Oakmont Village Real Estate

Oakmont Village Real Estate

Welcome to Oakmont Village, a charming subdivision nestled in the heart of Fort Myers, Florida, within the vibrant Lee County. This delightful community is the perfect blend of serene suburban living and convenient access to the bustling amenities of the city.

Oakmont Village is characterized by its beautifully landscaped streets, where mature oak trees provide a picturesque backdrop for daily life. The neighborhood features a variety of well-maintained homes, each exuding unique architectural charm and offering an array of floor plans to suit diverse lifestyles. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, you’ll find the perfect fit here.

Residents of Oakmont Village enjoy an active lifestyle, with easy access to local parks, walking trails, and recreational facilities. The community is just a short drive away from Fort Myers’ stunning beaches, shopping centers, and a vibrant dining scene, ensuring that you’re never far from the excitement.

Families will appreciate the excellent schools in the area, known for their commitment to academic excellence and community involvement. Additionally, Oakmont Village fosters a strong sense of community, with friendly neighbors and regular social events that encourage connections among residents.

Embrace the Florida lifestyle in Oakmont Village, where comfort meets convenience. This charming subdivision is not just a place to live; it’s a place to thrive. Discover your dream home in this welcoming community and experience all that Fort Myers has to offer!

Newest Listings in Oakmont Village

5845 Trailwinds DR Unit 531, Fort Myers
$195,000
3 Beds ⋅ 2 Baths ⋅ 2026045293 MLS ⋅ Oakmont Village BLDG.
TURNKEY, TOP-FLOOR CONDO WITH GOLF COURSE VIEWS, ELEVATOR ACCESS & GOLF CART INCLUDED! Welcome to effortless Florida living in the desirable Hideaway Country Club, one of Fort Myers' sought-after golf communities! Whether you're searching for a seasonal getaway, full-time residence, or low-maintenance Florida retreat, this beautifully maintained, move-in-ready condo has so much to offer! Enjoy STUNNING VIEWS of the lush 18-hole golf course and THREE picturesque fountains right from your private screened lanai. Imagine starting your mornings with coffee overlooking the greens and ending your evenings enjoying Southwest Florida's beautiful sunsets. This condo comes with some incredible perks, including a BRAND-NEW A/C (2026) with a 10-YEAR WARRANTY, NO CURRENT ASSESSMENTS, convenient ELEVATOR ACCESS, and a PRIVATE GOLF CART INCLUDED IN THE SALE! Even better, Hideaway Country Club does not charge trail fees for residents using their own golf carts! Experience the country club lifestyle with recently renovated amenities, including a beautiful clubhouse, on-site restaurant and bar, fitness center, clay tennis courts, and an active social calendar. The village pool and patio are just steps away, making it easy to relax and enjoy the Florida sunshine! LOCATION, LOCATION, LOCATION! Perfectly situated in the heart of Fort Myers, you're just minutes from Bell Tower Shops, US-41, Daniels Parkway, Gulf Coast Medical Center, RSW International Airport, dining, shopping, entertainment, and Southwest Florida's stunning Gulf beaches. With its turnkey convenience, golf course views, included golf cart, newer major mechanical upgrades, and exceptional community amenities, this condo offers the lifestyle you've been looking for!

5845 Trailwinds DR Unit 531, Fort Myers
5805 Trailwinds DR Unit 326, Fort Myers
$194,500
2 Beds ⋅ 2 Baths ⋅ 2026034708 MLS
Incredible Opportunity Awaits! Bring Offers. SELLER Credit to Buyers for pre-paids and or Closing Costs! Seller is offering Owner Carry/Lease option. Welcome to Hideaway Country Club, the crown jewel of Florida's golf scene, proudly ranked as the #1 Par-67 Course! Enjoy the luxury of no trail fees with your resident-owned golf cart, plus access to fantastic amenities like tennis courts, a state-of-the-art workout facility, and a stunning clubhouse and restaurant that’s perfect for socializing. This end unit condo boasts breathtaking views of the golf course and serene waters. Just a quick drive away, you'll discover the picturesque beaches of Sanibel, Captiva, and Fort Myers Beach. Plus, it’s pet-friendly—your furry friends are welcome too! You'll appreciate the deeded brand-new carport and dedicated golf cart parking, complete with ample storage right next to your carport. The building has been revitalized with a new roof and fresh exterior paint, all completed in 2025.Step inside this beautiful, move-in ready 1370 sq. ft. condo, and you’ll be greeted by an all-new kitchen featuring elegant shaker-style cabinets, stunning granite countertops, and brand-new LG stainless steel appliances. Both bathroom vanities, granite countertops, and plumbing fixtures are brand new! Enjoy modern upgrades like new interior doors with brushed nickel hardware, keyless entry, and a fresh coat of paint throughout, along with stylish new ceiling fans. And that’s not all! Your HOA fees include CABLE and INTERNET, making this the perfect blend of comfort and convenience. Ready to see your dream home? Let’s talk about the furnishings and make this beauty yours!

5805 Trailwinds DR Unit 326, Fort Myers
5905 Trailwinds DR Unit 812, 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
5845 Trailwinds DR Unit 515, 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
5805 Trailwinds DR Unit 314, 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
5785 Trailwinds DR Unit 222, Fort Myers
$164,900
3 Beds ⋅ 2 Baths ⋅ 2026011949 MLS ⋅ Oakmont Village BLDG.
Welcome to Oakmont Village! This desirable 2nd-floor condo at 15785 Trailwinds Drive #222 offers peaceful golf course views from your private screened balcony—perfect for morning coffee or evening relaxation. Inside, you’ll find a spacious layout with a generously sized kitchen featuring ample cabinetry and workspace, ideal for cooking and entertaining. The living area is enhanced by a cozy fireplace, adding warmth and charm. Additional highlights include a covered carport, dedicated golf cart port, and extra storage located just outside the unit—all conveying with the sale. Enjoy comfortable Florida living in a well-maintained community close to shopping, dining, and recreation. Living in Oakmont Village means you’re immersed in a vibrant community centered around top-tier golfing, scenic lakes, and a richly social lifestyle. Don’t miss this opportunity to combine comfort, view-rich living, and resort-style amenities.

5785 Trailwinds DR Unit 222, Fort Myers
5825 Trailwinds DR Unit 414, Fort Myers
$175,000
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
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.

How much is your home worth?

Get instant property value now!