146

Orange County NY Homes under $500,000

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  • /18

    $429,000

    • 3 Beds
    • 2.5 Baths
    • 2,097 Sq Ft

    4 Kless Ct, Middletown, NY 10940

    Welcome to this well-kept 3-bedroom home with a bonus loft, set in the Maple Fields community. The first floor offers an easy, open layout with a comfortable living area that leads out to a private patio, along with a dining space and a kitchen that includes a pantry, tile accents, and stainless steel appliances. Upstairs you’ll find the primary bedroom featuring a walk-in closet and its own

    Bryant Moran YourHomeSold Guaranteed Realty

    4 Kless Ct, Middletown, NY 10940
  • /24

    $479,999

    • 3 Beds
    • 1.5 Baths
    • 1,754 Sq Ft

    629 Twin Arch Rd, Rock Tavern, NY 12575

    Welcome to this beautifully updated raised ranch, where modern style meets effortless functionality. Situated on a prime corner lot, this home is flooded with abundant natural light thanks to its numerous windows and open-concept layout. The main level features a seamless flow between the living and dining areas, perfect for entertaining or quiet evenings at home.The home offers three spacious

    Samantha McCrory Exit Realty Connections

    629 Twin Arch Rd, Rock Tavern, NY 12575
  • /43

    $434,900

    • 3 Beds
    • 2.5 Baths
    • 1,363 Sq Ft

    14 Woodbine Dr, Highland Mills, NY 10930

    TIMBER RIDGE! Low HOA FEES! Open Floor Plan! Great Location! Backs to Woods! 3 Bedrooms! 2 1/2 Bathrooms! 1 Car Garage! Living Room! Dining Room! Master Bedroom Suite with Walk In Closet! Ceramic Tile! Freshly Painted! Full Finished Walk Out Basement for Endless Possibilities! Perfect Commuter Location! Close to Major Highways, Trains & Shopping! Walk to NYC Bus! Enjoy the perks of the Woodbury

    Amanda Dnistrian ARC Realty 1 in Sales

    14 Woodbine Dr, Highland Mills, NY 10930
  • /19

    $405,000

    • 2 Beds
    • 1.5 Baths
    • 1,168 Sq Ft

    74 Lois Ln, Monroe, NY 10950

    FRESHLY PAINTED !! AND OTHER TOUCH-UPS! Charming 2-Bedroom Home with Bonus 3rd Bedroom in Basement Welcome to your new home at 74 Lois Ln, Monroe, NY! This charming 2-bedroom, 2-bathroom residence offers a perfect blend of comfort and convenience in a peaceful suburban setting, with the added bonus of a third bedroom in the basement. Key Features: Spacious Interior: Step inside to discover a

    Michael Pollak MK Realty Inc

    74 Lois Ln, Monroe, NY 10950
  • /38

    $419,000

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

    46 Union St, Montgomery, NY 12549

    Welcome to Holbrow House at 46 Union Street, a lovingly maintained and updated 1818 home in the quaint Village of Montgomery. As soon as you enter, you're greeted by the warmth of the historic wide plank wood floors and rooms filled with natural light. The main living area offers great flexibility with an additional room that can be used as an office, den or guest space. Charming details

    Andrea Mahoney Smitchger Realty

    46 Union St, Montgomery, NY 12549
  • /50

    $450,000

    • 3 Beds
    • 1.5 Baths
    • 1,754 Sq Ft

    135 E Shore Rd, Greenwood Lake, NY 10925

    Located in highly sought after Greenwood Lake is this lovely 3 bedroom / 1.5 bathroom, Raised ranch home. Walk to the lake in minutes and enjoy the 2,000+ acre lake with 23 miles of shoreline perfect for boating, fishing and swimming!!! Inside your new home features hardwood floors, finished downstairs for an amazing family room with fireplace. This home is perfect for your family forever home,

    Joshua Murphy Woodstock Way Realty LLC

    135 E Shore Rd, Greenwood Lake, NY 10925
  • /23

    $449,900

    • 2 Beds
    • 1.5 Baths
    • 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
  • /22

    $450,000

    • 4 Beds
    • 2 Baths
    • 1,932 Sq Ft

    3 Tulip Ln, Monroe, NY 10950

    Spacious raised ranch style home offering three bedrooms and two full bathrooms with 1,932 square feet of comfortable living space. Features a 1-car garage and a functional layout perfect for everyday living. The home has been freshly painted, giving it a bright, clean, move-in ready feel. A great opportunity for buyers seeking space, style, and value.

    Geni Silva Ethos Realty LLC

    3 Tulip Ln, Monroe, NY 10950
  • /13

    $460,000

    • 3 Beds
    • 1.5 Baths
    • 1,728 Sq Ft

    1367 Kings Hwy, Chester, NY 10918

    Historic Colonial Era Home in the Heart of Sugar Loaf, NYLocated just 60 minutes from NYCZoned Residential/CommercialStep into history with this one-of-a-kind 1,750 sq. ft. Colonial era home, where 18th-century charm meets 21st-century opportunity — right in the heart of the artisan hamlet of Sugar Loaf, NY. Original building was built in 1770, this unique property features:• One

    Mark Karten Karten Real Estate Svcs LLC

    1367 Kings Hwy, Chester, NY 10918
  • /44

    $489,900

    • 3 Beds
    • 2 Baths
    • 2,303 Sq Ft

    172 Farmingdale Rd, Blooming Grove, NY 10914

    Welcome to lake living in the desirable Tomahawk Lake community of Blooming Grove, NY! This raised ranch sits on a half-acre lot and offers the perfect blend of comfort, updates, and year-round recreation. Inside, you’ll find a spacious eat-in-kitchen with center island and granite countertops with plenty of room for a breakfast nook/table. Enjoy the spacious living room and formal dining area

    Anne Marie O'Brien Curasi Realty, Inc.

    172 Farmingdale Rd, Blooming Grove, NY 10914
  • /24

    $499,900

    • 1 Bed
    • 1.5 Baths
    • 1,428 Sq Ft

    6 Bart Bull Rd, Middletown, NY 10941

    Step into a rare piece of local history with this stunning former schoolhouse, beautifully set in the Town of Wallkill. Rich in character and architectural charm, this one-of-a-kind property offers an abundance of natural light that highlights the craftsmanship of a bygone era. The open interior provides exceptional flexibility - perfect for a unique residence, artist's retreat, studio space, or

    Rebecca Matta-Candela Keller Williams Realty

    6 Bart Bull Rd, Middletown, NY 10941
  • /7

    $500,000

    • Land
    • 9.78 Acres
    • $51,125 per Acre

    30 Harding Way, Chester, NY 10950

    An exceptional opportunity for builders and investors in the highly desirable Town of Chester and Town of Monroe, within the Monroe–Woodbury School District. This offering includes four contiguous lots for the price of one, providing significant development potential. The assemblage consists of 30 Harding Way (0.18 acres; Section 27, Block 3, Lot 11), sold together with the adjoining parcels: Lot

    Ida Payne Keller Williams Realty

    30 Harding Way, Chester, 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 Renaissance Realty Cons Group

    99 Overlook Place, Newburgh, NY 12550
  • /3

    $415,000

    • 8 Beds
    • 4 Baths
    • 2,869 Sq Ft

    296 Liberty St, Newburgh, NY 12550

    A very unique offering consisting of renovated 5 Bedroom 2 Bath unit and renovated 3 Bedroom 2 Bath unit. Close to stores, restaurants, cafes and parks. Walking distance to stores and restaurants on Broadway, Liberty, Washington's Headquarters, the waterfront and the Newburgh-Beacon Ferry. Close to Dawning Park, Mount Saint Mary College and Montefiore St. Luke's Hospital. This one isn't going to

    Adam Kaplan Renaissance Realty Cons Group

    296 Liberty St, Newburgh, NY 12550
  • /18

    $440,900

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft

    117 Sandpiper Ln Unit 1B, New Windsor, NY 12553

    Spectacular River views from this NYC loft style condo with soaring 13' ceilings and hardwood floors. Spacious and open single floor living This is an exceptional opportunity to own a residence in the iconic Mansion at Plum Point, one of the area’s most prestigious historic buildings. This 3-bedroom, 2-bath updated home offers a rare combination of classic architectural charm and a spacious,

    Gina Antonucci Easy Lifestyle Real Estate

    117 Sandpiper Ln Unit 1B, New Windsor, NY 12553
  • /25

    $479,999

    • 3 Beds
    • 2.5 Baths
    • 2,139 Sq Ft

    1402 Hawthorn Way, New Windsor, NY 12553

    Experience refined living at 1402 Hawthorn Way in The Grove, one of New Windsor’s most sought-after communities. This immaculate 3-bedroom, 2.5-bath, 3-story end unit delivers modern comfort, quality finishes, and true move-in readiness. Inside, hardwood floors span the main level, leading to a spacious open kitchen with a large island—perfect for cooking, dining, and entertaining. Step out to

    GABRIEL PEREZ Century 21 Alliance Rlty Group

    1402 Hawthorn Way, New Windsor, NY 12553
  • /18

    $442,990

    • 7 Beds
    • 3 Baths
    • 2,397 Sq Ft

    119 Chambers St, Newburgh, NY 12550

    Welcome to your dream investment opportunity at 119 Chambers St, nestled in the heart of Newburgh, NY. This unique property presents a remarkable chance to live mortgage-free in the spacious owner's unit while generating rental income from the two additional units. Each unit is thoughtfully designed, offering comfort and style to both owner and tenants. Location is everything, and this property

    Ari Lee Sunbelt Sales & Development

    119 Chambers St, Newburgh, NY 12550
  • /50

    $499,999

    • 4 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    63 Blumel Rd, Middletown, NY 10941

    Charming turn-of-the-century farmhouse offering 4 bedrooms, 2.5 bathrooms, and 1,960 square feet of living space, set on just over half acre in the Pine Bush school district. This warm and inviting home features an abundance of original character, including beautiful wide-plank floors, built-in storage, and timeless architectural details, all complemented perfectly with thoughtful modern updates

    Gary MacEntee Keller Williams Realty

    63 Blumel Rd, Middletown, NY 10941
  • /38

    $493,000

    • 3 Beds
    • 2.5 Baths
    • 2,521 Sq Ft

    43 Woodside Knolls Dr, Middletown, NY 10940

    ?? FHA & VA Approved | Move-In Ready 3BR/2.5BA Townhouse | Woodside KnollsWelcome to this beautifully maintained 3-bedroom, 2.5-bath townhouse in the sought-after Woodside Knolls community — one of the rare condo developments in the area to hold both FHA and VA approval. That means eligible buyers can purchase with as little as 3.5% down (FHA) or $0 down (VA) — an exceptional and uncommon

    Ramanjit Dhanoa eXp Realty

    43 Woodside Knolls Dr, Middletown, NY 10940
  • /10

    $410,000

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

    30 Oakland Ave, Walden, NY 12586

    Welcome to 30 Oakland Avenue, a charming and well-cared-for home located in the heart of the Village of Walden. This inviting residence offers a warm and functional layout filled with natural light, perfect for comfortable everyday living and entertaining. New washer and dryer. refrigerator, oil tank above ground. Sold as is. Step inside to discover spacious living and dining areas, a

    Minnie Thomas Keller Williams Hudson Valley

    30 Oakland Ave, Walden, NY 12586
  • /48

    $465,000

    • 4 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    12 First St, Walden, NY 12586

    "Spacious Colonial in the Village of Walden – All Offers Welcome!" Step into an opportunity to create something truly special. Tucked away on a quiet side street in the charming Village of Walden, this 2004-built colonial offers 2,112 square feet of living space plus a finished basement (not included in the square footage)—bringing you even more room to enjoy. While the home could benefit from

    Christine Castro K. Fortuna Realty, Inc.

    12 First St, Walden, NY 12586
  • /9

    $420,000

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    22 Elm Rd, Monroe, NY 10950

    Tucked away just a few miles from the charming village of Monroe, this inviting 3-bedroom, 2-bath home offers the perfect blend of comfort and natural beauty. Set in a quiet neighborhood among the trees, the property is close to local conveniences. Step inside to find a welcoming layout designed for both relaxation and gathering. The bedrooms are spacious and versatile, ideal for family living,

    Arnold Restivo Keller Williams Realty

    22 Elm Rd, Monroe, NY 10950
  • /14

    $439,000

    • Land
    • 0.46 Acre
    • $961,033 per Acre

    304 Round Lake Terrace, Monroe, NY 10950

    Discover the rare opportunity to own 105 ft of pristine lakefront property. Watch sunrise and sunset views each morning and evening. This is a one of a kind parcel on Round Lake. This natural setting offers direct shoreline access and a peaceful setting surrounded by nature to provide you with both privacy and breathtaking scenery year-round. Whether you are seeking your dream home, private

    Carol Scully Keller Williams Realty

    304 Round Lake Terrace, Monroe, NY 10950
  • /15

    $414,999

    • 5 Beds
    • 1 Bath
    • 1,925 Sq Ft

    256 Round Hill Rd, Florida, NY 10921

    Bring your imagination and craftmanship to this classic 5 bedroom farmhouse set on 1 acre of peaceful countryside. Offering 1925, square feet of space, this home is the ideal for a full renovation or inspired restoration project.Full of character and original charm, the property also includes 3 barns , perfect for workshops ,storage, creative studios or future repurposing. Mature trees and

    James Moser Keller Williams Realty

    256 Round Hill Rd, Florida, NY 10921
  • /37

    $425,000

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

    10 Congress Dr, Washingtonville, NY 10992

    6-bedroom, 2-bathroom home nestled in the desirable community of Washingtonville. With generous square footage, a brand-new renovated kitchen, and a large backyard, this property offers incredible potential for investors, or those looking to create their dream home. The heart of the home is the stunning new kitchen, featuring a large center island, modern cabinetry, and updated appliances –

    Danielle Russodivito New and Modern Group, LLC

    10 Congress Dr, Washingtonville, NY 10992
  • /27

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft

    20 Cherrywood Dr, Goshen, NY 10924

    Well Maintained 3 Bedroom 2 Full Bath Ranch in Goshen Town with Chester Schools on a corner lot. The Front Porch with trex decking leads to a beautiful double door entry. Primary Suite includes a full bath with a nice tiled shower. The Living room has hardwood floors with natural light from large window and leads to Dining area and Kitchen. Additional room near Kitchen can be used as eat in

    Frank Cafarchio Keller Williams Realty

    20 Cherrywood Dr, Goshen, NY 10924
  • /46

    $400,000

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

    411 Liberty St, Newburgh, NY 12550

    Fantastic...renovated two-family, sought-after Liberty Street in Newburgh, experiencing exciting new cafes, bistros, and boutiques! This duplex pics and video have been Virtually Staged for you to see the full potential of the homes! Next door to the prestigious Mount Saint Mary's College. Very close to the popular Newburgh Waterfront with perfect views/dining for residents! Also a short approx.

    Suzanne Hallisey RE/MAX Benchmark Realty Group

    411 Liberty St, Newburgh, NY 12550
  • /35

    $449,900

    • 4 Beds
    • 1.5 Baths
    • 1,691 Sq Ft

    26 Coach Ln, Newburgh, NY 12550

    Welcome to 26 Coach Lane in the highly desirable Meadow Hill development in the Town of Newburgh. Combining comfort and convenience, this four bedroom, two bath home with approximately 1,700 square feet of living space, is just waiting for your personal touches! With a little TLC, this spacious, neighborhood home that is close to shopping, restaurants, schools, World Resorts Casino, Stewart

    Melanie Potter Curasi Realty, Inc.

    26 Coach Ln, Newburgh, NY 12550
  • /18

    $499,000

    • Land
    • 12.2 Acres
    • $40,902 per Acre

    109 White Birch Ln, Montgomery, NY 12549

    Discover your own slice of the Hudson Valley at 109 White Birch Lane — a beautiful raw acreage parcel located on a private, dead-end road in the Town of Montgomery. This property offers a peaceful and secluded setting while still being just minutes from everything. Enjoy close proximity to the Villages of Montgomery and Walden, as well as easy access to I-84 and Stewart International Airport,

    Sean Drown Land and Water Realty LLC

    109 White Birch Ln, Montgomery, NY 12549
  • /15

    $499,999

    • 2 Beds
    • 2 Baths
    • 1,848 Sq Ft

    180 West St, Warwick, NY 10990

    This 1,848 square foot Ranch, located in the Village of Warwick, is patiently awaiting a modern update. It features a living room with a fireplace, dining room, kitchen with a separate laundry area attached, 2 bedrooms, a family room, and 2 full baths. This property also includes a 2-car attached garage. Convenient access to many local restaurants, quaint boutiques, parks and schools.

    Catherine White Raynor Country

    180 West St, Warwick, NY 10990
  • /2

    $499,000

    • Land
    • 7.6 Acres
    • $65,658 per Acre

    0 New York 17k, Montgomery, NY 12549

    Introducing a prime commercial investment opportunity on State Rt 17K, Montgomery, NY, 12549. Comprised of two lots togther - Apn #334289-027-000-0005-003.000-0000 9 (6.6 acres) and Apn#334289-027-000-0005-002.000-0000 (one acre) this 7.6-total acre property, zoned B4 Highway Commercial, offers exceptional potential for a multitude of uses. With 600 Ft of highway frontage and a signalized

    Jay Feinberg Keller Williams Hudson Valley

    0 New York 17k, Montgomery, NY 12549
  • /5

    $495,000

    • Land
    • 3.8 Acres
    • $130,297 per Acre

    TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940

    Attention Builders and Developers: Presenting a rare, fully-approved 3-lot subdivision on Silverlake Scotchtown Road in the desirable Town of Wallkill, ready for the construction of three new two-family homes. Each lot is designed to accomodate a 32x80 structure which is large enough for each unit to include 3 bedrooms, 2 baths and a 1 car garage. Seller does not have architectural plans so

    Jason McGovern Keller Williams Hudson Valley

    TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940
  • /18

    $499,900

    • Land
    • 2.3 Acres
    • $217,348 per Acre

    0 Silver Stream Rd Unit KEY929366, New Windsor, NY 12553

    LOCATION - LOCATION...Endless possibilities with this 2.3 acre vacant parcel of land on LC zoning in the middle of town with access to municipal water and sewer with over 200' ft. road front. Just a mile from the main gate of Stewart International Airport and short drive to 9W and I-84 & I-87 intersection.

    George Koudounas RE/MAX Benchmark Realty Group

    0 Silver Stream Rd Unit KEY929366, New Windsor, NY 12553
  • /31

    $439,900

    • 4 Beds
    • 2 Baths
    • 1,676 Sq Ft

    29 Howard Dr, Middletown, NY 10941

    Welcome to this 4-bedroom, 2-bath bilevel nestled in the desirable Panorama Hill section of Middletown, within the sought-after Pine Bush Central School District! Offering 1,676 sq ft of living space, this home has great bones and just needs a little love to make it shine. The main level features hardwood floors, a bright living room, dining room, full bath, and three comfortable bedrooms. Enjoy

    Antoinette Gundersen HomeSmart Homes & Estates

    29 Howard Dr, Middletown, NY 10941
  • /17

    $439,000

    • 3 Beds
    • 2.5 Baths
    • 1,976 Sq Ft

    9 Carpenter Rd, Port Jervis, NY 12771

    This spacious 3-bedroom, 2.5-bath ranch offers 1,976 sq. ft. of one-level living on a beautiful corner lot in Deer Park, just minutes from Port Jervis. Enjoy the charm of a mid-century layout with modern updates including a new roof (2021), mini-split A/C units (2023), updated 200-amp electrical service, new well pump, and a pellet stove serviced yearly for efficient heating. The property

    Rachel Hunt Realty Promotions Inc

    9 Carpenter Rd, Port Jervis, NY 12771
  • /23

    $499,900

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    157 Stage Rd, Monroe, NY 10950

    Village living at 157 Stage Road delivers charm, walkability, and carefully preserved character paired with thoughtful, modern upgrades. Located in the heart of the Village of Monroe, this sidewalk neighborhood home features updated vinyl siding and has been meticulously and masterfully renovated while maintaining its warm historic appeal. Inside, beautiful pine floors, exposed brickwork, and

    Rosalie Cook Weichert Realtors

    157 Stage Rd, Monroe, NY 10950
  • /44

    $485,500

    • 3 Beds
    • 2 Baths
    • 1,472 Sq Ft

    12 Mid Oaks Dr, Monroe, NY 10950

    Lovely and classic ranch perfectly perched up high with beautiful, peaceful views of the mountains. This home is bright and airy featuring three bedrooms, two full bathrooms, large formal dining room, sun-filled living room and a kitchen that walks out onto a deck overlooking the quiet back yard. You'll love the rich oak floors throughout. Delivered freshly painted and deep cleaned, this house is

    Layla Rose Boyles Century 21 Realty Center

    12 Mid Oaks Dr, Monroe, NY 10950
  • /26

    $450,000

    • 3 Beds
    • 1 Bath
    • 1,232 Sq Ft

    28 Overlook Dr, Newburgh, NY 12550

    A/O * 1/31/26 Brick ranch home. Nice and neat starter home or downsizer. 3 bedrooms 1 full bath great backyard 2 car attached garage. Large unfinished basement.

    Julie Ann Mazzoni BHHS Hudson Valley Properties

    28 Overlook Dr, Newburgh, NY 12550
  • /36

    $490,000 Open Sat 12PM - 3PM

    • 2 Beds
    • 2.5 Baths
    • 2,161 Sq Ft

    26 Silas Seaman St Unit 85, Monroe, NY 10950

    Discover your new home in this immaculate 2-bedroom, 2-full and 1-half bath end-unit townhome, ideally located for privacy yet nearby community amenities. Large two-car garage and ample parking near by. The main floor features an open-concept living room with a gas fireplace, flowing into a formal dining area and a modern eat-in kitchen. The kitchen boasts upgraded 42-inch cabinetry, granite

    Jonathan Minerick HomeCoin.com

    26 Silas Seaman St Unit 85, Monroe, NY 10950
  • /42

    $499,000

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

    3456 State Route 208, Campbell Hall, NY 10916

    After long await, this Hamptonburgh 4 Bedroom, 3 Bath family treasure can be yours! Tucked away on 2 acres of a peaceful, parklike parcel, this custom split-level home has been cherished for generations and is now ready for its next chapter. Imagine luxuriating in your screened-in sun porch while sunlight filters through the trees, or hosting summer barbecues that spill out onto the porch and

    Jackie Siracuse Absolute Real Estate of NY Inc

    3456 State Route 208, Campbell Hall, NY 10916

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