Charmont
Homes for Sale in Winter Park, FL
True comps, carrying-cost math, and listings before the portals.
Homes For Sale Right Now in Charmont
Live MLS inventory for Charmont. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active · 51 daysTop listing
Active · 36 days
Active · 81 daysActive and pending Charmont listings as of 2026-11-13, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2026 through 2026. Tap any home to ask about it.
Charmont is a small, established Winter Park pocket where price is driven more by the house in front of you than by any neighborhood average. With homes dating from 1901 to 2024 and a median build year of 1964, the stock ranges from original older construction to recent rebuilds, and that spread is why the median sits just over $1,000,500 while the per-square-foot figure of roughly $647 does the real talking. Condition, renovation level, and lot matter more here than a headline number.
The posture right now is genuinely balanced: about 6 months of supply, a median 35 days on market, and only 5 active listings against 217 homes. That thin inventory means individual sales swing the data hard — the 42% year-over-year drop in median price reflects what sold in a narrow window of 11 closings, not a neighborhood losing value. Buyers have room to be deliberate; sellers should price to the specific house rather than to last year's comps.
Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Charmont right now
🟡 Balanced market. 3.6 months of supply and 0% of the inventory already under contract put buyers and sellers on roughly even footing.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of November 13, 2026. Confidence: Medium (3 active and pending listings, 6 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated November 13, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Charmont market snapshot (as of November 13, 2026): the median sale price is about $1.99M ($588 per sq ft over the trailing 12 months of closed sales), a median 42 days on market for closed sales, and 3.6 months of supply, a balanced market.
Charmont is a community of 114 homes in Winter Park, Orange County, built between 1901 and 2024 (median 1958.0), with a median living area of about 2,414 square feet. 82% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Charmont is a compact, long-held Winter Park enclave where homes rarely come up and a homestead share near 81% signals owners who stay put. The result is low turnover and a market that rewards patience on both sides.
The setting & the homes.
Aerial and on-site photos of Charmont. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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CharmontPhotos from Stellar MLS listings in Charmont; content deemed reliable but not guaranteed.
Who Charmont is best for.
Best for
- Buying to hold in an established Winter Park pocket with historically low turnover
- Buyers comfortable underwriting an older home's systems and condition before making an offer
- Buyers who value a deliberate timeline and are not forced to transact quickly
Probably not for
- Needing a wide selection of homes to compare at any given moment
- Wanting a move-in-ready purchase without evaluating age and renovation level
- Relying on a stable, deep comp set to anchor your offer price
Housing distress & ownership in Charmont, WINTER PARK
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period November 2026 through November 2026. Deemed reliable but not guaranteed.
Charmont on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Life at Charmont
- Security Lights · reported on 1 of 6 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Audubon Park K8 · Elementary
- Audubon Park K-8 · Middle
- Winter Park High · High
Zoned schools reflect the assignments reported on recent Charmont listings and can change; always confirm with Orange County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Charmont address.
The Charmont buying strategy.
If we were buying in Charmont today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Charmont.
Why the numbers move so much here
With only 11 closings in the measured window and 5 homes currently active, Charmont is small enough that a single high- or low-condition sale can bend the median sharply. That is the honest explanation for the 42% year-over-year swing in median price: it is a mix-of-what-sold story, not a collapse. Over the longer arc, prices are up 115% since 2012, which is the more durable signal of how this pocket has held up.
The housing itself is the variable to underwrite. A median year built of 1964 with a range back to 1901 means mechanicals, roofs, and systems vary widely, and the median living area around 2,495 square feet covers everything from preserved older homes to newer rebuilds completed as recently as 2024. The per-square-foot median near $647 tells you renovated and new construction carry a real premium — inspect carefully and price against the specific condition, not the block.
The location and the amenities are priced into every listing in Charmont. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Charmont buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (7.3). Basis: Liquidity & Demand 3.6 months of supply; Owner Commitment 82% owner-occupied; Pricing Power 96.1% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a market this thin, averages mislead and the right read comes from knowing which recent sale was a rebuild and which was original. We track the handful of transactions that actually set value in Charmont, help sellers price to their home's true condition, and help buyers avoid overpaying when one outlier sale distorts the comps. Low inventory means timing and a realistic number matter more than usual — that is where local judgment earns its keep.
Charmont in 15 seconds.
Tools for a Charmont buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Charmont sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Charmont, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Charmont home worth?
Get a no-obligation home value based on real comparable sales in Charmont, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See homes for sale in Charmont on the map →
Ask an agent about Charmont
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Charmont will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
What is the median home price in Charmont?
How long do homes in Charmont take to sell?
Is Charmont a buyer's or seller's market right now?
How many homes are in Charmont?
What share of Charmont is owner-occupied?
When were the homes in Charmont built?
Who is the best real estate agent for Charmont?
How do I find a top Winter Park real estate agent who knows Charmont?
Can Momentum Realty connect me with an agent for Charmont?
Should you buy in Charmont?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near Charmont with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 13, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending November 13, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (3 streets, ZIP 32789)) |
| Under-contract shares | Stellar MLS records, as of 2026-11-13 |
| Historical depth | Closed-sale records back to 2026 (6 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
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The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. A Momentum agent can price yours against live local comps.
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See how Charmont fits the bigger picture — live prices, inventory, and Momentum Scores: