About 14 Straight Road
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.
Features of 14 Straight Road
| MLS® # | 24166682 |
|---|---|
| Price | $1,995,000 |
| Bedrooms | 4 |
| Bathrooms | 4.00 |
| Full Baths | 2 |
| Half Baths | 2 |
| Square Footage | 4,465 |
| Acres | 15.66 |
| Type | Single Family For Sale |
| Style | Contemporary |
| Status | Active |
Community Information
| Address | 14 Straight Road |
|---|---|
| Area | Kent Hollow |
| City | Kent |
| County | Litchfield |
| State | Connecticut |
| Zip Code | 06757 |
Amenities
| Parking | Attached Garage |
|---|---|
| # of Garages | 2 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | No |
Interior
| Interior Features | Audio System, Auto Garage Door Opener, Open Floor Plan, Security System |
|---|---|
| Appliances | Gas Cooktop, Wall Oven, Range Hood, Subzero, Dishwasher, Disposal, Washer, Dryer, Wine Chiller |
| Heating | Hydro Air, Propane |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 5 |
| Has Basement | Yes |
| Basement | Partial, Unfinished, Concrete Floor |
Exterior
| Exterior | Shake, Clapboard |
|---|---|
| Exterior Features | Grill, Deck, Gutters, Guest House, French Doors |
| Lot Description | Sloping Lot, Open Lot |
| Roof | Asphalt Shingle, Flat |
| Foundation | Concrete |
School Information
| Elementary | Per Board of Ed |
|---|---|
| High | Per Board of Ed |
Additional Information
| Date Listed | April 16th, 2026 |
|---|---|
| Days on Market | 146 |
| Zoning | residential |
| RE / Bank Owned | No |
Listing Details
| Office | William Pitt Sotheby's Int'l |
|---|