$1,650,000
117 Highland
Winchester, MA, 01890
Expansive living and unparalleled curb appeal define this exceptional five-bedroom garrison colonial, ideally positioned near the natural beauty and extensive trails of the Fells Reservation. Set in the highly regarded Muraco Elementary School district, this spacious home offers an inviting blend of timeless architecture, thoughtful updates, and remarkable flexibility for today’s lifestyle. The sun-filled first floor features an open, seamless flow designed for both everyday living and effortless entertaining. A thoughtfully appointed eat-in kitchen with premium Sub-Zero and Fisher & Paykel appliances opens to the dining space, creating an ideal setting for gathering. A wood-burning fireplace anchors the living room where you can watch the world go by from the gorgeous picture window. A home office, mudroom, and powder room add functionality to this level. Upstairs, the generous primary suite includes a full bath and convenient laundry, with tree-top views from the Juliet balcony, complemented by four additional bedrooms and a family bath. A finished walk-up attic provides valuable storage and flexible bonus space, while the finished lower level adds a generous family room and several bonus spaces ideal for a second home office, playroom, media space, or additional recreation area, with kitchenette and full bath allowing for ADU possibilities. Outside, enjoy a truly private retreat with a fully fenced yard and pristine in-ground pool, offering exceptional space for outdoor living, entertaining, and relaxation. A two-car attached garage adds everyday convenience. With generous proportions throughout, multiple flexible spaces, an inviting open floor plan, and close proximity to the Fells Reservation, this Winchester Highlands property offers a rare opportunity to enjoy space, privacy, and sophisticated everyday living in one of Winchester’s desirable neighborhoods.
Property Details
Price:
$1,650,000
MLS #:
73573887
Status:
Active
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Sep 9, 2026
Finished Sq Ft:
3,722
Total Sq Ft:
3,722
Lot Size:
7,571 sqft / 0.17 acres (approx)
Year Built:
1953
Schools
Elementary School:
Muraco
Middle School:
Mccall
High School:
Whs
Interior
Above Grade Finished Area
2867
Appliances
Gas Water Heater, Water Heater, Range, Dishwasher, Trash Compactor, Microwave, Refrigerator, Washer, Dryer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
855
Cooling
Central Air
Fireplaces Total
2
Flooring
Tile, Carpet, Hardwood, Flooring – Wall to Wall Carpet, Flooring – Stone/Ceramic Tile, Flooring – Hardwood
Heating
Baseboard, Natural Gas
Interior Features
Closet, Bathroom – With Shower Stall, Breezeway, Closet/Cabinets – Custom Built, Bonus Room, 3/4 Bath, Mud Room, Home Office
Laundry Features
Second Floor
Exterior
Architectural Style
Colonial, Garrison
Attached Garage YN
1
Community Features
Park, Walk/Jog Trails, Medical Facility, Conservation Area, Highway Access, Public School
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Patio, Pool – Inground, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Fenced Yard, Outdoor Shower
Fencing
Fenced/Enclosed, Fenced
Garage Spaces
2
Lot Features
Corner Lot
Open Parking Spaces
3
Open Parking YN
1
Parking Features
Attached, Garage Door Opener, Heated Garage, Garage Faces Side, Paved Drive, Paved
Parking Spots
5
Parking Total
5
Patio And Porch Features
Patio
Roof
Shingle
Financial
Tax Year
2026
Taxes
$15,088
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 Sep 11, 2026
59
Single Family Listed
62
Avg DOM
547
Avg $ / SqFt
$1,955,164
Avg List Price
Community
- Address117 Highland 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
- 117 Highland Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,650,000 and features 5 beds, 4 baths, and has approximately 3,722 square feet of living space, and was originally constructed in 1953. The current price per square foot is $443. The average price per square foot for Single Family listings in Winchester is $547. The average listing price for Single Family in Winchester is $1,955,164. To schedule a showing of MLS#73573887 at 117 Highland in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Better Homes and Gardens Real Estate – The Shanahan Group. 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.
117 Highland
Winchester, MA












































