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Recently Sold Homes in Winter Park, FL

812 homes

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SOLD
AUG 21, 2025
$87,000
1 Bed
1 Bath
785 sqft
253 Scottsdale Sq #253,
Winter Park, FL 32792
KELLER WILLIAMS ADVANTAGE REALTY
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SOLD
AUG 21, 2025
$1,400,000
5 Beds
4 Baths
4,181 sqft
1327 Bridgeport Dr,
Winter Park, FL 32789
RE/MAX TOWN & COUNTRY REALTY
SOLD
AUG 21, 2025
$700,000
4 Beds
3 Baths
2,124 sqft
1475 Hibiscus Ave,
Winter Park, FL 32789
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SOLD
AUG 21, 2025
$255,000
2 Beds
2 Baths
1,290 sqft
2398 Dominica Run,
Winter Park, FL 32792
KELLER WILLIAMS REALTY AT THE PARKS
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SOLD
AUG 21, 2025
$2,144,000
4 Beds
4 Baths
3,462 sqft
1077 N Pennsylvania Ave,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
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SOLD
AUG 20, 2025
$4,087,500
5 Beds
8 Baths
5,847 sqft
421 Lakewood Dr,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
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SOLD
AUG 20, 2025
$560,000
3 Beds
2 Baths
1,420 sqft
1901 Loch Berry Rd,
Winter Park, FL 32792
FOLIO REALTY LLC
SOLD
AUG 20, 2025
$3,350,000
4 Beds
3 Baths
3,223 sqft
641 Virginia Dr,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
AUG 20, 2025
$279,000
2 Beds
2 Baths
1,241 sqft
3153 Greenwood St,
Winter Park, FL 32792
RE/MAX TOWN & COUNTRY REALTY
SOLD
AUG 20, 2025
$455,000
3 Beds
2 Baths
1,804 sqft
3304 Bennington Ct,
Winter Park, FL 32792
DAHLIA REALTY GROUP
SOLD
AUG 19, 2025
$560,000
2 Beds
1 Bath
789 sqft
1339 Orchid Ave,
Winter Park, FL 32789
ABIDE REALTY
SOLD
AUG 19, 2025
$250,000
3 Beds
3 Baths
1,633 sqft
1481 Gladiolas Dr,
Winter Park, FL 32792

Recently Sold Homes Near Winter Park, FL

We found 30 more homes matching your filters just outside Winter Park

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SOLD
MAY 19, 2026
$175,000
2 Beds
2 Baths
1,111 sqft
8213 Sun Spring Cir #61,
Orlando, FL 32825
GPS REALTY GROUP
SOLD
MAY 18, 2026
$325,000
3 Beds
2 Baths
1,231 sqft
5408 Milan Dr,
Orlando, FL 32810
COLONIALTOWN REALTY
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SOLD
MAY 18, 2026
$540,000
3 Beds
2 Baths
1,653 sqft
1444 Stetson St,
Orlando, FL 32804
EXP REALTY LLC
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SOLD
MAY 18, 2026
$720,000
4 Beds
2 Baths
1,555 sqft
3605 Chelsea St,
Orlando, FL 32803
VAN DEN BERG REAL ESTATE GROUP
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SOLD
MAY 18, 2026
$800,000
4 Beds
2 Baths
2,159 sqft
1170 Willowbrook Trl,
Maitland, FL 32751
KELLER WILLIAMS WINTER PARK
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SOLD
MAY 18, 2026
$320,500
4 Beds
2 Baths
1,703 sqft
8117 Plantation Dr,
Orlando, FL 32810
HOMEVEST REALTY
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SOLD
MAY 18, 2026
$495,000
4 Beds
2 Baths
1,750 sqft
2636 Talbot Rd,
Fern Park, FL 32730
SYNCHRONICITY REAL ESTATE SOLUTIONS
SOLD
MAY 18, 2026
$315,000
3 Beds
3 Baths
1,889 sqft
452 Meadowood Blvd,
Fern Park, FL 32730
KELLER WILLIAMS WINTER PARK
SOLD
MAY 15, 2026
$229,700
2 Beds
2 Baths
858 sqft
9816 River Crest Ct,
Orlando, FL 32825
CHARLES RUTENBERG REALTY ORLANDO
SOLD
MAY 15, 2026
$415,000
2 Beds
1 Bath
816 sqft
1140 S Orlando Ave #H13,
Maitland, FL 32751
FANNIE HILLMAN & ASSOCIATES
SOLD
MAY 15, 2026
$270,000
3 Beds
3 Baths
1,793 sqft
685 Woodridge Dr,
Fern Park, FL 32730
EXP REALTY LLC
SOLD
MAY 15, 2026
$398,000
3 Beds
2 Baths
1,408 sqft
344 Banyan Dr,
Maitland, FL 32751
REMAX SUNSTATE REALTY
SOLD
MAY 15, 2026
$216,100
1 Bed
1 Bath
663 sqft
2990 Plaza Terrace Dr #2990,
Orlando, FL 32803
CHARLES RUTENBERG REALTY ORLANDO
SOLD
MAY 15, 2026
$1,400,000
3 Beds
2.5 Baths
2,323 sqft
3802 Haws Ln,
Orlando, FL 32814
COMPASS FLORIDA LLC
SOLD
MAY 15, 2026
$90,000
Lakewood Cir #1,
Maitland, FL 32751
STRONG FOUNDATION REALTY LLC
SOLD
MAY 14, 2026
$685,000
3 Beds
2.5 Baths
1,955 sqft
3438 Fairway Ln,
Orlando, FL 32804
CHARLES RUTENBERG REALTY ORLANDO
SOLD
MAY 14, 2026
$450,000
4 Beds
2 Baths
1,969 sqft
3994 Irma Shores Dr,
Orlando, FL 32817
COLDWELL BANKER REALTY
SOLD
MAY 14, 2026
$1,135,000
4 Beds
3 Baths
3,221 sqft
1227 Golden Ln,
Orlando, FL 32804
JOSHUA UNLIMITED INC
SOLD
MAY 14, 2026
$495,000
3 Beds
2.5 Baths
1,573 sqft
736 HAYDEN Lane,
Orlando, FL 32804
SOLD
MAY 14, 2026
$285,000
3 Beds
2.5 Baths
1,564 sqft
140 Teriwood Ct,
Fern Park, FL 32730
PREMIUM PROPERTIES R.E SERVICE
SOLD
MAY 13, 2026
$449,900
2 Beds
1 Bath
1,008 sqft
1326 W Princeton St,
Orlando, FL 32804
CHARLES RUTENBERG REALTY ORLANDO
SOLD
MAY 13, 2026
$350,000
3 Beds
2 Baths
1,871 sqft
50 Cotillion Ct,
Casselberry, FL 32707
KELLER WILLIAMS ADVANTAGE REALTY
SOLD
MAY 13, 2026
$401,000
3 Beds
2 Baths
1,395 sqft
354 Hickory Dr,
Maitland, FL 32751
KELLER WILLIAMS ADVANTAGE REALTY
SOLD
MAY 13, 2026
$175,000
1 Bed
1 Bath
806 sqft
911 N Orange Ave #520,
Orlando, FL 32801
CHARLES RUTENBERG REALTY ORLANDO
SOLD
MAY 13, 2026
$550,000
3 Beds
2.5 Baths
1,640 sqft
5441 Baldwin Park St,
Orlando, FL 32814
REALCOM REAL ESTATE SERVICES INC
SOLD
MAY 13, 2026
$136,000
2 Beds
2 Baths
897 sqft
902 Lake Destiny Rd #C,
Altamonte Springs, FL 32714
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
MAY 12, 2026
$329,900
3 Beds
2 Baths
1,032 sqft
2612 Martz Ct,
Orlando, FL 32817
THE WILKINS WAY LLC
SOLD
MAY 12, 2026
$700,000
3 Beds
2 Baths
1,856 sqft
2040 Thunderbird Trl,
Maitland, FL 32751
CORCORAN PREMIER REALTY
SOLD
MAY 12, 2026
$525,000
4 Beds
2.5 Baths
1,845 sqft
1024 Kewannee Trl,
Maitland, FL 32751
GLORY INTL. REAL ESTATE CO
SOLD
MAY 12, 2026
$975,000
5 Beds
3 Baths
2,981 sqft
381 Prairie Lake Cv,
Altamonte Springs, FL 32701
PREMIER SOTHEBY'S INTL. REALTY

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511