Windsor Park
Homes for Sale in Clearwater, FL
All 1,184 homes for sale in Clearwater, FL · median $299,000 · 136 homes for sale in 33755 · Pinellas County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
Over the 12 months ending 2026-09-20, 3 recorded sales closed at a median of $360,000, $272 per square foot, a median 214 days on market, sellers accepting 92% of original asking. Homes listed or recently sold were built 1963–1964. At the median price and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $6,980 ($6,170 with the full homestead exemption).
| Location | Clearwater, Pinellas County, FL · ZIP 33755 |
|---|---|
| Homes in the community | 55 (FL DOR 2025 assessment roll) |
| Years built | 1962–1988 (median 1964) |
| Typical living area | 1,662 sq ft (median) |
| Amenities listed by sellers | Closed Circuit Camera(s) |
| Sale prices, last 12 months | $360,000 median across 3 closed sales · $272 per sq ft |
| Days on market (closed sales) | 214 median |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 76% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2012 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Windsor Park 1St Add key facts,” movewithmomentum.com/neighborhoods/windsor-park-1st-add, data as of September 20, 2026.
Last 30 days in Windsor Park: 1 new listing (median asking $469,900). As of September 27, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Nearby homes for sale
No active listings inside Windsor ParkHomes for Sale in Clearwater, FL right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Windsor Park market snapshot (as of September 20, 2026): the median sale price is about $360K ($272 per sq ft over the trailing 12 months of closed sales), and a median 214 days on market for closed sales.
In ZIP 33755 (Clearwater), 513 homes closed in the last 12 months at a median of $280K ($242/sq ft), down 4.7% year over year, with a median 52 days on market. Right now 64 active and 23 pending listings put supply at about 3.5 months — a balanced market. See the live ZIP 33755 housing market and the Pinellas County market.
County records show 6 qualified sales in Windsor Park across 2024–2024, median $390,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Windsor Park is a community of 55 homes in Clearwater, Pinellas County, built between 1962 and 1988 (median 1964), with a median living area of about 1,662 square feet. 76% 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 Park. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Windsor Park; 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 ($360K) IS the median in the snapshot above.
Windows contain 0 to 5 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.
21% of homes for sale in ZIP 33755 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 (2026-09-27).
Windsor Park Market Scorecard
Windsor Park is currently a balanced market., and homes go under contract in about 1 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.
Housing distress & ownership in Windsor Park 1St Add, Clearwater
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 September 2026 through September 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in Windsor Park
Live MLS inventory for Windsor Park. 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 Park listings as of 2026-09-26, 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.
Every Home for Sale in Windsor Park 1St Add Right Now (1)
All 1 active and pending Windsor Park 1St Add listings with a detail page, newest first, refreshed twice a day from the MLS.
- 1750 Great Brikhill Road · $469,900 · 3 bd / 2 ba · listed Sep 21, 2026 · listed by Beycome Of Florida Llc
Windsor Park 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.
Schools
- Pinellas County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Dunedin Elementary-PN · Elementary
- Dunedin Highland Middle-PN · Middle
- Dunedin High-PN · High
Zoned schools reflect the assignments reported on recent Windsor Park listings and can change; always confirm with Pinellas County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Windsor Park address.
The Windsor Park buying strategy.
If we were buying in Windsor Park 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 Park.
A closer look at the Windsor Park market
At a median of $272 per square foot, Windsor Park 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 housing stock is 55 homes built between 1962 and 1988, and 76% 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 Park. The deal is won or lost on condition, the comps, and the renovation math.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- 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 Park 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 Park sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windsor Park, 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 Park home worth?
Get a no-obligation home value based on real comparable sales in Windsor Park, 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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Frequently Asked Questions
What is the median home price in Windsor Park?
How long do homes in Windsor Park take to sell?
How many homes are in Windsor Park?
What share of Windsor Park is owner-occupied?
When were the homes in Windsor Park built?
Who is the best real estate agent for Windsor Park?
How do I find a top Clearwater real estate agent who knows Windsor Park?
Can Momentum Realty connect me with an agent for Windsor Park?
Where is Windsor Park, and what county is it in?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 26, 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 (3 streets, ZIP 33755)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2012 (23 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 local comps.
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See how Windsor Park 1St Add fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
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