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ActiveListed 18 days ago

$3,299,000

1 Plymouth Rd., Winchester, MA 01890

7
beds
7.5
baths
7,226
sqft
Lot sizeThe land that comes with the home, as reported to the MLS.
0.43 acres
Year builtThe year the building was originally built, as reported by the listing agent.
2025
On the marketDays since the home was listed. New listings tend to move fastest.
18 days ago
Property type
Single Family Residence
Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
$457
ParkingSpaces that come with the home, as reported to the MLS.
6 spaces

What’s Special

  • Central Air
  • Porch

Ideally situated in one of Winchester’s most serene neighborhoods, this exceptional residence offers impressive scale, thoughtful design, and remarkable versatility in a quiet, peaceful setting. It also represents one of Winchester's best values, with tremendous square footage and an au-pair/in-law apartment. Surrounded by beautiful homes and a sense of established elegance, this is a property designed to feel both private and welcoming. Thoughtfully expanded and beautifully built, the home offers 7 bedrooms and 7.5 baths, with generous living spaces designed for both everyday comfort and effortless entertaining. At the heart of the home, a stunning chef’s kitchen opens seamlessly to a dramatic fireplaced living room with soaring cathedral ceilings, creating a warm and inviting gathering space filled with natural light. There is also a family room, also with a fireplace and large picture windows, allowing for an abundance of sunlight. Explore further and you'll find a huge butler's pantry, a must-have feature in today's homes. There is also a wet bar with a beverage fridge. This is a home that has been very thoughtfully designed for how today's buyers actually live, but what truly distinguishes it is the flexibility of design. A private two-bedroom suite offers its own living area, office, wet bar, and full bath, providing an exceptional option for an au pair, extended stays, guests, returning college students or a more private living arrangement. The finished lower level adds even more space for recreation, fitness, entertaining, or simply spreading out. Beautifully proportioned rooms, exceptional functionality, and a serene neighborhood setting come together to create a home that feels substantial yet comfortable, sophisticated yet wonderfully livable. The natural light is exceptional, and outside, an oversized lot offers plenty of play space and a deck to hang out on. Just moments from Mullen Field, close to the town center and trains and an easy trip to Lexington or Cambridge, 1 Plymouth offers a rare opportunity to enjoy exceptional space and privacy in one of Winchester’s most sought-after neighborhoods.

Listing courtesy of The Pallotta Group, Gibson Sotheby's International Realty · MLS PIN #73585058

Facts & Features

Status
Active
Active status flag
Active
Bedrooms
7
Bathrooms
7 full, 1 half
Living area
7,226 sqft

Interior

5
  • Bedroom
  • Inlaw Apt.
  • Mud Room
  • Media Room
  • Wet Bar

Exterior

5
  • Porch
  • Deck - Composite
  • Rain Gutters
  • Professional Landscaping
  • Sprinkler System

Parking

4
  • Attached
  • Under
  • Paved Drive
  • Off Street

Laundry

1
  • Second Floor

Heating

1
  • Central

Cooling

1
  • Central Air

Appliances

7
  • Gas Water Heater
  • Range
  • Dishwasher
  • Disposal
  • Microwave
  • Refrigerator
  • Range Hood

MLS PIN #73585058 · Listed October 1, 2026

Location

1 Plymouth Rd., Winchester · All Winchester homes

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.

$3,299,000

1 Plymouth Rd.

37 Mayflower Road1 / 42
Active

$3,149,000

7 bd · 7.5 ba · 8,540 sqft · Single Family

37 Mayflower Road

Winchester, MA 01890

Listing courtesy of Kim Covino & Co. Team, Compass · MLS PIN #73573670

11 Viking Road1 / 36
Active

$3,600,000

7 bd · 7.5 ba · 7,429 sqft · Single Family

11 Viking Road

Winchester, MA 01890

Listing courtesy of Post Advisory Group, Engel & Volkers Boston · MLS PIN #73556474

7 Hutchinson Road1 / 42
Active

$3,450,000

6 bd · 4.5 ba · 5,735 sqft · Single Family

7 Hutchinson Road

Winchester, MA 01890

Listing courtesy of Kim Covino & Co. Team, Compass · MLS PIN #73561703

23 Lantern Ln1 / 42
Active

$2,899,990

6 bd · 5.5 ba · 5,550 sqft · Single Family

23 Lantern Ln

Arlington, MA 02474

Listing courtesy of Aflatun Asadov, Steve Bremis Realty Group · MLS PIN #73554738

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.