53 Gibson Hill Road
Chester, NY, 10918 $ 1,100,000
Bedrooms5 Baths4.0 Sq 5,312 Monthly Estimate*
$ 6,773
for $1,100,000 with 5 bedrooms and 4 full baths. This 5,312 square foot home was built in 2007 on a lot size of 3.1.
Tucked away on over 3 private acres, this recently renovated custom residence offers a rare blend of seclusion, craftsmanship, and elevated living. Surrounded by hundreds of acres of protected state land, the setting ensures unmatched privacy with direct access to nature, including trails that connect to the Appalachian Trail just beyond your backyard. A natural waterfall adds to the serene landscape, creating a truly one-of-a-kind backdrop. A dramatic entry introduces the home with soaring ceilings and heated marble floors, setting the tone for the refined interiors throughout. The layout flows effortlessly into expansive formal living and dining spaces, ideal for both everyday living and entertaining. At the heart of the home is a thoughtfully designed chef’s kitchen featuring premium appliances, custom stone and tile finishes, a gas range with griddle, double ovens, and an oversized two-tier island with prep sink. A walk-in pantry and elegant butler’s area provide both function and style. The family room is a standout space, offering scale, natural light, and architectural character, making it the perfect gathering area. Designed with entertaining in mind, the outdoor living experience is just as impressive, complete with a full stone kitchen and bar, a spacious stamped concrete patio, and a private hot tub retreat, all surrounded by custom masonry. Upstairs, the primary suite serves as a private sanctuary with its own balcony and spa-inspired bath featuring a soaking tub, custom shower setup with steam capability, and refined finishes throughout. Additional bedrooms are generously sized, offering comfort and flexibility for guests or extended living. The fully finished lower level expands the living space with a recreational area, full gym, and wet bar, perfect for hosting or unwinding. Throughout the home, hardwood flooring, an integrated sound system, and high-efficiency construction with spray foam insulation and multiple heating zones enhance both comfort and performance. Completing the property is a spacious three-car garage, a beautifully maintained yard with room to enjoy, and infrastructure already in place for a future gated entrance. A truly exceptional offering where design, privacy, and lifestyle come together seamlessly.
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FeaturesInteriorInterior Amenities First Floor Bedroom First Floor Full Bath Breakfast Bar Built-in Features Cathedral Ceiling(s) Central Vacuum Chandelier Chefs Kitchen Crown Molding Double Vanity Eat-in Kitchen Entrance Foyer Formal
Basement Finished Walk-Out Access
Flooring Hardwood
Basement Features Finished Walk-Out Access
Basement (Y/N) Y
Window Features Floor to Ceiling Windows Oversized Windows Wall of Windows
Fireplace Y/N Y
Half Baths 0
Total Bedrooms 5
Total Baths 4
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GeneralSewer Septic Tank
Heating Heat Pump Radiant Floor
Cooling Central Air
Utilities Electricity Connected
Appliances Dishwasher Oven Range Refrigerator
Garage Spaces 3
Architectural Style Colonial
Construction Materials Frame Stone Stucco
Year Built 2007
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 332289-015-000-0001-008.200-0000
Waterfront Features Stream
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 16
Full Baths 4
High School Monroe-Woodbury High School
City Chester Town
Senior Community Y/N N
High School District Monroe-Woodbury
Carport Y/N N
Elementary School North Main Street
Property Attached Y/N N
Tax Annual Amount 25432.38
Middle/Junior High School Monroe-Woodbury Middle School
Property Condition Updated/Remodeled
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Monroe-Woodbury
Elementary School District Monroe-Woodbury
Tax Assessed Value 377600
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ExteriorParking Features Attached Driveway Attached Driveway
Water Source Well
Waterfront Y/N Y
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* Excluded FeaturesList Byammar.iqbal@exprealty.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $6,773
- Monthly Property Taxes
- $2,119
- 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.
Learn more about how to save NearbySingle family listings in Chester, NY
Average List Price $787,723
Percent of Sale Price 28%
About Chester, NY 3,423 Population
-5% Since 2002
$ 54,539 Median Income
50.03 Median Age
26% Households with Children
Trends Information provided by ATTOM Data Solutions.
4892010 Elementary School
4099010 Middle School
Monroe-Woodbury High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/16/2026 | $1,100,000 | | Listed Price |