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.
This home has been viewed 5 times
Last Checked: September 16th, 2026 at 5:33am (Source: MLS PIN #73573887)
Garage Parking
Air Conditioning
Lead Paint Free
General Information for 117 Highland, Winchester MA 01890
Listing ID73573887
Property TypeSingle Family / Detached
Price$1,650,000 ($443.31/SqFt)
StyleColonial
CityWinchester
CountyMiddlesex
Neighborhood(s)
Garage Parking2
ZoningRDB
Year Built1953
Year Built SourcePublic Records
Year Built DetailsActual
Interior Features for 117 Highland, Winchester MA 01890
Approximate Living Area Total3722
Living Area Includes BasementYes
Rooms12
Bedrooms5
Primary En Suite BathroomYes
BasementFull
Cooling1, Split
Fireplaces
AppliancesRange
FlooringTile
Electric220 Volts
Exterior Features for 117 Highland, Winchester MA 01890
Approximate Lot Size (Acres)0.17
Approximate Lot Size (Square Feet)7571
Total Parking7 (2 Garage)
Garage Parking2
WaterPublic
SewerPublic Sewer
Lot FeaturesGentle Sloping
Parking Features1
Exterior FeaturesPorch
Foundation Materials
Construction MaterialsFrame
Road Frontage Type
Patio & PorchCovered
Roof MaterialAsphalt/fiberglass Shingles
Utility Connections
Water Views
Water Views Features
Waterfront0
Waterfront Features
Pool FeaturesAssociation
Horse Permitted0
Horse Amenities
Disclosures for 117 Highland, Winchester MA 01890
Lead PaintNone
UFFI
Living Area Includes BasementYes
Living Area Disclosure
Building Area SourceMeasured
Special Listing Conditions
ExclusionsPersonal Belongings.
Compensation Based On
Financial Information for 117 Highland, Winchester MA 01890
Association Fee
Association Fee Frequency
Association Fee Includes
Real Estate Tax15088
Tax Year2026
Assessed Value$1,361,800
Location Information for 117 Highland, Winchester MA 01890
Elementary SchoolMuraco
Middle SchoolMccall
High SchoolWhs
Neighborhood(s)
Area AmenitiesWalk/jog Trails
Contact Information for 117 Highland, Winchester MA 01890
Agent
Name: Dara Singleton
Office
Name: Better Homes and Gardens Real Estate - The Shanahan Group