42 Cheddleton Dr, Jackson, TN 38305
Property image
Property image
OFF MARKET

$553,800

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 3,471 sqft (on 0.44 acres)

42 Cheddleton Dr, Jackson, TN 38305

Est. Refi. Payment $3,260/mo*
Refinance Your Home
Currently Off Market - Sold Nov 17, 2025 for $345,000

Home Value

Trulia Estimate
$554K
Since last month
$0 (0%)
Since last year
Decreased$3K (-0.5%)
Since last sale
Increased$208K (+60.3%)
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 +63% in the last 10 years
MonthEstimated value
2026
September 2026$553K
August 2026$553K
July 2026$556K
June 2026$558K
May 2026$548K
April 2026$547K
March 2026$556K
February 2026$558K
January 2026$560K
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
34 Cheddleton Dr, Jackson, TN
0.02
Single-Family Home
$640,900
07/31/26
4
4
3,293
32 Hollinsworth Cv, Jackson, TN
0.30
Single-Family Home
$661,500
02/20/26
6
4.5
4,146
84 Nottingham Dr, Jackson, TN
0.42
Single-Family Home
$492,500
08/28/26
4
3
3,662
189 Wyndchase Dr, Jackson, TN
0.51
Single-Family Home
$530,000
12/10/25
4
3.5
3,830
185 Greendale Dr, Jackson, TN
0.53
Single-Family Home
$615,000
08/10/26
4
3.5
3,551
198 Greendale Dr, Jackson, TN
0.48
Single-Family Home
$480,000
10/03/25
4
3.5
3,717
23 Westhaven Pl, Jackson, TN
0.53
Single-Family Home
$487,000
09/04/26
4
2.5
2,710
63 Westcott Cv, Jackson, TN
0.60
Single-Family Home
$579,000
11/17/25
5
3
3,062

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
41 Lancaster Cv, Jackson, TN 38305
0.04
$541,500
4
4
3,048
Off Market
49 Cheddleton Dr, Jackson, TN 38305
0.02
$552,900
4
3.5
3,218
Off Market
34 Cheddleton Dr, Jackson, TN 38305
0.02
$640,900
4
4
3,293
Recently Sold
58 Cheddleton Dr, Jackson, TN 38305
0.04
$638,000
4
3.5
3,490
Off Market
42 Lancaster Cv, Jackson, TN 38305
0.08
$499,200
4
3
3,022
Off Market
58 Lancaster Cv, Jackson, TN 38305
0.08
$549,300
4
3
3,265
Off Market
63 Cheddleton Dr, Jackson, TN 38305
0.05
$573,100
4
3
3,307
Off Market
57 Cheddleton Dr, Jackson, TN 38305
0.07
$523,300
4
3.5
3,058
Off Market
25 Cheddleton Dr, Jackson, TN 38305
0.06
$569,600
5
4
3,218
Off Market
72 Lancaster Cv, Jackson, TN 38305
0.12
$574,800
4
3
3,356
Off Market
75 Pemberton Cv, Jackson, TN 38305
0.15
$605,600
5
3
4,329
Off Market

Local Information

  • Map ViewExplore the area around 42 Cheddleton Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2016
0.44 acre lot
3,471 sqft
$160/sqft
3 Car Garage
HOA $8/mo

About this House

Step into timeless elegance with this gorgeous French Country brick home in the highly desirable Wyndchase community. Offering 5 full bedrooms & 3.5 baths, this spacious residence includes two full bedroom suites on the main level—perfect for multi-generational living or guests. Enjoy a dedicated office, a large family room with a cozy gas-log fireplace, and an open-concept layout connecting to the formal dining room & beautifully appointed kitchen. The kitchen features abundant cabinetry, granite countertops, a large island with prep sink, gas range, separate wall oven, built-in microwave, and a generous walk-in pantry—ideal for any home chef. The luxurious primary suite includes a double vanity, a custom 7' spa-style tile shower, a relaxing soaker tub, and a walk-in closet. Step outside to a 20' covered patio overlooking the large fenced backyard—perfect for entertaining or quiet evenings at home. Additional features include a 3-car garage, a walk-in attic for exceptional storage, and a tankless water heater for efficiency. Located just minutes from top private schools, shopping, dining, & entertainment, this home blends elegance, comfort, & convenience in one perfect package. Schedule your private tour today! Alan Castleman 731-414-5862.
42 Cheddleton Dr, Jackson, TN 38305 is a 5 bedroom, 4 bathroom, 3,471 sqft single-family home built in 2016. It last sold for $345,000 on Nov 17, 2025 (39% below the $564,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $553,800, with a rent estimate of $3,165/month.
Last check for updates: about 5 hours ago
Listed by Alan Sharp Castleman
Hickman Realty Group Inc.-Jack
Bought with: Eliza Edwards, Blue Suede Realty
Source: CWTAR, MLS#2501938

Home Details for 42 Cheddleton Dr

Interior Features

Interior Details
Number of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Breakfast Nook, Dining Room, Family Room, Foyer, Kitchen, Laundry, Office
Beds & Baths
Number of Bedrooms: 5Main Level Bedrooms: 2Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 3
Dimensions and Layout
Living Area: 3471 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Available, Fiber Optic Available, Natural Gas Connected, Phone Available, Sewer Connected, Water Connected, Underground UtilitiesAppliances: Built-In Electric Oven, Disposal, Gas Range, Microwave, Stainless Steel Appliance(s), Tankless Water HeaterDisposalLaundry: Electric Dryer Hookup,Laundry Room,Washer HookupMicrowave
Heating & Cooling
Heating: Central,Forced Air,Natural GasHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,Electric,Multi UnitsHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family Room, Gas LogHas a Fireplace
Gas & Electric
Electric: 200+ Amp Service, 220 Volts in Kitchen, 220 Volts in Laundry, Circuit Breakers, Underground
Windows, Doors, Floors & Walls
Window: Double Pane Windows, Low Emissivity Windows, Vinyl FramesFlooring: Carpet, Ceramic Tile, Engineered Hardwood
Levels, Entrance, & Accessibility
Number of Stories: 1Levels: One and One HalfFloors: Carpet, Ceramic Tile, Engineered Hardwood
View
No View
Security
Security: Carbon Monoxide Detector(s), Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, PatioFencing: Back Yard, Fenced, WoodExterior: Rain GuttersFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Has a GarageHas an Attached GarageParking Spaces: 3Parking: Driveway,Garage,Garage Door Opener
Frontage
Road Frontage: City StreetResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 2016
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Brick, Vinyl Siding, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 032F D 005.00

Price & Status

Price
List Price: $564,900
Status Change & Dates
Off Market Date: Mon May 05 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: Closed

Location

Direction & Address
City: JacksonCommunity: Wyndchase
School Information
Elementary School District: Jackson Madison Consolidated District

HOA

HOA Fee Includes: Maintenance GroundsHas an HOAHOA Fee: $100/Annually

Lot Information

Lot Area: 0.44 acres

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

Mls Number: 2501938

Price and Tax history

DateEventPrice
Nov 17, 2025
Source: N/A
Sold
$345,000
Jun 27, 2025
Source: CWTAR #2501938
Sold
$560,000
May 5, 2025
Source: CWTAR #2501938
Pending
$564,900
May 2, 2025
Source: CWTAR #2501938
Listed For Sale
$564,900
Sep 2, 2016
Source: N/A
Sold
$339,900

Market trends in Jackson

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$245K
$117MoM
Sale-to-List Price
98.4%
0.3%MoM
Price per sq ft
$137
$1MoM
Available listings
403
3MoM

Around this home

What Locals Say about Jackson

At least 428 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 82 % Say yards are well-kept

  • 81 % Say parking is easy

  • 69 % Say there's holiday spirit

  • 68 % Say it's dog friendly

  • 62 % Say kids play outside

  • 60 % Say it's quiet

  • 51 % Say neighbors are friendly

  • 47 % Say people would walk alone at night

  • 46 % Say they plan to stay for at least 5 years

  • 46 % Say streets are well-lit

  • 41 % Say there's wildlife

  • 32 % Say there are sidewalks

  • 28 % Say it's walkable to grocery stores

  • 24 % Say there are community events

  • 24 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Brenda Cole-Sheffield
    "Keep the yards clean and dogs not running around "
    0
    Flag
  • Brenda Cole-Sheffield
    "No area for dogs to walk really "
    0
    Flag
  • Brenda Cole-Sheffield
    "It’s no sidewalk on my street to walk a dog but it’s a park near for the dogs to run and play. Street too busy for a dog to play "
    0
    Flag
  • Sarah L Gowdy
    "It’s convenient. Shopping close by. There is several different restaurants to choose from. The neighborhood is quiet."
    0
    Flag
  • Shaska S.
    "It’s a great neighborhood with friendly neighbors,I’ve had no problem with anyone! The apartments are so nice from the paint job ~to the beautiful floors,Brand new Shiny Appliances as well… Really enjoyable and peaceful environment 💛"
    0
    Flag
  • Kristagrace
    "I’ve lived here for three years and love the area and the neighbors. It is close to shopping, a Kroger grocery store, a Walgreens and a gas station. It is also close access to the interstate. "
    12
    Flag
  • Buddie P
    "Jackson City Beautiful award winner 2023. Love the neighborhood. Well kept lawns. Great walking area. Near Park."
    3
    Flag
  • Ariel Flores
    "Feel free and good safe and I love this place so much and a like the weather is beautiful and perfect for my kids "
    0
    Flag
  • Megan Masga
    "Food trucks events and ymca, parks are huge. Nothing too much to do around here. City is developing rapidly"
    1
    Flag
  • Tonya Chatman
    "Dogs need to be kept on a leash and kept in a fenced backyard. People should pickup after their dogs Z"
    3
    Flag
  • Ohoward789
    "The cleanliness. I like peace of mind that I have knowing I can walk around. I really like Jackson. It is a nice place to live. Everything is nearby. The attractions are in close proximity of my home."
    20
    Flag
  • Sam
    "Quiet, mostly retired people with most people keeping up their homes and maintaining their lawns. Convenient to Lowe’s and WalMart and many fast food restaurants. Not many opportunities for fine dining but there are two locations within 3 miles that are lower than fine dining but not chain restaurants. "
    2
    Flag
  • Lrlytle
    "Fabulous neighbors and neighborhood, in general, until flippers and slum lords started buying properties in the area, Now, the neighborhood is not nearly as safe or serene as it once was. They are slowly destroying it for everyone. "
    8
    Flag
  • Lrlytle
    "Good neighbors who watch out for pets and keep an eye out for neighborhood pets, as well as children."
    0
    Flag
  • Larendamitchell
    "They like everything so there dogs can run and play. There’s always other dogs there too. Everyone seems friendly. Great place."
    8
    Flag
  • Joy C.
    "Restaurants specific for this area, farmers market, fitness gym, amphitheater, and nice size dog park. "
    2
    Flag
  • Syd m
    "North Jackson is better than South Jackson get to the best schools Sacred Heart is one of a great school here off of McClellan"
    0
    Flag
  • LT
    "This is a very quiet neighborhood and I enjoy it very much. I have lived here 3 years and plan to stay for a while. "
    0
    Flag
  • Marebare11856
    "A good neighborhood but there are woods behind that some use for 4 wheelers and target practice. This is the worst of it though."
    0
    Flag
  • Buckster
    "I’ve lived in this neighborhood for 10 years now, and we love it. Very close knit community and friendly neighbors. It’s a small town feel for a bigger community. "
    0
    Flag
  • Feliciapharmer
    "I've lived in Jackson my whole life. I live in South Jackson and prefer it more than North Jackson. Out south does need more apartment complexes and entertainment places like movies and bowling. "
    0
    Flag
  • Tlewis38301
    "Wright’s Mill is a great place to live if you have a family. It’s close to everything that’s fun to do and to eat. "
    0
    Flag
  • Keturah R.
    "It is a very nice place to live you would love it if you was to live here the landlord is sweet to deal with as long as you follow the rules "
    7
    Flag
  • Kate
    "Traffic is not good. The bypass construction sucks. I don’t work in Jackson but the commute in the mornings is rough if you hit rush hour. The bypass construction has caused a lot of different problems. Perhaps when they get it done it’ll be better. "
    5
    Flag
  • Marebare11856
    "We are one of the few neighborhoods that still has trick or treating door to door. There is a park within walking distance that has softball fields, tennis courts and a walking track."
    0
    Flag
  • Alexu
    "Very quiet! Tons of local stuff to do if you are looking for it. Great place to raise kids Very pet friendly"
    0
    Flag
  • Marebare11856
    "The road has a large curve and no sidewalks so the dog must be on a leash. The neighborhood is very dog and cat friendly. "
    0
    Flag
  • Whitney H.
    "Dog walking and holiday yard decor. Convenience store and gym are walking distance. Little traffic. Wooded areas full of deer"
    1
    Flag
  • Loganb4403
    "Pretty average, right next to Jackson General Hospital it’s a generally nice area, most people are gonna respect you in my area, no riff raff"
    0
    Flag
  • Hollie B.
    "Great places to love. Lovely people. Need more lights. Need more than movies and staking for the kids to do in this town "
    6
    Flag
  • Eynbiee75
    "just becare and pay attention to your surroundings. you can never be too safe. I like it but I also cant wait to move. I'm not comfortable."
    5
    Flag
  • Pelvise R.
    "I can easily get to work...few school zones but otherwise nice. I normally take a back route to avoid traffic on oilwell rd wnd pleasant plains"
    0
    Flag
  • Jessica C.
    "Rarely see strays. Low risk of running into other animals that may be agressive. Wide streets with enough room to walk on a leash."
    1
    Flag

LGBTQ Local Legal Protections

Some or all of the listings displayed may not belong to the firm whose website is being visited. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 42 Cheddleton Dr

  • What is 42 Cheddleton Dr estimated to be worth?
    Trulia's estimated value for 42 Cheddleton Dr in Jackson, TN is $553,800.
  • What is the price history for 42 Cheddleton Dr?
    42 Cheddleton Dr in Jackson, TN last sold for $345,000 in November 2025.
  • Is Jackson a buyer's or seller's market?
    Jackson is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Jackson?
    The median sale price in Jackson is $245K. That is down $117 from the prior month.
  • Does 42 Cheddleton Dr have air conditioning?
    Yes, 42 Cheddleton Dr in Jackson, TN has air conditioning.
  • Does 42 Cheddleton Dr have laundry facilities?
    Yes, 42 Cheddleton Dr in Jackson, TN has laundry facilities.

Explore by feature - Pet Friendly

69 pet-friendly rentals in Jackson, TN

Explore by feature - Garage

43 rentals with a garage in Jackson, TN

Explore by feature - Air Conditioning

110 rentals with air conditioning in Jackson, TN

Explore by feature - Pool

25 rentals with a pool in Jackson, TN

Explore by feature - Washer/dryer

96 rentals with a washer/dryer in Jackson, TN

Explore by feature - Outdoor Space

21 rentals with an outdoor space in Jackson, TN

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 42 Cheddleton Dr

Skip to last item
Skip to first item

Homes for sale near 42 Cheddleton Dr

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item