81 Chestnut St, Dedham, MA 02026
Property image
Property image
OFF MARKET

$1,420,400

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,010 sqft (on 0.30 acres)

81 Chestnut St, Dedham, MA 02026

Dexter
Est. Refi. Payment $8,487/mo*
Refinance Your Home
Currently Off Market - Sold Aug 31, 2011 for $680,000

Home Value

Trulia Estimate
$1.42M
Since last month
Decreased$31K (-2.1%)
Since last year
Increased$106K (+8%)
Since last sale
Increased$742K (+109.2%)
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 +88% in the last 10 years
MonthEstimated value
2026
August 2026$1.42M
August 2026$1.42M
July 2026$1.45M
June 2026$1.47M
May 2026$1.49M
April 2026$1.45M
March 2026$1.43M
February 2026$1.38M
January 2026$1.34M
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
42 Martin Bates St, Dedham, MA
0.11
Single-Family Home
$770,000
06/11/26
3
1.5
1,770
167 Court St, Dedham, MA
0.32
Single-Family Home
$1,031,500
01/13/26
4
3
2,241
92 Old River Pl, Dedham, MA
0.38
Single-Family Home
$800,000
04/01/26
4
2
2,572
1040 High St, Dedham, MA
0.49
Single-Family Home
$910,000
01/29/26
3
3
2,462
55 Dwight St, Dedham, MA
0.43
Single-Family Home
$1,065,000
02/13/26
3
2.5
2,986
15 Richards St, Dedham, MA
0.35
Single-Family Home
$700,000
08/31/26
3
2
1,768
21 Church St, Dedham, MA
0.35
Single-Family Home
$1,270,000
06/12/26
4
2.5
2,702
35 Highland St, Dedham, MA
0.19
Single-Family Home
$1,025,000
11/13/25
3
1.5
1,671
277 Court St, Dedham, MA
0.51
Single-Family Home
$545,000
08/03/26
3
2
2,454
1032 High St, Dedham, MA
0.48
Single-Family Home
$980,000
11/10/25
3
2.5
1,898

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
111 Village Ave, Dedham, MA 02026
0.09
$1,374,100
3
3
2,059
Off Market
31 Old Farm Rd, Dedham, MA 02026
0.12
$1,300,000
4
2.5
2,028
For Sale
495 Common St, Dedham, MA 02026
0.15
$1,682,800
4
3.5
4,245
Off Market
4 Post Ln, Dedham, MA 02026
0.15
$949,700
5
2.5
2,464
Off Market
989 East St #403, Dedham, MA 02026
0.15
$550,000
2
2
1,240
Recently Sold
35 Shuttleworth Pl, Dedham, MA 02026
0.15
$2,749,999
5
5
6,046
For Sale
42 Martin Bates St, Dedham, MA 02026
0.11
$770,000
3
1.5
1,770
Recently Sold
47 Village Ave #204, Dedham, MA 02026
0.15
$1,076,300
2
2
1,955
Off Market
47 Village Ave #203, Dedham, MA 02026
0.15
$1,075,000
3
2
1,796
Recently Sold
30 Bullard St, Dedham, MA 02026
0.19
$2,133,600
5
2.5
4,527
Off Market
725 High St, Dedham, MA 02026
0.23
$4,265,200
6
4
9,061
Off Market
35 Highland St, Dedham, MA 02026
0.19
$1,025,000
3
1.5
1,671
Recently Sold

Local Information

  • Map ViewExplore the area around 81 Chestnut St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1845
0.3 acre lot
3,010 sqft
$472/sqft
Garage

About this House

NEW LISTING This c.1845 Colonial, on one of the most desirable streets in Precinct 1, offers spacious rooms with architectural details and high ceilings. The first floor includes a welcoming parlor, large living room with fireplace, formal dining room, and comfortable eat-in kitchen that opens to the patio and a home office. Family room plus 4 bedrooms and 3 full baths upstairs. 2-car garage and fenced yard. An easy walk to the historic village center.   Listing and Office by  Hope McDermott,   Hope McDermott Real Estate
81 Chestnut St, Dedham, MA 02026 is a 4 bedroom, 3 bathroom, 3,010 sqft single-family home in Dexter, built in 1845. It last sold for $680,000 on Aug 31, 2011. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,420,400, with a rent estimate of $6,289/month.

Home Details for 81 Chestnut St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 10
Heating & Cooling
Heating: Forced Air, GasHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1845
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.30 acres

Price and Tax history

DateEventPrice
Aug 31, 2011
Source: N/A
Sold
$680,000
Dec 15, 2010
Source: Agent Provided
ListingRemoved
$799,000
Oct 24, 2010
Source: Agent Provided
Listed For Sale
$799,000
Jun 13, 1990
Source: N/A
Sold
$450,000

Market trends in Dedham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$770K
Sale-to-List Price
102.6%
Price per sq ft
$475
Available listings
80
1MoM

Around this home

Neighborhood Overview

Dexter
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Dexter

At least 9 Trulia users voted on each feature.

  • 92 % Say parking is easy

  • 92 % Say it's dog friendly

  • 90 % Say yards are well-kept

  • 88 % Say it's quiet

  • 82 % Say car is needed

  • 71 % Say people would walk alone at night

  • 71 % Say there's wildlife

  • 70 % Say they plan to stay for at least 5 years

  • 67 % Say it's walkable to restaurants

  • 62 % Say there's holiday spirit

  • 55 % Say there are sidewalks

  • 44 % Say there are community events

  • 38 % Say kids play outside

  • 31 % Say neighbors are friendly

  • 30 % Say streets are well-lit

  • 27 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Farmers market. Kayaking on Charles river. Churches. Historic buildings. People know each other. Fun in Dedham square. Shopping, movie theater and restaurants "
    0
    Flag
  • scirokid
    "Positives: Extremely safe neighborhood, super convenient to I95, surrounded by amazing houses in Precinct 1, close-knit community, all houses built by the same developer in the 1950's, alot of kids around. Negatives: Houses all very similar (little architectural diversity), neighborhood is cut off from surrounding neighborhoods (big loop - need car to get places), streets need repairs (but that's all of Dedham)"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 81 Chestnut St

  • What is 81 Chestnut St estimated to be worth?
    Trulia's estimated value for 81 Chestnut St in Dedham, MA is $1,420,400.
  • What is the price history for 81 Chestnut St?
    81 Chestnut St in Dedham, MA last sold for $680,000 in August 2011.
  • Is Dedham a buyer's or seller's market?
    Dedham is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Dedham?
    The median sale price in Dedham is $770K.
  • How big is the lot at 81 Chestnut St?
    The lot at 81 Chestnut St in Dedham, MA is about 0.30 acres (13,068 sq ft).
  • Does 81 Chestnut St have a garage?
    Yes, 81 Chestnut St in Dedham, MA has a garage.

Explore by feature - Pet Friendly

14 pet-friendly rentals in Dedham, MA

Explore by feature - Garage

Explore by feature - Air Conditioning

24 rentals with air conditioning in Dedham, MA

Explore by feature - Washer/dryer

30 rentals with a washer/dryer in Dedham, MA

Apartments for Rent

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Off Market Homes Near 81 Chestnut St

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