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Highland Mills, NY Homes for Sale with Acreage

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  • /40

    $610,000

    • 3 Beds
    • 2.5 Baths
    • 3,148 Sq Ft

    5 Mohican Ct, Salisbury Mills, NY 12577

    Discover a home that truly has it all — space, style, and location. Nestled on a quiet cul-de-sac, this custom-built raised ranch boasts over 3,000 sq ft of living space and was designed with both comfort and entertaining in mind. Inside, you’ll find gleaming hardwood floors, a flowing layout, and an updated kitchen with granite countertops and a large island at the center of it all. The

    Agent Photo

    Ammar Iqbal

    eXp Realty

    (329) 219-1659

    5 Mohican Ct, Salisbury Mills, NY 12577
  • /38

    $724,999

    • 5 Beds
    • 4 Baths
    • 4,615 Sq Ft

    108 Circle Dr, Monroe, NY 10950

    ** New Heating System*** Price reduced for quick sale. This stunning contemporary Cape Cod offer's nearly 5,000 Sqft of elegant living space sitting pretty on 2.1 Acres with Monroe Woodbury Schools. Perfect for a large or multi-generational families, step inside to find three spacious living/sitting/family rooms, gleaming hardwood floors, and a luxurious stone mantle with gas fireplace. The

    Agent Photo

    Alexandra Zinko

    Century 21 Realty Center

    (329) 210-1430

    108 Circle Dr, Monroe, NY 10950
  • /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
  • /39

    $819,000

    • 4 Beds
    • 3.5 Baths
    • 3,235 Sq Ft

    46 Woodland Rd, Monroe, NY 10950

    Tucked away in a peaceful, tree-lined neighborhood, 46 Woodland Rd offers the perfect balance of tranquil suburban living and modern comfort. This beautifully maintained home sits on a generous lot, surrounded by mature trees — giving you that secluded, “upstate getaway” vibe, while still being just minutes from Monroe’s shops, restaurants, and top-rated schools.Step inside to find a

    Alejandra Fermin Empire Fine Homes

    46 Woodland Rd, Monroe, NY 10950
  • /49

    $1,490,000

    • 4 Beds
    • 2.5 Baths
    • 3,150 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
  • /32

    $725,000

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

    300 Estrada Rd, Central Valley, NY 10917

    Tucked away at the end of a quiet 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

    Rosalie Cook Weichert Realtors

    300 Estrada Rd, Central Valley, NY 10917
  • /35

    $599,999

    • 3 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    77 Woodbury Rd, Highland Mills, NY 10930

    Nestled in the coveted Cornwall School District, this home is in Highland Mills and offers a perfect blend of convenience and charm. Ideal for commuters, the property is situated just minutes away from both the NYS Thruway and Route 17, making it an excellent choice for those traveling to NYC as well as for access to public transportation. This traditional home has three spacious bedrooms, and

    Annie Hansen Howard Hanna Rand Realty

    77 Woodbury Rd, Highland Mills, NY 10930
  • /36

    $1,200,000

    • 3 Beds
    • 2 Baths
    • 1,552 Sq Ft

    24 Emily Ln, Monroe, NY 10950

    This unique split-level property is situated on a stunning 2.1-acre lot on a quiet dead-end road in the charming village of South Blooming Grove. Step inside to discover an open floor plan that seamlessly blends the living room, dining room, and upgraded kitchen with custom finishes and stainless steel appliances. The residence was completely renovated just three years ago, updating everything

    Lazar Schvimmer Blooming Realty

    24 Emily Ln, Monroe, NY 10950
  • /35

    $999,999

    • 5 Beds
    • 3.5 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
  • /39

    $739,000

    • 6 Beds
    • 5 Baths
    • 4,587 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
  • /45

    $8,999,000

    • 4 Beds
    • 3.5 Baths
    • 3,057 Sq Ft

    20 Loyee Ln, Washingtonville, NY 10992

    This is a rare, once-in-a-lifetime opportunity for investors! Located on quiet Helms Road—right off Round Hill Road, Route 208, and just moments from the high-traffic Clove Road—this remarkable property sits in close proximity to the Village of South Blooming Grove. Set on over 134 acres, the land features expansive open fields, a hardwood forest, existing infrastructure, and 2 high-pressure

    Joel Basch eRealty Advisors, Inc

    20 Loyee Ln, Washingtonville, NY 10992
  • /26

    $400,000

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

    241 Smith Clove Rd, Highland Mills, NY 10930

    What a view! This beautifully updated cottage-style home is set on 1.5 serene acres adjacent to open land, offering breathtaking panoramic views of the surrounding mountains. Located just over an hour from New York City, it’s the perfect weekend retreat — or your ideal full-time residence.Property Highlights:Located in the desirable Monroe-Woodbury School DistrictIncludes access to

    Karin Poggio HomeSmart Homes & Estates

    241 Smith Clove Rd, Highland Mills, NY 10930
  • /28

    $700,000

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

    1535 Route 208, Washingtonville, NY 10992

    Situated on over an acre of flat land, this legal two-family property features two detached ranch-style homes on one lot, offering exceptional flexibility and value. The first residence boasts an open floor plan with three bedrooms and two bathrooms, a spacious family room, and an office. along with an updated eat-in kitchen, wood flooring, a front deck.The second ranch home offers three

    Mendel Klein MS Realty Group USA, Inc

    1535 Route 208, Washingtonville, NY 10992
  • /6

    $775,000

    • 8 Beds
    • 3 Baths
    • 2,380 Sq Ft

    30 Trout Brook Rd, Highland Mills, NY 10930

    Spacious 3-unit multifamily ranch located in the desirable Village of Woodbury within the Cornwall School District—an excellent opportunity for investors or end-users seeking rental income and long-term upside. Offering approximately 2,380 SF on a level 1.60-acre lot, this property features a total of 8 bedrooms and 3 baths across three units, including two 3-bedroom apartments and one 2-bedroom

    Sarah Schwartz Rodeo Realty Inc

    30 Trout Brook Rd, Highland Mills, NY 10930
  • /10

    $585,000 Coming Soon

    • 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
  • /50

    $995,000

    • 4 Beds
    • 2.5 Baths
    • 2,541 Sq Ft

    1280 State Route 208, Monroe, NY 10950

    Tucked away on 8.5 acres of gently rolling land, this contemporary home is a sanctuary for those who crave space, quiet and a connection to nature. Clean lines and natural textures define the design blending seamlessly into the surrounding landscape. As you make your way up the front walkway, you are first greeted by the koi pond. Inside, the open floor plan invites light from every direction.

    Regina Carmel Howard Hanna Rand Realty

    1280 State Route 208, Monroe, NY 10950
  • /50

    $2,000,000

    • 5 Beds
    • 3 Baths
    • 3,172 Sq Ft

    72 Peddler Hill Rd, Monroe, NY 10950

    Calling all investors and homeowners!This exceptional 3.7-acre property at 72 Peddler Hill Rd in the Village of South Blooming Grove offers a rare combination of future development potential and an expansive 3,172 sq ft residence. Whether you're seeking an investment opportunity, planning future development, or looking for a spacious home, this property checks every box. Investment &

    Lazar Schvimmer Blooming Realty

    72 Peddler Hill Rd, Monroe, NY 10950
  • /23

    $449,900

    • 2 Beds
    • 1.5 Baths
    • 1,596 Sq Ft

    140 Orrs Mills Rd, Salisbury Mills, NY 12577

    Spectacular location in tranquil setting in the heart of beautiful Hudson Valley. Picturesque views of the iconic Salisbury Mills trestle with endless mountain views and a peaceful stream in your own backyard all situated on 1.3 acres with Cornwall School District. Lovely home featuring a large living room with brick fireplace and exposed wood beams. Formal dining room and kitchen, two large

    John Biasi Howard Hanna Rand Realty

    140 Orrs Mills Rd, Salisbury Mills, NY 12577
  • /13

    $1,249,000

    • 3 Beds
    • 2.5 Baths
    • 2,794 Sq Ft

    230 Prospect Rd, Monroe, NY 10950

    Welcome to this beautifully refreshed and renovated home, perfectly blending modern style with convenience! - Fresh paint and sleek new finishes throughout- Brand-new appliances for effortless living- Prime location: - Steps away from major shopping centers - Easy access to public transportation - Close proximity to schools, parks, and community amenities - Move-in ready condition-

    Lazar Schvimmer Blooming Realty

    230 Prospect Rd, Monroe, NY 10950
  • /12

    $529,900

    • 3 Beds
    • 3 Baths
    • 3,172 Sq Ft

    7 Felter Hill Rd, Monroe, NY 10950

    Three bedroom sprawling Colonial on a pastoral 6.2 private acres in Blooming Grove! Oversized rooms with large closets and hardwood floors throughout. Back deck overlooking wooded yard. Stately great room with two-story stone fireplace and cathedral ceilings. Private but close to shopping, schools and amenities. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with rehab loan

    Brian Smith River Realty Services, Inc.

    7 Felter Hill Rd, Monroe, NY 10950
  • /49

    $1,750,000

    • 7 Beds
    • 10 Baths
    • 10,710 Sq Ft

    35 Balmoral Ct, Harriman, NY 10926

    A delight awaits! Do you need space, privacy, and a prime location with top-of-the-line luxury upgrades? The house is a masterpiece and includes 2 apartments: one above the 4-bay garage and the other a ground-level efficiency apartment. Both have full kitchens and full bathrooms. The apartment above the garage has a nice deck overlooking the backyard. The views of the Schunnemunk Mountain Range

    Lynda Hoss Weichert Realtors

    35 Balmoral Ct, Harriman, NY 10926
  • /2

    $250,000

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

    0 Lake Shore Dr Unit KEYH6217208, Monroe Town, NY 10950

    Dolores Serpe Weichert Realtors

    0 Lake Shore Dr Unit KEYH6217208, Monroe Town, NY 10950
  • /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
  • /34

    $299,000

    • 2 Beds
    • 1 Bath
    • 1,078 Sq Ft

    215 Old Route 32, Highland Mills, NY 10930

    Calling all car enthusiasts, contractors, landscapers, excavators and dreamers — this is the kind of property that doesn’t come around often. Set on over 2 acres in the highly sought-after Cornwall school district, this property offers endless potential for someone with vision. Let’s talk about the showstopper — a massive pole barn that’s every hobbyist or business owner’s dream. Whether you need

    Tristen Sierra Coldwell Banker Realty

    215 Old Route 32, Highland Mills, NY 10930
  • /2

    $799,999 Coming Soon

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

    5 Bens Way, Chester, NY 10918

    On Market Monday 2/9/2026

    Anthony Rivas Keller Williams Hudson Valley

    5 Bens Way, Chester, NY 10918
  • /50

    $300,000

    • Land
    • 3 Acres
    • $100,000 per Acre

    331 Mountain Lodge Rd, Blooming Grove, NY 10914

    Only 90 minutes from NYC. Reminiscent of the iconic swimming holes of the Catskills, let the sounds of nature soothe you from your private stream and 20-foot waterfall. Fully engineered for a 3 bedroom, 3 bath home, the leg work has already been done. Complete survey with topography, perk test, soil samples and well and septic engineering were done. The 3-acre lot spans across a cleared homesite,

    Lisa Mulcahy Ellis Sotheby's Intl Realty

    331 Mountain Lodge Rd, Blooming Grove, NY 10914
  • /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
  • /38

    $999,999

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

    Unlisted Address

    Are you looking for a 3+ ACRE getaway from the city that is 5 minutes to the Thruway, and 50 minutes from the GWB? Or, how about a professional home office, organic garden hobbyist, & perhaps extended. The approximate total finished sq ftge is 4800 not including the finished basement in the house. It is worthwhile to see this original 4 bedroom farmhouse that has been UPDATED with genuine

    Naomi Streicher Q Home Sales

    Unlisted Address
  • /11

    $8,995,000

    • Land
    • 56.2 Acres
    • $160,053 per Acre

    55 Claire Dr, Monroe, NY 10950

    Own the entire neighborhood! 10 buildings, 7 homes, a swimmable, private lake and 56 acres bordering the Village in the Town of Monroe! It's a a meticulously maintained park-like property owned by the same family for many decades. Set-back off of Quaker Hill Road, this Oasis sits at the end of a quaint private road which opens up to a beautiful community of over 11,000sf of housing. Endless

    Layla Rose Boyles Century 21 Realty Center

    55 Claire Dr, Monroe, NY 10950
  • /15

    $999,000

    • 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 functionality.Enjoy

    Salvatore Girgenti Ben Bay Realty of Staten Isl.

    168 Prospect Rd, Monroe, NY 10950
  • /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
  • /32

    $975,000

    • 5 Beds
    • 3.5 Baths
    • 5,700 Sq Ft

    237 Mineral Springs Rd, Highland Mills, NY 10930

    237 Mineral Springs Rd, Highland Mills, NY 10930 – 5,700 sq ft | 5 Beds | 3.5 Baths | 2.5 Acres | Cornwall Central School District Exceptional 5,700 sq ft colonial on 2.5 landscaped acres, less than one hour from NYC. Located in the Cornwall Central School District, this home offers high-end finishes, vaulted ceilings, and extensive indoor/outdoor entertaining spaces. Interior Features: • Chef’s

    Derek Greene Greene Realty Group

    237 Mineral Springs Rd, Highland Mills, NY 10930
  • /61

    $517,100

    • 3 Beds
    • 3 Baths
    • 2,112 Sq Ft

    6 Emily Ln, Monroe, NY 10950

    Online Only Auction Ending January 8 at AARauctions Note listing price is full market value according to public records. No Minimum Starting Bid! New Year - New Opportunity Auction for a 3BR/3BA Single-family home on 1.00+/- acres that welcomes your young family to make memories here. 6 Emily Lane features a corner lot location, screened porch, and brick patio in the Village of South Blooming

    Frank Pietrzak ABSOLUTE AUCTION AND REALTY INC

    6 Emily Ln, Monroe, NY 10950
  • /43

    $1,950,000

    • 6 Beds
    • 3.5 Baths
    • 6,576 Sq Ft

    24 Jill Rd, Highland Mills, NY 10930

    Evoking the charms of a more serene life, this Victorian center hall mansion, set on 5.7 glorious acres, is a study in paradise. The curved balustrade entry leads to a commanding multi column 100 foot veranda highlighted by a tongue & groove wood ceiling. Sit outside & enjoy the mountain view & parklike property. A highlight too is the copper cupola & new Davinci slate roof! Upon entering,

    Susan Kopec Howard Hanna Rand Realty

    24 Jill Rd, Highland Mills, NY 10930
  • /50

    $3,195,000

    • 4 Beds
    • 6 Baths
    • 7,669 Sq Ft

    12 Mountain Brook Rd, Cornwall, NY 12518

    Welcome to Mountain Brook Estate, an ultra-private, luxurious mountaintop retreat encompassing 26+ acres on one of the highest elevations in the Hudson Valley. An hour from New York City and minutes from West Point, this nearly 8,000 square foot contemporary estate has been meticulously renovated to showcase commanding views of the Hudson River, Storm King Mountain, and the surrounding Catskill

    Jake Garay Serhant LLC

    12 Mountain Brook Rd, Cornwall, NY 12518
  • /43

    $625,000

    • 2 Beds
    • 1 Bath
    • 1,224 Sq Ft

    17 Pine Hill Rd, Highland Mills, NY 10930

    Welcome to 17 Pine Hill! Escape to this stunning ranch-style home situated on a serene 1.3-acre property! As you step inside, you'll be greeted by the warmth of the living room, complete with a cozy fireplace and inviting ambiance. Enjoy meals in the charming dinette, which opens up to a picturesque deck perfect for taking in the surroundings. The heart of the home is the spacious open-concept

    Yakov Winkler Preferred Properties Real Esta

    17 Pine Hill Rd, Highland Mills, NY 10930
  • /18

    $2,299,000

    • 5 Beds
    • 2 Baths

    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
  • /30

    $875,600

    • 5 Beds
    • 3 Baths
    • 3,172 Sq Ft

    72 Peddler Hill Rd, Monroe, NY 10950

    This is an auction listing. Online auction ending November 13. Price reflects full market value according to public record. No minimum starting bid! Complete details at AARauctions RARE OPPORTUNITY V/SOUTH BLOOMING GROVE **3.70+/- Acres with Large Colonial Home** What would you do to utilize the land? Ideally situated in a naturally wooded area minutes from the NYS Thruway. Motivated sellers

    Frank Pietrzak ABSOLUTE AUCTION AND REALTY INC

    72 Peddler Hill Rd, Monroe, NY 10950
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