20 Highland St, Dedham, MA 02026
Property image
Property image
OFF MARKET

20 Highland St
Dedham, MA 02026

Dexter
  • 3 Beds
  • 2.5 Baths
  • 2,647 sqft (on 0.28 acres)

$1,160,400

Trulia Estimate
as of Jul 18, 2026
Est. Refi. Payment $6,910/mo*
Refinance Your Home

$1,160,400

Trulia Estimate
as of Jul 18, 2026
Est. Refi. Payment $6,910/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,647 sqft
(on 0.28 acres)

Local Information

  • Map ViewExplore the area around 20 Highland St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Precinct 1 home boasts open floor plan, high ceilings, great for entertaining, private, well landscaped fenced yard with patio and deck. There is an abundance of natural light that illuminates every corner, creating a warm and inviting atmosphere throughout. The well appointed kitchen with ample counter and storage space over looks the spacious family room. The fireplaced dining room is ideal for holiday gatherings. The primary bedroom is generously sized and includes a skylight and a custom designed ensuite bathroom with heated floor. The lower level playroom/office/gym has a fireplace, cedar closets and ample storage. An oversized two car garage is a real bonus. Easy stroll to historic Dedham Square with numerous shops and restaurants. Excellent access to major highways and commuter rail.
20 Highland St, Dedham, MA 02026 is a 3 bedroom, 3 bathroom, 2,647 sqft single-family home in Dexter, built in 1951. It last sold for the $1,025,000 asking price on Dec 15, 2023. It is currently off market. The Trulia Estimate is $1,160,400, with a rent estimate of $5,614/month.

Home Highlights

Parking
2 Car Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 20 Highland St

Interior Features

Interior Details
Basement: Full,Finished,Interior Entry,Garage Access,ConcreteNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2647 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric Dryer, Washer Hookup, Icemaker ConnectionAppliances: Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Plumbed For Ice MakerDishwasherDisposalDryerLaundry: Laundry Closet,In Basement,Electric Dryer Hookup,Washer HookupRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Natural Gas,Fireplace(s)Has CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Dining RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: Insulated WindowsFlooring: Hardwood, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Levels: Multi/SplitAccessibility: NoFloors: Hardwood, Flooring Wall To Wall Carpet
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck - CompositeFencing: FencedExterior: Permeable Paving, Deck - Composite, Rain Gutters, Storage, Professional Landscaping, Fenced Yard, GardenFoundation: Concrete PerimeterGarden
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 5Parking: Attached,Garage Door Opener,Driveway
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1951
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Frame, BrickNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Mirror Above FireplaceParcel Number: 3414, 69420

Price & Status

Price
List Price: $1,025,000
Status Change & Dates
Off Market Date: Sat Nov 04 2023

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: DedhamCommunity: Precinct 1
School Information
Elementary School: RiverdaleJr High / Middle School: DedhamHigh School: Dedham

Building

Building Area
Building Area: 2647 Square Feet

Community

Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, SidewalksNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.28 acres

Offer

Contingencies: Pending P&SListing Terms: Contract

Energy

Energy Efficiency Features: Thermostat

Miscellaneous

BasementMls Number: 73171939

Additional Information

Public TransportationShoppingPoolTennis Court(s)ParkWalk/Jog TrailsMedical FacilityConservation AreaHighway AccessHouse of WorshipPrivate SchoolPublic SchoolT-StationSidewalks
Last check for updates: about 6 hours ago
Listed by Linda Dwinell Logan, (781) 801-6482
Compass, (781) 365-9954
Natalie Marsh, (617) 816-1318
Bought with: Linda Dwinell Logan, (781) 801-6482, Compass, (781) 365-9954
Source: MLS PIN, MLS#73171939

Price History for 20 Highland St

DatePriceEventSource
12/15/2023$1,020,000Sold
MLS PIN #73171939
10/22/2023$1,025,000ContingentMLS PIN #73171939
10/19/2023$1,025,000Listed For SaleMLS PIN #73171939
01/21/2005$565,000Sold
N/A
04/30/1997$250,000Sold
N/A
05/28/1993$200,000Sold
N/A

Market trends in Dedham

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
81
5MoM
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Property Tax and Assessment

Year2025
Tax$11,716
Assessment$928,400
Home facts updated by county records

Comparable Sales for 20 Highland St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
21 Marsh St, Dedham, MA
0.09
Single-Family Home
$1,350,000
08/18/25
3
2.5
1,952
167 Court St, Dedham, MA
0.16
Single-Family Home
$1,031,500
01/13/26
4
3
2,241
35 Highland St, Dedham, MA
0.04
Single-Family Home
$1,025,000
11/13/25
3
1.5
1,671
55 Dwight St, Dedham, MA
0.21
Single-Family Home
$1,065,000
02/13/26
3
2.5
2,986
42 Martin Bates St, Dedham, MA
0.12
Single-Family Home
$770,000
06/11/26
3
1.5
1,770
92 Old River Pl, Dedham, MA
0.29
Single-Family Home
$800,000
04/01/26
4
2
2,572
21 Church St, Dedham, MA
0.22
Single-Family Home
$1,270,000
06/12/26
4
2.5
2,702
39 Court St, Dedham, MA
0.14
Single-Family Home
$1,775,000
08/01/25
5
2.5
4,075
1040 High St, Dedham, MA
0.69
Single-Family Home
$910,000
01/29/26
3
3
2,462
46 Church St, Dedham, MA
0.16
Single-Family Home
$1,530,000
04/09/26
5
3.5
3,906

Nearby homes

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Assigned Schools

These are the assigned schools for 20 Highland 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
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  • 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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Apartments for Rent

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Explore by feature - Pet Friendly

11 pet-friendly rentals in Dedham, MA

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6 rentals with a garage in Dedham, MA

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Explore by feature - Outdoor Space

Homes for sale near 20 Highland St

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Off Market Homes Near 20 Highland St

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The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.