Sign up to get new listings emailed daily! JOIN SIGN IN
Alex Sharpe
Licensed Associate Real Estate Broker
REALTOR®, GRI,ABR,SFR,SRES,RSPS,e-Pro

2 Pine Hill Road, Chester, NY 10918

New - 20 Hours Ago

36 Total Photos [Click to View All]

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.

2 Pine Hill Road | MLS# 974429

This single family home located at 2 Pine Hill Road, Chester, NY 10918 is currently listed for sale with an asking price of $875,000. This property was built in 1900 and has 3 bedrooms and 2 full and 1 partial baths with 2302 sq. ft. Pine Hill Road is located within the Warwick Valley school district. Search Chester real estate on alexander-sharpe.timberlandproperties.com today.

Gallery

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Finished, Full
Cooling: Air Purification System, Central Air
Fireplaces: 1
Heating: Natural Gas
Home Style: Craftsman, Victorian
Lot Size: 0.50 Acres
Taxes: $12,876
Year Built: 1900

Amenities

Built-in Features
Central Vacuum
Crown Molding
Formal Dining
Galley Type Kitchen
High Ceilings
Natural Woodwork
Pantry

Feature Descriptions

Appliances: Dishwasher, Dryer, Gas Oven, Refrigerator, Tankless Water Heater, Washer
Attic: Walkup
Exterior: Frame, Wood Siding
Fireplace Y/N: Yes
Flooring: Hardwood
Formal Dining: Yes
Laundry: In Basement
On Market Date: 2026-04-11
Parcel Number: 332289-014-000-0002-003.000-0000
Parking Features: Driveway, Off Street
Rental Term: Monthly
Rooms Total: 7
Sewer: Septic Tank
Utilities: Electricity Connected, Natural Gas Connected
Water: Public
Window Features: Shutters

Local Schools

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

Estimate Your Payment

Estimated Payment

$ 3,275.58 per month $1,947.37 Principal & Interest $1,073.00 Property Tax $255.21 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Ellis Sotheby's Intl Realty
Agency Contact: 845-353-4250

Shown By

Agent Name: Alex Sharpe
Agent Phone: Cell: (845) 430-8511
Agency Title: Timberland Properties

IDX logo

All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/11/2026. The listing information on this page last changed on 04/11/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 04/11/2026 1:38:14 AM EST) or Global MLS (last updated Sat 04/11/2026 1:21:59 AM EST) or New York State Alliance MLS (last updated Sat 04/11/2026 1:34:38 AM EST) or Hudson Valley Catskill Region MLS (last updated Sat 04/11/2026 12:11:15 AM EST) or OneKey MLS (last updated Sat 04/11/2026 1:31:16 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data and photos distributed by MLSGRID
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.




All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless.

Privacy Policy / DMCA Notice / ADA Accessibility

Login to My Homefinder

Pixel