MLS #73585058 image #0
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.
Current real estate data for Single Family in Winchester as of Oct 17, 2026
65
Single Family Listed
61
Avg DOM
564
Avg $ / SqFt
$2,108,182
Avg List Price

Property Details

Price:
$3,299,000
MLS #:
73585058
Status:
Active
Beds:
7
Baths:
7.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Oct 1, 2026
Finished Sq Ft:
7,226
Total Sq Ft:
7,226
Lot Size:
18,730 sqft / 0.43 acres (approx)
Year Built:
2025
ColonialWoodedTennisNewconstructionCommunity PoolVoMccallWhs

Schools

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

Interior

Above Grade Finished Area
5075
Appliances
Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Range Hood
Bathrooms
7 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
2151
Cooling
Central Air
Fireplaces Total
2
Flooring
Wood, Flooring – Hardwood, Flooring – Stone/Ceramic Tile, Flooring – Engineered Hardwood
Heating
Central
Interior Features
Bedroom, Inlaw Apt., Mud Room, Media Room, Wet Bar
Laundry Features
Second Floor

Exterior

Architectural Style
Colonial
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, House of Worship, Private School, Public School
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Porch, Deck – Composite, Rain Gutters, Professional Landscaping, Sprinkler System
Garage Spaces
2
Green Energy Efficient
Thermostat
Lot Features
Corner Lot, Wooded
Open Parking Spaces
4
Open Parking YN
1
Parking Features
Attached, Under, Paved Drive, Off Street
Parking Spots
6
Parking Total
6
Patio And Porch Features
Porch, Deck – Composite
Roof
Shingle
Window Features
Insulated Windows

Financial

Tax Year
2026

Map

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Community

Property Summary

    1 Plymouth Rd. Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $3,299,000 and features 7 beds, 8 baths, and has approximately 7,226 square feet of living space, and was originally constructed in 2025. The current price per square foot is $457. The average price per square foot for Single Family listings in Winchester is $564. The average listing price for Single Family in Winchester is $2,108,182. To schedule a showing of MLS#73585058 at 1 Plymouth Rd. in Winchester, MA, contact your Boardwalk Real Estate Corp. agent at 781-944-7820.

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CRP: Certified Relocation Professional
CRS: Certified Residential Specialist
GRI: Graduate of Realtors Institute
CBR: Certified Buyers Representative
BSBA: Bachelor of Science in Business Administration. Babson College 1979
MBA: Master of Business Administration. Babson College 2002

James M. Joly is President and Principal-Owner of Boardwalk Real Estate Corp.,…

More About James
1 Plymouth Rd.
Winchester, MA