Neighborhood · Winter Springs, Florida
Deer Run
Established Winter Springs living with an easy Orlando commute
7
Homes for sale
$415,000
Median list price
$227
Avg price / sqft
73
Median days on market
Deer Run is the kind of Seminole County neighborhood people settle into and stay — mature tree canopy, quiet streets, and a low-key golf-course pedigree that keeps the community grounded rather than flashy. It sits among familiar Winter Springs names like Tuscawilla, North Orlando Ranches, and Highlands, with assigned schools at Sterling Park Elementary, South Seminole Middle, and Lake Howell High. Downtown Orlando is about 24 minutes away and MCO roughly 31, so the location works for commuters without giving up the calmer pace.
For buyers, the market here is measured, not frantic. There are 7 active listings with a median list price of $415,000, and homes are averaging 73 days on market — enough time to shop carefully and negotiate. Over the past year 58 homes sold at a median of $342,500, with sellers collecting about 98% of asking, so realistic pricing still moves. Compared to the broader range of Winter Springs homes for sale, Deer Run offers solid established value with a light HOA.
Deer Run is a community in Winter Springs, Florida.
Quick facts
$220,000 – $559K price range
1,676 sqft median home
$42/mo median HOA
58 sold in 12 months
Drive times
On the market now
Homes for sale in Deer Run
$559,000
324 RINGWOOD CIRCLE, WINTER SPRINGS
4 bd · 2 ba · 1,941 sqft
$435,000$440,000
4485 WEEPING WILLOW CIRCLE, CASSELBERRY
4 bd · 2.5 ba · 1,855 sqft
$525,000$534,900
440 BUCKSKIN COURT, WINTER SPRINGS
4 bd · 2.5 ba · 1,922 sqft
$415,000$420,000
4226 CLOVERLEAF PLACE, CASSELBERRY
4 bd · 2 ba · 1,676 sqft
$230,000$233,000
4004 CROSSROADS PLACE, CASSELBERRY
2 bd · 2 ba · 1,260 sqft
$220,000$230,000
4431 BROOK HOLLOW CIRCLE, WINTER SPRINGS
3 bd · 2 ba · 1,367 sqft
$235,500$239,500
4008 W MARYLAND PLACE, CASSELBERRY
2 bd · 2 ba · 1,166 sqft
Every active listing inside the Deer Run boundary
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Browse Deer Run
By feature — on the live map
Where the market lives
The numbers that matter
The Deer Run market
58
Sold, last 12 months
$342,500
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
27 days
Median time to sell
Deer Run vs Winter Springs
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 21.5% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Deer Run boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Deer Run is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Deer Run home
≈ $2,679/mo
$415,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$42/mo
Median HOA
From current listings inside the boundary
Population
4,282
Median age
43
Median income
$89,934
Median home value
$327,186
Beyond the listings
Living in Deer Run
Emotional
Top 22% in the U.S.Happy Place
Expressing feelings of safety, comfort and happiness - especially with loved ones.
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.
Appearance oriented
Body Art
Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.
Emotional
Gratitude
From generous tipping to standing ovations, this population has a way with giving someone a pat on the back.
Food & Drink
Trendy Eats
Meals are a social experience, and these foodies take it to the next level. This population can't wait to snap a pic of their plate and share it before chowing down.
Food & Drink
Fueling for Fitness
A population characterized by healthy eating. Often pre-planning for meals for the purpose of fitness and convenience. Likely to participate in meal prep trends.
Straight answers
Deer Run FAQs
Is Deer Run a good place to live?+
It's an established Winter Springs neighborhood with mature streets, low HOA fees, and assigned schools including Lake Howell High. The 24-minute drive to downtown Orlando and 31 minutes to MCO make it practical for commuters who want a quieter home base near communities like Deersong.
Is Deer Run expensive?+
It sits in a comfortable middle range rather than the luxury tier — the median list price is $415,000 and active listings span $220,000 to $559,000. There are no homes over $1M currently on the market, so it reads as solid established value.
What do homes cost in Deer Run?+
Active listings carry a median list price of $415,000 at an average of $227 per square foot, with a median home size of about 1,676 square feet. Over the last 12 months, 58 homes sold at a median of $342,500.
How is the market in Deer Run right now?+
It's a steady, balanced market with 7 active listings and a median 73 days on market, so buyers have time to weigh options. Sellers are getting about 98% of asking on average, which means well-priced homes still trade close to list.
What about HOA fees and property taxes?+
The HOA is light, with a median of just $42 per month, and the median annual property tax runs about $2,878. Together those keep ongoing ownership costs reasonable for the neighborhood's price point.
Keep exploring
More Winter Springs neighborhoods
Neighborhood boundary by edgeAI; listings matched to the polygon. 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.
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