Windsor Walk
Homes for Sale in Orlando, FL
All 4,383 homes for sale in Orlando, FL · median $379,000 · 459 townhomes for sale in Orlando · 158 homes for sale in 32837 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
As of November 2026, Windsor Walk in Orlando, FL has 2 homes for sale. Homes listed or recently sold were built 1988 - 1990; 5 of 5 report an HOA (median $114/mo); none of the 5 geocoded homes sit in a FEMA special flood hazard zone (median elevation 89 ft).
Windsor Walk right now
🟡 Off the recent peak. The trailing-12-month median ($211K) is down 3.2% from the prior 12 months ($218K). With about 3 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 20. Confidence: Low (3 and 4 sales in the two windows).
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
Windsor Walk market snapshot (as of September 20, 2026): the median sale price is about $211K ($168 per sq ft over the trailing 12 months of closed sales), and a median 7 days on market for closed sales. The trailing-12-month median is down 3% from the prior 12 months, computed from record-level Stellar MLS closed sales (3 closings in the current window).
In ZIP 32839 (Orlando), 42 homes closed in the last 12 months at a median of $261K ($212/sq ft), down 2.4% year over year, with a median 40 days on market. Right now 29 active and 2 pending listings put supply at about 8.3 months - a buyer's market. See the live ZIP 32839 housing market and the Orange County market.
County records show 6 qualified sales in Windsor Walk across 2024 - 2025 (5 in 2024, 1 in 2025), median $252,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Windsor Walk is a community of 135 homes in Orlando, Orange County, built between 1987 and 1990 (median 1989), with a median living area of about 1,168 square feet. 43% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Windsor Walk. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Windsor Walk
Windsor Walk
Windsor Walk
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Windsor WalkPhotos from Stellar MLS listings in Windsor Walk; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($211K) IS the median in the snapshot above, and the move from 2025 ($218K) IS the -3.2% one-year change.
Windows contain 0 to 11 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2012 through 2026. Deemed reliable but not guaranteed.
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.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Orange County scorecard.
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.
21% of homes for sale in ZIP 32837 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).
Windsor Walk Market Scorecard
Windsor Walk is currently a balanced market., and homes go under contract in about 138 days.
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Homes For Sale Right Now in Windsor Walk
Live MLS inventory for Windsor Walk. 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 Windsor Walk listings as of 2026-11-02, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2012 through 2026. Tap any home to ask about it.
Windsor Walk on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Life at Windsor Walk
- Pool · reported on 5 of 5 listings
- Clubhouse · reported on 1 of 5 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Waterbridge Elem · Elementary
- Freedom Middle · Middle
- Freedom High School · High
Zoned schools reflect the assignments reported on recent Windsor Walk 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 Windsor Walk address.
Shop the zone: Homes zoned for Freedom High School
Recent Developments in Windsor Walk
Development, infrastructure, retail, and school activity affecting Windsor Walk, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- September 2026Development
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 4 miles southwest of Windsor Walk.
Source: Spectrum News 13 - August 2026Retail & 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 6 miles west of Windsor Walk.
Source: FOX 35 Orlando - July 2026Development
Capstone begins construction on The Gateway luxury apartments
Capstone Building Corp began construction on The Gateway, a 270-unit apartment community at 7250 Shadowridge Drive in Orlando, developed by JBL Development. The five-story gated project spans more than 417,000 square feet and is expected to be completed in late 2027. Amenities include a saltwater pool, fitness center, pickleball court, and a clubhouse with a restaurant and bar.
What it may mean for the marketAdds 270 market rate apartments in a five story building with resort style amenities, expanding the local rental housing stock in the Airport Lakes area of south Orlando. The project is about 6 miles east of Windsor Walk, elsewhere in Orange County.
Source: Construction Owners - July 2026Development
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 north of Windsor Walk, elsewhere in Orange County.
Source: ClickOrlando - June 2026Development
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 10 miles north of Windsor Walk, elsewhere in Orange County.
Source: Florida YIMBY - March 2026Development
Orlando approves the 380-acre Dowden Central Community Development District in Lake Nona
Orlando approved the Dowden Central Community Development District, a roughly 380-acre district in the Lake Nona area of southeast Orlando, in March 2026. The district provides the framework to build roads, drainage, utilities, and parks for future development phases.
What it may mean for the marketA new community development district lays the groundwork for large-scale growth in the Lake Nona area, a step that typically precedes new housing and commercial activity nearby. The site is about 8 miles east of Windsor Walk.
Source: ClickOrlando
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.
The Windsor Walk buying strategy.
If we were buying in Windsor Walk today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 Windsor Walk.
A closer look at the Windsor Walk market
At a median of $168 per square foot, Windsor Walk prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The trailing-12-month median down 3% year over year. Homes that do trade take a median 7 days on market, useful leverage on any listing that has lingered.
The housing stock is 135 homes built between 1987 and 1990, and 43% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
The location and the amenities are priced into every listing in Windsor Walk. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Windsor Walk buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (5.7). Basis: Recent Direction -3.2% year-over-year; Owner Commitment 43% owner-occupied; Pricing Power 96.4% sale-to-list. Refreshed with each data update.
Tools for a Windsor Walk buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Windsor Walk sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windsor Walk, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Windsor Walk home worth?
Get a no-obligation home value based on real comparable sales in Windsor Walk, 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 all homes for sale in Orlando →
Recently off market in Windsor Walk
Homes in Windsor Walk 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. 1 on record.
- 11017 Yorkshire Ridge Court · off market
| Location | Orlando, Orange County, FL · ZIP 32839 |
|---|---|
| Home types (current listings and sales) | townhouses 100% |
| Amenities listed by sellers | Pool, Clubhouse |
| For sale right now | 2 active, 0 pending · median asking $251,400 · 8.0 months of supply |
Data as of November 13, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2026 through 2026. Market figures describe homes, not residents. Cite as: Momentum Realty, “Windsor Walk key facts,” movewithmomentum.com/neighborhoods/windsor-walk-orlando, data as of November 13, 2026.
Housing distress & ownership in Windsor Walk, Orlando
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
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.
Just listed in Windsor Walk
The newest homes for sale in Windsor Walk right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 11116 Alderly Commons Court $254,900 · 2 bd · 2.5 ba · 1,085 sq ft · listed Sep 23, 2026 Courtesy of NOVARE REAL ESTATE LLC
- 11008 Yorkshire Ridge Court $247,900 · 2 bd · 2.5 ba · 1,176 sq ft · listed Jun 10, 2026 Courtesy of LPT REALTY, LLC
Checked against the MLS nightly. All new listings in this market.
Every Home for Sale in Windsor Walk Right Now (2)
All 2 active and pending Windsor Walk listings with a detail page, newest first, refreshed twice a day from the MLS.
- 11116 Alderly Commons Court · $254,900 · 2 bd / 2.5 ba · listed Sep 23, 2026 · listed by Novare Real Estate Llc
- 11008 Yorkshire Ridge Court · $247,900 · 2 bd / 2.5 ba · listed Aug 15, 2026 · listed by Lpt Realty, Llc
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Orlando guides & data
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Florida buyer guides
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- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Regency Commons Court (27 homes on record)
Email me new listings in Windsor Walk
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.
Ask an agent about Windsor Walk
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Windsor Walk will answer, and the answer is published on this page for the next buyer.
What it really costs to own in Windsor Walk
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | Median $114/month across 5 MLS listings (most billed monthly; 2026-11-14). Dues cover what the documents say they cover; ask for the budget and reserve study. |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Orange County is $1,409/yr (4,204 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 1989 across 5 listings. An original roof here would be about 37 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
Frequently Asked Questions
What is the median home price in Windsor Walk?
How long do homes in Windsor Walk take to sell?
How many homes are in Windsor Walk?
What share of Windsor Walk is owner-occupied?
When were the homes in Windsor Walk built?
Who is the best real estate agent for Windsor Walk?
How do I find a top Orlando real estate agent who knows Windsor Walk?
Can Momentum Realty connect me with an agent for Windsor Walk?
Where is Windsor Walk, and what county is it in?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 2, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (5 streets, ZIP 32837/32839)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2012 (48 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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The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. A Momentum agent can price yours against live local comps.
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See how Windsor Walk fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Windsor Walk
- Home values · What homes in Windsor Walk actually sell for