Three Oaks Homes with Pool Amenities

Welcome to the charming neighborhood of Three Oaks, nestled in the heart of Fort Myers, Florida. This vibrant community is a hidden gem in Lee County, offering residents a perfect blend of suburban tranquility and urban convenience. Three Oaks is known for its family-friendly atmosphere, lush landscapes, and a variety of recreational options, making it an ideal place to call home.

One of the standout features of Three Oaks is its commitment to outdoor living. Many homes in this delightful neighborhood boast beautiful pool amenities, allowing residents to enjoy the Florida sunshine year-round. Imagine hosting summer barbecues by your sparkling pool, or unwinding after a long day in your own private oasis. Whether you’re looking for a cozy family home or a spacious property for entertaining, you’ll find a variety of options that cater to your lifestyle.

In addition to stunning homes, Three Oaks is conveniently located near top-rated schools, shopping centers, and dining options. The nearby parks and recreational facilities offer ample opportunities for outdoor activities, from hiking and biking to picnicking and playground fun. With easy access to major highways, residents can explore all that Fort Myers has to offer, from its beautiful beaches to cultural attractions.

Discover the charm of Three Oaks, where community spirit and a love for the outdoors come together. With homes featuring inviting pool amenities, this neighborhood is perfect for those seeking a vibrant, active lifestyle in sunny Florida. Come and experience the magic of Three Oaks—your dream home awaits!

Newest Three Oaks Homes with Pool Amenities

$545,000

3 Beds ⋅ 2 Baths ⋅ 226033449 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. RARELY AVAILABLE ONE-OWNER POOL HOME in CYPRESS CHASE, a quiet, established South Fort Myers community known for its VERY LOW HOA FEES, mature surroundings and limited turnover. Never rented and lovingly maintained by the original owner, this 3-bedroom, 2-bath residence offers tranquil LAKE AND PRESERVE VIEWS, exceptional privacy and extensive updates throughout. The remodeled kitchen, completed in 2019, features updated piping, newer appliances and a functional layout that flows easily into the main living areas. LVP and tile flooring complement the home throughout. The spacious primary suite includes a beautifully REMODELED BATH (2023), while the guest bath was updated in 2019. A standout feature is the EXTRA-LARGE THIRD BEDROOM with DIRECT LANAI ACCESS—perfect for guests, a home office, den or flexible additional living space. Step outside to your private screened outdoor retreat featuring a SALTWATER POOL, PAVER POOL DECK and peaceful views across the lake and preserve. The pool was added in 2010 and includes a newer motor and heater, creating an inviting setting for year-round Florida living. MAJOR UPDATES include a 2022 ROOF, 2022 A/C, 2022 WATER HEATER, 2023 WASHER & DRYER, remodeled kitchen and baths, newer kitchen appliances and updated plumbing associated with the kitchen remodel. Homes in CYPRESS CHASE rarely come to market, offering buyers the opportunity to own in an established neighborhood where residents tend to stay. With low HOA fees, a private pool, beautiful lake and preserve views, extensive updates and convenient access to shopping, dining, RSW International Airport, Gulf beaches and all that Fort Myers and Estero have to offer, this home is a truly special Southwest Florida opportunity.

19101 Cypress View DR, Fort Myers

$439,000

3 Beds ⋅ 2 Baths ⋅ 226032891 MLS

Discover the perfect blend of privacy and charm in the highly sought-after Cypress Chase community in Three Oaks. Nestled in a peaceful neighborhood lined with mature oak trees, this three-bedroom, two bath home offers low HOA fees, an X flood zone for reduced insurance costs, family-friendly charm and quiet walkable streets. Whether you are looking for a perfect place to raise your family, a quiet place to retire, or a winter snowbird get- away without the high expenses… this home… in this community… delivers 100%. Step outside to a peaceful 38’ screened-in lanai, heavily landscaped, offering plenty of space to relax and enjoy the in-ground heated hot tub. Conveniently located only 1 block to the LeeTran Bus Stop on Pine Chase Dr, within walking distance to an A-rated elementary school, and only a short drive to Three Oaks Middle School and Three Oaks Academy, Gulf Coast Town Center, Miromar Outlets, Three Oaks Parks, RSW International Airport, Florida Gulf Coast University, fine restaurants and world-famous beaches. This home will not last long so schedule your private showing today.

18895 Cypress View DR, Fort Myers

$650,000

5 Beds ⋅ 3 Baths ⋅ 2026037910 MLS

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

$454,500

3 Beds ⋅ 2 Baths ⋅ 2026030597 MLS

Less time driving …more time living. This pool home in Three Oaks is close to everything! 3 bedrooms, 2 Bath, Pool home with screened enclosure is walking distance to community park, and a short drive to Gulf Coast Town Center or Bonita Beach. This family friendly neighborhood offers a community pool, tennis courts, underground utilities with decorative street nights for those evening walks. There is a screened front entry with LPV flooring throughout. The kitchen offers plenty of counter space and breakfast bar with white shaker cabinets and stainless steel appliances. The primary bedroom has vaulted ceilings, 2 walk in closets, with sliding glass door access to back porch. The primary bathroom has a separate soaking tub and stand up shower, dual sinks with quartz counter top and recessed lighting. Step outside to the screened in patio with electric heated pool making it great for entertaining the kids all year long. Recent updates include a new pool pump, new screen doors, pool heater replaced in 2021. Close to shopping, dinning, and entertainment, come check out all this homes has to offer. Seller carries flood insurance by choice and is paying $857/year. This policy is also assumable. Motivated sellers welcome all offers!!

17791 Castle Harbor DR, Fort Myers

$465,000

3 Beds ⋅ 2 Baths ⋅ 2026030057 MLS

PRIME S FT MYERS/ESTERO area location Near Everything! Great Value for POOL home with 3 Bedrooms and 2 Full Baths on LARGE LOT near end of Cul-de-sac (no thru traffic) with Tree-Lined Street & Sidewalks. Stainless Steel Appliances, Wood Cabinetry and Granite Countertops. NO Carpet. Spacious Floor Plan with entry to Living and Dining Areas and Additional Large Family Room and Breakfast Nook. Sliders from Living and Family Room to Pool and Screened Lanai. Primary Suite with Slider to Pool, Separate Vanities, Walk0in Closets, Garden Tub and Walk-in Shower. Split Bedroom Plan with Full Bath, 2 More Bedrooms, 1 with Walk-in Closet. Laundry Room with Washer & Dryer. Garage has partial air conditioned space perfect for Workshop or Hobby Area. Close to Areas Best Shopping, Restaurants, Parks, Schools, FGCU, I-75, Highway 41/Tamiami Trail, RSW Airport, Bonita Springs, Estero and Naples. Low fees and NO CDD fees.

17341 Stepping Stone DR, Fort Myers

$480,000

4 Beds ⋅ 2.5 Baths ⋅ 226022324 MLS

Welcome to this beautifully updated two-story home in the highly desirable Islands at Three Oaks community! Offering nearly 2,300 square feet of living space, this LAKEFRONT move-in-ready residence features 4 bedrooms, 2.5 bathrooms, and a floorpan to fit many lifestyles. From the moment you enter, you'll be impressed by the soaring ceilings and abundance of natural light that create an open and inviting atmosphere. The home has been extensively updated with fresh interior and exterior paint, brand-new carpeting, stylish light fixtures, updated hardware, and a stunning new kitchen featuring white shaker cabinetry with soft-close doors and drawers, gorgeous Corian countertops, and stainless-steel appliances. The spacious first-floor primary suite offers a private retreat with dual updated vanities, a relaxing jetted soaking tub, separate walk-in shower, and ample closet space. Upstairs, you'll find additional bedrooms and living space to accommodate family and guests comfortably. Step outside to the oversized screened lanai, offering plenty of room for outdoor dining, entertaining, and relaxing while enjoying the beautifully landscaped backyard. Lush tropical landscaping surrounds the home, enhancing its curb appeal and creating a peaceful setting. Located in one of South Fort Myers' most sought-after communities, this home is conveniently situated near shopping, dining, entertainment, RSW International Airport, and schools. With school starting soon, now is the perfect time to make your move and enjoy everything this exceptional home has to offer!

17911 Bermuda Dunes DR, Fort Myers

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