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432 listings in Winter Park
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Winter Park
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Listings
New
$495,000
5316 HALYARD CT
WINTER PARK, 32792
3 bd·2 ba·1,380 sqft
1 day on market
Pool
Listed by Neil Chetram, LA ROSA REALTY CW PROPERTIES L
$379,998
2017 CANNY CV
WINTER PARK, 32792
3 bd·2.5 ba·1,907 sqft
79 days on market
Listed by Janice Goulder, KELLER WILLIAMS WINTER PARK
$274,900
5210 LAZY OAKS DR
WINTER PARK, 32792
2 bd·2.5 ba·1,236 sqft
72 days on market
Listed by IHOME REALTY FL LLC
$214,900
7413 BELLE RIVER CT #3
WINTER PARK, 32792
3 bd·2.5 ba·1,151 sqft
36 days on market
Listed by Ivan Tobon, OUTLET REALTY
$3,199,000
361 E KINGS WAY
WINTER PARK, 32789
4 bd·4.5 ba·3,737 sqft
43 days on market
PoolNew construction
Listed by Christopher Christensen, ONE LUXURY INTERNATIONAL LLC
$210,000
669 W COMSTOCK AVE
WINTER PARK, 32789
52 days on market
Listed by Jonathan Minerick, HOMECOIN.COM
$915,000
1927 S LAKEMONT AVE
WINTER PARK, 32792
3 bd·3.5 ba·2,093 sqft
42 days on market
Waterfront
Listed by Abby Green, IAD REAL ESTATE
$499,900
351 STARLING RD
WINTER PARK, 32789
3 bd·1.5 ba·1,979 sqft
11 days on market
Listed by Daniel Robinson, HOUWZER INC
$3,695,000
125 S INTERLACHEN AVE #1
WINTER PARK, 32789
3 bd·4 ba·3,878 sqft
68 days on market
Listed by Skip Kirst, COLLADO REAL ESTATE
$510,000
1061 ARAGON AVE #1061
WINTER PARK, 32789
3 bd·2.5 ba·1,669 sqft
55 days on market
Listed by Lois Ann Cox, PA, WATSON REALTY CORP
$105,000
1000 S SEMORAN BLVD #302
WINTER PARK, 32792
1 bd·1 ba·796 sqft
58 days on market
Listed by Amaal Barakat, KELLER WILLIAMS ADVANTAGE III
$2,299,000
1840 LAUREL RD
WINTER PARK, 32789
5 bd·5 ba·2,868 sqft
84 days on market
PoolNew construction
Listed by Matt Tomaszewski, CORCORAN PREMIER REALTY
$1,749,000
2525 LAFAYETTE AVE
WINTER PARK, 32789
4 bd·3.5 ba·2,715 sqft
38 days on market
PoolNew construction
Listed by CORCORAN PREMIER REALTY
$1,894,000
2614 PARKLAND DR
WINTER PARK, 32789
34 days on market
Listed by Ryan Gaston, JW GASTON LLC
$430,000
3740 HAWTHORNE LN
WINTER PARK, 32792
3 bd·2 ba·1,645 sqft
74 days on market
Pool
Listed by John Crea, FLORIDA REALTY INVESTMENTS
$268,000
2475 TAHOE CIR
WINTER PARK, 32792
2 bd·2 ba·1,295 sqft
59 days on market
Listed by Sarah Doyer, COLDWELL BANKER REALTY
$1,449,000
777 HALIFAX AVE
WINTER PARK, 32792
5 bd·4.5 ba·3,109 sqft
53 days on market
Listed by Jared Smith, SAFFORD REAL ESTATE LLC
$1,590,000
708 BALMORAL RD
WINTER PARK, 32789
4 bd·3 ba·2,786 sqft
24 days on market
Pool
Listed by Caitlin De Oliveira, EXP REALTY LLC
$1,419,900
1546 MILLER AVE
WINTER PARK, 32789
4 bd·3.5 ba·2,984 sqft
75 days on market
PoolNew construction
Listed by Kim Griffin, RE/MAX EXCLUSIVE COLLECTION
$759,675
724 MONMOUTH WAY
WINTER PARK, 32792
5 bd·3.5 ba·2,832 sqft
62 days on market
Listed by Cardiff Howell
$729,000
1850 BRYAN AVE
WINTER PARK, 32789
3 bd·2 ba·1,563 sqft
24 days on market
Listed by Vanessa Winters, CENTRAL FLORIDA REAL ESTATE CE
New
$425,000
1886 CLEMATIS LN
WINTER PARK, 32792
3 bd·2 ba·1,238 sqft
1 day on market
Listed by Steven Greening, EXP REALTY LLC
$334,000
3562 BOUGAINVILLEA DR
WINTER PARK, 32792
3 bd·2 ba·1,149 sqft
50 days on market
Listed by SHORESTONE PROPERTY GROUP
New
$650,000
901 HARMON AVE
WINTER PARK, 32789
2 bd·1,277 sqft
1 day on market
Listed by STOCKWORTH REALTY GROUP
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: August 5, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.