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5585 Trailwinds DR 314 photos

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5585 Trailwinds DR 314, FORT MYERS

Low Rise (1-3)

Active

$188,900

$10,000 (5%)

3

Beds

2

Baths

1,187

Sqft

Est. $1,505/mo · Get pre-qualified

Home Type: Low Rise (1-3)Year Built: 1985Sqft: 1,187Price/Sqft: $159Lot Size: 0.1758 acresCondo: $1,050 / quarterly

Welcome to this beautifully maintained turnkey ground-floor condo in the desirable Hideaway Country Club community! This inviting residence features a spacious feel and a lanai with two convenient entry points, perfect for enjoying Florida’s indoor-outdoor lifestyle. The home includes an updated bathroom, stainless steel appliances, a pantry, and the convenience of an in-unit washer and dryer. Offered fully furnished, it’s ready for immediate enjoyment or seasonal use. Additional highlights include an assigned parking space plus a dedicated golf cart space, making it easy to take advantage of everything the community has to offer. Located within Hideaway Country Club, residents enjoy amenities right at their fingertips, including golf, clubhouse, dining, tennis, fitness, and more. Whether you’re looking for a year-round residence, seasonal retreat, or investment opportunity, this condo offers comfort, convenience, and an exceptional lifestyle in one of Fort Myers’ sought-after communities.

170 days on market · Listing updated August 26, 2026

Location

Facts & Features

Interior Features:
Family Room, Wired for Data, Entrance Foyer, Pantry, Walk-In Closet(s)
Appliances:
Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Self Cleaning Oven, Washer
Flooring:
Vinyl
Laundry:
Washer/Dryer Hookup, Inside
Primary Bathroom:
Shower Only
Kitchen:
Dome Kitchen
Dining Room:
Breakfast Bar, Dining - Living, Eat-in Kitchen
Entry Level:
1
Heating:
Central Electric
Cooling:
Ceiling Fan(s), Central Electric, Exhaust Fan
Utilities:
Cable Available
Sewer:
Central
Water Source:
Central
Security:
Smoke Detector(s), Smoke Detectors
Exterior Features:
Outdoor Grill, Courtyard, Sprinkler Auto, Storage, Water Display
Construction:
Concrete Block, Stucco
Roof:
Shingle
Patio / Porch:
Screened Lanai/Porch, Patio
View:
Golf Course, Lake, Landscaped Area, Water, Water Feature
Waterfront:
None, Pond
Direction Faces:
South
Lot Features:
On Golf Course, Regular
Irrigation:
Other
Road Frontage:
Private Road
Parking:
1 Assigned, Golf Cart Garage, Guest, Detached Carport
Carport Spaces:
1
Windows:
Single Hung, Sliding
Community Features:
Golf Non Equity, Bike And Jog Path, BBQ - Picnic, Bocce Court, Clubhouse, Pool, Community Room, Putting Green, Restaurant, Street Lights, Tennis Court(s), Theater, Fitness Center, Extra Storage, Golf, Hobby Room, Internet Access, Pickleball, Condo/Hotel, Gated, Golf Course, Tennis
Subdivision:
BALTUSROL VILLAGE
Elementary School:
SCHOOL CHOICE
Middle School:
SCHOOL CHOICE
High School:
SCHOOL CHOICE
Zoning:
BALTUSROL VILLAGE
Annual Taxes:
$500
Pets Allowed:
No
Furnished:
Turnkey
Possession:
Close Of Escrow
Listing Terms:
Buyer Finance/Cash, FHA, Seller Pays Title, VA Loan

Price History

DateEventPrice
Aug 26, 2026Price change$188,900
Mar 11, 2026Original list price$250,000

Reflects listing data on file, not a complete transaction history.

Listed by Martin Hawley, KW Florida Living

Co-listed by Kimberly Hawley, KW Florida Living

$188,900

5585 Trailwinds DR 314, FORT MYERS

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$1,505

est. monthly payment

Estimate only — actual payment depends on your lender, credit profile, and final loan terms.

The data relating to real estate for sale displayed on this Website comes in part from the Multiple Listing Service of the Bonita Springs-Estero Association of REALTORS®, Inc., under License No. BK3468074. Properties displayed on this Website include properties listed with brokerage firms other than Sands Real Estate & Property Management. 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 Bonita Springs-Estero Association of REALTORS® Multiple Listing Service, or contained in the database compilation of the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service.