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Highland Mills, NY Homes for Sale with Acreage

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  • /2

    $799,000

    • 4 Beds
    • 1 Bath
    • 1,400 Sq Ft

    24 Laura Ln, Woodbury, NY 10917

    The ol' poultry farm.... a cozy Arts and Craft style home with 4 bedrooms 1 bathroom and a walkout basement! Located at the end of a dead end street saturated by commercial neighbors! Value is in the land... Ideal use is for commercial business right in Central Valley! Call for other details and ideas- Taxes are Town and County $2,100; Village $1,400; School $5,200 Survey will be uploaded when

    Agent Photo

    Erin Connolly

    Artisan Realty

    (845) 205-7720

    24 Laura Ln, Woodbury, NY 10917
  • /39

    $869,999

    • 4 Beds
    • 3 Baths
    • 2,048 Sq Ft

    300 Mountain Lodge Rd, Monroe, NY 10950

    Welcome to 300 Mountain Lodge Road - a beautifully updated and move-in-ready bilevel home offering the perfect blend of modern comfort and functional space. This 4-bedroom, 3-bathroom residence is set on a serene and scenic lot, providing peace and privacy while still being just minutes from all Monroe has to offer. Step inside to discover a bright and spacious interior featuring a stylish

    Agent Photo

    Zachary Leentjes

    WANSOR REALTY

    (329) 201-2257

    300 Mountain Lodge Rd, Monroe, NY 10950
  • /34

    $449,000

    • 5 Beds
    • 1.5 Baths
    • 3,370 Sq Ft

    183 E Main St, Washingtonville, NY 10992

    Welcome to this charming 5-bedroom, 1.5-bathroom farmhouse in Washingtonville, NY. This property offers a perfect blend of classic farmhouse charm and modern functionality. With a spacious layout and thoughtful design, this home is ready to become your new sanctuary. The heart of the home features a formal dining room, ideal for gatherings and special occasions. The expansive living areas are

    Donna Gray Redfin Real Estate

    183 E Main St, Washingtonville, NY 10992
  • /40

    $1,200,000

    • 5 Beds
    • 3.5 Baths
    • 4,570 Sq Ft

    10 Greenwich Ave, Central Valley, NY 10917

    "LE CHÂTEAU des VERTS": Unparalleled, Unprecedented and Poised...Inspired by castles on the rolling hills of the French countryside and perfectly perched here in the Hudson Valley, there's no wonder why this custom-built one-of-a-kind French Château is known to its neighborhood residents as 'The Castle on the Hill'. Incredibly designed inside and out with no detail spared, this 4,500+

    Micaela Stanaland Howard Hanna Rand Realty

    10 Greenwich Ave, Central Valley, NY 10917
  • /37

    $829,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,963 Sq Ft

    10 Heather Ridge, Highland Mills, NY 10930

    This meticulously maintained and beloved Colonial home in a beautiful community sits on an oversized 1.2 acre landscaped lot, offering privacy and views from its expansive oversized windows, the trex deck and stone inlaid patio! Enjoy almost 3,000 sqft. of finished space with a full basement that can also be completed having the plumbing for an additional bathroom in place and sliding glass doors

    Kimberly Colomban Corcoran Country Living

    10 Heather Ridge, Highland Mills, NY 10930
  • /32

    $799,900

    • 4 Beds
    • 2.5 Baths
    • 2,002 Sq Ft

    300 Estrada Rd, Central Valley, NY 10917

    Tucked away on a quiet dead-end street in Central Valley, this rare 22.6-acre property offers an incredible opportunity just one hour from NYC. These owners have built the home in 1975; the land and home have been lovingly owned by the same family—and now it's ready for its next chapter. Whether you're dreaming of your own private retreat or seeking a unique investment opportunity, this stunning

    Rosalie Cook Weichert Realtors

    300 Estrada Rd, Central Valley, NY 10917
  • /48

    $975,000

    • 5 Beds
    • 4.5 Baths
    • 4,614 Sq Ft

    10 Mountain Brook Rd, Cornwall, NY 12518

    Welcome to 10 Mountain Brook Road, a magnificent contemporary home set on a lush 1.4-acre lot in the desirable neighborhood of Cornwall. This impressive residence boasts over 4,600 square feet of thoughtfully designed living space, featuring five bedrooms—including a luxurious primary suite conveniently located downstairs and four additional bedrooms upstairs, three of which are en suite—offering

    Alicia Goldman Christie's Int. Real Estate

    10 Mountain Brook Rd, Cornwall, NY 12518
  • /48

    $875,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 3,929 Sq Ft

    7 Gabriels Dr, Chester, NY 10918

    Don’t miss this opportunity to own a beautifully designed Colonial on 3.9 acres in a child-safe cul-de-sac, built with craftsmanship, comfort, and connection to nature in mind. Offering 3,929 sq ft of living space across 10 well-appointed rooms, this 4-bedroom, 3.5-bath home is very well maintained and features a spacious kitchen with granite countertops and stainless steel appliances—perfect for

    Chaim Weiss Exit Realty Venture

    7 Gabriels Dr, Chester, NY 10918
  • /48

    $1,099,000

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

    5 Gabriels Dr, Chester, NY 10918

    Exquisite Colonial Estate: Timeless Grandeur Meets Modern LuxuryNestled gracefully on a private cul-de-sac amidst meticulously manicured grounds, this sprawling Colonial estate offers an unparalleled blend of classic elegance and contemporary comfort. From the moment you approach the stately wrought-iron fenced property and enter through the grand foyer, you are greeted by a magnificent staircase

    Beth Palma Keller Williams Realty

    5 Gabriels Dr, Chester, NY 10918
  • /27

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    2 Lakes Rd, Monroe, NY 10950

    Lake Front Property! This property is a rare find that merges tranquility with convenience, promising a balanced lifestyle. Act now to personalize this home and make your lake-living dream a reality! Discover your dream home on Lakes Rd in scenic Monroe, NY. This brand-new, custom-built house boasts an impressive 2,600 sq ft of living space with 4 bedrooms and 2.5 bathrooms, perfect for growing

    Frank Golio Howard Hanna Rand Realty

    2 Lakes Rd, Monroe, NY 10950
  • /27

    $849,900

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    1 Lakes Rd, Monroe, NY 10950

    Lake Front Property! This property is a rare find that merges tranquility with convenience, promising a balanced lifestyle. Act now to personalize this home and make your lake-living dream a reality! Discover your dream home on Lakes Rd in scenic Monroe, NY. This brand-new, custom-built house boasts an impressive 2,600 sq ft of living space with 4 bedrooms and 2.5 bathrooms, perfect for growing

    Frank Golio Howard Hanna Rand Realty

    1 Lakes Rd, Monroe, NY 10950
  • /36

    $1,100,000

    • 4 Beds
    • 3 Baths
    • 2,764 Sq Ft

    314 Harriman Heights Rd, Harriman, NY 10926

    Attention old house buffs, home office professionals, organic garden hobbyists, & extended families. Total finished sq ftge is 4800 not including finished basement in the house. It is worthwhile to see this circa 1800's carriage house home sits on over 3 acres of privacy and has many original details. The interior features 4 bedrooms, an original stone fireplace in one of the bedrooms, an open

    Naomi Streicher Q Home Sales

    314 Harriman Heights Rd, Harriman, NY 10926
  • /49

    $989,000

    • 4 Beds
    • 2.5 Baths
    • 3,040 Sq Ft

    2 Hallock Ct, Woodbury Town, NY 10930

    Discover a luxurious brand new home, nestled on a private and quiet cul-de-sac. This home is the first in a series of eight exclusive residences, offering over 3,000 square feet of elegant living space on a sprawling one-acre lot. As you are embraced in the elegance and warmth of the entrance foyer, notice the open floor plan that creates a spacious and airy atmosphere and offers an abundance of

    Avi Samet Avion

    2 Hallock Ct, Woodbury Town, NY 10930
  • /48

    $869,000

    • 5 Beds
    • 5 Baths
    • 4,522 Sq Ft

    100 Pleasant Hill Rd, New Windsor, NY 12553

    Nestled in the heart of Mountainville, this historic and exceptional carriage house seamlessly blends 1850’s charm with modern amenities. The property boasts original timber beams and hand-painted murals dating back to the early 1900s, offering a glimpse into its storied past. Enjoy breathtaking vistas of the surrounding mountains from multiple vantage points around the property. There are 3

    Jade Oliverio Howard Hanna Rand Realty

    100 Pleasant Hill Rd, New Windsor, NY 12553
  • /32

    $650,000

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

    1500 New York 32, Highland Mills, NY 10930

    Welcome to this charming ranch-style home featuring a wrap-around rocking chair porch, an in-ground pool, and a 1,500+ sq ft pole barn, all set on a picturesque 3.6-acre lot with a sprawling, field-like yard and plenty of driveway parking. Inside, enjoy the ease of single-level living with three bedrooms, two full bathrooms (one in the primary bedroom), a cozy fireplace in the living area, and a

    Nicholas Cuomo Keller Williams Realty

    1500 New York 32, Highland Mills, NY 10930
  • /45

    $650,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 3,617 Sq Ft

    65 Oxford Springs Rd, Chester, NY 10918

    Welcome to 65 Oxford Springs Road, Chester, NY, a one-of-a-kind custom-built Country Contemporary home perfectly set on a private 2.3-acre hilltop. This unique property offers a rare blend of privacy, space, and convenience, just minutes from the NYS Thruway, nearby state parks, and only 45 minutes to New York City.The bright, open floor plan is designed to welcome natural light into

    Ammar Iqbal eXp Realty

    65 Oxford Springs Rd, Chester, NY 10918
  • /18

    $2,429,000

    • Land
    • 7 Acres
    • $350,505 per Acre

    56-58 Still Rd, Monroe, NY 10950

    Prime 6.93-Acre Development Opportunity in Monroe, NY – Orange County’s Largest Available SitePresenting a rare and exceptional opportunity to acquire a 6.93-acre development parcel in the heart of Monroe, NY — the largest available site in the area. Zoned SR-20, this expansive property offers a wide range of permitted residential and community uses, making it ideal for developers seeking

    Jon Cohen Skyline Real Estate Partners

    56-58 Still Rd, Monroe, NY 10950
  • /45

    $649,999 Open Sun 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 3,342 Sq Ft

    41 Woodcock Mtn Rd, Washingtonville, NY 10992

    PRICE IMPROVED!! READY FOR A QUICK CLOSING!!! Welcome to a home that has been lovingly maintained and beautifully updated—a true testament to pride in ownership! Perfectly situated on a picturesque 1-acre lot in the highly sought-after Washingtonville School District, this quality-built Colonial offers comfort, space, and timeless charm. From the moment you arrive, you'll sense that this property

    Frank Muccari Cronin & Company Real Estate

    41 Woodcock Mtn Rd, Washingtonville, NY 10992
  • /32

    $749,000

    • 6 Beds
    • 3.5 Baths
    • 3,684 Sq Ft

    1433 Route 208, Washingtonville, NY 10992

    Spacious Home on 2 Acres! Set back from the road for added privacy, this 3,684 sq ft home offers 6 bedrooms, 3.5 baths, and a fenced-in backyard with patio. The main level features a kitchen, dinette, living room, laundry closet, 2 bedrooms, and 1.5 baths. Upstairs includes 4 more bedrooms, 2 full baths, which includes the large primary suite with walk-in closet and private bath. The full

    Abraham Schwartz Priority Management

    1433 Route 208, Washingtonville, NY 10992
  • /35

    $399,000

    • 2 Beds
    • 1 Bath
    • 1,484 Sq Ft

    576 Bull Mill Rd, Chester, NY 10918

    A fantastic opportunity for investors or future homeowners! This well-maintained 3-bedroom, 2-bath home is set on a large, flat lot in a quiet, nature-filled neighborhood and offers strong rental potential with long-term flexibility. Inside, you’ll find a spacious living room, formal dining area, kitchen, and comfortable layout ideal for everyday living. Recent updates include fresh interior

    Lazar Schvimmer Blooming Realty

    576 Bull Mill Rd, Chester, NY 10918
  • /48

    $739,900

    • 4 Beds
    • 2.5 Baths
    • 2,434 Sq Ft

    33 Sutherland Dr, Highland Mills, NY 10930

    Welcome to Greenway Estates – Highland Mills, NYNestled on a serene 1.2-acre lot in a quiet cul-de-sac within the highly desirable Greenway Estates, this beautifully maintained Colonial offers the perfect blend of elegance, comfort, and privacy. Boasting 4 bedrooms and 2.5 baths across 2,500 sq. ft. of living space, this home is surrounded by mature trees and lush landscaping for a

    Kim Chiapperino RE/MAX Benchmark Realty Group

    33 Sutherland Dr, Highland Mills, NY 10930
  • /50

    $2,800,000

    • 16 Beds
    • 11 Baths
    • 7,511 Sq Ft

    10 Damien Ct, Chester, NY 10918

    Don't miss this incredible opportunity to own 10 & 12 Damien Court, two stunning custom homes being sold together on nearly 6 acres of beautifully landscaped grounds located on a peaceful cul-de- sac of Chester.Together offering 16 bedrooms and 11 baths, these homes are perfect for multigenerational living, extended families, or investment potential. Enjoy gourmet eat-in kitchens, private suites,

    Elimelech Kremer MS Realty Group USA, Inc

    10 Damien Ct, Chester, NY 10918
  • /50

    $1,599,900

    • 4 Beds
    • 4.5 Baths
    • 5,142 Sq Ft

    221 Smith Clove Rd, Highland Mills, NY 10930

    Welcome to a truly rare offering in Highland Mills, just moments from the prestigious Falkirk Estate and Country Club. This exceptional property brings the presence and sophistication of a Westchester and Bergen County home to the heart of Orange County—a distinction not often found in this region. Set on 6.5 lush, private acres, this 5,140+ square foot estate was thoughtfully built by the

    Rosalie Cook Weichert Realtors

    221 Smith Clove Rd, Highland Mills, NY 10930
  • /49

    $1,495,000

    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    421 Spring St, Monroe, NY 10950

    Introducing The Spring Hill House, a rare gem in the heart of Monroe, a short stroll to Kiryas Joel Gate shopping & conveniences. Set on 2.6 serene, park-like acres, this Queen Ann estate, offers both a grand main house & a potential accessory home. The elegant interior boasts a custom kitchen w/ luxurious marble & onyx backsplashes & countertops hardwood floors, formal dining room, living room,

    Harry Donofrio Town and Village Real Estate

    421 Spring St, Monroe, NY 10950
  • /28

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    170 Clove Rd, Salisbury Mills, NY 12577

    Step into comfort and style! This bright, airy home features an inviting living room and a spacious dining area, perfect for entertaining. The gorgeous kitchen offers crisp white cabinetry, sleek granite countertops, and modern stainless steel appliances. Gleaming hardwood floors flow throughout the home. Outside, a huge front yard and a sprawling, level backyard provide endless space for family

    Lazar Schvimmer Blooming Realty

    170 Clove Rd, Salisbury Mills, NY 12577
  • /5

    $1,199,999

    • Land
    • 6 Acres
    • $200,000 per Acre

    0 Schunnemunk Rd, Woodbury, NY 10930

    Discover the perfect opportunity with this expansive 6-acre lot, ideal for building your dream home and a second residence for a friend or family member. With a minimum requirement of 3 acres per lot, you can easily create two separate homes while enjoying the benefits of shared space and community. Imagine the possibilities of living next to someone you trust, all while surrounded by nature and

    Shimon Weber Flag Realty Group

    0 Schunnemunk Rd, Woodbury, NY 10930
  • /7

    $3,999,999

    • Land
    • 16 Acres
    • $242,424 per Acre

    246 Schunnemunk Rd, Woodbury, NY 10930

    PRICED TO SELL!! Discover a prime investment opportunity with this expansive 16-acre residential parcel, zoned R2, allowing for 2 acres per house. This property comes with the right to build up to 8 single-family homes, making it an ideal choice for developers or investors looking to capitalize on the growing demand for housing. With ample space and a desirable location, this land offers the

    Shimon Weber Flag Realty Group

    246 Schunnemunk Rd, Woodbury, NY 10930
  • /30

    $750,000

    • 6 Beds
    • 3 Baths
    • 2,547 Sq Ft

    1535 Route 208, Washingtonville, NY 10992

    This fantastic property features two separate single-family ranch homes situated on over an acre of flat land. The first home offers an open floor plan with 3 bedrooms and 2 bathrooms, along with a family room and an office. Recent upgrades include a nice eat-in kitchen, wood flooring, a front deck, and a renovated bathroom. The second ranch spans 912 square feet and includes 3 bedrooms and 1

    Mordechai Ungar HFA Realty Group

    1535 Route 208, Washingtonville, NY 10992
  • /15

    $1,250,000

    • 3 Beds
    • 1 Bath
    • 1,148 Sq Ft

    168 Prospect Rd, Monroe, NY 10950

    Welcome to your dream home! Lovingly maintained and nestled in a peaceful community, this charming ranch sits on a picturesque one-acre lot.Step inside to a warm and inviting living space, highlighted by a cozy wood-burning stove—perfect for chilly evenings. The home features three comfortable bedrooms and a well-appointed bathroom, offering both comfort and

    Salvatore Girgenti Ben Bay Realty of Staten Isl.

    168 Prospect Rd, Monroe, NY 10950
  • /3

    $3,000,000

    • 3,993 Sq Ft

    348 Route 32, Central Valley, NY 10917

    18 Acres Property Available Together! Calling all builders, investors, and primary users. This sale is comprised of adjacent parcels totaling 18 acres in Woodbury, New York. Currently configured as an income-producing four-family property, and a recently constructed single-family structure with detached equipment/vehicle storage garage. Ideal for subdivision or use under current configuration.

    Edmond Yoo Corcoran MH, LLC

    348 Route 32, Central Valley, NY 10917
  • /37

    $1,500,000

    • 9 Beds
    • 4.5 Baths
    • 5,478 Sq Ft

    111 Summit Ave, Central Valley, NY 10917

    This house is truly a wow! A beautiful mansion set on a sprawling 1.2-acre property, it has been beautifully renovated in the past year, as showcased in the pictures. It's a must-see!The home features 9 bedrooms and 4.5 bathrooms, along with a formal dining room, a separate living room, a kids' playroom, a meditation room, and a seasonal room. You'll love the stylish foyer with elegant

    Chaim Gluck eRealty Advisors, Inc

    111 Summit Ave, Central Valley, NY 10917
  • /43

    $499,000

    • 2 Beds
    • 1 Bath
    • 1,596 Sq Ft

    140 Orrs Mills Rd, Salisbury Mills, NY 12577

    New Spring Price Adjustment - Very private, scenic, secluded location, with incredible endless views. Enjoy the peaceful, calmness, water and trestle views in rear of property. Massive, level front yard, oversized 2 car cement block garage. Lovingly cared for family residence boasting 2 bedrooms with an additional possible 3rd or use as office/den/guest, kitchen, living room, dining rm.,

    Maureen Wallace Smitchger Realty

    140 Orrs Mills Rd, Salisbury Mills, NY 12577
  • /29

    $750,000

    • 4 Beds
    • 2.5 Baths
    • 3,308 Sq Ft

    37 Woodcock Mtn Rd, Washingtonville, NY 10992

    This Beautiful oversized Colonial is situated on 1 acre with 3308 square feet of living space. The home features 4 bedrooms and 2.5 baths, large foyer with high ceilings, formal dining room, living room, family room which is open to the kitchen along with an eating area, laundry room, bath and additional rooms on the main level which is ample space for a large and/or extended family, comfortable

    Julianna Cotthaus 1st Independent Realty Grp

    37 Woodcock Mtn Rd, Washingtonville, NY 10992
  • /16

    $360,000

    • Land
    • 2.10 Acres
    • $171,429 per Acre

    8 Apisson Trail, Woodbury, NY 10930

    West Point Farm subdivision offers a vast wooded building lot in a cul de sac. 2.10 acres of a fully approved building lot. plans and site map. Municipal water is available, electricity and underground utilities.Located in the Monroe Woodbury school district. Minutes to Woodbury Commons, parks, restaurants, hiking trails and the town owned reservoir (The Rez), to swim in. The Harriman train

    Kathleen Milich RE/MAX Benchmark Realty Group

    8 Apisson Trail, Woodbury, NY 10930
  • /26

    $450,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    241 Smith Clove Rd, Highland Mills, NY 10930

    What a view! Charming cottage style home located on 1.5 private acres is adjacent to open land and has splendid views of the surrounding mountains! Just an hour or so from New York City, this is a perfect spot for your weekend getaway. Or make it your new home! The house is in the Monroe Woodbury school district and includes the coveted Woodbury Recreation – the John Burke Memorial Pool, also the

    Karin Poggio HomeSmart Homes & Estates

    241 Smith Clove Rd, Highland Mills, NY 10930
  • /30

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 2,315 Sq Ft

    36 Boulder Dr, Cornwall, NY 12553

    Situated in a charming and private setting is this spacious and picturesque Colonial homein Cornwall New York. Move-in ready is this one-of-a-kind home that features threebedrooms and two and a half baths. The hardwood flooring throughout is designed toimpress. The first level consists of the formal living room complete with wood-burningfireplace, formal dining room, half bath and

    Courtney Tablante Keller Williams Realty

    36 Boulder Dr, Cornwall, NY 12553
  • /26

    $2,999,999

    • 4 Beds
    • 4.5 Baths
    • 4,461 Sq Ft

    101 Mountain Lodge Rd, Washingtonville, NY 10992

    "Sunset Lodge," carefully curated and impeccibly maintained, is available for only the third time. This once in a lifetime estate comprises 38 acres, yet is only 7 minutes from Metro North NJ Transit. Exquisite main home, two ponds, 20 acres fenced (+10 wooded acres), a six stall horse barn with apartment, spectacular warm weather entertaining area with stunning 18 x 65 foot infinity pool, 8

    Susan Rost Tux Park Towne & Country

    101 Mountain Lodge Rd, Washingtonville, NY 10992
  • /5

    $150,000

    • Land
    • 1.22 Acres
    • $123,254 per Acre

    0 Lakes Rd Unit ONEH6277946, Monroe Town, NY 10950

    Come build your dream home. The lots are located in the Town of Chester and Town of Monroe sought after Monroe - Woodbury School District.You are buying two lots for the price of one. Town of Chester Section 15, Block 1, Lot 32.2 and Town of Monroe Section 37, Block 1, Lot 20.2

    Ida Payne Keller Williams Realty

    0 Lakes Rd Unit ONEH6277946, Monroe Town, NY 10950
  • /27

    $16,000,000

    • 14 Beds
    • 6.5 Baths
    • 10,041 Sq Ft

    Unlisted Address

    142 acres with municipal services available. One of the last large lots available in the area. Lots of rental income potential. Caretakers house is occupied. Bring your imagination and restore this house and property to it's former glory. This has been in the same family for almost 100 years. Property is on both sides of Route 32. The eastern side goes all the way down to the train tracks.

    Susan Walski Keller Williams Hudson Valley

    Unlisted Address
  • /2

    $250,000

    • Land
    • 4.50 Acres
    • $55,556 per Acre

    0 Lake Shore Dr Unit H6217208, Monroe Town, NY 10950

    Dolores Serpe Weichert Realtors

    0 Lake Shore Dr Unit H6217208, Monroe Town, NY 10950
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