20 Sargent Rd
Winchester, MA, 01890
$1,529,000
Classic East Hill center-entrance Colonial offered for the first time in decades, blending timeless character with gracious everyday living. The front-to-back living room features a beamed ceiling and gas fireplace, creating a warm and inviting gathering space. The dining room is accented by built-in china cabinets, while the eat-in kitchen offers stone counters, stainless steel appliances, recessed lighting, and access to a delightful three-season enclosed porch with cathedral ceiling, skylights, and jalousie windows. A main-level office with windows on three sides and a half bath add flexibility. Upstairs, the primary suite includes a private bath, sitting room, and laundry, complemented by two additional bedrooms and a full bath. A large deck, beautifully maintained yard, central air, and two-car detached garage complete this special East Hill home.
Current real estate data for Single Family in Winchester as of Sep 06, 2026
47
Single Family Listed
74
Avg DOM
554
Avg $ / SqFt
$1,927,826
Avg List Price
Property Details
Price:
$1,529,000
MLS #:
73562422
Status:
Pending
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
East Hill
Listed Date:
Aug 12, 2026
Finished Sq Ft:
1,956
Total Sq Ft:
1,956
Lot Size:
7,501 sqft / 0.17 acres (approx)
Year Built:
1930
Schools
Elementary School:
Lincoln
Middle School:
Mcmall
High School:
Winchester Hs
Interior
Above Grade Finished Area
1956
Appliances
Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
1
Flooring
Wood, Tile, Carpet, Flooring – Wall to Wall Carpet, Flooring – Stone/Ceramic Tile
Heating
Electric Baseboard, Steam, Natural Gas
Interior Features
Lighting – Overhead, Closet, Recessed Lighting, Crown Molding, Office, Sitting Room, Foyer, Central Vacuum
Laundry Features
Electric Dryer Hookup, Washer Hookup, Second Floor
Main Level Bathrooms
1
Exterior
Accessibility Features
No
Architectural Style
Colonial
Community Features
Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, Sidewalks
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Porch – Enclosed, Deck, Rain Gutters, Sprinkler System, Screens
Garage Spaces
2
Lot Features
Level
Open Parking Spaces
4
Open Parking YN
1
Parking Features
Detached, Garage Door Opener, Paved Drive, Off Street, Paved
Parking Spots
6
Parking Total
6
Patio And Porch Features
Porch – Enclosed, Deck
Roof
Shingle
Waterfront Features
Lake/Pond, 1 to 2 Mile To Beach, Beach Ownership(Public)
Window Features
Screens
Financial
Tax Year
2026
Taxes
$16,135
Map
Contact Us
Mortgage Calculator
Community
- Address20 Sargent Rd Winchester MA
- SubdivisionEast Hill
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Close to Wright Locke Farm
- Cox Road / High St Extension neighborhood
- East SIde near town forest!!
- Everett/ Stratford
- Flats location
- FLATS location Across from Wedgemere/Oxford
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Ledgewood Estates
- Middlesex
- Myopia Hill/ Winchester Country Club Area
- Near VO school
- old village/ West side
- The Flats
- Top neighborhood near town center
- West side
Property Summary
- Located in the East Hill subdivision, 20 Sargent Rd Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,529,000 and features 3 beds, 3 baths, and has approximately 1,956 square feet of living space, and was originally constructed in 1930. The current price per square foot is $782. The average price per square foot for Single Family listings in Winchester is $554. The average listing price for Single Family in Winchester is $1,927,826. To schedule a showing of MLS#73562422 at 20 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 JamesCourtesy of Barrett Sotheby’s International Realty. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
20 Sargent Rd
Winchester, MA



