Orange County NY Homes under $300,000

• 

  

  

  /31

  $299,900

  • 3 Beds
  • 1 Bath
  • 860 Sq Ft

  256 Cottage St Unit 258, Middletown, NY 10940

  The first thing you will do here is walk out into that lawn and start deciding where everything goes, the garden along the sunny side, the fire pit set well back, the patch under the old shade tree that stays empty because that is the coolest spot on the property and you are going to want it for yourself. The lot is 0.28 acres, flat and open, and every bit of it comes with the keys. Not many city

  

  Brian Caplicki

  KW Hudson Valley United

  256 Cottage St Unit 258, Middletown, NY 10940
• 

  

  

  /26

  $120,000

  $5K PRICE DROP

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

  12 Hidden Valley Dr, Wallkill, NY 10941

  Welcome to 12 Hidden Valley Drive in the desirable Valley View West community, Scotchtown! This move-in-ready 2-bedroom, 2-bath home (1,152 sq ft) has been thoughtfully updated and is ready for its next owner.Recent updates & features include:New Castle Windows front door + 2 replacement windows (2025) with lifetime transferable warrantiesNew kitchen appliances (2025)

  

  Omar Harper

  Epique Realty

  12 Hidden Valley Dr, Wallkill, NY 10941
• 

  

  

  /25

  $160,000

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  226 Concord Ln, Middletown, NY 10940

  Renovated in 2021 is this first floor 1 bedroom condo in Buttonwood conveniently located close to Rte 17 and 84 for those of you commuting a distance to work. Just turn the key and move in, no work is needed. Kitchen has newer cabinets with crown molding and stainless LG appliances with a convection/air fry oven that can be controlled by your phone along with granite counters. Kitchen counter has

  

  Lynelle Alessi

  KW Hudson Valley United

  226 Concord Ln, Middletown, NY 10940
• 

  

  

  /3

  $175,000

  $25K PRICE DROP

  • Land
  • 3.9 Acres
  • $44,872 per Acre

  31 Boulder Dr, Cornwall, NY 12518

  Imagine standing on your very own 3.9 acre canvas in the charming town of Cornwall, NY, a place where your dream home isn’t just a vision, it’s a reality waiting to unfold. Here, you decide every detail... from the first brick to the final bloom in your garden. The possibilities are endless when you have the freedom to create exactly what you’ve always wanted. Why settle for almost right when you

  

  Brian Caplicki

  KW Hudson Valley United

  31 Boulder Dr, Cornwall, NY 12518
• 

  

  /2

  $175,000

  • Land
  • 41,817 Sq Ft
  • $182,292 per Acre

  TBD Hudson Hills Dr, Newburgh, NY 12550

  Rare opportunity to build your dream home in the highly sought-after Balmville area. This picturesque 0.96-acre vacant lot offers the potential for views of the Hudson River, surrounding hillsides, and the Newburgh-Beacon Bridge. Plans are already prepared for a proposed 1,500-square-foot, 3-bedroom home, with only final municipal approvals remaining. Surrounded by mature trees and natural

  

  Jodi Gillespie

  GILLESPIE REAL ESTATE LLC

  TBD Hudson Hills Dr, Newburgh, NY 12550
• 

  /2

  $99,000

  $51K PRICE DROP

  • Land
  • 16,300 Sq Ft
  • $264,564 per Acre

  230 Derby Rd, Wallkill, NY 10940

  Conveniently located within minutes to shopping, dinning and major highways.

  

  Joao Rodrigues

  Preferred Properties Real Esta

  230 Derby Rd, Wallkill, NY 10940
• 

  

  /24

  $268,900

  • 3 Beds
  • 1 Bath
  • 925 Sq Ft

  75 Erie St, Port Jervis, NY 12771

  Welcome to affordable, effortless living at its finest! This charming, cozy ranch-style home is perfectly suited for first-time buyers, anyone looking to downsize, or those seeking a budget-friendly alternative without sacrificing comfort. Nestled on a beautiful city lot in Port Jervis, NY, this property places you just minutes from everything you need, including Metro-North commuter trains,

  

  Donna Geba

  Century 21 Geba Realty

  75 Erie St, Port Jervis, NY 12771
• 

  

  /3

  $285,000

  • 2 Beds
  • 1 Bath
  • 1,019 Sq Ft

  16 Earle St Unit 14 1/2, Middletown, NY 10940

  Prime opportunity for investors, renovators, or savvy buyers looking to build instant sweat equity. With some TLC and modern updates, you can bring your vision to life and transform this house into a standout primary residence or high-yield rental investment.Unbeatable Location & Convenience:Walkable: Walking distance to SUNY Orange campus, downtown amenities, and local

  

  Joao Rodrigues

  Preferred Properties Real Esta

  16 Earle St Unit 14 1/2, Middletown, NY 10940
• 

  

  /11

  $50,000

  • Land
  • 30,492 Sq Ft
  • $71,429 per Acre

  1 Wright St, Newburgh, NY 12550

  Discover a unique opportunity to own land in the City of Newburgh! This property features an existing paper road that is already intact, providing convenient access to the parcel. A water hookup is available along the nearby stream, adding to the property's potential for future development or recreational use. Even better, there are **two parcels available for purchase side by side**, offering

  

  Joanne Debellis

  Debellis Real Estate LLC

  1 Wright St, Newburgh, NY 12550
• 

  

  /30

  $219,999

  $80K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,216 Sq Ft

  36 Valley Ave, Walden, NY 12586

  CLASSIC EARLY 1900s VICTORIAN IN THE HEART OF WALDEN!!! Bring your vision and your contractor! This 3-bedroom, 1.5-bathroom Victorian-era home offers 1,216 sq ft of living space and incredible value-add potential. Whether you are looking for your next profitable flip or aiming to expand a buy-and-hold rental portfolio, this property provides the perfect canvas to build immediate sweat equity.

  

  Richard Baxter

  Keller Williams Realty

  36 Valley Ave, Walden, NY 12586
• 

  

  /7

  $199,900

  • Land
  • 4.3 Acres
  • $46,488 per Acre

  19 Arrowhead Ln, Minisink, NY 10998

  Tucked into the Minisink School District in the Hudson Valley, this 4.3-acre fully approved building lot is a rare opportunity in today's market, the kind where the slow, expensive, uncertain part is already behind you. Most land asks for your patience. This one rewards your vision. Surveys, board approvals, health department sign-offs, septic design, the building envelope, the path from raw land

  

  Brian Caplicki

  KW Hudson Valley United

  19 Arrowhead Ln, Minisink, NY 10998
• 

  

  /7

  $270,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft

  36 Claremont Trail, Monroe, NY 10950

  This charming 2-bedroom ranch has been fully refreshed and is ready for your next chapter. Ideal as a peaceful starter home or a weekend getaway just 60 miles from NYC. Relax on your property and take in the fantastic mountain views that makes this neighborhood one of Orange County’s best-kept secrets. You’re a short drive from Woodbury Common Premium Outlets, local farm-to-table dining, and the

  

  Mindy Skelly

  1 Oak Real Estate Hub Inc

  36 Claremont Trail, Monroe, NY 10950
• 

  /2

  $89,900

  $10K PRICE DROP

  • Land
  • 8,498 Sq Ft
  • $460,789 per Acre

  183 W Main St, Goshen, NY 10924

  Some people drive through Goshen and see a pretty village. You see something else. You see the foot traffic on a Friday night when Amore's is pulling pizzas out of the oven, the rhythm of dancers coming and going at Kennet's across the way, the way people slow down when they hit this stretch of West Main. You've already pictured what could sit on this corner. The sign over the door. The light

  

  Brian Caplicki

  KW Hudson Valley United

  183 W Main St, Goshen, NY 10924
• 

  

  /3

  $140,000

  • Land
  • 2.5 Acres
  • $56,000 per Acre

  35 Otterkill Rd, New Windsor, NY 12553

  The thing that stops most people from building is never the house. It is the year that comes before it, the soil testing and the septic engineering and the permitting, all of it paid for months before anyone can tell you whether the answer is yes. Here, that year has already happened, and someone else already paid for it.These 2.5 acres come with an engineered plan in hand. Perc tests and

  

  Brian Caplicki

  KW Hudson Valley United

  35 Otterkill Rd, New Windsor, NY 12553
• 

  

  /23

  $245,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  18 Lexington Hill Unit 8, Harriman, NY 10926

  Find your perfect home in the heart of Lexington Hills with this desirable lower-level Unit. Experience the best of community living with the added benefit of a secluded, quiet location. Ideal for simplifying life, this unit offers turn-key readiness and is situated just moments from local dining, shopping, and major commuter routes. Enjoy the ease of a lower-level residence with excellent

  

  Donna Reese

  KW Hudson Valley United

  18 Lexington Hill Unit 8, Harriman, NY 10926
• 

  

  /11

  $50,000

  • Land
  • 29,185 Sq Ft
  • $74,627 per Acre

  2 Wright St, Newburgh City, NY 12550

  Discover a unique opportunity to own land in the City of Newburgh! This property features an existing paper road that is already intact, providing convenient access to the parcel. A water hookup is available along the nearby stream, adding to the property's potential for future development or recreational use. Even better, there are **two parcels available for purchase side by side**, offering

  

  Joanne Debellis

  Debellis Real Estate LLC

  2 Wright St, Newburgh City, NY 12550
• 

  /2

  $175,000

  • Land
  • 42,000 Sq Ft
  • $181,498 per Acre

  0 Hudson Hills Dr, Newburgh, NY 12550

  Rare opportunity to build your dream home in the highly sought-after Balmville area. This picturesque 0.96-acre vacant lot offers the potential for views of the Hudson River, surrounding hillsides, and the Newburgh-Beacon Bridge. Plans are already prepared for a proposed 1,500-square-foot, 3-bedroom home, with only final municipal approvals remaining. Surrounded by mature trees and natural

  

  Jodi Gillespie

  Gillespie Real Estate LLC

  0 Hudson Hills Dr, Newburgh, NY 12550
• 

  

  /4

  $59,999

  • Land
  • 1.1 Acres
  • $54,545 per Acre

  0 Mill St Unit KEY981997, Newburgh, NY 12589

  Build your dream home on this beautiful 1.10-acre vacant residential parcel nestled in the Town of Newburgh. Located within the Wallkill School District, this prime lot offers the perfect blend of peaceful living and everyday convenience. Enjoy being in close proximity to Leptondale Elementary School, area parks, Chadwick Lake, and Orange Lake. You'll also be just a short drive from Mount Saint

  

  Richard Baxter

  Keller Williams Realty

  0 Mill St Unit KEY981997, Newburgh, NY 12589
• 

  

  /25

  $219,999

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  26 East Ave, Washingtonville, NY 10992

  Welcome to this spacious 1,200-square-foot, 3-bedroom, 2-bathroom manufactured home with convenient driveway parking, nestled in the desirable Brookside Acres community within the Town of Blooming Grove and the Washingtonville School District. The heart of the home features a well-appointed kitchen boasting a plethora of oak cabinetry, a full suite of white appliances, and abundant counter space,

  

  Richard Baxter

  Keller Williams Realty

  26 East Ave, Washingtonville, NY 10992
• 

  

  /8

  $225,000

  $26K PRICE INCREASE

  • Land
  • 8.6 Acres
  • $26,163 per Acre

  110 Purgatory Rd, Campbell Hall, NY 10916

  Build your dream estate on this stunning 8.6-acre property at 110 Purgatory Road, Campbell Hall, NY. Enjoy unparalleled privacy as you enter through a picturesque, tree-lined driveway leading to a spacious, cleared area perfect for your future home. This serene retreat is surrounded by lush woods and features a private lake, creating a true nature lover’s paradise.Conveniently located just

  

  Joseph Paoli

  Howard Hanna Rand Realty

  110 Purgatory Rd, Campbell Hall, NY 10916
• 

  

  /11

  $263,000

  $16K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  16 Gariss St, Port Jervis, NY 12771

  Charming two-bedroom Ranch home situated in a peaceful Port Jervis neighborhood. This well-maintained residence features a beautifully fenced backyard with scenic mountain views—ideal for gardening and unwinding. Enjoy the convenience of one-level living, complemented by low property taxes. The home includes central air conditioning, an attached one-car garage, and a spacious driveway for

  

  Joseph Paoli

  Howard Hanna Rand Realty

  16 Gariss St, Port Jervis, NY 12771
• 

  

  /40

  $145,000

  • 3 Beds
  • 2 Baths
  • 1,185 Sq Ft

  2607 State Route 17k Unit 16, Bullville, NY 10915

  Recently updated, this home offers easy living in a desirable community. The open floor plan is perfect for entertaining, and the spacious fenced rear yard and deck provide private outdoor space. Two sheds provide plenty of storage. Recent updates include new washer & dryer, stove, microwave, whole house water filtration system, new granite countertops in kitchen & both bathrooms, new toilets in

  Theresa Powers

  Keller Williams Realty

  2607 State Route 17k Unit 16, Bullville, NY 10915
• 

  

  /17

  $279,000

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  3 Wihelmina St, Port Jervis, NY 12771

  Charming Port Jervis Ranch -Your Ideal Home! Located on a level 1/2 acre lot, this comfortable ranch home truly has it all! Step inside to find a spacious living room and a bright kitchen, complemented by updates throughout that make it instantly feel like home sweet home. The main level features two bedrooms and a full bath, while the expansive full basement offers the perfect canvas for your

  

  Donna Geba

  Century 21 Geba Realty

  3 Wihelmina St, Port Jervis, NY 12771
• 

  

  /6

  $270,000

  $45K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 760 Sq Ft

  32 Cedar Trail, Monroe, NY 10950

  Step into a home where the hard work is already done. Welcome to this 3-bedroom, 1-bath property freshly painted and move-in ready. Nicely flowing layout with updated hardwood flooring, kitchen cabinets with quartz counter, and tiled bathroom were all updated in 2022. New furnace and water heater. Ample space in the backyard.

  

  Jack Yao

  Realmart Realty LLC

  32 Cedar Trail, Monroe, NY 10950
• 

  

  /17

  $294,990

  $5K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  50 Hampton Ct, Middletown, NY 10941

  Welcome to 50 Hampton Court, Middletown, NY 10941! This inviting 3-bedroom, 1.5-bath home offers a comfortable layout with plenty of space to relax, entertain, and make your own. Step inside to a bright entryway that opens to a spacious living room featuring attractive wood-look flooring, recessed lighting, a dramatic accent wall, and a fireplace that creates a warm focal point. The kitchen

  

  Haakim Byrd

  HomeSmart Homes & Estates

  50 Hampton Ct, Middletown, NY 10941
• 

  

  /29

  $300,000

  • 2 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  326 1st St, Newburgh, NY 12550

  Just off Broadway, this updated two-story home is freshly painted. Enter the home into the foyer that leads into the living room or the curved stairway to the second floor. The bright living room has three windows, ceiling fan/light combination and decorative fireplace with mantle and it flows into the dining room with storage closet. The updated kitchen with white appliances and custom

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  326 1st St, Newburgh, NY 12550
• 

  

  /19

  $179,000

  $96K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 560 Sq Ft

  10 Lookout Trail, Monroe, NY 10950

  Home Needs Some Work, but Offers Great Potential to Make It Your Own! 2-bedroom, 1-bath cottage situated on a private 0.25-acre lot in scenic Blooming Grove. This handyman special offers a peaceful, retreat-like setting with plenty of potential to make it your own. Features include a kitchen, living area with a wood-burning stove, natural light, and a covered deck overlooking the wooded

  

  Ewa Kusmierek

  eXp Realty

  10 Lookout Trail, Monroe, NY 10950
• 

  

  /33

  $290,000

  $25K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,072 Sq Ft

  4008 Whispering Hills Dr, Chester, NY 10918

  Move in ready townhome with a NYC bus stop within the community!! Whispering Hills in Chester is perfectly positioned for commuters being 2 miles to Route 17.Enjoy a prefect blend of comfort and convenience with a maintenance free lifestyle in this two bedroom townhome. The main floor has brand new flooring, a living room with a wood burning fireplace,and a separate dining area ideal for

  Karen Taphorn Howard Hanna Rand Realty

  4008 Whispering Hills Dr, Chester, NY 10918
• 

  

  /36

  $250,000

  $25K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,160 Sq Ft

  15 Delaware St, Port Jervis, NY 12771

  Welcome to this charming three bedroom, one bath home located in the heart of the City of Port Jervis. Offering 1,160 square feet of comfortable living space, this home combines character, functionality, and an outdoor oasis perfect for enjoying the warmer months.Step inside and be greeted by a beautiful stone fireplace that serves as the focal point of the inviting living room. The

  Dominick Tufano RE/MAX Benchmark Realty Group

  15 Delaware St, Port Jervis, NY 12771
• 

  

  /30

  $218,000

  • 2 Beds
  • 2 Baths
  • 911 Sq Ft

  44 Johnes St Unit 207~J, Newburgh, NY 12550

  Apartment 207J at The Foundry at Washington Park Condominium — one of Newburgh's most desirable addresses, converted from a 19th-century industrial complex steps from the Hudson River. This meticulously renovated two-bedroom, two-bath condo has been updated to a high standard by a conscientious owner occupant, with tall ceilings, large closets and oversized windows throughout. The kitchen

  Sarah Beckham ReAttached

  44 Johnes St Unit 207~J, Newburgh, NY 12550
• 

  

  /29

  $265,000

  $20K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 845 Sq Ft

  11 Little Brooklyn Rd, Warwick, NY 10990

  House needs work, but could be really cute. Nice barn on the property. Barn has a large loft area that could make a great studio, downstairs could be a two car garage.

  Chris Staritz Howard Hanna Rand Realty

  11 Little Brooklyn Rd, Warwick, NY 10990
• 

  

  /17

  $139,990

  $29K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 714 Sq Ft

  311 Tower Ave, Maybrook, NY 12543

  CASH OR REHAB LOAN ONLY! Located in the Valley Central School District, this property is situated in the heart of the Village of Maybrook, just minutes from Interstate 84, Veterans Memorial Park, medical offices, restaurants, shopping, and other local amenities. This property offers excellent potential for the right buyer or investor. Due to its current condition, cash or a renovation/rehab loan

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  311 Tower Ave, Maybrook, NY 12543
• 

  

  /33

  $229,900

  • 1 Bed
  • 1 Bath
  • 928 Sq Ft

  69 Glazer Dr, Bloomingburg, NY 12721

  Nestled at the end of a private road in the Town of Wallkill, this charming home offers a rare combination of privacy, tranquility, and scenic beauty. Situated among a small enclave of homes, the property enjoys beautiful views overlooking the Shawangunk Kill and a peaceful setting surrounded by nature.Inside, you'll find recent updates including a refreshed kitchen, new carpeting, and fresh

  Michelle Gruberger Real Estate Circuit Inc

  69 Glazer Dr, Bloomingburg, NY 12721
• 

  

  /3

  $200,000

  • Land
  • 2,996 Sq Ft
  • $2,906,977 per Acre

  59 Chambers St, Newburgh, NY 12550

  Two prime building lots at 59 and 61 in Newburgh are being combined into one generously sized parcel, offering a rare opportunity for builders, investors, or anyone looking to create a custom home with extra space and flexibility. This merge enhances layout potential, simplifies development, and opens the door for a more expansive design than typically available in the area. Ideally positioned

  Yves Bouzaglo Corcoran Country Living

  59 Chambers St, Newburgh, NY 12550
• 

  

  /6

  $95,000

  $10K PRICE DROP

  • Land
  • 2,748 Sq Ft
  • $1,505,547 per Acre

  200 City Terrace, Newburgh, NY 12550

  Prime Opportunity- Three Contiguous Lots in the Heart of Newburgh!Unlock the potential of this rare offering--three contiguous vacant lots nestled in the historic and culturally rich city of Newburgh. Whether you're an investor, builder, or visionary homeowner, this unique parcel presents endless possibilities for development, expansion, or long-term appreciation. Located in a city known for

  Christina Tsatsaron HomeSmart Homes & Estates

  200 City Terrace, Newburgh, NY 12550
• 

  /2

  $75,000

  • Land
  • 14.2 Acres
  • $5,282 per Acre

  117 Owens Rd, Goshen, NY 10924

  Beautiful 14.2 acre lot in the town of Goshen. Goshen schools. PROPERTY IS LAND LOCK NO ROADFORNTAGE OR EASEMENT TO GET TO ONLY VALUE TO ADJOINING PROPERTY OWNERS

  John Paul Ruszkiewicz RE/MAX Benchmark Realty Group

  117 Owens Rd, Goshen, NY 10924
• 

  

  /4

  $78,800

  • Land
  • 2 Acres
  • $39,400 per Acre

  5 Trails, Cuddebackville, NY 12729

  Beautiful 2-acre wooded parcel offering a peaceful, private setting with excellent potential for recreation or future investment. Buyer agent to verify all permitted uses and development possibilities with the appropriate municipality.

  Wenpeng Guan KW Hudson Valley United

  5 Trails, Cuddebackville, NY 12729
• 

  

  /27

  $189,900

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  10 Oakwood Terrace Unit 107, New Windsor, NY 12553

  ***Oakwood Terrace*** second-floor, one-level co-op features 2 bedrooms and 1 updated bathroom. The spacious primary bedroom offers generous closet space. Great sized living room has a sliding door to a private balcony overlooking the woods for a peaceful view. Dining room can easily accommodate a table for 6-8 and even be extended into the living room for the entertainer's dinner or game night!

  Celina Rofer Howard Hanna Rand Realty

  10 Oakwood Terrace Unit 107, New Windsor, NY 12553
• 

  

  /8

  $51,500

  • Land
  • 7.9 Acres
  • $6,519 per Acre

  1304 United States Route 209, Cuddebackvlle, NY 12729

  Beautiful wooded lot in a desirable location, offering privacy and natural surroundings. Property will require installation of a septic system and well; electricity is available nearby. Buyer's Agent to perform their own due diligence.

  Safdar Mursalin eXp Realty

  1304 United States Route 209, Cuddebackvlle, NY 12729
• 

  

  /4

  $10,000

  $15K PRICE DROP

  • Land
  • 2,051 Sq Ft
  • $212,314 per Acre

  48 Paradise Trail, Mountain Lodge Park, NY 10950

  Vacant lot with adjacent parcel also available. Great opportunity for investment or future build.

  Michelle Levant Ellis Sotheby's Intl Realty

  48 Paradise Trail, Mountain Lodge Park, NY 10950

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