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For sale
  • $1,695,000

    365 Toilsome Hill Road, Fairfield, CT 06825

    4beds
    3,686sqft
    : 
    Single Family Residence
    Built in 1914
    0.95 Acres Lot
    $1,689,100 Zestimate®
    $460/sqft
    $-- HOA

    What's special

    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.
    11 days
    on Zillow
    |
    2,425
    |
    230
    |

    Likely to sell faster than

    Zillow last checked: 7 hours ago

    Listing updated: 8 hours ago

    Listed by:

    Cindy Raney & Team,

    Coldwell Banker Realty,

    Listing Agent: Cindy Raney

    Source: Smart MLS,MLS#: 24107907MLS Logo
    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 365 Toilsome Hill Road.

    Next available tour time:Tomorrow at 11am

    Open house

    • Sun, Jul 13

      1:00 PM - 3:00 PM

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Remodeled, Balcony/Deck, Gas Log Fireplace, Full Bath, Walk-In Closet(s), Hardwood Floor
    • Level: Upper
    Bedroom
    • Features: Full Bath, Hardwood Floor
    • Level: Upper
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    Bathroom
    • Level: Upper
    Dining room
    • Features: Beamed Ceilings, Combination Liv/Din Rm, Hardwood Floor
    • Level: Main
    Family room
    • Features: Built-in Features, Ceiling Fan(s), Hardwood Floor
    • Level: Other
    Kitchen
    • Features: Granite Counters, Dining Area, Limestone Floor
    • Level: Main
    Living room
    • Features: High Ceilings, Fireplace, Hardwood Floor
    • Level: Main
    Other
    • Features: Beamed Ceilings, Built-in Features, Fireplace, Hardwood Floor
    • Level: Main
    Heating
    • Forced Air, Zoned, Natural Gas
    Cooling
    • Central Air, Ductless
    Appliances
    • Included: Gas Range, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Water Heater, Tankless Water Heater
    • Laundry: Lower Level
    Features
    • Doors: French Doors
    • Windows: Thermopane Windows
    • Basement: Full,Unfinished,Storage Space,Concrete
    • Attic: Storage,Access Via Hatch
    • Number of fireplaces: 4
    Interior area
    • Total structure area: 3,686
    • Total interior livable area: 3,686 sqft
    • Finished area above ground: 3,686

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached
    • Attached garage spaces: 2
    Features
    • Patio & porch: Terrace
    • Exterior features: Balcony, Rain Gutters, Lighting, Stone Wall
    • Waterfront features: Beach Access, Water Community
    Lot
    • Size: 0.95 Acres
    • Features: Dry, Level
    Details
    • Parcel number: 117958
    • Zoning: R3

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial,Tudor
    • Property subtype: Single Family Residence
    Materials
    • Wood Siding, Stucco
    • Foundation: Stone
    • Roof: Slate
    Condition
    • New construction: No
    • Year built: 1914

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    Green energy
    • Energy efficient items: Thermostat, Windows

    Community & HOA

    Community
    • Features: Golf, Health Club, Library, Medical Facilities, Playground
    • Subdivision: Stratfield
    HOA
    • Has HOA: No
    Location
    • Region: Fairfield

    Financial & listing details

    • Price per square foot: $460/sqft
    • Tax assessed value: $600,950
    • Annual tax amount: $17,061
    • Date on market: 7/1/2025
    • Exclusions: Please see attached Inclusion/Exclusion Addendum
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