185 Chaplin Road, Eastford, CT 06242 (MLS # 24104730)

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PRICE $1,499,900 dsIDX morgage calculator
BEDS 3
BATHS 2
HOME SIZE 1,629 sqft
LOT SIZE 43,560 sqft

Unique Multi-Home Package with Pool, Pond & Privacy This rare offering includes two properties sold together, offering flexibility for multi-generational living, rental income, or a private retreat. The first is a ranch-style 2-family home featuring a 2-bed, 1-bath unit with a 1-car garage, and a separate 1-bed, 1-bath unit-perfect for extended family or income potential. Enjoy an in-ground pool and a level backyard for summer entertaining. Just steps away, 187 Chaplin Rd is a custom-built 3-bed, 2.5-bath log cabin on 3.48 scenic acres with its own private pond. The grand great room features soaring ceilings, exposed beams, and a floor-to-ceiling stone fireplace. The kitchen is equipped with custom cabinetry, stainless steel appliances, and a spacious island. The primary suite has a private balcony with views of Natchaug Forest, offering hiking, biking, and fishing right nearby. A loft with built-in spa, a partially finished basement with a full bath, and a 2-car garage add functionality. Outside, enjoy a timber-frame gazebo, granite bar, outdoor kitchen, and fire pit. A bonus cottage offers space for guests, rental income, office, or in-law use. Recent updates include a new roof, garage doors, and fresh exterior stain (2023). This is a rare chance to own a versatile, well-maintained compound in one of CT's most peaceful settings. Don't miss it!

DAYS ON MARKET 2 LAST UPDATED 6/17/2025
YEAR BUILT 1950 GARAGE SPACES 1.0
COUNTY Windham STATUS Active
PROPERTY TYPE(S) Multi Family

SCHOOLS
Elementary School Eastford
High School Woodstock Academy


ADDITIONAL DETAILS
AIR None
BASEMENT Full, Yes
CONSTRUCTION Frame, Shake Siding, Shingle Siding, Wood Siding
GARAGE Attached Garage, Yes
HEAT Hot Water, Oil
LOT 1 acre(s)
LOT DESCRIPTION Level
PARKING Paved, Off Street, Driveway, Attached
POOL DESCRIPTION Outdoor Pool, In Ground
SEWER Septic Tank
STYLE Units are Side-by-Side
TAXES 3212
WATER Well
ZONING RES
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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Listing courtesy of Executive Real Estate Inc.
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