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9 Plymouth Rd, Winchester MA 01890

Winchester, MA 01890 • Winchester Highlands
$2,500,000
Est. $14,432/month
5
Beds
3
Baths
4,071
Sq Ft
$614
Price/Sq Ft
0.52
Acres
1959
Year Built
2
Garage Spaces
16 hours 56 minutes
Time on Market
Active Listed Jul 6, 2026 • MLS# 73544924 Copied! • Updated Jul 6, 2026

About this home

Welcome to 9 Plymouth Rd — a classic 1959 single-family home tucked at the end of 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 10-room residence offers 5 bedrooms, 3 full baths, and 1 half bath, giving your family room to spread out and settle in. The home is loaded with thoughtful upgrades including central AC, central humidification, and an air exchanger for year-round comfort. Outside, enjoy a lush irrigated yard with an invisible dog fence, plus a hot tub for unwinding after a long day. A wood-burning fireplace adds warmth and character to the living space.Located in Winchester, you're minutes from top-rated schools, a vibrant town center, and easy commuter access to Boston. Homes like this don't come along often — don't miss your chance.

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Recently Sold Nearby

Property History

Property Timeline

🏠
Listed for Sale
Jul 6, 2026
$2,500,000
Original listing
Agent: Steph Crawford Group Office: Real Broker MA, LLC

Tax History

Year Taxes Assessment
2025 $19,088 $1,721,200

Financial Details

Annual Property Tax
$19,088
Tax Year 2025
Assessed Value
$1,721,200

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1959
Living Area 4,071 sq ft
Lot Size 0.52 acres
Bedrooms 5
Full Baths 3
Total Rooms 10

Interior

Heating Baseboard, Oil
Cooling Central Air, None
Flooring Wood
Appliances Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer
Fireplace None
Fireplaces 1
Basement Partial
Laundry None
Features None

Exterior

Construction Frame
Architecture Colonial
Roof Shingle
Features Deck - Wood, Rain Gutters, Hot Tub/spa, Storage, Professional Landscaping, Sprinkler System, Garden, Invisible Fence
Pool None
Spa Private
Fencing Invisible
Patio/Porch Deck - Wood
Garage Spaces 2
Has Garage Yes
Features Attached, Garage Door Opener, Storage, Paved Drive, Off Street, Paved
Total Spaces 4
Electric 220 Volts
Water Public
Sewer Public Sewer
Gas None
Other None
Annual Tax $19,088
Assessed Value $1,721,200
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Middlesex

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1959
Bedrooms
5
Full Bathrooms
3
Living Area
4,071 sq ft
Total Rooms
10

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom
Yes

Interior Features

Flooring: Wood
Appliances: Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer
Interior Features:
Windows: Insulated Windows
Basement: Partial
Laundry:
Security:

Construction & Materials

Style: Colonial
Year Built: 1959
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Baseboard, Oil
Heating Zones: 5
Cooling: Central Air, None
Cooling Zones: 5
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Deck - Wood, Rain Gutters, Hot Tub/Spa, Storage, Professional Landscaping, Sprinkler System, Garden, Invisible Fence
Patio & Porch: Deck - Wood
Fencing: Invisible
Other Structures:
Lot Features:
Road Surface: Paved

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 4
Parking Features: Attached, Garage Door Opener, Storage, Paved Drive, Off Street, Paved

Special Features

Fireplaces: 1
Fireplace Type:
Spa/Hot Tub: Yes
Spa Features: Private
Community Amenities: Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, Public School
School District
Winchester School District local
A+
School Safety 2024-25
0.1% Very Low (Safest)
0.1% Suspensions 0.1% In-School
5.4% below state avg
E

Elementary Schools

10 schools
Acera School
2.5 mi
Grades K-08
The Wilder School
2.7 mi
Grades K-12
A+
Vinson-Owen Elementary School
0.6 mi | #40 of 824 | Score: 63.2
Improved 112 spots from last year
+5 above state avg
441 students Diverse
Rising School Strong Attendance
Grades PK-05
A+
Ambrose Elementary School
0.8 mi | #11 of 824 | Score: 66.1
Improved 36 spots from last year
+7.9 above state avg
398 students Moderate
Rising School Strong Attendance
Grades K-05
A
Lynch Elementary School
1.7 mi | #113 of 824 | Score: 58.6
Dropped 31 spots from last year
+0.4 above state avg
426 students Diverse
Grades PK-05
Children's Own School
1.9 mi
Grades PK-K
A+
Lincoln Elementary School
2.0 mi | #74 of 824 | Score: 60.7
Dropped 29 spots from last year
+2.5 above state avg
334 students Moderate
Strong Attendance
Grades K-05
Creative Corner School Inc
2.0 mi
Grades PK-K
St. Mary Elementary School
2.2 mi
Grades PK-05
A+
Muraco Elementary School
2.5 mi | #62 of 824 | Score: 61.6
Improved 62 spots from last year
+3.4 above state avg
352 students Diverse
Rising School Strong Attendance
Grades K-05
M

Middle Schools

1 school
A+
McCall Middle School
1.9 mi | #16 of 352 | Score: 62.4
Dropped 3 spots from last year
+4.2 above state avg
1,036 students Diverse
Strong Attendance
Grades 06-08
H

High Schools

1 school
A+
Winchester High School
2.1 mi | #17 of 346 | Score: 73.6
Improved 18 spots from last year
+15.4 above state avg
1,404 students Diverse
20 sports • 2,818 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,591
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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Payment Over Time

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Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location

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Neighborhood

Winchester Highlands

9 Plymouth Rd, Winchester MA 01890

Winchester, MA 01890

Listing Information

Listing Agent Steph Crawford Group
Listing Office Real Broker MA, LLC
Office Phone 774-314-9448
Agent MLS ID TM355651
Office MLS ID AN4866
Listing Data Updated Jul 6, 2026 10:23 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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BMN Boston Real Estate
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