359 Winchester Road, Winchester, CT 06098 (MLS # 24208872)

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Breathtaking water views and master craftsmanship await in this pristine Colonial offering nearly 3,000 SF overlooking serene Highland Lake. This entertainer's dream home opens from an inviting two-story foyer into an airy, open layout where the living and dining rooms are joined by a floor-to-ceiling fieldstone fireplace. The spacious dining room easily accommodates large gatherings and flows seamlessly onto a delightful screened-in porch to enjoy the calm, serene setting with distant lake views. The gourmet kitchen is a master craftsman renovation featuring custom white birch cabinetry, rich soapstone countertops, stone subway tile backsplash, a farmhouse sink with a view, and a Sub-Zero refrigerator. Dedicated home office off front foyer, mudroom, laundry room, and half bath complete the main level. Upstairs features an en-suite primary bedroom, two additional nice-sized bedrooms, and a full guest bath. Accessed via a private second staircase off the kitchen, the expansive 27' x 21' "Skybox" family room (finished over the garage in 2017) boasts its own heating/cooling system, surround sound, and live music performance hook-ups. Property is flanked by a magnificent stone wall, emerald green meadows including a two-stall run-in shed with tack room. Hardwood floors main level, bamboo engineered floors upper level, oversized 2 car garage, walk-out basement. New well pump 2020, new whole house generator 2023. EZ commute to NYC & Boston from this ideal retreat. Rare opportunity.

DAYS ON MARKET 1 LAST UPDATED 9/22/2026
YEAR BUILT 2000 GARAGE SPACES 2.0
COUNTY Litchfield STATUS Active
PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Batcheller
Jr. High School Pearson
High School Gilbert


ADDITIONAL DETAILS
AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Dryer, Electric Cooktop, Instant Hot Water, Microwave, Oven, Range Hood, Washer
BARN/EQUESTRIAN Yes
BASEMENT Full, Storage Space, Unfinished, Walk-Out Access, Yes
CONSTRUCTION Frame, Vinyl Siding
FIREPLACE Yes
GARAGE Attached Garage, Yes
HEAT Baseboard, Hot Water, Oil, Zoned
INTERIOR Entrance Foyer, Open Floorplan
LOT 7.55 acre(s)
PARKING Garage Door Opener, Attached
SEWER Septic Tank
STYLE Colonial
TAXES 8400
UTILITIES Underground Utilities
VIEW Yes
VIEW DESCRIPTION Water
WATER Well
ZONING RU-1
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

0
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*Estimate only



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Listing courtesy of William Pitt Sotheby's Int'l
Copyright Smart MLS. All rights reserved. Information is deemed reliable but not guaranteed to be accurate.

This IDX solution is (c) Diverse Solutions 2026.

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