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Price $1,695,000
Status Active
Beds 4
Baths 3.5 Baths
Home size 3,686 sqft
Lot Size 41,382 sqft
Days on Market 2
Truly One-of-a-Kind. This iconic Fairfield Tudor Revival blends rich architectural heritage with elevated modern luxury. Set on just under an acre, it offers the quiet elegance of a private estate-yet just beyond the drive, sidewalks lead to playgrounds, friendly neighbors, and the charm of a walkable community. Built in stone and stucco with a polychromatic slate roof, copper gutters, and fieldstone details, this home has presence and soul. Inside, original beams, arched doorways, deep sills, wainscoting, and a soaring tin ceiling bring warmth and character. Thick stone walls keep it cool in summer, warm in winter, and quiet all year. The reimagined primary suite feels like a five-star spa: radiant stone floors, steam shower, soaking tub, towel warmer, skylight, instant hot water and its own climate zone. All bathrooms and the kitchen feature radiant heat floors. Outside, entertain under the stars with a wood-burning hearth and pizza oven. Full plans available for future kitchen expansion. 10 mins to train, Whole Foods, and just 5 miles to the beach. This is turnkey luxury-timeless, stylish, unforgettable.
Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907) Tiny photo for 365 Toilsome Hill Road, Fairfield, CT 06825 (MLS # 24107907)
Property Type(s): Single Family
Last Updated 7/1/2025 Year Built 1914
Garage Spaces 2.0 County Fairfield

SCHOOLS

Elementary School Stratfield
Jr. High School Tomlinson
High School Fairfield Warde

Additional Details

AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Dryer, Gas Range, Microwave, Range Hood, Washer
BASEMENT Concrete, Full, Storage Space, Unfinished, Walk-Out Access, Yes
CONSTRUCTION Frame, Stucco, Wood Siding
EXTERIOR Balcony
FIREPLACE Yes
GARAGE Attached Garage, Yes
HEAT Forced Air, Natural Gas, Zoned
LOT 0.95 acre(s)
LOT DESCRIPTION Level
PARKING Attached
SEWER Public Sewer
STYLE Colonial, Tudor
TAXES 16767
WATER Public
WATERFRONT DESCRIPTION Beach Front
ZONING R3
 

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