Orange County NY Homes under $300,000

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  /25

  $269,000

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  11 Lake St, Highland Falls, NY 10928

  Welcome to 11 Lake Street, your perfect Hudson Valley retreat just steps from the heart of downtown and the iconic West Point Military Academy! This charming home is an ideal choice for comfort and convenience. Enjoy peace of mind with a roof that was replaced within the last 7 years, plus updated windows and siding completed in the past decade, offering energy efficiency and curb appeal. The

  

  Omar Harper

  Epique Realty

  (845) 552-4189

  11 Lake St, Highland Falls, NY 10928
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  /23

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  1610 State Route 209, Westbrookville, NY 12785

  Looking for peace and quiet? This is might be the ideal home for you. This Manufacture double wide home offers 3 bedrooms and 2 full bathrooms on 1.7 acres. Home needs a little love, but it has a brand new roof, and front porch/deck. Open floor plan, large kitchen with breakfast bar. Screened-in rear deck. Wood burning stove truly heats the entire house. This is an ideal year round home or

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 498-0697

  1610 State Route 209, Westbrookville, NY 12785
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  /6

  $249,900

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

  0 Acoma Rd Unit KEY862324, Tuxedo Park, NY 10987

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

  

  John Olivero

  Keller Williams Realty

  (845) 382-3949

  0 Acoma Rd Unit KEY862324, Tuxedo Park, NY 10987
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  /33

  $290,000

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft

  1121 Washington Green, New Windsor, NY 12553

  Price improved June 3rd for this Town of New Windsor two bedroom and two-bathroom condo is located in the Washington Green complex. This desirable lower unit has a front and rear entrance for easy access. The large living room has a marble fireplace with a gas insert, and doors to the rear patio that give the unit natural light. The dining room has multiple windows and flows into the living room.

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (914) 743-3839

  1121 Washington Green, New Windsor, NY 12553
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  /9

  $259,000

  • Land
  • 1.60 Acres
  • $161,875 per Acre

  0 Plattekill Turnpike, Gardnertown, NY 12550

  1.6 acres of vacant raw land in the IB district. Property is located directly off Route 300 (AKA Plattekill Tpk). Many uses are permissible with approvals such as storage buildings, truck loading facilities, offices, manufacturing. Property is next to many existing businesses. Municipal water located within 10 feet of property. Close to Interstate Route 84, NYS Thruway (Interstate 87), Route 32.

  

  Jodi Gillespie

  Gillespie Real Estate LLC

  (845) 420-3460

  0 Plattekill Turnpike, Gardnertown, NY 12550
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  /2

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  13 Smith St, Middletown, NY 10940

  Looking to add a rental property to your porfolio? This 3 bedroom, 1 bathroom home might be the one. Long term tenant looking to stay. Located in the heart of the city of Middletown. Walking distance to local shops, restaurants, supermarket, park and much more. Located on a one way street with low local traffic. Call today for appoiintment.

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 299-0839

  13 Smith St, Middletown, NY 10940
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  /40

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft

  328 Cascade Rd, Warwick, NY 10990

  A Sweet Deal You Won’t Want to Miss—Own Your Woodland Retreat in Warwick! Bring your vision and make it SHINE! Nestled on Cascade Road, this adorable & affordable home is the perfect woodland retreat for those seeking privacy, simplicity, and cozy living in a natural setting. Surrounded by greenery and tranquil scenery, it offers timeless rustic charm while delivering all the comforts of

  

  Jennifer DiCostanzo

  RE/MAX Town & Country

  (845) 493-2484

  328 Cascade Rd, Warwick, NY 10990
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  /31

  $299,999

  • 2 Beds
  • 2 Baths
  • 1,309 Sq Ft

  307 Gazebo Ct, New Windsor, NY 12553

  Welcome to this bright and spacious 2-bedroom, 2-bathroom condo located in the sought-after Windsor Crest community in New Windsor! This 2nd floor unit features an open-concept living and dining area with plenty of room for a large sectional and big-screen TV—perfect for relaxing or entertaining. **Brand-new carpets were just installed on 7/21!Step out onto your private balcony, which

  

  Thomas Lawrenson

  Howard Hanna Rand Realty

  (845) 442-4954

  307 Gazebo Ct, New Windsor, NY 12553
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  /38

  $280,000

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft

  1004 Washington Green Unit T2, New Windsor, NY 12553

  Town of New Windsor two bedroom, two bathroom second floor Washington Green condo. Open floor plan with carpeted living room with gas fireplace built in cabinets and access to the rear deck; dining room with cabinetry and breakfast bar and galley kitchen. The primary suite has a large bedroom , walk in closet and full bath. There is a second bedroom and the main bath has a tub plus a sackable

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (845) 386-7917

  1004 Washington Green Unit T2, New Windsor, NY 12553
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  /2

  $210,000

  • Land
  • 1.00 Acre
  • $210,000 per Acre

  792 Route 284, Westtown, NY 10998

  3BR 3BA 3,292+/- sf home on 1+/- ac. Built in 1900.

  Williams Williams

  792 Route 284, Westtown, NY 10998
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  /42

  $279,000

  • 3 Beds
  • 3 Baths
  • 1,712 Sq Ft

  33 Fourth St, Godeffroy, NY 12729

  Charming Ranch with In-Ground Pool on Over Half an Acre in Godeffroy!Welcome to 33 Fourth Street, a hidden gem nestled on five wooded lots totaling over 0.55 acres in the peaceful Hamlet of Godeffroy. This ranch-style home offers privacy, natural surroundings, and exciting potential. Featuring two separate one-car garages and a beautiful in-ground pool, the property is perfect for those

  Gail Rachlin Keller Williams Hudson Valley

  33 Fourth St, Godeffroy, NY 12729
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  /16

  $265,000

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  30 E Parmenter St, Newburgh, NY 12550

  Nestled on a one-way street in the heart of Newburgh, this three-bedroom, 1 bathroom and an office, with plenty of natural light is looking for its next homeowner. Many amenities close by including charming shops, restaurants, and cafes. Within minutes you can access Downing Park, Silk Factory, SUNY Orange, Mount St. Mary's College, galleries, library, and George Washington Historical Park,

  Kathleen Rafferty RE/MAX Benchmark Realty Group

  30 E Parmenter St, Newburgh, NY 12550
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  /27

  $275,000

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft

  1 Brook Dr Unit 11, Washingtonville, NY 10992

  Bright & Updated First-Floor Corner Unit in a Premier Condo CommunityWelcome to this sun-filled ground-level corner unit located in one of the most well-managed condo complexes in the county. The nearly new kitchen features granite countertops, a stylish tiled backsplash, and stainless steel appliances. The spacious primary bedroom offers two double closets and an updated en-suite bathroom

  Richard Froehlich RE/MAX Benchmark Realty Group

  1 Brook Dr Unit 11, Washingtonville, NY 10992
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  /35

  $270,000

  • 3 Beds
  • 2 Baths
  • 2,292 Sq Ft

  219 Benedict Rd, Montgomery, NY 12549

  Hey Contractor! Are you looking for a project? This is it! This spacious home sits on a massive, secluded lot and is packed with potential—just waiting for the right buyer to bring it back to life!! This is a true fixer-upper—the house needs work inside and out—but the bones are solid, and the space is generous. Whether you're an investor, a contractor, or someone ready to roll up your sleeves

  Joseph Rosenfeld Flag Realty Group

  219 Benedict Rd, Montgomery, NY 12549
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  /17

  $300,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 1 Bath
  • 968 Sq Ft

  11 Linden Trail, Monroe, NY 10950

  Welcome to this charming country home situated in a tranquil neighborhood, offering a serene environment for year-round relaxation. The residence features a bright sunroom with a vaulted ceiling, providing an inviting space for leisure. Additionally, the property is equipped with a spacious deck, accessible via new sliding doors, perfect for entertaining guests. Recent upgrades include new

  Esparo Voltaire Americana Realty Prime LLC

  11 Linden Trail, Monroe, NY 10950
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  /32

  $268,900 Open Thu 5PM - 7PM

  • 2 Beds
  • 1 Bath
  • 963 Sq Ft

  5 Orchard Trail, Monroe, NY 10950

  Charming cottage-style ranch nestled on a beautifully landscaped lot with mature trees, vibrant gardens, and a tranquil bubbling creek just beyond the yard. This lovingly maintained home offers comfortable one-floor living with a spacious kitchen, a cozy living room, and a sun-filled front porch.The inviting primary bedroom features vaulted ceilings with wood beam accents, adding warmth

  Eva Kusmierek eXp Realty

  5 Orchard Trail, Monroe, NY 10950
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  /22

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 900 Sq Ft

  14 Chestnut St, Port Jervis, NY 12771

  Beautifully Updated Home Now Available! This 3 bedroom home comes with everything! New kitchen cabinets, granite countertops, Italian tiled bathroom, tiled walk-in shower, all new appliances, 2 driveways and a fenced in backyard! A short walk to the Delaware River, Hospital, bank or the center of Port Jervis. Come see this renovated home before it's sold!

  Jordan Spordone HomeSmart Homes & Estates

  14 Chestnut St, Port Jervis, NY 12771
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  /26

  $265,000

  • 2 Beds
  • 2 Baths
  • 1,146 Sq Ft

  162 Deer Ct Dr, Middletown, NY 10940

  Beautiful Condo in a Prime Location!Experience the perfect blend of comfort and convenience in this ideally located condo, perfect for commuters and those who love being close to the action. Just minutes from major highways, this home offers easy access to shopping centers, restaurants, and daily essentials.For city bound travelers, transportation is a breeze with nearby access to the

  Beverly Huaman Howard Hanna Rand Realty

  162 Deer Ct Dr, Middletown, NY 10940
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  /20

  $269,900

  • 2 Beds
  • 2.5 Baths
  • 880 Sq Ft

  147 Ruth Ct, Middletown, NY 10940

  Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in Middletown! Featuring a spacious and inviting layout, this condo boasts a generously sized primary bedroom with a walk-in closet. Conveniently located close to shops, restaurants, and entertainment, you'll love the ease of access to everything you need. Whether you're relaxing at home or exploring the vibrant local area, this

  Matthew Gibbs Keller Williams Hudson Valley

  147 Ruth Ct, Middletown, NY 10940
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  /16

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft

  5 Johnson Ln, Sparrow Bush, NY 12780

  Welcome to this spacious, brick ranch home located in the peaceful town of Sparrowbush, just minutes from the charming town of Port Jervis. This 3-bedroom, 2-full bath home offers plenty of space for comfortable living and is situated on a generous lot with a full basement and large living areas.The large living room features a cozy wood-burning fireplace, perfect for relaxing on cold

  Dominick Tufano RE/MAX Benchmark Realty Group

  5 Johnson Ln, Sparrow Bush, NY 12780
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  /29

  $275,000

  • 1 Bed
  • 1 Bath
  • 886 Sq Ft

  407 Old Mill Rd, Southfields, NY 10975

  Welcome Home! This uniquely styled 1st floor condo features comfort, convenience & privacy. This end unit features a large eat-in-kitchen with updated appliances, pantry and walk-out to your own rear deck. Beautiful crown molding throughout with custom blinds and unique stone wall with mantel fireplace & firebox. Large second room features custom cabinetry and can be used as 2nd bedroom or

  Ann Marie Silvani Howard Hanna Rand Realty

  407 Old Mill Rd, Southfields, NY 10975
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  /23

  $259,900

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft

  80 Beattie Ave, Middletown, NY 10940

  Here on freshly paved Beattie Ave in Middletown, you'll find this 1920 two story style. The home has three bedrooms, a full bath, kitchen, living room- dining room combo, as well as a walk-up attic and full unfinished basement. Outside there is a covered front porch, small fenced yard and a detached two car garage. The home is in overall sound condition, but will need enough repairs that it may

  Keith Sumner John J Lease REALTORS Inc

  80 Beattie Ave, Middletown, NY 10940
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  /26

  $275,000

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

  83 Lander St, Newburgh, NY 12550

  Opportunity knocks in the heart of Newburgh! Welcome to 83 Lander Street, a 3-family brick building offering incredible potential. One unit is currently livable, providing immediate rental income or a place to call home while you renovate the other two units to your taste. The remaining units need full renovation, making this an excellent project for investors, contractors, or buyers seeking a

  Waldina Almazan RE/MAX Benchmark Realty Group

  83 Lander St, Newburgh, NY 12550
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  /26

  $225,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 484 Sq Ft

  42 Heaton Rd, Monroe, NY 10950

  This quaint two-bedroom home is located in the lake region of Monroe. It is a short walk down Heaton rd. to Walton Lake. There is an enclosed porch when you enter the home that has bright sunny windows. The kitchen and living room are one open room. There is one bathroom, both bedrooms have nice size closets. Full attic with pull down stairs for storage. Great starter home or perfect for

  Maureen Schroder Keller Williams Valley Realty

  42 Heaton Rd, Monroe, NY 10950
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  /26

  $204,900

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  1001 Mcintosh Place Unit 10A, Newburgh, NY 12550

  Welcome home to 1001 McIntosh Place, a bright first floor condo with a deck in sought after Parr Valley East. Step into an open living and dining space with easy care wood flooring and sliders that invite soft Hudson Valley light. The refreshed kitchen offers white shaker cabinetry, granite counters, and stainless appliances. Two generous bedrooms feature double closets, and the full tile bath is

  Rafik Dimian Voro LLC

  1001 Mcintosh Place Unit 10A, Newburgh, NY 12550
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  /39

  $250,000

  • 2 Beds
  • 1 Bath
  • 819 Sq Ft

  94 Taft Ave, Newburgh, NY 12550

  Small in size but BIG in charm!Welcome to this cozy home bursting with character located in a highly sought after neighborhood. Though it could use a little TLC, this gem offers endless potential for the right buyer. From the moment you step onto the enclosed front porch you'll feel right at home and the love the current owners had for their home. Enjoy relaxing or entertaining with

  Melissa Forsyth Hudson Valley Home Connection

  94 Taft Ave, Newburgh, NY 12550
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  /4

  $214,900

  • 4 Beds
  • 2 Baths
  • 2,526 Sq Ft

  252 Liberty St, Newburgh, NY 12550

  Two family home with all separate utilities in City of Newburgh. Walking distance to Liberty Street commercial district and Broadway. City of Newburgh owned property. Preference is given to owner-occupant purchasers in accordance with the City of Newburgh’s Surplus Real Property Disposition Policy (“Policy”). Agents should review the Policy by clicking link below in Member’s remarks.

  Brian Smith River Realty Services, Inc.

  252 Liberty St, Newburgh, NY 12550
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  /31

  $243,000

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  276 Temple Hill Rd Unit 2710, New Windsor, NY 12553

  Bright and Updated 2-Bedroom Condo in Continental Manor – New Windsor, NYWelcome to this beautifully updated second-floor 2-bedroom, 1-bath condo located in the desirable Continental Manor community of New Windsor. Freshly painted and move-in ready, this home features a brand-new roof, windows, deck, and a fully renovated tiled bathroom. The kitchen offers stainless steel appliances and opens

  Kim Chiapperino RE/MAX Benchmark Realty Group

  276 Temple Hill Rd Unit 2710, New Windsor, NY 12553
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  /27

  $295,000

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

  105 Sheffield Dr, Middletown, NY 10940

  Town of Wallkill Townhouse - Low Taxes - Great InvestmentThis charming 3-bedroom, 1.5-bath home is your perfect mix of space, location, and value. Nestled on a generous lot with a large yard, there's plenty of room for play, gardening, or entertaining under the stars. Step out from your primary bedroom onto a balcony—the ideal spot for morning coffee or winding down with a book while

  Cindy-Lee Dorcely Keller Williams Hudson Valley

  105 Sheffield Dr, Middletown, NY 10940
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  /14

  $275,000

  • 2 Baths
  • 1,752 Sq Ft

  14 S Miller St, Newburgh, NY 12550

  PERFECT RENOVATION PROJECT FOR INVESTORS. Solid brick two family building in the historical district of the up-and-coming city of Newburgh. Walking distance to Mount Saint Mary College, St. Luke's Hospital, Liberty Street restaurants, the Newburgh Waterfront, and Beacon Metro-North are all within walking distance.

  Edwin Molina RE/MAX Benchmark Realty Group

  14 S Miller St, Newburgh, NY 12550
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  /41

  $249,900

  • 2 Beds
  • 1 Bath
  • 772 Sq Ft

  19 Barcelow St, Port Jervis, NY 12771

  Tucked into a welcoming neighborhood in Port Jervis, this charming Cape-style home offers more than meets the eye. It’s the kind of place where you can start your day with coffee on the front porch, host friends for summer dinners on the back deck, and cool off in your own above-ground pool as the sun sets.Inside, you’ll find two comfortable bedrooms and a full bath upstairs. The first

  Isaiah Lopez Keller Williams Hudson Valley

  19 Barcelow St, Port Jervis, NY 12771
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  /16

  $290,000

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  113 1st St, Newburgh, NY 12550

  Welcome to 113 First Street, a beautifully 2 family renovated 3-bedroom, 2 full bathroom home in the heart of Newburgh. This spacious gem has been completely updated with modern finishes throughout. Featuring new appliances, it’s truly move-in ready. With generous living space and stylish upgrades, This home offers both comfort and convenience. Don’t miss the opportunity to see this stunning

  Patrick Casilli John J Lease REALTORS Inc

  113 1st St, Newburgh, NY 12550
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  /4

  $250,000

  • 4 Beds
  • 2 Baths
  • 1,756 Sq Ft

  24 Summit Ave, Harriman, NY 10926

  CALLING ALL INVESTORS! LOCATION, LOCATION, LOCATION. Investment Property in Desirable Harriman Neighborhood, Monroe-Woodbury School District. This is a STRICTLY AS-IS Estate Sale. Four car garage. House was condemned due to a fire. Full Rehab or tear down required to gain certificate of occupancy. NO INTERIOR ACCESS. I HAVE NO FURTHER DETAILS ON THE CONDITION. Perched in a prestigious established

  Brenda Guttenberg RE/MAX Benchmark Realty Group

  24 Summit Ave, Harriman, NY 10926
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  /9

  $234,999

  • Land
  • 6 Acres
  • $41,964 per Acre

  0 Stag Hill Rd Unit KEY894287, Monroe, NY 10950

  Build your dream home on this 5+ acre raw land with water and scenic views of Shadowmere Lake. Just off of Brower Rd on one side and Oak Rd on the other. This lot may be subdividable. Highly sought after location in Monroe with privacy and woods. Located within the Monroe/Woodbury schools and just 50 miles from the city makes this a great commuter location close to the bus park and ride, Tuxedo

  Brenda Otero HomeSmart Homes & Estates

  0 Stag Hill Rd Unit KEY894287, Monroe, NY 10950
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  /29

  $279,900

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

  205 Everett Place, Maybrook, NY 12543

  COUNTRY CLUB HEIGHTS!! NO HOA FEES! Low Taxes! Two Level Living! 3 Bedrooms! 1 1/2 Bathrooms! Eat In Kitchen! Formal Dining Room! Large Living Room with Sliders to Patio and Level Fenced in Yard! Master Bedroom! Ceiling Fans! Walk to Park! Close to Major Highways, Shopping and Airport!

  Amanda Dnistrian ARC Realty 1 in Sales

  205 Everett Place, Maybrook, NY 12543
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  /5

  $280,000

  • 4 Beds
  • 3 Baths
  • 1,374 Sq Ft

  22 Bonnell St, Middletown, NY 10940

  Welcome to 22 Bonnell St, a charming 4-bedroom, 3-bathroom home situated on a desirable corner lot on a quiet street in the heart of Middletown, NY. This spacious residence is brimming with potential, offering a unique opportunity to customize and create your dream home exactly the way you envision it. While the home could benefit from some updating, its solid foundation and prime location make

  Emmett McDowell Keller Williams Rlty Integrity

  22 Bonnell St, Middletown, NY 10940
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  /26

  $299,900

  • 2 Beds
  • 2.5 Baths
  • 1,485 Sq Ft

  201 Old Mill Rd Unit 201, Southfields, NY 10975

  Welcome to 201 Old Mill Rd, a spacious 2-bedroom, 2.5-bath condo offering 1,485 square feet of living space in the sought-after Tuxedo Heights community. The main level features a bright layout with a large living room, dining area, half bath, and an updated eat-in kitchen with granite countertops and access to a private patio—ideal for relaxing or entertaining. Upstairs, the primary bedroom

  Ammar Iqbal eXp Realty

  201 Old Mill Rd Unit 201, Southfields, NY 10975
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  /10

  $295,000

  • 3 Beds
  • 1 Bath
  • 1,214 Sq Ft

  201 N Orange St Unit 207, Port Jervis, NY 12771

  Looking for an opportunity to create your “dream” home? Take a peek at this 3 Bedroom, 1 Bath ranch home nestled on a 2.2 acre private and wooded lot that offers tremendous potential. Grab your toolbelt, take out your paintbrushes and unleash your creativity to transform this property into your own modern nature retreat that brings peace and tranquility. From the charming front porch to the

  Sean Farley Terrie OConnor

  201 N Orange St Unit 207, Port Jervis, NY 12771
• 

  

  /19

  $239,900

  • 2 Beds
  • 1 Bath
  • 1,260 Sq Ft

  810 Blooming Grove Turnpike Unit 88, New Windsor, NY 12553

  Welcome to this spacious and sun-filled 2-bedroom, 1-bath condo offering 1,260 square feet of comfortable living in the desirable Kingswood Gardens community. This upstairs unit features an inviting galley kitchen with plenty of natural light, leading to a private outdoor balcony perfect for morning coffee or evening relaxation. The enormous living room showcases beautiful hardwood floors,

  Kathryn DeCrosta John J Lease REALTORS Inc

  810 Blooming Grove Turnpike Unit 88, New Windsor, NY 12553
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  /26

  $239,000

  • 2 Beds
  • 1.5 Baths
  • 1,025 Sq Ft

  40 Tanager Rd Unit 4002, Monroe, NY 10950

  Welcome to Rolling Hills Condominiums in Monroe! This spacious 2-bedroom, 1.5-bath unit offers a thoughtfully designed layout with separate living and dining rooms. Enjoy the ease of low-maintenance living with heat, hot water, and cooking gas all included in the HOA fees. Ideally located for commuters, you're just minutes from the NYC bus and train, and only an hour from the city. Conveniently

  Dvora E. Price eXp Realty

  40 Tanager Rd Unit 4002, Monroe, NY 10950

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