Neighborhood · Winter Park, Florida
Forrest Hills
Luxury living minutes from downtown Orlando
3
Homes for sale
$3,395,000
Median list price
$829
Avg price / sqft
118
Median days on market
Forrest Hills is one of Winter Park's quieter luxury pockets, where sizeable lots and homes averaging 4,434 square feet give you room to spread out without leaving the city behind. It sits in good company near Lake Killarney, Orwin Manor, and Eastbrook, with downtown Orlando just 18 minutes away and Orlando International Airport about 36 minutes out. Assigned schools include Winter Park High and Audubon Park School, which keeps families in the mix alongside move-up buyers.
For buyers today, this is a small, high-end market and it behaves like one. There are just 4 active listings with a median list price of $3,860,000, every one of them with a pool, and two are new construction. Homes here take time to sell — a median of 72 days — and sellers are landing around 94% of asking, so there's room to negotiate if you come prepared. If this price point feels steep, it's worth comparing against the broader range of Winter Park homes for sale.
Forrest Hills is a community in Winter Park, Florida.
Quick facts
$3,075,000 – $4.7M price range
4,015 sqft median home
5 sold in 12 months
Drive times
On the market now
Homes for sale in Forrest Hills
$3,395,000
160 W ROCKWOOD WAY, WINTER PARK
5 bd · 5.5 ba · 4,015 sqft
$4,700,000$4,950,000
231 CHELTON CIRCLE, WINTER PARK
4 bd · 6 ba · 5,550 sqft
$3,075,000$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
5
Sold, last 12 months
$3,200,000
Median sold price
94%
Sale-to-list ratio
What sellers actually get vs asking
54 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
▲ 251.6% 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
≈ $19,673/mo
$3,395,000 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 a luxury residential pocket of Winter Park with large homes, pools, and easy access to the city — downtown Orlando is about 18 minutes away. Assigned schools include Winter Park High and Audubon Park School, and you're surrounded by established neighborhoods like Hannibal Square. It suits buyers who want space and privacy without giving up proximity.
Is Forrest Hills expensive?+
Yes — this is one of the higher price tiers in the area, with a median list price of $3,860,000 and active homes ranging from $3,075,000 to $4,700,000. The average is about $845 per square foot. All four current listings sit above $1M, so it's firmly a luxury market.
What do homes cost in Forrest Hills?+
Active listings run from $3,075,000 to $4,700,000 with a median list of $3,860,000, and the median home is 4,434 square feet. Over the last 12 months, five homes sold at a median price of $3,200,000. The gap between list and sold prices reflects real negotiating room.
How is the market in Forrest Hills?+
It's a small, slow-moving luxury market — just 4 active listings and 5 sales over the past year. Homes take a median of 72 days to sell, and sellers are averaging 94% of asking price. That pace gives qualified buyers time and leverage to negotiate.
What about HOA fees and property taxes?+
Property taxes run a median of about $15,014 per year, in line with homes at this price point. HOA data isn't available for the active listings here, which is common for larger-lot neighborhoods without a mandatory association. Always confirm any dues on a 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.
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