Winston Gateway Assoc Inc Condo
Homes for Sale in St Petersburg, FL

Community in St Petersburg · Pinellas County
46 homesBuilt 1969–1986Median sale $91K
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Live Market Pulse
14/100
Market Heat
Cooler than normal
2015 → 2026 · 89 at the 2022 peak
0 is Winston Gateway Assoc Inc Condo's coldest market since 2015, 100 its hottest. Today: 14. How it's scored
Built fromLive Stellar MLS data12 years of closingsFL DOR public recordsUpdated twice daily
Live · Winston Gateway Assoc Inc Condo Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$91K
Median sold · 12 mo
down 20.4% vs the prior 12 months
-20.4%
1-yr price change
n = 4 and 8 sales in the two windows
$135/sf
Sold $/sqft · 12 mo
peak $167 in 2023
82.1%
Sale vs ask
Pinellas median: 93.3%
Tempo
182days
Median DOM · closed
2 days at the 2022 low
4
Sold · last 12 mo
10-yr average: about 4 a year
Ownership and context
46%
Owner-occupied · Winston Gateway Assoc Inc Condo
21 of 46 parcels homesteaded (FL DOR 2025)
54%
Non-owner-occupied · Winston Gateway Assoc Inc Condo
incl. 9% trust or LLC-held · 11% out-of-state
25%
Cash buyers · Winston Gateway Assoc Inc Condo
1 of 4 sales, 12 mo ending June 2026
46
Homes in the community
46 residential parcels (FL DOR 2025)
Track record · 12 years of records
Est. 1969
Community established
homes built 1969-1986, median 1970 (FL DOR 2025)
4
Failed listings · 2026
peaked at 6 in 2024
672sqft
Median sold home size
12-mo windows, closed sales
8.7%/yr
Turnover rate
about 4 of 46 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Winston Gateway is a small condo association of 46 units in St Petersburg, built between 1969 and 1986, with a median unit around 712 square feet. At this size and vintage, price is driven almost entirely by condition, floor, and how the association's reserves and fees are running — not by square footage alone. The median sits at $91,000, or about $135 per square foot, and the spread between a dated unit and an updated one can be wide.

The posture here is soft. Prices are down 20.4% year over year, the median unit is taking 182 days to sell, and the market heat score is 14 — this is a slow, buyer-leaning market. For buyers that means room to negotiate and no reason to rush; for sellers it means pricing to the current reality, presenting the unit well, and expecting a long marketing window rather than a quick close.

Winston Gateway Assoc Inc Condo Housing Pulse · Momentum Research · as of July 15, 2026

Winston Gateway Assoc Inc Condo right now

🔴 Off the recent peak. The trailing-12-month median ($91K) is down 20.4% from the prior 12 months ($114K). With about 4 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 July 15. Confidence: Low (4 and 8 sales in the two windows).

What's unique here: the median sale price is about 77% below the typical Pinellas County sale ($91K vs $390K, trailing 12 months, Stellar MLS records).

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

Updated July 15, 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

Winston Gateway Assoc Inc Condo market snapshot (as of July 15, 2026): the median sale price is about $91K ($135 per sq ft over the trailing 12 months of closed sales), and a median 182 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 (4 closings in the current window).

Winston Gateway Assoc Inc Condo is a community of 46 homes in St Petersburg, Pinellas County, built between 1969 and 1986 (median 1970.0), with a median living area of about 712 square feet. 46% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

This is a compact, older condo community of one-bedroom-scale units in St Petersburg, where roughly 46% of owners hold a homestead exemption — a meaningful mix of owner-occupants and non-homestead units in a building of this size.

Best for

  • A first-time buyer or investor working within a tight budget who wants a low entry price into St Petersburg
  • A cash or well-qualified buyer who can move patiently and negotiate in a slow market
  • A buyer comfortable scrutinizing older-building financials, reserves, and monthly assessments

Probably not for

  • A buyer who needs significant square footage or a multi-bedroom layout
  • Anyone who expects a quick resale, given a 182-day median time on market and declining prices
  • A buyer who wants newer construction and low, predictable association costs

Windows contain 0 to 11 sales each (4 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 %s through %s. Deemed reliable but not guaranteed.

Median sale price · trailing 12 mo
$50K$100K2014201620182020202220242026
Down 20.4% year over year.
Every sale since 2014 · price vs size
$0$100K$200K1k1k1k
59 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$50$100$1502014201620182020202220242026
Up from $40 in 2014 to a $167 peak in 2023; $135 now.
Median days on market · closed sales
01002002014201620182020202220242026
2 days at the 2022 low; 182 now.
Sale price vs original ask · median
80%90%100%2014201620182020202220242026
82.1% now vs Pinellas 93.3%.
Homes sold per 12-mo window
05102014201620182020202220242026
0 to 11 a year; 4 in the current window.
Sellers who gave up · failed listings per year
02462012201420162018202020242026
Canceled, expired, or withdrawn. 6 quit in 2024; 4 so far in 2026. The clearest stress gauge a community has.
Market Heat · 0 coldest, 100 hottest in the record
20406080seller-leaningbuyer-leaning2016202220242026
89 at the 2022 peak, 14 in the troughs, 14 now. Same score as the hero card, full history.

If we were buying in Winston Gateway Assoc Inc Condo 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 Gateway Assoc Inc Condo.

Best Buy
Budget-conscious buyers who want an affordable St Petersburg foothold and can act patiently.
Biggest Risk
An older, small association where assessments and reserves can move the true cost.
Sweet Spot
A well-kept unit bought after a careful read of the association documents.
Avoid If
You need a fast resale or a large, newer home.

A small, older association in a slow market

With only 46 homes and four closings in the recent window, individual sales carry a lot of weight here. One dated or distressed unit can pull the median down, and a single renovated one can pull it up. Read comparable sales carefully rather than trusting any one figure — condition is the swing factor at this price point, and the difference between move-in-ready and a gut project is often the whole story.

Because the buildings date to 1969–1986, the questions that matter most are structural and financial: the age of major systems, the condition of the roof and exterior, reserve funding, and the current monthly assessment. In Florida, older condo associations face real scrutiny on reserves and milestone inspections, so the association's documents deserve as much attention as the unit itself.

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

Jon Brooks · Founder, Momentum Realty
1.8D · Buy Score
Recent Direction0.9/10
Owner Commitment4.6/10
Pricing Power0.0/10

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 (1.8). Basis: Recent Direction -20.4% year-over-year; Owner Commitment 46% owner-occupied; Pricing Power 82.1% sale-to-list. Refreshed with each data update.

Why work with Momentum here

In a thin, slow-moving association like this, the numbers on a listing sheet only get you so far. We dig into the association's financials, assessment history, and recent comps so you know whether a low price reflects a deal or a deferred-maintenance problem — and we price and market realistically for a 182-day-median environment.

Winston Gateway Assoc Inc Condo in 15 seconds.

Best forBudget-conscious buyers who want an affordable St Petersburg foothold and can act patiently.
Biggest advantageLow entry cost and a buyer-leaning market with room to negotiate.
Biggest riskAn older, small association where assessments and reserves can move the true cost.
Sweet spotA well-kept unit bought after a careful read of the association documents.
Avoid ifYou need a fast resale or a large, newer home.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • 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 Gateway Assoc Inc Condo sales matched to your home.

What is your Winston Gateway Assoc Inc Condo home worth?

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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Winston Gateway Assoc Inc Condo?
The median sale price in Winston Gateway Assoc Inc Condo was $91K over the 12 months ending July 15, 2026 (4 closed sales, Stellar MLS).
How long do homes in Winston Gateway Assoc Inc Condo take to sell?
Homes that closed in the 12 months ending July 15, 2026 took a median 182 days on market (4 sales, Stellar MLS).
How many homes are in Winston Gateway Assoc Inc Condo?
The Florida DOR 2025 assessment roll shows 46 homes in Winston Gateway Assoc Inc Condo (public records).
What share of Winston Gateway Assoc Inc Condo is owner-occupied?
46% of Winston Gateway Assoc Inc Condo parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Winston Gateway Assoc Inc Condo built?
Homes in Winston Gateway Assoc Inc Condo were built between 1969 and 1986, with a median year built of 1970.0 (FL DOR 2025 roll).
Do cash buyers compete in Winston Gateway Assoc Inc Condo?
Cash buyers took 25% of Winston Gateway Assoc Inc Condo sales in the 12 months ending June 2026 (1 of 4 closings, Stellar MLS).
Who is the best real estate agent for Winston Gateway Assoc Inc Condo?
The best agent for Winston Gateway Assoc Inc Condo is one who actively works St Petersburg 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 Gateway Assoc Inc Condo.
How do I find a top St Petersburg real estate agent who knows Winston Gateway Assoc Inc Condo?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Winston Gateway Assoc Inc Condo and the wider St Petersburg area.
Can Momentum Realty connect me with an agent for Winston Gateway Assoc Inc Condo?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Winston Gateway Assoc Inc Condo purchase or sale - no call center and no pressure.
A first-time buyer or investor working within a tight budget who wants a low entry price into St PetersburgExcellent fit
A cash or well-qualified buyer who can move patiently and negotiate in a slow marketExcellent fit
A buyer comfortable scrutinizing older-building financials, reserves, and monthly assessmentsExcellent fit
A buyer who needs significant square footage or a multi-bedroom layoutProbably not
Anyone who expects a quick resale, given a 182-day median time on market and declining pricesProbably not
A buyer who wants newer construction and low, predictable association costsProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 15, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (27 streets, ZIP 33702))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2014 (59 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 your area comps.

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