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389 listings in WINTER PARK
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WINTER PARK, FL
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Listings

$419,000
1842 PURITAN AVE
WINTER PARK, 32792
4 bd·2 ba·1,836 sqft
35 days on market
Listed by MOBED REALTY, P.A.
Source: Stellar MLS

$525,000
2641 CARVELL CT
WINTER PARK, 32792
4 bd·2 ba·2,126 sqft
77 days on market
Pool
Listed by CHAMBERLAIN REALTY LLC
Source: Stellar MLS

$2,700,000
648 WORTHINGTON DR
WINTER PARK, 32789
5 bd·4.5 ba·3,588 sqft
39 days on market
PoolNew construction
Listed by ONE LUXURY INTERNATIONAL LLC
Source: Stellar MLS

$520,000
1905 BONANZA CT
WINTER PARK, 32792
4 bd·2 ba·1,774 sqft
24 days on market
Pool
Listed by ORCHARD BROKERAGE, LLC
Source: Stellar MLS

$469,000
2183 CRANDON AVE
WINTER PARK, 32789
4 bd·1,200 sqft
57 days on market
Listed by REAL PROPERTY MANAGEMENT AND REALTY
Source: Stellar MLS

$3,890,000
620 VIRGINIA DR
WINTER PARK, 32789
6 bd·5 ba·4,677 sqft
84 days on market
PoolNew construction
Listed by ONE LUXURY INTERNATIONAL LLC
Source: Stellar MLS

$3,750,000
2622 LAKE HOWELL LN
WINTER PARK, 32792
4 bd·3 ba·3,377 sqft
31 days on market
WaterfrontPool
Listed by THE AGENCY FL
Source: Stellar MLS

$1,675,000
2343 VERSAILLES AVE
WINTER PARK, 32789
4 bd·3.5 ba·3,307 sqft
89 days on market
Pool
Listed by FANNIE HILLMAN & ASSOCIATES
Source: Stellar MLS

$799,999
1431 PALM AVE
WINTER PARK, 32789
2 bd·2 ba·1,540 sqft
87 days on market
Listed by ALL REAL ESTATE & INVESTMENTS
Source: Stellar MLS

$530,000
2627 AMBERGATE RD
WINTER PARK, 32792
4 bd·3 ba·1,745 sqft
73 days on market
Pool
Listed by KELLER WILLIAMS WINTER PARK
Source: Stellar MLS

$429,000
1652 BERKSHIRE AVE
WINTER PARK, 32789
3 bd·2 ba·1,498 sqft
71 days on market
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS

$394,900
1955 ELAND AVE
WINTER PARK, 32789
3 bd·2 ba·1,494 sqft
82 days on market
Listed by REAL PROPERTY MANAGEMENT AND REALTY
Source: Stellar MLS

$1,349,000
150 E READING WAY
WINTER PARK, 32789
83 days on market
Listed by FANNIE HILLMAN & ASSOCIATES
Source: Stellar MLS

$395,000
5588 GARDEN GROVE CIR
WINTER PARK, 32792
3 bd·2 ba·1,310 sqft
64 days on market
Listed by CHARLES RUTENBERG REALTY ORLANDO
Source: Stellar MLS

$247,000
2477 TAHOE CIR #2477
WINTER PARK, 32792
2 bd·2 ba·1,316 sqft
76 days on market
Listed by RE/MAX TOWN & COUNTRY REALTY
Source: Stellar MLS

New
$1,699,000
2308 MULBRY DR
WINTER PARK, 32789
4 bd·3.5 ba·2,530 sqft
1 day on market
PoolNew construction
Listed by COMPASS FLORIDA LLC
Source: Stellar MLS

$1,625,000
2407 LAFAYETTE AVE
WINTER PARK, 32789
5 bd·4.5 ba·3,133 sqft
40 days on market
Pool
Listed by FANNIE HILLMAN & ASSOCIATES
Source: Stellar MLS

$4,350,000
857 BROCK ST
WINTER PARK, 32789
5 bd·5.5 ba·4,827 sqft
87 days on market
PoolNew construction
Listed by ONE LUXURY INTERNATIONAL LLC
Source: Stellar MLS

$3,950,000
540 N PENNSYLVANIA AVE
WINTER PARK, 32789
38 days on market
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS

New
$575,000
1071 ARAGON AVE
WINTER PARK, 32789
2 bd·2.5 ba·1,851 sqft
0 days on market
Listed by FANNIE HILLMAN & ASSOCIATES
Source: Stellar MLS

$650,000
1122 WILDMEADOW RUN
WINTER PARK, 32792
4 bd·2.5 ba·1,770 sqft
93 days on market
Listed by REAL BROKER, LLC
Source: Stellar MLS

New
$180,000
1695 LEE RD #D107
WINTER PARK, 32789
1 bd·1 ba·638 sqft
1 day on market
Listed by PRIMESTATE REALTY, INC.
Source: Stellar MLS

$599,000
4026 TENITA DR
WINTER PARK, 32792
3 bd·2 ba·2,031 sqft
10 days on market
Pool
Listed by RUBY DAVIS, BROKER
Source: Stellar MLS

New
$495,000
5316 HALYARD CT
WINTER PARK, 32792
3 bd·2 ba·1,380 sqft
1 day on market
Pool
Listed by LA ROSA REALTY CW PROPERTIES L
Source: Stellar MLS
Listing data provided by Stellar MLS. Last updated September 21, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.