Recently Listed Open House 9/11 11am - 12pm
117 Highland
Winchester, MA, 01890 $ 1,650,000
Bedrooms5 Baths3.1 Sq 3,722 Monthly Estimate*
$ 10,418
for $1,650,000 with 5 bedrooms and 3 full baths, 1 half bath. This 3,722 square foot home was built in 1953 on a lot size of 0.17.
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.
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Open House
9/11/2026 11:00 AM - 12:00 PM
9/13/2026 12:00 PM - 1:30 PM
117 Highland Winchester, MA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
List ByDara SingletonListing Agent
Better Homes And Gardens Real Estate - The Shanahan GroupBroker
Affordability Calculator
- Monthly Principal & Interest
- $10,418
- Monthly Property Taxes
- $1,257
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Winchester, MA
Average List Price $2,018,886
Percent of Sale Price 22%
About Winchester, MA 22,228 Population
7% Since 2002
$ 152,119 Median Income
45.68 Median Age
42% Households with Children
Trends Information provided by ATTOM Data Solutions.
Neighborhood & Schools
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Pricing History| Date | Price | Price Change | Description |
|---|
| 9/9/2026 | $1,650,000 | | Listed Price |