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Active Under Contract

10 Dartmouth Street

Winchester, MA 01890

Offered at$2,999,000

Residential · Active Under Contract · MLS #73548103
Listing Courtesy of Compass | Kim Covino & Co. Team

5Bedrooms
4Bathrooms
4,028Square feet
1964Year built

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MLS PIN data

About this home

Capture the seasons from the stunning rear porch! Must see this move in ready waterfront gem! Perfectly sited at the end of Wedgemere on Winter Pond, offering over 80 feet of direct water frontage w/ expansive yard and breathtaking views from nearly every room. Located in the exclusive Flats neighborhood, this home presents a rare opportunity to enjoy water activities such as kayaking, paddle-boarding, 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/ gleaming hardwood floors, large rooms, featuring floor-to-ceiling bay windows with stunning views, 5 bedrooms, 2 full & 2 half baths, 4 fireplaces, a walk-out lower level rec room, & a gorgeous fenced yard with steps to the water. Truly a special setting that seamlessly combines privacy, views & accessibility in Winchesters TOP neighborhood!

Property information

Details at a glance

Interior

Rooms
9
Heating
Baseboard, Oil, Fireplace
Cooling
None, Whole House Fan
Flooring
Hardwood, Flooring - Hardwood
Fireplaces
3

Building

Style
Single Family Residence
Year built
1964
Garage
2
Parking
7
Foundation
Concrete Perimeter
Roof
Shingle

Land & utilities

Lot size
0.26 acres
Water
Public
Sewer
Public Sewer
Waterfront
Y
Zoning
RDB

Financial

Annual taxes
$24,083
Assessment year
2025

Listing history

Price and status timeline

  1. Ter

    $2,999,000 · Apr 6, 2026

  2. Ter

    $3,299,000 · Mar 18, 2026

Property value estimate

An informed starting point

Estimated value$3,294,672

Estimated range $2,996,199$3,593,144

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Recent comparable sales are not available for this property.

Photo insights

Condition signals

Overall presentationexcellent

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Winchester

MetricThis propertyWinchester
List price$2,999,000$1,549,00094% above local
Price / sq ft$745$56532% above local
Days on market55518% above local
Explore homes in Winchester

Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.

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About 10 Dartmouth Street

Can I schedule a private showing?

Yes. Request a tour of 10 Dartmouth Street and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.