Neighborhood · Winter Park, Florida
Forrest Hills
A quiet luxury pocket in the heart of Winter Park
3
Homes for sale
$3,390,000
Median list price
$826
Avg price / sqft
254
Median days on market
Forrest Hills sits among Winter Park's most established residential streets, the kind of place where large lots, mature oaks, and custom architecture set the tone rather than uniform tract housing. It's a short drive from the shops and restaurants around Hannibal Square and neighbors like Lake Killarney and Winter Park Pines, with downtown Orlando roughly 18 minutes away. Families here are typically drawn to the assigned schools — Winter Park High and Audubon Park School — and the walkable, unhurried feel of the wider Winter Park area.
This is a small, high-end market: just 3 active listings today, with a median list price of $3,390,000 and prices running from about $3,235,000 to $4,950,000. Homes here are large and finished to a high standard, averaging $826 per square foot on a median size of 4,520 square feet, and they tend to sit — median days on market is 254. Buyers should come prepared for limited inventory and a slower, more deliberate pace than nearby Eastbrook or more entry-level pockets.
Forrest Hills is a community in Winter Park, Florida.
Quick facts
$3,235,000 – $5.0M price range
4,520 sqft median home
6 sold in 12 months
Drive times
On the market now
Homes for sale in Forrest Hills
$4,950,000
231 CHELTON CIRCLE, WINTER PARK
4 bd · 6 ba · 5,550 sqft
$3,390,000$3,490,000
1751 GLENCOE ROAD, WINTER PARK
5 bd · 6 ba · 4,520 sqft
$3,235,000
1821 ENGLEWOOD ROAD, WINTER PARK
5 bd · 5.5 ba · 3,863 sqft
Every active listing inside the Forrest Hills boundary
Open full map search →Find your fit
Browse Forrest Hills
By feature — on the live map
The numbers that matter
The Forrest Hills market
6
Sold, last 12 months
$3,175,000
Median sold price
95%
Sale-to-list ratio
What sellers actually get vs asking
62 days
Median time to sell
Forrest Hills vs Winter Park
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 64.7% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Forrest Hills boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Forrest Hills is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Forrest Hills home
≈ $19,146/mo
$3,390,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
387
Median age
42
Median income
$239,372
Median home value
$1,214,819
Beyond the listings
Living in Forrest Hills
Hobbies & Interests
Top 1% in the U.S.Green Thumb
From tiny sprouts and window plants, to flower arrangements and designing a landscape, this population has an affinity for all things green.
Pieces of History
You can find these people researching an upcoming exhibit at the natural history museum or learning about a famous monument. This population enjoys learning about the past.
Relationships
Top 9% in the U.S.Happily Ever After
Whether it's the stress of wedding planning or looking back on that special day, this population has their eyes and hearts focused on lifelong commitment.
Hobbies & Interests
Top 10% in the U.S.Natural Beauty
This population marvels at the beauty of nature, and they want to capture every breath-taking scene.
Hobbies & Interests
Top 12% in the U.S.Bookish
Always seeking the next book, article, or poem to read, this activity is prevalent in areas where reading is a way of life. Although a solo activity, the expression of the love of books is a bonding, communal experience.
Hobbies & Interests
Top 13% in the U.S.Animal Advocates
Passionate about animal welfare, this population wants to know how best to care for their own pets (with toys and training) and help other animals find their fur-ever home.
People who close here
Our Winter Park experts
Straight answers
Forrest Hills FAQs
Is Forrest Hills a good place to live?+
It's one of Winter Park's more established luxury enclaves, with large lots, mature landscaping, and assigned schools including Winter Park High and Audubon Park School. You're close to the dining and shops around Hannibal Square while still being about 18 minutes from downtown Orlando. It suits buyers who want space and quiet without leaving central Winter Park.
Is Forrest Hills expensive?+
Yes — this is a genuine high-end market where all active listings sit above $1M. The median list price is $3,390,000 and homes run to nearly $5,000,000, with an average of $826 per square foot. It's positioned well above more moderate Winter Park neighborhoods.
What do homes cost in Forrest Hills?+
Active listings range from about $3,235,000 to $4,950,000, with a median list price of $3,390,000 on a median home size of 4,520 square feet. Over the last 12 months, 6 homes sold at a median price of $3,175,000. Two of the current listings are new construction.
How is the market in Forrest Hills right now?+
It's a small, slow-moving luxury market with just 3 active listings and 6 sales in the past year. Homes take time — median days on market is 254 — and sellers are getting about 95% of asking on average. Patient buyers have real room to negotiate here.
What about HOA fees and property taxes?+
There's no reported HOA data for the neighborhood, so these are largely independent single-family homes without mandatory community dues. Property taxes run a median of about $12,895 per year, in line with the high home values here. Always confirm the exact figures on any specific property before you write an offer.
Keep exploring
More Winter Park 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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