5,254

Homes in ZIP Code 10918

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  • 3 Woodridge Dr, Chester, NY 10918

    $763,750 Sold Jun 20, 2025

    • 2,500 Sq Ft
    • $306/SF
    • 69 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1995

    3 Woodridge Dr, Chester, NY 10918

    Welcome to this stunning Center Hall Colonial, a true masterpiece of craftsmanship and modern luxury set on a beautifully landscaped 1.3-acre property in a prestigious executive neighborhood. From its grand facade adorned with masterful stonework to the thoughtfully designed interior, every detail of this home has been meticulously crafted for refined living. The outdoor space is a serene oasis,

    Gina Dudgeon Howard Hanna Rand Realty

    3 Woodridge Dr, Chester, NY 10918
  • 16 Oakland Ave, Chester, NY 10918
    16 Oakland Ave, Chester, NY 10918
    16 Oakland Ave, Chester, NY 10918
    /49

    $400,000

    • 4 Beds
    • 2.5 Baths
    • 2,090 Sq Ft

    16 Oakland Ave, Chester, NY 10918

    Charming 4-Bedroom Colonial in the Heart of Hudson Valley. Priced to Sell, tons of potential and great commuter location with close proximity to highway! Welcome to this spacious 4-bedroom, 2.5-bath home nestled in the picturesque town of Chester, NY, in the heart of the beautiful Hudson Valley. Offering 2,090 sq ft of living space, plus a finished rec room with an additional 1,026 sq ft, this

    Vikki Garby BHG Real Estate Green Team

    16 Oakland Ave, Chester, NY 10918
  • 1610 Whispering Hills, Chester, NY 10918

    $334,900 Sold Jun 20, 2025

    • 1,331 Sq Ft
    • $252/SF
    • 185 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1984

    1610 Whispering Hills, Chester, NY 10918

    Discover your perfect commuter condo in the Whispering Hills Neighborhood of Chester! This beautiful end unit features three spacious bedrooms and two and a half baths. As you step inside, you'll find a bright and airy open living space that showcases the well maintained hardwood floors and charming fireplace, which provides a cozy atmosphere for gatherings during the cooler months. Off the side

    Patricia Sassi RE/MAX Benchmark Realty Group

    1610 Whispering Hills, Chester, NY 10918
  • 57 Hubshop Rd, Chester, NY 10918
    57 Hubshop Rd, Chester, NY 10918
    57 Hubshop Rd, Chester, NY 10918
    /46

    $529,000

    • 4 Beds
    • 2 Baths
    • 1,788 Sq Ft

    57 Hubshop Rd, Chester, NY 10918

    Welcome to 57 Hubshop Rd, where comfort and convenience will make you feel right at home when walking through the door. The kitchen is a chef's dream featuring plenty of counter space, a center island and comfortable seating for all your guest. The living room is cozy and welcoming with many couches ready to embrace you after a long day. The family room is basked in sunshine, with a door leading

    Avi Samet Avion

    57 Hubshop Rd, Chester, NY 10918
  • 55 Hudson St, Chester, NY 10918

    $460,000 Sold Jun 18, 2025

    • 1,576 Sq Ft
    • $292/SF
    • 20 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1956

    55 Hudson St, Chester, NY 10918

    Nestled on a dead end st in the heart of the Village of Chester, and lovingly cared for by the original family since 1956 is this meticulously maintained 3-bedroom ranch offering all the right elements you're looking for set in a village neighborhood location you simply can't beat. First floor consists of a galley kitchen, dining area, large livingroom with fireplace, full bath, office and two

    Lynelle Alessi Keller Williams Hudson Valley

    55 Hudson St, 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
  • 29 Meadow Ave, Chester, NY 10918

    $899,999 Sold Jun 18, 2025

    • 3,167 Sq Ft
    • $284/SF
    • 163 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2023

    29 Meadow Ave, Chester, NY 10918

    The Fabulous Charlotte Model is up, sided and interior paint and trim/mill work work is completed. This 3167 sf ranch is located in a very favorable commuter locale, 5 minutes to all highways. A 500 sf finished bonus room above the garage. The 4 acres on which the home sits, is an exceptional piece of land to own, corner of Cul de sac for additional privacy. The exterior features front & side

    Nancy Sardo BHG Real Estate Green Team

    29 Meadow Ave, Chester, NY 10918
  • 2503 Whispering Hills, Chester, NY 10918
    2503 Whispering Hills, Chester, NY 10918
    2503 Whispering Hills, Chester, NY 10918
    /26

    $370,000

    • 3 Beds
    • 2.5 Baths
    • 1,316 Sq Ft

    2503 Whispering Hills, Chester, NY 10918

    Discover this beautiful 3-bedroom, 2.5-bath duplex offering 1,316 sq ft of comfortable living in the highly desirable Whispering Hills condo community in Chester, NY. Enjoy great outdoor space, perfect for relaxing or entertaining. Ideal for commuters with easy access to major highways, and located within the sought-after Chester School District. Don’t miss the opportunity to call this charming

    Sonia Gonzalez Keller Williams Hudson Valley

    2503 Whispering Hills, Chester, NY 10918
  • 157 Creamery Pond Rd, Chester, NY 10918

    $875,000 Sold Jun 13, 2025

    • 4,021 Sq Ft
    • $218/SF
    • 17 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2001

    157 Creamery Pond Rd, Chester, NY 10918

    Welcome to Creamery Estates of Sugarloaf, where your dream home awaits just an hour’s drive from New York City. Nestled within walking distance of the charming downtown hamlet of Sugarloaf, this lovely residence is minutes away from schools, boutique shops, restaurants, grocery stores, the Sugar Loaf Performing Arts Center, wineries, breweries, apple orchards, the Appalachian trails, local

    Carla Terranova Keller Williams Realty

    157 Creamery Pond Rd, Chester, NY 10918
  • 25 High St, Chester, NY 10918
    25 High St, Chester, NY 10918
    25 High St, Chester, NY 10918
    /39

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 2,898 Sq Ft

    25 High St, Chester, NY 10918

    25 High St in Chester, NY, is a Victorian gem rich with character and ready for your personal touch. Step inside to discover original wide-plank wood floors throughout and preserved under carpeting, offering timeless warmth and authenticity. The bright modern kitchen is ready for gatherings, while the spacious formal dining room sets the stage for memorable meals. Two large living rooms provide

    Alicia Goldman Christie's Int. Real Estate

    25 High St, Chester, NY 10918
  • 118 Murray Dr, Chester, NY 10918

    $800,000 Sold Jun 06, 2025

    • 3,418 Sq Ft
    • $234/SF
    • 110 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1978

    118 Murray Dr, Chester, NY 10918

    Nestled on 2.8 acres of lush, mature landscaping that borders the serene Goosepond Mountain State Park, this custom-designed contemporary ranch showcases a timeless blend of materials, with stone and brick construction lending both character and durability. Crafted by its original owners with meticulous attention to detail, the home offers a harmonious connection to its natural surroundings. A

    Brian Caplicki Keller Williams Hudson Valley

    118 Murray Dr, Chester, NY 10918
  • 114 Old Mansion Rd, Chester, NY 10918
    114 Old Mansion Rd, Chester, NY 10918
    114 Old Mansion Rd, Chester, NY 10918
    /50

    $620,000

    • 4 Beds
    • 2 Baths
    • 3,330 Sq Ft

    114 Old Mansion Rd, Chester, NY 10918

    Charming Colonial with 4 Bedrooms on Nearly an Acre – Prime Location!Welcome to this beautifully maintained Colonial-style home nestled on a generous 0.92-acre lot, offering space, comfort, and convenience. This freshly painted home features 4 spacious bedrooms, 2 full bathrooms, and a versatile layout perfect for modern living.The first floor boasts gleaming hardwood floors, a

    Hershel Lowy Master Realty Group Inc.

    114 Old Mansion Rd, Chester, NY 10918
  • 4401 Whispering Hills Dr, Chester, NY 10918

    $290,000 Sold Jun 05, 2025

    • 1,118 Sq Ft
    • $259/SF
    • 30 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1989

    4401 Whispering Hills Dr, Chester, NY 10918

    Move-in ready, this attractive two-bedroom, one-bath townhouse with attached one car garage is located in the sought-after Whispering Hills Community of Chester. This second-floor end unit features hardwood floors in the main living areas, a vaulted ceiling, and inviting wood-burning fireplace. A sliding door off the living room opens to a private deck, perfect for relaxing. The kitchen,

    Annmarie Kovacs Howard Hanna Rand Realty

    4401 Whispering Hills Dr, Chester, NY 10918
  • 3107 Whispering Hills, Chester, NY 10918
    3107 Whispering Hills, Chester, NY 10918
    3107 Whispering Hills, Chester, NY 10918
    /32

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 1,086 Sq Ft

    3107 Whispering Hills, Chester, NY 10918

    Whispering Hills – Updated 2 Bedroom, 2 Bath Apartment-Style Unit! Spacious and stylish multi-level condo featuring an updated kitchen with stainless steel appliances, fireplace, and central A/C. Unique layout with bedrooms and baths on separate levels for added privacy. The primary bedroom includes a walk-through closet with direct access to the bathroom. Enjoy the convenience of a 2-car garage,

    Hershel Lowy Master Realty Group Inc.

    3107 Whispering Hills, Chester, NY 10918
  • 53 Gibson Hill Rd, Chester, NY 10918

    $960,000 Sold Jun 05, 2025

    • 5,312 Sq Ft
    • $181/SF
    • 45 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2010

    53 Gibson Hill Rd, Chester, NY 10918

    This house was built custom. You won't find another house like this one. Total privacy with this spectacular home sits in the middle of 3.1 mature acres which includes a beautiful natural waterfall. Surrounded by 400 plus acres of state owned land that can never be developed. Hike from your backyard to the Appalachian trial. Grand entryway with cathedral ceilings and heated marble floors.

    Roxanne Hartman Timothy W. Kramer

    53 Gibson Hill Rd, Chester, NY 10918
  • 3911 Whispering Hills, Chester, NY 10918
    3911 Whispering Hills, Chester, NY 10918
    3911 Whispering Hills, Chester, NY 10918
    /37

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,316 Sq Ft

    3911 Whispering Hills, Chester, NY 10918

    Whispering Hills – End Unit Condo! Beautifully updated 3 Bedroom, 2 Full Bath unit with 1-Car Attached Garage. Features an updated kitchen with quartz countertops, stainless steel appliances, and hardwood floors in the kitchen, dining area, and primary bedroom. Spacious living room with cathedral ceilings, electric fireplace with blower, and a decorative tiled accent wall. Primary suite includes

    Hershel Lowy Master Realty Group Inc.

    3911 Whispering Hills, Chester, NY 10918
  • 18 Miller Dr, Chester, NY 10918

    $415,000 Sold May 30, 2025

    • 1,144 Sq Ft
    • $363/SF
    • 16 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1978

    18 Miller Dr, Chester, NY 10918

    **(10-12 Cancelled- Saturday 4/12 due to weather)** Nestled on a quiet cul-de-sac in the heart of Chester Village, this meticulously maintained 3-bedroom ranch offers all the right elements you're looking for—paired with a village neighborhood location you simply can't beat. With hardwood floors in excellent condition hidden beneath the carpeting, a spacious eat-in kitchen, and the warmth of a

    Jennifer DiCostanzo RE/MAX Town & Country

    18 Miller Dr, Chester, NY 10918
  • 212 Sugarloaf Mountain Rd, Chester, NY 10918
    212 Sugarloaf Mountain Rd, Chester, NY 10918
    212 Sugarloaf Mountain Rd, Chester, NY 10918
    /28

    $485,000

    • 2 Beds
    • 2.5 Baths
    • 1,696 Sq Ft

    212 Sugarloaf Mountain Rd, Chester, NY 10918

    Picture your mountain retreat in this farmhouse built in 1900, blending historic charm with modern potential, set in the scenic Warwick Valley. Just two miles from Sugar Loaf’s artisan shops and dining, this 2-bedroom home offers tranquility and an express bus to NYC.. Enter the living room, where exposed beams, hardwood floors, and a fireplace create a cozy feel. Sliding doors lead to a back

    Luisa Figlia BHG Real Estate Green Team

    212 Sugarloaf Mountain Rd, Chester, NY 10918
  • 2 Bell Way, Chester, NY 10918

    $609,000 Sold May 30, 2025

    • 2,032 Sq Ft
    • $300/SF
    • 50 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2019

    2 Bell Way, Chester, NY 10918

    This STUNNING Chester home with Chester Schools that sits on 0.36 acre of privacy is now available for you to call Home!!In the Center of Chester & Great location! Enter into a spacious Living room with with plenty of natural window light.A formal dining room with modern light fixtures & sliders that lead to a back deck. House is built in 2019 !!! fresh out of the box, trendy and modern, & plenty

    Shia Lieberman Blooming Realty

    2 Bell Way, Chester, NY 10918
  • 39 Shore Dr, Blooming Grove, NY 10914
    39 Shore Dr, Blooming Grove, NY 10914
    39 Shore Dr, Blooming Grove, NY 10914
    /50

    $475,000

    • 2 Beds
    • 2.5 Baths
    • 2,282 Sq Ft

    39 Shore Dr, Blooming Grove, NY 10914

    First time for sale in over 50 years, this charming Cape Cod style home is positioned on a spacious 0.7-acre lot with picturesque lake access.2282 sq ft home space, including two bedrooms and 2 1/2 bathrooms, ideal for both everyday comfort and hosting guests. Built in 1965, this home blends classic architectural details with modern amenities, featuring a finished basement with a kitchenette

    Nicola Friedman Windsor Realty Services Inc

    39 Shore Dr, Blooming Grove, NY 10914
  • 154 Hambletonian Rd, Chester, NY 10918

    $1,350,000 Sold May 30, 2025

    • 4,350 Sq Ft
    • $310/SF
    • 24 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2013

    154 Hambletonian Rd, Chester, NY 10918

    Welcome to this breathtaking equestrian estate nestled on close to 24 acres of Chester’s picturesque farmland in the Warwick Valley School district. This meticulously maintained colonial home offers 4 bedrooms, a den, and 3.5 baths, blending classic charm with modern luxury. A massive entryway greets you into the home. It boasts a chef’s kitchen featuring a Wolf stove, Sub-Zero refrigerator,

    Claudia Lepore Keller Williams Realty

    154 Hambletonian Rd, Chester, NY 10918
  • 20 Goshen Rd, Chester, NY 10918
    20 Goshen Rd, Chester, NY 10918
    20 Goshen Rd, Chester, NY 10918
    /50

    $1,775,000

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

    20 Goshen Rd, Chester, NY 10918

    Discover a rare opportunity to own a one-of-a-kind estate set on 53 sprawling acres in the heart of Chester, NY—perfectly suited for luxury living, farming, or future development with subdivision potential. This impressive property features a 3-car garage with 10-foot doors, outdoor wood-burning furnace, and two 250-gallon oil tanks for efficient heating.Nature lovers and hobby farmers will

    Ramanjit Dhanoa eXp Realty

    20 Goshen Rd, Chester, NY 10918
  • 8 Country Woods Dr, Chester, NY 10918

    $700,000 Sold May 23, 2025

    • 3,120 Sq Ft
    • $224/SF
    • 49 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 2002

    8 Country Woods Dr, Chester, NY 10918

    Welcome to this freshly painted colonial home, perfectly situated on over 4 acres of private, picturesque land. With its timeless wrap-around porch and breathtaking views, this home combines classic elegance with modern upgrades.Inside, you'll find a grand 2-story entry, hardwood floors, and a thoughtfully designed first-floor layout. The living room, with its gas fireplace on a convenient

    Sheyla Falesto Howard Hanna Rand Realty

    8 Country Woods Dr, Chester, NY 10918
  • 15 Mari Rd, Chester, NY 10918
    15 Mari Rd, Chester, NY 10918
    15 Mari Rd, Chester, NY 10918
    /43

    $499,000

    • 4 Beds
    • 2 Baths
    • 1,888 Sq Ft

    15 Mari Rd, Chester, NY 10918

    Move right into beautiful 15 Mari Road. Situated in a choice neighborhood and inclusive of Warwick Valley Schools, you will appreciate your newly updated home featuring mature landscaping, ample parking and close proximity to the arts and crafts hamlet of Sugarloaf. Stepping inside you will notice the brand-new gleaming hardwood floors throughout the main level. This level provides an open floor

    Nicholas Carbone HomeSmart Homes & Estates

    15 Mari Rd, Chester, NY 10918
  • 1301 Kings Hwy, Chester, NY 10918

    $617,000 Sold May 19, 2025

    • 2,676 Sq Ft
    • $231/SF
    • 146 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1835

    1301 Kings Hwy, Chester, NY 10918

    Located just outside the quaint village of Sugar Loaf sits this 1835 farm house. Situated on 2.3 acres with a creek, this warm and inviting center hall colonial style house offers plenty of authentic character of yesterday, including a covered porch, mud room, 2 fireplaces and wide plank floors. There are 4 bedrooms and 2 full and 1 half baths. Yet modern day upgrades include renovated baths and

    Susan Walski Keller Williams Hudson Valley

    1301 Kings Hwy, Chester, NY 10918
  • 37 Main St, Chester, NY 10918
    37 Main St, Chester, NY 10918
    37 Main St, Chester, NY 10918
    /22

    $1,499,999

    • 4 Beds
    • 4 Baths
    • 7,308 Sq Ft

    37 Main St, Chester, NY 10918

    Prime Investment Opportunity in the Heart of Chester Village – 37-39 Main Street & 9 Bank StreetNestled in the charming and historic Village of Chester, this fully updated mixed-use property presents an exceptional investment opportunity. Originally built in 1935, this rustic yet modernized building seamlessly blends timeless character with contemporary upgrades.The property features:• Fully

    James Feldhaus eXp Realty

    37 Main St, Chester, NY 10918
  • 11 N Hudson St Unit N, Chester, NY 10918

    $475,000 Sold May 15, 2025

    • 1,500 Sq Ft
    • $317/SF
    • 22 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1956

    11 N Hudson St Unit N, Chester, NY 10918

    WOW! Beautiful, sunny, bright and totally RENOVATED home. Brand new kitchen, new floors, new bathrooms (one just added), new driveway, doors, new roof, new stone stairways, new patio and walkways in the front and back and more. Featuring quality construction throughout, enjoy a modern, clean spacious feeling floorplan with the added conveniences of a finished, walk-up attic, full, dry,

    Layla Rose Boyles Century 21 Realty Center

    11 N Hudson St Unit N, Chester, NY 10918

Showing Results 41 - 80, Page 2 of 18

New York Chester 10918

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