Real estate listing preview #1Real estate listing preview #2Real estate listing preview #3Real estate listing preview #4Real estate listing preview #5Real estate listing preview #6Real estate listing preview #7Real estate listing preview #8Real estate listing preview #9Real estate listing preview #10Real estate listing preview #11Real estate listing preview #12Real estate listing preview #13Real estate listing preview #14Real estate listing preview #15Real estate listing preview #16Real estate listing preview #17Real estate listing preview #18Real estate listing preview #19Real estate listing preview #20Real estate listing preview #21Real estate listing preview #22Real estate listing preview #23Real estate listing preview #24Real estate listing preview #25Real estate listing preview #26Real estate listing preview #27Real estate listing preview #28Real estate listing preview #29Real estate listing preview #30Real estate listing preview #31Real estate listing preview #32Real estate listing preview #33Real estate listing preview #34Real estate listing preview #35Real estate listing preview #36Real estate listing preview #37Real estate listing preview #38Real estate listing preview #39
listing
1 of 39
Single FamilyFor Sale
$1,695,000
365 Toilsome Hill Road
Fairfield, CT 06825
Courtesy of Coldwell Banker Realty
MLS: Smart MLS
4Beds
3Full1Half Baths
3,686Sq Ft
Est. Mortgage
$8,849/mo

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.

Get in touch
Information courtesy of Coldwell Banker Realty is subject to verification and is not guaranteed. Listing Data Last Updated 07/13/2025 10:06 AM
Community / School Information