WINDSOR SQUARE
Homes for Sale in SANFORD, FL
True comps, carrying-cost math, and listings before the portals.
Windsor Square is a small, tightly built community - 67 homes, all constructed in 2018 or 2019 - so pricing here tracks condition and floor plan more than it tracks broader Sanford trends. With a median living area of 1,636 square feet and a median build year of 2019, these are newer-construction homes without much age spread to sort through, which keeps appraisals and comps relatively consistent.
Right now there is only a single active listing against a 6.0-month supply, which the feed still classifies as a balanced market. That combination means activity is thin rather than slow - there simply isn't much on the market to compare against. A seller with a well-maintained home has limited direct competition inside the community at this moment; a buyer has to be ready to move since there is no backlog of alternatives to fall back on.
The 60-Second Overview
Windsor Square Sanford is a compact, deed-restricted community of newer construction in Seminole County, with homes built almost entirely in 2018 and 2019 and a majority owner-occupancy rate based on homestead filings.
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.
The setting & the homes.
Aerial and on-site photos of WINDSOR SQUARE. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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WINDSOR SQUAREWho WINDSOR SQUARE is best for.
Best for
- A buyer prioritizing newer construction over an older, more established housing stock.
- A buyer comfortable with deed restrictions and HOA oversight in exchange for a more uniform community.
- A buyer who wants to move decisively once a listing appears, given how few are on the market at once.
Probably not for
- A buyer who wants to see multiple active listings before deciding on a floor plan.
- A buyer looking for an older or larger lot outside a newer-build footprint.
- A buyer who wants to avoid HOA deed restrictions entirely.
The market around WINDSOR SQUARE
WINDSOR SQUARE is a small community — 5 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.
In ZIP 32773, 189 homes are on the market and 28% are under contract — a steady corner of SANFORD.
Across Seminole County, 1,574 homes are active and 662 pending (30% under contract).
The housing mix here is 94% townhouse, 6% ?.
ZIP and county figures describe the wider market, not WINDSOR SQUARE specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in WINDSOR SQUARE, SANFORD
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 August 2026 through August 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in WINDSOR SQUARE
Live MLS inventory for WINDSOR SQUARE. 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 SQUARE listings as of 2026-08-23, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2018 through 2026. Tap any home to ask about it.
WINDSOR SQUARE 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, tiles © CARTO.
Life at WINDSOR SQUARE
- Community Mailbox · reported on 2 of 3 listings
- Deed Restrictions · reported on 2 of 3 listings
- Secured Garage/Parking · reported on 1 of 3 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
- Seminole County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Layer Elementary · Elementary
- Millennium Middle · Middle
- Seminole High · High
Zoned schools reflect the assignments reported on recent WINDSOR SQUARE listings and can change; always confirm with Seminole County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any WINDSOR SQUARE address.
The WINDSOR SQUARE buying strategy.
If we were buying in WINDSOR SQUARE 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 SQUARE.
A small, uniform pocket of newer construction
Because every home in Windsor Square was built within a two-year window, the usual variables that swing pricing in older neighborhoods - roof age, system replacements, decade-old renovations - are mostly absent. What differentiates one listing from another here is more likely to be lot position, upgrades made after purchase, and how the home has been maintained since 2018-2019, rather than structural age.
The community carries deed restrictions along with community mailbox service and secured garage/parking, features noted across MLS listings and worth confirming directly with the HOA before writing an offer. With homestead filings covering just over 62% of homes, a meaningful share of the community functions as long-term ownership rather than a churn of shorter-term holds, which tends to support a more predictable resale pattern over time.
The location and the amenities are priced into every listing in WINDSOR SQUARE. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
With only one active listing at present, timing and access matter more than usual in Windsor Square. We track new listings and pending activity in this community closely so buyers can move before inventory turns over, and we help sellers price against the most current comps rather than stale data in a market this thin.
WINDSOR SQUARE in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a WINDSOR SQUARE 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 SQUARE sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in WINDSOR SQUARE, 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 SQUARE home worth?
Get a no-obligation home value based on real comparable sales in WINDSOR SQUARE, 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 WINDSOR SQUARE on the map →
WINDSOR SQUARE Market Scorecard
WINDSOR SQUARE is currently a buyer's market. About 6.0 months of supply, a median asking price of $329,900, and homes go under contract in about 23 days.
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
How many homes are in WINDSOR SQUARE?
What share of WINDSOR SQUARE is owner-occupied?
When were the homes in WINDSOR SQUARE built?
Do cash buyers compete in WINDSOR SQUARE?
Who is the best real estate agent for WINDSOR SQUARE?
How do I find a top SANFORD real estate agent who knows WINDSOR SQUARE?
Can Momentum Realty connect me with an agent for WINDSOR SQUARE?
Should you buy in WINDSOR SQUARE?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near WINDSOR SQUARE with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: August 2, 2026) |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (2 streets, ZIP 32773)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2018 (17 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.
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See how WINDSOR SQUARE fits the bigger picture — live prices, inventory, and Momentum Scores:
WINDSOR SQUARE appears in these guides