026, new water heater, new pool pump, new irrigation pump, an updated security system with new alarm panel, Google Nest doorbell, and exterior cameras providing comprehensive coverage of every entrance. An oversized circular driveway welcomes guests with ease while the spacious three-car garage provides ample room for vehicles, storage, and hobbies. Set within an exclusive executive neighborhood where every residence is unique, this exceptional property offers privacy, luxury, and convenience just minutes from Gulf beaches, marinas, golf, dining, shopping, and the historic charm of Tarpon Springs. Some homes impress you. This one invites you to stay.

1079 Riverside Ridge Road, Tarpon Springs

Listing courtesy of PREMIER REALTY PROS. 727-935-5652

$985,500

Welcome to this fabulous estate home located in one of the area’s most sought-after neighborhoods, just moments from the historic Edison & Ford Winter Estates. Located one block from the beautiful Caloosahatchee River. Situated outside of a designated flood zone, this property offers the added peace of mind and convenience of no required flood insurance. NO FLOOD ZONE! This expansive residence offers over 3,900 square feet of living space with five bedrooms and three-and-a-half bathrooms, designed perfectly for a large family or anyone who loves to entertain. As you enter through the elegant French glass front doors from the charming front porch, you are welcomed by a spacious and inviting layout. To the right, you’ll find a beautiful formal living room or den, while the left side features an elegant dining room perfect for gatherings and holiday dinners. The heart of the home is the stunning open-concept kitchen, showcasing glass-front cabinetry, beautiful appliances, and generous space for entertaining, all flowing seamlessly into the oversized family room. The split floor plan offers privacy and functionality. On the right side of the home, you’ll find three spacious bedrooms and two full bathrooms. On the opposite wing, the luxurious primary suite features a cozy double-sided fireplace connecting the bedroom and spa-inspired bathroom, complete with a soaking tub and separate shower. The primary suite also offers direct access to the pool area. An additional bedroom and bathroom are also located on this side of the home. Step outside to your enormous outdoor living space, featuring a sparkling pool surrounded by beautiful travertine tile, creating the perfect Florida retreat for relaxing or entertaining guests. The property also includes a detached garage with endless possibilities—ideal for a mother-in-law suite conversion, private guest retreat, antique car storage, or whatever your vision may be. An additional flex space currently serves as an impressive home gym but could easily be transformed into a studio, office, or recreational area. Additional highlights include gorgeous oak and tile flooring throughout, breathtaking mature oak trees in the front yard, and an unbeatable location just minutes from Downtown Fort Myers dining, shopping, and entertainment. Located just minutes from Downtown Fort Myers, you’ll enjoy quick access to waterfront dining, live music, shopping, breweries, art walks, and community events. Spend weekends exploring the River District, catching sunsets along the water, visiting nearby marinas, or taking a short drive to Southwest Florida’s beautiful beaches, golf courses, and nature preserves. Rarely does a home combine this much space, versatility, charm, and location in one extraordinary package. This is more than just a home—it’s a lifestyle opportunity to experience the very best of Southwest Florida living.

5 Beds ⋅ 4 Baths ⋅ 2026022632 MLS

Welcome to this fabulous estate home located in one of the area’s most sought-after neighborhoods, just moments from the historic Edison & Ford Winter Estates. Located one block from the beautiful Caloosahatchee River. Situated outside of a designated flood zone, this property offers the added peace of mind and convenience of no required flood insurance. NO FLOOD ZONE! This expansive residence offers over 3,900 square feet of living space with five bedrooms and three-and-a-half bathrooms, designed perfectly for a large family or anyone who loves to entertain. As you enter through the elegant French glass front doors from the charming front porch, you are welcomed by a spacious and inviting layout. To the right, you’ll find a beautiful formal living room or den, while the left side features an elegant dining room perfect for gatherings and holiday dinners. The heart of the home is the stunning open-concept kitchen, showcasing glass-front cabinetry, beautiful appliances, and generous space for entertaining, all flowing seamlessly into the oversized family room. The split floor plan offers privacy and functionality. On the right side of the home, you’ll find three spacious bedrooms and two full bathrooms. On the opposite wing, the luxurious primary suite features a cozy double-sided fireplace connecting the bedroom and spa-inspired bathroom, complete with a soaking tub and separate shower. The primary suite also offers direct access to the pool area. An additional bedroom and bathroom are also located on this side of the home. Step outside to your enormous outdoor living space, featuring a sparkling pool surrounded by beautiful travertine tile, creating the perfect Florida retreat for relaxing or entertaining guests. The property also includes a detached garage with endless possibilities—ideal for a mother-in-law suite conversion, private guest retreat, antique car storage, or whatever your vision may be. An additional flex space currently serves as an impressive home gym but could easily be transformed into a studio, office, or recreational area. Additional highlights include gorgeous oak and tile flooring throughout, breathtaking mature oak trees in the front yard, and an unbeatable location just minutes from Downtown Fort Myers dining, shopping, and entertainment. Located just minutes from Downtown Fort Myers, you’ll enjoy quick access to waterfront dining, live music, shopping, breweries, art walks, and community events. Spend weekends exploring the River District, catching sunsets along the water, visiting nearby marinas, or taking a short drive to Southwest Florida’s beautiful beaches, golf courses, and nature preserves. Rarely does a home combine this much space, versatility, charm, and location in one extraordinary package. This is more than just a home—it’s a lifestyle opportunity to experience the very best of Southwest Florida living.

1357 Osceola Drive, Fort Myers

Listing Courtesy of RE/MAX Trend

$214,750

Move in ready! DIRECT RIVERFRONT! Bright & Sunny 6th floor CORNER END UNIT! 2 Bedrooms & 2 full updated baths! Riverfront living is a ''Permanent Getaway'' offering you a front row seat to the sweeping landscape of the beautiful, abundant nature! Relax on your balcony & enjoy daily ''Hand Painted'' SUNSETS & the calming sights & sounds of the boats cruising by splashing ever so gently & Playful Dolphin visit often! Brand new 2026 HVAC, newer impact windows, Recently updated baths & beautifully remodeled kitchen with gleaming granite countertops. The Riverside Condo is a fabulous Beachside Condo complex with tons of Amenities! 3 pools (two are heated), 2 Fishing Docks, 4 separate laundry rooms, Shuffleboard Courts, Clubhouse & Recreation Room, Impeccably groomed landscape with DIRECT riverfront walkway for morning or evening walks! Nice for exercise! Water, Cable, Internet, Sewer, and Trash are included in your dues. Onsite Management. No pets allowed, only service animals. Just 4 blocks from ''The World's Most Famous Beach!'' & walking distance to Publix supermarket, shopping, fun to do's, restaurants & more

2 Beds ⋅ 2 Baths ⋅ FC316433 MLS ⋅ Riverside BLDG.

Move in ready! DIRECT RIVERFRONT! Bright & Sunny 6th floor CORNER END UNIT! 2 Bedrooms & 2 full updated baths! Riverfront living is a ''Permanent Getaway'' offering you a front row seat to the sweeping landscape of the beautiful, abundant nature! Relax on your balcony & enjoy daily ''Hand Painted'' SUNSETS & the calming sights & sounds of the boats cruising by splashing ever so gently & Playful Dolphin visit often! Brand new 2026 HVAC, newer impact windows, Recently updated baths & beautifully remodeled kitchen with gleaming granite countertops. The Riverside Condo is a fabulous Beachside Condo complex with tons of Amenities! 3 pools (two are heated), 2 Fishing Docks, 4 separate laundry rooms, Shuffleboard Courts, Clubhouse & Recreation Room, Impeccably groomed landscape with DIRECT riverfront walkway for morning or evening walks! Nice for exercise! Water, Cable, Internet, Sewer, and Trash are included in your dues. Onsite Management. No pets allowed, only service animals. Just 4 blocks from ''The World's Most Famous Beach!'' & walking distance to Publix supermarket, shopping, fun to do's, restaurants & more

2711 N Halifax Avenue Unit 695, Daytona Beach

Listing courtesy of ADAMS, CAMERON & CO., REALTORS. 386-445-5595