365 Toilsome Hill Road, Fairfield, CT 06825
Local realty services provided by:ERA Blanchard & Rossetto, Inc.
365 Toilsome Hill Road,Fairfield, CT 06825
$1,695,000
- 4 Beds
- 4 Baths
- 3,686 sq. ft.
- Single family
- Active
Listed by:cindy raney
Office:coldwell banker realty
MLS#:24123685
Source:CT
Price summary
- Price:$1,695,000
- Price per sq. ft.:$459.85
About this home
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.
Contact an agent
Home facts
- Year built:1914
- Listing ID #:24123685
- Added:91 day(s) ago
- Updated:September 29, 2025 at 03:01 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Living area:3,686 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Hot Water
Structure and exterior
- Roof:Slate
- Year built:1914
- Building area:3,686 sq. ft.
- Lot area:0.95 Acres
Schools
- High school:Fairfield Warde
- Middle school:Tomlinson
- Elementary school:Stratfield
Utilities
- Water:Public Water Connected
Finances and disclosures
- Price:$1,695,000
- Price per sq. ft.:$459.85
- Tax amount:$17,061 (July 2025-June 2026)
New listings near 365 Toilsome Hill Road
- Coming Soon$399,900Coming Soon2 beds 2 baths
1442 Melville Avenue #1442, Fairfield, CT 06825
MLS# 24128164Listed by: Higgins Group Real Estate - Coming SoonOpen Sat, 1 to 3pm$715,000Coming Soon3 beds 2 baths
271 Jeniford Road, Fairfield, CT 06824
MLS# 24129388Listed by: William Raveis Real Estate - New$950,000Active4 beds 3 baths2,497 sq. ft.
74 Soundview Avenue #74, Fairfield, CT 06825
MLS# 24130251Listed by: William Raveis Real Estate - Open Thu, 10am to 12pmNew$949,900Active4 beds 4 baths2,094 sq. ft.
178 Autumn Ridge Road, Fairfield, CT 06825
MLS# 24130122Listed by: William Raveis Real Estate - Coming SoonOpen Thu, 11am to 1pm$1,399,000Coming Soon4 beds 3 baths
88 Overhill Road, Fairfield, CT 06824
MLS# 24129674Listed by: Coldwell Banker Realty - New$3,500,000Active4 beds 4 baths3,400 sq. ft.
345 Old Dam Road, Fairfield, CT 06824
MLS# 24130054Listed by: William Raveis Real Estate - Coming SoonOpen Thu, 11:30am to 1:30pm$1,250,000Coming Soon4 beds 3 baths
300 Winnepoge Drive, Fairfield, CT 06825
MLS# 24128175Listed by: Keller Williams Prestige Prop. - New$1,900,000Active8 beds 6 baths4,995 sq. ft.
62 Soundview Avenue, Fairfield, CT 06825
MLS# 24129715Listed by: William Raveis Real Estate - Open Thu, 10am to 2pmNew$1,899,000Active4 beds 5 baths4,515 sq. ft.
254 Sherwood Farm Road, Fairfield, CT 06824
MLS# 24129933Listed by: Coldwell Banker Realty - New$2,149,000Active5 beds 5 baths4,000 sq. ft.
57 Beaumont Place, Fairfield, CT 06824
MLS# 24129836Listed by: Coldwell Banker Realty