Westchester Of Countryside
Homes for Sale in Clearwater, FL
True comps, carrying-cost math, and listings before the portals.
As of September 2026, Westchester Of Countryside in Clearwater, FL has 2 homes for sale. Over the 12 months ending 2026-09-12, 8 recorded sales closed at a median of $700,000, $289 per square foot, a median 27 days on market, sellers accepting 95% of original asking (-6% versus the prior year). Homes listed or recently sold were built 1974 - 1986; none of the 8 geocoded homes sit in a FEMA special flood hazard zone (median elevation 96 ft). At the median price and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $13,570 ($12,760 with the full homestead exemption).
Part of the Countryside master-planned community in Clearwater, FL — see all Countryside homes for sale (34 listings across 20 villages and sections in the MLS).
Westchester Of Countryside right now
🟡 Balanced market. 3.0 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 12, 2026. Confidence: Medium (2 active and pending listings, 8 closed sales in 12 months).
🟡 Off the recent peak. The trailing-12-month median ($700K) is down 6.5% from the prior 12 months ($749K). 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 12. Confidence: Low (8 and 3 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 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
Westchester Of Countryside market snapshot (as of September 12, 2026): the median sale price is about $700K ($289 per sq ft over the trailing 12 months of closed sales), a median 28 days on market for closed sales, and 3.0 months of supply, a balanced market. The trailing-12-month median is down 6% from the prior 12 months, computed from record-level Stellar MLS closed sales (8 closings in the current window).
In ZIP 33761 (CLEARWATER), 561 homes closed in the last 12 months at a median of $170K ($170/sq ft), down 7.1% year over year, with a median 51 days on market. Right now 74 active and 25 pending listings put supply at about 4.3 months - a buyer's market. See the live ZIP 33761 housing market and the Pinellas County market.
Westchester Of Countryside is a community of 89 homes in Clearwater, Pinellas County, built between 1973 and 2009 (median 1976), with a median living area of about 2,795 square feet. 88% 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 Westchester Of Countryside. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Westchester Of CountrysidePhotos from Stellar MLS listings in Westchester Of Countryside; 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 12 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($700K) IS the median in the snapshot above, and the move from 2025 ($749K) IS the -6.5% one-year change.
Windows contain 0 to 8 sales each (8 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.
Westchester of Countryside Market Scorecard
Westchester of Countryside is currently a seller's market. About 3.0 months of supply, a median asking price of $849,450, and homes go under contract in about 3 days.
Typical home value in the 33761 ZIP is $315,980, about 11.8% below the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Westchester Of Countryside Clearwater, 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 Westchester Of Countryside
Live MLS inventory for Westchester Of Countryside. 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 Westchester Of Countryside listings as of 2026-09-13, 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.
Westchester Of Countryside 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 Westchester Of Countryside
- Golf Carts OK · reported on 2 of 2 listings
- Golf · reported on 2 of 2 listings
- Clubhouse · reported on 1 of 2 listings
- Deed Restrictions · reported on 1 of 2 listings
- Fitness Center · reported on 1 of 2 listings
- Park · reported on 1 of 2 listings
- Playground · reported on 1 of 2 listings
- Pool · reported on 1 of 2 listings
- Tennis Court(s) · reported on 1 of 2 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
- Pinellas County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Pinellas County Schools (verify by address) · Public
- Confirm zoned elementary, middle, and high · By address
- Magnet and choice options may apply · Choice
Zoned schools reflect the assignments reported on recent Westchester Of Countryside 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 Westchester Of Countryside address.
Shop the zone: Homes zoned for Countryside High-Pn High School
The Westchester Of Countryside buying strategy.
If we were buying in Westchester Of Countryside 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 Westchester Of Countryside.
A closer look at the Westchester Of Countryside market
At a median of $289 per square foot, Westchester Of Countryside prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
Inventory runs at 3.0 months of supply, a balanced market and the trailing-12-month median down 6% year over year. Homes that do trade take a median 28 days on market, useful leverage on any listing that has lingered.
The housing stock is 89 homes built between 1973 and 2009, and 88% 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 Westchester Of Countryside. 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 Westchester Of Countryside 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 4 factors (6.8). Basis: Recent Direction -6.5% year-over-year; Liquidity & Demand 3.0 months of supply; Owner Commitment 88% owner-occupied; Pricing Power 95.5% sale-to-list. Refreshed with each data update.
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 Westchester Of Countryside 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 Westchester Of Countryside sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Westchester Of Countryside, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Westchester Of Countryside home worth?
Get a no-obligation home value based on real comparable sales in Westchester Of Countryside, 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 Clearwater →
Recently off market in Westchester Of Countryside
Homes in Westchester Of Countryside 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.
- 2767 Westchester Drive · off market
Frequently Asked Questions
What is the median home price in Westchester Of Countryside?
How long do homes in Westchester Of Countryside take to sell?
Is Westchester Of Countryside a buyer's or seller's market right now?
How many homes are in Westchester Of Countryside?
What share of Westchester Of Countryside is owner-occupied?
When were the homes in Westchester Of Countryside built?
What schools serve Westchester Of Countryside?
Who is the best real estate agent for Westchester Of Countryside?
How do I find a top Clearwater real estate agent who knows Westchester Of Countryside?
Can Momentum Realty connect me with an agent for Westchester Of Countryside?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 13, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 12, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (3 streets, ZIP 33761)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Schools | 2025-26 district assignments + FLDOE school grades; verify with the district |
| Historical depth | Closed-sale records back to 2012 (36 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 Westchester Of Countryside fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Westchester Of Countryside with Momentum Realty’s local guides.