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Property Description

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, three working fireplaces, 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.

Features
Heating System:
Hot Water
Cooling System:
Central Air
Basement:
Full, Unfinished, Concrete Floor, Full With Walk-out, Interior Access, Storage
Appliances Included:
Dishwasher, Microwave, Range Hood, Subzero, Dryer, Washer, Gas Range
Foundation Type:
Stone
Heat Fuel Type:
Natural Gas
Exterior Features:
Balcony, French Doors, Terrace, Gutters, Stone Wall, Lighting
Exterior Siding:
Stucco, Wood
Fireplaces Total:
3
Parking Total Spaces:
0
Hot Water Description:
Domestic, Tankless Hotwater
Lot Description:
Level Lot, Dry
Water Source:
Public Water Connected
Address Map
Street:
Toilsome Hill
Street Number:
365
Floor Number:
0
Longitude:
W74° 46' 19.4''
Latitude:
N41° 11' 55.1''
MLS Addon
Office Name:
Coldwell Banker Realty
Agent Name:
Cindy Raney
List Agent MLSID:
6197
List Office MLSID:
CBRB102
Tax Year:
July 2025-June 2026
Directions:
Stratfield Rd to Toilsome Hill Rd.
Elementary School:
Stratfield
High School:
Fairfield Warde
HOA Fee Amount:
$0
Parcel Number:
117958
Property Tax:
$17,061
Zoning:
R3

Single Family For Sale

365 Toilsome Hill, Fairfield, 06825

4 Bedrooms
3 Bathrooms
3,686 Sqft
$1,695,000
Listing ID #24123685
Basic Details
Property Type :
Single Family For Sale
Listing Type :
For Sale
Listing ID :
24123685
Price :
$1,695,000
Bedrooms :
4
Baths Total :
4
Bathrooms :
3
Half Bathrooms :
1
Square Footage :
3,686 Sqft
Year Built :
1914
Lot Area :
0.95 Acre
City:
Fairfield
Zipcode:
06825
Agent info
RE/MAX Right Choice
43 South Main Street, Newtown CT 06470
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