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!
Sold for $1,285,000
$1,285,000
163 163/165 Highland St, Dedham, MA 02026
4beds
3,277sqft
2 Family - 2 Units Side by Side
Built in 1700
-- sqft lot
$-- Zestimate®
$392/sqft
$-- Estimated rent
Home value
Not available
Estimated sales range
Not available
Not available
Zestimate® history
Owner options
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Est. payment
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Est. payment
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List your homeWhat's special
Zillow last checked:
Listing updated:
Listed by:
Robert Keogh 617-922-7579,
Hope McDermott Real Estate 781-329-7361
Bought with:
Whitney Cheever
Hope McDermott Real Estate
Source: MLS PIN,MLS#: 73397493
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 2
- 1/2 bathrooms: 2
Heating
- Central, Baseboard, Hot Water, Natural Gas, Individual, Unit Control, Forced Air
Cooling
- None, Central Air, Individual, Unit Control
Appliances
- Included: Oven, Dishwasher, Range, Refrigerator, Washer, Dryer, Range Hood, Microwave
- Laundry: Washer Hookup, Dryer Hookup, Gas Dryer Hookup, Electric Dryer Hookup
Features
- Floored Attic, Walk-In Closet(s), Bathroom With Tub & Shower, Upgraded Cabinets, Upgraded Countertops, Smart Thermostat, Remodeled, Living Room, Dining Room, Kitchen, Family Room, Laundry Room, Office/Den
- Flooring: Wood, Vinyl, Varies, Pine
- Doors: Storm Door(s)
- Windows: Picture Window, Insulated Windows, Storm Window(s), Screens
- Basement: Partial,Walk-Out Access,Interior Entry,Dirt Floor,Concrete,Unfinished
- Number of fireplaces: 3
- Fireplace features: Wood Burning
Interior area
- Total structure area: 3,277
- Total interior livable area: 3,277 sqft
- Finished area above ground: 3,277
Property
Parking
- Total spaces: 6
- Parking features: Paved Drive, Off Street, Driveway, Paved
- Uncovered spaces: 6
Features
- Patio & porch: Deck, Deck - Wood
- Exterior features: Professional Landscaping, Varies per Unit, Garden, Stone Wall
- Fencing: Fenced/Enclosed,Fenced
Lot
- Size: 0.59 Acres
- Features: Corner Lot, Level
Details
- Additional structures: Barn/Stable
- Parcel number: M:0121 L:0033
- Zoning: B
Construction
Type & style
- Home type: MultiFamily
- Property subtype: 2 Family - 2 Units Side by Side
Materials
- Frame
- Foundation: Stone
- Roof: Shingle
Condition
- Year built: 1700
Utilities & green energy
- Electric: Circuit Breakers, Individually Metered
- Sewer: Private Sewer
- Water: Public, Individual Meter
- Utilities for property: for Gas Range, for Gas Oven, for Electric Oven, for Gas Dryer, for Electric Dryer, Washer Hookup, Varies per Unit
Green energy
- Energy efficient items: Attic Vent Elec., Thermostat, Varies per Unit
Community & HOA
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
- Security: Security System
Location
- Region: Dedham
Financial & listing details
- Price per square foot: $392/sqft
- Tax assessed value: $1,079,000
- Annual tax amount: $13,617
- Date on market: 1/7/2026
- Listing terms: Contract
- Exclusions: Owner And Tenants Possessions, All Lawn Sculptures,
- Total actual rent: 6700
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 8/27/2025 | Sold | $1,285,000-8.2%$392/sqft |
Source: MLS PIN #73397493 Report a problem | ||
| 6/26/2025 | Listed for sale | $1,400,000$427/sqft |
Source: MLS PIN #73397493 Report a problem | ||
Public tax history
Tax history is unavailable.
Neighborhood: Dexter
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Nearby schools
GreatSchools rating
- NAEarly Childhood CenterGrades: PK-KDistance: 0.6 mi
- 7/10Dedham Middle SchoolGrades: 6-8Distance: 0.9 mi
- 7/10Dedham High SchoolGrades: 9-12Distance: 1.1 mi
Schools provided by the listing agent
- Elementary: Dedham
- Middle: Dedham
- High: Dedham
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Massachusetts
- Norfolk County
- Dedham
- 02026
- Dexter
- 163 163/165 Highland St
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