Homes for Sale in Winter Springs, FL

157 homes are for sale in Winter Springs, FL as of 2026-10-27, with 14 more under contract. The median list price is $419,990 ($244/sq ft), most homes list between $235K to $670K, and the median listing has been on the market 46 days. That is 117 houses, 6 condos and 34 townhouses. 21 homes came on the market this week and 267 sold in the last 12 months at a median of $444,997.

Newest homes for sale in Winter Springs

The most recently listed homes in Winter Springs, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.

$375,000 New

3 bd · 2 ba · 1,812 sq ft · built 1984

867 BENCHWOOD DRIVE, 32708

Winter Springs

Listing courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY

Winter Springs
photos on the listing

$440,000 New

2 bd · 2 ba · 1,640 sq ft · built 1978

955 WEDGEWOOD DRIVE, 32708

Winter Springs

Listing courtesy of BEYCOME OF FLORIDA LLC

$995,000 New

4 bd · 3 ba · 2,974 sq ft · built 1990

704 IRONWOOD COURT, 32708

Winter Springs

Listing courtesy of COLDWELL BANKER REALTY

$299,990 New

4 bd · 2.5 ba · 1,878 sq ft · built 1974

702 GLASGOW COURT, 32708

Highland Patio Homes

Listing courtesy of KELLER WILLIAMS HERITAGE REALTY

$589,900 New

4 bd · 2 ba · 2,050 sq ft · built 2002

1230 STONE HARBOUR ROAD, 32708

Winter Springs

Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY

Winter Springs
photos on the listing

$545,000 New

3 bd · 2.5 ba · 2,004 sq ft · built 1990

1314 AUGUSTA NATIONAL BOULEVARD, 32708

Winter Springs

Listing courtesy of RE/MAX TOWN & COUNTRY REALTY

$520,000 New

4 bd · 2 ba · 2,123 sq ft · built 2003

734 SENECA MEADOWS ROAD, 32708

Winter Springs

Listing courtesy of RE/MAX TOWN & COUNTRY REALTY

$489,000 New

3 bd · 2.5 ba · 1,680 sq ft · built 2019

154 WOODED VINE DRIVE, 32708

Winter Springs

Listing courtesy of PINEAPPLE PLACE REALTY, LLC

$394,900 New

3 bd · 2 ba · 1,463 sq ft · built 1986

1024 DINERO DRIVE, 32708

Winter Springs

Listing courtesy of LPT REALTY LLC

$380,000 New

3 bd · 2 ba · 1,168 sq ft · built 1977

417 HOLLY COURT, 32708

Winter Springs

Listing courtesy of RE/MAX TOWN & COUNTRY REALTY

$340,000 New

2 bd · 2 ba · 1,560 sq ft · built 1997

672 NIGHTHAWK CIRCLE, 32708

Winter Springs

Listing courtesy of CREEGAN GROUP

$199,000 New

3 bd · 1 ba · 945 sq ft · built 1959

141 N EDGEMON AVENUE, 32708

Winter Springs

Listing courtesy of SAND DOLLAR REALTY GROUP INC

$440,000 New

3 bd · 2 ba · 1,701 sq ft · built 1999

1519 WOODSGLEN DRIVE, 32708

Winter Springs

Listing courtesy of RE/MAX TOWN & COUNTRY REALTY

Heritage Park Twnhms
photos on the listing

$289,000 New

2 bd · 2.5 ba · 1,275 sq ft · built 2005

466 TRADITION LANE, 32708

Heritage Park Twnhms

Listing courtesy of SOVEREIGN REALTY INVESTMENTS LLC

Winter Springs
photos on the listing

$219,900 New

2 bd · 1 ba · 980 sq ft · built 1985

600 CASA PARK N CT., 32708

Winter Springs

Listing courtesy of REALTY TECH INC

$824,900 New

5 bd · 3.5 ba · 3,184 sq ft · built 2026

628 SILVER CREEK DRIVE, 32708

Winter Springs

Listing courtesy of LAUREATE PARK REALTY

$449,900 New

3 bd · 2 ba · 1,524 sq ft · built 1990

1056 CONDOR PLACE, 32708

Winter Springs

Listing courtesy of PROPERTY LOGIC RE

$650,000 New

4 bd · 2 ba · 2,644 sq ft · built 1986

4901 PETRA COURT, 32708

Winter Springs

Listing courtesy of KELLER WILLIAMS ADVANTAGE III

$559,000 New

3 bd · 2 ba · 2,292 sq ft · built 1982

1008 FOREST CIRCLE, 32708

Winter Springs

Listing courtesy of LIVE FLORIDA NOW LLC

$500,000 New

3 bd · 2.5 ba · 1,704 sq ft · built 2026

161 BEAR SPRINGS DRIVE, 32708

Hickory Grove Twnhms

Listing courtesy of SHAHRAM SONDI + CO.

Winter Springs
photos on the listing

$309,000 New

3 bd · 2 ba · 1,260 sq ft · built 1978

627 MURPHY ROAD, 32708

Winter Springs

Listing courtesy of THE BOULOS REALTY COMPANY

$350,000

3 bd · 2 ba · 1,784 sq ft · built 1978

615 PEARL ROAD, 32708

Winter Springs

Listing courtesy of RE/MAX TOWN & COUNTRY REALTY

$650,000

4 bd · 3 ba · 2,533 sq ft · built 1998

1105 SHADOWBROOK TRAIL, 32708

winding hollow

Listing courtesy of CALL IT CLOSED INTL REALTY

$365,000

3 bd · 2 ba · 1,597 sq ft · built 1973

733 LAKEVIEW DRIVE, 32708

Winter Springs

Listing courtesy of OPENDOOR BROKERAGE LLC

Winter Springs homes for sale by price

Every active listing in Winter Springs grouped by price, with the newest listings in each band. The median is $419,990; the busiest band is $400K – $500K.

Under $200K: 7 homes

• $199,000 · 3 bd / 1 ba / 945 sq ft · 141 N EDGEMON AVENUE
• $166,000 · 2 bd / 2 ba / 936 sq ft · 417 SHEOAH BOULEVARD #17
• $178,900 · 2 bd / 1.5 ba / 1,080 sq ft · 70 MOREE LOOP #61
• $199,000 · 3 bd / 2 ba / 1,187 sq ft · 429 SHEOAH BOULEVARD #9 (Baytree Village)

$200K – $300K: 27 homes

• $299,990 · 4 bd / 2.5 ba / 1,878 sq ft · 702 GLASGOW COURT (Highland Patio Homes)
• $219,900 · 2 bd / 1 ba / 980 sq ft · 600 CASA PARK N CT.
• $289,000 · 2 bd / 2.5 ba / 1,275 sq ft · 466 TRADITION LANE (Heritage Park Twnhms)
• $260,000 · 3 bd / 1.5 ba / 948 sq ft · 425 S HAWTHORN CIRCLE

$300K – $400K: 39 homes

• $375,000 · 3 bd / 2 ba / 1,812 sq ft · 867 BENCHWOOD DRIVE
• $340,000 · 2 bd / 2 ba / 1,560 sq ft · 672 NIGHTHAWK CIRCLE
• $380,000 · 3 bd / 2 ba / 1,168 sq ft · 417 HOLLY COURT
• $394,900 · 3 bd / 2 ba / 1,463 sq ft · 1024 DINERO DRIVE

$400K – $500K: 40 homes

• $440,000 · 2 bd / 2 ba / 1,640 sq ft · 955 WEDGEWOOD DRIVE
• $489,000 · 3 bd / 2.5 ba / 1,680 sq ft · 154 WOODED VINE DRIVE
• $440,000 · 3 bd / 2 ba / 1,701 sq ft · 1519 WOODSGLEN DRIVE
• $449,900 · 3 bd / 2 ba / 1,524 sq ft · 1056 CONDOR PLACE

$500K – $750K: 33 homes

• $520,000 · 4 bd / 2 ba / 2,123 sq ft · 734 SENECA MEADOWS ROAD
• $545,000 · 3 bd / 2.5 ba / 2,004 sq ft · 1314 AUGUSTA NATIONAL BOULEVARD
• $589,900 · 4 bd / 2 ba / 2,050 sq ft · 1230 STONE HARBOUR ROAD
• $500,000 · 3 bd / 2.5 ba / 1,704 sq ft · 161 BEAR SPRINGS DRIVE (Hickory Grove Twnhms)

$750K – $1M: 6 homes

• $995,000 · 4 bd / 3 ba / 2,974 sq ft · 704 IRONWOOD COURT
• $824,900 · 5 bd / 3.5 ba / 3,184 sq ft · 628 SILVER CREEK DRIVE
• $925,000 · 5 bd / 3.5 ba / 3,521 sq ft · 609 VIANA COURT (Seville Chase)
• $835,000 · 4 bd / 3.5 ba / 2,597 sq ft · 1522 EAGLE NEST CIRCLE

$1M and up: 5 homes

• $1.08M · 5 bd / 5 ba / 4,001 sq ft · 149 CHERRY CREEK CIRCLE
• $2.50M · 6 bd / 5 ba / 6,132 sq ft · 1447 BIRD ROAD (Talis Crossing)
• $1.20M · 5 bd / 3.5 ba / 2,700 sq ft · 1281 NATURES WAY (Tuscawilla)
• $2.30M · 3 bd / 3 ba / 3,657 sq ft · 4910 E LAKE DRIVE

Every home for sale in Winter Springs right now (157)

All 157 active Winter Springs listings with a detail page, newest first, refreshed twice a day from the MLS.

• $375,000 · 3 bd / 2 ba / 1,812 sq ft · 867 BENCHWOOD DRIVE
• $440,000 · 2 bd / 2 ba / 1,640 sq ft · 955 WEDGEWOOD DRIVE
• $995,000 · 4 bd / 3 ba / 2,974 sq ft · 704 IRONWOOD COURT
• $299,990 · 4 bd / 2.5 ba / 1,878 sq ft · 702 GLASGOW COURT (Highland Patio Homes)
• $589,900 · 4 bd / 2 ba / 2,050 sq ft · 1230 STONE HARBOUR ROAD
• $545,000 · 3 bd / 2.5 ba / 2,004 sq ft · 1314 AUGUSTA NATIONAL BOULEVARD
• $520,000 · 4 bd / 2 ba / 2,123 sq ft · 734 SENECA MEADOWS ROAD
• $489,000 · 3 bd / 2.5 ba / 1,680 sq ft · 154 WOODED VINE DRIVE
• $394,900 · 3 bd / 2 ba / 1,463 sq ft · 1024 DINERO DRIVE
• $380,000 · 3 bd / 2 ba / 1,168 sq ft · 417 HOLLY COURT
• $340,000 · 2 bd / 2 ba / 1,560 sq ft · 672 NIGHTHAWK CIRCLE
• $199,000 · 3 bd / 1 ba / 945 sq ft · 141 N EDGEMON AVENUE
• $440,000 · 3 bd / 2 ba / 1,701 sq ft · 1519 WOODSGLEN DRIVE
• $289,000 · 2 bd / 2.5 ba / 1,275 sq ft · 466 TRADITION LANE (Heritage Park Twnhms)
• $219,900 · 2 bd / 1 ba / 980 sq ft · 600 CASA PARK N CT.
• $824,900 · 5 bd / 3.5 ba / 3,184 sq ft · 628 SILVER CREEK DRIVE
• $449,900 · 3 bd / 2 ba / 1,524 sq ft · 1056 CONDOR PLACE
• $650,000 · 4 bd / 2 ba / 2,644 sq ft · 4901 PETRA COURT
• $559,000 · 3 bd / 2 ba / 2,292 sq ft · 1008 FOREST CIRCLE
• $500,000 · 3 bd / 2.5 ba / 1,704 sq ft · 161 BEAR SPRINGS DRIVE (Hickory Grove Twnhms)
• $309,000 · 3 bd / 2 ba / 1,260 sq ft · 627 MURPHY ROAD
• $350,000 · 3 bd / 2 ba / 1,784 sq ft · 615 PEARL ROAD
• $650,000 · 4 bd / 3 ba / 2,533 sq ft · 1105 SHADOWBROOK TRAIL (winding hollow)
• $365,000 · 3 bd / 2 ba / 1,597 sq ft · 733 LAKEVIEW DRIVE
• $260,000 · 3 bd / 1.5 ba / 948 sq ft · 425 S HAWTHORN CIRCLE
• $335,000 · 3 bd / 2.5 ba / 1,680 sq ft · 491 HARBOR WINDS COURT (Harbor Winds)
• $325,000 · 3 bd / 2 ba / 1,098 sq ft · 135 CORTEZ COURT
• $1.08M · 5 bd / 5 ba / 4,001 sq ft · 149 CHERRY CREEK CIRCLE
• $669,900 · 4 bd / 3 ba / 3,180 sq ft · 1496 WESCOTT LOOP (Barrington Estates)
• $205,000 · 2 bd / 2 ba / 1,224 sq ft · 499 CLUB DRIVE (Cypress Club)
• $925,000 · 5 bd / 3.5 ba / 3,521 sq ft · 609 VIANA COURT (Seville Chase)
• $698,000 · 4 bd / 2.5 ba / 2,701 sq ft · 992 SLEEPING ROCK COURT
• $349,900 · 3 bd / 2 ba / 1,153 sq ft · 1361 SAN DIEGO COURT (Sunrise Village)
• $449,000 · 4 bd / 2 ba / 2,498 sq ft · 3600 BISCAYNE DRIVE (Hollowbrook)
• $835,000 · 4 bd / 3.5 ba / 2,597 sq ft · 1522 EAGLE NEST CIRCLE
• $699,900 · 4 bd / 3 ba / 2,520 sq ft · 475 VERANDAH COURT (Barrington Estates)
• $660,000 · 4 bd / 2.5 ba / 2,729 sq ft · 4161 ALDERGATE PLACE
• $485,000 · 5 bd / 3.5 ba / 1,986 sq ft · 627 CLEARN COURT
• $350,000 · 4 bd / 2 ba / 1,312 sq ft · 113 LIDO ROAD
• $345,000 · 3 bd / 2 ba / 1,373 sq ft · 140 BOMBAY AVENUE
• $525,000 · 4 bd / 2.5 ba / 2,181 sq ft · 4038 BISCAYNE DRIVE
• $499,900 · 3 bd / 2 ba / 1,947 sq ft · 1013 WALNUT CREEK COVE (Parkstone)
• $349,000 · 3 bd / 2 ba / 1,406 sq ft · 408 LANCERS DRIVE (Mount Greenwood Unit 5 Of)
• $574,900 · 4 bd / 2.5 ba / 1,917 sq ft · 632 TUSKAWILLA POINT LANE (Tuskawilla Point)
• $399,000 · 3 bd / 3.5 ba / 1,932 sq ft · 1436 WINTER WHARF LANE (Jesups Landing)
• $279,900 · 3 bd / 2 ba / 960 sq ft · 711 THISTLE PLACE
• $2.50M · 6 bd / 5 ba / 6,132 sq ft · 1447 BIRD ROAD (Talis Crossing)
• $365,000 · 2 bd / 2 ba / 1,289 sq ft · 725 ADIDAS ROAD (Wedgewood Tennis Villas)
• $490,000 · 4 bd / 3 ba / 2,268 sq ft · 855 BENCHWOOD DRIVE
• $434,900 · 3 bd / 2 ba / 2,116 sq ft · 1298 MADELENA AVENUE
• $419,900 · 3 bd / 2 ba / 1,510 sq ft · 1120 DAPPLED ELM LN LANE
• $415,000 · 3 bd / 2 ba / 1,632 sq ft · 1067 CHOKECHERRY DRIVE
• $785,000 · 5 bd / 3.5 ba / 3,660 sq ft · 337 TWELVE OAKS DRIVE (winding hollow)
• $206,499 · 2 bd / 1.5 ba / 898 sq ft · 131 KRISTI ANN COURT (Moss Cove)
• $969,000 · 5 bd / 3.5 ba / 3,014 sq ft · 1041 NORTHERN WAY
• $465,000 · 3 bd / 2.5 ba / 1,732 sq ft · 45 HAYES ROAD
• $258,500 · 3 bd / 2 ba / 1,366 sq ft · 700 CASTLEWOOD DRIVE
• $258,500 · 3 bd / 2 ba / 1,366 sq ft · 728 RIDGEWOOD WAY
• $749,000 · 5 bd / 3.5 ba / 3,273 sq ft · 957 TALON PLACE (Northern Oaks)
• $220,000 · 2 bd / 1.5 ba / 896 sq ft · 130 RHODEN LANE (Moss Place)
• $489,000 · 4 bd / 2.5 ba / 2,309 sq ft · 131 LISA LOOP (The Oaks Sub)
• $299,900 · 3 bd / 2 ba / 1,101 sq ft · 414 HORIZON DRIVE (Seasons The)
• $284,000 · 3 bd / 2 ba / 1,101 sq ft · 412 HORIZON DRIVE
• $410,000 · 3 bd / 2 ba / 1,748 sq ft · 205 INKWOOD COURT
• $635,000 · 4 bd / 2.5 ba / 3,046 sq ft · 201 BURGESS DRIVE
• $569,999 · 4 bd / 2 ba / 1,985 sq ft · 943 MARCH HARE COURT
• $550,000 · 3 bd / 2 ba / 1,735 sq ft · 766 ANDOVER CIRCLE
• $325,000 · 2 bd / 2.5 ba / 1,558 sq ft · 512 PINEBRANCH CIRCLE
• $599,000 · 3 bd / 2.5 ba / 2,272 sq ft · 116 PARTRIDGE CIRCLE
• $499,999 · 3 bd / 2.5 ba / 1,732 sq ft · 1010 W PEBBLE BEACH CIRCLE
• $359,900 · 3 bd / 2 ba / 1,238 sq ft · 1350 PALO ALTO COURT (Sunrise Village)
• $409,000 · 3 bd / 2 ba / 1,658 sq ft · 744 BARRINGTON CIRCLE
• $322,500 · 3 bd / 2 ba / 1,201 sq ft · 654 CYPRESS LANE
• $435,000 · 3 bd / 2 ba / 1,887 sq ft · 806 BIG BUCK CIRCLE
• $559,900 · 4 bd / 3.5 ba / 2,566 sq ft · 731 SENECA MEADOWS ROAD (Parkstone)
• $425,000 · 3 bd / 2 ba / 1,574 sq ft · 1162 E WINGED FOOT CIRCLE
• $439,900 · 3 bd / 2 ba / 1,700 sq ft · 288 RINGWOOD DRIVE
• $679,000 · 4 bd / 3 ba / 2,272 sq ft · 864 BENTLEY GREEN CIRCLE (Bentley Club At Bentley Green)
• $479,900 · 4 bd / 3 ba / 2,256 sq ft · 909 DEVON CREEK ROAD (Parkstone)
• $405,000 · 3 bd / 3.5 ba / 2,068 sq ft · 1380 MILL STREAM LANE (Jesups Landing)
• $344,900 · 3 bd / 2.5 ba / 1,605 sq ft · 1482 CREEKSIDE CIRCLE
• $205,000 · 2 bd / 1.5 ba / 898 sq ft · 113 KRISTI ANN COURT (Moss Cove)
• $499,000 · 3 bd / 2.5 ba / 1,702 sq ft · 1378 TARFLOWER DRIVE (Hickory Grove Twnhms)
• $166,000 · 2 bd / 2 ba / 936 sq ft · 417 SHEOAH BOULEVARD #17
• $486,900 · 4 bd / 2.5 ba / 1,992 sq ft · 1610 FOX GLEN COURT (Fox Glen At Chelsea Parc Tuscawilla)
• $439,900 · 3 bd / 2.5 ba / 1,730 sq ft · 625 PEARL ROAD
• $369,500 · 3 bd / 3.5 ba / 1,854 sq ft · 412 BLUE BAYOU LANE
• $345,000 · 3 bd / 2 ba / 1,616 sq ft · 717 LANCEWOOD DRIVE
• $515,000 · 4 bd / 2 ba / 1,931 sq ft · 699 N ENDEAVOUR DRIVE
• $424,900 · 3 bd / 2 ba / 1,484 sq ft · 1714 FOX GLEN COURT (Fox Glen At Chelsea Parc Tuscawilla)
• $399,000 · 3 bd / 2.5 ba / 1,476 sq ft · 1406 BLUMBERG BOULEVARD (Hickory Grove Twnhms)
• $299,900 · 3 bd / 2 ba / 1,298 sq ft · 736 SUMMERLAND DRIVE
• $595,000 · 4 bd / 3 ba / 2,840 sq ft · 248 HUNTRIDGE WAY
• $525,000 · 4 bd / 3.5 ba / 2,164 sq ft · 424 FLATWOOD DRIVE
• $490,000 · 4 bd / 3 ba / 2,300 sq ft · 1142 ODAY DRIVE
• $289,900 · 3 bd / 2.5 ba / 1,468 sq ft · 162 CONSTITUTION WAY (Heritage Park Twnhms)
• $178,900 · 2 bd / 1.5 ba / 1,080 sq ft · 70 MOREE LOOP #61
• $475,000 · 3 bd / 2 ba / 1,978 sq ft · 133 REDTAIL PLACE
• $349,900 · 3 bd / 2 ba / 1,368 sq ft · 101 S FLAMINGO AVENUE (North Orlando 2Nd Add)
• $234,900 · 2 bd / 2.5 ba / 1,156 sq ft · 611 CASA PARK A COURT
• $374,400 · 3 bd / 3 ba / 1,583 sq ft · 662 NIGHTHAWK CIRCLE (Greenspointe)
• $233,000 · 2 bd / 1.5 ba / 1,156 sq ft · 1307 PARK VILLA PLACE
• $429,900 · 3 bd / 2 ba / 1,587 sq ft · 998 WHITE SPRINGS LANE
• $360,000 · 2 bd / 2 ba / 1,193 sq ft · 923 TORREY PINE DRIVE
• $475,000 · 3 bd / 2 ba / 1,665 sq ft · 1055 CHESTERFIELD CIRCLE
• $539,000 · 4 bd / 2 ba / 2,066 sq ft · 1114 SEAFARER LANE
• $339,900 · 3 bd / 2.5 ba / 1,602 sq ft · 617 PINEBRANCH CIRCLE
• $387,500 · 3 bd / 3.5 ba / 1,872 sq ft · 227 MCLEODS WAY
• $350,000 · 2 bd / 2 ba / 1,502 sq ft · 321 KIRKCALDY DRIVE (Highland Village 1 Winter Springs)
• $329,000 · 3 bd / 2.5 ba / 1,680 sq ft · 472 HARBOR WINDS COURT (Harbor Winds)
• $515,000 · 5 bd / 3 ba / 2,852 sq ft · 811 MAPLE LEAF LOOP
• $214,000 · 2 bd / 1 ba / 1,148 sq ft · 120 N FAIRFAX AVENUE
• $474,900 · 2 bd / 2.5 ba / 1,926 sq ft · 1541 CORKERY COURT #1541 (Greens At Tuscawilla)
• $374,900 · 3 bd / 2 ba / 1,210 sq ft · 629 ALTON ROAD
• $665,000 · 4 bd / 3 ba / 2,724 sq ft · 223 BLUE CREEK DRIVE
• $600,000 · 5 bd / 3 ba / 2,523 sq ft · 1015 ANTELOPE TRAIL
• $379,000 · 4 bd / 3 ba / 2,150 sq ft · 758 N GRETNA COURT
• $365,000 · 3 bd / 2.5 ba / 1,435 sq ft · 457 GEE HAMMOCK LANE (Jesups Landing)
• $225,000 · 2 bd / 2.5 ba / 1,156 sq ft · 605 CASA PARK COURT #H
• $520,000 · 4 bd / 2 ba / 1,941 sq ft · 324 RINGWOOD CIRCLE
• $244,999 · 2 bd / 1.5 ba / 1,156 sq ft · 1453 CASA PARK CIRCLE
• $464,000 · 3 bd / 2 ba / 1,919 sq ft · 619 CORAL WAY
• $420,000 · 3 bd / 2 ba / 1,831 sq ft · 963 SEQUOIA DRIVE
• $345,000 · 4 bd / 2 ba / 1,425 sq ft · 142 BAYBERRY COURT
• $529,900 · 3 bd / 2 ba / 1,616 sq ft · 1329 AUGUSTA NATIONAL BOULEVARD
• $605,000 · 5 bd / 2 ba / 2,355 sq ft · 216 TAVESTOCK LOOP (Parkstone)
• $419,990 · 4 bd / 2.5 ba / 1,678 sq ft · 221 SPINDLE PALM COVE
• $297,000 · 3 bd / 2 ba / 1,318 sq ft · 207 BIRCH TERRACE (North Orlando Terrace)
• $475,000 · 3 bd / 2 ba / 1,857 sq ft · 629 RYAN COURT
• $499,000 · 4 bd / 2.5 ba / 1,922 sq ft · 440 BUCKSKIN COURT
• $389,900 · 3 bd / 2 ba / 1,609 sq ft · 1012 FOREST CIRCLE
• $344,000 · 3 bd / 2.5 ba / 1,792 sq ft · 830 DUNBAR TERRACE
• $244,000 · 2 bd / 1.5 ba / 1,363 sq ft · 498 GREEN SPRING CIR
• $199,000 · 3 bd / 2 ba / 1,187 sq ft · 429 SHEOAH BOULEVARD #9 (Baytree Village)
• $154,950 · 2 bd / 2 ba / 972 sq ft · 50 SHEOAH BOULEVARD #33
• $1.20M · 5 bd / 3.5 ba / 2,700 sq ft · 1281 NATURES WAY (Tuscawilla)
• $275,000 · 3 bd / 2.5 ba / 1,326 sq ft · 299 WOODGREEN LANE
• $479,000 · 3 bd / 2 ba / 1,978 sq ft · 107 GOLDEN CREST COURT
• $349,900 · 3 bd / 2 ba / 1,161 sq ft · 108 SUNDANCE COURT (The Seasons Winter Springs)
• $557,900 · 4 bd / 2.5 ba / 2,415 sq ft · 268 TAVESTOCK LOOP (Parkstone)
• $324,900 · 3 bd / 2 ba / 1,178 sq ft · 335 KIRKCALDY DRIVE (Highland Village 1 Winter Springs)
• $474,900 · 4 bd / 2.5 ba / 2,152 sq ft · 1304 ORTEGA STREET
• $2.30M · 3 bd / 3 ba / 3,657 sq ft · 4910 E LAKE DRIVE
• $455,000 · 4 bd / 3.5 ba / 2,344 sq ft · 1128 SPOTTED SANDPIPER LOOP (Seminole Crossing Twnhms)
• $639,900 · 4 bd / 3 ba / 2,509 sq ft · 156 SEVILLE CHASE DRIVE (Seville Chase)
• $170,000 · 3 bd / 2 ba / 1,187 sq ft · 240 MOREE LOOP #3 (Baytree Village)
• $276,200 · 2 bd / 2.5 ba / 1,330 sq ft · 4113 HEDGE MAPLE PLACE (Heritage Commons)
• $484,900 · 4 bd / 2.5 ba / 1,996 sq ft · 632 BLENHEIM LOOP
• $569,000 · 4 bd / 2.5 ba / 2,674 sq ft · 30 SABLE COURT
• $285,000 · 3 bd / 2 ba / 1,069 sq ft · 421 HORIZON DRIVE (Seasons The)
• $272,000 · 3 bd / 2 ba / 1,425 sq ft · 600 NORTHERN WAY #1608
• $309,777 · 3 bd / 2 ba / 1,574 sq ft · 1053 W PEBBLE BEACH CIRCLE
• $385,000 · 3 bd / 2 ba / 1,450 sq ft · 724 BARRINGTON CIRCLE
• $199,000 · 2 bd / 2 ba / 1,002 sq ft · 506 CLUB DRIVE (Cypress Club)
• $242,000 · 3 bd / 2 ba / 1,089 sq ft · 270 SAN GABRIEL STREET (Deersong 2 Winter Springs)
• $449,000 · 3 bd / 2.5 ba / 2,147 sq ft · 122 STONE GABLE CIR
• $3.70M · 5 bd / 6.5 ba / 8,685 sq ft · 1112 ORANGE AVENUE (Lake Jessup)

Pending and under contract in Winter Springs (14)

Winter Springs homes that have an accepted offer and are working toward closing. They can still fall through, so each one keeps its page until it closes.

• $514,990 · 3 bd / 2.5 ba / 1,704 sq ft · 1458 BLUMBERG BOULEVARD
• $449,000 · 3 bd / 2 ba / 1,586 sq ft · 111 TARPON CIRCLE
• $401,990 · 3 bd / 2.5 ba / 1,678 sq ft · 1403 TARFLOWER DRIVE
• $245,000 · 2 bd / 2.5 ba / 1,156 sq ft · 1352 CASA PARK CIRCLE
• $450,000 · 3 bd / 2 ba / 1,652 sq ft · 1044 FOREST CIRCLE
• $406,990 · 3 bd / 2.5 ba / 1,476 sq ft · 225 SPINDLE PALM COVE
• $386,990 · 3 bd / 2.5 ba / 1,476 sq ft · 1407 TARFLOWER DRIVE
• $339,000 · 4 bd / 2 ba / 1,362 sq ft · 604 MURPHY ROAD
• $349,000 · 3 bd / 2 ba / 1,168 sq ft · 203 COTTONWOOD DRIVE
• $386,990 · 3 bd / 2.5 ba / 1,476 sq ft · 233 SPINDLE PALM COVE
• $275,000 · 3 bd / 2 ba / 1,105 sq ft · 272 SAN GABRIEL STREET
• $379,900 · 3 bd / 2 ba / 1,695 sq ft · 1224 ANDES DR
• $499,000 · 4 bd / 2 ba / 2,056 sq ft · 1389 PONCE DE LEON BOULEVARD
• $490,000 · 4 bd / 2 ba / 1,979 sq ft · 1201 WOLVERINE TRAIL

Browse every listing on Momentum Realty.

Homes for sale in Winter Springs by ZIP code

Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.

Winter Springs communities with the most homes for sale

The Winter Springs neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.

What is for sale in Winter Springs: property types

• Single-family houses: 117
• Townhouses: 34
• Condos: 6

Browse by type: Condos for sale in Winter Springs (6) · Townhomes for sale in Winter Springs (34).

The Winter Springs real estate market right now

Over the last 12 months 267 homes sold in Winter Springs at a median of $444,997 (-1.6% year over year), $243 per square foot. Sellers received 96% of list price and homes took a median 33 days to go under contract. With 157 homes for sale against that sales pace, months of supply is 7.1, a buyer’s market by the six-month rule. Cash buyers accounted for 20% of sales. New construction was 5% of sales.

Winter Springs supply by price band

Winter Springs home prices by year

Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.

What a home in Winter Springs costs to own

Take the median $419,990 listing with 20% down at today’s 7.32% 30-year rate: principal and interest run about $2,308/month. Seminole County’s typical millage of 15.18 puts property tax near $5,617/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Seminole County is about $1,572/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $2,907/month plus any HOA or CDD assessment.

Explore Winter Springs

• All homes for sale in Seminole County, FL
• What is my house worth in Winter Springs? Home values, $/sq ft and days to contract
• 4-bedroom homes for sale in Winter Springs
• Homes under $300K in Winter Springs
• Homes from $300K to $500K in Winter Springs
• Winter Springs pool homes for sale
• Winter Springs golf course homes for sale
• Gated communities in Winter Springs
• New listings this week in Winter Springs
• Price reductions this week in Winter Springs
• Winter Springs homes by street
• What $500K buys in Seminole County
• Winter Springs market intelligence: prices, supply and trends
• Moving to Winter Springs: the data guide
• Cost of living in Winter Springs
• Best neighborhoods in Winter Springs
• Seminole County property tax guide
• Seminole County down payment assistance limits
• First-time home buyer guide for Florida
• Search every Winter Springs community
• Best places to live in Florida: every city ranked by the numbers
• All Florida cities and counties

Homes for sale near Winter Springs

• Homes for sale in Sanford, FL — 465 listings
• Homes for sale in Altamonte Springs, FL — 347 listings
• Homes for sale in Longwood, FL — 228 listings
• Homes for sale in Lake Mary, FL — 215 listings
• Homes for sale in Oviedo, FL — 215 listings
• Homes for sale in Casselberry, FL — 134 listings
• Homes for sale in Geneva, FL — 26 listings
• Homes for sale in Chuluota, FL — 21 listings
• Homes for sale in Fern Park, FL — 17 listings

Recently off market in Winter Springs

Homes in Winter Springs that left the market most recently, with their last list price and a public-record page for each address. Off-market pages keep the community, tax and sales-history context after a listing closes or expires.

• 600 Northern Way #201 · last listed $274,900 · off market Oct 27, 2026
• 343 San Miguel Street #343 · last listed $145,000 · off market Oct 27, 2026
• 311 San Miguel Street #311 · last listed $178,900 · off market Oct 27, 2026
• 476 Club Drive · last listed $250,000 · off market Oct 26, 2026
• 224 Huntridge Way · last listed $825,000 · off market Oct 26, 2026
• 220 Moree Loop #2 · last listed $140,000 · off market Oct 26, 2026
• 212 S Cortez Avenue · last listed $369,900 · off market Oct 26, 2026
• 107 Peregrine Court · last listed $442,000 · off market Oct 26, 2026
• 1357 Mill Stream Lane · last listed $384,000 · off market Oct 21, 2026
• 717 Adidas Road · last listed $399,900 · off market Oct 20, 2026
• 674 Vistawilla Drive · last listed $665,000 · off market Oct 20, 2026
• 615 Anhinga Road · last listed $500,000 · off market Oct 20, 2026

Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Winter Springs as of 2026-10-27 and refresh as homes list and sell. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.