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Prime location near town center! This renovated 4-bed, 3-bath home is nestled in a private setting, walking distance to Winchester center and commuter rail to downtown Boston, nearby Middlesex Fells Reservation, High School, shops, and restaurants. Recent upgrades include new basement vinyl flooring (2025), stunning kitchen and second-floor bath renovation (2021), and new Bosch boiler and hot water heater (2018) and more. The sunlit kitchen dazzles with quartz countertops, stainless steel appliances, custom cabinetry, and a generous island. A warm living room with a wood-burning fireplace, elegant dining room with access to sunroom, 1st floor bedroom, and full bath complete the main level. Upstairs offers three inviting bedrooms and a beautifully updated bath with a double-sink vanity. Walk-out lower level provides entertaining family room, a flexible bonus room for office/guest, wet bar, full bath and laundry. Outside enjoy a spacious flat backyard, patio, and electric car charger.
Current real estate data for Single Family in Winchester as of Dec 08, 2025
50
Single Family Listed
75
Avg DOM
565
Avg $ / SqFt
$1,961,918
Avg List Price

Property Details

Price:
$1,350,000
MLS #:
73459273
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Dec 3, 2025
Finished Sq Ft:
2,652
Total Sq Ft:
2,652
Lot Size:
6,046 sqft / 0.14 acres (approx)
Year Built:
1963
LynchMccallWhs

Schools

Elementary School:
Lynch
Middle School:
Mccall
High School:
Whs

Interior

Appliances
Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Range Hood
Bathrooms
3 Full Bathrooms
Cooling
Window Unit(s)
Fireplaces Total
1
Flooring
Tile, Vinyl, Hardwood, Flooring – Vinyl, Laminate
Heating
Baseboard, Natural Gas
Laundry Features
Laundry Closet, Closet/Cabinets – Custom Built, Flooring – Vinyl, Gas Dryer Hookup, Washer Hookup, Lighting – Overhead, In Basement

Exterior

Architectural Style
Cape
Community Features
Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, T-Station
Construction Materials
Brick
Exterior Features
Porch – Enclosed, Patio, Rain Gutters
Parking Features
Paved Drive, Off Street, Paved
Parking Spots
4
Roof
Shingle

Financial

Tax Year
2025
Taxes
$11,148

Map

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Community

Property Summary

    32 Oak St. Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,350,000 and features 4 beds, 3 baths, and has approximately 2,652 square feet of living space, and was originally constructed in 1963. The current price per square foot is $509. The average price per square foot for Single Family listings in Winchester is $565. The average listing price for Single Family in Winchester is $1,961,918. To schedule a showing of MLS#73459273 at 32 Oak St. 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
32 Oak St.
Winchester, MA