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.
Listed by Whitney Cheever
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Hope McDermott Real Estate
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917-573-7719
Last updated December 02, 2025
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Source: MLSPin #73447152
Listing Facts
TypeCondo
NeighborhoodDexter
Bedrooms2
Bathrooms2
Days on Prevu50
HOA/Maint. Fees$289/month
Size1,595 sqft
Price per sqft$624
Amenities
Dishwasher
Private Outdoor Space
Washer/Dryer
Pets Allowed
Air Conditioning
Parking
Location
Mortgage Calculator
Listing History
11/13/2025
Price Decreased
$995,000
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
Frequently Asked Questions
How many bedrooms and bathrooms does this condo have?
There are 2 bedrooms and 2 bathrooms in this condo at 165 Highland Street 165.
What schools are nearby to 165 Highland Street 165?
Nearby schools include the Riverdale Elementary School, Dedham Middle School, and Dedham High School.
Does this condo have parking?
Yes, there are 2 parking spaces available for 165 Highland Street 165.
Are pets allowed at 165 Highland Street?
Yes, 165 Highland Street allows pets. Check the Property Details for any relevant restrictions.
How does 165 Highland Street 165 compare to other condos in Dexter?
This condo is listed 30% below the average price for condos in Dexter and has been on the market for 26 less days than the typical home in this area.
What is the square footage on this condo?
According to the MLS, this listing is 1,595 sqft.
165 Highland Street 165 is a 2-bedroom, 2-bath condo for sale in Dedham MA 02026. Available on Prevu for 50 days at $995,000. This includes a recent price decrease of $105,000. This residence features 1,595 square feet of living space, located in Dexter. The median listing price for condos in this area is $2,550,000. Nearby schools include Riverdale Elementary School, Dedham Middle School, and Dedham High School. Additional amenities include private outdoor space, dishwasher, pets allowed, air conditioning, parking, and washer/dryer. Browse more condo listings in Norfolk County.
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