165 Highland Street # 165 Dedham, MA ^$ 995,000

165 Highland Street # 165

^$ 995,000

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Open House 4/4 10:30am - 12pm

165 Highland Street # 165

Dedham, MA, 02026

^$ 995,000

Bedrooms2 Baths1.1 Sq 1,595

Monthly Estimate*

^$ 6,126

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Condo for sale in Dedham, MA

for $995,000 with 2 bedrooms and 1 full bath, 1 half bath. This 1,595 square foot condo was built in 1700.

Back on the market! Recently converted into two condominiums, this historic property offers the ease of condo living with the feel of a single-family home—ideal for downsizers, a single buyer seeking low-maintenance living, or a couple looking to enter desirable Precinct 1. Set on a private, landscaped lot, the home seamlessly blends historic charm with thoughtful modern updates. The seven-room layout includes two bedrooms and one-and-a-half baths. A renovated kitchen features marble countertops, stainless steel appliances, and a commercial-grade range, while a newly updated primary bath and upgraded HVAC system ensure year-round comfort. Enjoy a private yard framed by stone walls and mature greenery—offering a rare level of outdoor space and privacy for a condominium. The unit also includes exclusive use of a large red barn with two bays- a garage and the other bay is ideal for storage or a workshop.

Open House

4/4/2026 10:30 AM - 12:00 PM

165 Highland Street # 165 Dedham, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Condo Active

Price

^$ 995,000

Bedrooms

Full Bath

Half Bath

Property Type

Condo

Taxes

^$ 7,500

Style

2/3 Family

Year Built

1700

Town/City

Dedham

County/Region

Norfolk

MLS | Web ID

73447152

List By

Whitney Cheever

Listing Agent

Hope Mcdermott Real Estate

Broker

Affordability Calculator

$6,751

Per Month

Monthly Principal & Interest: $6,126
Monthly Property Taxes: $625
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Condo listings in Dedham, MA

Average List Price ^$772,107

Percent of Sale Price 22%

About Dedham, MA

25,540 Population

8% Since 2002

^$89,260 Median Income

44.9 Median Age

28% Households with Children

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Trends Information provided by ATTOM Data Solutions.

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Pricing History

Date	Price	Price Change	Description
11/13/2025	$995,000	-9.55%	Price Down
10/23/2025	$1,100,000		Listed Price

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165 Highland Street # 165, Dedham, MA, 02026 is a Condo for sale at $995,000 with 1,595 sqft. 165 Highland Street # 165 has 2 bedrooms, 1.1 baths, and was built in 1700. The property's zip code is 02026 which is in Dedham, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 4/3/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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165 Highland Street # 165

Condo for sale in Dedham, MA

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