WINTER PARK HOMES
289 Featured Properties Available
- Default
- Newest Listings
- Price-High To Low
- Price-Low To High
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- 1/51 51
4 Beds 3 Baths 1,776 SqFt$395,000Active - 1/59 59
7 Beds 5 Baths 5,021 SqFt$1,399,990Active1445 VIA SANGRO PL, Winter Park, FL 32792
Listed by Suzanne Seenandan PREFERRED RE BROKERS III
Single Family Home
- 1/58 58
3 Beds 5 Baths 3,164 SqFt$1,750,000Active1630 CHESTNUT AVE, Winter Park, FL 32789
Listed by Brian Teach COLDWELL BANKER RESIDENTIAL RE
Single Family Home
- 1/53 53
3 Beds 3 Baths 1,875 SqFt$975,000Active870 CARVER ST, Winter Park, FL 32789
Listed by Drew Henner PREMIER SOTHEBY'S INTL. REALTY
Single Family Home
- 1/88 88
4 Beds 3 Baths 3,057 SqFt$1,195,000Active1092 WADING WATERS CIR, Winter Park, FL 32792
Listed by Tara Haefner KELLER WILLIAMS HERITAGE REALTY
Single Family Home
- 1/48 48
5 Beds 7 Baths 4,506 SqFt$2,350,000Active2412 CHANTILLY AVE, Winter Park, FL 32789
Listed by Joshua Hill THE AGENCY ORLANDO
Single Family Home
- 1/29 29
2 Beds 2 Baths 1,495 SqFt$372,500Active - 1/65 65
5 Beds 4 Baths 3,691 SqFt$2,295,000Active1885 TEMPLE DR, Winter Park, FL 32789
Listed by Jennifer Sloan COMPASS FLORIDA LLC
Single Family Home
- 1/64 64
4 Beds 3 Baths 3,050 SqFt$1,065,000Open Sat 10AM-12PM1245 WADING WATERS CIR, Winter Park, FL 32792
Listed by Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY
Single Family Home
- 1/43 43
4 Beds 2 Baths 1,680 SqFt$520,000Active422 S RANGER BLVD, Winter Park, FL 32792
Listed by David Perez COLDWELL BANKER RESIDENTIAL RE
Single Family Home
- 1/51 51
4 Beds 4 Baths 2,459 SqFt$1,499,000Active102 BELL PL, Winter Park, FL 32792
Listed by Freddie Crespo INVESTOR'S REAL ESTATE LLC
Single Family Home
- 1/61 61
3,212 SqFt$200,000Active - 1/58 58
4 Beds 4 Baths 3,330 SqFt$2,350,000Active525 S LAKEMONT AVE, Winter Park, FL 32792
Listed by Nicole Cates KELLER WILLIAMS ADVANTAGE III
Single Family Home
- 1/65 65
3 Beds 4 Baths 2,714 SqFt$2,295,000Active660 OSCEOLA AVE #101, Winter Park, FL 32789
Listed by Richard Traynor FLORIDA ONE REAL ESTATE LLC
Condo
- 1/58 58
3 Beds 7 Baths 5,483 SqFt$2,900,000Open Sat 12PM-2PM1401 GREEN COVE RD, Winter Park, FL 32789
Listed by Adriana Oyarce ANCHOR REAL ESTATE
Single Family Home
- 1/67 67
3 Beds 3 Baths 1,907 SqFt$439,000Active - 1/50 50
4 Beds 4 Baths 3,024 SqFt$1,375,000Open Sat 12PM-3PM2015 SUMMERFIELD RD, Winter Park, FL 32792
Listed by Christina Fata REAL BROKER, LLC
Single Family Home
- 1/34 34
3 Beds 2 Baths 1,719 SqFt$325,000Active2401 ANTILLES DR, Winter Park, FL 32792
Listed by George Freelove KELLER WILLIAMS WINTER PARK
Townhouse
- 1/19 19
3 Beds 3 Baths 1,151 SqFt$199,999Active7480 WOODBURN CT #39, Winter Park, FL 32792
Listed by Jenny Wemert WEMERT GROUP REALTY LLC
Townhouse
- 1/21 21
4 Beds 3 Baths 1,692 SqFt$745,000Active1324 INDIANA AVE, Winter Park, FL 32789
Listed by Ivey Geisler KELLER WILLIAMS REALTY AT THE PARKS
Single Family Home
- 1/57 57
4 Beds 4 Baths 3,237 SqFt$1,525,000Active1408 CHAPMAN CIR, Winter Park, FL 32789
Listed by Jennifer Sloan COMPASS FLORIDA LLC
Single Family Home
- 1/45 45
5 Beds 7 Baths 4,520 SqFt$3,895,000Open Sat 11AM-1PM1751 GLENCOE RD, Winter Park, FL 32789
Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC
Single Family Home
- 1/60 60
4 Beds 4 Baths 3,986 SqFt$2,345,000Active2299 VIA TUSCANY, Winter Park, FL 32789
Listed by Vincent Scarlatos CORCORAN PREMIER REALTY
Single Family Home
- 1/22 22
2 Beds 2 Baths 893 SqFt$298,000Active
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Real Estate News

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When you’re selling any item, you usually want to sell it for the greatest profit possible. That happens when there’s a strong demand and a limited supply for that item. In the real estate market, that time is right now. If you’re thinking of selling your house this year, here are two reasons why no
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Millions of Americans Have Discovered the Benefits of Multigenerational Households
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The Top Indicator if You Want To Know Where Mortgage Rates Are Heading
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