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Homes for Sale with a Pool in Fort Myers, FL

Welcome to your dedicated resource for homes for sale with a pool in Fort Myers, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Fort Myers, FL agents, The Fortune Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Fort Myers, FL

$18,000,000
6 Beds 7.5 Baths 225081436 MLS
The Crown Jewel of Southwest Florida! An irreplaceable private waterfront compound of rare pedigree — the only estate in Southwest Florida boasting its own grandfathered-in "Super Yacht Marina", capable of accommodating vessels exceeding 125+ feet directly on-site. This 5.73-acre peninsula sanctuary is a landmark of distinction, embracing more than 1,000 feet of shoreline with sweeping, cinematic 9-mile vistas stretching from the skyline of Fort Myers to the luminous sunsets over Sanibel. Approached by a quarter-mile gated drive framed by sculpted palms and custom iron castle gates, the property opens to an all-concrete contemporary residence, recently reimagined in elegant white. The home’s minimalist architecture offers soaring walls ideal for art display, seamless indoor-outdoor flow, and breathtaking water views from nearly every room. For ultimate convenience, an elevator is available to smoothly connect access to all floors of the main residence. Six bedrooms, five and a half baths, and multiple living and entertaining areas define a residence as refined as it is resilient. The estate’s non-duplicable Super Yacht Marina is its defining masterpiece — a deep-water yacht basin with approximately seven feet of depth at mean low tide, capable of accommodating multiple large vessels with full-service infrastructure. Power and water are on-site, and an air-conditioned guest residence sits directly alongside the marina, complete with a full kitchen, bath, and its own generator. This versatile space serves as the ultimate captain’s quarters, guest retreat, or private waterfront lounge — a seamless extension of the estate’s rare maritime luxury. Beyond the existing residence, the land itself offers extraordinary potential: the opportunity to create additional panoramic-view homesites through subdivision into two or three parcels, or to add luxury amenities such as sport courts, pavilions, or wellness gardens. The newly installed seawalls, manicured lawns, and lush tropical landscaping create an irreplaceable private resort atmosphere. Hidden from view behind mangrove-lined shores yet only moments from the Gulf of Mexico and SW Florida International Airport, this estate is known to every mariner navigating the Intracoastal toward Fort Myers — the iconic white mansion at the bend of the waterway. More than a home, this is a statement of legacy — the Crown Jewel of Southwest Florida — for the discerning few who seek the rarest of luxuries: privacy, permanence, and perfection.

14040 Schultz Rd, Fort Myers

$121,900
2 Beds 2 Baths 225079324 MLS Bermuda Club Condo BLDG.
MOTIVATED SELLERS! REMODELED 1ST-FLOOR CONDO WITH IMPACT WINDOWS AND ELECTRIC LANAI SHUTTER! Welcome to this beautifully updated 2-bedroom, 2-bath furnished condo in the highly desirable Bermuda Club community. Enjoy peace of mind with all-new impact windows throughout and an electric, remote-controlled hurricane shutter enclosing the lanai, which overlooks a serene, lighted, heated pool and beautifully manicured courtyard, creating a true resort-like setting. Inside, discover new ceiling fans, tile flooring throughout, and a stunning kitchen featuring all-new cabinetry, appliances, lighting, outlets, and granite countertops. The master suite boasts a large walk-in closet, stand-alone vanity, and a newly upgraded walk-in shower, while the guest bath has been fully renovated with a spacious vanity and walk-in shower. Bermuda Club is a vibrant, pet-friendly, all-age community offering fantastic amenities, including a clubhouse, pool, billiards, shuffleboard, horseshoes, corn-hole, library, and a small fitness area. Paddleboard or kayak right from Whiskey Creek with direct access to the Caloosahatchee River and Gulf of Mexico. Ideally located near College Parkway, FSW State College, downtown Fort Myers’ river district, shopping, dining, and just a short drive to Cape Coral, RSW Airport, and beautiful beaches. Each unit includes a covered carport and additional storage in the community laundry area. HOA fees include insurance! Perfect as a winter retreat, full-time home, or investment property (short-term rentals allowed after the first year). Don’t miss this hidden gem—schedule your private showing today! THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER, INQUIRE FOR MORE DETAILS**

5959 Winkler RD Unit 114, Fort Myers

$295,000
2 Beds 2.5 Baths 225076219 MLS
It is time to take advantage of this recent PRICE IMPROVEMENT! Welcome to the beautiful Townhomes of San Simeon! This excellent ground-floor entry, two-story property is ready for you to move right in! This home features 2 beds and 2.5 baths, with a fantastic view of the community lake and clubhouse. Enjoy your afternoon cocktail or morning coffee while taking in breathtaking views and sunsets from the west-facing, extended screened lanai. Interior features of this excellent property include a Kitchen with smart-looking white cabinetry updated in 2020, 42-inch upper cabinets, an eat-in kitchen, stainless steel appliances, light tile floors, crown molding, and modern granite counters and backsplash. Additional features include tile floor throughout the first floor, LVT flooring throughout the second floor, plantation shutters on all windows, and the rear sliding door. Recent structural/mechanical updates include new community roofs (2024), a newer HVAC system (2021), and an updated water heater (2022). This home also features impact-resistant windows and a sliding rear door, a second-floor laundry, and an attached two-car garage. Townhomes of San Simeon amenities include a beautiful clubhouse, community pool and spa, and fitness center. This charming gated community is a short drive from area beaches, grocery stores, fabulous dining, and a multitude of amenities and shopping options. Located within 5 minutes of the new Lee Health Campus (presently under construction), as well as a 10-minute drive to the Lee Health Sports Complex, JetBlue Park, and lovely downtown Ft Myers. Welcome to the beautiful Townhomes of San Simeon!

3951 Cherrybrook LOOP, Fort Myers

$599,000
5 Beds 3 Baths 225070295 MLS
There are many ways to own this property: SHORT TERM OWNER FINANCING AVAILABLE, ANNUAL RENTAL AT $3750/MONTH, RENT TO OWN, OR THE PERFECT WAY IS TO PURCHASE IT!...LOW LOW HOA FEES...WHY PAY FOR AMENITIES YOU ARE NOT GOING TO USE!!!*** THE "WOW" FACTOR***... EXQUISITE OPEN CONCEPT RENOVATION... BRAND NEW ROOF... 5 BEDROOMS+DEN... STUNNING LAKE VIEWS... SPARKLING POOL (2018)... LOW HOA FEES ... From the moment you walk into this stunning remodeled home combined with the panoramic lake/pool views you will be amazed and impressed!!! ~Some of the many fine features of this home are a total reconfigured kitchen with walls taken down to enlarge the kitchen/dining area, beautiful quartz counters, giant island/breakfast bar with under counter lighting and stainless farmhouse style sink, tons of counter space, white soft close cabinetry, wine/coffee bar, wine/beverage fridge, stainless appliances, recessed lighting, built-in desk over-looking pool, large dining area and Great Room plus additional storage under the stairs. ~The entire first floor has luxury vinyl flooring, a guest bedroom and full bathroom with shower/tub combination, new vanity, lighting, plumbing fixtures, custom tile, and shiplap. The upstairs has all brand new carpet, a spacious loft/den area, a large guest bathroom with quartz counter, tub/shower combination, large laundry room with folding station, extra storage closet, and 4 bedrooms. ~ The spacious Primary Oasis has views of the lake, a huge walk-in closet complete with a closet cabinetry system and modern barn door. En-suite bathroom with free standing custom tub, beautiful large custom tiled shower & tiles floors, new plumbing/light fixtures, quartz vanity with dual sinks, private toilet closet, and large linen storage closet. ~Enjoy the beautiful sunrises over the lake, take a dip in the sparkling, newer pool (2018), on your pavered lanai. Sliders lead you out to the under truss shaded area and onto the pool area which is completely fenced plus there is ample space for playing in the yard beyond the fence. The front entry way welcomes you with a screened enclosure and beautiful tile. This is truly a wonderful family home with space for everyone: your company, office, elderly parents, & all the kids! All of this on a large lot, plus a freshly painted 2 car garage complete this wonderful home. ~LOW HOA FEES, PETS WELCOME, AND WITHIN A FRIENDLY, SMALL, GATED COMMUNITY COMPLETE WITH A COMMUNITY POOL! Premier location tucked away off of Daniels Pkwy, 2 miles W of I 75, within minutes to the airport, churches, hospitals, grocery, and schools. Plus only a short drive to Miramar Outlet Mall, Belle Tower, and Coconut Point. Please make sure to click on the virtual tour for even a better look at this wonderful property! ~PRICED BELOW APPRAISED VALUE!!!~ ~WELCOME HOME TO 14047 DANPARK LOOP!

14047 Danpark LOOP, Fort Myers

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.