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Recently Sold Homes in Winter Springs, FL

493 homes

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SOLD
MAY 29, 2026
$392,500
3 Beds
2 Baths
1,314 sqft
1029 E PEBBLE BEACH CIRCLE,
Winter Springs, FL 32708
KELLER WILLIAMS ADVANTAGE REALTY
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SOLD
MAY 29, 2026
$490,000
4 Beds
2 Baths
2,029 sqft
421 RINGWOOD CIRCLE,
Winter Springs, FL 32708
LPT REALTY LLC
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SOLD
MAY 29, 2026
$615,000
4 Beds
3 Baths
2,353 sqft
1106 SUPERIOR COURT,
Winter Springs, FL 32708
KELLER WILLIAMS HERITAGE REALTY
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SOLD
MAY 29, 2026
$551,000
4 Beds
3 Baths
2,374 sqft
421 WOODCREST STREET,
Winter Springs, FL 32708
RE/MAX 200 REALTY
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SOLD
MAY 29, 2026
$350,000
3 Beds
2.5 Baths
1,425 sqft
1275 MARLEY LANE,
Winter Springs, FL 32708
COLDWELL BANKER REALTY
SOLD
MAY 29, 2026
$404,705
185 Bear Springs Dr,
Winter Springs, FL 32708
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SOLD
MAY 28, 2026
$425,000
5 Beds
2.5 Baths
2,092 sqft
431 S HAWTHORN CIRCLE,
Winter Springs, FL 32708
THE SHUGAN GROUP INC
SOLD
MAY 27, 2026
$385,000
3 Beds
2 Baths
1,762 sqft
340 INGLENOOK CIRCLE,
Winter Springs, FL 32708
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
MAY 27, 2026
$288,000
3 Beds
2 Baths
1,101 sqft
515 SEASONS COURT,
Winter Springs, FL 32708
CHARLES RUTENBERG REALTY ORLANDO
SOLD
MAY 27, 2026
$381,733
3 Beds
2.5 Baths
1,476 sqft
1276 CRAB APPLE LANE,
Winter Springs, FL 32708
MATTAMY REAL ESTATE SERVICES
SOLD
MAY 26, 2026
$429,000
3 Beds
2 Baths
1,804 sqft
1011 W PEBBLE BEACH CIRCLE,
Winter Springs, FL 32708
EXP REALTY LLC
SOLD
MAY 26, 2026
$385,000
2 Beds
2 Baths
1,831 sqft
1352 AUGUSTA NATIONAL BOULEVARD,
Winter Springs, FL 32708
URBAN PALM REAL ESTATE COMPANY
SOLD
MAY 26, 2026
$150,000
1 Bed
1 Bath
896 sqft
704 Glasgow Ct,
Winter Springs, FL 32708
SOLD
MAY 26, 2026
$535,000
4 Beds
3 Baths
2,139 sqft
207 TAVESTOCK LOOP,
Winter Springs, FL 32708
EXP REALTY LLC
SOLD
MAY 22, 2026
$1,175,000
5 Beds
5 Baths
4,382 sqft
716 BEAR CREEK CIRCLE,
Winter Springs, FL 32708
RE/MAX TOWN & COUNTRY REALTY
SOLD
MAY 22, 2026
$832,500
5 Beds
3.5 Baths
2,660 sqft
1692 WINGSPAN WAY,
Winter Springs, FL 32708
COLDWELL BANKER REALTY
SOLD
MAY 22, 2026
$700,000
4 Beds
3 Baths
2,429 sqft
650 CAYUGA DRIVE,
Winter Springs, FL 32708
ALL SELLERS & BUYERS REALTY INC
SOLD
MAY 22, 2026
$600,000
4 Beds
2 Baths
2,100 sqft
118 BROOKSHIRE COURT,
Winter Springs, FL 32708
MAINFRAME REAL ESTATE
SOLD
MAY 22, 2026
$799,000
5 Beds
3.5 Baths
3,400 sqft
426 DANCING WATER DRIVE,
Winter Springs, FL 32708
MAINFRAME REAL ESTATE
SOLD
MAY 22, 2026
$612,000
4 Beds
3 Baths
2,531 sqft
203 WISE OWL WAY,
Winter Springs, FL 32708
VOSS REALTY INC
SOLD
MAY 22, 2026
$150,000
1 Bed
1 Bath
896 sqft
704 GLASGOW COURT #704,
Winter Springs, FL 32708
EXP REALTY LLC
SOLD
MAY 21, 2026
$910,000
4 Beds
4 Baths
3,499 sqft
213 HEATHERWOOD COURT,
Winter Springs, FL 32708
WATSON REALTY CORP
SOLD
MAY 21, 2026
$177,000
2 Beds
2 Baths
1,132 sqft
600 Northern 204 Way,
Winter Springs, FL 32708
SOLD
MAY 21, 2026
$255,000
3 Beds
2.5 Baths
1,344 sqft
4467 BROOK HOLLOW CIRCLE,
Winter Springs, FL 32708
LA ROSA REALTY ORLANDO LLC
SOLD
MAY 21, 2026
$500,000
3 Beds
2 Baths
1,864 sqft
1356 VIA VILLA NOVA,
Winter Springs, FL 32708
LOKATION
SOLD
MAY 21, 2026
$770,000
5 Beds
3.5 Baths
3,512 sqft
422 SANDRINGHAM COURT,
Winter Springs, FL 32708
INTOP REALTY LLC
SOLD
MAY 21, 2026
$520,000
4 Beds
2 Baths
2,113 sqft
1250 STONE HARBOUR ROAD,
Winter Springs, FL 32708
KELLER WILLIAMS ADVANTAGE REALTY
SOLD
MAY 21, 2026
$401,320
181 Bear Springs Dr,
Winter Springs, FL 32708
SOLD
MAY 21, 2026
$516,519
177 Bear Springs Dr,
Winter Springs, FL 32708
SOLD
MAY 20, 2026
$230,500
2 Beds
1.5 Baths
1,130 sqft
543 GREEN SPRING CIRCLE,
Winter Springs, FL 32708
COLDWELL BANKER REALTY
SOLD
MAY 20, 2026
$345,000
3 Beds
2 Baths
1,686 sqft
762 SHEOAH BOULEVARD,
Winter Springs, FL 32708
ABSOLUTE REALTY GROUP, LLC
SOLD
MAY 20, 2026
$138,100
3 Beds
2.5 Baths
1,680 sqft
472 Harbor Winds Ct,
Winter Springs, FL 32708
SOLD
MAY 20, 2026
$389,990
3 Beds
2.5 Baths
1,678 sqft
1272 CRAB APPLE LANE,
Winter Springs, FL 32708
MATTAMY REAL ESTATE SERVICES
SOLD
MAY 20, 2026
$177,000
2 Beds
2 Baths
1,132 sqft
600 NORTHERN WAY #204,
Winter Springs, FL 32708
COLDWELL BANKER REALTY
SOLD
MAY 19, 2026
$338,300
3 Beds
2.5 Baths
1,792 sqft
830 Dunbar Ter,
Winter Springs, FL 32708
SOLD
MAY 19, 2026
$535,500
5 Beds
3 Baths
2,852 sqft
811 Maple Leaf Loop,
Winter Springs, FL 32708
SOLD
MAY 19, 2026
$720,000
5 Beds
3 Baths
3,287 sqft
1503 GRACEFUL DOE LOOP,
Winter Springs, FL 32708
FLORIDA SPIRIT HOMES
SOLD
MAY 19, 2026
$475,000
3 Beds
2.5 Baths
1,704 sqft
1379 TARFLOWER DRIVE,
Winter Springs, FL 32708
PREMIUM PROPERTIES R.E SERVICE
SOLD
MAY 18, 2026
$1,250,000
5 Beds
4.5 Baths
4,078 sqft
202 ARROWHEAD COURT,
Winter Springs, FL 32708
RE/MAX TOWN & COUNTRY REALTY
SOLD
MAY 15, 2026
$450,000
3 Beds
2 Baths
1,579 sqft
562 PLEASANT GROVE DRIVE,
Winter Springs, FL 32708
REGENCY REAL ESTATE LLC

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