Orange County NY Homes under $500,000

• 

  

  

  /23

  $449,900

  • 2 Beds
  • 1 Bath
  • 1,596 Sq Ft

  140 Orrs Mills Rd, Salisbury Mills, NY 12577

  Spectacular location in tranquil setting in the heart of beautiful Hudson Valley. Picturesque views of the iconic Salisbury Mills trestle with endless mountain views and a peaceful stream in your own backyard all situated on 1.3 acres with Cornwall School District. Lovely home featuring a large living room with brick fireplace and exposed wood beams. Formal dining room and kitchen, two large

  John Biasi Howard Hanna Rand Realty

  140 Orrs Mills Rd, Salisbury Mills, NY 12577
• 

  

  

  /21

  $333,500

  $5K PRICE INCREASE

  • 2 Beds
  • 1.5 Baths
  • 1,128 Sq Ft

  43 2nd St, Walden, NY 12586

  Welcome to this 2 bedroom Listing that you can make this your place to live or retire and make it your dreamhome with your own personal touch. Check out this great opportunity to own this unique home located in the village of Walden with tons of potential. Property consist off two bedrooms one and a half bath with a washer and dryer hook up on the first level. Nice size Living room as well as

  Lou Shorette Century 21 E & M Williams Rlty

  43 2nd St, Walden, NY 12586
• 

  

  

  /27

  $225,000

  • 2 Beds
  • 1 Bath
  • 715 Sq Ft

  43 Lafayette Dr, New Windsor, NY 12553

  Whether you’re searching for your first home or a great investment opportunity, this property has so much to offer. Located in the sought-after Cornwall Central School District and just minutes from Route 9W, it’s a convenient location for commuters. You’ll also enjoy being a short drive from the Newburgh Waterfront, where you can explore popular restaurants, entertainment, and scenic Hudson

  Sammy Zambrano Keller Williams Realty

  43 Lafayette Dr, New Windsor, NY 12553
• 

  

  

  /28

  $469,999

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,592 Sq Ft

  65 W Peenpack Trail, Sparrow Bush, NY 12780

  Welcome to 65 W Peenpack Trail in Sparrow Bush, NY, a spacious colonial home set on 3.5 private acres in the Town of Deerpark. Built in 2004, this well-maintained residence offers 4 bedrooms, 3 bathrooms, and approximately 2,592 square feet of living space, providing ample room for comfortable living, entertaining, and enjoying the peaceful surroundings. The home features a classic two-story

  Anthony Rivas Keller Williams Hudson Valley

  65 W Peenpack Trail, Sparrow Bush, NY 12780
• 

  

  

  /39

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft

  1100 State Route 17a, Greenwood Lake, NY 10925

  Turnkey 3 bedroom, 2 bath home on a corner lot in desirable Greenwood Lake featuring a 1 car detached garage and an impressive list of recent updates. The first floor offers new flooring throughout, a renovated kitchen, and a comfortable living room. Both the primary and secondary bedroom include a walk-in closet. Laundry is conveniently located on the first floor with a stackable washer and

  Tanner Sommese Keller Williams Rlty Integrity

  1100 State Route 17a, Greenwood Lake, NY 10925
• 

  

  /5

  $325,000

  Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,140 Sq Ft

  350 N Water St Unit 4-1, Newburgh, NY 12550

  Enjoy breathtaking Hudson River and mountain views from this beautifully maintained first-floor condo in desirable Ferry CrossingRelax on the spacious patio overlooking scenic Mt. Beacon, the perfect spot for morning coffee or evening sunsets. Inside, you'll find a bright and inviting living room that opens seamlessly to the kitchen and dining area, creating an ideal space for everyday living

  Kathleen Milich RE/MAX Benchmark Realty Group

  350 N Water St Unit 4-1, Newburgh, NY 12550
• 

  

  /21

  $299,900

  Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,884 Sq Ft

  2 S Aspen Rd, Middletown, NY 10940

  Say hello to possibility! A Middletown townhouse with space, flexibility, and room to make it your own. With 3 bedrooms, including a main-level bedroom, 1.5 bathrooms, plus inviting outdoor space, this home is ready for your personal touch. Close to everything Middletown offers—shops, dining, parks, and commuter routes—this is a smart move with big potential. Make 2 S. Aspen Rd your next upgrade.

  Derek Greene Greene Realty Group

  2 S Aspen Rd, Middletown, NY 10940
• 

  

  /33

  $260,000

  $35K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,084 Sq Ft

  1401 Whispering Hills, Chester, NY 10918

  Discover the perfect blend of comfort, convenience, and community in this 2-bedroom, 1-bath end-unit townhouse. Situated in a quiet corner of the neighborhood, this home offers extra privacy and natural light, along with the added benefit of an attached 1-car garage for secure parking and storage. Inside, you'll find a thoughtfully designed layout that maximizes space and livability - ideal for

  Debbie Goldstein Howard Hanna Rand Realty

  1401 Whispering Hills, Chester, NY 10918
• 

  

  /20

  $429,000

  $21K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,497 Sq Ft

  47 Valley Ave, Walden, NY 12586

  Beautifully, recently renovated & refreshed, 6 room, 3 bedroom colonial bordering Tin Brook in the heart of the Village of Walden. Close to major shopping, Hannaford Supermarket, many parks, eateries,Stewart International Airport, Valley Central schools, I84 & I87 to commute. It has a gorgeous kitchen with plentiful white cabinetry, granite counters, high ceilings and recessed lights, stainless

  Marion Bruhns Howard Hanna Rand Realty

  47 Valley Ave, Walden, NY 12586
• 

  

  /9

  $399,900

  • Land
  • 13.6 Acres
  • $29,404 per Acre

  0 Four Corners Rd, Warwick, NY 10990

  13.6 acres, front of the property is wooded, that then opens up to beautiful field property. Property includes some horse fencing. Subdivision map filed with Town. Road frontage access from Four Corners Rd

  Catherine White Raynor Country

  0 Four Corners Rd, Warwick, NY 10990
• 

  

  /11

  $279,000

  $20K PRICE DROP

  • Land
  • 8.1 Acres
  • $34,444 per Acre

  1171 Lakes Rd, Warwick, NY 10950

  Fully approved 8.1 acre lot, ready to build. This lot offers a prime opportunity for your dream home located in the Town of Warwick with frontage on the Trout Brook and in close proximity to enjoy the views of Fitzgerald Falls. Property is close to the Appalachian Trail for those outdoor enhthusiasts, with Trail access within walking distance. Very close to all amenities including the Hostorical

  Jason McGovern Keller Williams Hudson Valley

  1171 Lakes Rd, Warwick, NY 10950
• 

  /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
• 

  

  /3

  $420,000

  • 7 Beds
  • 3 Baths
  • 2,889 Sq Ft

  99 Overlook Place, Newburgh, NY 12550

  Updated 3 Family Triplex consisting of two 2 Bedroom 1 Bath units and one 3 Bedroom 1 Bath unit. Located close to stores, restaurants, new cafes, and parks. Walking distance to stores and restaurants on Broadway, Liberty St, Washington's Headquarters, the waterfront, and the Newburgh-Beacon Ferry. Close to Dawning Park, Mount Saint Mary College, and Montefiore St. Luke's Hospital. Five min drive

  Adam Kaplan

  99 Overlook Place, Newburgh, NY 12550
• 

  

  /5

  $300,000

  • Land
  • 6 Acres
  • $50,000 per Acre

  0 Mount Hope Rd, Middletown, NY

  Looking to build? Land available in prime location. Situated directly between Middletown and Town of Mount Hope with easy access to all major roadways. Zoned for residential and agriculture. Buyer/builder to subdivide 5-6 acres from this 37+ acre parcel as agreeable to seller and proposed in contract. Flat, open, cleared land may be suitable for 1-3 building lots. Land to purchase provides

  Amanda Ferrantello Hudson Valley Griffith

  0 Mount Hope Rd, Middletown, NY
• 

  

  /11

  $299,900

  $25K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 2,490 Sq Ft

  115 William St, Newburgh, NY 12550

  This is a great legal two family investment property large back yard fenced in. All minor repairs have been done. Noo violations or open permits. First floor has one bedrooms. Second floor has four bedrooms. This is a great value in this market.. Call to see this today. Access,,, Keys are in the listing office for entry after accepted showing. Call for access to Keys after confirmation. More

  Patrick Casilli John J Lease REALTORS Inc

  115 William St, Newburgh, NY 12550
• 

  

  /14

  $257,000

  $8K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,368 Sq Ft

  26 Peenpack Trail, Huguenot, NY 12746

  Prime Location. Nestled in a vibrant community, with easy access to amenities, schools, and parks. This three bedroom and one bath home offers Large over sizes bedrooms. Vaulted high ceilings. Giant master bathroom, and tons of natural light throughout the house. Great Location!!!! Very Attractive. Experience warmth and ambiance by the wood-burning stove in the lower level. Plus, take advantage

  David Ferstand Daf Realty

  26 Peenpack Trail, Huguenot, NY 12746
• 

  

  /34

  $329,000

  • 4 Beds
  • 1 Bath
  • 1,946 Sq Ft

  14 West St, Port Jervis, NY 12771

  Classic and Spacious Duplex in a desirable neighborhood location in the City of Port Jervis NY. This charming old style inviting duplex offers comfortable, practical rooms with 2 bedrooms upstairs on each side for privacy. One side offers 1.5 baths for added value. Oversized paved driveway gives ample parking space and leads up to a garage building that will support your storage needs. Utilities

  Joyce Klimkiewicz Skipping Stones Realty

  14 West St, Port Jervis, NY 12771
• 

  

  /34

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,479 Sq Ft

  23 Roosevelt Place, Newburgh, NY 12550

  Welcome to 23 Roosevelt Place, a charming Cape Cod that perfectly blends timeless character with a bright, airy mid-century modern feel. Pride of ownership shines throughout this beautifully maintained home, and from the moment you arrive, you'll feel right at home. The inviting kitchen features warm wood cabinetry, under-cabinet lighting, ceramic tile flooring, stylish backsplash, peninsula

  Sandra Spector Howard Hanna Rand Realty

  23 Roosevelt Place, Newburgh, NY 12550
• 

  

  /40

  $220,000

  • 3 Beds
  • 1.5 Baths
  • 712 Sq Ft

  15 Well Rd, Walden, NY 12586

  Nestled along the water’s edge, this lakefront opportunity at 15 Well Rd offers incredible potential in the sought-after Valley Central School District. Set on a peaceful stretch of shoreline, this 3-bedroom, 2-bath ranch is ready for its next chapter. Currently designated as a seasonal property, this home presents the opportunity for conversion to full-time residential use, making it an ideal

  Christine Torres Keller Williams Hudson Valley

  15 Well Rd, Walden, NY 12586
• 

  

  /37

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 1,818 Sq Ft

  10 Ona Ln, New Windsor, NY 12553

  Welcome to 10 Ona Lane in the Town of New Windsor! Nestled within a highly sought-after neighborhood and offering an exceptionally convenient location, this beautifully maintained raised ranch delivers the perfect balance of privacy, comfort, and accessibility. Set on just under half an acre, the property enjoys a peaceful setting while remaining just minutes from everything the Hudson Valley has

  Frank Muccari Cronin & Company Real Estate

  10 Ona Ln, New Windsor, NY 12553
• 

  

  /29

  $338,000

  • 2 Beds
  • 1 Bath
  • 748 Sq Ft

  21 Lakeview Dr, Monroe, NY 10950

  Lake Community Living! Whether your passion is a weekend or summer getaway, downsizing or looking for your first home that won't break the bank it's all here at 21 Lakeview Dr. This two bedroom charmer is updated and ready for you to move in. The home sits up high to access the lake view. Inside you'll find a comfortable living area, the primary bedroom with a walk in closet, a second guest

  Karen Taphorn Howard Hanna Rand Realty

  21 Lakeview Dr, Monroe, NY 10950
• 

  

  /19

  $265,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  106 Parr Meadow Dr Unit 1F, Newburgh, NY 12550

  Town of Newburgh, Marlboro Schools, IMMACULATE Townhouse has been lovingly renovated from top to bottom over the years. The same owner has occupied this home for 23 years and it is obvious how much care has been poured in to this space. Spacious townhouse in the quiet Parr Valley West Condominiums with a GARAGE + private laundry on lower level. Enjoy 3 levels of Living Space with your Walk-Out

  Lauren Racanelli RE/MAX Benchmark Realty Group

  106 Parr Meadow Dr Unit 1F, Newburgh, NY 12550
• 

  

  /18

  $315,000

  • 2 Beds
  • 1 Bath
  • 689 Sq Ft

  15 Anthony St, Middletown, NY 10940

  Welcome to this beautifully up to date, single-family home offering the perfect blend of comfort, style, and functionality. At approximately 690+/- sq ft, this move-in-ready home makes exceptional use of space with a bright and inviting layout ideal for everyday living.The open-concept living area features recessed lighting and flows seamlessly into a stunning kitchen highlighted by stylish

  Eliezer Salcer Preferred Properties Real Esta

  15 Anthony St, Middletown, NY 10940
• 

  

  /15

  $325,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft

  305 Gazebo Ct, New Windsor, NY 12553

  This beautifully maintained 2 bedroom, 2 full bath ground-floor condo offers comfort, convenience, and thoughtful updates throughout. Enter inside to an open and airy floor plan featuring a cozy gas fireplace that anchors the living space—perfect for relaxing evenings at home.The spacious kitchen flows seamlessly into the dining and living areas, making entertaining effortless. Enjoy the

  Brittany Barry HV Premier Properties Realty

  305 Gazebo Ct, New Windsor, NY 12553
• 

  

  /26

  $399,000

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

  22 Oak St, Greenwood Lake, NY 10925

  Opportunity awaits at 22 Oak Street in the heart of Greenwood Lake! This partially completed new construction project offers the perfect canvas to bring your vision to life!Whether you’re an investor, builder or buyer looking to customize your dream home from the ground up, the hard part has already begun and now it’s your turn to see it through. Set on a level lot, the property offers plenty of

  Brenda Wiley Howard Hanna Rand Realty

  22 Oak St, Greenwood Lake, NY 10925
• 

  

  /3

  $290,000

  • Land
  • 4 Acres
  • $72,500 per Acre

  79 Ryerson Rd, Warwick, NY 10990

  4-acre parcel just minutes from Warwick’s vibrant downtown, known for its charming shops, restaurants, wineries, and year-round community events. Located along picturesque Ryerson Road with 260 feet of road frontage, the property has already been thoughtfully cleared of trees, creating an ideal setting to bring your dream home to life. Site plan available upon request. Confirmed appointment

  Elizabeth Broderick Tuxedo Hudson Realty Corp

  79 Ryerson Rd, Warwick, NY 10990
• 

  

  /29

  $499,900

  $50K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,032 Sq Ft

  35 Maple Ave, Chester, NY 10918

  Welcome to 35 Maple Avenue, a bright 3 bedroom, 3 full bath Raised Ranch in the desirable Village of Chester ideally located near the Village Park & School. This spacious 2,032 sq. ft. residence built in 2002 & Updated in 2020 including bathrooms & New Kitchen in 2024. The open main level features a White EIK with Quartz Counters & Island, stylish white tile backsplash, Pantry, Black Appliances,

  Joanne Timperio RE/MAX Benchmark Realty Group

  35 Maple Ave, Chester, NY 10918
• 

  

  /27

  $250,000

  $50K PRICE INCREASE

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  117 Renwick St, Newburgh, NY 12550

  Affordable single family brick 3-bedroom detached home on two levels in City of Newburgh with small rear yard, sidewalks and all municipal services. Walking distance to George Washington Headquarters, Newburgh Brewing Company, a variety of restaurants & shops, the Newburgh waterfront & bluff overlooking the Hudson River and Mt. Beacon. House has a newer roof, and newer mechanicals. This home can

  George Koudounas RE/MAX Benchmark Realty Group

  117 Renwick St, Newburgh, NY 12550
• 

  

  /30

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  515 Toleman Rd, Rock Tavern, NY 12575

  This two-level raised ranch home has been beautifully maintained with new mulch and landscaping out front and a freshly painted rear deck (stay tuned for new pictures). It features hardwood flooring throughout the top level, an open-concept kitchen, a formal dining area, a living space including a spacious sunroom, and three bedrooms with a full renovated bathroom. The bottom level has

  Nicholas Cuomo Keller Williams Realty

  515 Toleman Rd, Rock Tavern, NY 12575
• 

  

  /26

  $495,000

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft

  56 Bluff Ave, Greenwood Lake, NY 10925

  A Serene Forest Park Sanctuary Nestled in the trees with views of the water, this exquisite cottage offers a refined rustic aesthetic. The main living area is defined by its "open and airy" feel, highlighted by cathedral ceilings and a magnificent stone hearth. Recent investments include a full bathroom remodel, high-efficiency central air, and professional masonry featuring bluestone accents and

  Nikki Grzegorzewski Keller Williams Realty

  56 Bluff Ave, Greenwood Lake, NY 10925
• 

  

  /33

  $469,000

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  10 Hazen St, Greenwood Lake, NY 10925

  Welcome home to this enchanting 3-bedroom, 2-bath colonial with a dedicated home office. This home is situated on a corner lot in the vibrant and festive Greenwood Lake community. The updated kitchen boasts ornate cabinetry, stainless steel appliances, and granite countertops. Relax on the enclosed front porch, nestled behind tall hedges. Just one block from the waters of Greenwood Lake, you can

  Ryan Degnan Howard Hanna Rand Realty

  10 Hazen St, Greenwood Lake, NY 10925
• 

  

  /13

  $230,000

  • 1 Bed
  • 1 Bath
  • 813 Sq Ft

  16 Tanager Rd Unit 1606, Monroe, NY 10950

  Beautifully redone condo unit in a prime - sought after location! This move-in-ready residence features new flooring and carpeting, fresh countertops, a new sink, and a full interior repaint in modern neutral tones. Bright, clean, and well-maintained throughout with an open and comfortable layout. Conveniently located near shopping, dining, transportation, and major conveniences. Excellent

  Joseph Rosenfeld Flag Realty Group

  16 Tanager Rd Unit 1606, Monroe, NY 10950
• 

  

  /31

  $275,000

  • 3 Beds
  • 2 Baths
  • 2,054 Sq Ft

  47 Weyants Ln, Newburgh, NY 12550

  Nestled in a peaceful setting, the “Emerald Escape” offers the perfect blend of privacy, comfort, and convenience. This spacious ranch features over 2,000 square feet of living space with 3 bedrooms, 2 full baths, hardwood floors, fresh paint, and a thoughtfully designed layout that provides both openness and privacy. At the heart of the home is a gracious family room with a cozy fireplace,

  Marie Mascari eXp Realty

  47 Weyants Ln, Newburgh, NY 12550
• 

  

  /18

  $295,000

  • 3 Beds
  • 1 Bath
  • 799 Sq Ft

  241 Route 209, Port Jervis, NY 12771

  Nestled along the convenient Route 209 corridor in Port Jervis, this charming and beautifully updated home offers the perfect blend of comfort, versatility, and opportunity. Thoughtfully renovated with a brand-new kitchen, updated bathroom, and tasteful finishes throughout, this move-in-ready property welcomes you with warmth and style from the moment you enter. Step outside to enjoy the spacious

  Jin Pang Panorama Realty

  241 Route 209, Port Jervis, NY 12771
• 

  

  /50

  $383,500

  Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 2,068 Sq Ft

  47 Hudson St, Port Jervis, NY 12771

  Perched in the coveted mountainside neighborhood of Uptown Port Jervis, this beautifully revitalized turn-of-the-century Victorian offers the perfect marriage of historic charm and modern convenience. Rich with character and thoughtfully renovated from top to bottom, this enchanting home invites you to slow down, sip your morning coffee on the covered front porch, and fall in love with a

  Alyse Toffel Keller Williams Hudson Valley

  47 Hudson St, Port Jervis, NY 12771
• 

  

  /13

  $339,999

  • 4 Beds
  • 1.5 Baths
  • 2,298 Sq Ft

  45 1/2 Sussex St, Port Jervis, NY 12771

  Beautifully renovated Colonial offering 4 bedrooms, 2 bathrooms, and a spacious layout with modern finishes throughout. Features include a stunning kitchen with stainless steel appliances, updated bathrooms, ductless cooling, and plenty of parking. Conveniently located close to shops, schools, and major routes. A great opportunity you don’t want to miss. Buyer's agents are welcome.

  Tzvi David Realty Group MS Realty Group USA, Inc

  45 1/2 Sussex St, Port Jervis, NY 12771
• 

  

  /22

  $249,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 964 Sq Ft

  2 Lexington Hill Unit 12, Harriman, NY 10926

  PRICED TO SELL - 2 Bed | 2 Bath | Top-End Unit | Monroe-Woodbury Schools | Stunning Views condo with some of the best views in the Lexington Hills community. Prime Location - Perfect for commuters and outdoor enthusiasts alike: 45 minutes to NYC by train (train station within walking distance), 55 minutes to NYC by car 10 min to Grocery/shop's New updates in the last 2 years 1) New Deck 2) New

  David White Owner Entry.com

  2 Lexington Hill Unit 12, Harriman, NY 10926
• 

  

  /15

  $359,000

  • 2 Beds
  • 1.5 Baths
  • 1,372 Sq Ft

  95 Angola Rd, Cornwall, NY 12518

  Set among the trees on Angola Road, this log home offers character and craftsmanship that is hard to find. Exposed logs, timber beams, soaring ceilings, and a stone fireplace create a living space full of warmth and charm. The open main living area flows into the kitchen and dining space, while the loft overlooks the great room below. Natural wood finishes throughout give the home a timeless feel

  Kassandra Mott Keller Williams Hudson Valley

  95 Angola Rd, Cornwall, NY 12518
• 

  

  /41

  $439,000

  $3K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,206 Sq Ft

  46 Fort Putnam St, Highland Falls, NY 10928

  Come be part of a cozy and charming community on a quiet dead-end street. This classic old-school Colonial offers warmth, comfort, and timeless character with hardwood floors throughout and nothing to do but move in—unless you'd like to add your own paint colors. Enjoy the enclosed front porch, perfect for a sitting area, small home office, or extra storage. Inside, the home features a formal

  Nicole Renda IBNA Real Estate Group

  46 Fort Putnam St, Highland Falls, NY 10928
• 

  

  /46

  $385,000

  • 2 Beds
  • 1 Bath
  • 942 Sq Ft

  333 Oak Dr, New Windsor, NY 12553

  Charming and full of potential, this 2-bedroom, 1-bath Cape Cod offers comfortable living in a convenient New Windsor location. Situated on a scenic lot with beautiful views of Beaver Dam Lake and the distant mountains, this home combines character, updates, and opportunity. The interior features hardwood floors, central air, an updated full bath, and several recent improvements throughout. The

  Donna Brunell RE/MAX Benchmark Realty Group

  333 Oak Dr, New Windsor, NY 12553

Showing Results 281 - 320, Page 8 of 13