Real Estate Agent in Connecticut and Western Massachusetts

365 Toilsome Hill Road
Fairfield, Connecticut

Single Family For Sale

4

Bedrooms

3 (full) / 1 (half)

Bathrooms

3,686

Sq Ft

$ 1,695,000

Price

365 Toilsome Hill Road
Fairfield, Connecticut

Fairfield, Connecticut

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.

Listing Courtesy of Coldwell Banker Realty

Meet Our Team

Our team consists of dedicated real estate professionals passionate about helping our clients achieve their goals. Every client receives personalized attention, expert guidance, and unparalleled service. Meet our team:

Alison Malkin
Alison Malkin

Broker/Owner

860-214-8008

Email
Alison Malkin
Nicole Malkin James

Broker/Owner

843-614-7222

Email
Alison Malkin
Luis Torres

Associate Broker

860-383-5211

Email
Alison Malkin
Debra Pliego

Realtor®

860-919-7376

Email
Alison Malkin
Madison Wells

Realtor®

860-538-7567

Email
Alison Malkin
Lori Sierpinski

Realtor®

860-222-4692

Email
Alison Malkin
Jim Murkette

Realtor®

860-539-5009

Email
Alison Malkin
Leah Pliego

Realtor®

860-681-7373

Email
Alison Malkin
Shaissa Acosta

Realtor®

860-249-1641

Email

Acres : 0.95
Appliances Included : Gas Range, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer
Attic : Storage Space, Access Via Hatch
Basement : Full, Unfinished, Storage, Interior Access, Concrete Floor, Full With Walk-Out
Full Baths : 3
Half Baths : 1
Baths Total : 4
Beds Total : 4
City : Fairfield
Cooling : Central Air
County : Fairfield
Elementary School : Stratfield
Fireplaces : 3
Foundation : Stone
Garage Parking : Attached Garage
Garage Slots : 2
Description : Dry, Level Lot
Middle School : Tomlinson
Amenities : Golf Course, Health Club, Library, Medical Facilities, Playground/Tot Lot
Neighborhood : Stratfield
Parcel : 117958
Postal Code : 06825
Roof : Slate
Sewage System : Public Sewer Connected
Total SqFt : 3686
Tax Year : July 2025-June 2026
Total Rooms : 9
Watersource : Public Water Connected
weeb : RPR, IDX Sites, Realtor.com

Phone

860-384-7624

Address

20 Hopmeadow St, Unit 821, Weatogue, CT 06089


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