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$799,000 Just Listed
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Property 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, 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.
Full Property Details
Full Property Details for 4 Debbie Ct
General
- Price: $799,000
- Taxes: $20,945
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 995223
- Updated: 5/26/2026
- Added to Site: 3 day(s) ago
Interior
- Number of Rooms: 21
- 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)
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 5
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 5
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Attached
Location
- County: Orange County
School Information
- High School District: Monroe-Woodbury
- Elementary School: North Main Street
- Middle School: Monroe-Woodbury Middle School
- High School: Monroe-Woodbury High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Baseboard, Oil
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Electricity Available
Structural Information
- Architectural Style: Colonial, Mini Estate
- Detached/Attached: Detached
- Construction: Frame
- Basement: Yes
- Basement Desc.: Finished, Full Basement
- Sq. Ft. Source: Public Records
- Year Built: 1982
Lot Features
- Lot Size (Acres): 5.4
- Lot Size (Sq. Ft.): 235,224
Financial Considerations
- Tax Amount: $20,945.59
Disclosures and Reports
- Special Conditions: None
- Property ID: 332289-007-000-0001-067.000-0000
Listed by Flag Realty Group
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Schools
Schools serving 4 Debbie Ct
School District:Monroe-Woodbury Central School District
| Name | Grades | Distance |
|---|---|---|
North Main Street School 212 North Main Street, Monroe, NY 10950 | 2-5 | 3.9 mi |
Smith Clove Elementary School 21 Smith Clove Rd, Woodbury, NY 10917 | K-1 | 7.2 mi |
Monroe Woodbury Middle School 199 Dunderberg Rd, Woodbury, NY 10917 | 6-8 | 6.3 mi |
Monroe Woodbury High School 155 Dunderberg Rd, Woodbury, NY 10917 | 9-12 | 6.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 4 Debbie Ct
Date
Details
Price
Change
Source
5/26/2026
Listed
$799,000
49.91%
MLS
8/20/2025
Sold
$533,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 4 Debbie Ct
Year
Property Taxes
Change
Tax Assessment
Change
2024
$20,369
—
$314,200
-1%
2024
$20,419
100%
$318,150
—
2021
-100%
$318,150
—
2016
$18,658
-9%
$318,150
—
2020
$20,453
5%
$318,150
—
2018
$19,485
4%
$318,150
—
2017
$18,747
8%
$318,150
—
2016
$17,419
-19%
$318,150
-19%
2015
$21,455
—
$395,000
—
2015
$21,399
3%
$395,000
—
2013
$20,680
—
$395,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 4 Debbie Ct
4 Debbie Court, Chester, NY 10918 (MLS# 995223) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 4 Debbie Court is currently listed for $799,000 and was received on May 26, 2026. Want to learn more about 4 Debbie Court? Do you have questions about finding other Single Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.
