Winter Park, FL Homes For Sale
472 listings. Live MLS data, refreshed nightly. Winter Park market overview
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
$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
$680,000
432 W SWOOPE AVE
WINTER PARK, 32789
4 bd·3.5 ba·2,664 sqft
251 days on market
Listed by Thomas Bonner, COLDWELL BANKER REALTY
$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
$899,000
731 MIDGET DR
WINTER PARK, 32789
48 days on market
Listed by Juliana Usquiano, EMPIRE NETWORK REALTY
$605,000
2612 ROXBURY RD
WINTER PARK, 32789
5 bd·2,472 sqft
304 days on market
Listed by Laura Mcadams, EXP REALTY LLC
$849,000
560 OLOLU DR
WINTER PARK, 32789
2 bd·2 ba·1,086 sqft
311 days on market
Waterfront
Listed by Tiffany Yates, COMPASS FLORIDA LLC
$285,000
151 N ORLANDO AVE ##115
WINTER PARK, 32789
2 bd·1 ba·710 sqft
288 days on market
Waterfront
Listed by Chris Creegan, CREEGAN GROUP
$485,000
2217 SUSSEX RD
WINTER PARK, 32792
4 bd·2 ba·2,092 sqft
243 days on market
Pool
Listed by Justin Hilton, PREFERRED REAL ESTATE BROKERS
$605,000
2612 ROXBURY RD
WINTER PARK, 32789
5 bd·3 ba·2,472 sqft
342 days on market
Listed by Laura Mcadams, EXP REALTY LLC
$109,000
311 SCOTTSDALE SQ #311
WINTER PARK, 32792
1 bd·1 ba·785 sqft
337 days on market
Listed by Omar Rodriguez, EMPIRE NETWORK REALTY
$199,000
7471 CANFORD CT #19
WINTER PARK, 32792
2 bd·1.5 ba·1,393 sqft
274 days on market
Listed by Karen Salter, IAD REAL ESTATE
$285,000
2336 SUN VALLEY CIR #BLDG 20
WINTER PARK, 32792
2 bd·2 ba·1,669 sqft
335 days on market
Listed by Lizzie Beaudoin, PR REAL ESTATE SERVICES
$3,600,000
207 E KINGS WAY
WINTER PARK, 32789
5 bd·4.5 ba·3,719 sqft
371 days on market
PoolNew construction
Listed by Julie Christensen, ONE LUXURY INTERNATIONAL LLC
$2,950,000
1821 ENGLEWOOD RD
WINTER PARK, 32789
5 bd·5.5 ba·3,863 sqft
399 days on market
PoolNew construction
Listed by Mick Night, PREMIER SOTHEBY'S INTL. REALTY
$150,000
2948 ANTIQUE OAKS CIR #94
WINTER PARK, 32792
1 bd·1 ba·749 sqft
239 days on market
$279,000
311 E MORSE BLVD #7-11
WINTER PARK, 32789
1 bd·1 ba·570 sqft
387 days on market
Listed by Mary Colton, FANNIE HILLMAN & ASSOCIATES
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: June 8, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.