Orange County NY Houses under $500,000

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  /42

  $475,000

  • 3 Beds
  • 3 Baths
  • 2,542 Sq Ft

  138 Reinhardt Rd, Middletown, NY 10940

  Nestled on 1.5 park like acres with lots of privacy in the back, built in 1969 and lovingly cared for by the same family for over 56 years is this unique front back split level with four levels in the home. Step through the front door to find a half bath, home office with lots of shelving already in place, and second room used as a craft room, play room,or additional home office conveniently

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (845) 447-9473

  138 Reinhardt Rd, Middletown, NY 10940
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  /34

  $400,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  303 Chandler Ln, Montgomery, NY 12549

  This updated Town of Montgomery ranch home is located on a corner parcel. The oversized remodeled custom eat-in kitchen is a chef's delight with new stainless steel appliance (still under warranty), Kitchen Aid cabinet with roll-outs in breakfast peninsula with storage and the rest of cabinets are Cubetech, ceramic flooring and even a "pot filler" at the stove. There are hardwood floors on the

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (845) 478-8428

  303 Chandler Ln, Montgomery, NY 12549
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  /46

  $475,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 2,128 Sq Ft

  42 Knox Dr, New Windsor, NY 12553

  Spacious, well-kept 3-plus bedroom split level home in a quiet neighborhood. A wide drive, mature landscaping.Inside, an airy foyer opens to the formal living room, where a bay window fills the space with natural light and hardwood floors extending through most of the main level. The adjoining open dining room sits steps from the updated kitchen. Granite counters and abundant cabinetry.

  

  Samantha Ortiz

  Howard Hanna Rand Realty

  (845) 552-4305

  42 Knox Dr, New Windsor, NY 12553
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  /34

  $454,999

  • 4 Beds
  • 2 Baths

  34 Round Lake Ave, Monroe, NY 10950

  Your Retreat Awaits in the Exclusive Round Lake Community! Discover the perfect blend of comfort, charm, and potential in this inviting 4-bedroom, 2-bathroom home nestled in one of the area's most sought-after private lake communities. With exclusive access to a members-only lake, youa€TMll enjoy tranquil mornings, peaceful paddleboarding, or weekend escapes just steps from your door. Recently

  

  Franklyn Crowe

  Weichert Realtors, Montclair

  (845) 273-3305

  

  34 Round Lake Ave, Monroe, NY 10950
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  /38

  $469,000

  • 3 Beds
  • 1.5 Baths
  • 1,184 Sq Ft

  18 Ryerson Rd, New Hampton, NY 10958

  **Filled with natural light & peaceful surroundings, move right into this 3 bedroom, 2 bath home on a level third of an acre. The home features many new updates starting with newer appliances plus a NEW DECK , NEW PATIO PAVERS & a NEW ROOF. Also the full main floor bathroom has been recently updated with new tile and vinyl flooring.The lower level is large adding more space with a

  

  Joan Wortmann

  Weichert Realtors

  (845) 547-7481

  18 Ryerson Rd, New Hampton, NY 10958
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  /33

  $429,000

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  15 Riley Rd, New Windsor, NY 12553

  Welcome to 15 Riley Road: This delightful residence was fully renovated from top to bottom. Airy open living space with a gorgeous fire place, four bedrooms and two and a half bathrooms, split unit heating and cooling system.Brand new deck to sip coffee or a get together overlooking a great half an acre property!Do not miss this amazing opportunity!

  

  Inna Sobel

  Atelier Properties LLC

  (845) 382-8386

  15 Riley Rd, New Windsor, NY 12553
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  /32

  $489,999

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  93 Weygant Hill, Highland Mills, NY 10930

  Move-in ready with recent updates! Start your day with expansive, picturesque views of the valley, stretching as far as the eye can see. This delightful 3-bedroom, 2-bath home features a first-floor primary suite, an additional bedroom and full bath on the main level, and a spacious upper-level bedroom that offers privacy and versatility.Step outside to your backyard retreat, which backs up to

  

  Kristen Velez

  RE/MAX Benchmark Realty Group

  (845) 412-8180

  93 Weygant Hill, Highland Mills, NY 10930
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  /23

  $465,000

  • 4 Beds
  • 2 Baths
  • 1,888 Sq Ft

  63 Valley Ave, Newburgh, NY 12550

  This home has so much to offer. From it's location, to the inviting front & back yards where you can sit & relax, or entertain on your back deck & in the pool. As you enter the home, you are greeted by an open & inviting living room with beautiful wood floors. With an open concept galley kitchen, you can easily talk & entertain your guests. Off of the main living area there is a full bath, as

  

  Nicole Gold

  RE/MAX Benchmark Realty Group

  (845) 442-1468

  63 Valley Ave, Newburgh, NY 12550
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  /37

  $454,999

  • 4 Beds
  • 2 Baths

  34 Round Lake, Monroe, NJ 10950

  

  Franklyn Crowe

  WEICHERT REALTORS

  (845) 606-6760

  

  34 Round Lake, Monroe, NJ 10950
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  /23

  $459,900

  • 3 Beds
  • 1 Bath
  • 1,222 Sq Ft

  19 Dussenbury Dr, Florida, NY 10921

  Live the Life You've Always Imagined – In the Heart of Florida, NYStep into a storybook setting where every season feels like a scene from your favorite Hallmark movie. Nestled in the heart of the charming Village of Florida, this fully reimagined raised ranch offers more than just a home—it offers a lifestyle.Picture yourself waking up in a beautifully updated 3-bedroom, 1-bath

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 581-3474

  19 Dussenbury Dr, Florida, NY 10921
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  /46

  $499,900

  • 5 Beds
  • 1.5 Baths
  • 2,526 Sq Ft

  8 Badami Dr, Middletown, NY 10941

  Welcome to your next chapter in this 2,526 sq ft Raised Ranch, perfectly nestled in a sought-after neighborhood setting in Scotchtown. From the moment you step inside, you’re greeted by an inviting open-concept layout that effortlessly connects the foyer to the sunlit living room, dining area, and kitchen—offering a natural flow that makes everyday living and entertaining feel effortless. The

  

  Christina Rowan

  Howard Hanna Rand Realty

  (845) 377-2973

  8 Badami Dr, Middletown, NY 10941
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  /32

  $410,000

  • 2 Beds
  • 2 Baths
  • 1,532 Sq Ft

  285 Riley Rd, New Windsor, NY 12553

  Welcome to your new home! This beautifully maintained Hi-Ranch offers the perfect blend of comfort, space, and convenience. Step into a bright, open living room that flows effortlessly into the dining area, complete with a convenient pass-through to the kitchen—ideal for everyday living and entertaining.Enjoy outdoor relaxation on the deck overlooking a private, fenced-in backyard

  Elizabeth Zambuto Stepping Stone Realty

  285 Riley Rd, New Windsor, NY 12553
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  /34

  $449,000

  • 5 Beds
  • 1.5 Baths
  • 3,370 Sq Ft

  2223 New York 94, Beaver Dam Lake, NY 12577

  Welcome to this charming 5-bedroom, 1.5-bathroom farmhouse in Washingtonville, NY. This property offers a perfect blend of classic farmhouse charm and modern functionality. With a spacious layout and thoughtful design, this home is ready to become your new sanctuary. The heart of the home features a formal dining room, ideal for gatherings and special occasions. The expansive living areas are

  Donna Gray Redfin Real Estate

  2223 New York 94, Beaver Dam Lake, NY 12577
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  /27

  $429,999 Open Sat 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 2,275 Sq Ft

  4 Bijou Ln, Otisville, NY 10963

  This cozy 3-bedroom, 1.5-bath Cape Cod sits on a peaceful private road in the highly sought-after Minisink School District.From the moment you step inside, you’ll notice craftsmanship that speaks volumes. Check out the remodeled kitchen—it’s a cook’s dream with granite countertops, stylish shaker cabinets, and a gas cooktop and double wall oven that makes hosting or weeknight meals a

  Rachel Hunt Realty Promotions Inc

  4 Bijou Ln, Otisville, NY 10963
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  /13

  $489,000

  • 3 Beds
  • 1.5 Baths
  • 1,582 Sq Ft

  50 James Rd, Monroe, NY 10950

  Discover the convenience of single-level living in this inviting ranch home nestled in a peaceful Monroe neighborhood. The main living space welcomes you with warm hardwood flooring and a seamless layout. A well-appointed kitchen features, appliances, and clean recessed lighting—perfect for both everyday meals and weekend hosting. The adjoining dining area makes gathering a breeze.

  Joe Goldberg Golden Star Realty Group Inc

  50 James Rd, Monroe, NY 10950
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  /33

  $490,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  9 Vascello Rd, New Windsor, NY 12553

  Gorgeous, meticulously maintained, and recently updated 3 bed 2 bath home located in the highly sought-after Beaver Dam Lake community with Washingtonville Schools. Notice the curb appeal as soon as you pull into the just re-done driveway lined with solar lights and new siding. Walk in and notice the gleaming hardwood floors and freshly painted walls throughout. Open floor plan allows the main

  Tremaine Selby Weichert Realtors

  9 Vascello Rd, New Windsor, NY 12553
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  /29

  $475,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  20 Grove St, Harriman, NY 10926

  Charming Single-Family Home in Harriman, NY – Monroe-Woodbury Schools. Welcome to this beautifully maintained 3-bedroom, 1.5-bath home located in the heart of Harriman, NY. Situated within the highly desirable Monroe-Woodbury School District, this home combines style, comfort, and convenience. The main level features gleaming hardwood floors throughout and a modern kitchen with granite

  Courtney Tablante Keller Williams Realty

  20 Grove St, Harriman, NY 10926
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  /32

  $499,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,751 Sq Ft

  132 Ridge Rd, Highland Mills, NY 10930

  This beautifully updated 3-bedroom, 1.5-bath home offers the perfect balance of comfort, style, and convenience. Featuring newly refinished floors and a modern kitchen with generous cabinet space, the home welcomes you with warmth and functionality.The spacious backyard is ideal for relaxing, entertaining, or enjoying peaceful moments surrounded by nature. Located just minutes from

  Ammar Iqbal eXp Realty

  132 Ridge Rd, Highland Mills, NY 10930
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  /45

  $469,999 Open Sat 10AM - 12PM

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft

  206 Hawthorn Way, New Windsor, NY 12553

  Welcome to 206 Hawthorn Way, a beautifully maintained 3-bedroom, 2.5-bath, 3-level townhome in the highly desirable Grove community of New Windsor. With spacious interiors, tasteful finishes, and resort-style amenities, this move-in-ready home offers the perfect blend of comfort, functionality, and location.Step inside to find rich hardwood flooring throughout the main living areas,

  Philip Szumlaski Keller Williams Realty

  206 Hawthorn Way, New Windsor, NY 12553
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  /33

  $451,000

  • 2 Beds
  • 1 Bath
  • 1,072 Sq Ft

  17 Northside Ln, Greenwood Lake, NY 10925

  This One-of-A-Kind home you don't want to miss! Legal 2 Bedroom / 1 Bath has so much more to offer! Master Bedroom with a walk-in closet that's just as big. Part of which could be converted into a master bathroom. Fully finished basement area with storage galore and its own outside entrance. Use your imagination to make this space anything you want. A FROG (sq. ft. not included) over 2 car

  Kim Cross HomeSmart Homes & Estates

  17 Northside Ln, Greenwood Lake, NY 10925
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  /23

  $459,000 Open Sun 1PM - 3PM

  • 1 Bed
  • 1 Bath
  • 564 Sq Ft

  582 Jersey Ave, Greenwood Lake, NY 10925

  Imagine your own private Fourth of July fireworks show, right from your lakefront deck. With panoramic water views and the sky lit up in color, there's no better seat for the celebration! Don’t miss this exceptional opportunity to own on one of the most desired stretches of Greenwood Lake. This 1 bedroom, 1 bath bungalow cottage features 35 feet of direct lake frontage, a private floating dock,

  Brenda Wiley Howard Hanna Rand Realty

  582 Jersey Ave, Greenwood Lake, NY 10925
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  /49

  $455,000

  • 3 Beds
  • 1 Bath
  • 1,625 Sq Ft

  7 Archery Rd, Newburgh, NY 12550

  Absolutely gorgeous 3 bedroom well-maintained brick ranch with nothing to do but move-in! Large living room with bow window and carpet installed 1 year ago. Dining room showcases gleaming hardwood floors. Eat-in kitchen equipped with newer stainless steel appliances, custom backsplash, plenty of cabinet space, and double sink. Kitchen leads to beautiful sunroom lined with windows and sky lights,

  Tremaine Selby Weichert Realtors

  7 Archery Rd, Newburgh, NY 12550
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  /27

  $460,000

  • 3 Beds
  • 2 Baths
  • 2,252 Sq Ft

  13 Valley View Dr, New Windsor, NY 12553

  Amazing Price Adjustment!! This charming Cape Cod-style retreat is filled with warmth, comfort, and timeless character. Enjoy the ease of being close to major routes, without the typical traffic noise — the home is well-situated for peace and privacy. Property offers an inviting living room with hardwood floors and a classic brick fireplace — perfect for cozy evenings. The

  Viola Taliaferrow Keller Williams Realty Group

  13 Valley View Dr, New Windsor, NY 12553
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  /28

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft

  69 Saratoga Rd, Newburgh, NY 12550

  Beautiful 3 bedroom raised ranch located in the quiet Deer Creek neighborhood of Fostertown. On the main floor you'll notice the gleaming hardwood floors. Large living room with tall ceilings. Formal dining room with sliding glass door to the expansive deck over looking the private backyard. Eat-in kitchen includes plenty of cabinets and granite countertops. Fridge and dishwasher replaced about 1

  Tremaine Selby Weichert Realtors

  69 Saratoga Rd, Newburgh, NY 12550
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  /28

  $459,900

  • 3 Beds
  • 1.5 Baths
  • 1,410 Sq Ft

  8 Hom St, Chester, NY 10918

  This well kept ranch located on a quiet cul-de-sac offers over 1400 sqft and boasts an open and welcoming floor plan with plenty of natural light, making it a warm and inviting space for both you and your guests. With three bedrooms, living room, family room and 1 and 1 1/2 baths, there's plenty of space for a growing family. Hardwood floors throughout creates a cohesive look and feel, while the

  Joao Rodrigues Preferred Properties Real Esta

  8 Hom St, Chester, NY 10918
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  /36

  $459,000

  • 3 Beds
  • 3 Baths
  • 1,820 Sq Ft

  10 Cannon Dr, New Windsor, NY 12553

  Available for sale from original owners ,in move in condition.Split level 3 Bedroom 1Full and 2 Half Baths,Corner lot on a .45 acre in well established neighborhood in New Windsor.Close to the Historic "Knox headquarter", twenty minutes to West Point.50 miles from GWB. Ideal location for commuters.Close to bus terminal,train station,N J transit/metro north and route 84/87

  Pietro Altomare

  10 Cannon Dr, New Windsor, NY 12553
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  /41

  $454,999

  • 2 Beds
  • 2 Baths
  • 1,448 Sq Ft

  67 Fox Hill Rd, Wallkill, NY 12589

  Price improvement! Back on the Market! Don’t miss the opportunity to make this exceptional property yours. This home features a spacious open kitchen that is truly the heart of the home. Flooded with natural light, it boasts luxurious granite countertops and rich wood floors, perfectly balanced with ample cabinet space to cater to all your culinary needs. Whether you're a gourmet chef or a casual

  Gina Dudgeon Howard Hanna Rand Realty

  67 Fox Hill Rd, Wallkill, NY 12589
• 

  

  /23

  $424,900 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,266 Sq Ft

  257 Tally Ho Rd, Middletown, NY 10940

  You've found more than just a house this home is a legacy. Lovingly maintained by its original owner and family since the day it was built, this home radiates pride of ownership and timeless care. Every room tells a story of attention to detail, thoughtful updates, and a genuine commitment to preserving its comfort and charm! This 3-bedroom Cape-style home is perfectly situated on a secluded

  Catherine Eichner Eichner Realty Group Inc.

  257 Tally Ho Rd, Middletown, NY 10940
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  /20

  $449,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 1 Bath
  • 1,224 Sq Ft

  147 S Plank Rd, Newburgh, NY 12550

  Beautiful old-world charm fills this delightful home! Featuring gorgeous hardwood floors, a spacious kitchen with granite countertops, a laundry room, a formal dining room, a cozy living room, and three bedrooms. Nestled on nearly an acre of land with a two-car detached garage, it boasts a rocking chair front porch overlooking a pond and a covered back porch. A commuter's dream and simply

  Kelly Roebuck Curasi Realty, Inc.

  147 S Plank Rd, Newburgh, NY 12550
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  /45

  $435,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,676 Sq Ft

  346 Nina St, New Windsor, NY 12553

  HOME FOR SALE IN NEW WINDSOR - SUPER DEAL...3 bedroom, 1.5 bathroom raised ranch home with extra rooms walk-out lower level one car garage, newer central air and roof, hardwood flooring on 1st floor, oversize level yard and all municipal services: water, sewer and natural gas. Lower level has half bathroom, laundry room, family room, office plus an extra room with own direct exterior access door

  George Koudounas RE/MAX Benchmark Realty Group

  346 Nina St, New Windsor, NY 12553
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  /39

  $415,789 Open Sun 12PM - 2PM

  • 5 Beds
  • 2 Baths
  • 1,920 Sq Ft

  15 Rowan St Unit 13, Middletown, NY 10940

  Discover the perfect blend of comfort and charm in this beautifully updated home, nestled on a coveted double corner lot. Surrounded by lush hedges and offering ample parking, this residence welcomes you with curb appeal and room to spare. Inside, you'll find five spacious bedrooms, including a convenient first-floor bedroom, ideal for guests or flexible living needs. The home boasts two full

  Juan Bautista Keller Williams Realty

  15 Rowan St Unit 13, Middletown, NY 10940
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  /40

  $417,000

  • 3 Beds
  • 2 Baths
  • 1,234 Sq Ft

  76 Jayne St, Florida, NY 10921

  Welcome to 76 Jayne Street! This Traditional farmhouse is waiting for you! Interior features engineered wood flooring on first floor, updated kitchen with island, custom moldings, welcoming front porch, 3 Br, 2 Ba + full attic, walkout basement, large barn, above ground pool with decking, and gorgeous landscaping, in a quiet neighborhood. Move in ready, priced to sell! Call to schedule a

  Tiffany Megna RE/MAX Town & Country

  76 Jayne St, Florida, NY 10921
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  /42

  $410,000

  • 2 Beds
  • 1 Bath
  • 1,323 Sq Ft

  417 Carter Ave, Newburgh, NY 12550

  Charming Cape Cod with Stunning Mountain Views and Gardens in Marlboro School district. Nestled on a picturesque .55-acre lot, this charming Cape Cod home is a true retreat, surrounded by vibrant flower gardens and peaceful mountain views. From the moment you arrive, the beauty of the landscape welcomes you in—and it only gets better from there.The private backyard is a serene oasis,

  Elaine Thomas Century 21 Alliance Rlty Group

  417 Carter Ave, Newburgh, NY 12550
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  /50

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 2,024 Sq Ft

  28 Old Craigville Rd, Goshen, NY 10924

  Close to the Historic & Charming Town of Goshen, Woodbury Commons & Lego Land. This Spacious Priced To Sell Property Is Ready To Make It Your Own! Level Treed Property. Large Raised Ranch With Oversized 2 Car Garage. Walk-Up Attic. Walk-Out Above Grade Main Level. All appliances are relatively newer. House is being SOLD, AS IS!

  Renee Ocher Christie's Int. Real Estate

  28 Old Craigville Rd, Goshen, NY 10924
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  /32

  $445,000

  • 4 Beds
  • 1.5 Baths
  • 2,042 Sq Ft

  20 Kingston Ave, Port Jervis, NY 12771

  A Grand 1880 Queen Anne Victorian in the Heart of Historic Port Jervis!Step back in time and fall in love with this absolutely stunning 1880 Victorian home, nestled in the heart of the historic town of Port Jervis. Impeccably maintained and full of original charm, this move-in ready gem offers the perfect blend of timeless elegance and modern updates.Boasting 2,042 sq ft, this gracious

  Dominick Tufano RE/MAX Benchmark Realty Group

  20 Kingston Ave, Port Jervis, NY 12771
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  /37

  $499,999 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft

  24 Stony Run Rd, Newburgh, NY 12550

  Welcome to this recently renovated gem at 24 Stony Run Road in the Town of Newburgh — a stylish ranch-style home that blends modern upgrades with comfort, character, and convenience. This 3-bedroom, 2-bathroom residence offers a spacious layout with thoughtful improvements throughout. Step into the brand-new kitchen featuring sleek quartz countertops and stainless steel appliances, perfect for

  Rupinder Singh Iconic Pros

  24 Stony Run Rd, Newburgh, NY 12550
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  /44

  $499,000 Open Sat 2PM - 5PM

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  18 Park Hill Dr, New Windsor, NY 12553

  Welcome to 18 Park Hill Drive—a perfect place to start your homeownership journey! This beautifully updated 3- bedroom, 2-bath home is move-in ready and full of charm. You'll love the open and airy layout, where the kitchen flows right into the dining and living areas, making it easy to cook, relax, and spend time with friends and family. The finished lower level gives you extra space for a guest

  Paola De Jesus Keller Williams Realty NYC Grp

  18 Park Hill Dr, New Windsor, NY 12553
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  /26

  $400,000

  • 3 Beds
  • 1.5 Baths
  • 1,780 Sq Ft

  21 Carriage Dr, Newburgh, NY 12550

  Your Next Chapter Begins in Newburgh! 3-Bedroom Split-Level in the Town of NewburghThis home has a warm, inviting space with strong fundamentals and room for modern updates down the road. Whether you're looking for your first home or a place to grow, this property provides the ideal blend of comfort, character, and potential making it a perfect opportunity for homeowners or investors looking

  Jeaneth Pino-Bartchak RE/MAX Benchmark Realty Group

  21 Carriage Dr, Newburgh, NY 12550
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  /29

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,894 Sq Ft

  419 Philo St, New Windsor, NY 12553

  Oh my, this is HOME!! One look at this PRISTINE property and you will never want to leave. Situated on a level corner lot, this 3 bedroom, 2 full bathroom Raised Ranch has it all - Spacious sunlit living room and dining room with hardwood floors, gorgeous updated kitchen with granite and center island with access to a large back deck. The upper level offers a magnificent updated bathroom with a

  Kelly Campbell Century 21 Alliance Rlty Group

  419 Philo St, New Windsor, NY 12553
• 

  

  /34

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,138 Sq Ft

  2 Mohican Rd, Newburgh, NY 12550

  Welcome home to a beautifully maintained Contemporary 4 bedroom 2.5 bath Colonial offering over 2,300 sq ft of comfortable living space on a spacious corner lot in one of the area’s most convenient locations. Close to I84, I87, 17k, Shops and Resorts' World Hudson Valley.This home features a well-designed layout with a formal living room, elegant dining room, and a big family room just off

  Howard Payson RE/MAX Town & Country

  2 Mohican Rd, Newburgh, NY 12550

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