Highland Mills, NY Homes for Sale with Acreage

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  $950,000

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

  43 Greenwich Ave, Central Valley, NY 10917

  Welcome to 43 Greenwich Avenue, a beautifully appointed 5-bedroom, 4-bath Colonial nestled in the highly sought-after Greens community of Central Valley. Offering over 3,100 square feet of living space, this home features a spacious and sun-filled layout, perfect for both everyday living and entertaining. The inviting family room showcases soaring ceilings, skylights, and a cozy fireplace, while

  

  Alexandra Zinko

  Century 21 Realty Center

  (845) 205-7672

  43 Greenwich Ave, Central Valley, NY 10917
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  /35

  $588,000

  • 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

  (845) 868-4795

  17 Pine Hill Rd, Highland Mills, NY 10930
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  $3,999,999

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

  43 Freeland St, Monroe, NY 10950

  Multi-Use Investment Opportunity – Village of Monroe, NYApprox. 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

  

  Nazma Sooknanan

  Nazma Real Estate LLC

  (329) 236-2541

  43 Freeland St, Monroe, NY 10950
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  /36

  $650,000

  • 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

  (329) 213-1780

  16 Mockingbird Ln, Washingtonville, NY 10992
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  /2

  $2,937,000

  • Land
  • 11 Acres
  • $267,000 per Acre

  34 Cranberry Dr, Woodbury, NY 10930

  There are opportunities... and then there are opportunities that allow you to shape an entire vision from the ground up.Welcome to Cranberry Drive in Highland Mills, where this shovel ready subdivision presents a remarkable chance to create something truly special in the heart of Woodbury, NY. This offering provides a rare plug and play development opportunity for a builder or investor ready

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 547-7784

  34 Cranberry Dr, Woodbury, NY 10930
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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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  /27

  $999,999

  • 5 Beds
  • 2.5 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
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  /49

  $869,900

  • 4 Beds
  • 2.5 Baths
  • 2,880 Sq Ft

  3 Mountain Brook Rd, Cornwall, NY 12518

  Craftsman-Inspired Farmhouse with Modern Rustic Charm! Welcome to this stunning, fully renovated home where timeless character meets modern design. Thoughtfully remodeled over the past few years, this residence offers warmth, style, and functionality in every detail. A welcoming and expansive front porch sets the tone—perfect for morning coffee or relaxing evenings while enjoying the peaceful

  Jennifer Gold RE/MAX Benchmark Realty Group

  3 Mountain Brook Rd, Cornwall, NY 12518
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  /20

  $899,000

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

  251 Prospect Rd, Monroe, NY 10950

  Comfortable and properly maintained home offering a practical layout with bright living space and nicely sized bedrooms. The front yard gives a pleasant first impression, while the backyard offers extra space to unwind or enjoy the outdoors. A great match for buyers looking for a solid home with space inside and out.

  Lazar Schvimmer Blooming Realty

  251 Prospect Rd, Monroe, NY 10950
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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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  /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
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  /50

  $1,085,000

  • 4 Beds
  • 5 Baths
  • 3,674 Sq Ft

  93 Horton Rd, Washingtonville, NY 10992

  The Jeremiah Horton House, circa 1700s, represents a singular opportunity to steward a piece of Hudson Valley history. Crafted by renowned 18th-century stonemason Jeremiah Horton and held within his family for generations, this extraordinary residence stands as a masterwork of early American stone architecture, thoughtfully preserved and seamlessly elevated with modern amenities.Set on 1.1

  Donna Brooks Compass Greater NY, LLC

  93 Horton Rd, Washingtonville, NY 10992
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  /50

  $1,290,000

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

  221 Smith Clove Rd, Highland Mills, NY 10930

  Introducing one of Highland Mills’ most impressive estates—an architectural statement set on 6.5 private acres in the Monroe–Woodbury School District. Built by a seasoned general contractor for his own family, this 5,140+ sq ft residence pairs exceptional craftsmanship with the scale and sophistication of a true luxury home. A sun-filled two-story foyer welcomes you with a sweeping handcrafted

  Jamie Aisenstat Serhant LLC

  221 Smith Clove Rd, Highland Mills, NY 10930
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  /36

  $1,075,000

  • 3 Beds
  • 3 Baths
  • 3,796 Sq Ft

  49 Helms Hill Rd, Washingtonville, NY 10992

  Discover the charm of this spacious 4-bedroom, 3.1 bath home, sitting on a generous 3-acre lot. With almost 4,000 square feet of space, it's perfect for any beings who love room to grow and entertain. Nestled in a peaceful neighborhood, this gem offers a cozy retreat with plenty of outdoor space for gardening, play, or just relaxing under the stars. Imagine waking up to quiet mornings and

  Brandon Nielsen Century 21 Full Service Realty

  49 Helms Hill Rd, Washingtonville, NY 10992
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  /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
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  /8

  $1,400,000

  • 6 Beds
  • 3 Baths
  • 1,500 Sq Ft

  435 Schunnemunk Rd, Highland Mills, NY 10930

  Charming Raised Ranch / Bi-Level Home in Highland Mills, NY, Near Kiryas Joel! This impeccably maintained 6-bedroom home is ideal for year-round living or summer enjoyment. Positioned on the border of Kiryas Joel, directly across from Amdur Park Lake, this prime Highland Mills location ensures no dense development will encroach, unlike Kiryas Joel zoning. Additionally, it's within walking

  Joe Nadler LANDERBUILT REALTY LLC

  435 Schunnemunk Rd, Highland Mills, NY 10930
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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 seamless

  Salvatore Girgenti Ben Bay Realty of Staten Isl.

  168 Prospect Rd, Monroe, NY 10950
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  $725,000 Open Sun 11:30AM - 1:30PM

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

  22 Reinheimer Rd, Monroe, NY 10950

  Welcome to this one-of-a-kind Colonial with a modern twist. This fully renovated and extended three-bedroom, 2.5-bath home has been thoughtfully redesigned from top to bottom, showcasing an incredible transformation with tasteful finishes and top-of-the-line, energy-efficient appliances throughout. Think 1920s gut renovation with a new construction mix maintaining the charm and character of the

  Claudia Lepore Keller Williams Realty

  22 Reinheimer Rd, Monroe, NY 10950
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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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  /33

  $625,000

  • 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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  $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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  /2

  $399,000

  • 4 Beds
  • 2.5 Baths
  • 3,358 Sq Ft

  4 Crystal Dr, Washingtonville, NY 10992

  Short Sale Subject to Lander 3rd party Approval. Sold as is. Cash offers only.

  Arduino Colomban Skyler Realty LLC

  4 Crystal Dr, Washingtonville, NY 10992
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  $839,900

  • 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
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  /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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  /2

  $199,000

  • Land
  • 5.5 Acres
  • $36,182 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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  $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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  $850,000

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

  5 Gabriels Dr, Chester, NY 10918

  Welcome to Blooming Grove NY (Chester) Monroe/Woodbury Schools! Wow! This home has a vibe! Custom built 4 bedroom colonial with a front porch, sitting on 3.2 acres fully fenced green property to protect all the flowers, foliage and specimen plantings. This home features spacious rooms throughout, hardwood floors on the main level, Eat in kitchen with open feel to the family room with a warm

  Naomi Streicher Q Home Sales

  5 Gabriels Dr, Chester, NY 10918
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  /18

  $2,250,000

  • 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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  $1,999,999

  • 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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  /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

  $669,999

  • 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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  /43

  $675,000

  • 6 Beds
  • 3.5 Baths
  • 3,405 Sq Ft

  3 Tundra Terrace, Cornwall, NY 12518

  Spacious 4-bedroom, 2.5-bath Colonial set on a quiet cul-de-sac in one of Cornwall’s most desirable residential neighborhoods. Surrounded by well-maintained homes and mature landscaping, this property offers both privacy and a true neighborhood setting.The main residence features generous, light-filled living spaces and a functional layout ideal for everyday living and entertaining. The

  Janet Rendle Weichert Realtors

  3 Tundra Terrace, Cornwall, NY 12518
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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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  $2,200,000

  • 4 Beds
  • 3 Baths
  • 2,234 Sq Ft

  215 Prospect Rd, Monroe, NY 10950

  **5 Acre*** Property in the Village of South Blooming Grove! Huge Potentials!! Spacious Upgraded 2234 SqFt Split Level Home sitting on a This house was completely Renovated and upgraded in 2012, Enter through the main doors into a foyer that brings you an open floor plan, Wide open Kitchen' Dining & Living Space with Hardwood Floors. nice Wooden Kitchen with Granite countertops, stainless steel

  Hershel Lowy Master Realty Group Inc.

  215 Prospect Rd, Monroe, NY 10950
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  /29

  $2,500,000

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

  0 Route 32 S Unit 11740085, Modena, NY 12525

  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 of possibilities. The property is located in the

  JoAnn Ellis SUMMERSET REALTY

  0 Route 32 S Unit 11740085, Modena, NY 12525
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  /3

  $1,950,000

  • 5 Beds
  • 4 Baths

  348 Route 32, Other Areas, NY OTHER

  2 Acres Frontage Property Available! Calling all builders, investors, and primary users. This sale is comprised of approximately 2 acres in Woodbury, New York. Four-family property, with approved variance for commercial usage for street-adjacent section of parcels allows for future mixed-use development. Property can be delivered vacant or with tenants in place per purchaser's preference. Located

  Edmond Yoo Coldwell Banker, Fort Lee

  

  348 Route 32, Other Areas, NY OTHER
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  /50

  $8,955,000

  • 9 Beds
  • 4.5 Baths
  • 7,000 Sq Ft

  415 State Route 32, Highland Mills, NY 10930

  THE NIEMAND ESTATE – Village of Woodbury, NY – A rare and distinguished offering that seamlessly blends early Hudson Valley heritage with generational legacy and presents boundless opportunity for development, restoration or long-term preservation. Steeped in history and set across an extraordinary landscape with natural vistas while positioned in the heart of the Mid-Hudson Valley just one hour

  Amy Wilhelm Corcoran Baer & McIntosh

  415 State Route 32, Highland Mills, NY 10930
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  /26

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 1,952 Sq Ft

  381 New York 32, Woodbury, NY 10917

  "FINISH THE DREAM" - Set on a rare and expansive 1.2-acre parcel, this partially renovated residence presents a compelling opportunity to bring your vision to life in one of the area’s most desirable and commuter-friendly locations. With over $150,000 in upgrades already completed, much of the heavy lifting has been done—offering the perfect canvas for a buyer to step in and add their own

  Adam Blankfort Corcoran Baer & McIntosh

  381 New York 32, Woodbury, NY 10917

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