5565 Trailwinds Dr, Unit 216
Description
Welcome to your slice of paradise in The Hideaway Country Club, one of Fort Myers’ most desirable gated golf communities. This beautifully updated 2-bedroom, 2-bathroom first-floor end unit offers privacy, convenience, and breathtaking panoramic views of the championship golf course. Step inside to discover a bright, open layout with stylish updates throughout. The remodeled kitchen features modern cabinetry, solid-surface countertops, and newer stainless-steel...The Hideaway Country Club, Fort Myers, FL
Welcome to your slice of paradise in The Hideaway Country Club, one of Fort Myers’ most desirable gated golf communities. This beautifully updated 2-bedroom, 2-bathroom first-floor end unit offers privacy, convenience, and breathtaking panoramic views of the championship golf course. Step inside to discover a bright, open layout with stylish updates throughout. The remodeled kitchen features modern cabinetry, solid-surface countertops, and newer stainless-steel appliances—including a brand-new dishwasher, microwave, and washer. Additional recent upgrades include a new dryer, new A/C system, and new hurricane-impact windows, front door, and glass lanai door for peace of mind and energy efficiency. Freshly painted interiors and new flooring throughout create a clean, modern feel. The spacious primary suite offers both a walk-in closet and wall closet, while the guest bedroom provides versatility for visitors or a home office. Enjoy morning coffee or evening sunsets from your enclosed lanai, where the sweeping fairway views make every day feel like a getaway. Practical touches add to the comfort—golf cart parking is right outside your door, and the community amenities are second to none. Residents enjoy access to the brand-new clubhouse, complete with a pro shop, fitness center, restaurant, tennis courts, and optional golf memberships (no mandatory fees!). The Hideaway’s course is consistently ranked among Florida’s top-rated by Golf Advisor. Perfectly located near Fort Myers’ pristine beaches, shopping, and dining, this home offers the best of low-maintenance living and active Florida lifestyle in one of Southwest Florida’s best-kept secrets.
- Listed by Stefanie Peters • EXP Realty LLC • stefanie@thebosslife.tv
Property Details for 5565 Trailwinds Drive, Unit 216
Property Details for 5565 Trailwinds Drive, Unit 216
| Status | Closed |
|---|---|
| MLS # | 2025015534 |
| Days on Market | 36 |
| Taxes | $984 / year |
| HOA Fees | $1,050 / quarter |
| Condo/Co-op Fees | - |
| Compass Type | Condo |
| MLS Type | Residential / Condo |
| Year Built | 1985 |
| County | Lee County |
Location
Sold By Royal Shell Real Estate, Inc., Debra Welsh
Building Information for 5565 Trailwinds Drive, Unit 216
Payment Calculator
$1,321 per month
30 year fixed, 6.28% Interest
$889
$82
$350
Property Information for 5565 Trailwinds Drive, Unit 216
- City: Fort Myers
- Human Modified: Yes
- Latitude: 26.57
- Longitude: -81.86
- MLS Area Major: FM07 - Fort Myers Area
- Pets: Not Allowed
- Postal Code: 33907
- Street Name: Trailwinds
- Street Number: 5565
- Street Suffix: DR
- Block: 2
- Unit Number: 216
- Full Address: 5565 Trailwinds DR 216
- View: Yes
- Carport Spaces: 1.00
- Carport: Yes
- Covered Spaces: 1.00
- Garage: No
- Parking Features: Detached Carport, Electric Vehicle Charging Stations
- Amenity Rec Fee: $.00
- Application Fee: $400.00
- Association Fee Total: $9,955.00
- Association Fee Total Frequency: Annually
- Association Fee 2: $1,050.00
- Association Fee 2 Frequency: Quarterly
- Primary HOA Fee Freq: Annually
- Maintenance: Golf, Irrigation Water, Maintenance Grounds, Pest Control, Recreation Facilities, Road Maintenance, Sewer, Street Lights, Security, Trash, Water
- Association Mngmt Phone: 239-728-6100
- Mandatory HOA: Yes
- HOA Desc: Mandatory
- Tax Annual Amount: $984.21
- Tax Year: 2024
- Transfer Fee: $6,000.00
- Association Fee 3: $.00
- Source of Measure Total Area: Appraiser
- Development Name: THE HIDEAWAY COUNTRY CLUB
- Parcel Number: 12-45-24-25-00002.2160
- Property Type: Residential
- Section: 12
- Lot Unit: 216
- Source of Measure Living Area: Appraiser
- Source of Measure Lot Dimensions: Appraiser
- Lot Desc: On Golf Course
- Acres: 0.1896
- Lot Size Area: 0.1896
- Source of Measurements: Appraiser
- Lot Size Units: Acres
- Legal Desc: BALTUSROL VILLAGE CONDO OR 1754 PG 3524 BLDG 2 UNIT 216
- Total Area: 1132.0
- Rear Exposure: N
- Approx Living Area: 1132.0
- Possession: Close Of Escrow
- Property Condition: Resale
- Property Sub Type: Condominium
- Township: 45
- Senior Community: false
- Range: 24E
- Special Assessment: 0.00
- Sub Condo Name: BALTUSROL VILLAGE
- Year Built Numeric: 1985
- Property Sub Type Additional: Condominium
- Restrictions: Deed Restrictions
- Land Lease Fee: $.00
- One Time Land Lease Fee: $.00
- One Time Mandatory Club Fee: $.00
- One Time Othe Fee: $.00
- One Time Special Assessment Fee: $.00
- Sewer: Central
- Utilities: Cable Available, High Speed Internet Available
- Water Source: Public
- Water: Central
- Common Interest: Condominium
- Num Unit Floor: 1
- Golf Type: Golf Non Equity
- Annual Food And Beverage Minimum: 600.00
- Units in Complex: 496
- Stories: 2.0
- Total Floors: 3
- Total One Time Fees: $6,400.00
- Units in Building: 8
- Unit Location: 1
- Architectural Style: Two Story, Low Rise
- Association Amenities: Bike Storage, Clubhouse, Fitness Center, Golf Course, Library, Barbecue, Picnic Area, Pool, Putting Greens, Restaurant, Tennis Courts, Vehicle Wash Area, Management
- Canal Width: None
- Community Features: Condo Hotel Community, Golf, Gated, Near Hotel Motel, Tennis Courts
- Construction: Poured Concrete, Concrete Block
- Exterior Features: Security High Impact Doors, Outdoor Grill
- Exterior Features: Built In Grill
- Irrigation Source: Reclaimed Water
- Pool Features: In Ground, Community
- Private Pool: Yes
- Roof: Shingle
- Security Features: Smoke Detectors
- Structure Type: Low Rise
- Gulf Access: No
- Spa: No
- Appliances: Dryer, Dishwasher, Electric Cooktop, Freezer, Disposal, Microwave, Range, Refrigerator, Self Cleaning Oven
- Baths Full: 2
- Bathrooms Half: 0
- Bathrooms Total Integer: 2.0
- Beds Total: 2
- Bedrooms: 2 Bed
- Cooling: Central Air, Electric
- Cooling: Yes
- Elevator Text Details: None
- Flooring: Laminate, Tile
- Furnished Desc: Unfurnished
- Heating: Central, Electric
- Heating: Yes
- Interior Features: Attic, Built In Features, Bedroom On Main Level, Entrance Foyer, Jetted Tub, Living Dining Room, Pull Down Attic Stairs, Walk In Closets, Split Bedrooms
- Interior Features: Foyer, Pull Down Stairs, Walk-In Closet, Smoke Detectors
- Levels: Two
- Rooms Total: 0
- Window Features: Impact Glass
- One Time Rec Lease Fee: $.00
Property History for 5565 Trailwinds Drive, Unit 216
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Dec 17, 2025 | Sold FORTMLS #2025015534 | $180,000 | — |
| Dec 17, 2025 | Pending FORTMLS #2025015534 | — | |
| Oct 18, 2025 | Listed (Active) FORTMLS #2025015534 | $199,000 | — |
| Jul 17, 2025 | Expired FORTMLS #225006574 | $259,000 | — |
| Jan 17, 2025 | Listed (Active) FORTMLS #225006574 | $285,000 | — |
| May 21, 2020 | Sold (Public Record) Public Record #668655427 | $115,900 | +3.9% / yr |
| May 21, 2020 | Sold Naples Area Board of REALTORS #220013260 | $115,900 | — |
| May 21, 2020 | Pending Naples Area Board of REALTORS #220013260 | — | |
| Feb 15, 2020 | Listed (Active) Naples Area Board of REALTORS #220013260 | $124,900 | — |
| Feb 12, 2020 | Expired Naples Area Board of REALTORS #220007725 | — | |
| Feb 11, 2020 | Listed (Active) Naples Area Board of REALTORS #220007725 | $124,900 | — |
| Nov 4, 2013 | Sold (Public Record) Public Record #372972502 | $90,000 | -0.7% / yr |
| Nov 4, 2013 | Sold FORTMLS #201328987 | $90,000 | — |
| Sep 19, 2013 | Pending FORTMLS #201328987 | — | |
| Aug 4, 2013 | Expired FORTMLS #201305698 | $92,500 | — |
| Sep 10, 2002 | Sold (Public Record) Public Record #100279595 | $97,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 12/17/2025 | Sold FORTMLS #2025015534 | $180,000 |
| 12/17/2025 | Pending FORTMLS #2025015534 | — |
| 10/18/2025 | Listed (Active) FORTMLS #2025015534 | $199,000 |
| 07/17/2025 | Expired FORTMLS #225006574 | $259,000 |
| 01/17/2025 | Listed (Active) FORTMLS #225006574 | $285,000 |
| 05/21/2020 | Sold (Public Record) Public Record #668655427 | $115,900 +3.9% / yr |
| 05/21/2020 | Sold Naples Area Board of REALTORS #220013260 | $115,900 |
| 05/21/2020 | Pending Naples Area Board of REALTORS #220013260 | — |
| 02/15/2020 | Listed (Active) Naples Area Board of REALTORS #220013260 | $124,900 |
| 02/12/2020 | Expired Naples Area Board of REALTORS #220007725 | — |
| 02/11/2020 | Listed (Active) Naples Area Board of REALTORS #220007725 | $124,900 |
| 11/04/2013 | Sold (Public Record) Public Record #372972502 | $90,000 -0.7% / yr |
| 11/04/2013 | Sold FORTMLS #201328987 | $90,000 |
| 09/19/2013 | Pending FORTMLS #201328987 | — |
| 08/04/2013 | Expired FORTMLS #201305698 | $92,500 |
| 09/10/2002 | Sold (Public Record) Public Record #100279595 | $97,000 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Public Records for 5565 Trailwinds Drive, Unit 216
Schools near 5565 Trailwinds Drive, Unit 216
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Public - | PK to 5 | |||
| Public - | PK to 5 | |||
| Public - | PK to 5 |
Rating | School | Distance |
|---|---|---|
Tanglewood Elementary School PublicPK to 5 | ||
Orangewood Elementary School PublicPK to 5 | ||
Colonial Elementary School PublicPK to 5 | ||
Villas Elementary School PublicPK to 5 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
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Listing Courtesy of EXP Realty LLC, Stefanie Peters
The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2025 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.
