80-82 Route 55 West, Sherman, Connecticut

$649,900

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4

Beds

2

Baths

2,000

Square feet

8.38

Acres

About 80-82 Route 55 West

Located just steps from the Appalachian Trail and the New York state line, this historic 1820 Colonial and guest cottage offer a unique blend of historic craftsmanship, character, and charm. Set on 8.38 acres in northwest Sherman, the property showcases many period details - from original stone fireplaces and custom built-ins to handsome stone walls, patios, steps, and terracing. The main residence features 10 spacious rooms, including four bedrooms, two full baths, a generous living room, a formal dining room, and a west wing library with a beautiful stone floor. A sun-filled, eat-in kitchen and two flexible home offices-one on each level-offer flexibility for today's lifestyle. Polished red doors from the kitchen and library lead to south-facing stone patios, perfect for entertaining or quiet moments in the sun. Additional highlights include a detached two-story pole barn/two-car garage, and a charming guest cottage thought to have been the original barn or stable. Set at the opposite end of the semi-circular drive, the cottage offers private guest quarters, studio space, or rental income potential. Known as "The Willis Sherwood House" and featured in Sherman Sentinel Houses & Barns, this residence has evolved from a simple four-room cottage into a treasured family home, lovingly improved and expanded across generations. Ideally located just minutes from Metro-North trains, with easy access to NYC and beyond, this is a unique opportunity to own a piece of Sherman's history.

Features of 80-82 Route 55 West

MLS® # 24087914
Price $649,900
Bedrooms 4
Bathrooms 2.00
Full Baths 2
Square Footage 2,000
Acres 8.38
Type Single Family For Sale
Style Colonial
Status Under Contract

Community Information

Address 80-82 Route 55 West
Area N/A
City Sherman
County Fairfield
State Connecticut
Zip Code 06784

Amenities

Features Generator Ready, Thermopane Windows
Parking Spaces 4
Parking Detached Garage, Driveway
# of Garages 2
Is Waterfront No
Waterfront Beach Rights
Has Pool No

Interior

Interior Features Auto Garage Door Opener, Cable - Available
Appliances Electric Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Heating Hot Water, Steam, Oil
Cooling Window Unit
Fireplace Yes
# of Fireplaces 1
Has Basement Yes
Basement Full, Unfinished, Interior Access, Walk-out, Concrete Floor

Exterior

Exterior Vinyl Siding, Aluminum
Exterior Features Shed, Barn, Gutters, Garden Area, Stone Wall, Patio
Lot Description Treed, Sloping Lot
Roof Asphalt Shingle
Foundation Stone

School Information

Elementary Sherman
Middle Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed April 29th, 2025
Days on Market 30
Zoning Residential
RE / Bank Owned No

Listing Details

OfficeWilliam Pitt Sotheby's Int'l

Listing Map

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Listing information last updated on July 8th, 2025 at 4:32pm EDT.