Two Houses, One Kent Hollow Compound - 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. 5 minutes to Lake Waramaug, 7 minutes to New Preston.
For sale
$2,350,000
14 Straight Road, Kent, CT 06757
7beds
4,465sqft
Est.:
Single Family Residence
Built in 1993
15.66 Acres Lot
$-- Zestimate®
$526/sqft
$-- HOA
What's special
Southwestern-style contemporaryFour fireplacesExpansive deckExpansive decksViews over kent hollowCarrara marble countertopsViking double oven
- 38 days |
- 622 |
- 35 |
Zillow last checked:
Listing updated:
Listed by:
MADONNA & PHILLIPS TEAM AT WILLIAM PITT SOTHEBY’S INTERNATIONAL REALTY,
Jeffrey Phillips (917)284-8276,
William Pitt Sotheby's Int'l 860-868-6600,
Co-Listing Agent: Mark Madonna 860-800-3344,
William Pitt Sotheby's Int'l
Source: Smart MLS,MLS#: 24166682
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 7
- Full bathrooms: 4
- 1/2 bathrooms: 3
Primary bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Main
Bedroom
- Level: Main
Bedroom
- Level: Main
Bedroom
- Level: Main
Dining room
- Level: Main
Living room
- Level: Main
Heating
- Hydro Air, Propane
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Oven, Range Hood, Subzero, Dishwasher, Disposal, Washer, Dryer, Wine Cooler, Electric Water Heater, Water Heater
- Laundry: Upper Level
Features
- Sound System, Open Floorplan, In-Law Floorplan, Smart Thermostat
- Doors: French Doors
- Basement: Partial,Unfinished,Concrete
- Attic: None
- Number of fireplaces: 5
Interior area
- Total structure area: 4,465
- Total interior livable area: 4,465 sqft
- Finished area above ground: 4,465
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Features
- Patio & porch: Deck
- Exterior features: Outdoor Grill, Rain Gutters
Lot
- Size: 15.66 Acres
- Features: Sloped, Open Lot
Details
- Additional structures: Guest House
- Parcel number: 999999999
- Zoning: residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Shake Siding, Clapboard
- Foundation: Concrete Perimeter
- Roof: Asphalt,Flat
Condition
- New construction: No
- Year built: 1993
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Features: Golf, Lake, Library, Medical Facilities, Private School(s)
- Security: Security System
- Subdivision: Kent Hollow
HOA
- Has HOA: No
Location
- Region: Kent
Financial & listing details
- Price per square foot: $526/sqft
- Tax assessed value: $1,124,400
- Annual tax amount: $18,969
- Date on market: 4/16/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 4/16/2026 | Listed for sale | $2,350,000-1.9%$526/sqft |
Source:  Smart MLS #24166682 Report a problem | ||
| 3/1/2026 | Listing removed | $2,395,000$536/sqft |
Source: Smart MLS #24123651 Report a problem | ||
| 9/3/2025 | Listed for sale | $2,395,000+62.4%$536/sqft |
Source: Smart MLS #24123651 Report a problem | ||
| 6/18/2010 | Sold | $1,475,000-15.7%$330/sqft |
Source: Smart MLS #98428136 Report a problem | ||
| 12/3/2009 | Listed for sale | $1,750,000$392/sqft |
Source: Litchfield Hills Sotheby's International Realty #98428136 Report a problem | ||
| 10/31/2009 | Listing removed | $1,750,000$392/sqft |
Source: NCI Report a problem | ||
| 10/29/2009 | Listed for sale | $1,750,000+493.2%$392/sqft |
Source: NCI Report a problem | ||
| 12/16/1991 | Sold | $295,000$66/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $18,969 +8.2% | $1,124,400 |
| 2024 | $17,529 +25.2% | $1,124,400 +50.6% |
| 2023 | $14,002 +1% | $746,400 |
| 2022 | $13,861 | $746,400 |
| 2021 | $13,861 -0.2% | $746,400 |
| 2020 | $13,891 | $746,400 |
| 2019 | $13,891 -7.3% | $746,400 -7.3% |
| 2018 | $14,985 | $805,200 |
| 2017 | $14,985 +1.5% | $805,200 |
| 2016 | $14,759 +2.6% | $805,200 |
| 2015 | $14,381 +4.9% | $805,200 |
| 2014 | $13,713 +1.2% | $805,200 -14.2% |
| 2013 | $13,557 +1.3% | $938,200 |
| 2012 | $13,388 | $938,200 |
| 2011 | $13,388 +1.8% | $938,200 |
| 2010 | $13,154 -0.6% | $938,200 |
| 2009 | $13,238 -4.3% | $938,200 +27.5% |
| 2008 | $13,831 | $736,100 |
| 2007 | $13,831 +6.9% | $736,100 |
| 2006 | $12,941 +3.5% | $736,100 |
| 2005 | $12,499 +7.3% | $736,100 |
| 2004 | $11,652 -5.1% | $736,100 +25.9% |
| 2003 | $12,283 +5.3% | $584,900 |
| 2001 | $11,669 +9.5% | $584,900 +0.1% |
| 2000 | $10,654 | $584,400 |
Find assessor info on the county website
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Climate risks
Neighborhood: 06757
Nearby schools
GreatSchools rating
- 7/10Kent Center SchoolGrades: PK-8Distance: 4.2 mi
- 5/10Housatonic Valley Regional High SchoolGrades: 9-12Distance: 16.5 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Litchfield County
- Kent
- 06757
- 14 Straight Road
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