Homes for Sale in Winter Springs, FL

By Jon Brooks, Co-Founder, Momentum Realty · Updated November 5, 2026

151 homes are for sale in Winter Springs, FL as of 2026-11-05, with 15 more under contract. The median list price is $405,000 ($242/sq ft), most homes list between $225K to $665K, and the median listing has been on the market 45 days. That is 108 houses, 7 condos and 36 townhouses. 22 homes came on the market this week and 501 sold in the last 12 months at a median of $430,000.

Browse all 167 homes for sale in Winter Springs, FL — the complete list, newest first.

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.

$259,000 New

3 bd · 2 ba · 1,178 sq ft · built 1978

122 BURGOS ROAD, 32708

Winter Springs

Listing courtesy of OLYMPUS EXECUTIVE REALTY INC

$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

$650,000 New

4 bd · 2 ba · 2,103 sq ft · built 2002

1247 STONE HARBOUR ROAD, 32708

Parkstone

Listing courtesy of SHORESTONE PROPERTY GROUP

$279,999 New

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

432 TRADITION LANE, 32708

Heritage Park Twnhms

Listing courtesy of BEYCOME OF FLORIDA LLC

$245,000 New

2 bd · 2.5 ba · 1,156 sq ft · built 1984

1354 CASA PARK CIRCLE, 32708

Winter Springs

Listing courtesy of KINGDOM KEY GROUP LLC

$235,000 New

2 bd · 1.5 ba · 1,088 sq ft · built 1984

604 CASA PARK COURT G, 32708

Winter Springs

Listing courtesy of RE/MAX TOWN & COUNTRY 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

$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

$385,000 New

3 bd · 2 ba · 1,812 sq ft · built 1983

846 BENCHWOOD COURT, 32708

Winter Springs

Listing courtesy of SERHANT

$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

$515,000 New

4 bd · 2 ba · 2,341 sq ft · built 1988

3755 SAINT LUCIE COURT, 32708

Hollowbrook

Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY

$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

$412,000 New

3 bd · 2.5 ba · 1,703 sq ft · built 1988

1000 TROON TRACE, 32708

Winter Springs

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

$310,000 New

3 bd · 2 ba · 1,050 sq ft · built 1971

226 BENNETT STREET, 32708

North Orlando Townsite 4Th Add Rep

Listing courtesy of LPT REALTY, LLC

$225,000 New

3 bd · 2.5 ba · 1,400 sq ft · built 1978

270 MOREE LOOP #4, 32708

Baytree Village

Listing courtesy of EXIT REALTY PREMIER LEGACY

$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

$449,900 New

3 bd · 2 ba · 1,710 sq ft · built 1984

878 BENCHWOOD DRIVE, 32708

Winter Springs

Listing courtesy of OFFERPAD BROKERAGE FL, LLC

$445,000 New

4 bd · 2.5 ba · 1,643 sq ft · built 2024

1354 TARFLOWER DRIVE, 32708

Hickory Grove Twnhms

Listing courtesy of KELLER WILLIAMS ADVANTAGE III

$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

$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

$440,000

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

955 WEDGEWOOD DRIVE, 32708

Winter Springs

Listing courtesy of BEYCOME OF FLORIDA 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 $405,000; the busiest band is $300K – $400K.

Under $200K: 8 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 / 2 ba / 945 sq ft · 311 SAN MIGUEL STREET #311
• $178,900 · 2 bd / 1.5 ba / 1,080 sq ft · 70 MOREE LOOP #61

$200K – $300K: 30 homes

• $259,000 · 3 bd / 2 ba / 1,178 sq ft · 122 BURGOS ROAD
• $235,000 · 2 bd / 1.5 ba / 1,088 sq ft · 604 CASA PARK COURT G
• $245,000 · 2 bd / 2.5 ba / 1,156 sq ft · 1354 CASA PARK CIRCLE
• $279,999 · 2 bd / 2.5 ba / 1,275 sq ft · 432 TRADITION LANE (Heritage Park Twnhms)

$300K – $400K: 37 homes

• $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
• $385,000 · 3 bd / 2 ba / 1,812 sq ft · 846 BENCHWOOD COURT
• $394,900 · 3 bd / 2 ba / 1,463 sq ft · 1024 DINERO DRIVE

$400K – $500K: 36 homes

• $489,000 · 3 bd / 2.5 ba / 1,680 sq ft · 154 WOODED VINE DRIVE
• $412,000 · 3 bd / 2.5 ba / 1,703 sq ft · 1000 TROON TRACE
• $440,000 · 3 bd / 2 ba / 1,701 sq ft · 1519 WOODSGLEN DRIVE
• $445,000 · 4 bd / 2.5 ba / 1,643 sq ft · 1354 TARFLOWER DRIVE (Hickory Grove Twnhms)

$500K – $750K: 30 homes

• $650,000 · 4 bd / 2 ba / 2,103 sq ft · 1247 STONE HARBOUR ROAD (Parkstone)
• $520,000 · 4 bd / 2 ba / 2,123 sq ft · 734 SENECA MEADOWS ROAD
• $589,900 · 4 bd / 2 ba / 2,050 sq ft · 1230 STONE HARBOUR ROAD
• $515,000 · 4 bd / 2 ba / 2,341 sq ft · 3755 SAINT LUCIE COURT (Hollowbrook)

$750K – $1M: 6 homes

• $995,000 · 4 bd / 3 ba / 2,974 sq ft · 704 IRONWOOD COURT
• $799,900 · 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: 4 homes

• $1.08M · 6 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)
• $3.70M · 5 bd / 6.5 ba / 8,685 sq ft · 1112 ORANGE AVENUE (Lake Jessup)

Every home for sale in Winter Springs right now (151)

All 151 active Winter Springs listings with a detail page, newest first, refreshed twice a day from the MLS.

• $259,000 · 3 bd / 2 ba / 1,178 sq ft · 122 BURGOS ROAD
• $995,000 · 4 bd / 3 ba / 2,974 sq ft · 704 IRONWOOD COURT
• $650,000 · 4 bd / 2 ba / 2,103 sq ft · 1247 STONE HARBOUR ROAD (Parkstone)
• $279,999 · 2 bd / 2.5 ba / 1,275 sq ft · 432 TRADITION LANE (Heritage Park Twnhms)
• $245,000 · 2 bd / 2.5 ba / 1,156 sq ft · 1354 CASA PARK CIRCLE
• $235,000 · 2 bd / 1.5 ba / 1,088 sq ft · 604 CASA PARK COURT G
• $589,900 · 4 bd / 2 ba / 2,050 sq ft · 1230 STONE HARBOUR ROAD
• $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
• $385,000 · 3 bd / 2 ba / 1,812 sq ft · 846 BENCHWOOD COURT
• $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
• $515,000 · 4 bd / 2 ba / 2,341 sq ft · 3755 SAINT LUCIE COURT (Hollowbrook)
• $440,000 · 3 bd / 2 ba / 1,701 sq ft · 1519 WOODSGLEN DRIVE
• $412,000 · 3 bd / 2.5 ba / 1,703 sq ft · 1000 TROON TRACE
• $310,000 · 3 bd / 2 ba / 1,050 sq ft · 226 BENNETT STREET (North Orlando Townsite 4Th Add Rep)
• $225,000 · 3 bd / 2.5 ba / 1,400 sq ft · 270 MOREE LOOP #4 (Baytree Village)
• $559,000 · 3 bd / 2 ba / 2,292 sq ft · 1008 FOREST CIRCLE
• $449,900 · 3 bd / 2 ba / 1,710 sq ft · 878 BENCHWOOD DRIVE
• $445,000 · 4 bd / 2.5 ba / 1,643 sq ft · 1354 TARFLOWER DRIVE (Hickory Grove Twnhms)
• $199,000 · 3 bd / 1 ba / 945 sq ft · 141 N EDGEMON AVENUE
• $350,000 · 3 bd / 2 ba / 1,784 sq ft · 615 PEARL ROAD
• $440,000 · 2 bd / 2 ba / 1,640 sq ft · 955 WEDGEWOOD DRIVE
• $299,990 · 4 bd / 2.5 ba / 1,878 sq ft · 702 GLASGOW COURT (Highland Patio Homes)
• $525,000 · 3 bd / 2.5 ba / 2,004 sq ft · 1314 AUGUSTA NATIONAL BOULEVARD
• $1.08M · 6 bd / 5 ba / 4,001 sq ft · 149 CHERRY CREEK CIRCLE
• $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.
• $799,900 · 5 bd / 3.5 ba / 3,184 sq ft · 628 SILVER CREEK DRIVE
• $698,000 · 4 bd / 2.5 ba / 2,701 sq ft · 992 SLEEPING ROCK COURT
• $500,000 · 3 bd / 2.5 ba / 1,704 sq ft · 161 BEAR SPRINGS DRIVE (Hickory Grove Twnhms)
• $449,900 · 3 bd / 2 ba / 1,524 sq ft · 1056 CONDOR PLACE
• $309,000 · 3 bd / 2 ba / 1,260 sq ft · 627 MURPHY 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
• $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
• $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)
• $525,000 · 4 bd / 2.5 ba / 2,181 sq ft · 4038 BISCAYNE DRIVE
• $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)
• $469,000 · 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
• $655,000 · 4 bd / 2.5 ba / 2,729 sq ft · 4161 ALDERGATE PLACE
• $434,900 · 3 bd / 2 ba / 2,116 sq ft · 1298 MADELENA AVENUE
• $415,000 · 3 bd / 2 ba / 1,632 sq ft · 1067 CHOKECHERRY DRIVE
• $349,000 · 3 bd / 2 ba / 1,406 sq ft · 408 LANCERS DRIVE (Mount Greenwood Unit 5 Of)
• $969,000 · 5 bd / 3.5 ba / 3,014 sq ft · 1041 NORTHERN WAY
• $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)
• $269,900 · 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)
• $785,000 · 5 bd / 3.5 ba / 3,660 sq ft · 337 TWELVE OAKS DRIVE
• $365,000 · 2 bd / 2 ba / 1,289 sq ft · 725 ADIDAS ROAD
• $489,000 · 4 bd / 2.5 ba / 2,309 sq ft · 131 LISA LOOP (The Oaks Sub)
• $419,900 · 3 bd / 2 ba / 1,510 sq ft · 1120 DAPPLED ELM LN LANE
• $206,499 · 2 bd / 1.5 ba / 898 sq ft · 131 KRISTI ANN COURT (Moss Cove)
• $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)
• $435,000 · 3 bd / 2 ba / 1,887 sq ft · 806 BIG BUCK CIRCLE
• $299,900 · 3 bd / 2 ba / 1,101 sq ft · 414 HORIZON DRIVE (Seasons The)
• $425,000 · 3 bd / 2 ba / 1,574 sq ft · 1162 E WINGED FOOT CIRCLE
• $410,000 · 3 bd / 2 ba / 1,748 sq ft · 205 INKWOOD COURT
• $359,900 · 3 bd / 2 ba / 1,238 sq ft · 1350 PALO ALTO 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
• $409,000 · 3 bd / 2 ba / 1,658 sq ft · 744 BARRINGTON CIRCLE
• $369,500 · 3 bd / 3.5 ba / 1,854 sq ft · 412 BLUE BAYOU LANE
• $344,900 · 3 bd / 2.5 ba / 1,605 sq ft · 1482 CREEKSIDE CIRCLE
• $322,500 · 3 bd / 2 ba / 1,201 sq ft · 654 CYPRESS LANE
• $559,900 · 4 bd / 3.5 ba / 2,566 sq ft · 731 SENECA MEADOWS ROAD (Parkstone)
• $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)
• $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)
• $425,000 · 3 bd / 2.5 ba / 1,730 sq ft · 625 PEARL ROAD
• $335,000 · 3 bd / 2 ba / 1,616 sq ft · 717 LANCEWOOD DRIVE
• $178,900 · 2 bd / 2 ba / 945 sq ft · 311 SAN MIGUEL STREET #311
• $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)
• $525,000 · 4 bd / 3.5 ba / 2,164 sq ft · 424 FLATWOOD DRIVE
• $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
• $589,900 · 4 bd / 3 ba / 2,840 sq ft · 248 HUNTRIDGE WAY
• $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
• $475,000 · 3 bd / 2 ba / 1,665 sq ft · 1055 CHESTERFIELD CIRCLE
• $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)
• $225,000 · 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
• $387,500 · 3 bd / 3.5 ba / 1,872 sq ft · 227 MCLEODS WAY
• $214,000 · 2 bd / 1 ba / 1,148 sq ft · 120 N FAIRFAX AVENUE
• $339,900 · 3 bd / 2.5 ba / 1,602 sq ft · 617 PINEBRANCH CIRCLE
• $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
• $225,000 · 2 bd / 2.5 ba / 1,156 sq ft · 605 CASA PARK COURT #H
• $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
• $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
• $475,000 · 3 bd / 2 ba / 1,857 sq ft · 629 RYAN 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)
• $499,000 · 4 bd / 2.5 ba / 1,922 sq ft · 440 BUCKSKIN COURT
• $284,999 · 3 bd / 2 ba / 1,318 sq ft · 207 BIRCH TERRACE (North Orlando Terrace)
• $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
• $145,000 · 2 bd / 2 ba / 945 sq ft · 343 SAN MIGUEL STREET #343
• $199,000 · 3 bd / 2 ba / 1,187 sq ft · 429 SHEOAH BOULEVARD #9 (Baytree Village)
• $275,000 · 3 bd / 2.5 ba / 1,326 sq ft · 299 WOODGREEN LANE
• $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)
• $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
• $276,200 · 2 bd / 2.5 ba / 1,330 sq ft · 4113 HEDGE MAPLE PLACE (Heritage Commons)
• $285,000 · 3 bd / 2 ba / 1,069 sq ft · 421 HORIZON DRIVE (Seasons The)
• $309,777 · 3 bd / 2 ba / 1,574 sq ft · 1053 W PEBBLE BEACH CIRCLE
• $272,000 · 3 bd / 2 ba / 1,425 sq ft · 600 NORTHERN WAY #1608
• $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)
• $3.70M · 5 bd / 6.5 ba / 8,685 sq ft · 1112 ORANGE AVENUE (Lake Jessup)

Pending and under contract in Winter Springs (15)

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.

• $475,000 · 4 bd / 2.5 ba / 2,147 sq ft · 1114 DUNCAN DRIVE
• $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
• $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
• $250,000 · 3 bd / 1.5 ba / 948 sq ft · 425 S HAWTHORN CIRCLE
• $339,000 · 4 bd / 2 ba / 1,362 sq ft · 604 MURPHY ROAD
• $386,990 · 3 bd / 2.5 ba / 1,476 sq ft · 233 SPINDLE PALM COVE
• $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
• $379,000 · 4 bd / 3 ba / 2,150 sq ft · 758 N GRETNA COURT
• $419,990 · 4 bd / 2.5 ba / 1,678 sq ft · 221 SPINDLE PALM COVE
• $490,000 · 4 bd / 2 ba / 1,979 sq ft · 1201 WOLVERINE TRAIL
• $170,000 · 3 bd / 2 ba / 1,187 sq ft · 240 MOREE LOOP #3

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: 108
• Townhouses: 36
• Condos: 7

Another 1 listings in Winter Springs are land, commercial or other non-residential property and are not counted above.

Browse by type: Condos for sale in Winter Springs (7) · Townhomes for sale in Winter Springs (36).

The Winter Springs real estate market right now

Over the last 12 months 501 homes sold in Winter Springs at a median of $430,000 (+2.4% 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 151 homes for sale against that sales pace, months of supply is 3.6, a seller’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 $405,000 listing with 20% down at today’s 7.24% 30-year rate: principal and interest run about $2,208/month. Seminole County’s typical millage of 15.18 puts property tax near $5,389/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 $2,788/month plus any HOA or CDD assessment.

Explore Winter Springs

• All homes for sale in Seminole County, FL
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• Winter Springs market intelligence: prices, supply and trends
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• Seminole County property tax guide
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Homes for sale near Winter Springs

• Homes for sale in Sanford, FL — 458 listings
• Homes for sale in Altamonte Springs, FL — 338 listings
• Homes for sale in Lake Mary, FL — 219 listings
• Homes for sale in Longwood, FL — 219 listings
• Homes for sale in Oviedo, FL — 217 listings
• Homes for sale in Casselberry, FL — 135 listings
• Homes for sale in Geneva, FL — 27 listings
• Homes for sale in Chuluota, FL — 20 listings
• Homes for sale in Fern Park, FL — 16 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.

• 855 Benchwood Drive · last listed $490,000 · off market Nov 3, 2026
• 4901 Petra Court · last listed $650,000 · off market Nov 3, 2026
• 272 San Gabriel Street · last listed $275,000 · off market Nov 3, 2026
• 203 Cottonwood Drive · last listed $349,000 · off market Nov 3, 2026
• 107 Golden Crest Court · last listed $479,000 · off market Nov 3, 2026
• 632 Blenheim Loop · last listed $484,900 · off market Nov 1, 2026
• 4910 E Lake Drive · last listed $2,299,000 · off market Nov 1, 2026
• 457 Gee Hammock Lane · last listed $365,000 · off market Nov 1, 2026
• 324 Ringwood Circle · last listed $520,000 · off market Nov 1, 2026
• 156 Seville Chase Drive · last listed $639,900 · off market Nov 1, 2026
• 1128 Spotted Sandpiper Loop · last listed $455,000 · off market Nov 1, 2026
• 1114 Seafarer Lane · last listed $539,000 · off market Nov 1, 2026

Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Winter Springs as of 2026-11-05 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.