366 High St, Dedham, MA 02026
OFF MARKET

366 High St
Dedham, MA 02026

East Dedham
  • 4 Beds
  • 2 Baths
  • 2,669 sqft (on 0.25 acres)

$954,800

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $5,720/mo*
Refinance Your Home

$954,800

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $5,720/mo*
Refinance Your Home
4 Beds
2 Baths
2,669 sqft
(on 0.25 acres)

Home Value

Trulia Estimate
$955K
Since last month
Decreased$9K (-0.9%)
Since last year
Increased$35K (+3.8%)
Since last sale
Increased$640K (+203.1%)
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 +72% in the last 10 years
MonthEstimated value
2026
August 2026$955K
July 2026$964K
June 2026$954K
May 2026$956K
April 2026$946K
March 2026$934K
February 2026$909K
January 2026$939K
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
0.08
Multi-Family Home
$925,000
06/12/26
5
2.5
3,045
83-85 Mount Hope St, Dedham, MA
0.43
Multi-Family Home
$760,000
12/19/25
5
2
2,426
149 Bussey St, Dedham, MA
0.47
Multi-Family Home
$462,000
02/12/26
6
2
2,059
25-27 Belknap St, Dedham, MA
0.49
Multi-Family Home
$830,000
09/22/25
6
3
1,909
374 Whiting Ave, Dedham, MA
0.70
Multi-Family Home
$715,000
07/10/26
4
2
1,773
4 Mount Hope St, Dedham, MA
0.42
Multi-Family Home
$1,050,000
03/18/26
7
4
2,122
109-111 Rockland St, Dedham, MA
0.65
Multi-Family Home
$1,125,000
06/01/26
6
5
3,286
5008 Washington St, West Roxbury, MA
1.41
Multi-Family Home
$1,200,000
07/14/26
6
2
3,128
163 163/165 Highland St, Dedham, MA
1.07
Multi-Family Home
$1,285,000
08/27/25
4
3
3,277
1886-1886 W River St #1888, Hyde Park, MA
1.15
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
14 Linden Pl, Dedham, MA 02026
0.06
$1,128,400
6
2.5
3,156
Off Market
15-17 Linden Pl, Dedham, MA 02026
0.08
-
7
3
4,318
Off Market
28 Linden Pl, Dedham, MA 02026
0.08
$925,000
5
2.5
3,045
Recently Sold
25 Clark St, Dedham, MA 02026
0.08
$841,700
5
2
1,872
Off Market
103 Brookdale Ave, Dedham, MA 02026
0.11
$730,000
3
1.5
1,250
Recently Sold
51 Clark St, Dedham, MA 02026
0.12
$847,700
3
1.5
1,615
Off Market
46 Clark St, Dedham, MA 02026
0.12
$780,300
4
2
1,730
Off Market
55 Mount Vernon St, Dedham, MA 02026
0.11
$867,800
4
2.5
2,076
Off Market
50 Clark St, Dedham, MA 02026
0.13
$899,000
3
2.5
1,757
For Sale
17 Barrows St, Dedham, MA 02026
0.12
$698,400
3
1
1,520
Off Market
56 Clark St, Dedham, MA 02026
0.14
$817,100
3
1.5
1,402
Off Market
427-429 High St, Dedham, MA 02026
0.15
$927,200
6
2
2,382
Off Market

Local Information

  • Map ViewExplore the area around 366 High St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1900
Lot Size
0.25 acres
Living Area
2,669 sqft
Price/Sqft
$358

About this House

366 High St., Dedham
366 High St, Dedham, MA 02026 is a 4 bedroom, 2 bathroom, 2,669 sqft multi-family in East Dedham, built in 1900. It last sold for $315,000 on Dec 4, 2009. More recently, it was listed as a rental in August 2015 with an asking price of $2,800 per month. That rental listing was removed on August 30, 2015. It is currently off market. The Trulia Estimate is $954,800, with a rent estimate of $3,463/month.

Home Details for 366 High St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11
Heating & Cooling
Heating: Forced Air, GasHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Multi FamilyArchitecture: Other

Community

Units in Building: 2

Lot Information

Lot Area: 0.25 acres

Price and Tax history

DateEventPrice
Aug 30, 2015
Source: Agent Provided
ListingRemoved
$2,800
Aug 17, 2015
Source: Agent Provided
Listed For Rent
$2,800
Dec 4, 2009
Source: N/A
Sold
$315,000
Jan 12, 2009
Source: N/A
Sold
$315,000
Jul 31, 2008
Source: Agent Provided
ListingRemoved
$399,900

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

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

What Locals Say about East Dedham

At least 54 Trulia users voted on each feature.

  • 94 % Say parking is easy

  • 89 % Say it's dog friendly

  • 89 % Say car is needed

  • 81 % Say yards are well-kept

  • 77 % Say there are sidewalks

  • 74 % Say there's holiday spirit

  • 71 % Say people would walk alone at night

  • 70 % Say kids play outside

  • 68 % Say streets are well-lit

  • 66 % Say it's walkable to restaurants

  • 64 % Say they plan to stay for at least 5 years

  • 54 % Say it's quiet

  • 53 % Say it's walkable to grocery stores

  • 48 % Say neighbors are friendly

  • 47 % Say there's wildlife

  • 31 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Santy A.
    "People like to walk their dogs in the am."
    1
    Flag
  • Santy A.
    "It's quiet. People are good and never had any problem around the area. We've been living here for awhile and can't complain."
    1
    Flag
  • Mel T.
    "Wish there were dog parks in the area. Most homes have good sized yards."
    0
    Flag
  • Mel T.
    "The neighbors watch out for each other. A lot of residents were born and raised here."
    2
    Flag
  • Mel T.
    "Quite a bit of traffic. You have to cut through a lot of traffic."
    0
    Flag
  • ALEXIS H.
    "Dog are very welcome here and there is a local park for dogs to have fun and run around"
    0
    Flag
  • ALEXIS H.
    "Lots of nearby stores, and you can walk to almost anywhere you would like to!"
    1
    Flag
  • Dan R.
    "It's a great mix of young and old. There are older homes and buildings with new developments."
    1
    Flag
  • Dan R.
    "Depending on time of day, the commute can be easy or very congested."
    0
    Flag
  • ALEXIS H.
    "Pretty close commute by car and bus and everything is pretty close together, so it's not too long of a drive!"
    0
    Flag
  • Dan R.
    "The elementary school is only six years old. Overall, the schools are very good."
    0
    Flag
  • ALEXIS H.
    "It's very quiet and everything is very close, so you can walk around the place. And the houses are very big in some parts."
    0
    Flag
  • Virginia H.
    "It's near the Dedham Square and close to shopping."
    1
    Flag
  • Virginia H.
    "The commute is very easy. I live one mile from my job, so even though I drive mostly, I can walk or bike. I also get to go home for lunch everyday."
    0
    Flag
  • Virginia H.
    "Close to schools. Good playgrounds. Near shopping."
    0
    Flag
  • Stephan r.
    "Neighbors are great, very friendly, everyone takes care of everyone. Never lived in such a great community. Also, at it is a cul de sac, it is safe for our daughter to play outside."
    0
    Flag
  • Sallykgts
    "Live here. It's very accessable to 128 as town has 3 onramps. great area for walking to library, town center. Kids walk to school and there is a public indoor pool for residents ($1. for kids during open swim). Great city, great location."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 366 High St

  • What is 366 High St estimated to be worth?
    Trulia's estimated value for 366 High St in Dedham, MA is $954,800.
  • What is the price history for 366 High St?
    366 High St in Dedham, MA last sold for $315,000 in December 2009.
  • 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

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Off Market Homes Near 366 High St

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