For Sale

4 Dartmouth St, Winchester, MA

Winchester · MA 01890

$4,299,000
Price
5
Beds
5.5
Baths
6526
Sq. ft.

Overview

Property type: Single Family
Year built: Built in 1935
Lot size: 0.67 Acre Lot
Price per square foot: $659 / Sq.Ft
Parking: 2 Garage Spaces · 6 Off Street Spaces
Heating & cooling: Heat, Heat Pump, AC

About this home

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!

Neighborhood & Transit

4 Dartmouth St, Winchester · MA 01890

Nearby transit

Within 0.5 mile, measured straight-line to the nearest station entrance.

No subway or commuter rail stations within 0.5 mile.

Price Insight

Days on Market:
55 days
Listing Price:
$4,299,000
Price per Sq.Ft:
$659
Tax Assessment:
$4,603,500 in 2026
Taxes:
$4,251 / Monthly

Home Facts

Interior Features

Bedrooms
5
Full Bathrooms
5
Half Bathrooms
1
Living Area
6,526 Sq.Ft (Includes Basement)
Kitchen
Main Floor, Gas Stove, Eat-in Kitchen, Kitchen Island, Stone Countertops, Pantry, Flooring - Hardwood, Wet bar, Remodeled, Dishwasher, Wine Chiller, Range, Wall Oven, Garbage Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Primary Bedroom
Floor 2, Full Bathroom, Walk-in Closet, Flooring - Hardwood, En-suite bathroom
Laundry
Unknown
Living levels
Unknown
Rooms
15
Above grade area
4795
Flooring
Wood
Lead paint
Unknown

Utilities

Heating Type
Forced Air, Heat Pump, Unit Control, Hydronic Floor Heat
Heating Zone
7
Cooling
Central Air
Cooling Zones
3
Water
City/Town Water
Sewer
City/Town Sewer
Electric Features
Unknown

Exterior Features

Lot Size
29,002 Sq.Ft
Lot Description
Paved Drive, Scenic View(s)
Exterior Features
Porch, Deck, Patio, Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting

Parking

Garage Parking
2 Parking Spaces, Attached
Off Street Parking
6 Parking Spaces, Off-Street

Construction Details

Construction Type
Brick
Siding
Wood, Brick, Stucco
Roof
Slate

Green Features

Electric Vehicle Charger
Unknown
Solar Panels
Unknown
Green Certified
Unknown
Insulation Features
Unknown
Energy Features
Unknown

Room details

Living room level
First Floor
Living room dimensions
28X19
Living room features
Fireplace, Flooring - Hardwood, Wainscoting
Dining room level
First Floor
Dining room dimensions
14X19
Dining room features
Flooring - Hardwood
Family room level
First Floor
Family room dimensions
19X20
Family room features
Fireplace, Flooring - Hardwood, Balcony / Deck
Kitchen dimensions
15X36
Primary bedroom dimensions
23X15
Bedroom 2 level
Second Floor
Bedroom 2 dimensions
20X14
Bedroom 2 features
Bathroom - Full, Flooring - Hardwood
Bedroom 3 level
Second Floor
Bedroom 3 dimensions
15X20
Bedroom 3 features
Bathroom - Full, Flooring - Hardwood
Bedroom 4 level
Second Floor
Bedroom 4 dimensions
19X20
Bedroom 4 features
Bathroom - Full, Flooring - Hardwood
Bedroom 5 level
Second Floor
Bedroom 5 dimensions
16X17
Bedroom 5 features
Flooring - Hardwood, Window Seat
Bathroom 1 level
Second Floor
Bathroom 1 dimensions
13X10
Bathroom 1 features
Bathroom - Full, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid
Bathroom 2 level
Second Floor
Bathroom 2 dimensions
8X9
Bathroom 2 features
Bathroom - Full, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid
Bathroom 3 level
Second Floor
Bathroom 3 dimensions
8X9
Bathroom 3 features
Bathroom - Full, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid

Listing information

Listing agent
The Pallotta Group
Listing office
Gibson Sotheby's International Realty
MLS PIN #
73574948
Disclosure
Refrigerant unit in wine room and trash compactor do not work. Radiant heat floors in the office, kitchen and primary bath. This owner was not required to have flood insurance by their insurer. Some exterior photos virtually edited.