270 Kent Hollow Road Kent, CT $ 3,995,000
270 Kent Hollow Road
$ 3,995,000
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270 Kent Hollow Road

Kent, CT, 06757
$ 3,995,000
Bedrooms4 Baths5.1 Sq 4,751

Monthly Estimate*

$ 24,598

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Single Family Home for sale in Kent, CT

for $3,995,000 with 4 bedrooms and 5 full baths, 1 half bath. This 4,751 square foot home was built in 1991 on a lot size of 16.66.

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. The grounds are equally captivating, with a heated gunite pool, beautifully crafted stone terraces, and lush, mature landscaping. The home is set at the end of a long winding drive and is surrounded by 17 acres of forest providing a serene and private setting while it's owners enjoy easy access to all area amenities. The property is just minutes to Kent Village, Lake Waramaug Country Club, & the flower farm at Anderson Acres. It's a short drive to the chic shops and fine dining of New Preston & Washington Depot. 20 minutes to Mohawk Mountain for skiing. 2 hours to NYC. Partial views have been cleared but there is potential for 180 degree gorgeous views with more clearing. House is officially 4 bedrooms but can easily be used as 5.

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Single Family Active

Price

$ 3,995,000

Bedrooms

4

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 24,545

Style

Lot Size

16.66

Year Built

1991

Town/City

Kent

MLS | Web ID

24170920

Features
General
Zoning Res
Neighborhood Kent Hollow
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 16.66
Directions Kent Hollow to 270
High School Per Board of Ed
City Kent
Elementary School Kent Primary
Sq Ft Total 4751
DOM 6
Year Built 1991
Style Contemporary
Year Built Source Public Records
Pool Description Gunite Heated In Ground Pool
Energy Features Generator Thermopane Windows
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Interior
Cooling System Central Air
Total Rooms 12
Basement Description Full Unfinished
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Exterior
Water Source Private Well
Lot Description Lightly Wooded Professionally Landscaped Rolling
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* Excluded Features
List By
Stacey Matthews

Listing Agent

W. Raveis Lifestyles Realty

Broker

stacey.matthews@raveis.com

Email

Affordability Calculator

$26,643
Per Month
92%
8%
0%
Monthly Principal & Interest
$24,598
Monthly Property Taxes
$2,045
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% 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.
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Nearby
0 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
5/8/2026$3,995,000 Listed Price

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270 Kent Hollow Road, Kent, CT, 06757 is a Single Family Home for sale at $3,995,000 with 4,751 sqft and a lot size of 16.66. 270 Kent Hollow Road has 4 bedrooms, 5.1 baths, and was built in 1991. The property's zip code is 06757 which is in Kent, CT