Grand Ole Man Homes with Waterfront

Grand Ole Man Homes with Waterfront

Welcome to Grand Ole Man, a captivating waterfront subdivision nestled in the heart of Fort Myers Beach, Florida. This serene community offers an idyllic blend of coastal charm and modern living, making it a perfect haven for those seeking a tranquil lifestyle by the water.

Grand Ole Man is renowned for its stunning waterfront homes, each boasting breathtaking views of the shimmering waters that define this picturesque area. Imagine waking up to the gentle sound of waves lapping against the shore, with the sun rising over the horizon, painting the sky in vibrant hues. Whether you’re looking for a cozy cottage or a luxurious estate, the homes in this subdivision are designed to embrace the beauty of their surroundings, offering spacious layouts, modern amenities, and easy access to the beach.

Life in Grand Ole Man is not just about enjoying your home; it's about embracing a lifestyle filled with adventure and relaxation. Spend your days lounging on the sandy beaches, exploring the local shops and restaurants, or indulging in water sports such as kayaking and paddleboarding. The vibrant community spirit is palpable here, with friendly neighbors and a welcoming atmosphere that makes every resident feel at home.

With its prime location in Lee County, Fort Myers Beach offers a wealth of recreational opportunities, cultural attractions, and natural wonders. Whether you’re a retiree seeking peace, a family looking for adventure, or a young professional wanting to soak up the sun, Grand Ole Man is the perfect place to call home. Discover the charm of waterfront living in this enchanting subdivision today!

Newest Grand Ole Man Homes with Waterfront

$3,495,000
4 Beds ⋅ 5 Baths ⋅ Grand Ole Man SubDv.
Beautifully renovated direct beachfront home on South Estero Island with breathtaking Gulf views! Sits on a rare stretch of beach with an ultra-private backyard with no passersby to be seen, providing optimal privacy. This 4 bed/4.5 coastal delight has been completely remodeled and features a newer metal roof, Generac whole house generator (2021), 2 new HVACS (2020), new instant water heater (2020), hurricane impact windows/sliders throughout, and new interior staircase. Step outside onto your open-air wraparound balcony and enjoy endless views of the turquoise waters of the Gulf of Mexico. Stunning chef’s kitchen contributes to the wide-open floor plan and offers custom-built white cabinetry, gorgeous white quartz countertops, waterfall island, walk-in pantry, and new high-end Jenn-Air appliances (2020) including double ovens and induction cooktop. The spacious primary bedroom is a tranquil haven with floor to ceiling windows/slider to fully indulge in the Gulf views and has a spa-like bath with dual vanities, large jetted soaking tub, and separate walk-in shower with multiple shower heads. The top floor is perfect for a private guest wing or an extra bonus room with an ensuite bathroom and top floor sun deck for picture-perfect sunsets over the Gulf. Just steps from the beach, your outdoor oasis awaits — featuring a fenced-in heated saltwater pool and spa, along with a brand-new summer kitchen ideal for poolside dining and sunset entertaining. Other features include a Lutron lighting system, Savant sound system upstairs, tile flooring, and coffered ceiling details. This is a fantastic vacation home or investment opportunity located in a weekly rental zone allowing for maximum rental income if desired! Perfectly situated on the coveted South-end of Estero Island near Lovers Key, Bonita Beach & the South bridge to the mainland with dining and shopping walking distance.

8124 Estero Boulevard, Fort Myers Beach
$2,675,000
Grand Ole Man SubDv.
One or more photo(s) has been virtually staged, AI generated or rendered. Rare Gulf-Front Vacant Land Opportunity. Build your dream beachfront estate on one of the most desirable Gulf-front homesites on Fort Myers Beach. Situated directly on the sugar-sand beaches of the Gulf of Mexico, this exceptional waterfront lot offers breathtaking panoramic sunsets, unobstructed Gulf views, and endless possibilities for luxury coastal living. Located on the peaceful south end of Estero Island, this oversized approximately 0.38-acre homesite provides approximately 71 feet of direct Gulf frontage and is perfectly positioned near Lovers Key, Bonita Beach, world-class dining, boating, and shopping. Property information indicates the lot is zoned RS-1 and is located in an area that permits weekly vacation rentals, creating an outstanding opportunity for both personal enjoyment and investment potential. Highlights include: Direct Gulf-front waterfront location, Approximately 0.38-acre homesite, Spectacular sunset and beach views, Ideal for a custom luxury residence. SAMPLE NEW CONSTRUCTION HOME RENDERINGS IN PHOTOS ARE NOT INCLUDED IN SALE PRICE OF THE LOT. Weekly rental potential for HIGH GROSS income opportunities, Utilities available Easy access to Lovers Key, Bonita Beach, and Southwest Florida International Airport Whether you're envisioning a private coastal retreat or a high-performing vacation rental investment, this is a rare opportunity to own one of Fort Myers Beach's premier beachfront parcels.

8030 Estero Boulevard, Fort Myers Beach
$2,000,000
Grand Ole Man SubDv.
MULTI-FAMILY GULF FRONT LOT - This parcel of land is .36 acre (15,664 sqft), a versatile multi-family lot in a weekly rental zone. The previous structure (prior to Hurricane Ian) was a duplex. $$$$$ Situated beachside of Estero Boulevard offering a gorgeous gulf front view with 44 feet of gulf front & private beach. The southern end of Fort Myers Beach is within walking distance to the newly redesigned Santini Plaza & Fish Tale Marina and easy off island access to Lovers Key, Barefoot Beach, Southwest Florida International Airport, Bonita Springs & Naples.

7946 Estero Boulevard, Fort Myers Beach
$3,490,000
3 Beds ⋅ 3 Baths ⋅ Grand Ole Man SubDv.
One or more photo(s) has been virtually staged, AI generated or rendered. Engineered for resilience and designed to stand apart, this distinctive octagon-shaped, elevated beachfront residence on the coveted south end of Fort Myers Beach offers a rare combination of architectural strength and coastal elegance. Its unique structural design enhances durability against coastal elements while maximizing panoramic Gulf views—creating both peace of mind and a truly one-of-a-kind living experience. A truly unique gem, the home features 3 bedrooms, 2.5 baths, plus a spacious loft with a bunk bed to accommodate additional guests. Currently operating as a successful income-generating property, it presents immediate appeal for investors seeking strong rental performance in one of Southwest Florida’s most desirable beachfront markets. Positioned on an expansive 85-foot-wide beachfront lot, the property offers exceptional scale and direct, unobstructed access to the Gulf, with the sand and shoreline just steps from your door. The elevated construction and proven resilience further enhance long-term value, while sweeping water views and unforgettable sunsets define the lifestyle. Ideally located, the south end provides a quieter, more residential setting while still offering convenient access to Naples, Bonita Springs, and Southwest Florida International Airport. Nearby shopping, dining, and entertainment options add to the appeal for both personal enjoyment and vacation rental guests. Whether you’re expanding your portfolio or securing a distinctive beachfront retreat with immediate income potential, this property delivers on every level—design, durability, location, and lifestyle.

8246 Estero Boulevard, Fort Myers Beach
$2,500,000
Grand Ole Man SubDv.
EXCEPTIONAL BEACH FRONT PROPERTY zoned single family on the expansive southern end of Estero Island, where new construction of luxury homes is ongoing. Prestigious south end location. Quiet and Peaceful spot on the beach to build your dream luxury residence. Nothing will be between you and the sunset! This property extends to the glistening Gulf waters, extra deep lot, secluded & private sandy beach at your doorstep! Close to Santini Plaza with convenient access to Bonita Beach and Naples via Big Carlos Pass within a short drive. Over the bridge on Lovers Key you'll find Flipper's-on-the-Bay for fine dining, as well as the state park for kayaking, shelling, beaches and nature tours. This is one of the nicest beachfront lots for sale in the area, don't miss out!

7986 Estero Boulevard, Fort Myers Beach
$2,899,999
Grand Ole Man SubDv.
Presenting the crown jewel of fort Myers beach. Direct Gulf-front vacant lot on Fort Myers Beach, build your beachfront legacy. 8010 Estero is an extraordinary piece of land. With FULL panoramic views of the glistening white sand beaches, the sparkling teal water of the Gulf and the daily golden hours of a west side sunset truly pure natural theatre when the sky lights up into infinite fiery orange, pink, blue, red and lavender colors it is a spectacle to behold. An oversized beach front lot ready to be built on. Opportunities like this come far and few in between. WEEKLY RENTALS ALLOWED. The size of this lot is knocking on almost a half acre. Plenty of room for your custom beachfront pool home. Located centrally between Fort Myers Beach and Bonita beach you have plenty of options for entertainment, dining, sports, socializing, endless strolls on the beach and enjoying that SWFL sun. Your time to buy this one of a kind property is now with this once in a lifetime opportunity.

8010 Estero Boulevard, Fort Myers Beach
$2,900,000
Grand Ole Man SubDv.
OWN THIS LARGE BEACH FRONT LOT. BEACH DIRECT, with 80 feet road frontage , walk direct to Gulf no obstructions! OPEN VIEWS AND WALK TO GULF ! Build your amazing BEACH FRONT LUXURY home in paradise ! Enjoy all water sports , fishing , boating , or just relaxing ! South end of Island has very little traffic! Peaceful , enjoy nature ! Subject to City & County restrictions, utilities available from roadway , not on lot . SURVEY loaded into MLS. Many builders available on Island. Per survey 80 feet of road front, must be verified, by buyers, 80x225x79x231 estimate per survey. Owners have a house plan and have talked with a well known Builder information can be made available. All information must be verified by buyers . Nothing between this lot to the Gulf !

8236 Estero Boulevard, Fort Myers Beach
$6,850,000
6 Beds ⋅ 8 Baths ⋅ Grand Ole Man SubDv.
An exclusive & spectacular beachfront home located on the tranquil south end of Fort Myers Beach offers unrivaled panoramic gulf & beach front views stretching from Naples to Sanibel on clear days & evenings serving as a perfect backdrop of luxury & privacy. Positioned on a rare section of beach w/ultra-private backyard yet, from the home, you have direct access to the sandy beach & gulf waters. Featuring 6 spacious ensuite bedrooms or 5 ensuites & a den w/full bathroom, the residence boasts 10’ to 15’ high ceilings, stunning hardwood & tile flooring, fully color-coordinated accents, an open 3-tiered floorplan drawing in natural light throughout plus, an elevator that provides easy access to all levels, ensuring convenience throughout the home. The chef-inspired kitchen is equipped with top-tier appliances, dual ovens, dual dishwashers, large walk-in pantry, wet bar, multiple dining options from casual to formal both inside & outside, ideal for both everyday living, entertaining & those special gatherings. Step outside to the expansive patio, where you’ll enjoy a full outdoor experience from lounging, sunbathing, dining & more. Complete outdoor kitchen, fireplace, pool & spa, all designed for taking full advantage of the mesmerizing sunsets & living the ultimate beach front lifestyle. Designed with comfort, efficiency & luxury at top-of-mind, this home features high-impact windows & doors, electric Clear Choice Storm Screens, motion-senor automated sliders that open up to the beach, a garage that follows the footprint of the home to accommodate 6+ cars, double laundries (main & upper level) & Lutron lighting system. Additional highlights include two new A/C systems (2024), on-demand gas water heaters, a 1,000-gallon underground propane tank, a MyQ WiFi-controlled garage & beautiful, irrigated landscaping. A short drive, bike ride or trolley connection can take you to Lovers Key State Park, a variety of local marinas, various local shopping & dining venues as well as easy access to a number of public boat launches. The trolley-stop is just across the street. This home is perfect for enjoying the finest in beachfront living as well as both current & future local attractions as investment in the community continues to unfold. Please note that the current owner has made the 1-Time payment to have Deeded Beach Access by way of the Walk-Across Bridge just steps from the backyard.

8180 Estero Boulevard, Fort Myers Beach
$1,500,000
Grand Ole Man SubDv.
Don't miss out on this opportunity! Discover a rare opportunity to own a slice of paradise on the highly desirable South end of Fort Myers Beach! This spacious vacant lot offers the perfect canvas to build your dream beach home or investment property. Nestled in a vibrant coastal community, this property is just steps away from the sugar-white sands and clear blue waters of the Gulf of America! Located in a weekly rental zone, 7 day rental minimum, 52 rentals a year, opportunity is there for investment income! Buy your future lot now to join the future development going on at Fort Myers Beach! New Pass Bridge is completed with a new higher 4 lane bridge, Sanitni Plaza is now open, NEW Fort Myers Beach Pier Installation in 2027, Margaritaville is fully up and running, and many other future developments are in the works along the beach!

7902 Estero Boulevard, Fort Myers Beach
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