Woodlands Windermere in Orlando

Woodlands Windermere
Homes for Sale in Orlando, FL

All 4,383 homes for sale in Orlando, FL · median $379,000 · 217 homes for sale in 32835 · Orange County homes for sale

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

As of November 2026, Woodlands Windermere in Orlando, FL has 1 home for sale. As of November 2026, the MLS records 1 closed sale in Woodlands Windermere in Orlando, FL, the most recent in July 2026. Across Orlando as a whole, 8,585 homes closed in the last 12 months at a median of $395,000, 40 median days on market, with 3,929 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $6,590 ($5,910 with the full homestead exemption).

Live · Woodlands Windermere Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
6.0mo
Supply
3 to 6 months is the balanced band
0%
Under contract
Orange: 23% (1,755 of 7,529)
1 · 0
For sale · pending
live counts, refreshed twice daily
2
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
108
Homes in the community
108 residential parcels (FL DOR 2025)
Track record · 12 years of records
5
Recorded sales · 2024-2025
median $668K · qualified sales on the county roll (FL DOR 2025)
1979–1987
Years homes were built
median 1983 · county roll (FL DOR 2025)
1.9%/yr
Turnover rate
about 2 of 108 homes trade a year
Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written July 20, 2026

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.

Figures in this note are as of July 20, 2026. The live market numbers elsewhere on this page update nightly and are newer.

Woodlands Windermere Housing Pulse · Momentum Research · as of September 20, 2026

Woodlands Windermere right now

🟡 Balanced market. 6.0 months of supply and 0% of the inventory already under contract put buyers and sellers on roughly even footing.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 September 20, 2026. Confidence: Low (1 active and pending listings, 2 closed sales in 12 months).

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

· Updated November 14, 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 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.

County records show 5 qualified sales in Woodlands Windermere across 2024 - 2025 (2 in 2024, 3 in 2025), median $667,500 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

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

In ZIP 32835, 268 homes are on the market and 17% are under contract — a slower corner of Orlando.

Across Orange County, 5,774 homes are active and 1,755 pending (23% under contract).

In ZIP 32835 (Orlando), 134 homes closed in the last 12 months at a median of $295K ($221/sq ft), down 8.6% year over year, with a median 62 days on market. Right now 52 active and 7 pending listings put supply at about 4.7 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.

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 2026-11-02, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026. Tap any home to ask about it.

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.

Recent Developments in Woodlands Windermere

Development, infrastructure, retail, and school activity affecting Woodlands Windermere, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.

Dev Momentum78/100 · High
  1. September 2026
    Development

    Orange County commissioners approve Tuscana land use plan in Shingle Creek Basin on 4-3 vote

    Commissioners voted 4-3 to approve the Tuscana land use application from Shingle Creek Co-Owners LLC and Geyer Development, reversing a unanimous rejection in May 2025. The plan includes more than 1,000 hotel rooms, about 4,000 apartments and commercial buildings, with conditions for a raised road, flood mitigation and wetland protection. The developer projects thousands of jobs at full build-out.

    What it may mean for the marketThe approval could add substantial rental housing, hotel capacity and commercial space in the Shingle Creek area, while flood-mitigation conditions will shape how and when it is built. The site is about 8 miles south of Woodlands Windermere.

    Source: Spectrum News 13
  2. August 2026
    Retail & Dining

    Plans for Mattel indoor water park near Lake Buena Vista Factory Stores expand to 13 acres

    Updated plans for the site off State Road 535 show a 95,000-square-foot indoor water park designed by Martin Aquatic, a separate 45,000-square-foot entertainment building and nearly 900 parking spaces. The tower height rises to as much as 100 feet and still needs Orange County approval. About 200 jobs are expected, and no opening date has been announced.

    What it may mean for the marketThe project would add visitor attractions, dining and roughly 200 jobs near the State Road 535 corridor, with added traffic and parking demand nearby. The site is about 7 miles south of Woodlands Windermere.

    Source: FOX 35 Orlando
  3. July 2026
    Development

    Orange County opens Enclave at Canopy Park with 104 affordable units

    Orange County opened The Enclave at Canopy Park, a 104-unit affordable apartment community at 4440 Canopy Park Loop developed by Archway Partners. The county contributed 3 million dollars from its Affordable Housing Trust Fund. The community includes one and two bedroom homes plus a community center, fitness center, technology lab, and EV charging.

    What it may mean for the marketAdds 104 income-restricted apartment homes to the local rental supply along with new community amenities and green-certified construction. The project is about 5 miles east of Woodlands Windermere, elsewhere in Orange County.

    Source: ClickOrlando
  4. July 2026
    Civic

    Orange County previews new Innovation Center on West Colonial Drive

    Orange County previewed its new Innovation Center at 7149 West Colonial Drive, located within the county's Multicultural Center and Senior Center complex, with an official opening set for Fall 2026. The center will offer technology programs including 3D printing and makerspace prototyping through the Orange County Library System, plus career exploration and workforce training through CareerSource Central Florida.

    What it may mean for the marketAdds a county operated civic and technology facility with library and workforce programming to the West Colonial corridor. The project is about 4 miles north of Woodlands Windermere, elsewhere in Orange County.

    Source: Orange County Newsroom
  5. June 2026
    Development

    Mixed-use high-rise redesigned for 924 and 934 North Magnolia Avenue

    A redesigned 17-story mixed-use high-rise was proposed for 924 and 934 North Magnolia Avenue in Orlando's North Quarter district by Acram Group. The project would include 350 residential units, about 3,300 square feet of ground-floor commercial space, and a parking garage with 510 spaces, replacing two 1972 office buildings. A public plaza is planned at the corner of Magnolia and Weber Street.

    What it may mean for the marketWould replace two aging office buildings with 350 residences, ground floor retail, and structured parking, adding housing density and a public plaza along the Orlando Urban Trail. The project is about 7 miles northeast of Woodlands Windermere, elsewhere in Orange County.

    Source: Florida YIMBY
  6. June 2026
    Development

    Planning board approves zoning for 37-story tower at 170 East Washington Street

    Orlando's Municipal Planning Board voted to approve a Planned Development amendment for a 37-story, 425-foot mixed-use tower at 170 East Washington Street across from Lake Eola Park. The project would include 252 residential units, a 221-room hotel, a three-story restaurant, and structured parking. It still requires City Council consideration before construction.

    What it may mean for the marketWould add a 37 story tower with 252 residences and a hotel to the downtown skyline, replacing a prior approval for a 7 story hotel and increasing high density housing and parking supply. The project is about 7 miles northeast of Woodlands Windermere, elsewhere in Orange County.

    Source: Florida YIMBY

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Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in the Orlando Metro.

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

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

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.
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.

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Real comps, not an automated estimate.

Recently off market in Woodlands Windermere

Homes in Woodlands Windermere that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 2 on record.

Woodlands Windermere key facts
LocationOrlando, Orange County, FL · ZIP 32835
Homes in the community108 (FL DOR 2025 assessment roll)
Years built1979–1987 (median 1983.0)
Typical living area2,672 sq ft (median)
For sale right now1 active, 0 pending · median asking $967,000 · 12.0 months of supply
Owner-occupied (homestead) share87%

Data as of November 13, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2026 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Woodlands Windermere key facts,” movewithmomentum.com/neighborhoods/woodlands-windermere-orlando, data as of November 13, 2026.

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
16.67%
1 of 6 listings · auction 1
Distress share trend - 16.67% now (2026-08-12 → 2026-10-28)

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 October 2026 through October 2026. Deemed reliable but not guaranteed.

Every Home for Sale in Woodlands Windermere Right Now (1)

All 1 active and pending Woodlands Windermere listings with a detail page, newest first, refreshed twice a day from the MLS.

Email me new listings in Woodlands Windermere

One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.

Equal Housing Opportunity. Every community is open to everyone; alerts are about homes, never about who lives here.

Ask an agent about Woodlands Windermere

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Woodlands Windermere will answer, and the answer is published on this page for the next buyer.

Property facts only: homes, fees, rules, commute. Every community is open to everyone; agents do not answer questions about who lives here.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,537/mo
Orange County typical true cost to own
$117/mo
Orange County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

How much local inventory is already under contract

14% of homes for sale in ZIP 32835 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-11-14).

Frequently Asked Questions

Is Woodlands Windermere a buyer's or seller's market right now?
As of September 20, 2026, Woodlands Windermere is roughly balanced: 6.0 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).
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 320+ 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.
Where is Woodlands Windermere, and what county is it in?
Woodlands Windermere is in Orlando, Orange County, FL, ZIP 32835. The community's center is about 7 miles west of the center of Orlando (straight-line).
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

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: November 2, 2026)
Housing stock & ownershipFlorida DOR assessment roll (street-list match (8 streets, ZIP 32835))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2014 (25 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.

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Nearby Communities

Explore more neighborhoods near Woodlands Windermere with Momentum Realty’s local guides.

Woodlands Village0.2 mi away · 66 homes, built 1985–94Windermere Bus Center0.3 mi away · 3 for saleCCConroy Club0.3 mi away · 74 homes, built 2002–03Lafayette Club0.4 mi away · 17 homes, built 1995–00Park Springs0.4 mi away · 43 homes, built 1990–01, 1 for salePOPhillips Oaks0.5 mi away · 133 homes, built 1998–01Lake Cane Estates0.5 mi away · 3 for salePPasatiempo0.5 mi away · 20 homes, built 1981–89

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