$2,500,000
9 Plymouth Rd
Winchester, MA, 01890
Welcome to 9 Plymouth Rd — a classic 1959 single-family home tucked at the end of a private road on a dead-end street, set on a private 0.52-acre lot abutting conservation land in one of Winchester’s most sought-after neighborhoods. This well-appointed 11-room residence offers 5 bedrooms, 3 full baths, and 1 half bath, giving your family room to spread out and settle in. Thoughtfully updated for year-round comfort, the home features central AC, central humidification, and an air exchanger. Outside, enjoy beautifully landscaped gardens, a spacious deck overlooking the private yard, lush irrigated grounds with an invisible dog fence, and a hot tub for unwinding after a long day. A wood-burning fireplace adds warmth and character to the living space. Located just minutes from top-rated schools, Winchester Center, and convenient commuter access to Boston, this is a rare opportunity to enjoy privacy, nature, and timeless New England living in an exceptional location.
Property Details
Price:
$2,500,000
MLS #:
73544924
Status:
Active
Beds:
5
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
winchesterhighlands
Listed Date:
Jul 6, 2026
Finished Sq Ft:
4,071
Total Sq Ft:
4,071
Lot Size:
22,599 sqft / 0.52 acres (approx)
Year Built:
1959
Schools
Elementary School:
Vinson Owen
Middle School:
Mccall
High School:
Whs
Interior
Above Grade Finished Area
4071
Appliances
Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer
Bathrooms
3 Full Bathrooms
Cooling
Central Air, None
Fireplaces Total
1
Flooring
Wood
Heating
Baseboard, Oil
Exterior
Architectural Style
Colonial
Attached Garage YN
1
Community Features
Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, Public School
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Deck – Wood, Rain Gutters, Hot Tub/Spa, Storage, Professional Landscaping, Sprinkler System, Garden, Invisible Fence
Fencing
Invisible
Garage Spaces
2
Open Parking Spaces
2
Open Parking YN
1
Parking Features
Attached, Garage Door Opener, Storage, Paved Drive, Off Street, Paved
Parking Spots
4
Parking Total
4
Patio And Porch Features
Deck – Wood
Roof
Shingle
Spa Features
Private
Window Features
Insulated Windows
Financial
Tax Year
2025
Taxes
$19,088
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Winchester as of Jul 10, 2026
72
Single Family Listed
65
Avg DOM
540
Avg $ / SqFt
$2,044,021
Avg List Price
Community
- Address9 Plymouth Rd Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 9 Plymouth Rd Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $2,500,000 and features 5 beds, 3 baths, and has approximately 4,071 square feet of living space, and was originally constructed in 1959. The current price per square foot is $614. The average price per square foot for Single Family listings in Winchester is $540. The average listing price for Single Family in Winchester is $2,044,021. To schedule a showing of MLS#73544924 at 9 Plymouth Rd in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Real Broker MA, LLC. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.
9 Plymouth Rd
Winchester, MA








































