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$169,900

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,330 Sq. Ft.
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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!

Full Property Details for 5905 Trailwinds Dr #816

General

  • Price: $169,900
  • HOA FEE: $593/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: (2024)
  • Status: Active
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 2025005046
  • Updated: 8/21/2026
  • Added to Site: 394 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: $5,325
  • 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 KW Florida Living

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— 5905 Trailwinds Dr #816 —

  • KW Florida Living

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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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
Heights Elementary School
15200 Alexandria Court, Fort Myers, FL 33908
K-55.6 mi
Cypress Lake Middle School
8901 Cypress Lake Drive, Fort Myers, FL 33919
6-83.4 mi
Lexington Middle School
16351 Summerlin Road, Fort Myers, FL 33908
6-86.3 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
Rayma C. Page Elementary School
17000 South Tamiami Trail, Fort Myers, FL 33908
K-55.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions 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
7/17/2026
Price Reduced
$169,900
-5.56%
MLS
3/23/2026
Price Reduced
$179,900
-5.27%
MLS
1/16/2026
Price Reduced
$189,900
-2.57%
MLS
8/08/2025
Listed
$194,900
92.97%
MLS
12/14/2000
Sold
$101,000
—
Public Record
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
$2,410
—
$166,012
-5%
2025
$2,410
-6%
$174,638
-27%
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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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 $169,900 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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