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433 listings in Winter Park
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Winter Park
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Listings
$1,649,000
1903 N PARK AVE
WINTER PARK, 32789
4 bd·4 ba·2,807 sqft
177 days on market
Pool
Listed by Chris Creegan, CREEGAN GROUP
$918,000
Lot #21 KAROLINA AVE
WINTER PARK, 32789
4 bd·2.5 ba·2,662 sqft
147 days on market
New construction
Listed by Vinny Lay, COMPASS FLORIDA LLC
$419,000
501 HERITAGE BLVD
WINTER PARK, 32792
4 bd·2 ba·1,376 sqft
200 days on market
Pool
Listed by Bernardo Carrasquel, EXP REALTY LLC
$3,275,000
1581 FOREST AVE
WINTER PARK, 32789
4 bd·5 ba·4,683 sqft
199 days on market
Pool
Listed by Julie Christensen, ONE LUXURY INTERNATIONAL LLC
$430,000
WINTER PARK ESTATES
WINTER PARK, 32792
4 bd·2 ba·1,296 sqft
76 days on market
Listed by EXP REALTY LLC
$574,900
1354 INDIANA AVE
WINTER PARK, 32789
3 bd·2 ba·1,269 sqft
127 days on market
Listed by Ellen Bessette, CHARLES RUTENBERG REALTY ORLANDO
$612,500
2708 LION HEART RD
WINTER PARK, 32792
3 bd·2 ba·1,785 sqft
211 days on market
Pool
Listed by Navid Rokh, EQUITYPRO LLC
$6,900,000
1260 ALABAMA DR
WINTER PARK, 32789
6 bd·6 ba·6,396 sqft
201 days on market
WaterfrontPool
Listed by Kelly Price, KELLY PRICE & COMPANY LLC
$799,000
1927 ELAND AVE
WINTER PARK, 32789
5 bd·3 ba·2,242 sqft
247 days on market
Listed by Ryan Leitter, CHARLES RUTENBERG REALTY ORLANDO
$7,250,000
40 PALMER AVE
WINTER PARK, 32789
5 bd·5.5 ba·5,905 sqft
212 days on market
PoolNew construction
Listed by Julie Christensen, ONE LUXURY INTERNATIONAL LLC
$1,595,000
1113 VIA DEL MAR
WINTER PARK, 32789
3 bd·2 ba·2,012 sqft
164 days on market
Waterfront
Listed by David Barany
$1,380,000
1751 GOODRICH AVE
WINTER PARK, 32789
4 bd·3.5 ba·2,170 sqft
155 days on market
Listed by Stephanie Baldner, EXP REALTY LLC
$459,900
630 KILLARNEY BAY CT #3
WINTER PARK, 32789
2 bd·2.5 ba·1,428 sqft
205 days on market
Listed by Anthony Consalvo, FLORIDA ONE REAL ESTATE LLC
$534,900
330 ELKHORN CT
WINTER PARK, 32792
3 bd·2 ba·1,570 sqft
239 days on market
Listed by Neil Chetram, LA ROSA REALTY CW PROPERTIES L
$460,000
1052 MANCHESTER CIR
WINTER PARK, 32792
3 bd·2 ba·1,703 sqft
134 days on market
$2,500,000
3425 FORSYTH RD
WINTER PARK, 32792
16,437 sqft
130 days on market
Listed by Blanca Armada, REMAX PREMIER PROPERTIES
$1,750,000
1840 ANZLE AVE
WINTER PARK, 32789
4 bd·2.5 ba·2,350 sqft
197 days on market
PoolNew construction
Listed by B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE
$299,999
151 N ORLANDO AVE #118
WINTER PARK, 32789
2 bd·1 ba·710 sqft
208 days on market
WaterfrontPool
Listed by Adriana Montes
$268,950
3220 NETHERWOOD DR
WINTER PARK, 32792
2 bd·2 ba·1,036 sqft
197 days on market
Listed by THE FIRM RE
$182,900
205 LEWFIELD CIR #205
WINTER PARK, 32792
2 bd·2 ba·927 sqft
245 days on market
Pool
Listed by Eimi Moreno Carrera, LPT REALTY, LLC
$499,000
2231 NAIRN DR
WINTER PARK, 32792
3 bd·2 ba·1,088 sqft
194 days on market
Listed by David Auerbach, PARK TOWN REAL ESTATE LLC
$499,000
230 STRATHY LN
WINTER PARK, 32792
2 bd·1 ba·920 sqft
195 days on market
Listed by David Auerbach, PARK TOWN REAL ESTATE LLC
$459,900
3601 MIDIRON DR
WINTER PARK, 32789
189 days on market
Listed by Juliana Usquiano, EMPIRE NETWORK REALTY
$184,400
2500 LEE RD. #222
WINTER PARK, 32789
1 bd·1 ba·645 sqft
257 days on market
Waterfront
Listed by Christine Bouchard, HOMESMART
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: September 11, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.