Neighborhood · Winter Park, Florida
Charmont
Boutique luxury living minutes from downtown Winter Park
3
Homes for sale
$2,299,000
Median list price
$740
Avg price / sqft
28
Median days on market
Charmont sits in the heart of Winter Park, a small enclave of substantial homes just off the shops, restaurants, and tree-lined streets that define this corner of Orange County. It's the kind of address where large, well-built houses trade quietly and residents are close to everything — Lake Killarney and the walkable energy of Hannibal Square are right around the corner, and downtown Orlando is about 17 minutes away.
For buyers, this is a compact, high-end market. There are only 3 active listings right now with a median list price of $2,229,000, and homes that sell move at a healthy clip — a median of 28 days on market, with sellers netting about 95% of asking. If you want scale and location over volume of options, neighborhoods like nearby Winter Park Pines round out the picture, but Charmont itself rewards patience and readiness to act.
Charmont is a community in Winter Park, Florida.
Quick facts
$1,625,000 – $3.6M price range
3,719 sqft median home
13 sold in 12 months
Drive times
On the market now
Homes for sale in Charmont
$2,299,000
1840 LAUREL ROAD, WINTER PARK
5 bd · 5 ba · 2,868 sqft
$1,625,000$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
13
Sold, last 12 months
$1,050,000
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
≈ $13,335/mo
$2,299,000 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.
Straight answers
Charmont FAQs
Is Charmont a good place to live?+
It's a strong fit if you want an upscale, low-inventory pocket of Winter Park with easy access to the whole metro — downtown Orlando is about 17 minutes and MCO around 34. Homes are large and well-appointed, and the area feeds into well-regarded schools like Winter Park High and Audubon Park School.
Is Charmont expensive?+
Yes — this is one of the higher-end corners of the area. The median list price is $2,229,000 and every active listing is priced above $1M, so it's a luxury market rather than an entry-level one.
What do homes cost in Charmont?+
Active listings range from $1,625,000 to $3,650,000, with a median around $2,229,000 and an average of $732 per square foot. Over the last 12 months, 12 homes sold at a median price of $1,025,250, so what closes often reflects a range of home sizes and conditions.
How is the market in Charmont right now?+
It's tight and moving. With just 3 active listings and a median of 28 days on market, well-priced homes don't linger, and sellers are averaging about 95% of their asking price.
What about HOA fees and property taxes?+
Median property tax runs about $12,141 per year, in line with the area's home values. HOA figures aren't reported for the current listings, so confirm any dues on a property-by-property basis; nearby Eastbrook is worth comparing if fee structure matters to you.
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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