Highland Mills, NY Homes for Sale with Acreage

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  /34

  $897,000

  $68K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,154 Sq Ft

  43 Greenwich Ave, Central Valley, NY 10917

  Experience luxury living in the highly desirable Greens of Woodbury! Nestled within the award-winning Monroe-Woodbury School District, this impressive Colonial offers over 3,100 square feet of beautifully designed living space featuring 5 bedrooms and 4 full bathrooms. From the moment you enter, you’ll appreciate the spacious layout, hardwood floors, soaring ceilings, skylights, and abundant

  

  Alexandra Zinko

  Century 21 Realty Center

  43 Greenwich Ave, Central Valley, NY 10917
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  /36

  $642,000

  Open Sun 12PM - 3PM $8K 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,

  

  Cecilia Feng

  BHHS River Towns Real Estate

  16 Mockingbird Ln, Washingtonville, NY 10992
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  /50

  $699,900

  Open Sat 3PM - 5PM $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,731 Sq Ft

  26 Mandy Ln, Washingtonville, NY 10992

  The ridge enters the room before you do, and the architecture made sure of it. From every room and every deck, the view is what you live with, because the home sits where the horizon opens widest and every window, every railing, and every step off the back door is aimed at it. The valley falls open in front of you, the ridge rolls along the sky, and the treetops drop just below the deck line.

  

  Brian Caplicki

  KW Hudson Valley United

  26 Mandy Ln, Washingtonville, NY 10992
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  /35

  $588,000

  $11K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,224 Sq Ft

  17 Pine Hill Rd, Highland Mills, NY 10930

  Discover a unique opportunity to own a versatile, multi-use property offering space, privacy, and future potential. This move-in ready two-bedroom, one-bath ranch sits on 1.3 acres and features an open-concept layout where the kitchen flows seamlessly into the dining and living areas—ideal for everyday living and easy entertaining. What truly sets this property apart is the FULLY EQUIPPED

  

  Luanne McGann

  Century 21 Full Service Realty

  17 Pine Hill Rd, Highland Mills, NY 10930
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  /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.

  

  Nazma Sooknanan

  43 Freeland St, Monroe, NY 10950
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  /29

  $669,000

  Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,012 Sq Ft

  95 Pine Hill Rd, Highland Mills, NY 10930

  Welcome to 95 Pine Hill Rd. in Highland Mills, NY! This spacious 4-bedroom, 2.5-bath Colonial is located in a highly sought after area offers the perfect blend of comfort, convenience, and outdoor enjoyment. The kitchen features granite countertops, stainless steel appliances, and plenty of cabinet space, making it ideal for everyday living and entertaining. Enjoy summer days in your private

  

  Haakim Byrd

  HomeSmart Homes & Estates

  95 Pine Hill Rd, Highland Mills, NY 10930
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  /50

  $1,375,000

  • 4 Beds
  • 3.5 Baths
  • 4,697 Sq Ft

  147 Smith Clove Rd, Central Valley, NY 10917

  Rockbound - A Guggenheim House. Set on 3.2 acres within the former Filer/Guggenheim Estate, Rockbound is a rare offering that seamlessly blends historic architecture with exceptional modern craftsmanship. Originally constructed as the estate's caretaker's residence and carriage house, the two structures were joined to create a single residence that has since undergone a meticulous six-year

  

  Craig Smith

  Compass Greater NY, LLC

  147 Smith Clove Rd, Central Valley, NY 10917
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  /26

  $585,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,520 Sq Ft

  9 Reinheimer Rd, Monroe, NY 10950

  Set near the edge of Sterling Forest State Park, this thoughtfully renovated home offers a rare balance of privacy, natural surroundings, and everyday convenience. Currently functioning as a 3-bedroom home, the flexible layout provides options to suit a variety of needs while remaining just minutes from Monroe's shops, commuter routes, and amenities. Inside, large windows draw in natural light

  

  Craig Smith

  Compass Greater NY, LLC

  9 Reinheimer Rd, Monroe, NY 10950
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  /42

  $689,999

  $35K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,832 Sq Ft

  1649 State Route 32, Highland Mills, NY 10930

  Set against a picturesque one acre property with peaceful views of Woodbury Creek, this stunning modern stucco raised ranch offers the perfect blend of space, style, and comfort in the desirable Cornwall School District. With over 2,800 square feet of thoughtfully designed living space, this exceptional home features 3 bedrooms, 3 full bathrooms, vaulted ceilings, and an abundance of natural

  

  Chativa Bowen

  Keller Williams Realty

  1649 State Route 32, Highland Mills, NY 10930
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  /43

  $799,000

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

  8 Mountain Brook Rd, Cornwall, NY 12518

  Tucked away in a serene, tree-surrounded setting in the Town of Cornwall, this spacious ranch offers the perfect blend of comfort, privacy, and everyday convenience. Set on 1.4 beautifully landscaped acres, the property feels like a private retreat, complete with mature gardens, natural surroundings, a large Trex deck, and a stunning in-ground saltwater pool framed by beautiful natural rock.

  

  Jade Oliverio

  Howard Hanna Rand Realty

  8 Mountain Brook Rd, Cornwall, NY 12518
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  /2

  $2,497,000

  $440K PRICE DROP

  • Land
  • 11 Acres
  • $227,000 per Acre

  34 Cranberry Dr, Woodbury, NY 10930

  Approved 7 Lot Subdivision. The thoughtfully designed subdivision features seven individual parcels ranging from efficient 0.72 acre lots to a spectacular 5.33 acre anchor estate, offering flexibility for a variety of development visions. The anchor parcel may even present additional subdivision potential, creating further possibilities for those looking to maximize the value of this unique

  

  Brian Caplicki

  KW Hudson Valley United

  34 Cranberry Dr, Woodbury, NY 10930
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  /44

  $649,000

  $76K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  22 Reinheimer Rd, Monroe, NY 10950

  Welcome to this one-of-a-kind custom Colonial with a modern twist—your perfect retreat in the heart of the Hudson Valley. Fully gut renovated and expanded by nearly 2,000 square feet in 2016, this stunning home offers the ideal blend of classic design and modern comfort. You'll love the thoughtful layout, tasteful finishes, and energy-efficient appliances throughout.Step inside and experience

  Claudia Lepore Keller Williams Realty

  22 Reinheimer Rd, Monroe, NY 10950
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  /49

  $1,485,000

  $10K PRICE DROP

  • 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, .04 mile stroll to Kiryas Joel Gate. Shopping & conveniences. 200 yards from the Shul and Women's Yeshiva. 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

  Harry Donofrio Town and Village Real Estate

  421 Spring St, Monroe, NY 10950
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  /50

  $680,000

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,492 Sq Ft

  109 Woodbury Rd, Highland Mills, NY 10930

  This stunning Tudor Colonial is set on 1.0 acres of meticulously landscaped property, offering a private oasis with excellent sun exposure, magnificent views, and a serene backyard retreat perfect for relaxing or entertaining. Inside, the home features both formal and informal living spaces, hardwood floors throughout, and an abundance of windows that fill the home with natural light.The

  Donna Gennaro Howard Hanna Rand Realty

  109 Woodbury Rd, Highland Mills, NY 10930
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  /2

  $699,000

  • Land
  • 1 Acre
  • $699,000 per Acre

  14 Julien Ct, Woodbury, NY 10950

  Discover the perfect canvas for your dream home with this exceptional 1-acre lot, nestled directly behind the highly sought-after and fully established community of Woodbury Junction. This rare offering provides a unique blend of privacy and accessibility, making it an ideal setting. With approved permits already in place, you can begin building your custom home without delay. Surrounded by

  Moshe Kaufman MK Realty Inc

  14 Julien Ct, Woodbury, NY 10950
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  /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
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  /20

  $2,500,000

  • Land
  • 102.9 Acres
  • $24,295 per Acre

  0 Route 32 S Unit 20262321, Modena, NY 12525

  Prime Farmland with breathtaking Mountain Views. Discover an unparalleled investment opportunity with this expansive 102.9-acre working farm, ideally situated on scenic Route 32 and spanning the highly desirable towns of Gardiner and Modena. Comprised of two separate, connecting deeds [52.1 acres in Gardiner (94.3-3-11) and 50.8 acres in Modena (94.3-1-4)], this diverse parcel offers a multitude

  JoAnn Ellis Summerset Realty

  0 Route 32 S Unit 20262321, Modena, NY 12525
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  /2

  $375,000

  • Land
  • 1.2 Acres
  • $312,500 per Acre

  188 Roselawn Rd, Highland Mills, NY 10930

  Discover the perfect opportunity to build your dream home on this spacious 1.2-acre parcel of land located at 188 Roselawn Rd in the desirable community of Highland Mills. Tucked away in a peaceful setting, this property offers the ideal blend of privacy and convenience. Situated between County Route 105 & Woodbury Junction, you’ll have easy access to main roads while still enjoying the

  Nathen Singer MK Realty Inc

  188 Roselawn Rd, Highland Mills, NY 10930
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  /41

  $1,150,000

  • 4 Beds
  • 4.5 Baths
  • 2,532 Sq Ft

  8 Apple Hill Dr, Highland Mills, NY 10930

  Welcome to this impressive Colonial offering generous living space, timeless charm, and an unbeatable location. Featuring a spacious and thoughtfully designed layout, this home provides ample room for comfortable everyday living and entertaining. Large sun-filled rooms, a welcoming atmosphere, and well-proportioned living areas create the perfect setting for family gatherings and special

  Shimon Weber Flag Realty Group

  8 Apple Hill Dr, Highland Mills, NY 10930
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  /37

  $749,000

  • 4 Beds
  • 2.5 Baths
  • 3,890 Sq Ft

  288 Prospect Rd, Monroe, NY 10950

  Welcome to this spacious Colonial offering nearly 2,800 square feet of living space on a private 1-acre lot in one of the most desirable neighborhoods in the Village of South Blooming Grove. The main level features a bright living room, kitchen with dining area, family room, laundry room, and a convenient half bath. Upstairs you'll find a spacious primary suite with a private full bath, along

  Lazar Schvimmer Mount Realty

  288 Prospect Rd, Monroe, NY 10950
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  /50

  $990,000

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

  10 Greenwich Ave, Central Valley, NY 10917

  A slice of Provence in the Hudson Valley. Locally revered as "The Castle on the Hill," Le Chateau des Verts offers a rare combination: the grand soul of a French estate with the easy, accessible flow of a ranch-style home. Sitting on over an acre of lush, mature grounds just 30 miles from Manhattan, it’s the ultimate escape for anyone looking to trade city noise for country quiet—without

  Micaela Stanaland Howard Hanna Rand Realty

  10 Greenwich Ave, Central Valley, NY 10917
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  /45

  $14,000,000

  • 16 Beds
  • 16 Baths
  • 15,252 Sq Ft

  14 Castleton Dr, Highland Mills, NY 10930

  R1A zoned, R3A zoned, agriculture zone approved, infinity pool, tennis and basketball court, gazebo and private lake set across gated 39.1 acresMAIN HOUSE - 10 bedrooms, 6 full baths, 3 half baths, 10 fireplaces, Kitchen has Miele Steam unit, Viking warming drawer, Viking microwave, 3 Viking ovens, including 6-burner and grill, 2 dishwashers, walk-in refrigerator, custom-designed and

  Laura Denberg Corcoran Baer & McIntosh

  14 Castleton Dr, Highland Mills, NY 10930
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  /25

  $1,499,999

  • 3 Beds
  • 2 Baths
  • 3,450 Sq Ft

  283 Prospect Rd, Monroe, NY 10950

  An extraordinary property offering the perfect balance of privacy, comfort, and natural beauty. While the photos showcase its appeal, the true scale and atmosphere can only be experienced in person. Don't miss the opportunity to tour this exceptional home and see firsthand what makes it so special.

  Lazar Schvimmer Mount Realty

  283 Prospect Rd, Monroe, NY 10950
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  /33

  $575,000

  $50K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,988 Sq Ft

  333 Oakland Ave, Monroe, NY 10950

  A beautiful and spacious Cape Cod–style home set on a hill overlooking the Village of Monroe. Ideally located for commuting, this home offers close proximity to the ShortLine bus to NYC’s Port Authority Terminal, as well as just 3.7 miles to the train station-blending convenience with a peaceful setting. Enjoy nearby ponds, local dining, or time outdoors on the porch. Bright, airy, and well

  Eileen Hughes Howard Hanna Rand Realty

  333 Oakland Ave, Monroe, NY 10950
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  /40

  $849,000

  • 6 Beds
  • 4.5 Baths
  • 3,857 Sq Ft

  155 Roselawn Rd, Highland Mills, NY 10930

  This high-impact, move-in-ready luxury home delivers instant appeal on 1.5 private, park-like acres. Designed to impress, it features vaulted ceilings, rich Brazilian wood floors, a granite kitchen, and a fireplace that anchors the space with warmth and style.The flexible layout offers 2 bedrooms plus an office on the main level—perfect for guests or extended living—while upstairs includes a

  Jacob Katz MS Realty Group USA, Inc

  155 Roselawn Rd, Highland Mills, NY 10930
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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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  /2

  $3,600,000

  • Land
  • 3.88 Acres
  • $927,835 per Acre

  139-145 Route 17m, Harriman, NY 10926

  48 Unit Shovel Ready Multifamily Development Project Harriman Gardens offers a rare opportunity to bring a fully approved 48-unit residential community to life in the heart of the Village of Harriman. Designed to meet the growing demand for high-quality rental housing in Orange County, the project combines thoughtful unit layouts with a location that provides both accessibility and small-town

  Steven Brown Hudson Valley Realty & Busines

  139-145 Route 17m, Harriman, NY 10926
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  /46

  $839,900

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,013 Sq Ft

  3 Nova Dr, Cornwall, NY 12518

  Welcome to 3 Nova Drive... A stunning center hall Colonial nestled on a private 4.4-acre corner lot in the award-winning Cornwall School District. Offering over 3,000 square feet of thoughtfully designed living space, this 4-bedroom, 2.5-bath home perfectly blends timeless elegance with modern upgrades. A grand two-story entry sets the tone as you step inside, leading to a spacious and inviting

  Jennifer Gold RE/MAX Benchmark Realty Group

  3 Nova Dr, Cornwall, NY 12518
• 

  

  /22

  $2,500,000

  • Land
  • 102.9 Acres
  • $24,295 per Acre

  0 Route 32 S Unit KEY995983, Modena, NY 12525

  Prime Farmland with breathtaking Mountain Views. Discover an unparalleled investment opportunity with this expansive 102.9-acre working farm, ideally situated on scenic Route 32 and spanning the highly desirable towns of Gardiner and Modena. Comprised of two separate, connecting deeds [52.1 acres in Gardiner (94.3-3-11) and 50.8 acres in Modena (94.3-1-4)], this diverse parcel offers a multitude

  JoAnn Ellis Summerset Realty

  0 Route 32 S Unit KEY995983, Modena, NY 12525
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  /38

  $989,900

  • 4 Beds
  • 3.5 Baths
  • 5,440 Sq Ft

  32 Pearce Dr, Highland Mills, NY 10930

  Stunning Luxury Home with Resort-Style Amenities:Welcome to this exceptional 5,440 sq ft residence offering the perfect blend of elegance, comfort, and modern upgrades. This spacious home features 4 generously sized bedrooms, including a luxurious primary suite with a private balcony, beautiful views, and a spacious walk-in closet.The primary bathroom is a true retreat, showcasing a spa-like

  Jean DiMatteo DiMatteo Realty LLC

  32 Pearce Dr, Highland Mills, NY 10930
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  /50

  $700,000

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

  33 Sutherland Dr, Highland Mills, NY 10930

  Experience the perfect blend of modern elegance and suburban tranquility in this beautiful Colonial, perfectly positioned on 1.2 acres of manicured grounds. Inside, rich hardwood floors and walls of windows create an airy, light-filled atmosphere. The heart of the home is the efficiently designed kitchen, boasting a breakfast bar, pantry and stainless-steel appliances. It flows seamlessly into

  Donna Gennaro Howard Hanna Rand Realty

  33 Sutherland Dr, Highland Mills, NY 10930
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  /22

  $665,000

  • 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

  David Muller MS Realty Group USA, Inc

  1535 Route 208, Washingtonville, NY 10992
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  /2

  $179,000

  $20K PRICE DROP

  • Land
  • 5.5 Acres
  • $32,545 per Acre

  37 Dry Hill Lake Rd, Monroe, NY 10950

  RARE 5.5-ACRE OPPORTUNITY in the highly sought-after Monroe-Woodbury School District! Build your dream home or private estate on this expansive, private parcel offering the perfect balance of seclusion and convenience. Zoned SR-15, with public sewer available, electric nearby, and located on a privately maintained road. The property is already well advanced in the zoning and planning board

  Jacob Fried Keller Williams Realty

  37 Dry Hill Lake Rd, Monroe, NY 10950
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  /4

  $1,899,000

  • 2 Beds
  • 2 Baths
  • 2,550 Sq Ft

  520 State Route 208, Monroe, NY 10950

  Shovel-Ready Development Opportunity – Prime LocationFully approved and shovel-ready site offering a 5,000 sq ft footprint per floor across 3 levels plus basement. Ideal for a high-demand commercial plaza or mixed-use development.Strategically positioned in a beautiful, high-visibility location servicing the Monroe, Blooming Grove, Chester, and Kiryas Joel communities. Less than one

  Lazar Schvimmer Blooming Realty

  520 State Route 208, Monroe, NY 10950
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  /18

  $2,175,000

  $224K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 3,000 Sq Ft

  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
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  /50

  $1,025,000

  • 6 Beds
  • 3 Baths
  • 3,058 Sq Ft

  27 Van Tassel Ct, Highland Mills, NY 10930

  Explore this great opportunity located at 27 Van Tassel in Highland Mills, offering an impressive 2.6-acre property with expansive grounds, privacy, and a peaceful, calm setting. This beautiful home spans 3,058 square feet and is filled with rich features and amenities designed for both comfort and everyday living. As you enter, you are welcomed by an elegant formal dining room and a spacious

  Nathen Singer MK Realty Inc

  27 Van Tassel Ct, Highland Mills, NY 10930
• 

  

  /23

  $449,900

  • 2 Beds
  • 1 Bath
  • 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
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  /33

  $649,900

  $20K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,489 Sq Ft

  66 Summit Ave, Central Valley, NY 10917

  Rich in history and thoughtfully reimagined, this exceptional Arts & Crafts residence in the coveted Oak Clove neighborhood blends architectural character with today’s most desirable upgrades. From the moment you enter, the home’s warmth is undeniable. A stunning living room anchored by a floor-to-ceiling stone fireplace and accented with exposed wood beams creates a space that feels both grand

  Melissa Forsyth Hudson Valley Home Connection

  66 Summit Ave, Central Valley, NY 10917
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  /54

  $1,195,000

  $300K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 5,229 Sq Ft

  12 Parks Wood Dr, Cornwall, NY 12518

  Welcome to your own secluded retreat in the heart of Cornwall -- privately set atop 4 picturesque acres with sweeping views of Schunemunk Mountain and offering nearly 5,229 square feet of exceptional living space. Designed to embrace its natural surroundings, the property is enhanced by multiple tiers of expansive decks, patios, and mature landscaping that create a true resort-like atmosphere. A

  Greg Berardi Berardi Realty

  12 Parks Wood Dr, Cornwall, NY 12518
• 

  /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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