Recently Sold Single Family Homes in 32789

262 homes

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SOLD
APR 1, 2026
$1,688,750
5 Beds
5 Baths
3,820 sqft
1705 Elizabeths Walk,
Winter Park, FL 32789
HOMEVEST REALTY
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SOLD
MAR 31, 2026
$1,650,000
5 Beds
6 Baths
3,116 sqft
1861 Taylor Ave,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
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SOLD
MAR 31, 2026
$450,000
2 Beds
1 Bath
925 sqft
764 W Comstock Ave,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
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SOLD
MAR 31, 2026
$2,500,000
3 Beds
5.5 Baths
5,483 sqft
1401 Green Cove Rd,
Winter Park, FL 32789
ANCHOR REAL ESTATE
SOLD
MAR 31, 2026
$1,810,000
5 Beds
4.5 Baths
3,240 sqft
1710 Oneco Ave,
Winter Park, FL 32789
STELLAR NON-MEMBER OFFICE
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SOLD
MAR 30, 2026
$1,535,000
4 Beds
3.5 Baths
2,985 sqft
507 Country Club Dr,
Winter Park, FL 32789
SOTERA LIVING
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SOLD
MAR 27, 2026
$315,000
4 Beds
2 Baths
1,536 sqft
2249 Minnesota Ave,
Winter Park, FL 32789
MARKET CONNECT REALTY LLC
SOLD
MAR 27, 2026
$300,000
3 Beds
2 Baths
1,700 sqft
1313 S Denning Dr,
Winter Park, FL 32789
STELLAR NON-MEMBER OFFICE
SOLD
MAR 27, 2026
$625,000
3 Beds
1.5 Baths
1,485 sqft
1500 Berkshire Ave,
Winter Park, FL 32789
SOTERA LIVING
SOLD
MAR 26, 2026
$1,550,000
3 Beds
2 Baths
1,663 sqft
1760 Bryan Ave,
Winter Park, FL 32789
SOLD
MAR 26, 2026
$1,860,000
5 Beds
3.5 Baths
3,423 sqft
1540 Palm Ave,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
MAR 26, 2026
$669,000
4 Beds
2.5 Baths
2,220 sqft
681 Overspin Dr,
Winter Park, FL 32789
RE/MAX SELECT GROUP
SOLD
MAR 25, 2026
$975,000
3 Beds
3 Baths
1,615 sqft
456 Carolina Ave,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
MAR 24, 2026
$2,925,000
5 Beds
6 Baths
4,143 sqft
516 Henkel Cir,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
MAR 20, 2026
$445,000
4 Beds
2 Baths
1,490 sqft
1347 Orchid Ave,
Winter Park, FL 32789
SHELDON PROFESSIONALS INC
SOLD
MAR 20, 2026
$1,200,000
4 Beds
2.5 Baths
2,592 sqft
950 Aragon Ave,
Winter Park, FL 32789
COMPASS FLORIDA LLC
SOLD
MAR 19, 2026
$1,155,000
3 Beds
2.5 Baths
2,243 sqft
1934 Hammerlin Ave,
Winter Park, FL 32789
PALMANO GROUP RE BROKERAGE LLC
SOLD
MAR 18, 2026
$875,000
3 Beds
2 Baths
1,770 sqft
521 Balmoral Rd,
Winter Park, FL 32789
SOLD
MAR 16, 2026
$1,500,000
4 Beds
4.5 Baths
3,401 sqft
1871 Taylor Ave,
Winter Park, FL 32789
CORCORAN PREMIER REALTY
SOLD
MAR 16, 2026
$1,100,000
4 Beds
3 Baths
2,045 sqft
1700 Mizell Ave,
Winter Park, FL 32789
KORR REALTY CORP
SOLD
MAR 16, 2026
$750,000
4 Beds
2.5 Baths
2,441 sqft
2632 Mandan Trl,
Winter Park, FL 32789
ANNE ROGERS REALTY GROUP INC
SOLD
MAR 16, 2026
$1,475,000
4 Beds
4 Baths
3,237 sqft
1408 Chapman Cir,
Winter Park, FL 32789
COMPASS FLORIDA LLC
SOLD
MAR 13, 2026
$470,000
2 Beds
1 Bath
1,140 sqft
1564 Cavendish Rd,
Winter Park, FL 32789
CHARLES RUTENBERG REALTY ORLANDO
SOLD
MAR 11, 2026
$250,000
2 Beds
1 Bath
762 sqft
2009 Cornell Ave,
Winter Park, FL 32789
ORLANDO HOME DEALER LLC
SOLD
MAR 6, 2026
$375,000
3 Beds
2 Baths
1,721 sqft
1007 Early Ave,
Winter Park, FL 32789
EXP REALTY LLC
SOLD
MAR 6, 2026
$2,500,000
4 Beds
4.5 Baths
3,138 sqft
185 Sylvan Blvd,
Winter Park, FL 32789
COMPASS FLORIDA LLC
SOLD
MAR 6, 2026
$1,590,000
4 Beds
3.5 Baths
2,860 sqft
1166 Oaks Blvd,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
MAR 6, 2026
$1,690,000
3 Beds
4.5 Baths
3,164 sqft
1630 Chestnut Ave,
Winter Park, FL 32789
COLDWELL BANKER REALTY
SOLD
MAR 5, 2026
$1,130,000
3 Beds
2.5 Baths
2,550 sqft
1600 Palmer Ave,
Winter Park, FL 32789
KELLY PRICE & COMPANY LLC
SOLD
MAR 5, 2026
$1,725,000
5 Beds
4.5 Baths
3,533 sqft
617 Worthington Dr,
Winter Park, FL 32789
KELLY PRICE & COMPANY LLC
SOLD
MAR 4, 2026
$1,430,500
5 Beds
4.5 Baths
4,363 sqft
1177 Kenwood Ave,
Winter Park, FL 32789
SOLD
MAR 2, 2026
$415,000
2 Beds
2 Baths
760 sqft
875 W Lyman Ave,
Winter Park, FL 32789
CHARLES RUTENBERG REALTY ORLANDO
SOLD
MAR 2, 2026
$615,000
3 Beds
2 Baths
1,433 sqft
2811 Eastern Pkwy,
Winter Park, FL 32789
RE/MAX TOWN & COUNTRY REALTY
SOLD
FEB 27, 2026
$5,400,000
5 Beds
7 Baths
7,916 sqft
1400 Alabama Dr,
Winter Park, FL 32789
THE AGENCY FL
SOLD
FEB 26, 2026
$1,700,000
4 Beds
3 Baths
2,749 sqft
1571 Lasbury Ave,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
FEB 25, 2026
$1,115,000
4 Beds
4 Baths
2,540 sqft
1673 Mayfield Ave,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
FEB 25, 2026
$630,000
3 Beds
2 Baths
1,252 sqft
2805 Northwood Blvd,
Winter Park, FL 32789
LIVE OAK EQUITIES
SOLD
FEB 24, 2026
$13,000,000
6 Beds
7.5 Baths
12,190 sqft
2203 Via Tuscany,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
FEB 24, 2026
$1,280,000
4 Beds
4 Baths
3,116 sqft
1429 Chapman Cir,
Winter Park, FL 32789
CORCORAN PREMIER REALTY
SOLD
FEB 20, 2026
$300,000
2 Beds
1 Bath
754 sqft
600 W Webster Ave,
Winter Park, FL 32789
REALTY ONE GROUP MVP

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Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511