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Neighborhood · St Petersburg, Florida

Winston Park

Affordable St Pete living close to the bay

77

Homes for sale

$129,900

Median list price

$160

Avg price / sqft

62

Median days on market

Search Winston Park on the map

Winston Park sits in the heart of Pinellas County, an unpretentious St Petersburg neighborhood where condos and smaller homes make it one of the most accessible corners of the city. You're roughly 23 minutes from both Tampa International Airport and downtown Tampa, with the more established waterfront pockets of Shore Acres and Coquina Key a short drive away. It's a practical, low-key place that rewards buyers who care more about location and value than square footage.

For a buyer today, Winston Park is genuinely affordable by St Pete standards: the median list price is $129,950 and homes trade around $162 per square foot. With 74 active listings against 74 sales in the past year, there's real inventory to work with, and a median 65.5 days on market means you have room to negotiate — sellers are averaging 94% of asking. If you like the price point but want a bit more land, compare the single-family stock over in Disston Heights and Greater Pinellas Point.

Winston Park is a community in St Petersburg, Florida.

Quick facts

$67,000$699K price range

930 sqft median home

$615/mo median HOA

$1,495/mo median rent

76 sold in 12 months

Drive times

Tampa Int’l Airport (TPA)23 min
Downtown Tampa23 min

On the market now

Homes for sale in Winston Park

View all 77

Every active listing inside the Winston Park boundary

Open full map search →

Find your fit

Browse Winston Park

Where the market lives

66
6
1
4
<$200K$200K–$300K$300K–$400K$500K–$750K

The numbers that matter

The Winston Park market

76

Sold, last 12 months

$120,000

Median sold price

94%

Sale-to-list ratio

What sellers actually get vs asking

68 days

Median time to sell

Winston Park vs St Petersburg

Median list price

Winston Park$130K
St Petersburg Co.$430K

Price per sqft

Winston Park$160
St Petersburg Co.$377

Days on market

Winston Park62d
St Petersburg Co.57d

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

60.7% yr/yr

$94K$244K$394KSep ’23Jul ’26

Homes sold per month

047Aug ’24Jul ’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

$1,648/mo

Principal & interest $684
Property tax $139
HOA / fees $615
Insurance (est.) $210

$129,900 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

$615/mo

Median HOA

From current listings inside the boundary

$1,495/mo

Median rent

Homes for rent inside the boundary

Population

3,329

Median age

51

Median income

$50,157

Median home value

$123,089

Beyond the listings

Living in Winston Park

Hobbies & Interests

Top 24% 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.

Lifestyles

Hipster

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

Relationships

Girl Squad

From girls night out to a movie night in with their closest gal pals, this population is all about getting the girls together for an evening of fun.

Hobbies & Interests

Dog Lovers

Pups are just another member of the family. Dog lovers adore their tail-wagging friends and are looking for new ways to make them happy.

Appearance oriented

Body Art

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

Entertainment

Film Lovers

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

People who close here

Our St Petersburg experts

Straight answers

Winston Park FAQs

Is Winston Park a good place to live?+

It's a practical, well-located neighborhood in St Petersburg with quick 23-minute access to Tampa International Airport and downtown Tampa. Assigned schools include Sawgrass Lake Elementary, Meadowlawn Middle, and Northeast High. If you want a bit more space or a waterfront feel, nearby Coquina Key is worth a look.

Is Winston Park expensive?+

No — it's one of the more affordable parts of St Petersburg, with a median list price of $129,950 and an average of $162 per square foot. Prices range widely from $78,000 up to $655,000, so there's room for both budget buyers and those wanting something larger.

What do homes cost in Winston Park?+

The median sold price over the past 12 months was $125,000, close to the current median list price of $129,950. Homes here are compact, with a median size of 935 square feet, and the market spans from $78,000 to $655,000. For larger single-family options at a similar value, check Disston Heights.

How is the market in Winston Park?+

It's a balanced market with 74 active listings and 74 sales in the past year, and homes take a median 65.5 days to sell. Sellers are getting about 94% of their asking price on average, which means buyers have genuine negotiating room.

What about HOA fees and property taxes?+

The median HOA fee here is $598 per month, reflecting the neighborhood's condo-heavy mix where fees often cover exterior maintenance and amenities. Median property tax runs about $1,368 per year, and typical rent sits around $1,650 per month if you're weighing buying against renting.

Keep exploring

More St Petersburg 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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