221 Segar Mountain Road
Kent, Connecticut 06757
- Beds
- 4
- Baths
- 3
- SqFt
- 2,380
- Acres
- 4.51
- Year Built
- 1890
- Neighborhood
- East Kent
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Beautifully renovated antique colonial on 4.5 private acres with a tumbling brook. Hardwood floors and original beams throughout, two wood- burning fireplaces, custom lighting, original wide-plank floors in some rooms, and a gorgeous, country kitchen with built-in appliances, including a warming drawer. The formal dining room anchors the heart of the home, with a small private study for multiple uses on one side, and a large living room on the other side. Every room shows loving attention to detail and comfort. Added onto throughout the years, the house flows comfortably. The original cottage, connected by a light-filled inner hallway with hardwood floors, offers a lovely family room or second living room, with a wood fireplace, a full bath that includes an imported English claw-foot soaking tub, and a cozy upstairs bedroom for guests. There are two large barns: one is a combination garage, tool shed, and wood shed. The other, built using the chestnut beams from the original barn on the property, is capacious, with a cement floor and truly endless possibilities. Gorgeous antique stone walls and perennial gardens abound, and the property is private and protected in the back by its natural landscape. Split air conditioning and a generator assist with comfort without sacrificing authenticity. Close to town and 20 minutes to the Ten Mile River Train Station. This home has been beautifully maintained, and will be standing long after any of our new houses are long gone. Turn Key!
Key Facts
- City/Town
- Kent
- Neighborhood
- East Kent
- Property / Style
- Single Family · Colonial
- Year Built
- 1890
- Days on Market
- 135 days
- Beds
- 4
- Baths
- 3 full
- Living Area
- 2,380 sq ft
- Lot Size
- 4.51 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $6,802 / Annually
Market Snapshot
The Kent Market
Single Family · trailing 12 months
Active Listings
17
4 under contract
Median List Price
$1.10M
17 active listings
Median Closed Price
$846,500
29 sales
Median Days on Market
89
17 active listings
Median $ / Sq Ft
$433
17 active listings
Sale-to-List Ratio
97.9%
29 sales
How this home compares
List Price
$915,000
vs $1.10M median
16.8% below median
Price / Sq Ft
$384
vs $433 median
11.3% below median
Days on Market
135 days
vs 89 days median
46 days longer than median
Based on 17 active and 29 closed sales (trailing 12 mo) of single family in Kent. Source: SmartMLS · As of September 9, 2026.
Location
221 Segar Mountain Road, Kent, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per month
- Principal & Interest$4,728
- Property Taxes$567
- Insurance$305
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Kent
- Neighborhood
- East Kent
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1890
- New Construction
- No/Resale
- Living Area
- 2,380 sq ft
Schools
- Elementary
- Kent
- High
- Housatonic
Interior
- Heating
- Hot Air
- Heat Fuel
- OilPropane
- Cooling
- Split System
- Fireplaces
- 2
- Laundry
- Main Level
- Laundry Location
- Off the kitchen
- Appliances
- Gas RangeSubzeroDishwasherWasherElectric Dryer
- Basement
- PartialUnfinishedInterior AccessPartial With HatchwayConcrete Floor
- In-Law Apartment
- No
- Additional Rooms
- Mud Room
Exterior & Lot
- Lot Size
- 4.51 acres
- Zoning
- Residential
- Garage / Parking
- 2 garage spaces6 total parking spacesBarnDrivewayPrivatePavedAsphalt
- Waterfront
- Direct waterfront
- Waterfront Details
- Brook
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- ShakeCedar
- Color
- Brown
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Exterior Features
- BarnGarden AreaStone Wall
- Lot Description
- Lightly WoodedRockySloping LotCleared
Listing & Financials
- Property Taxes
- $6,802 / Annually
- Days on Market
- 135
- MLS #
- 24160643
- MLS Status
- Active
Similar Properties
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Co-Listed By
David Bain
Bain Real Estate
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/9/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/9/2026 at 8:50 PM UTC.