WINSOR MANOR
Homes for Sale in LONGWOOD, FL
True comps, carrying-cost math, and listings before the portals.
Winsor Manor is a small, established pocket of Longwood, just 68 homes total, with construction concentrated in a tight 1973-1977 window. That consistency in age means the homes share similar bones and similar renovation timelines, so price here is driven almost entirely by how much individual updating has been done rather than by lot size or floor plan variation. At a median of $391,000 and roughly $201 per square foot, the numbers reflect a mid-century home stock where kitchens, roofs, and systems are either original-era or have been meaningfully redone, and that gap shows up directly in what a given house commands.
With zero active listings in the current snapshot and only 4 closings in the recent window, this is not a market with visible, browsable inventory. A median of 35 days on market from that thin sample tells you homes that do come up move at a normal, unhurried pace rather than sitting or racing off the market. For sellers, the practical takeaway is that pricing needs to be anchored to recent comparable closings rather than to what is currently listed, since there is nothing currently listed. For buyers, it means patience and a standing search rather than expecting a rotating supply of choices.
The 60-Second Overview
WINSOR MANOR market snapshot (as of August 2, 2026): the median sale price is about $391K ($201 per sq ft over the trailing 12 months of closed sales), and a median 35 days on market for closed sales.
WINSOR MANOR is a community of 68 homes in LONGWOOD, Seminole County, built between 1973 and 1977 (median 1974), with a median living area of about 1,945 square feet. 84% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Winsor Manor is a compact, single-vintage neighborhood in Longwood built almost entirely within a five-year span in the mid-1970s, which gives the community a consistent architectural and construction profile rather than a mix of eras.
The setting & the homes.
Aerial and on-site photos of WINSOR MANOR. Swipe to explore the community.
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WINSOR MANORWho WINSOR MANOR is best for.
Best for
- Buyers targeting a mid-1970s single-family home in Longwood with roughly 1,900+ square feet of living space
- Buyers comfortable waiting for the right listing in a low-inventory, low-turnover subdivision
- Buyers or investors comparing Seminole County price-per-square-foot data before committing to a renovation-vs-turnkey decision
Probably not for
- Buyers who want to choose among several active listings side by side right now
- Buyers specifically seeking a community with organized amenities, since none are identified here
- Buyers who want new or near-new construction rather than a home built in the 1973-1977 range
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($391K) IS the median in the snapshot above.
Windows contain 0 to 9 sales each (4 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 2006 through 2026. Deemed reliable but not guaranteed.
WINSOR MANOR Market Scorecard
WINSOR MANOR is currently a no active listings market. Limited supply, a median asking price of n/a.
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.
Housing distress & ownership in WINSOR MANOR, LONGWOOD
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.
WINSOR MANOR 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.
The WINSOR MANOR buying strategy.
If we were buying in WINSOR MANOR 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 WINSOR MANOR.
A small, original-stock pocket of Seminole County
At 68 homes with a median year built of 1974, Winsor Manor is one of the older, more settled subdivisions in this part of Longwood. The median living area of 1,945 square feet points to a stock of standard mid-century single-family footprints, not oversized new construction, which keeps this community in a different lane from newer subdivisions nearby that trade on larger floor plans and builder-grade finishes.
The homestead exemption share of 83.8% is a meaningful data point: it indicates the large majority of homes here are owner-occupied primary residences rather than investment or transient rental stock. That tends to correlate with more consistent, cumulative upkeep over time, though it also means turnover is naturally slower, which lines up with the current absence of active listings. There is no identified community amenity package tied to this neighborhood in current MLS data, so buyers should treat this as a straightforward residential subdivision rather than one built around shared recreational features.
The location and the amenities are priced into every listing in WINSOR MANOR. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A neighborhood with zero active listings and only a handful of recent closings is not one you can shop by scrolling a portal. We track off-market activity, new listing alerts, and recent closed comparables in Winsor Manor specifically, so buyers are positioned the moment something surfaces and sellers are priced against real, recent data rather than guesswork.
WINSOR MANOR 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 WINSOR MANOR 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 WINSOR MANOR sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in WINSOR MANOR, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your WINSOR MANOR home worth?
Get a no-obligation home value based on real comparable sales in WINSOR MANOR, 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 WINSOR MANOR on the map →
Frequently Asked Questions
What is the median home price in WINSOR MANOR?
How long do homes in WINSOR MANOR take to sell?
How many homes are in WINSOR MANOR?
What share of WINSOR MANOR is owner-occupied?
When were the homes in WINSOR MANOR built?
Do cash buyers compete in WINSOR MANOR?
Who is the best real estate agent for WINSOR MANOR?
How do I find a top LONGWOOD real estate agent who knows WINSOR MANOR?
Can Momentum Realty connect me with an agent for WINSOR MANOR?
Should you buy in WINSOR MANOR?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near WINSOR MANOR with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: August 2, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (community parcel extract) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2006 (32 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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