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Homes for Sale in Winter Park, FL

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397 homes are for sale in Winter Park, FL as of 2026-10-18, with 18 more under contract. The median list price is $599,000 ($337/sq ft), most homes list between $200K to $2.50M, and the median listing has been on the market 38 days. That is 263 houses, 97 condos and 37 townhouses. 94 homes came on the market this week and 494 sold in the last 12 months at a median of $449,000.

Winter Park, FL key facts
LocationOrange County, FL
ZIP codes with their own page2
For sale right now397 active, 18 under contract
Asking prices$599,000 median · $337 per sq ft · most homes $200K–$2.50M
Median days on market (active listings)38
Property types for sale263 houses, 97 condos, 37 townhouses
New listings this week94
Homes sold, last 12 months494 at a median of $449,000

Listing counts and prices as of 2026-10-18; MLS data, refreshed nightly; sold figures are trailing 12 months of closed sales. Market figures describe homes, not residents. Cite as: Momentum Realty, “Winter Park, FL key facts,” movewithmomentum.com/homes-for-sale/winter-park-fl/, data as of 2026-10-18.

397
Homes for sale
$599,000
Median list price
$200K to $2.50M
Typical range
38
Median days on market
94
New this week
18
Under contract
$4,198
Est. monthly cost at median
9.6
Months of supply

Newest homes for sale in Winter Park

The most recently listed homes in Winter Park, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.

901 GOLFVIEW TERRACE, home for sale in Winter Park
$7.00M New
5 bd · 5.5 ba · 5,479 sq ft · built 2023
901 GOLFVIEW TERRACE, 32789
Winter Park
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY
160 W ROCKWOOD WAY, home for sale in Winter Park
$3.40M New
5 bd · 5.5 ba · 4,015 sq ft · built 2017
160 W ROCKWOOD WAY, 32789
Forest Hills
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY
2119 HOWARD DRIVE, home for sale in Winter Park
$3.19M New
5 bd · 5.5 ba · 4,139 sq ft · built 2027
2119 HOWARD DRIVE, 32789
Winter Park
Listing courtesy of CORCORAN PREMIER REALTY
2812 MULFORD AVENUE, home for sale in Winter Park
$2.50M New
5 bd · 5.5 ba · 3,656 sq ft · built 2026
2812 MULFORD AVENUE, 32789
Winter Park
Listing courtesy of CORCORAN PREMIER REALTY
1737 INDIANA AVENUE, home for sale in Winter Park
$1.40M New
4 bd · 3.5 ba · 2,984 sq ft · built 2023
1737 INDIANA AVENUE, 32789
Lawndale
Listing courtesy of LOKATION
1602 ALABAMA DRIVE #107, home for sale in Winter Park
$1.15M New
2 bd · 2 ba · 993 sq ft · built 1921
1602 ALABAMA DRIVE #107, 32789
Alabama Condo
Listing courtesy of CORCORAN PREMIER REALTY
1071 ARAGON AVENUE, home for sale in Winter Park
$575,000 New
2 bd · 2.5 ba · 1,851 sq ft · built 2008
1071 ARAGON AVENUE, 32789
Seville Park
Listing courtesy of FANNIE HILLMAN & ASSOCIATES
Winter Park
photos on the listing
$575,000 New
3 bd · 2.5 ba · 2,031 sq ft · built 1981
1931 ASTER DRIVE, 32792
Winter Park
Listing courtesy of KELLER WILLIAMS WINTER PARK
2332 SHERBROOKE ROAD, home for sale in Winter Park
$549,000 New
4 bd · 3 ba · 1,842 sq ft · built 1967
2332 SHERBROOKE ROAD, 32792
Winter Park
Listing courtesy of KELLER WILLIAMS WINTER PARK
2370 BARBADOS DRIVE, home for sale in Winter Park
$305,000 New
3 bd · 2 ba · 1,467 sq ft · built 1979
2370 BARBADOS DRIVE, 32792
Winter Park
Listing courtesy of COLDWELL BANKER REALTY
Palmer Park
photos on the listing
$6.00M New
5 bd · 6 ba · 4,806 sq ft · built 2027
1011 MCKEAN CIRCLE, 32789
Palmer Park
Listing courtesy of UNITED REAL ESTATE PREFERRED
540 N PENNSYLVANIA AVENUE, home for sale in Winter Park
$3.95M New
4 bd · 2 ba · 1,652 sq ft · built 1938
540 N PENNSYLVANIA AVENUE, 32789
Winter Park Villas
Listing courtesy of COLDWELL BANKER REALTY
1742 TEMPLE DRIVE, home for sale in Winter Park
$3.70M New
4 bd · 5 ba · 3,658 sq ft · built 2003
1742 TEMPLE DRIVE, 32789
Lake Knowles Terrace Add 02
Listing courtesy of ROI AVE LLC
1751 GLENCOE ROAD, home for sale in Winter Park
$3.39M New
5 bd · 6 ba · 4,520 sq ft · built 2025
1751 GLENCOE ROAD, 32789
Forest Hills
Listing courtesy of ONE LUXURY INTERNATIONAL LLC
2234 HOWARD DRIVE, home for sale in Winter Park
$2.29M New
4 bd · 5.5 ba · 3,295 sq ft · built 2019
2234 HOWARD DRIVE, 32789
Lake Forest Park
Listing courtesy of COLDWELL BANKER REALTY
2007 EDWIN BOULEVARD, home for sale in Winter Park
$2.00M New
4 bd · 3.5 ba · 3,314 sq ft · built 2027
2007 EDWIN BOULEVARD, 32792
Eastgate Sub Winter Park
Listing courtesy of DREAM FINDERS REALTY GROUP CORP
513 DUNRAVEN DRIVE, home for sale in Winter Park
$1.95M New
5 bd · 4.5 ba · 3,560 sq ft · built 2026
513 DUNRAVEN DRIVE, 32792
Kenilworth Shores
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY
2614 PARKLAND DRIVE, home for sale in Winter Park
$1.89M New
4 bd · 3.5 ba · 3,307 sq ft · built 2007
2614 PARKLAND DRIVE, 32789
Parklando 03 Winter Park
Listing courtesy of JW GASTON LLC
2613 LAFAYETTE AVENUE, home for sale in Winter Park
$1.70M New
4 bd · 3.5 ba · 2,661 sq ft · built 2026
2613 LAFAYETTE AVENUE, 32789
Charmont
Listing courtesy of CORCORAN PREMIER REALTY
2308 MULBRY DRIVE, home for sale in Winter Park
$1.70M New
4 bd · 3.5 ba · 2,530 sq ft · built 2026
2308 MULBRY DRIVE, 32789
Lake Forest Park
Listing courtesy of COMPASS FLORIDA LLC
250 KILLARNEY, home for sale in Winter Park
$1.60M New
4 bd · 3.5 ba · 2,568 sq ft · built 1997
250 KILLARNEY, 32789
Killarney Estates
Listing courtesy of FLORIDA PROPERTY SPECIALIST
1320 ORCHID AVENUE, home for sale in Winter Park
$1.35M New
4 bd · 4 ba · 2,998 sq ft · built 2023
1320 ORCHID AVENUE, 32789
Elizabeth Heights Sub
Listing courtesy of EXP REALTY LLC
Winter Park
photos on the listing
$1.25M New
6 bd · 5.5 ba · 5,021 sq ft · built 2015
1445 VIA SANGRO PLACE, 32792
Winter Park
Listing courtesy of COLDWELL BANKER REALTY
913 MOSS LANE, home for sale in Winter Park
$950,000 New
3 bd · 2 ba · 1,887 sq ft · built 1953
913 MOSS LANE, 32789
Maitland Shores First Add
Listing courtesy of VECTOR REALTY

Winter Park homes for sale by price

Every active listing in Winter Park grouped by price, with the newest listings in each band. The median is $599,000; the busiest band is $1M and up.

Under $200K: 40 homes

$200K – $300K: 40 homes

$300K – $400K: 41 homes

$400K – $500K: 51 homes

$500K – $750K: 66 homes

$750K – $1M: 39 homes

$1M and up: 120 homes

Every home for sale in Winter Park right now (397)

All 397 active Winter Park listings with a detail page, newest first, refreshed twice a day from the MLS.

Showing the newest 150 of 397; the price bands above and the map cover the rest.

Homes for sale in Winter Park by ZIP code

Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.

ZIPHomes for saleMedian list price
32789199$1.15M
32792197$424,900
341121$259,900

Winter Park communities with the most homes for sale

The Winter Park neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.

CommunityFor saleMedian listMedian sold (12 mo)Days on market
Kenilworth Shores8$1.60M——
Orwin Manor Westminster6$502,400——
The Enclave Winter Park6$2.10M——
Winter Park Pines5$695,000——
Killarney Estates5$1.25M——
Stratford A Winter Park Condo5$182,900——
Winter Park Estates5$519,900——
Colonies5$150,000——
Golfside Villas Condo5$138,000——
Winter Park Villas4$1.22M——
Charmont4$1.89M——
Forest Hills4$3.39M——
Lake Forest Park4$2.11M——
Lazy Oaks Condo4$274,950——
Lake Killarney Condo3$285,000——
Maitland Shores First Add3$5.50M——
Mead Garden3$245,000——
Park West Condo3$699,000——
Phillips Circle Rep3$925,000——
Sylvan Heights3$1.75M——
Virginia Heights3$925,000——
Eastbrook Sub Unit 06 2Nd Rep3$379,000——
Eastbrook Sub3$379,900——
J Kronenberger Sub3$5.20M——
Lake Knowles Terrace Add 023$2.55M——
Lakeside Manor Apts Condo3$184,400——
Lakeview Terrace3$699,000——
Lawndale3$1.40M——
Winter Park Pines Merrie Oaks2$554,950——
Chateaux Du Lac2$245,000——

What is for sale in Winter Park: property types

Another 3 listings in Winter Park are land, commercial or other non-residential property and are not counted above.

Browse by type: Condos for sale in Winter Park (97) · Townhomes for sale in Winter Park (37).

The Winter Park real estate market right now

Over the last 12 months 494 homes sold in Winter Park at a median of $449,000 (+1.6% year over year), $270 per square foot. Sellers received 96% of list price and homes took a median 33 days to go under contract. With 397 homes for sale against that sales pace, months of supply is 9.6, a buyer’s market by the six-month rule. Cash buyers accounted for 31% of sales. New construction was 3% of sales.

Winter Park supply by price band

Price bandActiveSold, 12 moMonths of supplyDOM
Under $300K381313.568
$300K–$500K15862.123
$500K–$750K21972.625
$750K+541803.646

Winter Park home prices by year

Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.

YearMedian sold priceHomes soldDays on marketSale-to-list
2019$457,423639892%
2021$490,389193799%
2022$462,5431,182999%
2023$497,7613682096%
2024$607,8629282196%
2025$619,7229593394%
2026$647,8258503496%

What a home in Winter Park costs to own

Take the median $599,000 listing with 20% down at today’s 7.40% 30-year rate: principal and interest run about $3,318/month. Orange County’s typical millage of 16.67 puts property tax near $9,154/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Orange County is about $1,409/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $4,198/month plus any HOA or CDD assessment.

Communities buyers are searching in Winter Park. The Winter Park community pages people are opening from Google right now: Winter Park · Park Hill.

Explore Winter Park

Homes for sale near Winter Park

Recently off market in Winter Park

Homes in Winter Park that left the market most recently, with their last list price and a public-record page for each address. Off-market pages keep the community, tax and sales-history context after a listing closes or expires.

Neighborhoods buyers are searching for in Winter Park

Winter Park guides & data

Everything we publish about Winter Park: live listings by type, prices and market data, taxes, insurance and what it costs to live here.

Common questions

How many homes are for sale in Winter Park, FL?
As of 2026-10-18, Momentum's MLS record shows 397 residential homes actively listed for sale in Winter Park and 18 under contract. 94 of them came on the market in the last 7 days.
What is the median home price in Winter Park?
The median list price of homes for sale in Winter Park is $599,000, about $337 per square foot for a typical 1,842-square-foot home. Ten percent of listings are under $200K and ten percent are above $2.50M. Over the last 12 months the median SOLD price was $449,000, +1.6% year over year.
How long do homes take to sell in Winter Park?
Homes currently listed have been on the market a median of 38 days. Homes that sold in the last 12 months took a median of 33 days and sold at 96% of list price. At today's inventory that is 9.6 months of supply, a buyer's market by the usual six-month rule.
What does a $599,000 home in Winter Park cost per month?
Roughly $4,198 a month with 20% down at 7.40%: principal and interest of $3,318, Orange County property tax of about $763/month after the $50,000 homestead exemption, and insurance near $117/month at the Citizens county average. HOA or CDD fees, where they apply, come on top.
Which Winter Park neighborhoods have the most homes for sale?
The communities with the most active listings right now are Kenilworth Shores (8), Orwin Manor Westminster (6), The Enclave Winter Park (6), Winter Park Pines (5), Killarney Estates (5). Each community page carries its own sales history, live inventory and schools.
How do I see a home for sale in Winter Park?
Every listing on this page opens a full page with all photos, the community's data and a tour request. A Momentum agent who works Winter Park can show any home here, whether it is our listing or another brokerage's, at no cost to a buyer. Call (904) 351-6461 or use the form below.
Where is Winter Park, FL, and what county is it in?
Winter Park is in Orange County, Florida. Homes for sale there today carry the ZIP codes 32789, 32792, 34112. Nearby cities in the same county with homes for sale: Orlando, Winter Garden, Apopka, Windermere, Ocoee.
What ZIP codes are in Winter Park, FL?
Listings in Winter Park are currently in 3 ZIP codes: 32789, 32792, 34112. The ZIP table above shows how many homes are for sale in each and the median asking price.
How many houses are for sale in Winter Park, FL?
263 single-family houses are for sale in Winter Park today, out of 397 total listings (97 condos, 37 townhouses). The property-type section above breaks the inventory down, and each card opens the full listing.
How do I buy a house in Winter Park, FL?
Start with the numbers: 397 homes are for sale in Winter Park today at a median asking price of $599,000, so a 20% down payment on the median home is about $119,800 and principal and interest run near $3,318/month at today's 7.40% 30-year rate. Get pre-approved first, sign a written buyer agreement with your agent (required before touring since August 2024), then search by price band, ZIP or community above. Our Florida buyer closing-cost calculator itemizes the cash to close, and the Florida first-time buyer guide covers programs and down-payment help.
What county is Winter Park in?
Winter Park is in Orange County, Florida; a smaller share of Winter Park addresses fall in Seminole County. Orange County's 12-month median sale price is $462K on 14,111 closings. Property tax, school zoning and permitting for Winter Park run through Orange County.
Is Winter Park a good place to live?
That depends on your budget, commute and the kind of home you want, so here is what the housing data says about Winter Park: the median sale price over the last 12 months was $449K across 494 closings (+1.6% year over year), about the same as the Orange County median of $462K; homes took a median 33 days to go under contract; 332 homes are for sale today, 4.5 months of supply at the current pace, which is balanced; the communities with the most sales are Kenilworth Shores Sec 1, Eastbrook Sub Unit 8, EASTBROOK SUB UNIT 05, KENILWORTH SHORES SEC 06. The market tracker, price bands and community pages on this site carry the full numbers.
Is Winter Park in a flood zone?
Mostly no. Across 46 homes sampled in Winter Park's largest communities, nearly all sit outside a FEMA Special Flood Hazard Area (Zone X). Flood zones are drawn parcel by parcel, so check the exact address on FEMA's flood map; each community page here shows its own mix.

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Winter Park as of 2026-10-18 and refresh as homes list and sell. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.

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