4 Dartmouth St, Winchester, MA 01890
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$4,449,000
5 Beds
6 Baths
6526 SQFT
0.67 Acre
HOA: N/A

Property Description

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!

Property Details tap to expand

Amenities

  • Bike Path
  • Conservation Area
  • House of Worship
  • Medical Facility
  • Park
  • Private School
  • Public School
  • Public Transportation
  • Shopping
  • Walk/Jog Trails

Kitchen, Dining, and Appliances

  • Kitchen Dimensions: 15X36
  • Kitchen Level: First Floor
  • Countertops - Stone/Granite/Solid, Dining Area, Flooring - Hardwood, Gas Stove, Kitchen Island, Pantry, Remodeled, Wet bar
  • Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Refrigerator, Refrigerator - Wine Storage, Wall Oven, Washer
  • Dining Room Dimensions: 14X19
  • Dining Room Level: First Floor
  • Dining Room Features: Flooring - Hardwood

Bathrooms

  • Full Baths: 5
  • Half Baths 1
  • Master Bath: 1
  • Bathroom 1 Dimensions: 13X10
  • Bathroom 1 Level: Second Floor
  • Bathroom 1 Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid
  • Bathroom 2 Dimensions: 8X9
  • Bathroom 2 Level: Second Floor
  • Bathroom 2 Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid
  • Bathroom 3 Dimensions: 8X9
  • Bathroom 3 Level: Second Floor
  • Bathroom 3 Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid

Bedrooms

  • Bedrooms: 5
  • Master Bedroom Dimensions: 23X15
  • Master Bedroom Level: Second Floor
  • Master Bedroom Features: Bathroom - Full, Closet - Walk-in, Flooring - Hardwood
  • Bedroom 2 Dimensions: 20X14
  • Bedroom 2 Level: Second Floor
  • Master Bedroom Features: Bathroom - Full, Flooring - Hardwood
  • Bedroom 3 Dimensions: 15X20
  • Bedroom 3 Level: Second Floor
  • Master Bedroom Features: Bathroom - Full, Flooring - Hardwood

Other Rooms

  • Total Rooms: 15
  • Living Room Dimensions: 28X19
  • Living Room Level: First Floor
  • Living Room Features: Fireplace, Flooring - Hardwood, Wainscoting
  • Family Room Dimensions: 19X20
  • Family Room Level: First Floor
  • Family Room Features: Balcony / Deck, Fireplace, Flooring - Hardwood
  • Laundry Room Features: Finished, Full

Utilities

  • Heating: Forced Air, Gas, Hydronic Floor Heat(Radiant), Steam
  • Heat Zones: 7
  • Cooling: Central Air
  • Cooling Zones: 3
  • Energy Features: Prog. Thermostat, Storm Windows
  • Utility Connections: for Gas Range
  • Water: City/Town Water
  • Sewer: City/Town Sewer

Garage & Parking

  • Garage Parking: Attached
  • Garage Spaces: 2
  • Parking Features: Off-Street
  • Parking Spaces: 6

Interior Features

  • Square Feet: 6526
  • Fireplaces: 3
  • Interior Features: Security System
  • Accessability Features: Unknown

Construction

  • Year Built: 1935
  • Type: Detached
  • Style: Tudor
  • Foundation Info: Brick, Fieldstone, Poured Concrete
  • Roof Material: Slate
  • Flooring Type: Laminate, Wood
  • Lead Paint: Unknown
  • Warranty: No

Exterior & Lot

  • Lot Description: Scenic View(s)
  • Exterior Features: Deck, Decorative Lighting, Gutters, Patio, Porch, Professional Landscaping, Sprinkler System
  • Road Type: Public
  • Waterfront Features: Pond

Other Information

  • MLS ID# 73482952
  • Last Updated: 05/19/26
  • HOA: No
  • Reqd Own Association: Unknown

Property History tap to expand

Date Event Price Price/Sq Ft Source
05/05/2026Active$4,449,000$682MLSPIN
05/01/2026Price Change$4,449,000$682MLSPIN
03/09/2026Active$4,699,000$720MLSPIN
03/05/2026New$4,699,000$720MLSPIN

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Seller's Representative: The Pallotta Group, Gibson Sotheby's International Realty
Sub Agent Compensation: n/a
Buyer Agent Compensation: n/a
Facilitator Compensation: n/a
Compensation Based On: n/a
Sub-Agency Relationship Offered: No

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MLS PIN data last updated at 2026-05-19 08:03:00