
Neighborhood · Winter Park, Florida
Charmont
A quiet corner of Winter Park with real address value
2
Homes for sale
$2,672,500
Median list price
$718
Avg price / sqft
127
Median days on market
Charmont sits in the heart of Winter Park, close to the parks, dining, and lake life that define this part of Orange County. Homes here skew large and custom, with a median size north of 3,700 square feet and tree-lined streets that feel a world away from downtown Orlando — even though it's only about a 17-minute drive. Neighboring pockets like Lake Killarney, Winter Park Pines, and Hannibal Square round out the character of the area.
For buyers, this is a thin, high-end market. There are just two active listings right now with a median list price of $2,672,500, while the 11 homes sold over the past year closed at a median of $1,000,500 — a wide gap that reflects how much the current inventory leans toward newer, larger builds. With homes averaging $718 per square foot and sitting a median of 126 days on market, expect a slower, more deliberate search and real room to negotiate.
Charmont is a community in Winter Park, Florida.
Quick facts
$1,695,000 – $3.6M price range
3,721 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

$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
≈ $15,259/mo
$2,672,500 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
17
Fri
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
17
Fri
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
17
Fri
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
17
Fri
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
17
Fri
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
17
Fri
Disney's Frozen
Disney's Frozen live performance promises an enchanting blend of familiar tunes and new songs, coupled with breathtaking stage magic and stunning choreography. The narrat…
People who close here
Our Winter Park experts
Straight answers
Charmont FAQs
Is Charmont a good place to live?+
It's a settled, low-key Winter Park neighborhood surrounded by established communities like Eastbrook and Kenilworth. Homes are assigned to Winter Park High and Audubon Park School, and you're about 17 minutes from downtown Orlando, so you get quiet streets without giving up access.
Is Charmont expensive?+
Yes — it's one of the higher-end pockets in the area. The current median list price is $2,672,500 and homes average $718 per square foot, though the 11 sales over the past year closed at a median of $1,000,500, showing the range depends heavily on the individual property.
What do homes cost in Charmont?+
Active listings currently run from $1,695,000 to $3,650,000, with a median size around 3,721 square feet. Over the last 12 months, actual sold prices had a median of $1,000,500, so recent buyers have paid well below today's asking prices.
How is the Charmont market right now?+
It's a slow, negotiation-friendly market with only two active listings and a median 126 days on market. Sellers accepted about 95% of asking on average over the past year, and inventory includes a new-construction home for buyers who want something turnkey.
What about HOA fees and property taxes in Charmont?+
HOA data isn't available for the neighborhood right now, so most homes here likely carry little or no association fee. The median annual property tax runs about $11,612, in line with the higher price points in this part of Winter Park.
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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