• $2,099,000List Price
  • 6Bedrooms
  • 5Bathrooms
  • 0.44Acreage
  • 1966Year Built
  • 6,900Square Feet

Must see! sprawling 2-3 family beautifully renovated & expanded home offering flexibility for multigenerational living, complete w/ a legal unit over the garage ideal for in-laws, nanny, guests, or rental income. Thoughtfully designed w/ a seamless blend of private & communal spaces, the main home features an updated kitchen w/ mudroom, laundry & pantry, a spacious living room w/ gas fireplace, dining room, 1st flr bedrm & full bath, plus a flexible suite w/ kitchenette, sitting room & full bath. Upstairs offers 3 add' bedrooms & a full bath. The finished lower level includes a family room, office, exercise space, bonus room w/ walkout, workshop, storage & cedar closet. Additional highlights include an oversized 2-car garage with EV charger, elevator lift, solar array, & direct access to the apartment featuring vaulted ceilings, gas fireplace, full kitchen, laundry & private deck. Set on an oversized level lot with mature landscaping, deck, patio & gazebo on a quiet cul-de-sac!

More Info

Basic Information

  • Bedrooms6
  • Mls StatusActive
  • Bathroom5
  • Lot Features Level
  • Parcel Number M:014 B:0249 L:0

Basic Information

  • List Price$2,099,000
  • MLS Number73507137
  • Modification Date06/09/2026
  • Property SubTypeSingle Family Residence
  • Virtual TourView Tour

Building

  • Attached Garage YN Yes
  • BasementFull, Partially Finished, Walk-Out Access
  • Building Area Units Square Feet
  • FireplaceYes
  • Fireplace Features Family Room
  • Fireplaces Total 2
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Patio And Porch Features Deck - Exterior, Porch, Deck, Deck - Composite, Patio
  • Property StyleCape
  • Rooms18
  • Year Built1966
  • Year Built Details Actual, Renovated Since
  • Year Built Source Public Records

Amenities

  • Accessibility Features Accessible Entrance
  • AmenitiesPublic Transportation, Walk/Jog Trails, Bike Path, Public School
  • Appliances IncludedDishwasher, Refrigerator

Tax Information

  • Tax Assessed Value $2,265,300
  • Tax Year 2025
  • Taxes$25,122

Parking

  • Parking Spaces9
  • Covered Spaces 2
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Attached, Paved Drive, Off Street, Paved

Location

  • Address16 & 16a Glenwood Avenue
  • Building Number16 & 16a
  • CountyMiddlesex
  • StateMA
  • StreetGlenwood Avenue
  • TownWinchester
  • Zip01890

Property

  • Acreage0.44

Interior

  • Flooring Flooring - Hardwood, Flooring - Vinyl
  • Interior Features
    • Accessory Apt.
    • Bathroom
    • Bathroom - Full
    • Bonus Room
    • Closet
    • Countertops - Stone/Granite/Solid
    • Home Office
    • Walk-In Closet(s)

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Natural Gas, Fireplace
  • Sewer Public Sewer
  • Water Source Public

Legal

  • ZoningRG

Other

  • Date Listed04/24/2026
  • Farm Land Area Units Square Feet

School Information

  • High School Winchester
  • Elementary SchoolLynch
  • High SchoolWinchester
  • Junior HighMccall

Rooms

  • Bathroom 1 First,8 x 6
  • Bathroom 2 First,14 x 9
  • Bathroom 3 First,7 x 4
  • Bathrooms Total Decimal 4.5
  • Bedroom 2 First,12 x 11
  • Bedroom 3 Second,19 x 12
  • Bedroom 4 Second,13 x 10
  • Bedroom 5 Second,16 x 9
  • Dining Room First,12 x 11
  • Family Room First,26 x 13
  • Full Bath4
  • Half Baths1
  • Kitchen First,25 x 13
  • Living Room First,20 x 14
  • Master Bedroom First,20
  • Office Basement,11 x 10

Exterior

  • Exterior Features
    • Deck
    • Deck - Composite
    • Fenced Yard
    • Fruit Trees
    • Garden
    • Patio
    • Porch
    • Professional Landscaping
    • Rain Gutters
    • Sprinkler System
  • Fencing Fenced/Enclosed, Fenced
  • RoofShingle

Property Information

  • Square Feet6,900
  • Building Area Source Measured
  • Living Area 6,900
  • Lot Size Square Feet 19,217
  • Lot Size Units Acres

Map Location

Driving Directions

Listed by Kim Covino & Co. Team of Compass

Winchester, MA Demographics

There is no data available

Winchester, MA Real Estate Market Data

There is no data available

Winchester, MA Schools

School NameDistanceTypeGrades

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, 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. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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