Orange County NY Homes under $300,000

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  /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
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  /33

  $229,900

  Coming Soon

  • 2 Beds
  • 1 Bath
  • 1,137 Sq Ft

  506 Berea Rd, Montgomery, NY 12549

  Discover the potential of 506 Berea Road, a unique real estate opportunity located in the scenic town of Montgomery New York. This property is hitting the market for the first time in over forty years, having been held by the same owner since 1982. For buyers searching for a true Hudson Valley fixer upper or a rewarding investment property in Orange County, this ranch style home offers the

  Matthew Gibbs Keller Williams Hudson Valley

  506 Berea Rd, Montgomery, NY 12549
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  /4

  $279,000

  • Land
  • 9.9 Acres
  • $28,182 per Acre

  0 New York 284, Slate Hill, NY 10973

  9.9 Acres of Vacant Commercial Property! Bring your dream vision to life at this prime location, directly across from Shannen Park in Slate Hill. This level, wooded lot is zoned TC-2. For zoning details, please visit the Wawayanda town website. The possibilities are endless!

  Jonathon Lee Keller Williams Hudson Valley

  0 New York 284, Slate Hill, NY 10973
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  /3

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  131 Hammond St, Port Jervis, NY 12771

  Single-family home in Port Jervis, ideal as a starter home or investment opportunity. This property offers great potential. Located in the Port Jervis School District and conveniently close to shopping, dining, and major amenities.

  Safdar Mursalin eXp Realty

  131 Hammond St, Port Jervis, NY 12771
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  /28

  $260,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  303 Parr Meadow Dr Unit 3C, Newburgh, NY 12550

  Townhouse-style condo featuring 2 bedrooms and 1 bathroom in a commuter-friendly location close to major highways, the Newburgh–Beacon Bridge, the Mid-Hudson Bridge, and shopping. Located in the Town of Newburgh with the Marlboro School District. Enjoy low-maintenance living in a friendly community, with snow removal handled for you. A full one-car garage with remote opener offers convenient

  Allison Hinek Hudson Valley Home Connection

  303 Parr Meadow Dr Unit 3C, Newburgh, NY 12550
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  /33

  $259,000

  Open Sun 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 1,230 Sq Ft

  129 Concord Ln Unit 129, Middletown, NY 10940

  An exceptional opportunity for homeowners and savvy investors, this sun-drenched, southeast-facing condo is located in one of Middletown’s rare communities with NO rental restrictions. Experience the comfort of two-level living with a thoughtful layout featuring a spacious living room on the main floor and private bedrooms upstairs. This home offers ultimate peace of mind with a Boiler and Water

  Hai Li Keller Williams Hudson Valley

  129 Concord Ln Unit 129, Middletown, NY 10940
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  /11

  $279,000

  $20K PRICE DROP

  • Land
  • 8.9 Acres
  • $31,348 per Acre

  1181 Lakes Rd, Warwick, NY 10950

  Fully approved 8.9 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

  1181 Lakes Rd, Warwick, NY 10950
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  /16

  $239,000

  • 2 Beds
  • 1 Bath
  • 1,224 Sq Ft

  4 Old Rd, Cuddebackville, NY 12729

  Welcome to 4 Old Road in the quiet charm of Cuddebackville—this cozy, updated cutie proves good things do come in smaller packages. This 2-bed, 1-bath home has been refreshed so you can move right in without lifting more than a finger...Featuring a garage to keep your car safe from the weather (or to store all the hobbies you swear you’ll pick up someday), plus a bonus: there’s even room on

  Valerie Jewis Keller Williams Realty

  4 Old Rd, Cuddebackville, NY 12729
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  /11

  $249,500

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  27 Lexington Ln, New Windsor, NY 12553

  Your new home awaits you in the Squire Village community in New Windsor NY! Located with easy access to the Beacon Newburgh bridge, to Beacon Metro North train station and effortless access to 9W directly to West Point! This 1,280 sq ft, townhome has 3 bedrooms and plenty of space for you and your family. Freshly painted and ready for you to move right in. Some updates have been done, This unit

  Sean McPhail Next Level Property Management

  27 Lexington Ln, New Windsor, NY 12553
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  /5

  $259,000

  $141K PRICE DROP

  • Land
  • 20.18 Acres
  • $12,834 per Acre

  32 Mountainside Dr, Chester, NY 10918

  A RARE OPPORTUNITY to build your CUSTOM DREAM HOME on over 20 private acres in the sought-after Cooper's Ridge sub-division! This can truly be a mini-estate with near full privacy plus MOUNTAIN VIEWS!! FULLY ENGINEERED with NATURAL GAS, curb cuts! .... Site map in photos. This is one of only two remaining lots. Some wet-lands on the property. Drive way is not shared - it will be side-by-side with

  Karen Gauvin Our House Real Estate Group

  32 Mountainside Dr, Chester, NY 10918
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  /50

  $249,000

  • 3 Beds
  • 1 Bath
  • 1,340 Sq Ft

  88 W Peenpack Trail, Sparrow Bush, NY 12780

  Tucked away on 5 private acres in the Town of Deerpark, this unique Sparrowbush property offers the kind of peaceful country setting that so many buyers dream about, while still being just minutes from convenience, recreation, and commuter access. Backing up to and neighboring a sprawling 360-acre hunting club, the property enjoys an exceptional sense of privacy and seclusion, creating the

  Alyse Toffel Keller Williams Hudson Valley

  88 W Peenpack Trail, Sparrow Bush, NY 12780
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  /4

  $200,000

  • Land
  • 4,051 Sq Ft
  • $2,150,538 per Acre

  88 Maple St, Newburgh, NY 12550

  This is a unique piece of land with building plans in the approval process for a three family Home on the west end of Newburgh. This is a very quiet dead end road. The property is waiting for approval for a 3 family home to be built on 88 MAPLE street.

  Patrick Casilli John J Lease REALTORS Inc

  88 Maple St, Newburgh, NY 12550
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  /25

  $239,000

  Open Sat 12PM - 2PM Coming Soon

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  24 Avenue L, Godeffroy, NY 12729

  Welcome to Myers Grove, a peaceful and historic river community nestled in the hamlet of Godeffroy in the Town of Deerpark, Orange County, NY. This charming 2-bedroom, 1-bath cottage offers the perfect blend of year-round comfort and weekend retreat living. Surrounded by nature and just a short walk to the beautiful Neversink River, this cozy getaway provides deeded river access at the

  Kristine Many Keller Williams Realty

  24 Avenue L, Godeffroy, NY 12729
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  /24

  $239,900

  • 2 Beds
  • 1 Bath
  • 576 Sq Ft

  34 Cascade Lake Rd, Warwick, NY 10990

  Absolutely PERFECT weekend vacation getaway or year-round retreat .Situated on a PRIVATE, peaceful, corner lot on a dead end country road for your quiet enjoyment, this house is embraced by The Town of WARWICK Cascade Lake Park which is over 450 acres with an enormous Lake and access to the Appalachian Trail . With some TLC, this affordable home which hasn't been lived in for many years is ready

  Patricia Brady Keller Williams Realty

  34 Cascade Lake Rd, Warwick, NY 10990
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  /16

  $229,900

  • 2 Beds
  • 1 Bath
  • 1,214 Sq Ft

  107 Fullerton Ave, Newburgh, NY 12550

  Nicely rehabbed 2 bedroom townhome centrally located, ready for owner occupant or an investment. Large living rm, eat in kitchen, dining area, rear deck and a one car garage. Natural gas utilities with a newer steam boiler. Call Listing broker for showing instructions.

  Rino Crisafulli Advent Associates LLC

  107 Fullerton Ave, Newburgh, NY 12550
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  /48

  $300,000

  $15K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,228 Sq Ft

  82 Jersey Ave, Port Jervis, NY 12771

  Welcome to 82 Jersey Ave in the heart of Port Jervis! Perfectly situated just steps from the Metro-North train station, this home offers an easy commute to NYC while still enjoying the charm and tranquility of the Hudson Valley. Inside, you’ll find thoughtful updates throughout. The kitchen has been renovated, offering a fresh, modern space perfect for cooking and entertaining. Brand new luxury

  Giovanni DiMarco Keller Williams Hudson Valley

  82 Jersey Ave, Port Jervis, NY 12771
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  /18

  $299,900

  $50K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,456 Sq Ft

  164 Brookside Farms Rd, Newburgh, NY 12550

  Tucked away on a quiet, private street, this charming ranch offers the perfect blend of comfort, space, and convenience — all set on a generous .75 acre lot. Enjoy peaceful surroundings with plenty of room to relax, entertain, or expand your outdoor vision. Inside, a nicely sized living room flows seamlessly into the kitchen, creating an easy, open feel that’s perfect for everyday living and

  Jennifer Gold RE/MAX Benchmark Realty Group

  164 Brookside Farms Rd, Newburgh, NY 12550
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  /16

  $240,000

  $8K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  276 Temple Hill Rd Unit 2607, New Windsor, NY 12553

  Welcome to convenient living in Continental Manor in New Windsor. This well-maintained 2-bedroom, 1-bath ground-level condo offers the perfect blend of comfort, accessibility, and commuter-friendly convenience.Step inside to a bright and functional layout featuring a spacious living area, kitchen with ample cabinetry, and two generously sized bedrooms. Enjoy the added convenience of an

  Bernadette Giordano Howard Hanna Rand Realty

  276 Temple Hill Rd Unit 2607, New Windsor, NY 12553
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  /23

  $272,000

  $15K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,199 Sq Ft

  70 Johnes St Unit 325E, Newburgh, NY 12550

  Turnkey and tastefully renovated unit in the iconic historic Foundry Building in the heart of Newburgh overlooking Washington's Headquarters with Hudson River views. This impressive adaptive-reuse development blends industrial character with modern comfort. Featuring lofted ceilings, oversized windows, and Hudson River and Washington’s Headquarters views, the space is filled with natural light

  MaryBeth O'Hara Ellis Sotheby's Intl Realty

  70 Johnes St Unit 325E, Newburgh, NY 12550
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  /9

  $264,900

  $65K PRICE DROP

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

  1 Staples Ln, New Windsor, NY 12553

  There are no interior showings. Tenant occupied. Cornwall Schools! This home is close to Plum Point park, shopping, Newburgh waterfront shops & restaurants and so much more. There are 2 pictures that show the layout of the rooms. On the 1st level, there is an enclosed porch, kitchen, dining room, living room with a fireplace & 1/2 bath. Four bedrooms & full bath are upstairs. Outside is a

  Kathy Dawson Howard Hanna Rand Realty

  1 Staples Ln, New Windsor, NY 12553
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  /12

  $295,000

  • 2 Beds
  • 2.5 Baths
  • 1,241 Sq Ft

  2 Durham Ct Unit 82, Middletown, NY 10940

  Living on the edge is not so bad—especially when it’s Waters Edge, Middletown’s premier condo community on Silver Lake. Perfectly serene and incredibly convenient, this rare, oversized end-unit townhome is exactly what you have been waiting for. The residence features a beautiful primary ensuite and a second bedroom, complemented by a full hall bath and a convenient main-floor powder room for

  Melissa Terman River Realty Services, Inc.

  2 Durham Ct Unit 82, Middletown, NY 10940
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  /15

  $259,900

  Open Sat 12PM - 2PM

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  121 Little Britain Rd, Newburgh, NY 12550

  New Description: Super cute, affordable, and truly move-in ready! This charming home has been thoughtfully updated with brand new siding, updated flooring, a recently renovated bathroom, and a fully redone electrical system upgraded to 200-amp service for added peace of mind and modern functionality. The home offers a bright and refreshed feel throughout, while the fenced-in backyard provides the

  Syndi Acampora eXp Realty

  121 Little Britain Rd, Newburgh, NY 12550
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  /14

  $285,500

  • 3 Beds
  • 1 Bath
  • 1,180 Sq Ft

  2 Gardner St, Newburgh, NY 12550

  Welcome to this charming ranch-style home, ready for your personal touch! The exterior is wrapped in rugged stone siding, giving it a sturdy, tieless base. Featuring 3 bedrooms and 1 bathroom. This inviting property offers a great opportunity to customize and make it truly your own. Nestled on a peaceful, picturesque street, it is full of character and warmth. Perfect for first-time home buyers,

  Angela Leathers Howard Hanna Rand Realty

  2 Gardner St, Newburgh, NY 12550
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  /4

  $247,000

  • 6 Beds
  • 2 Baths
  • 1,672 Sq Ft

  1 New St, Port Jervis, NY 12771

  Spacious single-family home in Port Jervis, perfect for a starter home or investment opportunity. Featuring 6 bedrooms and 2 bathrooms, this property offers plenty of space and tons of potential. Conveniently located near local amenities and within the Port Jervis School District.

  Safdar Mursalin eXp Realty

  1 New St, Port Jervis, NY 12771
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  /13

  $215,000

  $60K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,240 Sq Ft

  503 Mountain Laurel Dr, Monroe, NY 10950

  Peaceful country living in this two-story center lakefront unit with full basement located in Windridge community. Enjoy incredible mountain views from this large private Townhome. Primary bedroom on upper level with walk in closet and large sitting area which can be used as home office. Slider to rear patio with beautiful lake views!! Large living and dining area. Beautiful quiet complex close

  Margaret Galatro ARC Realty 1 in Sales

  503 Mountain Laurel Dr, Monroe, NY 10950
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  /14

  $294,925

  $45K PRICE INCREASE

  • 3 Beds
  • 1.5 Baths
  • 1,388 Sq Ft

  12 Redwood Dr, Highland Mills, NY 10930

  Roomy 3 Bedroom townhome in Timber Ridge, offering an open layout on the first floor. Living Room has sliding glass doors to a private deck facing the woods. Second floor offers 3 good size bedrooms and a full hallway bath. The lower level has mechanicals, laundry room with potential for additional living space, over 600 square feet.This is a short sale, third party approval needed. Realtor

  Patricia Cannizzaro Century 21 Alliance Rlty Group

  12 Redwood Dr, Highland Mills, NY 10930
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  /20

  $250,000

  $100K PRICE DROP

  • 0.5 Baths
  • 2,100 Sq Ft

  11 Orange Turnpike, Tuxedo, NY 10975

  This unique property offers endless possibilities for those with vision and creativity! Originally an old church, it is situated on 2.8 acres of land, just a stone's throw away from the charming Village of Tuxedo Park, schools, train station, bus station, Woodbury Commons, and all major highways. Zoned for single family residential use, this blank canvas is ready for renovation and can be

  James Ascione Keller Williams Realty

  11 Orange Turnpike, Tuxedo, NY 10975
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  /2

  $249,900

  • Land
  • 4.5 Acres
  • $55,533 per Acre

  0 Acoma Rd Unit KEY980495, Tuxedo Park, NY 10987

  Private gated community. Beautiful 4.5 acre parcel in Tuxedo Park.

  Deirdre Wansor Keller Williams Realty

  0 Acoma Rd Unit KEY980495, Tuxedo Park, NY 10987
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  /13

  $250,000

  • 2 Beds
  • 1 Bath
  • 805 Sq Ft

  11 Sylvan Trail, Monroe, NY 10950

  Bring your vision to life with this unique opportunity to complete a home that has been rebuilt from the ground up. The only original portion remaining is the foundation, while the home itself has been newly framed with the roof installed, siding underway, and new electric and plumbing already run. The house also includes upgraded 200-amp electrical service, a UV water filtration system, hot

  Emily Zambetti Weichert Realtors

  11 Sylvan Trail, Monroe, NY 10950
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  /35

  $294,900

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

  80 Sarah Ln, Middletown, NY 10941

  Beautifully updated and filled with natural light, this turnkey 3-bedroom, 1.5-bath attached single-family home in Middletown within the highly regarded Goshen Central School District is the perfect place to simply move right in, unpack, and enjoy the summer. This bright and welcoming home features a sun-filled interior with hardwood floors, hardwood staircase, oversized dining room with

  Rosalie Cook Weichert Realtors

  80 Sarah Ln, Middletown, NY 10941
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  /29

  $265,000

  $35K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 798 Sq Ft

  21 Delaware St, Port Jervis, NY 12771

  Welcome to this beautifully maintained single-family home offering the ease of one-level living and convenient access to shopping, schools, parks, and public transportation. Whether you're a first-time homebuyer or seeking to simplify your lifestyle, this property provides a comfortable and practical living space.This charming residence features 2 bedrooms and 1 full bathroom, with a

  Jannet Orduna-Martinez Howard Hanna Rand Realty

  21 Delaware St, Port Jervis, NY 12771
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  /2

  $249,999

  $30K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,625 Sq Ft

  86 Orange Ave, Walden, NY 12586

  Welcome to 86 Orange Ave – a charming home in the heart of Walden offering the perfect blend of small-town Hudson Valley living and modern convenience. Nestled in the Valley Central School District, this property sits just moments from Walden’s vibrant Main Street, local parks, and the scenic Wallkill River. Inside, you’ll find a bright, open layout with plenty of natural light, comfortable

  Pete Wolven Hudson Valley Home Connection

  86 Orange Ave, Walden, NY 12586
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  /2

  $200,000

  • Land
  • 4.2 Acres
  • $47,619 per Acre

  n/a Fostertown Rd, Newburgh, NY 12550

  Wooded 4.2 acre residential lot in the Town of Newburgh, Wallkill School District. Check for possible subdivision. Additional Information: Soil type: Unknown,

  Dennis Barr John J Lease REALTORS Inc

  n/a Fostertown Rd, Newburgh, NY 12550
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  /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
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  /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
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  /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
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  /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
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  /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
• 

  

  /23

  $260,000

  • 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
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  /36

  $255,000

  • 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 Keller Williams Realty

  118 W Main St, Port Jervis, NY 12771

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