56 Chestnut Dr, Madison, MS 39110
OFF MARKET

$345,000

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 2,340 sqft

56 Chestnut Dr, Madison, MS 39110

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Home Value

Trulia Estimate
$345K
Since last month
Decreased$3K (-0.8%)
Since last year
Decreased$400 (-0.1%)
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 +57% in the last 10 years
MonthEstimated value
2026
August 2026$344K
July 2026$347K
June 2026$350K
May 2026$359K
April 2026$348K
March 2026$328K
February 2026$337K
January 2026$333K
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
60 Chestnut Dr, Madison, MS
0.03
Single-Family Home
-
10/31/25
4
2
2,703
15 Peachtree Ln, Madison, MS
0.18
Single-Family Home
-
12/19/25
4
2.5
2,574
14 Peachtree Ln, Madison, MS
0.19
Single-Family Home
-
11/26/25
4
2.5
2,561
119 Bayberry Ln, Madison, MS
0.47
Single-Family Home
-
12/08/25
3
2
1,834
49 Wintergreen Rd, Madison, MS
0.50
Single-Family Home
-
09/30/25
4
3
2,482
302 Ansley Pl, Madison, MS
0.42
Single-Family Home
-
12/29/25
3
3
1,800
42 Calumet Ct, Madison, MS
0.56
Single-Family Home
-
12/17/25
4
3
2,622
100 Woodbury Park Pl, Madison, MS
0.56
Single-Family Home
-
03/11/26
4
3
2,804
24 Village Dr, Madison, MS
0.76
Single-Family Home
-
06/17/26
4
2
2,477
11 Village Dr, Madison, MS
0.77
Single-Family Home
-
07/23/26
4
2
2,085

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
60 Chestnut Dr, Madison, MS 39110
0.03
-
4
2
2,703
Recently Sold
107 Elm St, Madison, MS 39110
0.07
$303,200
3
2
1,758
Off Market
167 Sumac Dr, Madison, MS 39110
0.11
$352,100
4
2.5
2,291
Off Market
170 Sumac Dr, Madison, MS 39110
0.10
$348,500
3
2
2,350
Off Market
38 Peachtree Ln, Madison, MS 39110
0.13
$327,000
3
2
1,986
Off Market
No Chestnut Hl #22, Madison, MS 39110
0.14
$174,000
-
-
-
For Sale
43 Peachtree Ln, Madison, MS 39110
0.16
$355,200
3
2.5
2,438
Off Market
44 Peachtree Ln, Madison, MS 39110
0.18
$402,400
3
3
2,591
Off Market
15 Peachtree Ln, Madison, MS 39110
0.18
-
4
2.5
2,574
Recently Sold
14 Peachtree Ln, Madison, MS 39110
0.19
-
4
2.5
2,561
Recently Sold
19 Peachtree Ln, Madison, MS 39110
0.19
$337,200
3
2.5
2,680
Off Market
146 Sumac Dr, Madison, MS 39110
0.20
$307,500
3
2
1,808
Off Market

Local Information

  • Map ViewExplore the area around 56 Chestnut Dr.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1987
Living Area
2,340 sqft
Price/Sqft
$147

About this House

Beautiful home in well established, sought after, neighborhood in Madison school district. Quiet location on dead end st. Very family friendly. Green space in back with frequent visits from the local deer population. This home is special from the very front with can lights in front soffets for soft evening lighting, stained and scored concrete entry patio. Large Foyer with custom plaster. Hardwood and Ceramic Tile flooring with neutral carpet in bedrooms.Family Rm ceilings soar to 12 ft and i...
56 Chestnut Dr, Madison, MS 39110 is a 4 bedroom, 2 bathroom, 2,340 sqft single-family home built in 1987. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $345,000, with a rent estimate of $2,783/month.

Home Details for 56 Chestnut Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 8
Heating & Cooling
Cooling System: Central
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: BrickPatio

Property Information

Year Built
Year Built: 1987Year Updated: 1987
Property Type / Style
Property Type: Single Family Home

Price and Tax history

DateEventPrice
Aug 24, 2009
Source: Agent Provided
ListingRemoved
$221,000
Apr 17, 2009
Source: Agent Provided
Listed For Sale
$221,000

Market trends in Madison

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$411K
$11.33KMoM
Sale-to-List Price
98.7%
0.1%MoM
Price per sq ft
$178
$1MoM
Available listings
329
14MoM

Around this home

What Locals Say about Madison

At least 179 Trulia users voted on each feature.

  • 95 % Say car is needed

  • 93 % Say parking is easy

  • 90 % Say it's dog friendly

  • 90 % Say yards are well-kept

  • 88 % Say there's holiday spirit

  • 83 % Say people would walk alone at night

  • 81 % Say kids play outside

  • 81 % Say it's quiet

  • 76 % Say streets are well-lit

  • 69 % Say there are sidewalks

  • 62 % Say neighbors are friendly

  • 59 % Say they plan to stay for at least 5 years

  • 54 % Say there's wildlife

  • 41 % Say there are community events

  • 17 % Say it's walkable to grocery stores

  • 12 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "The stop signs are basically ignored. There are a lot of kids on bikes, scooters, golf carts so pay attention!"
    0
    Flag
  • Trulia User
    "I have lived in my neighborhood for eleven years now. Great walking trails. Fun neighborhood events with live music. Golf cart friendly. Two free neighborhood pools, marina and an equestrian center. A fun bookclub group gathers monthly during the school year. Country club membership available with a golf course. fitness center and dining options. Very safe, active neighborhood."
    0
    Flag
  • Tamira Eagle
    "I just feel that everything is so close and convenient. I work in Madison as well so, I do also feel that it is a very safe and clean place to live. "
    0
    Flag
  • Skolb25
    "New and in a good school district. Well maintained and has a new pool. Lots of kids in the neighborhood."
    0
    Flag
  • Treona Hubbard Landfair
    "Holidays that we have. The kids get to be involved and the different food truck vendors that come around are good. "
    0
    Flag
  • Filesdl1
    "Many perks to our neighborhood. Great neighbors, swimming pools, clubhouse, access to the reservoir "
    0
    Flag
  • Lorrainecoker
    "Family oriented neighborhood with 3 pools , great schools in some areas of the subdivision. Lakes etc"
    0
    Flag
  • Lorrainecoker
    "Many families in the neighborhood, pools, club house, golf club, park. Very family oriented. Close to school, grocery shopping, doctors, health plex. Etc "
    1
    Flag
  • Sean T.
    "Busy, the city constantly keeps growing as well as the outskirts so with the influx of people from the surrounding areas it's just busier than ever before, they have expanded some roads to adjust with traffic."
    14
    Flag
  • Ruthridgway
    "Lots of green space and trails to take dogs out. Waste bags conveniently available. Dogs have to be leashed. "
    3
    Flag
  • Trulia User
    "On the lake. Out of the city limits. Most people in the area, are nice and they keep to themselves. (For the most parts)"
    2
    Flag
  • Ruthridgway
    "30 minutes to downtown Jackson. 20 minutes to hospital where I work in Jackson. Not busy at the times I come and go."
    5
    Flag
  • Marie W.
    "Trick or treating is a big to-do in our neighborhood. Also, food trucks, bounce houses, live music, and other community events at the clubhouse throughout the year. "
    6
    Flag
  • Maryneely M.
    "Great neighborhood. Very family friendly. Lots of children and elderly neighbors. Very quiet and peaceful. "
    3
    Flag
  • Lajones72884
    "October fest is always fun, they have movie in the park which the kids love! Also the lighting of the Christmas tree in the middle of the lake at strawberry patch! It is always a family favorite at well "
    0
    Flag
  • Lajones72884
    "In NorthRidge off Hoy Rd and just 5 miles away from my house with just 6 red lights. Traffic towards interstate can be a little backed up and heavy at times but that is to be expected "
    0
    Flag
  • Victoria.owchar
    "It is safe for their kids and pets and the school district is great! There are many kids that play outside during the day in and around the neighborhood"
    2
    Flag
  • Shereb30
    "Great access to the interstate, and shopping, restaurant’s, and from home to work In Madison only takes about 10 minutes."
    3
    Flag
  • Victoria.owchar
    "Great quiet respectful neighbors, houses are spaced out enough, big back yards, kids playing around the neighborhood, great school system"
    0
    Flag
  • Stevehiltonsr1
    "I’m retired therefore there is no commute for me to travel on. Neighborhood is very friendly and secure. We lookout for each other."
    0
    Flag
  • Victoria.owchar
    "The City of Madison hosts tons of family friendly events throughout the year at the heart of Madison...the red caboose. There are movie nights on the lawn, Halloween trunk or treat, fall festivals and a city Christmas parade to name a few..."
    3
    Flag
  • Kikit27
    "We live in a sweet house with a big back yard. We do not have many neighborhood events. I am not allowed to teach piano in my neighborhood which is unfortunate. I wish they would stop building the community with so many big box businesses. "
    0
    Flag
  • Heather G.
    "We’ve only been here a month, but EVERYONE is friendly! The area is spotless- no litter, well maintained and trim... housing prices aren’t outrageous, and the teachers are awesome at the schools!"
    4
    Flag
  • Katherine S.
    "People frequently let dogs (and children) run free in the street. If your dogs are skittish or afraid it isn't good. "
    0
    Flag
  • Jhcookdesigns
    "Driving is the only option. No public transportation and too spread out to walk most places. I live within a 10 min drive to work."
    0
    Flag
  • Cms197088
    "We have Large lots, privacy and horse property yet easy access to Gluckstadt and Madison. It is a quiet, safe neighborhood. "
    4
    Flag
  • Shawn I.
    "great neighbors, lots of children to play with each other and a great atmosphere in general. we play wuffle ball in the cul de sac "
    2
    Flag
  • Ricarda M.
    "People are seen walking their dogs quite often. If dogs wander off, the neighbors don’t bother them. "
    0
    Flag
  • Foolishbutler.jb
    "Great community kid friendly and peaceful. 5min away from the park and fire department . Been here 3 years with no problems "
    0
    Flag
  • Michael B.
    "It is a warm and friendly community. I enjoy the area tremendously and would not consider anywhere else in the Jackson MS area."
    2
    Flag
  • Betty D.
    "This is a small residential area with only one entrance/exit. There is a nice mix of young and older, married and single, kids of all ages and adults of all professions. We have an excellent public school system. All your needs are probably within a few miles in any direction."
    4
    Flag
  • Richard
    "Great Neighbors. Plenty of trees and very quiet. Love the charm of the established neighborhood. That’s all I can think of at this time"
    0
    Flag
  • Llewellyngray
    "Safe place to live. I would highly recommend this neighborhood to anyone. It’s a great place to raise children. The public schools are great and are the best in the state."
    0
    Flag
  • Llewellyngray
    "Beautiful environment. Very safe and great place to walk a dog. I absolutely love living in Madison."
    0
    Flag
  • Jles w.
    "10 mins. No issues. A little early in AM, but compared to other cities very good. Multiple routes and new roads being built."
    0
    Flag
  • Livia P.
    "The neighborhood is full of kids and families. There are lots of fun parties for kids throughout the year, a playground, and a pool. The schools are the best in the state. "
    1
    Flag
  • Kikit27
    "Cars drive too fast in the neighborhood and we have almost been hit on two occasions. You just have to be careful when walking your dogs."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 56 Chestnut Dr

  • What is 56 Chestnut Dr estimated to be worth?
    Trulia's estimated value for 56 Chestnut Dr in Madison, MS is $345,000.
  • Is Madison a buyer's or seller's market?
    Madison is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Madison?
    The median sale price in Madison is $411K. That is up $11.33K from the prior month.
  • What do residents say about Madison?
    Residents describe Madison, MS as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Madison, MS.
  • Does 56 Chestnut Dr have air conditioning?
    Yes, 56 Chestnut Dr in Madison, MS has air conditioning.

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