Homes for sale in
Winter Springs, Florida
Suburban calm with easy Orlando access in Seminole County
159
Homes for sale
$420,000
Median list price
$244
Avg price / sqft
38
Median days on market
Winter Springs is a residential Seminole County community built around established neighborhoods, mature tree canopy, and top-rated public schools like Winter Springs High and Keeth Elementary. It's the kind of place where the housing skews toward roomy single-family homes in planned communities such as Tuscawilla, Deer Run, and Highlands, with a few gated communities mixed in.
For buyers today, there are 159 active listings with a median list price of $420,000, and homes are moving at a median of 38 days on market. That's a balanced pace — enough inventory to compare options without the frenzy, and everything from a $159,900 townhome to a near-$4M estate is on the board. If your budget is tighter, the townhomes & condos segment gives you a real foothold in the same school zones.
Winter Springs is in Seminole County, Florida.
Within a 30-minute drive
Quick facts
$159,900 – $4.0M price range
1,686 sqft median home
$2,300/mo median rent
Leans seller right now
Fresh on the market
Newest homes in Winter Springs
View all 159 homes →
$450,000
1153 SPOTTED SANDPIPER LOOP, WINTER SPRINGS
3 bd · 2.5 ba · 1,768 sqft
$430,000
963 SEQUOIA DRIVE, WINTER SPRINGS
3 bd · 2 ba · 1,831 sqft
$624,000
1204 SWAN STREET, WINTER SPRINGS
4 bd · 2.5 ba · 3,334 sqft
$2,399,000
4910 E LAKE DRIVE, WINTER SPRINGS
3 bd · 3 ba · 3,657 sqft
$300,000
600 NORTHERN WAY UNIT 907, WINTER SPRINGS
3 bd · 3 ba · 1,447 sqft
$574,000
1016 WINDING WATERS CIRCLE, WINTER SPRINGS
4 bd · 2.5 ba · 2,226 sqft
$899,000
230 E PANAMA ROAD, WINTER SPRINGS
4 bd · 2.5 ba · 2,868 sqft
$365,500
101 S FLAMINGO AVENUE, WINTER SPRINGS
3 bd · 2 ba · 1,368 sqft
$450,000
930 OAK FOREST DRIVE, WINTER SPRINGS
4 bd · 2 ba · 1,764 sqft
$535,000
1389 PONCE DE LEON BOULEVARD, WINTER SPRINGS
4 bd · 2 ba · 2,056 sqft
$559,000
1329 AUGUSTA NATIONAL BOULEVARD, WINTER SPRINGS
3 bd · 2 ba · 1,616 sqft
$390,000
142 BAYBERRY COURT, WINTER SPRINGS
4 bd · 2 ba · 1,425 sqft
134 of 159 active listings shown
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Property features
The numbers that matter
The Winter Springs market
Leans seller
4.2 months of inventory
Demand still outpaces supply, but buyers have a little more room.
Winter Springs vs Seminole County
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 5.0% yr/yr
Homes on the market
▼ 1.7% yr/yr
Homes sold per month
Live Stellar MLS data — listings and closed sales in Winter Springs, FL. Rolling medians smooth single-month swings in thin markets.
Where to look
Winter Springs neighborhoods
Tuscawilla
30 homes · $500K median
Deer Run
9 homes · $260K median
Highlands
7 homes · $415K median
Tuscany Place
6 homes · $290K median
Cypress Club
6 homes · $230K median
North Orlando Ranches
6 homes · $780K median
Deersong
5 homes · $255K median
Jesups Landing
4 homes · $382K median
Jesup's Reserve
4 homes · $331K median
Sunrise Estates
4 homes · $459K median
Seville Chase
4 homes · $759K median
Oak Forest
4 homes · $450K median
Mount Greenwood
4 homes · $242K median
North Orlando Terrace
3 homes · $390K median
Heritage Park
3 homes · $305K median
Baytree Village
3 homes · $182K median
The Seasons
3 homes · $340K median
Parkstone
3 homes · $558K median
Show all 62 Winter Springs neighborhoods A–ZHide the full neighborhood list+
Neighborhood boundaries by edgeAI — listings matched to the actual polygon, not agent-entered subdivision names.
For the school run
School zones with homes for sale
Homes matched to official attendance boundaries — always verify zoning with the district.
Beyond the listings
Living in Winter Springs
Deep single-family inventory
With 105 of the 159 active listings being single-family houses, buyers looking for a yard and space have the widest selection in town.
Pools are common here
44 active listings include a private pool, so a backyard pool is a realistic feature rather than a rare splurge.
Established, named neighborhoods
Communities like Tuscawilla, Deer Run, Highlands, Cypress Club, and North Orlando Ranches give each part of town its own character.
Attainable townhome option
39 townhomes and 14 condos on the market open the door for first-time buyers who want the schools without the single-family price.
Reasonable carrying costs
A median HOA of $127/month and median property tax of $3,605/year keep monthly ownership costs predictable.
Population
38,448
Median age
42
Median income
$86,332
Median home value
$342,400
What people here are into
Active
Fitness Obsession
Passionate about strength training, this population relies heavily on the encouragement of the exercise community. While these people seek the latest fitness techniques, they're also interested in supplements and equipment.
Active
Functional Fitness
Looking good and reaching fitness goals is all about discipline: Eat right. Work hard. No excuses. This population is more likely to view working out as a means to an end.
Active
Yoga Advocates
Improving flexibility, strength, and overall well-being is the yogi's aim. This population is looking for the right community, instruction, and accessories.
Food & Drink
Ingredient Attentive
These folks are conscious about what they eat. They're looking for ingredients that not only taste great, but also have great nutritional benefits.
Beliefs
Spiritual Practices
Making it to church on Sunday, this population is drawn together by their devotion to, primarily Christian, religion. Common activities include worship services and bible studies.
Hobbies & Interests
Natural Beauty
This population marvels at the beauty of nature, and they want to capture every breath-taking scene.
On the calendar
Near Winter Springs
Jul
12
Sun
View of Oyster Bay
Explore the View of Oyster Bay, an artistic zenith of proficiency, emphasizing vibrant wisteria vines against serene bay backdrops. Discover stunning harmony as structure…
Jul
12
Sun
The Captivating Unknown
The event, The Captivating Unknown, is an art exhibition that explores humanity's fascination with the cosmos through various artistic mediums. The works on display aim t…
Jul
12
Sun
Pathways
This exhibition, a collaboration between the Rollins Museum of Art and the UCF Art Gallery, showcases the diverse works of emerging Florida artists, handpicked by a panel…
Jul
12
Sun
I Remember When...Reflections From The RMA Staff
This exhibition, curated by the staff of the Rollins Museum of Art, showcases a diverse range of media and themes, all centered around the concept of memory and storytell…
Jul
12
Sun
Being Outdoors
Celebrating the nation's 250th anniversary, the exhibition Being Outdoors delves into the deep-rooted connections between outdoor recreational activities and American ide…
Jul
12
Sun
Diana
Diana: The Musical is a compelling journey into the life of Princess Diana, exploring her struggles with royal expectations, a distant husband, and media scrutiny, all se…
What it really costs
Owning here
Owning the median Winter Springs home
≈ $2,850/mo
$420,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
1%
In a FEMA flood zone
Most homes here sit outside high-risk zones
$2,300/mo
Median rent
41 homes for rent right now
Straight answers
Winter Springs real estate FAQs
Is Winter Springs a good place to live?+
It's a well-established Seminole County suburb known for its school zones — Winter Springs High, Indian Trails Middle, and elementaries like Keeth and Highlands — and quiet residential neighborhoods. The housing is largely single-family, with recognizable communities such as Tuscawilla and Deer Run anchoring the area. It suits families and buyers who want suburban space with easy access to greater Orlando.
Is Winter Springs expensive?+
The median list price is $420,000 with an average of $244 per square foot, which is solidly mid-market for the Orlando metro. Prices span widely — from $159,900 up to nearly $4 million — so there's room at multiple budgets. Entry-level buyers can also look at townhomes & condos to get in below the single-family median.
What do homes cost in Winter Springs?+
Right now the median list price is $420,000, and the typical home is about 1,686 square feet at $244 per square foot. The market includes 7 luxury listings above $1 million alongside more affordable options, and you can browse by price to filter to your range.
How is the Winter Springs housing market?+
There are 159 active listings and homes are selling at a median of 38 days on market, which points to a balanced, healthy pace rather than a rush. Buyers have time to compare, and it's worth watching the just reduced listings for negotiating room.
What about HOA fees and property taxes?+
The median HOA runs about $127 per month and median property tax is roughly $3,605 per year, so ongoing costs are moderate for the area. Fees vary by community — the 19 gated communities and amenity-heavy neighborhoods tend toward the higher end. Always confirm the specific HOA for any home you're considering.
Keep exploring
Nearby areas
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS. Market statistics are computed from listing and sold data and change as the market moves.
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