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Neighborhood · Tampa, Florida

Winston Park

Central Tampa living with quick downtown access

1

Homes for sale

$354,999

Median list price

$244

Avg price / sqft

114

Median days on market

Search Winston Park on the map

Winston Park sits close enough to the heart of Tampa that the everyday runs — work, errands, dinner out — stay short. Downtown Tampa is about 11 minutes away and Tampa International is roughly 27, which makes this a practical spot for commuters and anyone who values being central over being far-flung. It shares the workaday, unpretentious character of nearby areas like the 40th Street Corridor and Old Seminole Heights.

The market here is tight and moves fast. There's currently just one active listing at $354,999, and over the past 12 months six homes sold at a median of $293,800 — with sellers collecting about 94% of asking and homes going under contract in a median of two days. If you're buying in Winston Park, expect to act quickly and keep an eye on nearby communities like Lake Magdalene if inventory runs dry.

Winston Park is a community in Tampa, Florida.

Quick facts

$354,999 – $355K price range

1,453 sqft median home

5 sold in 12 months

Drive times

Downtown Tampa≈ 11 min
Tampa Int’l Airport (TPA)≈ 27 min

On the market now

Homes for sale in Winston Park

Every active listing inside the Winston Park boundary

Open full map search →

The numbers that matter

The Winston Park market

5

Sold, last 12 months

$287,599

Median sold price

93%

Sale-to-list ratio

What sellers actually get vs asking

6 days

Median time to sell

Winston Park vs Tampa

Median list price

Winston Park$355K
Tampa Co.$435K

Price per sqft

Winston Park$244
Tampa Co.$341

Days on market

Winston Park114d
Tampa Co.64d

Median sold price — 3-yr, 3-mo rolling

▲ 2.4% yr/yr

$293K$332K$371KOct ’23Mar ’26

Homes sold per month

012Oct ’23Mar ’26

Live Stellar MLS data — every listing and closed sale inside the Winston Park boundary. Rolling medians smooth single-month swings in small communities.

For the school run

Schools Winston Park is zoned for

Attendance boundaries overlapping this community — always verify zoning with the district.

What it really costs

Owning here

Owning the median Winston Park home

≈ $2,453/mo

Principal & interest $1,870
Property tax $373
Insurance (est.) $210

$354,999 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

Population

464

Median age

50

Median home value

$207,100

Beyond the listings

Living in Winston Park

Lifestyles

Top 1% in the U.S.

Nerd Culture

These people aren't afraid to nerd out. Common activities include comic books, video games, and often intellectual pursuits.

Entertainment

Top 1% in the U.S.

Film Lovers

Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.

Lifestyles

Top 1% in the U.S.

Hipster

This population swims against the tide of mainstream culture. Common interests include old music, antiques, and alternative diets (i.e., veganism).

Hobbies & Interests

Top 5% in the U.S.

Bookish

Always seeking the next book, article, or poem to read, this activity is prevalent in areas where reading is a way of life. Although a solo activity, the expression of the love of books is a bonding, communal experience.

Appearance oriented

Top 8% in the U.S.

Body Art

Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.

Emotional

Top 12% in the U.S.

Awestruck

Great things are meant to be shared, and this population is eager to show others what they find to be amazing, beautiful and exciting.

People who close here

Our Tampa experts

Straight answers

Winston Park FAQs

Is Winston Park a good place to live?+

It's a practical, centrally located Tampa neighborhood with a short 11-minute drive to downtown and about 27 minutes to the airport. The area shares the unpretentious feel of nearby communities like Old Seminole Heights and appeals to buyers who prioritize being close to the action. It's a solid fit if central access matters more to you than sprawling lots.

Is Winston Park expensive?+

No — it's one of Tampa's more attainable central options, with a median list price of $354,999 and a median sold price of $293,800 over the last year. At roughly $244 per square foot, you're paying for location and convenience rather than luxury finishes. Compared to pricier waterfront pockets around Gandy/sun Bay South, the value here is clear.

What do homes cost in Winston Park?+

The single active listing is priced at $354,999, and the median home size is around 1,453 square feet at about $244 per square foot. Over the past 12 months, six homes sold at a median of $293,800, so recent closings have run below current asking levels.

How is the market in Winston Park?+

It's fast and competitive. Homes are selling in a median of just two days, and with only one active listing, inventory is extremely limited. Sellers are getting about 94% of their asking price, so there's still some room to negotiate once you find the right home.

What about HOA fees and property taxes?+

Property taxes here run a median of about $4,480 per year. HOA data isn't available for the current listings, which often signals few or no mandatory association fees — but always confirm on a specific property before you write an offer.

Keep exploring

More Tampa neighborhoods

Neighborhood boundary by edgeAI; listings matched to the polygon. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.

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