281 Chestnut St, Randolph, MA 02368
OFF MARKET

$804,600

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,050 sqft (on 1.05 acres)

281 Chestnut St, Randolph, MA 02368

Refinance Your Home
Currently Off Market - Sold Oct 25, 2006 for $425,000

Home Value

Trulia Estimate
$805K
Since last month
Decreased$2K (-0.2%)
Since last year
Increased$19K (+2.4%)
Since last sale
Increased$381K (+89.7%)
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 +91% in the last 10 years
MonthEstimated value
2026
August 2026$806K
August 2026$805K
July 2026$808K
June 2026$814K
May 2026$828K
April 2026$809K
March 2026$808K
February 2026$778K
January 2026$771K
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
39 Marion St, Randolph, MA
0.35
Single-Family Home
$510,000
10/24/25
3
2.5
1,848
195 High St, Randolph, MA
0.21
Single-Family Home
$840,000
05/29/26
4
3
3,444
229 Chestnut St, Randolph, MA
0.06
Single-Family Home
$470,000
12/05/25
4
2
2,379
37 Himoor Cir, Randolph, MA
0.32
Single-Family Home
$653,000
06/04/26
4
2.5
2,128
2 Smith Rd, Randolph, MA
0.21
Single-Family Home
$670,000
01/30/26
4
2
2,485
160-160R High St, Randolph, MA
0.23
Single-Family Home
$725,000
09/29/25
4
3
1,600
4 Haddad Ave, Randolph, MA
0.23
Single-Family Home
$625,000
08/31/26
3
2
2,994
29 Decota Dr, Randolph, MA
0.39
Single-Family Home
$650,000
10/31/25
3
2.5
3,172
19 Smith Rd, Randolph, MA
0.33
Single-Family Home
$680,000
05/21/26
3
2
1,750
23 Emily Jeffers Rd, Randolph, MA
0.41
Single-Family Home
$790,000
08/14/26
4
2.5
2,242

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
229 Chestnut St, Randolph, MA 02368
0.06
$470,000
4
2
2,379
Recently Sold
306 Chestnut St, Randolph, MA 02368
0.13
$649,000
3
2
1,989
For Sale
29 Thayer Cir, Randolph, MA 02368
0.18
$569,900
3
1
1,040
For Sale
17 Lewis Dr, Randolph, MA 02368
0.15
$590,000
4
1
1,260
Recently Sold
68 Thayer Cir, Randolph, MA 02368
0.20
$642,700
3
1
1,380
Off Market
165 High St #165, Randolph, MA 02368
0.18
$598,600
3
2.5
1,404
Off Market
21 Lewis Dr, Randolph, MA 02368
0.17
$609,500
3
2
1,080
Off Market
2 Smith Rd, Randolph, MA 02368
0.21
$670,000
4
2
2,485
Recently Sold
38 Christopher Rd, Randolph, MA 02368
0.22
$521,600
3
1.5
1,352
Off Market
87 Emily Jeffers Rd #87, Randolph, MA 02368
0.23
-
3
1.5
1,092
Off Market
195 High St, Randolph, MA 02368
0.21
$840,000
4
3
3,444
Recently Sold
10 Northway Rd, Randolph, MA 02368
0.23
$966,900
3
1
1,122
Off Market

Local Information

  • Map ViewExplore the area around 281 Chestnut St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2002
1.05 acre lot
2,050 sqft
$392/sqft
Garage

About this House

This single-family home is located at 281 Chestnut St, Randolph, MA. 281 Chestnut St is in Randolph, MA and in ZIP code 02368. This property has 3 bedrooms, 3 bathrooms and approximately 2,050 sqft of floor space. This property has a lot size of 1.05 acres and was built in 2002.
281 Chestnut St, Randolph, MA 02368 is a 3 bedroom, 3 bathroom, 2,050 sqft single-family home built in 2002. It last sold for $425,000 on Oct 25, 2006. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $804,600, with a rent estimate of $4,102/month.

Home Details for 281 Chestnut St

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylLawn
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information

Lot Area: 1.05 acres

Price and Tax history

DateEventPrice
Oct 25, 2006
Source: N/A
Sold
$425,000
Jun 2, 2000
Source: N/A
Sold
$660,000

Market trends in Randolph

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$568K
$7.17KMoM
Sale-to-List Price
101.3%
Price per sq ft
$378
$14MoM
Available listings
69
1MoM

Around this home

What Locals Say about Randolph

At least 281 Trulia users voted on each feature.

  • 83 % Say parking is easy

  • 81 % Say car is needed

  • 78 % Say it's dog friendly

  • 74 % Say there are sidewalks

  • 73 % Say yards are well-kept

  • 65 % Say it's quiet

  • 64 % Say there's wildlife

  • 64 % Say there's holiday spirit

  • 60 % Say streets are well-lit

  • 55 % Say people would walk alone at night

  • 54 % Say it's walkable to restaurants

  • 54 % Say they plan to stay for at least 5 years

  • 51 % Say it's walkable to grocery stores

  • 50 % Say kids play outside

  • 49 % Say neighbors are friendly

  • 26 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Jerryjose24
    "The Neighbourhood acquired as safe. That’s why I enjoy bike riding walking and enjoying my 4 x 4 in the neighborhood"
    0
    Flag
  • Taina Geordanie Desir
    "I like this community because I have been living there since five years, and don’t have any complaints about it, everything are perfect."
    0
    Flag
  • Carolgroomes00
    "I lived in this neighborhood for over 40 years. The street is quiet and neighborhood takes care of their property."
    0
    Flag
  • Jerryjose24
    "Randolph is a very family oriented neighborhood. It is multicultural and has a lot of fun and exciting things to do."
    0
    Flag
  • Daniel Groom
    "Non really. Maybe the 4th of July parade but that’s a whole town thing and is usually on the 3rd. Were if we get fireworks…."
    0
    Flag
  • Carla C.
    "Good place to live if your child is small and all you have to worry about is the park and having fun together. The school system in Randolph are horrible. You can google it and see for yourself. I wish I knew that before I took my son out of the charter school In Boston. "
    27
    Flag
  • Zelmia A. H.
    "Lots of the usual. Folks don’t curb their dogs like they should. The dog walk trail is always full of dog poop on the walk. "
    4
    Flag
  • Eprahim W.
    "It is really a nice town, it have great school, the kid are great, it is a safe place to let your kids have fun"
    1
    Flag
  • Mstoail17
    "The diversity of people is the best. I grew up here and I think the experience of knowing so many people and so many cultures is beautiful in this community."
    1
    Flag
  • Hao N.
    "Highschool is so so. Neighborhood is diverse. Good options for dine-outs. Near costco, southshore plaza, BJ, etc"
    2
    Flag
  • Evaristus O.
    "The walking paths and pedestrian. friendly roads are very well done. Dog owners will also find a community around the neighborhood of likeminded pet parents and animal families. "
    4
    Flag
  • Dayo A. S. O.
    "My commute in is not ideal, but I’m grateful that there is a bus option when my car is out of commission. "
    0
    Flag
  • Dayo A. S. O.
    "It’s suburban but close enough to the city. So you can go into town for a night out with friends or a nice date, and come back home to peace and quiet, which I like."
    0
    Flag
  • Ylagam A.
    "My commute is long and aggravating as o drive to Boston everyday. I wish it wasn’t as bad as it is. "
    2
    Flag
  • Marcus B. J.
    "Diversity is a big thing here. There are people of all different cultures, religions, and races here. "
    0
    Flag
  • Hugo C.
    "Theirs a dog park in Randolph.people are always walking dogs around the area. They are always on a leash which makes people feel safe.. "
    2
    Flag
  • Sameena K.
    "My neighbourhood has access to public transit and is very close to most of the major highways in the area. I can be in Boston in a half hour "
    2
    Flag
  • Sameena K.
    "The location is very central and it’s easy to get to every highway. I have an easy commute to the city. "
    2
    Flag
  • Sameena K.
    "There is a dog park in the area and people keep there dogs on leashes. Some people do not pick up after there dogs"
    1
    Flag
  • Iiobey_ms.mickey
    "there are so many dog owners and this community is extremely dog friendly and they are just the cutest and sweetest "
    1
    Flag
  • Marcus B. J.
    "Great neighborhood. Very diverse and an area where you are close to Boston, Quincy, and the MassPike if you’re looking to travel. Traffic is also not bad from here into Boston. "
    1
    Flag
  • Mskeritt
    "Dog owners will love the parks and the neighborhoods and the sidewalks. Friendly neighborhood and quiet. Big yards for your dogs to run around."
    1
    Flag
  • MARK ANTHONY BLAND SR
    "I have lived in this neighborhood for 3 years and the people are friendly, respectful, and everyone looks out for each other like one big happy family ! I love it here and I'd recommend this area to all interested in living within a peaceful community !"
    1
    Flag
  • Luv'nRandolph
    "I have lived in my neighborhood of Randolph near the JFK School for a little over four years absolutely love the quietness in friendliness of my neighbors. The convenience of being so close to Boston and public transportation is a huge cost savings for those who commute to Boston and surrounding towns. I feel I have the best of both worlds living in a warm friendly town of Randolph close enough to this city"
    0
    Flag
  • Lorrie B.
    "Diverse, strong sense of community, multiple opportunities for community involvement, multiple school systems and excellent transportation system. This town is always evolving."
    0
    Flag
  • Maggie
    "There is a really nice dog park and another park with walking trails where people walk their dogs all the time."
    0
    Flag
  • Ylagam A.
    "Not too bad education. Is very diverse. Close to Boston, the town is clean. I feel safe living here. "
    1
    Flag
  • Edlyne D.
    "Dog owners like that almost every other house has a dog and the owners are so nice to you. They love your dog and will even give them snacks"
    0
    Flag
  • Jannini90
    "The neighborhood is very quiet and family friendly. shopping is within walking distance. The neighbors are polite and respectful. We are in the school district which is convenient. The traffic in the town center can be hectic but its bearable."
    0
    Flag
  • Jeanelle S.
    "Randolph is a beautiful community and neighborly. I have lived here over 6 years and I’ve raised 3 children here. The school systems are great. Overall, great town to live in. "
    2
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 281 Chestnut St

  • What is 281 Chestnut St estimated to be worth?
    Trulia's estimated value for 281 Chestnut St in Randolph, MA is $804,600.
  • What is the price history for 281 Chestnut St?
    281 Chestnut St in Randolph, MA last sold for $425,000 in October 2006.
  • Is Randolph a buyer's or seller's market?
    Randolph is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Randolph?
    The median sale price in Randolph is $568K. That is up $7.17K from the prior month.
  • Does 281 Chestnut St have air conditioning?
    Yes, 281 Chestnut St in Randolph, MA has air conditioning.
  • How big is the lot at 281 Chestnut St?
    The lot at 281 Chestnut St in Randolph, MA is about 1.1 acres.

Explore by feature - Pet Friendly

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