39 Highland St, Dedham, MA 02026
OFF MARKET

39 Highland St
Dedham, MA 02026

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

$914,700

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $5,396/mo*
Refinance Your Home

$914,700

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $5,396/mo*
Refinance Your Home
3 Beds
2 Baths
1,485 sqft

Local Information

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

Description

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.
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
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 39 Highland St

DatePriceEventSource
12/23/2011$320,000Sold
N/A
10/21/2011$365,000PriceChange
Agent Provided
09/09/2011$375,000PriceChange
Agent Provided
08/15/2011$395,000Listed For SaleAgent Provided
05/29/2011$379,900ListingRemovedAgent Provided
04/26/2011$379,900PriceChange
Agent Provided
04/13/2011$395,000Listed For SaleAgent Provided
01/28/1991$169,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$8,968
Assessment$710,600
Home facts updated by county records

Comparable Sales for 39 Highland St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
35 Highland St, Dedham, MA
0.03
Single-Family Home
$1,025,000
11/13/25
3
1.5
1,671
21 Marsh St, Dedham, MA
0.16
Single-Family Home
$1,350,000
08/18/25
3
2.5
1,952
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
85 Whiting Ave, Dedham, MA
0.81
Single-Family Home
$625,000
09/26/25
3
1.5
1,661
306 Highland St, Dedham, MA
0.60
Single-Family Home
$875,000
12/18/25
3
2
1,860
50 Clark St, Dedham, MA
0.72
Single-Family Home
$540,000
09/30/25
3
1.5
1,458

Nearby homes

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Assigned Schools

These are the assigned schools for 39 Highland St.
View nearby schools on GreatSchools
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)"
    0
    Flag

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Homes for sale near 39 Highland St

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Off Market Homes Near 39 Highland St

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Homes for rent near 39 Highland St

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39 Highland St, Dedham, MA 02026 is a 3 bedroom, 2 bathroom, 1,485 sqft single-family home built in 1840. 39 Highland St is located in Dexter, Dedham. This property is not currently available for sale. 39 Highland St was last sold on Dec 23, 2011 for $320,000. The current Trulia Estimate for 39 Highland St is $914,700.