270 Kent Hollow Rd

Kent, CT 06785

$3,750,000
Price
4
Beds
4,751 Sq. Ft.
$789 / Sq. Ft.
4,751
Sq. Ft.
$789
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Can be main level bedroom, has full bath

Description

The home of former Editor and Chief of Travel + Leisure and House & Garden is now available to you. A rare architectural offering, this distinctive home blends contemporary design with timeless elegance. Expansive walls of glass flood the interiors with natural light, creating a seamless connection to the surrounding landscape & an immersive sense of living in nature. Enter through the dramatic double-height foyer, anchored by a graceful wraparound staircase, which serves as the home's central hub....The home of former Editor and Chief of Travel + Leisure and House & Garden is now available to you. A rare architectural offering, this distinctive home blends contemporary design with timeless elegance. Expansive walls of glass flood the interiors with natural light, creating a seamless connection to the surrounding landscape & an immersive sense of living in nature. Enter through the dramatic double-height foyer, anchored by a graceful wraparound staircase, which serves as the home's central hub. From here, the kitchen, formal dining room, living room, and media room, unfold in a thoughtful and balanced layout. The dining room can easily host 20. Both the dining room and media room feature welcoming fireplaces and open directly onto pergola-covered terraces, perfect for gracious outdoor living and entertaining. A wide hallway/gallery space leads to a versatile main floor bedroom and full bath, currently configured as a home office. Upstairs, the primary suite is a true retreat, featuring a sitting area, fireplace, and French doors that open to a Juliette balcony with distant mountain views. The adjacent 5th bedroom, currently designed as a gym, includes its own en-suite bath. On the opposite wing, two spacious and sophisticated guest bedrooms each offer en-suite accommodations, ensuring comfort and privacy for guests.
  1. Listed by Stacey Matthews • W. Raveis Lifestyles Realty
    P: (203)-671-9067 C: (203)-671-9067 stacey.matthews@raveis.com
  2. Listed by Pels Matthews • W. Raveis Lifestyles Realty
    P: (860)-868-0511 C: (203)-671-5432 pels.matthews@raveis.com

Property Details for 270 Kent Hollow Road

Basement Description
Full, Unfinished
Direct Waterfront
No
Garages Number
0
Neighborhood
Kent Hollow
Style
Contemporary
Swimming Pool
Yes
LISTING UPDATED: 05/31/2026 09:14 PM

Property Details for 270 Kent Hollow Road

StatusActive
MLS #24170920
Days on Market25
Taxes$24,545 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1991
Lot Size16.66 AC / 725,709 SF
CountyLitchfield County
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Location

Listing Courtesy of W. Raveis Lifestyles Realty, Stacey Matthews; W. Raveis Lifestyles Realty, Pels Matthews
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Building Information for 270 Kent Hollow Road

Stories-Year Built1991Building Size-Lot Size16.66 AC / 725,709 SF

Payment Calculator

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$20,732 per month

30 year fixed, 6.36% Interest

Principal and Interest

$18,687

Property Taxes

$2,045

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 270 Kent Hollow Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Kent Hollow to 270
  • Elementary School: Kent Primary
  • Flood Zone: No
  • High School: Per Board of Ed
  • Latitude: 41.705203
  • Longitude: -73.397611
  • Middle Jr High School: Per Board of Ed
  • Neighborhood Amenities: Golf Course, Lake, Library, Private School(s), Shopping/Mall, Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $24,545
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch, Stone Wall, Patio
  • Pool Description: Gunite, Heated, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Range Hood, Dishwasher, Washer, Dryer
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 4
  • Interior Features: Cable - Pre-wired, Security System
  • Laundry Room Info: Lower Level
  • Rooms Total: 12
Room 1
  • Room Entry Order: 1
  • Room Features: 2 Story Window(s),Skylight,Cathedral Ceiling,Fireplace,Patio/Terrace
  • Room Length: 24.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 18.0
Room 2
  • Room Entry Order: 10
  • Room Level: Main
  • Room Type: Formal Dining Room
Room 3
  • Room Entry Order: 2
  • Room Features: Fireplace,Patio/Terrace,Hardwood Floor
  • Room Length: 24.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 15.0
Room 4
  • Room Entry Order: 3
  • Room Features: Dining Area,Island
  • Room Length: 24.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 15.0
Room 5
  • Listing Key: 5089195490F91E56E063E201100A4976
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Wet Bar,Fireplace,French Doors
  • Room Length: 20.0
  • Room Level: Main
  • Room Type: Media Room
  • Room Width: 16.0
Room 6
  • Room Entry Order: 5
  • Room Features: Book Shelves,Fireplace,Full Bath
  • Room Length: 20.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 14.0
Room 7
  • Room Entry Order: 6
  • Room Features: Fireplace,Full Bath
  • Room Length: 20.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 17.0
Room 8
  • Room Entry Order: 7
  • Room Features: Fireplace,Full Bath
  • Room Length: 20.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 16.0
Room 9
  • Listing Key: 5089195490F91E56E063E201100A4976
  • Room Entry Order: 8
  • Room Features: Full Bath
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 10
  • Room Entry Order: 9
  • Room Features: Full Bath
  • Room Length: 16.0
  • Room Level: Upper
  • Room Type: Office
  • Room Width: 15.0
Property
Property and Assessments
  • Color: Beige
  • Construction Description: Frame
  • Exterior Siding: Stucco
  • Foundation Type: Concrete
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Gable, Metal
  • Year Built: 1991
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: First Floor
  • In Law Apartment: Possible
  • Living Area SQFT Per Public Records: 4751
Lot Information
  • Lot Description: Lightly Wooded, Professionally Landscaped, Rolling
  • Parcel Number: 1944069
  • Sq Ft Est Heated Above Grade: 4751.0
  • Sq Ft Total: 4751.0
  • Zoning: Res
Utilities
  • Energy Features: Generator, Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric, Tank Size Unknown
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 270 Kent Hollow Road

DateEvent & SourcePriceAppreciation
Sep 10, 2001

Closed (Public Record)

Public Record #91869982

$1,000,000

-18.1% / yr

Oct 12, 2000

Closed (Public Record)

Public Record #91869753

$1,200,000—
DateEvent & SourcePrice
09/10/2001

Closed (Public Record)

Public Record #91869982

$1,000,000

-18.1% / yr

10/12/2000

Closed (Public Record)

Public Record #91869753

$1,200,000

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

Public Records for 270 Kent Hollow Road

Taxable ValueLand$190,800Additions$1,201,700Total$1,392,500
Tax Record2024$23,491 ($1,958 / month)
Home Facts
Beds4Baths5.5Total Finished SqFt4,751 SqFtAbove Grade Finished SqFt4,751 SqFtUnfinished Basement SqFt2,613 SqFtStories2Lot Size638,590 SqFtStyleSingle Family ResidenceYear Built1991CountyNORTHWEST HILLSAPNKENT M:0017 B:0026 L:7

Schools near 270 Kent Hollow 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 270 Kent Hollow Road, Kent, CT 06785

270 Kent Hollow Road is a single family home for sale in Kent, CT 06785. This property was listed for sale on May 8, 2026 by W. Raveis Lifestyles Realty, it's currently listed at $3,750,000. It has been on the market for a total of 25 days and was last sold on September 10, 2001. 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. 270 Kent Hollow Road is a 4-bed, 6-bath, 4,751 sqft single family home built in 1991.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. 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 W. Raveis Lifestyles Realty, Stacey Matthews; W. Raveis Lifestyles Realty, Pels Matthews

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.