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Homes for Sale near Round Hill Elementary School

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  • /37

    $789,900

    Open Sun 12PM - 2PM
    • 5 Beds
    • 4 Baths
    • 4,697 Sq Ft

    19 Grand View Terrace, Chester, NY 10918

    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 approximately 0.42 acres, this expansive Orange County residence provides the space, comfort, and flexibility needed for everyday living, entertaining, working from home, and hosting guests. The generous interior features multiple living

    Agent Photo

    Randolph Rogers

    eXp Realty

    19 Grand View Terrace, Chester, NY 10918
  • /36

    $637,000

    $13K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,003 Sq Ft

    16 Mockingbird Ln, Washingtonville, NY 10992

    Welcome to this beautifully maintained Colonial, tucked away on a quiet, tree-lined street in Washingtonville. Surrounded by mature landscaping and perennial gardens, the backyard is a private retreat featuring an in-ground pool, hot tub, and patio—perfect for summer gatherings or peaceful evenings at home. Inside, timeless hardwood floors lead you through multiple inviting living spaces,

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    Cecilia Feng

    BHHS River Towns Real Estate

    16 Mockingbird Ln, Washingtonville, NY 10992
  • /7

    $270,000

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 704 Sq Ft

    36 Claremont Trail, Monroe, NY 10950

    This charming 2-bedroom ranch has been fully refreshed and is ready for your next chapter. Ideal as a peaceful starter home or a weekend getaway just 60 miles from NYC. Relax on your property and take in the fantastic mountain views that makes this neighborhood one of Orange County’s best-kept secrets. You’re a short drive from Woodbury Common Premium Outlets, local farm-to-table dining, and the

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    Mindy Skelly

    1 Oak Real Estate Hub Inc

    36 Claremont Trail, Monroe, NY 10950
  • /45

    $499,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,064 Sq Ft

    126 Lincolndale Acres, Washingtonville, NY 10992

    Private Hudson Valley Retreat – Just an Hour from NYC. Tucked at the end of a private road and surrounded by 5 wooded acres, this charming log cabin offers the kind of quiet, back-to-nature escape that's increasingly hard to find so close to the city. Settle into the swing on the wide covered front porch - your first taste of the slower pace that awaits you. Watch the surrounding woods blaze with

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    Dana Posner

    Howard Hanna Rand Realty

    126 Lincolndale Acres, Washingtonville, NY 10992
  • /56

    $3,999,999

    • 15 Beds
    • 24 Baths
    • 12,000 Sq Ft

    43 Freeland St, Monroe, NY 10950

    Multi-Use Investment Opportunity - Village of Monroe, NY Approx. 12,000 sq ft multi-use building situated on a private gated 2.9-acre property in the Village of Monroe. Built in 2020, the property offers modern construction and flexible layout suitable for a variety of permitted uses. Property currently being used as a private high school with dormitory and both residential units as residence.

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    Nazma Sooknanan

    Nazma Real Estate LLC

    43 Freeland St, Monroe, NY 10950
  • /31

    $395,000

    • 4 Beds
    • 1 Bath
    • 1,132 Sq Ft

    13 Whippoorwill Trail, Monroe, NY 10950

    Your dream home in the cozy Mountain Lodge is here! Come see this beautiful, well kept home in the well sought after Monroe, with Washingtonville schools! Brand new roof! outdoor decking is new, bathroom is new! Call today for a viewing.

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    Joel Ayala

    HomeSmart Homes & Estates

    13 Whippoorwill Trail, Monroe, NY 10950
  • /35

    $399,999

    Pre-Foreclosure
    • 4 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    241 Meadow Ave, Chester, NY 10918

    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 approximately 1,560 square feet of living space, this 4 bedroom, 2 bath home is filled with character and craftsmanship.Step inside to find original hardwood floors, a cozy wood-burning stove, and an artistic, welcoming

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    Chativa Bowen

    Keller Williams Realty

    241 Meadow Ave, Chester, NY 10918
  • /27

    $249,900

    $40K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 876 Sq Ft

    28 Laurel Trail, Monroe, NY 10950

    Move right into this beautifully updated 2-3 bedroom ranch, where quality improvements and care are evident throughout. The inviting kitchen is a standout feature, designed with functionality and style in mind, featuring maple cabinets, tiled backsplash and flooring, stunning kitchen island, stainless steel appliances, and pendant lighting. Complete with contemporary finishes the layout is

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    Carole McCann

    Hudson Heritage Realty

    28 Laurel Trail, Monroe, NY 10950
  • /50

    $1,199,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,776 Sq Ft

    11 Dorian Way, Campbell Hall, NY 10916

    *** QUALIFIED OWNER FINANCING AVAILABLE. *** Your Hudson Valley haven—an escape that feels like home. Just 2.6 miles from the Campbell Hall Metro-North train station to NYC, exclusive enclave living awaits in the sought-after neighborhood of Dorian Farms Estates, where every day is perfectly framed by sweeping Shawangunk Mountain vistas, rolling pastures, picturesque equestrian farmland, and

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    Christina Rowan

    Howard Hanna Rand Realty

    11 Dorian Way, Campbell Hall, NY 10916
  • /6

    $270,000

    $45K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 760 Sq Ft

    32 Cedar Trail, Monroe, NY 10950

    Step into a home where the hard work is already done. Welcome to this 3-bedroom, 1-bath property freshly painted and move-in ready. Nicely flowing layout with updated hardwood flooring, kitchen cabinets with quartz counter, and tiled bathroom were all updated in 2022. New furnace and water heater. Ample space in the backyard.

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    Jack Yao

    Realmart Realty LLC

    32 Cedar Trail, Monroe, NY 10950
  • /19

    $189,000

    $86K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 560 Sq Ft

    10 Lookout Trail, Monroe, NY 10950

    Home Needs Some Work, but Offers Great Potential to Make It Your Own! 2-bedroom, 1-bath cottage situated on a private 0.25-acre lot in scenic Blooming Grove. This handyman special offers a peaceful, retreat-like setting with plenty of potential to make it your own. Features include a kitchen, living area with a wood-burning stove, natural light, and a covered deck overlooking the wooded

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    Ewa Kusmierek

    eXp Realty

    10 Lookout Trail, Monroe, NY 10950
  • /41

    $524,999

    • 5 Beds
    • 2 Baths
    • 1,962 Sq Ft

    8 E Green Rd, Rock Tavern, NY 12575

    Better than new construction! Tucked away on dead end country road located in Rock Tavern in the highly sought-after Washingtonville School District, this home was completely renovated with 5 bedrooms and a den/ office that could be a possible 6th bedroom, updated kitchen and bathrooms, new roof, a wrap about porch and so much more. Conveniently located just minutes to I-84, Stewart Airport, and

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    Erin Connolly-Frontino

    Artisan Realty

    8 E Green Rd, Rock Tavern, NY 12575
  • /35

    $449,900

    • 4 Beds
    • 1.5 Baths
    • 1,848 Sq Ft

    10 Liberty Ct, Washingtonville, NY 10992

    Opportunity knocks in this spacious 4 bedroom, 2 bath home located in a desirable neighborhood close to all local amenities. Built in 1980 and retaining much of its original style, this home is a true snapshot in time with endless potential for updates and modern touches and offers a wonderful canvas for renovation or restoration. Whether you're seeking retro charm or an opportunity to create

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    Carole McCann

    Hudson Heritage Realty

    10 Liberty Ct, Washingtonville, NY 10992
  • /33

    $549,000

    • 3 Beds
    • 2.5 Baths
    • 1,977 Sq Ft

    7 Woodfield Dr, Washingtonville, NY 10992

    Gorgeous, meticulously maintained and updated home at Woodfield in on spacious corner lot with 2 car attached garage! Beautiful kitchen with granite counters, stainless steel appliances feature eat-in-kitchen with slider to Trex deck and spacious backyard. Hardwood floors on main and second floors. High ceilings, bright and airy allow for natural light to flow throughout the home. Laundry room on

    Sandra Laramore Redfin Real Estate

    7 Woodfield Dr, Washingtonville, NY 10992
  • /50

    $780,000

    • 4 Beds
    • 2.5 Baths
    • 3,024 Sq Ft

    17 Oldwyck Crescent, Highland Mills, NY 10930

    Check out the 3D walk through from the entire house on zillow you can find it by FACTS & FEATUES Virtual tour! 17 Oldwyck Cres - Original Owner Estate, Meticulously Maintained This is the one you’ve been waiting for. Loved since day one by its original owner, 17 Oldwyck Cres offers timeless quality, generous space, and thoughtful updates at every turn. Step InsideYou are greeted by a grand

    Yakov Winkler Preferred Properties Real Esta

    17 Oldwyck Crescent, Highland Mills, NY 10930
  • /3

    $899,900

    • 4 Beds
    • 2.5 Baths
    • 2,778 Sq Ft

    1 Forest Ln, Salisbury Mills, NY 12577

    Nestled in the heart of the Hudson Valley, this new four-home enclave in the Town of Cornwall offers a rare blend of modern luxury and preserved natural beauty. These custom homes are uniquely positioned against the backdrop of the iconic Storm King Mountains and one of the nation’s tallest railroad trestles, providing a dramatic landscape that will remain pristine thanks to the surrounding Land

    Theresa Budich Howard Hanna Rand Realty

    1 Forest Ln, Salisbury Mills, NY 12577
  • /38

    $535,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft

    249 Ridge Rd, Highland Mills, NY 10930

    ..... Desperate Seller – Bring All Offers!! The seller is highly motivated and ready to make a deal! Don't miss this opportunity. Submit all offers—every offer will be presented and considered. Welcome to this beautifully updated home offering the perfect blend of modern style, comfort, and functionality. Set on a spacious property in the heart of Highland Mills, this move-in-ready home features

    Joseph Rosenfeld Flag Realty Group

    249 Ridge Rd, Highland Mills, NY 10930
  • /41

    $900,000

    • 5 Beds
    • 3.5 Baths
    • 2,956 Sq Ft

    32 Virginia Ave Unit 101, Monroe, NY 10950

    This 5-bedroom, 4-bath home in the beautiful village of South Blooming Grove offers a perfect blend of comfort, privacy, and modern luxury. Nestled in a prime location, it offers a serene lifestyle surrounded by green grass, trees, and fresh country air, all while being within walking distance to grocery stores and amenities. The main floor includes a large dining area with custom upgrades, a

    Joel Schwartz eRealty Advisors, Inc

    32 Virginia Ave Unit 101, Monroe, NY 10950
  • /25

    $674,900

    $24K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,863 Sq Ft

    289 Seven Springs Mountain Rd, Monroe, NY 10950

    Nestled on beautifully maintained grounds in a peaceful countryside setting, this charming home offers warmth, comfort, and timeless character. Situated on .59 of an acre, the property features inviting outdoor space perfect for relaxing or entertaining while enjoying the fresh country air. Inside a cozy fireplace creates the perfect ambiance, complemented by a warm and welcoming kitchen and

    Meyer Stoessel Keller Williams Hudson Valley

    289 Seven Springs Mountain Rd, Monroe, NY 10950
  • /10

    $599,999

    $25K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,298 Sq Ft

    129 Franklin Ave, Monroe, NY 10950

    Opportunity & Location! Renovated Colonial-style home located in the Village of Monroe, NY. This bright and spacious home features sunny, oversized rooms and all municipal services. Perfect for entertaining, it is conveniently close to shopping, public transportation, major highways, and everyday conveniences. Situated in a wonderful neighborhood with so much to offer, this home is just waiting

    Eliezer Safdie Sage Realty Center LLC

    129 Franklin Ave, Monroe, NY 10950
  • /34

    $699,000

    Open Sun 3PM - 5PM
    • 3 Beds
    • 2 Baths
    • 2,408 Sq Ft

    205 High St, Monroe, NY 10950

    Welcome to 205 High Street in the heart of Monroe, where timeless craftsmanship meets modern comfort in this truly one-of-a-kind Colonial located within the highly sought-after Monroe-Woodbury School District. Situated on a beautiful corner lot, this exceptional property offers a rare opportunity to purchase separately or together with the neighboring custom-built home at 23 Sweezy Place,

    Sandra Spector Howard Hanna Rand Realty

    205 High St, Monroe, NY 10950
  • /4

    $10,000

    $15K PRICE DROP
    • Land
    • 2,051 Sq Ft
    • $212,314 per Acre

    48 Paradise Trail, Mountain Lodge Park, NY 10950

    Vacant lot with adjacent parcel also available. Great opportunity for investment or future build.

    Michelle Levant Ellis Sotheby's Intl Realty

    48 Paradise Trail, Mountain Lodge Park, NY 10950
  • /2

    $749,000

    • 3 Beds
    • 1 Bath
    • 1,176 Sq Ft

    4 Merriewold Ln S, Monroe, NY 10950

    Not your typical listing. There’s a presence here you don’t come across often the space, the flow, and the setting all line up. Ready to use today, with clear potential to take it further and unlock even more value. Whether you keep it as is or bring your own vision, this is the kind of property that can go in multiple strong directions. A standout opportunity with real upside. Feel free to send

    Moche Halpern Blooming Realty

    4 Merriewold Ln S, Monroe, NY 10950
  • /2

    $399,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,551 Sq Ft

    5 Maple Ave, Monroe, NY 10950

    Beautiful Colonial home located in one of the most desirable locations in all of Harriman. A Commuter's dream. 2 Minutes to the Metro North Train Station. 2 Minutes to ALL major commutating Routes including NYS Thruway and the Palisades Parkway. 45 Minutes to NYC. This wonderful home features a NEW ROOF, SIDING,and GUTTERS, UPGRADED ELECTRIC, inviting foyer, Wrap around enclosed porch. Large

    John Biasi Howard Hanna Rand Realty

    5 Maple Ave, Monroe, NY 10950
  • /2

    $999,999

    • 4 Beds
    • 2.5 Baths
    • 2,391 Sq Ft

    18 Arlington Dr, Monroe, NY 10950

    Welcome to this beautifully updated home offering a perfect blend of modern finishes, spacious living areas, and exceptional outdoor amenities. The stunning designer kitchen serves as the heart of the home, featuring custom cabinetry, quartz countertops, premium appliances, a large center island, and elegant lighting, making it ideal for both everyday living and entertaining. The bright and

    Lazar Schvimmer Mount Realty

    18 Arlington Dr, Monroe, NY 10950
  • /2

    $379,000

    $20K PRICE DROP
    • Land
    • 10,018 Sq Ft
    • $1,647,826 per Acre

    8 First Ave, Highland Mills, NY 10930

    Create the home you've always envisioned on this spacious lot, ideally located in a desirable and established neighborhood. Offering generous dimensions, the property provides ample room for a custom-designed residence, beautiful landscaping, outdoor entertaining areas, and more. For added flexibility, the adjacent lot at 10 First Avenue is also available, presenting a unique opportunity to

    Joseph Rosenfeld Flag Realty Group

    8 First Ave, Highland Mills, NY 10930
  • /39

    $435,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    8 Sunset Heights, Monroe, NY 10950

    Charming 2-bedroom, 2-bath Cape Cod perfectly situated in a desirable village location, just a short stroll to shops, restaurants, scenic lakes, and a picturesque waterfall. This inviting home offers timeless character with hardwood floors throughout, central air and abundant storage. The welcoming sitting room features a beautiful stone fireplace, while the spacious eat-in kitchen provides

    Donna Gennaro Howard Hanna Rand Realty

    8 Sunset Heights, Monroe, NY 10950
  • /2

    $549,000

    • 5 Beds
    • 2.5 Baths
    • 3,904 Sq Ft

    3431 State Route 208, Campbell Hall, NY 10916

    This extraordinary circa-1763 historic estate offers a rare opportunity to restore and reimagine a truly one-of-a-kind property in the heart of desirable Campbell Hall. Set on 5.8 acres, this nearly 4,000 sq ft residence is rich in character, charm, and potential. Featuring 5 bedrooms and 2.5 bathrooms, the home showcases many original details, including wide plank hardwood flooring, multiple

    Raymond Zingale PINE BUSH REALTY PROPERTIES

    3431 State Route 208, Campbell Hall, NY 10916
  • /2

    $749,000

    • 4 Beds
    • 2.5 Baths
    • 2,251 Sq Ft

    46 Merriewold Ln N, Monroe, NY 10950

    Welcome to this beautifully maintained split-level home offering a bright, spacious layout and exceptional outdoor living. Sun-filled living and dining areas feature hardwood floors and large windows that create a warm and inviting atmosphere throughout the main level. The well-appointed kitchen boasts wood cabinetry, granite countertops, a tiled backsplash, and a center island with seating,

    Lazar Schvimmer Mount Realty

    46 Merriewold Ln N, Monroe, NY 10950
  • /6

    $800,000

    • 4 Beds
    • 2.5 Baths
    • 3,034 Sq Ft

    63 Station Rd, Salisbury Mills, NY 12577

    Looking for a peaceful Southern feel environment to get away from City life, look no further, Salisbury Mills is the place for you. This colonial home offers 4 large bedrooms, 2.5 bathrooms, and ample storage space. The home has an open-concept layout and a wonderful, large kitchen with stainless steel appliances. Cooking and entertaining guests at the same time will be a breeze. A combination of

    Rajazamir Asghar ARA1 Realty Group, LLC

    63 Station Rd, Salisbury Mills, NY 12577
  • /15

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    2 Poplar Trail, Monroe, NY 10950

    Discover your dream home with this charming ranch-style residence, perfectly situated in a desirable neighborhood. This immaculate property features 3 spacious bedrooms and 2 full bathrooms, making it ideal for or those seeking extra space. The beautifully maintained grounds are perfect for enjoying the upcoming spring weather, providing a serene outdoor retreat. Don’t miss out on this incredible

    Joseph Rosenfeld Flag Realty Group

    2 Poplar Trail, Monroe, NY 10950
  • /32

    $374,000

    $46K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,288 Sq Ft

    6 Meadow Ave, Washingtonville, NY 10992

    Welcome to this ranch-style home offering comfortable one-floor living and an exceptional amount of parking. Situated on a spacious property, this home features a two-car attached garage and driveway space for up to 10 vehicles. Inside, the living room welcomes you with hardwood floors ready to be refinished to your personal taste. The eat-in kitchen offers ample counter space, an electric range,

    Barbara Pagella Coldwell Banker Realty

    6 Meadow Ave, Washingtonville, NY 10992
  • /3

    $25,000

    $15K PRICE INCREASE
    • Land
    • 3,985 Sq Ft
    • $273,224 per Acre

    48 Paradise Trail, Mountain Lodge Park, NY 10950

    Cleared former homesite ready for redevelopment. Buyer to verify utilities, zoning, and building requirements.

    Michelle Levant Ellis Sotheby's Intl Realty

    48 Paradise Trail, Mountain Lodge Park, NY 10950
  • /38

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 2,711 Sq Ft

    63 Whitetail Run, Chester, NY 10918

    This stunning 4 bedroom, 3 bathroom home with a beautifully updated kitchen is the perfect place to call home. With plenty of space to entertain and relax, you'll love the open layout and modern amenities that this home has to offer. Whether you're enjoying a meal in the spacious kitchen or unwinding in the cozy living room, you'll feel right at home in this charming and inviting space.

    Artan Kukaj SPIRAL NY Real Estate LLC

    63 Whitetail Run, Chester, NY 10918
  • /50

    $895,000

    $65K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,817 Sq Ft

    3 Braemar Way, Highland Mills, NY 10930

    Welcome to this beautifully maintained Colonial located in the highly desirable Brigadoon neighborhood, perfectly situated on a quiet cul-de-sac and set on 1.9 private acres. This spacious and move-in-ready home offers 4 bedrooms, 3.5 bathrooms, and an ideal layout for both everyday living and entertaining.The main level features a stunning great room, formal living room, cozy family room,

    Kevin Moran Keller Williams Hudson Valley

    3 Braemar Way, Highland Mills, NY 10930
  • /2

    $5,000

    $795K PRICE DROP
    • Land
    • 8,001 Sq Ft
    • $27,218 per Acre

    0 Arcadian Trail Unit KEY991163, Blooming Grove, NY 10950

    Own Land on Arcadian Trail in Blooming Grove, New York, offering nature enthusiasts a picturesque escape into the heart of the Hudson Valley. Surrounded by serene landscape of lush forests providing hikers with a retreat into nature. Enjoy the vibrant seasonal changes, with blooming wildflowers in spring and rich, colorful foliage in the fall. Suitable for hikers of all skill levels who are

    ALISON NIXON eXp Realty

    0 Arcadian Trail Unit KEY991163, Blooming Grove, NY 10950
  • /2

    $949,000

    • 5 Beds
    • 2.5 Baths
    • 2,888 Sq Ft

    3 Roanoke Dr, Monroe, NY 10950

    Ideally situated in the heart of the Village, this inviting residence offers the perfect blend of privacy, space, and convenience. Set on a generous lot with a spacious and secluded backyard, the property provides a peaceful retreat while remaining just moments from local amenities, shopping, and community attractions. Enjoy the comfort of a private setting combined with the convenience of a

    Lazar Schvimmer Mount Realty

    3 Roanoke Dr, Monroe, NY 10950
  • /27

    $450,000

    • 2 Beds
    • 2.5 Baths
    • 1,569 Sq Ft

    10 Rockridge Dr, Highland Mills, NY 10930

    Welcome to this beautifully sun-filled townhouse located on a cul-de-sac in the desirable Town of Woodbury, Highland Mills, NY. Nestled in a highly sought-after neighborhood, this spacious home offers two primary suites, each featuring walk-in closets and private primary baths. The open floor plan features a bright living room, formal dining area, and convenient half bath. The kitchen offers an

    Idalmis Perrone Aguero Exit Realty DKC

    10 Rockridge Dr, Highland Mills, NY 10930
  • /50

    $749,000

    • 4 Beds
    • 2.5 Baths
    • 2,969 Sq Ft

    7 Seaman Ct, Highland Mills, NY 10930

    CLASSIC COLONIAL on a cul de sac, and in the dramatic shadows of the Schunnemunk Mountains & State Park (the highest peaks in Orange County) -- oh those views! Built in 2008, this 2,926 square foot stunner features curb appeal galore with a classic wraparound front porch, along with 4 bedrooms, a fenced in backyard with an above-ground pool, and a full unfinished walk-out basement which must be

    Dean Diltz Keller Williams Realty

    7 Seaman Ct, Highland Mills, NY 10930
  • /50

    $280,000

    $161K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 2,016 Sq Ft

    815 Craigville Rd, Chester, NY 10918

    We are proud to introduce this cornerstone property, located within what was once a thriving enclave of artists. The same owner since 1946, this home and studio are part of a small collection of historic properties that helped define the character of the area. Now, an extraordinary opportunity awaits for the next steward to write the next chapter of this remarkable property.Originally built

    MaryBeth O'Hara Ellis Sotheby's Intl Realty

    815 Craigville Rd, Chester, NY 10918

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