$2,495,000
112 Highland Avenue
Winchester, MA, 01890
Timeless Victorian grandeur meets modern living in this iconic Winchester home situated on the corner of Wilson Street w/ easy access to Fells trails! This recently renovated sun-filled 6 BR 4 BA home offers nearly 5000 ft.² of beautifully scaled living spaces filled w/ extraordinary architectural charm & elegant details featuring a brand new state of the art gorgeous kitchen w/ Wolf & Sub Zero appliances. A stunning staircase showcases a wall of colorful leaded glass complimented by high ceilings, intricate millwork & dramatic details throughout. The expansive rebuilt wrap-around porch offers wonderful space to enjoy summer evenings & host gatherings. The great layout provides flexibility for entertaining, working from home or extended living needs. The striking façade & stately presence creates an unforgettable first impression ideally located near Winchester Center, commuter rail, shops, restaurants & top rated schools. located in one of Winchester’s most sought after neighborhoods
Property Details
Price:
$2,495,000
MLS #:
73515135
Status:
Active
Beds:
6
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
May 7, 2026
Finished Sq Ft:
5,121
Total Sq Ft:
5,121
Lot Size:
15,250 sqft / 0.35 acres (approx)
Year Built:
1890
Schools
Elementary School:
Muraco
Middle School:
Mccall
High School:
Whs
Interior
Above Grade Finished Area
5121
Appliances
Gas Water Heater, Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
4
Flooring
Wood, Tile, Flooring – Hardwood
Heating
Hot Water, Natural Gas, Fireplace
Interior Features
Closet/Cabinets – Custom Built, Recessed Lighting, Crown Molding, Decorative Molding, Beamed Ceilings, Lighting – Overhead, Bathroom – Full, Bathroom – Double Vanity/Sink, Bathroom – Tiled With Shower Stall, Bathroom – With Tub, Closet, Home Office, Foyer, Bathroom, Bedroom, Wet Bar, Walk-up Attic
Laundry Features
In Basement, Electric Dryer Hookup, Washer Hookup
Exterior
Architectural Style
Victorian
Community Features
Public Transportation, Shopping, Tennis Court(s), Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station
Construction Materials
Frame
Covered Spaces
1
Exterior Features
Porch, Patio, Balcony, Professional Landscaping, Sprinkler System, Fenced Yard
Fencing
Fenced/Enclosed, Fenced
Garage Spaces
1
Lot Features
Corner Lot
Open Parking Spaces
5
Open Parking YN
1
Parking Features
Detached, Carport, Garage Door Opener, Off Street, On Street, Paved
Parking Spots
6
Parking Total
6
Patio And Porch Features
Porch, Patio
Roof
Shingle
Spa Features
Jacuzzi / Whirlpool Soaking Tub
Window Features
Window(s) – Bay/Bow/Box
Financial
Tax Year
2025
Taxes
$22,940
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Current real estate data for Single Family in Winchester as of May 13, 2026
73
Single Family Listed
49
Avg DOM
540
Avg $ / SqFt
$2,258,104
Avg List Price
Community
- Address112 Highland Avenue Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 112 Highland Avenue Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $2,495,000 and features 6 beds, 4 baths, and has approximately 5,121 square feet of living space, and was originally constructed in 1890. The current price per square foot is $487. The average price per square foot for Single Family listings in Winchester is $540. The average listing price for Single Family in Winchester is $2,258,104. To schedule a showing of MLS#73515135 at 112 Highland Avenue in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Compass. The property listing data and information 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 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 set forth herein.
112 Highland Avenue
Winchester, MA













































