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Chestnut Ridge in Orange Park

Chestnut Ridge
Homes for Sale in Orange Park, FL

Community in Orange Park · Clay County · ZIP 32065
128 homesBuilt 2007–2017Median sale $262K
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Talk to a Chestnut Ridge Expert

True comps, carrying-cost math, and listings before the portals.

Live Market Pulse
34/100
Market Heat
Cooler than normal
2014 → 2026 · 72 at the 2022 peak
0 is Chestnut Ridge's coldest market since 2014, 100 its hottest. Today: 34. How it's scored
Built fromLive realMLS data17 years of closingsFL DOR public recordsUpdated twice daily
Live · Chestnut Ridge Housing Pulse realMLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$262K ▼
Median sold · 12 mo
down 9.8% vs the prior 12 months
-9.8% ▼
1-yr price change
n = 4 and 5 sales in the two windows
$185/sf
Sold $/sqft · 12 mo
peak $185 in 2026
95.6%
Sale vs ask
Tempo
6.0mo
Supply
3 to 6 months is the balanced band
82days
Median DOM · closed
9 days at the 2022 low
33%
Under contract
Clay: 29% (300 of 1,025)
2 · 1
For sale · pending
live counts, refreshed twice daily
4
Sold · last 12 mo
10-yr average: about 16 a year
Ownership and context
60%
Owner-occupied · Chestnut Ridge
77 of 128 parcels homesteaded (FL DOR 2025)
40%
Non-owner-occupied · Chestnut Ridge
incl. 6% trust or LLC-held · 10% out-of-state
14%
Cash buyers · Chestnut Ridge
1 of 7 sales, 12 mo ending July 2024
128
Homes in the community
128 residential parcels (FL DOR 2025)
Track record · 17 years of records
Est. 2007
Community established
homes built 2007-2017, median 2015 (FL DOR 2025)
0
Failed listings · 2025
peaked at 13 in 2008
1,384sqft
Median sold home size
12-mo windows, closed sales
3.1%/yr
Turnover rate
about 4 of 128 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Chestnut Ridge is a compact, fully built-out community of 128 homes in Orange Park, all constructed between 2007 and 2017 with a median build year of 2015 -- a narrow, coherent construction window rather than a mix of eras. Homes run a median of 1,808 square feet, and the current median sale price of $265,000 works out to $182.80 per square foot as of 2026-07-11.

The numbers point to a soft, buyer-leaning market right now. Prices are down 8.1% year over year, the median closed sale sat 69 days on market, and the market-heat reading of 35 sits well below a hot-market level. That said, the sample is thin -- just 5 closings feed this snapshot, and there are zero active listings at the moment, so any single figure here should be read as directional rather than precise. Sellers should price to the current trend rather than last year's comps; buyers with patience have room to negotiate once new inventory surfaces.

Chestnut Ridge Housing Pulse · Momentum Research · as of July 14, 2026

Chestnut Ridge right now

🟡 Balanced market. 6.0 months of supply and 33% 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 realMLS records, as of July 14, 2026. Confidence: Medium (3 active and pending listings, 4 closed sales in 12 months).

🔴 Off the recent peak. The trailing-12-month median ($262K) is down 9.8% from the prior 12 months ($290K). With about a dozen 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 July 14. Confidence: Low (4 and 5 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

Updated July 14, 2026 · Live data: realMLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

The 60-Second Overview

Chestnut Ridge market snapshot (as of July 14, 2026): the median sale price is about $262K ($185 per sq ft over the trailing 12 months of closed sales), a median 82 days on market for closed sales, and 6.0 months of supply, a balanced market. The trailing-12-month median is down 10% from the prior 12 months, computed from record-level realMLS closed sales (4 closings in the current window).

Chestnut Ridge is a community of 128 homes in Orange Park, Clay County, built between 2007 and 2017 (median 2015.0), with a median living area of about 1,808 square feet. 60% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

A small, single-era enclave in Orange Park where all 128 homes were built within one decade (2007-2017), giving it a more consistent construction profile than older, more piecemeal communities nearby.

Quick Match

Who Chestnut Ridge is best for.

Best for

  • Buyers comfortable with a thin resale market who are willing to wait for the right listing to surface
  • Buyers targeting a budget near the community's median price in Orange Park with a preference for 2010s-era construction
  • Owner-occupant buyers, given roughly 60% of homes here carry a homestead exemption

Probably not for

  • Buyers who need to choose among several active listings immediately, since none are currently on the market
  • Buyers expecting rising resale values in the short term, given the 8.1% year-over-year price decline
  • Investors seeking a high-turnover rental market, given the homestead-heavy ownership pattern
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Market Pulse

How Chestnut Ridge is performing right now

58/100
momentum
Balanced Market (limited data)
Seller's marketBalancedBuyer's market
4.8Months of supplytight
118Median days on marketdays
2 : 2Under contract vs for salestrong demand
5Sold in last 12 monthsliquidity
-15%Asking vs recent sold $/sqftroom to negotiate

Tight supply and strong demand favor sellers here. Homes still take about two months to sell, though, and with asking prices running above recent sales per square foot, a prepared buyer has room on anything overpriced. Reading each home against the real comps, not the headline trend, is where the edge is.

Live from realMLS, as of June 25, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Chestnut Ridge listings and the trailing twelve months of closed sales.

8.6A- score
Momentum intelligence
Momentum buy score

Our proprietary read on how a home in Chestnut Ridge buys, holds, and resells. See the five factors.

Homes For Sale Right Now in Chestnut Ridge

Live MLS inventory for Chestnut Ridge. 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.

420 Southwood Way home for sale in Chestnut RidgeActive · 104 daysTop listing
$285,000
3 bd · 2.5 ba · 1,863 sqft · built 2017
420 Southwood Way, Orange Park, 32065
Reno opportunityBest value
Listed by MOMENTUM REALTY
3276 Chestnut Ridge Way home for sale in Chestnut RidgeActive · 132 days
$284,000
3 bd · 2.5 ba · 1,809 sqft · built 2017
3276 Chestnut Ridge Way, Orange Park, 32065
Listed by NEXTHOME COLLINS REALTY
3174 Chestnut Ridge Way home for sale in Chestnut RidgePending · 97 days
$295,000
3 bd · 2.5 ba · 1,808 sqft · built 2015
3174 Chestnut Ridge Way, Orange Park, 32065
Listed by UNITED REAL ESTATE GALLERY
3260 Chestnut Ridge Way home for sale in Chestnut RidgePending · 3 days
$255,000
2 bd · 2 ba · 1,381 sqft · built 2008
3260 Chestnut Ridge Way, Orange Park, 32065
Listed by HERRON REAL ESTATE LLC

Active and pending Chestnut Ridge listings as of 2026-06-25, priced high to low. Source: Data provided by realMLS.. Tap any home to ask about it.

Interactive Map

Chestnut Ridge on the map.

Every active, pending, and recently sold home, plotted. Toggle the layers, color the dots by status or lot type, and tap a home for the details.

Listing locations from realMLS; lot type inferred from listing descriptions. Destination pins are approximate. Map data © OpenStreetMap, tiles © CARTO. Flood, school, and commute overlays are on the roadmap.

Nearby & Commute

How far is everything?

The takeaway

The location is the everyday-convenience case: shopping, schools, and the major roads are all a manageable drive.

Drive times from Chestnut Ridge. They are approximate and vary with traffic and your exact start point.

Oakleaf Town Center~5 min · shopping and dining within the master plan
Orange Park Mall~10 to 15 min · north via Blanding or Oakleaf Plantation Pkwy
Cecil Commerce Center~10 to 15 min · north employment corridor
Interstate 295~15 to 20 min · north via Oakleaf Plantation Pkwy or Argyle
NAS Jacksonville~20 to 25 min · northeast via I-295 or Blanding
Downtown Jacksonville~30 to 35 min · northeast via I-295
Jacksonville Int'l Airport (JAX)~45 to 50 min · north via I-295

Distances and drive times are approximate and vary with traffic. Confirm your real commute at your real departure time.

Nearby Communities

Explore more neighborhoods near Chestnut Ridge Homes for Sale in Orange Park, FL with Momentum Realty’s local guides.

Jennings Point Homes for Sale in Orange Park, FLJennings Point Homes for Sale in Orange Park, FLOrange Park, FL · 0.7 miCannon's Point at Oakleaf Plantation Homes for Sale in Orange Park, FLCannon's Point at Oakleaf Plantation Homes for Sale in Orange Park, FLOrange Park, FL · 1.0 miOPOakleaf Plantation Homes for Sale in Jacksonville, FLJacksonville, FL · 1.0 miBOBriar Oaks Townhomes in Oakleaf, FLOakleaf, FL · 1.1 miWRWaterford Ranch at Oakleaf Homes for Sale in Orange Park, FLOrange Park, FL · 1.2 miHMHighland Mill Homes for Sale in Orange Park, FLOrange Park, FL · 1.4 miForest Hammock Homes for Sale in Orange Park, FLForest Hammock Homes for Sale in Orange Park, FLOrange Park, FL · 1.4 miFox Creek Homes for Sale in Jacksonville, FLFox Creek Homes for Sale in Jacksonville, FLJacksonville, FL · 1.5 miTowering Oaks Homes for Sale in Orange Park, FLTowering Oaks Homes for Sale in Orange Park, FLOrange Park, FL · 1.6 mi

Browse all Florida neighborhood guides →

Carrying cost · the no-CDD edge

No CDD bond means thousands less per year than newer master plans.

Typical CDD community~$2,500/yr
Chestnut Ridge (no CDD)$0/yr

Roughly $25,000 saved over 10 years in carrying cost, before resale.

Illustrative. NE Florida CDD assessments commonly run $1,500-$3,500+/yr and vary by community; verify per property.

Schools

15-Second Take
  • Clay County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Confirm current ratings before relying on them
  • Private and parochial options nearby

Chestnut Ridge is served by Clay County Public Schools. Assignment is by address and can change, so confirm the exact zoned elementary, middle, and high schools for any specific home, plus any magnet or choice options. Treat published ratings as a starting point, not the full story.

Buying with schools in mind? We can confirm the exact zoned schools for any Chestnut Ridge address.

The takeaway

What actually affects Chestnut Ridge owners, sourced and dated. We do not publish rumor.

Recent Developments in Chestnut Ridge

Development Intelligence

Our read on what is being built around Chestnut Ridge, scored for direction, significance, and how close the effect lands. The full sourced timeline follows below.

Net OutlookBullishOakleaf Plantation is a large, maturing master plan, so the near-term factors are the HOA and amenity budgets, Clay County growth along the Oakleaf corridor, and the Clay County millage on the tax bill, rather than older-systems risk.

Resort-style amenities and a gated, low-maintenance townhome

BullishGated townhomes with two-car garages and full access to the Oakleaf amenity campus, minutes from the Town Center and Cecil Commerce, support steady demand from first-time buyers, downsizers, and commuters. impact
SignificanceRadius: Oakleaf Plantation / Chestnut Ridge

Resort-style amenities and a gated, low-maintenance townhome

Clay County millage and amenity assessments

NeutralThe carrying cost includes the Clay County millage plus the HOA and any Oakleaf amenity or district assessment; read the actual bill and the HOA budget for the parcel. impact
SignificanceRadius: Orange Park / Clay County

Clay County millage and amenity assessments

Direction, significance, and effect-radius ratings are Momentum's proprietary, qualitative read of the sourced items below, not investment advice or a prediction for any specific home.

Development, infrastructure, retail, and school activity affecting Chestnut Ridge, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated June 2026.

Showing the latest, scroll for all updates ↓

  1. 2024
    Taxes

    Clay County millage and property assessments

    Property taxes in Orange Park are set by the Clay County millage and any non-ad-valorem line items, published by the Clay County Property Appraiser; Oakleaf carries amenity-related assessments. Why it matters: Pull the actual parcel's tax bill, confirm the HOA and any Oakleaf amenity or district assessment, and confirm whether the townhome is fee-simple or condo, before you budget the all-in monthly. Source

Development alerts for Chestnut RidgeGet a short monthly email when something new is approved, funded, or opens near Chestnut Ridge.

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Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

The Strategy

The Chestnut Ridge buying strategy.

If we were buying in Chestnut Ridge, this is the order of operations we would run, and the one we run for our clients.

1

Confirm the ownership structure. Establish whether the townhome is fee-simple or a condo, since it changes financing, insurance, and what you own versus what the HOA owns.

2

Confirm the HOA and amenity assessments. Verify the HOA dues, any Oakleaf amenity or district assessment, the inclusions, and the reserve position.

3

Confirm new versus resale and any warranty. Establish the build year and, for any newer resale, the remaining warranty on systems.

4

Read the actual Clay tax bill. Confirm the millage, homestead status, and any assessments for the parcel (Clay County Property Appraiser, 2024).

5

Comp townhome to townhome. Price the home against the closest same-type Oakleaf townhome sale rather than a detached-home comparison.

The Quick Decision
Best Buy
A well-kept two-car-garage townhome with a clear ownership structure and the HOA and amenity dues confirmed, comped against the closest Oakleaf townhome sale.
Biggest Risk
Ambiguity in the fee-simple versus condo structure, and the stacked HOA-plus-amenity carrying cost.
Best Lot
End units and those with the best position carry a premium; interior units are the value.
Smart Timing
Chestnut Ridge is a built-out gated section of a master plan; pricing tracks the unit position, condition, and Oakleaf demand more than any community-wide trend.
Deep-Dive Intelligence

The full read, only if you want it.

The takeaway

On mobile, tap any heading below to open it. This is the home by home, lot by lot, club and renovation detail, organized so you can jump straight to what matters to you.

Community Details at a Glance

Chestnut Ridge is a gated townhome neighborhood within Oakleaf Plantation in Orange Park, Clay County, in the 32065 ZIP (neighborhoods.com, 2026; oakleafplantation.com, 2026). Built by Dream Finders from around 2007, it offers open-layout one- and two-story townhomes from about 1,420 to 1,791 square feet with two-car garages, with full access to the Oakleaf amenity campus (multiple pools with a splash pad, tennis and basketball courts, playgrounds, fields, and a clubhouse), minutes from the Oakleaf Town Center and Orange Park Mall. As a gated townhome neighborhood inside a master plan, the central buyer questions are the ownership structure, the HOA and amenity assessment, condition, and the Clay County tax bill.

Chestnut Ridge Homes For Sale

What your money buys in Chestnut Ridge.

The takeaway

Three honest price bands. Condition and lot, not the square footage alone, decide where a home lands.

Here are the broad resale bands in Chestnut Ridge today. The right home is the one matched to your budget and the renovation math, so seeing fitting listings early is the edge.

Entry: interior units
$255K to $265K

Interior townhome units, the value end of Chestnut Ridge. Confirm the ownership structure and the HOA and amenity dues before you write.

Lowest entry
Mid: core townhomes
$265K to $287K

One- and two-story townhomes around 1,420 to 1,791 square feet, the core of the neighborhood. Position, condition, and any upgrades separate these more than floor plan does.

Most inventory
High: end units or best-position townhomes
$287K to $293K

End units or those with the best position and upgrades set the ceiling. Position and finishes drive the premium; price each on its condition and position.

Strongest resale

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

See Off-Market & Private Listings
What Your Money Buys

What ~$265K buys here.

Three realistic price bands. Where a home lands comes down to condition and lot, not square footage alone.

$255K to $265K
Entry: interior units
Interior townhome units, the value end of Chestnut Ridge. Confirm the ownership structure and the HOA and amenity dues before you write.
$265K to $287K
Mid: core townhomes
One- and two-story townhomes around 1,420 to 1,791 square feet, the core of the neighborhood. Position, condition, and any upgrades separate these more than floor plan does.
$287K to $293K
High: end units or best-position townhomes
End units or those with the best position and upgrades set the ceiling. Position and finishes drive the premium; price each on its condition and position.

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

Operator Intelligence

Renovation & Resale Intelligence

The factors that actually move value in Chestnut Ridge, condition, lot, and the renovation math, read from current listings and recent sales.

15-Second Take
  • Renovation math decides the deal
  • Better lots and views resell strongest
  • Roof and HVAC age drive the insurance quote
  • Interior lots are where buyers overpay
Proprietary Data

The renovation premium.

Renovated-listing inventory in Chestnut Ridge is too thin right now to compute a reliable renovation premium. We read condition home by home against real comps before you offer.

Lot Value

The lot premium.

On a preferred homesite (water, preserve, corner, or a larger lot), the homesite is the part of your money the market gives back at resale. The house can be renovated; the lot cannot, so premium lots hold their value better than interior ones. How much more they command varies by frontage, view, and condition, which is why we read it home by home against real comparable sales rather than a single headline figure.

Jon Brooks, Momentum Realty
Operator Note

Most buyers overpay on interior lots in the back half of the community. A sharp renovation can distract you, but the weaker resale position follows the lot, not the finishes. We read the homesite before the kitchen.

Resale Strength Scorecard

How well Chestnut Ridge holds value.

Our read on the factors that protect resale here, and the one to manage.

No CDD on the tax billStrong
Central Intracoastal West locationStrong
Scarce golf and lake homesitesStrong
$30M club reinvestment to 2028Positive
All-resale 1990s conditionManage it

Momentum analysis based on the community's structure, location, lot scarcity, and housing stock. Not a guarantee of future value.

Jon Brooks, Momentum Realty
Operator Note

The strongest value pocket is usually a renovated home on a good lot priced just under the next tier up. Buyers chasing the single biggest house often pay top prices for what is really a renovation project.

5 Mistakes Buyers Make in Chestnut Ridge

15-Second Take
  • Calling the listing agent (who works for the seller)
  • Misjudging the renovation budget
  • Overpaying for an interior lot
  • Underbudgeting the carrying costs
  • Skipping the roof, HVAC, and systems check

The same five mistakes cost buyers the most in any market. Every one is avoidable with the right preparation before you tour.

Chestnut Ridge1

Calling the listing agent

The agent on the sign works for the seller. In a market where condition swings price by hundreds of thousands, negotiating against that agent with no one in your corner is the costliest move of all.

Chestnut Ridge2

Misjudging the renovation math

A dated home looks like a deal until you price the roof, HVAC, pool, and full modernization honestly. Underbudget the reno and the bargain becomes the expensive house.

Chestnut Ridge3

Overpaying for an interior lot

A premium homesite (water, preserve, or a preferred position) carries a real, durable premium. Pay a top price for an interior lot and you are buying the weakest version of the value.

Chestnut Ridge4

Underbudgeting the carrying costs

Two similar homes can cost very differently to own once the HOA, any CDD, insurance, and upkeep are priced in. Buyers who do not run the full monthly carrying cost misread the real number.

Chestnut Ridge5

Skipping the systems check

An older home means older systems unless updated. Roof age, HVAC age, pool equipment, and prior renovations drive both price and insurability, and a thorough inspection matters more here than in a new build.

“

Chestnut Ridge sells a gated, low-maintenance townhome with full Oakleaf amenity access at an attainable Clay price. The amenities and the low maintenance are the value; the work is the ownership structure, the HOA-plus-amenity carrying cost, and the Clay tax bill, not the brochure.

Jon Brooks · Founder, Momentum Realty
Momentum Intelligence

Momentum Buy Score.

Our proprietary 0 to 10 read across the five factors that decide how a home here buys, holds, and resells.

7.2B · Buy Score
Resale Strength7.0/10
Renovation Risk8.0/10
Location Efficiency7.2/10
Long-Term Defensibility6.8/10
Carrying Cost Advantage7.0/10

Momentum Intelligence Scores are our proprietary, qualitative assessment based on the analysis on this page, on a 0 to 10 scale. They are a framework for comparing communities, not a guarantee of future value or advice on a specific home.

Momentum Housing Intelligence

Why our read on Chestnut Ridge is different.

Most pages on this community are an automated estimate wrapped in stock copy. This one is built from the live realMLS feed, fourteen years of closed sales, and a renovation-by-renovation read of what actually moves value here, lot by lot. No automated estimate, no guesswork.

Live realMLS feed14 years of closed salesRenovation-premium analysisLot-by-lot, no automated estimates
Jon Brooks, founder of Momentum Realty. A housing economist with a background in real estate investment banking and consulting at Ernst & Young, who has built and analyzed Northeast Florida real estate from the ground up.
About the analyst · Our methodology

Which Lots & Views Hold Value Best

Proprietary Data · Lot Value Map

Where the value actually sits. Each home is shaded by its price per square foot (a value read, not just a price) and ringed by lot type, so you can see at a glance which pockets carry a real, durable premium and where a renovation play makes sense.

Value ($/sqft)
$261 value$401 premium
Lake / waterPreserveInterior

Fill = price per square foot; ring = lot type, inferred from listing descriptions. Sold homes are shown by realized $/sqft (lot type not always recorded). Asking and recent-sold figures from realMLS; for orientation, not an appraisal.

15-Second Take
  • End units and the best positions carry the premium here.
  • Interior units are the value play.
  • Ownership structure and the carrying-cost stack matter more than headline price.

In Chestnut Ridge, the unit position, condition, and ownership structure drive price more than floor plan, because the homes are similar Dream Finders townhomes. End units and the best positions carry a premium, while interior units are the value play. Because these are attached homes inside Oakleaf with a stacked HOA-plus-amenity carrying cost, confirm the ownership structure and the full carrying cost, and comp a unit against the closest same-type Oakleaf townhome sale rather than a detached-home comparison.

The 15-Second Verdict

Chestnut Ridge in 15 seconds.

Best forBuyers who want a low-maintenance, gated townhome with resort-style amenities at an attainable Oakleaf price.
Strong onGated two-car-garage townhomes, full access to the Oakleaf pools, tennis, fields, and clubhouse, and a central Clay County location.
WatchThe fee-simple versus condo structure and the stacked HOA-plus-amenity carrying cost.
Not forBuyers who want a detached home with a private yard, no HOA, or a no-amenity price.
The edgeResort-style amenities and a gated, low-maintenance townhome with a two-car garage at an attainable Clay County price.

HOA, CDD & Fees

15-Second Take
  • Budget the townhome HOA plus the Oakleaf amenity assessment together.
  • Confirm whether the home is a fee-simple townhome or a condo.
  • The amenity access is the value; verify what the dues fund.

Chestnut Ridge sits inside Oakleaf Plantation, so the carrying cost is a stack: the townhome HOA plus the Oakleaf amenity assessment that funds the master-plan amenity campus, and the structure depends on whether the townhome is fee-simple or a condo. Confirm the current HOA dues, the amenity assessment, what each covers, and the reserve position with the association before you rely on them.

The HOA and amenity dues fund the gate, exterior and common-area maintenance, and access to the Oakleaf amenity campus (pools, splash pad, tennis, fields, clubhouse); confirm the current inclusions and reserves with the association.

There is no private golf club tied to Chestnut Ridge; the amenities are the Oakleaf Plantation campus. Confirm current amenity access and rules with the association.

Run Your Numbers

Tools for a Chestnut Ridge buy.

Free calculators to pressure-test the real cost before you tour.

Mortgage paymentPrincipal, interest, taxes, and insurance on a specific price.Property taxClay County millage and the homestead picture.Rent vs buyThe breakeven on owning in Chestnut Ridge.Save Our HomesProject your homestead tax cap over time.
The takeaway

Selling here is won on condition and view, not an automated estimate. The right number comes from closed comps matched to your renovation level and lot.

Selling in Chestnut Ridge

Thinking of selling in Chestnut Ridge?

Your buyer is cross-shopping low-maintenance Oakleaf townhomes. Sell what is specific: the ownership structure, the unit position and any upgrades, the HOA and amenity dues, and the full Oakleaf amenity access.

Momentum listings (YTD)
97.98%
Sold-to-list ratio across the Jacksonville metro for our agents, sellers keeping more of their price.
Market average (YTD)
96.73%
The broader metro average sold-to-list ratio over the same period.
Momentum days on market
64 days
Median days on market for our listings, faster sales mean less carrying cost and stronger leverage.
Market days on market
72 days
The broader metro median over the same period.

Sold-to-list and days-on-market figures reflect Momentum Realty listings versus the Jacksonville metro average, year to date. Your home's result depends on pricing, condition, lot, view, and preparation.

In Chestnut Ridge, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Oakleaf Plantation, a home priced to the community average instead of its true condition and view either leaves money on the table or sits. A renovated kitchen, newer roof and HVAC, and a golf or lake view all deserve to show up in your price, and a buyer pool reading renovation math needs to be shown why your home is worth it. We build that case with real comps and a pricing strategy for the current market.

What is your Chestnut Ridge home worth?

Get a no-obligation home value based on real comparable sales in Chestnut Ridge matched to your condition, lot, and view, 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 Chestnut Ridge on the map →

Real comps, not an automated estimate.
>>>>>>> origin/main

Windows contain 0 to 36 sales each (4 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.

Median sale price · trailing 12 mo
$150K$200K$250K$300K20122014201620182020202220242026
Down 9.8% year over year.
Every sale since 2009 · price vs size
$0$100K$200K$300K2k2k
218 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$100$15020122014201620182020202220242026
Up from $79 in 2012 to a $185 peak in 2026; $185 now.
Median days on market · closed sales
010020020122014201620182020202220242026
9 days at the 2022 low; 82 now.
Sale price vs original ask · median
95%98%100%102%20122014201620182020202220242026
95.6% now.
Homes sold per 12-mo window
010203020122014201620182020202220242026
0 to 36 a year; 4 in the current window.
Sellers who gave up · failed listings per year
051020082016202020242025
Canceled, expired, or withdrawn. 13 quit in 2008; 0 so far in 2025. The clearest stress gauge a community has.
Market Heat · 0 coldest, 100 hottest in the record
20406080seller-leaningbuyer-leaning2014201620182020202220242026
72 at the 2022 peak, 27 in the troughs, 34 now. Same score as the hero card, full history.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Clay County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$1,806/mo
Clay County typical true cost to own
$99/mo
Clay County typical home insurance
Check CDD
Confirm before you offer

Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Clay 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.

How much local inventory is already under contract

33% of homes for sale in ZIP 32065 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 (2026-07-18).

Chestnut Ridge Market Scorecard

Balanced

Chestnut Ridge is currently a balanced. About 4.8 months of supply, a median asking price of $284,500, and homes go under contract in about 127 days.

4.8
Months supply
$284,500
Median list
$265,000
Median sold
$155
Per sqft
127
Days on mkt
2/1/5
Active/Pend/Sold

Typical home value in the 32065 ZIP is $327,006, about 29.5% below the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Homes For Sale Right Now in Chestnut Ridge

Live MLS inventory for Chestnut Ridge. 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.

420 SOUTHWOOD Way home for sale in Chestnut RidgeActive · 123 daysTop listing
$285,000
3 bd · 2.5 ba · 1,863 sqft · built 2017
420 SOUTHWOOD Way, Orange Park, 32065
Listed by MOMENTUM REALTY
3276 CHESTNUT RIDGE Way home for sale in Chestnut RidgeActive · 151 days
$284,000
3 bd · 2.5 ba · 1,809 sqft · built 2017
3276 CHESTNUT RIDGE Way, Orange Park, 32065
Listed by NEXTHOME COLLINS REALTY
3260 CHESTNUT RIDGE Way home for sale in Chestnut RidgePending · 3 days
$255,000
2 bd · 2 ba · 1,381 sqft · built 2008
3260 CHESTNUT RIDGE Way, Orange Park, 32065
Listed by HERRON REAL ESTATE LLC

Active and pending Chestnut Ridge listings as of 2026-07-14, priced high to low. Source: Data provided by realMLS. Tap any home to ask about it.

Interactive Map

Chestnut Ridge on the map.

Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.

Listing locations from realMLS. Map data © OpenStreetMap, tiles © CARTO.

Community & Amenities

Life at Chestnut Ridge

  • Clubhouse · reported on 5 of 6 listings
  • Playground · reported on 5 of 6 listings
  • Fitness Center · reported on 4 of 6 listings
  • Gated · reported on 4 of 6 listings
  • Children's Pool · reported on 4 of 6 listings
  • Pool · reported on 4 of 6 listings
  • Security Gate · reported on 3 of 6 listings
  • Basketball Court · reported on 3 of 6 listings
  • Jogging Path · reported on 3 of 6 listings
  • Tennis Court(s) · reported on 3 of 6 listings
  • Pickleball · reported on 2 of 6 listings
  • Park · reported on 2 of 6 listings

Community amenities as reported across realMLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.

=======

Chestnut Ridge Market Scorecard

Balanced

Chestnut Ridge is currently a balanced. About 4.8 months of supply, a median asking price of $284,500, and homes go under contract in about 127 days.

4.8
Months supply
$284,500
Median list
$265,000
Median sold
$155
Per sqft
127
Days on mkt
2/1/5
Active/Pend/Sold

Typical home value in the 32065 ZIP is $327,006, about 29.5% below the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

>>>>>>> origin/main
The Strategy

The Chestnut Ridge buying strategy.

If we were buying in Chestnut Ridge today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 Chestnut Ridge.

The Quick Decision
Best Buy
Buyers who want a smaller, single-decade-built community in Orange Park and are comfortable negotiating in a market that is currently trending down.
Biggest Risk
With just 5 closings feeding the current snapshot and zero active listings, pricing data here is thinner than in larger communities.
Sweet Spot
Buyers targeting a median-sized home near 1,808 square feet around the community's $265,000 median price.
Avoid If
Avoid if you need immediate inventory to choose from -- there are no active listings in Chestnut Ridge right now.
The Deep Dive

The Math Behind a Thin Market

At $182.80 per square foot on a $265,000 median, Chestnut Ridge is pricing below the recent-year trend, reflecting both the 2007-2017 construction window and the current 8.1% year-over-year decline. About 60% of the community's 128 homes carry a homestead exemption, indicating owner-occupancy is common here -- a factor that tends to make resale timing more predictable than in investor-heavy communities.

With only 5 closings in the tracked window and no active listings right now, there is not enough current inventory to draw firm conclusions about where prices go next. The 69-day median time on market and the year-over-year decline both point to a slower stretch, but confirming that trend means watching the next few closings rather than reading too much into any single sale.

“

The location and the amenities are priced into every listing in Chestnut Ridge. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
Momentum Intelligence

Momentum Buy Score.

Our proprietary 0 to 10 read across the factors that decide how a home in Chestnut Ridge buys, holds, and resells. Momentum Research; not an appraisal.

5.2C · Buy Score
Recent Direction3.5/10
Liquidity & Demand4.0/10
Owner Commitment6.0/10
Pricing Power7.1/10

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 (5.2). Basis: Recent Direction -9.8% year-over-year; Liquidity & Demand 6.0 months of supply; Owner Commitment 60% owner-occupied; Pricing Power 95.6% sale-to-list. Refreshed with each data update.

Why Momentum

Why work with Momentum here

In a community with only 5 recorded closings and zero active listings, generic online estimates have almost nothing to work with. Momentum tracks Chestnut Ridge's realmls closing data directly and prepares a hand-built valuation for any of the 128 homes here, rather than publishing an automated number that cannot account for a thin, fast-changing sample like this one.

The 15-Second Verdict

Chestnut Ridge in 15 seconds.

Best forBuyers who want a smaller, single-decade-built community in Orange Park and are comfortable negotiating in a market that is currently trending down.
Biggest advantageA narrow 2007-2017 build window means fewer surprises from mixed-era construction across the 128 homes.
Biggest riskWith just 5 closings feeding the current snapshot and zero active listings, pricing data here is thinner than in larger communities.
Sweet spotBuyers targeting a median-sized home near 1,808 square feet around the community's $265,000 median price.
Avoid ifAvoid if you need immediate inventory to choose from -- there are no active listings in Chestnut Ridge right now.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • 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.

Run Your Numbers

Tools for a Chestnut Ridge buy.

Free calculators to pressure-test the real cost before you tour.

Mortgage paymentPrincipal, interest, taxes, and insurance on a specific price.Property taxClay County millage and the homestead picture.Rent vs buyThe breakeven on owning in Chestnut Ridge.Save Our HomesProject your homestead tax cap over time.
The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Chestnut Ridge sales matched to your home.

Selling in Chestnut Ridge

Price it to the comps and condition, not an automated estimate.

If you are thinking about selling in Chestnut Ridge, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.

What is your Chestnut Ridge home worth?

Get a no-obligation home value based on real comparable sales in Chestnut Ridge, 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 Chestnut Ridge on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Chestnut Ridge?
The median sale price in Chestnut Ridge was $262K over the 12 months ending July 14, 2026 (4 closed sales, realMLS).
How long do homes in Chestnut Ridge take to sell?
Homes that closed in the 12 months ending July 14, 2026 took a median 82 days on market (4 sales, realMLS).
Is Chestnut Ridge a buyer's or seller's market right now?
As of July 14, 2026, Chestnut Ridge is roughly balanced: 6.0 months of supply at the current sales pace (realMLS live counts).
How many homes are in Chestnut Ridge?
The Florida DOR 2025 assessment roll shows 128 homes in Chestnut Ridge (public records).
What share of Chestnut Ridge is owner-occupied?
60% of Chestnut Ridge parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Chestnut Ridge built?
Homes in Chestnut Ridge were built between 2007 and 2017, with a median year built of 2015.0 (FL DOR 2025 roll).
Do cash buyers compete in Chestnut Ridge?
Cash buyers took 14% of Chestnut Ridge sales in the 12 months ending July 2024 (1 of 7 closings, realMLS).
Who is the best real estate agent for Chestnut Ridge?
The best agent for Chestnut Ridge is one who actively works Orange Park and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Chestnut Ridge.
How do I find a top Orange Park real estate agent who knows Chestnut Ridge?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Chestnut Ridge and the wider Orange Park area.
Can Momentum Realty connect me with an agent for Chestnut Ridge?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Chestnut Ridge purchase or sale - no call center and no pressure.
The Verdict

Should you buy in Chestnut Ridge?

An honest fit check. We will tell you when it is not your community.

Buyers comfortable with a thin resale market who are willing to wait for the right listing to surfaceExcellent fit
Buyers targeting a budget near the community's median price in Orange Park with a preference for 2010s-era constructionExcellent fit
Owner-occupant buyers, given roughly 60% of homes here carry a homestead exemptionExcellent fit
Buyers who need to choose among several active listings immediately, since none are currently on the marketProbably not
Buyers expecting rising resale values in the short term, given the 8.1% year-over-year price declineProbably not
Investors seeking a high-turnover rental market, given the homestead-heavy ownership patternProbably not

Nearby Communities

Explore more neighborhoods near Chestnut Ridge with Momentum Realty’s local guides.

Browse all Florida neighborhood guides →

Data sources & freshness

Live listingsrealMLS, refreshed twice daily (last: July 14, 2026)
Community market statsrealMLS closed sales, 12-month windows ending July 14, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 32065))
Under-contract sharesrealMLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2009 (218 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 your area comps.

Looking to buy here? Search homes for sale →

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