Homes for Sale in Winter Park, FL 32789

Every active MLS listing in Winter Park’s 32789 ZIP code, refreshed nightly, with the price bands, the property mix and the communities that have the most homes for sale. For the whole city see homes for sale in Winter Park, FL (337 listings); for the ZIP’s values, taxes and growth see the 32789 housing scorecard.

150 homes are for sale in ZIP 32789 (Winter Park, FL) right now, from $245,000 to $3,395,000 for the middle 80%, at a median asking price of $1,062,000 and $492 per square foot. The typical listing is 2,204 sq ft, built 1982; 31 came on the market in the last 7 days and 20% are new construction.

Newest homes for sale in 32789

160 W Rockwood Way, home for sale in Winter Park 32789
$3,395,000 New
5 bd · 5.5 ba · 4,015 sq ft · built 2017
160 W Rockwood Way
Forest Hills
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY
1421 Michigan Avenue, home for sale in Winter Park 32789
$586,567 New
5 bd · 3 ba · 2,031 sq ft · built 1972
1421 Michigan Avenue
Attilio G Panacciones
Listing courtesy of SOVERA REALTY GROUP, LLC
1071 Aragon Avenue, home for sale in Winter Park 32789
$575,000 New
2 bd · 2.5 ba · 1,851 sq ft · built 2008
1071 Aragon Avenue
Seville Park
Listing courtesy of FANNIE HILLMAN & ASSOCIATES
620 Virginia Drive, home for sale in Winter Park 32789
$3,890,000 New
6 bd · 5 ba · 4,677 sq ft · built 2027
620 Virginia Drive
Timberlane Shores
Listing courtesy of ONE LUXURY INTERNATIONAL LLC
1773 Walnut Avenue, home for sale in Winter Park 32789
$2,725,000 New
5 bd · 4.5 ba · 3,784 sq ft · built 2027
1773 Walnut Avenue
Conwill Estates
Listing courtesy of ONE LUXURY INTERNATIONAL LLC
311 E Morse Boulevard #1-5, home for sale in Winter Park 32789
$2,475,000 New
3 bd · 3 ba · 2,316 sq ft · built 1960
311 E Morse Boulevard #1-5
Phillips Circle
Listing courtesy of COLLADO REAL ESTATE
2260 Mulbry Drive, home for sale in Winter Park 32789
$1,925,000 New
5 bd · 4 ba · 3,246 sq ft · built 1952
2260 Mulbry Drive
Lake Forest Park
Listing courtesy of KONA REALTY SERVICES LLC
2308 Mulbry Drive, home for sale in Winter Park 32789
$1,699,000 New
4 bd · 3.5 ba · 2,530 sq ft · built 2026
2308 Mulbry Drive
Lake Forest Park
Listing courtesy of COMPASS FLORIDA LLC
250 Killarney, home for sale in Winter Park 32789
$1,600,000 New
4 bd · 3.5 ba · 2,568 sq ft · built 1997
250 Killarney
Killarney Estates
Listing courtesy of FLORIDA PROPERTY SPECIALIST
462 W Lyman Avenue, home for sale in Winter Park 32789
$1,595,000 New
3 bd · 2.5 ba · 1,944 sq ft · built 2022
462 W Lyman Avenue
Winter Park Villas
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY
952 Moss Lane, home for sale in Winter Park 32789
$1,319,950 New
4 bd · 3.5 ba · 3,474 sq ft · built 2008
952 Moss Lane
Maitland Shores
Listing courtesy of MERIDIAN RESIDE
1922 Hammerlin Avenue, home for sale in Winter Park 32789
$1,300,000 New
3 bd · 2.5 ba · 1,873 sq ft · built 2015
1922 Hammerlin Avenue
Edgewood
Listing courtesy of PALM PROPERTIES OF CF, INC.
1278 S Pennsylvania Avenue #13, home for sale in Winter Park 32789
$799,000 New
3 bd · 2.5 ba · 1,957 sq ft · built 2007
1278 S Pennsylvania Avenue #13
Casa Jardin Condo
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY
250 Carolina Avenue #205, home for sale in Winter Park 32789
$739,000 New
2 bd · 2 ba · 1,311 sq ft · built 1982
250 Carolina Avenue #205
Park West Condo
Listing courtesy of BHHS FLORIDA REALTY
811 Overspin Drive, home for sale in Winter Park 32789
$349,000 New
2 bd · 1 ba · 749 sq ft · built 1950
811 Overspin Drive
Dubsdread Heights
Listing courtesy of RICK SINGH REAL ESTATE
151 N Orlando Avenue #242, home for sale in Winter Park 32789
$269,000 New
2 bd · 1 ba · 710 sq ft · built 1960
151 N Orlando Avenue #242
Lake Killarney Condo
Listing courtesy of COLONIALTOWN REALTY
1695 Lee Road #A101, home for sale in Winter Park 32789
$154,900 New
3 bd · 2 ba · 1,149 sq ft · built 1966
1695 Lee Road #A101
Waterfall Cove
Listing courtesy of CINO INTERNATIONAL INC
2500 Lee Road #143, home for sale in Winter Park 32789
$130,000 New
1 bd · 1 ba · 645 sq ft · built 1969
2500 Lee Road #143
Lakeside Manor Apartments Condo
Listing courtesy of PALMANO GROUP RE BROKERAGE LLC
2661 Via Tuscany, home for sale in Winter Park 32789
$5,999,990 New
4 bd · 4.5 ba · 3,880 sq ft · built 2025
2661 Via Tuscany
Maitland Shores
Listing courtesy of COLDWELL BANKER REALTY
857 Brock Street, home for sale in Winter Park 32789
$4,650,000 New
5 bd · 5.5 ba · 4,827 sq ft · built 2027
857 Brock Street
Park Grove
Listing courtesy of ONE LUXURY INTERNATIONAL LLC
720 Pansy Avenue, home for sale in Winter Park 32789
$1,350,000 New
3 bd · 4 ba · 2,191 sq ft · built 1969
720 Pansy Avenue
Villa View Park
Listing courtesy of KELLER WILLIAMS WINTER PARK
471 Holt Avenue, home for sale in Winter Park 32789
$995,999 New
4 bd · 3 ba · 2,528 sq ft · built 1943
471 Holt Avenue
Winter Park Villas
Listing courtesy of FLORIDA HOME TEAM REALTY LLC
1250 S Denning Drive #127, home for sale in Winter Park 32789
$245,000 New
2 bd · 2 ba · 908 sq ft · built 1967
1250 S Denning Drive #127
Mead Garden
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY
2825 Mulford Avenue, home for sale in Winter Park 32789
$629,000 New
2 bd · 2 ba · 1,249 sq ft · built 1952
2825 Mulford Avenue
Orangewood Park
Listing courtesy of RE/MAX TOWN & COUNTRY REALTY
1546 Miller Avenue, home for sale in Winter Park 32789
$1,419,900 New
4 bd · 3.5 ba · 2,984 sq ft · built 2026
1546 Miller Avenue
Lawndale
Listing courtesy of RE/MAX EXCLUSIVE COLLECTION
1016 Aragon Avenue, home for sale in Winter Park 32789
$660,000 New
4 bd · 3 ba · 1,840 sq ft · built 1983
1016 Aragon Avenue
Seville Park
Listing courtesy of PALMANO GROUP RE BROKERAGE LLC
2500 Lee Road #220, home for sale in Winter Park 32789
$199,900 New
2 bd · 1 ba · 851 sq ft · built 1969
2500 Lee Road #220
Lakeside Manor Apartments Condo
Listing courtesy of KELLER WILLIAMS REALTY AT THE PARKS
150 E Reading Way, home for sale in Winter Park 32789
$1,449,000
3 bd · 2.5 ba · 2,080 sq ft · built 1950
150 E Reading Way
Charmont
Listing courtesy of FANNIE HILLMAN & ASSOCIATES
313 Sylvan Drive, home for sale in Winter Park 32789
$5,500,000
4 bd · 4.5 ba · 4,775 sq ft · built 2027
313 Sylvan Drive
Sylvan Park
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY
240 Killarney Drive, home for sale in Winter Park 32789
$1,275,000
3 bd · 2.5 ba · 1,329 sq ft · built 1947
240 Killarney Drive
Killarney Estates
Listing courtesy of PREMIER SOTHEBYS INT'L REALTY

Homes for sale in 32789 by price

Price bandFor saleShare
Under $200K128%
$200K–$300K96%
$300K–$400K53%
$400K–$500K85%
$500K–$750K2416%
$750K+9261%

Communities in 32789 with the most homes for sale

How to read this

Counts and medians are from active MLS listings with a 32789 mailing ZIP as of September 15, 2026; property mix Single-family 73%, Condo 17%, Townhouse 7%. Prices are asking prices. Listings are shown with the courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. Other Winter Park ZIP codes: 32792. See also homes for sale in Orange County. More: Winter Park condos, Winter Park townhomes, luxury homes in Winter Park, new listings this week in Winter Park.

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