Curious about this home?

Ask anything — no agents, no pressure

Try asking

About This Home

This 3-bedroom, 2-bathroom condo at 5905 Trailwinds Drive in Fort Myers, FL is listed for $179,900 ($135 per sqft). Built in 1990, the home offers 1,330 sqft of living space on a N/A lot.

Agent Description

Refreshed with updated professional photography! Sellers are offering a $6,000 credit toward the Hideaway Capital Contribution, making this beautifully maintained first-floor end unit an incredible opportunity in The Hideaway Country Club. Featuring brand new Luxury Vinyl Plank flooring installed in the main living areas and kitchen in January 2026

, this spacious 3-bedroom, 2-bath condo offers a light, coastal feel with stunning lake and golf course views from multiple rooms. The desirable end-unit location provides additional privacy and natural light, while the air-conditioned Florida Room creates extra year-round living space perfect for relaxing or entertaining.

The updated guest bathroom adds a modern touch, and the home is being offered mostly furnished with only a few exclusions, making it easy to start enjoying the Southwest Florida lifestyle right away. Additional features include a designated covered parking space, golf cart parking space, private exterior storage closet, plus access to a shared workshop and garden room available for residents.

Oakmont Village residents also enjoy a sparkling village pool and patio area just steps away. The Hideaway Country Club offers optional golf and tennis memberships, clubhouse dining, and a welcoming active community atmosphere all centrally located near shopping, dining, beaches, RSW Airport, and everything Fort Myers has to offer. Don't miss your chance to own one of the best values and lowest priced 3-bedroom condos in this sought-after community!

Key Features

  • Built in 1990
  • Waterfront

Property Details

1 story
2 full
#816
1990

Amenities

WaterfrontViewA/C

Monthly Cost Estimate

$6,117/mo

20% down · 6.5% · 30 years

Principal$130
Interest$780
Insurance$52
HOA$5,155

Estimates only. Actual payments may vary.

Location

5905 Trailwinds Drive

Fort Myers, FL 33907

OAKMONT VILLAGE

Features & Amenities

Interior Features

BreakfastBarBuiltInFeaturesBedroomOnMainLevelDualSinksLivingDiningRoomMainLevelPrimaryPantryShowerOnlySeparateShowerWalkInClosetsWindowTreatments

Property Details

Flooring

TileVinylLaminate

Construction

Block Concrete Stucco

Views

LakeGolf Course

Parking

CoveredCarportAssignedGarage

Heating

Electric (Heating)Central

Cooling

ElectricCentral Air

Appliances

DryerDishwasherFreezerDisposalMicrowaveRangeRefrigeratorWasher

Questions & Answers

This 3-bedroom, 2-bathroom condo at 5905 Trailwinds Drive is listed at $179,900 ($135/sqft). The estimated monthly payment is $5,935 based on 20% down at 6.5% interest.

HOA fees are $5155/month.

Key features include: Built in 1990, Waterfront. Interior Features: BreakfastBar, BuiltInFeatures, BedroomOnMainLevel.

This property is listed by Jessica Steinberg and can be reached at 2399402715 or JustSoldbyJessica@gmail.com.

JS

Jessica Steinberg

Agent at Keller Williams Realty Fort Myers and the Islands

(239) 940-2715

Listed by Keller Williams Realty Fort Myers and the Islands · View on Broker Site

MLS# 2025005046· Source: listhub· Updated 297 days ago

Copyright © 2026 Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

5905 Trailwinds Drive, Fort Myers, FL 33907

Open this listing in: