31 Chestnut St, Dedham, MA 02026
OFF MARKET

31 Chestnut St
Dedham, MA 02026

Dexter
  • 4 Beds
  • 4 Baths
  • 4,000 sqft (on 0.31 acres)

$1,877,700

Trulia Estimate
as of Jun 19, 2026
Est. Refi. Payment $10,998/mo*
Refinance Your Home

$1,877,700

Trulia Estimate
as of Jun 19, 2026
Est. Refi. Payment $10,998/mo*
Refinance Your Home
4 Beds
4 Baths
4,000 sqft
(on 0.31 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Stunning, updated, classic Greek Revival on a quintessential New England village street. High ceilings, fireplaces, architectural details and perfectly proportioned rooms make for elegant and comfortable living. State of the art eat-in kitchen with granite counters and island and SS appliances opens to a family room with fireplace. A formal dining room and living room with fireplace and book cases flank the front staircase. 2nd floor master suite with dressing room and bath, two additional bedrooms with shared bath and laundry. 3rd floor bedroom suite perfect for guests or au pair. The basement is fully finished and serves as a recreation game area with half bath. Gorgeous perennial garden with blue stone terrace, 2-car barn, loft for storage. The historic village shopping, restaurants, cinema, and library are all within walking distance. Nearby are Wilson Mountain's walking trails, Legacy Place, Westwood Station, commuter rail, and major routes.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 31 Chestnut St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 9
Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPatio

Property Information

Year Built
Year Built: 1835
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.31 acres

Price History for 31 Chestnut St

DatePriceEventSource
01/03/2018$1,000,000Sold
N/A
11/16/2017$1,175,000PendingAgent Provided
08/16/2017$1,175,000Listed For SaleAgent Provided
09/09/2003$975,000Sold
N/A
11/13/1996$485,000Sold
N/A

Market trends in Dedham

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
86
10MoM
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Property Tax and Assessment

Year2025
Tax$19,102
Assessment$1,513,600
Home facts updated by county records

Homeowner tools

Estimated monthly rent$6,764/mo
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Homes for rent near 31 Chestnut St

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Comparable Sales for 31 Chestnut St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
120 Court St, Dedham, MA
0.33
Single-Family Home
$1,310,000
07/16/25
4
3.5
3,100
39 Court St, Dedham, MA
0.20
Single-Family Home
$1,775,000
08/01/25
5
2.5
4,075
46 Church St, Dedham, MA
0.28
Single-Family Home
$1,530,000
04/09/26
5
3.5
3,906
44 Court St, Dedham, MA
0.22
Single-Family Home
$1,900,000
06/01/26
6
3.5
4,470
31 Court St, Dedham, MA
0.20
Single-Family Home
$1,940,000
10/31/25
6
4.5
4,379
167 Court St, Dedham, MA
0.39
Single-Family Home
$1,031,500
01/13/26
4
3
2,241
83 Ames St, Dedham, MA
0.50
Single-Family Home
$992,500
06/30/25
4
2.5
2,381
92 Old River Pl, Dedham, MA
0.31
Single-Family Home
$800,000
04/01/26
4
2
2,572
55 Dwight St, Dedham, MA
0.44
Single-Family Home
$1,065,000
02/13/26
3
2.5
2,986
42 Martin Bates St, Dedham, MA
0.17
Single-Family Home
$770,000
06/11/26
3
1.5
1,770

Nearby homes

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Assigned Schools

These are the assigned schools for 31 Chestnut St.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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)"
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    Flag

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Homes for sale near 31 Chestnut St

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Off Market Homes Near 31 Chestnut St

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31 Chestnut St, Dedham, MA 02026 is a 4 bedroom, 5 bathroom, 4,000 sqft single-family home built in 1835. 31 Chestnut St is located in Dexter, Dedham. This property is not currently available for sale. 31 Chestnut St was last sold on Jan 3, 2018 for $1,000,000. The current Trulia Estimate for 31 Chestnut St is $1,877,700.