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$1,500

  • Sold
  • Closed
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 836 Sq. Ft.
See This Home
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See This Home
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SEASONAL SHORT-TERM RENTAL!! AVAILABLE! Stunning 2BR/2BA Condo in Premier Golfing Community with Serene Lake & Fairway Views! Welcome home to this beautifully maintained and fully furnished 2-bedroom, 2-bath second-story condo nestled in one of the area's most sought-after golfing communities. Perfectly positioned to capture breathtaking views of the golf course and shimmering lake, this residence is a tranquil haven for both seasonal and year-round living. If you LOVE to Golf this is the place for you! Spacious enclosed lanai - perfect for morning coffee or evening wine with sweeping water and greens views. Turnkey furnished with tasteful, neutral decor - just bring your suitcase! Bright and airy floor plan with plenty of natural light. Primary suite with ensuite bath and generous closet space Second full bath for guests or family. Assigned parking. Close to so many restaurants, shopping, Grocery stores and movie theater!

Full Property Details for 5590 Trailwinds Dr #421

General

  • Rent: $1,500
  • Status: Closed
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 225059644
  • Added to Site: 429 day(s) ago

Rental Information

  • Lease/Rent Term: 365
  • Min. Lease (Days): 365

Interior

  • Interior Features: Florida Room, Guest Bath, Guest Room, Walk-In Closet(s)
  • Appliances: Microwave, Range, Refrigerator
  • Furnished: Yes
  • Furnishings: Furnished
  • Flooring: Carpet

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Laundry: Inside

Additional Information

  • Shared Amenities: Clubhouse, Pool, Gated
  • Security/Safety: Smoke Detector(s), Smoke Detectors

Exterior

  • Exterior Features: None

Parking

  • Carports: Yes
  • Carport Spaces: 1
  • Covered Spaces: 1
  • Parking Features: Attached Carport

Location

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

Community

  • Units Assoc/Comm: 4960

Heating & Cooling

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

Utilities

  • Cable Available: Yes
  • Utility Description: Cable Available

Structural Information

  • Description/Design: Low Rise (1-3)
  • Common Walls: Corner, End Unit
  • Windows: Window Coverings
  • Entry Floor Number: 2
  • Stories/Levels: 2
  • Stories in Building: 2
  • Square Feet: 836
  • Living Area: 836 Sq. Ft.
  • Year Built: 1984

Lot Features

  • Property View: Golf Course, Lake
  • Lot Size (Acres): 0.1536
  • Lot Size (Sq. Ft.): 6,690

Water Features

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

Financial Considerations

  • Owner Pays: Water
  • Tenant Pays: Application Fee, Credit Application, Electricity, Internet Access

Disclosures and Reports

  • Legal Description: MERION VILLAGE CONDO AT THE HIDEWAY CC BLDG 4 UNIT 421 OR 1722 PG 4477
  • Property ID: 12-45-24-24-00004.4210
  • Section: 12
  • Block: 4
  • Lot Number: 421

Meet the listing and selling agent

Meet the listing and selling agent
— 5590 Trailwinds Dr #421 —

Schools serving 5590 Trailwinds Dr #421

School District:Lee County School District, Fort Myers, FL
NameGradesDistance
Villas Elementary School
8385 Beacon Boulevard, Fort Myers, FL 33907
K-50.4 mi
Tanglewood Elementary School
1620 Manchester Boulevard, Fort Myers, FL 33919
K-51.5 mi
Orangewood Elementary School
4001 Deleon Street, Fort Myers, FL 33901
K-52.5 mi
Cypress Lake Middle School
8901 Cypress Lake Drive, Fort Myers, FL 33919
6-83 mi
Paul Laurence Dunbar Middle School
4750 Winkler Avenue, Fort Myers, FL 33966
6-83.5 mi
Fort Myers Middle Academy
3050 Central Avenue, Fort Myers, FL 33901
6-83.5 mi
South Fort Myers High School
14020 Plantation Road, Fort Myers, FL 33912
9-122.2 mi
Cypress Lake High School
6750 Panther Lane, Fort Myers, FL 33919
9-123.2 mi
Fort Myers High School
2635 Cortez Boulevard, Fort Myers, FL 33901
9-124.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price History for 5590 Trailwinds Dr #421

Date
Details
Price
Change
Source
6/15/2026
Sold
$1,500
-25%
MLS
11/19/2025
Price Reduced
$2,000
-20%
MLS
9/17/2025
Price Increased
$2,500
47.06%
MLS
7/23/2025
Price Reduced
$1,700
-2.86%
MLS
6/28/2025
Listed
$1,750
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Price Reduced near 5590 Trailwinds Dr #421

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17809 Belforte CT, North Fort Myers, FL 33917 - Photo 1 Price Reduced
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Recent Sales near 5590 Trailwinds Dr #421

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5650 Trailwinds Dr, Fort Myers, FL 33907 - Photo 1 Sold
$1,450

5650 Trailwinds Dr  #122  Fort Myers, FL 33907

  • Single Family
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  • 2
    Beds
  • 2
    Total Baths
  • 936
    Sq. Ft.
5650 Trailwinds Dr, Fort Myers, FL 33907 - Photo 1 Sold
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5650 Trailwinds Dr  #122  Fort Myers, FL 33907

  • Condo
  • Closed
  • 2
    Beds
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    Total Baths
  • 836
    Sq. Ft.
Listed by Elevate Real Estate Brokers
Sold by Elevate Real Estate Brokers
5665 Trailwinds Dr, Fort Myers, FL 33907 - Photo 1 Sold
$1,450

5665 Trailwinds Dr  #616  Fort Myers, FL 33907

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5870 Trailwinds Dr  #612  Fort Myers, FL 33907

  • Single Family
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    Total Baths
  • 1,435
    Sq. Ft.

5590 Trailwinds Dr #421, Fort Myers, FL 33907 (MLS# 225059644) is a Single Family property that was sold at $1,500 on June 15, 2026. This property was listed by Becky Vest from our Cape Coral Office.Want to learn more about 5590 Trailwinds Dr #421? Do you have questions about finding other real estate for sale or rent in Fort Myers? You can browse all Fort Myers rentals or contact a Coldwell Banker agent to request more information.