Highland Mills, NY Homes for Sale with Acreage

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  $964,999 Open House 4/04

  • 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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  $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

  (329) 219-1659

  5 Mohican Ct, Salisbury Mills, NY 12577
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  $724,999 Open Sat 11AM - 1PM

  • 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

  

  Alexandra Zinko

  Century 21 Realty Center

  (329) 210-1430

  108 Circle Dr, Monroe, NY 10950
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  $899,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,436 Sq Ft

  4 Mountain Brook Rd, Cornwall, NY 12518

  Tucked into the trees in Cornwall, 4 Mountain Brook Road feels more like a modern retreat than a traditional house. A full Japandi-inspired renovation blends Japanese calm with Scandinavian warmth, with wide-plank wood, sculptural lighting, and large-format tile creating a clean, serene backdrop for everyday living.With 4 bedrooms and 2 baths, the main level flows easily from the living

  

  Alicia Goldman

  Christie's Int. Real Estate

  (845) 498-0451

  4 Mountain Brook Rd, Cornwall, NY 12518
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  $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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  /47

  $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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  /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
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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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  /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
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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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  $650,000

  • 4 Beds
  • 3.5 Baths
  • 2,619 Sq Ft

  2 Pine Tree Rd, Monroe, NY 10950

  "A MUST SEE" From its knotty pine tongue and groove paneling to its hardwood floor. The warmth of a wood burning stove in the living room. Off of the living room there is a staircase that leads to a large bonus room. Inside the eat kitchen with stainless steel appliances, ample storage and counter space. Has an island with Corian countertop. A formal dining room with crown molding. Off of the

  Lance Gibbs Arrowhead Realty

  2 Pine Tree Rd, Monroe, NY 10950
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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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  $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
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  $925,000

  • 5 Beds
  • 3.5 Baths
  • 3,680 Sq Ft

  21 Bull Mine Rd, Chester, NY 10918

  Welcome to this distinguished colonial residence offering five bedrooms and three and a half baths, gracefully positioned on 2.3 acres of private, scenic grounds. Set back from the road, the home is surrounded by expansive green lawns, providing an unparalleled sense of privacy and sophistication. The inviting front porch presents an ideal space to enjoy your morning coffee while taking in the

  Donna Gennaro Howard Hanna Rand Realty

  21 Bull Mine Rd, Chester, NY 10918
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  $585,000

  • 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
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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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  /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
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  /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
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  /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
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  $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 offers a 1-bedroom guest apartment/room. Located above the 4-bay garage, it has its own private entrance with a gigantic bedroom, massive en-suite bathroom, kitchen area, gas fireplace, central air, and a nice deck overlooking the backyard. The ground-level

  Lynda Hoss Weichert Realtors

  35 Balmoral Ct, Harriman, NY 10926
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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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  $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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  /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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  $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
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  /42

  $629,000

  • 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 and Washingtonville has to offer. Step inside to discover a bright and spacious interior

  Zachary Leentjes Wansor Realty

  300 Mountain Lodge Rd, Monroe, NY 10950
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  $1,395,000

  • 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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  /26

  $744,999

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

  5 Bens Way, Chester, NY 10918

  Welcome to 5 Bens Way, a beautifully positioned residence tucked away on a quiet cul-de-sac in the highly sought-after Town of Chester, New York. This property offers an exceptional blend of privacy, space, and convenience, making it an outstanding opportunity for buyers seeking a well-rounded Hudson Valley lifestyle with easy access to modern amenities, commuter routes, and recreational

  Anthony Rivas Keller Williams Hudson Valley

  5 Bens Way, Chester, NY 10918
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  /50

  $275,000

  • Land
  • 3 Acres
  • $91,667 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
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  /31

  $1,120,000

  • 4 Beds
  • 3.5 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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  /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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  $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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  $740,000

  • 4 Beds
  • 2.5 Baths
  • 2,006 Sq Ft

  7 Country Hollow, Highland Mills, NY 10930

  Stunning Home on Country Hollow Rd Welcome to 7 Country Hollow Rd, a breathtaking private retreat with a gorgeous home nestled on a serene corner lot. This charming residence offers the perfect blend of elegance, comfort, and functionality. Main floor features:- Grand entrance with cathedral ceiling that sets the tone for the beautiful interior- Elegant dining room perfect for gatherings

  Yakov Winkler Preferred Properties Real Esta

  7 Country Hollow, Highland Mills, NY 10930
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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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  $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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  /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

  $1,750,000

  • 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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