Windtree Gardens Homes for Sale in Winter Garden, FL
A 1980s condominium community of two-bedroom, two-bath units a few minutes from historic downtown Winter Garden, Plant Street, and the West Orange Trail. Residents have a community pool, clubhouse, and basketball court.
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Live listings
Current Windtree Gardens homes on the market.
Stellar MLS sold data, closings Oct 21, 2025 through Oct 1, 2026 (export pulled Oct 14, 2026). All 9 sales were condominiums.
| Fact | Figure |
|---|---|
| Closed sales (last 12 months) | 9 |
| Median sold price (last 12 months) | $197,000 (9 sales) |
| Median price per sq ft | $215 |
| Median days on market | 29 days (CDOM) |
| Condominium median (sold) | $197,000 (9 sales) |
| Typical year built | 1983 to 1984 (middle 50% of sales) |
| Active listings | 4 (Stellar MLS, Oct 14, 2026) |
| Property type | Condominium community (Phases 1 to 6) |
| ZIP / area | 34787 · Winter Garden |
Sources: Stellar MLS (sold closings last 12 months (Stellar MLS export pulled Oct 14, 2026; closings in file run Oct 21, 2025 to Oct 1, 2026)); Stellar MLS active listings (Oct 14, 2026); recent Windtree Gardens MLS listing descriptions (amenities, condo fee inclusions, location).
Where is Windtree Gardens in Winter Garden?
Windtree Gardens is in Winter Garden, in the 34787 ZIP code, with units along Windtree Lane. Historic downtown Winter Garden, with Plant Street’s shops, restaurants, and Saturday farmers market, is a few minutes away, and the West Orange Trail runs through downtown for walking and biking. Major roads, shopping, and dining are all a short drive from the community entrance.
Location snapshot
- ZIP: 34787
- City: Winter Garden
- Street: Windtree Lane
- Downtown: Plant Street, a few minutes away
- Property type: condominiums
What’s around
- Downtown: Plant Street shops and dining
- Weekends: Winter Garden Farmers Market
- Trail: West Orange Trail
- Major roads: a short drive
- Schools: check Orange County Find My School by address
What amenities does Windtree Gardens include?
Windtree Gardens is a condominium community with a condo association. Recent listings describe a community pool, a clubhouse, a basketball court, sidewalks, and a community mailbox area, and units we reviewed come with two assigned parking spaces. The condo fee covers the pool and grounds maintenance, and listings also show common area taxes and a reserve fund. Fees vary by phase and can change, so ask us for the current fee, what it covers, and any special assessments on the unit you like.
What do Windtree Gardens condos typically look like?
Windtree Gardens is a condominium community built from 1983 to 1985, and every unit sold in the last 12 months was a 918-square-foot condo with 2 bedrooms and 2 baths. The 9 sales ranged from $153,000 to $220,000, and the 4 active listings on October 14, 2026, all the same floor plan, were priced from $199,999 to $219,990. With one floor plan, price differences here come down to condition and updates, floor level, location within the community, and the condo fee, so compare those closely.
How does Windtree Gardens compare to nearby Winter Garden options?
Buyers looking at Windtree Gardens often weigh a condo near downtown against a single-family home in neighborhoods such as Stoneybrook West, or against newer homes farther out. Read Downtown Winter Garden (Plant Street) vs Horizon West to compare lifestyles, and check Cost of Living in Winter Garden, FL (2026) before you set a budget.
Frequently asked questions
What do Windtree Gardens condos sell for?
Across 9 closed sales from October 21, 2025 through October 1, 2026, the median sold price was $197,000, or $215 per square foot, and the median days on market was 29. Sales ranged from $153,000 to $220,000.
What size are the condos in Windtree Gardens?
Every unit sold in the last 12 months was a 918-square-foot condo with 2 bedrooms and 2 baths, built from 1983 to 1985.
What amenities does Windtree Gardens have?
Recent listings describe a community pool, a clubhouse, a basketball court, and sidewalks, plus assigned parking. The condo fee covers the pool and grounds maintenance. Confirm the current fee, what it covers, and any special assessments on the specific unit.
How close is Windtree Gardens to downtown Winter Garden?
Windtree Gardens is a few minutes from historic downtown Winter Garden, where Plant Street has shops, restaurants, the Saturday farmers market, and access to the West Orange Trail.
How do I see current Windtree Gardens condos for sale?
Use the live listings block on this page for active inventory, or call or text the Jared Jones Team at 407-706-5000. Stellar MLS showed 4 active Windtree Gardens listings on October 14, 2026.
Sources
- Stellar MLS: Windtree Gardens sold closings, last 12 months, export pulled Oct 14, 2026 (9 sales; median $197,000; $215/sf; 29 CDOM)
- Stellar MLS: Windtree Gardens active listings on Oct 14, 2026 (4)
- Recent Windtree Gardens MLS listing descriptions (amenities, condo fee inclusions, parking, location, Oct 2026)
- Orange County Public Schools Find My School: school assignment by address
Browse nearby
Thinking about a condo in Windtree Gardens?
Call or text the Jared Jones Team at 407-706-5000. We will compare any Windtree Gardens unit with recent sales, pull the current condo fee and any special assessments, and help you price or write your offer.
