Neighborhood · Winter Springs, Florida
Oak Forest
Established Winter Springs living with room to breathe
8
Homes for sale
$494,500
Median list price
$247
Avg price / sqft
40
Median days on market
Oak Forest sits in the heart of Seminole County's Winter Springs, surrounded by well-known neighborhoods like Tuscawilla, Deer Run, and Sunrise Estates. It's the kind of mature, tree-lined community where families settle in for the long haul, with quick access to top Seminole schools and a commute of about 24 minutes to downtown Orlando and 33 to MCO. You get suburban quiet without feeling cut off from the metro.
For buyers, the market here is tight and moves fast — just 5 active listings right now, with a median list price of $449,700 and homes going in a median of 14 days. Over the past year, 23 homes sold at a median of $485,000, with sellers pulling in 99% of asking on average. If you're weighing options across Winter Springs, Oak Forest rewards buyers who come prepared to move.
Oak Forest is a community in Winter Springs, Florida.
Quick facts
$389,900 – $570K price range
1,958 sqft median home
$9/mo median HOA
21 sold in 12 months
Drive times
On the market now
Homes for sale in Oak Forest
$499,000
855 BENCHWOOD DRIVE, WINTER SPRINGS
4 bd · 3 ba · 2,268 sqft
$415,000
1067 CHOKECHERRY DRIVE, WINTER SPRINGS
3 bd · 2 ba · 1,632 sqft
$569,999$575,000
943 MARCH HARE COURT, WINTER SPRINGS
4 bd · 2 ba · 1,985 sqft
$515,000$519,000
699 N ENDEAVOUR DRIVE, WINTER SPRINGS
4 bd · 2 ba · 1,931 sqft
$490,000$549,000
1142 ODAY DRIVE, WINTER SPRINGS
4 bd · 3 ba · 2,300 sqft
$539,000
1114 SEAFARER LANE, WINTER SPRINGS
4 bd · 2 ba · 2,066 sqft
$420,000$425,000
963 SEQUOIA DRIVE, WINTER SPRINGS
3 bd · 2 ba · 1,831 sqft
$389,900$410,900
1012 FOREST CIRCLE, WINTER SPRINGS
3 bd · 2 ba · 1,609 sqft
Every active listing inside the Oak Forest boundary
Open full map search →Find your fit
Browse Oak Forest
By feature — on the live map
Where the market lives
The numbers that matter
The Oak Forest market
21
Sold, last 12 months
$485,000
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
34 days
Median time to sell
Oak Forest vs Winter Springs
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 0.8% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Oak Forest boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Oak Forest is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Oak Forest home
≈ $3,133/mo
$494,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$9/mo
Median HOA
From current listings inside the boundary
Population
2,216
Median age
42
Median income
$122,576
Median home value
$426,653
Beyond the listings
Living in Oak Forest
Relationships
Networking
Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.
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.
Attitudes
Volunteering & Giving
Expressing a desire to give back and do good for the community, this behavior emphasizes charity. Common activities include volunteering, fundraisers, and donations.
Entertainment
Live & Local Music
This population follows the music. From local bands to current acts at the local venue, you can find these people researching band tours and how to get backstage passes.
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.
Beliefs
Activism
This population seeks to advocate for a more just world. Common activities include protests, rallies, and spreading awareness to the public about social justice issues.
Straight answers
Oak Forest FAQs
Is Oak Forest a good place to live?+
Oak Forest is an established Winter Springs community near well-regarded neighborhoods like Deersong, with assigned schools including Keeth Elementary, Indian Trails Middle, and Winter Springs High. Commutes are manageable — about 24 minutes to downtown Orlando and 33 to MCO. It suits buyers who want a settled, family-oriented feel without giving up metro access.
Is Oak Forest expensive?+
It sits in a mid-range bracket for the area, with a median list price of $449,700 and active listings running from about $410,900 to $539,000. At an average of $250 per square foot, it's a practical choice for buyers who want space in a mature Winter Springs neighborhood without stretching into $1M+ territory.
What do homes cost in Oak Forest?+
Current active listings carry a median price of $449,700, while homes that actually sold over the past 12 months came in at a median of $485,000. Median home size is around 1,864 square feet, and three of the five active homes feature a pool.
How is the market in Oak Forest right now?+
It's tight and competitive — just 5 homes are active, and the median time on market is only 14 days. With 23 sales in the past year and sellers averaging 99% of asking, buyers should be ready to act quickly on the right listing.
What about HOA fees and property taxes?+
Carrying costs here are light: the median HOA runs about $3 a month and median property taxes come in around $2,119 a year. That keeps monthly ownership costs predictable compared to many newer or gated communities.
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.
Never miss a listing
New Oak Forest homes, in your inbox
A daily digest of new Winter Springs listings — straight from the MLS. Unsubscribe anytime.