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$3,995,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 4,751 Sq. Ft.
  • Updated 11 hours ago
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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.

Full Property Details for 270 Kent Hollow Rd

General

  • Price: $3,995,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24170920
  • Updated: 5/8/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 12
  • Interior Features: Cable - Pre-wired, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 4
  • Appliances: Gas Range, Range Hood, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Fireplace, Full Bath, 24 x 15, Upper
  • Bedroom 1: Bedroom - Book Shelves, Full Bath, Main
  • Bedroom 2: Bedroom - Full Bath, 18 x 18, Upper
  • Bedroom 3: Bedroom - Fireplace, Full Bath, 24 x 18, Upper

Other Rooms

  • Living Room: Living Room - 2 Story Window(s), Skylight, Cathedral Ceiling, Fireplace, Patio/Terrace, 24 x 18, Main
  • Kitchen: Kitchen - Dining Area, Island, 24 x 15, Main
  • Dining Room: Dining Room - Fireplace, Patio/Terrace, Hardwood Floor, 24 x 15, Main
  • Office: Office - Full Bath, Upper
  • Theater/Media: Media Room - Dry Bar, Fireplace, Main
  • Laundry: Lower Level

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, Heated, In Ground Pool

Exterior

  • Exterior Features: Porch, Stone Wall, Patio
  • Color: Beige

Location

  • County: Litchfield
  • Neighborhood: Kent Hollow
  • Driving Directions: Kent Hollow to 270

School Information

  • Elementary School: Kent Primary
  • Middle School: Per Board of Ed
  • High School: Per Board of Ed

Community

  • Community Name: Kent Hollow

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Electric, Tank Size Unknown

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Contemporary
  • Construction Status: No/Resale
  • Exterior Const.: Stucco
  • Basement Desc.: Full, Unfinished
  • Roof: Gable, Metal
  • Square Feet: 4,751
  • Above Ground: 4,751 Sq. Ft.
  • Year Built: 1991

Lot Features

  • Lot Size (Acres): 16.66
  • Zoning: Res
  • Lot Description: Lightly Wooded, Professionally Landscaped, Rolling

Green Features

  • Energy Features: Generator, Thermopane Windows

Financial Considerations

  • Assessment Amount: $1,455,400
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1944069

Listed by W. Raveis Lifestyles Realty, Stacey Matthews and W. Raveis Lifestyles Realty, Pels Matthews

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Listing agents

— 270 Kent Hollow Rd —

  • Stacey Matthews

    W. Raveis Lifestyles Realty

  • Pels Matthews

    W. Raveis Lifestyles Realty

Agent Contact: (203) 671-9067 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 270 Kent Hollow Rd

School Districts:Kent School District, Regional High School District 01
NameGradesDistance
Kent Center School
9 Judd Avenue, Kent, CT 06757
PK-84.6 mi
Housatonic Valley Regional High School
246 Warren Turnpike Rd., Canaan, CT 06031
9-1216.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 270 Kent Hollow Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/08/2026
Listed
$3,995,000
299.5%
MLS
9/10/2001
Sold
$1,000,000
—
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 270 Kent Hollow Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$23,491
8%
$1,392,500
—
2023
$21,709
40%
$1,392,500
68%
2023
$15,550
1%
$828,900
—
2022
$15,393
—
$828,900
—
2021
$15,393
—
$828,900
—
2020
$15,426
—
$828,900
—
2019
$15,426
-5%
$828,900
-5%
2018
$16,153
—
$868,000
—
2017
$16,153
1%
$868,000
-1%
2016
$16,013
3%
$873,600
1%
2015
$15,522
2%
$869,100
-17%
2011
$15,175
—
$1,050,200
—
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.

Estimate the Cost for 270 Kent Hollow Rd

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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

Get Pre-Approved

Listed by W. Raveis Lifestyles Realty, Stacey Matthews and W. Raveis Lifestyles Realty, Pels Matthews

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270 Kent Hollow Road, Kent, CT 06757 (MLS# 24170920) is a Single Family property with 4 bedrooms, 5 full bathrooms and 1 partial bathroom. 270 Kent Hollow Road is currently listed for $3,995,000 and was received on May 08, 2026. Want to learn more about 270 Kent Hollow 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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