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Single family home for sale at 21 Amberwood Dr, Winchester, MA 01890 | MLS# 73588059 | Listing updated on 2026-10-07
Photo 1 of Single family home for sale at 21 Amberwood Dr, Winchester, MA 01890 | MLS# 73588059 | Listing updated on 2026-10-07
Photo 2 of Single family home for sale at 21 Amberwood Dr, Winchester, MA 01890 | MLS# 73588059 | Listing updated on 2026-10-07
Photo 3 of Single family home for sale at 21 Amberwood Dr, Winchester, MA 01890 | MLS# 73588059 | Listing updated on 2026-10-07
Photo 4 of Single family home for sale at 21 Amberwood Dr, Winchester, MA 01890 | MLS# 73588059 | Listing updated on 2026-10-07
38+
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$2,049,000

Monthly Est:$10,199

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon4,063sqft

21 Amberwood Dr, Winchester, MA 01890

$10,199/moEst:

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  • Single Family Residence

  • Built in 1973

  • $-- HOA

  • 0.46 acre lot

  • $504/sq.ft

Description

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.

  • Houzeo last checked: 40 minutes ago
  • Listing updated: October 7, 2026 at 11:14 pm
  • Listing Provided by: Gayle Winters & Co. Team (617) 699-0310 | Compass (781) 219-0313
  • Source: MLS Property Information Network-MA | MLS#: 73588059 MLS Property Information Network-MA

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Middlesex County

  • City

    Winchester

  • Neighborhood

    --

  • Year Built

    1973

  • HOA Fees

    -

  • Finished Area

    4,063 sqft

  • Lot Size

    0.46 acre lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73588059

  • MLS Status

    New

  • Days on Market

    1

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 4

Interior

  • Flooring

    Tile, Hardwood, Flooring Stone/ceramic Tile, Flooring Hardwood

  • Heating

    Electric Baseboard, Electric

  • Appliances

    Electric Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator

  • Window Features

    Skylight(s), Insulated Windows, Screens

  • Exterior Features

    Patio, Rain Gutters, Sprinkler System, Decorative Lighting, Screens, Garden

  • Interior Features

    Bathroom Full, Bathroom Tiled With Tub & Shower, Lighting Sconce, Lighting Overhead, Recessed Lighting, Lighting Pendant, Bathroom, Office, Mud Room, Entry Hall

  • Cooling

    Central Air

  • Sewer

    Public Sewer

Construction

  • Year Built

    Year Built: 1973

  • Home type

    Single Family Residence

  • Architectural Style

    Colonial, Cape

  • Foundation Details

    Concrete Perimeter, Slab

  • Roof

    Shingle

  • Construction Materials

    Frame

Utilities & Energy

  • Electric

    200+ Amp Service

  • Basement

    Partial, Finished, Interior Entry, Radon Remediation System, Slab

  • Water Source

    Public

  • Laundry Features

    Flooring Stone/ceramic Tile, Lighting Overhead, Second Floor, Electric Dryer Hookup, Washer Hookup

  • Utilities

    For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup

  • Parking Features

    Attached, Under, Garage Door Opener, Paved Drive, Off Street, Paved

  • Fireplace Features

    Family Room

Other Features

  • Patio And Porch Features

    Patio

  • Community Features

    Public Transportation, Park, Walk/jog Trails, Medical Facility, Conservation Area, Highway Access, House Of Worship, Private School, Public School, T Station

Price History

DateEventPrice

10/07/2026

Source: mls_logoMLS Property Information Network-MA #73588059

Listed for Sale

$2,049,000 +83.11%

$504/sqft

06/11/2013

Source: mls_logoMLS Property Information Network-MA #71469137

Price Increased

$1,119,000 +2.66%

$275/sqft

06/11/2013

Source: mls_logoMLS Property Information Network-MA #71469137

Price Decreased

$1,090,000 -5.13%

$268/sqft

03/03/2008

Source: mls_logoMLS Property Information Network-MA #70686978

Price Increased

$1,149,000 +5.49%

$283/sqft

03/03/2008

Source: mls_logoMLS Property Information Network-MA #70686978

Price Increased

$1,089,200 +147.55%

$268/sqft

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Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Oct 08, 2026, 07:30AM. The property listing data and information, or the Images, 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, 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. 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, or as to the accuracy of any of the Images, set forth herein. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

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