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$2,395,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 3,392 Sq. Ft.
  • 2 Car Garage
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Private Estate with Panoramic Views in Coveted Kent Hollow. Tucked at the end of a quiet country lane, this rare 15+ acre estate offers stunning views, complete privacy, and timeless New England charm. Perfectly perched to overlook the beauty of Kent Hollow, the property blends refined living with the tranquility of nature. The 4-bedroom, 4 bath (2 Full, 2 Half) main residence is designed for both comfort and style, featuring a fully renovated chef's kitchen, heated mesquite wood floors, and warm gathering spaces anchored by multiple fireplaces. An Expansive deck and two screened porches create seamless indoor-outdoor living, ideal for entertaining or simply taking in the views. Adding to the appeal, a separate mid-century guesthouse discreetly positioned along the drive offers two bedrooms and two baths-perfect for visitors, a studio or whatever you desire. The landscaped grounds include vibrant gardens, fruit trees, a gentle brook, and open fields with room for a pool or tennis court. Set in one of Litchfield County's most desirable enclaves-just minutes from Lake Waramaug and the villages of Kent, Washington, and New Preston-this estate offers the ultimate combination of privacy, natural beauty, and convenience.

Full Property Details for 14 Straight Rd

General

  • Price: $2,395,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24123651
  • Updated: 11/26/2025
  • Added to Site: 170 day(s) ago

Interior

  • Number of Rooms: 8
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 4
  • Appliances: Gas Cooktop, Wall Oven, Microwave, Subzero, Dishwasher, Washer, Dryer, Wine Chiller

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Full Bath: Main

Bedrooms

  • Total Bedrooms: 4
  • Primary Suite: Upper
  • Bedroom 1: Bedroom, Main
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Kitchen: Kitchen, Main
  • Dining Room: Dining Room, Main
  • Laundry: Upper Level

Exterior

  • Exterior Features: Fruit Trees, Deck, Gutters, Garden Area, Guest House
  • Color: Cedar Shingle

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 4
  • Parking: Attached Garage, Paved, Driveway

Location

  • County: Litchfield
  • Neighborhood: Kent Hollow
  • Driving Directions: kent hollow to straight rd.

School Information

  • Elementary School: Kent
  • Middle School: Per Board of Ed
  • High School: Regional District 1

Community

  • Community Name: Kent Hollow

Heating & Cooling

  • Cooling Type: Heat Pump
  • Heating Type: Hot Air, Radiant, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Contemporary
  • Construction Status: No/Resale
  • Exterior Const.: Shingle
  • Basement Desc.: Full, Unfinished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 3,392
  • Above Ground: 3,392 Sq. Ft.
  • Year Built: 1993

Lot Features

  • Lot Size (Acres): 15.66
  • Driveway/Sidewalk: Private, Paved
  • Zoning: residential
  • Lot Description: Some Wetlands, Cleared, Rolling

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Brook

Financial Considerations

  • Assessment Amount: $1,124,400
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1944154

Listed by W. Raveis Lifestyles Realty, Pels Matthews

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Listing agent

— 14 Straight Rd —

  • Pels Matthews

    W. Raveis Lifestyles Realty

Agent Contact: (203) 671-5432 Office Contact: (860) 868-0511

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 14 Straight Rd

School Districts:Kent School District, Regional High School District 01
NameGradesDistance
Kent Center School
9 Judd Avenue, Kent, CT 06757
PK-84.2 mi
Housatonic Valley Regional High School
246 Warren Turnpike Rd., Canaan, CT 06031
9-1216.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 14 Straight Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/03/2025
Listed
$2,395,000
62.37%
MLS
6/18/2010
Sold
$1,475,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 14 Straight Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$18,969
8%
$1,124,400
—
2023
$17,529
25%
$1,124,400
51%
2023
$14,002
1%
$746,400
—
2022
$13,861
—
$746,400
—
2021
$13,861
—
$746,400
—
2020
$13,891
—
$746,400
—
2019
$13,891
-7%
$746,400
-7%
2018
$14,985
—
$805,200
—
2017
$14,985
2%
$805,200
—
2016
$14,759
3%
$805,200
—
2015
$14,381
6%
$805,200
-14%
2011
$13,557
—
$938,200
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by W. Raveis Lifestyles Realty, Pels Matthews

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14 Straight Road, Kent, CT 06757 (MLS# 24123651) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 14 Straight Road is currently listed for $2,395,000 and was received on September 03, 2025. Want to learn more about 14 Straight Road? Do you have questions about finding other Single Family real estate for sale in Kent? You can browse all Kent real estate or contact a Coldwell Banker agent to request more information.

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