Chatham Woods
Homes for Sale in Jacksonville, FL
All 4,026 homes for sale in Jacksonville, FL · median $299,900 · 213 homes for sale in 32244 · Duval County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
Over the 12 months ending 2026-10-01, 6 recorded sales closed at a median of $172,500, $111 per square foot, a median 196 days on market, sellers accepting 86% of original asking (-11% versus the prior year). At the median price and Duval County's FY2025-26 rate of 17.86 mills, annual property tax runs about $3,080 ($2,350 with the full homestead exemption).
Price in Chatham Woods is being set by condition and patience, not by momentum. The median sits at $170,000 with a median of roughly $110 per square foot, and homes are taking about 182 days to close — a long runway that tells you buyers here are negotiating on their own timeline. With a thin closings window of just seven, any single sale can swing the reported numbers, so treat the median as a directional read rather than a precise line.
The posture is a soft market. Prices are down 15% year over year and the heat score of 28 confirms it: this is a slow, buyer-leaning environment. For sellers, that means realistic pricing and a well-prepared home matter more than usual. For buyers, the extended days on market are leverage — there is room to negotiate terms and price when a listing has been sitting.
Chatham Woods right now
🔴 Off the recent peak. The trailing-12-month median ($172K) is down 11.3% from the prior 12 months ($194K) and up 243% since 2012. With about 6 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level realMLS closed sales, 12-month windows ending October 1. Confidence: Low (6 and 4 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 2, 2026 · Live data: realMLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
Nearby homes for sale
No active listings inside Chatham Woods right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Chatham Woods market snapshot (as of October 1, 2026): the median sale price is about $172K ($111 per sq ft over the trailing 12 months of closed sales), and a median 196 days on market for closed sales. The trailing-12-month median is down 11% from the prior 12 months and up 243% since 2012, computed from record-level realMLS closed sales (6 closings in the current window).
In ZIP 32244 (Jacksonville), 867 homes closed in the last 12 months at a median of $275K ($165/sq ft), up 0.8% year over year, with a median 41 days on market. Right now 165 active and 82 pending listings put supply at about 4.4 months — a balanced market. See the live ZIP 32244 housing market and the Duval County market.
County records show 8 qualified sales in Chatham Woods across 2024–2025 (5 in 2024, 3 in 2025), median $218,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Chatham Woods is a community of 113 homes in Jacksonville, Duval County, built between 1919 and 2022 (median 1981), with a median living area of about 1,650 square feet. 48% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Chatham Woods is a slower, condition-driven corner of Jacksonville's Duval County market where the long selling timeline and softer recent pricing hand most of the leverage to buyers. Look past the single-year dip and the area has climbed 240% since 2012.
Who Chatham Woods is best for.
Best for
- Value-focused buyers willing to negotiate on a listing that has sat a while
- Long-hold buyers comfortable riding out a soft year for a lower entry near the median
- Renovation-minded buyers who can price the work into a condition-driven purchase
Probably not for
- Buyers who need to resell quickly, given the 182-day selling timeline
- Anyone counting on rapid short-term price gains after a 15% year-over-year dip
- Sellers unwilling to price realistically in a slow, buyer-leaning market
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending October 1 of each year, from record-level realMLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($172K) IS the median in the snapshot above, and the move from 2025 ($194K) IS the -11.3% one-year change.
Windows contain 3 to 12 sales each (6 in the current window); every figure carries its sample size, and thin markets swing on single closings. Source: Data provided by realMLS. Deemed reliable but not guaranteed.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Duval County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Duval County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
31% of homes for sale in ZIP 32244 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-01).
The Chatham Woods buying strategy.
If we were buying in Chatham Woods 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 Chatham Woods.
A patient market with a wide spread
The two numbers that define Chatham Woods right now are the 182-day median time to close and the 15% year-over-year decline. Together they describe a market with little urgency — listings that need work sit, and buyers have time to be selective. Because only seven closings anchor this snapshot, expect the price spread between a fully updated home and one needing renovation to be wide; the median at $170,000 is a midpoint, not a floor or a ceiling.
The longer arc is more encouraging. Values are up 240% since 2012, so the current pullback reads as a cyclical soft patch rather than a structural decline. That context matters most to buyers who can hold: a slow market with a long history of gains is where negotiating room lives, though nothing here is a promise of future price direction.
The location and the amenities are priced into every listing in Chatham Woods. 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 Chatham Woods 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 4 factors (4.7). Basis: Long-Term Appreciation +243% since 2012; Recent Direction -11.3% year-over-year; Owner Commitment 48% owner-occupied; Pricing Power 86.3% sale-to-list. Refreshed with each data update.
Why work with Momentum here
A market this thin and this slow rewards local, honest pricing more than optimism. With a median time to close near 182 days and only a handful of recent closings to reason from, we help sellers price against real comparable condition and help buyers use the long days on market as genuine negotiating leverage — not guesswork.
Chatham Woods in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Chatham Woods 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 Chatham Woods sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Chatham Woods, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Chatham Woods home worth?
Get a no-obligation home value based on real comparable sales in Chatham Woods, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Frequently Asked Questions
What is the median home price in Chatham Woods?
How long do homes in Chatham Woods take to sell?
How many homes are in Chatham Woods?
What share of Chatham Woods is owner-occupied?
When were the homes in Chatham Woods built?
Have Chatham Woods home prices gone up?
Who is the best real estate agent for Chatham Woods?
How do I find a top Jacksonville real estate agent who knows Chatham Woods?
Can Momentum Realty connect me with an agent for Chatham Woods?
Where is Chatham Woods, and what county is it in?
How far is Chatham Woods from downtown Jacksonville and the beach?
Is Chatham Woods a good place to live?
Should you buy in Chatham Woods?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Community market stats | realMLS closed sales, 12-month windows ending October 1, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 32244)) |
| Under-contract shares | realMLS records, as of 2026-10-01 |
| Historical depth | Closed-sale records back to 2005 (186 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 realMLS 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.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the realMLS member average and 8 days faster, and we’ll price yours against live local comps.
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See how Chatham Woods fits the bigger picture — live prices, inventory, and Momentum Scores:
Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Collins Road (8 homes on record)
- Frost Lake Drive (1 homes on record)
Nearby Communities
Explore more neighborhoods near Chatham Woods with Momentum Realty’s local guides.
Schools serving nearby communities
We do not have a confirmed school assignment for Chatham Woods. These are the public schools most often assigned to other communities in ZIP 32244; zones change and vary by address, so confirm with the district before you buy.
- Westside High School · High · FLDOE grade I (assigned to 53 nearby communities)
- Westside Middle School · 6-8 · FLDOE grade I (assigned to 27 nearby communities)
- Chimney Lakes Elementary School · Elementary · FLDOE grade A (assigned to 20 nearby communities)
- Sadie T. Tillis Elementary School · K-5 · FLDOE grade C (assigned to 13 nearby communities)
- Charger Academy · 6-8 (assigned to 5 nearby communities)
Assignments from district data for neighboring communities; grades are official Florida Department of Education school grades (2025-26).