Homes for Sale with a Pool in Fort Myers, FL

5 Beds ⋅ 3 Baths ⋅ 2026037910 MLS ⋅ Three Oaks BLDG.

19291 Pine Glen Drive, Fort Myers, FL 33967 Property Description Five bedrooms, three full baths, and approximately 2,856 square feet of living space. Open floor plan connects the kitchen to living areas with natural flow. Family room provides flexible space for work, recreation, or quiet retreat. Three-car garage offers vehicle and storage capacity. Saltwater pool with pond and lake views, mature landscaping, and outdoor living space designed for everyday enjoyment. Located in Three Oaks community offering convenient access to shopping, dining, schools, and major thoroughfares. Community amenities noted by precedent mgt Hoa include pool, park, tennis courts, pickleball courts, and gathering pavilions.

19291 Pine Glen Dr, Fort Myers

$3,300,000

6 Beds ⋅ 6 Baths ⋅ 2026038395 MLS ⋅ Riverside BLDG.

Welcome to an extraordinary custom-built Mediterranean estate in the heart of Fort Myers, just one block from the Caloosahatchee River and ideally situated off the iconic McGregor Boulevard. This private tropical oasis offers over 6,000 square feet of air-conditioned living space—including a separate ground-level guest suite—and more than 12,600 total square feet of exceptional indoor and outdoor living. Meticulously maintained and continuously updated, this residence showcases superior craftsmanship with soaring ceiling heights from 10 to 22 feet, highlighted by custom coffered and tray ceilings throughout and enhanced by elegant indirect lighting and beautifully appointed fixtures. Travertine flooring and rich hardwood floors create a seamless blend of warmth and sophistication. The gourmet kitchen is designed to impress, featuring a Sub-Zero refrigerator, walk-in pantries, wine cooler, and a dedicated bourbon room—perfect for entertaining. A charming reading nook adds character, while expansive living spaces flow effortlessly into a media room and multiple en-suite guest accommodations. The home offers six bedrooms and six bathrooms, including two luxurious primary suites. Step outside into your own resort-style retreat. The custom heated pool is a true work of art, featuring cascading rock waterfalls, a sun ledge, and exquisite marble inlays commissioned from an Australian artist. Surrounded by lush landscaping and complete privacy, the courtyard creates a serene and secluded setting. Motorized screened lanais allow for year-round enjoyment while keeping insects at bay. Additional highlights include: • Detached 3-car garage with over 1,000 sq ft air-conditioned space • Separate ground-level guest suite for privacy and flexibility • Hurricane-impact, energy-efficient glass throughout • State-of-the-art security camera system • Outdoor kitchen and grilling area • Pergola with hammock and multiple covered patios and decks • Over 1,000 sq ft front porch living space • RV parking with hookup + Tesla charging station • Hunter Douglas shades and plantation shutters throughout • Spa-inspired primary bath with multiple shower heads and body sprayers This one-of-a-kind estate offers the perfect combination of luxury, privacy, and functionality in one of Fort Myers’ most sought-after locations. Furnishings are negotiable, providing a rare turnkey opportunity. Experience elevated coastal living in a private tropical sanctuary just moments from the river.

1229 Plumosa Dr, Fort Myers

$574,900

4 Beds ⋅ 2 Baths ⋅ 2026036816 MLS ⋅ Whiskey Creek BLDG.

Stunning 4-bedroom, 2-bath pool home in Whiskey Creek, one of Southwest Florida's most desirable communities. This nearly 1,900-square-foot residence has been thoughtfully updated throughout, highlighted by a beautifully remodeled family room with an electric fireplace, shiplap accent wall, new luxury vinyl plank flooring, and plantation shutters. The home continues to a spacious kitchen overlooking the pool, a generous living room, a dedicated laundry room, three large guest bedrooms, and an expansive primary suite. Outside, a well-maintained pool cage and oversized covered lanai create the perfect setting to enjoy the Florida weather year-round, overlooking a newly landscaped backyard with a new paver patio and privacy fence. Major improvements are already done: a new roof with spray foam insulation (2023), new A/C (2023), all-new impact windows, and a reverse osmosis system. The property is also located outside of a designated flood zone, so flood insurance is not required. Homes of this caliber in Whiskey Creek rarely stay on the market long. Schedule your showing today.

1438 Claret Ct, Fort Myers

$262,500

4 Beds ⋅ 3 Baths ⋅ 2026038119 MLS ⋅ Fort Myers Shores BLDG.

RARE TWO-RESIDENCE OPPORTUNITY ON NEARLY 1/2 ACRE WITH A POOL! Welcome to 13823 2nd St, Fort Myers, FL 33905, an incredibly unique property offering the space, privacy and flexibility that are becoming increasingly difficult to find. Situated on approximately .44 acres in Fort Myers Shores, the property features a spacious 3-bedroom + Den, 2-bath main residence with a screened in-ground pool PLUS a separate approximately 600-sq-ft 1-bedroom, 1-bath apartment with its own address, living room, full kitchen and 2-car garage. The main residence offers a generous floor plan with multiple living spaces and tremendous potential to create something special. In addition to three bedrooms and two bathrooms, flexible bonus areas provide possibilities for a home office, game room, media room or additional living space. Step outside to your screened pool and lanai, surrounded by an oversized yard, mature trees and privacy fencing that create your own private Florida retreat. What truly separates this property from the competition is the detached apartment and garage. With approximately 600 sq ft of independent living space, its own kitchen, living room, bedroom, bathroom and separate address, the possibilities are exceptional—multi-generational living, extended family, private guest quarters, home office or additional independent living space. The attached 2-car garage provides even more storage and functionality. This is a property for the buyer who can see the possibilities. The home is ready for updating and renovation, giving the next owner an opportunity to personalize the finishes and bring their own vision to a property that already offers something difficult to recreate: nearly half an acre, two separate living spaces, a pool, multiple garages and exceptional privacy. Located in Fort Myers Shores, with convenient access to Palm Beach Boulevard/SR-80, I-75, Downtown Fort Myers, shopping, dining, boating and the Caloosahatchee River corridor, this property combines space and versatility with convenient access to Fort Myers. If you've been searching for a Fort Myers property with guest house, in-law suite, detached apartment, pool, oversized lot and multiple garages, don't overlook this one. Properties with this combination of land and separate living space don't come along often. Bring your ideas, make it your own, and unlock the potential of this truly unique property. Schedule your private showing today!

13823 2nd St Unit 827, Fort Myers

$699,000

3 Beds ⋅ 2 Baths ⋅ 2026035322 MLS ⋅ Sunset Cove BLDG.

Completely Reimagined Arthur Rutenberg Home in the Heart of Fort Myers Experience Southwest Florida living in this beautifully reimagined 1972 Arthur Rutenberg home. Remodeled from the original bones, this turnkey residence blends classic Florida architecture with modern finishes, exceptional outdoor living and a desirable central Fort Myers location. This spacious 3 bedroom, 2 bathroom home with a separate den has been extensively renovated with a new kitchen, updated bathrooms, flooring, plumbing, windows, doors, lighting, paint and finishes throughout. The private primary suite features a stunning master bathroom with an oversized double shower. An interior fireplace adds warmth and character to the living space. A beautiful front courtyard and patio beneath a pergola create an impressive entrance with character rarely found in newer construction. Step into your private Florida retreat. A large swimming pool reaching approximately 7 feet at the deep end anchors the outdoor living space, complete with an outdoor fire pit, pergola, mature landscaping and storage shed. A two car garage provides additional parking and storage. Tucked inside an established neighborhood with only one way in and out, the property offers a quiet residential setting in the heart of Fort Myers. Located just off the McGregor Boulevard corridor and north of College Parkway, the property is minutes from shopping, dining, entertainment, schools and area beaches. Families can take advantage of Lee County School Choice, with nearby A rated high school options adding to this central Fort Myers location. NO HOA and no HOA rental restrictions. The property offers flexibility as a primary residence, seasonal residence or investment property. No HOA also provides additional flexibility for small business or lettered commercial vehicles, subject to applicable governmental regulations. According to the owners, the home's interior has not experienced flooding during the past decade, despite Southwest Florida enduring multiple historic and record breaking hurricanes during that time, including Hurricanes Irma and Ian. Arthur Rutenberg. Fully remodeled. Turnkey. Private pool. Exceptional outdoor living. Interior fireplace and outdoor fire pit. No HOA. Two car garage. Central Fort Myers. This classic Florida residence has been thoughtfully transformed for modern Southwest Florida living.

5687 Eichen E Cir, Fort Myers

$650,000

4 Beds ⋅ 2 Baths ⋅ 2026037811 MLS ⋅ Hendry Creek BLDG.

Warning: DO NOT BUY THIS HOUSE if you like going out every night. This home may seriously interfere with your social life! The spectacular sunsets reflecting across the lake will have you rushing home from work, passing up dinner invites, and canceling evening plans so you can stay in and enjoy the view! This is the kind of home that makes Southwest Florida living feel exactly the way it should—relaxed, beautiful, and effortless. Spend afternoons floating in the saltwater pool, evenings gathered around the gas fireplace, and sunset hours outside overlooking the lake. The pool was completely refreshed in 2023 with Level 3 PebbleTec, new saltwater equipment, and a white marble travertine deck, creating a backyard that feels more like a private resort. Inside, soaring ceilings and abundant natural light create an open, airy feel, while impact glass throughout—including all of the doors, windows, and skylights— adds both protection and peace of mind. The remote-operated skylights aren't your average skylights either: they open and close, raise and lower their shades, and even automatically close when they detect rain. 4 Bedrooms plus the Den and a 3-car garage means there's plenty of space for everyday living. The kitchen is ready for serious cooking and entertaining with KitchenAid appliances, a gas stove, double wall ovens & wine refrigerator. The living room features surround sound and a gas fireplace, with sliding glass doors out to the balcony overlooking the pool and lake. The guest bathroom takes everyday comfort up another notch with heated flooring. And behind the beauty is an impressive list of meaningful improvements. Two A/C systems new in 2023, along with a new seamless metal roof, fascia, soffits and downspouts. Soffit/ Trimlight Exterior Lighting System across the front and sides of the home with app-controlled timers, multiple colors & customizable patterns. The exterior was updated with James Hardie Statement Collection siding and trim and Trex decking and outdoor steps, also in 2023. Buried propane tank installed in 2024, and a driveway catch drain was added in 2025. Additional features include a whole-home water softener & filtration system, central vacuum, & rock retention wall along the lake. The interior of this home DID NOT FLOOD. Only the garage & pool area had water intrusion. The community of Hendry Creek is a small enclave of custom-built homes and truly is a Hidden Gem within Fort Myers. The neighborhood offers multiple courts for tennis and pickleball enthusiasts, along with a community boat dock, for an incredibly low HOA fee. This isn't simply a home with a long list of upgrades. It's a home designed around the moments you'll actually remember—the doors open, music playing, something cooking in the kitchen, everyone gathered by the pool, and another incredible sunset unfolding over the water. And that’s how you’ll keep your friends and maintain relationships… they’ll come to you!

15492 Chloe Cir, Fort Myers

$615,000

5 Beds ⋅ 3.5 Baths ⋅ 2026037162 MLS ⋅ Gateway BLDG.

Forget standard builder finishes—this home elevates everyday living with soft-close custom cabinetry, integrated wine storage, and a seamless indoor-outdoor transition. Located in the sought-after gated community of Daniels Preserve at Gateway, elegant crown molding frames the light-filled layout while diagonal ceramic tile flooring flows throughout the main living spaces. At the heart of the home, the chef’s kitchen boasts warm wood cabinetry, rich granite countertops, a subway tile backsplash, a built-in wine cooler, a walk-in pantry, and a custom accent island anchored by a statement pendant light. French doors open to an expansive, fully screened lanai with ceiling fans and paved stone flooring, perfect for alfresco dining. Outside, your private oasis features a screened pool and attached spillover spa with tranquil water views, complemented by a dedicated separate pool bath and even StormSmart motorized screens at all rear openings. The primary suite is a true retreat, featuring a spacious walk-in closet and an ensuite bath with granite countertops, a deep jetted tub, and a step-in glass-enclosed shower. Upstairs, a versatile loft leads to a private guest bedroom and bathroom, providing an ideal layout for visitors or flexible living. All furniture in the home is also available for sale, offering buyers the opportunity to purchase the home beautifully furnished and move-in ready. As is customary with furniture-inclusive listings, the furniture is negotiable and can be discussed as part of the sale. Residents enjoy exceptional proximity to local conveniences, including top-rated Gateway schools, nearby shopping, regional dining, JetBlue Park spring training, RSW International Airport, and Gateway CDD amenities such as the community pool, dog park, and sports complex.

12369 Country Day Cir, Fort Myers

$2,500,000

6 Beds ⋅ 6.5 Baths ⋅ 2026037927 MLS ⋅ Fort Myers BLDG.

A RARE OPPORTUNITY TO TAKE OVER AN EXTRAORDINARY CUSTOM ESTATE ALREADY UNDER CONSTRUCTION IN THE HEART OF FORT MYERS. Situated on approximately 3.36 acres, this architecturally striking contemporary residence has been designed on a grand scale with approximately 8,062 square feet of air-conditioned living area and 12,709 total square feet. The residence is currently under construction with the structure and interior framing substantially advanced, roof completed and sealed, and plumbing and electrical work progressed to the current stage of construction. The buyer has the unique opportunity to purchase the property in its current condition and assume completion of the project, or engage the existing construction team to complete the residence on a cost-plus-25% basis. The architectural plan features 5 bedrooms, 5 full baths plus powder room, 2 offices, elevator, 4-car garage, theater, exercise room, sauna, dual laundry rooms, expansive indoor and outdoor entertaining areas, outdoor kitchen, covered lanais and balconies, and a resort-style pool and spa design. An extensive professional interior design package has also been developed for the residence, providing the next owner with a sophisticated vision for completing the home while retaining the opportunity to personalize selections and finishes. Located on an unusually large estate-sized parcel while remaining convenient to the amenities of Fort Myers, this is an opportunity to bypass much of the time and complexity associated with starting a custom estate of this magnitude from the ground up. Property is being offered in its current stage of construction. Architectural and interior images are renderings of the proposed completed residence and are not photographs of the finished home. Final construction costs, specifications, finishes, completion timeline and availability of the existing construction team are subject to separate agreement and verification by buyer. More renderings available upon request.

6729 Penzance Blvd, Fort Myers

$885,000

3 Beds ⋅ 3 Baths ⋅ 226029501 MLS ⋅ The Plantation BLDG.

Some homes you buy — this one you simply move into. Offered fully turnkey furnished, this immaculate original-owner Pinnacle model has been enjoyed only seasonally since 2016, and it shows. Dramatic zero-corner pocket sliders provide indoor-outdoor flow, framing serene pond and fountain views and opening to your heated private pool and spa — the perfect stage for Florida sunsets. Inside, soaring tray ceilings, crown molding, and wainscoting set an elegant tone across 18x36 tile flooring, while all-impact windows and doors deliver everyday peace of mind. The gourmet kitchen is the heart of the home, anchored by an oversized island, premium appliances, and custom Dovetail soft-close cabinetry carried throughout. The serene primary suite features a custom walk-in closet, the private office/den boasts real hardwood floors and refined 12-panel glass doors, and all three baths are finished in floor-to-ceiling tile. Ten-foot interior doors and fresh 2025 bedroom carpeting complete the picture. The home is also wired for home automation and security. Step outside to a screened lanai, sparkling heated pool, and spa surrounded by beautifully manicured grounds framed by mature palms and colorful flowering beds. Meticulously maintained, recent improvements include a new pool pump (2024) and cage screens (2024), new brackets and bolts for the pool cage (2022), pool actuator (2026), professionally re-sanded and sealed pool deck and driveway (2025), whole-house exterior paint (2025), new water heater (2026), new garbage disposal (2025), and freshly cleaned and sealed tile floors (2026). A flat tile roof cleaned in 2026, impact-glass front entry, and an extended 4-foot-deeper garage with epoxy floors, finished walls, utility sink, and attic storage round out a home that's been loved and cared for down to the last detail. The Lifestyle: Located in Somerset at The Plantation, enjoy an exceptional resort-style amenity package — pickleball, tennis, two resort pools, a fitness center, sauna, massage and facial rooms, bocce, a library, and an active social calendar. HOA fees include Hotwire cable and high-speed internet, irrigation water, and full lawn care. Optional golf and social memberships are available at The Plantation Golf & Country Club, home to an 18-hole Hurdzan-Fry championship course, driving range, putting green, and on-site dining. Minutes to I-75, RSW International Airport, premier shopping and dining, and Southwest Florida's world-famous Gulf beaches.

12865 Chadsford Cir, Fort Myers

$514,900

3 Beds ⋅ 2 Baths ⋅ 2026038144 MLS ⋅ Verandah BLDG.

FORMER MODEL HOME means lots of upgrades! This wonderfully maintained three-bedroom pool home is located right on the golf course. Designed for comfort and entertaining, the outdoor living space is a true retreat featuring a HEATED POOL/SPA, a spacious lanai and GEORGOUS VIEWS OF THE GOLF COURSE. This home also offers added peace of mind with impact windows and IT IS NOT located in a flood zone...saving the home owner lots of money because flood insurance is not a requirement. Inside you'll find an open-concept floor plan that seamlessly connects the living spaces while showcasing tranquil views of the pool and golf course. The well-appointed kitchen features stainless steel appliances, an eat-in dining area, custom designed cabinets and counter tops. Additional highlights include custom made window treatments, crown molding, spacious walk-in closets and thoughtfully designed living spaces that make everyday living both comfortable and functional. As a resident of Verandah, you'll enjoy an exceptional resort-style lifestyle with two championship 18-hole golf courses, tennis, pickleball, and bocce courts, a state-of-the-art fitness center, a resort-style swimming pool, a dog park, and more than nine miles of scenic walking and biking trails. Outdoor enthusiasts will also appreciate the opportunities for kayaking and exploring the community's natural beauty. Conveniently located just minutes from Downtown Fort Myers, the Caloosahatchee River, and both Southwest Florida International Airport (RSW) and Punta Gorda Airport (PGD), this move-in-ready home combines luxury, convenience, and an outstanding lifestyle. Impeccably maintained and shows like a model, this is a rare opportunity to own an exceptional home in one of Southwest Florida's premier communities.

12625 Fairway Cove Ct, Fort Myers

$3,225,000

4 Beds ⋅ 5.5 Baths ⋅ 226032354 MLS ⋅ Renaissance BLDG.

Welcome home to 9546 Via Lago Way, located in the Via Lago neighborhood of Renaissance! This luxurious Spanish-inspired lakefront estate sits on an oversized .67-acre corner homesite with tropical landscaping and year-round sunset views. The home has been thoughtfully redesigned while preserving its distinctive architecture. Newly installed wide-plank white oak flooring, soaring ceilings, exposed beams, archways, expansive windows and French doors bring in natural light and connect the interior living spaces to the outdoors. The fully renovated kitchen features custom cabinetry, quartz countertops, an oversized waterfall island, Sub-Zero refrigerator, Wolf range, designer lighting and a custom walk-in butler’s pantry. The residence offers four bedrooms plus a den, four en-suite baths and two half baths. The primary suite provides a private retreat, complemented by a nearby office and library. Upstairs, two en-suite bedrooms open to private balconies overlooking the outdoor living areas. A detached cabana with a private entrance provides additional space and privacy for guests. A private courtyard surrounds the pool and spa, while the covered outdoor living area features a full summer kitchen, fireplace, wood-plank ceiling and arched openings overlooking the lake. Residents of Renaissance enjoy a premier lifestyle centered around the Arthur Hills Championship Golf Course, with golf memberships available immediately. Community amenities include a resort-style pool and pavilion, full-service spa and fitness center, six red clay tennis courts, pickleball, bocce and a vibrant social calendar.

9546 Via Lago Way, Fort Myers

$609,000

4 Beds ⋅ 3.5 Baths ⋅ 2026037897 MLS ⋅ River Forest Island BLDG.

Beautifully updated 4-bedroom, 3.5-bath riverfront pool home located in the desirable River Forest Island community in Fort Myers. This bright and inviting residence features open living spaces with tile flooring throughout, creating a seamless and low-maintenance flow. The kitchen opens to the main living area, making it ideal for entertaining and everyday living, and includes a convenient breakfast bar for casual dining. The spacious primary suite offers a comfortable retreat with a large walk-in closet and a well-appointed ensuite bath featuring warm wood accents, dual sinks, and a separate soaking tub and shower. One additional bedroom also features a walk-in closet, providing plenty of storage. Enjoy true Southwest Florida living from the expansive covered back porch with a pool overlooking the river, perfect for relaxing or entertaining while taking in the peaceful waterfront views. The property also includes a private wooden dock, ideal for boating, fishing, or simply enjoying the beauty of riverfront living. Situated in the charming River Forest Island neighborhood, this home offers a wonderful blend of updated interiors, scenic riverfront views, and indoor-outdoor Florida living, all just minutes from shopping, dining, and everything Fort Myers has to offer.

13413 Mini Way, Fort Myers

Homes for Sale with a Pool in Fort Myers, FL

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

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