Chestnut Ridge Homes for Sale in Orange Park, FL

Established 1988 · Intracoastal West · ZIP 32224

A gated townhome neighborhood within Oakleaf Plantation in Orange Park, low-maintenance two-car-garage townhomes with full access to the Oakleaf amenity campus.

Gated townhomesInside Oakleaf PlantationFull amenity access

Live Market Pulse

58/100
Momentum

Balanced Market (limited data)

Tight supply keeps sellers in control, but dated interiors still trade at a discount, so condition is where buyers win.

Free · No obligation

Unlock Off-Market Chestnut Ridge

Listings before the portals, true comps, and the renovation and carrying-cost math, before you tour.

Built fromLive realMLS data14 years of closingsLocal renovation analysisUpdated twice daily

LiveMarket PulserealMLS

$265K

Median Price

4.8mo

Supply

118days

Avg DOM

Balanced

Seller Leverage

$183/sf

Median $/Sqft

n/a

1-Yr Price Change

0now

Distress

Jon's Current Read

"Chestnut Ridge is a gated townhome neighborhood within Oakleaf Plantation, the large Clay County master plan in Orange Park, built by Dream Finders from around 2007 with one- and two-story townhomes from about 1,420 to 1,791 square feet and two-car garages (neighborhoods.com, 2026; oakleafplantation.com, 2026). The read is attainable, low-maintenance Clay value with resort-style amenities: residents share Oakleaf's pools, splash pad, tennis, fields, and clubhouse. The trade is the townhome ownership structure, the HOA and amenity dues, condition, and the Clay County tax bill."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Chestnut Ridge market snapshot (as of June 25, 2026): the median sale price is about $265K ($183 per sq ft), with homes averaging 118 days on market and 4.8 months of supply, a balanced market (limited data). Based on 5 recent closings in live realMLS data.

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 Homes from around 2007, it offers open-layout one- and two-story townhomes from about 1,420 to 1,791 square feet, each with a two-car garage, in a gated section of the master plan (oakleafplantation.com, 2026); confirm size and condition for any specific home.

As part of Oakleaf Plantation, residents have access to the master plan's amenity campus, including multiple pools with a kids' splash pad, tennis and basketball courts, playgrounds, baseball and soccer fields, and a clubhouse, with the Oakleaf Town Center and Orange Park Mall minutes away (oakleafplantation.com, 2026).

Because Chestnut Ridge is a gated townhome neighborhood inside a master plan, the buyer questions are the ownership structure (fee-simple townhome or condo), the HOA and any amenity or CDD assessment, condition, and the Clay County tax bill, rather than older-systems risk on the newer stock.

A Look Inside Chestnut Ridge

The course, the club, the gates.

Real aerial and on-site photos of Chestnut Ridge. Swipe to explore the community and its amenities.

Swipe or use the arrows → tap any photo to enlarge

Chestnut Ridge

Quick Match

Who Chestnut Ridge is best for.

Best for

Buyers who want a low-maintenance, gated townhome with resort-style amenities
First-time buyers and downsizers who want a two-car-garage townhome at an attainable price
Buyers who value the Oakleaf amenity campus and Clay County schools

Probably not for

Buyers who want a detached home with a private yard
Buyers who want no HOA or a no-amenity price
Anyone unwilling to confirm the ownership structure and the amenity assessments

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

+127%Median price since 2012appreciation

-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.

Where prices are goingn/a2026 YTD

Median sale price by year. Tap a label to compare Oakleaf Plantation or Orange Park. The 1-year price change is the median sold price over the most recent year versus the prior year, the same measure most listing sites and local Realtor reports use. It reflects the mix of homes that sold, not the change in any single home's value, which is why median price per square foot is shown alongside it to adjust for home size. In thinly traded neighborhoods, where a sale or two can swing the median, we lead with the mix-resistant price-per-square-foot trend instead.

Price per square footn/a2026 YTD

Median $/sqft by year. 2026 is year to date.

Supply and demand now2 : 2active : pending

For sale2

Pending2

Sold 12mo5

Active and pending listings now vs homes sold in the last 12 months.

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 Ridge

Active · 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 Ridge

Active · 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 Ridge

Pending · 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 Ridge

Pending · 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, FLOrange Park, FL · 0.7 mi

Cannon's Point at Oakleaf Plantation Homes for Sale in Orange Park, FLOrange Park, FL · 1.0 mi

Oakleaf Plantation Homes for Sale in Jacksonville, FLJacksonville, FL · 1.0 mi

Briar Oaks Townhomes in Oakleaf, FLOakleaf, FL · 1.1 mi WRWaterford Ranch at Oakleaf Homes for Sale in Orange Park, FLOrange Park, FL · 1.2 mi HMHighland Mill Homes for Sale in Orange Park, FLOrange Park, FL · 1.4 mi

Forest Hammock Homes for Sale in Orange Park, FLOrange Park, FL · 1.4 mi

Fox Creek Homes for Sale in Jacksonville, FLJacksonville, FL · 1.5 mi

Towering 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 ↓

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

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.

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.

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

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

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

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.

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.

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.

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.

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.

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.

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.

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 Zestimate, 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 at Deutsche Bank 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 the Zestimate. 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 a Zestimate.

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.

$1,805/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.

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 119 days.

4.8

Months supply

$284,500

Median list

$265,000

Median sold

$155

Per sqft

119

Days on mkt

2/2/5

Active/Pend/Sold

Typical home value in the 32065 ZIP is $327,718, about 28.9% 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

Where is Chestnut Ridge?

It is a gated townhome neighborhood within Oakleaf Plantation in Orange Park, Clay County, in the 32065 ZIP (neighborhoods.com, 2026).

Who built Chestnut Ridge?

Dream Finders Homes, from around 2007, with one- and two-story open-layout townhomes and two-car garages (oakleafplantation.com, 2026).

What are the homes like?

Townhomes from about 1,420 to 1,791 square feet with two-car garages, in a gated section of Oakleaf Plantation (oakleafplantation.com, 2026). Confirm size and condition for any specific home.

Are the townhomes fee-simple or condos?

Confirm the ownership structure for the specific townhome, since it changes financing and insurance.

What amenities do residents have?

Full access to the Oakleaf Plantation amenity campus, including multiple pools with a splash pad, tennis and basketball courts, playgrounds, fields, and a clubhouse (oakleafplantation.com, 2026).

What are the HOA and amenity dues?

Chestnut Ridge carries a townhome HOA plus an Oakleaf amenity assessment. Confirm the current figures and what each covers with the association before you budget.

Is Chestnut Ridge gated?

Yes. It is a gated townhome section within Oakleaf Plantation (oakleafplantation.com, 2026). Confirm the current gate status with the association.

What schools serve Chestnut Ridge?

It is in the Clay County School District, with assignments by address. Verify the exact zoned schools for a specific home with the district before you rely on it.

What should I check on the parcel?

Confirm the ownership structure, the HOA and amenity dues, the actual Clay tax bill, and the exact school zoning.

How is the market here?

Chestnut Ridge is a built-out gated townhome section where pricing tracks the unit position, condition, and Oakleaf demand more than any community-wide trend. Confirm current conditions for the exact home.

Is Chestnut Ridge a good buy?

For a low-maintenance, gated townhome with resort-style amenities it can be. The decision turns on the ownership structure, the HOA-plus-amenity carrying cost, and the Clay tax bill, so verify those before you commit.

What is the Chestnut Ridge area like?

It is a quiet, gated townhome section within the larger Oakleaf Plantation master plan, with a low-maintenance feel and resort-style amenities, minutes from the Oakleaf Town Center and Orange Park retail.

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, HOA and CDD details, 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.

You want a low-maintenance, gated townhome with resort-style amenitiesExcellent fit

You want a two-car-garage townhome at an attainable Oakleaf priceExcellent fit

You will confirm the ownership structure, the HOA-plus-amenity dues, and school zoningExcellent fit

You want a detached home with a private yardProbably not

You want no HOA or a no-amenity priceProbably not

You are not willing to confirm the ownership structure and amenity assessmentsProbably not

Get the inside read on Chestnut Ridge

Whether you are buying a renovation project, comparing the lots and views, weighing the carrying costs, or selling your Chestnut Ridge home, tell us what you need. Every inquiry comes straight to us. We represent you, not the seller, and what your agent is paid is negotiable and set in a written buyer agreement up front. No obligation, no spam, no high-pressure follow-up.

You are all set.

A Momentum Realty Chestnut Ridge specialist will reach out personally, usually the same day.

Thinking about hiring an agent here? How to find the best real estate agent in Chestnut Ridge - what to look for, questions to ask, and your local expert.

Photography on this page is sourced from active and recently sold MLS listings in this community and remains the property of the listing brokerage and/or photographer. Source: Data provided by realMLS.

Chestnut Ridge Homes for Sale in Orange Park, FL

The 60-Second Overview

The course, the club, the gates.

Who Chestnut Ridge is best for.

Best for

Probably not for

How Chestnut Ridge is performing right now

Homes For Sale Right Now in Chestnut Ridge

Chestnut Ridge on the map.

How far is everything?

Nearby Communities

Schools

Recent Developments in Chestnut Ridge

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

Clay County millage and amenity assessments

Clay County millage and property assessments

The Chestnut Ridge buying strategy.

The full read, only if you want it.

What your money buys in Chestnut Ridge.

What ~$265K buys here.

Renovation & Resale Intelligence

The renovation premium.

The lot premium.

How well Chestnut Ridge holds value.

5 Mistakes Buyers Make in Chestnut Ridge

Calling the listing agent

Misjudging the renovation math

Overpaying for an interior lot

Underbudgeting the carrying costs

Skipping the systems check

Momentum Buy Score.

Why our read on Chestnut Ridge is different.

Which Lots & Views Hold Value Best

Chestnut Ridge in 15 seconds.

HOA, CDD & Fees

Tools for a Chestnut Ridge buy.

Thinking of selling in Chestnut Ridge?

In Chestnut Ridge, condition and view decide your number

What is your Chestnut Ridge home worth?

Price History: What Homes Here Have Actually Sold For

The real cost & risk here

Chestnut Ridge Market Scorecard

Frequently Asked Questions

Should you buy in Chestnut Ridge?

Get the inside read on Chestnut Ridge

You are all set.

Need to sell fast in Duval County?

You just read the data. Now see what your home is worth.