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$2,500,000

9 Plymouth Rd, Winchester MA 01890
Winchester, MA 01890
Listed by Steph Crawford Group
Bedrooms
5
Bathrooms
3
Living area
4,071 sqft
Year built
1959

About this home

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.

Highlights

Fireplace

Property details

MLS #
73544924
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
45
On market date
July 6, 2026
Stories
N/A
Garage spaces
2
Lot size
0.52 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Vinson-Owen Elementary
0.65 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
411
Student:teacher ratio
12.5:1
District
Winchester
Middle
Ottoson Middle
1.39 mi away · Grades 7-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
906
Student:teacher ratio
11.3:1
District
Arlington
High
Arlington High
1.66 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,483
Student:teacher ratio
13.0:1
District
Arlington

Mortgage calculator

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Est. monthly payment
$15,205/mo
$500,000 down
$2,000,000 loan
Principal & interest$12,972
Property tax (est.)$2,083
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated July 10, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.