Woodlands Windermere
Homes for Sale in Orlando, FL

Woodlands Windermere Orlando is a compact, older-vintage Orange County community of larger-format homes - the median living area runs north of 2,600 square feet - built almost entirely within a single decade in the early-to-mid 1980s.

Stellar MLS sales records identify 36 homes in Woodlands Windermere that have changed hands since 2014, built between 1979 and 1987 (median 1982), with a median living area of about 2,709 sq ft and a typical 4-bedroom, 3-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Woodlands Windermere is too small for its own price trend, so here is the market around it.

In ZIP 32835, 272 homes are on the market and 22% are under contract — a steady corner of Orlando.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

In ZIP 32835 (ORLANDO), 368 homes closed in the last 12 months at a median of $289K ($221/sq ft), down 8.2% year over year, with a median 57 days on market. Right now 118 active and 28 pending listings put supply at about 6.6 months - a buyer's market. See the live ZIP 32835 housing market and the Orange County market.

ZIP and county figures describe the wider market, not Woodlands Windermere specifically. Momentum Research analysis of MLS records.

• Windy Ridge Elem · Elementary
• Chain of Lakes Middle · Middle
• Olympia High · High

Zoned schools reflect the assignments reported on recent Woodlands Windermere listings and can change; always confirm with Orange County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Woodlands Windermere address.

With just 108 homes and a homestead share of 87%, this is not a community built for quick resale cycles. Most owners appear to be staying put, which is consistent with the low closing count in the current window. When a home does hit the market, it is competing against very little else - active listings sit at just 3 - but the 36-month supply figure signals that absorption is slow relative to that already-thin pool, not that demand is overwhelming it.

Home sizes cluster large, with a median living area over 2,672 square feet, and the building stock is uniform in age - nearly all homes date to the 1979-1987 span, with a median year built of 1983. That consistency in vintage means condition, updates, and maintenance history will do more to differentiate one listing from another than floor plan or lot position. No community amenities are identified in current MLS data, so buyers should treat this as a standalone housing stock rather than an amenity-driven purchase.

A market this thin rewards someone who is watching it closely rather than checking in occasionally. With only a handful of active listings and a single closing in the recent window, timing and access to off-market or pre-list conversations matter more than in higher-volume communities. Momentum tracks activity here closely enough to flag movement - on either side of the transaction - before it becomes obvious.

Listings in this community report association dues of about $25 per month ($300 a year) - the median AssociationFee across 6 MLS records, normalised to a monthly figure; most are billed annually. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.