The Town of Chester Real Estate
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The Town of Chester Real Estate Market
Homes For Sale in The Town of Chester
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The Town of Chester Homes for Sale
Welcome to 101 Beverly Road, a beautifully renovated 4-bedroom, 2 full and 2 half bath home offering approximately 3,764 square feet of total finished living space on 1.9...
- 4 Beds
- 4 Baths
- 1048079 MLS
Listing courtesy of Listing Agent: Derek J. Greene (office@thegreenerealtygroup.com) from Listing Office: Greene Realty Group.
Welcome to this charming 4-bedroom, 2-bath bilevel, ideally situated on a quiet dead-end street. The inviting open floor plan offers a seamless flow for everyday living a...
- 4 Beds
- 2 Baths
- 1047996 MLS
Listing courtesy of Listing Agent: Donna Gennaro (donna.gennaro@randrealty.com) from Listing Office: Howard Hanna Rand Realty.
Custom-built by renowned builder Lou Tedaldi, this one-owner Center Hall Colonial offers nearly 3,000 sq. ft. of exceptionally crafted living space nestled on 6.2 pristin...
- 4 Beds
- 4 Baths
- 1046418 MLS
Listing courtesy of Listing Agent: Gina Dudgeon (gina.dudgeon@randrealty.com) from Listing Office: Howard Hanna Rand Realty.
Move right in! This beautifully maintained and thoughtfully updated 3-bedroom, 2-full-bath END-UNIT condo offers almost 1,400 square feet of comfortable, easy one-level l...
- 3 Beds
- 2 Baths
- 1046996 MLS
Listing courtesy of Listing Agent: Richard J Froehlich (rich.remax@yahoo.com) from Listing Office: RE/MAX Benchmark Realty Group.
Welcome to 19 Meadow Avenue in Chester! This spacious 3-bedroom home offers approximately 1,910 square feet of living space with an open-concept layout connecting the liv...
- 3 Beds
- 2 Baths
- 1046778 MLS
Listing courtesy of Listing Agent: Jennifer-Lynn Colon (jenny@stephenkaufmanre.com) from Listing Office: Stephen Kaufman Real Estate.
Welcome home to your beautiful, quiet and peaceful oasis. This 3 bed/3bath unit with a spacious 2-car garage has many new recent updates including new flooring, updated k...
- 3 Beds
- 3 Baths
- 1038636 MLS
Listing courtesy of Listing Agent: Evelyn Martino (evelynmartino777@gmail.com) from Listing Office: Sahagian Realty LLC.
69 Cedar Pond Lane, an Chester estate capturing mountain views. Offering great living, proven Airbnb/rental potential, and extensive recent upgrades, this expansive home ...
- 6 Beds
- 8 Baths
- 26032766 MLS
Listing courtesy of Listing Agent: Alexander Fayn () from Listing Office: Prominent Properties Sotheby's International Realty-Alpine.
UNLOCK UNLIMITED POTENTIAL IN WARWICK VALLEY SCHOOLS! Are you ready to stop renting, build instant equity, and design your dream home from the ground up? This hidden gem ...
- 3 Beds
- 2 Baths
- 1044316 MLS
Listing courtesy of Listing Agent: Camilia Anka (cami.anka@gmail.com) from Listing Office: Keller Williams Realty.
Welcome to 69 Cedar Pond Lane. Perched to capture panoramic mountain views, this expansive Chester estate offers an extraordinary combination of multi generational living...
- 6 Beds
- 8 Baths
- 1043860 MLS
Listing courtesy of Listing Agent: Alexander Fayn (AlexanderFayn@gmail.com) from Listing Office: Prominent Properties Sotheby's.
WHISPERING HILLS! PRIME LOCATION! Largest Unit! Two Story Living! End Unit! 3 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Eat In Kitchen! Dining/ Living Room with Fireplace!...
- 3 Beds
- 3 Baths
- 1043986 MLS
Listing courtesy of Listing Agent: Amanda M Dnistrian (adnist10@hotmail.com) from Listing Office: ARC Realty 1 in Sales.
Convenience store for sale located in the Village of Chester. Business only for sale. Lease is $1,700 per month.
- 1043650 MLS
Listing courtesy of Listing Agent: Jeanmarie Valentin (jeanmvalentin@gmail.com) from Listing Office: HomeSmart Homes & Estates.
Welcome to Whispering Hills! This spacious two-level, 2-bedroom, 1.5-bath condo with a 1-car garage features a great combination of updates and an ideal commuter location...
- 2 Beds
- 2 Baths
- 1043197 MLS
Listing courtesy of Listing Agent: Kristie A. Jacques (kristie.jacques.realestate@gmail.com) from Listing Office: Century 21 Full Service Realty.
Imagine coming home to a beautifully maintained and upgraded property designed for comfort, entertaining, and enjoying the outdoors. This home features a high-ceiling foy...
- 4 Beds
- 3 Baths
- 1042913 MLS
Listing courtesy of Listing Agent: Chaim Weiss (CMW@EXITRV.COM) from Listing Office: MS Realty Group USA, Inc.
Welcome to this charming ranch style home set on 4 picturesque acres, featuring beautiful flowing hardwood floors and a peaceful, private setting. The inviting kitchen of...
- 3 Beds
- 2 Baths
- 1042882 MLS
Listing courtesy of Listing Agent: Jennifer Loprieno (jennifer.loprieno@randrealty.com) from Listing Office: Howard Hanna Rand Realty.
Welcome to Whispering Hills! This inviting end-unit home offers a comfortable blend of everyday living, privacy, and convenience. Enjoy easy access to major commuter rout...
- 2 Beds
- 1 Baths
- 1042658 MLS
Listing courtesy of Listing Agent: Beverly Huaman (Beverly.Huaman@randrealty.com) from Listing Office: Howard Hanna Rand Realty.
If open concept and bountiful space is what you are looking for, STOP right here—you have found it! Spectacular contemporary-designed ranch with nearly 3,000 sq ft of fin...
- 3 Beds
- 3 Baths
- 1041906 MLS
Listing courtesy of Listing Agent: Gina Dudgeon (gina.dudgeon@randrealty.com) from Listing Office: Howard Hanna Rand Realty.
Welcome to 65 Oxford Springs Road! This stunning 5-bedroom, 3.5-bath Colonial offering approximately 3,400 square feet of thoughtfully designed living space in a peaceful...
- 5 Beds
- 4 Baths
- 1041722 MLS
Listing courtesy of Listing Agent: Stephanie Dolan (stephanierealtorny@gmail.com) from Listing Office: HomeSmart Homes & Estates.
Welcome to this charming three bedroom, two and a half bath colonial nestled in a welcoming neighborhood just minutes from the highway and the charming hamlet of Sugar Lo...
- 3 Beds
- 3 Baths
- 1040801 MLS
Listing courtesy of Listing Agent: Michele Tobin (shellyhomeseller@gmail.com) from Listing Office: Keller Williams Realty.
Welcome to 1 Sanford Avenue, a beautifully designed 4-bedroom, 3-bath Bilonial offering over 2,200 square feet of thoughtfully finished living space in Chester. The invit...
- 4 Beds
- 3 Baths
- 1041533 MLS
Listing courtesy of Listing Agent: Danielle R. Hinton (danielle.hinton@redfin.com) from Listing Office: Redfin Real Estate.
Welcome to this inviting 3 bedroom, 2.5 bath condo nestled in the sought-after Whispering Hills community! Perfectly situated for commuters, this home combines comfort an...
- 3 Beds
- 3 Baths
- 1032618 MLS
Listing courtesy of Listing Agent: Bernadette Giordano (bgiordano845@gmail.com) from Listing Office: Howard Hanna Rand Realty.
Welcome to this well-maintained raised ranch in Chester, NY, offering 4 bedrooms and 1.5 bathrooms with plenty of space and flexibility. The home features hardwood floors...
- 4 Beds
- 2 Baths
- 1040785 MLS
Listing courtesy of Listing Agent: Ammar Iqbal (ammar.iqbal@exprealty.com) from Listing Office: eXp Realty.
Welcome Home to 63 Hubshop! This charming colonial boasts 2,100 square feet, 4 Bedrooms, 3 Bathrooms and sits on just under an acre of land. With a spacious kitchen, and ...
- 4 Beds
- 3 Baths
- 1039933 MLS
Listing courtesy of Listing Agent: Ryan Barrett (rbarrett06@kw.com) from Listing Office: Keller Williams Realty.
Gracious Colonial home features the best of the traditional style with the appeal of a contemporary open floor plan in the kitchen - family room area. Meticulously mainte...
- 4 Beds
- 3 Baths
- 1040084 MLS
Listing courtesy of Listing Agent: Theresa M Powers (farmsrusny@gmail.com) from Listing Office: Keller Williams Realty.
The search for your DREAM HOME ends when you visit this property, since it will check all your boxes ! LOCATION which is perfect for commuters, just a few feet away from ...
- 3 Beds
- 3 Baths
- 1038759 MLS
Listing courtesy of Listing Agent: Patricia A Brady (warwickbroker@optimum.net) from Listing Office: Keller Williams Realty.
Historic Colonial Era Home in the Heart of Sugar Loaf, NY. Located just 60 minutes from NYC. Zoned Residential/Commercial. Step into history with this one-of-a-kind 1,750...
- 3 Beds
- 2 Baths
- 1036770 MLS
Listing courtesy of Listing Agent: Derek J. Greene (office@thegreenerealtygroup.com) from Listing Office: Greene Realty Group.
20 Mountainside Drive, Chester, NY offers a spacious Colonial-style single-family home on approximately 1.6 acres with 4 bedrooms, 2 full baths, 2 half baths, 10 total ro...
- 4 Beds
- 4 Baths
- 1037562 MLS
Listing courtesy of Listing Agent: Randolph Rogers (randolph.rogers@exprealty.com) from Listing Office: eXp Realty.
This well-maintained 4-bedroom, 2.5-bath home on 3 private acres is anchored by an expansive 3-tier Trex deck system and an on ground pool with 8-foot deep end, complemen...
- 4 Beds
- 3 Baths
- 1034771 MLS
Listing courtesy of Listing Agent: Jacob Fried (friedj7611@gmail.com) from Listing Office: Keller Williams Realty.
Step into the timeless charm of this historic 1800s farmhouse, where character and history come together in a warm, inviting setting. Original details, classic craftsmans...
- 2 Beds
- 1 Baths
- 1030923 MLS
Listing courtesy of Listing Agent: Stephen Ramundo (stephenjramundo@kw.com) from Listing Office: Keller Williams Valley Realty.
Imagine coming home to your own private retreat, nestled on over 2 beautiful acres in the heart of the Hudson Valley. This stunning home offers the perfect blend of comfo...
- 3 Beds
- 2 Baths
- 1035387 MLS
Listing courtesy of Listing Agent: Nathalie M Sessoms (Nathalie.Sessoms@randrealty.com) from Listing Office: Howard Hanna Rand Realty.
Welcome to this impeccably maintained raised ranch in the highly sought-after Surrey Meadows Community. Upon entering the foyer, you'll find a practical area beneath the ...
- 3 Beds
- 2 Baths
- 1030740 MLS
Listing courtesy of Listing Agent: Michele Kayser (michelekayser@kw.com) from Listing Office: Keller Williams Realty.
Welcome to 70 Main Street, a village gem situated right in the heart of historic Chester! This versatile 4-bedroom, 2.5-bathroom home combines classic architectural chara...
- 3 Beds
- 3 Baths
- 1034449 MLS
Listing courtesy of Listing Agent: Pedro Garcia (pgreal@curasirealty.com) from Listing Office: Curasi Realty, Inc..
Welcome to Whispering Hills! Discover easy living, comfort and privacy while living within a neighborhood community. Perfect for first time home buyers or if you're dow...
- 3 Beds
- 3 Baths
- 1027103 MLS
Listing courtesy of Listing Agent: Ann Marie Silvani (annmarie.silvani@randrealty.com) from Listing Office: Howard Hanna Rand Realty.
Welcome to 66 Whitetail Run – Chester, NY. Tucked back from the road on an ample, tree-lined lot, this charming contemporary colonial offers the perfect blend of privacy...
- 3 Beds
- 2 Baths
- 1033721 MLS
Listing courtesy of Listing Agent: Soleil Jackman (soleil@jackmantetro.com) from Listing Office: Howard Hanna Rand Realty.
Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand new ready to move in colonial-style residence invites you in with 10 brigh...
- 5 Beds
- 3 Baths
- 1031147 MLS
Listing courtesy of Listing Agent: Moshe Kaufman (sales@mkrealtyusa.com) from Listing Office: MK Realty Inc.
A Diamond in the Rough! Calling all handymen to bring this Village Charmer back to its' original glory. This home has a large Living Room with a cozy alcove, spacious...
- 4 Beds
- 1 Baths
- 1031155 MLS
Listing courtesy of Listing Agent: Eveline R White (erwhite2351@gmail.com) from Listing Office: Hudson Valley Griffith.
Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand new ready to move in colonial-style residence invites you in with 10 brigh...
- 5 Beds
- 3 Baths
- 1031045 MLS
Listing courtesy of Listing Agent: Moshe Kaufman (sales@mkrealtyusa.com) from Listing Office: MK Realty Inc.
Move in ready townhome with a NYC bus stop within the community!! Whispering Hills in Chester is perfectly positioned for commuters being 2 miles to Route 17. Enjoy a ...
- 2 Beds
- 2 Baths
- 1027838 MLS
Listing courtesy of Listing Agent: Karen R Taphorn (karen.taphorn@randrealty.com) from Listing Office: Howard Hanna Rand Realty.
This charming updated 4-bedroom beauty in the Warwick School district offers a private and quiet setting featuring an above ground pool surrounded by a freshly painted de...
- 4 Beds
- 3 Baths
- 1028872 MLS
Listing courtesy of Listing Agent: Sheyla L. Falesto (sheyla.falesto@randrealty.com) from Listing Office: Howard Hanna Rand Realty.
Welcome to this beautifully charming Center Hall Colonial, privately set back from the road on a picturesque property with a tranquil man-made pond, fountain, and invitin...
- 4 Beds
- 3 Baths
- 1012284 MLS
Listing courtesy of Listing Agent: Regina Carmel (regina.carmel@randrealty.com) from Listing Office: Howard Hanna Rand Realty.
Rare opportunity. Come in and see this multi-family property in Chester, NY, and very close to main highways. This features 2 separate structures with their own utilities...
- 6 Beds
- 2 Baths
- 992189 MLS
Listing courtesy of Listing Agent: Moses Schreiber (Moses@exitrv.com) from Listing Office: MS Realty Group USA, Inc.
Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand new ready to move in colonial-style residence invites you in with 10 brigh...
- 5 Beds
- 3 Baths
- 1025992 MLS
Listing courtesy of Listing Agent: Moshe Kaufman (sales@mkrealtyusa.com) from Listing Office: MK Realty Inc.
Discover the timeless charm and endless potential of this classic Colonial farmhouse, ideally situated on just under one level acre in the heart of Chester, NY. Offering ...
- 4 Beds
- 2 Baths
- 1024779 MLS
Listing courtesy of Listing Agent: Chativa Bowen (chativabowen@kw.com) from Listing Office: Keller Williams Realty.
This Chester raised ranch checks every box: bright, spacious living areas, a stainless steel kitchen, and a finished basement ready for a home office, gym, or guest space...
- 3 Beds
- 3 Baths
- 1018371 MLS
Listing courtesy of Listing Agent: Daniella Restrepo (daniella.restrepo@cbrealty.com) from Listing Office: Coldwell Banker Realty.
Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand new colonial-style residence invites you in with 12 bright and airy rooms,...
- 5 Beds
- 3 Baths
- 1020076 MLS
Listing courtesy of Listing Agent: Moshe Kaufman (sales@mkrealtyusa.com) from Listing Office: MK Realty Inc.
Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand new ready to move in colonial-style residence invites you in with 10 brigh...
- 5 Beds
- 3 Baths
- 1020128 MLS
Listing courtesy of Listing Agent: Dovid Hoffman (dh@mkrealtyusa.com) from Listing Office: MK Realty Inc.
Welcome to your own private retreat, where timeless design, exceptional outdoor living, and over three acres of peaceful surroundings come together to create an unforgett...
- 4 Beds
- 4 Baths
- 1020165 MLS
Listing courtesy of Listing Agent: David Deberardinis (david.deberardinis2@gmail.com) from Listing Office: Serhant LLC.
Rare opportunity in Chester! This 4-bedroom, 3-bath raised ranch sits on a private 2.5-acre lot and features a true 6-car garage — an uncommon and highly desirable featur...
- 4 Beds
- 3 Baths
- 1013375 MLS
Listing courtesy of Listing Agent: Jeffrey Morrissey (jeffreymorrisseyrealtor@gmail.com) from Listing Office: Epique Realty.
Welcome to 19 Grand View Terrace in Chester, NY, an impressive Colonial offering approximately 4,697 square feet, five bedrooms, and four full bathrooms. Set on approxima...
- 5 Beds
- 4 Baths
- 1012919 MLS
Listing courtesy of Listing Agent: Randolph Rogers (randolph.rogers@exprealty.com) from Listing Office: eXp Realty.
This company operates in one of the Hudson Valley’s fastest-growing suburban markets. The Company generates ~$3.19M in revenue across design-build landscaping, hardscapin...
- 1012790 MLS
Listing courtesy of Listing Agent: Peter Berman (peteberman@kwcommercial.com) from Listing Office: Keller Williams Realty.
Welcome to an unparalleled expression of luxury living in the Town of Chester. Built in 2003, this custom-built Cape May/Colonial estate designed by award winning archite...
- 4 Beds
- 4 Baths
- 1010585 MLS
Listing courtesy of Listing Agent: Martha Randazzo (martha.randazzo@randrealty.com) from Listing Office: Howard Hanna Rand Realty.
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Copyright 2026 Garden State Multiple Listing Service, L.L.C. All rights reserved.
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The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the NJMLS. Real estate listings held by brokerage firms other than Ridge & Valley RE Corp. are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.
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