Homes for sale in
Winter Springs, Florida
Seminole County living with room to breathe
130
Homes for sale
$396,950
Median list price
$244
Avg price / sqft
37
Median days on market
Winter Springs sits in the leafy heart of Seminole County, a suburban pocket of Orlando where mature oaks, established neighborhoods, and golf-lined streets set the pace. Communities like Tuscawilla and Deer Run draw families who want space and good schools without giving up the commute — downtown Orlando is about 29 minutes away, and MCO roughly 38. It's the kind of place where you can back a home onto a pond or a fairway and still be minutes from I-4.
The market here is active but balanced. With 131 active listings and a median list price of $404,000, buyers have real choice across single-family homes, townhomes & condos, and a handful of gated communities. Homes move at a median of 37 days and sellers are getting about 98% of asking, so well-priced listings still go quickly while overpriced ones sit — watch the just reduced list for openings.
Winter Springs is in Seminole County, Florida.
Quick facts
$140,000 – $3.7M price range
1,680 sqft median home
$2,085/mo median rent
Seller’s market right now
Drive times
Fresh on the market
Newest homes in Winter Springs
View all 130 homes →
$205,000
499 CLUB DRIVE, WINTER SPRINGS
2 bd · 2 ba · 1,224 sqft
$365,000
733 LAKEVIEW DRIVE, WINTER SPRINGS
3 bd · 2 ba · 1,597 sqft
$314,900
135 CORTEZ COURT, WINTER SPRINGS
3 bd · 2 ba · 1,098 sqft
$245,000
1352 CASA PARK CIRCLE, WINTER SPRINGS
2 bd · 2.5 ba · 1,156 sqft
$669,900
1496 WESCOTT LOOP, WINTER SPRINGS
4 bd · 3 ba · 3,180 sqft
$925,000
609 VIANA COURT, WINTER SPRINGS
5 bd · 3.5 ba · 3,521 sqft
$559,000
1008 FOREST CIRCLE, WINTER SPRINGS
3 bd · 2 ba · 2,292 sqft
$349,900
1361 SAN DIEGO COURT, WINTER SPRINGS
3 bd · 2 ba · 1,153 sqft
$355,000
140 BOMBAY AVENUE, WINTER SPRINGS
3 bd · 2 ba · 1,373 sqft
$380,000
417 HOLLY COURT, WINTER SPRINGS
3 bd · 2 ba · 1,168 sqft
$260,000
425 S HAWTHORN CIRCLE, WINTER SPRINGS
3 bd · 1.5 ba · 948 sqft
$650,000
1105 SHADOWBROOK TRAIL, WINTER SPRINGS
4 bd · 3.5 ba · 2,533 sqft
130 of 130 active listings shown
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Property features
The numbers that matter
The Winter Springs market
Seller’s market
2.7 months of inventory
Homes sell fast and inventory is thin — buyers should come prepared.
551
Sold, last 12 months
$422,500
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
27 days
Median time to sell
Winter Springs vs Seminole County
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 4.7% yr/yr
Homes on the market
▼ 8.2% 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
28 homes · $463K median
Deer Run
12 homes · $382K median
Oak Forest
9 homes · $499K median
Sunrise Estates
6 homes · $415K median
North Orlando Ranches
5 homes · $440K median
North Orlando Terrace
5 homes · $315K median
Parkstone
5 homes · $558K median
Jesups Landing
4 homes · $392K median
Jesup's Reserve
3 homes · $370K median
Foxmoor
3 homes · $380K median
Highlands
3 homes · $379K median
The Seasons
3 homes · $300K median
Baytree Village
3 homes · $170K median
Cypress Club
3 homes · $205K median
Hollowbrook
2 homes · $487K median
Deersong
2 homes · $246K median
Highland Village
2 homes · $337K median
Barclay Reserve
2 homes · $332K 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
Golf and pool living
Nine golf-adjacent homes and 36 with pools mean outdoor Florida living is easy to find here.
Strong school assignments
Homes feed into Winter Springs High, Indian Trails Middle, and elementaries like Keeth, Highlands, and Layer.
Commuter-friendly location
Downtown Orlando is about 29 minutes, MCO roughly 38, and Universal around 41.
Established neighborhoods
Tuscawilla, Deer Run, Sunrise Estates, and the Highlands offer mature, distinct community character.
Range for every budget
Active prices run from $140,000 up past $3.9M, with seven listings above $1M.
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.
What it really costs
Owning here
Owning the median Winter Springs home
≈ $2,733/mo
$396,950 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
2%
In a FEMA flood zone
Most homes here sit outside high-risk zones
$2,085/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 long-favored Seminole County suburb known for tree-lined streets, established neighborhoods like Tuscawilla, and solid school assignments including Winter Springs High and Keeth Elementary. Commutes are manageable — about 29 minutes to downtown Orlando and 38 to MCO. It suits buyers who want suburban space with city access.
Is Winter Springs expensive?+
It sits in the middle of the metro market, with a median list price of $404,000 and homes selling around $425,000 over the past year. At about $247 per square foot on a median 1,700-sqft home, it's approachable relative to Orlando's pricier lakefront enclaves. You can also browse by price since active listings start around $140,000.
What do homes cost in Winter Springs?+
The median list price is $404,000, with active inventory ranging from $140,000 to nearly $4 million. Single-family homes dominate the market at 89 listings, followed by 32 townhomes and 9 condos. Seven waterfront homes and 36 homes with a pool are currently available.
How is the Winter Springs market right now?+
It's steady and competitive on well-priced homes. With 131 active listings, a median of 37 days on market, and sellers averaging 98% of asking, buyers should be ready to act on strong listings. Over the last 12 months, 553 homes sold, showing consistent demand.
What about HOA fees and property taxes?+
Median HOA dues run about $137 per month, though that varies widely — many homes have none while gated communities and townhome projects carry more. The median property tax is around $3,891 per year. Median rent sits near $2,300 per month if you're weighing renting versus buying.
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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