Orange County NY Homes under $500,000

• 

  

  

  /30

  $350,000

  • 2 Beds
  • 1.5 Baths
  • 1,353 Sq Ft

  20 Wintergreen Ct, Montgomery, NY 12549

  Welcome to this desirable end-unit condo located in the peaceful and well-maintained Spring Meadow community in the heart of the Village of Montgomery. This home offers a bright, open living space filled with natural light, creating a warm and inviting atmosphere from the moment you walk in. The layout flows effortlessly into a functional kitchen and adjoining dining area—perfect for everyday

  Peter Stika Curasi Realty, Inc.

  20 Wintergreen Ct, Montgomery, NY 12549
• 

  

  

  /24

  $350,000

  • 4 Beds
  • 2 Baths

  51 Benkard Ave, Newburgh, NY 12550

  51 Benkard Avenue sits in the heart of Newburgh's Historic District, offering a two-family brick townhouse with two spacious two-bedroom apartments. Both units are vacant and available, giving a new owner the freedom to set their own rents and put their personal stamp on each space. Whether a light refresh or a full transformation, this property is a blank canvas waiting for the right vision.

  Yves Bouzaglo Corcoran Country Living

  51 Benkard Ave, Newburgh, NY 12550
• 

  

  

  /28

  $310,000

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  1 Whippoorwill Trail, Monroe, NY 10950

  Quiet spot at the end of a short "trail"! 1/2 circle driveway is paved giving more parking, & closer to the entrance! You'll enjoy the spacious deck at the rear of the house for any get togethers or just a peaceful family BBQ & play area for the kids! The deck is partially under a roof to be enjoyed even in the rain! There are 2 bedrooms & a small extra room, sunroom, living room, & fireplace to

  Kathy Dawson Howard Hanna Rand Realty

  1 Whippoorwill Trail, Monroe, NY 10950
• 

  

  

  /5

  $250,000

  • Land
  • 23.5 Acres
  • $10,638 per Acre

  18 Ohaire Rd, Wallkill, NY 10941

  Active agricultural land with access from Ohaire Rd but borders I-84 for visibility. Suitable for nursery, greenhouse, crop farming and any ag related business. Bonus is visibility from I-84. Great location between Middletown and Montgomery. Access is a right of way on left side of 30 Ohaire Rd. Additional Information: SoilType:Unknown,

  Joe Distelburger Keller Williams Realty

  18 Ohaire Rd, Wallkill, NY 10941
• 

  

  /2

  $250,000

  • Land
  • 2.6 Acres
  • $96,154 per Acre

  2709 Route 17m, New Hampton, NY 10958

  Flat open parcel of land that has been surveyed and wetlands have been delineated (maps in docs) that would make a great spot to park equipment and or storage subject to planning board approval.

  Joe Distelburger Keller Williams Realty

  2709 Route 17m, New Hampton, NY 10958
• 

  

  /37

  $450,000

  • 3 Beds
  • 1 Bath
  • 1,637 Sq Ft

  367 Mt Eve Rd, Goshen, NY 10924

  Welcome to your new home sitting on lush 1 acre parcel in the Historic Black Dirt Region of the Hudson Valley. Upon entry you will experience a meticulous move in ready home with original hardwood floors. Timeless elegance meets Hudson Valley tranquility. Find three bedrooms and a full bath with tub on the first floor plus a flex space/sunroom off the kitchen area in the back of the

  John Bilancione Nicoli Realty

  367 Mt Eve Rd, Goshen, NY 10924
• 

  

  /33

  $364,900

  Open Sat 12PM - 2PM $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  1552 Greenville Turnpike, Port Jervis, NY 12771

  Welcome to this charming 3-bedroom, 2-bath home located on a private setting along Greenville Turnpike in Port Jervis. Featuring brand new carpeting throughout, this home offers comfortable living space with plenty of room to make it your own. Enjoy the large yard, perfect for entertaining, outdoor activities, or simply relaxing in a peaceful setting. Conveniently located while still offering

  Rana Ali eXp Realty

  1552 Greenville Turnpike, Port Jervis, NY 12771
• 

  

  /32

  $389,000

  • 3 Beds
  • 1 Bath
  • 1,110 Sq Ft

  671 Route 211 W, Middletown, NY 10940

  Move right into this charming Cape Cod featuring a beautifully renovated kitchen and updated baths, hardwood floors throughout, and 3 bedrooms. The oversized 2-car detached garage offers unfinished loft space ideal for a home office, studio, or workshop. Enjoy the large, level yard with plenty of room for outdoor entertaining. Conveniently located near major highway highways for an easy commute

  Denise DePaola Hudson Premium Realty

  671 Route 211 W, Middletown, NY 10940
• 

  

  /30

  $250,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 899 Sq Ft

  21 Weathervane Dr Unit 16, Washingtonville, NY 10992

  21 Weathervane Drive #16, NY 10992 – Welcome to WEATHERVANE! This desirable first-floor unit offers very few steps, low maintenance, and low taxes, making it the perfect place to call home. Taxes are only approximately $3,300 yearly and the HOA is just $350 per month. This well-maintained 2-bedroom, 1-full-bath condo features an eat-in kitchen, a spacious and sun-filled living room, generously

  Alex Baez Baez Real Estate, Inc.

  21 Weathervane Dr Unit 16, Washingtonville, NY 10992
• 

  

  /20

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,028 Sq Ft

  26 Woodycrest Trail, Monroe, NY 10950

  Opportunity knocks here for you to acquire this fully detached newly renovated ranch style home with low taxes. One level living, so you can skip the stairs! Within minutes to NYC train and bus stations as well as being situated in the Washingtonville school district. Featuring a fully equipped kitchen with fresh out of the box stainless steel appliances including dishwasher and washer/dryer

  Danielle Riggs Keller Williams Hudson Valley

  26 Woodycrest Trail, Monroe, NY 10950
• 

  

  /22

  $409,500

  $16K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,337 Sq Ft

  19 Putters Way Unit 9, Middletown, NY 10940

  Welcome to this fully updated, move-ready condo in the desirable Walkill community. This splendid duplex has been luxuriously upgraded with modern paint tones and the latest finishes. Bright and sunny rooms with updated lighting throughout. The kitchen boasts sleek, brand-new appliances and classic wood cabinetry. The bathrooms have been meticulously maintained. Cathedral ceilings in both

  Abraham Lefkowitz Access Realty Team Inc

  19 Putters Way Unit 9, Middletown, NY 10940
• 

  

  /17

  $279,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  79 Silver Spring Rd, New Windsor, NY 12553

  Charming 2-Bedroom Ranch offers a simple, functional layout with plenty of potential. The perfect chance to customize and make it your own. Whether you’re looking to downsize or step into homeownership, this property is a smart and affordable option with room to add value. Don’t miss it!

  Danielle Siltz RE/MAX Prime Properties

  79 Silver Spring Rd, New Windsor, NY 12553
• 

  

  /16

  $299,000

  $51K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 738 Sq Ft

  8 Forest Ln, Greenwood Lake, NY 10925

  Welcome to 8 Forest Lane, a beautifully updated cottage nestled in the heart of Greenwood Lake. This charming 2-bedroom, 1-bath home offers an ideal blend of comfort, style, and convenience. Featuring a bright and open living area, the space is highlighted by rich wood-look flooring, contemporary lighting, and an abundance of natural light streaming through oversized windows. The eat-in kitchen

  Arya Rabinovits eRealty Advisors, Inc

  8 Forest Ln, Greenwood Lake, NY 10925
• 

  

  /23

  $399,999

  • 5 Beds
  • 2 Baths
  • 1,664 Sq Ft

  341 Highland Ave Extension, Middletown, NY 10940

  Welcome to 341 Highland Ave Ext, a bright and airy 4-bedroom, 2-bath split-level home conveniently situated in the heart of town. An inviting open floor plan creates effortless flow throughout the main living spaces, offering comfort, style, and plenty of natural light. Enjoy a level, fenced-in backyard—ideal for outdoor gatherings or peaceful relaxation. With local eateries, shopping, and daily

  Valerie Jewis Keller Williams Realty

  341 Highland Ave Extension, Middletown, NY 10940
• 

  

  /12

  $210,000

  Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  8 Grant St, Middletown, NY 10940

  Here's the opportunity investors have been waiting for. This two-story colonial offers the right buyer a full-renovation canvas with real upside. Generous room sizes, hardwood floors on the upper level, a covered front porch, and an oversized barn/garage outbuilding in the rear — features that support strong ARV whether you're flipping or holding for rental income. The home needs a complete

  Igor Krasnoperov Rising Star Realty

  8 Grant St, Middletown, NY 10940
• 

  

  /24

  $430,000

  • 2 Beds
  • 1 Bath
  • 520 Sq Ft

  53 Scotchtown Ave, Goshen, NY 10924

  Location Location Location! Welcome to 53 Scotchtown Avenue, where convenience, charm, and opportunity come together in the heart of the Village of Goshen. Situated on an exceptionally large half-acre lot—a rare find within the Village—this property offers endless possibilities for expansion and recreation. This two bedroom, one bathroom home has hardwood floors throughout, updated kitchen with

  Amanda Rivera Sepulveda Keller Williams Realty

  53 Scotchtown Ave, Goshen, NY 10924
• 

  

  /23

  $249,000

  $11K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  6 Bush Ave, Newburgh, NY 12550

  Located in the Colonial Terraces community of the City of Newburgh, this lovely attached single-family townhouse at 6 Bush Ave offers comfortable and convenient living in a peaceful setting. The home features 2 bedrooms and 1 full bathroom, with a practical layout suited to a variety of lifestyles. The surrounding neighborhood is known for its serene, cozy atmosphere and mature, tree-lined

  Antonio Sanchez Harbor Gray Real Estate LLC

  6 Bush Ave, Newburgh, NY 12550
• 

  

  /29

  $459,000

  $40K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,898 Sq Ft

  8 Adelaide Ln, Washingtonville, NY 10992

  PRICE REDUCED ! Located in Mt. View Estates, this charming split-level home combines functional design with an unbeatable commuter location. Situated on a spacious corner lot, the property offers both curb appeal and privacy, all while framing MOUNTAIN VIEWS that you can enjoy from your own backyard. Whether you are looking for a "move-in ready" feel or a "commuter's dream," this layout delivers

  Kathy Eubanks Keller Williams Realty

  8 Adelaide Ln, Washingtonville, NY 10992
• 

  

  /30

  $450,000

  • 2 Beds
  • 2 Baths
  • 2,079 Sq Ft

  212 Old Dutch Hollow Rd, Monroe, NY 10950

  Located in warwick ny township, Enjoy extra large front yard, 2 miles to greenwood lake NY bus stop warwick to NJ and Manhattan, new carpet installed may 2026, gas heating system installed November 2019 hot water heater replaced January 2026.

  Derek Greene Greene Realty Group

  212 Old Dutch Hollow Rd, Monroe, NY 10950
• 

  

  /39

  $399,000

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  16 Leers Rd, Glen Spey, NY 12737

  BEAUTIFUL MODERN CAPE WITH LAKE PRIVILEGES TO MOHICAN LAKE IN GLEN SPEY, NY - Welcome to this newly built home set quietly on pretty a 2.38 acre lot. Inside you have a modern take on a cape that feels fresh, with clean lines and well done. This three bedroom/two full bath home features an open floor plan in the main living area. The living room has an electric fireplace for that cozy evening

  Caroline Akt Caroline Akt Realty LLC

  16 Leers Rd, Glen Spey, NY 12737
• 

  

  /27

  $475,000

  • 4 Beds
  • 3 Baths
  • 2,016 Sq Ft

  43 Wintergreen Ave, Newburgh, NY 12550

  Welcome home to this beautifully maintained 4-bedroom colonial with 2 full bathrooms (this home has always only had two bathrooms), nestled on a loop road with two access points. Featuring gleaming hardwood floors throughout the home, this spacious property offers comfort, charm, and room to grow.The heart of the home is the stunning great room — perfect for relaxing evenings or entertaining

  Kathleen Rafferty RE/MAX Benchmark Realty Group

  43 Wintergreen Ave, Newburgh, NY 12550
• 

  

  /21

  $389,900

  Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  20 Hilltop Dr, New Windsor, NY 12553

  Welcome to 20 Hilltop Dr in New Windsor—an excellent opportunity for both investors and owner-occupants alike. Conveniently located with easy access to Interstate 84, the New York State Thruway, and Route 9W, this property offers an ideal location for commuters traveling throughout the Hudson Valley and beyond. Inside, you’ll find hardwood floors throughout much of the home, along with two full

  Martin Krakower eXp Realty

  20 Hilltop Dr, New Windsor, NY 12553
• 

  

  /20

  $499,900

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

  69 Silver Spring Rd, New Windsor, NY 12553

  Welcome to this beautifully updated home in the heart of New Windsor offering comfort, style, and exceptional outdoor living. This well-maintained property features 3 bedrooms and 2 fully renovated bathrooms, along with a recently updated kitchen designed with modern finishes and functionality in mind. Gleaming hardwood floors run throughout the home, adding warmth and character to every room.

  Christina Biagini Weichert Realtors

  69 Silver Spring Rd, New Windsor, NY 12553
• 

  

  /36

  $250,000

  $5K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,324 Sq Ft

  118 W Main St, Port Jervis, NY 12771

  This 3-bedroom, 2-bath home offers a great opportunity for buyers looking for space, convenience, and easy access to all that the area has to offer. The home features a practical layout with comfortable living areas, a functional kitchen, and three bedrooms that provide flexibility for everyday living, guests, or a home office. Located near local shops, restaurants, parks, schools, public

  Lisa Amato Hudson Valley Home Connection

  118 W Main St, Port Jervis, NY 12771
• 

  

  /25

  $390,000

  • 4 Beds
  • 2 Baths
  • 1,652 Sq Ft

  21 Albert St, Middletown, NY 10940

  Charming 4-bedroom, 2-bath home in the heart of Middletown offering space, character, and endless potential! Nestled on a sidewalk-lined street, this property features a welcoming wraparound porch — the perfect spot to relax. Step inside the inviting foyer and into a spacious living room adjacent to the dining room and kitchen featuring a center island, with bathroom conveniently located on the

  Christina Wilger RE/MAX Benchmark Realty Group

  21 Albert St, Middletown, NY 10940
• 

  

  /30

  $274,000

  $55K PRICE DROP

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

  27 Delaware Dr, Sparrow Bush, NY 12780

  Nice ranch on almost .50 of an acre. This charming home offers 3 spacious bedrooms and 2 bathrooms, providing comfort and convenience for everyone. The open floor plan seamlessly connects the kitchen, dining area, and living room, creating an inviting space perfect for entertaining guests or relaxing . Enjoy the versatility of a laundry area and an enclosed 3 season room, ideal for year-round

  William Williams Century 21 Geba Realty

  27 Delaware Dr, Sparrow Bush, NY 12780
• 

  

  /17

  $425,000

  • 4 Beds
  • 3 Baths

  141 S William St, Newburgh, NY 12550

  Come check out this brick 3-family home. It consists of 2 two-bedroom apartments and a vacant first-floor one-bedroom apartment. Pro forma amount of $1,400 for unit #1 used. The property is being sold as-is. This unit needs work in order to be rentable. Other rents are actual rents. Heating and electricity are tenant-paid, and tenants are on leases. Since this property is located in Downtown

  Dan Gilbert Brick and Mortar RE LLC

  141 S William St, Newburgh, NY 12550
• 

  

  /25

  $448,000

  $1K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,188 Sq Ft

  9 Olde Wagon Rd Unit 109, Warwick, NY 10990

  Garage!! Located in Homestead Village. Perfect for the first time buyer or those looking to downsize for a maintenance free lifestyle. Features of this unit include updated kitchen, hardwood floors, crown molding. Spring is right around the corner and the perfect time to enjoy outdoor barbecues on the patio, community pool, tennis and basketball courts. Located a short distance from the thriving

  Rosy Wansor Wansor Realty

  9 Olde Wagon Rd Unit 109, Warwick, NY 10990
• 

  

  /13

  $215,000

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 813 Sq Ft

  49 Tanager Rd Unit 4905, Monroe, NY 10950

  One bedroom top unit in mint condition. Large living room, oversized bedroom, kitchen and dining area full bath

  Joseph Morello Keller Williams Hudson Valley

  49 Tanager Rd Unit 4905, Monroe, NY 10950
• 

  

  /24

  $299,000

  $126K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,896 Sq Ft

  12 Elizabeth Ln, New Windsor, NY 12553

  NEW PRICE PENDING BANK APPROVAL!!! Welcome to 12 Elizabeth Lane in New Windsor — a well-maintained 3-bedroom, 1-bath ranch offering comfortable single-level living on a beautifully manicured 0.23-acre lot. Set on an elevated property with attractive curb appeal, this home features a spacious and functional layout with bright living spaces and generous storage throughout. The main living area

  Arya Rabinovits eRealty Advisors, Inc

  12 Elizabeth Ln, New Windsor, NY 12553
• 

  

  /22

  $479,900

  $20K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,845 Sq Ft

  14 Lynmore Ave, Salisbury Mills, NY 12577

  THIS CHARMING HI-RANCH OFFERS COMFORT AND CONVENIENCE. THE UPPER-LEVEL FEATURES AN EAT-IN KITCHEN, LOVELY LARGE DINING ROOM/LIVING COMBINATION WITH A LARGE AIRY AND SUNNY 3 SEASON ROOM, 3 BEDROOMS, AND BATHROOM. LOWER WALKOUT LEVEL WITH FULL SIZE WINDOWS, LARGE FAMILY ROOM, BEDROOM, LAUNDRY ROOM, LAVATORY, AND GARAGE. THIS SETUP IS GREAT FOR ENTERTAINING, EXTENDED FAMILY, OR HOME OFFICE. LIGHT

  Pnina Parnes Mark One Real Estate

  14 Lynmore Ave, Salisbury Mills, NY 12577
• 

  

  /25

  $205,000

  Pre-Foreclosure

  • 4 Beds
  • 1 Bath
  • 2,272 Sq Ft

  25 E Broome St, Port Jervis, NY 12771

  INVESTOR & HANDYMAN SPECIAL!!! Welcome to 25 E Broome Street, a classic American Victorian-style home located in the heart of historic Port Jervis, New York. This charming 4-bedroom, 1-bath residence sits proudly on a corner lot, offering timeless architectural character and tremendous potential for restoration. The home features brand-new windows (still in their packaging) and a new kitchen also

  Alexander Fayn Prominent Properties Sotheby's

  25 E Broome St, Port Jervis, NY 12771
• 

  

  /29

  $399,999

  $25K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 1,658 Sq Ft

  160 Lander St, Newburgh, NY 12550

  Amazing and spacious income-producing multi-family townhouse ready for its next owner! Both units feature two levels and an abundance of natural light, creating a warm and inviting atmosphere. Unit 1 is a newly renovated 3-bedroom, 1-bath apartment with a spacious living area and an open-concept kitchen that flows into the dining room. Two large bedrooms are complemented by two bonus

  Johnni Lindsay HomeSmart Homes & Estates

  160 Lander St, Newburgh, NY 12550
• 

  

  /35

  $475,000

  $25K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,850 Sq Ft

  16 Black Rock Rd, Warwick, NY 10990

  UNIQUE OPPORTUNITY for those looking to bring their vision to life.This is an approved 4-bedroom building lot with permits and engineering already in place. Construction is well underway, with the foundation complete and framing nearly finished. The current layout is framed for a thoughtfully designed 3-bedroom home, each with its own en-suite bathroom. The main living space is framed with

  Alyssa Scancarello Howard Hanna Rand Realty

  16 Black Rock Rd, Warwick, NY 10990
• 

  

  /5

  $380,000

  • Land
  • 3.4 Acres
  • $111,765 per Acre

  0 Mountain Farm Rd Unit KEY911830, Tuxedo, NY 10987

  Unique property with easy access from Mountain Farm Road. Perfect flat area for a home, with beautiful stream and seasonal waterfall. Partial lake views in the winter.All within 40 miles of New York CityEqual Opportunity Housing

  Anna Shaw Compass Greater NY, LLC

  0 Mountain Farm Rd Unit KEY911830, Tuxedo, NY 10987
• 

  

  /28

  $309,900

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 885 Sq Ft

  34 Lake St, Highland Falls, NY 10928

  Village brick ranch captures the essence of Hudson Valley living with its blend of character, convenience, and historic surroundings! Just minutes from the United States Military Academy at West Point and the scenic Hudson River, this charming home features an eat-in kitchen, generous living room, two spacious bedrooms, and full bath. Beautiful hardwood floors and original woodwork throughout.

  Patricia Tompkins Weichert Realtors

  34 Lake St, Highland Falls, NY 10928
• 

  

  /31

  $330,000

  $16K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  97 Maple St, Newburgh, NY 12550

  The Ultimate Newburgh Sanctuary | Renovated Stucco Colonial Step into a residence where the timeless elegance of 1920s architecture meets the sophisticated, high-end modern updates today’s most discerning buyers demand. Nestled on a quiet, tree-lined street in an established residential neighborhood, this impeccably maintained Stucco Colonial offers a perfect balance of style, comfort, and

  Jeffrey Morrissey Epique Realty

  97 Maple St, Newburgh, NY 12550
• 

  /2

  $485,000

  • Land
  • 20,473 Sq Ft
  • $1,031,915 per Acre

  50 Central Valley, Monroe, NY 10950

  Rare opportunity to own land in the desirable Woodbury Junction / Woodbury Villas development. This property offers a great opportunity to build your dream home and create the outdoor space you’ve always envisioned. Conveniently located near shopping, schools, dining, and major roadways. Don’t miss your chance to secure a piece of land in a sought-after location and bring your vision to life!

  Joel Brach Keller Williams Realty

  50 Central Valley, Monroe, NY 10950
• 

  

  /33

  $399,900

  • 5 Beds
  • 1 Bath
  • 1,978 Sq Ft

  189 Lakeside Rd, Newburgh, NY 12550

  Offered for the first time in nearly fifty years, this 1943 Cape Cod sits on a tree-lined stretch of Newburgh's established Orange Lake hamlet. The home lives easily on a single floor, with the primary bedroom, full bath, open kitchen, and main living spaces all on the ground level, plus a full basement for storage or future build-out. Major systems and exterior have been thoughtfully maintained

  Ashley Bartels J. Morreale, LTD

  189 Lakeside Rd, Newburgh, NY 12550
• 

  

  /35

  $425,000

  • 3 Beds
  • 1 Bath
  • 1,639 Sq Ft

  2180 State Route 94, Salisbury Mills, NY 12577

  Welcome home to Juniper Glen, a beautifully updated 3-bedroom split-level home offering the perfect blend of privacy, comfort, and convenience in the Washingtonville School District. Step inside this light-filled home to a spacious living room and a recently updated kitchen featuring new stainless steel appliances, soft-close cabinetry and drawers, new countertops, butcher block accents, and

  Anthony Ruperto Ally Realty

  2180 State Route 94, Salisbury Mills, NY 12577

Showing Results 201 - 240, Page 6 of 13