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163/165 Highland St, Dedham MA 02026 – 4 bed 4 bath For Sale – 73397493

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

Overview

  • Updated On:
  • July 17, 2025
  • listingid
  • 73397493
  • 4 Bedrooms
  • 3 Bathrooms
  • 0 Garage Spaces
  • 6 Non-Garage Parking Spaces
  • 1700

Description

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!

This property is listed by Robert Keogh from Hope McDermott Real Estate

Property Listing Details

Overview

MLS Status
Price $ 1,400,000
Living Area 3,277.00 ft2
Bedrooms 4
Total Rooms 14
Listing MLS ID 73397493
Days on Market 20
Bathrooms 3

Unit Information

Bedrooms 4
Full Bathrooms 2
Half Bathrooms 2
Cooling None,Central Air,Individual,Unit Control
Heating Central,Baseboard,Hot Water,Natural Gas,Individual,Unit Control,Forced Air
Uncovered Parking 6
Garage Parking 0
Water View No
Unit Level
Common Walls
Laundry Features Washer Hookup,Dryer Hookup,Gas Dryer Hookup,Electric Dryer Hookup
Lead Paint Unknown
Outdoor Space Available
Living Area Includes Basement Partial,Walk-Out Access,Interior Entry,Dirt Floor,Concrete,Unfinished
Patio And Porch Features Deck,Deck - Wood
Parking Features Paved Drive,Off Street,Driveway,Paved
Waterview Features
Flooring Wood,Vinyl,Varies,Pine

Building Information

Building Name
Units in Building 2
Pets Allowed
Association Amenities
Pool Features
Waterfront Features
Association Fee Includes
Construction Materials Frame
Year Built 1700
Security Features Security System
Sewer Private Sewer
Spa Features
Structure Type
Water Source Public,Individual Meter
Basement Partial,Walk-Out Access,Interior Entry,Dirt Floor,Concrete,Unfinished
Roof Shingle

Additional Details

Community Features Public Transportation,Shopping,Park,Walk/Jog Trails,Medical Facility,Conservation Area,Highway Access,House of Worship,Private School,Public School,T-Station,Sidewalks
Disclosures A/C in One unit,no returns on 2nd floor,foundation issue in barn see broker for more info. Broker is owner. Property will be delivered vacant. Current tenant leaving end of July. Septic is for 4 bedrooms
Last Updated July 16, 2025 at 11:18pm
Building Area Source Public Records
MLS PIN Page
Parcel Number M:0121 L:0033
Original List Price 1400000
Listing Office hope mcdermott real estate
Tax Annual Amount 13617
Tax Assessed Value 1079000
Tax Book Number 28651
Tax Year 2025
Year Built Details Actual
Year Built Source Public Records
Zoning B
Listing Agent robert keogh

Property Address

Address: 163/165 Highland St, Dedham MA 02026
City:
State/County:
Zip: 02026
Country: US

Amenities and Features

Other Features
Dining Room
Dishwasher
Dryer
Family Room
Floored Attic
Garden
Has Fireplace
Has Heating System
Kitchen
Laundry Room
Living Room
Microwave
Office/Den
Open Parking
Oven
Professional Landscaping
Range
Range Hood
Refrigerator
Remodeled
Smart Thermostat
Stone Wall
Upgraded Cabinets
Upgraded Countertops
Varies per Unit
Walk-In Closet(s)
Washer

Payment Calculator

$ 8,021.63
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
$ 6,714.97

Map

Transport
Supermarkets
Schools
Restaurants
Pharmacies
Hospitals

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163/165 Highland St, Dedham MA 02026 | © 2024 DOUGLAS ELLIMAN REAL ESTATE. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS ARE DEEMED RELIABLE, BUT SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT OR ZONING EXPERT. THE NUMBER OF BEDROOMS LISTED ABOVE IS NOT A LEGAL CONCLUSION. EACH PERSON SHOULD CONSULT WITH HIS/HER OWN ATTORNEY, ARCHITECT OR ZONING EXPERT TO MAKE A DETERMINATION AS TO THE NUMBER OF ROOMS IN THE UNIT THAT MAY BE LEGALLY USED AS A BEDROOM. EQUAL HOUSING OPPORTUNITY.

Property Details

163/165 Highland St, Dedham MA 02026 – 4 bed 4 bath For Sale – 73397493

$ 1,400,000

Status:

163/165 Highland St, Dedham MA 02026, , , 02026

Country: US

Property Overview

MLS #: 73397493

Type: /

Action:

Year Built: 1700 (Actual, Source: Public Records, Effective: )

Living Area: 3,277.00 ft2 (Total: 3277 Square Feet, Source: Public Records)

Lot Size: 0.59 ft2 (Area: 0.59 Acres, SqFt: 25500)

Total Rooms: 14

Condition:

Availability:

Building Name:

Interior Features

Bedrooms: 4 (Main Level: )

Bathrooms: Total: 3 (Full: 2, Half: 2, Decimal: 3, Main Level: )

Basement: Partial,Walk-Out Access,Interior Entry,Dirt Floor,Concrete,Unfinished

Fireplaces: 3 (Wood Burning)

Flooring: Wood,Vinyl,Varies,Pine

Laundry: Washer Hookup,Dryer Hookup,Gas Dryer Hookup,Electric Dryer Hookup

Window Features: Picture Window,Insulated Windows,Storm Window(s),Screens

Door Features: Storm Door(s)

Accessibility:

Entry: Level , Location:

Other Equipment:

Construction & Design

Style:

Materials: Frame

Foundation: Stone (Area: )

Roof: Shingle

Stories: 4 (4)

Common Walls:

Body Type:

Utilities & Green Features

Heating: Central,Baseboard,Hot Water,Natural Gas,Individual,Unit Control,Forced Air

Cooling: None,Central Air,Individual,Unit Control

Water Source: Public,Individual Meter

Sewer: Private Sewer ()

Utilities: for Gas Range,for Gas Oven,for Electric Oven,for Gas Dryer,for Electric Dryer,Washer Hookup,Varies per Unit

Electric: Circuit Breakers,Individually Metered (Expense: )

Gas:

Energy Certificate:

Green Energy Efficient: Attic Vent Elec.,Thermostat,Varies per Unit

Green Energy Generation:

Green Indoor Air Quality:

Green Water Conservation:

Insulation:

Exterior & Lot Features

Garage Spaces: 0

Covered Spaces: 0

Parking Total: 6

Parking Features: Paved Drive,Off Street,Driveway,Paved

Pool:

Spa:

Patio/Porch: Deck,Deck - Wood

Fencing: Fenced/Enclosed,Fenced

Lot Features: Corner Lot,Level

View: (, Waterview Y/N: No)

Waterfront:

Road Frontage: Public ()

Road Surface: Paved

Road Responsibility: Public Maintained Road

Other Structures: Barn/Stable

Horse Amenities:

Wooded Area:

Pasture Area:

Cultivated Area:

Additional Parcels: (Number: )

Outdoor Space:

Community & Association

Community Features: Public Transportation,Shopping,Park,Walk/Jog Trails,Medical Facility,Conservation Area,Highway Access,House of Worship,Private School,Public School,T-Station,Sidewalks

Association Fee: ()

Fee Includes:

Association Amenities:

Pets Allowed:

Schools: E: Dedham, M: Dedham, H: Dedham

Zoning: B ()

MLS Area: Major: , Minor:

Management:

Optional Fee: (Includes: )

Property Description

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!

Room Details

Living Room (): x ( sqft) - Features:

Dining Room (): x ( sqft) - Features:

Kitchen (): x ( sqft) - Features:

Master Bedroom (): x ( sqft) - Features:

Master Bathroom: Features:

Laundry Dimensions:

Multi-Unit Information (if applicable)

Total Units: 2

Units Owner Occupied:

Unit 1: Beds: 2, Full Baths: 1, Half Baths: 1, Levels: 2, Rent: 3000, Lease: Y

Unit 2: Beds: 2, Full Baths: 1, Half Baths: 1, Levels: 2, Rent: 3700, Lease: N

Unit 3: Beds: , Full Baths: , Half Baths: , Levels: , Rent: , Lease:

Unit 4: Beds: , Full Baths: , Half Baths: , Levels: , Rent: , Lease:

Complex Complete:

Unit Building:

Financial & Lease Information

Tax Annual Amount: 13617 (Year: 2025)

Tax Assessed Value: 1079000

Tax Block/Lot/Book/Map: / / 28651 /

Parcel Number: M:0121 L:0033

Special Licenses:

Current Financing:

Gross Income: 80400 (Scheduled: )

Net Operating Income: 80400

Operating Expense: (Water/Sewer: , Insurance: )

Financial Data Source: Owner

APOD Available: No

Tenant Pays:

Rent Includes: Unit 1(Water),Unit 2(Water)

Total Actual Rent: 6700

Lease Term: (Existing Type: )

Deposit Required: (Security: , First Month: , Last Month: )

Insurance Required:

References Required:

Listing & Agent Information

Listing Agent: Robert Keogh (MLS ID: BB301585) / Team:

Listing Office: Hope McDermott Real Estate (MLS ID: BB7117)

Agent (Property): 369593

Buyer Agent MLS ID:

Buyer Office MLS ID:

Listing Agreement: Exclusive Right To Sell

Listing Contract Date: 2025-06-26

Expiration Date: 1900-01-01

Original List Price: 1400000

Price Per SqFt (List): 427.22

Market Time (Property): 20 (Broker: 20, Prev Broker: 0, Prev Property: 0)

MLS Status: Under Agreement

Possession:

Directions: Court Street or Lowder Street to Highland Street

Disclosures: A/C in One unit,no returns on 2nd floor,foundation issue in barn see broker for more info. Broker is owner. Property will be delivered vacant. Current tenant leaving end of July. Septic is for 4 bedrooms, N

Lead Paint: Unknown

Title 5: A

Exclusions: Owner And Tenants Possessions, All Lawn Sculptures,

Contingency:

Special Listing Conditions:

Lender Owned:

Short Sale Lender Approval Required:

Home Warranty Y/N:

Documents Available: (Count: )

Showings Deferral Date:

Open House Flag: 1

Listing Alert: No

Square Feet Disclosures: (Incl. Base: No, Other: )

Master Book/Page: / (Page: 480)

Sale Information (if applicable)

Close Date:

Close Price:

Price Per SqFt (Sold):

Anticipated Sold Date: 2025-08-21T04:00:00.000Z

Concessions Amount:

Purchase Contract Date: 2025-07-16

Sold vs Rent:

System Information

Property ID: 2237349

Modification Timestamp: July 16, 2025 at 11:18pm

Bridge Modification Timestamp: July 16, 2025 at 11:22pm

Original Entry Timestamp: June 26, 2025 at 11:15pm

Status Change Timestamp: July 16, 2025 at 11:18pm

Off Market Date: 2025-07-16

Development Status:

Business Type:

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