
Neighborhood · Winter Park, Florida
Charmont
Established elegance minutes from downtown Winter Park
3
Homes for sale
$1,695,000
Median list price
$655
Avg price / sqft
58
Median days on market
Charmont sits in the heart of Winter Park, a pocket of substantial homes on tree-lined streets that puts you within easy reach of Lake Killarney and the shops and restaurants around Hannibal Square. With Winter Park High and Audubon Park School assigned to the area and downtown Orlando just 17 minutes away, it draws families and professionals who want space without giving up proximity to the city.
For buyers today, this is a small, high-end market. There are just 3 active listings, with a median list price of $1,695,000 and homes running about $655 per square foot on a median size of 3,719 sqft. Over the last year 11 homes sold at a median of $1,000,500, and sellers averaged 95% of their asking price — so there's room to negotiate, but well-priced homes still move. If Charmont's inventory is tight, nearby Kenilworth and Winter Park Pines are worth a look.
Charmont is a community in Winter Park, Florida.
Quick facts
$799,000 – $3.6M price range
3,719 sqft median home
11 sold in 12 months
Drive times
On the market now
Homes for sale in Charmont

$1,695,000
341 E READING WAY, WINTER PARK
4 bd · 4 ba · 3,723 sqft

$799,000$941,000
1900 WINTER PARK ROAD, WINTER PARK
4 bd · 2 ba · 1,511 sqft

$3,650,000
207 E KINGS WAY, WINTER PARK
5 bd · 4.5 ba · 3,719 sqft
Every active listing inside the Charmont boundary
Open full map search →Find your fit
Browse Charmont
By feature — on the live map
Where the market lives
The numbers that matter
The Charmont market
11
Sold, last 12 months
$1,000,500
Median sold price
95%
Sale-to-list ratio
What sellers actually get vs asking
27 days
Median time to sell
Charmont vs Winter Park
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 42.0% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Charmont boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Charmont is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Charmont home
≈ $9,389/mo
$1,695,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
434
Median age
42
Median income
$232,037
Median home value
$1,163,944
Beyond the listings
Living in Charmont
Relationships
Top 3% in the U.S.Family Time
Family time is always a good time for these folks. Whether it's a family vacation or making ice cream sundaes at home, this population loves spending time with the people closest to them.
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.
Hobbies & Interests
Top 6% 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.
Culture
Top 8% in the U.S.Sites to See
This population finds the most beautiful sites just by looking up. Sunrise, sunset or sometime in between, these people love to marvel at man-made and natural wonders.
Hobbies & Interests
Top 9% in the U.S.Dog Lovers
Pups are just another member of the family. Dog lovers adore their tail-wagging friends and are looking for new ways to make them happy.
Entertainment
Top 10% in the U.S.Late-night Leisure
Ready to turn up when the sun goes down, this population is looking for nighttime entertainment at home or out on the town.
On the calendar
Near Charmont
Jul
13
Mon
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
13
Mon
Bite30
Bite30 in Orlando, FL, USA, is a culinary celebration that spotlights the creativity and talent of Central Florida’s top chefs and restaurants. For a set price, diners ca…
Jul
13
Mon
Emily Giffin
6:00 PM
Celebrate the release of 'LOVE YOU MORE' with its author, Emily Giffin, in a lively conversation with Madeline Martin. Attendees will need to purchase a copy of the book…
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
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…
People who close here
Our Winter Park experts
Straight answers
Charmont FAQs
Is Charmont a good place to live?+
Charmont works well for buyers who want established Winter Park living with a short commute — downtown Orlando is about 17 minutes and MCO airport roughly 34. It's close to Lake Killarney and the Hannibal Square area, and homes feed into Winter Park High and Audubon Park School.
Is Charmont expensive?+
Yes, it's a high-end neighborhood. The median list price is $1,695,000 and homes trade around $655 per square foot, with two of the three current listings priced above $1 million.
What do homes cost in Charmont?+
Active listings range from $799,000 to $3,650,000, with a median list price of $1,695,000. Over the past year, 11 homes actually sold at a median price of $1,000,500, so closing prices tend to land below the loftier asking figures.
How is the Charmont market right now?+
It's a small, steady market with just 3 active listings and a median 58 days on market. Sellers are getting about 95% of their asking price on average, which signals some negotiating room for prepared buyers; if you want more options, check Winter Park Pines nearby.
What about HOA fees and property taxes?+
Property taxes here are low, with a median of $2,975 per year. HOA data isn't available for the current listings, so confirm any dues on a home-by-home basis with your agent.
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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