100 North Main Street Kent, CT $ 2,595,000
100 North Main Street
$ 2,595,000
Recently Listed
Open House 5/28 11am - 1pm
Share Save

100 North Main Street

Kent, CT, 06757
$ 2,595,000
Bedrooms4 Baths4.2 Sq 5,345

Monthly Estimate*

$ 15,978

100 North Main Street, Kent, CT 06757 - Image 1
100 North Main Street, Kent, CT 06757 - Image 2
100 North Main Street, Kent, CT 06757 - Image 3
100 North Main Street, Kent, CT 06757 - Image 4
100 North Main Street, Kent, CT 06757 - Image 5
100 North Main Street, Kent, CT 06757 - Image 6
100 North Main Street, Kent, CT 06757 - Image 7
100 North Main Street, Kent, CT 06757 - Image 8
100 North Main Street, Kent, CT 06757 - Image 9
100 North Main Street, Kent, CT 06757 - Image 10
100 North Main Street, Kent, CT 06757 - Image 11
100 North Main Street, Kent, CT 06757 - Image 12
100 North Main Street, Kent, CT 06757 - Image 13
100 North Main Street, Kent, CT 06757 - Image 14
100 North Main Street, Kent, CT 06757 - Image 15
100 North Main Street, Kent, CT 06757 - Image 16
100 North Main Street, Kent, CT 06757 - Image 17
100 North Main Street, Kent, CT 06757 - Image 18
100 North Main Street, Kent, CT 06757 - Image 19
100 North Main Street, Kent, CT 06757 - Image 20
100 North Main Street, Kent, CT 06757 - Image 21
100 North Main Street, Kent, CT 06757 - Image 22
100 North Main Street, Kent, CT 06757 - Image 23
100 North Main Street, Kent, CT 06757 - Image 24
100 North Main Street, Kent, CT 06757 - Image 25
100 North Main Street, Kent, CT 06757 - Image 26
100 North Main Street, Kent, CT 06757 - Image 27
100 North Main Street, Kent, CT 06757 - Image 28
100 North Main Street, Kent, CT 06757 - Image 29
100 North Main Street, Kent, CT 06757 - Image 30
100 North Main Street, Kent, CT 06757 - Image 31
100 North Main Street, Kent, CT 06757 - Image 32
100 North Main Street, Kent, CT 06757 - Image 33
100 North Main Street, Kent, CT 06757 - Image 34
100 North Main Street, Kent, CT 06757 - Image 35
100 North Main Street, Kent, CT 06757 - Image 36
100 North Main Street, Kent, CT 06757 - Image 37
100 North Main Street, Kent, CT 06757 - Image 38
100 North Main Street, Kent, CT 06757 - Image 39
100 North Main Street, Kent, CT 06757 - Image 40

Single Family Home for sale in Kent, CT

for $2,595,000 with 4 bedrooms and 4 full baths, 2 half baths. This 5,345 square foot home was built in 1800 on a lot size of 11.01.

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.

See more

Open House

5/28/2026 11:00 AM - 1:00 PM
100 North Main Street Kent, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 2,595,000

Bedrooms

4

Full Bath

4

Half Bath

2

Property Type

Single Family

Taxes

$ 26,634

Style

Lot Size

11.01

Year Built

1800

Town/City

Kent

MLS | Web ID

24177199

Features
General
Zoning R2
Neighborhood N/A
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 11.01
Directions look for peastone driveway directly across from church
High School Per Board of Ed
City Kent
Elementary School Per Board of Ed
Sq Ft Total 5345
DOM 0
Year Built 1800
Style Colonial Victorian
Year Built Source Public Records
Pool Description Gunite In Ground Pool
Energy Features Storm Windows
See more
Interior
Cooling System Central Air
Total Rooms 16
Basement Description Full Full With Hatchway
See more
Exterior
Water Source Public Water Connected
Lot Description Fence - Partial Level Lot Open Lot
See more
* Excluded Features
List By
Jeffrey Phillips

Listing Agent

William Pitt Sotheby's Int'l

Broker

jrphillips@wpsir.com

Email

Affordability Calculator

$18,197
Per Month
88%
12%
0%
Monthly Principal & Interest
$15,978
Monthly Property Taxes
$2,220
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
5/26/2026$2,595,000 Listed Price

Map


See all

100 North Main Street, Kent, CT, 06757 is a Single Family Home for sale at $2,595,000 with 5,345 sqft and a lot size of 11.01. 100 North Main Street has 4 bedrooms, 4.2 baths, and was built in 1800. The property's zip code is 06757 which is in Kent, CT