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.
Accepting backups
$935,000
299 West Flat Hill Road, Southbury, CT 06488
5beds
2,462sqft
Est.:
Single Family Residence
Built in 1985
4.82 Acres Lot
$897,300 Zestimate®
$380/sqft
$-- HOA
What's special
Expansive loft spaceLush five acresOversized two-stall barnRolling hillsHandicap accessible in-law
- 85 days
- on Zillow |
- 187 |
- 5 |
Zillow last checked: 7 hours ago
Listing updated: July 03, 2025 at 01:13am
Listed by:
Michael Caporizzo,
William Pitt Sotheby's Int'l,
Erin Caporizzo,
William Pitt Sotheby's Int'l
Source: Smart MLS,MLS#: 24096319

Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry
Primary bedroom
- Features: Ceiling Fan(s), Sliders
- Level: Main
Bedroom
- Level: Upper
Bedroom
- Features: Bedroom Suite
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- 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 & HOA
Community
- Features: Lake, Park, Private School(s), Stables/Riding, Tennis Court(s)
- Security: Security System
- Subdivision: The Purchase
HOA
- Has HOA: No
Location
- Region: Southbury
Financial & listing details
- Price per square foot: $380/sqft
- Tax assessed value: $395,430
- Annual tax amount: $9,569
- Date on market: 5/16/2025
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