$4,699,000 ($720.04 per sqft)

Est. Mortgage $22,538/mo *

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Open House Schedule

Absolutely jaw-dropping home on Winter Pond! This beauty is second to none. Much-loved neighborhood.

04/11/2026
1:00 PM to 2:30 PM
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04/12/2026
1:00 PM to 2:30 PM
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4 Dartmouth St, Winchester, MA, 01890

4 Dartmouth St, Winchester, MA, 01890

15 rooms

5 beds

5 Full / 1 Half baths

1935

Tudor

6,526 sqft

Gracefully positioned along Winter Pond, this exceptional waterfront residence offers a rare opportunity to own one of the Flats most desirable addresses. A true legacy property, it has been beautifully maintained and updated, blending classic architecture with modern comfort. This 5 bedroom, 5.5 bath classic provides generous, well-proportioned rooms designed for both refined entertaining and relaxed daily living. Water views serve as a serene backdrop to the kitchen, family room and study, while several curated outdoor dining and gathering areas invite entertaining overlooking the pond. The expansive living and dining rooms complete the first floor. A generous primary suite is a private retreat with a spacious bath and ample closets. 4 other ample bedrooms and a second floor laundry complete this floor. The basement has a huge media and game room, sauna, gym, wine cellar and direct access through a mudroom to a covered patio. Kayak, skate, go fishing and enjoy life on the water!


Status:

Active

Type:

Single-family residential

Laundry Remarks:

Second Floor

Zoning:

RDB

Garage:

2-car Attached

Heating:

Forced Air, Steam, Natural Gas, Hydronic Floor Heat(Radiant)

Cooling:

Central Air

Energy Features:

Thermostat

Basement:

Full, Finished

Parking:

6-car, Paved Drive, Off Street

Acreage:

0.67

Est. Taxes:

$51,007

Assessment

$4,603,500

Utilities

for Gas Range

View Description:

Scenic View(s)

Amenities:

Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, House of Worship, Private School, Public School

Waterfront:

Yes

Elementary School:

Vo

Middle School:

Mccall

High School:

Whs

Appliances:

Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator

MLS #:

73482952


Community Info

School Info

Walk Score

Mass Transit

Yelp


Listing courtesy of The Pallotta Group, Gibson Sotheby's International Realty