Welcome to this charming 4-bedroom, 2-bath home in desirable Winchester. Ideally located in one of the town’s most sought-after neighborhoods, this well-maintained residence offers the perfect blend of classic character and everyday comfort. The home features a bright and inviting layout with generous living spaces, hardwood floors, bookshelves and windows seats. The kitchen flows seamlessly into the dining and living areas, making it ideal for both daily living and entertaining. Four well-proportioned bedrooms provide flexibility for family, guests, or home office needs, while two full baths add convenience and functionality. Outside, enjoy a private yard perfect for relaxing, gardening, or outdoor gatherings with tons of sunlight. Additional highlights include ample storage, garage with plenty of off-street parking, and a location that truly can’t be beat—just minutes to Winchester Center, commuter rail, parks, and top-rated schools. Showing start at Open Houses 12/14 & 12/15 12-2PM
Property Details
Price:
$999,000
MLS #:
73476558
Status:
Active Under Contract
Beds:
4
Baths:
2
Address:
76 Woodside Road
Type:
Single Family
Subtype:
Single Family Residence
City:
Winchester
Listed Date:
Feb 11, 2026
State:
MA
Finished Sq Ft:
1,552
Total Sq Ft:
1,552
ZIP:
01890
Lot Size:
6,582 sqft / 0.15 acres (approx)
Year Built:
1920
Schools
Elementary School:
Lynch
Middle School:
Mccall
High School:
Winchester
Interior
Appliances
Range, Oven, Dishwasher, Refrigerator, Washer, Dryer
Bathrooms
2 Full Bathrooms
Cooling
None
Fireplaces Total
1
Flooring
Hardwood
Heating
Steam
Laundry Features
Electric Dryer Hookup
Exterior
Architectural Style
Colonial
Community Features
Tennis Court(s), Park, Walk/ Jog Trails, Bike Path, Conservation Area, Highway Access, Private School, Public School
Construction Materials
Frame
Exterior Features
Porch – Screened, Deck – Wood
Parking Features
Detached, Off Street, Paved
Parking Spots
4
Roof
Shingle
Financial
Tax Year
2026
Taxes
$12,561
Map
Contact Us
Mortgage Calculator
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Courtesy of Pierce Properties Real Estate. 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.
76 Woodside Road
Winchester, MA
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