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Mandy Ramsdell
REALTOR®
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4 Dartmouth, Winchester, MA 01890

$4,299,000
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New to the Market Active
BEDS5 BATHS5 full 1 partial SQUARE FEET6,526 MLS#73574948
STATUSActive PROPERTY TYPEResidential - Single Family

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!

4 Dartmouth | MLS# 73574948

This single family home located at 4 Dartmouth, Winchester, MA 01890 is currently listed for sale with an asking price of $4,299,000. This property was built in 1935 and has 5 bedrooms and 5 full and 1 partial baths with 6526 sq. ft. Search Winchester real estate on mandyramsdell.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Full, Finished
Basement: Yes
Cooling: Central Air
Fireplaces: 3
Garage: 2 car attached
Heating: Forced Air, Steam, Natural Gas, Hydronic Floor Heat(R
Home Style: Tudor
Lot Size: 0.67 Acres
Roof Type: Slate
Taxes: $51,006
Year Built: 1935

Amenities

Exercise Room
Media Room
Game Room
Wine Cellar
Mud Room
Wet Bar
Walk-up Attic
Wired for Sound
Porch
Deck
Patio
Rain Gutters
Professional Landscaping
Sprinkler System
Decorative Lighting

Feature Descriptions

Appliances: Gas Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
Building Area Total: 6526
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, House of Worship, Private School, Public School
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 1
Dining Room: Flooring - Hardwood
Exterior: Brick
Family Room: Flooring - Hardwood, Balcony / Deck
Fireplace Features: Family Room, Living Room
Fireplace Y/N: Yes
Flooring: Wood, Flooring - Vinyl, Laminate, Flooring - Stone/Ceramic Tile
GarageY/N: Yes
HeatingY/N: 1
Kitchen: Flooring - Hardwood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Wet Bar, Remodeled, Gas Stove
Laundry: First Floor
Living Room: Flooring - Hardwood, Wainscoting
Master Bathroom: Yes
Master Bedroom: Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood
Open Parking Y/N: Yes
Parcel Number: 899730
Parking Features: Attached, Paved Drive, Off Street
Parking Total: 8
Patio And Porch: Porch, Deck, Patio
Rooms Total: 15
Security: yes
Security Features: Security System
Sewer: Public Sewer
Special View Info: Scenic View(s)
Utilities: for Gas Range
Water: Public
Waterfront Features: Waterfront, Pond
Window Features: Storm Window(s)

Room Sizes

Bathroom 1: 13.00 X 10.00 Level - Second
Bathroom 2: 8.00 X 9.00 Level - Second
Bathroom 3: 8.00 X 9.00 Level - Second
Bedroom 2: 20.00 X 14.00 Level - Second
Bedroom 3: 15.00 X 20.00 Level - Second
Bedroom 4: 19.00 X 20.00 Level - Second
Bedroom 5: 16.00 X 17.00 Level - Second
Dining Room: 14.00 X 19.00 Level - First
Family Room: 19.00 X 20.00 Level - First
Kitchen: 15.00 X 36.00 Level - First
Living Room: 28.00 X 19.00 Level - First
Primary Bedroom: 23.00 X 15.00 Level - Second

Local Schools

High School: Whs
Middle School: Mccall
Elementary School: Vo

Listed By / Shown By

Listed By

Agency Name: Gibson Sotheby's International Realty
Agent Name: The Pallotta Group
Agency Phone: 781-648-3500

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Estimated Payment

$ 15,072.09 per month $9,567.71 Principal & Interest $4,250.50 Property Tax $1,253.88 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/11/2026. The listing information on this page last changed on 09/11/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 09/11/2026 12:02:43 AM EST) or MLSPIN MLS (last updated Thu 09/10/2026 11:38:50 PM EST) or Prime MLS (last updated Thu 09/10/2026 11:33:28 PM EST) or MREIS (last updated Thu 09/10/2026 11:55:25 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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