396 Chestnut Ln, Jackson, MO 63755
Property image
Property image
OFF MARKET

$413,300

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 3,157 sqft (on 5.16 acres)

396 Chestnut Ln, Jackson, MO 63755

Est. Refi. Payment $2,421/mo*
Refinance Your Home

Home Value

Trulia Estimate
$413K
Since last month
Decreased$8K (-1.9%)
Since last year
Increased$16K (+4.1%)
Since last sale
Increased$195K (+90%)
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 +89% in the last 10 years
MonthEstimated value
2026
August 2026$412K
July 2026$420K
June 2026$417K
May 2026$408K
April 2026$404K
March 2026$400K
February 2026$382K
January 2026$382K
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
2496 Prairie View Trl, Jackson, MO
0.29
Single-Family Home
-
03/26/26
4
3
3,250
2379 Terrace Park Pl, Jackson, MO
0.28
Single-Family Home
-
06/12/26
5
3
2,933
307 Francis Dr, Jackson, MO
0.44
Single-Family Home
-
02/27/26
4
3
2,111
1420 Brookview St, Jackson, MO
0.38
Single-Family Home
-
11/10/25
3
3.5
2,721
3072 Prairie View Trl, Jackson, MO
0.58
Single-Family Home
-
06/29/26
5
3
3,392
794 W Deerwood Dr, Jackson, MO
0.37
Single-Family Home
-
01/09/26
3
2.5
1,700
778 W Deerwood Dr, Jackson, MO
0.37
Single-Family Home
-
07/14/26
3
2
1,670
1386 Lilac Ln, Jackson, MO
0.70
Single-Family Home
-
12/10/25
4
3
3,002
710 N High St, Jackson, MO
0.69
Single-Family Home
-
07/24/26
5
3
2,803
617 Francis Dr, Jackson, MO
0.62
Single-Family Home
-
08/07/26
3
2.5
1,999

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
5 Terrace Dr, Jackson, MO 63755
0.21
-
-
-
-
Off Market
450 Harmony Ln, Jackson, MO 63755
0.27
$403,200
3
2.5
1,835
Off Market
2379 Terrace Park Pl, Jackson, MO 63755
0.28
-
5
3
2,933
Recently Sold
2496 Prairie View Trl, Jackson, MO 63755
0.29
-
4
3
3,250
Recently Sold
2407 English Ivy Ln, Jackson, MO 63755
0.29
$429,500
4
3
2,912
Off Market
14 Pleasant View Dr, Jackson, MO 63755
0.29
-
-
-
-
Off Market
2588 Prairie View Trl, Jackson, MO 63755
0.33
$370,600
4
4
2,894
Off Market
1584 Indian Pkwy, Jackson, MO 63755
0.31
$309,300
3
3
2,528
Off Market
2566 Prairie View Trl, Jackson, MO 63755
0.34
$479,900
5
3
3,118
For Sale
794 W Deerwood Dr, Jackson, MO 63755
0.37
-
3
2.5
1,700
Recently Sold
2438 Terrace Park Pl, Jackson, MO 63755
0.36
$424,900
4
3
2,829
For Sale
778 W Deerwood Dr, Jackson, MO 63755
0.37
-
3
2
1,670
Recently Sold

Local Information

  • Map ViewExplore the area around 396 Chestnut Ln.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1968
Lot Size
5.16 acres
Living Area
3,157 sqft
Price/Sqft
$131

About this House

This single-family home is located at 396 Chestnut Ln, Jackson, MO. 396 Chestnut Ln is in Jackson, MO and in ZIP code 63755. This property has 4 bedrooms, 3 bathrooms and approximately 3,157 sqft of floor space. This property has a lot size of 5.00 acres and was built in 1968.
396 Chestnut Ln, Jackson, MO 63755 is a 4 bedroom, 3 bathroom, 3,157 sqft single-family home built in 1968. It last sold for $217,000 on Sep 14, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $413,300, with a rent estimate of $2,598/month.

Home Details for 396 Chestnut Ln

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 8
Appliances & Utilities
Disposal
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: BrickPatio
Parking & Garage
Parking: Carport

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 5.16 acres

Price and Tax history

DateEventPrice
Sep 14, 2016
Source: MARIS #84657
Sold
--
Jul 21, 2016
Source: Agent Provided
Pending
$235,900
Jun 1, 2016
Source: Agent Provided
PriceChange
$235,900
Price decreased by 5%
May 17, 2016
Source: Agent Provided
Listed For Sale
$247,900

Market trends in Jackson

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$273K
$5.5KMoM
Sale-to-List Price
100.0%
0.4%MoM
Price per sq ft
$147
$2MoM
Available listings
103
12MoM

Around this home

What Locals Say about Jackson

At least 105 Trulia users voted on each feature.

  • 94 % Say parking is easy

  • 91 % Say car is needed

  • 86 % Say it's dog friendly

  • 85 % Say yards are well-kept

  • 82 % Say kids play outside

  • 79 % Say there's holiday spirit

  • 76 % Say people would walk alone at night

  • 65 % Say it's quiet

  • 60 % Say neighbors are friendly

  • 57 % Say streets are well-lit

  • 49 % Say they plan to stay for at least 5 years

  • 47 % Say there are sidewalks

  • 46 % Say there's wildlife

  • 23 % Say it's walkable to grocery stores

  • 23 % Say there are community events

  • 20 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Nurselady8
    "Not bad I actually live in Columbia now and always felt safe when I lived in Jackson would never live in Cape at least it wouldn’t be my first Choice. Love Jackson. Beautiful parks close to shopping without actually having to go into Cape very far. Lives in Jackson for 10 years then moved to Columbia "
    0
    Flag
  • DGossett
    "The district hosts many events throughout the year including concerts, farmers markets, homecomers, and Oktoberfest to name a few."
    1
    Flag
  • Kaitlyn S.
    "Good school district, good parks, clean and friendly people. A nice small town with everything in a relatively close location. "
    1
    Flag
  • Drake G. .
    "There are community events that help the more less fortunate in our town along with events where everyone used to get together and read/trade books, set up rides for the town and concession stands, and get together to just celebrate each other as a whole"
    0
    Flag
  • Brian H.
    "Plenty of grass for dogs to play in, but sometimes dogs can be easily distracted by neighbors or other animals "
    0
    Flag
  • Edasher06
    "Yearly neighborhood garage sale in April, lot of dog walking. Very quiet. Most kids are older, high school to college, but there are a handful of younger as well. very close to elementary school without traffic. when the wind is right you can hear them on the playground. "
    0
    Flag
  • Drake G. .
    "A big get together in the middle of town where kids get to read/exchange books and have a speaker read to them"
    0
    Flag
  • David G.
    "Annwood Estates is a wonderful place to live, neighbors are all great people. We have lived in Jackson for 6 years and would highly recommend this town for a family moving. "
    0
    Flag
  • Drake G. .
    "They would like the fenced in backyards and along with the low traffic and quite area. I think that they would also enjoy the acceptance of others."
    0
    Flag
  • Drake G
    "The schools are decent but I wouldn’t recommend enrolling your child there. Most teachers and counselors aren’t reliable "
    1
    Flag
  • Krysten E.
    "have lived here my whole life. It is a very nice to raise a family. The schools here are great! nice community "
    0
    Flag
  • Ted J.
    "I work from home, so not much of a commute. I do have an office in Cape Girardeau which takes me 23 minutes to get too. Ain’t nobody got time for that!"
    0
    Flag
  • Tbruend
    "I see plenty of people out walking their dogs around the neighborhood and the parks. You're welcome to join the walk too "
    0
    Flag
  • Shawn C.
    "its great for commute to anywhere from here. Interstate is close and you are right in between Memphis and St Louis. it is also near the port authority of Southeast Missouri. "
    0
    Flag
  • Bethcreasy369
    "we dont do anything for any holiday. neighbors dont talk. I dont even know my neighbors name. no one talks to each other unless they already know each other. "
    0
    Flag
  • Beargibson3100
    "nothing beats the parade of entitled parents who won't let their kids ride the bus. traffic is horrendous between 7:30 and 8 am. also people like to race up and down this street. i won't let my 5 year old play outside because of the traffic. "
    0
    Flag
  • Dani M.
    "Great, safe family neighborhood. Jackson has wonderful schools and friendly people. Great town to raise a family in."
    0
    Flag
  • Nancy L.
    "My neighborhood just started a website, I haven't been on just yet but I will soon. They have allot of things for children to do, but it doesn't have anything for singles, or for adults over 55 without children."
    0
    Flag
  • Jake S. K.
    "Lived in Jackson for years, very homey. Everything you need is here, but just a short drive to Cape. Small town outside of the busy “city”. Good schools. The movie type of neighborhoods for the most part."
    0
    Flag
  • Julie S.
    "Busy neighborhood seems to be right on top of each other cars fly up and down the street even though I love for my kid to play outside I do not always feel very safe I do love being able to see the deer in the back yard but It’s very difficult to get to the interstate"
    2
    Flag
  • Angela W.
    "I've lived in this neighborhood for two years. The neighbors are friendly, there are a lot of events, and it is just a few minutes out from any store or restaurant you need or want."
    0
    Flag
  • Kelly A. N.
    "Jackson is the most beautiful city in Missouri. I love the people and the beautiful homes. the schools are hands down the best in the area. "
    1
    Flag
  • Rebeka K. M.
    "I've lived in my neighborhood for 4 months. I like this neighborhood because it is peaceful. the neighbors are kind and respectful. I know that my kids are safe to play outside in this neighborhood."
    1
    Flag
  • Ktabvintage
    "It's very difficult to get in and out of traffic without taking an alternate route during school let out. There are no sidewalks in the subdivision. Somewhat concerned about the Karst with many of the homes having foundation issues."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 396 Chestnut Ln

  • What is 396 Chestnut Ln estimated to be worth?
    Trulia's estimated value for 396 Chestnut Ln in Jackson, MO is $413,300.
  • What is the price history for 396 Chestnut Ln?
    396 Chestnut Ln in Jackson, MO last sold in September 2016.
  • Is Jackson a buyer's or seller's market?
    Jackson is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Jackson?
    The median sale price in Jackson is $273K. That is up $5.5K from the prior month.
  • Does 396 Chestnut Ln have air conditioning?
    Yes, 396 Chestnut Ln in Jackson, MO has air conditioning.
  • How big is the lot at 396 Chestnut Ln?
    The lot at 396 Chestnut Ln in Jackson, MO is about 5 acres.

Explore by feature - Pet Friendly

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Off Market Homes Near 396 Chestnut Ln

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