Fort Myers Real Estate

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, Dave Jones Realty 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

$1,039,900
4 Beds ⋅ 4 Baths ⋅ 2026036767 MLS
This stunning home is ideal for that Florida lifestyle. Boasting of 4 bedrooms, 4 baths, and over 4,000 sq ft of living area. Lots of natural light and brightness highlighted by soaring ceilings. The pool-patio area is ideal for family fun and large gatherings. All outdoor furniture is included. Other extras include, leaf protection gutters, tankless water heater, pool bath, no carpet, Hurricane Resistant garage door, gas fireplace, 2 car garage plus golf cart space, fridge in garage stays. Facing the #11 of the Long Mean Golf Course currently under reconstruction. All situated on a quiet cul-de-sac lot. Easy access for gate and a short stroll to the Clubhouse. A true showplace! This property is situated in Fiddlesticks Country Club, a private golf community with no CDD fees. Residents enjoy resort-style amenities including two championship golf courses (36 holes), driving range, putting green, clubhouse fine dining, fitness center, lighted tennis/pickleball courts, resort-style pool & spa/hot tub with cabana, dog park, playground, and 24/7 guarded security. The owner has even hired a professional home inspector in advance. Available to buyer once contract is signed. MANDATORY EQUITY MEMBERSHIP FEE OF $115,000 DUE AT CLOSING. ADDITIONAL MONTHLY FEES APPLY.

15241 Tweedale Circle, Fort Myers
$1,000,000
5 Beds ⋅ 3 Baths ⋅ 226005264 MLS
When will an opportunity like this come around again? Imagine owning 2+ acres—or nearly 4 acres with the adjoining lot—in the heart of Fort Myers, just 10 minutes from the beach and moments from the area's best shopping, dining, and entertainment. This isn't just land—it's a blank canvas for the lifestyle you've always envisioned. Build the ultimate workshop, create a private guest villa for family and friends (or a lucrative Airbnb), add a pickleball or tennis court, a resort-style pool, construct the dream toy garage, or even establish horse stables with income-producing potential. Raise chickens, cultivate gardens, and enjoy the freedom that comes with having room to breathe. Properties offering this much space, privacy, and flexibility in such a prime location are incredibly rare. Here, your imagination doesn't have to fit within property lines—it can run as far as your vision takes it. Why compromise when you finally have the space to create it all? A rare opportunity awaits in one of Fort Myers’ most coveted hidden gems—Heritage Farms, where sprawling estates, mature oaks, and country-quiet living meet unmatched proximity to the city’s best conveniences. This nearly 6,000-square-foot property offers an extraordinary blank canvas for those with vision. Originally one of the most distinctive homes in the neighborhood, the residence suffered storm damage during Hurricane Ian and has since undergone a full interior gut and comprehensive landscape demolition, setting the stage for a transformative rebuild without the challenges of teardown permitting or site constraints (its grandfathered in). The site has been professionally graded and engineered to ensure proper drainage and mitigate future flooding concerns, an invaluable improvement that adds confidence and long-term value. The surrounding acreage offers limitless design potential: re-establish lush gardens, create resort-style outdoor living, or craft a sustainable homestead in keeping with the neighborhood’s agrarian roots. With nearly 6,000 square feet under roof, the design possibilities are as expansive as the property itself—imagine soaring ceilings, a grand great room, gourmet kitchen, multiple suites, home office, media room, and seamless indoor-outdoor living anchored by expansive lanais and a custom poolscape. Whether you’re an investor seeking a high-equity project, a builder ready to bring your next showcase home to life, or a homeowner eager to craft a legacy estate from the ground up, this property delivers the ultimate foundation for a dream realized. Site prep, design, and demolition already complete. Bring your builder, your imagination, and your inspiration. Heritage Farms is ready to welcome its next landmark residence. Photos in this listing have been virtually rendered.

3600 Heritage Lane, Fort Myers
$985,000
6 Beds ⋅ 7 Baths ⋅ 2026037709 MLS
Located in the established Whiskey Creek neighborhood, this two-story, 6-bedroom, 5.5-bath home offers over 5,100 sq. ft. under air with a floor plan designed around generous living spaces and plenty of flexibility, in a layout unlike most homes in the area. Double front doors open to a large foyer with multiple living and dining areas, tile flooring throughout the main living spaces, recessed lighting and high ceilings throughout much of the first floor. A large kitchen features extensive white shaker cabinetry, abundant counter and storage space, a pantry and oversized island with seating. The primary suite includes sliders to the lanai, a large walk-in closet and updated bath with dual sinks, an oversized freestanding soaking tub and walk-in shower with multiple shower heads. Adding another dimension to the first floor is a separate suite with its own exterior entrance, large living and dining area with kitchenette, bedroom, spacious bath with dual sinks and walk-in shower, walk-in closet, laundry room and double sliders providing direct access to the pool area. An additional first-floor bedroom also has its own exterior entrance and adjoining bath. The sense of space continues upstairs with 14-foot ceilings and crown molding adding to the scale of a large, open living area with a second kitchen, separate laundry/storage room and multiple sliders bringing in plenty of natural light. Three additional bedrooms each have their own en suite bath, with two bedrooms opening through double sliders to the balcony overlooking the pool. Impact-rated sliders are found throughout the home. The home has undergone extensive updates in recent years, including kitchens, baths and flooring throughout. Outdoor space is centered around the 60' x 20' heated pool with a sun shelf, bubbler and built-in seating, surrounded by a large paver deck, covered lanai, pool bath, outdoor shower and large tiki hut ready for a custom outdoor kitchen, all within a fenced backyard. A circular driveway and two-car garage complete the property. Located outside of a designated flood zone with no mandatory HOA and convenient to US-41, shopping, dining and Whiskey Creek Country Club, with easy access to many of the places that make Fort Myers such a desirable place to call home.

5534 Cognac Drive, Fort Myers
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