Welcome to 5905 Trailwinds Dr. #816 — a rare first-floor end unit in Oakmont Village, offering unbeatable value and breathtaking lake and golf course views. This spacious 3-bedroom, 2-bath condo is just steps from the sparkling village pool and patio, making it perfect for both relaxation and socializing.
Inside, you’ll find low-maintenance laminate and tile flooring throughout (no carpet!), a beautifully updated guest bath, and an air-conditioned Florida Room that expands your living space year-round. Enjoy your morning coffee while watching the sunrise over the fairway, or unwind in the evenings with tranquil water views.
Additional perks include a private outside storage closet and a dedicated golf cart parking space. The Hideaway Country Club offers optional memberships for golf and tennis, plus a clubhouse and on-site dining for all residents.
Centrally located in the heart of Fort Myers, this home is close to shopping, dining, and the best of Southwest Florida living. Don’t miss your chance to own the most affordable 3-bedroom in this sought-after community!
Active
Price cut: $5K (8/8)
$194,900
5905 Trailwinds Dr APT 816, Fort Myers, FL 33907
3beds
1,330sqft
Est.:
Condominium
Built in 1990
-- sqft lot
$185,700 Zestimate®
$147/sqft
$430/mo HOA
What's special
- 15 days
- on Zillow |
- 711 |
- 51 |
Zillow last checked: 7 hours ago
Listing updated: August 08, 2025 at 01:31pm
Listed by:
Jessica Steinberg 239-940-2715,
Keller Williams Realty Fort Myers and the Islands
Source: Florida Gulf Coast MLS,MLS#: 2025005046
Originating MLS: Florida Gulf Coast

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Bathroom, Den, Florida Room, Guest Quarters
Heating
- Central, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Dryer, Dishwasher, Freezer, Disposal, Microwave, Range, Refrigerator, Washer
- Laundry: Washer Hookup, Dryer Hookup, Inside
Features
- Breakfast Bar, Built-in Features, Bedroom on Main Level, Dual Sinks, Living/Dining Room, Main Level Primary, Pantry, Shower Only, Separate Shower, Walk-In Closet(s), Window Treatments, Bathroom, Den, Florida Room, Guest Quarters
- Flooring: Laminate, Tile
- Windows: Single Hung, Window Coverings
- Furnished: Yes
Interior area
- Total structure area: 1,330
- Total interior livable area: 1,330 sqft
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Assigned, Covered, Golf Cart Garage, One Space, Detached Carport
- Carport spaces: 1
Features
- Exterior features: None
- Pool features: Community
- Has view: Yes
- View description: Golf Course, Landscaped, Lake
- Has water view: Yes
- Water view: Lake
- Waterfront features: Lake
Lot
- Features: Zero Lot Line
Details
- Parcel number: 1245242800000.8160
- Lease amount: $0
Construction
Type & style
- Home type: Condo
- Architectural style: Other,Low Rise
- Property subtype: Condominium
Materials
- Block, Concrete, Stucco
- Roof: Shingle
Condition
- Resale
- Year built: 1990
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, High Speed Internet Available
Community & HOA
Community
- Features: Elevator, Golf, Gated, Tennis Court(s), Street Lights
- Security: Security Gate, Gated Community, Smoke Detector(s)
- Subdivision: OAKMONT VILLAGE
HOA
- Has HOA: Yes
- Amenities included: Clubhouse, Fitness Center, Golf Course, Barbecue, Picnic Area, Pickleball, Pool, Putting Green(s), Restaurant, Storage, Sidewalks, Tennis Court(s), Vehicle Wash Area, Management
- Services included: Cable TV, Internet, Irrigation Water, Maintenance Grounds, Pest Control, Recreation Facilities, Reserve Fund, Road Maintenance, Sewer, Street Lights, Trash, Water
- HOA fee: $5,155 annually
- HOA phone: 239-461-8700
- Membership fee: $0
Location
- Region: Fort Myers
Financial & listing details
- Price per square foot: $147/sqft
- Tax assessed value: $238,788
- Annual tax amount: $2,568
- Date on market: 8/8/2025
- Listing terms: All Financing Considered,Cash,FHA,VA Loan
- Ownership: Condo
- Road surface type: Paved
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