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392 listings in WINTER PARK
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WINTER PARK, FL
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Listings
New
$3,200,000
4572 N PALMETTO AVE #A
WINTER PARK, 32792
8,843 sqft
1 day on market
Listed by VINAS DEL MAR REALTY, INC.
Source: Stellar MLS
$585,000
4260 BEAR GULLY RD
WINTER PARK, 32792
4 bd·3.5 ba·2,322 sqft
48 days on market
Listed by WRA BUSINESS & REAL ESTATE
Source: Stellar MLS
$3,395,995
1742 TEMPLE DR
WINTER PARK, 32789
4 bd·5 ba·3,658 sqft
46 days on market
PoolNew construction
Listed by ROI AVE LLC
Source: Stellar MLS
$347,500
1306 S PENNSYLVANIA AVE #5
WINTER PARK, 32789
2 bd·1 ba·830 sqft
34 days on market
Listed by KELLER WILLIAMS WINTER PARK
Source: Stellar MLS
$150,000
7453 DANIEL WEBSTER DR #A5
WINTER PARK, 32792
2 bd·2 ba·1,063 sqft
2 days on market
Listed by LA ROSA REALTY PREMIER LLC
Source: Stellar MLS
$6,795,000
901 GOLFVIEW TER
WINTER PARK, 32789
5 bd·5.5 ba·5,479 sqft
55 days on market
Pool
Listed by PREMIER SOTHEBY'S INTL. REALTY
Source: Stellar MLS
$3,495,000
662 GRANVILLE DRIVE
WINTER PARK, 32789
5 bd·5.5 ba·4,478 sqft
18 days on market
Pool
Listed by PREMIER SOTHEBY'S INTL. REALTY
Source: Stellar MLS
$1,049,000
1517 HARMON AVE
WINTER PARK, 32789
4 bd·3.5 ba·2,135 sqft
43 days on market
Listed by BEYCOME OF FLORIDA LLC
Source: Stellar MLS
$875,000
2572 FIFESHIRE DR
WINTER PARK, 32792
4 bd·2.5 ba·2,578 sqft
46 days on market
Listed by PREMIER SOTHEBY'S INTL. REALTY
Source: Stellar MLS
$647,900
250 CAROLINA AVE #202
WINTER PARK, 32789
3 bd·2 ba·1,450 sqft
56 days on market
Listed by FANNIE HILLMAN & ASSOCIATES
Source: Stellar MLS
$299,900
5080 SEMINOLE AVE
WINTER PARK, 32792
3 bd·2 ba·1,078 sqft
23 days on market
Listed by CREEGAN GROUP
Source: Stellar MLS
$249,000
2463 GRAND TETON CIR #2463
WINTER PARK, 32792
3 bd·2.5 ba·1,720 sqft
13 days on market
Listed by MAINFRAME REAL ESTATE
Source: Stellar MLS
$5,500,000
1166 PALMER AVE
WINTER PARK, 32789
5 bd·6 ba·5,181 sqft
33 days on market
PoolNew construction
Listed by KELLER WILLIAMS ADVANTAGE REALTY
Source: Stellar MLS
$795,000
2345 BROOKSHIRE AVE
WINTER PARK, 32792
3 bd·3 ba·2,488 sqft
47 days on market
Listed by KELLER WILLIAMS WINTER PARK
Source: Stellar MLS
$637,500
2215 WOODCREST DR
WINTER PARK, 32792
4 bd·2 ba·1,688 sqft
55 days on market
Pool
Listed by KELLER WILLIAMS WINTER PARK
Source: Stellar MLS
$2,125,000
1271 PALMER AVE
WINTER PARK, 32789
4 bd·4.5 ba·2,850 sqft
37 days on market
Pool
Listed by KELLY PRICE & COMPANY LLC
Source: Stellar MLS
$1,300,000
504 W SWOOPE AVE
WINTER PARK, 32789
3 bd·2.5 ba·2,563 sqft
25 days on market
Listed by COMPASS FLORIDA LLC
Source: Stellar MLS
$875,000
618 BLAIRSHIRE CIR
WINTER PARK, 32792
4 bd·3 ba·1,876 sqft
57 days on market
Pool
Listed by REAL BROKER, LLC
Source: Stellar MLS
$4,090,000
702 VIA BELLA
WINTER PARK, 32789
4 bd·5.5 ba·3,720 sqft
53 days on market
Pool
Listed by PREMIER SOTHEBY'S INTL. REALTY
Source: Stellar MLS
$2,190,000
1803 BARKER DR
WINTER PARK, 32789
4 bd·3 ba·3,463 sqft
3 days on market
Waterfront
Listed by DENOVO REALTY
Source: Stellar MLS
$999,000
443 BROADVIEW AVE
WINTER PARK, 32789
4 bd·3 ba·2,803 sqft
54 days on market
Listed by FANNIE HILLMAN & ASSOCIATES
Source: Stellar MLS
$900,000
913 MOSS LN
WINTER PARK, 32789
3 bd·2 ba·1,887 sqft
55 days on market
Listed by VECTOR REALTY
Source: Stellar MLS
$450,000
786 W CANTON AVE
WINTER PARK, 32789
3 days on market
Listed by CHARLES RUTENBERG REALTY ORLANDO
Source: Stellar MLS
$405,000
2301 CONIFER AVE
WINTER PARK, 32792
4 bd·2 ba·2,189 sqft
52 days on market
Pool
Listed by LOKATION
Source: Stellar MLS
Listing data provided by Stellar MLS. Last updated September 22, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.