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Oakmont Village Condos Sold

The Hideaway Country Club  contains (5) subdivisions 
Entry-Level
Ultra Luxury — Above $1,000 per SqFt
High-End — $650 - $1,000 per SqFt
Mid-Tier — $400 - $650 per SqFt
Premium — $300 - $400 per SqFt
Entry-Level — Below $300 per SqFt
Low-Rise
Building with 1- 4 floors
Rank (0)
Reviews ()
For Sale
6
$109K–$239.9K
For Rent
0
Avg. Price
$175K
Current Ask
Avg. Days
—
Updating
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Results 29 of 47
Sold - May 28, 2026
Oakmont Village, 5765 Trailwinds Dr #111, Fort Myers, Florida 33907, image 1
$147,500$31K
  • 2 Beds
  • 2 Baths
  • 1,098 SqFt
  • $134/SqFt
  • $517/mo HOA
Entry-Level
Condo sold in Oakmont Village
5765 Trailwinds Dr #111, Fort Myers, FL 33907
Listing Courtesy Of: LPT Realty, LLC
Sold - May 12, 2026
Oakmont Village, 5905 Trailwinds Dr #824, Fort Myers, Florida 33907, image 1
$200,000$49K
  • 2 Beds
  • 2 Baths
  • 1,100 SqFt
  • $182/SqFt
Entry-Level
Condo sold in Oakmont Village
5905 Trailwinds Dr #824, Fort Myers, FL 33907
Listing Courtesy Of: Treeline Realty Corp
Sold - Mar 24, 2026
Oakmont Village, 5925 Trailwinds Dr #912, Fort Myers, Florida 33907, image 1
$180,000$89K
  • 3 Beds
  • 2 Baths
  • 1,169 SqFt
  • $154/SqFt
Entry-Level
Condo sold in Oakmont Village
5925 Trailwinds Dr #912, Fort Myers, FL 33907
Listing Courtesy Of: Loyal Real Estate Services
Sold - Dec 30, 2025
Oakmont Village, 5865 Trailwinds Dr #623, Fort Myers, Florida 33907, image 1
$235,000$25K
  • 3 Beds
  • 2 Baths
  • 1,435 SqFt
  • $164/SqFt
Entry-Level
Condo sold in Oakmont Village
5865 Trailwinds Dr #623, Fort Myers, FL 33907
Listing Courtesy Of: Royal Shell Real Estate, Inc.
Sold - Sep 29, 2025
Oakmont Village, 5925 Trailwinds Dr #926, Fort Myers, Florida 33907, image 1
$170,000$70K
  • 2 Beds
  • 2 Baths
  • 1,373 SqFt
  • $124/SqFt
Entry-Level
Condo for sale in Oakmont Village
5925 Trailwinds Dr #926, Fort Myers, FL 33907
Listing Courtesy Of: Jones & Co Realty
Sold - Sep 22, 2025
Oakmont Village, 5865 Trailwinds Dr #613, Fort Myers, Florida 33907, image 1
$275,000$20K
  • 3 Beds
  • 2 Baths
  • 1,331 SqFt
  • $207/SqFt
  • $493/mo HOA
Entry-Level
Condo for sale in Oakmont Village
5865 Trailwinds Dr #613, Fort Myers, FL 33907
Listing Courtesy Of: Beycome of Florida LLC
Sold - May 14, 2025
Oakmont Village, 5925 Trailwinds Dr #911, Fort Myers, Florida 33907, image 1
$212,000
  • 2 Beds
  • 2 Baths
  • 1,372 SqFt
  • $155/SqFt
Entry-Level
Condo for sale in Oakmont Village
5925 Trailwinds Dr #911, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Sold - May 7, 2025
Oakmont Village, 5845 Trailwinds Dr #523, Fort Myers, Florida 33907, image 1
$175,000$25K
  • 2 Beds
  • 2 Baths
  • 1,098 SqFt
  • $159/SqFt
Entry-Level
Condo for sale in Oakmont Village
5845 Trailwinds Dr #523, Fort Myers, FL 33907
Listing Courtesy Of: Re/Max Sunshine
Sold - Apr 17, 2025
Oakmont Village, 5805 Trailwinds Dr #316, Fort Myers, Florida 33907, image 1
$209,900$30K
  • 2 Beds
  • 2 Baths
  • 1,373 SqFt
  • $153/SqFt
Entry-Level
Condo for sale in Oakmont Village
5805 Trailwinds Dr #316, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Sold - Apr 3, 2025
Oakmont Village, 5965 Trailwinds Dr #1123, Fort Myers, Florida 33907, image 1
$240,000$35K
  • 2 Beds
  • 2 Baths
  • 1,435 SqFt
  • $167/SqFt
Entry-Level
Condo for sale in Oakmont Village
5965 Trailwinds Dr #1123, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Sold - Mar 27, 2025
Oakmont Village, 5865 Trailwinds Dr #621, Fort Myers, Florida 33907, image 1
$210,000
  • 2 Beds
  • 2 Baths
  • 1,370 SqFt
  • $153/SqFt
Entry-Level
Condo for sale in Oakmont Village
5865 Trailwinds Dr #621, Fort Myers, FL 33907
Listing Courtesy Of: Keller Williams Realty Fort Myers and the Islands
Sold - Mar 11, 2025
Oakmont Village, 5865 Trailwinds Dr #613, Fort Myers, Florida 33907, image 1
$160,000
  • 3 Beds
  • 2 Baths
  • 1,193 SqFt
  • $134/SqFt
Entry-Level
Condo for sale in Oakmont Village
5865 Trailwinds Dr #613, Fort Myers, FL 33907
Listing Courtesy Of: Century 21 Selling Paradise
Sold - Mar 7, 2025
Oakmont Village, 5965 Trailwinds Dr #1115, Fort Myers, Florida 33907, image 1
$290,000$11K
  • 3 Beds
  • 2 Baths
  • 1,450 SqFt
  • $200/SqFt
  • $593/mo HOA
Entry-Level
Condo for sale in Oakmont Village
5965 Trailwinds Dr #1115, Fort Myers, FL 33907
Listing Courtesy Of: Beycome of Florida LLC
Sold - Nov 15, 2024
Oakmont Village, 5965 Trailwinds Dr #1121, Fort Myers, Florida 33907, image 1
$205,000$10K
  • 2 Beds
  • 2 Baths
  • 1,098 SqFt
  • $187/SqFt
Entry-Level
Condo for sale in Oakmont Village
5965 Trailwinds Dr #1121, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Sold - Apr 8, 2024
Oakmont Village, 5765 Trailwinds Dr #114, Fort Myers, Florida 33907, image 1
$307,000
  • 2 Beds
  • 2 Baths
  • 1,435 SqFt
  • $214/SqFt
Entry-Level
Condo for sale in Oakmont Village
5765 Trailwinds Dr #114, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Sold - Feb 2, 2024
Oakmont Village, 5785 Trailwinds Dr #215, Fort Myers, Florida 33907, image 1
$200,000
  • 3 Beds
  • 2 Baths
  • 1,332 SqFt
  • $150/SqFt
Entry-Level
Condo for sale in Oakmont Village
5785 Trailwinds Dr #215, Fort Myers, FL 33907
Listing Courtesy Of: Florida Local Real Estate LLC
Sold - Jan 29, 2024
Oakmont Village, 5905 Trailwinds Dr #814, Fort Myers, Florida 33907, image 1
$250,000
  • 2 Beds
  • 2 Baths
  • 1,373 SqFt
  • $182/SqFt
Entry-Level
Condo for sale in Oakmont Village
5905 Trailwinds Dr #814, Fort Myers, FL 33907
Listing Courtesy Of: Jones & Co Realty
Oakmont Village, 6184 Michelle Way #151, Fort Myers, Florida 33919, image 1
$174,900
  • 2 Beds
  • 2 Baths
  • 893 SqFt
  • $196/SqFt
Entry-Level
Condo for sale in Oakmont Village
6184 Michelle Way #151, Fort Myers, FL 33919
Listing Courtesy Of: Robert D. Allman
Sold - Aug 28, 2023
Oakmont Village, 5845 Trailwinds Dr #526, Fort Myers, Florida 33907, image 1
$320,000
  • 3 Beds
  • 2 Baths
  • 1,436 SqFt
  • $223/SqFt
Entry-Level
Condo for sale in Oakmont Village
5845 Trailwinds Dr #526, Fort Myers, FL 33907
Listing Courtesy Of: Jones & Co Realty
Sold - Jun 30, 2023
Oakmont Village, 5865 Trailwinds Dr #612, Fort Myers, Florida 33907, image 1
$245,000
  • 3 Beds
  • 2 Baths
  • 1,435 SqFt
  • $171/SqFt
Entry-Level
Condo for sale in Oakmont Village
5865 Trailwinds Dr #612, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Sold - Jun 16, 2023
Oakmont Village, 5985 Trailwinds Dr #1225, Fort Myers, Florida 33907, image 1
$295,000
  • 3 Beds
  • 2 Baths
  • 1,332 SqFt
  • $221/SqFt
Entry-Level
Condo for sale in Oakmont Village
5985 Trailwinds Dr #1225, Fort Myers, FL 33907
Listing Courtesy Of: Florida Complete Realty
Sold - Mar 20, 2023
Oakmont Village, 5845 Trailwinds Dr ## 533, Fort Myers, Florida 33907, image 1
$309,900
  • 2 Beds
  • 2 Baths
  • 1,373 SqFt
  • $226/SqFt
Entry-Level
Condo for sale in Oakmont Village
5845 Trailwinds Dr ## 533, Fort Myers, FL 33907
Listing Courtesy Of: Jones & Co Realty
Sold - Feb 28, 2023
Oakmont Village, 5845 Trailwinds Dr #514, Fort Myers, Florida 33907, image 1
$282,000
  • 2 Beds
  • 2 Baths
  • 1,370 SqFt
  • $206/SqFt
Entry-Level
Condo for sale in Oakmont Village
5845 Trailwinds Dr #514, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Oakmont Village, 5765 Trailwinds Dr #124, Fort Myers, Florida 33907, image 1
$305,000
  • 3 Beds
  • 2 Baths
  • 1,436 SqFt
  • $212/SqFt
Entry-Level
Condo for sale in Oakmont Village
5765 Trailwinds Dr #124, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Oakmont Village, 5905 Trailwinds Dr #813, Fort Myers, Florida 33907, image 1
$205,000
  • 2 Beds
  • 2 Baths
  • 1,098 SqFt
  • $187/SqFt
Entry-Level
Condo for sale in Oakmont Village
5905 Trailwinds Dr #813, Fort Myers, FL 33907
Listing Courtesy Of: LVCC Real Estate Inc
Oakmont Village, 5865 Trailwinds Dr #614, Fort Myers, Florida 33907, image 1
$320,000
  • 3 Beds
  • 2 Baths
  • 1,435 SqFt
  • $223/SqFt
Entry-Level
Condo for sale in Oakmont Village
5865 Trailwinds Dr #614, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Oakmont Village, 5845 Trailwinds Dr #512, Fort Myers, Florida 33907, image 1
$300,000
  • 2 Beds
  • 2 Baths
  • 1,435 SqFt
  • $209/SqFt
Entry-Level
Condo for sale in Oakmont Village
5845 Trailwinds Dr #512, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Oakmont Village, 5925 Trailwinds Dr #912, Fort Myers, Florida 33907, image 1
$269,000
  • 3 Beds
  • 2 Baths
  • 1,436 SqFt
  • $187/SqFt
Entry-Level
Condo for sale in Oakmont Village
5925 Trailwinds Dr #912, Fort Myers, FL 33907
Listing Courtesy Of: Jones & Co Realty
Oakmont Village, 5925 Trailwinds Dr #921, Fort Myers, Florida 33907, image 1
$235,000
  • 2 Beds
  • 2 Baths
  • 1,370 SqFt
  • $172/SqFt
Entry-Level
Condo for sale in Oakmont Village
5925 Trailwinds Dr #921, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.

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

$0.42 / Sq.Ft.

Monthly ownership cost
↓7%below peers
↑83%above city avg
This Community
$0.42
Comparable Entry-Level Avg
$0.45
Fort Myers, FL Avg
$0.23
$0.00
$0.28
$0.55
Lower than peers, higher than the city average
Peer Set · 125 comparable communities
See Cost Context

Frequently Asked Questions

Market Peers

Matched by price tier, HOA, and lifestyle
Results 2 of 2
Sunset Cove At The Landings, 9900 Sunset Cove Ln #114, Fort Myers, Florida 33919, image 1
$219,900
Condo for sale in Sunset Cove At The Landings
9900 Sunset Cove Ln #114, Fort Myers, FL 33919
Listing Courtesy Of: Rossman Realty Group Inc
SeaBreeze, 11921 Seabreeze Cove Ln #107, Fort Myers, Florida 33908, image 1
$244,000
Condo for sale in SeaBreeze
11921 Seabreeze Cove Ln #107, Fort Myers, FL 33908
Listing Courtesy Of: RE/MAX Trend

Preconstruction in Fort Myers

Show All
Ekos On Evans
Ekos On Evans
Ekos On Evans
Condos
  • 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
  • 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
  • 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
  • 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

Comparable & Nearby Subdivisions

ComparableNearby

Schools

Data provided by GreatSchools © 2023. All rights reserved.

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

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