Courtesy: Keller Williams Hudson Valley
845-639-0300
Welcome to this luxurious 4 bedroom duplex condo, perfectly situated in a prime location. Featuring fabulous high-end finishes, a stunning designer kitchen, beautiful views, and immaculate landscaping, this home is unlike anything you’ll see on the market today. A true dream home you’ll fall in love with the moment you walk in. P.s. There are floor plans by the images. Please be aware that this is approximate, might not be this exact unit.
Courtesy: Howard Hanna Rand Realty
845-294-3100
Welcome to 94 Booth Road! Set on a beautiful, level 1.8-acre lot, this home offers a peaceful setting with plenty of space to enjoy both indoors and out. Head upstairs to the main living level, where beautiful hardwood floors flow throughout the living room and hallway. Andersen windows throughout the home add to the quality, while bringing in plenty of natural light. The well-appointed kitchen features stainless steel appliances and a functional layout that flows right into the dining area. Just off the dining room, french doors lead to the three-season sunroom, surrounded by windows and perfect for morning coffee, reading or simply relaxing. A propane fireplace adds warmth and makes this an especially cozy space as the cooler New York weather sets in. The main level also features the primary bedroom with an ensuite full bath, along with two additional bedrooms and a second full bathroom. Downstairs, you'll find a comfortable family room with a wood-burning fireplace, half bath, laundry area and access to the two-car garage. The utility room is equipped with a whole-house UV water filtration system and water softener for ultimate water quality. Outside is where this property becomes even more special. The property offers plenty of room to enjoy the outdoors, and with a little maintenance, a trail at the back of the property leads to a small pond. At the end of this quiet cul-de-sac, you'll also find trail access to Goosepond Mountain State Park, offering 1,558 acres of protected land to explore. For those looking for privacy, outdoor recreation, and a home surrounded by a beautiful natural setting, 94 Booth Road is a wonderful opportunity. Showings begin Wednesday, 9/23. Schedule your showing today!
Courtesy: Wansor Realty
845-986-4220
Welcome to 2107 Whispering Hills, a comfortable 2-bedroom, 1-bath condo offering 1,086 square feet of living space in a convenient Chester location. This home offers an easy, low-maintenance lifestyle with a practical layout and plenty of opportunity to make the space your own. Residents can enjoy community amenities including a swimming pool, providing a great place to relax and enjoy the warmer months without the maintenance of owning a private pool. The condo setting also offers the convenience of having exterior and community maintenance handled for you, allowing more time to simply enjoy your home and surroundings. Whether you're a first-time buyer, downsizing, looking for a weekend getaway, or seeking a low-maintenance home in the Hudson Valley, 2107 Whispering Hills is worth a look. Conveniently located near shopping, dining, parks, and transportation, this home offers a great combination of comfort, convenience, and community living.
Courtesy: Keller Williams Realty
845-928-8000
Welcome to stress-free Hudson Valley living in the desirable Whispering Hills community! This end unit, bright and airy 2-bedroom, 1-bathroom condo features soaring cathedral ceilings, a cozy fireplace, and an updated kitchen complete with sleek stainless steel appliances. Enjoy fantastic turn-key amenities right outside your door, including two community pools, a clubhouse, gym, tennis, basketball courts, handball, and playgrounds. Conveniently located near major highways and shopping for an effortless commute, you are also just minutes away from local vineyards, Legoland, scenic hiking trails, and everything the vibrant Hudson Valley has to offer.
Courtesy: KW Hudson Valley United
845-610-6065
PRICED TO SELL! Bright and spacious 3-bedroom, 2-bath end-unit townhouse in Whispering Hills, offered at an attractive price compared with other condos in the community. Enjoy a cozy fireplace, double patio sliders to a private patio and open yard, generous bedrooms, ample storage, and a private garage with direct entry. Whispering Hills offers resort-style amenities, including a pool, tennis, basketball, dog runs, and fitness center. Conveniently located near Route 17, the NYS Thruway, Route 84, shopping, restaurants, and major attractions. A wonderful opportunity for first-time buyers, downsizers, or investors. Don't miss this value!
Courtesy: ARC Realty 1 in Sales
845-783-5145
PRIVATE WOODED COLONIAL!! 4 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Eat In Kitchen with Granite Counter Tops, Stainless Steel Appliances & Pantry! Master Bedroom Suite with Walk In Closet! Living Room with Wood Burning Fireplace & Built-Ins! Large Formal Dining Room with French Doors! Crown Molding! Gleaming Hard Wood Floors! Recessive Lighting! Walk Up Attic & Full Basement for Endless Possibilities! Two Story Entry/Foyer! Deck with Beautiful Awning! Over Sized Driveway for Plenty of Parking! Perfect Commuter Location! Close to Major Highways, Buses & Shopping!
Courtesy: RE/MAX Town & Country
845-765-6128
Welcome to Chester, NY!! Come see this spacious home featuring 2 bedrooms and 2 full baths, with a bonus room. This home has plenty of possibilities and includes a finished basement and finished attic for all your storage needs. Large 2-car garage for all the gadgets. This home has a large open concept for entertaining family and friends. Additional energy saving feature of solar panels and an oversized deck with an above-ground pool for outdoor enjoyment for all. The home boasts charm and beautiful hardwood flooring throughout many areas of the home. This home is conveniently located near shopping, fine dining, and many leisure activities for all age groups. Easy commute to the city and major transportation hubs for commuters. Local highway and interstate access within minutes. This is a property you want to see; come see what Meadow Av has to offer. Welcome Home!!!
Courtesy: Greene Realty Group
888-278-5840
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 private acres in the Warwick Valley School District. Backing to woods for added privacy and a peaceful setting, this move-in-ready home combines generous living space, thoughtful updates and wonderful indoor-outdoor living. The heart of the home is the renovated kitchen, featuring quartz countertops, under-cabinet lighting and a built-in mini wine refrigerator. Wood flooring creates a warm, cohesive feel throughout the living spaces, while built-in speakers in the kitchen and living room are perfect for everyday enjoyment and entertaining. French doors further enhance the home’s inviting atmosphere and connection to the outdoors. The spacious primary suite includes a walk-in closet and beautifully renovated bath with a soaking tub and separate walk-in shower, creating a comfortable private retreat. Three additional bedrooms provide plenty of flexibility for guests or home-office space. A dedicated laundry room adds everyday convenience. Approximately 900 square feet of finished lower-level space expands the home’s possibilities even further. Complete with an added half bath and walk-out access to a stamped-concrete patio, this level is ideal for a recreation room, media space, home gym, playroom, office or additional entertaining area. Outside, enjoy 1.9 acres backing to woods, providing privacy and a beautiful natural backdrop. An aboveground pool and deck create the perfect setting for summer days and gatherings, while stamped-concrete walkways and patio areas extend the outdoor living space. An asphalt driveway leads to the attached two car garage. The home has also been extensively improved with many of the major updates already completed, including a new roof, vinyl siding, vinyl windows, garage doors and a new 200-amp electrical panel. A new ducted high-efficiency heat-pump system provides heating and central air conditioning for year-round comfort. Additional improvements include a Marathon non-metallic electric water heater and a whole-house water filtration and softening system with UV treatment. With its renovated interior, spacious layout, finished walk-out lower level, private wooded setting, pool and extensive major-system improvements, 101 Beverly Road offers the space and amenities to enjoy from day one—all within the Warwick Valley School District.
Courtesy: Howard Hanna Rand Realty
845-928-9691
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 and entertaining, with beautiful hardwood floors throughout the main level and a spacious kitchen featuring stainless steel appliances. Enjoy year-round comfort with central air and take advantage of the large deck overlooking a flat, fully fenced backyard, providing the perfect space for outdoor entertaining, relaxing and play. With Monroe-Woodbury Schools, low taxes, and an excellent commuter location, this home offers the ideal combination of comfort, convenience, and value. Don’t miss the opportunity to make this wonderful home your own!
Courtesy: Weichert Realtors
845-782-4646
Discover the charm of 18 Schueler Road, an inviting 2-bedroom, 1-bath home in the Monroe-Woodbury School District. Tucked along a private road with a road maintenance agreement in place, this cozy home offers a peaceful Hudson Valley setting. Step inside to a comfortable living space and an adorable, colorful kitchen that brings warmth, personality and character to the home. Two bedrooms and a full bath complete the easy-to-manage layout. The recently re-stained exterior adds to the home’s fresh, well-cared-for appeal. Conveniently located near shopping, dining, recreation and major commuter routes, 18 Schueler Road is a charming opportunity for first-time buyers, those looking to simplify, or anyone searching for a home with personality and room to make it their own.
Courtesy: Keller Williams Realty
845-928-8000
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 off Gibson Hill Road is your golden ticket into one of Orange County’s most desirable school districts at a rare and unbeatable entry-level price! Whether you are a savvy investor looking for your next high-margin flip, a contractor seeking a prime project, or a first-time homebuyer eager to earn serious sweat equity, the upside potential here is off the charts! Nestled in a peaceful setting with a shared private access setup off well-maintained Speranza Ct, you get the perfect balance of serene rural living with easy access to regional commuter routes, local dining, shopping, and wineries. Set on an acre of private, flat land, this 3 bedroom bi-level is a handyman special. Bring your contractor, bring your measuring tape, and bring your inspiration—roll up your sleeves and transform this structure into a showstopping countryside retreat! Property is being sold AS-IS. Bring your offers and turn your homeownership vision into reality today! No gov't loans due to condition.
Courtesy: Prominent Properties Sotheby's
201-768-9300
Welcome to 69 Cedar Pond Lane. Perched to capture panoramic mountain views, this expansive Chester estate offers an extraordinary combination of multi generational living, proven Airbnb and rental income potential, and top tier infrastructural upgrades across three fully finished levels. The first floor and its bright living & seamless entertaining sun drenched interiors greet you with soaring skylights and massive picture windows framing panoramic mountain views. The open living and dining layout centers on a wood-burning fireplace, flowing into a chef’s kitchen featuring new countertops, custom tile backsplash, breakfast bar, dining nook, built in wine rack, new refrigerator, dedicated beverage fridge and so much more. This floor features two bedrooms and 2.5 bathrooms, with direct walkout access to an expansive outdoor patio outfitted with an outdoor bar, fireplace, and lounge seating. On the second floor you're greeted to a luxury primary suite & a private in law apartment. The upper level hosts three bedrooms, highlighted by a primary suite with mountain vistas, a walk in closet, and a spa bath with dual vanities, a deep soaking tub, stand up shower, and private water closet. This floor also features a dedicated second kitchen, living room, and private patio access. Thoughtfully updated with new countertops, a built in electric fireplace, and an integrated media center, this wing easily functions as an independent, fully equipped apartment. Downstairs is a guest suite & hidden speakeasy. Designed for recreation and flexible guest accommodations, the walkout lower level features a large open playroom created by opening the main space, complemented by a kitchenette, new carpeting, and updated tile. This level includes an Airbnb ready bedroom, finished laundry room, a newly added half bath, and an additional versatile flex room ideal for a home gym, private office, extra bedroom, or mudroom. Concealed discreetly behind a custom bookshelf lies a finished secret room with an adjacent full bathroom, perfect for a private lounge, speakeasy, or creative studio. Unwind in the private hot tub positioned to the right of the home, gather around the backyard fire pit, or enjoy the upper driveway area landscaped with a dedicated children's playset and seating area. The backyard has already been scoped for a custom in ground pool, with renderings available by seller. Additionally, the lower lot can be subdivided and built on, with electrical infrastructure already set up. The property includes a high efficiency HVAC system, commercial grade well pump, and dual water heaters installed in 2025. The roof was replaced around 2022. Ceiling fans and skylights are installed throughout, and all interior wallpaper is high quality peel and stick for effortless design customization. Whether you are looking for a spacious family home, a turn key rental retreat, or a property with room to build and expand, 69 Cedar Pond Lane has it all. Schedule your private tour today and see everything this one of a kind home has to offer.
Courtesy: Century 21 Full Service Realty
845-782-2221
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. Step inside to a freshly painted interior featuring an updated kitchen and bathrooms. The inviting living room features a fireplace and sliders leading to a private patio, perfect for relaxing and enjoying the outdoors. Additional updates include a newer furnace, central air conditioning and water heater! Enjoy country club-style living with fantastic community amenities including clubhouses, swimming pools, tennis courts, basketball courts, playgrounds, walking areas and a dog run. An excellent commuter location with NYC bus service right in the complex, plus convenient access to major highways, shopping, restaurants and everyday necessities. Comfort, convenience and community amenities all in one—this is one you won’t want to miss!
Courtesy: ARC Realty 1 in Sales
845-783-5145
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! Master Bedroom Suite with Walk In Closet! Central Air! Country Club Living! Clubhouses! Pools! Tennis! Basketball! Tot Lot! Dog Walk! Perfect Commuter Location! Close to Major Highways, Buses & Shopping! Walk to NYC Bus!
Courtesy: MS Realty Group USA, Inc
845-367-7470
Imagine coming home to a beautifully maintained and upgraded property designed for comfort, entertaining, and enjoying the outdoors. This home features a high-ceiling foyer flooded with natural sunlight, a granite kitchen with a tiled backsplash, a gas fireplace, extra living and dining room space, 9-foot ceilings, hardwood flooring, and central AC throughout. Step outside to an oversized double deck offering a breathtaking view from the 1.4-acre property, complete with an above-ground pool and cozy hot tub. Recent updates include new flooring in 3 bedrooms. A two-car garage and driveway provide ample parking. The home CURRENTLY OPERATING AS AN AIRBNB with approximately $70,000 in annual revenue after Airbnb fees. The sale includes all furniture, appliances, kitchen housewares, and all TVs, offering a truly move-in-ready opportunity with the option to seamlessly continue the existing rental use. Conveniently located near Lowe’s, ShopRite, The Castle Fun Center, and major highways, and very close to Legoland. Don’t miss this unique opportunity!
Courtesy: Howard Hanna Rand Realty
845-294-3100
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 offers gorgeous marble countertops, an abundance of cabinetry, a sink positioned beneath the windows, and stainless-steel appliances. From the living room, double sliding doors open onto the expansive wraparound porch, creating an effortless connection to the serene backyard perfect for relaxing, entertaining, or enjoying the surrounding nature. The spacious primary suite features a huge closet and a private master bath. Two additional bedrooms offer generous closet space, providing plenty of room for family, guests, or a home office. Step outside and cross the charming bridge over the stream to access the enlarged backyard, offering even more space to enjoy the outdoors. A spacious 24' x 28' detached garage with a 10' x 10' garage door provides ample room for large vehicles, ATVs, a workshop, equipment, and storage. Conveniently located just minutes from Route 17, shopping, restaurants, and everyday amenities, this property offers the perfect blend of country tranquility and convenient access to town.
Courtesy: Howard Hanna Rand Realty
845-562-0050
Welcome to Whispering Hills! This inviting end-unit home overlooks picturesque woodlands, offering a peaceful and private setting while providing a comfortable blend of everyday living and convenience. Enjoy easy access to major commuter routes and highways, making this an ideal choice for those seeking the comfort and tranquility of home without sacrificing accessibility. Come home to a welcoming community and enjoy all that this convenient location has to offer.
Courtesy: Sahagian Realty LLC
914-777-3700
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 kitchen and bathroom, and an elegant hanging chandelier. Have your morning coffee or evening dinner on your lovely private patio and in the winter enjoy your cozy fireplace. The amenities will give you that vacation resort feel including, tennis and basketball courts, pools, a playground, and a clubhouse with a gym. This Whispering Hills home in this wonderful community and scenic views will surely bring you much pleasure and enjoyment for years to come.
Courtesy: HomeSmart Homes & Estates
845-547-0005
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, wooded setting. From the inviting covered front porch, step inside to spacious, light-filled rooms that blend comfort and elegance. Rich hardwood floors, soaring ceilings, abundant windows, and a beautiful stone fireplace create a warm and welcoming atmosphere. The heart of the home is the expansive open kitchen, featuring modern appliances, generous cabinetry, and plenty of counter space, making it ideal for everyday living and entertaining. The kitchen flows seamlessly into the dining and living areas, offering both open gathering spaces and cozy nooks. Five generously sized bedrooms provide flexibility and room for everyone. Enjoy the outdoors from the extensive decks overlooking the mature, wooded surroundings, complete with a charming koi pond that adds to the property's peaceful, natural setting. Whether enjoying morning coffee, entertaining guests, or simply unwinding, this outdoor space offers a tranquil retreat. Adding exceptional versatility, a separate approximately 800-square-foot building offers endless possibilities as an art studio, workshop, private office, creative space, or whatever best suits your needs. With its combination of generous living space, distinctive character, privacy, and flex outbuilding space, this property offers a truly special place to call home.
Courtesy: Redfin Real Estate
914-618-5318
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 inviting exterior features a welcoming entry, attached 2-car garage, and attractive curb appeal. Inside, the open-concept layout is enhanced by soaring high ceilings, hardwood floors throughout, and a tiled foyer. The spacious kitchen features custom cabinetry, granite countertops, and a custom wine rack with wine fridge, creating a stylish and functional space for everyday living and entertaining. The main level includes a bedroom and full bath for added flexibility, while the spacious primary bedroom offers a private ensuite full bath. The lower level provides additional finished living space with plenty of flexibility for a recreation room, home office, gym, media area, or other needs. Additional interior features include surround sound and smart thermostats. The attached 2-car garage includes an EV charger, while the property also features solar panels leased through Sunrun and a backup generator. Additional highlights include spray foam insulation, central air, on-demand hot water, and forced-air propane heating. Located in a desirable Chester setting, this home offers convenient access to shopping, dining, parks, major roadways, and commuter routes, providing a comfortable setting with everyday convenience.
Courtesy: Keller Williams Realty
845-928-8000
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 Loaf. This inviting home offers a comfortable layout with plenty of space for everyday living and gathering. Outside, enjoy a flat, level yard that provides space for relaxing, entertaining, gardening, or outdoor activities. Conveniently located near shopping, restaurants, and all that the Hudson Valley has to offer, and located in the Warwick School District. A wonderful opportunity to make this colonial your new home!
Courtesy: Keller Williams Realty
845-928-8000
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 both a designated living room and dining room, this home offers an easy-flowing layout, making you feel right at home the moment you walk through the door. Off the kitchen you will find a bonus room that can be transformed into a gym, playroom for the kids, entertainment room for guests or whatever your needs may be. Upstairs, you’ll find four generously sized bedrooms, including a primary suite with its own full bathroom. Last but certainly not least, is the tranquility and calmness this property has to offer. As you venture outside, you will find yourself tucked away on a quiet road with an inviting backyard that has access to Cromline Creek! This offers the perfect setting for those early morning coffees or long days of entertainment . Add easy highway access, an easy commute to NYC, and proximity to shopping destinations like Woodbury Commons, and you've found a location that truly checks all the boxes. Schedule your showing today and make this beautiful home yours before the new school year begins!
Courtesy: Keller Williams Valley Realty
201-391-2500
Welcome to 34 Boville Court, a stunning, fully updated farmhouse colonial tucked away on a peaceful cul-de-sac and set on just shy of two acres. Thoughtfully designed with timeless style and modern functionality, this completely move-in-ready home offers an exceptional blend of space, comfort, and sophistication. Step inside to beautiful hardwood floors and a bright, inviting layout made for both everyday living and effortless entertaining. The beautifully updated kitchen is complemented by a butler’s pantry, offering additional storage and prep space while making hosting a breeze. Spacious living and gathering areas flow seamlessly throughout the home, creating the perfect setting for everything from intimate nights in to large celebrations. Upstairs, retreat to the impressive primary suite, along with generously sized additional bedrooms featuring beautiful cathedral ceilings that add character and an airy, elevated feel. The fully finished walk-out basement provides an entire additional level of versatile living and entertaining space, with direct access to the expansive property beyond. Set on nearly two private acres, there is plenty of room to relax, entertain, play, and enjoy the outdoors. Situated on a cul-de-sac, with gorgeous updates, a spacious floor plan, and picture-perfect farmhouse appeal, 34 Boville court is truly turnkey and ready to welcome its next owners home.
Courtesy: Keller Williams Realty
845-928-8000
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 maintenance and stylish updates create easy living spaces that are great for daily relaxation as well as entertainment. The full-length deck, large seating area around the fire pit and expansive yard provide outdoor areas to relax, play or entertain. The cul-de-sac setting allows for low traffic while remaining close to shopping, public transportation, restaurants and shops. This is a must see for the discriminating buyer.
Courtesy: Howard Hanna Rand Realty
845-928-9691
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 finished living space, offering room for everyone and every lifestyle. Set on approximately 2 acres and conveniently located near schools, shopping, and transportation, this home delivers the perfect combination of space, flexibility, privacy, and convenience! Step inside to a bright, open-concept main level with soaring vaulted ceilings, a welcoming living room with fireplace, and a dining area featuring custom lighting. The beautifully appointed kitchen offers granite countertops, breakfast island, stainless steel appliances, and direct access to the spacious back deck—perfect for effortless indoor/outdoor entertaining. Three bedrooms are located on the main level, including a spacious primary suite with vaulted ceiling, wall-to-ceiling closets, hardwood floors, and abundant natural light. Two additional bedrooms and convenient main-level laundry complete the first floor. The fully finished lower level is a true bonus, offering endless possibilities with LVP flooring, custom built-in shelving, walk-out access, entertainment space, family room/den, and a bonus room currently used as an office that could easily serve as a guest room or additional sleeping space. A full bath with custom vanity and tiled shower makes this level ideal for guests, extended living, hobbies, or working from home. Outside, enjoy a sprawling yard, mature landscaping, circular driveway, and plenty of room to play, relax, and entertain. The spacious back deck and hot tub create the perfect private retreat. Space, style, flexibility, and location—all in one exceptional property. This is the one you’ve been waiting for!
Chester is located in New York. Chester, New York has a population of 12,477. Chester is more family-centric than the surrounding county with 37.24% of the households containing married families with children. The county average for households married with children is 36.93%.
The median household income in Chester, New York is $120,288. The median household income for the surrounding county is $85,640 compared to the national median of $69,021. The median age of people living in Chester is 39.1 years.
The average high temperature in July is 83.4 degrees, with an average low temperature in January of 16.3 degrees. The average rainfall is approximately 47.1 inches per year, with 39.1 inches of snow per year.
