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. Storm shutters on all the windows and golf cart parking space at your door.
Active
$179,900
5825 Trailwinds Dr APT 414, Fort Myers, FL 33907
2beds
1,098sqft
:
Get pre-qualified$2,182/mo
Condominium
Built in 1993
-- sqft lot
$-- Zestimate®
$164/sqft
$949/mo HOA
What's special
- 163 days |
- 49 |
- 1 |
Zillow last checked:
Listing updated:
Listed by:
DeAnn Nichols 239-440-8221,
Cypress Realty Inc.,
Mike Powell 239-292-3051,
Cypress Realty Inc.
Source: Florida Gulf Coast MLS,MLS#: 2026008261
Originating MLS: Florida Gulf Coast
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Bathroom, Florida Room, Guest Quarters, Screened Porch, Great Room
Heating
- Central, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Dryer, Dishwasher, Freezer, Disposal, Microwave, Range, Refrigerator, Washer
- Laundry: Washer Hookup, Dryer Hookup, Inside
Features
- Built-in Features, Bedroom on Main Level, Living/Dining Room, Pantry, Shower Only, Separate Shower, Tub Shower, Cable TV, Walk-In Closet(s), High Speed Internet, Bathroom, Florida Room, Guest Quarters, Screened Porch, Great Room
- Flooring: Carpet, Tile
- Windows: Single Hung
Interior area
- Total structure area: 1,098
- Total interior livable area: 1,098 sqft
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Assigned, Common, Deeded, Paved, One Space, Detached Carport
- Carport spaces: 1
Features
- Patio & porch: Lanai, Patio, Porch, Screened
- Exterior features: Sprinkler/Irrigation, Patio, Shutters Electric, Shutters Manual, Gas Grill
- Pool features: Community
- Has view: Yes
- View description: Golf Course, Landscaped, Lake, Water
- Has water view: Yes
- Water view: Lake,Water
- Waterfront features: Lake
Lot
- Size: 8,616 Square Feet
- Features: Zero Lot Line, Sprinklers Automatic
Details
- Parcel number: 1245242800000.4140
- Lease amount: $0
Construction
Type & style
- Home type: Condo
- Architectural style: Florida,Low Rise
- Property subtype: Condominium
Materials
- Block, Concrete, Stucco
- Roof: Shingle
Condition
- Resale
- Year built: 1993
Utilities & green energy
- Sewer: Assessment Paid, Public Sewer
- Water: Assessment Paid, Public
- Utilities for property: Cable Available, High Speed Internet Available
Community & HOA
Community
- Features: Golf, Gated
- Security: Security Gate, Gated Community, Key Card Entry, Smoke Detector(s)
- Condo and coop fee: $1,558 quarterly
- Membership fee: $0
- Subdivision: OAKMONT VILLAGE
HOA
- Has HOA: Yes
- Amenities included: Clubhouse, Fitness Center, Golf Course, Guest Suites, Barbecue, Picnic Area, Pool, Putting Green(s), Storage, Tennis Court(s), Vehicle Wash Area, Management
- Services included: Cable TV, Insurance, Internet, Irrigation Water, Maintenance Grounds, Pest Control, Reserve Fund, Sewer, Street Lights, Trash, Water
- HOA fee: $5,155 annually
- HOA phone: 239-275-6232
Location
- Region: Fort Myers
Financial & listing details
- Price per square foot: $164/sqft
- Tax assessed value: $171,675
- Annual tax amount: $910
- Date on market: 2/16/2026
- Cumulative days on market: 164 days
- Listing terms: All Financing Considered,Cash
- Ownership: Condo
- Road surface type: Paved
Estimated market value
Zestimate®
Not available
Estimated sales range
Not available
Rent Zestimate®
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 2/16/2026 | Listed for sale | $179,900+116.7%$164/sqft |
Source: | ||
| 6/12/2013 | Sold | $83,000-9.8%$76/sqft |
Source: Public Record Report a problem | ||
| 5/10/2013 | Pending sale | $92,000$84/sqft |
Source: Time Realty #201311759 Report a problem | ||
| 4/29/2013 | Price change | $92,000-1.1%$84/sqft |
Source: Time Realty #201311759 Report a problem | ||
| 4/6/2013 | Price change | $93,000-1.1%$85/sqft |
Source: TIME REALTY SERVICES, INC. #201311759 Report a problem | ||
| 3/26/2013 | Listed for sale | $94,000+6.8%$86/sqft |
Source: TIME Realty Report a problem | ||
| 8/24/2000 | Sold | $88,000$80/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $910 +4.2% | $107,023 +2.9% |
| 2024 | $874 +3.3% | $104,007 +3% |
| 2023 | $846 -11.2% | $100,978 +3% |
| 2022 | $953 +1% | $98,037 +3% |
| 2021 | $943 -0.3% | $95,182 +1.4% |
| 2020 | $945 +2.5% | $93,868 -20.4% |
| 2019 | $922 | $117,895 +30.9% |
| 2018 | $922 +0.8% | $90,047 +2.1% |
| 2017 | $915 +0.5% | $88,195 -26.7% |
| 2016 | $911 +1.3% | $120,367 +20.9% |
| 2015 | $899 -1.1% | $99,600 +17% |
| 2014 | $909 +5.8% | $85,100 -10.6% |
| 2013 | $859 +53% | $95,200 +27.1% |
| 2012 | $561 -54.3% | $74,900 -1.4% |
| 2011 | $1,229 +72.8% | $76,000 -7.3% |
| 2010 | $711 -4.1% | $82,000 -24.5% |
| 2009 | $742 +6.6% | $108,560 -25.4% |
| 2008 | $696 -26.6% | $145,600 -16.9% |
| 2007 | $948 -0.3% | $175,200 +39.9% |
| 2006 | $950 -1.5% | $125,200 +15.9% |
| 2004 | $965 -0.9% | $108,000 +25.6% |
| 2003 | $973 +1.8% | $86,000 |
| 2002 | $956 | $86,000 +22.9% |
| 2000 | -- | $70,000 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: Villas
Nearby schools
GreatSchools rating
- 5/10Villas Elementary SchoolGrades: PK-5Distance: 0.7 mi
- 7/10Cypress Lake Middle SchoolGrades: 6-8Distance: 3.3 mi
- 2/10South Fort Myers High SchoolGrades: 9-12Distance: 2.4 mi
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