About This Home

This 3-bedroom, 2-bathroom single family at 1367 Kings Highway in Chester, NY is listed for $440,000 ($255 per sqft). Built in 1850, the home offers 1,728 sqft of living space on a 0.37 acres lot.

Key Features

  • Built in 1850
  • 0.37 acre lot

Property Details

1 full, 1 half
1850

Amenities

ViewHardwoodA/C
Listing Description

Historic Colonial Era Home in the Heart of Sugar Loaf, NY. Located just 60 minutes from NYC. Zoned Residential/Commercial. Step into history with this one-of-a-kind 1,750 sq. ft. Colonial era home, where 18th-century charm meets 21st-century opportunity - right in the heart of the artisan hamlet of Sugar Loaf, NY.

Built in 1770, this unique property features:- One of a kind Colonial era home, featuring original exposed hand-hewn beams, barn siding walls, and a fireplace- Two spacious workshops/studios - ideal for artists, entrepreneurs, or makers - currently a woodcarvers workshop.

- A must-see, living piece of history full of soul and story- Stunning view of Sugar Loaf Mountain right out your front door. Zoned commercial/residential, this home offers the perfect blend of live-work potential - ideal for a workshop, gallery, studio, or cozy retreat.

Just steps away:- 2 popular restaurants- A vibrant performing arts center- Local breweries with live music- Coffee shop/ Roaster & Brunch House- Year-round craft markets & community events. Sugar Loaf is a renowned creative hub, and this home is at the very center of it all.

Nestled in the heart of Sugar Loaf's artisan community, this unique home and shop was long owned by a cultural mainstay - a woodcarver, painter, entertainer, and local luminary whose influence helped shape Sugar Loaf's identity as an artists' village back in the mid 1960's.

This property offers more than walls and beams. Full of character and creative potential, this property is perfect for artists, craftsmen, woodworkers or anyone drawn to a vibrant, storied community. It offers a living canvas for makers and dreamers to carry forward a tradition of creativity. Don't miss your chance to own a timeless treasure in one of the Hudson Valley's most beloved villages.

Monthly Cost Estimate

$2,353/mo

20% down · 6.5% · 30 years

Principal$318
Interest$1,907
Insurance$128

Estimates only. Actual payments may vary.

Location

1367 Kings Highway

Chester, NY 10918

Features & Amenities

Interior Features

Beamed CeilingsBreakfast BarCathedral Ceiling(s)Ceiling Fan(s)Eat-in KitchenNatural WoodworkOpen FloorplanOpen KitchenOriginal DetailsPantryStorageWalk-In Closet(s)Washer/Dryer Hookup

Exterior Features

Rain Gutters

Property Details

Flooring

CarpetWoodHardwood

Construction

Cedar Shake Siding

Views

Lake

Outdoor Features

Porch

Parking

Driveway

Heating

Propane (Heating)

Cooling

Window Unit(s)Wall/Window Unit(s)

Appliances

DryerElectric OvenElectric RangeElectric Water HeaterENERGY STAR Qualified AppliancesMicrowaveOvenRefrigeratorWasher

Questions & Answers

This 3-bedroom, 2-bathroom single family at 1367 Kings Highway is listed at $440,000 ($255/sqft). The estimated monthly payment is $2,353 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1850, 0.37 acre lot. Interior Features: Beamed Ceilings, Breakfast Bar, Cathedral Ceiling(s). Exterior Features: Rain Gutters.

This property is listed by Derek J. Greene.

DG

Derek J. Greene

Agent at The Greene Realty Group

Listed by The Greene Realty Group · Broker phone: (508) 517-4908 · View on Broker Site · Broker website

MLS# 1036770· Source: OneKey MLS· 75 days on PropertySimple

Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

1367 Kings Highway, Chester, NY 10918

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