165 Highland St, Unit 165

Dedham, MA 02026

$995,000
Price
2
Beds
1,595 Sq. Ft.
$624 / Sq. Ft.
1,595
Sq. Ft.
$624
per Sq. Ft.
a front view of a house with a yard
front view of a house with a yard
a front view of a house with garden
a view of a porch with chairs and a potted plant
a large kitchen with kitchen island a large window a sink and stainless steel appliances
a kitchen with granite countertop a stove a table and chairs in it
a kitchen with stainless steel appliances granite countertop a white stove a sink dishwasher and white cabinets with wooden floor
a view of a kitchen island wooden floor and living room
a view of a hallway with washer and dryer
a kitchen with stainless steel appliances granite countertop a refrigerator a sink and a stove
a view of empty room with wooden floor
a living room with furniture and a window
a living room with furniture and flowers
a dining room with furniture potted plants and wooden floor
a room with a potted plant and a window
a view of a dining room with furniture window and wooden floor
a view of a dining room with furniture and wooden floor
a view of a dining room with furniture and wooden floor
a livingroom with furniture staircase and a living room
a living room with furniture and a large window
a living room with furniture and a potted plant
a living room with furniture and a fireplace
a view of a hallway with a hardwood floor
a bedroom with a bed and a night stand
a bedroom with a bed and a window
a bedroom with a bed and a window
a view of a balcony
a bathroom with a sink toilet and shower
a bathroom with a shower
a view of a patio with table and chairs and potted plants
a view of a patio with chairs and potted plants
a view of a house with backyard and sitting area
a view of backyard with sitting area
a backyard of a house with lots of green space
a view of a garden with plants
a view of backyard with green space
a picture of a bathroom with a shower
a picture of a bench in front of a house
a picture of a floor plan

Description

Recently converted into two condominiums, this historic property offers the convenience of condo living with the feel of a single-family home—perfect for downsizers, a single buyer seeking low-maintenance living, or a couple looking for their first home in desirable Precinct 1. Set on a private, landscaped lot, the home blends historic charm with modern updates and features seven rooms, including two bedrooms and one-and-a-half baths. The renovated kitchen includes marble countertops, stainless steel...Recently converted into two condominiums, this historic property offers the convenience of condo living with the feel of a single-family home—perfect for downsizers, a single buyer seeking low-maintenance living, or a couple looking for their first home in desirable Precinct 1. Set on a private, landscaped lot, the home blends historic charm with modern updates and features seven rooms, including two bedrooms and one-and-a-half baths. The renovated kitchen includes marble countertops, stainless steel appliances, and a commercial-grade range, while a new primary bath and upgraded HVAC system provide year-round comfort. Enjoy a private yard framed by stone walls and lush greenery, offering a rare level of outdoor space and privacy for a condo. The unit also includes exclusive use of a large red barn with two bays—ideal for storage, a workshop, or a potential office or garage.

Property Details for 165 Highland Street, Unit 165

Town
Dedham
Area
MA-Dedham
Style
2/3 Family, Garden
Garage Spaces
0
Parking Spaces
2.00
Parking Spaces Total
2
Unit Placement
Ground
LISTING UPDATED: 12/02/2025 11:34 AM

Property Details for 165 Highland Street, Unit 165

StatusActive
MLS #73447152
Days on Market51
Taxes-
HOA Fees$289 / month
Compass TypeCondo
MLS TypeCondominium/Co-Op / Condo
Year Built1700
CountyNorfolk County

Location

Listing Courtesy of Hope McDermott Real Estate, Whitney Cheever
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Building Information for 165 Highland Street, Unit 165

Building/Complex165 Highland StFloor1Stories2Residences2Pet PolicyAllowedPet Policy Details-Year Built1700

Payment Calculator

$5,206 per month

30 year fixed, 6.28% Interest

Principal and Interest

$4,917

Property Taxes

$0

HOA Dues

$289

The Payment Calculator is for illustrative purposes only.

Property Information for 165 Highland Street, Unit 165

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Walk/Jog Trails, Highway Access, Private School, Public School
  • Living Area: 1595.0
  • SqFt with Basement: No
  • Total Units: 2
  • Type of Condo: Condo
  • Waterfront: No
  • Year Built Details: Approximate
  • Year Converted: 2025
  • Year Built Source: Public Records
Location/School
  • Grade School: Riverdale
  • High School: Dedham
  • Middle School: Dedham
Features
Interior Features
  • Appliances: Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
  • Basement Features: Y
  • Num of Baths: 2.0
  • Num of Full Baths: 1
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 1.50
  • Bathrooms Total Integer: 2
  • FireplaceFeatures: Dining Room, Living Room
  • FireplaceYN: Yes
  • Fireplaces: 2
  • Flooring: Wood, Tile, Hardwood
  • Interior Features: Home Office
  • Interior Features: Security System
  • Laundry Features: In Unit, Gas Dryer Hookup
  • Primary Bath: No
  • SpaYN: No
Exterior Features
  • Construction: Frame
  • Entry Location: Ground
  • Exterior Features: Deck, Deck - Wood, Barn/Stable, Fenced Yard, Garden
  • Exterior Features: Fenced Yard, Barn/Stable, Garden Area, Deck, Deck - Wood
  • Fencing: Security, Fenced
  • Other Structures: Barn/Stable
  • Patio And Porch Features: Deck, Deck - Wood
  • Roof Material: Shingle
  • Structure Type: 2/3 Family
Parking Features
  • Covered Spaces: .00
  • Garage: No
  • Garage Parking: Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Central, Forced Air, Natural Gas
  • Heating: Yes
  • Sewer: Private Sewerage
  • Utility Connections: for Gas Range, for Gas Oven, for Gas Dryer
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 142.79
  • Room Primary Bedroom Length: 10.9
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 13.1
Bedroom 2
  • Bedroom2 Area: 119.341
  • Bedroom2 Length: 9.11
  • Bedroom2 Level: Second
  • Bedroom2 Width: 13.1
Dining Room
  • Dining Room Area: 184.45
  • Dining Room Features: Flooring - Hardwood
  • Dining Room Length: 11.9
  • Dining Room Level: First
  • Dining Room Width: 15.5
Family Room
  • Family Room Area: 149.76
  • Family Room Length: 11.7
  • Family Room Level: First
  • Family Room Width: 12.8
Kitchen
  • Kitchen Area: 402.3
  • Kitchen Length: 13.5
  • Kitchen Level: First
  • Kitchen Width: 29.8
Living Room
  • Room Living Room Area: 168.95
  • Room Living Room Features: Closet,Flooring - Hardwood
  • Room Living Room Length: 10.9
  • Room Living Room Level: First
  • Room Living Room Width: 15.5
Other Room 1
  • Room Office Area: 60.06
  • Room Office Length: 7.7
  • Room Office Width: 7.8
Property Information
Property Info
  • Documents Available: Master Deed, Other (See Remarks)
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Disclosures: Taxes to be addressed upon completion of condo conversion. Please see broker for more information regarding taxes and assesses value. Property is located in Dedham's Historical District.
Tax Information
  • Assessments: $0
  • Book: 0000
  • Tax Year: 2025
  • Zoning: B
Building / Association Information
Living Characteristics
  • Beds Total: 2
  • Total Living Levels: 2
Other Building Characteristics
  • Heat Zones: 1
Complex & Association Information
  • Association Fee Frequency: Monthly
  • Association Fee Includes: Insurance, Maintenance Grounds, Snow Removal
  • Management: No Management
  • Association Security: Security System
  • Adult Community: No
Unit Information
Unit Information
  • Unit Building: 165
  • Unit Floor Level Integer: 1.0

Property History for 165 Highland Street, Unit 165

DateEvent & SourcePriceAppreciation
Nov 13, 2025

Price Change

MLS PIN #73447152

$995,000—
Oct 23, 2025

Listed (Active)

MLS PIN #73447152

$1,100,000—
DateEvent & SourcePrice
11/13/2025

Price Change

MLS PIN #73447152

$995,000
10/23/2025

Listed (Active)

MLS PIN #73447152

$1,100,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 165 Highland Street, Unit 165

This home is within Dedham School District.
Rating
School
Type
Grades
Distance
Riverdale Elementary School
Public - 1 to 5
Dedham Middle School
Public - 6 to 8
Dedham High School
Public - 9 to 12
Ursuline Academy
Private - 7 to 12
Rating
School
Distance
Riverdale Elementary School
Public1 to 5

Dedham Middle School
Public6 to 8

Dedham High School
Public9 to 12

Ursuline Academy
Private7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 165 Highland Street, Unit 165, Dedham, MA 02026

165 Highland Street, Unit 165 is a condo for sale in Dedham, MA 02026. This property was listed for sale on October 23, 2025 by Hope McDermott Real Estate, it's currently listed at $995,000. This listing's school district is Dedham School District. Nearby schools include Riverdale Elementary School, Dedham Middle School and Dedham High School. 165 Highland Street, Unit 165 is a 2-bed, 2-bath, 1,595 sqft condo built in 1700.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Hope McDermott Real Estate, Whitney Cheever

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.