Homes for Sale in Winter Springs, FL

By Jon Brooks, Co-Founder, Momentum Realty · Updated October 4, 2026

123 homes are for sale in Winter Springs, FL as of 2026-10-04, with 14 more under contract. The median list price is $409,000 ($243/sq ft), most homes list between $225K to $650K, and the median listing has been on the market 30 days. That is 84 houses, 7 condos and 31 townhouses. 30 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.

$575,000 New

3 bd · 2 ba · 2,255 sq ft · built 1981

1381 BLUE SPRUCE COURT, 32708

Winter Springs

Listing courtesy of COLDWELL BANKER REALTY

$349,000 New

3 bd · 2 ba · 1,406 sq ft · built 1991

408 LANCERS DRIVE, 32708

Mount Greenwood Unit 5 Of

Listing courtesy of LA ROSA REALTY LLC

$2.50M New

6 bd · 5 ba · 6,132 sq ft · built 2026

1447 BIRD ROAD, 32708

Talis Crossing

Listing courtesy of SIMPLICITY: A RE BROKERAGE CO

$775,000 New

5 bd · 3.5 ba · 3,273 sq ft · built 2021

957 TALON PLACE, 32708

Northern Oaks

Listing courtesy of ORANGE SLICE PROPERTIES

$574,900 New

4 bd · 2.5 ba · 1,917 sq ft · built 1980

632 TUSKAWILLA POINT LANE, 32708

Tuskawilla Point

Listing courtesy of AXEN REALTY, LLC

$550,000 New

3 bd · 2 ba · 1,735 sq ft · built 1994

766 ANDOVER CIRCLE, 32708

Winter Springs

Listing courtesy of MILLENIUM REALTY GROUP

$520,000 New

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

734 SENECA MEADOWS ROAD, 32708

Parkstone

Listing courtesy of RE/MAX TOWN & COUNTRY REALTY

$465,000 New

3 bd · 2.5 ba · 1,732 sq ft · built 1987

45 HAYES ROAD, 32708

Winter Springs

Listing courtesy of SET HOMES REALTY LLC

$419,900 New

3 bd · 2 ba · 1,510 sq ft · built 1979

1120 DAPPLED ELM LN LANE, 32708

Winter Springs

Listing courtesy of ABSOLUTE REALTY GROUP, LLC

$399,000 New

3 bd · 3.5 ba · 1,932 sq ft · built 2014

1436 WINTER WHARF LANE, 32708

Jesups Landing

Listing courtesy of COLDWELL BANKER REALTY

$350,000 New

2 bd · 2 ba · 1,502 sq ft · built 1985

321 KIRKCALDY DRIVE, 32708

Highland Village 1 Winter Springs

Listing courtesy of COLDWELL BANKER REALTY

$350,000 New

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

615 PEARL ROAD, 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

Greenspointe

Listing courtesy of CREEGAN GROUP

$329,000 New

3 bd · 2.5 ba · 1,680 sq ft · built 2007

472 HARBOR WINDS COURT, 32708

Harbor Winds

Listing courtesy of SAND DOLLAR REALTY GROUP INC

$284,900 New

3 bd · 2 ba · 960 sq ft · built 1979

711 THISTLE PLACE, 32708

Winter Springs

Listing courtesy of FLORIDA REALTY INVESTMENTS

$275,000 New

3 bd · 2 ba · 1,366 sq ft · built 1984

728 RIDGEWOOD WAY, 32708

Winter Springs

Listing courtesy of PREMIER SOTHEBYS INT'L REALTY

$275,000 New

3 bd · 2 ba · 1,366 sq ft · built 1981

700 CASTLEWOOD DRIVE, 32708

Winter Springs

Listing courtesy of PREMIER SOTHEBYS INT'L REALTY

$206,999 New

2 bd · 1.5 ba · 898 sq ft · built 1986

131 KRISTI ANN COURT, 32708

Moss Cove

Listing courtesy of 407 PROPERTIES

$589,900 New

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

1230 STONE HARBOUR ROAD, 32708

Parkstone

Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY

$525,000 New

4 bd · 2.5 ba · 2,181 sq ft · built 1986

4038 BISCAYNE DRIVE, 32708

Hollowbrook

Listing courtesy of VAN DEN BERG REAL ESTATE GROUP

$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

$559,900 New

4 bd · 3.5 ba · 2,566 sq ft · built 2003

731 SENECA MEADOWS ROAD, 32708

Parkstone

Listing courtesy of KUNERT REALTY INC

$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

$365,000 New

2 bd · 2 ba · 1,289 sq ft · built 1987

725 ADIDAS ROAD, 32708

Wedgewood Tennis Villas

Listing courtesy of EXP REALTY 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 $409,000; the busiest band is $300K – $400K.

Under $200K: 8 homes

• $175,000 · 2 bd / 1.5 ba / 1,108 sq ft · 284 WOODGREEN LANE
• $166,000 · 2 bd / 2 ba / 936 sq ft · 417 SHEOAH BOULEVARD #17
• $140,000 · 1 bd / 1 ba / 710 sq ft · 220 MOREE LOOP #2 (Baytree Village)
• $179,900 · 2 bd / 1.5 ba / 1,080 sq ft · 70 MOREE LOOP #61

$200K – $300K: 24 homes

• $206,999 · 2 bd / 1.5 ba / 898 sq ft · 131 KRISTI ANN COURT (Moss Cove)
• $275,000 · 3 bd / 2 ba / 1,366 sq ft · 728 RIDGEWOOD WAY
• $275,000 · 3 bd / 2 ba / 1,366 sq ft · 700 CASTLEWOOD DRIVE
• $284,900 · 3 bd / 2 ba / 960 sq ft · 711 THISTLE PLACE

$300K – $400K: 29 homes

• $349,000 · 3 bd / 2 ba / 1,406 sq ft · 408 LANCERS DRIVE (Mount Greenwood Unit 5 Of)
• $329,000 · 3 bd / 2.5 ba / 1,680 sq ft · 472 HARBOR WINDS COURT (Harbor Winds)
• $340,000 · 2 bd / 2 ba / 1,560 sq ft · 672 NIGHTHAWK CIRCLE (Greenspointe)
• $350,000 · 2 bd / 2 ba / 1,502 sq ft · 321 KIRKCALDY DRIVE (Highland Village 1 Winter Springs)

$400K – $500K: 27 homes

• $419,900 · 3 bd / 2 ba / 1,510 sq ft · 1120 DAPPLED ELM LN LANE
• $465,000 · 3 bd / 2.5 ba / 1,732 sq ft · 45 HAYES ROAD
• $409,900 · 3 bd / 2 ba / 1,663 sq ft · 519 PLEASANT GROVE DRIVE
• $439,900 · 3 bd / 2.5 ba / 1,730 sq ft · 625 PEARL ROAD

$500K – $750K: 27 homes

• $575,000 · 3 bd / 2 ba / 2,255 sq ft · 1381 BLUE SPRUCE COURT
• $520,000 · 4 bd / 2 ba / 2,123 sq ft · 734 SENECA MEADOWS ROAD (Parkstone)
• $550,000 · 3 bd / 2 ba / 1,735 sq ft · 766 ANDOVER CIRCLE
• $574,900 · 4 bd / 2.5 ba / 1,917 sq ft · 632 TUSKAWILLA POINT LANE (Tuskawilla Point)

$750K – $1M: 4 homes

• $775,000 · 5 bd / 3.5 ba / 3,273 sq ft · 957 TALON PLACE (Northern Oaks)
• $995,000 · 4 bd / 3 ba / 2,974 sq ft · 704 IRONWOOD COURT
• $999,000 · 5 bd / 3.5 ba / 3,014 sq ft · 1041 NORTHERN WAY
• $825,000 · 6 bd / 5 ba / 4,251 sq ft · 224 HUNTRIDGE WAY

$1M and up: 4 homes

• $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
• $2.30M · 3 bd / 3 ba / 3,657 sq ft · 4910 E LAKE DRIVE
• $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 (123)

All 123 active Winter Springs listings with a detail page, newest first, refreshed twice a day from the MLS.

• $575,000 · 3 bd / 2 ba / 2,255 sq ft · 1381 BLUE SPRUCE COURT
• $349,000 · 3 bd / 2 ba / 1,406 sq ft · 408 LANCERS DRIVE (Mount Greenwood Unit 5 Of)
• $2.50M · 6 bd / 5 ba / 6,132 sq ft · 1447 BIRD ROAD (Talis Crossing)
• $775,000 · 5 bd / 3.5 ba / 3,273 sq ft · 957 TALON PLACE (Northern Oaks)
• $574,900 · 4 bd / 2.5 ba / 1,917 sq ft · 632 TUSKAWILLA POINT LANE (Tuskawilla Point)
• $550,000 · 3 bd / 2 ba / 1,735 sq ft · 766 ANDOVER CIRCLE
• $520,000 · 4 bd / 2 ba / 2,123 sq ft · 734 SENECA MEADOWS ROAD (Parkstone)
• $465,000 · 3 bd / 2.5 ba / 1,732 sq ft · 45 HAYES ROAD
• $419,900 · 3 bd / 2 ba / 1,510 sq ft · 1120 DAPPLED ELM LN LANE
• $399,000 · 3 bd / 3.5 ba / 1,932 sq ft · 1436 WINTER WHARF LANE (Jesups Landing)
• $350,000 · 2 bd / 2 ba / 1,502 sq ft · 321 KIRKCALDY DRIVE (Highland Village 1 Winter Springs)
• $350,000 · 3 bd / 2 ba / 1,784 sq ft · 615 PEARL ROAD
• $340,000 · 2 bd / 2 ba / 1,560 sq ft · 672 NIGHTHAWK CIRCLE (Greenspointe)
• $329,000 · 3 bd / 2.5 ba / 1,680 sq ft · 472 HARBOR WINDS COURT (Harbor Winds)
• $284,900 · 3 bd / 2 ba / 960 sq ft · 711 THISTLE PLACE
• $275,000 · 3 bd / 2 ba / 1,366 sq ft · 728 RIDGEWOOD WAY
• $275,000 · 3 bd / 2 ba / 1,366 sq ft · 700 CASTLEWOOD DRIVE
• $206,999 · 2 bd / 1.5 ba / 898 sq ft · 131 KRISTI ANN COURT (Moss Cove)
• $589,900 · 4 bd / 2 ba / 2,050 sq ft · 1230 STONE HARBOUR ROAD (Parkstone)
• $525,000 · 4 bd / 2.5 ba / 2,181 sq ft · 4038 BISCAYNE DRIVE (Hollowbrook)
• $995,000 · 4 bd / 3 ba / 2,974 sq ft · 704 IRONWOOD COURT
• $559,900 · 4 bd / 3.5 ba / 2,566 sq ft · 731 SENECA MEADOWS ROAD (Parkstone)
• $394,900 · 3 bd / 2 ba / 1,463 sq ft · 1024 DINERO DRIVE
• $365,000 · 2 bd / 2 ba / 1,289 sq ft · 725 ADIDAS ROAD (Wedgewood Tennis Villas)
• $325,000 · 3 bd / 2 ba / 1,201 sq ft · 654 CYPRESS LANE
• $220,000 · 2 bd / 1.5 ba / 896 sq ft · 130 RHODEN LANE (Moss Place)
• $344,900 · 3 bd / 2.5 ba / 1,605 sq ft · 1482 CREEKSIDE CIRCLE
• $285,000 · 3 bd / 2 ba / 1,161 sq ft · 526 SEASONS COURT
• $999,000 · 5 bd / 3.5 ba / 3,014 sq ft · 1041 NORTHERN WAY
• $650,000 · 4 bd / 2 ba / 2,644 sq ft · 4901 PETRA COURT
• $409,900 · 3 bd / 2 ba / 1,663 sq ft · 519 PLEASANT GROVE DRIVE
• $360,000 · 2 bd / 2 ba / 1,478 sq ft · 1452 KING COURT
• $309,000 · 3 bd / 2 ba / 1,101 sq ft · 414 HORIZON DRIVE (Seasons The)
• $665,000 · 4 bd / 3 ba / 2,422 sq ft · 674 VISTAWILLA DRIVE
• $439,900 · 3 bd / 2.5 ba / 1,730 sq ft · 625 PEARL ROAD
• $399,000 · 3 bd / 2.5 ba / 1,476 sq ft · 1406 BLUMBERG BOULEVARD (Hickory Grove Twnhms)
• $624,500 · 3 bd / 2.5 ba / 2,272 sq ft · 116 PARTRIDGE CIRCLE
• $549,000 · 3 bd / 3.5 ba / 2,523 sq ft · 1166 SPOTTED SANDPIPER LOOP (Seminole Crossing Townhomes)
• $419,900 · 3 bd / 3.5 ba / 2,068 sq ft · 1380 MILL STREAM LANE (Jesups Landing)
• $464,000 · 3 bd / 2 ba / 1,919 sq ft · 619 CORAL WAY
• $499,999 · 3 bd / 2.5 ba / 1,732 sq ft · 1010 W PEBBLE BEACH CIRCLE
• $699,000 · 4 bd / 3 ba / 2,272 sq ft · 864 BENTLEY GREEN CIRCLE (Bentley Club At Bentley Green)
• $650,000 · 4 bd / 3 ba / 2,562 sq ft · 4951 COURTLAND LOOP
• $425,000 · 3 bd / 2 ba / 1,574 sq ft · 1162 E WINGED FOOT CIRCLE
• $175,000 · 2 bd / 1.5 ba / 1,108 sq ft · 284 WOODGREEN LANE
• $505,000 · 3 bd / 2.5 ba / 1,702 sq ft · 1378 TARFLOWER DRIVE (Hickory Grove Twnhms)
• $234,900 · 2 bd / 2.5 ba / 1,156 sq ft · 611 CASA PARK A COURT
• $210,000 · 2 bd / 1.5 ba / 898 sq ft · 113 KRISTI ANN COURT (Moss Cove)
• $497,500 · 4 bd / 3 ba / 2,256 sq ft · 909 DEVON CREEK ROAD (Parkstone)
• $429,000 · 3 bd / 2 ba / 1,484 sq ft · 1714 FOX GLEN COURT (Fox Glen At Chelsea Parc Tuscawilla)
• $510,000 · 3 bd / 2 ba / 1,978 sq ft · 133 REDTAIL PLACE
• $486,900 · 4 bd / 2.5 ba / 1,992 sq ft · 1610 FOX GLEN COURT (Fox Glen At Chelsea Parc Tuscawilla)
• $460,000 · 3 bd / 2 ba / 1,700 sq ft · 288 RINGWOOD DRIVE
• $442,000 · 3 bd / 2 ba / 1,450 sq ft · 107 PEREGRINE COURT
• $359,900 · 3 bd / 2 ba / 1,238 sq ft · 1350 PALO ALTO COURT
• $166,000 · 2 bd / 2 ba / 936 sq ft · 417 SHEOAH BOULEVARD #17
• $239,900 · 2 bd / 1.5 ba / 1,156 sq ft · 1307 PARK VILLA PLACE
• $409,000 · 3 bd / 2 ba / 1,658 sq ft · 744 BARRINGTON CIRCLE
• $434,900 · 3 bd / 2 ba / 2,116 sq ft · 1298 MADELENA AVENUE
• $369,500 · 3 bd / 3.5 ba / 1,854 sq ft · 412 BLUE BAYOU LANE (Jesups Reserve Twnhms Rep)
• $825,000 · 6 bd / 5 ba / 4,251 sq ft · 224 HUNTRIDGE WAY
• $629,900 · 4 bd / 3 ba / 2,840 sq ft · 248 HUNTRIDGE WAY
• $520,000 · 4 bd / 2 ba / 1,941 sq ft · 324 RINGWOOD CIRCLE
• $489,000 · 4 bd / 2.5 ba / 2,309 sq ft · 131 LISA LOOP (The Oaks Sub)
• $289,900 · 3 bd / 2.5 ba / 1,468 sq ft · 162 CONSTITUTION WAY (Heritage Park Twnhms)
• $284,000 · 3 bd / 2 ba / 1,101 sq ft · 412 HORIZON DRIVE
• $374,400 · 3 bd / 3 ba / 1,583 sq ft · 662 NIGHTHAWK CIRCLE (Greenspointe)
• $295,900 · 3 bd / 2 ba / 1,298 sq ft · 736 SUMMERLAND DRIVE
• $287,500 · 3 bd / 2.5 ba / 1,492 sq ft · 1329 HERITAGE COMMONS DRIVE
• $179,900 · 2 bd / 1.5 ba / 1,080 sq ft · 70 MOREE LOOP #61
• $140,000 · 1 bd / 1 ba / 710 sq ft · 220 MOREE LOOP #2 (Baytree Village)
• $394,900 · 3 bd / 2 ba / 1,695 sq ft · 1224 ANDES DR
• $244,999 · 2 bd / 1.5 ba / 1,156 sq ft · 1453 CASA PARK CIRCLE
• $365,500 · 3 bd / 2 ba / 1,368 sq ft · 101 S FLAMINGO AVENUE (North Orlando 2Nd Add)
• $390,000 · 3 bd / 3.5 ba / 1,872 sq ft · 227 MCLEODS WAY (Jesups Reserve Twnhms Rep)
• $499,000 · 4 bd / 2 ba / 2,056 sq ft · 1389 PONCE DE LEON BOULEVARD
• $199,000 · 3 bd / 2 ba / 1,187 sq ft · 429 SHEOAH BOULEVARD #9 (Baytree Village)
• $600,000 · 5 bd / 3 ba / 2,523 sq ft · 1015 ANTELOPE TRAIL
• $489,900 · 2 bd / 2.5 ba / 1,926 sq ft · 1541 CORKERY COURT #1541 (Greens At Tuscawilla)
• $525,000 · 4 bd / 3.5 ba / 2,164 sq ft · 424 FLATWOOD DRIVE
• $369,900 · 4 bd / 3 ba / 1,344 sq ft · 212 S CORTEZ AVENUE
• $665,000 · 4 bd / 3 ba / 2,724 sq ft · 223 BLUE CREEK DRIVE
• $235,000 · 2 bd / 2.5 ba / 1,363 sq ft · 504 GREEN SPRING CIRCLE
• $374,900 · 3 bd / 2 ba / 1,210 sq ft · 629 ALTON ROAD
• $605,000 · 5 bd / 2 ba / 2,355 sq ft · 216 TAVESTOCK LOOP (Parkstone)
• $529,900 · 3 bd / 2 ba / 1,616 sq ft · 1329 AUGUSTA NATIONAL BOULEVARD
• $480,000 · 3 bd / 2 ba / 1,665 sq ft · 1055 CHESTERFIELD CIRCLE
• $225,000 · 2 bd / 2.5 ba / 1,156 sq ft · 605 CASA PARK COURT #H
• $355,000 · 4 bd / 2 ba / 1,425 sq ft · 142 BAYBERRY COURT
• $297,000 · 3 bd / 2 ba / 1,318 sq ft · 207 BIRCH TERRACE (North Orlando Terrace)
• $214,000 · 2 bd / 1 ba / 1,148 sq ft · 120 N FAIRFAX AVENUE
• $424,990 · 4 bd / 2.5 ba / 1,678 sq ft · 221 SPINDLE PALM COVE (Hickory Grove)
• $674,900 · 4 bd / 3 ba / 3,195 sq ft · 1838 SENECA BLVD
• $399,900 · 2 bd / 2 ba / 1,812 sq ft · 717 ADIDAS ROAD (Wedgewood Tennis Villas)
• $167,777 · 2 bd / 2 ba / 972 sq ft · 50 SHEOAH BOULEVARD #33
• $384,000 · 3 bd / 2.5 ba / 1,606 sq ft · 1357 MILL STREAM LANE (Jesups Landing)
• $244,000 · 2 bd / 1.5 ba / 1,363 sq ft · 498 GREEN SPRING CIR
• $275,000 · 3 bd / 2.5 ba / 1,326 sq ft · 299 WOODGREEN LANE
• $276,200 · 2 bd / 2.5 ba / 1,330 sq ft · 4113 HEDGE MAPLE PLACE (Heritage Commons)
• $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
• $474,900 · 4 bd / 2.5 ba / 2,152 sq ft · 1304 ORTEGA STREET
• $557,900 · 4 bd / 2.5 ba / 2,415 sq ft · 268 TAVESTOCK LOOP (Parkstone)
• $267,500 · 3 bd / 2 ba / 1,460 sq ft · 476 CLUB DRIVE (Cypress Club)
• $349,900 · 3 bd / 2 ba / 1,161 sq ft · 108 SUNDANCE COURT (The Seasons Winter Springs)
• $324,900 · 3 bd / 2 ba / 1,178 sq ft · 335 KIRKCALDY DRIVE (Highland Village 1 Winter Springs)
• $455,000 · 4 bd / 3.5 ba / 2,344 sq ft · 1128 SPOTTED SANDPIPER LOOP (Seminole Crossing Twnhms)
• $1.20M · 5 bd / 3.5 ba / 2,700 sq ft · 1281 NATURES WAY
• $2.30M · 3 bd / 3 ba / 3,657 sq ft · 4910 E LAKE DRIVE
• $170,000 · 3 bd / 2 ba / 1,187 sq ft · 240 MOREE LOOP #3 (Baytree Village)
• $479,000 · 3 bd / 2 ba / 1,978 sq ft · 107 GOLDEN CREST COURT
• $647,500 · 4 bd / 3 ba / 2,509 sq ft · 156 SEVILLE CHASE DRIVE (Seville Chase)
• $301,000 · 4 bd / 2.5 ba / 1,878 sq ft · 702 GLASGOW COURT (Highland Patio Homes Amended Plat)
• $285,000 · 3 bd / 2 ba / 1,069 sq ft · 421 HORIZON DRIVE (Seasons The)
• $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
• $309,777 · 3 bd / 2 ba / 1,574 sq ft · 1053 W PEBBLE BEACH CIRCLE
• $242,000 · 3 bd / 2 ba / 1,089 sq ft · 270 SAN GABRIEL STREET (Deersong 2 Winter Springs)
• $524,800 · 4 bd / 3.5 ba / 2,502 sq ft · 1421 HAPPY BIRD LANE
• $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)
• $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)

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: 84
• Townhouses: 31
• Condos: 7
• Villas: 1

Browse by type: Condos for sale in Winter Springs (7) · Townhomes for sale in Winter Springs (31).

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 123 homes for sale against that sales pace, months of supply is 5.5, a balanced 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 $409,000 listing with 20% down at today’s 7.28% 30-year rate: principal and interest run about $2,239/month. Seminole County’s typical millage of 15.18 puts property tax near $5,450/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 $2,824/month plus any HOA or CDD assessment.

Explore Winter Springs

• All homes for sale in Seminole County, FL
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• Moving to Winter Springs: the data guide
• Cost of living in Winter Springs
• Best neighborhoods in Winter Springs
• Seminole County property tax guide
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Homes for sale near Winter Springs

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• Homes for sale in Longwood, FL — 220 listings
• Homes for sale in Lake Mary, FL — 214 listings
• Homes for sale in Oviedo, FL — 194 listings
• Homes for sale in Casselberry, FL — 134 listings
• Homes for sale in Geneva, FL — 29 listings
• Homes for sale in Chuluota, FL — 19 listings
• Homes for sale in Fern Park, FL — 14 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.

• 236 Panorama Dr · last listed $279,900 · off market Oct 4, 2026
• 593 Dunmar Circle · last listed $3,199,000 · off market Oct 3, 2026
• 499 Club Drive · last listed $210,000 · off market Oct 3, 2026
• 457 Gee Hammock Lane · last listed $365,000 · off market Oct 3, 2026
• 1388 Yellow Pine Court · last listed $597,500 · off market Oct 3, 2026
• 130 Deer Song Drive · last listed $310,000 · off market Oct 3, 2026
• 525 Saddlewood Lane · last listed $649,900 · off market Oct 1, 2026
• 221 Sherry Ave · last listed $351,900 · off market Oct 1, 2026
• 992 Sleeping Rock Court · last listed $779,000 · off market Sep 30, 2026
• 1307 Ortega Street · last listed $400,000 · off market Sep 30, 2026
• 113 Lido Road · last listed $359,900 · off market Sep 29, 2026
• 737 Timberwilde Avenue · last listed $635,000 · off market Sep 26, 2026

Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Winter Springs as of 2026-10-04 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.