4 Dartmouth Winchester, MA $ 4,299,000
4 Dartmouth
$ 4,299,000
Recently Listed
Open House 9/12 1pm - 2:30pm
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4 Dartmouth

Winchester, MA, 01890
$ 4,299,000
Bedrooms5 Baths5.1 Sq 6,526

Monthly Estimate*

$ 27,144

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Single Family Home for sale in Winchester, MA

for $4,299,000 with 5 bedrooms and 5 full baths, 1 half bath. This 6,526 square foot home was built in 1935 on a lot size of 0.67.

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!

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Open House

9/12/2026 1:00 PM - 2:30 PM
9/13/2026 12:00 PM - 1:00 PM
4 Dartmouth 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

$ 4,299,000

Bedrooms

5

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 51,006

Style

Tudor

Lot Size

0.67

Year Built

1935

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73574948

List By
The Pallotta Group

Listing Agent

Gibson Sotheby's International Realty

Broker

Affordability Calculator

$31,395
Per Month
86%
14%
0%
Monthly Principal & Interest
$27,144
Monthly Property Taxes
$4,251
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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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Pricing History
DatePricePrice ChangeDescription
9/10/2026$4,299,000 Listed Price

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4 Dartmouth, Winchester, MA, 01890 is a Single Family Home for sale at $4,299,000 with 6,526 sqft and a lot size of 0.67. 4 Dartmouth has 5 bedrooms, 5.1 baths, and was built in 1935. The property's zip code is 01890 which is in Winchester, MA