$995,000
$105K PRICE DROP

165 Highland St Unit 165 Dedham, MA 02026

Dexter Neighborhood

Estimated payment $6,502/month

Total Views 5,028
2 Beds
1.5 Baths
1,595 Sq Ft
$624 Price per Sq Ft

Highlights

  • Barn or Stable
  • Deck
  • Property is near public transit
  • Dedham High School Rated A-
  • Dining Room with Fireplace
  • Wood Flooring

About This Home

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.

Listing Agent

Whitney Cheever

Hope McDermott Real Estate Listed on: 10/23/2025

Property Details

Home Type

  • Condominium

Year Built

  • Built in 1700

Lot Details

  • Fenced Yard
  • Garden

HOA Fees

  • $289 Monthly HOA Fees

Home Design

  • Entry on the 1st floor
  • Frame Construction
  • Shingle Roof

Interior Spaces

  • 1,595 Sq Ft Home
  • 2-Story Property
  • Living Room with Fireplace
  • Dining Room with Fireplace
  • 2 Fireplaces
  • Home Office
  • Home Security System
  • Basement

Kitchen

  • Range
  • Microwave
  • Freezer
  • Dishwasher

Flooring

  • Wood
  • Tile

Bedrooms and Bathrooms

  • 2 Bedrooms
  • Primary bedroom located on second floor

Laundry

  • Laundry in unit
  • Dryer
  • Washer

Parking

  • 2 Car Parking Spaces
  • Paved Parking
  • Open Parking
  • Off-Street Parking

Location

  • Property is near public transit
  • Property is near schools

Schools

  • Riverdale Elementary School
  • Dedham Middle School
  • Dedham High School

Utilities

  • Forced Air Heating and Cooling System
  • 1 Heating Zone
  • Heating System Uses Natural Gas
  • Private Sewer

Additional Features

  • Deck
  • Barn or Stable

Community Details

Overview

  • Association fees include insurance, ground maintenance, snow removal
  • 2 Units

Amenities

  • Shops

Recreation

  • Jogging Path

Pet Policy

  • Call for details about the types of pets allowed

Property Details

Home Type

Condominium

Year Built

Built in 1700

Lot Details

0

HOA Fees

$289 per month

Listing Details

  • Property Type: Residential
  • Property Sub Type: Condominium
  • Structure Type: 2/3 Family
  • Year Built: 1700
  • Entry Level: 1
  • Year Built Details: Approximate
  • Special Features: None
  • Stories: 2

Interior Features

  • Flooring: Wood, Tile, Hardwood
  • Interior Amenities: Home Office
  • Entry Location: Unit Placement(Ground)
  • Fireplace Features: Dining Room, Living Room
  • Fireplace YN: Yes
  • Fireplaces: 2
  • Appliances: Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
  • Total Bedrooms: 2
  • Room Bedroom2 Level: Second
  • Basement YN: Yes
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Total Bathrooms: 2
  • Room Master Bedroom Level: Second
  • Master Bathroom Features: No
  • Room Dining Room Features: Flooring - Hardwood
  • Room Dining Room Level: First
  • Room Family Room Level: First
  • Room Kitchen Level: First
  • Laundry Features: In Unit, Gas Dryer Hookup
  • Room Living Room Level: First
  • Room Living Room Features: Closet, Flooring - Hardwood
  • Basement: Y
  • Above Grade Finished Sq Ft: 1595
  • Living Area: 1595
  • Spa YN: No
  • Stories Total: 2
  • MAIN LO: BB7117
  • Insulation: Mixed

Exterior Features

  • Exterior Features: Deck, Deck - Wood, Barn/Stable, Fenced Yard, Garden
  • Construction Materials: Frame
  • Fencing: Security, Fenced
  • Home Warranty YN: No
  • Other Structures: Barn/Stable
  • Patio And Porch Features: Deck, Deck - Wood
  • Roof: Shingle
  • Waterfront YN: No

Garage/Parking

  • Garage YN: No
  • Open Parking Spaces: 2
  • Open Parking YN: Yes
  • Parking Features: Off Street, Paved
  • Total Parking Spaces: 2

Utilities

  • Sewer: Private Sewer
  • Utilities: for Gas Range, for Gas Oven, for Gas Dryer
  • Cooling: Central Air
  • Heating: Central, Forced Air, Natural Gas
  • Cooling Y N: Yes
  • Electric: Circuit Breakers
  • Heating YN: Yes
  • Security Features: Security System
  • Water Source: Public
  • HEAT ZONES: 1

Condo/Co-op/Association

  • Association Fee: 289
  • Association Fee Frequency: Monthly
  • Community Features: Public Transportation, Shopping, Walk/Jog Trails, Highway Access, Private School, Public School
  • Senior Community YN: No
  • MANAGEMENT: No Management

Fee Information

  • Association Fee Includes: Insurance, Maintenance Grounds, Snow Removal

Lot Info

  • Zoning: B
  • Farm Land Area Units: Square Feet
  • Lot Size Units: Acres
  • OUTDOOR SPACE AVAILABLE: Yes - Private

Rental Info

  • Pets Allowed: Yes w/ Restrictions

Tax Info

  • Tax Year: 2025

Multi Family

  • Number Of Units Total: 2
  • Basement Included Sq Ft: No

MLS Schools

  • High School: Dedham
  • Elementary School: Riverdale
  • Middle Or Junior School: Dedham

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
11/13/2025 11/13/25 Price Changed $995,000 -9.5% $624 / Sq Ft
10/23/2025 10/23/25 For Sale $1,100,000 -- $690 / Sq Ft
Source: MLS Property Information Network (MLS PIN)

Source: MLS Property Information Network (MLS PIN)

MLS Number: 73447152

MLS Property Information Network (MLS PIN)