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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

14702 Tarmac CT Unit E16, Fort Myers
$299,000
226038322 MLS
LUXURY VEHICLE STORAGE NEAR SOUTHWEST FLORIDA INTERNATIONAL AIRPORT (RSW)!Attention snowbirds, car collectors, luxury vehicle enthusiasts, and business owners! Welcome to Vehicle Fortress in Fort Myers, conveniently located just a short drive from Southwest Florida International Airport (RSW). Imagine flying into Southwest Florida, heading straight to your private, air-conditioned storage condominium, and picking up your favorite vehicle to enjoy the Florida sunshine! When it’s time to return home, simply park your prized possession until your next visit.This exceptional 1,020-square-foot, fully air-conditioned unit measures approximately 25.5’ x 40’ and features beautiful epoxy flooring, a 14-foot overhead garage door, a separate walk-through entrance, and 50-amp electrical service.Vehicle Fortress offers a hurricane-rated facility with extra-wide drive aisles for convenient access, along with amenities including restrooms, showers, laundry facilities, and an RV dump station.Ideal for exotic and classic car collections, motorcycles, boats, recreational vehicles, or additional business storage needs, this versatile property combines convenience, functionality, and ownership.Why rent when you can own? Whether you’re a seasonal Southwest Florida resident, an automobile enthusiast, or a business owner, this is an opportunity to own premium storage space in a desirable location near RSW International Airport.Your Florida lifestyle begins the moment you land!

14702 Tarmac CT Unit E16, Fort Myers

15369 Briarcrest CIR, Fort Myers
$649,000
4 Beds ⋅ 2 Baths ⋅ 226038474 MLS
15369 Briarcrest Circle combines the comfort of a thoughtfully maintained pool home with the peaceful character of the surrounding Briarcliff area. Featuring four bedrooms, two bathrooms, and approximately 2,106 square feet of single-story living, the home offers adaptable space for everyday living, entertaining, guests, hobbies, and working from home. The spacious primary bedroom includes an adjoining open area that can accommodate a home office, reading retreat, or additional sitting space. Organization systems in all four bedroom closets, overhead garage storage along two walls, and a side-yard storage shed provide practical places for everything from everyday belongings to outdoor equipment. The freshwater, pool and screened lanai have hosted years of family time and casual gatherings. Stamped concrete extends throughout both the pool deck and covered lanai, creating a cohesive outdoor living area with room to relax, dine, and spend time together. The surface was installed in 2020, and the enclosure was rescreened and rescrewed in 2021. An attached dog run received artificial turf in early 2026, and the pool’s single-speed pump was replaced in 2025. Carefully maintained landscaping features native plantings and seasonally returning shampoo ginger. The surrounding Briarcliff neighborhoods add to the setting’s appeal. Larger properties, open spaces, and properties with horses, cows, and goats lend the area a country-like atmosphere. Enjoy this peaceful residential setting with access to shopping, dining, and everyday services along the Daniels Parkway and US 41 corridors, including Bell Tower. Gulf Coast Town Center offers another destination for shopping, restaurants, and entertainment. Significant updates include a roof installed in 2021, an indoor air handler replaced around June 2024 with a UV light installed, and an outdoor AC unit replaced around 2017. The owners report twice-yearly HVAC maintenance. The water heater was replaced around 2019–2020, interior walls were repainted around 2025, and the exterior was repainted around 2023. The front and garage doors were freshly painted in September 2026. Additional features include well-fed irrigation with a Rain Bird Wi-Fi-compatible controller and aluminum storm shutters for all home openings, stored in the shed. The kitchen refrigerator, stovetop/oven, dishwasher, and microwave will remain, including the microwave installed in August 2026. A modem and Deco PX50 whole-home mesh Wi-Fi system will also remain. The washer and dryer are excluded. HOA dues are $125 quarterly, totaling $500 annually. Together, the home’s improvements, useful storage, flexible rooms, and inviting outdoor spaces offer a comfortable base for enjoying Southwest Florida.

15369 Briarcrest CIR, Fort Myers

14540 Ocean Bluff DR, Fort Myers
$1,650,000
3 Beds ⋅ 3.5 Baths ⋅ 226038936 MLS
EXCEPTIONAL SPACE, EFFORTLESS ELEGANCE & PRIVATE RESORT-STYLE LIVING! Discover the perfect blend of luxury, comfort, and coastal sophistication in the prestigious Edgewater enclave of Gulf Harbour Yacht & Country Club. Nestled among lush tropical landscaping, this beautifully maintained, fully furnished residence offers over 3,300 square feet of thoughtfully designed living space, creating an inviting retreat for both relaxation and entertaining. A grand double-door glass entry welcomes you into light-filled interiors showcasing soaring tray ceilings, elegant crown molding, plantation shutters, and expansive gathering spaces. The well-appointed floor plan features 3 generously sized bedrooms, each with its own private en-suite bath, an additional powder room, and a sophisticated home office complete with custom built-ins and French doors. At the heart of the home, a spacious eat-in kitchen opens effortlessly to the expansive family room, creating an ideal setting for everyday living and memorable gatherings. Three walls of sliding glass doors invite the outdoors in, revealing an exceptionally private, oversized screened lanai surrounded by vibrant tropical greenery. Enjoy your own personal paradise with a sparkling custom pool, relaxing spa, and generous outdoor living areas designed to embrace Southwest Florida's year-round sunshine. The luxurious primary suite offers a serene escape with French doors opening directly to the lanai, an impressive walk-in closet, and a spa-inspired bath featuring dual vanities, a soaking tub, and a separate walk-in shower. Additional highlights include a 2-car garage PLUS a dedicated golf cart garage, offering exceptional convenience and storage. Recent improvements, including a NEW ROOF AND GUTTERS, freshly painted exterior, and completely re-screened lanai, provide added value and peace of mind. Offered furnished and move-in ready, this exceptional home invites you to begin enjoying the Florida lifestyle immediately. Behind the gates of Gulf Harbour, an extraordinary world of recreation and leisure awaits, with optional membership opportunities offering championship golf, tennis, fitness, spa services, fine dining, social activities, and a full-service marina with direct Gulf access. Perfectly positioned near Sanibel Island, Fort Myers Beach, upscale shopping, exceptional dining, healthcare, and Southwest Florida International Airport. YOUR PRIVATE SLICE OF PARADISE AWAITS IN ONE OF FORT MYERS MOST SOUGHT-AFTER WATERFRONT COMMUNITIES!

14540 Ocean Bluff DR, Fort Myers

1211 Cleburne DR, Fort Myers
$5,500,000
6 Beds ⋅ 6.5 Baths ⋅ 226038543 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. An extraordinary expression of waterfront luxury. Set on half an acre of direct Caloosahatchee River frontage along the coveted McGregor corridor, this spectacular new-construction estate commands magnificent western views and unforgettable sunsets across the sparkling river. Privately positioned at the end of a cul-de-sac, the residence encompasses 30,058 total sq ft, 8,939 sq ft under air, an expansive 10,853 sq ft rooftop terrace, and 5,709 sq ft of garage and storage space. Six spacious bedrooms offer exceptional views. Two primary retreats: The entire top floor is devoted to two primary suites, each with an expansive walk-in closet, a spacious modern en suite bath and its own private laundry. The spacious guest quarters feature a sitting lounge. Built to stand apart. Concrete block and steel-beam construction throughout, fully insulated and hurricane-safe, with the living levels elevated 10 feet. Commercial-grade impact windows from WAJ and massive sliding glass doors open every level to spectacular water views. Elevated concrete new construction is exactly what today’s waterfront buyers are looking for, and this home delivers it at a scale rarely seen in Fort Myers. 10-foot coffered ceilings and a private elevator serving every level, from the ground floor to the rooftop. The second floor is the heart of the home, with a chef’s kitchen designed for entertaining and multiple kitchens throughout the residence. A rooftop like no other. Spanning 10,853 sq ft, this extraordinary terrace offers a spectacular setting for sunset receptions and grand-scale celebrations boasting western views over the river. Engineered to support more than 100,000 pounds and accessible by elevator or stairs from the primary level, it boasts an exceptional scale of waterfront entertaining. The ground level opens to a riverfront pool and 4,557 sq ft of covered lanais. A full outdoor kitchen runs along the right side, with a grill and fire pits for evenings by the water. A 1,000-gallon propane tank supports the luxury lifestyle this home offers. Arrival and storage. A gated motor court welcomes you home, and a 7-car garage within 5,709 sq ft of garage and storage space suits car collections and toys alike. Existing pilings are in place for a new dock, ready for your boat and a day on the river and the Gulf. Location. On the McGregor corridor, minutes from downtown Fort Myers, dining, shopping, golf and the beaches. The structure is 100% complete and the floor plans are finished; however, they can still be fine-tuned to a buyer’s vision. A rare opportunity with two paths: 1) Purchase it as it stands, with the completed structure and full build plans, or 2) have the current builder, The Wolter Group, finish the home with your own customizations, selections and finishes. This masterpiece is among the most solidly built homes in Fort Myers, offering you peace of mind.

1211 Cleburne DR, Fort Myers

8791 Pigeon Key, Fort Myers
$523,000
3 Beds ⋅ 2 Baths ⋅ 226038786 MLS
LUXURY, STUNNING VIEWS & OVER $100,000 IN UPGRADES! Welcome to this beautifully appointed Fresh Spring floor plan, offering 3 bedrooms plus a den, 2 full bathrooms, and a 2-car garage. Combining modern elegance, exceptional upgrades, and the beauty of Southwest Florida, this home delivers the perfect blend of comfort, style, and peace of mind. From the moment you enter, you’ll appreciate the thoughtful details and upscale finishes throughout. The main living areas feature 18" x 18" porcelain tile, complemented by luxury vinyl flooring in the bedrooms and elegant 5¼" baseboards. At the heart of the home, the stunning chef-inspired kitchen showcases custom wood cabinetry, a striking two-tone island, quartz countertops, a beautiful herringbone backsplash, under-cabinet lighting, brushed nickel fixtures, and a counter-depth refrigerator. The spacious primary suite is a private retreat, offering beautiful lake views and an ensuite bathroom featuring dual vanities, a large walk-in shower with floor-to-ceiling tile, and a private water closet. Two additional bedrooms share a stylish full bathroom with subway tile and a tub/shower combination. Need a dedicated workspace? The versatile den, enhanced by elegant French glass doors, is ideal for a home office, reading room, or additional flex space. Step outside to the covered paver lanai and experience what makes Southwest Florida living so special. Enjoy peaceful lake and preserve views, unwind with your morning coffee, or watch the local wildlife in this serene natural setting. With room to add a pool, you can create your own private outdoor oasis. Designed for comfort, durability, and convenience, this home features hurricane-impact windows and sliding glass doors, an all-natural gas system, a whole-house generator, a paver driveway, and timeless architectural details throughout. Conveniently located just minutes from shopping, dining, everyday conveniences, and Southwest Florida International Airport (RSW), this exceptional property offers an inviting combination of luxury, functionality, and the Florida lifestyle buyers are searching for. Over $100,000 in upgrades, beautiful water and preserve views, and move-in-ready appeal—this is a home you won’t want to miss!

8791 Pigeon Key, 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.

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