$1,400,000
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163/165 Highland St, Dedham, MA 02026

4 Beds
4 Baths
3,277 Sq Ft

Rare, Charming Antique Duplex in Prime Precinct 1 location! Discover timeless elegance in this rarely available, Antique duplex nestled on a beautiful, private lot in one of Dedham's most coveted neighborhoods. Each unit offer 7 rooms including 2 bedrooms and 1.5 baths-perfectly blending historic charm with modern functionality. The owners side has been thoughtfully updated with a chef inspired kitchen, featuring marble countertops, stainless steel appliances, and a commercial grade stove- a dream for entertaining and everyday living. Enjoy the serenity of your surroundings with fenced in outdoor spaces, stone walls and lush greenery. Located just minutes from over 200 acres of scenic walking trails, top rated private schools, Legacy Place, shopping, major highways and the commuter rail, this home offers the perfect balance of tranquility and convenience. Live in one unit & let your tenant help pay for your mortgage-a rare investment opportunity in a prime location!

  • MLS# 73397493
  • Date Listed06/26/2025
  • Bedrooms 4
  • Bathrooms 2 Full baths, 2 Half baths
  • Lot Size 0.59 acres (25,500 sq. ft)
  • Sewer Private Sewer
  • Property Type Duplex
  • County Norfolk
  • Year Built 1700
  • Water Public
  • Square Feet 3,277 sq. ft
  • Price Per Sq. Ft $427.22

Interior Features

  • Appliances Oven, Dishwasher, Range, Refrigerator, Washer, Dryer, Range Hood, Microwave, Electric Water Heater, Gas Water Heater
  • Flooring Wood, Vinyl, Varies
  • Cooling None, Central Air
  • Heating Natural Gas, Central, Baseboard, Hot Water, Forced Air

Exterior / Lot Features

  • Exterior Garden, Barn(s)
  • Roof Shingle
  • Lot Size Acres 0.59
  • Lot Size SQFT 25,500.00
  • Lot Features Corner Lot, Level, Landscaped

Financial Considerations

  • Tax Amount $13,617
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in MA / 02026

Source: Walkscore

62/100

Somewhat Walkable

Walk Score ®

29/100

Some Transit

Transit Score ®

46/100

Bikable

Bike Score ®

Overview

Some errands can be accomplished on foot. A few nearby public transportation options. Minimal bike infrastructure.

Transit Summary

2 nearby routes: 2 bus, 0 rail, 0 other


Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 34/100, Transit Score: 18/100, Bike Score: 34/100.

Property Change History

Agent removed 1 photo from the listing
4140 photos

Points of Interest near 163/165 Highland St, Dedham, MA 02026

Frequently Asked Questions for 163/165 Highland St

Source: Realty.com

163/165 Highland St, Dedham, MA 02026 is a Duplex, Residential Income property listed for $1,400,000 The property is 3277 sq. ft with 4 bedrooms and 4 bathrooms

Realty.com has 40 photos of 163/165 Highland St.

Our records indicate that 163/165 Highland St was built in 1700.

The full address for this home is 163/165 Highland St, Dedham, MA 02026.

163/165 Highland St has been listed on Realty.com since Thu June 26, 2025

Some errands can be accomplished on foot. A few nearby public transportation options. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 34/100, Transit Score: 18/100, Bike Score: 34/100.

There are 3 schools assigned to this home. Check out the schools near 163/165 Highland St. Early Childhood Center (Grades: PK - KG), Dedham Middle School (Grades: 6 - 8), Dedham High School (Grades: 9 - 12)

Listing provided courtesy of: Hope Mcdermott Real Estate (tel: 781-329-7361)
Listing agent: Robert Keogh (tel: 617-922-7579) (#BB301585)

This content last refreshed on 2025-11-29 05:31:26. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 163/165 Highland St, Dedham, MA 02026 : MLS# 73397493