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433 listings in Winter Park
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Winter Park
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Listings
$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
$389,900
1849 VIBURNUM LN
WINTER PARK, 32792
4 bd·2 ba·1,627 sqft
401 days on market
Listed by Lesly Hijar, REAL BROKER, LLC
$4,500,000
503 N INTERLACHEN AVE
WINTER PARK, 32789
370 days on market
Listed by Kelly Price, KELLY PRICE & COMPANY LLC
$619,500
2758 BANCHORY RD
WINTER PARK, 32792
3 bd·2.5 ba·1,539 sqft
396 days on market
Pool
Listed by Erwin Vargas, MR VARGAS PROPERTY MANAGEMENT LLC
$460,000
5331 OAK CT
WINTER PARK, 32792
3 bd·2 ba·1,263 sqft
139 days on market
Pool
Listed by Nataliya Voroshylo Hylton, CHARLES RUTENBERG REALTY ORLANDO
$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.
New
$899,000
1811 ONECO AVE
WINTER PARK, 32789
0 days on market
Listed by Mary Colton, FANNIE HILLMAN & ASSOCIATES
New
$749,000
5150 OLD HOWELL BRANCH RD
WINTER PARK, 32792
2,108 sqft
0 days on market
Listed by Sanya Avazpour, COMPASS FLORIDA, LLC
$408,500
942 HANOVER AVE
WINTER PARK, 32789
2 bd·2 ba·1,345 sqft
12 days on market
Listed by Camilo Perez, HOME SOLD REALTY LLC
$449,900
3425 BALSAM DR
WINTER PARK, 32792
3 bd·2 ba·1,516 sqft
68 days on market
Listed by Alessandro DiMare, COAST TO COAST REAL ESTATE PRO
$449,000
1566 LAWNDALE CIR
WINTER PARK, 32792
3 bd·2 ba·1,592 sqft
72 days on market
Pool
Listed by Paul Giannotti, TERZA REAL ESTATE
$199,900
1250 S DENNING DR #122
WINTER PARK, 32789
1 bd·1 ba·653 sqft
78 days on market
Listed by Kristal Mason, ORLANDO HOME DEALER LLC
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: February 5, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.