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$189,900 -$5,000 (-2.57%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,330 Sq. Ft.
  • Updated 1 day ago
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Brand new Luxury Vinyl Flooring in the main living space and kitchen, just installed in January 2026! Don't miss out on this 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 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! Realtors please see remarks!

Full Property Details for 5905 Trailwinds Dr #816

General

  • Price: $189,900
  • HOA FEE: $593/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: (2024)
  • Status: Active
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 2025005046
  • Updated: 1/16/2026
  • Added to Site: 163 day(s) ago

Rental Information

  • Lease/Rent Term: 90
  • Min. Lease (Days): 90

Interior

  • Interior Features: Common Elevator, Den - Study, Florida Room, Guest Bath, Guest Room, Built-In Cabinets, Exclusions, Pantry, Walk-In Closet(s)
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Washer
  • Furnishings: Turnkey
  • Flooring: Laminate, Tile, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Primary Bathroom: Dual Sinks, Shower Only

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Master BR Ground

Other Rooms

  • Kitchen: Pantry
  • Dining Room: Breakfast Bar, Dining - Living
  • Laundry: Washer/Dryer Hookup, Inside

Additional Information

  • Shared Amenities: Golf Non Equity, Barbecue (Picnic), Clubhouse, Pool, Community Room, Fitness Center, Extra Storage, Tennis Court(s), Vehicle Wash Area, Golf, Pickleball, Putting Green, Restaurant, Sidewalks, Street Lights, Gated, Golf Course, Tennis
  • Tennis: Yes
  • Security/Safety: Smoke Detector(s), Smoke Detectors

Exterior

  • Exterior Features: None

Parking

  • Carports: Yes
  • Carport Spaces: 1
  • Covered Spaces: 1
  • Parking Features: 1 Assigned, Covered, Golf Cart Garage, Detached Carport

Location

  • Area: FM07 - Fort Myers Area
  • County: Lee
  • Subdivision: OAKMONT VILLAGE
  • Building Name: THE HIDEAWAY COUNTRY CLUB
  • Direction Faces: West

School Information

  • Elementary School: PROXIMITY
  • Middle School: PROXIITY
  • High School: PROXIMITY

Community

  • Association: Yes
  • Assoc. Fees Include: Cable TV, Internet, Irrigation Water, Maintenance Grounds, Pest Control Exterior, Rec Facilities, Water, Repairs, Reserve, Sewer, Street Lights, Street Maintenance, Trash
  • Units Assoc/Comm: 152
  • Pets Allowed: Yes
  • Number of Pets: 2
  • Management Type: Professional

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Central Electric
  • Heating Type: Central Electric

Utilities

  • Sewer: Central
  • Water: Central
  • Cable Available: Yes
  • Utility Description: Cable Available

Structural Information

  • Description/Design: Low Rise (1-3)
  • Exterior Const.: Concrete Block, Stucco
  • Roof: Shingle
  • Common Walls: End Unit
  • Windows: Single Hung, Window Coverings
  • Entry Floor Number: 1
  • Stories/Levels: 1
  • Stories in Building: 1
  • Square Feet: 1,330
  • Sq. Ft. Source: Architectural Plans, Property Appraiser Office
  • Living Area: 1,330 Sq. Ft.
  • Year Built: 1990
  • Other Struct. Feat.: Elevator

Lot Features

  • Property View: Golf Course, Lake, Landscaped Area
  • Lot Size Source: Property Appraiser Office
  • Street/Road Desc.: Paved
  • Irrigation System: Other
  • Lot Features: Zero Lot Line
  • Lot Description: Zero Lot Line

Water Features

  • Water Front: Yes
  • Water Front Desc.: Lake Front
  • Lake Front: Yes

Financial Considerations

  • Other Assoc Fees: $5,155
  • Condo Fee: $1,780
  • Condo Fee Freq: Quarterly
  • Application Fee: $225
  • Other Fee Freq.: Annually
  • Tax Year: 2024
  • Terms: Buyer Finance/Cash, FHA, VA Loan

Disclosures and Reports

  • Ownership: Condo
  • Legal Description: OAKMONT VILLAGE CONDO NO.8 OR 2190 PG 4277 UNIT 816
  • Property ID: 12-45-24-28-00000.8160
  • Section: 12
  • Lot Number: 816

Listed by Keller Williams Realty Fort Myers and the Islands

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— 5905 Trailwinds Dr #816 —

  • Keller Williams Realty Fort Myers and the Islands

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5905 Trailwinds Dr #816

School District:Lee County School District, Fort Myers, FL
NameGradesDistance
Villas Elementary School
8385 Beacon Boulevard, Fort Myers, FL 33907
K-50.7 mi
Tanglewood Elementary School
1620 Manchester Boulevard, Fort Myers, FL 33919
K-51.6 mi
Orangewood Elementary School
4001 Deleon Street, Fort Myers, FL 33901
K-52.3 mi
Paul Laurence Dunbar Middle School
4750 Winkler Avenue, Fort Myers, FL 33966
6-83.1 mi
Fort Myers Middle Academy
3050 Central Avenue, Fort Myers, FL 33901
6-83.2 mi
Cypress Lake Middle School
8901 Cypress Lake Drive, Fort Myers, FL 33919
6-83.4 mi
South Fort Myers High School
14020 Plantation Road, Fort Myers, FL 33912
9-122.5 mi
Cypress Lake High School
6750 Panther Lane, Fort Myers, FL 33919
9-123.6 mi
Fort Myers High School
2635 Cortez Boulevard, Fort Myers, FL 33901
9-123.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5905 Trailwinds Dr #816 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/16/2026
Price Reduced
$189,900
-2.57%
MLS
8/08/2025
Listed
$194,900
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5905 Trailwinds Dr #816

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,392
-7%
$183,949
-23%
2024
$2,569
5%
$238,788
3%
2023
$2,454
44%
$231,829
94%
2021
$1,709
-18%
$119,280
-34%
2022
$2,093
22%
$180,755
47%
2021
$1,709
-18%
$122,740
-12%
2018
$2,096
-1%
$138,890
1%
2017
$2,126
9%
$138,083
11%
2016
$1,959
7%
$123,982
—
2019
$1,832
115%
$123,548
23%
2015
$854
6%
$100,600
17%
2014
$806
1%
$85,700
-13%
2013
$799
—
$98,400
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Keller Williams Realty Fort Myers and the Islands

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5905 Trailwinds Dr #816, Fort Myers, FL 33907 (MLS# 2025005046) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5905 Trailwinds Dr #816 is currently listed for $189,900 and was received on August 08, 2025. Want to learn more about 5905 Trailwinds Dr #816? Do you have questions about finding other Single Family real estate for sale in Fort Myers? You can browse all Fort Myers real estate or contact a Coldwell Banker agent to request more information.

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