Accepting Backups
$2,299,000

216 Highland Avenue
Winchester, MA 01890

5
Bedrooms
3.5
Baths
4,822
Sqft
0.26
Acres
18
Days on Market
$477
Price Per Sqft.
Request Tour
Book a free private tour instantly.
Schedule Tour

By sending a request you agree to our Privacy Policy & TOS

Property Description

Welcome to this fully updated 5 br, 3.5 ba Victorian showcasing elegant period detail throughout, including intricate woodwork, moldings, high ceilings & hardwood floors. The main level features a gourmet eat-in kitchen w/ quartz island & high-end stainless appliances, opening to a custom butler’s pantry w/ additional oven, sink & wine chiller. a sun-filled family room w/French doors leads to the patio, along w/ a fireplaced living room w/ built-ins, & formal dining room. Home includes 2 primary bedroom options, one on the 2nd floor & a private 3rd-floor primary suite w/ fireplace & full bath. The 2nd level also has 3 additional spacious bedrooms & two full baths, while the 3rd floor features a dramatic great room w/ beamed ceiling.Additional highlights include partially finished basement & newer heat & ac. Enjoy a wrap-around porch, patio & large fenced yard. Ideally located near town center, Middlesex Fells Reservation, Commuter Rail, Lincoln Elementary, Middle School, & Highschool.

216 Highland Avenue is a property for sale for $2,299,000 in Winchester, MA 01890 and is part of Middlesex County, MA . This home is 4,822 square feet and is located on a 0.26 acre lot and features 5 bedrooms and 3.5 bathrooms .

Nearby schools include Lincoln School, Mccall School, and Winchester High School.

Listing Provided By: Better Homes And Gardens Real Estate - The Shanahan Group 7817299030 Source: Bridgedataoutput MLS#: 73511014

See More Homes for Sale in...

School Information

Lincoln School
Elementary School
Mccall School
Middle School
Winchester
High School

*School Boundaries are deemed reliable, but is not guaranteed and should be independently verified.

Property Information
Road Frontage
Public
Rooms Total
11
0.26 Acres
Zip Code
01890
Water
Public
Tax Annual Amount
22931
Tax Assessed Value
2015000
Year Built
1902
Roof
Slate Roof
Zoning
RDB
Location Information
State
MA
County
Middlesex County
City
Winchester
Building Information
Foundation
Stone
Basement Information
Full Basement, Partially Finished Basement, Bulkhead
Door Features
Pocket Door, French Doors
5 Bedrooms
3 Full Bathrooms
1 Half Bathroom
Architectural Style
Victorian Style
Interior Features
Grill Range
Dishwasher
Disposal
Refrigerator
Washer
Dryer
Wine Cooler
2 Fireplaces
Fireplace in Living Room, Fireplace in Master Bedroom
Closet/Cabinets - Custom Built
Flooring - Hardwood
Flooring - Stone/Ceramic Tile
Dining Area
Countertops - Stone/Granite/Solid
Countertops - Upgraded
Kitchen Island
Exterior Access
Recessed Lighting
Stainless Steel Appliances
Wine Chiller
Gas Stove
Lighting - Pendant
Crown Molding
Floor Types
Tile Flooring, Carpet, Laminate Flooring, Hardwood Flooring, Stone/Ceramic Tile Flooring, Wall to Wall Carpet
Security Features
Security System
Bathroom - Full
Double Vanity
Granite/Stone/Solid Countertops
Soaking Tub
Closet
Closet/Cabinets - Custom Built
Countertops - Upgraded
Recessed Lighting
Peninsula
Beamed Ceilings
Lighting - Overhead
Bathroom
Play Room
Great Room
Wet Bar
General Information
Total Living Square Footage
4, 822
Exterior Features
Porch
Patio
Rain Gutters
Landscaping
Sprinkler System
Fenced Yard
Patio & Porch Features
Porch, Patio
Fencing
Fence, Fence
Window Types
Window(s) - Picture
Garage & Parking Information
Parking Information
5 Total spaces, Off Street
Utility Information
Cooling
Central Cooling
Heating Type
Forced Air Heat, Baseboard Electric Heat, Radiant Heat, Natural Gas
Sewer
Sewer
Additional Features
Bathroom
Yes, Bathroom - Half, Flooring - Stone/Ceramic Tile, Remodeled, Lighting - Sconce, Crown Molding
Community & HOA
Community Features
Public Transportation, Shopping, Park, Medical, Conservation Area, Highway Access, Public School, T-Station
Rooms Information
Bathrooms
4
Master Bedroom
Ceiling Fan(s), Walk-In Closet(s), Flooring - Hardwood, Lighting - Sconce, Lighting - Overhead, Crown Molding, Decorative Molding
Living Room
Closet/Cabinets - Custom Built, Flooring - Hardwood, French Doors, Exterior Access, Lighting - Overhead, Crown Molding, Pocket Door
Dining Room
Closet/Cabinets - Custom Built, Flooring - Hardwood, Lighting - Overhead, Crown Molding, Pocket Door
Family Room
Flooring - Hardwood, Window(s) - Picture, French Doors, Chair Rail, Exterior Access, Recessed Lighting, Crown Molding
Bedroom 2
Closet, Flooring - Hardwood, Lighting - Overhead, Crown Molding, Decorative Molding, Tray Ceiling(s)
Bedroom 3
Closet, Flooring - Hardwood, Lighting - Overhead, Crown Molding, Decorative Molding
Bedroom 4
Closet, Flooring - Hardwood, Lighting - Overhead, Crown Molding, Decorative Molding
Bedroom 5
Closet, Lighting - Overhead, Crown Molding, Decorative Molding
Bathroom 2
Bathroom - Full, Flooring - Marble, Countertops - Stone/Granite/Solid
Bathroom 3
Bathroom - Full, Flooring - Stone/Ceramic Tile
Laundry
Sink, In Basement

Properties Nearby for Sale

56 Yale Street, Winchester, MA
Accepting Backups$2.8M

56 Yale Street
Winchester, MA

2 George Road Unit 2, Winchester, MA
Accepting Backups$649K

2 George Road Unit 2
Winchester, MA

2 Gershon Way Unit 2, Winchester, MA
Accepting Backups$1.9M

2 Gershon Way Unit 2
Winchester, MA

216 Highland Avenue
Winchester, MA
Questions or Interested?
Contact the Agent Now.
Preferred Method of Contact
Contact Agent

By sending a request you agree to our Privacy Policy & TOS

Local Preferred Agent

216 Highland Avenue
Winchester, MA 01890

-
Local Preferred Agent
or
Request Tour
Book a private tour instantly.

By sending a request you agree to our Privacy Policy & TOS

216 Highland Avenue is a property for sale for $2,299,000 in Winchester, MA 01890 and is part of Middlesex County, MA . This home is 4,822 square feet and is located on a 0.26 acre lot and features 5 bedrooms and 3.5 bathrooms . Nearby schools include Lincoln School, Mccall School, and Winchester High School. This address can also be written as 216 Highland Avenue, Winchester, MA 01890. This home has been listed on BoldPorch since May 01, 2026 BoldPorch last checked and updated this listing on May 07, 2026 at 2:45pm UTC .