WOODLANDS WINDERMERE in ORLANDO

WOODLANDS WINDERMERE
Homes for Sale in ORLANDO, FL

Community in ORLANDO · Orange County · ZIP 32835
108 homesBuilt 1979–1987
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Built fromLive Stellar MLS data12 years of closingsFL DOR public recordsUpdated twice daily
Live · WOODLANDS WINDERMERE Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
18.0mo
Supply
3 to 6 months is the balanced band
0%
Under contract
Orange: 26% (2,054 of 7,927)
3 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
87%
Owner-occupied · WOODLANDS WINDERMERE
94 of 108 parcels homesteaded (FL DOR 2025)
13%
Non-owner-occupied · WOODLANDS WINDERMERE
incl. 7% trust or LLC-held · 100% out-of-state
0%
Cash buyers · WOODLANDS WINDERMERE
0 of 4 sales, 12 mo ending June 2023
108
Homes in the community
108 residential parcels (FL DOR 2025)
Track record · 12 years of records
Est. 1979
Community established
homes built 1979-1987, median 1983 (FL DOR 2025)
2
Failed listings · 2026
peaked at 4 in 2024
0.9%/yr
Turnover rate
about 1 of 108 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

This is a small, established pocket of Orlando - 108 homes total, all built within a tight 1979-1987 window - and it trades infrequently. With only 1 closing in the most recent window and just 3 active listings against a 36-month supply figure, the math here is about scarcity of transactions more than scarcity of homes. A market like this moves on individual sellers' timing, not on volume.

The 87% homestead share tells the real story: most owners here are not moving. That keeps inventory thin and gives whichever few homes do list some leverage on timing, even though the broader market_band reads buyer-leaning. For a buyer, that means patience and readiness - when something in this size range comes up, there is not a deep bench of competing inventory to choose from instead.

WOODLANDS WINDERMERE Housing Pulse · Momentum Research · as of August 2, 2026

WOODLANDS WINDERMERE right now

🟢 Buyer-leaning market. 18.0 months of supply and 0% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of August 2, 2026. Confidence: Low (3 active and pending listings, 1 closed sales in 12 months).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

Updated August 2, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

The 60-Second Overview

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.

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.

Best for

  • Buyers specifically looking for larger square footage in an early-1980s-built home
  • Buyers comfortable moving deliberately in a market with very few active listings
  • Sellers with long tenure whose homes reflect the community's established condition profile

Probably not for

  • Buyers who need several comparable listings to shop and compare before deciding
  • Anyone expecting community amenities as part of the purchase - none are currently identified
  • Buyers on a tight closing timeline who cannot wait for the right listing to surface

The market around WOODLANDS WINDERMERE

WOODLANDS WINDERMERE is a small community — 17 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.

In ZIP 32835, 308 homes are on the market and 17% are under contract — a slower corner of ORLANDO.

Across Orange County, 5,873 homes are active and 2,054 pending (26% under contract).

Homes here are single family residence.

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

Housing distress & ownership in WOODLANDS WINDERMERE, ORLANDO

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 5 listings
Distress share trend - 0.0% now (2026-08-12 → 2026-08-18)

Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period August 2026 through August 2026. Deemed reliable but not guaranteed.

Homes For Sale Right Now in WOODLANDS WINDERMERE

Live MLS inventory for WOODLANDS WINDERMERE. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.

Active and pending WOODLANDS WINDERMERE listings as of 2026-08-19, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2025. Tap any home to ask about it.

Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.

Schools

In short
  • Orange County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • 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.

If we were buying in WOODLANDS WINDERMERE today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in WOODLANDS WINDERMERE.

Best Buy
Buyers or sellers dealing in larger, older-vintage homes who are prepared for a market that moves slowly.
Biggest Risk
Low transaction volume makes it hard to gauge current pricing with confidence from recent activity alone.
Sweet Spot
A buyer targeting a larger floor plan from the early-1980s building era who is not in a rush.
Avoid If
You need a fast timeline or a wide selection of homes to compare side by side.

A community that rarely turns over

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.

The location and the amenities are priced into every listing in WOODLANDS WINDERMERE. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

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.

WOODLANDS WINDERMERE in 15 seconds.

Best forBuyers or sellers dealing in larger, older-vintage homes who are prepared for a market that moves slowly.
Biggest advantageVery limited inventory means less direct competition once a home is actually available.
Biggest riskLow transaction volume makes it hard to gauge current pricing with confidence from recent activity alone.
Sweet spotA buyer targeting a larger floor plan from the early-1980s building era who is not in a rush.
Avoid ifYou need a fast timeline or a wide selection of homes to compare side by side.

HOA, CDD & Fees

In short
  • Mandatory HOA - confirm current dues
  • Any club/amenity membership is billed separately

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

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed WOODLANDS WINDERMERE sales matched to your home.

What is your WOODLANDS WINDERMERE home worth?

Get a no-obligation home value based on real comparable sales in WOODLANDS WINDERMERE, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

See homes for sale in WOODLANDS WINDERMERE on the map →

Real comps, not an automated estimate.

WOODLANDS WINDERMERE Market Scorecard

Strong buyer's market

WOODLANDS WINDERMERE is currently a strong buyer's market. About 36.0 months of supply, a median asking price of $840,000, and homes go under contract in about 87 days.

36.0
Months supply
$840,000
Median list
$667,500
Median sold
$281
Per sqft
87
Days on mkt
3/1/1
Active/Pend/Sold

Go deeper: county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

Is WOODLANDS WINDERMERE a buyer's or seller's market right now?
As of August 2, 2026, WOODLANDS WINDERMERE leans toward buyers: 18.0 months of supply at the current sales pace (Stellar MLS live counts).
How many homes are in WOODLANDS WINDERMERE?
The Florida DOR 2025 assessment roll shows 108 homes in WOODLANDS WINDERMERE (public records).
What share of WOODLANDS WINDERMERE is owner-occupied?
87% of WOODLANDS WINDERMERE parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in WOODLANDS WINDERMERE built?
Homes in WOODLANDS WINDERMERE were built between 1979 and 1987, with a median year built of 1983.0 (FL DOR 2025 roll).
Do cash buyers compete in WOODLANDS WINDERMERE?
Cash buyers took 0% of WOODLANDS WINDERMERE sales in the 12 months ending June 2023 (0 of 4 closings, Stellar MLS).
Who is the best real estate agent for WOODLANDS WINDERMERE?
The best agent for WOODLANDS WINDERMERE is one who actively works ORLANDO and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for WOODLANDS WINDERMERE.
How do I find a top ORLANDO real estate agent who knows WOODLANDS WINDERMERE?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows WOODLANDS WINDERMERE and the wider ORLANDO area.
Can Momentum Realty connect me with an agent for WOODLANDS WINDERMERE?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your WOODLANDS WINDERMERE purchase or sale - no call center and no pressure.
Buyers specifically looking for larger square footage in an early-1980s-built homeExcellent fit
Buyers comfortable moving deliberately in a market with very few active listingsExcellent fit
Sellers with long tenure whose homes reflect the community's established condition profileExcellent fit
Buyers who need several comparable listings to shop and compare before decidingProbably not
Anyone expecting community amenities as part of the purchase - none are currently identifiedProbably not
Buyers on a tight closing timeline who cannot wait for the right listing to surfaceProbably not

Nearby Communities

Explore more neighborhoods near WOODLANDS WINDERMERE with Momentum Realty’s local guides.

Woodlands Village Orlando0.2 mi awayWBWindermere Bus Center Orlando0.3 mi awayLafayette Club Orlando0.3 mi awayPark Spgs Orlando0.4 mi awayLake Cane Estates Orlando0.5 mi awayLandsbrook Terrace Orlando0.6 mi awaySandy Spgs Orlando0.7 mi awayLake Marsha Highlands First Add Orlando0.7 mi away

Browse all Florida neighborhood guides →

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: August 2, 2026)
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (8 streets, ZIP 32835))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-sale records back to 2014 (24 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

Own a home here?

You just read the data. Now see what your home is worth.

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.

Looking to buy here? Search homes for sale →

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CallFree valuation →
Thinking of selling in WOODLANDS WINDERMERE? 1 recorded closings (window ending 2026-08-02). See the Orange County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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