2 Pine Hill Road Chester, NY $ 875,000
2 Pine Hill Road
$ 875,000
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2 Pine Hill Road

Chester, NY, 10918
$ 875,000
Bedrooms3 Baths2.1 Sq 2,302

Monthly Estimate*

$ 5,388

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Single Family Home for sale in Chester, NY

for $875,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,302 square foot home was built in 1900 on a lot size of 0.5021.

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.

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Single Family Active

Price

$ 875,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 12,876

Style

Craftsman,Victorian

Lot Size

0.5021

Year Built

1900

Town/City

Chester

County/Region

Orange

MLS | Web ID

974429

Features
Interior
Interior Amenities Built-in Features Central Vacuum Crown Molding Formal Dining Galley Type Kitchen High Ceilings Natural Woodwork Pantry
Basement Finished Full
Flooring Hardwood
Total Fireplaces 1
Basement Features Finished Full
Basement (Y/N) Y
Window Features Shutters
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 3
Total Baths 3
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General
Sewer Septic Tank
Heating Natural Gas
Cooling Air Purification System Central Air
Utilities Electricity Connected Natural Gas Connected
Appliances Dishwasher Dryer Gas Oven Refrigerator Tankless Water Heater Washer
Architectural Style Craftsman Victorian
Construction Materials Frame Wood Siding
Year Built 1900
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 332289-014-000-0002-003.000-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N N
Total Rooms 7
Full Baths 2
High School Warwick Valley High School
City Chester Town
Disclosures Lead Paint
Senior Community Y/N N
High School District Warwick Valley
Carport Y/N N
Elementary School Park Avenue Elementary School
Property Attached Y/N N
Tax Annual Amount 12876.61
Middle/Junior High School Warwick Valley Middle School
Virtual Tour https://jumpvisualtours.com/u/491078 https://jumpvisualtours.com/491078
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Warwick Valley
Elementary School District Warwick Valley
Tax Assessed Value 183345
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Exterior
Parking Features Driveway Off Street Driveway Off Street
Water Source Public
Waterfront Y/N N
Other Equipment Generator
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Internal Only
Street Number 1 2
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* Excluded Features
List By
Richard W Ellis

Listing Agent

Ellis Sotheby's Intl Realty

Broker

845-353-4250

Contact

Affordability Calculator

$6,461
Per Month
83%
17%
0%
Monthly Principal & Interest
$5,388
Monthly Property Taxes
$1,073
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.
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Nearby
4804088 Elementary School
4100718 Middle School
Warwick Valley High School High School
Pricing History
DatePricePrice ChangeDescription
4/10/2026$875,000 Listed Price

Map


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2 Pine Hill Road, Chester, NY, 10918 is a Single Family Home for sale at $875,000 with 2,302 sqft and a lot size of 0.5021. 2 Pine Hill Road has 3 bedrooms, 2.1 baths, and was built in 1900. The property's zip code is 10918 which is in Chester, NY