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Ranch Style Homes for Sale in Chester, NY

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  • /39

    $489,000

    • 4 Beds
    • 1.5 Baths
    • 1,820 Sq Ft

    32 Surrey Rd, Chester, NY 10918

    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, a bright and inviting layout, and comfortable living spaces throughout. Step outside onto the large deck overlooking a spacious backyard, perfect for outdoor entertaining, recreation, or simply enjoying the outdoors.

    Agent Photo

    Ammar Iqbal

    eXp Realty

    32 Surrey Rd, Chester, NY 10918
  • /50

    $565,000

    • 3 Beds
    • 2 Baths
    • 1,724 Sq Ft

    1 Bell Way, Chester, NY 10918

    COLOR AT THE CURB. A POP OF PERSONALITY AT THE DOOR. FROM THE FIRST HELLO, THIS ONE FEELS LIKE HOME.Before you even step inside, this home makes a memorable first impression. The perennial garden, natural stone walkway, and inviting front door adds just the right pop of color and personality, setting the tone for a home that feels fresh, welcoming and anything but cookie-cutter. Tucked away

    Agent Photo

    Christina Rowan

    Howard Hanna Rand Realty

    1 Bell Way, Chester, NY 10918
  • /49

    $495,000

    $95K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,916 Sq Ft

    22 Cambridge Cir, Monroe, NY 10950

    Impeccably maintained contemporary raised ranch in Lake Region Estates on prime corner lot, featuring an open floor plan ideal for everyday living and entertaining. Updated kitchen with center island, stainless steel appliances, and a bright garden window perfect for herbs and plants. Spacious living room offers a cathedral ceiling and oversized windows for abundant natural light. Dining area

    Agent Photo

    Jade Oliverio

    Howard Hanna Rand Realty

    22 Cambridge Cir, Monroe, NY 10950
  • /19

    $429,000

    • 3 Beds
    • 1.5 Baths
    • 1,460 Sq Ft

    4 Maple Ln, Monroe, NY 10950

    Welcome to this beautifully updated Monroe home, ideally located just about 50 minutes from New York City. Set on a lush, well-kept property with mature trees and excellent curb appeal, this move-in-ready home offers a fresh modern look inside and out. The exterior features gray siding, white trim, a black front door, manicured landscaping, a newly paved driveway, and a spacious rear deck

    Joseph Rosenfeld Flag Realty Group

    4 Maple Ln, Monroe, NY 10950
  • /42

    $549,000

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,374 Sq Ft

    44 Wilson Rd, Monroe, NY 10950

    Welcome to this beautifully maintained 3-bedroom, 3-bath ranch nestled on a quiet dead-end street in the Lake Hill Farms community in the Town of Chester, within the Monroe-Woodbury School District. Offering municipal services, central air conditioning, and exceptional pride of ownership, this home is truly move-in ready. Step inside to a bright and inviting floor plan featuring a spacious living

    Claudia Lepore Keller Williams Realty

    44 Wilson Rd, Monroe, NY 10950
  • /8

    $425,000

    • 3 Beds
    • 2 Baths
    • 2,460 Sq Ft

    23 Pike Ct, Monroe, NY 10950

    Welcome to 23 Pike Court. Unlock the potential of this spacious 3-bedroom, 2-bath raised ranch, which offers 2,460 square feet of living space on a generous .75 acre lot, giving you the space and flexibility to create something truly special. Perfect for an investor, contractor, or DIY enthusiast, this home is ready for someone with vision. While it needs work, it is move-in ready and offers an

    Patricia Sassi RE/MAX Benchmark Realty Group

    23 Pike Ct, Monroe, NY 10950
  • /20

    $894,000

    $105K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,535 Sq Ft

    220 Oxford Rd, Chester, NY 10918

    220 Oxford Road is a Truly Impressive Property! Offering over 3,500 sq ft of beautifully maintained living space, this home features 3 bedrooms plus an additional upper-level room, 3 full baths, and 1 half bath. Spacious living room, stunning family room, and a practical, well-designed kitchen. The home showcases elegant finishes throughout along with brand new flooring that adds a fresh modern

    Moche Halpern Blooming Realty

    220 Oxford Rd, Chester, NY 10918
  • /50

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    21 Trotting Dr, Chester, NY 10918

    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 stairs, providing convenient storage for coats and shoes. The lower level features a spacious bedroom with access to a full bathroom, complemented by a versatile bonus room perfect for a cozy den or guest accommodation. Ascend

    Michele Kayser Keller Williams Realty

    21 Trotting Dr, Chester, NY 10918
  • /23

    $520,000

    $70K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,083 Sq Ft

    94 Booth Rd, Chester, NY 10918

    Some lots just have good bones. This one has it's own private nature trail, stocked pond rights, and a cul-de-sac that dead-ends into miles of nature trails anchored by a solid, spacious raised ranch on 1.8 acres.Inside, the home has been partially updated and offers solid bones with room to add your own touch over time. The house delivers where it counts. Three bedrooms, two and a half

    Craig Watters Compass Greater NY, LLC

    94 Booth Rd, Chester, NY 10918
  • /46

    $615,000

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft

    412 Laroe Rd, Chester, NY 10918

    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 comfort, style, and tranquility, creating an oasis both inside and out. Step inside to a sun-drenched living room featuring soaring cathedral ceilings and a dramatic wall of windows that fills the space with natural light. The

    Nathalie Sessoms Howard Hanna Rand Realty

    412 Laroe Rd, Chester, NY 10918
  • /28

    $539,000

    $41K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,698 Sq Ft

    24 Walnut St, Chester, NY 10918

    Welcome to 24 Walnut Street, Flexibility, Space & Endless Possibility in the Heart of Chester, NYTucked on a generous half-acre lot in the charming Village of Chester, this versatile 4-bedroom, 2.5-bath home offers a rare mother-daughter layout that delivers the best of both worlds, income potential, or simply more space to grow. Set on a quiet, tree-lined street just minutes from the Orange

    Tara Roufanis Keller Williams Village Sq Rlt

    24 Walnut St, Chester, NY 10918
  • /32

    $545,000

    $70K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,908 Sq Ft

    11 Chandler Dr, Chester, NY 10918

    Welcome to this beautifully maintained raised ranch, perfectly situated on a desirable corner lot in Chester. This inviting 3-bedroom, 2 full and 1 half bath home blends comfort, style, and modern convenience in a location you'll love.Filled with natural light, the home features spacious living areas and a well-appointed kitchen with stainless steel appliances. The finished basement

    Daniella Restrepo Coldwell Banker Realty

    11 Chandler Dr, Chester, NY 10918
  • /23

    $530,000

    $529K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,676 Sq Ft

    74 Heaton Rd, Monroe, NY 10950

    Step inside to hardwood floors and a welcoming eat-in kitchen featuring stainless steel appliances, ceramic tile flooring and soft-close cabinetry and drawers. Both full bathrooms have been beautifully updated with newer showers, tile and fixtures, plus the everyday luxury of HEATED FLOORS.The major improvements are already done: 200-amp electrical service (2025), rear property-line fencing

    Barbara Bloch Coldwell Banker Realty

    74 Heaton Rd, Monroe, NY 10950
  • /29

    $549,999

    • 4 Beds
    • 2.5 Baths
    • 2,098 Sq Ft

    7 Lakeview Dr, Chester, NY 10918

    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 deck just 3 minutes from Sugar Loaf Arts and Crafts Village. Its' kitchen has been upgraded boasting stainless steel appliances, granite countertops, and cherrywood cabinetry with undermount lighting and a wine/ beverage cooler.

    Sheyla Falesto Howard Hanna Rand Realty

    7 Lakeview Dr, Chester, NY 10918
  • /21

    $370,000

    • 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
  • /29

    $550,000

    • 3 Beds
    • 1.5 Baths
    • 1,644 Sq Ft

    56 Poplar Dr, Monroe, NY 10950

    BiLevel/Raised Ranch on Quiet Street with Room to Grow! Come home and relax on the upper level deck overlooking state land that offers additional privacy. This well-maintained home clearly shows the pride of ownership. Open concept living room and dining room features many windows that fill the home with natural sunlight. Enjoy the convenience of the updated full bathroom and three comfortable

    Jeffrey Jacobsen Terrie OConnor

    56 Poplar Dr, Monroe, NY 10950
  • /49

    $389,000

    • 3 Beds
    • 1 Bath
    • 1,062 Sq Ft

    185 Oxford Rd, Chester, NY 10918

    Welcome to 185 Oxford Road, Chester! •••••This charming 3-bedroom Ranch home is now available for $389,000. Offering 1,062 sqft of comfortable one-level living on a generous 0.95-acre lot in the Monroe-Woodbury School District, this 1952-built home has been freshly painted and is move-in ready. •••••The interior features an open floorplan with beautiful knotted hardwood flooring, cathedral

    William Philip Keller Williams Hudson Valley

    185 Oxford Rd, Chester, NY 10918
  • /46

    $635,000

    • 4 Beds
    • 3 Baths
    • 3,636 Sq Ft

    10 Hidden Dr, Monroe, NY 10950

    Tucked away on over an acre with serene lake views and deeded lake rights, this spacious Monroe retreat offers the perfect blend of privacy, comfort, and lifestyle. Wake up to natural light pouring through oversized windows and start your day on the deck overlooking the water. Inside, you’ll find 3/4 generously sized bedrooms and 3 full baths, along with an updated kitchen and baths that bring a

    rosemary mcginn Century 21 Full Service Realty

    10 Hidden Dr, Monroe, NY 10950
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