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558 Pine Hill Road, Chester, NY
Beautifully spacious Colonial set on 1.8 private acres on Pine Hill Road, offering 3,120 square feet of rustic, updated charm behind a gated entry and surrounded by magnificent grounds. The main level welcomes you with a spacious eat-in kitchen that flows seamlessly into the dining area, creating an ideal setting for everyday living and effortless entertaining. The massively large living room serves as the heart of the home, offering abundant space, a warm fireplace, and a comfortable gathering atmosphere. Upstairs, the serene primary bedroom retreat features a private balcony overlooking the expansive backyard, providing a peaceful place to relax and take in the property’s beautiful surroundings. Additional highlights include a partially finished full basement, central air, alarm system, new generator, and expansive rear deck ideal for entertaining or relaxing. Conveniently located with easy access to Route 17 and shopping, this property offers the perfect blend of privacy, comfort, and convenience.

A gated paver driveway, framed by mature trees and a stone retaining wall, introduces this Colonial house, set on 1.8 private acres. The light yellow vinyl siding and dark shingle roof present a well-maintained exterior, complemented by stone foundation accents and a covered front porch with columns. The property, built in 1990, offers 3,120 square feet across a spacious two-story layout, with an average condition rating of 3.8/5 from photo analysis, indicating a property that has been diligently cared for. Inside, the interior features a blend of traditional and contemporary elements. Light brown hardwood flooring extends through much of the main level, contrasting with white walls and flat ceilings equipped with recessed lighting. The eat-in kitchen, a central feature, includes a kitchen island and flows into the dining area, designed for both daily living and entertaining. The living room, notably large, features a fireplace, serving as a primary gathering space. Upstairs, the primary bedroom offers a private balcony overlooking the expansive backyard, a tranquil retreat. Additional amenities include central air, an alarm system, and a new generator, enhancing comfort and security. The outdoor spaces are thoughtfully designed for both privacy and recreation, featuring a large wooden deck ideal for entertaining, a well-maintained green lawn, and mature trees that provide shade and seasonal interest. A partially finished full basement offers additional flexible space. Positioned within the Chester market, this 4-bedroom, 3-bathroom house is listed at 117% of the city's median price for houses, which stands at $725,000, and offers significantly more square footage than the city average of 2,549 sqft. Its substantial acreage and private setting distinguish it within a market where properties typically spend 16 days on market. The proximity to Route 17 and local shopping further enhances its appeal, blending seclusion with accessibility. The quiet observation from the primary bedroom's private balcony, overlooking the expansive grounds, encapsulates the property's unique blend of comfort and natural serenity.
Property Type
Single Family
Style
Colonial
Year Built
1990
Price / Sqft
$256
Days on Market
46 days
Full Baths
2
Half Baths
1
MLS #
KEY423468670
Listing Type
Residential
Market
ONEKEY
District
Chester
Elementary
Chester Elementary School
Middle
Chester Academy-Middle/High School
High School
Chester Academy-Middle/High School
558 Pine Hill Road, Chester, NY 10918 — Orange County County
Charnie Guttmann
eRealty Advisors, Inc

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How this home compares across city, state, and national benchmarks
Listed at $799,000, this 4-bed house in Chester is 185% above the Census median home value of $280,600 for Chester. Compared to 12 other 4-bed homes in Chester (averaging $858,125), this property is 7% below average. New York's median home value is $339,016, putting this listing 136% above the state benchmark. The U.S. national median home value is $334,900.
Where this listing falls among 27 homes for sale
Standout Features
Chester has a population of 4,052 with a median household income of $97,250 and a homeownership rate of 53.1%. The median home value is $280,600 and the median rent is $1,649/mo.
Sources: U.S. Census Bureau ACS 2023, Fizbo listing data