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ActiveListed 40 days ago

$4,299,000

4 Dartmouth, Winchester, MA 01890

5
beds
5.5
baths
6,526
sqft
Lot sizeThe land that comes with the home, as reported to the MLS.
0.67 acres
Year builtThe year the building was originally built, as reported by the listing agent.
1935
On the marketDays since the home was listed. New listings tend to move fastest.
40 days ago
Property type
Single Family Residence
Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
$659
ParkingSpaces that come with the home, as reported to the MLS.
8 spaces
Annual taxesLast annual property tax bill reported to the MLS. A new owner's bill can differ.
$51,007

What’s Special

  • Central Air
  • Porch

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!

Listing courtesy of The Pallotta Group, Gibson Sotheby's International Realty · MLS PIN #73574948

Facts & Features

Status
Active
Active status flag
Active
Bedrooms
5
Bathrooms
5 full, 1 half
Living area
6,526 sqft

Interior

8
  • Exercise Room
  • Media Room
  • Game Room
  • Wine Cellar
  • Mud Room
  • Wet Bar
  • Walk-up Attic
  • Wired for Sound

Exterior

7
  • Porch
  • Deck
  • Patio
  • Rain Gutters
  • Professional Landscaping
  • Sprinkler System
  • Decorative Lighting

Parking

3
  • Attached
  • Paved Drive
  • Off Street

Laundry

1
  • First Floor

Heating

4
  • Forced Air
  • Steam
  • Natural Gas
  • Hydronic Floor Heat(Radiant)

Cooling

1
  • Central Air

Appliances

11
  • Gas Water Heater
  • Range
  • Oven
  • Dishwasher
  • Disposal
  • Microwave
  • Refrigerator
  • Freezer
  • Washer

MLS PIN #73574948 · Listed September 10, 2026

Location

4 Dartmouth, Winchester · All Winchester homes

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, landlords 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, leasing or renting 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, leasing or renting. 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.

$4,299,000

4 Dartmouth

7 Hutchinson Road1 / 42
Active

$3,450,000

6 bd · 4.5 ba · 5,735 sqft · Single Family

7 Hutchinson Road

Winchester, MA 01890

Listing courtesy of Kim Covino & Co. Team, Compass · MLS PIN #73561703

21 Douglas Road1 / 37
Active

$4,450,000

5 bd · 6.5 ba · 8,006 sqft · Single Family

21 Douglas Road

Lexington, MA 02421

Listing courtesy of Elizabeth P. Crampton, Coldwell Banker Realty - Lexington · MLS PIN #73569967

23 Burroughs Road1 / 33
Active

$4,695,000

6 bd · 9 ba · 8,220 sqft · Single Family

23 Burroughs Road

Lexington, MA 02420

Listing courtesy of Andrea Jackson, Barrett Sotheby's International Realty · MLS PIN #73555839

16 Solomon Pierce Rd1 / 42
Active

$4,998,000

5 bd · 7 ba · 9,357 sqft · Single Family

16 Solomon Pierce Rd

Lexington, MA 02420

Listing courtesy of Martha Sevigny, William Raveis R.E. & Home Services · MLS PIN #73514626

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, landlords 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, leasing or renting 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, leasing or renting. 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.