14 Straight Road
Kent, CT, 06757 $ 1,995,000
Bedrooms4 Baths2.2 Sq 4,465 Monthly Estimate*
$ 13,779
for $1,995,000 with 4 bedrooms and 2 full baths, 2 half baths. This 4,465 square foot home was built in 1993 on a lot size of 15.66.
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.
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FeaturesGeneralZoning residential
Neighborhood Kent Hollow
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 15.66
Directions straight road driveway on right.
High School Per Board of Ed
City Kent
Elementary School Per Board of Ed
Sq Ft Total 4465
DOM 141
Year Built 1993
Style Contemporary
Year Built Source Public Records
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InteriorCooling System Central Air
Total Rooms 10
Basement Description Partial Unfinished Concrete Floor
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ExteriorWater Source Private Well
Lot Description Sloping Lot Open Lot
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* Excluded FeaturesList ByJeffrey PhillipsListing Agent
William Pitt Sotheby's Int'lBroker
jrphillips@wpsir.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $13,779
- Monthly Property Taxes
- $1,581
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Kent, CT
Average List Price $1,626,318
Percent of Sale Price 18%
About Kent, CT 2,862 Population
0% Since 2002
$ 63,750 Median Income
51.8 Median Age
23% Households with Children
Trends Information provided by ATTOM Data Solutions.
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 8/6/2026 | $1,995,000 | -9.11% | Price Down |
| 5/26/2026 | $2,195,000 | -6.60% | Price Down |
| 4/16/2026 | $2,350,000 | | Listed Price |
14 Straight Road, Kent, CT, 06757 is a Single Family Home for sale at $1,995,000 with 4,465 sqft and a lot size of 15.66. 14 Straight Road has 4 bedrooms, 2.2 baths, and was built in 1993. The property's zip code is 06757 which is in Kent, CT