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Holly Greenleaf Whitney
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117 Highland, Winchester, MA 01890

$1,650,000
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New to the Market Active
BEDS5 BATHS3 full 1 partial SQUARE FEET3,722 MLS#73573887
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

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 todays 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 Winchesters desirable neighborhoods.

117 Highland | MLS# 73573887

This single family home located at 117 Highland, Winchester, MA 01890 is currently listed for sale with an asking price of $1,650,000. This property was built in 1953 and has 5 bedrooms and 3 full and 1 partial baths with 3722 sq. ft. Search Winchester real estate on hollywhitney.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Full, Partially Finished, Walk-Out Access, Interior Entry
Cooling: Central Air
Fenced: Yes
Fireplaces: 2
Garage: 2 car attached
Heating: Baseboard, Natural Gas
Home Style: Colonial, Garrison
Lot Size: 0.17 Acres
Roof Type: Shingle
Taxes: $15,088
Year Built: 1953

Amenities

Closet
Bathroom - With Shower Stall
Breezeway
Closet/Cabinets - Custom Built
Bonus Room
3/4 Bath
Mud Room
Home Office
Patio
Pool - Inground
Rain Gutters
Storage
Professional Landscaping
Sprinkler System
Fenced Yard
Outdoor Shower

Feature Descriptions

Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Trash Compactor, Microwave, Refrigerator, Washer, Dryer
Building Area Total: 3722
Community Features: Park, Walk/Jog Trails, Medical Facility, Conservation Area, Highway Access, Public School
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Dining Room: Closet/Cabinets - Custom Built, Flooring - Hardwood, Open Floorplan, Lighting - Overhead
Electric: Circuit Breakers
Exterior: Frame
Family Room: Flooring - Vinyl, Lighting - Overhead
Fencing: Fenced/Enclosed, Fenced
Fireplace Features: Family Room, Living Room
Fireplace Y/N: Yes
Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
GarageY/N: Yes
HeatingY/N: 1
Kitchen: Skylight, Flooring - Hardwood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Gas Stove, Lighting - Pendant
Laundry: Second Floor
Living Room: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Open Floorplan, Lighting - Sconce
Lot Features: Corner Lot
Master Bathroom: Yes
Master Bedroom: Bathroom - Full, Ceiling Fan(s), Closet, Flooring - Wall to Wall Carpet, Balcony / Deck, Lighting - Overhead
Office: Closet/Cabinets - Custom Built, Flooring - Hardwood
Open Parking Y/N: Yes
Parcel Number: 894959
Parking Features: Attached, Garage Door Opener, Heated Garage, Garage Faces Side, Paved Drive, Paved
Parking Total: 5
Patio And Porch: Patio
Pool Features: In Ground
Rooms Total: 12
Sewer: Public Sewer
Swimming Pool: Yes
Water: Public

Local Schools

High School: Whs
Middle School: Mccall
Elementary School: Muraco

Listed By / Shown By

Listed By

Agency Name: Better Homes and Gardens Real Estate - The Shanahan Group
Agent Name: Dara Singleton
Agency Phone: 781-729-9030

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Estimated Payment

$ 5,410.77 per month $3,672.18 Principal & Interest $1,257.33 Property Tax $481.25 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/10/2026. The listing information on this page last changed on 09/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 09/10/2026 12:02:30 AM EST) or MLSPIN MLS (last updated Wed 09/09/2026 11:38:34 PM EST) or Prime MLS (last updated Wed 09/09/2026 11:33:05 PM EST) or MREIS (last updated Wed 09/09/2026 11:55:19 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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