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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 a local Fort Myers, FL agent, Broker Brothers 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

$159,999
2 Beds 2 Baths 2026024246 MLS Maple Gardens BLDG.
Location, lifestyle, and easy Fort Myers living come together in this inviting 2 bedroom, 2 bathroom condo in Maple Gardens, perfectly positioned just off iconic McGregor Blvd. Inside, you’ll find a comfortable split-bedroom floor plan with a spacious living and dining area, a clean and functional kitchen, and sliders leading to a screened lanai where you can enjoy your morning coffee, unwind after work, or simply take in that relaxed Florida pace. Maple Gardens offers a low-maintenance condo lifestyle with amenities that make everyday living more enjoyable, including a community pool, pickleball court, shuffleboard, BBQ/picnic areas, sidewalks, common laundry facilities, and assigned parking. The setting is convenient without feeling hectic, giving you quick access to shopping, restaurants, golf, medical facilities, beaches, and some of Fort Myers’ most loved local destinations. Just minutes from the historic Edison and Ford Winter Estates and the downtown Fort Myers River District, you can spend the afternoon exploring local history, enjoying riverfront dining, catching live music, browsing shops and galleries, or heading out for a classic Southwest Florida sunset. Whether you are looking for a full-time residence, seasonal getaway, or potential rental investment, this condo checks the boxes for location, lifestyle, and value. Affordable, comfortable, and close to so much of what makes Fort Myers special, this is your opportunity to own a piece of the McGregor Blvd lifestyle.

12481 Mcgregor Blvd Unit 17, Fort Myers

$674,900
4 Beds 3.5 Baths 2026022770 MLS Tidewater Island BLDG.
Discover an exceptional coastal retreat in the highly sought-after gated community of Tidewater Island. This beautifully maintained 4-bedroom home offers 2 full baths, 2 half baths, and 2,449 square feet of thoughtfully designed living space blending elegance, comfort, and timeless Florida charm. A circular paver driveway, spacious 2-car garage, metal roof with decorative cupola, and lush tropical landscaping create stunning curb appeal. The welcoming front porch spans the width of the home, creating the perfect place to relax and enjoy the peaceful surroundings. Inside, soaring tray ceilings, crown molding, neutral tile flooring, designer lighting, and expansive windows fill the home with natural light and create a bright, airy atmosphere. The thoughtfully designed open-concept floor plan flows effortlessly for both everyday living and entertaining and includes a formal dining room ideal for gatherings and special occasions. The beautifully appointed kitchen features white cabinetry, quartz countertops, a contrasting wood-tone center island with seating, custom wood range hood, stainless steel appliances, built-in oven and microwave, recessed lighting, pendant lighting, and tile backsplash. Open to the main living areas, the kitchen enhances the home’s spacious and inviting feel. The owner’s suite showcases a refined coastal aesthetic with tray ceilings and French doors leading directly to the lanai for seamless indoor-outdoor living. The spacious en-suite bath features a freestanding soaking tub, dual-sink vanity with quartz countertops, ample cabinetry, framed mirrors, and a glass-enclosed walk-in shower with tile detailing, built-in bench seating, and overhead and handheld fixtures. Additional bedrooms provide comfort and flexibility for guests, a home office, or hobby space. Designed to embrace the Florida lifestyle, the expansive screened lanai features a heated in-ground pool and spa overlooking tranquil lagoon and lake views, creating the perfect setting for relaxing mornings, entertaining guests, or enjoying spectacular sunsets. Additional upgrades include plantation shutters, impact-resistant windows and front doors, electric roll-down hurricane shutter on the lanai, and a functional laundry room for added convenience. An optional membership at The Forest Country Club is available and grants access to championship golf, tennis, pickleball, and dining, creating a well-rounded lifestyle for those who value both recreation and leisure. Tidewater Island is known for its quiet natural surroundings, waterfront setting, and distinctive Old Florida and Key West-inspired architecture while remaining close to downtown Fort Myers, Gulf beaches, shopping, dining, and entertainment. **PLEASE ENJOY THE 3D INTERACTIVE VIRTUAL TOUR ASSOCIATED WITH THIS LISTING**

6050 Tidewater Island Cir, Fort Myers

$1,099,000
4 Beds 3.5 Baths 226021806 MLS Immokalee Anchorage BLDG.
Ideally positioned along the sought-after riverside corridor of McGregor Boulevard, this exceptional residence offers 3,423 square feet of living space with four bedrooms and 3.5 baths, set on a 0.37-acre homesite within a private cul-de-sac enclave of just five homes. Designed to emphasize open living and connectivity, the home features expansive interior spaces with uninterrupted sightlines extending from the main living areas to the lanai and pool. Pocketing sliding glass doors disappear into the walls, creating a seamless indoor-outdoor experience that enhances everyday living and entertaining. This property delivers a unique lifestyle advantage with deeded access to a shared boat ramp adjacent to the home, providing convenient access to the Caloosahatchee River. The setting offers the benefit of a waterfront lifestyle while maintaining non-waterfront ownership, an increasingly desirable balance for buyers seeking accessibility and value. The five-residence enclave is further enhanced by underground utilities and a quiet, established setting. Equally important is the home’s resilience and long-term livability. Despite its proximity to the river and location within a FEMA AE flood zone, the property has experienced no storm surge impacts during recent storm events, according to the owner, and is supported by a current, transferable flood insurance policy. Recent system updates and structural improvements include a roof replacement in 2022, two Lennox air conditioning systems installed in 2026 with transferable warranty, hurricane-impact windows throughout, a reinforced hurricane-impact garage door and an oversized attached two-car garage. The home also features a pool with an enclosed lanai, creating a private outdoor environment that complements and becomes part of the interior living space. Additional benefits include a county-only tax structure, contributing to lower overall carrying costs while maintaining proximity to the River District, dining and everyday conveniences. This is a rare opportunity to own a thoughtfully designed home in one of Fort Myers established and desirable river corridor locations, where lifestyle, resilience and long-term value align.

8390 Riviera Ave, Fort Myers

$897,000
3 Beds 2.5 Baths 2026022987 MLS The Forest BLDG.
Experience the perfect blend of privacy, space, and Southwest Florida lifestyle living in the prestigious gated community of The Forest Country Club. Situated on a nearly half-acre homesite with beautiful golf course views both in front of and behind the property, this spacious and beautifully maintained residence offers exceptional versatility as a primary residence, seasonal retreat, or investment opportunity. This incredible 3-bedroom, 2.5-bath home features over 2,700 square feet under air with a thoughtfully designed floorplan ideal for both comfortable everyday living and entertaining. The home includes a den/bonus room, formal dining room, living room, family room, vaulted ceilings, and an oversized 3-car attached garage. Inside, you’ll find warm wood kitchen cabinetry, walk-in closets, abundant natural light, kitchen and laundry appliances. Ceiling fans throughout for year-round comfort. Seamless indoor-outdoor integration is a hallmark of this home’s design: elegant French doors lead outside from the master bedroom, while both a sliding door and an additional set of French doors open to the lanai from the family room. Outdoors, enjoy your own private oasis surrounded by mature tropical landscaping for enhanced privacy and tranquility. The expansive, screened-in lanai features two ceiling fans to capture the afternoon breeze, an outdoor shower, and a pristine pool complete with a built-in table—perfect for relaxing with refreshments while enjoying peaceful golf course views. The Forest Country Club offers optional membership opportunities, allowing residents the flexibility to enjoy golf, tennis, dining, and social amenities while still benefiting from the beauty and prestige of this established golf community without mandatory membership requirements. Perfectly positioned in one of Fort Myers’ most convenient locations, the home is just minutes from Gulf beaches, RSW International Airport, shopping, dining, entertainment, healthcare, boating, parks, and everyday conveniences. Property Highlights: Located within the gated community of The Forest Country Club Optional golf and club memberships available Nearly 1/2 acre private lot with golf course views from both front and rear 3 Bedrooms + Den | 2.5 Bathrooms Over 2,700 sq ft under air with vaulted ceilings Ceiling fans throughout the interior Private screened-in lanai with 2 ceiling fans, outdoor shower, and pool with a built-in table French doors off the master bedroom; sliding door and additional French doors off the family room Oversized 3-car attached garage Central location, minutes to beaches, shopping, dining, entertainment, and RSW Airport

16971 Timberlakes Dr, Fort Myers

$505,000
3 Beds 2 Baths 2026024701 MLS Colonial Country Club BLDG.
Enjoy the Florida lifestyle in this 3 Bedroom, 2 Bathroom pool home located in the highly sought-after golf course community of Colonial Country Club. Situated on an oversized corner lot with tropical landscaping, peaceful lake views, and no neighboring home on one side, this property offers added privacy and a relaxed setting designed for making the most of Southwest Florida's sunshine and outdoor living. Inside, you'll find spacious room sizes, soaring 10-foot vaulted ceilings, and crown molding throughout. New luxury vinyl plank flooring extends through the living areas and bedrooms, while tile flooring adds durability and convenience in the kitchen and bathrooms. The kitchen is well-equipped with new stainless steel appliances, recessed lighting, and under-cabinet lighting, creating a bright and inviting space for both everyday meals and entertaining. Step outside to your private screened lanai where a sparkling pool and spa overlook the lake, providing the perfect spot for morning coffee, afternoon relaxation, or evenings spent enjoying Florida's beautiful weather. Accordion hurricane shutters offer added convenience and peace of mind. Beyond the home, Colonial Country Club offers an exceptional lifestyle centered around its 18-hole championship golf course designed by renowned architect Gordon Lewis. This property includes golf privileges, allowing you to enjoy one of Southwest Florida's premier golfing experiences. Residents also enjoy beautifully maintained grounds, tennis and pickleball courts, a fitness center, clubhouse dining, walking paths, and a full calendar of social activities and events. As an added benefit, the community's special assessments have been paid in full, providing additional value and peace of mind for the new owner. Whether you're looking for an active lifestyle or a peaceful retreat, this home offers the best of both in one of Fort Myers' most desirable gated communities.

9550 Hemingway Ln, Fort Myers

$1,180,000
3 Beds 3.5 Baths 2026024313 MLS Fort Myers BLDG.
This beautiful 3 Bed 3 & 1/2 Bath riverfront pool home is truly a boater's dream. Enjoy luxury views of the Caloosahatchee River and Beautiful Island from this wide expanse of this tip lot. Perfect spot to watch sunset! Direct Gulf Access! House Was Elevated and Never got any flood damages from previous Hurricanes! Relax in the open floor plan with great room and kitchen attached. The kitchen has an island with sink, beautiful stone counter tops throughout. Solid wood cabinets ,double built in oven, walk in pantry and veggie sink. Reverse osmosis system for sink and double wide fridge. The great room opens to large patio with pavers and 12x24 pool with private half bath. Interior is equipped with plenty of ceiling fans and plantation shutters The Master bedroom has a dual postless sliders that you can fully open and view pool & river. it also has tray ceiling with crown molding. Attached is master bath with dual sinks, jacuzzi tub and separate shower. Stone counter tops included in all bathrooms. Adjacent is a large laundry room with plenty of cabinets. Walk down to private wood dock with a 10,000 pound lift ,water and electrical supply ,and a 158 ft. concrete seawall. Outside the home has gutters over most used areas. A double wide driveway with room for a RV and a 30 amp outlet is ready for your RV to plug in. Don’t miss the opportunity to own this extraordinary riverfront retreat—perfect for those seeking the ultimate Florida lifestyle! CALL TODAY FOR YOUR PRIVATE-SHOWING!

4885 E Riverside Dr, Fort Myers

$1,099,000
4 Beds 3.5 Baths 2026024204 MLS Blackhawk BLDG.
Experience lakefront living in Blackhawk, one of South Fort Myers' most exclusive gated communities featuring just 78 custom estate homes. Residents enjoy oversized homesites, mature landscaping, and a serene setting. Situated on a picturesque .67-acre homesite with tranquil water views, this beautifully updated custom residence offers over 3,700 square feet of thoughtfully designed living space, featuring 4 bedrooms, 3.5 baths, an office, and a versatile media room. At the heart of the home is the renovated kitchen, updated in 2015, showcasing timeless finishes and seamless flow into the main living areas. A fireplace creates a warm focal point, while expansive windows and sliding glass doors frame the lake views and fill the home with natural light. Enjoy your own Florida retreat, where a panoramic picture-screen lanai overlooks the resort-style pool, spa, and peaceful waterfront setting. The exceptional outdoor living space features an expansive travertine pool deck and panoramic screen enclosure completed in 2020, along with an outdoor kitchen (2015) and outdoor shower—creating the perfect setting for relaxation, entertaining, and embracing the Southwest Florida lifestyle. Ideally located just minutes from premier shopping, dining, championship golf, Southwest Florida beaches, RSW International Airport, and spring training venues, this exceptional property offers both privacy and convenience in one of Fort Myers' most sought-after communities.

15220 Blackhawk Dr, Fort Myers

$749,900
3 Beds 2 Baths 2026023682 MLS Woodgate Estates BLDG.
Elevated 2020 Custom Home with Resort-Style Outdoor Living in South Fort Myers. Located in the desirable Woodgate Estates area, this elevated custom-built residence offers modern construction, upscale finishes, and exceptional indoor-outdoor living near beaches, shopping, dining, marinas, and HealthPark Medical Center. Built in 2020, the home features approximately 2,198 square feet of living area with 3 bedrooms, 2 bathrooms, and a spacious open-concept floor plan designed for comfortable Florida living. Interior features include floor-to-ceiling impact windows and oversized impact sliders that fill the home with natural light, 10’–13’ tray ceilings, fully tiled living areas, quartz countertops, solid wood shaker cabinetry, oversized kitchen island, induction cooktop with downdraft, soft-close cabinets and drawers, Level 5 smooth drywall finish, 8’ interior doors, LED lighting, RO drinking water system, full alarm and camera system, and spray foam insulation with fully insulated interior and exterior walls. The primary suite offers a peaceful retreat with marble finishes, while the split-bedroom floor plan enhances privacy for guests and family members. Positioned on an oversized approximately 0.26-acre lot, the outdoor living space has been thoughtfully designed as a private backyard oasis. Features include a brand-new 50’ saltwater reflection pool with negative edge, waterfall feature, oversized spa, lounging shelf, state-of-the-art lighting, elevated deck areas, shaded entertaining spaces, white marble and turf decking, projector-ready pool wall, and a fully built-in outdoor kitchen complete with infrared grill, sink, cabinetry, and refrigerator. Additional exterior highlights include: Elevated home design 50’ boat/RV parking pad Oversized air-conditioned garage with cabinetry and sink Beach sand backyard area Sand-finished exterior White vinyl fencing Fully enclosed hedge for privacy Irrigation well sprinkler system City water and sewer with water conditioning system Conveniently located in the highly desirable 33908 corridor with quick access to: Sanibel & Fort Myers Beach Marinas and boating amenities Restaurants & shopping HealthPark medical corridor RSW International Airport

8800 Woodgate Manor Ct, Fort Myers

$2,400,000
4 Beds 5.5 Baths 2026023664 MLS Jonathan Harbour BLDG.
Exceptional Waterfront Luxury in Exclusive Jonathan Harbour! Experience premier Southwest Florida waterfront living in the gated community of Jonathan Harbour on prestigious Connie Mack Island. Offering privacy, security, and direct Gulf access, this custom residence encompasses approximately 3,700 square feet of thoughtfully designed living space with panoramic water views throughout. This elegant three-story home features four bedrooms, three full bathrooms, and three half baths, providing ample accommodations for family and guests. Meticulous attention to detail is evident throughout the residence. The gourmet kitchen is equipped with premium appliances, custom cabinetry, generous workspace, and abundant storage. Perfect for entertaining, it easily accommodates multiple chefs while offering spectacular waterfront views. Soaring vaulted ceilings and expansive windows fill the adjoining great room with natural light, creating an open and inviting atmosphere. A private elevator services all three levels. The ground floor offers extensive garage space for multiple vehicles, storage, and recreational equipment. The second level features an elevated resort-style pool and spa, seamlessly blending indoor and outdoor living while providing a private setting to enjoy tranquil water views. The versatile third-floor suite includes a full bath and kitchenette, making it ideal as a guest retreat, in-law suite, or home office. For boating enthusiasts, the expansive private dock provides abundant space for watercraft and recreational equipment, while the 30,000-pound boat lift easily accommodates a large vessel. The property's direct Gulf-access location offers quick access to the Gulf of Mexico and the renowned destinations of Sanibel Island and Captiva Island, along with beaches, waterfront dining, fishing, and island adventures that define the Southwest Florida lifestyle.

14571 Jonathan Harbour Dr, Fort Myers

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