39 Highland St, Dedham, MA 02026
OFF MARKET

39 Highland St
Dedham, MA 02026

Dexter
  • 3 Beds
  • 2 Baths
  • 1,485 sqft

$892,200

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $5,349/mo*
Refinance Your Home

$892,200

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $5,349/mo*
Refinance Your Home
3 Beds
2 Baths
1,485 sqft

Home Value

Trulia Estimate
$892K
Since last month
Decreased$9K (-1%)
Since last year
Increased$55K (+6.6%)
Since last sale
Increased$572K (+178.8%)
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 +84% in the last 10 years
MonthEstimated value
2026
August 2026$892K
July 2026$901K
June 2026$918K
May 2026$923K
April 2026$901K
March 2026$895K
February 2026$861K
January 2026$849K
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
0.05
Single-Family Home
$770,000
06/11/26
3
1.5
1,770
35 Highland St, Dedham, MA
0.03
Single-Family Home
$1,025,000
11/13/25
3
1.5
1,671
277 Court St, Dedham, MA
0.41
Single-Family Home
$545,000
08/03/26
3
2
2,454
191 Court St, Dedham, MA
0.23
Single-Family Home
$750,000
06/08/26
3
1.5
1,254
555 Washington St, Dedham, MA
0.25
Single-Family Home
$865,000
07/31/26
5
1.5
2,000
92 Old River Pl, Dedham, MA
0.32
Single-Family Home
$800,000
04/01/26
4
2
2,572
167 Court St, Dedham, MA
0.18
Single-Family Home
$1,031,500
01/13/26
4
3
2,241
55 Dwight St, Dedham, MA
0.28
Single-Family Home
$1,065,000
02/13/26
3
2.5
2,986
55 Maynard Rd, Dedham, MA
0.81
Single-Family Home
$710,000
03/20/26
3
2
1,382
58 Jersey St, Dedham, MA
0.65
Single-Family Home
$690,000
03/19/26
3
1
1,445

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
42 Martin Bates St, Dedham, MA 02026
0.05
$770,000
3
1.5
1,770
Recently Sold
35 Highland St, Dedham, MA 02026
0.03
$1,025,000
3
1.5
1,671
Recently Sold
20 Highland St, Dedham, MA 02026
0.07
$1,149,600
3
2.5
2,647
Off Market
26 Highland St, Dedham, MA 02026
0.09
$2,287,400
5
4.5
4,481
Off Market
135 Court St, Dedham, MA 02026
0.13
$1,762,700
4
2.5
3,561
Off Market
120 Court St, Dedham, MA 02026
0.14
$1,350,400
4
3.5
3,100
Off Market
47 Village Ave #204, Dedham, MA 02026
0.14
$1,088,300
2
2
1,955
Off Market
47 Village Ave #203, Dedham, MA 02026
0.14
$1,075,000
3
2
1,796
Recently Sold
21 Marsh St, Dedham, MA 02026
0.16
$1,368,800
3
2.5
1,952
Off Market
167 Court St, Dedham, MA 02026
0.18
$1,031,500
4
3
2,241
Recently Sold
44 Court St, Dedham, MA 02026
0.15
$1,900,000
6
3.5
4,470
Recently Sold
39 Court St, Dedham, MA 02026
0.16
$1,831,800
5
2.5
4,075
Off Market

Local Information

  • Map ViewExplore the area around 39 Highland St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1840
Living Area
1,485 sqft
Price/Sqft
$601

About this House

Precinct 1 Antique Colonial offers privacy + fantastic location, walk to Dedham Center, newly refinished pine + fir wood floors, updates including new cabinet kitchen with granite countertops, first floor new full bath, updated 2nd floor full bath, first floor family room addition with full basement, 2 bedrooms up and possible first floor bedroom, unique and charming home with many updates! A must see! Short drive to Legacy Place, Route 128, commuter rail to Boston.
39 Highland St, Dedham, MA 02026 is a 3 bedroom, 2 bathroom, 1,485 sqft single-family home in Dexter, built in 1840. It last sold for $320,000 on Dec 23, 2011. It is currently off market. The Trulia Estimate is $892,200, with a rent estimate of $4,078/month.

Home Details for 39 Highland St

Interior Features

Interior Details
BasementNumber of Rooms: 6Types of Rooms: Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Mud Room, Office, Recreation Room, WorkshopCeiling Fan
Heating & Cooling
Heating: Forced Air, Gas, Wood PelletAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleExterior: WoodGardenLawnPatio
Parking & Garage
Parking Spaces: 10Parking: Off Street

Property Information

Year Built
Year Built: 1840Year Updated: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 10302 sqft

Price and Tax history

DateEventPrice
Dec 23, 2011
Source: N/A
Sold
$320,000
Oct 21, 2011
Source: Agent Provided
PriceChange
$365,000
Price decreased by 3%
Sep 9, 2011
Source: Agent Provided
PriceChange
$375,000
Price decreased by 5%
Aug 15, 2011
Source: Agent Provided
Listed For Sale
$395,000
May 29, 2011
Source: Agent Provided
ListingRemoved
$379,900

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

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 39 Highland St

  • What is 39 Highland St estimated to be worth?
    Trulia's estimated value for 39 Highland St in Dedham, MA is $892,200.
  • What is the price history for 39 Highland St?
    39 Highland St in Dedham, MA last sold for $320,000 in December 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.
  • Does 39 Highland St have air conditioning?
    Yes, 39 Highland St in Dedham, MA has air conditioning.
  • Does 39 Highland St have laundry facilities?
    Yes, 39 Highland St in Dedham, MA has in-unit laundry.

Explore by feature - Pet Friendly

17 pet-friendly rentals in Dedham, MA

Explore by feature - Air Conditioning

25 rentals with air conditioning in Dedham, MA

Explore by feature - Washer/dryer

34 rentals with a washer/dryer in Dedham, MA

Apartments for Rent

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Off Market Homes Near 39 Highland St

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