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$164,900

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,169 Sq. Ft.
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Welcome to Oakmont Village! This desirable 2nd-floor condo at 15785 Trailwinds Drive #222 offers peaceful golf course views from your private screened balcony-perfect for morning coffee or evening relaxation. Inside, you'll find a spacious layout with a generously sized kitchen featuring ample cabinetry and workspace, ideal for cooking and entertaining. The living area is enhanced by a cozy fireplace, adding warmth and charm. Additional highlights include a covered carport, dedicated golf cart port, and extra storage located just outside the unit-all conveying with the sale. Enjoy comfortable Florida living in a well-maintained community close to shopping, dining, and recreation. Living in Oakmont Village means you're immersed in a vibrant community centered around top-tier golfing, scenic lakes, and a richly social lifestyle. Don't miss this opportunity to combine comfort, view-rich living, and resort-style amenities.

Full Property Details for 5785 Trailwinds Dr #222

General

  • Price: $164,900
  • HOA FEE: $676/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $2,337 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 2026011949
  • Updated: 9/18/2026
  • Added to Site: 205 day(s) ago

Rental Information

  • Lease/Rent Term: 30
  • Min. Lease (Days): 30

Interior

  • Number of Rooms: 6
  • Interior Features: Split Bedrooms, Wired for Data, Pantry, Volume Ceiling, Walk-In Closet(s)
  • Fireplace: Yes
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator with Icemaker, Self-Cleaning Oven, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Tile

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 3

Other Rooms

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

Additional Information

  • Shared Amenities: Golf Non Equity, Barbecue (Picnic), Bike And Jog Path, Bocce Court, Clubhouse, Park, Pool, Restaurant, Tennis Court(s), Community Room, Fitness Center, Extra Storage, Golf, Pickleball, Gated, Golf Course, Tennis
  • Tennis: Yes
  • Security/Safety: Smoke Detector(s), Smoke Detectors

Exterior

  • Exterior Features: Balcony, Screened Balcony, Automatic Sprinkler, Storage, Tennis Court(s)
  • Porch/Patio/Deck: Screened Lanai/Porch, Patio

Parking

  • Carports: Yes
  • Carport Spaces: 1
  • Covered Spaces: 1
  • Parking Features: 1 Assigned, Covered, Deeded, Driveway Paved, Under Bldg Open, Detached Carport

Location

  • Area: FM07 - Fort Myers Area
  • County: Lee
  • Subdivision: OAKMONT VILLAGE
  • Building Name: THE HIDEAWAY COUNTRY CLUB
  • Driving Directions: GPS Friendly
  • Direction Faces: South

School Information

  • Elementary School: SCHOOL CHOICE
  • Middle School: SCHOOL CHOICE
  • High School: SCHOOL CHOICE

Community

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

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Central Electric, Exhaust Fan
  • Heating Type: Central Electric, Fireplace(s)
  • Ceiling Fan(s): 4

Utilities

  • Sewer: Assessment Paid, Central
  • Water: Assessment Paid, Central
  • Cable Available: Yes
  • Utility Description: Cable Available

Structural Information

  • Description/Design: Low Rise (1-3)
  • Exterior Const.: Concrete Block, Stucco
  • Roof: Shingle
  • Windows: Single Hung, Sliding, Window Coverings
  • Entry Floor Number: 2
  • Stories/Levels: 1
  • Stories in Building: 1
  • Square Feet: 1,169
  • Sq. Ft. Source: Floor Plan Service
  • Living Area: 1,169 Sq. Ft.
  • Year Built: 1994

Lot Features

  • Property View: Golf Course, Lake, Landscaped Area, Water, Water Feature
  • Lot Size (Acres): 0.1978
  • Lot Size (Sq. Ft.): 8,616
  • Lot Size Source: Property Appraiser Office
  • Lot Dimensions: 243 x 221 x 41 x 41
  • Frontage: Private Road
  • Frontage Feet: 243
  • Street/Road Desc.: Paved
  • Irrigation System: Assessment Paid, Central
  • Lot Features: On Golf Course, Regular
  • Zoning: RM-2
  • Lot Description: On Golf Course, Regular

Water Features

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

Financial Considerations

  • Other Assoc Fees: $5,155
  • Condo Fee: $2,027
  • Condo Fee Freq: Quarterly
  • Application Fee: $150
  • Other Fee Freq.: Annually
  • Tax Amount: $2,337
  • Tax Year: 2025
  • Terms: Buyer Finance/Cash

Disclosures and Reports

  • Ownership: Condo
  • Legal Description: OAKMONT VILLAGE CONDO NO.2 OR 2546 PG 2172 UNIT 222
  • Property ID: 12-45-24-28-00000.2220
  • Section: 12
  • Lot Number: 222

Listed by KW Florida Living

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Listing agents

— 5785 Trailwinds Dr #222 —

  • KW Florida Living

  • KW Florida Living

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 5785 Trailwinds Dr #222

School District:Lee County School District, Fort Myers, FL
NameGradesDistance
Villas Elementary School
8385 Beacon Boulevard, Fort Myers, FL 33907
K-50.6 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-55.4 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
6-86.2 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 5785 Trailwinds Dr #222 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/02/2026
Price Reduced
$164,900
-5.77%
MLS
3/18/2026
Listed
$175,000
—
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 5785 Trailwinds Dr #222

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,410
—
$167,880
-3%
2025
$2,410
-8%
$172,718
-31%
2024
$2,614
5%
$250,052
4%
2023
$2,486
47%
$240,177
104%
2021
$1,691
-18%
$117,968
-34%
2022
$2,070
22%
$178,830
47%
2021
$1,691
102%
$121,933
41%
2019
$839
1%
$86,594
2%
2018
$832
29%
$84,979
2%
2017
$645
—
$83,231
2%
2016
$642
-1%
$81,519
-23%
2015
$651
7%
$106,000
17%
2014
$607
—
$90,900
-9%
2013
$606
—
$99,600
—
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 KW Florida Living

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5785 Trailwinds Dr #222, Fort Myers, FL 33907 (MLS# 2026011949) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5785 Trailwinds Dr #222 is currently listed for $164,900 and was received on March 18, 2026. Want to learn more about 5785 Trailwinds Dr #222? 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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