Winter Green
Homes for Sale in Winter Park, FL

All 364 homes for sale in Winter Park, FL · median $684,500 · 22 townhomes for sale in Winter Park · 121 homes for sale in 32792 · Seminole County homes for sale

Community in Winter Park · Seminole County · ZIP 32792
97 homesBuilt 1981–1995Median sale $300K
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Photo via Stellar MLS

Built fromLive Stellar MLS data20 years of closingsFL DOR public recordsUpdated twice daily

Over the 12 months ending 2026-09-20, 3 recorded sales closed at a median of $300,000, $182 per square foot, a median 32 days on market, sellers accepting 92% of original asking (+5% versus the prior year). At the median price and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $4,550 ($3,950 with the full homestead exemption).

Winter Green key facts
LocationWinter Park, Seminole County, FL · ZIP 32792
Homes in the community97 (FL DOR 2025 assessment roll)
Years built1981–1995 (median 1994.0)
Typical living area1,187 sq ft (median)
Amenities listed by sellersPool, Tennis Court(s), Association Recreation - Owned, Deed Restrictions, Pickleball Court(s), Security System
Sale prices, last 12 months$300,000 median across 3 closed sales · $182 per sq ft · +5.3% vs the prior 12 months
Days on market (closed sales)32 median
For sale right now0 active, 0 pending
Owner-occupied (homestead) share43%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Winter Green key facts,” movewithmomentum.com/neighborhoods/winter-green, data as of September 20, 2026.

Live · Winter Green Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$300K ▲
Median sold · 12 mo
up 5.3% vs the prior 12 months
+5.3% ▲
1-yr price change
n = 3 and 3 sales in the two windows
$182/sf
Sold $/sqft · 12 mo
peak $245 in 2022
92.2%
Sale vs ask
+335%
T12M median vs 2012
from a $69K median in 2012
Tempo
32days
Median DOM · closed
5 days at the 2022 low
0 · 0
For sale · pending
live counts, refreshed twice daily
3
Sold · last 12 mo
10-yr average: about 3 a year
Ownership and context
43%
Owner-occupied · Winter Green
42 of 97 parcels homesteaded (FL DOR 2025)
57%
Non-owner-occupied · Winter Green
incl. 22% trust or LLC-held · 13% out-of-state
97
Homes in the community
97 residential parcels (FL DOR 2025)
Track record · 20 years of records
8
Recorded sales · 2024-2025
median $286K · qualified sales on the county roll (FL DOR 2025)
Est. 1981
Community established
homes built 1981-1995, median 1994 (FL DOR 2025)
1,652sqft
Median sold home size
12-mo windows, closed sales
3.1%/yr
Turnover rate
about 3 of 97 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Winter Green sits in Winter Park with a median of $300,000 and a median price per square foot around $181.6, which tells you condition and finish are doing most of the work on price here. With only 3 recent closings in the window, individual sales carry outsized weight, so a single updated or dated home can swing what the numbers appear to say. Read each listing on its own merits rather than the aggregate.

The market posture is measured, not frantic. A heat score of 31 and a median 32 days on market point to a pace where buyers have room to inspect, negotiate, and walk if the deal is not right. Sellers should price to condition and expect roughly a month on market rather than a same-week bidding war. Prices are up 4.7% year over year and 335% since 2012 — a long, real base of appreciation, but the near-term climb is modest.

Winter Green Housing Pulse · Momentum Research · as of September 20, 2026

Winter Green right now

🟡 Still climbing. The trailing-12-month median ($300K) is up 5.3% from the prior 12 months ($285K) and up 335% since 2012. 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 (3 and 3 sales in the two windows).

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

Nearby homes for sale

No active listings inside Winter GreenHomes for Sale in Winter Park, 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.

2211 KING RICHARDS COURT
$529K · 0.2 mi away
4 bd · 2 ba · 1,845 sqft
2211 KING RICHARDS COURT
Listed by FANNIE HILLMAN & ASSOCIATES
2302 BARBADOS DRIVE
$295K · 0.3 mi away
2 bd · 2 ba · 1,544 sqft
2302 BARBADOS DRIVE
Listed by KELLER WILLIAMS REALTY AT THE PARKS
2275 ISLAND RUN
$300K · 0.3 mi away
3 bd · 2 ba · 1,467 sqft
2275 ISLAND RUN
Listed by U KEY REALTY
2370 BARBADOS DRIVE
$305K · 0.4 mi away
3 bd · 2 ba · 1,467 sqft
2370 BARBADOS DRIVE
Listed by COLDWELL BANKER REALTY
2217 SUSSEX ROAD
$485K · 0.4 mi away
4 bd · 2 ba · 2,092 sqft
2217 SUSSEX ROAD
Listed by PREFERRED REAL ESTATE BROKERS
2189 SUSSEX ROAD
$375K · 0.4 mi away
4 bd · 2.5 ba · 1,776 sqft
2189 SUSSEX ROAD
Listed by PROPERTY LOGIC RE

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

The 60-Second Overview

Winter Green market snapshot (as of September 20, 2026): the median sale price is about $300K ($182 per sq ft over the trailing 12 months of closed sales), and a median 32 days on market for closed sales. The trailing-12-month median is up 5% from the prior 12 months and up 335% since 2012, computed from record-level Stellar MLS closed sales (3 closings in the current window).

In ZIP 32792 (Winter Park), 617 homes closed in the last 12 months at a median of $408K ($256/sq ft), down 1.9% year over year, with a median 28 days on market. Right now 49 active and 13 pending listings put supply at about 3.4 months — a balanced market. See the live ZIP 32792 housing market and the Orange County market.

County records show 8 qualified sales in Winter Green across 2024–2025 (4 in 2024, 4 in 2025), median $285,500 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Winter Green is a community of 97 homes in Winter Park, Seminole County, built between 1981 and 1995 (median 1994.0), with a median living area of about 1,187 square feet. 43% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Winter Green is a small, slower-turning pocket of Winter Park in Seminole County where the median lands at $300,000 and homes take about a month to sell — a market that rewards patience over speed on both sides of the table.

Best for

  • Buyers targeting the low-$300s who want a Winter Park location without a luxury budget
  • Patient purchasers comfortable underwriting a home on its condition and finish rather than on a wall of comps
  • Long-hold owners who value the steady, multi-year appreciation trend over quick turnover

Probably not for

  • Buyers who need many recent comparable sales to justify an offer
  • Anyone expecting a fast, competitive-bid market with quick resale
  • Purchasers set on a specific price range or price ceiling, since only the median is knowable here

Windows contain 0 to 8 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 2006 through 2026. Deemed reliable but not guaranteed.

Median sale price · trailing 12 mo
$100K$200K$300K20122014201620182020202220242026
Up 5.3% year over year; up 335% since 2012.
Every sale since 2006 · price vs size
$0$100K$200K$300K1k1k1k2k
50 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 $42 in 2012 to a $245 peak in 2022; $182 now.
Median days on market · closed sales
020406020122014201620182020202220242026
5 days at the 2022 low; 32 now.
Sale price vs original ask · median
90%95%100%20122014201620182020202220242026
92.2% now.
Homes sold per 12-mo window
025820122014201620182020202220242026
0 to 8 a year; 3 in the current window.
How much local inventory is already under contract

19% of homes for sale in ZIP 32792 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).

Winter Green Market Scorecard

Balanced

Winter Green is currently a balanced market..

$300,000
Median sold
0/0/2
Active/Pend/Sold

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 Winter Green, Winter Park

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

Active inventory in distress
0.0%
0 of 6 listings
Distress share trend — 0.0% 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 Winter Green 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 Winter Green.

Best Buy
Buyers who want a Winter Park address at a middle-market median and are willing to weigh each home on condition.
Biggest Risk
Thin volume means only a few closings back the numbers, so comps are scarce and each sale moves the average.
Sweet Spot
An updated home priced close to the $300,000 median where the finish justifies the number.
Avoid If
You need deep comps or a fast, competitive-bid environment to feel confident.

A thin-volume market you read one home at a time

With just 3 closings in the current window, Winter Green is a low-volume community, and that changes how you should use the data. The median of $300,000 and the ~$181.6 per square foot figure are useful anchors, but they are built on a handful of sales — so the real price signal comes from comparing the specific home in front of you: its updates, its layout, its square footage. Treat the median as a starting reference, not a ceiling or a floor.

The longer trend is the more durable story. A 335% rise since 2012 reflects a sustained run, while the 4.7% year-over-year figure shows the pace has cooled to something steadier. Combined with a 32-day median and a soft heat score of 31, the picture is a market where well-prepared buyers can transact deliberately and sellers who price honestly to condition still find their buyer within a reasonable window.

“

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

Jon Brooks · Founder, Momentum Realty
6.6B- · Buy Score
Long-Term Appreciation10.0/10
Recent Direction7.3/10
Owner Commitment4.3/10
Pricing Power4.8/10

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 4 factors (6.6). Basis: Long-Term Appreciation +335% since 2012; Recent Direction +5.3% year-over-year; Owner Commitment 43% owner-occupied; Pricing Power 92.2% sale-to-list. Refreshed with each data update.

Why work with Momentum here

In a thin-volume community like Winter Green, the aggregate stats only take you so far — the value is in reading each home against its condition and against the few genuinely comparable sales. That is exactly the work we do: pricing to finish rather than to a headline median, and telling you plainly when a listing is stretched or when a fair deal is on the table.

Winter Green in 15 seconds.

Best forBuyers who want a Winter Park address at a middle-market median and are willing to weigh each home on condition.
Biggest advantageA measured pace — about a month on market and a soft heat score — gives buyers room to inspect and negotiate.
Biggest riskThin volume means only a few closings back the numbers, so comps are scarce and each sale moves the average.
Sweet spotAn updated home priced close to the $300,000 median where the finish justifies the number.
Avoid ifYou need deep comps or a fast, competitive-bid environment to feel confident.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Winter Green 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 Winter Green.
In short
  • HOA dues reported around $188/month (about $2,256/yr) · median of 30 MLS listings, most billed monthly
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $188 per month ($2,256 a year) — the median AssociationFee across 30 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

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 Winter Green sales matched to your home.

What is your Winter Green home worth?

Get a no-obligation home value based on real comparable sales in Winter Green, 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 Winter Green?
The median sale price in Winter Green was $300K over the 12 months ending September 20, 2026 (3 closed sales, Stellar MLS).
How long do homes in Winter Green take to sell?
Homes that closed in the 12 months ending September 20, 2026 took a median 32 days on market (3 sales, Stellar MLS).
How many homes are in Winter Green?
The Florida DOR 2025 assessment roll shows 97 homes in Winter Green (public records).
What share of Winter Green is owner-occupied?
43% of Winter Green parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Winter Green built?
Homes in Winter Green were built between 1981 and 1995, with a median year built of 1994.0 (FL DOR 2025 roll).
Have Winter Green home prices gone up?
The trailing-12-month median is up 335% since 2012, from $69K to $300K (Stellar MLS closed records).
Who is the best real estate agent for Winter Green?
The best agent for Winter Green is one who actively works Winter Park 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 Winter Green.
How do I find a top Winter Park real estate agent who knows Winter Green?
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 Winter Green and the wider Winter Park area.
Can Momentum Realty connect me with an agent for Winter Green?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Winter Green purchase or sale - no call center and no pressure.
Where is Winter Green, and what county is it in?
Winter Green is in Winter Park, Seminole County, FL, ZIP 32792. The community's center is about 2 miles northeast of the center of Winter Park (straight-line).
Buyers targeting the low-$300s who want a Winter Park location without a luxury budgetExcellent fit
Patient purchasers comfortable underwriting a home on its condition and finish rather than on a wall of compsExcellent fit
Long-hold owners who value the steady, multi-year appreciation trend over quick turnoverExcellent fit
Buyers who need many recent comparable sales to justify an offerProbably not
Anyone expecting a fast, competitive-bid market with quick resaleProbably not
Purchasers set on a specific price range or price ceiling, since only the median is knowable hereProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 26, 2026)
Community market statsStellar MLS closed sales, 12-month windows ending September 20, 2026
Housing stock & ownershipFlorida DOR assessment roll (street-list match (1 streets, ZIP 32792))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2006 (50 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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Thinking of selling in Winter Green? 3 recorded closings; median 32 days on market (window ending 2026-09-20). See the Seminole 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.
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