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4 Dartmouth, Winchester MA 01890

$4,299,000

Estimated $30,740/month Calculator

Single Family

5 Bedrooms

Baths

6526

Total Parking: 10 (2 Garage)

29,002 (0.67)

Built in 1935

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 renovated, 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 large modern kitchen, where the natural light dapples and shines all day. It's what everyone craves: the bright, sunny, warm inviting hub of the home. There is an attached mudroom with custom lockers/cabinets, and radiant heat floors. A large family room is attached and is highlighted by a gas-burning fireplace. The expansive living and dining rooms offer plenty of space for more formal entertaining and big groups. One of our favorite features is the study, tucked off the living room and connected to a divine screened-in porch. The natural woodwork and handsome architecture harken to yesteryear while providing the perfect home office and a place to unwind when done working. A generous primary suite is a private retreat with a spacious bath and ample walk-in closets. There are 4 other ample bedrooms, 3 of which are connected to baths, 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. Several curated outdoor dining and gathering areas invite entertaining, sunset dinners or quiet reading, overlooking the pond. There is also a full walk-up attic with great ceiling height, unfinished and waiting for your inspiration. An oversized two-car garage with soaring ceilings complete the must-haves. Kayak, skate, go fishing and enjoy life on the water in one of Winchester's most prized, quiet neighborhoods!

This home has been viewed 2 times

Last Checked: September 16th, 2026 at 8:58am (Source: MLS PIN #73574948)

Garage Parking

Green Features

Air Conditioning

Waterview

Waterfront

Lead Paint Free

General Information for 4 Dartmouth, Winchester MA 01890

Listing ID73574948

Property TypeSingle Family / Detached

Price$4,299,000 ($658.75/SqFt)

StyleColonial

CityWinchester

CountyMiddlesex

Neighborhood(s)

Garage Parking2

ZoningRDB

Year Built1935

Year Built SourcePublic Records

Year Built DetailsActual

Interior Features for 4 Dartmouth, Winchester MA 01890

Approximate Living Area Total6526

Living Area Includes BasementYes

Rooms15

Bedrooms5

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric

Exterior Features for 4 Dartmouth, Winchester MA 01890

Approximate Lot Size (Acres)0.67

Approximate Lot Size (Square Feet)29002

Total Parking10 (2 Garage)

Garage Parking2

WaterPublic

SewerPublic Sewer

Lot Features

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections110 Volts

Water ViewsYes

Water Views FeaturesBay

Waterfront1

Waterfront FeaturesRiver

Pool Features

Horse Permitted0

Horse AmenitiesRiver

Disclosures for 4 Dartmouth, Winchester MA 01890

Lead PaintNone

UFFI

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsPersonal Belongings.

Compensation Based On

Financial Information for 4 Dartmouth, Winchester MA 01890

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax51006.78

Tax Year2026

Assessed Value$4,603,500

Location Information for 4 Dartmouth, Winchester MA 01890

Elementary SchoolVo

Middle SchoolMccall

High SchoolWhs

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 4 Dartmouth, Winchester MA 01890

Agent

Name: The Pallotta Group

Office

Name: Gibson Sotheby's International Realty

Phone: 781-648-3500

Team Members

Payment Calculator

, Interest

Property Taxes 4250.57

Principal & Interest 26489.07

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Gibson Sotheby's International Realty

The Pallotta Group

Agent Phone

Office Phone

(781) 648-3500

Text Agent Call Agent Call Office

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EXIT

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