
1 Plymouth Rd. Winchester — Photo 1 of 28
$3,299,000
1 Plymouth Rd., Winchester, MA 01890
Winchester, MA 01890
Beds
7
Baths
7.5
SqFt
7,226
Style
Single Family
Built
2025
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.
Key facts
It was listed on October 1, 2026. It sits on a 0.43-acre (18,730 sq ft) lot.
Open Houses
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Winchester, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Gas Water Heater • Range • Dishwasher • Disposal • Microwave • Refrigerator • Range Hood
Neighborhood
Public Transportation • Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl First23 x 24
Cathedral Ceiling(s), Flooring - Hardwood
Dining Room
Lvl First16 x 10
Flooring - Hardwood
Kitchen
Lvl First18 x 15
Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Wet Bar, Pot Filler Faucet, Gas Stove
Family Room
Lvl First27 x 16
Flooring - Hardwood
Primary Bedroom
Lvl Second14 x 16
Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood
Bedroom 2
Lvl Second11 x 16
Bedroom 3
Lvl Second16 x 11
Bathroom - Full, Flooring - Hardwood
Bedroom 4
Lvl Second16 x 11
Bathroom - Full, Flooring - Hardwood
Bedroom 5
Lvl First19 x 10
Bathroom - Full, Flooring - Hardwood
Bathroom 1
Lvl First17 x 11
Bathroom 2
Lvl SecondBathroom 3
Lvl SecondProperty History
$3,299,000
Oct 1, 2026
MLS® 73585058
$3,299,000
Sep 15, 2026
MLS® 73498293
$3,299,000
Apr 8, 2026
MLS® 73498293
Questions about this home
When was 1 Plymouth Rd., Winchester listed?
1 Plymouth Rd., Winchester was listed on October 1, 2026.
Has the price of 1 Plymouth Rd., Winchester changed?
The price hasn't changed since it was listed at $3,299,000.
How big is the lot at 1 Plymouth Rd., Winchester?
1 Plymouth Rd., Winchester sits on a 0.43-acre (18,730 sq ft) lot.
What is the status of 1 Plymouth Rd., Winchester?
1 Plymouth Rd., Winchester is actively listed for sale.
Population
23,406
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$230K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
18.3%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Middlesex County
2,698 housing units permitted in the last 12 months (+3% vs the prior 12 months) — 1,713 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 7,226 sq ft principal dwelling). Lot size: 18,730 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: The Pallotta Group
Listing Office: Gibson Sotheby's International Realty
MLS® Number: 73585058







