Winter Park, FL 32789 Homes For Sale
243 listings. Live MLS data, refreshed nightly. Winter Park market overview
32789
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Listings
$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
$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
$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
$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
193 days on market
Listed by Anthony Consalvo, FLORIDA ONE REAL ESTATE LLC
$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
$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
$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
$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
$3,075,000
1821 ENGLEWOOD RD
WINTER PARK, 32789
5 bd·5.5 ba·3,863 sqft
397 days on market
PoolNew construction
Listed by Mick Night, PREMIER SOTHEBY'S INTL. REALTY
$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
$4,500,000
503 N INTERLACHEN AVE
WINTER PARK, 32789
370 days on market
Listed by Kelly Price, KELLY PRICE & COMPANY LLC
$205,000
1695 LEE RD #C202
WINTER PARK, 32789
3 bd·2 ba·1,149 sqft
415 days on market
Listed by Hoover Yap, PRIMESTATE REALTY, INC.
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: August 7, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.