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Windermere Downs Homes for Sale

2009 Woody Drive, Windermere
$1,125,000
4 Beds ⋅ 3 Baths ⋅ Windermere Downs SubDv. ⋅ 34786 Zip Code
Welcome home to your own Florida retreat, nestled on a generous 0.74-acre lot along the canopy-shaded, oak-lined streets of highly sought-after Windermere Downs. With access to the famed Butler Chain of Lakes and an array of community amenities, this property offers a rare combination of privacy, space, and the Windermere lifestyle. Windermere Downs residents enjoy amenities such as a private beach recreation area with access to the Butler Chain of Lakes, complete with a boat ramp and dock, white sandy beach, roped-off swimming area, and playgrounds. Two additional neighborhood parks offer playgrounds and tennis courts, making it easy to enjoy everything this established community has to offer. A spacious paver driveway leads to the garages offering parking for four cars., while a flagstone walkway welcomes you through the double-door entry. Inside, the foyer opens to bright formal living and dining rooms framed by two large bay windows. The kitchen features travertine flooring, multiple French doors, stainless steel appliances, and a gas range, with convenient access to the dining and family rooms. The inviting family room centers around an authentic Old Chicago Brick fireplace and features three skylights that bring in an abundance of natural light. The spacious primary suite offers a private retreat of its own, with French doors opening directly to the screened pool lanai. The en-suite bathroom is finished with a Kohler clawfoot tub and high-end fixtures. Beyond the living spaces, the backyard is a private oasis surrounded by mature greenery. A screened-in pool with travertine decking provides the perfect place to relax, while the expansive open travertine patio offers plenty of room for gatherings and outdoor dining. Additional features include a whole-house propane generator, 1,000-gallon underground gas tank, hybrid water heater, irrigation well, and valuable 2026 updates including a whole-house re-pipe, fresh exterior paint, and new soffits. With an expansive homesite, four-car garage, pool, and coveted Windermere Downs amenities, this is Florida living at its best.

2009 Woody Drive, Windermere

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Orange County › Windermere › Windermere Downs

Windermere Downs, Windermere

Windermere Downs is a neighborhood in north Windermere, in the 34786 zip code, built most often in the 1970s. Homes are block and stucco. Most homes fall between about 2,400 and 4,300 square feet under air, the median lot is roughly half an acre, and a two car garage is standard.

Homes here carry an HOA, billed annually, typically around $630. Confirm the figure on a specific parcel before relying on it.

What the homes are

  • Built Most often built in the 1970s (49% of homes), with homes from 1973 to 2015.
  • Construction Block and stucco. Shingle roofs on 76% of homes.
  • Style Contemporary, Traditional, Ranch
  • Size Most homes fall between about 2,400 and 4,300 square feet under air.
  • Bedrooms Four bedrooms is the most common plan, then three.
  • Garage A two car garage is standard.
  • Lot The median lot is roughly half an acre.
  • HOA Billed annually, typically around $630. Confirm on a specific parcel before relying on it.

Where Windermere Downs is

Windermere Downs, centered at 28.517342, -81.524785. Drag to explore.
Street level, inside the neighborhood. Drag to look around.

Drive times below are measured on the road network from the center of Windermere Downs, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving toTimeMiles
Downtown Orlando21 min12.8
Walt Disney World27 min16.3
Orlando International Airport30 min24.8
Universal Orlando16 min6.8

Public schools nearby

  • Thornebrooke Elementary School 5 min, 1.7 mi
  • Windermere Elementary School 7 min, 2.4 mi
  • Westbrooke Elementary School 9 min, 3.7 mi
  • Olympia High School 5 min, 2.4 mi

Private schools nearby

  • Jeremiah Christian Academy 4 min, 1.2 mi
  • Blessing Academy of Learning 4 min, 1.2 mi
  • The Crenshaw Academy 4 min, 1.4 mi
  • New Academy Inc 8 min, 3.2 mi

Parks and recreation

  • Gotha Park 3 min, 1.1 mi
  • Freedom Park 5 min, 1.7 mi
  • Central Park 9 min, 3.2 mi
  • Palmer Park 9 min, 3.3 mi

Groceries and errands

  • Horizon Foods 8 min, 3.2 mi
  • Walmart Neighborhood Market 5 min, 2.6 mi
  • Seriously Great Market Solution 6 min, 2.6 mi
  • Walmart 6 min, 2.6 mi

Nearest is not the same as zoned. The schools above are the closest ones to Windermere Downs by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Orange County Public Schools before it matters to a decision.

Places and drive times from Google, checked 20 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.

This page tracks what homes in Windermere Downs actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 6 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated November 2026.

Read this one loosely. Fewer than eight homes closed here in the last year, so every median on this page rests on a small sample and can swing on a single sale.

What homes sold for in Windermere Downs

$696,500Median sale price
$312Median per square foot
21 daysMedian days to contract
6Homes sold in 12 months

Sale prices ran from $645,000 to $1,295,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.

By size

Home sizeSalesMedian priceMedian $/sq ftMedian days
2,000 to 3,000 sq ft4$688,500$31221 days

A price per foot taken from the whole neighborhood should never be applied straight to one house.

Price cuts and time to contract

Median days to go under contract. Shorter is better.

Never reduced 5 sales, closed at 95.7% of asking14 days
Reduced at least once 1 sale, closed at 77.8% of the reduced price106 days

Sellers who held their number went under contract in a median 14 days. Sellers who had to reduce took 106 days and still closed at 77.8% of their already reduced price, after a typical cut of $40,000.

Seller concessions

50%Of sales included a seller credit
$10,000Typical credit when there was one
3 of 6Sales carrying a credit

A seller credit covers part of the buyer's closing costs and comes off the seller's proceeds, so the headline sale price overstates what the seller kept. Budget for it if you are selling, and ask for it if you are buying.

How buyers paid

Conventional 5 sales83%
Cash 1 sale17%

Cash was 17% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.

Questions about a specific home in Windermere Downs, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.

About this data. Source is the Stellar MLS feed for Windermere Downs in Windermere, Orange County, covering closed sales from 8 November 2025 through 3 November 2026, refreshed monthly and current as of November 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.

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