100 North Main Street, Kent, CT 06757
SOLD
AUG 5, 2026

100 North Main Street
Kent, CT 06757

  • 4 Beds
  • 5 Baths
  • 5,345 sqft (on 11.01 acres)

$2,400,000

Last Sold: Aug 5, 2026
8% below list $2.6M
$449/sqft
Est. Refi. Payment $15,935/mo*

$2,400,000

Last Sold: Aug 5, 2026
8% below list $2.6M
$449/sqft
Est. Refi. Payment $15,935/mo*
4 Beds
5 Baths
5,345 sqft
(on 11.01 acres)

Local Information

  • Map ViewExplore the area around 100 North Main Street.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1800
Lot Size
11.01 acres
Living Area
5,345 sqft
Price/Sqft
$449/sqft
Parking
1 Car Garage

About this House

Set in the heart of historic Kent village, this exceptional circa-1800 New England Greek Revival Farmhouse marries small-town walkability with eleven-plus acres of true country privacy. This property underwent a meticulous, top-to-bottom restoration from 2016 through 2018, preserving the home's original character while quietly engineering it for modern life - new wall insulation throughout, expanded electrical service with overhead fans and period-correct lighting, refinished antique floors in every room, and five zones of climate control with hydro-air heat. The main level opens to a warm, paneled living room with a fireplace-anchored dining nook - both detailed with custom paneling added during the renovation. A formal dining room and a library with built-in shelves and a limestone fireplace flank the central hall. The adjoining game room - opened up when interior walls and doorways were reconfigured - leads through French doors onto an expansive covered front porch, completely rebuilt with a new copper roof, classical columns, and a stone floor base. A chef's kitchen sits at the heart of the home: a 60-inch Wolf propane range, warming drawers, Viking ice maker, a Shaw farmhouse main sink and prep sink, ROHL faucets, and Rejuvenation hardware are set against Cambria quartz countertops, a ship-lap backsplash, and a custom island with built-in microwave and cabinetry. Step from the kitchen onto the covered stone porch and into the courtyard - designed for al fresco dining and shaded by mature plantings. A first-floor bedroom with restored en-suite bath and its own private entrance offers an ideal guest suite or in-law setup. The renovated mudroom features a built-in bench, additional Shaw sink, and matching ROHL fixtures. A restored downstairs half bath, refinished front stair rail, and freshly painted interior round out the main level. Upstairs, the generously proportioned primary bedroom enjoys a dressing room and full bath. A second en-suite bedroom features a fireplace, and an oversized bedroom. Additional upper-level rooms include a study and a sunlit loft with nine-plus-foot ceilings, perfect for a writer's retreat or quiet sitting area. The upstairs full baths were renovated to match the kitchen's restrained, period-correct palette. Outside, the transformation continues. The driveway was rerouted to better frame the home's southern elevation, the front facade was rebalanced with windows repositioned for symmetry, and the entire exterior was repainted. The grounds - eleven-plus acres include cleared lawn, restored woodland, scenic hillside, and a brook at the back boundary - were reopened during the renovation: pathways cleared to the top of the property, dead trees and invasive vines removed, original stone walls re-exposed. New plantings of maples, boxwood, ferns, hydrangeas, and azaleas layer color across the seasons, and a dense evergreen privacy hedge encloses the pool yard and back lot lines. At the center of the gardens, sits an artfully designed 18-by-50-foot Gunite saltwater pool - Pebble Tec finish in Ocean Blue, with a 9-by-18-foot sun shelf, granite coping and decking, six-by-six Rodio ceramic tile, a 31/2-foot shallow end stepping down to eight feet, a step-out bench in the deep end, and an umbrella holder set into the sun shelf. Equipment is housed discreetly in the historic 1862 antique barn, whose roof and foundation were reinforced as part of the prior renovation. Inside and out this property is gleaming with period details intact and brought up to today's standards Beyond the gates, the village of Kent - named one of America's best small towns by Smithsonian Magazine - is a short walk away, with galleries, restaurants, the Kent School, library, and park all within easy reach. Metro-North is ten miles south at Wassaic, and New York City is just eighty miles down the road.
100 North Main Street, Kent, CT 06757 is a 4 bedroom, 6 bathroom, 5,345 sqft single-family home built in 1800. It last sold for $2,400,000 on Aug 5, 2026 (8% below the $2,595,000 asking price). It is currently off market. The Trulia Estimate is $2,446,100, with a rent estimate of $6,480/month.

Home Details for 100 North Main Street

Interior Features

Interior Details
Basement: FullNumber of Rooms: 16Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 6Number of Bathrooms (full): 4Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 5345 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Range Hood, Refrigerator, Freezer, Dishwasher, Water HeaterDishwasherLaundry: Upper LevelRefrigerator
Heating & Cooling
Heating: Hydro Air,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hydro Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
Windows, Doors, Floors & Walls
Window: Storm Window(s)

Exterior Features

Exterior Home Features
Roof: Asphalt MetalFencing: PartialFoundation: Concrete Perimeter, StoneHas a Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 10Parking: Attached,Driveway,Private
Pool
Pool: Gunite, In GroundPool
Frontage
Waterfront: Beach AccessNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 5345 Square Feet

Property Information

Year Built
Year Built: 1800
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Victorian
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1944354

Price & Status

Price
List Price: $2,595,000Price Per Sqft: $449/sqft
Status Change & Dates
Off Market Date: Mon Jun 22 2026Possession Timing: Neg

Active Status

MLS Status: Closed

Location

Direction & Address
City: Kent
School Information
Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 5345 Square Feet

Community

Community Features: Golf, Lake, Library, Medical Facilities, Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 11.01 Acres

Energy

Energy Efficiency Features: Windows

Miscellaneous

BasementMls Number: 24177199Attic: Storage, Walk-upAttribution Contact: (917) 284-8276Above Grade Unfinished Area: 5345

Additional Information

GolfLakeLibraryMedical FacilitiesTennis Court(s)
Last check for updates: about 8 hours ago
Listed by Jeffrey Phillips, (917) 284-8276
William Pitt Sotheby's Int'l, (860) 868-6600
Bought with: Dan Kessler, (917) 455-5191, Compass Connecticut, LLC, (203) 293-9715
Source: Smart MLS, MLS#24177199

Price History for 100 North Main Street

DatePriceEventSource
08/05/2026$2,400,000Sold
Smart MLS #24177199
06/25/2026$2,595,000PendingSmart MLS #24177199
05/26/2026$2,595,000Listed For SaleSmart MLS #24177199
10/29/2020$2,000,000Sold
Smart MLS #170333896
10/14/2020$1,995,000PendingAgent Provided
09/14/2020$1,995,000Listed For SaleAgent Provided
07/29/2016$1,035,000Sold
Smart MLS #L10089523
10/22/2015$1,250,000Listed For SaleAgent Provided
09/20/2000$436,000Sold
N/A

Market trends in Kent

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
23
2
MoM
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Property Tax and Assessment

Year2025
Tax$26,634
Assessment$1,578,800
Home facts updated by county records

Comparable Sales for 100 North Main Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.83
Single-Family Home
$1,375,000
02/06/26
4
3.5
6,000
0.07
Single-Family Home
$675,000
07/27/26
3
2
1,427
1.15
Single-Family Home
$1,050,000
11/14/25
3
3.5
2,736
1.16
Single-Family Home
$1,360,000
07/14/26
3
2.5
2,902
0.48
Single-Family Home
$416,000
05/29/26
2
1
862
0.83
Single-Family Home
$381,000
10/17/25
2
1
718
0.82
Single-Family Home
$265,000
11/14/25
2
1
780
2.29
Single-Family Home
$1,195,000
07/28/26
4
3.5
3,986

Nearby homes

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Assigned Schools

These are the assigned schools for 100 North Main Street.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Kent

At least 11 Trulia users voted on each feature.
  • 86 % Say car is needed

  • 86 % Say people would walk alone at night

  • 86 % Say there's wildlife

  • 82 % Say it's quiet

  • 73 % Say yards are well-kept

  • 73 % Say it's dog friendly

  • 71 % Say parking is easy

  • 70 % Say neighbors are friendly

  • 64 % Say they plan to stay for at least 5 years

  • 62 % Say there's holiday spirit

  • 50 % Say there are community events

  • 50 % Say there are sidewalks

  • 43 % Say it's walkable to restaurants

  • 42 % Say streets are well-lit

  • 41 % Say it's walkable to grocery stores

  • 31 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • Amanda Cernitz
    "Kent is a very dog friendly community. Dogs are welcome in stores, only service dogs in food establishments unless you’re dining outside. "
  • Amanda C
    "Dog friendly community. Open grassy areas to walk and play with your dogs. Good side walks and courtyard spaces. "
  • Amanda Cernitz
    "There are many wonder local events. Small town living almost at its finest. There is a restaurant/bar in town, customers loudly congregate in the parking lot. This town would be perfect otherwise. "
  • Amanda Cernitz
    "There are many community events, too many to list. Kent is a lovely town and I’m grateful to be a resident here. "
  • Charlesgoldberg_1941
    "Kent features a warm, friendly, collaborative culture wherein people readily volunteer to make life better for all. "
  • Mrodriguez
    "We have the Kent Sidewalk sale, which draws visitors from all over the northeast each August. Local businesses showcase their stores while also providing great sales for both local and out of town visitors. Our biggest event though happens on Halloween, when the entire community, as well as out of town visitors come together for trick or treating at local businesses and neighborhoods, music provided by a DJ in the middle of town and our famous Thriller flash mob dance! We also have the Kent Pumpkin Run, which draws hundreds of runners from all over and raises money for various charities. "

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 100 North Main Street

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Off Market Homes Near 100 North Main Street

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.