Highland Mills, NY Homes for Sale with Acreage

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  /45

  $680,000

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  28 Sutherland Dr, Highland Mills, NY 10930

  "Hike Up Your Own Mountain" – A Serene and Spacious Woodland RetreatWelcome to your private sanctuary nestled on 2.4 acres of lush woods and cultivated gardens, where nature and modern living harmoniously intertwine. This beautifully updated home invites you in with a charming front porch, perfect for morning coffee or evening relaxation, offering a warm welcome to all who arrive.Inside,

  

  Regina Wittosch

  Howard Hanna Rand Realty

  (845) 868-6382

  28 Sutherland Dr, Highland Mills, NY 10930
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  /41

  $649,000

  • 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

  

  Zachary Leentjes

  Wansor Realty

  (329) 201-2257

  300 Mountain Lodge Rd, Monroe, NY 10950
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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

  

  Erin Connolly

  Artisan Realty

  (845) 205-7720

  24 Laura Ln, Woodbury, NY 10917
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  /50

  $699,999

  • 4 Beds
  • 2.5 Baths
  • 2,448 Sq Ft

  120 Pine Tree Rd, Monroe, NY 10950

  Welcome to 120 Pine Tree Road, a beautifully maintained Colonial in Monroe offering over 2,450 sq ft of comfortable living in the Monroe-Woodbury School District. This home features a sunken living room with hardwood floors, an elegant flow into the dining area, and marble flooring throughout the kitchen and dining room for a refined finish. The second level provides four generous bedrooms,

  

  Alison Orlando

  Keller Williams Hudson Valley

  (329) 777-5921

  120 Pine Tree Rd, Monroe, NY 10950
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  /38

  $794,999

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

  108 Circle Dr, Monroe, NY 10950

  ** New Heating System***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 bedrooms are oversized including a

  

  Alexandra Zinko

  Century 21 Realty Center

  (329) 215-0421

  108 Circle Dr, Monroe, NY 10950
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  /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
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  /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
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  /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
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  /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
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  /27

  $14,000,000

  • 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
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  /36

  $582,000

  • 4 Beds
  • 2.5 Baths
  • 3,784 Sq Ft

  8 Brian Ct, Salisbury Mills, NY 12577

  **Spacious 2005 Colonial in Desirable Cul-de-Sac** Welcome to this well-appointed 3,784 sq ft colonial in sought-after Salisbury Hills. This 4-bedroom, 2.5-bath home sits on a peaceful cul-de-sac with a long private driveway offering excellent privacy. Built in 2005, this newer construction features generous living spaces perfect for modern family living. **PROPERTY SOLD OCCUPIED - NO SHOWINGS -

  Arafat Ibrahim AI Realty Brokerage LLC

  8 Brian Ct, Salisbury Mills, NY 12577
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  /29

  $655,000

  • 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
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  /39

  $749,000

  • 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
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  /47

  $989,000

  • 5 Beds
  • 4.5 Baths
  • 3,608 Sq Ft

  20 Winding Ln, Central Valley, NY 10917

  Welcome to a residence that doesn’t just say luxury it lives it. Tucked at the end of a peaceful cul-de-sac and set on over an acre of manicured grounds (with sprinkler system) this breathtaking 5 bed 4.5 bath colonial delivers upscale living in its most refined form. The moment you step inside you’re greeted with warm hardwood floors sophisticated millwork & an effortless open flow designed for

  Tristen Sierra Coldwell Banker Realty

  20 Winding Ln, Central Valley, NY 10917
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  /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
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  /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

  Edmond Yoo Corcoran MH, LLC

  348 Route 32, Central Valley, NY 10917
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  /36

  $1,029,000

  • 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
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  /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
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  /49

  $1,250,000

  • 4 Beds
  • 3 Baths
  • 3,015 Sq Ft

  46 Roselawn Rd, Highland Mills, NY 10930

  Discover the perfect blend of style, space, and convenience in this stunning, single level 3,000 sq. ft. brick ranch, ideally located just 50 miles north of New York City in the town of Woodbury.A circular driveway welcomes you to this totally renovated 4-bedroom, 3-bath home with a bright, open-concept layout and elegant wood-look tile flooring laid in a sophisticated herringbone pattern.

  Evelyn Unger Tmimi Weichert Realtors

  46 Roselawn Rd, Highland Mills, NY 10930
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  /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
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  /32

  $650,000

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

  1500 State Route 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 State Route 32, Highland Mills, NY 10930
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  /17

  $650,000

  • 3 Beds
  • 1.5 Baths
  • 1,665 Sq Ft

  459 Clove Rd, Monroe, NY 10950

  Don't miss out on this STUNNING RENOVATED GEM at 459 Clove Rd, Monroe! - 3 spacious bedrooms- Living room & dining room- Cozy fireplace- 1.5 bathrooms- 1.5 acres of PRIVATE, secluded bliss - Upgraded & renovated to perfectionCome see it before it's GONE! Schedule a showing today and make this beauty yours!

  Shaool Nehari eRealty Advisors, Inc

  459 Clove Rd, Monroe, NY 10950
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  /50

  $650,000

  • 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 custom-built Country Contemporary set on a private, 2.3-acre hilltop. This property offers the perfect mix of privacy, space, and convenience, all just minutes from the NYS Thruway, local state parks, and about 50 minutes from NYC. Inside, the home features a bright, open floor plan with plenty of natural light. You’ll find rich hardwood floors,

  Ammar Iqbal eXp Realty

  65 Oxford Springs Rd, Chester, NY 10918
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  /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
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  /12

  $549,900

  • 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
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  /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
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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

  Ammar Iqbal eXp Realty

  5 Mohican Ct, Salisbury Mills, NY 12577
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  /34

  $325,900

  • 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
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  /26

  $650,000

  • 5 Beds
  • 3.5 Baths
  • 1,952 Sq Ft

  381 New York 32, Woodbury, NY 10917

  Welcome to your private oasis on 1.2 acres, partially renovated with over $150,000 in updates already completed. Upstairs features 4 bedrooms and 2.5 bathrooms, including a luxurious master suite with a heated bathroom floor. Enjoy all-new windows, flooring, doors, plumbing, electric, and central A/C, filling the home with modern comfort and natural light. The fully renovated basement offers a

  Josef Orlansky Rodeo Realty Inc

  381 New York 32, Woodbury, NY 10917
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  /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

  Lisa Mulcahy Ellis Sotheby's Intl Realty

  331 Mountain Lodge Rd, Blooming Grove, NY 10914
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  /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
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  /5

  $137,900

  • Land
  • 1.22 Acres
  • $113,311 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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /50

  $834,000

  • 5 Beds
  • 4.5 Baths
  • 4,051 Sq Ft

  12 Perry Creek Rd, Washingtonville, NY 10992

  Stately 1900 Victorian Estate with Guest House, 4051 sqft combined on 2.8 Manicured AcresWelcome to this impeccably restored 4-bedroom, 3.5-bath Victorian masterpiece, nestled on 2.8 acres of lush, landscaped grounds. From the moment you arrive via the circle driveway, you’ll be captivated by the charm of yesteryear paired with the comfort and efficiency of today. Geothermal heating and

  Brenda Guttenberg RE/MAX Benchmark Realty Group

  12 Perry Creek Rd, Washingtonville, NY 10992

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