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.

< Back to all Homes for Sale in Fort Myers, FL

Be the First to Know About New Fort Myers Homes

Stay ahead with real-time updates — no searching required.

See Homes Before Everyone Else

Fort Myers Real Estate Map Search

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

$170,000
2 Beds 2 Baths C7528065 MLS C BLDG.
Virtually Staged. PRIME SOUTH FORT MYERS LOCATION Discover exceptional value in the heart of South Fort Myers at The Regency Condominiums! This unique 2-bedroom, 2-full-bath townhouse-style condo offers 1,010 square feet of comfortable living space and is one of the few units in the community featuring TWO FULL BATHROOMS —one on the first floor and one on the second floor. Being sold partially furnished (or it canbe removed), this inviting home features an open and functional floor plan with abundant natural light, durable tile and vinyl flooring, an interior laundry area, and an updated kitchen with granite countertops. The spacious living and dining areas flow seamlessly to a private fenced courtyard through sliding glass doors, creating the perfect space for outdoor dining, entertaining, gardening, or simply relaxing in the Florida sunshine. Upstairs, both bedrooms offer generous closet space and access to the second full bathroom. The primary bedroom features a private balcony overlooking the beautifully landscaped grounds, tranquil fountains, and tropical greenery. A newer hot water heater adds additional value and peace of mind. Residents of The Regency enjoy resort-style amenities including a heated pool and spa, tiki hut, fitness room, clubhouse with billiards, shuffleboard courts, BBQ areas, vehicle wash station, and lush tropical landscaping. The community offers a convenient, maintenance-free lifestyle with amenities designed for both seasonal and year-round residents. Ideally located just off Winkler Road near Cypress Lake Drive, you'll be minutes from Fort Myers Beach, Sanibel Island, Bell Tower Shops, restaurants, golf courses, healthcare facilities, and everyday conveniences while still enjoying a quiet residential setting. Whether you're searching for a full-time residence, winter retreat, or investment opportunity, this property offers outstanding potential in a highly desirable location. With its rare two-full-bath floor plan, updated kitchen, private outdoor living space, and attractive price point, this is an opportunity you won't want to miss. Schedule your private showing today and see the possibilities for yourself! (Some pictures have been AI altered)

6777 Winkler Road Unit 134, Fort Myers

$165,000
2 Beds 2 Baths N6143652 MLS Wf3 BLDG.
One or more photo(s) has been virtually staged. **Live the resort-style waterfront lifestyle you've been dreaming of; plus receive a $10,000 seller credit at closing toward the membership fee for The Landings Yacht, Golf & Tennis Club!** Welcome to The Landings Yacht, Golf & Tennis Club, one of Fort Myers' premier gated waterfront communities. Set on more than 250 acres along the Caloosahatchee River, residents enjoy an exceptional array of amenities, including an executive 18-hole golf course, private deep-water marina with direct Gulf access, clubhouse with dining, fitness center, resort-style pool, tennis and pickleball courts, bocce, walking and biking trails, and a vibrant social calendar. High-speed internet is included. This beautifully maintained 2-bedroom, 2-bath condominium features a bright open-concept layout with the kitchen flowing into the dining and living areas, creating an inviting space for everyday living and entertaining. The enclosed, air-conditioned sunroom provides the perfect flex space for a home office, reading room, or additional living area. The spacious primary suite includes a private ensuite bath, while the guest bedroom offers built-in cabinetry, generous closet space, and an in-wall safe. Additional highlights include an in-unit laundry, fresh interior paint, luxury vinyl plank flooring, a new stove, new microwave, and a new water heater. As an added bonus, the seller is offering a **$10,000 credit at closing** to be applied toward the required membership fee, making it even easier to enjoy everything The Landings has to offer. Whether you're golfing, boating, dining with friends, or simply relaxing in this beautiful riverfront community, this condo is your opportunity to experience Southwest Florida living at its finest.

4396 Bowsprit Court Unit 4E, Fort Myers

$159,999
2 Beds 2 Baths 2026024246 MLS
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 Boulevard Unit 17, Fort Myers

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.