10 Chestnut Dr, Jackson, KY 41339
Property image
Property image
OFF MARKET

10 Chestnut Dr
Jackson, KY 41339

  • 6 Beds
  • 4 Baths
  • 5,500 sqft (on 1 acre)

$450,100

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $2,683/mo*
Refinance Your Home

$450,100

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $2,683/mo*
Refinance Your Home
6 Beds
4 Baths
5,500 sqft
(on 1 acre)

Home Value

Trulia Estimate
$450K
Since last month
Decreased$26K (-5.4%)
Since last year
Decreased$34K (-6.9%)
Since last sale
Increased$171K (+61.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +167% in the last 10 years
MonthEstimated value
2026
August 2026$450K
July 2026$475K
June 2026$476K
May 2026$489K
April 2026$472K
March 2026$470K
February 2026$456K
January 2026$458K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
966 Highland Ave, Jackson, KY
2.22
Single-Family Home
$210,000
07/15/26
4
3.5
3,400
93 Collier Ave, Jackson, KY
2.04
Single-Family Home
$240,000
11/24/25
3
2.5
2,754
330 Colts Fork Rd, Jackson, KY
1.94
Single-Family Home
$350,000
07/17/26
3
2
3,050
131 Summer Ridge Dr, Jackson, KY
1.03
Single-Family Home
$255,000
01/12/26
-
1,800
226 Sycamore St, Jackson, KY
1.80
Single-Family Home
$25,000
05/11/26
4
1
2,198
223 Sycamore St, Jackson, KY
1.82
Single-Family Home
$75,000
07/21/26
3
1
2,418
1513 Hargis Ln, Jackson, KY
1.86
Single-Family Home
$21,000
06/16/26
3
1
3,396
112 River St, Jackson, KY
1.75
Single-Family Home
$60,000
02/10/26
3
1
1,260
2101 Town Hill Rd, Jackson, KY
1.95
Single-Family Home
$108,800
05/15/26
3
1
1,827
2514 Smith Ln, Jackson, KY
1.88
Single-Family Home
$120,000
03/10/26
2
1
1,000

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
293 Oakwood Dr, Jackson, KY 41339
0.13
$344,300
4
3
3,796
Off Market
105 Privett Ln, Jackson, KY 41339
0.34
$201,600
4
2
2,000
Off Market
389 Beattyville Rd, Jackson, KY 41339
1.46
$96,300
3
1
1,280
Off Market
36 Blake Dr, Jackson, KY 41339
1.50
$257,600
6
4
6,400
Off Market
84 Blake Dr, Jackson, KY 41339
1.54
$253,900
3
2
2,268
Off Market
880 Lakeside Dr #881, Jackson, KY 41339
1.55
$194,000
3
2.5
2,575
Off Market

Local Information

  • Map ViewExplore the area around 10 Chestnut Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1998
Lot Size
1 acre
Living Area
5,500 sqft
Price/Sqft
$82
Parking
Garage

About this House

3 level home. Primary level contains living, dining, kitchen, master bed and bath, two other bedrooms, one bathroom, sun room and laundry. This space leads out to a deck off of the living room, sun room and a bedroom.
Bottom level could be closed off to use as an apartment. It has 2 full bathrooms, 3 storage/furnace rooms, office or bedroom, full kitchen, living room, two bedrooms, and laundry room. This space opens up to an enormous deck with steps leading to pool and back yard.
The top level consist of a sitting room and loft area. Entrance to the attic is also on this level.
10 Chestnut Dr, Jackson, KY 41339 is a 6 bedroom, 4 bathroom, 5,500 sqft single-family home built in 1998. It last sold for $279,000 on Nov 30, 2006. It is currently off market. The Trulia Estimate is $450,100, with a rent estimate of $3,385/month.

Home Details for 10 Chestnut Dr

Interior Features

Interior Details
BasementAtticIn-law unitNumber of Rooms: 20Types of Rooms: Walk In Closet, Dining Room, Laundry Room, Master Bath, Office, Recreation Room, Sun RoomCeiling Fan
Heating & Cooling
Heating: Forced Air, Heat Pump, Other, Gas, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Shingle, Vinyl, BrickFoundation Type: Concrete BlockLawnPatioPorch
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1998Year Updated: 2004
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 1 acre

Additional Information

Intercom

Price and Tax history

DateEventPrice
Oct 18, 2021
Source: N/A
ListingRemoved
Jul 18, 2021
Source: N/A
Listed For Sale
$449,999
Nov 30, 2006
Source: N/A
Sold
$279,000

Market trends in Jackson

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
20
1MoM
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Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Jackson

At least 3 Trulia users voted on each feature.

  • 100 % Say parking is easy

  • 83 % Say car is needed

  • 83 % Say they plan to stay for at least 5 years

  • 83 % Say it's quiet

  • 80 % Say yards are well-kept

  • 75 % Say kids play outside

  • 75 % Say people would walk alone at night

  • 71 % Say there's holiday spirit

  • 69 % Say neighbors are friendly

  • 67 % Say it's dog friendly

  • 67 % Say there's wildlife

  • 33 % Say it's walkable to grocery stores

  • 20 % Say streets are well-lit

  • 14 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 10 Chestnut Dr

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Off Market Homes Near 10 Chestnut Dr

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Frequently asked questions about 10 Chestnut Dr

  • What is 10 Chestnut Dr estimated to be worth?
    Trulia's estimated value for 10 Chestnut Dr in Jackson, KY is $450,100.
  • What is the price history for 10 Chestnut Dr?
    10 Chestnut Dr in Jackson, KY last sold for $279,000 in November 2006.
  • Is Jackson a buyer's or seller's market?
    Jackson is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 10 Chestnut Dr?
    The closest schools to 10 Chestnut Dr in Jackson, KY are Breathitt County High School (Middle, rated 4/10), Breathitt Elementary (Pre-K).
  • Does 10 Chestnut Dr have air conditioning?
    Yes, 10 Chestnut Dr in Jackson, KY has air conditioning.
  • Does 10 Chestnut Dr have a pool?
    Yes, 10 Chestnut Dr in Jackson, KY has a pool.