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Sold for $865,000 on 09/29/25
  • $865,000

    299 West Flat Hill Road, Southbury, CT 06488

    5beds
    2,462sqft
    Single Family Residence
    Built in 1985
    4.82 Acres Lot
    $868,100 Zestimate®
    $351/sqft
    $4,665 Estimated rent

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    What's special

    The second time since its construction, this home in the sought-after Purchase Brook area is for sale. Over the years, this home has hosted events and has entertained and charmed guests. Its lush five acres have been home to horses boarded in the oversized two-stall barn. The current homeowners have thoughtfully added to the original structure, adding five hundred square feet to what was originally a saltbox style. This investment created a space that has been versatile for the current owners, serving as a handicap accessible in-law, first floor primary, and even as a second living space; phase two of this renovation included an oversized three car detached garage with an expansive loft space - currently used as storage, but can easily be finished to accommodate whatever personal pursuits or passions the next steward may have. It is easy to understand how this area is the jewel of Southbury; the rolling hills, quiet streets, and convenience to Roxbury, Woodbury, and I-84 make this a place that is both a retreat and a practical location for everyday needs.

    Zillow last checked: 8 hours ago

    Listing updated: September 29, 2025 at 11:44am

    Listed by:

    Michael Caporizzo 203-644-5228,

    William Pitt Sotheby's Int'l 860-868-6600,

    Erin Caporizzo 860-868-6600,

    William Pitt Sotheby's Int'l

    Bought with:

    Christopher Crane, RES.0821028

    Coldwell Banker Realty

    Source: Smart MLS,MLS#: 24096319MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Ceiling Fan(s), Sliders
    • Level: Main
    Bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Bedroom
    • Features: Bedroom Suite
    • Level: Upper
    Dining room
    • Features: Hardwood Floor
    • Level: Main
    Kitchen
    • Level: Main
    Living room
    • Features: Hardwood Floor
    • Level: Main
    Heating
    • Hot Water, Oil
    Cooling
    • Central Air, Ductless
    Appliances
    • Included: Electric Cooktop, Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Tankless Water Heater
    • Laundry: Main Level
    Features
    • Basement: Full
    • Attic: Pull Down Stairs
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 2,462
    • Total interior livable area: 2,462 sqft
    • Finished area above ground: 2,462

    Property

    Parking
    • Total spaces: 3
    • Parking features: Detached, Garage Door Opener
    • Garage spaces: 3
    Accessibility
    • Accessibility features: Accessible Bath, Accessible Approach with Ramp
    Features
    • Patio & porch: Deck, Patio
    • Exterior features: Awning(s)
    • Spa features: Heated
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Waterfront, Brook
    Lot
    • Size: 4.82 Acres
    • Features: Level
    Details
    • Additional structures: Barn(s)
    • Parcel number: 1333305
    • Zoning: R-80
    • Other equipment: Generator Ready
    • Horse amenities: Paddocks

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Vinyl Siding
    • Foundation: Concrete Perimeter
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1985

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well
    • Utilities for property: Cable Available
    Green energy
    • Energy generation: Solar

    Community & neighborhood

    Security
    • Security features: Security System
    Community
    • Community features: Lake, Park, Private School(s), Stables/Riding, Tennis Court(s)
    Location
    • Region: Southbury
    • Subdivision: The Purchase
    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $868,100
    2% more+$17,362
    With Zillow Showcase(estimated)$885,462