14 Straight Road

main house perch
long Ridgeline views
Gallery Image 3
views from every room
huge western deck
more deck
the views!
updated kitchen with high end appliances
Gallery Image 9
lots of light
room to cook
dining room
dining room
Gallery Image 14
living room wall of windows
1st floor bedroom or den ensuite
view from primary bedroom
primary bath
bedroom
bedroom
open landscape
Gallery Image 22
Gallery Image 23
long private driveway
chic mid-century guest house
guest house
new deck on guest house
beautiful period flagstone floors
livingroom fireplace
ensuite guest bedroom
ensuite guest bedroom
open floor plan
$2,195,000
7 beds4,465 sqft$492/sqft
14 Straight Rd, Kent, CT 06785
Est: $12,738/moGet pre-approved

Description

Two Houses, Long Views, and 15.66 Private Acres-- A rare Litchfield County offering in the exclusive Kent Estate area of South Kent: two distinct homes on 15.66 secluded acres with views over Kent Hollow, a brook running through the property, and privacy that's nearly impossible to find today. The main house is a 3,400 sq ft contemporary built for light and landscape - walls of glass frame long views, and an open floor plan flows from the chef's kitchen to expansive decks and two screened porches...Two Houses, Long Views, and 15.66 Private Acres-- A rare Litchfield County offering in the exclusive Kent Estate area of South Kent: two distinct homes on 15.66 secluded acres with views over Kent Hollow, a brook running through the property, and privacy that's nearly impossible to find today. The main house is a 3,400 sq ft contemporary built for light and landscape - walls of glass frame long views, and an open floor plan flows from the chef's kitchen to expansive decks and two screened porches for three-season living. Four bedrooms (first-floor bedroom currently configured as a den), 2.5 baths, four fireplaces. Kitchen: Viking double oven, Viking 6-burner gas cooktop, 2x Miele dishwashers, Sub-Zero, double sinks, wine fridge, Carrara marble countertops. The second home is a 1955 midcentury - 2BR/2.5BA - with its original character intact. A fireplace and expansive deck make it fully livable, whether as a guest house, studio, or weekend retreat. Together: ~4,500 sq ft, six bedrooms, five baths, five fireplaces, two screened porches, expansive decks on both homes - two architectural statements from two eras, set on 15.66 acres of woods, water, and quiet.
LISTING UPDATED: 07/02/2026 01:49 PM

  1. Listed by Jeffrey Phillips • William Pitt Sotheby's Int'l
    P: (917)-284-8276 C: (917)-284-8276 jrphillips@wpsir.com
  2. Listed by Mark Madonna • William Pitt Sotheby's Int'l
    P: (860)-868-6600 C: (860)-800-3344 mmadonna@wpsir.com

Property Details for 14 Straight Road

Status
Active
MLS #
24166682
Days on Market
111
Taxes
$18,969 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential
Year Built
1993
Lot Size
15.66 AC / 682,149 SF
County
Litchfield County
Basement Description
Partial, Unfinished, Concrete Floor
Direct Waterfront
No
Garages Number
2
Neighborhood
Kent Hollow
Style
Contemporary
Garage Parking Info
Attached Garage
Swimming Pool
No

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Jeffrey Phillips; William Pitt Sotheby's Int'l, Mark Madonna
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Building Information for 14 Straight Road

Stories-Year Built1993Building Size-Lot Size15.66 AC / 682,149 SF

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$12,738 per month

30 year fixed, 6.55% Interest

Principal and Interest

$11,157

Property Taxes

$1,581

HOA Dues

$0

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Property Information for 14 Straight Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: straight road, driveway on right.
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.700214
  • Longitude: -73.406675
  • Neighborhood Amenities: Golf Course, Lake, Library, Medical Facilities, Private School(s)
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $18,969
Interior and Exterior Features
Exterior Features
  • Exterior Features: Grill, Deck, Gutters, Guest House, French Doors
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Range Hood, Subzero, Dishwasher, Disposal, Washer, Dryer, Wine Chiller
  • Cooling System: Central Air
  • Heat Type: Hydro Air
  • Attic YN: No
  • Fireplaces Total: 5
  • Home Automation: Security System, Thermostat(s)
  • Interior Features: Audio System, Auto Garage Door Opener, Open Floor Plan, Security System
  • Laundry Room Info: Upper Level
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Level: Upper
  • Room Type: Bedroom
Room 4
  • Room Entry Order: 4
  • Room Level: Upper
  • Room Type: Bedroom
Room 5
  • Listing Key: 4F59C285BFA4A500E063E201100A3E9F
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Level: Main
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 8
  • Room Entry Order: 8
  • Room Level: Main
  • Room Type: Bedroom
Room 9
  • Listing Key: 4F59C285BFA4A500E063E201100A3E9F
  • Room Entry Order: 9
  • Room Level: Main
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Shingle
  • Construction Description: Frame
  • Exterior Siding: Shake, Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle, Flat
  • Year Built: 1993
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Detached
  • In Law Apartment: Yes
  • Sq Ft Description: 1.5 stories
  • Sq Ft Est Heated Below Grade: 0
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Sloping Lot, Open Lot
  • Parcel Number: 999999999
  • Sq Ft Est Heated Above Grade: 4465.0
  • Sq Ft Total: 4465.0
  • Zoning: residential
Utilities
  • Heat Fuel Type: Propane
  • Hot Water Description: Electric, Upright Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 14 Straight Road

DateEvent & SourcePriceAppreciation
Jun 18, 2010

Closed (Public Record)

Public Record #293179035

$1,475,000

+9.1% / yr

Dec 16, 1991

Closed (Public Record)

Public Record #91867914

$295,000—
DateEvent & SourcePrice
06/18/2010

Closed (Public Record)

Public Record #293179035

$1,475,000

+9.1% / yr

12/16/1991

Closed (Public Record)

Public Record #91867914

$295,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 14 Straight Road

Taxable ValueLand$316,300Additions$808,100Total$1,124,400
Tax Record2025$18,969 ($1,581 / month)
Home Facts
Lot Size682,150 SqFtStyleMulti-Family Dwelling (2-4)CountyNORTHWEST HILLSAPNKENT M:0017 B:0032 L:11

Schools near 14 Straight Road

This home is within Regional School District 01.
Rating
School
Type
Grades
Distance
Kent Center School
Public - PK to 8
Housatonic Valley Regional High School
Public - 9 to 12
Leapss
Public - 2 to 5
Total
Public - 2 to 5
Rating
School
Distance
Kent Center School
PublicPK to 8

Housatonic Valley Regional High School
Public9 to 12

Leapss
Public2 to 5

Total
Public2 to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 14 Straight Road, Kent, CT 06785

14 Straight Road is a single family home for sale in Kent, CT 06785. This property was listed for sale on April 16, 2026 by William Pitt Sotheby's Int'l, it's currently listed at $2,195,000. It has been on the market for a total of 111 days and was last sold on June 18, 2010. This listing's school districts are Kent School District, Regional School District 01. Nearby schools include Kent Center School, Housatonic Valley Regional High School and Leapss. 14 Straight Road is a 7-bed, 7-bath, 4,465 sqft single family home built in 1993.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Jeffrey Phillips; William Pitt Sotheby's Int'l, Mark Madonna

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.