53 Gibson Hill Rd

5,312 Sq. Ft.
$207 / Sq. Ft.
5,312
Sq. Ft.
$207
per Sq. Ft.

Description

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...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.
  1. Listed by Ammar Iqbal • eXp Realty
    P: (888)-276-0630 C: (845)-837-9577 ammar.iqbal@exprealty.com

Property Details for 53 Gibson Hill Road

City/Township
Chester Town
Architectural Style
Colonial
Garage Spaces
3.00
Waterfront
Yes

Open Houses

Sunday, Apr 26th12:30 PM - 2:00 PM
LISTING UPDATED: 04/26/2026 10:01 AM

Property Details for 53 Gibson Hill Road

StatusActive
MLS #986225
Days on Market10
Taxes$25,432 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeSingle Family
Year Built2007
Lot Size3.10 AC / 135,036 SF
CountyOrange County

Location

Listing Courtesy of eXp Realty
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Building Information for 53 Gibson Hill Road

Stories-Year Built2007Building Size-Lot Size3.10 AC / 135,036 SF

Payment Calculator

$7,658 per month

30 year fixed, 6.46% Interest

Principal and Interest

$5,539

Property Taxes

$2,119

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 53 Gibson Hill Road

Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: Detached
  • Property Condition: Updated/Remodeled
  • State Or Province: NY
School Information
  • School District: Monroe-Woodbury
  • Elementary School District: Monroe-Woodbury
  • Elementary School: North Main Street
  • Middle Or Junior School District: Monroe-Woodbury
  • Middle Or Junior School: Monroe-Woodbury Middle School
  • High School District: Monroe-Woodbury
  • High School: Monroe-Woodbury High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 332289-015-000-0001-008.200-0000
  • Tax Assessed Value: $377,600.00
  • Tax Source: Municipality
  • Tax Year: 2025.0
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Breakfast Bar, Built-in Features, Cathedral/Vaulted/High Ceiling, Central Vacuum, Chandelier, Chefs Kitchen, Colonial, Crown Molding, Double Vanity, Eat in Kitchen, Entrance Foyer, First Floor Full Bath, Floor to Ceiling Windows, Formal Dining, Galley Type Kitchen, Granite Counters, Hardwood Floors As Seen, High Ceilings, His and Hers Closets, Kitchen Island, Laundry Room, Marble Counters, Natural Woodwork, Open Floorplan, Open Kitchen, Oversized Windows, Pantry, Primary Bathroom, Stream, Walk In Closet, Wall of Windows, Well
  • Interior Features: 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 Dining, Galley Type Kitchen, Granite Counters, High Ceilings, His and Hers Closets, Kitchen Island, Marble Counters, Natural Woodwork, Open Floorplan, Open Kitchen, Pantry, Primary Bathroom, Walk-In Closet(s)
  • Appliances: Dishwasher, Oven, Range, Refrigerator
  • Total Rooms: 16
  • Basement: Finished, Walk-Out Access
  • Attic Description: Walkup
  • Fireplace: Yes
  • Location Amenities: Walk Out Basement, Hardwood Floors As Seen, 1st Fl Master Bedroom, Cathedral/Vaulted/High Ceiling, Chef's Kitchen, Dual Sinks, Eat in Kitchen, Entry Foyer, Foyer, Formal Dining Room, Galley Kitchen, Granit Countertops, High Ceilings, Island Kitchen, Marble Countertops, Open Kitchen, Pantry, Walk In Closet, Oversized Windows, Wall of Windows
  • Laundry Features: Laundry Room
  • Window Features: Floor to Ceiling Windows, Oversized Windows, Wall of Windows
  • Flooring: Hardwood
  • Living Area: 5,312.00
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Attached, Driveway, Floor to Ceiling Windows, Oversized Windows, Wall of Windows
  • Elevation Certificate: No
  • Construction Materials: Frame, Stone, Stucco
  • Waterfront Features: Stream
  • Pool Private: No
Lot Information
  • Building Area Units: Square Feet
Parking
  • Parking Features: Attached, Driveway
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Heat Pump, Radiant Floor
  • Heat Fuel Type: Heat Pump, Radiant Floor
  • Sewer: Septic Tank
  • Water Source: Well
  • Utilities: Electricity Connected
Green Features
  • Green Features: Floor to Ceiling Windows, Oversized Windows, Wall of Windows, Dishwasher, Oven, Range, Refrigerator, Heat Pump, Radiant Floor
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 53 Gibson Hill Road

DateEvent & SourcePriceAppreciation
Apr 16, 2026

Listed (Active)

ONEKEY #986225

$1,100,000
Jun 5, 2025

Sold

ONEKEY #817348

$960,000
Jun 2, 2025

Sold (Public Record)

Public Record #1902957663

$960,000

+6.1% / yr

DateEvent & SourcePrice
04/16/2026

Listed (Active)

ONEKEY #986225

$1,100,000
06/05/2025

Sold

ONEKEY #817348

$960,000
06/02/2025

Sold (Public Record)

Public Record #1902957663

$960,000

+6.1% / yr

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 53 Gibson Hill Road

Taxable ValueLand$71,000Additions$306,600Total$377,600
Tax Record2021$7,902 ($659 / month)
Home Facts
Beds5Baths4Total Finished SqFt6,412 SqFtAbove Grade Finished SqFt5,312 SqFtFinished Basement SqFt1,100 SqFtStories2Lot Size135,036 SqFtStyleSingle Family ResidenceYear Built2007ZoningAR3*CountyORANGEAPN332289 15-1-8.2Fireplace TypeHas Fireplace

Schools near 53 Gibson Hill Road

This home is within Monroe-Woodbury Central School District.
Rating
School
Type
Grades
Distance
Public - 2 to 5
Public - 6 to 8
Public - 9 to 12
Public - 2 to 5
Rating
School
Distance
Pine Tree Elementary School
Public2 to 5

Monroe Woodbury Middle School
Public6 to 8

Monroe Woodbury High School
Public9 to 12

North Main Street School
Public2 to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

53 Gibson Hill Road is a single family home for sale in Chester, NY 10950. This property was listed for sale on April 16, 2026 by eXp Realty, it's currently listed at $1,100,000. It has been on the market for a total of 10 days and was last sold on June 5, 2025. This listing's school district is Monroe-Woodbury Central School District. Nearby schools include Pine Tree Elementary School, Monroe Woodbury Middle School and Monroe Woodbury High School. 53 Gibson Hill Road is a 5-bed, 4-bath, 5,312 sqft single family home built in 2007.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of eXp Realty

Based on information submitted to the MLS GRID as of 04/26/2026 10:01 AM. 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. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively 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. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.