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4 Dartmouth St

Winchester, MA 01890
$4,299,000
5 Beds
5/1 Baths
6,526 Living Area
  • 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 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!
  • Highlights
    • Cooling: Central Air
    • Heating: Forced Air, Steam, Natural Gas, Hydronic Floor Heat(Radiant)
    • Property Class: Residential
    • Style: Tudor
    • Year Built: 1935
    • Has View: Yes
    • Parking Spots: 8
    • Property Type: Single Family Residence
    • Total Rooms: 15
    • Status: Active
  • Additional Details
    • Appliances: Gas Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
    • Construction: Brick
    • Fireplaces: 3
    • Foundation: Concrete Perimeter, Stone, Brick/Mortar
    • Road Frontage Type: Public
    • SqFt Source: Public Record
    • Year Built Details: Actual
    • Zoning: Rdb
    • Basement: Full, Finished
    • Exterior Features: Porch, Deck, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting
    • Flooring: Wood, Flooring - Vinyl, Laminate, Flooring - Stone/Ceramic Tile
    • Interior Features: Exercise Room, Media Room, Game Room, Wine Cellar, Mud Room, Wet Bar, Walk-up Attic, Wired for Sound
    • Roof: Slate
    • View: Scenic View(s)
    • Year Built Source: Public Records
  • Amenities
    • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, House of Worship, Private School, Public School
    • Parking Features: Attached, Paved Drive, Off Street
    • Waerfront: Yes
    • Covered Parking Spaces: 2
    • Security Features: Security System
    • Waterfront Features: Waterfront, Pond
  • Utilities
    • Sewer: Public Sewer
    • Water Source: Public
  • Fees / Taxes
    • Assessed Value: $4,603,500
    • Taxes: $51,006
    • Tax Year: 2026

Location

4 Dartmouth St, Winchester, MA 01890

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Content © 2026 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Gibson Sotheby's International Realty. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.
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