USACTFairfieldStratfield365 Toilsome Hill Rd
365 Toilsome Hill Rd | Image 1

$1,695,000

Sold

6 months ago

365 Toilsome Hill Rd, Fairfield, CT

House

MLS® 24123685

4 Bed

4 Bath

3686 sqft

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  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 3686 sqft
Garage Yes
Taxes $17,061
Lot Size 0.95 acres
Approx. Age 1914
Avg. Price Per Sqft $459
MLS® Number 24123685

Property Address: 365 Toilsome Hill Rd, Fairfield, CT, 06825-1624

Average square foot calculated using Size range provided by listing agent.

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.
MLS® Number24123685
Laundry LevelLower Level
Central VacNo
FireplaceNo
Acreage0.95
Exterior
GarageYes
Approx. Age1914
BasementFull, Unfinished, Storage, Interior Access, Concrete Floor, Full With Walk-Out
DrivewayAttached Garage
Garage Spaces2
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Bedroom 1:Upper LevelNot available
Other:Main FloorNot available
Living Room:Main FloorNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Dining Room:Main FloorNot available
Family Room:Not available
Bedroom 2:Upper LevelNot available
Other:Upper LevelNot available
Other:Main FloorNot available

Price History

Oct 13, 2025End Date
$1,615,000Sold Price

Sold

Sep 3, 2025List Date
$1,695,000List Price
Oct 12, 2023End Date
$1,550,000Sold Price

Sold

Sep 8, 2023List Date
$1,550,000List Price
  • Commute

Commute

Starting Address
Destination Address
365 Toilsome Hill Rd, Fairfield, CT

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