Winston Park
Homes for Sale in Tampa, FL

All 3,527 homes for sale in Tampa, FL · median $434,900 · 127 homes for sale in 33619 · Hillsborough County homes for sale

Community in Tampa · Hillsborough County · ZIP 33619
348 homesBuilt 1935–2023Median sale $288K
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Built fromLive Stellar MLS data14 years of closingsFL DOR public recordsUpdated twice daily

Over the 12 months ending 2026-09-20, 5 recorded sales closed at a median of $287,599, $228 per square foot, a median 6 days on market, sellers accepting 93% of original asking (-20% versus the prior year). At the median price and Hillsborough County's FY2025-26 rate of 15.73 mills, annual property tax runs about $4,520 ($3,900 with the full homestead exemption).

Winston Park Unit 4 key facts
LocationTampa, Hillsborough County, FL · ZIP 33619
Homes in the community348 (FL DOR 2025 assessment roll)
Years built1935–2023 (median 1975.0)
Typical living area1,529 sq ft (median)
Sale prices, last 12 months$287,599 median across 5 closed sales · $228 per sq ft · -20.2% vs the prior 12 months
Days on market (closed sales)6 median
Owner-occupied (homestead) share68%

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, “Winston Park Unit 4 key facts,” movewithmomentum.com/neighborhoods/winston-park-unit-4, data as of September 20, 2026.

Live · Winston Park Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$288K ▼
Median sold · 12 mo
down 20.2% vs the prior 12 months
-20.2% ▼
1-yr price change
n = 5 and 8 sales in the two windows
$228/sf
Sold $/sqft · 12 mo
peak $263 in 2025
92.8%
Sale vs ask
Tempo
6days
Median DOM · closed
5 days at the 2017 low
5
Sold · last 12 mo
10-yr average: about 3 a year
Ownership and context
68%
Owner-occupied · Winston Park
242 of 355 parcels homesteaded (FL DOR 2025)
32%
Non-owner-occupied · Winston Park
incl. 7% trust or LLC-held · 3% out-of-state
348
Homes in the community
plus 7 vacant residential lots · 355 residential parcels (FL DOR 2025)
Track record · 14 years of records
13
Recorded sales · 2024-2025
median $385K · qualified sales on the county roll (FL DOR 2025)
Est. 1935
Community established
homes built 1935-2023, median 1975 (FL DOR 2025)
1,254sqft
Median sold home size
12-mo windows, closed sales
1.4%/yr
Turnover rate
about 5 of 348 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Winston Park Unit 4 is a small, established pocket of 108 homes where price is driven more by condition and updates than by any single floor plan. With a median built in 1976 and construction spanning 1958 to 2015, you are looking at a mix of original mid-century houses and later infill, and the gap between an updated home and a dated one is where most of the price spread lives. The median sits around the mid-$280s ($283,799.50), at roughly $238 per square foot on a typical home near 1,468 square feet.

The current posture is fast but softer year over year. Median days on market is just 5, so well-priced, move-in-ready listings clear quickly. At the same time, prices are down 22.2% from a year ago, so sellers who anchor to last year's expectations will sit. For buyers, that combination means you can move quickly on the right house but you have room to be disciplined on price and condition.

Winston Park Housing Pulse · Momentum Research · as of September 20, 2026

Winston Park right now

🔴 Off the recent peak. The trailing-12-month median ($288K) is down 20.2% from the prior 12 months ($360K). 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 20. Confidence: Low (5 and 8 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

· Updated October 4, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

Nearby homes for sale

No active listings inside Winston ParkHomes for Sale in Tampa, 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.

7412 KINGSTON DRIVE
$355K · 0.1 mi away
4 bd · 2 ba · 1,453 sqft
7412 KINGSTON DRIVE
Listed by FLORIDA REALTY
1201 JULIAN LANE DRIVE
$500K · 0.2 mi away
4 bd · 3 ba · 1,900 sqft
1201 JULIAN LANE DRIVE
Listed by LPT REALTY, LLC
802 PAPAYA DRIVE
$315K · 0.2 mi away
3 bd · 2 ba · 1,356 sqft
802 PAPAYA DRIVE
Listed by AVENUE HOMES LLC
7102 DELLWOOD DRIVE
$348K · 0.3 mi away
4 bd · 2 ba · 1,858 sqft
7102 DELLWOOD DRIVE
Listed by 54 REALTY LLC
505 PAPAYA DRIVE
$390K · 0.4 mi away
4 bd · 2 ba · 1,400 sqft
505 PAPAYA DRIVE
Listed by INVESTOR CORNER REALTY LLC
7526 CAROLTON CIRCLE
$365K · 0.4 mi away
3 bd · 2 ba · 1,432 sqft
7526 CAROLTON CIRCLE
Listed by COLDWELL BANKER REALTY

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Winston Park market snapshot (as of September 20, 2026): the median sale price is about $288K ($228 per sq ft over the trailing 12 months of closed sales), and a median 6 days on market for closed sales. The trailing-12-month median is down 20% from the prior 12 months, computed from record-level Stellar MLS closed sales (5 closings in the current window).

In ZIP 33619 (Tampa), 511 homes closed in the last 12 months at a median of $354K ($251/sq ft), down 6.6% year over year, with a median 27 days on market. Right now 108 active and 25 pending listings put supply at about 5.4 months — a balanced market. See the live ZIP 33619 housing market and the Hillsborough County market.

County records show 13 qualified sales in Winston Park across 2024–2025 (4 in 2024, 9 in 2025), median $385,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Winston Park is a community of 348 homes in Tampa, Hillsborough County, built between 1935 and 2023 (median 1975.0), with a median living area of about 1,529 square feet. 68% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

This is a compact, mostly owner-occupied neighborhood — homestead share is about 73% — of modest-sized homes, where the winners and losers on price come down to how much updating a house has actually had.

Best for

  • Buyers targeting the mid-$280s median who want an established, slower-turnover neighborhood
  • Buyers willing to renovate an older home and build in a systems and roof budget
  • Value-focused buyers ready to move quickly on a correctly priced, move-in-ready listing

Probably not for

  • Buyers who need substantially more than the roughly 1,468-square-foot typical footprint
  • Buyers wanting only new construction with no deferred maintenance
  • Sellers unwilling to price to current closings given the 22.2% year-over-year decline

Windows contain 0 to 8 sales each (5 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.

Median sale price · trailing 12 mo
$100K$200K$300K20122014201620182020202220242026
Down 20.2% year over year.
Every sale since 2012 · price vs size
$0$200K$400K1k2k2k
48 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$100$20020122014201620182020202220242026
Up from $63 in 2012 to a $263 peak in 2025; $228 now.
Median days on market · closed sales
0204020122014201620182020202220242026
5 days at the 2017 low; 6 now.
Sale price vs original ask · median
90%95%100%20122014201620182020202220242026
92.8% now.
Homes sold per 12-mo window
025820122014201620182020202220242026
0 to 8 a year; 5 in the current window.
How much local inventory is already under contract

23% of homes for sale in ZIP 33619 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 (2026-09-20).

Housing distress & ownership in Winston Park Unit 4, Tampa

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
5.56%
1 of 18 listings · short sale 1
Distress share trend — 5.56% now (2026-09-14 → 2026-09-19)

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.

If we were buying in Winston Park today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 Winston Park.

Best Buy
Buyers who want an established, mostly owner-occupied Tampa pocket and are comfortable with an older home.
Biggest Risk
Prices are down 22.2% year over year, so overpricing sits.
Sweet Spot
An already-updated home priced near the mid-$280s median.
Avoid If
You need a large footprint or zero deferred maintenance without a renovation budget.

Condition is the whole story here

With a median year built of 1976 and a range stretching back to 1958, mechanicals and systems matter. Roof age, HVAC, electrical, and plumbing on the older homes can swing your true cost well past the sticker, so the median of $283,799.50 is best read as a midpoint, not a menu. Two homes on the same street can price very differently based on renovation history alone.

The homestead share near 73% points to a neighborhood that turns over slowly, which is part of why inventory that is priced right moves in around 5 days. Read that speed with caution: fast sales plus a 22.2% year-over-year decline means the market is rewarding realistic pricing and punishing everything else. Base your number on recent closings and condition, not on what the house down the block asked for last year.

“

The location and the amenities are priced into every listing in Winston Park. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
4.3C- · Buy Score
Recent Direction1.0/10
Owner Commitment6.8/10
Pricing Power5.2/10

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 (4.3). Basis: Recent Direction -20.2% year-over-year; Owner Commitment 68% owner-occupied; Pricing Power 92.8% sale-to-list. Refreshed with each data update.

Why work with Momentum here

This is a market where the median hides more than it reveals, and only a handful of homes close in a given window. We read each listing on its own terms — systems, updates, square footage against that roughly 1,468 typical footprint — and price against actual closings rather than stale asks. That discipline is what protects you on both sides of the table in a neighborhood moving this fast but down this much year over year.

Winston Park in 15 seconds.

Best forBuyers who want an established, mostly owner-occupied Tampa pocket and are comfortable with an older home.
Biggest advantageWell-priced, updated listings move fast — around 5 days.
Biggest riskPrices are down 22.2% year over year, so overpricing sits.
Sweet spotAn already-updated home priced near the mid-$280s median.
Avoid ifYou need a large footprint or zero deferred maintenance without a renovation budget.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Winston Park homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Winston Park.
In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Winston Park sales matched to your home.

What is your Winston Park home worth?

Get a no-obligation home value based on real comparable sales in Winston 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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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Winston Park?
The median sale price in Winston Park was $288K over the 12 months ending September 20, 2026 (5 closed sales, Stellar MLS).
How long do homes in Winston Park take to sell?
Homes that closed in the 12 months ending September 20, 2026 took a median 6 days on market (5 sales, Stellar MLS).
How many homes are in Winston Park?
The Florida DOR 2025 assessment roll shows 348 homes plus 7 vacant residential lots in Winston Park (public records).
What share of Winston Park is owner-occupied?
68% of Winston Park parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Winston Park built?
Homes in Winston Park were built between 1935 and 2023, with a median year built of 1975.0 (FL DOR 2025 roll).
Who is the best real estate agent for Winston Park?
The best agent for Winston Park is one who actively works Tampa and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Winston Park.
How do I find a top Tampa real estate agent who knows Winston Park?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Winston Park and the wider Tampa area.
Can Momentum Realty connect me with an agent for Winston Park?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Winston Park purchase or sale - no call center and no pressure.
Where is Winston Park, and what county is it in?
Winston Park is in Tampa, Hillsborough County, FL, ZIP 33619. The community's center is about 6 miles southeast of the center of Tampa (straight-line).
Is Winston Park a good place to live?
That depends on your budget, commute and what you want in a home, so here is what the data says about Winston Park: the median sale price over the last 12 months was $288K (5 sales), 33% below the Tampa median of $430K; homes took a median 6 days to go under contract; the assessment roll counts 348 homes, 68% of them homesteaded (owner-occupied). The full numbers, price history and the flood and school sections are above.
Buyers targeting the mid-$280s median who want an established, slower-turnover neighborhoodExcellent fit
Buyers willing to renovate an older home and build in a systems and roof budgetExcellent fit
Value-focused buyers ready to move quickly on a correctly priced, move-in-ready listingExcellent fit
Buyers who need substantially more than the roughly 1,468-square-foot typical footprintProbably not
Buyers wanting only new construction with no deferred maintenanceProbably not
Sellers unwilling to price to current closings given the 22.2% year-over-year declineProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending September 20, 2026
Housing stock & ownershipFlorida DOR assessment roll (street-list match (10 streets, ZIP 33619))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2012 (48 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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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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Schools serving nearby communities

We do not have a confirmed school assignment for Winston Park. These are the public schools most often assigned to other communities in ZIP 33619; zones change and vary by address, so confirm with the district before you buy.

Assignments from district data for neighboring communities; grades are official Florida Department of Education school grades (2025-26).

Thinking of selling in Winston Park Unit 4? 5 recorded closings; median 6 days on market (window ending 2026-09-20). See the Hillsborough County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Winston Park with Momentum Realty’s local guides.

KHKingston Heights0.2 mi away · 129 homes, built 1958–23AAAdamo Acres0.4 mi away · 225 homes, built 1956–15

Browse all neighborhood guides →

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