Chester Villa
Homes for Sale in Clearwater, FL
All 1,184 homes for sale in Clearwater, FL · median $299,000 · 67 homes for sale in 33760 · Pinellas County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of September 2026, Chester Villa in Clearwater, FL has 1 home for sale. Over the 12 months ending 2026-09-20, 3 recorded sales closed at a median of $278,000, $364 per square foot, a median 8 days on market, sellers accepting 103% of original asking. Homes listed or recently sold were built 1959–1960. At the median price and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $5,390 ($4,580 with the full homestead exemption).
| Location | Clearwater, Pinellas County, FL · ZIP 33760 |
|---|---|
| Homes in the community | 131 (FL DOR 2025 assessment roll) |
| Years built | 1930–2013 (median 1973) |
| Typical living area | 1,296 sq ft (median) |
| Amenities listed by sellers | None |
| Sale prices, last 12 months | $278,000 median across 3 closed sales · $364 per sq ft |
| Days on market (closed sales) | 8 median |
| For sale right now | 1 active, 0 pending · median asking $259,900 · 4.0 months of supply |
| Owner-occupied (homestead) share | 51% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Chester Villa key facts,” movewithmomentum.com/neighborhoods/chester-villa, data as of September 20, 2026.
Chester Villa is an older, mixed-vintage pocket of Clearwater, with a median build year of 1973 and homes ranging all the way back to 1930. At a median of about 1,296 living square feet, these are modest footprints, and price here is driven far more by condition and updates than by size. Expect a wide spread between a renovated home and one that hasn't been touched in decades — the number that matters is what's behind the walls, not the sticker.
With just over half the homes homesteaded, this is a genuine mix of long-held owner-occupied houses and rentals or turnover stock. For a buyer, that means selection varies sharply property to property; for a seller, it means your comp is only as good as the condition it reflects. Pricing off the neighborhood average without accounting for updates is the fastest way to sit on the market.
Chester Villa right now
🟡 Balanced market. 4.0 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 20, 2026. Confidence: Low (1 active and pending listings, 3 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 27, 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
Chester Villa market snapshot (as of September 20, 2026): the median sale price is about $278K ($364 per sq ft over the trailing 12 months of closed sales), a median 8 days on market for closed sales, and 4.0 months of supply, a balanced market.
In ZIP 33760 (Clearwater), 157 homes closed in the last 12 months at a median of $278K ($193/sq ft), down 3.1% year over year, with a median 56 days on market. Right now 43 active and 8 pending listings put supply at about 4.7 months — a buyer's market. See the live ZIP 33760 housing market and the Pinellas County market.
County records show 9 qualified sales in Chester Villa across 2024–2025 (3 in 2024, 6 in 2025), median $275,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Chester Villa is a community of 131 homes in Clearwater, Pinellas County, built between 1930 and 2013 (median 1973), with a median living area of about 1,296 square feet. 51% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Chester Villa is a small, established Clearwater neighborhood of 131 homes spanning more than eight decades of construction, where compact floor plans and varying levels of renovation define the range of what you'll find.
The setting & the homes.
Aerial and on-site photos of Chester Villa. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Chester Villa; content deemed reliable but not guaranteed.
Who Chester Villa is best for.
Best for
- Buyers targeting a modest footprint who want an established Clearwater, Pinellas County location
- Renovation-minded buyers comfortable pricing in roof, electrical, and plumbing work on older stock
- Owner-occupants who plan to hold and want a homesteaded, long-term primary residence
Probably not for
- Buyers who need substantially more than roughly 1,300 square feet of living space
- Anyone wanting new construction or a uniform, single-vintage subdivision feel
- Buyers unwilling to fully inspect and account for the condition of an older home
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 ($278K) IS the median in the snapshot above.
Windows contain 0 to 3 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 2004 through 2026. Deemed reliable but not guaranteed.
17% of homes for sale in ZIP 33760 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).
Chester Villa Market Scorecard
Chester Villa is currently a balanced market. About 4.0 months of supply, a median asking price of $259,900.
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 Chester Villa, 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 Chester Villa
Live MLS inventory for Chester Villa. 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 Chester Villa listings as of 2026-09-26, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026. Tap any home to ask about it.
Every Home for Sale in Chester Villa Right Now (1)
All 1 active and pending Chester Villa listings with a detail page, newest first, refreshed twice a day from the MLS.
- 15165 Harding Avenue · $259,900 · 3 bd / 2 ba · pending · listed Aug 3, 2026 · listed by Jim Parks And Associates Realty Llc
Chester Villa 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 Chester Villa buying strategy.
If we were buying in Chester Villa 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 Chester Villa.
An age-and-condition market, not a floor-plan one
The defining fact here is age spread. A median year built of 1973 against a range starting in 1930 means you're shopping a neighborhood where two houses on the same street can be a generation apart in systems, layout, and how much work they need. Roof age, electrical, plumbing, and prior renovation history should drive every offer.
Living areas cluster near 1,296 square feet, so this is not a market for buyers chasing large square footage. It rewards those who value location and an established Clearwater address, and who are willing to read each home on its own merits rather than assuming the block sets the standard.
The location and the amenities are priced into every listing in Chester Villa. 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 Chester Villa 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 (7.0). Basis: Liquidity & Demand 4.0 months of supply; Owner Commitment 51% owner-occupied; Pricing Power 103.4% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a neighborhood this small and this varied, one bad comp can cost real money. We underwrite each property on its actual condition and update history rather than a neighborhood average, and we'll tell you plainly when a listing's price doesn't match what's behind the walls.
Chester Villa in 15 seconds.
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 Chester Villa 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 Chester Villa sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Chester Villa, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Chester Villa home worth?
Get a no-obligation home value based on real comparable sales in Chester Villa, 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 Chester Villa?
How long do homes in Chester Villa take to sell?
Is Chester Villa a buyer's or seller's market right now?
How many homes are in Chester Villa?
What share of Chester Villa is owner-occupied?
When were the homes in Chester Villa built?
Who is the best real estate agent for Chester Villa?
How do I find a top Clearwater real estate agent who knows Chester Villa?
Can Momentum Realty connect me with an agent for Chester Villa?
Where is Chester Villa, and what county is it in?
Should you buy in Chester Villa?
An honest fit check. We will tell you when it is not your community.
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 33760)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2004 (24 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 Chester Villa fits the bigger picture — live prices, inventory, and Momentum Scores:
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