Dimensions7.333333333 x 13.833333333
FeaturesFlooring - Hardwood
LevelSecond
21 Amberwood Dr, Winchester MA 01890
Winchester, MA 01890
$2,049,000
Est. $12,215/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
Adjust the payment calculatorTrack this home for price, status, and open-house alerts.
Open House Schedule
10
Oct
Saturday, October 10
11:00 AM - 1:00 PM EDT
09
Oct
Friday, October 9
11:00 AM - 1:00 PM EDT
About this home
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.
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Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Oct 7, 2026
$2,049,000
Original listing
Agent: Gayle Winters & Co. Team
Office: Compass
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 10/07/2026 | 🏠 Listed for Sale | $2,049,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $19,853 | $1,791,800 |
Financial Details
Annual Property Tax
$19,853
Tax Year 2026
Assessed Value
$1,791,800
Facts & Features
2 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1973
Living Area
4,063 sq ft
Lot Size
0.46 acres
Bedrooms
5
Full Baths
3
Half Baths
1
Total Rooms
11
Interior
Heating
Electric Baseboard, Electric
Cooling
Central Air
Flooring
Tile, Hardwood, Flooring - Stone/ceramic Tile, Flooring - Hardwood
Appliances
Electric Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator
Fireplace
Family Room
Fireplaces
1
Basement
Partial, Finished, Interior Entry, Radon Remediation System, Slab
Laundry
Flooring - Stone/ceramic Tile, Lighting - Overhead, Second Floor, Electric Dryer Hookup, Washer Hookup
Features
Bathroom - Full, Bathroom - Tiled With Tub & Shower, Lighting - Sconce, Lighting - Overhead, Recessed Lighting, Lighting - Pendant, Bathroom, Office, Mud Room, Entry Hall
Exterior
Construction
Frame
Architecture
Colonial, Cape
Roof
Shingle
Features
Patio, Rain Gutters, Sprinkler System, Decorative Lighting, Screens, Garden
Pool
None
Spa
None
Fencing
None
Patio/Porch
Patio
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Under, Garage Door Opener, Paved Drive, Off Street, Paved
Total Spaces
6
Utilities
Electric
200+ Amp Service
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup
Financial
Annual Tax
$19,853
Assessed Value
$1,791,800
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
Dark Grey
Sq Ft Source
Public Record
Sq Ft Disclosures
Measured for marketing purposes only - buyer and agent to do their due diligence.
Documents
None
County
Middlesex
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1973
Bedrooms
5
Full Bathrooms
3
Half Bathrooms
1
Living Area
4,063 sq ft
Total Rooms
11
Main Level Bedrooms
1
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,535 sq ft above grade
528 sq ft below grade
Dimensions19.166666666 x 12.666666666
FeaturesCloset, Flooring - Hardwood, Recessed Lighting, Lighting - Sconce
LevelSecond
Dimensions15.333333333 x 11.5
FeaturesSkylight, Walk-In Closet(s), Flooring - Hardwood
LevelSecond
Dimensions12.333333333 x 17.333333333
FeaturesWalk-In Closet(s), Flooring - Hardwood, Lighting - Overhead
LevelSecond
Dimensions9.666666666 x 11.5
FeaturesBathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Bathroom - With Tub, Flooring - Stone/Ceramic Tile, Lighting - Sconce
LevelSecond
Dimensions12.833333333 x 18.416666666
FeaturesBathroom - Full, Skylight, Closet, Flooring - Hardwood, Recessed Lighting, Lighting - Sconce
LevelSecond
Dimensions14.833333333 x 20.166666666
FeaturesFlooring - Hardwood, Kitchen Island, Exterior Access, Recessed Lighting, Stainless Steel Appliances, Pot Filler Faucet, Wine Chiller, Lighting - Pendant
LevelMain,First
Dimensions14 x 14
FeaturesBathroom - Full, Closet, Flooring - Hardwood, Recessed Lighting
LevelMain,First
Dimensions5 x 8
FeaturesBathroom - Half, Flooring - Stone/Ceramic Tile, Lighting - Sconce
LevelFirst
Dimensions12.5 x 5.333333333
FeaturesBathroom - 3/4, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Lighting - Sconce
LevelMain,First
Dimensions19.666666666 x 14.333333333
FeaturesFlooring - Hardwood, Recessed Lighting, Wainscoting, Lighting - Pendant
LevelMain,First
Dimensions15.833333333 x 20.166666666
FeaturesCloset/Cabinets - Custom Built, Flooring - Hardwood, Exterior Access, Open Floorplan, Recessed Lighting
LevelMain,First
Dimensions22.666666666 x 11.833333333
FeaturesBathroom - Half, Flooring - Hardwood, Recessed Lighting
LevelMain,First
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPatio
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Tile, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
Appliances:
Electric Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator
Interior Features:
Bathroom - Full, Bathroom - Tiled With Tub & Shower, Lighting - Sconce, Lighting - Overhead, Recessed Lighting, Lighting - Pendant, Bathroom, Office, Mud Room, Entry Hall
Windows:
Skylight(s), Insulated Windows, Screens
Basement:
Partial, Finished, Interior Entry, Radon Remediation System, Slab
Laundry:
Flooring - Stone/Ceramic Tile, Lighting - Overhead, Second Floor, Electric Dryer Hookup, Washer Hookup
Security:
Construction & Materials
Style:
Colonial, Cape
Year Built:
1973
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Concrete Perimeter, Slab
Heating, Cooling & Utilities
Heating:
Electric Baseboard, Electric
Cooling:
Central Air
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio, Rain Gutters, Sprinkler System, Decorative Lighting, Screens, Garden
Patio & Porch:
Patio
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
6
Parking Features:
Attached, Under, Garage Door Opener, Paved Drive, Off Street, Paved
Special Features
Fireplaces:
1
Fireplace Type:
Family Room
Community Amenities:
Public Transportation, Park, Walk/Jog Trails, Medical Facility, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station
Nearby Schools
School District
Winchester School District local
A+
School Safety
2024-25
0.1%
Very Low (Safest)
0.1%
Suspensions
0.1%
In-School
5.4% below state avg
Elementary Schools
3 schools
A+
Vinson-Owen Elementary School
0.2 mi
|
#46 of 825
|
Score: 62.7
Improved 106 spots from last year
+4.5 above state avg
387 students
Diverse
Rising School
Strong Attendance
Grades PK-05
B+
Clyde Reeves School
0.8 mi
|
#329 of 825
|
Score: 49.7
Improved 6 spots from last year
-8.5 below state avg
447 students
Diverse
Strong Attendance
Grades PK-05
A+
Ambrose Elementary School
1.0 mi
|
#13 of 825
|
Score: 65.8
Improved 34 spots from last year
+7.6 above state avg
377 students
Moderate
Rising School
Strong Attendance
Grades K-05
Middle Schools
3 schools
C+
Daniel L Joyce Middle School
1.8 mi
|
#218 of 352
|
Score: 39.3
Dropped 15 spots from last year
-18.9 below state avg
434 students
Diverse
Strong Attendance
Grades 06-08
A+
McCall Middle School
1.9 mi
|
#15 of 352
|
Score: 62.8
Dropped 2 spots from last year
+4.6 above state avg
1,053 students
Diverse
Strong Attendance
Grades 06-08
A+
Ottoson Middle School
2.2 mi
|
#4 of 352
|
Score: 65.7
Improved 13 spots from last year
+7.5 above state avg
977 students
Diverse
Strong Attendance
Grades 07-08
High Schools
3 schools
Lexington Christian Academy
1.6 mi
Grades 06-12
A+
Winchester High School
2.0 mi
|
#16 of 346
|
Score: 74.0
Improved 19 spots from last year
+15.8 above state avg
1,418 students
Diverse
20 sports
• 2,818 athletes
Strong AP Program
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
JRI Meadowridge Pelham Academy School
2.5 mi
Grades 07-12
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Including down payment
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Down: $0
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Monthly Payment Breakdown
Principal & Interest
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Property Tax
$1,654
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location
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Neighborhood
21 Amberwood Dr, Winchester MA 01890
Winchester, MA 01890
Listing Information
Listing Agent
Gayle Winters & Co. Team
Listing Office
Compass
Office Phone
781-219-0313
Agent MLS ID
TM355673
Office MLS ID
AN6433
Listing Data Updated
Oct 7, 2026 7:14 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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