4 Debbie Ct

5,403 Sq. Ft.
$148 / Sq. Ft.
5,403
Sq. Ft.
$148
per Sq. Ft.

Description

Welcome to this exceptional private retreat nestled on beautifully landscaped grounds in desirable Chester. Offering the perfect blend of space, comfort, privacy, and lifestyle, this impressive property is surrounded by natural beauty while remaining conveniently close to shopping, dining, major highways, and the scenic Stewart State Forest. From the moment you arrive, you’ll appreciate the expansive setting, inviting curb appeal, and peaceful surroundings that make this property truly special. Inside,...Welcome to this exceptional private retreat nestled on beautifully landscaped grounds in desirable Chester. Offering the perfect blend of space, comfort, privacy, and lifestyle, this impressive property is surrounded by natural beauty while remaining conveniently close to shopping, dining, major highways, and the scenic Stewart State Forest. From the moment you arrive, you’ll appreciate the expansive setting, inviting curb appeal, and peaceful surroundings that make this property truly special. Inside, the home features bright sun-filled living spaces, spacious entertaining areas, hardwood flooring, and a beautifully designed kitchen with abundant cabinetry, generous counter space, and an ideal layout for both everyday living and hosting guests. The warm and inviting family room with fireplace creates the perfect gathering space, while multiple spacious bedrooms and well-appointed baths provide comfort and flexibility for today’s lifestyle. Unique rustic-inspired bonus spaces add warmth, charm, and character throughout the home. Step outside to your own private outdoor oasis featuring expansive lawn space, pool area, multiple entertaining spaces, and scenic wooded surroundings offering year-round enjoyment and tranquility. A rare opportunity to own a property that offers privacy, character, and endless possibilities in one of the area’s most desirable locations. See it today and experience everything this exceptional home has to offer.
  1. Listed by Joseph Rosenfeld • Flag Realty Group
    P: (845)-205-0089 C: (845)-205-0089 jr@flagrealtygroup.com

Property Details for 4 Debbie Court

City/Township
Chester Town
Architectural Style
Colonial, Mini Estate
Garage Spaces
2.00
Waterfront
No
LISTING UPDATED: 05/13/2026 02:50 PM

Property Details for 4 Debbie Court

StatusComing Soon
MLS #995223
Days on Market-
Taxes$20,946 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeSingle Family
Year Built1982
Lot Size5.40 AC / 235,224 SF
CountyOrange County

Location

Listing Courtesy of Flag Realty Group
Add your commute

Building Information for 4 Debbie Court

Stories-Year Built1982Building Size-Lot Size5.40 AC / 235,224 SF

Payment Calculator

$5,727 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,982

Property Taxes

$1,746

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 4 Debbie Court

Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: Detached
  • State Or Province: NY
  • Water Access YN: No
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: 332289-007-000-0001-067.000-0000
  • Tax Assessed Value: $318,150.00
  • Additional Fees: No
  • Tax Source: Municipality
  • Tax Year: 2024.0
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: Breakfast Bar, Chefs Kitchen, Colonial, Eat in Kitchen, First Floor Full Bath, Formal Dining, Granite Counters, Hardwood Floors As Seen, Mini Estate, Open Kitchen, Well
  • Interior Features: First Floor Full Bath, Breakfast Bar, Chefs Kitchen, Eat-in Kitchen, Formal Dining, Granite Counters, Open Kitchen
  • Appliances: Dishwasher, Dryer, Freezer, Oven, Refrigerator, Stainless Steel Appliance(s)
  • Total Rooms: 21
  • Basement: Finished, Full
  • Attic Description: Full
  • Location Amenities: Stainless Steel Appliances, Hardwood Floors As Seen, Chef's Kitchen, Eat in Kitchen, Formal Dining Room, Granit Countertops, Open Kitchen
  • Flooring: Hardwood
  • Living Area: 5,403.00
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Attached
  • Elevation Certificate: No
  • Construction Materials: Frame
  • Pool Private: No
Lot Information
  • Additional Parcel: No
  • Building Area Units: Square Feet
Parking
  • Parking Features: Attached
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Baseboard, Oil
  • Heat Fuel Type: Baseboard, Oil
  • Sewer: Septic Tank
  • Water Source: Well
  • Utilities: Electricity Available
Green Features
  • Green Features: Dishwasher, Dryer, Freezer, Oven, Refrigerator, Stainless Steel Appliance(s), Baseboard, Oil
Agent
Payment and Rate
  • Down Payment Resource: Yes

Property History for 4 Debbie Court

DateEvent & SourcePriceAppreciation
May 4, 2026

Withdrawn

ONEKEY #962813

$799,000
Apr 12, 2026

Price Change

ONEKEY #962813

$840,000
Feb 18, 2026

Listed (Active)

ONEKEY #962813

$849,999
DateEvent & SourcePrice
05/04/2026

Withdrawn

ONEKEY #962813

$799,000
04/12/2026

Price Change

ONEKEY #962813

$840,000
02/18/2026

Listed (Active)

ONEKEY #962813

$849,999

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

Public Records for 4 Debbie Court

Taxable ValueLand$93,000Additions$221,200Total$314,200
Home Facts
Beds5Baths5.5Total Finished SqFt5,403 SqFtAbove Grade Finished SqFt4,359 SqFtFinished Basement SqFt1,044 SqFtStories2Lot Size235,224 SqFtStyleSingle Family ResidenceYear Built1982ZoningAR3*CountyORANGEAPN332289 7-1-67Fireplace TypeHas Fireplace

Schools near 4 Debbie Court

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
North Main Street School
Public2 to 5

Monroe Woodbury Middle School
Public6 to 8

Monroe Woodbury High School
Public9 to 12

Pine Tree Elementary 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

4 Debbie Court is a single family home Coming Soon in Chester, NY 10918. This property is currently priced at $799,000. This listing's school district is Monroe-Woodbury Central School District. Nearby schools include North Main Street School, Monroe Woodbury Middle School and Monroe Woodbury High School. 4 Debbie Court is a 5-bed, 6-bath, 5,403 sqft single family home built in 1982.

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.

Listing Courtesy of Flag Realty Group

Based on information submitted to the MLS GRID as of 05/13/2026 02:50 PM. 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.