Orange County NY Homes for Sale with Acreage

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  $1,099,000

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

  5 Gabriels Dr, Chester, NY 10918

  Exquisite Colonial Estate: Timeless Grandeur Meets Modern LuxuryNestled gracefully on a private cul-de-sac amidst meticulously manicured grounds, this sprawling Colonial estate offers an unparalleled blend of classic elegance and contemporary comfort. From the moment you approach the stately wrought-iron fenced property and enter through the grand foyer, you are greeted by a magnificent staircase

  Beth Palma Keller Williams Realty

  5 Gabriels Dr, Chester, NY 10918
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  /36

  $2,900,000

  • 6 Beds
  • 4.5 Baths
  • 8,035 Sq Ft

  122 Circuit Rd, Tuxedo Park, NY 10987

  Move right into this magnificent, spacious, mint condition home located in the center of gated Tuxedo Park, with beautiful Mountain View's. Gracious entertaining spaces, large bedrooms, eat-in-kitchen and flat lawns make this the perfect place to call home. The front hall features hand painted murals with a fireplace. To the right, the front hall opens up to a large dining room with a wood

  Anna Shaw Compass Greater NY, LLC

  122 Circuit Rd, Tuxedo Park, NY 10987
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  /45

  $1,499,000

  • 6 Beds
  • 4 Baths
  • 5,043 Sq Ft

  7 Farm Hollow Rd, New Windsor, NY 12553

  When Only The Best Will Do!! A Hudson Valley Masterpiece perfectly placed at the end of a cul-de-sac. Bring the whole family to this 5043 square foot multi-generational home that offers a blend of privacy with the luxury of nearby commuter accessibility. The journey begins on a private road of executive homes through a natural canopy of mature trees leading to the stunning private estate that

  Karen Taphorn Howard Hanna Rand Realty

  7 Farm Hollow Rd, New Windsor, NY 12553
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  /4

  $179,900

  • Land
  • 1.3 Acres
  • $138,385 per Acre

  5494 (Subdivision) Route 9w, Newburgh, NY 12550

  TOWN OF NEWBURGH ON US ROUTE 9W...Land for sale. Will be subdivided from main parcel approximately 50' X 170' closer to the diner side with 50' 9W road frontage. Sale includes only the 50' X 170' parcel.

  George Koudounas RE/MAX Benchmark Realty Group

  5494 (Subdivision) Route 9w, Newburgh, NY 12550
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  /26

  $1,350,000

  • 4 Beds
  • 3 Baths
  • 4,422 Sq Ft

  75 Susan Ln, Circleville, NY 10919

  A Refined Retreat in Orange County/ This custom-built home offers the perfect blend of comfort and contemporary elegance. / Step into a bright, airy layout featuring vaulted ceilings and abundant natural light that floods each living space./ The beautifully designed kitchen is a dream for culinary enthusiasts, complete with modern appliances, generous counter space, and an open layout that

  Michelle Gruberger Real Estate Circuit Inc

  75 Susan Ln, Circleville, NY 10919
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  /33

  $595,000

  • 4 Beds
  • 2 Baths
  • 2,386 Sq Ft

  65 Balmville Rd, Newburgh, NY 12550

  Great location in the heart of the much desirable hamlet of Balmville! Walking distance to the beautiful, historic Powelton Club! Come check out this classic 1950's brick ranch, sitting on 1.08 acres! The L-shaped lot, has 109' of frontage on Balmville Road and 127' frontage on Chestnut Lane. (survey map in photos) Oversized entry foyer leads directly to a large LR, with a wood burning fireplace

  kristina olsen Hudson Valley Home Connection

  65 Balmville Rd, Newburgh, NY 12550
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  /33

  $799,000

  • Land
  • 15.24 Acres
  • $52,428 per Acre

  0 Rye Hill Rd Unit KEY866644, Monroe Town, NY 10950

  Beautiful piece of property with 186 feet of road frontage on Rye Hill Rd. to build a lovely home. Currently zoned RR-1.0AC. The owner does not have a survey and is unsure if the property can be subdivided. There are not any documents available for this lot. All offers will be considered, but no contingencies will be accepted. This property is being sold with two additional lots, both located at

  Lynda Hoss Weichert Realtors

  0 Rye Hill Rd Unit KEY866644, Monroe Town, NY 10950
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  /50

  $1,300,000

  • 4 Beds
  • 2.5 Baths
  • 3,955 Sq Ft

  90 Main St, Chester, NY 10918

  "The House on the Hill" Proudly offered for the first time in over 70 years. This expansive and character-rich home overlooks the heart of the village while offering nearly 10 acres of space, privacy, and endless potential. Set across three separate parcels totaling 9.68 acres, the property features a main house with approximately 4,000 sq ft, a charming 2-bedroom guest cottage, a large dairy

  STEVEN WROBEL JR. Serhant LLC

  90 Main St, Chester, NY 10918
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  /40

  $599,999

  • 3 Beds
  • 3 Baths
  • 1,704 Sq Ft

  80 Hartwood Club Rd, Sparrow Bush, NY 12780

  Escape to peace, privacy, and endless possibilities with this beautifully maintained 3-bedroom, 3-bath ranch home set on 104 stunning acres of countryside. Whether you're looking for a permanent home in the country or a dream hunting camp, this property has it all. Home features 1704 sq ft of comfortable living space, remodeled kitchen with sleek granite countertops, spacious living room with a

  Dominick Tufano RE/MAX Benchmark Realty Group

  80 Hartwood Club Rd, Sparrow Bush, NY 12780
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  /41

  $1,550,000

  • 6 Beds
  • 4.5 Baths
  • 3,512 Sq Ft

  17 Bonnie Brook Rd, Monroe, NY 10950

  Over 20 sprawling acres with serene life, pond frontage, this is a true sanctuary. Located in Monroe-Woodbury this unique property offer two distinct residences and a spacious barn, providing endless possibilities. House 1: Contemporary Modern originally built in 1965. The first home boasts a generous 3,500+ sq ft of premium living space. Designed with a flexible layout, the home features two

  Pamela Henning Keller Williams Hudson Valley

  17 Bonnie Brook Rd, Monroe, NY 10950
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  /27

  $569,999

  • 3 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  219 St Andrews Rd, Walden, NY 12586

  Spacious 1 Level Renovated Home features an Open Floor Plan with Double Entry Drs leading into Formal Dining Room, Eat In Kitchen w/SS Appl/Quartz Countertops, Huge Living Rm w/Cathedral Ceiling and Stone Fireplace, Primary Bedroom Ensuite w/French Doors out to Patio and Hot Tub, 2 Bedrooms PLUS Bonus Rm /Office/Den, 2.5 Baths, Laundry/Utilities/2 Car Garage/Basement. Updates inc., New 1000

  Anne Clemente Corcoran Legends Realty

  219 St Andrews Rd, Walden, NY 12586
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  /26

  $830,000

  • 5 Beds
  • 3.5 Baths
  • 3,456 Sq Ft

  87 Mill St, Wallkill, NY 12589

  Welcome to your private Hudson Valley retreat! This stunning 4-bedroom colonial is set on two separate parcels totaling 32.7 acres—a rare offering that includes a 29.8-acre main parcel and a 2.9-acre adjacent lot, providing endless possibilities and privacy.A long, gated driveway leads to the elegant home, nestled in a serene and lush setting ideal for those seeking peace and space. The

  Amy Liu Douglas Elliman Real Estate

  87 Mill St, Wallkill, NY 12589
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  /36

  $2,380,000

  • 6 Beds
  • 3 Baths
  • 4,256 Sq Ft

  32 Old Chester Rd, Goshen, NY 10924

  Rare Treasure! Incomparable, private, extraordinary, 46+ acre mini estate. 14 room, 6 bedroom, 3 bath colonial with panoramic vistas, 2 stocked ponds, 5 stall barn with water and electric, guest cottage with a professional kitchen, paddocks, run in sheds, wine cellar, in ground salt water pool & cabana with lav., basketball & pickleball, trails, fields, nature, trees, wildlife and much more. Just

  Marion Bruhns Howard Hanna Rand Realty

  32 Old Chester Rd, Goshen, NY 10924
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  /35

  $650,000

  • 6 Beds
  • 6 Baths
  • 3,402 Sq Ft

  448 Old Mountain Rd, Port Jervis, NY 12771

  Multi-Family Duplex with Stunning Mountain Views – An Investor’s Dream or Perfect for Extended Family!Nestled on over 4 private and peaceful acres in the desirable Minisink Valley School District, this beautifully designed duplex offers a rare opportunity for both homeowners and investors alike. Each spacious unit features 3 bedrooms, 2.5 baths, and thoughtfully curated details throughout.

  Dominick Tufano RE/MAX Benchmark Realty Group

  448 Old Mountain Rd, Port Jervis, NY 12771
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  /21

  $799,000

  • 2 Beds
  • 2 Baths
  • 2,146 Sq Ft

  102 Cedar Cliff Rd, Monroe, NY 10950

  Beautifully crafted home with hardwood floors, stone fireplace, and original fixtures. Needs some TLC, but you’ll love it! The beautiful setting will steal your heart. There are 2 stone pillars that mark the driveway entrance, a wide step leading into a covered front porch surrounded by amazing mature trees and shrubs, and a newer roof. This home has a comfortable and private country-like

  Lynda Hoss Weichert Realtors

  102 Cedar Cliff Rd, Monroe, NY 10950
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  $639,000 Open Sat 11AM - 2PM

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

  20 Wells Rd, Newburgh, NY 12550

  Introducing "The Birch" model, a stunning 2,400 sq. ft. colonial-style home on a private 4-acre lot, perched high on the mountain with breathtaking valley views. Classic architecture blends with modern comforts, featuring a custom kitchen, cozy fireplace, and a back deck perfect for relaxing. The private master suite includes a soaking tub and walk-in shower, with three additional bedrooms for

  Eva Kusmierek eXp Realty

  20 Wells Rd, Newburgh, NY 12550
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  /50

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 4,299 Sq Ft

  115 Moffat Rd, Washingtonville, NY 10992

  Welcome to this elegant contemporary colonial home, perfectly blending a relaxed atmosphere with luxurious details across 3.1 professionally landscaped acres. Step inside and make a grand entrance through the dramatic foyer, featuring stunning in-lay hardwood floors and stately columns. The expansive living room offers a sophisticated formal space for traditional furnishings and elegant

  Donna Gennaro Howard Hanna Rand Realty

  115 Moffat Rd, Washingtonville, NY 10992
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  /43

  $575,000 Open Sat 11AM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,961 Sq Ft

  40 Wells Rd, Newburgh, NY 12550

  Welcome to the ILAN model ranch-style home, where luxury meets functionality in perfect harmony. Boasting 3 generous bedrooms, 2 baths, and a versatile study/den ideal for work or leisure. The heart of the home is the inviting living room, adorned with vaulted ceilings that create an airy ambiance. Culinary delights await in the spacious kitchen complete with an expansive island and convenient

  Eva Kusmierek eXp Realty

  40 Wells Rd, Newburgh, NY 12550
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  /35

  $399,000

  • 2 Beds
  • 1 Bath
  • 1,484 Sq Ft

  576 Bull Mill Rd, Chester, NY 10918

  A fantastic opportunity for investors or future homeowners! This well-maintained home is set on a large, flat lot in a quiet, nature-filled neighborhood and offers strong rental potential with long-term flexibility. Inside, you’ll find a spacious living room, formal dining area, kitchen, and comfortable layout ideal for everyday living. Recent updates include fresh interior paint (2021), and a

  Lazar Schvimmer Blooming Realty

  576 Bull Mill Rd, Chester, NY 10918
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  /49

  $839,900

  • 4 Beds
  • 3 Baths
  • 2,534 Sq Ft

  57 S Searsville Rd, Montgomery, NY 12549

  Welcome to your dream home in the Town of Montgomery! This beautifully crafted new construction boasts modern elegance, thoughtful design, and quality craftsmanship that located in Valley Central Schools. With 4 bedrooms & 3 full bathrooms, this stunning home offers an open-concept layout perfect for both entertaining and everyday living. To many upgrades to list, not often seen with New

  Matthew Gibbs Keller Williams Hudson Valley

  57 S Searsville Rd, Montgomery, NY 12549
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  /36

  $799,000

  • 5 Beds
  • 4 Baths
  • 2,888 Sq Ft

  37 S Plank Rd, Westtown, NY 10998

  Nestled in a peaceful rural setting, this inviting gentleman’s farm offers over 3 acres of land, complete with a tranquil pond, multiple dwellings, and an array of outbuildings. This exceptional property offers a perfect blend of rustic charm, functionality, and versatility and is perfect for those looking to embrace country living with room to grow a home-based business. The heart of the

  Vikki Garby BHG Real Estate Green Team

  37 S Plank Rd, Westtown, NY 10998
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  /41

  $999,000

  • 4 Beds
  • 3.5 Baths
  • 3,832 Sq Ft

  24 Table Rock Rd, Tuxedo Park, NY 10987

  Welcome to Table Rock Estates in Tuxedo – Where Scenic Beauty Meets Elegant Living!Nestled on 1.4 picturesque acres with sweeping mountain views, this stunning 4-bedroom, 3.5-bath Colonial offers the perfect blend of luxury, space, and privacy in one of the area’s most desirable neighborhoods.A private, lighted brick-pillared driveway leads to a 3-car garage.Sunlight pours

  Windy Rosengart R2M Realty Inc

  24 Table Rock Rd, Tuxedo Park, NY 10987
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  /8

  $139,900

  • Land
  • 10.8 Acres
  • $12,954 per Acre

  0 Old Mountain Rd Unit KEY859845, Otisville, NY 10963

  Imagine the potential to build the home of your dreams in the serene and picturesque Minisink Valley School District. This expansive 10.8 acre lot offers ample space for you to design and create a sanctuary tailored to your vision. Whether you envision a sprawling estate, a cozy cottage nestled among the trees, or a modern architectural masterpiece, this land provides the canvas for your

  Annie Hansen Howard Hanna Rand Realty

  0 Old Mountain Rd Unit KEY859845, Otisville, NY 10963
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  /26

  $849,900

  • 4 Beds
  • 3.5 Baths
  • 3,407 Sq Ft

  29 Hubbard Rd, Middletown, NY 10940

  New construction colonial on a beautiful 9+ acre lot with views of the Shawangunk Mountain Ridge, a spring fed pond and open fields and woods located on a private dead end road in the Pine Bush S/D. and close to major highways. The Sienna model features include 4 bedrooms, 3.5 baths, gorgeous red oak hardwood floors and spacious rooms. Relax in the cozy living room by the warm inviting fireplace

  Chris Ogden Realty Promotions Inc

  29 Hubbard Rd, Middletown, NY 10940
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  /40

  $999,999

  • 4 Beds
  • 3.5 Baths
  • 3,829 Sq Ft

  34 Satriano Ct, Montgomery, NY 12549

  Do not under any circumstances enter the stone entrance unaccompanied by listing agent. Must be met in cul-de-sac and escorted to the premises.Discover your private sanctuary with this stunning 4-bedroom, 3.5-bathroom colonial home, perfectly situated on 15.6 acres of beautifully landscaped grounds. This expansive property boasts over 3800 square feet. Over the detached 3-car garage, there

  Annette Bauer Century 21 E & M Williams Rlty

  34 Satriano Ct, Montgomery, NY 12549
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  /48

  $739,900

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

  33 Sutherland Dr, Highland Mills, NY 10930

  Welcome to Greenway Estates – Highland Mills, NYThe desirable Greenway Estates, this beautifully maintained Colonial is nestled on a serene 1.2-acre lot in a quiet cul-de-sac. The perfect blend of elegance, comfort, and privacy. Boasting 4 bedrooms and 2.5 baths across 2,500 sq. ft. of living space, this home is surrounded by mature trees and lush landscaping for a tranquil

  Kim Chiapperino RE/MAX Benchmark Realty Group

  33 Sutherland Dr, Highland Mills, NY 10930
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  /45

  $799,900

  • 4 Beds
  • 2.5 Baths
  • 3,322 Sq Ft

  54 Fox Hill Run, Rock Tavern, NY 12575

  Nestled in one of New Windsor’s most sought-after neighborhoods and within the Washingtonville School District, this meticulously maintained Colonial offers the perfect blend of elegance and comfort in the Fox Hill Farm Development.Welcome to 54 Fox Hill Run—an exceptional home perched atop a hill, boasting breathtaking views and stunning sunsets. The grand foyer invites you into a formal

  Kathleen Milich RE/MAX Benchmark Realty Group

  54 Fox Hill Run, Rock Tavern, NY 12575
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  /38

  $449,000

  • 4 Beds
  • 2 Baths
  • 2,140 Sq Ft

  31 Highland Ave, Otisville, NY 10963

  Step back in time with this beautifully preserved 1900 colonial, offering 4 bedrooms, 2 full baths, and 2,150 sq ft of timeless charm. Stunning natural woodwork, handcrafted details, and gorgeous period features fill the spacious living areas, including a large living room, formal dining room, and an eat-in kitchen complete with an original dumbwaiter and Butler’s staircase. Upstairs, the primary

  Karen McCabe Weichert Realtors

  31 Highland Ave, Otisville, NY 10963
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  /50

  $1,399,000

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

  221 Smith Clove Rd, Highland Mills, NY 10930

  Welcome to a truly rare offering in Highland Mills, just moments from the prestigious Falkirk Estate and Country Club. This exceptional property brings the presence and sophistication of a Westchester and Bergen County home to the heart of Orange County—a distinction not often found in this region. Set on 6.5 lush, private acres, this 5,140+ square foot estate was thoughtfully built by the

  Rosalie Cook Weichert Realtors

  221 Smith Clove Rd, Highland Mills, NY 10930
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  /3

  $1,650,000

  • Land
  • 7.5 Acres
  • $220,000 per Acre

  32 Gibbs Ct, Middletown, NY 10940

  32 Gibbs Court | Wallkill, NYPrime 3.20 Acre Commercial Development PAD on 7.5-acre lot Opportunity in the Heart of WallkillUnlock the full potential of this premier 3.20 PAD on a 7.5-acre commercial parcel, ideally located in the thriving Town of Wallkill. Situated within the highly desirable Town Center District, 32 Gibbs Court offers a rare development opportunity with broad zoning

  Peter Janis Berkshire Hathaway HS NE Prop.

  32 Gibbs Ct, Middletown, NY 10940
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  /4

  $350,000

  • Land
  • 5.1 Acres
  • $68,627 per Acre

  0 Odyssey Dr Unit KEY858370, Chester Town, NY 10918

  Very private lot in mature subdivision of large homes. Home site has been cleared and driveway base laid down. With a small amount of brush-clearing in the tree line there can be views of the valley and watershed lands.

  Theresa Powers Keller Williams Realty

  0 Odyssey Dr Unit KEY858370, Chester Town, NY 10918
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  /33

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  20 Wildwood Ln, New Hampton, NY 10958

  Drive down the long private driveway to a secluded 13.8 acre wonderland. Nestled in the perfect location close to everything is 20 Wildwood lane Waiting for someone to bring is property back to life. A large Double wide manufactured home in need of some TLC featuring 3 bedrooms, 2 full bathroom, spacious kitchen, large open living/dinning room combo and a family room which features a wood burning

  Jessica Vetere Century 21 Geba Realty

  20 Wildwood Ln, New Hampton, NY 10958
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  /11

  $750,000

  • Land
  • 5 Acres
  • $150,000 per Acre

  2999 Route 6, Slate Hill, NY 10973

  Two parcels second parcel S/B/L 11-1-22.2 equaling 5 acres located on a high traffic roadway (U.S Route 6). Easy access to interstate 84. Allowable uses are including: Agriculture, retail-wholesale, warehousing-wholesaling farm-nursery products, Contractor yard, Convenience store-mini-mart Dwelling, Motor vehicle service facility, Motor vehicle sales and service, Offices and general retail,

  Kevin Grier Keller Williams Hudson Valley

  2999 Route 6, Slate Hill, NY 10973
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  /46

  $1,600,000

  • 4 Beds
  • 2.5 Baths
  • 4,000 Sq Ft

  565 Prosperous Valley Rd, Middletown, NY 10940

  Your dream countryside retreat located in Orange County NY. This custom-built 4,000 sq. ft. Contemporary Ranch is situated on an expansive 61-acre property. (two separate parcels) It includes a two-story 35'x60' barn with 7 horse stalls, a lean-to, a silo, and a tack room. Above the barn, you'll find a 20'x64' loft area with a separate well and 100-amp electric service. The 25'x50' concrete

  Michelle Gruberger Real Estate Circuit Inc

  565 Prosperous Valley Rd, Middletown, NY 10940
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  /49

  $1,075,000

  • 5 Beds
  • 4.5 Baths
  • 4,997 Sq Ft

  3 Josephine Dr, Washingtonville, NY 10992

  Offered for the Very First Time – Meticulous Blooming Grove EstateWelcome to this stunning 5-bedroom, 4.5-bathroom custom home offering nearly 5,000sqft of living space, all set on 1.4 beautifully manicured acres in the heart of Blooming Grove. Perfectly maintained and thoughtfully designed, this exceptional property blends timeless craftsmanship with modern updates and resort-style

  Celina Rofer Howard Hanna Rand Realty

  3 Josephine Dr, Washingtonville, NY 10992
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  /17

  $399,000

  • 5 Beds
  • 4 Baths
  • 2,600 Sq Ft

  1265 Us Highway 6, Port Jervis, NY 12771

  3-Family INVESTOR ALERT$$$ Investment Opportunity with Strong Cash Flow $$$This turnkey 3-Family is ready for you to start earning in the Minisink Valley School District! This well-maintained, 3-family investment property offers the perfect blend of affordability, income, and location. Whether you're a first-time homebuyer looking to live in one unit while the rental income helps pay your

  Jackie Siracuse Absolute Real Estate of NY Inc

  1265 Us Highway 6, Port Jervis, NY 12771
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  /34

  $4,995,000

  • 6 Beds
  • 12 Baths
  • 11,262 Sq Ft

  76 Summit Rd, Tuxedo Park, NY 10987

  Historic and fully renovated with a modern floor plan like no other. This grand scale circa 1900 Tuxedo Park country lodge, built by Pierre Lorillard as a wedding gift for his daughter. 12 ft ceilings on the first floor and even higher cathedral ceiling on the second floor is the perfect country home for entertaining and family gathering with 11,000+ sq ft, 6 Bedrooms are all ensuite. Now with a

  Elizabeth Broderick Tuxedo Hudson Realty Corp

  76 Summit Rd, Tuxedo Park, NY 10987
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  /35

  $689,000

  • 6 Beds
  • 3.5 Baths
  • 2,948 Sq Ft

  669 Mountain Rd, Middletown, NY 10940

  Nestled in the Minisink School District | 6 bedrooms, |3 bathrooms| chef’s kitchen| perfect for those who love to cook and entertain. The double-sided fireplace*adds a cozy touch, while the inground pool makes it an ideal retreat.Set on 3.38 acres the home is surrounded by lush greenery, providing a peaceful and private atmosphere. The Colonial and Contemporary architectural style blends

  Michelle Gruberger Real Estate Circuit Inc

  669 Mountain Rd, Middletown, NY 10940
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  /49

  $498,000

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  189 Dubois St, Pine Bush, NY 12566

  Welcome to 189 Dubois Street, Pine Bush, NY 12566 — a serene and spacious retreat nestled in a beautiful natural setting. This well-maintained 3-bedroom, 2.5-bathroom home offers the perfect blend of comfort, style, and scenic beauty.Step inside to a light-filled interior featuring an open-concept living and dining area, a spacious kitchen with ample cabinetry, and a cozy family room

  Ben Schubert Richmont Realty

  189 Dubois St, Pine Bush, NY 12566
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  /8

  $250,000

  • Land
  • 2.2 Acres
  • $113,636 per Acre

  0 Stevens Ln, Tuxedo Park, NY 10987

  Discover the perfect canvas for your dream home on this beautiful and secluded 2.2-acre lot located in Tuxedo Park. Nestled among mature trees and natural rock formations, this rare offering combines privacy, tranquility, and timeless elegance just 40 miles from NYC. Surrounded by nature yet minutes from the charming village, renowned hiking trails, this property offers a rare blend of rural

  Donna Brunell RE/MAX Benchmark Realty Group

  0 Stevens Ln, Tuxedo Park, NY 10987

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