Orange County NY 2-Story Homes for Sale

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  $400,000

  • 3 Beds
  • 1.5 Baths
  • 2,176 Sq Ft

  234 Robert St, Montgomery, NY 12549

  A great value still exists in this market! Welcome home to the village of Montgomery and your chance to be the third owner of this spacious raised ranch. Solidly built and enjoyed by the same family for nearly 49 years but awaiting your vision and modern updates to make it your home, sweet home. The main level features hardwood floors and a comfortable layout with a bright living room that flows

  Laurel Lustgarten Howard Hanna Rand Realty

  234 Robert St, Montgomery, NY 12549
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  /20

  $499,000

  • 4 Beds
  • 3 Baths
  • 3,555 Sq Ft

  711 Homestead Ave, Maybrook, NY 12543

  Historic 1780's home in the sweet village of Maybrook. Center entrance colonial with symmetrical, well proportioned rooms flanking the center staircase. Five fireplaces, very large den. Hardwood floors as seen. Long wood barn with two car garage (see photos)Two bedrooms en suite on second story with another quaint bedroom, and sewing room (easily converted to home office). Eat-in kitchen with

  MaryBeth O'Hara Ellis Sotheby's Intl Realty

  711 Homestead Ave, Maybrook, NY 12543
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  /48

  $1,100,000

  • 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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  /31

  $479,900 Open Sun 9AM - 1PM

  • 4 Beds
  • 2 Baths
  • 1,824 Sq Ft

  148 Chandler Ln, Montgomery, NY 12549

  Welcome to 148 Chandler Lane! Nestled in the desirable historic village of Montgomery. This healthy home is ready for a new beginning and new memories. Enjoy your above ground pool in your back yard. Municipal services for water and sewer and natural gas! Mini splits provide you with heat and air along with a unit in the attic for the first floor. Minutes to I-84 & I-87, train station, several

  Ian Pinckney Curasi Realty, Inc.

  148 Chandler Ln, Montgomery, NY 12549
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  /49

  $949,000

  • 8 Beds
  • 5 Baths
  • 4,020 Sq Ft

  2 Rocky Ln, New Windsor, NY 12553

  Stunning 8-Bedroom and 5 Full bath Home Just 1 Hour 15 Minutes from NYC!Welcome to this breathtaking, oversized gem that truly has it all! Boasting 8 spacious bedrooms and 5 full bathrooms, this extraordinary home offers an abundance of space and comfort for multi-generational living, large families, or those who love to entertain.This home has been completely renovated from top to

  Waldina Almazan RE/MAX Benchmark Realty Group

  2 Rocky Ln, New Windsor, NY 12553
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  /43

  $540,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 2,165 Sq Ft

  75 Woodlands Dr, Tuxedo Park, NY 10987

  Welcome to The Woodlands, a sought after community in picturesque Tuxedo Park, where comfort, nature, and convenience come together. This stunning two bedroom, 2.5 bath townhouse offers an exceptional blend of elegant design and tranquil living, all set against the peaceful backdrop of the Ramapo River. Step inside to discover an open, light filled layout featuring a spacious living room and

  Karen McCabe Weichert Realtors

  75 Woodlands Dr, Tuxedo Park, NY 10987
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  /29

  $379,999

  • 3 Beds
  • 1.5 Baths
  • 1,788 Sq Ft

  14 W Prospect Ave, Middletown, NY 10940

  One among a neighborhood of classic Tudor homes. This one can be yours! Located on a lovely street close to Touro College. This home is a treasure of original features such as hardwood floors, french doors, a sunroom and even a secret room off the walk in closet that can easily be a nursery, office, exercise room, or artist studio. What else? How about a brick fireplace and a first floor bedroom?

  Sharon Reynolds Keller Williams Hudson Valley

  14 W Prospect Ave, Middletown, NY 10940
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  /16

  $645,000

  • 4 Beds
  • 2.5 Baths
  • 2,593 Sq Ft

  3 Midway Dr, Newburgh, NY 12550

  Introducing the Magnolia – a 2,572 sq ft Colonial-style home that blends timeless elegance with everyday functionality. This thoughtfully designed home offers 4 spacious bedrooms and 2.5 baths, perfect for both comfortable living and entertaining.The open-concept layout seamlessly connects the family room, kitchen, and breakfast nook, while the formal dining room sets the stage for special

  Eva Kusmierek eXp Realty

  3 Midway Dr, Newburgh, NY 12550
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  /17

  $645,000

  • 4 Beds
  • 2.5 Baths
  • 2,593 Sq Ft

  18 Midway Dr, Newburgh, NY 12550

  Experience the elegance of The Dogwood Model, a stunning Colonial-style home with 2,593 square feet of thoughtfully designed living space. This home features 4 bedrooms, 2.5 baths, and a 2-car garage. The open-concept layout effortlessly connects the family room, kitchen, and breakfast nook, perfect for modern living.Key highlights include a formal dining room, a butler's pantry, a separate

  Eva Kusmierek eXp Realty

  18 Midway Dr, Newburgh, NY 12550
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  /12

  $590,000

  • 4 Beds
  • 3 Baths
  • 2,210 Sq Ft

  16 Midway Dr, Newburgh, NY 12550

  Discover Elm Farm Estates, a brand-new residential community offering 52 thoughtfully designed homes with stunning views and a peaceful, tree-lined setting. Choose from six floor plans—elegant colonials, charming ranches, and modern bi-levels—crafted for comfort, style, and functionality. Conveniently located near I-84, I-87, and Metro North, you’re just minutes from local shops, restaurants, and

  Eva Kusmierek eXp Realty

  16 Midway Dr, Newburgh, NY 12550
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  /15

  $599,000

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

  35 Tamarack Dr, Newburgh, NY 12550

  Introducing “The Birch” Model at Elm Farm EstatesThis elegant 2,400 sq ft Colonial-style home offers a perfect blend of classic architecture and modern living. From the moment you step inside, you'll find thoughtful features designed for comfort and style. The heart of the home is a beautifully appointed custom kitchen, ideal for home chefs, which opens to a warm and inviting living area complete

  Eva Kusmierek eXp Realty

  35 Tamarack Dr, Newburgh, NY 12550
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  /20

  $650,000

  • 4 Beds
  • 2.5 Baths
  • 2,628 Sq Ft

  7 Tamarack Dr, Newburgh, NY 12550

  Introducing the WILLOW at Elm Farm Estates – This beautifully designed Colonial-style home offers 2,628 square feet of thoughtfully planned living space, featuring 4 bedrooms, 2.5 baths, and a 2-car attached garage. Step inside to an open-concept layout that seamlessly connects the kitchen, breakfast nook, and family room—ideal for both daily living and entertaining. Formal dining and living

  Eva Kusmierek eXp Realty

  7 Tamarack Dr, Newburgh, NY 12550
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  /17

  $645,000

  • 4 Beds
  • 2.5 Baths
  • 2,593 Sq Ft

  18 Midway Dr, Newburgh, NY 12550

  Experience the elegance of The Dogwood Model, a stunning Colonial-style home with 2,593 square feet of thoughtfully designed living space. This home features 4 bedrooms, 2.5 baths, and a 2-car garage. The open-concept layout effortlessly connects the family room, kitchen, and breakfast nook, perfect for modern living.Key highlights include a formal dining room, a butler's pantry, a separate

  Eva Kusmierek eXp Realty

  18 Midway Dr, Newburgh, NY 12550
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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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  /38

  $699,900

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft

  121 Lincolndale Acres, Washingtonville, NY 10992

  This 2,900 square foot model features a spacious eat-in kitchen with an island, stainless steel appliances, pantry, and generous amounts of cabinet space. The kitchen leads to an elegant family room, which boasts high vaulted ceilings and a charming stone fireplace. The open concept and many windows in this home allow an abundance of natural light to spread across the hardwood flooring. Step out

  Paul Biagini Biagini Realty

  121 Lincolndale Acres, Washingtonville, NY 10992
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  /24

  $199,900

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft

  83 W Main St, Port Jervis, NY 12771

  Welcome to 83 W Main St, Port Jervis, NY — where charm, location, and lifestyle meet. This cozy 3-bedroom, 1-bath Colonial offers the perfect blend of character and convenience, ideal for first-time buyers or anyone looking to enjoy all that Port Jervis has to offer. Nestled on a manageable lot lined with a classic white picket fence, this sweet two-story home is just a short stroll from downtown

  Amanda Brehm Keller Williams Hudson Valley

  83 W Main St, Port Jervis, NY 12771
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  /50

  $1,895,000

  • 4 Beds
  • 4.5 Baths
  • 5,574 Sq Ft

  14 Stonewall Ct, Warwick, NY 10990

  Set within the iconic rolling hills of Warwick, 14 Stonewall Court offers unparalleled luxuries, quiet and privacy. Set behind its Wrought Iron gate, this 12.3 acre property welcomes you with a beautiful paver stone driveway and Triple-Waterfall Fountain; The property stuns you with four-seasons sunset views over a peaceful lake. The Custom Arts&Crafts Colonial was built in 2005 and has been

  Elizabeth Broderick Tuxedo Hudson Realty Corp

  14 Stonewall Ct, Warwick, NY 10990
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  /49

  $1,095,000

  • 4 Beds
  • 3.5 Baths
  • 4,190 Sq Ft

  14 Warwick Lake Pkwy, Warwick, NY 10990

  Welcome to refined living in one of the area’s most sought-after private neighborhoods. This stately 4-bedroom Victorian Colonial offers 4,190 square feet of beautifully designed living space, blending timeless architecture with modern comfort. The best part is this is all set against the backdrop of serene lake views. From the moment you step inside, you're greeted by soaring ceilings, detailed

  Vikki Garby BHG Real Estate Green Team

  14 Warwick Lake Pkwy, Warwick, NY 10990
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  /27

  $849,900

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

  2 Lakes Rd, Monroe, NY 10950

  Lake Front Property! This property is a rare find that merges tranquility with convenience, promising a balanced lifestyle. Act now to personalize this home and make your lake-living dream a reality! Discover your dream home on Lakes Rd in scenic Monroe, NY. This brand-new, custom-built house boasts an impressive 2,600 sq ft of living space with 4 bedrooms and 2.5 bathrooms, perfect for growing

  Frank Golio Howard Hanna Rand Realty

  2 Lakes Rd, Monroe, NY 10950
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  /27

  $849,900

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

  1 Lakes Rd, Monroe, NY 10950

  Lake Front Property! This property is a rare find that merges tranquility with convenience, promising a balanced lifestyle. Act now to personalize this home and make your lake-living dream a reality! Discover your dream home on Lakes Rd in scenic Monroe, NY. This brand-new, custom-built house boasts an impressive 2,600 sq ft of living space with 4 bedrooms and 2.5 bathrooms, perfect for growing

  Frank Golio Howard Hanna Rand Realty

  1 Lakes Rd, Monroe, NY 10950
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  /21

  $355,000

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  5 Fitzherbert Mews, Middletown, NY 10940

  Newly updated 3 bedroom, 2.1 bath Contemporary style located in Canterbury Knolls is waiting for you to call it home. It features a great open floor plan/ primary bedroom ensuite, all bedrooms are nicely sized. gas fireplace in the living room, air, dining room, laundry room. Close to major highways, shopping and amenities. 1 Car attached garage and driveway parking.

  Rita White Keller Williams Realty Partner

  5 Fitzherbert Mews, Middletown, NY 10940
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  /29

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 1,643 Sq Ft

  6 Stable Rd, Tuxedo Park, NY 10987

  Historic 1890 carriage house set back on a corner lot with lush lawn, mature plantings, trees and other natural fencing. This charming cottage boasts perfect combination of old-world charm with great high ceilings and open space and flow for current desired lifestyle. Exceptional wainscot paneling, original stable wood and wrought iron door, posts and other details transports you back in time.

  Francine Liza Tuxedo Hudson Realty Corp

  6 Stable Rd, Tuxedo Park, NY 10987
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  /28

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  170 Clove Rd, Salisbury Mills, NY 12577

  Step into comfort and style! This bright, airy home features an inviting living room and a spacious dining area, perfect for entertaining. The gorgeous kitchen offers crisp white cabinetry, sleek granite countertops, and modern stainless steel appliances. Gleaming hardwood floors flow throughout the home. Outside, a huge front yard and a sprawling, level backyard provide endless space for family

  Lazar Schvimmer Blooming Realty

  170 Clove Rd, Salisbury Mills, NY 12577
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  /31

  $749,000

  • 2 Beds
  • 2.5 Baths
  • 1,452 Sq Ft

  77 Woods Rd, Greenwood Lake, NY 10925

  Looking for a waterfront home in Greenwood Lake's desirable Forest Knolls community? Now is your chance to to purchase one of the lowest priced lakefront homes on Greenwood Lake - Orange County's largest and only motor boat lake. Enjoy stunning sky, lake and mountain views everyday. This home has "great bones" with spacious rooms and a nice layout. With a little refresh this home will provide

  Susan Onderdonk Howard Hanna Rand Realty

  77 Woods Rd, Greenwood Lake, NY 10925
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  /31

  $339,900

  • 2 Beds
  • 2.5 Baths
  • 1,150 Sq Ft

  59 Matthews Ln, Washingtonville, NY 10992

  Step right into comfort and convenience with this beautifully maintained 2-bedroom, 2.5-bath condo. Perfectly situated within easy walking distance to shops and everyday necessities, this home offers a stress-free lifestyle. You'll love the updated kitchen featuring sleek granite countertops and a full suite of appliances, including a washer and dryer for added ease. Enjoy relaxing outdoors on

  Annette Bauer Century 21 E & M Williams Rlty

  59 Matthews Ln, Washingtonville, NY 10992
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  /50

  $749,900

  • 5 Beds
  • 3.5 Baths
  • 3,604 Sq Ft

  6 Fountayne Ct, Washingtonville, NY 10992

  Nestled on a quiet cul-de-sac in the desirable Washingtonville School District, this stunning 5-bedroom, 3.5-bathroom home offers the perfect blend of luxury, comfort, and scenic beauty. Boasting thoughtful design and high-end finishes throughout, you'll find features like hardwood floors, recessed lighting, and ceiling fans enhancing every room. The spacious living room invites relaxation with

  Colin Seitz RE/MAX Benchmark Realty Group

  6 Fountayne Ct, Washingtonville, NY 10992
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  /23

  $625,000

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft

  57 River Ave, Cornwall On Hudson, NY 12520

  Million dollar view for a discount! This is so much more than just a house. It's 3 acres of River front prime property, with the ability to build 2 more homes if so desired. It is zoned for one house per acre! A property with this location and this view is not easy to find. The house does need lots of work to make it yours, but it is ready to go with both original features as well as updates.

  Nicole Gold RE/MAX Benchmark Realty Group

  57 River Ave, Cornwall On Hudson, NY 12520
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  /15

  $328,800

  • 3 Beds
  • 1.5 Baths
  • 1,724 Sq Ft

  39 Reservoir Ave, Port Jervis, NY 12771

  Move-In Ready 3-Bedroom Home with Bonus Loft & Large Fenced Yard – Priced to Sell!Don’t miss this fully renovated gem! This spacious 3-bedroom, 1.5-bath home has been updated from top to bottom and is ready for you to move right in.Highlights Include:3 comfortable bedrooms & 1.5 modern bathroomsFully finished attic loft – ideal for a home office, guest suite, or playroomBrand-new kitchen with

  Jonathon Lee Keller Williams Hudson Valley

  39 Reservoir Ave, Port Jervis, NY 12771
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  /43

  $419,900

  • 4 Beds
  • 1.5 Baths
  • 1,413 Sq Ft

  18 Stirrup Dr, Newburgh, NY 12550

  TOWN OF NEWBURGH...Low affordable taxes...4 bedroom home on corner oversize level lot with gleaming hardwood flooring, spacious rooms, 1-car garage with new garage opener and remote, eat-in kitchen, living room and separate family room. Convenient laundry room with utility sink. All of this on 0.30 acre fenced private yard. Municipal services: water, sewer and natural gas for heating/hot water

  George Koudounas RE/MAX Benchmark Realty Group

  18 Stirrup Dr, Newburgh, NY 12550
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  /34

  $509,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 1.5 Baths
  • 1,874 Sq Ft

  12 Truex Cir, New Windsor, NY 12553

  6/9 A/O Continue to show for backup! Welcome Home to this Beautifully Updated Turn-Key Raised Ranch in New Windsor!Nestled on a peaceful cul-de-sac in the heart of town, this stunning 3-bedroom, 2-bathroom gem offers comfort, convenience, and modern style. With the lower level having a possible Fourth Bedroom/Den/office . Fully renovated within the last two years, this home features a sleek

  Deborah Simmons Exit Realty Connections

  12 Truex Cir, New Windsor, NY 12553
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  /47

  $1,495,000

  • 3 Beds
  • 3 Baths
  • 3,922 Sq Ft

  205 Clair Dr, Montgomery, NY 12549

  Welcome to an extraordinary offering in Montgomery’s coveted Sullivan’s Landing—a secluded 3,922 sq ft custom-built residence nestled on 5.1 immaculate acres with commanding views of the Wallkill River. This private sanctuary, reached by a picturesque 500-foot driveway, blends timeless craftsmanship with modern sophistication in an unparalleled natural setting.Designed with both everyday comfort

  John Ruggieri BHHS Hudson Valley Properties

  205 Clair Dr, Montgomery, NY 12549
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  /49

  $749,999

  • 4 Beds
  • 2.5 Baths
  • 2,857 Sq Ft

  8 Corinne Ct, Monroe, NY 10950

  Discover the perfect blend of space and comfort at 8 Corinne Court, a unique opportunity you won't want to miss. Nestled on 0.57 acres, this inviting two-level home features a well-designed kitchen with sleek granite countertops, a charming dining area, a formal dining room, and a spacious primary bedroom with an ensuite bathroom. Upstairs, you will find four well-appointed bedrooms, two full

  David Kraus MK Realty Inc

  8 Corinne Ct, Monroe, NY 10950
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  /20

  $425,000

  • 6 Beds
  • 2 Baths
  • 2,371 Sq Ft

  77 Jessup Switch Rd, Florida, NY 10921

  This is a perfect investment income opportunity! The property is currently for rented. Featuring a 9-room, farm-style home, 6 large bedrooms with space. Plenty of kitchen and living space, and 2 bathrooms. Includes a brand-new heating and septic tank, flat land with beautiful stretches of natural greenery and utmost privacy, and a front screened porch to view this all. Great for a cozy family to

  Mendel Klein Exit Realty Venture

  77 Jessup Switch Rd, Florida, NY 10921
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  /36

  $1,100,000

  • 4 Beds
  • 3 Baths
  • 2,764 Sq Ft

  314 Harriman Heights Rd, Harriman, NY 10926

  Attention old house buffs, home office professionals, organic garden hobbyists, & extended families. Total finished sq ftge is 4800 not including finished basement in the house. It is worthwhile to see this circa 1800's carriage house home sits on over 3 acres of privacy and has many original details. The interior features 4 bedrooms, an original stone fireplace in one of the bedrooms, an open

  Naomi Streicher Q Home Sales

  314 Harriman Heights Rd, Harriman, NY 10926
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  /49

  $989,000

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

  2 Hallock Ct, Woodbury Town, NY 10930

  Discover a luxurious brand new home, nestled on a private and quiet cul-de-sac. This home is the first in a series of eight exclusive residences, offering over 3,000 square feet of elegant living space on a sprawling one-acre lot. As you are embraced in the elegance and warmth of the entrance foyer, notice the open floor plan that creates a spacious and airy atmosphere and offers an abundance of

  Avi Samet Avion

  2 Hallock Ct, Woodbury Town, NY 10930
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  /24

  $360,000

  • 3 Beds
  • 1.5 Baths
  • 1,622 Sq Ft

  168 Vails Gate Heights Dr, New Windsor, NY 12553

  Welcome to this beautifully renovated townhouse offering the perfect blend of modern upgrades, flexibility, and value. With no HOA fees, low taxes, and a prime commuter location, this home is ideal for anyone seeking comfort, convenience, and room to grow. Step inside to a wonderfully updated main level featuring an open-concept layout that seamlessly connects the living and dining areas to a

  Edgar Martinez HomeSmart Homes & Estates

  168 Vails Gate Heights Dr, New Windsor, NY 12553
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  /23

  $1,175,000

  • 2 Beds
  • 2 Baths
  • 2,192 Sq Ft

  57 Clubhouse Rd, Tuxedo Park, NY 10987

  "Cotswold Cottage" built in 1886-year Tuxedo Park was founded is one of finest examples of carriage homes and gardeners' original residences. Magnificent stone structure is an exquisite example of what makes the community so outstanding. All of the interior and most of the exterior has been recently restored meticulously. True meaning of move-in-ready. Covered entry with several blue stone steps

  Francine Liza Tuxedo Hudson Realty Corp

  57 Clubhouse Rd, Tuxedo Park, NY 10987
• 

  

  /4

  $724,999

  • 4 Beds
  • 2.5 Baths
  • 2,705 Sq Ft

  28 Northern Ave, Montgomery, NY 12586

  NEW CONSTRUCTION!!! Check out this 4 Bedroom, 2.5 Bathroom Bilonial nestled in the Town of Montgomery and located in the Valley Central School District. This home is located a short drive to an array of local eateries/restaurants, shopping center, close to several local parks, a quarter mile from the Walden/Wallkill Walking Rail Trail, Wallkill River, and a short drive to most major highways

  Richard Baxter Keller Williams Realty

  28 Northern Ave, Montgomery, NY 12586
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  /48

  $1,795,000

  • 5 Beds
  • 3.5 Baths
  • 4,400 Sq Ft

  92 Mountain Farm Rd, Tuxedo Park, NY 10987

  Traditional and very charming "Brookwood" is cedar sided, 4,400 sq. ft. set high, and set back on nearly 5 beautiful acres. Panoramic mountain views, mature trees and plantings large and small. This naturally landscaped treasure surrounded by protected parklands even includes an adjacent stream and soothing gentle waterfall. Welcoming entry Foyer, Living Room light. bright and cozy with Wood

  Francine Liza Tuxedo Hudson Realty Corp

  92 Mountain Farm Rd, Tuxedo Park, NY 10987
• 

  

  /50

  $955,000

  • 3 Beds
  • 2.5 Baths
  • 2,650 Sq Ft

  741 River Rd, Newburgh, NY 12550

  Mid-Century Modern Masterpiece with Panoramic Hudson River Views! Welcome to your dream retreat in the coveted hamlet of Balmville, NY—an architecturally stunning contemporary home perched on 2.9 acres with breathtaking views of the Hudson River and the surrounding mountain skyline. Completely renovated from top to bottom in 2019, this sun-soaked home is the perfect fusion of timeless design and

  Jennifer Gold RE/MAX Benchmark Realty Group

  741 River Rd, Newburgh, NY 12550

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