14 Straight Road | Kent Kent Hollow

$1,995,000 | 4 Beds | 4 Baths (2 Full, 2 Half) | 4,465 Sq. Ft.

Two Homes. 15.66 Private Acres. Long Views Over Kent Hollow. A rare Litchfield County compound in South Kent's exclusive Kent Estate area - two distinct architectural statements from two eras, set on 15.66 secluded acres with a brook running through the property and views over Kent Hollow. The Main House (1993 contemporary, 3,400 sqft): Built for light and landscape. Walls of glass frame long views; an open floor plan flows from the chef's kitchen to expansive decks and two screened porches. Four bedrooms (first-floor den/office could be used as bedroom), 2.5 baths, four fireplaces. Viking double oven and 6-burner cooktop, two Miele dishwashers, Sub-Zero, wine fridge, Carrara marble. 5 minutes to Lake Waramaug, 7 to New Preston. The Guest House (1955 midcentury, 1,065 sqft): 2BR/2.5BA with original character intact - fireplace, expansive deck, independent living quarters. Comparable Kent STRs command $300-$750/night, projecting $35,000-$65,000/year gross. Ideal as guest house, income suite, multi-generational residence, or studio. Together: ~4,500 sqft, six bedrooms, five baths, five fireplaces, two screened porches. 15.66 acres of woods, water, and quiet.5 minutes to Lake Waramaug, 7 minutes to New Preston. SmartMLS 24166682

Directions to property: straight road, driveway on right.

MLS Listing ID: 
SmartMLS 24166682
Building Details
Details about the building on a property.
Architectural Style: 
Contemporary
Year Built: 
1993
Living Area: 
4,465
Interior: 
Audio System, Auto Garage Door Opener, Open Floor Plan, Security System
Fireplaces: 
5
Construction
Foundation Details: 
Concrete
Roof: 
Asphalt Shingle, Flat
Exterior: 
Shake, Clapboard
Exterior Features: 
Grill, Deck, Gutters, Guest House, French Doors
Room Details
Details about the rooms in the building.
Total Rooms: 
10
Total Bedrooms: 
4
Total Bathrooms: 
4
Total Full-Bathrooms: 
2
Total Half-Bathrooms: 
2
Utilities
Information about utilities available on the property.
Heating System: 
Hydro Air
Heating System Fuel: 
Propane
Cooling System: 
Central Air
Water Source: 
Private Well
Sewer: 
Septic
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
15.66
Waterfront: 
0
Water Body Category: 
Not Applicable
Lot Features
Garage: 
Attached Garage
Public Record
Parcel Number: 
999999999
Annual Tax: 
$18,969.00
Property Zoning: 
residential
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
4/16/2026
Contract Details
Details about the listing contract.
Possession: 
Neg
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Jeffrey Phillips
Listing Co-Agent Name: 
Mark Madonna
Listing Office Name: 
William Pitt Sotheby's Int'l
Listing Co-Office Name: 
William Pitt Sotheby's Int'l