Property photo 1
4 Beds
4 Baths
3,686 sqft

$1,615,000

365 Toilsome Hill Road, Fairfield CT, 06825

Price per sqft$438.14
Built in1914
Property size3,686 sqft
Property typeResidential

Overview

Sold

Closed

Listed Sep 3, 2025

Updated Aug 25

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.

Additional information

MLS® ID
24123685

Interior Features

Bedrooms
4
Bathrooms
4
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
0.95 Acres

Other Property Details

Taxes
$17,061
Tax Frequency
Annually
Garage
Yes
MLS provider logo

Listed by Cindy Raney with Coldwell Banker Realty (203) 257-8320. Bought with Kat Gibbon of Brown Harris Stevens.

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Data last updated on 8/25/2026 at 4:00 AM UTC.

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