2 Pine Hill Road, Chester, NY 10918

• 3 beds |
• 3 baths |
• 2,302 sqft

Property Description

The Conklin House: A Masterpiece of History & Modern Luxury. Experience the perfect blend of early 20th-century charm and 21st-century comfort. The Conklin House, a classic 1908 Queen Anne Victorian, stands as a commanding presence at the edge of the historic Village of Sugar Loaf. The home has always been used residentially but zoning permits commercial usage as well. Originally ordered from the Sears & Roebuck catalogue and delivered by rail, this "pre-fab" pioneer was famously the first electrified home in the area. The current owner has meticulously performed a full-scale reconstruction, ensuring the home is entirely turn-key while honoring its heritage. The home features modern infrastructure with all-new mechanical systems, walls, and energy-efficient windows. Its preserved character is astounding. Every period molding, the original grand staircase, panel doors and authentic flooring have been salvaged and restored. The architectural heritage is monumental as it features its signature steeply pitched hipped roof and a dominant front-facing gable that defines its Victorian silhouette. Built for Howard Conklin—the local postmaster/general store owner—and later by his son, Dr. Roger Howard Conklin, this residence has been a cornerstone of the community for over a century. It represents a rare opportunity to own a piece of Hudson Valley history without the burden of historic maintenance. The lifestyle in Sugar Loaf and Chester, NY is refreshing, especially to New Yorkers getting away from the city. Nestled in a tight-knit arts and crafts hamlet, one is steps away from 18th-century buildings housing artisan studios, galleries, and boutique eateries. And there is rich Outdoor Adventure to take advantage of too! The area has direct access to the 18-mile Heritage Trail for biking and walking, plus proximity to Goosepond Mountain State Park and the Birnberg Nature Preserve. Its rural serenity offers a quiet, creative lifestyle surrounded by majestic mountains and rolling meadows, all while being part of a bustling weekend destination. Driving to and from the Conklin House to NYC is about 1 hour and 15 minutes and using mass transit a little longer. This is more than a house; it is a storied landmark reimagined for the modern connoisseur. Nothing compares to the character, lifestyle and wilderness that the Conklin House has to offer.

Listing Status:

Active

Data Last Updated:

May 1, 2026 at 4:22AM

Listing Office:

Ellis Sotheby's Intl Realty : 845-353-4250

MLS ID:

974429

Interior

• General: Built-in FeaturesCentral VacuumCrown MoldingFormal DiningGalley Type KitchenHigh CeilingsNatural WoodworkPantry
• Appliances: DishwasherDryerGas OvenRefrigeratorTankless Water HeaterWasher
• Laundry: In Basement
• Basement: FinishedFull
• Flooring: Hardwood
• A/C: Air Purification SystemCentral Air
• Heating: Natural Gas
• Fireplace: FireplaceFireplaces: 1

Exterior

• Style: CraftsmanVictorian
• Parking: DrivewayOff Street

Construction

• Windows: Shutters

Location

• Originating MLS: onekey2
• School District: Warwick Valley
• County: Orange County

Lot

• Zoning: 332289-014-000-0002-003.000-0000

Utilities

• Utilities: Electricity ConnectedNatural Gas Connected
• Water: Public
• Sewer: Septic Tank

Financial

• Source: onekey2