Oakmont Village Homes with Gated Community Type

Welcome to Oakmont Village, a charming gated community nestled in the heart of Fort Myers, Florida, within the scenic Lee County. This picturesque subdivision offers a serene escape from the hustle and bustle of city life while providing residents with a vibrant and welcoming atmosphere.

Oakmont Village is known for its beautifully designed homes that cater to a variety of lifestyles. Each residence boasts modern amenities and elegant finishes, ensuring comfort and style for families, retirees, and everyone in between. With meticulously landscaped yards and stunning architectural details, these homes create an inviting ambiance that reflects the warmth of Florida living.

One of the standout features of Oakmont Village is its secure gated entrance, providing peace of mind for residents. The community fosters a close-knit environment, encouraging neighbors to connect and build lasting friendships. Enjoy leisurely strolls through tree-lined streets, or take advantage of the nearby parks and recreational facilities that promote an active lifestyle.

Located conveniently in Fort Myers, Oakmont Village offers easy access to a wealth of shopping, dining, and entertainment options. Whether you’re looking to explore the beautiful beaches along the Gulf Coast, indulge in local cuisine, or partake in outdoor activities, everything you need is just a short drive away.

Experience the charm of Oakmont Village, where community spirit meets the beauty of Florida living. Discover your dream home in this delightful gated community and embrace a lifestyle of comfort, security, and connection. Welcome home!

Newest Oakmont Village Homes with Gated Community Type

$249,000

3 Beds ⋅ 2 Baths ⋅ 2026032500 MLS ⋅ Oakmont Village BLDG.

TURNKEY and move-in ready! Spectacular sunset views are the backdrop to this beautifully maintained 3-bedroom, 2-bath condominium in the highly desirable Hideaway Country Club. Designed for comfortable living and effortless entertaining, this spacious residence features an open-concept floor plan, generously sized bedrooms, and a private primary suite with a walk-in closet and en-suite bath. The well-appointed kitchen flows seamlessly into the living and dining areas, while the expansive enclosed sunroom provides the perfect place to relax and enjoy breathtaking evening sunsets year-round. Whether you're looking for a full-time residence, seasonal retreat, or investment property, this beautifully furnished TURNKEY home is ready for you to move right in and start enjoying the Southwest Florida lifestyle from day one. Additional conveniences include an assigned covered parking space located just steps from the building and a deeded covered golf cart space, making it easy to enjoy the community's outstanding amenities. The Hideaway Country Club offers an exceptional Southwest Florida lifestyle with a championship 18-hole golf course, clubhouse, restaurant and pub, fitness center, tennis courts, swimming pools, and an active social calendar with year-round events and activities. Golf memberships are available, and owners also have play opportunities through the community's owner golf program. Ideally located near shopping, dining, medical facilities, RSW International Airport, downtown Fort Myers, major highways, and the area's beautiful Gulf beaches. Recent community improvements include new village paving completed in Spring 2026, building exterior painted in Fall 2025, and a new roof installed in 2024. Experience maintenance-free living, resort-style amenities, and unforgettable Florida sunsets in one of Fort Myers' most welcoming golf communities.

5825 Trailwinds DR Unit 425, Fort Myers

$170,000

3 Beds ⋅ 2 Baths ⋅ 2026025369 MLS ⋅ Oakmont Village BLDG.

Welcome to this charming turnkey 3-bedroom, 2-bathroom first-floor condo located in the heart of Fort Myers within the desirable Hideaway Country Club community. Enjoy peaceful golf course views from your private screened lanai overlooking the lush green fairways, complete with convenient electric shutters for added protection and peace of mind. This well-maintained home features numerous updates, including a new AC system installed in 2023, a dishwasher replaced in 2024, updated countertops, and convenient pull-out drawers that maximize kitchen storage and functionality. The spacious floor plan offers comfortable living with the added convenience of an in-unit washer and dryer. Outside, you’ll appreciate the covered carport for your vehicle, a separate golf cart carport, and a private storage shed for all your extras. Whether you’re looking for an active lifestyle or a relaxing retreat, Hideaway Country Club has something for everyone. Residents enjoy access to pickleball, tennis, a community pool, exercise room, on-site restaurant, and a variety of social activities. Golf enthusiasts will love having access to the course, with memberships available separately and not bundled into ownership. Don’t miss this opportunity to own a move-in-ready condo in one of Fort Myers’ most sought-after golf communities!

5905 Trailwinds DR Unit 812, Fort Myers

$224,900

2 Beds ⋅ 2 Baths ⋅ 2026024416 MLS ⋅ Oakmont Village BLDG.

WOW WHAT A GOLF AND LAKE VIEW! GREAT 1st FLOOR 2 BR 2 BATH FURNISHED CONDO IN GATED GOLF COMMUNITY WITH ALL THE AMENITIES. BEST OPTIONAL MEMBERSHIP GOLF CONDO IN SW FLORIDA. LOW MEMBERSHIP FEES AND NO CART OR TRAIL FEES IF YOU OWN A GOLF CART. GOLF CART PARKING SPACE INCLUDED. GREAT AMENITIES, GOLF, TENNIS, FITNESS, HEATED POOL, CLUBHOUSE/RESTAURANT AND ALL THE SOCIAL ACTIVITIES YOU COULD WANT TO LIVE THE FLORIDA LIFESTYLE. COMMUNITY IS CONVENIENT TO EVERYTHING, BEACHES, SHOPPING, RESTAURANTS, BASEBALL, AIRPORT, DOWNTOWN ETC. PET FRIENDLY COMMUNITY, MAX 2 pets, no weight limit, no aggressive breeds.

5845 Trailwinds DR Unit 515, Fort Myers

$239,900

2 Beds ⋅ 2 Baths ⋅ 2026018493 MLS ⋅ Oakmont Village BLDG.

Beautiful 2 BR + Den condo that has been totally updated. The home comes turnkey with newer furniture. Golf cart parking at your door. The lanai is glassed in and can be used as a breakfast room with a coffee bar and plenty of extra storage. The view out the lanai windows is the manicured landscaping, lakes and the golf course. Heated pool, fitness center, clubhouse/restaurant. If you do not play golf there are plenty of other activities to keep you busy. If you play golf this is the best golf value in SW Florida, manicured golf course, no cart or trail fees when you own your golf cart, lowest membership fees. This quiet and friendly community has a lot to offer. It is conveniently located for restaurants, grocery stores, shopping, a theatre, baseball, downtown, and the airport.

5805 Trailwinds DR Unit 314, Fort Myers

$179,900

2 Beds ⋅ 2 Baths ⋅ 2026008261 MLS ⋅ Oakmont Village BLDG.

Welcome to The Hideaway Country Club, one of the best kept secrets, with a beautiful Golf Course, a beautiful Club House and Restaurant, Tennis Courts, beautiful Pools iwithin each community, and many other activities to keep you as busy as you want. Golf and Tennis are not required. Best golf value in SW Florida. Convenient to everything in Fort Myers. This is a great 2 bedroom, and 2 bath Unit and No carrying groceries and furniture up steps, since you are on the 1st floor. This is an unbeatable value with a view that is hard to find. The view has 3 Fountains and Lakes with lots of open space. Come and have a look and you will not be disappointed. Storm shutters on all the windows and golf cart parking space at your door.

5825 Trailwinds DR Unit 414, Fort Myers

$169,900

3 Beds ⋅ 2 Baths ⋅ 2025005046 MLS ⋅ Oakmont Village BLDG.

Price Improvement! This beautifully maintained first-floor end unit an incredible opportunity in The Hideaway Country Club. Featuring brand new Luxury Vinyl Plank flooring installed in the main living areas and kitchen in January 2026, this spacious 3-bedroom, 2-bath condo offers a light, coastal feel with stunning lake and golf course views from multiple rooms. The desirable end-unit location provides additional privacy and natural light, while the air-conditioned Florida Room creates extra year-round living space perfect for relaxing or entertaining. The updated guest bathroom adds a modern touch, and the home is being offered mostly furnished with only a few exclusions, making it easy to start enjoying the Southwest Florida lifestyle right away. Additional features include a designated covered parking space, golf cart parking space, private exterior storage closet, plus access to a shared workshop and garden room available for residents. Oakmont Village residents also enjoy a sparkling village pool and patio area just steps away. The Hideaway Country Club offers optional golf and tennis memberships, clubhouse dining, and a welcoming active community atmosphere all centrally located near shopping, dining, beaches, RSW Airport, and everything Fort Myers has to offer. Don’t miss your chance to own one of the best values and lowest priced 3-bedroom condos in this sought-after community!

5905 Trailwinds DR Unit 816, Fort Myers

Start Your Search

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.