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$1,695,000
2 Days On Site

365 Toilsome Hill Road
Fairfield, CT 06825

For Sale|Single Family Residence|Coming Soon
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
3,686
SqFt
$460
/SqFt
1914
Built
County:
Fairfield
Listing courtesy of Cindy Raney of Coldwell Banker Realty
Call Now: 860.406.4060
Is this the listing for you? We can help make it yours.
860.406.4060
365 Toilsome Hill Road365 Toilsome Hill Road365 Toilsome Hill Road365 Toilsome Hill Road
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Monthly Payment (Est.)

$7,733
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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.

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Listing Snapshot
Price 
$1,695,000
Days On Site 
2 Days
Bedrooms 
4
Inside Area (SqFt) 
3,686 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.95 Acres
Year Built 
1914
MLS® Number 
24107907
Status 
Coming Soon
Property Tax 
$16,767
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
yesterdayListing updated with changes from the MLS®
3 days agoListing first seen on site
General Features
Acres 
0.95
Attached Garage 
Yes
Foundation 
Stone
Garage 
Yes
Garage Spaces 
2
Parking 
Attached
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
3686
Style 
ColonialTudor
Water Source 
Public
Zoning 
R3
Interior Features
Appliances 
DishwasherDryerGas RangeMicrowaveWasherRange Hood
Basement 
FullWalk-Out AccessStorage SpaceUnfinishedConcrete
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
4
Heating 
Natural GasForced AirZoned
Other 
Level - MainFeatures - Beamed Ceilings, Built-in Features
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Exterior Features
Construction Details 
StuccoWood SidingFrame
Exterior 
Balcony
Lot Features 
Level
Waterfront Features 
Beach Front
Windows/Doors 
French Doors
Community Features
Community Features 
Golf
Schools
School District
Unknown
Elementary School
Stratfield
Middle School
Tomlinson
High School
Fairfield Warde
Listing courtesy of Cindy Raney of Coldwell Banker Realty



The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.
Last checked: 2025-07-04 04:08 PM UTC.

Neighborhood & Commute
Source: Walkscore
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