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$168,500 -$10,000 (-5.6%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 1,098 Sq. Ft.
  • Updated 1 day ago
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THE SELLER IS GIVING $10,000 TOWARDS THE CAPITAL CONTRIBUTION TRANSFER FEE AND THE ANNUAL POA DUES! Updated 2-bedroom, 2-bath first floor corner condo with a fantastic view and located adjacent to the 10th tee box. The kitchen features upgraded granite countertops, while both bathrooms have been updated with stylish quartz finishes. The unit offers tiles in all spaces with the exception of the bedrooms, which have freshly shampooed carpet for move-in ready comfort. Partially furnished so you can settle in without starting from scratch. The enclosed lanai provides valuable bonus living space - perfect for morning coffee, evening cocktails, or simply enjoying the golf course view. This unit includes a carport, private shed for extra storage, and dedicated golf cart parking. The building is freshly painted, new roof recently installed (2024), and parking lot paving will be completed in March. This wonderful unit is close to the clubhouse, restaurant, fitness center, pro shop, and the tennis courts (which have an update in the plans). Golf Advisor has rated Hideaway as one of Florida's top-rated courses and membership is optional.

Full Property Details for 5765 Trailwinds Dr #111

General

  • Price: $168,500
  • HOA FEE: $517/month
  • Taxes: (2025)
  • Status: Active
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 2026011487
  • Updated: 3/26/2026
  • Added to Site: 18 day(s) ago

Interior

  • Number of Rooms: 7
  • Interior Features: Great Room, Guest Bath, Guest Room, Wired for Data, Entrance Foyer, Pantry
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, Washer
  • Furnishings: Partially
  • Flooring: Carpet, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Primary Bathroom: Shower Only

Bedrooms

  • Total Bedrooms: 2

Other Rooms

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

Additional Information

  • Shared Amenities: Golf Bundled, Barbecue (Picnic), Clubhouse, Pool, Fitness Center, Extra Storage, Fitness Center Attended, Street Lights, Tennis Court(s), Vehicle Wash Area, Golf, Internet Access, Private Membership, Putting Green, Restaurant, Sidewalks, Gated, Golf Course, Tennis
  • Tennis: Yes
  • Security/Safety: Smoke Detector(s), Smoke Detectors

Exterior

  • Exterior Features: Automatic Sprinkler, Storage
  • Porch/Patio/Deck: Glass Porch

Parking

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

Location

  • Area: FM07 - Fort Myers Area
  • County: Lee
  • Subdivision: OAKMONT VILLAGE
  • Building Name: THE HIDEAWAY COUNTRY CLUB
  • Driving Directions: College Parkway, head north on US-41. Turn right onto Trailwinds Drive and continue toward the gate.
  • Direction Faces: West

School Information

  • Elementary School: VILLAS ELEMENTARY SCHOOL
  • Middle School: CYPRESS LAKE MIDDLE SCHOOL
  • High School: SOUTH FORT MYERS HIGH SCHOOL

Community

  • Association: Yes
  • Assoc. Fees Include: Cable TV, Insurance, Irrigation Water, Maintenance Grounds, Legal/Accounting, Pest Control Exterior, Repairs, Reserve, Sewer, Street Lights, Trash
  • Units Assoc/Comm: 496
  • Pets Allowed: Yes
  • Management Type: Professional

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Ceiling Fan(s), Central Electric
  • Heating Type: Central Electric

Utilities

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

Structural Information

  • Architectural Style: Florida
  • Description/Design: Low Rise (1-3)
  • Exterior Const.: Concrete Block, Aluminum Siding, Stucco
  • Roof: Shingle
  • Common Walls: Corner, End Unit
  • Windows: Single Hung, Window Coverings
  • Entry Floor Number: 1
  • Stories/Levels: 2
  • Stories in Building: 2
  • Square Feet: 1,098
  • Sq. Ft. Source: Property Appraiser Office
  • Living Area: 1,098 Sq. Ft.
  • Year Built: 1994

Lot Features

  • Property View: Golf Course, Landscaped Area
  • Lot Size (Acres): 0.1978
  • Lot Size (Sq. Ft.): 8,616
  • Lot Size Source: Property Appraiser Office
  • Street/Road Desc.: Paved
  • Irrigation System: Central
  • Lot Features: Regular
  • Lot Description: Regular

Water Features

  • Water Front Desc.: None
  • Canal Width: None

Financial Considerations

  • Association Fee: $517
  • Assoc Fee Freq.: Monthly
  • Other Assoc Fees: $5,155
  • Other Fee Freq.: Annually
  • Tax Year: 2025
  • Terms: Buyer Finance/Cash, VA Loan

Disclosures and Reports

  • Ownership: Condo
  • Legal Description: OAKMONT VILLAGE CONDO NO 1 OR 2553 PG 3522 UNIT 111
  • Property ID: 12-45-24-28-00000.1110
  • Section: 12
  • Lot Number: 111

Listed by LPT Realty, LLC

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Listing agent

— 5765 Trailwinds Dr #111 —

  • LPT Realty, LLC

Get Pre-Approved Today

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 5765 Trailwinds Dr #111

School District:Lee County School District, Fort Myers, FL
NameGradesDistance
Villas Elementary School
8385 Beacon Boulevard, Fort Myers, FL 33907
K-50.5 mi
Tanglewood Elementary School
1620 Manchester Boulevard, Fort Myers, FL 33919
K-51.5 mi
Heights Elementary School
15200 Alexandria Court, Fort Myers, FL 33908
K-55.3 mi
Cypress Lake Middle School
8901 Cypress Lake Drive, Fort Myers, FL 33919
6-83.2 mi
Lexington Middle School
16351 Summerlin Road, Fort Myers, FL 33908
6-86.1 mi
South Fort Myers High School
14020 Plantation Road, Fort Myers, FL 33912
9-122.4 mi
Cypress Lake High School
6750 Panther Lane, Fort Myers, FL 33919
9-123.4 mi
Fort Myers High School
2635 Cortez Boulevard, Fort Myers, FL 33901
9-124 mi
Rayma C. Page Elementary School
17000 South Tamiami Trail, Fort Myers, FL 33908
K-55.6 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 5765 Trailwinds Dr #111 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/26/2026
Price Reduced
$168,500
-5.6%
MLS
3/10/2026
Listed
$178,500
2%
MLS
5/03/2021
Sold
$175,000
—
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 5765 Trailwinds Dr #111

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,491
9%
$185,725
-11%
2024
$2,283
-15%
$209,130
-11%
2023
$2,675
60%
$235,579
103%
2021
$1,667
-32%
$116,274
-34%
2022
$2,436
46%
$176,262
47%
2021
$1,667
-15%
$119,510
-5%
2018
$1,953
3%
$125,181
-7%
2017
$1,902
8%
$134,045
10%
2016
$1,764
12%
$121,549
21%
2015
$1,571
16%
$100,200
17%
2014
$1,354
-24%
$85,500
-29%
2019
$1,784
22%
$120,318
23%
2013
$1,461
—
$98,000
—
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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NMLS#: 1598647

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Listed by LPT Realty, LLC

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5765 Trailwinds Dr #111, Fort Myers, FL 33907 (MLS# 2026011487) is a Single Family property with 2 bedrooms and 2 full bathrooms. 5765 Trailwinds Dr #111 is currently listed for $168,500 and was received on March 10, 2026. Want to learn more about 5765 Trailwinds Dr #111? 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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