4 Debbie Ct

Chester, NY 10918

$849,000
Price
5
Beds
5,403 Sq. Ft.
$157 / Sq. Ft.
5,403
Sq. Ft.
$157
per Sq. Ft.
View of subject property with a pool area
View from above of property featuring a heavily wooded area
View of patio with an outdoor pool, an outdoor fire pit, and a deck
View of grassy yard with a patio, a deck, and an outdoor fire pit
Rear view of house with a hot tub, a yard, a chimney, a sunroom, and an attached garage
View of front of property featuring a front yard, a chimney, a garage, and a wooded view
Property entrance featuring a shingled roof and covered porch
Foyer with baseboard heating and stairs
Empty room with light wood-type flooring, crown molding, and baseboard heating
Empty room with crown molding, light wood finished floors, and a baseboard heating unit
Unfurnished living room with a fireplace, hardwood / wood-style floors, a baseboard radiator, a textured ceiling, and a ceiling fan
Unfurnished living room with light wood-style floors, baseboard heating, a fireplace, a textured ceiling, and a ceiling fan
Kitchen featuring stainless steel appliances, a kitchen island, open shelves, backsplash, and dark stone counters
Kitchen featuring appliances with stainless steel finishes, a center island, dark stone countertops, and tasteful backsplash
Kitchen featuring stainless steel appliances, cream cabinetry, hanging light fixtures, a chandelier, and a baseboard radiator
Spare room with baseboard heating, light wood-style floors, and crown molding
Unfurnished room with light wood finished floors, crown molding, and a baseboard heating unit
Half bathroom with vanity and toilet
Laundry room featuring a baseboard heating unit, cabinet space, and washing machine and dryer
Hallway featuring an upstairs landing and light wood-type flooring
Unfurnished bedroom featuring ceiling fan, a closet, light carpet, and baseboard heating
Unfurnished bedroom featuring multiple closets, carpet, a ceiling fan, and connected bathroom
Full bath featuring vanity, light tile patterned flooring, a spacious closet, and a ceiling fan
Half bath featuring a baseboard radiator and toilet
Unfurnished bedroom featuring light colored carpet, a baseboard heating unit, a closet, and ceiling fan
Unfurnished bedroom with two closets, light carpet, ceiling fan, and a baseboard radiator
Unfurnished room featuring a baseboard radiator, carpet, and ceiling fan
Full bath featuring double vanity, a baseboard heating unit, and stone tile flooring
Staircase with a baseboard radiator and recessed lighting
Below grade area with a baseboard radiator and ceiling fan
Full bathroom with toilet and double vanity
Unfurnished sunroom featuring a ceiling fan
Unfurnished sunroom featuring wood walls, carpet flooring, ceiling fan, and lofted ceiling
Empty room with a baseboard heating unit, wood ceiling, baseboard heating, hardwood / wood-style floors, and wooden walls
Bathroom featuring wooden ceiling, wooden walls, hardwood / wood-style flooring, lofted ceiling, and a freestanding tub
Kitchen featuring wooden walls, light brown cabinetry, freestanding refrigerator, pendant lighting, and a wood ceiling with exposed beams
Kitchen featuring a wooden ceiling with exposed beams, decorative light fixtures, a chandelier, dark wood finished floors, and light brown cabinets
Laundry room with wood walls, water heater, hardwood / wood-style floors, a baseboard heating unit, and wood ceiling
Full bathroom featuring a shower stall and wooden walls
Bathroom with wood walls, vanity, hardwood / wood-style flooring, a baseboard radiator, and wooden ceiling
Additional living space featuring wooden ceiling, wooden walls, a baseboard radiator, hardwood / wood-style flooring, and ceiling fan

Description

Discover the epitome of luxury living! With 5400 sq ft of breathtaking property, where every corner is designed for both elegance and practicality! With expansive living areas, high-end finishes, and modern amenities, this home is perfect for entertaining or enjoying quiet moments. Embrace a lifestyle of comfort and sophistication in a space that truly feels like a retreat all year round! Featuring a main house of 3800 sq. ft. with 4 bedrooms and 3.5 baths, complemented by a beautifully finished...Discover the epitome of luxury living! With 5400 sq ft of breathtaking property, where every corner is designed for both elegance and practicality! With expansive living areas, high-end finishes, and modern amenities, this home is perfect for entertaining or enjoying quiet moments. Embrace a lifestyle of comfort and sophistication in a space that truly feels like a retreat all year round! Featuring a main house of 3800 sq. ft. with 4 bedrooms and 3.5 baths, complemented by a beautifully finished basement that adds three additional rooms and another bath. The open kitchen boasts elegant granite countertops, while two sunrooms and spacious living areas provide ample space for relaxation and entertainment. The attached 1600 sq. ft. post & beam (log house) in-law suite ensures complete privacy for guests or extended family, featuring its own entrance, kitchen, and living spaces. With Central AC, and modernized bathrooms, this home is move-in ready. Step outside to a stunning park-like backyard, perfect for outdoor enthusiasts, complete with three private decks, lush gardens, stone patios, a greenhouse, fire pit, and a dedicated BBQ area. “See it now -gone soon!”
  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: 01/11/2026 04:09 PM

Property Details for 4 Debbie Court

StatusActive
MLS #942910
Days on Market33
Taxes$20,946 / year
HOA Fees-
Condo/Co-op Fees-
Compass 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

$5,883 per month

30 year fixed, 6.15% Interest

Principal and Interest

$4,138

Property Taxes

$1,746

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 4 Debbie Court

Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: false
  • 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
  • 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: No

Property History for 4 Debbie Court

DateEvent & SourcePriceAppreciation
Aug 20, 2025

Sold (Public Record)

Public Record #1911020314

$533,000

+5.2% / yr

Dec 5, 2016

Sold (Public Record)

Public Record #585823810

$341,900—
Dec 5, 2016

Sold (Public Record)

Public Record #585823810

$341,900—
DateEvent & SourcePrice
08/20/2025

Sold (Public Record)

Public Record #1911020314

$533,000

+5.2% / yr

12/05/2016

Sold (Public Record)

Public Record #585823810

$341,900
12/05/2016

Sold (Public Record)

Public Record #585823810

$341,900

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

Public Records for 4 Debbie Court

Taxable ValueLand$93,000Additions$225,150Total$318,150
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
North Main Street School
Public - 2 to 5
Monroe Woodbury Middle School
Public - 6 to 8
Monroe Woodbury High School
Public - 9 to 12
Pine Tree Elementary School
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.

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More information about 4 Debbie Court, Chester, NY 10918

4 Debbie Court is a single family home for sale in Chester, NY 10918. This property was listed for sale on December 15, 2025 by Flag Realty Group, it's currently listed at $849,000. It has been on the market for a total of 33 days and was last sold on August 20, 2025. 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

Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 01/17/2026 04:44 PM. All data is obtained from various sources and may not have been verified by broker orMLS GRID. Supplied Open House Information is subject to change without notice. All informationshould be independently reviewed and verified for accuracy. Properties may or may not be listed bythe office/agent presenting the information.