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

$523,000

Trulia Estimate
as of Sep 21, 2026
  • 4 Beds
  • 3 Baths
  • 3,216 sqft

33 Cheddleton Dr, Jackson, TN 38305

Home Highlights

Single-Family Home
3,216 sqft
$163/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 33 Cheddleton Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Gorgeous home in North Jackson, TN subdivision.
Close to private schools, wonderful neighbors, and quiet neighborhood.
New carpet and freshly painted walls.
-5 bedrooms or 4 bedrooms and one large extra room upstairs for office or playroom
-3 bathrooms
-Master bed/bath has large walk in shower and large soaking tub w/ his and hers large vanities and two walk in closets
- Multiple extra closet spaces throughout home for storage
-3 car garage with air conditioning
- Vaulted ceilings thoughout kitchen, den and foyer which makes the open living area feel quite spacious
-Gas logs in fireplace
-Dining room
-Laudry room includes sink, counter and cabinet space for lots of storage
-Crown molding and tall ceilings throughout
-Large back patio with hot tub
-back yard has scenic view of a horse pasture

Renter is responsible for utilities and terms of lease.
33 Cheddleton Dr, Jackson, TN 38305 is a 4 bedroom, 3 bathroom, 3,216 sqft single-family home. It last sold for $309,900 on Jan 15, 2016 (8,754% above the $3,500 asking price). More recently, it was listed as a rental in November 2025 with an asking price of $2,750 per month. That rental listing was removed on November 23, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $523,000, with a rent estimate of $2,926/month.

Home Details for 33 Cheddleton Dr

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DishwasherMicrowaveRefrigerator
Heating & Cooling
Air ConditioningCooling System: Central Air
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Tile

Exterior Features

Parking & Garage
Parking: Attached, On Site

Comparable Sales for 33 Cheddleton Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
42 Cheddleton Dr, Jackson, TN
0.05
Single-Family Home
$345,000
11/17/25
5
3.5
3,471 sqft
34 Cheddleton Dr, Jackson, TN
0.04
Single-Family Home
$640,900
07/31/26
4
4
3,293 sqft
15 Leisure Ln, Jackson, TN
0.40
Single-Family Home
$309,000
04/30/26
4
3
2,991 sqft
84 Nottingham Dr, Jackson, TN
0.44
Single-Family Home
$492,500
08/28/26
4
3
3,662 sqft
24 Pemberton Cv, Jackson, TN
0.31
Single-Family Home
$590,000
06/12/26
4
4.5
3,180 sqft
190 Greendale Dr, Jackson, TN
0.51
Single-Family Home
$490,000
08/10/26
4
3
3,000 sqft
23 Westhaven Pl, Jackson, TN
0.49
Single-Family Home
$487,000
09/04/26
4
2.5
2,710 sqft
54 Westcott Cv, Jackson, TN
0.53
Single-Family Home
$530,000
02/13/26
4
3
2,749 sqft
198 Greendale Dr, Jackson, TN
0.51
Single-Family Home
$480,000
10/03/25
4
3.5
3,717 sqft
35 Greendale Dr, Jackson, TN
0.76
Single-Family Home
$360,000
06/01/26
4
3
3,175 sqft

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Rental Market Trends in Jackson

Last updated Sep 2026
Trulia Rent Estimate$2,926/mo
Average rent
$1.55K
$50MoM
Available listings
208
View rental market trends in Jackson, TN

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

Price and Tax history

DateEventPrice
Nov 23, 2025
Source: Zillow Rentals
ListingRemoved
$3,500
Nov 20, 2025
Source: Zillow Rentals
PriceChange
$3,500
Price increased by 27%
Nov 17, 2025
Source: Zillow Rentals
Listed For Rent
$2,750
Aug 29, 2025
Source: Zillow Rentals
ListingRemoved
$2,750
Aug 25, 2025
Source: Zillow Rentals
Listed For Rent
$2,750

Frequently asked questions about 33 Cheddleton Dr

  • What is 33 Cheddleton Dr estimated to be worth?
    Trulia's estimated value for 33 Cheddleton Dr in Jackson, TN is $523,000.
  • What is the price history for 33 Cheddleton Dr?
    33 Cheddleton Dr in Jackson, TN last sold for $309,900 in January 2016.
  • 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 33 Cheddleton Dr have air conditioning?
    Yes, 33 Cheddleton Dr in Jackson, TN has air conditioning.
  • Does 33 Cheddleton Dr have parking?
    Yes, 33 Cheddleton Dr in Jackson, TN has on-site parking.

Homes for rent near 33 Cheddleton Dr

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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