5 Chestnut St, Dedham, MA 02026
OFF MARKET

$1,846,600

Trulia Estimate
  • 5 Beds
  • 5 Baths
  • 4,187 sqft (on 0.59 acres)

5 Chestnut St, Dedham, MA 02026

Dexter
Est. Refi. Payment $11,051/mo*
Refinance Your Home
Currently Off Market - Sold Dec 1, 1998 for $485,000

Home Value

Trulia Estimate
$1.85M
Since last month
Decreased$73K (-3.8%)
Since last year
Increased$113K (+6.5%)
Since last sale
Increased$1M (+280.7%)
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 +78% in the last 10 years
MonthEstimated value
2026
August 2026$1.85M
July 2026$1.92M
June 2026$1.89M
May 2026$1.95M
April 2026$1.87M
March 2026$1.9M
February 2026$1.85M
January 2026$1.82M
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
28 Linden Pl, Dedham, MA
0.82
Multi-Family Home
$925,000
06/12/26
5
2.5
3,045
25-27 Belknap St, Dedham, MA
1.25
Multi-Family Home
$830,000
09/22/25
6
3
1,909
83-85 Mount Hope St, Dedham, MA
1.16
Multi-Family Home
$760,000
12/19/25
5
2
2,426
109-111 Rockland St, Dedham, MA
1.28
Multi-Family Home
$1,125,000
06/01/26
6
5
3,286
4 Mount Hope St, Dedham, MA
1.17
Multi-Family Home
$1,050,000
03/18/26
7
4
2,122
149 Bussey St, Dedham, MA
1.27
Multi-Family Home
$462,000
02/12/26
6
2
2,059
374 Whiting Ave, Dedham, MA
1.54
Multi-Family Home
$715,000
07/10/26
4
2
1,773
146 Spring St, West Roxbury, MA
1.96
Multi-Family Home
$1,370,000
09/08/25
6
3.5
3,972
5008 Washington St, West Roxbury, MA
1.87
Multi-Family Home
$1,200,000
07/14/26
6
2
3,128
1886-1886 W River St #1888, Hyde Park, MA
2.01
Multi-Family Home
$1,130,000
12/30/25
6
5
3,060

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
725 High St, Dedham, MA 02026
0.07
$4,253,000
6
4
9,061
Off Market
495 Common St, Dedham, MA 02026
0.02
$1,690,300
4
3.5
4,245
Off Market
4 Post Ln, Dedham, MA 02026
0.02
-
5
2.5
2,464
Off Market
989 East St #403, Dedham, MA 02026
0.02
$550,000
2
2
1,240
Recently Sold
35 Shuttleworth Pl, Dedham, MA 02026
0.02
$2,749,999
5
5
6,046
For Sale
30 Bullard St, Dedham, MA 02026
0.12
$2,145,200
5
2.5
4,527
Off Market
47 Village Ave #204, Dedham, MA 02026
0.12
$1,083,300
2
2
1,955
Off Market
47 Village Ave #203, Dedham, MA 02026
0.12
$1,075,000
3
2
1,796
Recently Sold
111 Village Ave, Dedham, MA 02026
0.11
$1,382,800
3
3
2,059
Off Market
19 Court St #202, Dedham, MA 02026
0.20
$721,300
2
2
1,560
Off Market
31 Court St, Dedham, MA 02026
0.20
$1,940,000
6
4.5
4,379
Recently Sold
39 Court St, Dedham, MA 02026
0.20
$1,825,900
5
2.5
4,075
Off Market

Local Information

  • Map ViewExplore the area around 5 Chestnut St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1850
Lot Size
0.59 acres
Living Area
4,187 sqft
Price/Sqft
$441
Parking
Garage

About this House

This multi-family home is located at 5 Chestnut St, Dedham, MA. 5 Chestnut St is in the Dexter neighborhood in Dedham, MA and in ZIP code 02026. This property has 5 bedrooms, 5 bathrooms and approximately 4,187 sqft of floor space. This property has a lot size of 0.59 acres and was built in 1850.
5 Chestnut St, Dedham, MA 02026 is a 5 bedroom, 5 bathroom, 4,187 sqft multi-family in Dexter, built in 1850. It last sold for $485,000 on Dec 1, 1998. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,846,600, with a rent estimate of $3,762/month.

Home Details for 5 Chestnut St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 14
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1850
Property Type / Style
Property Type: Multi FamilyArchitecture: Other

Community

Units in Building: 2

Lot Information

Lot Area: 0.59 acres

Price and Tax history

DateEventPrice
Dec 1, 1998
Source: N/A
Sold
$485,000

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 5 Chestnut St

  • What is 5 Chestnut St estimated to be worth?
    Trulia's estimated value for 5 Chestnut St in Dedham, MA is $1,846,600.
  • What is the price history for 5 Chestnut St?
    5 Chestnut St in Dedham, MA last sold for $485,000 in December 1998.
  • 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.

Explore by feature - Pet Friendly

16 pet-friendly rentals in Dedham, MA

Explore by feature - Air Conditioning

24 rentals with air conditioning in Dedham, MA

Explore by feature - Washer/dryer

31 rentals with a washer/dryer in Dedham, MA

Apartments for Rent

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Off Market Homes Near 5 Chestnut St

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