10 Dartmouth Street Winchester, MA ^$ 3,299,000

10 Dartmouth Street

^$ 3,299,000

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Open House 3/20 12pm - 1:30pm

10 Dartmouth Street

Winchester, MA, 01890

^$ 3,299,000

Bedrooms5 Baths2.2 Sq 4,028

Monthly Estimate*

^$ 20,313

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Single Family Home for sale in Winchester, MA

for $3,299,000 with 5 bedrooms and 2 full baths, 2 half baths. This 4,028 square foot home was built in 1964 on a lot size of 0.26.

Winchester's premiere location! This stunning waterfront gem is perfectly situated on Winter Pond, offering over 80 feet of direct water frontage with expansive yard and breathtaking views from nearly every room. Located in the exclusive Flats neighborhood, this property presents a rare opportunity to enjoy water activities such as kayaking, paddleboarding, fishing, ice skating and hockey all while being just minutes from Winchester Center and the train to Boston; homes like this rarely come to market. Custom designed and lovingly owned by the original family, this home is now ready for its next chapter. Offering a beautiful flowing layout w/large rooms, featuring floor-to-ceiling bay windows with stunning views, 5 bedrooms, 2 full & 2 half baths, 4 fireplaces, hardwood floors, a walk-out lower level, & a gorgeous fenced yard with steps to the water. Truly a special setting that seamlessly combines privacy, views & accessibility in Winchesters top neighborhood. This home is a must see!

Open House

3/20/2026 12:00 PM - 1:30 PM

3/21/2026 11:30 AM - 1:00 PM

3/22/2026 11:00 AM - 12:30 PM

10 Dartmouth Street Winchester, MA

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

Single Family Active

Price

^$ 3,299,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 24,083

Style

Colonial

Lot Size

0.26

Year Built

1964

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73488384

List By

Kim Covino & Co. Team

Listing Agent

Compass

Broker

Affordability Calculator

$22,319

Per Month

Monthly Principal & Interest: $20,313
Monthly Property Taxes: $2,007
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

Single family listings in Winchester, MA

Average List Price ^$2,573,272

Percent of Sale Price 22%

About Winchester, MA

22,228 Population

7% Since 2002

^$152,119 Median Income

45.68 Median Age

42% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
3/18/2026	$3,299,000		Listed Price

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10 Dartmouth Street, Winchester, MA, 01890 is a Single Family Home for sale at $3,299,000 with 4,028 sqft and a lot size of 0.26. 10 Dartmouth Street has 5 bedrooms, 2.2 baths, and was built in 1964. The property's zip code is 01890 which is in Winchester, 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 3/20/2026.

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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10 Dartmouth Street

Single Family Home for sale in Winchester, MA

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