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Oakmont Village Condos For Sale

Entry-Level
Ultra LuxuryAbove $1,000 per SqFt
High-End$650 - $1,000 per SqFt
Mid-Tier$400 - $650 per SqFt
Premium$300 - $400 per SqFt
Entry-LevelBelow $300 per SqFt
Low-Rise
Building with 1- 4 floors
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Market Action
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0–30 favors buyers
30–100 favors sellers
Selling Speed
5.56
Slow
Shows how quickly homes are being absorbed by buyers
20%+ Fast
8–19.9% Steady
Below 8% Slow
Inventory Supply
18
High
Shows how many months it would take to sell current inventory
0–3 Low
3–6 Balanced
6+ High
Sales Activity
Updating
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Shows how often homes are selling in this community
2+/mo Active
0.75–1.99/mo Steady
Below 0.75/mo Quiet
Results 9 of 9
Oakmont Village, 5905 Trailwinds Dr #816, Fort Myers, Florida 33907, image 1
Oakmont Village, 5905 Trailwinds Dr #816, Fort Myers, Florida 33907, image 2
Oakmont Village, 5905 Trailwinds Dr #816, Fort Myers, Florida 33907, image 3
$169,900 $5K
  • 3 Beds
  • 2 Baths
  • 1,330 SqFt
  • $128/SqFt
Entry-Level
Condo for sale in Oakmont Village
5905 Trailwinds Dr #816, Fort Myers, FL 33907
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!
Oakmont Village, 5885 Trailwinds Dr #712, Fort Myers, Florida 33907, image 1
Oakmont Village, 5885 Trailwinds Dr #712, Fort Myers, Florida 33907, image 2
$160,900 $14K
  • 3 Beds
  • 2 Baths
  • 1,169 SqFt
  • $138/SqFt
Entry-Level
Condo for sale in Oakmont Village
5885 Trailwinds Dr #712, Fort Myers, FL 33907
This is a very desirable first floor unit in one of ft myers most uniquely located gated golf course community. We have it all here tennis golf swimming dining you never have tp leave. Dont miss this one. Thi is a model d unit one of the most desirable floor plans
Oakmont Village, 5845 Trailwinds Dr #531, Fort Myers, Florida 33907, image 1
Oakmont Village, 5845 Trailwinds Dr #531, Fort Myers, Florida 33907, image 2
Oakmont Village, 5845 Trailwinds Dr #531, Fort Myers, Florida 33907, image 3
$205,000 $5K
  • 3 Beds
  • 2 Baths
  • 1,436 SqFt
  • $143/SqFt
Entry-Level
Condo for sale in Oakmont Village
5845 Trailwinds Dr #531, Fort Myers, FL 33907
Welcome to this turnkey, move-in ready top-floor condo in the highly desirable hideaway country club, offering the perfect blend of comfort, convenience, and the florida lifestyle. This beautifully maintained fort myers condo features a brand new a/c (2026) with a 10-year warranty, no current assessments, and elevator access—a rare and highly sought-after feature within the community. Enjoy breathtaking views of the beautifully manicured 18-hole golf course and three tranquil fountains from your private lanai, creating the perfect setting to relax with your morning coffee or unwind after a day on the course. As an added bonus, the sale includes a private golf cart, allowing you to enjoy the community with no trail fees when you own your own cart. Hideaway country club offers an exceptional lifestyle with recently renovated amenities, including a clubhouse, restaurant, bar, fitness center, clay tennis courts, and an active social calendar. The village pool and patio are just steps from your building, making it easy to enjoy florida's sunshine year-round. Ideally located in the heart of fort myers, you'll be just minutes from us-41, daniels parkway, rsw international airport, bell tower shops, gulf coast medical center, restaurants, shopping, entertainment, and southwest florida's beautiful gulf beaches. Whether you're looking for a full-time residence, seasonal retreat, or low-maintenance golf community home, this exceptional condo checks all the boxes. With no current assessments, a brand-new a/c, elevator access, stunning golf course views, and outstanding community amenities, this is an opportunity you won't want to miss. Schedule your private showing today!
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Oakmont Village, 5905 Trailwinds Dr #812, Fort Myers, Florida 33907, image 1
Oakmont Village, 5905 Trailwinds Dr #812, Fort Myers, Florida 33907, image 2
Oakmont Village, 5905 Trailwinds Dr #812, Fort Myers, Florida 33907, image 3
$170,000
  • 3 Beds
  • 2 Baths
  • 1,169 SqFt
  • $145/SqFt
Entry-Level
Condo for sale in Oakmont Village
5905 Trailwinds Dr #812, Fort Myers, FL 33907
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!
Oakmont Village, 5805 Trailwinds Dr #326, Fort Myers, Florida 33907, image 1
Oakmont Village, 5805 Trailwinds Dr #326, Fort Myers, Florida 33907, image 2
Oakmont Village, 5805 Trailwinds Dr #326, Fort Myers, Florida 33907, image 3
$199,900 $9K
  • 2 Beds
  • 2 Baths
  • 1,370 SqFt
  • $146/SqFt
Entry-Level
Condo for sale in Oakmont Village
5805 Trailwinds Dr #326, Fort Myers, FL 33907
Price improved & motivated! Lease option available ask an agent for terms. Rare opportunity to own a stunningly upgraded end-unit in the "crown jewel" of florida golf community proudly ranked as the #1 par-67 course! The seller is highly motivated to close, offering a beautifully renovated interior featuring all-new kitchen cabinets & vanities including luxury granite counter tops and fixtures. Stylish flooring, upgrade wood trim thru=out, and premium lg appliances. Located in hideaway country club, you’ll enjoy a resident-owned cart experience with no trail fees and optional golf membership. Community world-class amenities like har-tru tennis courts and a state-of-the-art fitness center. This unit comes with a deeded new carport, dedicated golf cart parking, and ample storage. Screen in w/full length windows on lanai adds a bonus room with views to die for. No flood insurance needed. The seller is looking for a smooth sale—bring all reasonable offers and start living the florida lifestyle now! Creative financing is always possibility.
Oakmont Village, 5845 Trailwinds Dr #515, Fort Myers, Florida 33907, image 1
Oakmont Village, 5845 Trailwinds Dr #515, Fort Myers, Florida 33907, image 2
Oakmont Village, 5845 Trailwinds Dr #515, Fort Myers, Florida 33907, image 3
$224,900
  • 2 Beds
  • 2 Baths
  • 1,435 SqFt
  • $157/SqFt
Entry-Level
Condo for sale in Oakmont Village
5845 Trailwinds Dr #515, Fort Myers, FL 33907
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.
Oakmont Village, 5825 Trailwinds Dr #414, Fort Myers, Florida 33907, image 1
Oakmont Village, 5825 Trailwinds Dr #414, Fort Myers, Florida 33907, image 2
Oakmont Village, 5825 Trailwinds Dr #414, Fort Myers, Florida 33907, image 3
$179,900
  • 2 Beds
  • 2 Baths
  • 1,098 SqFt
  • $164/SqFt
Entry-Level
Condo for sale in Oakmont Village
5825 Trailwinds Dr #414, Fort Myers, FL 33907
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.
Oakmont Village, 6184 Michelle Way #213, Fort Myers, Florida 33919, image 1
Oakmont Village, 6184 Michelle Way #213, Fort Myers, Florida 33919, image 2
Oakmont Village, 6184 Michelle Way #213, Fort Myers, Florida 33919, image 3
$109,000
  • 1 Beds
  • 1 Baths
  • 653 SqFt
  • $167/SqFt
Entry-Level
Condo for sale in Oakmont Village
6184 Michelle Way #213, Fort Myers, FL 33919
Fully furnished and ready to move right in! This turnkey 1br/1ba condo has an ideal location in a highly desired and welcoming community. Enjoy your morning coffee and beautiful sunsets with exceptional view of lake and fountain from your private screened in balcony. Grounds are beautifully maintained. Low maintenance living for seasonal or full-time residents with low condo association dues. Amenities include sparkling heated pool, pickle ball, shuffleboard, tennis, bbq area, bike storage, and clubhouse with large meeting space, library and full kitchen to enjoy potlucks. Friendly and active community to socialize or just relax. Recent improvements include all new roofs, soffits, fascia, and gutters on all buildings in 2023/2024. Parking lots and tennis/pickle ball courts were also recently resurfaced. No flooding from hurricanes including hurricane ian most recently (2022). Now’s the time to take advantage of this great opportunity to enjoy the southwest florida lifestyle at an affordable price. Schedule your private tour today! Ideal location only 15 minutes from fort myers beach and sanibel island. Martinique is within walking or bike riding distance from shopping at publix, dining, entertainment at barbara b. Mann and everyday conveniences.
Oakmont Village, 5805 Trailwinds Dr #314, Fort Myers, Florida 33907, image 1
Oakmont Village, 5805 Trailwinds Dr #314, Fort Myers, Florida 33907, image 2
Oakmont Village, 5805 Trailwinds Dr #314, Fort Myers, Florida 33907, image 3
$239,900
  • 2 Beds
  • 2 Baths
  • 1,435 SqFt
  • $167/SqFt
Entry-Level
Condo for sale in Oakmont Village
5805 Trailwinds Dr #314, Fort Myers, FL 33907
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.

Subdivision Amenities

Bike And Jog Path
Bike Storage
Bocce Court
Business Center
Car Wash Area
Clubhouse
Common Laundry
Community Room
Electric Vehicle Charging
Fitness Center
Golf Course
Guest Room
Hobby Room
Internet Access
Library
Park
Pickleball
Play Area
Pool
Private Membership
Putting Green
Restaurant
See Remarks
Shopping
Shuffleboard Court
Sidewalk
Storage
Streetlight
Tennis Court(s)
Underground Utility
Barbecue
Bocce Court
Clubhouse

HOA Cost Benchmark

$0.46 / Sq.Ft.

Monthly ownership cost
4%below peers
44%above city avg
This Community
$0.46
Comparable Entry-Level Avg
$0.48
Fort Myers, FL Avg
$0.32
$0.00
$0.30
$0.60
Lower than peers, higher than the city average
Peer Set · 147 comparable communities
See Cost Context

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Preconstruction in Fort MyersShow All

Ekos On Evans
Ekos On Evans
Ekos On Evans
Condos in Fort Myers, FL 33901
  • Units
    144
  • Stories
    3

Experience the perfect combination of style, comfort, and convenience at our new pet-friendly affordable housing community in Fort Myers, FL. Offering modern one, two, and three-bedroom apartment homes with sleek finishes and exceptional amenities—including a pool, covered porch, grill area, playground, and dog park—our community is designed to fit your lifestyle in the heart of where you want to be. EKOS on Evans is an affordable housing community subject to income limitations.

 

Details
Monarch Luxury Apartments
Monarch Luxury Apartments
Monarch Luxury Apartments
Condos in Fort Myers, FL 33916
  • Units
    472
  • Stories
    3

Welcome to Monarch Luxury Apartments, a new community in Fort Myers, Florida, designed for those who value style, comfort, and elevated everyday living. With thoughtfully designed residences and high-end amenities, Monarch offers a refined apartment lifestyle in a private, gated setting.

Our luxury apartments in Fort Myers feature open-concept floor plans with 9-foot ceilings, large windows, and modern finishes throughout. Chef-inspired kitchens include quartz countertops, custom cabinetry, tiled backsplashes, center islands, and premium stainless steel appliances. Full-size washers and dryers, smart thermostats, luxury vinyl plank flooring, and designer lighting bring convenience and sophistication home.

Beyond your front door, Monarch delivers resort-style amenities designed to fit your lifestyle. Stay active in the expansive fitness center, unwind at the zero-entry saltwater pool with cabanas, or enjoy social spaces including coworking lounges, a golf and multi-sport simulator, and a resident clubhouse. A dog park, pet spa, EV charging stations, private garages, and elevator access add ease to daily living.

Discover Monarch Luxury Apartments—where modern design, upscale amenities, and luxury apartments in Fort Myers come together.

Details
ONE Fort Myers
ONE Fort Myers
ONE Fort Myers
Condos in Fort Myers, FL 33901
  • Starts at
    $1.3M
  • Units
    34
  • Stories
    21

Throughout Fort Myers, our waterfront condominiums redefine what is possible for everyday life. With upscale amenities comparable to some of the world’s top resorts, ONE raises the bar as the only true boutique high‐rise in Fort Myers.

Community Amenities

With everything you need all in our brilliantly designed Fort Myers high‐rise, the only difficulty about life at ONE is leaving. All the while, the exclusivity of ONE means that sharing amenities is exceedingly rare. Here are the resort‐caliber amenities you can expect:

  • Concierge services
  • Heated infinity edge pool with a cascading waterfall
  • Rejuvenating Whirlpool spa
  • Riverside Beach area with Cabanas
  • Expansive pool deck with shaded lounge chairs and cabanas
  • Cozy and inviting fire pits
  • Chef‐inspired cabana BBQ
  • State‐of‐the‐art fitness center and virtual on‐demand classes
  • Riverfront wellness center
  • High‐speed Wi‐Fi in all common areas
  • Convenient mail room and parcel receiving station
  • Private riverfront kayak launch area and secure kayak storage
  • Oversized, air‐conditioned storage space on the same floor
  • Professional pet grooming center and pet spa
  • Spacious private owners lounge and Owner’s Club Room
  • Newly built to the latest codes and safety standards
  • All within the renowned Downtown River District

Interior Features

Each luxury condo at ONE is designed with a modern yet inviting aura that instills calmness into each day. Coupled with the riverfront views, these exquisite interiors provide a ONE‐in‐a‐million lifestyle unlike traditional Southwest Florida luxury condominiums.

  • Only 34 exclusive condominiums available
  • Private entrance elevator to the unit foyer
  • Premium Viking appliance package with gas cooktop in a chef‐inspired kitchen
  • High ceilings with expansive windows facing the riverfront for breathtaking views
  • Designer finishes and lighting
  • Quartz solid surface backsplash
  • European‐style cabinetry and under‐cabinet lighting
  • Quartz waterfall kitchen island
  • Smart technology integration
  • Glass walk‐in showers with free‐standing designer tubs in primary bathrooms
  • His and her vanities per floor plan/ layout in primary suites
  • Expansive private balconies with glass railing for uninterrupted vistas
  • Large format tile floors and wet walls
  • Central hot water boiler for a nearly instant continuous hot water supply
  • 2 assigned garage parking spots with 24‐hour controlled access
  • Individual Electric Vehicle Charging capability at your assigned parking spots
  • And beyond
Details
The Riley Apartments
The Riley Apartments
The Riley Apartments
Condos in Fort Myers, FL 33908
  • Units
    275
  • Stories
    4

Live the good life at The Riley

The Riley is more than just a residence, it’s a destination. Located near Estero, we embrace a serene way of thinking which makes each day feel special. Welcome in relaxation while you dip your toes in our resort-style pool. Appreciate the local gems around you with convenient access to renowned beaches, a variety of shops, one-of-a-kind restaurants, and entertainment. Invite tranquility to your home in our 1, 2, 3 bedroom apartments and let easy living be a way of life. Make yourself at home when you live at The Riley.

Life at The Riley is tailored with you in mind. Our emphasis on a carefree and luxurious lifestyle leaves you feeling at ease. We go beyond the expected standard by focusing on details woven throughout our space to elevate your sanctuary. We keep quality top of mind so you can enjoy making the most of the place you call home. From our contemporary finishes to our elegant kitchens and unmatched amenities, see why life at The Riley means an open door to laid back living.

Details

Nearby Subdivisions

Entry-Level
0.15 miles
For Sale (1)
$239K - $239K
Entry-Level
0.16 miles
For Sale (1)
$215K - $215K
Entry-Level
0.37 miles
For Sale (1)
$219K - $219K
For Rent (1)
$3K - $3K
Entry-Level
0.40 miles
For Sale (1)
$225K - $225K
Entry-Level
0.40 miles
For Sale (3)
$157K - $219K

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
8

100
Bike Score®
Very Bikeable. Biking is convenient for most trips
70

100
Sound Score®
Very quiet
86

100
Airport Score
Close to airports. Noticeable airport activity
1

100
Traffic Score
Congested area. Frequent traffic delays
17

100
Local Score
Limited local amenities nearby
0

100

The Hideaway Country Club Communities in Fort Myers, FL

Community Residences

Stack/LineFloorExposureView
01‑/‑1,193
Stack/Line: 01
Floor:
Bed/Bath: ‑/‑
Size SqFt: 1,193
Exposure:
View:

Fort Myers
Entry-Level
Entry-Level Homes & Condos

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