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Offered at $178,900Active
beds
3
baths
2
sq ft
1,187
Built
1985

5585 Trailwinds Drive #314

Fort Myers, FL 33907

About this home

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.

Listing last checked: Listing updated:

Listed by Martin Hawley, Kimberly Hawley · KW Florida Living · MLS #2026011845

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Details at a glance

Interior4 property facts
Rooms
7
Heating
Central, Electric
Cooling
Central Air, Ceiling Fan(s), Electric
Flooring
Vinyl
Building4 property facts
Style
Condominium
Year built
1985
Garage
0
Roof
Shingle
Land & utilities3 property facts
Lot size
0.1758 acres
Water
Public
Sewer
Public Sewer
Financial3 property facts
Annual taxes
$500
Assessment year
2025
HOA fee
$5,155 (billing period not supplied)

Location

Estimated monthly cost

Explore costs at the $178,900 asking price. Adjust the assumptions to your situation.

Known monthly costs$946 / monthAdjust
Principal & interest
$905
Property tax
$42
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $500. Initial monthly tax is one twelfth of that amount. Listing HOA fee: $5,155. The billing period was not supplied; confirm the monthly amount before adding it.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

More property insights

Comparable properties 3 supplied

Sold Jun 29, 2026

$195,000

5284 Concord Way

Sold Jul 21, 2026

$165,000

13565 Eagle Ridge Drive #1124

Sold Aug 20, 2026

$175,000

3708 SE 12th Avenue #104

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About 5585 Trailwinds Drive #314

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Request a tour of 5585 Trailwinds Drive #314 and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.