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
-- mins to
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
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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) |
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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 |
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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 |
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Price List Price: $2,595,000Price Per Sqft: $449/sqft |
Status Change & Dates Off Market Date: Mon Jun 22 2026Possession Timing: Neg |
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MLS Status: Closed |
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Direction & Address City: Kent |
School Information Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Per Board of Ed |
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Building Area Building Area: 5345 Square Feet |
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Community Features: Golf, Lake, Library, Medical Facilities, Tennis Court(s) |
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No HOA |
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Lot Area: 11.01 Acres |
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Energy Efficiency Features: Windows |
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BasementMls Number: 24177199Attic: Storage, Walk-upAttribution Contact: (917) 284-8276Above Grade Unfinished Area: 5345 |
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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
| Date | Price | Event | Source |
|---|---|---|---|
| 08/05/2026 | $2,400,000 | Sold | Smart MLS #24177199 |
| 06/25/2026 | $2,595,000 | Pending | Smart MLS #24177199 |
| 05/26/2026 | $2,595,000 | Listed For Sale | Smart MLS #24177199 |
| 10/29/2020 | $2,000,000 | Sold | Smart MLS #170333896 |
| 10/14/2020 | $1,995,000 | Pending | Agent Provided |
| 09/14/2020 | $1,995,000 | Listed For Sale | Agent Provided |
| 07/29/2016 | $1,035,000 | Sold | Smart MLS #L10089523 |
| 10/22/2015 | $1,250,000 | Listed For Sale | Agent Provided |
| 09/20/2000 | $436,000 | Sold | N/A |
Market trends in Kent
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
23
2MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| 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
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 100 North Main Street.
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.
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