Search
392 listings in WINTER PARK
Live MLS data, refreshed nightly. Click any listing for full details, photos, and a direct line to Joan.
WINTER PARK, FL
Get alerts on new listings
We'll email you when new homes match these filters. No spam, unsubscribe anytime.
Loading map…
Listings
$115,000
1000 S SEMORAN BLVD #305
WINTER PARK, 32792
1 bd·1 ba·735 sqft
16 days on market
Listed by MAINFRAME REAL ESTATE
Source: Stellar MLS
$449,000
2703 TIERRA CIR
WINTER PARK, 32792
3 bd·2 ba·1,737 sqft
110 days on market
Pool
Listed by EXP REALTY LLC
Source: Stellar MLS
New
$650,000
901 HARMON AVE
WINTER PARK, 32789
2 bd·1,277 sqft
1 day on market
Listed by STOCKWORTH REALTY GROUP
Source: Stellar MLS
New
$499,000
230 STRATHY LN
WINTER PARK, 32792
920 sqft
0 days on market
Listed by PARK TOWN REAL ESTATE LLC
Source: Stellar MLS
New
$499,000
2231 NAIRN DR
WINTER PARK, 32792
1,088 sqft
0 days on market
Listed by PARK TOWN REAL ESTATE LLC
Source: Stellar MLS
$389,000
2033 CANNY CV
WINTER PARK, 32792
3 bd·2.5 ba·1,907 sqft
88 days on market
Listed by LPT REALTY, LLC
Source: Stellar MLS
$1,800,000
281 BREWER AVE
WINTER PARK, 32789
5 bd·4.5 ba·4,029 sqft
116 days on market
Pool
Listed by HENTHORN REAL ESTATE
Source: Stellar MLS
$1,175,000
240 KILLARNEY DR
WINTER PARK, 32789
3 bd·2.5 ba·1,329 sqft
104 days on market
Waterfront
Listed by PREMIER SOTHEBYS INT'L REALTY
Source: Stellar MLS
$1,150,000
230 KILLARNEY DR
WINTER PARK, 32789
4 bd·1 ba·1,260 sqft
104 days on market
Waterfront
Listed by PREMIER SOTHEBYS INT'L REALTY
Source: Stellar MLS
New
$335,000
2526 PASSAMONTE DR #10F
WINTER PARK, 32792
3 bd·2.5 ba·1,790 sqft
1 day on market
Listed by LEGACY CORNERSTONE INC
Source: Stellar MLS
$1,999,900
1133 BELLA LAGO CV
WINTER PARK, 32792
3 bd·2 ba·1,765 sqft
68 days on market
Waterfront
Listed by LPT REALTY, LLC
Source: Stellar MLS
$170,000
7450 WYNNEWOOD SQ #189
WINTER PARK, 32792
2 bd·2.5 ba·1,031 sqft
83 days on market
Listed by REAL ESTATE PROFESSIONALS SE
Source: Stellar MLS
$1,795,000
922 N PENNSYLVANIA AVE
WINTER PARK, 32789
4 bd·4 ba·3,440 sqft
108 days on market
Listed by PREMIER SOTHEBY'S INTL. REALTY
Source: Stellar MLS
New
$1,600,000
250 KILLARNEY
WINTER PARK, 32789
4 bd·3.5 ba·2,568 sqft
1 day on market
Pool
Listed by FLORIDA PROPERTY SPECIALIST
Source: Stellar MLS
$699,500
1418 LONE FEATHER TRL
WINTER PARK, 32792
4 bd·2.5 ba·2,197 sqft
80 days on market
Listed by PREMIER SOTHEBY'S INTL. REALTY
Source: Stellar MLS
$1,450,000
462 W LYMAN AVE
WINTER PARK, 32789
3 bd·2.5 ba·1,944 sqft
108 days on market
Listed by PREMIER SOTHEBY'S INTL. REALTY
Source: Stellar MLS
$1,995,000
1415 GROVE TER
WINTER PARK, 32789
91 days on market
Waterfront
Listed by GOLDEN GROUP REALTY LLC
Source: Stellar MLS
$250,000
2450 GRAND TETON CIR #2450
WINTER PARK, 32792
3 bd·2 ba·1,311 sqft
53 days on market
Listed by CHARLES RUTENBERG REALTY ORLANDO
Source: Stellar MLS
$2,400,000
1477 W FAIRBANKS AVE
WINTER PARK, 32789
6,049 sqft
124 days on market
Listed by FANNIE HILLMAN & ASSOCIATES
Source: Stellar MLS
$549,900
1003 LAKE BELL DR
WINTER PARK, 32789
3 bd·2 ba·1,837 sqft
79 days on market
Waterfront
Listed by KELLER WILLIAMS REALTY AT THE PARKS
Source: Stellar MLS
$430,000
2041 JEWELL AVE
WINTER PARK, 32789
3 bd·1 ba·1,508 sqft
95 days on market
Listed by IAD REAL ESTATE
Source: Stellar MLS
$268,000
5184 LAZY OAKS DR
WINTER PARK, 32792
2 bd·2 ba·1,008 sqft
122 days on market
Listed by PAINE-ANDERSON PROPERTIES, INC
Source: Stellar MLS
$279,900
2305 SUN VALLEY CIR
WINTER PARK, 32792
2 bd·2 ba·1,295 sqft
84 days on market
Listed by MARKET CONNECT REALTY LLC
Source: Stellar MLS
$138,000
1000 S SEMORAN BLVD #404
WINTER PARK, 32792
1 bd·1 ba·776 sqft
53 days on market
Listed by KIMBRIDGE REALTY, LLC
Source: Stellar MLS
Listing data provided by Stellar MLS. Last updated August 9, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.