14 Straight Road

Kent, CT
$ 1,995,000 Beds 4 Baths 3 Sq 4,465
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 1,995,000
  • City
  • Kent
  • Bedrooms
  • 4
  • Full Bathrooms
  • 2
  • County
  • Litchfield
  • Half Bathrooms
  • 2
  • Area
  • Lot Size
  • 15.66 Acres
  • Zip
  • 06757
  • Sqr Footage
  • 4,465
  • Year Built
  • 1993
  • Taxes
  • $ 18969
  • Style
  • MLS#
  • 24166682
Listed By: Jeffrey Phillips 917-284-8276 with William Pitt Sotheby's Int'l. - (860) 868-6600
Data Source: Smart MLS

Features

General

Zoning 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

Interior Features

Cooling System Central Air
Total Rooms 10
Basement Description Partial,Unfinished,Concrete Floor

Exterior Features

Water Source Private Well
Lot Description Sloping Lot,Open Lot
Color Shingle

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Default based on a 30-year fixed rate of 6.49% 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.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Per Board of Ed Elementary School
Middle School Unknown Middle School
High School Per Board of Ed High School

Price History

4/16/2026 Listed $2,350,000
5/26/2026 7% - $2,195,000
8/6/2026 9% - $1,995,000

Property vs Zip Code Average in 06757

Price
AVG $1.68M
$2M
Taxes
AVG $15,018
$18,969
Year Built
AVG 1947
1993

14 Straight Road Kent, CT is a Single Family Home for sale at $1995000 with 4465 sqft and a lot size of 15.66 Acres Acre(s). 14 Straight Road Kent has 4 bedrooms, 2 baths and was built in 1993. The property's zip code is 06757 which is in Kent, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% 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.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.