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389 listings in WINTER PARK
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WINTER PARK, FL
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Listings
$269,000
151 N ORLANDO AVE #242
WINTER PARK, 32789
2 bd·1 ba·710 sqft
29 days on market
Waterfront
Listed by COLONIALTOWN REALTY
Source: Stellar MLS
$1,575,000
2207 KINDEL AVE
WINTER PARK, 32789
3 bd·2.5 ba·2,733 sqft
73 days on market
Listed by THE SIMON SIMAAN GROUP
Source: Stellar MLS
$3,265,000
1761 LEGION DR
WINTER PARK, 32789
5 bd·5.5 ba·4,949 sqft
70 days on market
Pool
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS
$1,875,000
751 PANSY AVE
WINTER PARK, 32789
3 bd·3.5 ba·2,703 sqft
52 days on market
Pool
Listed by ONE LUXURY INTERNATIONAL LLC
Source: Stellar MLS
$3,600,000
276 DETMAR DR
WINTER PARK, 32789
4 bd·5 ba·4,202 sqft
74 days on market
Pool
Listed by CALL IT CLOSED INTL REALTY
Source: Stellar MLS
$242,500
1250 S DENNING DR #Unit 233
WINTER PARK, 32789
2 bd·2 ba·913 sqft
49 days on market
Pool
Listed by STOCKWORTH REALTY GROUP
Source: Stellar MLS
New
$189,900
222 LEWFIELD CIR
WINTER PARK, 32792
2 bd·2 ba·953 sqft
1 day on market
Listed by MARKET CONNECT REALTY LLC
Source: Stellar MLS
$4,299,000
2403 EUSTON RD
WINTER PARK, 32789
53 days on market
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS
$419,990
2181 LINDEN RD
WINTER PARK, 32792
5 bd·3 ba·1,442 sqft
32 days on market
Listed by KELLER WILLIAMS ADVANTAGE III
Source: Stellar MLS
$279,000
283 SANDLEWOOD TRL #3
WINTER PARK, 32789
2 bd·2.5 ba·960 sqft
58 days on market
Listed by RE/MAX INNOVATION
Source: Stellar MLS
$1,349,000
150 E READING WAY
WINTER PARK, 32789
3 bd·2.5 ba·2,080 sqft
72 days on market
Listed by FANNIE HILLMAN & ASSOCIATES
Source: Stellar MLS
$659,000
900 CARVER ST
WINTER PARK, 32789
3 bd·3 ba·1,794 sqft
71 days on market
Listed by EXP REALTY LLC
Source: Stellar MLS
$620,000
1416 BORDER DR
WINTER PARK, 32789
3 bd·1 ba·1,243 sqft
53 days on market
Listed by PREMIER SOTHEBY'S INTL. REALTY
Source: Stellar MLS
$620,000
1416 BORDER DR
WINTER PARK, 32789
53 days on market
Listed by PREMIER SOTHEBY'S INTL. REALTY
Source: Stellar MLS
$349,000
7605 ALOMA PINES CT
WINTER PARK, 32792
3 bd·2.5 ba·1,872 sqft
41 days on market
Listed by USCO CAPITAL GROUP
Source: Stellar MLS
$895,000
311 E MORSE BLVD #4-5
WINTER PARK, 32789
2 bd·2 ba·1,763 sqft
43 days on market
Listed by KELLER WILLIAMS ADVANTAGE REALTY
Source: Stellar MLS
$799,000
1621 CHESTNUT AVE
WINTER PARK, 32789
3 bd·2.5 ba·2,022 sqft
70 days on market
Listed by KELLY PRICE & COMPANY LLC
Source: Stellar MLS
$189,900
623 GRENADINE CT #623
WINTER PARK, 32792
2 bd·2 ba·1,037 sqft
82 days on market
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS
$1,999,900
1133 BELLA LAGO CV
WINTER PARK, 32792
33 days on market
Waterfront
Listed by LPT REALTY, LLC
Source: Stellar MLS
$799,000
1278 S PENNSYLVANIA AVE #13
WINTER PARK, 32789
3 bd·2.5 ba·1,957 sqft
51 days on market
Listed by PREMIER SOTHEBY'S INTL. REALTY
Source: Stellar MLS
$469,900
1660 GLADIOLAS DR
WINTER PARK, 32792
3 bd·2 ba·2,047 sqft
72 days on market
Listed by FLAT FEE MLS REALTY
Source: Stellar MLS
$394,500
2857 CLEVER LN
WINTER PARK, 32792
3 bd·2.5 ba·1,782 sqft
69 days on market
Listed by MAINFRAME REAL ESTATE
Source: Stellar MLS
$860,000
120 LONGBRANCH RD
WINTER PARK, 32792
5 bd·3.5 ba·3,284 sqft
76 days on market
Pool
Listed by OPENDOOR BROKERAGE LLC
Source: Stellar MLS
$735,000
1287 VERDANT GLADE PL
WINTER PARK, 32792
4 bd·3.5 ba·3,020 sqft
54 days on market
Listed by EXP REALTY LLC
Source: Stellar MLS
Listing data provided by Stellar MLS. Last updated September 27, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.