# 4 Debbie Court, Chester, NY 10918 > **TL;DR:** 5bd/6ba single family, $785,000 ($145/sqft), built 1982, 5,403 sqft. > Hardwood, A/C, 2-car garage. Est. $4,198/mo. Listed 173 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $785,000 | | Price/sqft | $145 | | Bedrooms | 5 | | Bathrooms | 5 full, 1 half | | Square Feet | 5,403 | | Year Built | 1982 | | Lot Size | 235,224 sqft (5.40 acres) | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Pending | | Days on Market | 173 | ## Why This Home Stands Out - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,969 | | Estimated Insurance | $229 | | **Total** | **$4,198** | ## Nearby Schools - **Elementary:** North Main Street - **Middle:** Monroe-Woodbury Middle School - **High:** Monroe-Woodbury High School ## Key Amenities - Hardwood - A/C - 2-car garage ## Property Highlights - Built in 1982 - 5.40 acre lot ## Description ### Agent 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. ## Location - **Address:** 4 Debbie Court, Chester, NY 10918 - **County:** Orange County - **Coordinates:** 41.315872, -74.258669 - **Google Maps:** https://www.google.com/maps?q=41.315872,-74.258669 ## Listing Agent - **Name:** Joseph Rosenfeld - **Brokerage:** Joseph Rosenfeld - **Broker Phone:** (845) 662-6537 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/4-Debbie-Ct_Chester_NY_10918_M47584-14382?f=listhub&s=MLSLINY&m=995223&c=propsimple) ## Photos ![4 Debbie Court - Photo 1](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f4213803074r.jpg) ![4 Debbie Court - Photo 2](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f1902115159r.jpg) ![4 Debbie Court - Photo 3](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f1740637216r.jpg) ![4 Debbie Court - Photo 4](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f3572530326r.jpg) ![4 Debbie Court - Photo 5](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f1884620084r.jpg) ![4 Debbie Court - Photo 6](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f1069244557r.jpg) ![4 Debbie Court - Photo 7](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f2034147047r.jpg) ![4 Debbie Court - Photo 8](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f3936160885r.jpg) ![4 Debbie Court - Photo 9](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f3087766902r.jpg) ![4 Debbie Court - Photo 10](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f981823835r.jpg) ![4 Debbie Court - Photo 11](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f181149911r.jpg) ![4 Debbie Court - Photo 12](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f2519139370r.jpg) ![4 Debbie Court - Photo 13](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f3269073908r.jpg) ![4 Debbie Court - Photo 14](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f3249251739r.jpg) ![4 Debbie Court - Photo 15](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f357147830r.jpg) ![4 Debbie Court - Photo 16](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f3761326449r.jpg) ![4 Debbie Court - Photo 17](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f3352270416r.jpg) ![4 Debbie Court - Photo 18](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f2571406387r.jpg) ![4 Debbie Court - Photo 19](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f1442782932r.jpg) ![4 Debbie Court - Photo 20](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f1977936024r.jpg) ![4 Debbie Court - Photo 21](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f3289135946r.jpg) ![4 Debbie Court - Photo 22](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f1437795647r.jpg) ![4 Debbie Court - Photo 23](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f4023159183r.jpg) ![4 Debbie Court - Photo 24](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f2637071397r.jpg) ![4 Debbie Court - Photo 25](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f3961038644r.jpg) ![4 Debbie Court - Photo 26](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f1635724217r.jpg) ![4 Debbie Court - Photo 27](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f268626833r.jpg) ![4 Debbie Court - Photo 28](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f762045968r.jpg) ![4 Debbie Court - Photo 29](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f602697839r.jpg) ![4 Debbie Court - Photo 30](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f1285404271r.jpg) ![4 Debbie Court - Photo 31](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f4079829323r.jpg) ![4 Debbie Court - Photo 32](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f29640350r.jpg) ![4 Debbie Court - Photo 33](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f1585952661r.jpg) ![4 Debbie Court - Photo 34](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f3189129365r.jpg) ![4 Debbie Court - Photo 35](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f695548946r.jpg) ![4 Debbie Court - Photo 36](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f971001806r.jpg) ![4 Debbie Court - Photo 37](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f84888898r.jpg) ![4 Debbie Court - Photo 38](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f319787107r.jpg) ![4 Debbie Court - Photo 39](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f844227967r.jpg) ![4 Debbie Court - Photo 40](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f1188249635r.jpg) ![4 Debbie Court - Photo 41](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f1894510665r.jpg) ![4 Debbie Court - Photo 42](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f3410754380r.jpg) ![4 Debbie Court - Photo 43](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f2776867281r.jpg) ![4 Debbie Court - Photo 44](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f3700715684r.jpg) ![4 Debbie Court - Photo 45](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f2649045262r.jpg) ![4 Debbie Court - Photo 46](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f1086237689r.jpg) ![4 Debbie Court - Photo 47](http://lh.rdcpix.com/2604167e6f4cce2ac2ca1c5ce23fd030l-f3148611552r.jpg) --- **MLS#:** 995223 | **Updated:** 2026-10-29 **Source:** listhub *Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/4-debbie-court-chester-ny-10918-435b838244da4e7696451c49e9b684d1) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/4-debbie-court-chester-ny-10918-435b838244da4e7696451c49e9b684d1#listing", "url": "https://www.propertysimple.ai/listing/4-debbie-court-chester-ny-10918-435b838244da4e7696451c49e9b684d1", "name": "4 Debbie Court, Chester, NY 10918", "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. 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