Neighborhood · Winter Springs, Florida
Deer Run
An easy Seminole County address close to it all
11
Homes for sale
$375,000
Median list price
$243
Avg price / sqft
37
Median days on market
Deer Run sits in the quieter reaches of Winter Springs, a Seminole County community built for people who want tree-lined streets and a straightforward commute rather than fuss. Homes here run to a comfortable mid-size scale, and pockets of the neighborhood back up to water or come with a private pool. You're 24 minutes from downtown Orlando and about half an hour from MCO, with neighbors like Tuscawilla and Oak Forest rounding out the area.
For buyers, the math is refreshingly reasonable. With 8 active listings and a median list price of $395,000, this is a market where a smart offer still moves — homes are selling in about 20 days at 98% of asking. If you're comparing options, the nearby North Orlando Ranches and Sunrise Estates give you a wider read on value across the corridor.
Deer Run is a community in Winter Springs, Florida.
Quick facts
$224,900 – $525K price range
1,516 sqft median home
$30/mo median HOA
$1,750/mo median rent
58 sold in 12 months
Drive times
On the market now
Homes for sale in Deer Run
$375,000
120 BUCK COURT, CASSELBERRY
3 bd · 2 ba · 1,516 sqft
$440,000
645 DEER RUN COURT, CASSELBERRY
4 bd · 2 ba · 1,782 sqft
$224,900$249,900
3949 JOURNEY COURT, CASSELBERRY
2 bd · 2 ba · 1,002 sqft
$450,000$460,000
288 RINGWOOD DRIVE, WINTER SPRINGS
3 bd · 2 ba · 1,700 sqft
$525,000
1448 FAIRWAY OAKS DRIVE, CASSELBERRY
3 bd · 2 ba · 1,755 sqft
$294,900$299,900
4011 AUGUST COURT, CASSELBERRY
3 bd · 2.5 ba · 1,260 sqft
$264,000$274,900
250 RAINTREE DRIVE, CASSELBERRY
3 bd · 2 ba · 1,344 sqft
$365,000
1552 COUGAR COURT, CASSELBERRY
2 bd · 2 ba · 1,315 sqft
$226,900$229,900
4008 W MARYLAND PLACE, CASSELBERRY
2 bd · 2 ba · 1,166 sqft
$520,000$546,000
324 RINGWOOD CIRCLE, WINTER SPRINGS
4 bd · 2 ba · 1,941 sqft
$405,000$425,000
4485 WEEPING WILLOW CIRCLE, CASSELBERRY
4 bd · 2.5 ba · 1,855 sqft
Every active listing inside the Deer Run boundary
Open full map search →Find your fit
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
$327,450
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
23 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
▲ 0.7% 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
≈ $2,437/mo
$375,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$30/mo
Median HOA
From current listings inside the boundary
$1,750/mo
Median rent
Homes for rent 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 a settled, low-key Winter Springs neighborhood with easy access to Orlando — about 24 minutes to downtown and 31 to MCO. Homes are assigned to Sterling Park Elementary, South Seminole Middle, and Lake Howell High School, and the median HOA is a light $36 a month. It suits buyers who want a calm residential feel without giving up commute convenience.
Is Deer Run expensive?+
Not by Central Florida standards. The median list price is $395,000 and homes average $249 per square foot, with active listings ranging from $229,900 to $525,000 — and no listings currently above $1M. Compared to pricier corners of Winter Springs, it's an accessible entry point.
What do homes cost in Deer Run?+
There are 8 active listings with a median list price of $395,000, while homes that actually closed over the past year sold at a median of $322,450. The typical home is around 1,522 square feet at about $249 per square foot, so your budget stretches to a comfortable single-family layout.
How is the market in Deer Run right now?+
It's steady and efficient — 54 homes sold in the last 12 months, with a median 20 days on market and sellers netting 98% of asking on average. That tells you well-priced homes move quickly, so serious buyers should come prepared to act.
What about HOA fees and property taxes?+
Carrying costs are modest: the median HOA is $36 per month and the median property tax runs $2,746 a year. If you're weighing a rental instead, median rent in the area is about $1,800 a month.
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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