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$179,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 1,098 Sq. Ft.
  • Updated 3 days ago

Next open house:

Open House: 11:00 AM - 1:00 PM

Friday 2/20 11:00 AM - 1:00 PM

5825 Trailwinds Dr #414,Fort Myers, FL 33907

5825 Trailwinds Dr #414Fort MyersFL33907

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Welcome to The Hideaway Country Club, one of the best kept secrets, with a beautiful Golf Course, a beautiful Club House and Restaurant, Tennis Courts, beautiful Pools iwithin each community, and many other activities to keep you as busy as you want. Golf and Tennis are not required. Best golf value in SW Florida. Convenient to everything in Fort Myers. This is a great 2 bedroom, and 2 bath Unit and No carrying groceries and furniture up steps, since you are on the 1st floor. This is an unbeatable value with a view that is hard to find. The view has 3 Fountains and Lakes with lots of open space. Come and have a look and you will not be disappointed.

Full Property Details for 5825 Trailwinds Dr #414

General

  • Price: $179,900
  • HOA FEE: $519/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: (2025)
  • Status: Active
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 2026008261
  • Updated: 2/16/2026
  • Added to Site: 4 day(s) ago

Rental Information

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

Interior

  • Interior Features: Great Room, Florida Room, Guest Bath, Guest Room, Built-In Cabinets, Wired for Data, Pantry, Walk-In Closet(s)
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Primary Bathroom: 2 Masters, Combo Tub And Shower, Shower Only

Bedrooms

  • Total Bedrooms: 2

Other Rooms

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

Additional Information

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

Exterior

  • Exterior Features: Gas Grill, Automatic Sprinkler
  • Porch/Patio/Deck: Screened Lanai/Porch, Patio

Parking

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

Location

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

Community

  • Association: Yes
  • Assoc. Fees Include: Cable TV, Insurance, Internet, Irrigation Water, Maintenance Grounds, Pest Control Exterior, Pest Control Interior, Reserve, Sewer, Street Lights, Trash, Water
  • Units Assoc/Comm: 96
  • 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: Assessment Paid, Central
  • Water: Assessment Paid, Central
  • Cable Available: Yes
  • Utility Description: Cable Available

Structural Information

  • Architectural Style: Florida
  • Description/Design: Low Rise (1-3)
  • Exterior Const.: Concrete Block, Stucco
  • Roof: Shingle
  • Windows: Single Hung, Shutters Electric, Shutters - Manual
  • Entry Floor Number: 1
  • Stories/Levels: 1
  • Stories in Building: 1
  • Square Feet: 1,098
  • Sq. Ft. Source: Developer Brochure
  • Living Area: 1,098 Sq. Ft.
  • Year Built: 1993

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: Developer Brochure
  • 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
  • Lake Front: Yes

Financial Considerations

  • Other Assoc Fees: $5,155
  • Condo Fee: $1,558
  • Condo Fee Freq: Quarterly
  • Application Fee: $150
  • Other Fee Freq.: Annually
  • Tax Year: 2025
  • Terms: Buyer Finance/Cash, Seller Pay Closing Costs, Seller Pays Title

Disclosures and Reports

  • Ownership: Condo
  • Legal Description: OAKMONT VILLAGE CONDO NO.4 OR 2364 PG 3393 UNIT 414
  • Property ID: 12-45-24-28-00000.4140
  • Section: 12
  • Lot Number: 4140

Listed by Cypress Realty Inc.

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Listing agents

— 5825 Trailwinds Dr #414 —

  • 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 5825 Trailwinds Dr #414

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-55.5 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
9-123.5 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-55.7 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 5825 Trailwinds Dr #414 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/16/2026
Listed
$179,900
116.75%
MLS
6/05/2013
Sold
$83,000
—
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 5825 Trailwinds Dr #414

Year
Property Taxes
Change
Tax Assessment
Change
2025
$891
2%
$107,023
3%
2024
$874
3%
$104,007
3%
2023
$846
-10%
$100,978
-12%
2021
$943
-1%
$114,417
17%
2022
$953
1%
$98,037
4%
2021
$943
3%
$93,868
4%
2018
$915
—
$90,047
2%
2017
$911
1%
$88,195
2%
2016
$899
-2%
$86,381
-6%
2019
$922
1%
$91,758
-8%
2015
$909
6%
$99,600
17%
2014
$859
-44%
$85,100
-11%
2013
$1,528
—
$95,200
—
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.

Estimate the Cost for 5825 Trailwinds Dr #414

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Cypress Realty Inc.

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5825 Trailwinds Dr #414, Fort Myers, FL 33907 (MLS# 2026008261) is a Single Family property with 2 bedrooms and 2 full bathrooms. 5825 Trailwinds Dr #414 is currently listed for $179,900 and was received on February 16, 2026. Want to learn more about 5825 Trailwinds Dr #414? 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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