2 Pine Hill Road, Chester, NY

$875,000

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3

Beds

3

Baths

2,302

Square feet

0.50

Acres

About 2 Pine Hill Road

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.

Features of 2 Pine Hill Road

MLS® # 974429
Price $875,000
Bedrooms 3
Bathrooms 3.00
Full Baths 2
Half Baths 1
Square Footage 2,302
Acres 0.50
Year Built 1900
Type Residential
Sub-Type Single Family Residence
Style Craftsman, Victorian
Status Active

Community Information

Address 2 Pine Hill Road
City Chester
County Orange County
State NY
Zip Code 10918

Amenities

Utilities Electricity Connected, Natural Gas Connected
Parking Driveway, Off Street
Is Waterfront No
Has Pool No

Interior

Interior Hardwood
Interior Features Built-in Features, Central Vacuum, Crown Molding, Formal Dining, Galley Type Kitchen, High Ceilings, Natural Woodwork, Pantry
Appliances Dishwasher, Dryer, Gas Oven, Refrigerator, Tankless Water Heater, Washer
Heating Natural Gas
Cooling Air Purification System, Central Air
Has Basement Yes
Basement Finished, Full
Fireplace Yes
# of Fireplaces 1

Exterior

Windows Shutters
Construction Frame, Wood Siding

School Information

District Warwick Valley
Elementary Park Avenue Elementary School
Middle Warwick Valley Middle School
High Warwick Valley High School

Additional Information

Date Listed April 10th, 2026
Days on Market 148
Short Sale No
RE / Bank Owned No

Listing Details

OfficeEllis Sotheby's Intl Realty

Listing Map

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