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5 Winchester Rd, Medway MA 02053

Medway, MA 02053
$874,900
Est. $5,477/month
4
Beds
2.5
Baths
2,640
Sq Ft
$331
Price/Sq Ft
1.70
Acres
2003
Year Built
5 hours 10 minutes
Time on Market
Active Open House Listed Jun 16, 2026 • MLS# 73536507 Copied!

About this home

Tucked away at the end of a long private drive, 5 Winchester Road offers the rare combination of timeless Colonial living & a truly exceptional setting. Nestled on 1.7 acres of beautifully manicured grounds surrounded by mature trees, this property provides a sense of privacy and tranquility that is increasingly hard to find. Hardwood floors run throughout the entire home, complementing the classic Colonial floorplan designed for both comfortable living & entertaining. The first floor features a custom fieldstone fireplace in the family room, formal sitting room, formal dining room, and an eat-in kitchen with sliders leading to a deck overlooking the peaceful backyard. Upstairs are four bedrooms, including a spacious primary suite w/ private bath. The finished lower level adds valuable living space with a wet bar, dedicated home office, and room for recreation or gatherings. Offering the perfect balance of privacy, space, and nature-this is a place you'll love coming home to.

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Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
2003
Bedrooms
4
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,640 sq ft
Total Rooms
9

Open House Schedule

18
Jun
Thursday, June 18
4:30 PM - 6:00 PM EDT
20
Jun
Saturday, June 20
10:00 AM - 12:00 PM EDT

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 2003
Living Area 2,640 sq ft
Lot Size 1.70 acres
Bedrooms 4
Full Baths 2
Half Baths 1
Total Rooms 9

Interior

Heating Baseboard, Oil
Cooling Central Air
Flooring Tile, Hardwood, Flooring - Wall To Wall Carpet, Flooring - Stone/ceramic Tile
Appliances Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Water Softener, Plumbed For Ice Maker
Fireplace Family Room
Fireplaces 1
Basement Full, Partially Finished, Radon Remediation System
Laundry Electric Dryer Hookup, Washer Hookup
Features Recessed Lighting, Closet, Beadboard, Wet Bar, Cable Hookup, Office, Bonus Room, Den, Central Vacuum, Wet Bar

Exterior

Construction Frame
Architecture Colonial
Roof Shingle
Features Porch, Deck, Deck - Wood, Patio, Rain Gutters, Storage
Pool None
Spa None
Fencing None
Patio/Porch Porch, Deck, Deck - Wood, Patio

Parking

Garage Spaces 2
Has Garage Yes
Features Attached, Garage Door Opener, Paved Drive, Off Street, Paved
Total Spaces 8

Utilities

Electric 200+ Amp Service, Generator Connection
Water Private
Sewer Private Sewer
Gas None
Other For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup, Icemaker Connection, Generator Connection

Financial

Annual Tax $10,232
Assessed Value $718,000

Interior Features

Flooring: Tile, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile
Appliances: Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Water Softener, Plumbed For Ice Maker
Interior Features: Recessed Lighting, Closet, Beadboard, Wet bar, Cable Hookup, Office, Bonus Room, Den, Central Vacuum, Wet Bar
Windows: Insulated Windows
Basement: Full, Partially Finished, Radon Remediation System
Laundry: Electric Dryer Hookup, Washer Hookup
Security:

Construction & Materials

Style: Colonial
Year Built: 2003
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Baseboard, Oil
Heating Zones: 4
Cooling: Central Air
Cooling Zones: 1
Hot Water:
Water Source: Private
Sewer: Private Sewer
Energy Features: Thermostat

Exterior & Lot

Exterior Features: Porch, Deck, Deck - Wood, Patio, Rain Gutters, Storage
Patio & Porch: Porch, Deck, Deck - Wood, Patio
Fencing:
Other Structures:
Lot Features:
Road Surface: Paved

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 8
Parking Features: Attached, Garage Door Opener, Paved Drive, Off Street, Paved

Special Features

Fireplaces: 1
Fireplace Type: Family Room
Community Amenities: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, T-Station

Location

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Neighborhood

5 Winchester Rd, Medway MA 02053

Medway, MA 02053

Walkability

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Nearby Schools

School District
Medway School District local
A-
School Safety 2024-25
1.0% Low
1.0% Suspensions 0.4% In-School
4.5% below state avg
E

Elementary Schools

2 schools
John D. McGovern Elementary School
1.4 mi
353 students Moderate
Grades PK-01
A
Burke/Memorial Elementary School
2.4 mi | #106 of 824 | Score: 59.0
Improved 144 spots from last year
+0.8 above state avg
506 students Moderate
Rising School Strong Attendance
Grades 02-04
M

Middle Schools

1 school
A
Medway Middle School
2.1 mi | #68 of 352 | Score: 53.8
Dropped 21 spots from last year
-4.4 below state avg
677 students Moderate
Grades 05-08
H

High Schools

1 school
A-
Medway High School
1.3 mi | #78 of 346 | Score: 62.7
Dropped 37 spots from last year
+4.5 above state avg
622 students Moderate
19 sports • 1,282 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $853
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Market Insights

Property Timeline

👁️
Showing Instructions Updated
Jun 16, 2026
New showing requirements
🏠
Listed for Sale
Jun 16, 2026
$874,900
Original listing
Agent: Lisa Bailey Office: Berkshire Hathaway HomeServices Evolution Properties

Price & Status History

Date Event Price Change
Jun 16, 2026 New Listing Added $874,900

Market Statistics

Time on Market
5 hours 10 minutes
Price per Sq Ft
$331

Tax History

Year Taxes Assessment
2025 $10,232 $718,000

Financial Details

Annual Property Tax
$10,232
Tax Year 2025
Assessed Value
$718,000

Listing Information

Listing Agent Lisa Bailey
Listing Office Berkshire Hathaway HomeServices Evolution Properties
Agent MLS ID CN233323
Office MLS ID AN5657
Listing Data Updated Jun 16, 2026 10:26 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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