Neighborhood · Winter Park, Florida
Forrest Hills
Small streets, big-ticket homes near Winter Park's core
3
Homes for sale
$3,390,000
Median list price
—
Avg price / sqft
—
Median days on market
Forrest Hills sits within Winter Park, one of Central Florida's most established communities, with easy reach to the shops, museums, and tree-lined avenues that give the city its reputation. It's a pocket neighborhood surrounded by well-known areas like Lake Killarney, Winter Park Pines, and the walkable Hannibal Square — and the location works for commuters too, with downtown Orlando about 18 minutes away and MCO around 36. Homes here are zoned to Winter Park High and Audubon Park School, both of which carry weight with local families.
For buyers, the current picture is tight and high-end. There are just 3 active listings and no recorded sales in the past 12 months, so inventory turns rarely and pricing is driven by what's on the market rather than a deep sales history. With a median list price of $3,390,000, this is a luxury tier — closer in profile to the estate segment than to entry-level Winter Park homes for sale. Expect to move deliberately and lean on comparable sales from adjacent neighborhoods to gauge value.
Forrest Hills is a community in Winter Park, Florida.
Quick facts
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 →The numbers that matter
The Forrest Hills market
Forrest Hills vs Winter Park
Median list price
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
≈ $21,179/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.
On the calendar
Near Forrest Hills
Jul
14
Tue
View of Oyster Bay
Explore the View of Oyster Bay, an artistic zenith of proficiency, emphasizing vibrant wisteria vines against serene bay backdrops. Discover stunning harmony as structure…
Jul
14
Tue
The Captivating Unknown
The event, The Captivating Unknown, is an art exhibition that explores humanity's fascination with the cosmos through various artistic mediums. The works on display aim t…
Jul
14
Tue
I Remember When...Reflections From The RMA Staff
This exhibition, curated by the staff of the Rollins Museum of Art, showcases a diverse range of media and themes, all centered around the concept of memory and storytell…
Jul
14
Tue
Being Outdoors
Celebrating the nation's 250th anniversary, the exhibition Being Outdoors delves into the deep-rooted connections between outdoor recreational activities and American ide…
Jul
14
Tue
Pathways
This exhibition, a collaboration between the Rollins Museum of Art and the UCF Art Gallery, showcases the diverse works of emerging Florida artists, handpicked by a panel…
Jul
14
Tue
Blue Man Group
Since 1987, the unique performance act of Blue Man Group has mesmerized its audience with music and art from both mainstream and obscure genres. This trio of men painted…
People who close here
Our Winter Park experts
Straight answers
Forrest Hills FAQs
Is Forrest Hills a good place to live?+
It offers a central Winter Park address with quick access to downtown Orlando in about 18 minutes and MCO in roughly 36. Homes are zoned to Winter Park High and Audubon Park School, and the neighborhood sits alongside established areas like Winter Park Pines and Kenilworth. It suits buyers who want an established, high-end setting close to the city's core.
Is Forrest Hills expensive?+
Yes — it's a luxury neighborhood, with a median list price of $3,390,000 across the current active listings. This is well above typical Winter Park pricing and reflects the estate-level character of the homes here.
What do homes cost in Forrest Hills?+
Right now there are 3 active listings with a median list price of $3,390,000. Detailed price-per-square-foot and home-size data aren't available for the current inventory, so pairing these listings with comps from nearby Hannibal Square and Kenilworth is the best way to judge value.
How is the market in Forrest Hills?+
It's a low-volume, high-price market — 3 homes are active and no sales have been recorded in the past 12 months. That means limited data on days on market and sale-to-list ratios, so buyers should expect to negotiate on a case-by-case basis rather than off a busy sales trend.
What about HOA fees and property taxes?+
Current HOA and property tax figures aren't available in the active listing data for Forrest Hills. Because these are individual high-value homes, it's worth confirming any HOA obligations and reviewing the county tax record for each specific property before you make 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.
Never miss a listing
New Forrest Hills homes, in your inbox
A daily digest of new Winter Park listings — straight from the MLS. Unsubscribe anytime.