Orange County NY Homes under $400,000

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  /25

  $390,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  71 Commonwealth Ave, Middletown, NY 10940

  Welcome to the perfect blend of comfort, character, and location. Nestled in the vibrant heart of Middletown, NY—just 70 miles from NYC—this beautifully updated home offers a peaceful retreat without sacrificing proximity. Whether you’re commuting for work or play, nearby transportation options, including the Metro-North train and major highways, make travel to the city a breeze. And when you're

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 436-3953

  71 Commonwealth Ave, Middletown, NY 10940
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  /37

  $374,000

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  7 Crestwood Trail, Monroe, NY 10950

  Perfect starter home, Investment opportunity or your weekend getaway! Welcome to this 3-bedroom home in Blooming Grove in Washingtonville School District with Low Taxes, step into a welcoming living room with a cozy wood-burning fireplace that flows into a modern eat-in kitchen boasting beautiful granite countertops and plenty of cabinetry, with gleaming wood floors throughout. The full walk

  

  Alexandra Zinko

  Century 21 Realty Center

  (845) 606-3789

  7 Crestwood Trail, Monroe, NY 10950
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  /44

  $400,000

  • 2 Beds
  • 1.5 Baths
  • 1,286 Sq Ft

  130 Continental Rd, Cornwall, NY 12518

  This newly listed, move-in ready Contemporary Colonial in the sought-after Town of Cornwall is waiting for you! Nestled on a quiet country road and surrounded by wildflowers and woods, this charming home offers a serene retreat from the hustle and bustle of city life. The newly planted arborvitae trees will provide even more privacy as the years go by. As you step inside, you’ll be welcomed by a

  

  Thomas Lawrenson

  Howard Hanna Rand Realty

  (845) 614-9381

  130 Continental Rd, Cornwall, NY 12518
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  /11

  $350,000

  • 4 Beds
  • 2.5 Baths
  • 2,088 Sq Ft

  19 Randall Terrace, Middletown, NY 10940

  Looking for all investors who want to buy now and get the process started in order to work on the exterior before the cold weather begins. All reasonable offers will be considered. Home features an eat in kitchen with breakfast nook, diningroom, and large step down livingroom on first floor with fireplace. Upstairs find a primary bedroom suite with separate bath. Down the hall is three more

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (329) 216-0798

  19 Randall Terrace, Middletown, NY 10940
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  /34

  $389,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft

  526 State Route 42, Sparrow Bush, NY 12780

  Tastefully Renovated Ranch on 1.4 Acres.Welcome home to this beautifully renovated 3-bedroom, 1-bathroom ranch with a 1-car garage, set on 1.4 acres of peaceful property. No detail has been overlooked in creating this open and inviting floor plan. The large kitchen offers an abundance of cabinets and countertop space, complemented by stainless steel appliances and new flooring. Perfect for

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 606-6160

  526 State Route 42, Sparrow Bush, NY 12780
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  /21

  $399,900 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,639 Sq Ft

  389 Fair Oaks Rd, Middletown, NY 10940

  Beautiful contemporary capecod offers 3 to 4 bedrooms and 2 full bathrooms. Open kitchen/dining room with stainless steel appliances, brand new stove, microwave is only 1 year old. Large patio in front of the house. Ceramic tiles and hardwood floors throughout. Primary bedroom has a walk-in closet. First floor bedroom makes an ideal guest room, or for someone that doesn't want to do do stairs.

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 208-1615

  389 Fair Oaks Rd, Middletown, NY 10940
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  /29

  $385,000

  • 3 Beds
  • 1.5 Baths
  • 1,155 Sq Ft

  23 Oak St, Newburgh, NY 12550

  Charm galore! This updated move-in ready 2 story Newburgh home is conveniently located in the West End of the city. Enter by an enclosed three-season front porch. A modern open floor plan features a great room for living and dining and is separated by decorative columns and leads to a covered deck and fenced back yard. The chef's kitchen has updated appliances featuring a French door fridge,

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (845) 552-4813

  23 Oak St, Newburgh, NY 12550
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  /35

  $349,000

  • 3 Beds
  • 1.5 Baths
  • 1,471 Sq Ft

  812 Tower Ave, Maybrook, NY 12543

  You will fall in love with this lovely cape code on a level double lot! 2023 kitchen with stainless steel appliances and an island for your morning coffee! Separate bright dining area for dinner, family room with a cozy wood burning stove, living room and a entry sunroom that could be used as a guest bedroom, gives you plenty of space to enjoy, Three bedrooms upstairs and a full unfinished

  

  Inna Sobel

  Atelier Properties LLC

  (845) 299-8711

  812 Tower Ave, Maybrook, NY 12543
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  /19

  $305,000

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft

  1080 Maggie Rd Unit 12-9, Newburgh, NY 12550

  Welcome to this inviting garden-level condo located in the desirable Meadow Winds community at 1080 Maggie Road, Newburgh. This spacious 2-bedroom, 2-bath residence offers a comfortable and convenient lifestyle in a peaceful, well-maintained setting. The open-concept living and dining area is perfect for both relaxing and entertaining, while the modern kitchen features ample cabinetry and counter

  

  Alicia Goldman

  Christie's Int. Real Estate

  (845) 690-3165

  1080 Maggie Rd Unit 12-9, Newburgh, NY 12550
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  /30

  $315,000

  • 4 Beds
  • 3 Baths
  • 1,697 Sq Ft

  22 Academy Ave, Sparrow Bush, NY 12780

  This Amazing home has space for all! Updated and beautiful this 3 story home is located in the heart of the charming hamlet of Sparrowbush, NY only minutes to Port Jervis for commuter trains, buses, schools, shopping, conveniences, scenic drives, hiking trails and the Delaware River for recreation. This spacious home boasts an entry foyer to welcome your guests, large living room, full

  

  Donna Geba

  Century 21 Geba Realty

  (845) 773-1976

  22 Academy Ave, Sparrow Bush, NY 12780
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  /29

  $379,999

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft

  2 Muller Ln, Sparrow Bush, NY 12780

  Fabulous Mid Century Modern Brick Ranch located in Sparrowbush NY is only minutes to commuter trains and buses, the Delaware River for recreation, Port Jervis shops, schools and conveniences. Enter this lovely home through a spacious foyer and into a large living room with brick fireplace and natural wood floors, The living room has a serene comfortable feeling with a mid century modern flare. A

  

  Donna Geba

  Century 21 Geba Realty

  (845) 379-3532

  2 Muller Ln, Sparrow Bush, NY 12780
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  /30

  $379,000

  • 3 Beds
  • 2.5 Baths
  • 1,593 Sq Ft

  568 County Route 49 Unit 2C, Middletown, NY 10940

  Looking for a solid investment in the Minisink Valley School District? This newer townhouse (Unit 2C, right side) is tenant-occupied with a lease in place through September 30, 2026, offering immediate income of $2,850/month. Tenants pay for oil and electric, are responsible, and come highly recommended. Privately set, this bright and welcoming home features an open foyer leading into an updated

  

  Hazel Cello

  Keller Williams Hudson Valley

  (845) 328-4272

  568 County Route 49 Unit 2C, Middletown, NY 10940
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  /2

  $369,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,331 Sq Ft

  4703 Whispering Hills Unit 320, Chester, NY 10918

  Rare end unit in Whispering Hills. 3 bedrooms, 2 1/2 bathroom in spectacular location in the highly sought after Chester School district. Coming soon. Stay tuned....

  

  Erin Connolly

  Artisan Realty

  (845) 328-6250

  4703 Whispering Hills Unit 320, Chester, NY 10918
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  /2

  $369,900

  • 5 Beds
  • 2 Baths
  • 2,440 Sq Ft

  44 Houston Ave, Middletown, NY 10940

  Excellent opportunity to own a 2 family house whether you are an investor or want to live in one of the units and rent the second one. Spacious apartments. First floor apartment has 3 bedrooms and 1 bathroom, second floor apartment has 2 bedrooms and 1 bath. Conveniently located, walking distance to Touro College where students are always looking for close by rentals. Minutes to I86 and I84,

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 497-6793

  44 Houston Ave, Middletown, NY 10940
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  /20

  $399,990

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft

  2 Saint Eve Ct, Middletown, NY 10940

  Welcome to 2 Saint Eve Ct, a versatile home offering comfort and space in a convenient Middletown location. This well-maintained property features 3 bedrooms and 2 full baths, along with a spacious eat-in kitchen perfect for everyday living and entertaining. Above the garage, a large rec room provides endless possibilities—use it as a fourth bedroom, family room, or bonus space to suit your

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (329) 210-5621

  2 Saint Eve Ct, Middletown, NY 10940
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  /15

  $369,000

  • 2 Beds
  • 1.5 Baths
  • 1,284 Sq Ft

  26 Linden Dr, Highland Mills, NY 10930

  PRIME end unit Townhouse style home with detached garage and upgrades galore...Prime and pristine are just the start to describe this very rare Townhouse style home! Offering 2 bedrooms 1 1/2 baths and modern Kitchen area with a sun drenched living room and dining room open floor plan! It gets better! BONUS END UNIT & A BETTER BONUS... GARAGE !! Central Air Municipal Water / Sewer with a Pool and

  

  Erin Connolly

  Artisan Realty

  (845) 310-0399

  26 Linden Dr, Highland Mills, NY 10930
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  /12

  $330,000

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  685 South St, Newburgh, NY 12550

  Investor or renovation opportunity! This property is being sold AS-IS and is best suited for cash buyers or those using a rehab loan. The home has sustained water damage due to burst pipes and will require significant repairs. Conveniently located near Highway 84, offering easy access to major routes. Bring your vision and restore this property to its full potential!

  Donna Gray Redfin Real Estate

  685 South St, Newburgh, NY 12550
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  /36

  $359,999

  • 3 Beds
  • 3.5 Baths
  • 2,682 Sq Ft

  4 Elizabeth St, Port Jervis, NY 12771

  Location, location, location! This gorgeous Victorian home is packed with charm and modern upgrades. Boasting an updated kitchen, high ceilings, new floors, formal dining room and large living room. This 3+ bedroom, 3.5-bath property offers a perfect balance of classic elegance and contemporary convenience. The third level provides exciting potential for an in-law suite, adding even more

  Christian Zube Realty Executives Exceptional

  4 Elizabeth St, Port Jervis, NY 12771
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  /21

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 1,734 Sq Ft

  76 Laudaten Way, Warwick, NY 10990

  Welcome to this beautifully updated 3-bedroom, 3-bath townhouse that blends comfort, style, and convenience. The first floor boasts a cozy wood-burning fireplace, creating a warm and inviting living space filled with natural light. The updated kitchen shines with modern finishes and stainless-steel appliances, complemented by renovated bathrooms and refreshed flooring throughout. A versatile

  Kelly Beary Keller Williams Realty

  76 Laudaten Way, Warwick, NY 10990
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  /14

  $399,000

  • 4 Beds
  • 2 Baths
  • 1,648 Sq Ft

  6 Field Rd, Otisville, NY 10963

  Newly remolded three/four bedrooms and 2 full bathroom. Full basement for storage and washer / dryer. All hard wood floor. Great location. Close to park, train station and shopping.

  Feng Chang Acer Realty Inc

  6 Field Rd, Otisville, NY 10963
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  /33

  $389,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,192 Sq Ft

  155 Erie Ave, New Windsor, NY 12553

  Home, SWEET home! Step inside this updated Craftsman where natural light pervades throughout. A traditional style property, located in the heart of a vibrant community. This recently renovated home offers so much for the first-time homebuyer or small family looking for move-in-ready, with an abundance of opportunity to still customize each space, as you create your new house into your home. The

  Christina Tsatsaron HomeSmart Homes & Estates

  155 Erie Ave, New Windsor, NY 12553
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  /28

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,856 Sq Ft

  53 Fair Oaks Rd, Middletown, NY 10940

  Welcome to this charming ranch-style home set on 4.8 acres, consisting of two lots (2.3 and 2.5 acres), offering comfort, convenience, and room to enjoy both inside and out. This 3-bedroom, 1.5-bath home features a bright and inviting eat-in kitchen with granite countertops, perfect for casual meals or gatherings. This home comes equipped with central air conditioning and a whole-house generator

  Karen Green-Nelson Coldwell Banker Realty

  53 Fair Oaks Rd, Middletown, NY 10940
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  /31

  $359,000

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  17 River Ave, Cornwall On Hudson, NY 12520

  Stop searching for condominiums with high HOA fees and consider this charming, well-maintained Ranch with a private backyard. Offering the same affordability, it is within walking distance of many fantastic shops and restaurants in historic Cornwall-on-Hudson. This is the perfect home for first time buyers or those looking to downsize. Start your day with a morning coffee on the front enclosed

  Robert 'Bob' & Frances 'Fran' Murray Howard Hanna Rand Realty

  17 River Ave, Cornwall On Hudson, NY 12520
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  /35

  $379,900

  • 4 Beds
  • 2 Baths
  • 1,376 Sq Ft

  33 Windwood Dr, Newburgh, NY 12550

  Ranch-style home located in the desirable Colden Park neighborhood in the Town of Newburgh with VALLEY CENTRAL SCHOOLS. This 4-bedroom, 2-bath, 1 car garage home offers a spacious layout featuring an open-concept kitchen, dining, and living area. The large primary bedroom addition includes a private en-suite bath. Three additional bedrooms and a full hall bath complete the main level. Hardwood

  Bonnie Massa BHHS Hudson Valley Properties

  33 Windwood Dr, Newburgh, NY 12550
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  /17

  $345,000

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

  70 Homestead Village Dr, Warwick, NY 10990

  Charming and Affordable Condo in Warwick Village This sweet two-bedroom, 1.5-bathroom condo is an ideal choice for easy living in the heart of Warwick. Its inviting, open floor plan is perfect for relaxing or entertaining, and the cozy fireplace adds a touch of warmth. You'll love the convenient sidewalk entrance that leads to your own private paver patio—a perfect spot for your morning coffee.

  Nikki Grzegorzewski Keller Williams Realty

  70 Homestead Village Dr, Warwick, NY 10990
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  /47

  $360,000

  • 3 Beds
  • 1.5 Baths
  • 1,723 Sq Ft

  33 Seward Ave, Port Jervis, NY 12771

  Nothing to do here just bring your own special touches. Roof and siding are 2 years old. Central air is 3 years old. Combi on the 3rd floor is 3 years old. Two driveways for guest parking. Bigger inside then it appears outside. Stainless steel appliances. Walking distance to the Delaware River and enjoy all the eateries, banking, library, post office and other fun town gatherings throughout the

  Nicole Renda IBNA Real Estate Group

  33 Seward Ave, Port Jervis, NY 12771
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  /29

  $359,995

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft

  73 Laudaten Way, Warwick, NY 10990

  Discover this charming, spacious 3-bedroom, 2-bath townhouse in the Village of Warwick. The inviting living room features a cozy fireplace, perfect for relaxing evenings, and flows seamlessly into the dining area. The kitchen boasts plenty of cabinet space and sleek granite countertops. Natural light floods the home through sliding doors that lead to a large, private fenced-in patio—ideal for

  Danielle Roche Howard Hanna Rand Realty

  73 Laudaten Way, Warwick, NY 10990
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  /26

  $360,000

  • 4 Beds
  • 2 Baths
  • 1,884 Sq Ft

  332 South St, Newburgh, NY 12550

  Nestled on the charming, sidewalk-lined South Street in Newburgh, NY, this delightful multi-family home perfectly blends historic charm with modern convenience. Built in 1900, it boasts unique period details, including charming trim work and classic cast iron radiators, bringing a touch of timeless elegance that you don't find in newer homes.Located near the picturesque Downing Park, one of

  Heather Hughes

  332 South St, Newburgh, NY 12550
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  /34

  $365,000

  • 3 Beds
  • 1.5 Baths
  • 1,524 Sq Ft

  75 Orange St, Port Jervis, NY 12771

  Move in ready! Immaculate home, just awaiting your personal touch. Freshly painted in soothing colors, this home exudes serenity. Charm and classic trim make this home easy to love. The large eat in kitchen features a farmhouse sink and live edge wooden countertops. Enjoy your morning beverage on the 3 season enclosed porch. Home features blown in insulation . Playhouse in the fenced

  Robin Butler-Koschei Hanson Real Estate Partners

  75 Orange St, Port Jervis, NY 12771
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  /19

  $369,000

  • 4 Beds
  • 1.5 Baths
  • 1,272 Sq Ft

  35 Woods Place, Middletown, NY 10940

  This charming four-bedroom, one-bathroom home offers comfortable living space with a versatile layout. The layout provides plenty of room with flexible living spaces. Located in a welcoming Middletown neighborhood, you'll enjoy easy access to quality schools, convenient public transportation, and shopping options just minutes away. Whether you're starting fresh or looking to upgrade, this

  Kevin Sanabria eRealty Advisors, Inc

  35 Woods Place, Middletown, NY 10940
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  /11

  $349,900

  • 2 Beds
  • 1.5 Baths
  • 1,184 Sq Ft

  21 the Rise, Warwick, NY 10990

  Welcome to Homestead Village! This 2-bedroom, 1.5-bath condo features an open floor plan with a cozy fireplace and is located just minutes from the charming Village of Warwick in the heart of the Hudson Valley. Big-ticket upgrades include a new furnace, hot water heater, and central air system — all less than one year old. Residents enjoy access to community amenities including a pool, tennis

  Nicholas Cuomo Keller Williams Realty

  21 the Rise, Warwick, NY 10990
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  /35

  $369,000 Open Sat 1PM - 4PM

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft

  49 Overlook Place, Newburgh, NY 12550

  Discover comfort and convenience in this beautifully maintained 4-bedroom, 3 full-bath home located in the vibrant City of Newburgh. Featuring a full basement ideal for storage or future finishing, a 2-car garage, and generous living space, this home is perfect for families or those seeking room to grow. Enjoy city living with easy access to shops, schools, parks, and major highways. Water

  Minnie Thomas Keller Williams Hudson Valley

  49 Overlook Place, Newburgh, NY 12550
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  /27

  $370,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  520 Shore Dr, New Windsor, NY 12553

  Welcome to your perfect getaway! This beautifully updated single-family home offers the ideal blend of lakeside living, modern comfort, and breathtaking natural surroundings. Located in a desirable lake community, this home features lake rights for boating, fishing, and swimming, plus stunning mountain views and tranquil lake vistas from the inviting front porch. Step inside to an open-concept

  Matthew O'Hare Coldwell Banker Realty

  520 Shore Dr, New Windsor, NY 12553
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  /8

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  2 Rivervale Rd, Middletown, NY 10940

  Charming Corner Townhouse in Middletown – No HOA Fees!Welcome to 2 Riverdale Road, a delightful 3-bedroom, 1.5-bathroom townhouse nestled in the heart of Middletown, NY. This spacious 1,484 sq ft home offers a perfect blend of comfort and convenience, making it an ideal choice for families and first-time homebuyers.Key Features:Spacious Living: Enjoy the warmth of hardwood floors throughout and

  Kilimanjaro Toussaint YourHomeSold Guaranteed Realty

  2 Rivervale Rd, Middletown, NY 10940
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  /50

  $364,000

  • 2 Beds
  • 2 Baths
  • 1,394 Sq Ft

  31 State St, Otisville, NY 10963

  "Welcome to this fully renovated single-family home situated on over a half-acre of beautiful property! This stunning home greets you with a relaxing front porch and ample parking.Step inside to discover a generously sized living room that flows into a completely modernized kitchen. The kitchen is a chef's dream featuring brand new, stylish cabinets and a convenient walk-in pantry.

  Moshe Ekstein Master Realty Group Inc.

  31 State St, Otisville, NY 10963
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  /50

  $369,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 1,472 Sq Ft

  22 Fullerton Ave, Newburgh, NY 12550

  ACCEPTED OFFER 09/17/2025HUGE LOT! Spacious 4-Bedroom Home with Flexible Living Areas & Backyard OasisWelcome to this generously sized 4-bedroom, 3.5-bath home brimming with updates and versatile spaces. Set on a large lot, the property impresses with a refreshing pool, two wood sheds for extra storage, a fenced-in parking area, and a delightful backyard porch perfect for relaxation

  Peter Sisca Real Broker NY LLC

  22 Fullerton Ave, Newburgh, NY 12550
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  /24

  $365,000 Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft

  11 Hudson Dr, New Windsor, NY 12553

  COMING SOON - People wait for homes like this to hit the market—because they know how rare the opportunity is. And here’s the truth: homes here don’t just sell... they fly. This Schoonmaker home (built as solid as they come) is located in the sought-after neighborhood of Willow Acres in New Windsor. This ranch-style home with its single-level layout and classic features offers a perfect chance

  Alexander Panet Real Broker NY LLC

  11 Hudson Dr, New Windsor, NY 12553
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  /38

  $359,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft

  33 Red Barn Ln, Middletown, NY 10940

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhouse perfectly situated near schools, shopping, and major highways for an easy commute. Pride of ownership is evident throughout with spacious living areas, a functional layout, and thoughtful updates. The finished lower level offers additional living space, while the 1-car garage provides convenience and storage. Set at the end of

  Donna Reese Keller Williams Hudson Valley

  33 Red Barn Ln, Middletown, NY 10940
• 

  

  /17

  $360,000

  • 4 Beds
  • 2 Baths
  • 1,796 Sq Ft

  24 Edinburgh Rd, Middletown, NY 10941

  Looking for something different? This spacious 4 bedroom 2 full bath contemporary raised ranch in the Town Of Wallkill just may be what you are looking for ! Open living room with cathedral ceilings & hardwood flooring. First floor primary bedroom & primary bath. Upper level has hardwood flooring through out with 3 bedrooms & a full bath. Family room on lower level. Rear deck overlooking your

  Ernie Acampora River Realty Services, Inc.

  24 Edinburgh Rd, Middletown, NY 10941
• 

  

  /3

  $380,000

  • 5 Beds
  • 3 Baths

  208 W Main St Unit 206, Port Jervis, NY 12771

  Exceptional 3-Family Investment Opportunity!Looking for a property with a prime location, convenient transportation, and exceptionally high returns? This 3-family home is your perfect match!Key Highlights:High Return Potential: Meticulously managed and optimized, this property offers significant rental income and consistent capital appreciation. Whether you plan to live in

  Zhiheng Tang Keller Williams Hudson Valley

  208 W Main St Unit 206, Port Jervis, NY 12771

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