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$4,699,000
8 Days On Site

4 Dartmouth St
Winchester, MA 01890

For Sale|Single Family Residence|Active
5
Beds
6
Total Baths
5
Full Baths
1
Partial Bath
6,526
SqFt
$720
/SqFt
1935
Built
County:
Middlesex
4 Dartmouth St4 Dartmouth St4 Dartmouth St4 Dartmouth St
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Monthly Payment (Est.)

$21,439
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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!

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Listing Snapshot
Price 
$4,699,000
Days On Site 
8 Days
Bedrooms 
5
Inside Area (SqFt) 
6,526 sqft
Total Baths 
6
Full Baths 
5
Partial Baths 
1
Lot Size 
0.67 Acres
Year Built 
1935
MLS® Number 
73482952
Status 
Active
Property Tax 
$51,006.78
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
5 days agoListing updated with changes from the MLS®
a week agoListing first seen on site
General Features
Acres 
0.67
Attached Garage 
Yes
Disclosures 
No open housesby appointment only. Refrigerant unit in wine room and trash compactor do not work. Radiant heat floors in the officekitchen and primary bath. This owner was not required to have flood insurance by their insurer. Some exterior photos virtually edited to delete snow.
Foundation 
Concrete PerimeterStoneBrick/Mortar
Garage 
Yes
Garage Spaces 
2
Green Energy Efficient 
Thermostat
Parking 
PavedAttachedOff StreetGarage
Parking Spaces 
6
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Public Sewer
SqFt Above 
4795
SqFt Below 
1731
SqFt Total 
6526
Style 
Tudor
Water Source 
Public
Zoning 
RDB
Interior Features
Appliances 
RangeOvenDishwasherDisposalMicrowaveRefrigeratorFreezerWasherDryerWine Refrigerator
Basement 
FullFinished
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family RoomLiving Room
Fireplaces 
3
Flooring 
WoodLaminate
Heating 
Natural GasForced AirSteam
Interior 
Wet BarWired for Sound
Window Features 
Storm Window(s)
Bathroom 1 
Dimensions - 13x10Level - SecondArea - 130
Bathroom 2 
Dimensions - 8x9Level - SecondArea - 72
Bathroom 3 
Dimensions - 8x9Level - SecondArea - 72
Bedroom 2 
Dimensions - 20x14Level - SecondArea - 280
Bedroom 3 
Dimensions - 15x20Level - SecondArea - 300
Bedroom 4 
Dimensions - 19x21Level - SecondArea - 399
Bedroom 5 
Dimensions - 16x17Level - SecondArea - 272
Dining Room 
Dimensions - 14x19Level - FirstArea - 266
Family Room 
Dimensions - 19x20Level - FirstArea - 380
Kitchen 
Dimensions - 15x36Level - FirstArea - 540
Living Room 
Dimensions - 28x19Level - FirstArea - 532
Master Bedroom 
Dimensions - 23x15Level - SecondArea - 345
Office 
Dimensions - 14x12Level - FirstArea - 168
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Exterior Features
Exterior 
Rain GuttersLighting
Lot Features 
Landscaped
Patio And Porch 
PorchDeckPatio
Roof 
Slate
View 
PondWaterScenic
Waterfront 
Yes
Waterfront Features 
WaterfrontPond
Waterview 
PondWaterScenic
Windows/Doors 
Storm Window(s)
Community Features
Community Features 
Park
Schools
School District
Unknown
Elementary School
Vo
Middle School
Mccall
High School
Whs
Listing courtesy of The Pallotta Group of Gibson Sotheby's International Realty



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.

Last checked 2026-03-14 06:57 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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