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$239,900

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 1,435 Sq. Ft.
  • Updated 11 days ago
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Beautiful 2 BR + Den condo that has been totally updated. The home comes turnkey with newer furniture. Golf cart parking at your door. The lanai is glassed in and can be used as a breakfast room with a coffee bar and plenty of extra storage. The view out the lanai windows is the manicured landscaping, lakes and the golf course. Heated pool, fitness center, clubhouse/restaurant. If you do not play golf there are plenty of other activities to keep you busy. If you play golf this is the best golf value in SW Florida, manicured golf course, no cart or trail fees when you own your golf cart, lowest membership fees. This quiet and friendly community has a lot to offer. It is conveniently located for restaurants, grocery stores, shopping , a theatre, baseball, downtown and the airpot.

Full Property Details for 5805 Trailwinds Dr #314

General

  • Price: $239,900
  • HOA FEE: $519/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: (2025)
  • Status: Active
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 2026018493
  • Updated: 5/2/2026
  • Added to Site: 23 day(s) ago

Rental Information

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

Interior

  • Interior Features: Split Bedrooms, Den - Study, Florida Room, Guest Bath, Guest Room, Walk-In Closet(s), Built-In Cabinets, Wired for Data
  • Appliances: Range, Refrigerator/Freezer, Refrigerator with Icemaker, Washer, Disposal, Dryer, Microwave
  • Furnishings: Turnkey
  • Flooring: Tile, Wood

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 2

Other Rooms

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

Additional Information

  • Shared Amenities: Golf Public, Barbecue (Picnic), Business Center, Clubhouse, Pool, Fitness Center, Restaurant, Sidewalks, Tennis Court(s), Vehicle Wash Area, Extra Storage, Golf, Guest Room, Internet Access, Pickleball, Putting Green, Gated, Golf Course
  • Tennis: Yes
  • Security/Safety: Smoke Detector(s), Smoke Detectors

Exterior

  • Exterior Features: Automatic Sprinkler

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
  • Direction Faces: South

Community

  • Association: Yes
  • Assoc. Fees Include: Cable TV, Golf Course, Internet, Irrigation Water, Pest Control Exterior, Reserve, Sewer, Trash, Water
  • Units Assoc/Comm: 152
  • Pets Allowed: Yes
  • Number of Pets: 2
  • Management Type: On-Site

Heating & Cooling

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

Utilities

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

Structural Information

  • Architectural Style: Florida
  • Description/Design: Low Rise (1-3)
  • Exterior Const.: Concrete Block, Stucco
  • Roof: Shingle
  • Windows: Impact Resistant, Impact Resistant Windows
  • Entry Floor Number: 1
  • Stories/Levels: 2
  • Stories in Building: 2
  • Square Feet: 1,435
  • Sq. Ft. Source: Architectural Plans
  • Living Area: 1,435 Sq. Ft.
  • Year Built: 1994

Lot Features

  • Property View: Golf Course, Lake, Landscaped Area, Water Feature
  • Lot Size (Acres): 0.1978
  • Lot Size (Sq. Ft.): 8,616
  • Lot Size Source: Property Appraiser Office
  • Frontage: Private Road
  • Street/Road Desc.: Paved
  • Irrigation System: Assessment Paid, Central
  • Lot Features: Zero Lot Line
  • Lot Description: Zero Lot Line

Water Features

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

Financial Considerations

  • Other Assoc Fees: $5,155
  • Condo Fee: $1,558
  • Condo Fee Freq: Quarterly
  • Application Fee: $225
  • Other Fee Freq.: Annually
  • Tax Year: 2025
  • Terms: Buyer Finance/Cash, Seller Pays Title

Disclosures and Reports

  • Ownership: Condo
  • Legal Description: OAKMONT VILLAGE #3 OR 2521 PG 3517 UNIT 314
  • Property ID: 12-45-24-28-00000.3140
  • Section: 12
  • Lot Number: 3140

Listed by Cypress Realty Inc.

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Listing agents

— 5805 Trailwinds Dr #314 —

  • Cypress Realty Inc.

  • Cypress Realty Inc.

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 5805 Trailwinds Dr #314

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-51.6 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
6-83.3 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 5805 Trailwinds Dr #314 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/21/2026
Listed
$239,900
77.05%
MLS
10/04/2017
Sold
$135,500
—
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 5805 Trailwinds Dr #314

Year
Property Taxes
Change
Tax Assessment
Change
2025
$829
4%
$100,958
3%
2024
$795
4%
$98,113
3%
2023
$768
-11%
$95,255
-19%
2021
$866
-1%
$117,968
28%
2022
$876
1%
$92,481
4%
2021
$866
2%
$88,547
2%
2019
$846
1%
$86,556
2%
2018
$839
-57%
$84,942
-38%
2017
$1,946
8%
$136,468
10%
2016
$1,809
12%
$124,357
21%
2015
$1,616
16%
$103,100
17%
2014
$1,392
-6%
$87,900
-12%
2013
$1,481
—
$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 Cypress Realty Inc.

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5805 Trailwinds Dr #314, Fort Myers, FL 33907 (MLS# 2026018493) is a Single Family property with 2 bedrooms and 2 full bathrooms. 5805 Trailwinds Dr #314 is currently listed for $239,900 and was received on April 21, 2026. Want to learn more about 5805 Trailwinds Dr #314? 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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