Homes for Sale in Winter Springs, FL

122 homes are for sale in Winter Springs, FL as of 2026-09-06, with 13 more under contract. The median list price is $393,250 ($242/sq ft), most homes list between $229K to $798K, and the median listing has been on the market 44 days. 26 homes came on the market this week and 193 sold in the last 12 months at a median of $429,000.

122
Homes for sale
$393,250
Median list price
$229K to $798K
Typical range
44
Median days on market
26
New this week
13
Under contract
$2,597
Est. monthly cost at median
7.6
Months of supply

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.

107 PEREGRINE COURT, home for sale in Winter Springs
$442,000 New
3 bd · 2 ba · 1,450 sq ft
107 PEREGRINE COURT
Winter Springs
Listing courtesy of COLDWELL BANKER REALTY
1388 YELLOW PINE COURT, home for sale in Winter Springs
$597,500 New
4 bd · 2 ba · 2,265 sq ft
1388 YELLOW PINE COURT
Winter Springs
Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY
1714 FOX GLEN COURT, home for sale in Winter Springs
$449,000 New
3 bd · 2 ba · 1,484 sq ft
1714 FOX GLEN COURT
Winter Springs
Listing courtesy of SAND DOLLAR REALTY GROUP INC
744 BARRINGTON CIRCLE, home for sale in Winter Springs
$425,000 New
3 bd · 2 ba · 1,658 sq ft
744 BARRINGTON CIRCLE
Winter Springs
Listing courtesy of VAN DEN BERG REAL ESTATE GROUP
519 PLEASANT GROVE DRIVE, home for sale in Winter Springs
$409,900 New
3 bd · 2 ba · 1,663 sq ft · built 1997
519 PLEASANT GROVE DRIVE, 32708
Tusca Oaks
Listing courtesy of LUKER & CO REAL ESTATE LLC
1224 ANDES DR, home for sale in Winter Springs
$399,900 New
3 bd · 2 ba · 1,695 sq ft
1224 ANDES DR
Winter Springs
Listing courtesy of OFFERPAD BROKERAGE FL, LLC
1406 BLUMBERG BOULEVARD, home for sale in Winter Springs
$399,000 New
3 bd · 2.5 ba · 1,476 sq ft · built 2024
1406 BLUMBERG BOULEVARD, 32708
Hickory Grove Twnhms
Listing courtesy of RE/MAX TOWN & COUNTRY REALTY
629 ALTON ROAD, home for sale in Winter Springs
$384,900 New
3 bd · 2 ba · 1,210 sq ft
629 ALTON ROAD
Winter Springs
Listing courtesy of ENTERA REALTY LLC
212 S CORTEZ AVENUE, home for sale in Winter Springs
$375,000 New
4 bd · 3 ba · 1,344 sq ft
212 S CORTEZ AVENUE
Winter Springs
Listing courtesy of OFFERPAD BROKERAGE FL, LLC
412 BLUE BAYOU LANE, home for sale in Winter Springs
$369,500 New
3 bd · 3.5 ba · 1,854 sq ft · built 2007
412 BLUE BAYOU LANE, 32708
Jesups Reserve Twnhms Rep
Listing courtesy of ICONNECT REAL ESTATE
321 KIRKCALDY DRIVE, home for sale in Winter Springs
$350,000 New
2 bd · 2 ba · 1,502 sq ft · built 1985
321 KIRKCALDY DRIVE, 32708
Highland Village 1
Listing courtesy of COLDWELL BANKER REALTY
1482 CREEKSIDE CIRCLE, home for sale in Winter Springs
$344,900 New
3 bd · 2.5 ba · 1,605 sq ft
1482 CREEKSIDE CIRCLE
Winter Springs
Listing courtesy of REAL BROKER, LLC
518 HARBOR WINDS COURT, home for sale in Winter Springs
$335,000 New
3 bd · 2.5 ba · 1,680 sq ft · built 2008
518 HARBOR WINDS COURT, 32708
Harbor Winds
Listing courtesy of KELLER WILLIAMS CLASSIC
472 HARBOR WINDS COURT, home for sale in Winter Springs
$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
70 MOREE LOOP #61, home for sale in Winter Springs
$179,900 New
2 bd · 1.5 ba · 1,080 sq ft
70 MOREE LOOP #61
Winter Springs
Listing courtesy of COLDWELL BANKER REALTY
284 WOODGREEN LANE, home for sale in Winter Springs
$175,000 New
2 bd · 1.5 ba · 1,108 sq ft
284 WOODGREEN LANE
Winter Springs
Listing courtesy of KELLER WILLIAMS HERITAGE REALTY
1411 LA PALOMA CIRCLE, home for sale in Winter Springs
$304,987 New
2 bd · 2 ba · 987 sq ft
1411 LA PALOMA CIRCLE
Winter Springs
Listing courtesy of COLDWELL BANKER REALTY
738 BEAR CREEK CIRCLE, home for sale in Winter Springs
$1.15M New
4 bd · 3.5 ba · 3,876 sq ft
738 BEAR CREEK CIRCLE
Winter Springs
Listing courtesy of RE/MAX TOWN & COUNTRY REALTY
116 AVERY LAKE DRIVE, home for sale in Winter Springs
$629,999 New
4 bd · 2 ba · 2,714 sq ft
116 AVERY LAKE DRIVE
Winter Springs
Listing courtesy of RE/MAX TOWN & COUNTRY REALTY
1017 ANTELOPE TRAIL, home for sale in Winter Springs
$569,000 New
4 bd · 2 ba · 1,836 sq ft
1017 ANTELOPE TRAIL
Winter Springs
Listing courtesy of COMPASS FLORIDA LLC
726 SENECA MEADOWS ROAD, home for sale in Winter Springs
$549,900 New
4 bd · 3 ba · 2,162 sq ft
726 SENECA MEADOWS ROAD
Winter Springs
Listing courtesy of REALTY RESOURCE OF CENTRAL FL.
108 SUNDANCE COURT, home for sale in Winter Springs
$349,900 New
3 bd · 2 ba · 1,161 sq ft · built 1997
108 SUNDANCE COURT, 32708
The Seasons
Listing courtesy of JEMINI REALTY CORP
3880 WHITE BIRCH RUN, home for sale in Winter Springs
$263,000 New
3 bd · 2.5 ba · 1,306 sq ft · built 2009
3880 WHITE BIRCH RUN, 32708
Heritage Commons
Listing courtesy of WEICHERT REALTORS HALLMARK PROPERTIES
1450 BIRD ROAD, home for sale in Winter Springs
$797,500 New
3 bd · 2 ba · 2,890 sq ft · built 1977
1450 BIRD ROAD, 32708
Watts Farms
Listing courtesy of KEEN REALTY GROUP, INC.

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 $393,250; the busiest band is $300K – $400K.

Under $200K: 8 homes

$200K – $300K: 26 homes

$300K – $400K: 31 homes

$400K – $500K: 20 homes

$500K – $750K: 23 homes

$750K – $1M: 7 homes

$1M and up: 7 homes

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.

ZIPHomes for saleMedian list price
3270852$362,500

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.

CommunityFor saleMedian listMedian sold (12 mo)Days on market
Cypress Club5$215,000
Parkstone3$557,900
Seville Chase3$755,000
Baytree Village3$176,000
Heritage Commons3$276,200
Jesups Landing3$365,000
Seasons The2$292,500
Tuscawilla2$999,500
Harbor Winds2$332,000
Jesups Reserve Twnhms Rep2$381,000
Seminole Crossing Twnhms1$455,000
Stone Gable1$479,000
Talis Crossing1$2.62M
The Highlands Sections Seven & Eight1$475,000
The Oaks Sub1$489,000
Tusca Oaks1$409,900
Tuskabay1$650,000
Watts Farms1$797,500
Wedgewood Tennis Villas1$419,900
Winding Hollow1$649,900
Greenspointe1$374,900
Heritage Park Twnhms1$289,900
Hickory Grove Twnhms1$399,000
Hickory Grove1$424,990
Lake Jessup1$4.00M
North Orlando Terrace1$297,000
North Orlando1$214,000
Deersong 24$276,950
Highland Village 12$339,950
The Seasons1$349,900

What is for sale in Winter Springs: property types

Browse by type: Condos for sale in Winter Springs (6) · Townhomes for sale in Winter Springs (32).

The Winter Springs housing market right now

Over the last 12 months 193 homes sold in Winter Springs at a median of $429,000 (-2.9% year over year), $243 per square foot. Sellers received 96% of list price and homes took a median 32 days to go under contract. With 122 homes for sale against that sales pace, months of supply is 7.6, a buyer’s market by the six-month rule. Cash buyers accounted for 21% of sales. New construction was 5% of sales.

Winter Springs supply by price band

Price bandActiveSold, 12 moMonths of supplyDOM
Under $300K5222.743
$300K–$500K261352.336
$500K–$750K1220.524

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.

YearMedian sold priceHomes soldDays on marketSale-to-list
2019$304,880935694%
2021$405,443235102%
2022$382,3181,0916100%
2023$433,6263171598%
2024$458,9917992098%
2025$475,0037492697%
2026$461,4996453296%

What a home in Winter Springs costs to own

Take the median $393,250 listing with 20% down at today’s 6.71% 30-year rate: principal and interest run about $2,032/month. Seminole County’s typical millage of 15.18 puts property tax near $5,211/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 $2,597/month plus any HOA or CDD assessment.

Explore Winter Springs

Homes for sale near Winter Springs

Common questions

How many homes are for sale in Winter Springs, FL?
As of 2026-09-06, Momentum's MLS record shows 122 residential homes actively listed for sale in Winter Springs and 13 under contract. 26 of them came on the market in the last 7 days.
What is the median home price in Winter Springs?
The median list price of homes for sale in Winter Springs is $393,250, about $242 per square foot for a typical 1,637-square-foot home. Ten percent of listings are under $229K and ten percent are above $798K. Over the last 12 months the median SOLD price was $429,000, -2.9% year over year.
How long do homes take to sell in Winter Springs?
Homes currently listed have been on the market a median of 44 days. Homes that sold in the last 12 months took a median of 32 days and sold at 96% of list price. At today's inventory that is 7.6 months of supply, a buyer's market by the usual six-month rule.
What does a $393,250 home in Winter Springs cost per month?
Roughly $2,597 a month with 20% down at 6.71%: principal and interest of $2,032, Seminole County property tax of about $434/month after the $50,000 homestead exemption, and insurance near $131/month at the Citizens county average. HOA or CDD fees, where they apply, come on top.
Which Winter Springs neighborhoods have the most homes for sale?
The communities with the most active listings right now are Cypress Club (5), Deersong 2 (4), Parkstone (3), Seville Chase (3), Baytree Village (3). Each community page carries its own sales history, live inventory and schools.
How do I see a home for sale in Winter Springs?
Every listing on this page opens a full page with all photos, the community's data and a tour request. A Momentum agent who works Winter Springs can show any home here, whether it is our listing or another brokerage's, at no cost to a buyer. Call (904) 351-6461 or use the form below.

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Winter Springs as of 2026-09-06 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.

Buying in Winter Springs?

See any home on this page with a local agent.

A Momentum agent who works Winter Springs every week will set up showings, pull the comps before you offer, and tell you which of these homes is actually priced right. No cost to a buyer.

Selling instead? See what your home would list for.

Tour homes in Winter Springs

Tell us what you are looking for and a local agent will reach out, usually within one business day.

or call (904) 351-6461