Skip to main content

221 Segar Mountain Road

Kent, Connecticut 06757

ACTIVE$915,000
Beds
4
Baths
3
SqFt
2,380
Acres
4.51
Year Built
1890
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
Waterfront2-Car Garage2 Fireplaces

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

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

Property + 10 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,600

per 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

Homes with a close match in area, property type, and price.

Listed By

Deborah Bain

(860) 488-1417

Bain Real Estate

(860) 927-4646

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.