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Welcome to this beautifully appointed and exceptionally spacious home, ideally situated in a quiet, desirable West Side Winchester neighborhood within the sought-after Vinson-Owen School district. Offering an impressive combination of elegant living spaces, flexible accommodations, and thoughtful upgrades, this home provides room for everyone while easily adapting to a variety of lifestyles. At the heart of the home is the expansive granite kitchen, designed for both everyday living and entertaining. Custom cabinetry, Thermador double ovens, a Dacor warming drawer, Sub-Zero refrigerator, wine refrigerator, recessed lighting, and an impressive 50-square-foot center island create a wonderful gathering space with plenty of room for cooking, dining, and entertaining. The kitchen flows into a comfortable family room featuring a custom-built entertainment center and electric fireplace. A gracious formal dining room showcases handcrafted molding and classic wainscoting, while additional first-floor living spaces provide tremendous flexibility for a formal living room, playroom, home office, den, or whatever best suits your needs.One of the home's most appealing features is the first-floor bedroom suite with a full bath, offering exceptional versatility for extended family, guests, an au pair, or anyone seeking the convenience of first-floor living. A dedicated laundry room on this level adds even more functionality. With multiple living areas and flexible rooms throughout the first floor, there are countless ways to create private spaces for additional family members while still enjoying plenty of room to gather together.Upstairs, the generously sized primary suite provides a relaxing retreat with vaulted ceilings, recessed lighting, double closets, and a beautifully tiled private bath with double sinks. Three additional spacious bedrooms, another full bath, and additional office space provide abundant room for family, guests, work-from-home needs, hobbies, or study areas.With its generous proportions, flexible floor plan, multiple bedroom and living configurations, and outstanding West Side location, this is a home designed to grow and change with its owners. Enjoy the peace and privacy of a quiet neighborhood while being part of the wonderful Winchester community. This is more than simply a beautiful house-it is a home offering the space, versatility, and comfort today's buyers are looking for.

More Info

Basic Information

  • Bedrooms5
  • Mls StatusNew
  • Bathroom4
  • Parcel Number M:0026 B:0201 L:0000,901207

Tax Information

  • Tax Assessed Value $1,791,800
  • Tax Year 2026
  • Taxes$19,853

Parking

  • Parking Spaces6
  • Covered Spaces 2
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features
    • Attached
    • Garage Door Opener
    • Off Street
    • Paved
    • Paved Drive
    • Under

Rooms

  • Bathroom 1 First,5 x 8
  • Bathroom 2 Main, First,12.5 x 5.333333333
  • Bathroom 3 Second,9.666666666 x 11.5
  • Bathrooms Total Decimal 3.5
  • Bedroom 2 Second,19.166666666 x 12.666666666
  • Bedroom 3 Second,15.333333333 x 11.5
  • Bedroom 4 Second,12.333333333 x 17.333333333
  • Bedroom 5 Main, First,14 x 14
  • Dining Room Main, First,19.666666666 x 14.333333333
  • Family Room Main, First,15.833333333 x 20.166666666
  • Full Bath3
  • Half Baths1
  • Kitchen Main, First,14.833333333 x 20.166666666
  • Living Room Main, First,22.666666666 x 11.833333333
  • Main Level Bathrooms 1
  • Main Level Bedrooms 1
  • Master Bedroom Second,12.833333333
  • Office Second,7.333333333 x 13.833333333

Basic Information

  • List Price$2,049,000
  • MLS Number73588059
  • Modification Date10/07/2026
  • Property SubTypeSingle Family Residence

Location

  • Address21 Amberwood Drive
  • Building Number21
  • CountyMiddlesex
  • StateMA
  • StreetAmberwood Drive
  • TownWinchester
  • Zip01890

Building

  • Attached Garage YN Yes
  • BasementPartial, Finished, Interior Entry, Radon Remediation System, Slab
  • Building Area Units Square Feet
  • Construction Materials Frame
  • FireplaceYes
  • Fireplace Features Family Room
  • Fireplaces Total 1
  • FoundationConcrete Perimeter, Slab
  • Garage Spaces2
  • Patio And Porch Features Patio
  • Property StyleColonial, Cape
  • Rooms11
  • Utilities For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup
  • Window Features Skylight(s), Insulated Windows, Screens
  • Year Built1973
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage0.46

Interior

  • Flooring Tile, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
  • Interior Features
    • Bathroom
    • Bathroom - Full
    • Bathroom - Tiled With Tub & Shower
    • Entry Hall
    • Lighting - Overhead
    • Lighting - Pendant
    • Lighting - Sconce
    • Mud Room
    • Office
    • Recessed Lighting

Exterior

  • Exterior Features
    • Decorative Lighting
    • Garden
    • Patio
    • Rain Gutters
    • Screens
    • Sprinkler System
  • RoofShingle

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Electric 200+ Amp Service
  • Heat SystemYes
  • Heating Electric Baseboard, Electric
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet4,063
  • Building Area Source Public Records
  • Living Area 4,063
  • Lot Size Square Feet 19,998
  • Lot Size Units Acres

Amenities

  • Amenities
    • Conservation Area
    • Highway Access
    • House of Worship
    • Medical Facility
    • Park
    • Private School
    • Public School
    • Public Transportation
    • T-Station
    • Walk/Jog Trails
  • Appliances IncludedElectric Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator

Other

  • Date Listed10/07/2026
  • Farm Land Area Units Square Feet

Map Location

Driving Directions

Listed by Gayle Winters & Co. Team of Compass

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