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ActiveListed 12 days ago

$2,049,000

21 Amberwood Dr, Winchester, MA 01890

5
beds
3.5
baths
4,063
sqft
Lot sizeThe land that comes with the home, as reported to the MLS.
0.46 acres
Year builtThe year the building was originally built, as reported by the listing agent.
1973
On the marketDays since the home was listed. New listings tend to move fastest.
12 days ago
Property type
Single Family Residence
Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
$504
ParkingSpaces that come with the home, as reported to the MLS.
6 spaces
Annual taxesLast annual property tax bill reported to the MLS. A new owner's bill can differ.
$19,853

What’s Special

  • Central Air
  • Patio
  • Garden

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.

Listing courtesy of Gayle Winters & Co. Team, Compass · MLS PIN #73588059

Facts & Features

Status
Active
Active status flag
Active
Bedrooms
5
Bathrooms
3 full, 1 half
Living area
4,063 sqft

Interior

10
  • Bathroom - Full
  • Bathroom - Tiled With Tub & Shower
  • Lighting - Sconce
  • Lighting - Overhead
  • Recessed Lighting
  • Lighting - Pendant
  • Bathroom
  • Office
  • Mud Room

Exterior

6
  • Patio
  • Rain Gutters
  • Sprinkler System
  • Decorative Lighting
  • Screens
  • Garden

Parking

6
  • Attached
  • Under
  • Garage Door Opener
  • Paved Drive
  • Off Street
  • Paved

Laundry

5
  • Flooring - Stone/Ceramic Tile
  • Lighting - Overhead
  • Second Floor
  • Electric Dryer Hookup
  • Washer Hookup

Heating

2
  • Electric Baseboard
  • Electric

Cooling

1
  • Central Air

Appliances

10
  • Electric Water Heater
  • Range
  • Oven
  • Dishwasher
  • Disposal
  • Microwave
  • Refrigerator
  • Washer
  • Dryer

MLS PIN #73588059 · Listed October 7, 2026

Location

21 Amberwood Dr, Winchester · All Winchester homes

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, landlords 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, leasing or renting 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, leasing or renting. 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.

$2,049,000

21 Amberwood Dr

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4 bd · 4.5 ba · 4,450 sqft · Single Family

54 Squire Road

Winchester, MA 01890

Listing courtesy of Anthony Marino, The Marino Group Collection · MLS PIN #73555666

30 Surrey Rd1 / 42
ActiveNew · 5 days ago

$1,985,000

4 bd · 3.5 ba · 4,241 sqft · Single Family

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Winchester, MA 01890

Listing courtesy of Anne Spry, Barrett Sotheby's International Realty · MLS PIN #73589478

276 High Street1 / 41
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$2,195,000

5 bd · 3.5 ba · 5,006 sqft · Single Family

276 High Street

Winchester, MA 01890

Listing courtesy of Kim Covino & Co. Team, Compass · MLS PIN #73496396

9 Plymouth Rd1 / 37
Active

$2,250,000

5 bd · 3 ba · 4,071 sqft · Single Family

9 Plymouth Rd

Winchester, MA 01890

Listing courtesy of Steph Crawford Group, Real Broker MA, LLC · MLS PIN #73544924

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, landlords 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, leasing or renting 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, leasing or renting. 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.