48

Homes for Sale in 10918

Section Image Section Image
  • 7 Park Place, Chester, NY 10918
    7 Park Place, Chester, NY 10918
    7 Park Place, Chester, NY 10918
    /48

    $730,000

    • 4 Beds
    • 3.5 Baths
    • 2,780 Sq Ft

    7 Park Place, Chester, NY 10918

    Welcome to your private, wooded oasis! This charming home perfectly blends convenience with comfort, featuring an ideal layout for multi-generational living or guests with two bedrooms and a full bathroom on the main floor. A cozy wood insert is the heart of the main living space, creating both warmth and a wonderful ambiance on chilly evenings. Beyond the existing bedrooms, there is additional

    Agent Photo

    Luanne McGann

    Century 21 Full Service Realty

    (845) 447-0221

    7 Park Place, Chester, NY 10918
  • 32 Fox Hollow Dr, Blooming Grove, NY 10918
    32 Fox Hollow Dr, Blooming Grove, NY 10918
    32 Fox Hollow Dr, Blooming Grove, NY 10918
    /16

    $900,000

    • 5 Beds
    • 3.5 Baths
    • 3,500 Sq Ft

    32 Fox Hollow Dr, Blooming Grove, NY 10918

    SINGLE LEVEL LIFESTYLE! Discover this Modern Farmhouse Style RANCH on almost 6 acres. Boasting over 3,500 finished sq. ft., this thoughtfully designed home offers 5 spacious bedrooms, one of them set up as a completely private guest quarters located above the oversized 2-car garage, perfect for hosting overnight guests. From the moment you arrive, the eye-catching details and inviting 32 ft long

    Agent Photo

    Julissa Amaro

    Keller Williams Hudson Valley

    (845) 581-2763

    32 Fox Hollow Dr, Blooming Grove, NY 10918
  • 5 Gabriels Dr, Chester, NY 10918
    5 Gabriels Dr, Chester, NY 10918
    5 Gabriels Dr, Chester, NY 10918
    /49

    $899,000

    • 4 Beds
    • 2.5 Baths
    • 2,722 Sq Ft

    5 Gabriels Dr, Chester, NY 10918

    Exquisite 4 bedroom 3 bath colonial , timeless grandeur meets modern luxury nestled gracefully on a private cul de sac. Amidst meticulously manicured grounds, this colonial style home offers an unparalleled blend of classic elegance and contemporary comfort, from the moment you approach the stately wrought iron fenced property and are greeted by a wrap around porch, you are welcomed by a grand

    Claudia Lepore Keller Williams Realty

    5 Gabriels Dr, Chester, NY 10918
  • 34 Mountainside Dr, Chester, NY 10918
    34 Mountainside Dr, Chester, NY 10918
    34 Mountainside Dr, Chester, NY 10918
    /8

    $699,990

    • 4 Beds
    • 3 Baths
    • 1,867 Sq Ft

    34 Mountainside Dr, Chester, NY 10918

    ONE LEVEL LIVING/ EASY COMMUTE- with additional space upstairs and down! ... Don't miss this beautiful TURN-KEY Arts & Crafts-style FARMHOUSE TO BE BUILT! ..... COME AND FULLY CUSTOMIZE this 4-bdrm, 3 bath, 2,106+/- sq. ft home (including bonus room)! LARGE MAIN FLOOR PRIMARY BEDROOM with ENSUITE BATH & WALK-IN CLOSET plus A SECOND MAIN FLOOR BEDROOM (NURSERY, OFFICE, CRAFT ROOM ETC.). FANTASTIC

    Karen Gauvin Our House Real Estate Group

    34 Mountainside Dr, Chester, NY 10918
  • 2 Garnett Hill Rd, Chester, NY 10918
    2 Garnett Hill Rd, Chester, NY 10918
    2 Garnett Hill Rd, Chester, NY 10918
    /27

    $999,999

    • 5 Beds
    • 2.5 Baths
    • 4,772 Sq Ft

    2 Garnett Hill Rd, Chester, NY 10918

    A Private Suburban Retreat on Prestigious Garnet Hill. This Center Hall Colonial offers an exceptional residence- refined suburban living with the space, privacy, and sophistication sought by discerning buyers—just about an hour from Manhattan. Positioned on a beautifully landscaped 3+ acre property, the home features approximately over 4,700 square feet of elegant living space, offering 5

    Rachel Baruchov Platinum Realty Associates

    2 Garnett Hill Rd, Chester, NY 10918
  • 1414 Kings Hwy, Chester, NY 10918
    1414 Kings Hwy, Chester, NY 10918
    1414 Kings Hwy, Chester, NY 10918
    /7

    $879,900

    • 4 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    1414 Kings Hwy, Chester, NY 10918

    Beautiful custom new homes to be built in Golden Meadows Estates, offering the rare combination of municipal water and sewer, thoughtfully designed floor plans, and stunning lots in a highly desirable location in the Warwick school district. Homes will start at $780,000, with multiple design options available to suit a variety of lifestyles. Lots 1 and 2 will feature custom Bilonial designs with

    Carla Terranova Keller Williams Realty

    1414 Kings Hwy, Chester, NY 10918
  • 21 Bull Mine Rd, Chester, NY 10918
    21 Bull Mine Rd, Chester, NY 10918
    21 Bull Mine Rd, Chester, NY 10918
    /48

    $925,000

    • 5 Beds
    • 3.5 Baths
    • 3,680 Sq Ft

    21 Bull Mine Rd, Chester, NY 10918

    Welcome to this distinguished colonial residence offering five bedrooms and three and a half baths, gracefully positioned on 2.3 acres of private, scenic grounds. Set back from the road, the home is surrounded by expansive green lawns, providing an unparalleled sense of privacy and sophistication. The inviting front porch presents an ideal space to enjoy your morning coffee while taking in the

    Donna Gennaro Howard Hanna Rand Realty

    21 Bull Mine Rd, Chester, NY 10918
  • 53 Odyssey Dr, Chester, NY 10918
    53 Odyssey Dr, Chester, NY 10918
    53 Odyssey Dr, Chester, NY 10918
    /48

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 4,467 Sq Ft

    53 Odyssey Dr, Chester, NY 10918

    Welcome to an extraordinary 4,400+ square foot residence in the coveted Warwick School district, where luxury and lifestyle converge to create the ultimate entertainer’s dream. This meticulously maintained and thoughtfully updated home offers breathtaking panoramic views, inviting you to unwind in the serene front atrium or the sun-drenched sunroom at the rear. Step inside to discover a

    Hilary Ryan Goldman Howard Hanna Rand Realty

    53 Odyssey Dr, Chester, NY 10918
  • 487 Black Meadow Rd, Chester, NY 10918
    487 Black Meadow Rd, Chester, NY 10918
    487 Black Meadow Rd, Chester, NY 10918
    /35

    $725,000 Open Sat 12PM - 3PM

    • 6 Beds
    • 3.5 Baths
    • 4,204 Sq Ft

    487 Black Meadow Rd, Chester, NY 10918

    A Landmark Farmhouse with a Story to Tell.Standing proudly since 1872, this historic Colonial farmhouse is one of the very first homes built on Black Meadow Road and remains a meaningful piece of Chester’s agricultural past. Once surrounded by hundreds of acres of open farmland and dairy cows, the home still carries the soul of a working farm while offering the comforts of modern living. With

    Dominic Santagato Joseph Baratta Company Realty

    487 Black Meadow Rd, Chester, NY 10918
  • 5 Bens Way, Chester, NY 10918
    5 Bens Way, Chester, NY 10918
    5 Bens Way, Chester, NY 10918
    /26

    $744,999

    • 4 Beds
    • 2.5 Baths
    • 2,544 Sq Ft

    5 Bens Way, Chester, NY 10918

    Welcome to 5 Bens Way, a beautifully positioned residence tucked away on a quiet cul-de-sac in the highly sought-after Town of Chester, New York. This property offers an exceptional blend of privacy, space, and convenience, making it an outstanding opportunity for buyers seeking a well-rounded Hudson Valley lifestyle with easy access to modern amenities, commuter routes, and recreational

    Anthony Rivas Keller Williams Hudson Valley

    5 Bens Way, Chester, NY 10918
  • 360 Prospect Rd, Chester, NY 10918
    360 Prospect Rd, Chester, NY 10918
    360 Prospect Rd, Chester, NY 10918
    /50

    $699,000

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft

    360 Prospect Rd, Chester, NY 10918

    B"H Grab this opportunity!!! Cozy Home in great condition sitting on a 3.2 ACER Property!!! Enjoy the above ground pool !!!Wonderful neighborhood and calm area. Open living room with wood burning fireplace, The kitchen offers a breakfast bar, Center island, Stainless steel appliances, Multiple counter space and cabinets. Finished lower level with a Den/office, Family room and full bathroom.

    Joseph Mendlowitz eRealty Advisors, Inc

    360 Prospect Rd, Chester, NY 10918
  • 34 Booth Rd, Chester, NY 10918
    34 Booth Rd, Chester, NY 10918
    34 Booth Rd, Chester, NY 10918
    /42

    $699,000

    • 4 Beds
    • 2.5 Baths
    • 2,506 Sq Ft

    34 Booth Rd, Chester, NY 10918

    Updated 4BR Colonial in Chester – Monroe-Woodbury Schools! Welcome home to this beautifully maintained 4-bedroom, 3-bath Colonial offering timeless style, functional space, and significant updates in the highly sought-after Monroe-Woodbury Central School District! A grand two-story entry foyer with a dramatic cathedral ceiling makes an impressive first impression, filling the home with natural

    Kristie Jacques Century 21 Full Service Realty

    34 Booth Rd, Chester, NY 10918
  • 558 Pine Hill Rd, Chester, NY 10918
    558 Pine Hill Rd, Chester, NY 10918
    558 Pine Hill Rd, Chester, NY 10918
    /50

    $820,000 Open Sun 12:30PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 3,120 Sq Ft

    558 Pine Hill Rd, Chester, NY 10918

    Beautifully spacious Colonial set on 1.8 private acres on Pine Hill Road, offering 3,120 square feet of rustic, updated charm behind a gated entry and surrounded by magnificent grounds. The main level welcomes you with a spacious eat-in kitchen that flows seamlessly into the dining area, creating an ideal setting for everyday living and effortless entertaining. The massively large living room

    Charnie Guttmann eRealty Advisors, Inc

    558 Pine Hill Rd, Chester, NY 10918
  • 108 Pine Hill Rd, Chester, NY 10918
    108 Pine Hill Rd, Chester, NY 10918
    108 Pine Hill Rd, Chester, NY 10918
    /37

    $429,000

    • 4 Beds
    • 1.5 Baths
    • 1,780 Sq Ft

    108 Pine Hill Rd, Chester, NY 10918

    Welcome to your dream home at 108 Pine Hill Rd, Chester, NY, where comfort meets elegance in a spacious single-family abode. This charming home offers a thoughtfully designed layout, featuring a welcoming kitchen with direct outdoor access, perfect for morning coffees or entertaining. The first floor also hosts a cozy living room and a bright family room, both filled with natural light. Upstairs,

    Avi Samet Avion

    108 Pine Hill Rd, Chester, NY 10918
  • 0 Oxford Rd Unit KEY945194, Blooming Grove, NY 10918
    0 Oxford Rd Unit KEY945194, Blooming Grove, NY 10918
    /2

    $199,000

    • Land
    • 2.6 Acres
    • $76,538 per Acre

    0 Oxford Rd Unit KEY945194, Blooming Grove, NY 10918

    2.6 Acre Vacant land, Nice piece of land

    Chaim Spitzer Blooming Realty

    0 Oxford Rd Unit KEY945194, Blooming Grove, NY 10918
  • 70 Main St, Chester, NY 10918
    70 Main St, Chester, NY 10918
    70 Main St, Chester, NY 10918
    /23

    $475,000

    • 4 Beds
    • 2.5 Baths
    • 1,357 Sq Ft

    70 Main St, Chester, NY 10918

    Discover the perfect blend of versatility and charm with this exceptional property. The main house offers three levels of comfortable living, including four bedrooms, three baths, and a spacious kitchen ideal for gathering and entertaining. The thoughtfully renovated barn extends your options with beautifully finished space that carries rustic character alongside modern updates. Whether you

    Kassandra Mott Keller Williams Hudson Valley

    70 Main St, Chester, NY 10918
  • 32 Mountainside Dr, Chester, NY 10918
    32 Mountainside Dr, Chester, NY 10918
    32 Mountainside Dr, Chester, NY 10918
    /5

    $259,000

    • Land
    • 20.18 Acres
    • $12,834 per Acre

    32 Mountainside Dr, Chester, NY 10918

    A RARE OPPORTUNITY to build your CUSTOM DREAM HOME on over 20 private acres in the sought-after Cooper's Ridge sub-division! This can truly be a mini-estate with near full privacy plus MOUNTAIN VIEWS!! FULLY ENGINEERED with NATURAL GAS, curb cuts! .... Site map in photos. This is one of only two remaining lots. Some wet-lands on the property. Drive way is not shared - it will be side-by-side with

    Karen Gauvin Our House Real Estate Group

    32 Mountainside Dr, Chester, NY 10918
  • 2113 Whispering Hills Unit 178, Chester, NY 10918
    2113 Whispering Hills Unit 178, Chester, NY 10918
    2113 Whispering Hills Unit 178, Chester, NY 10918
    /24

    $275,000

    • 2 Beds
    • 1 Bath
    • 1,084 Sq Ft

    2113 Whispering Hills Unit 178, Chester, NY 10918

    Welcome Home! 2 Bedrooms 1 Bathroom move in ready end unit. Recently renovated including a new kitchen with granite counter tops and stainless steel appliances, new bathroom, new windows, new laminate flooring, new water heater, new light fixtures and recessed lighting. Nothing to do but move in! Close to supermarket, post office, restaurants, urgent care, highway. Perfect commuter location.

    Valerie Quinn Keller Williams Realty

    2113 Whispering Hills Unit 178, Chester, NY 10918
  • 31 Hudson St, Chester, NY 10918
    31 Hudson St, Chester, NY 10918
    31 Hudson St, Chester, NY 10918
    /25

    $449,900

    • 2 Beds
    • 2 Baths
    • 1,998 Sq Ft

    31 Hudson St, Chester, NY 10918

    Set on nearly half an acre in the Village of Chester, this charming brick Cape Cod offers a rare combination of privacy and convenience, featuring a flexible four room layout and a fully finished lower level with full bath. Positioned well back from the road with a long private driveway and no homes directly across the street, the setting feels peaceful and tucked away while remaining minutes

    Geoffrey Green BHG Real Estate Green Team

    31 Hudson St, Chester, NY 10918
  • 33 Meadow Ave, Chester, NY 10918
    33 Meadow Ave, Chester, NY 10918
    33 Meadow Ave, Chester, NY 10918
    /23

    $400,000

    • 3 Beds
    • 1 Bath
    • 1,561 Sq Ft

    33 Meadow Ave, Chester, NY 10918

    One floor living at it best! Walk out your front door, sit on your rocking chair front porch with your morning coffee & enjoy the mountain views! This 3 bedroom 1 bath ranch offers hardwood flooring throughout main living area & newly update kitchen and bath. Kitchen with plenty of cabinet & counter space.Entertain or BBQ on your private private deck. Plenty of parking in your 1 car garage. Walk

    Ernie Acampora River Realty Services, Inc.

    33 Meadow Ave, Chester, NY 10918
  • 165 Round Hill Rd, Washingtonville, NY 10992
    165 Round Hill Rd, Washingtonville, NY 10992
    165 Round Hill Rd, Washingtonville, NY 10992
    /34

    $585,000

    • 4 Beds
    • 1.5 Baths
    • 2,191 Sq Ft

    165 Round Hill Rd, Washingtonville, NY 10992

    Welcome to 165 Round Hill Road, a beautiful traditional home set on a peaceful acre with mountain views that never get old. From the moment you arrive, you'll feel the care and history that's been poured into this home over the years. Inside, you'll find many original details that add character and warmth, including parquet flooring and stained glass windows flanking the front door. The family

    Victoria Wander Divine Realty NY, LLC

    165 Round Hill Rd, Washingtonville, NY 10992
  • 101 Oxford Rd, Chester, NY 10918
    101 Oxford Rd, Chester, NY 10918
    /2

    $639,000

    • 3 Beds
    • 1.5 Baths
    • 1,816 Sq Ft

    101 Oxford Rd, Chester, NY 10918

    This nice quiet house is a great place to call home. With almost 11 acres of land, there's a lot of space to enjoy activities and outdoor fun. The first floor of the house offers a nice layout with big living room, family room, kitchen, dining room, and a half bath. and a washer and dryer room . Bedrooms are nice and big making it very comfortable . The house will need some TLC and will need

    Nathan Landau Loop Realty Inc

    101 Oxford Rd, Chester, NY 10918
  • 8 Camelback Rd, Chester, NY 10918
    8 Camelback Rd, Chester, NY 10918
    8 Camelback Rd, Chester, NY 10918
    /11

    $349,999

    • Land
    • 4.9 Acres
    • $71,428 per Acre

    8 Camelback Rd, Chester, NY 10918

    Nestled at the end of a private cul-de-sac, this 5 acre homesite offers breathtaking mountain and valley views in the sought-after Bull Mill Road area of Monroe/Chester, NY. The property’s gentle slopes create the perfect opportunity for a walkout lower level, allowing you to capture spectacular sunsets. This shovel-ready, fully approved, and engineered building lot features Belgian block

    James Feldhaus eXp Realty

    8 Camelback Rd, Chester, NY 10918
  • 2 Imperial Park, Chester, NY 10918
    2 Imperial Park, Chester, NY 10918
    2 Imperial Park, Chester, NY 10918
    /9

    $149,900

    • Land
    • 0.2 Acre
    • $735,886 per Acre

    2 Imperial Park, Chester, NY 10918

    Large 2 story storage barn approx 80' x 30' with silo for sale in the Town of Chester. 5 garage doors - 4 are 6 feet high, 1 door is 7 foot high with loading dock. Plenty of storage on first and second level. Small office. Has electric, but is turned off. Has well water, but no septic - lot is too small - only .20 acre. Not a buildable lot. Barn was subdivided off from neighboring farm. Has loft

    William Scolza HomeSmart Homes & Estates

    2 Imperial Park, Chester, NY 10918
  • 220 Oxford Rd, Chester, NY 10918
    220 Oxford Rd, Chester, NY 10918
    /2

    $350,000

    • Land
    • 2 Acres
    • $175,000 per Acre

    220 Oxford Rd, Chester, NY 10918

    A rare opportunity in Blooming Grove! This beautiful and flat 2-acre property offers endless potential in a calm and peaceful setting with a road frontage. Conveniently located just minutes from Prospect Garden, the land sits within the Monroe-Woodbury School District. With easy access to permits, this property is ideal for building your dream home or future investment. The neighborhood holds

    Chaim Weiss Exit Realty Venture

    220 Oxford Rd, Chester, NY 10918
  • 1005 Whispering Hills, Chester, NY 10918
    1005 Whispering Hills, Chester, NY 10918
    /2

    $249,900

    • 2 Beds
    • 1.5 Baths
    • 1,053 Sq Ft

    1005 Whispering Hills, Chester, NY 10918

    ONLY CASH OFFERS!! LOW TAXES! Two Level Living! 2 Bedrooms! 1 1/2 Bathrooms! 1 Car Garage! Updated Kitchen! Updated Bathrooms! Living Room with Fireplace! Sliders To Patio! Perfect Commuter Location! Walk to NYC Bus & Shopping! Close to Major Highways! Country Club Living! Clubhouses! Pools! Tennis! Tot Lot! Basketball! Dog Walk!

    Amanda Dnistrian ARC Realty 1 in Sales

    1005 Whispering Hills, Chester, NY 10918
  • 2948 State Route 94, Chester, NY 10918
    2948 State Route 94, Chester, NY 10918
    2948 State Route 94, Chester, NY 10918
    /45

    $1,300,000

    • 4 Beds
    • 2.5 Baths
    • 3,866 Sq Ft

    2948 State Route 94, Chester, NY 10918

    Set atop a gentle hill with sweeping eastern views of Round Hill and Schunnemunk Ridge, this pristine 1860 farmhouse blends preserved historic character with thoughtful modern updates. Originally part of the Sears family dairy pasture, the 3,866 sq ft home has been meticulously maintained and features original wide-plank hardwood floors, a striking hand-carved banister, five fireplaces with

    Elizabeth Broderick Tuxedo Hudson Realty Corp

    2948 State Route 94, Chester, NY 10918
  • 1401 Whispering Hills, Chester, NY 10918
    1401 Whispering Hills, Chester, NY 10918
    1401 Whispering Hills, Chester, NY 10918
    /33

    $289,500

    • 2 Beds
    • 1 Bath
    • 1,084 Sq Ft

    1401 Whispering Hills, Chester, NY 10918

    Discover the perfect blend of comfort, convenience, and community in this 2-bedroom, 1-bath end-unit townhouse. Situated in a quiet corner of the neighborhood, this home offers extra privacy and natural light, along with the added benefit of an attached 1-car garage for secure parking and storage. Inside, you'll find a thoughtfully designed layout that maximizes space and livability - ideal for

    Debbie Goldstein Howard Hanna Rand Realty

    1401 Whispering Hills, Chester, NY 10918
  • 0 Oxford Rd Unit KEY946546, Blooming Grove, NY 10918
    0 Oxford Rd Unit KEY946546, Blooming Grove, NY 10918
    /2

    $199,000

    • Land
    • 7.2 Acres
    • $27,639 per Acre

    0 Oxford Rd Unit KEY946546, Blooming Grove, NY 10918

    7.20 Acre Vacant land, Nice partly cleared and private land

    Chaim Spitzer Blooming Realty

    0 Oxford Rd Unit KEY946546, Blooming Grove, NY 10918
  • 50 Elkay Dr, Chester, NY 10918
    50 Elkay Dr, Chester, NY 10918
    50 Elkay Dr, Chester, NY 10918
    /3

    $675,000

    • Land
    • 2 Acres
    • $337,500 per Acre

    50 Elkay Dr, Chester, NY 10918

    Last remaining parcel available on Elkay Drive in the Chester Industrial Park.This 2-acre industrial lot was previously fully approved for a two-story building with loading docks. While approvals expired approximately 10 years ago, the site’s industrial potential remains strong. Both adjacent parcels are currently under development, with 30,000+ SF warehouse facilities being constructed,

    Leib Glanz Point Realty USA

    50 Elkay Dr, Chester, NY 10918
  • 12 Damian Ct, Chester, NY 10918
    12 Damian Ct, Chester, NY 10918
    12 Damian Ct, Chester, NY 10918
    /34

    $999,000

    • 5 Beds
    • 4 Baths
    • 3,136 Sq Ft

    12 Damian Ct, Chester, NY 10918

    Welcome to 12 Damian Court, a spacious Colonial set on a quiet cul-de-sac. This well-maintained home offers 5 bedrooms and 4 bathrooms, with four bedrooms on the upper level and one additional bedroom in the finished basement. The main level features generous living and dining areas, perfect for everyday living and entertaining. The finished basement adds excellent flexibility with a second

    Elimelech Kremer MS Realty Group USA, Inc

    12 Damian Ct, Chester, NY 10918
  • 4 Well Sweep Ln, Chester, NY 10918
    4 Well Sweep Ln, Chester, NY 10918
    4 Well Sweep Ln, Chester, NY 10918
    /6

    $869,900

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    4 Well Sweep Ln, Chester, NY 10918

    Beautiful custom new homes to be built in Golden Meadows Estates, offering the rare combination of municipal water and sewer, thoughtfully designed floor plans, and stunning lots in a highly desirable location in the Warwick school district. Homes will start at $780,000, with multiple design options available to suit a variety of lifestyles. Lots 1 and 2 will feature custom Bilonial designs with

    Carla Terranova Keller Williams Realty

    4 Well Sweep Ln, Chester, NY 10918
  • 3917 Whispering Hills, Chester, NY 10918
    3917 Whispering Hills, Chester, NY 10918
    3917 Whispering Hills, Chester, NY 10918
    /28

    $305,000

    • 2 Beds
    • 1.5 Baths
    • 1,072 Sq Ft

    3917 Whispering Hills, Chester, NY 10918

    Welcome to Whispering Hills! This beautifully maintained home features a galley kitchen with stainless steel appliances and a convenient in-unit washer and dryer. The first level offers a stylish half bath and well-kept flooring throughout the kitchen, dining room, and living room. Enjoy cozy evenings by the fireplace, and extend your living space outdoors on the private patio. Upstairs, you’ll

    Jie Liu Keller Williams Hudson Valley

    3917 Whispering Hills, Chester, NY 10918
  • 4116 Whispering Hills, Chester, NY 10918
    4116 Whispering Hills, Chester, NY 10918
    4116 Whispering Hills, Chester, NY 10918
    /25

    $375,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,355 Sq Ft

    4116 Whispering Hills, Chester, NY 10918

    Beautifully updated 3-bedroom, 2.5-bath Dogwood model townhouse located in Whispering Hills, a desirable corner unit setting. This home offers a perfect blend of comfort and modern upgrades.Step inside to find a thoughtfully refreshed interior with remodeled and freshly painted bathrooms, along with a bright, open layout. The kitchen is equipped with a brand-new refrigerator and dishwasher,

    Michael Casarella William Raveis-New York, LLC

    4116 Whispering Hills, Chester, NY 10918
  • 4 Debbie Ct, Chester, NY 10918
    4 Debbie Ct, Chester, NY 10918
    4 Debbie Ct, Chester, NY 10918
    /46

    $849,999

    • 5 Beds
    • 5.5 Baths
    • 5,403 Sq Ft

    4 Debbie Ct, Chester, NY 10918

    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

    Joseph Rosenfeld Flag Realty Group

    4 Debbie Ct, Chester, NY 10918
  • 20 Goshen Rd, Chester, NY 10918
    20 Goshen Rd, Chester, NY 10918
    20 Goshen Rd, Chester, NY 10918
    /50

    $1,725,000

    • 4 Beds
    • 2.5 Baths
    • 3,348 Sq Ft

    20 Goshen Rd, Chester, NY 10918

    THE ULTIMATE HUDSON VALLEY LEGACY ESTATE | 53 ACRES OF UNMATCHED POTENTIAL Rarely does a property emerge that perfectly balances refined luxury living with raw, untapped opportunity. Nestled in the heart of scenic Chester, New York, 20 Goshen Road offers an expansive 53-acre canvas designed for the visionary. Whether you envision a world-class equestrian facility, a high-potential residential

    Ramanjit Dhanoa eXp Realty

    20 Goshen Rd, Chester, NY 10918
  • 7 Hambletonian Ave, Chester, NY 10918
    7 Hambletonian Ave, Chester, NY 10918
    7 Hambletonian Ave, Chester, NY 10918
    /23

    $425,000

    • 2 Beds
    • 1 Bath
    • 1,026 Sq Ft

    7 Hambletonian Ave, Chester, NY 10918

    Discover the timeless charm and surprising spaciousness of this delightful carriage house, set on a property rich with character and possibility. Step inside to a generous living room where a wood burning fireplace, hardwood floors, and a large bay window create a bright, welcoming atmosphere. Wall sconces add a soft glow, and a wall A/C unit ensures comfort throughout the warmer months. The eat

    William Scolza HomeSmart Homes & Estates

    7 Hambletonian Ave, Chester, NY 10918
  • 307 Gibson Hill Rd, Chester, NY 10918
    307 Gibson Hill Rd, Chester, NY 10918
    307 Gibson Hill Rd, Chester, NY 10918
    /38

    $350,000

    • 2 Beds
    • 1 Bath
    • 1,272 Sq Ft

    307 Gibson Hill Rd, Chester, NY 10918

    Looking for a solid built home with great bones and a lot of space in the Warwick School District? This spacious ranch home is waiting for your modern touches. Built strong, this home is in need of some cosmetic updates but you can live in the home and enjoy it as you go. This home offers 2 bedrooms (plus a den) and a full bath. The kitchen makes every square inch count with ample storage and

    Donna Gennaro Howard Hanna Rand Realty

    307 Gibson Hill Rd, Chester, NY 10918
  • 1367 Kings Hwy, Chester, NY 10918
    1367 Kings Hwy, Chester, NY 10918
    1367 Kings Hwy, Chester, NY 10918
    /13

    $460,000

    • 3 Beds
    • 1.5 Baths
    • 1,728 Sq Ft

    1367 Kings Hwy, Chester, NY 10918

    Historic Colonial Era Home in the Heart of Sugar Loaf, NYLocated just 60 minutes from NYCZoned Residential/CommercialStep into history with this one-of-a-kind 1,750 sq. ft. Colonial era home, where 18th-century charm meets 21st-century opportunity — right in the heart of the artisan hamlet of Sugar Loaf, NY. Original building was built in 1770, this unique property features:• One

    Mark Karten Karten Real Estate Svcs LLC

    1367 Kings Hwy, Chester, NY 10918
  • 4 Camelback Rd, Chester, NY 10918
    4 Camelback Rd, Chester, NY 10918
    4 Camelback Rd, Chester, NY 10918
    /48

    $949,999

    • 5 Beds
    • 4 Baths
    • 5,080 Sq Ft

    4 Camelback Rd, Chester, NY 10918

    Welcome home to 4 Camelback Road. Nestled on a serene cul-de-sac in the executive subdivision of Country Woods, this magnificent home sits on one of the most beautiful streets within the sought-after Monroe-Woodbury School District. Step into perfection as you enter the grand foyer and are immediately welcomed by a light-filled, open floor plan that exudes elegance and sophistication. This

    Alexander Fayn Prominent Properties Sotheby's

    4 Camelback Rd, Chester, NY 10918

Showing Results 1 - 40, Page 1 of 2

New York Orange County Chester 10918

Real Estate & Homes for Sale in 10918

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group