Discover this rarely available antique duplex, set on a private, beautifully landscaped lot in Dedham’s coveted Precinct 1. This condo seamlessly blends historic charm with modern updates and features seven spacious rooms, including two bedrooms and one and a half baths. The renovated kitchen showcases marble countertops, stainless steel appliances, and a commercial-grade stove, while recent upgrades—including a new primary bath and HVAC system—ensure year-round comfort.Enjoy your own private yard framed by stone walls and lush greenery, offering a rare sense of privacy and outdoor enjoyment. Perfect for those looking to downsize without compromise, this home combines the ease of condo living with the feel of a single-family residence. Ideally located just minutes from Wilson Mountain’s hiking trails, top-rated private schools, Legacy Place, shopping, major highways, and the commuter rail, this property delivers the perfect blend of elegance, convenience, and tranquility.
Listed by Whitney Cheever
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Hope McDermott Real Estate
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917-573-7719
Last updated October 23, 2025
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Source: MLSPin #73447152
Listing Facts
TypeCondo
NeighborhoodDexter
Bedrooms2
Bathrooms2
Days on Prevu1
HOA/Maint. Fees$289/month
Size1,595 sqft
Price per sqft$690
Amenities
Dishwasher
Private Outdoor Space
Washer/Dryer
Pets Allowed
Air Conditioning
Parking
Location
Mortgage Calculator
Listing History
10/23/2025
Listed by Hope McDermott Real Estate
$1,100,000
Property Details for 165 Highland Street 165
Association
Amenities
Community Features: Public Transportation, Shopping, Walk/Jog Trails, Highway Access, Private School, Public School
Pets Allowed: Yes w/ Restrictions
Fees
Association Fee: $289.00 Monthly
Association Fee Includes: Insurance, Maintenance Grounds, Snow Removal
Utilities: For Gas Range, For Gas Oven, For Gas Dryer
Water Source: Public
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