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Nestled in Winchester’s coveted Lincoln School district, this classic Colonial offers timeless charm, modern comfort, and unbeatable curb appeal! Situated on a beautiful corner lot, the property features a detached 2-car garage and welcoming exterior that sets the tone for what awaits inside. The main level boasts a warm and inviting living room with a wood-burning fireplace, perfect for cozy evenings. A flexible office or playroom offers additional space for today’s lifestyle needs, while the formal dining room provides a wonderful setting for gatherings and special occasions. The kitchen boasts easy access to the patio and yard, ideal for outdoor entertaining and everyday enjoyment. Upstairs, you’ll find 3 bedrooms, including a spacious primary suite with dual closets and a private walk-out area — which could be the perfect retreat for your morning coffee. Available for the first time in over 40 years, this cherished home is ready to be passed down from one loving owner to the next.
Current real estate data for Single Family in Winchester as of Oct 07, 2025
62
Single Family Listed
65
Avg DOM
551
Avg $ / SqFt
$2,270,911
Avg List Price

Property Details

Price:
$1,349,000
MLS #:
73437800
Status:
Active
Beds:
3
Baths:
1.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Oct 1, 2025
Finished Sq Ft:
1,492
Total Sq Ft:
1,492
Lot Size:
8,660 sqft / 0.20 acres (approx)
Year Built:
1935
PoolTennisLincolnMccallWhs

Schools

Elementary School:
Lincoln
Middle School:
Mccall
High School:
Whs

Interior

Appliances
Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Bathrooms
1 Full Bathroom, 1 Half Bathroom
Cooling
None
Fireplaces Total
1
Flooring
Tile, Bamboo, Hardwood, Flooring – Hardwood
Heating
Hot Water, Natural Gas
Laundry Features
In Basement, Gas Dryer Hookup, Washer Hookup

Exterior

Architectural Style
Colonial
Community Features
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, T-Station
Construction Materials
Frame
Exterior Features
Patio, Rain Gutters, Professional Landscaping
Parking Features
Detached, Paved Drive, Off Street
Parking Spots
4
Roof
Shingle, Rubber

Financial

Tax Year
2025
Taxes
$14,418

Map

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Community

Property Summary

    40 Sargent Road Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,349,000 and features 3 beds, 2 baths, and has approximately 1,492 square feet of living space, and was originally constructed in 1935. The current price per square foot is $904. The average price per square foot for Single Family listings in Winchester is $551. The average listing price for Single Family in Winchester is $2,270,911. To schedule a showing of MLS#73437800 at 40 Sargent Road in Winchester, MA, contact your Boardwalk Real Estate Corp. agent at 781-944-7820.

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CRP: Certified Relocation Professional
CRS: Certified Residential Specialist
GRI: Graduate of Realtors Institute
CBR: Certified Buyers Representative
BSBA: Bachelor of Science in Business Administration. Babson College 1979
MBA: Master of Business Administration. Babson College 2002

James M. Joly is President and Principal-Owner of Boardwalk Real Estate Corp.,…

More About James
40 Sargent Road
Winchester, MA