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Welcome to the Winchester Highlands! This inviting 4-bedroom, 2.5-bath home blends comfort and character in the desirable Lincoln School District—just a short distance to downtown Winchester, the commuter rail, I-93, and the Middlesex Fells. A sun-filled living room with custom stone fireplace flows seamlessly into the dining area, perfect for gatherings. The kitchen offers a vented gas range, light maple cabinetry, and a peninsula with views of the private backyard oasis featuring a stone patio and tree lined property. Enjoy easy single-level living with four bedrooms and 1.5 baths on the main floor, including a spa-inspired bath with walk-in shower and whirlpool tub not to mention hardwood floors throughout. The finished lower level offers a family room, home gym, full bath, laundry, and direct garage access. Thoughtfully maintained with many homeowner improvements, this home combines warmth, functionality, and timeless appeal in one of Winchester’s most sought-after neighborhoods.
Current real estate data for Single Family in Winchester as of Oct 27, 2025
61
Single Family Listed
69
Avg DOM
532
Avg $ / SqFt
$2,167,370
Avg List Price

Property Details

Price:
$1,399,000
MLS #:
73441705
Status:
Active Under Contract
Beds:
4
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Oct 9, 2025
Finished Sq Ft:
2,865
Total Sq Ft:
2,865
Lot Size:
10,019 sqft / 0.23 acres (approx)
Year Built:
1945
LincolnMccallWhs

Schools

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

Interior

Appliances
Gas Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
1
Flooring
Tile, Hardwood, Flooring – Hardwood
Heating
Electric Baseboard, Natural Gas
Laundry Features
In Basement, Electric Dryer Hookup, Washer Hookup

Exterior

Architectural Style
Ranch
Community Features
Public Transportation, Shopping, Walk/Jog Trails, Medical Facility, Highway Access, Public School, T-Station, Sidewalks
Construction Materials
Frame
Exterior Features
Porch, Patio, Professional Landscaping, Sprinkler System, Screens, Fenced Yard, Stone Wall
Parking Features
Attached, Under, Garage Door Opener, Heated Garage, Paved Drive, Off Street, Paved
Parking Spots
4
Roof
Shingle

Financial

Tax Year
2025
Taxes
$15,111

Map

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Community

Property Summary

    4 Sargent Rd Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,399,000 and features 4 beds, 3 baths, and has approximately 2,865 square feet of living space, and was originally constructed in 1945. The current price per square foot is $488. The average price per square foot for Single Family listings in Winchester is $532. The average listing price for Single Family in Winchester is $2,167,370. To schedule a showing of MLS#73441705 at 4 Sargent Rd 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
4 Sargent Rd
Winchester, MA