

Overview
Ask anything about this home
Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.
About this home
5925 Trailwinds Dr #925 is a 1989-built home in Oakmont Village Condo, Fort Myers. Inside you'll find 3 bedrooms, 2 bathrooms, and 1,435 square feet of living space. Listed at $105,000 (about $73/sqft), 37 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $1,632 quarterly.
AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. Wake up to peaceful water and golf course views from this beautifully maintained second floor condo in Oakmont Village at The Hideaway Country Club. Featuring 3 bedrooms and 2 bathrooms, this bright and spacious residence provides a comfortable layout filled with natural light and inviting Florida charm. The open living and dining area features a vaulted ceiling, neutral finishes, tile flooring, ceiling fans, and large sliding glass doors that showcase the scenic surroundings. The kitchen provides abundant cabinet and counter space, a breakfast bar, appliances, and an open connection to the main living area. The spacious primary bedroom includes a ceiling fan, generous closet space, and convenient access to a private bathroom with an extended vanity and walk in shower. The additional bedroom is bright and comfortably sized, guest area, reading room, or hobby space. An interior laundry area adds everyday convenience. Step through the sliding glass doors onto the private screened lanai and enjoy relaxing views of the landscaped grounds, and golf course. Whether enjoying a quiet morning or unwinding at the end of the day, this outdoor space is a standout feature of the home. Additional highlights include covered assigned parking, a community pool, maintained tropical landscaping, and a gated golf community setting. Conveniently located near shopping, dining, entertainment, major roadways, the airport, and Southwest Florida beaches, this condo combines comfort, scenery, and convenience. Clean, welcoming, and ready for its next owner, this property is a wonderful choice for a primary residence, seasonal getaway, or investment opportunity. Schedule your private showing and experience everything this Fort Myers condo provides! Offers may be entered ONLINE through Tuesday, October 20, 2026 at 5:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.
Request documents
Free. Tap one and our team sends it over.
The essentials
At a glance
Payment
Details
Districts can re-zone, so verify directly with the district before relying on these.
Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.
Price history
Neighborhood
Market insights
Offer Insights
Choose an offer strength
Sample: 20 closed condo sales in Fort Myers over the last 8 months, Stellar MLS. Widened past this ZIP to get a usable sample. A small sample in a thin market. A starting point, not a guarantee.
Talk through an offer with our teamCalculator
Not sure what you can afford?
Put in your household income and we will tell you where this payment sits.
Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA is the fee reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.
Quick answers.
Price
$105,000
$73 per sq ft
Beds and baths
3 beds, 2 baths
Size
1,435 sq ft
Time on market
37 days
Year built
1989
Monthly payment
About $1,248/mo
That is 20% down on a 30-year fixed at 6.8%, plus the home's $1,241 annual tax bill, insurance, and the $1,632/qtr HOA fee.
HOA fee
$1,632/qtr
Managed by Oakmont Village.
Flood zone
Zone X
That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.
Offer
What should I offer?
Have another question?
Keep exploring Florida
Pick up where you left off, or see what else is out there.







