Orange County NY Homes under $300,000

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  /9

  $250,000

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

  34 Poplar Ln, Middletown, NY 10941

  This well-maintained home offers comfort, space, and convenience in a desirable location close to shopping, dining, and public transportation. Step inside to find generously sized bedrooms with vaulted ceilings that create an open and airy feel. The rear bedroom features a private balcony—perfect for morning coffee or unwinding at the end of the day. A full basement provides ample storage space,

  

  John Olivero

  Keller Williams Realty

  (329) 210-4787

  34 Poplar Ln, Middletown, NY 10941
• 

  

  

  /18

  $249,999

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft

  215 Ruth Ct, Middletown, NY 10940

  One-Level Living at It's Finest – First Floor Condo in Middletown, NYWelcome to effortless living in this beautifully maintained first-floor condo, located in the heart of Middletown, NY. This spacious unit features brand new hardwood floors throughout, offering a warm and modern feel from the moment you step inside. The primary bedroom features a generous walk-in closet and a private

  

  Chativa Bowen

  Keller Williams Realty

  (329) 223-6211

  215 Ruth Ct, Middletown, NY 10940
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  /3

  $200,000

  • Land
  • 3.9 Acres
  • $51,282 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

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 609-0872

  31 Boulder Dr, Cornwall, NY 12518
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  /32

  $298,000 Open Thu 4:30PM - 6:30PM

  • 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 July 21st (not shown in pictures)Step out onto

  

  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
• 

  

  /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
  • 4.5 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
  • 1.6 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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  /50

  $294,000

  • 3 Beds
  • 1.5 Baths
  • 1,074 Sq Ft

  8 Coldenham Rd, Walden, NY 12586

  Welcome to this beautifully updated single-family home in the charming Village of Walden, Town of Montgomery! This move-in ready property features 3 bedrooms and 2 bathrooms, perfect for comfortable family living. The home has been freshly painted throughout and boasts brand new stove and refrigerator, also including a washer and dryer for added convenience.The well-designed layout offers

  Moshe Ekstein Master Realty Group Inc.

  8 Coldenham Rd, Walden, NY 12586
• 

  

  /23

  $269,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  39 Hillcrest Trail, Monroe, NY 10950

  Bright, open and spacious home on a DOUBLE LOT with a detached garage! At this price, it's certainly one of the best pieces of property in the community...cleared and level and functional for so many purposes. The interior has been well-maintained with many updates to mention. Enjoy two bedrooms PLUS an office/den area and lots of perks! New floors and NEW paint, NEW sliding back door, NEW well

  Layla Rose Boyles Century 21 Realty Center

  39 Hillcrest Trail, Monroe, NY 10950
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  /14

  $299,999 Open Wed 4PM - 6PM

  • 4 Beds
  • 2.5 Baths
  • 1,309 Sq Ft

  8 Fostoria St, Highland Falls, NY 10928

  Cute 4 bedroom, 3 bathroom home in need of some TLC. The basement has been freshly renovated, including a recently painted bonus room. A detached room with private entrance and full bathroom offers excellent rental potential or guest space. New interior doors installed, and the vinyl fence has been recently power washed. Parking area accommodates two vehicles. An additional unfinished front room

  MARIA FUERTES Redfin Real Estate

  8 Fostoria St, Highland Falls, NY 10928
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  /29

  $250,000

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  276 Temple Hill Rd Unit 1117, New Windsor, NY 12553

  Adorable & Inviting, this two bedroom "No Step" condo on the lower level offers the perfect blend of comfort & value! Thoughtfully maintained & move-in ready, it features a cozy layout with a brand new door with 1/2 moon decor, tiled entranceway that flows through the hall, kitchen & dining area & new vinyl plank flooring in the sundrenched Living Room. The Kitchen offers granite countertops,

  Barbara Zacchi William Raveis-New York, LLC

  276 Temple Hill Rd Unit 1117, New Windsor, NY 12553
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  /11

  $265,000

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  27 Fullerton Ave, Newburgh, NY 12550

  Don’t miss your chance to own this delightful and inviting 2-bedroom, 2-bathroom home that blends charm, comfort, and convenience! Whether you're hosting festive family gatherings or savoring peaceful mornings in a sun-drenched nook, this home is designed to make every moment feel special.Step inside to discover original hardwood floors, a bright and spacious living room, and a welcoming

  Yesenia Larios Howard Hanna Rand Realty

  27 Fullerton Ave, Newburgh, NY 12550
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  /12

  $300,000

  • 3 Beds
  • 1 Bath
  • 1,090 Sq Ft

  240 Spanktown Rd, Florida, NY 10921

  Great Opportunity to renovate this beautiful Ranch Style home located in the town of Warwick. This home features an open floor plan that includes Hardwood Floors, Living and Dining Rooms. Spacious Sun Drenched Family Room with sliders to a nice deck overlooking 1.2 acres of privacy and tranquility. Primary Bedroom with sitting room and an additional bedroom. Tiled main Bathroom. Full Walkout

  John Biasi Howard Hanna Rand Realty

  240 Spanktown Rd, Florida, NY 10921
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  /25

  $289,900

  • 2 Beds
  • 1 Bath
  • 1,388 Sq Ft

  17 Nott Place, Newburgh, NY 12550

  Tucked away on a dead-end street in the City of Newburgh, this charming 1930s two-bedroom bungalow is brimming with potential. Step inside to find timeless chestnut woodwork and hardwood floors. The layout offers a cozy living space and an inviting atmosphere. The attic offer potential for additional living space. Outside, a quaint backyard is perfect for gardening or relaxing, complete with a

  Patricia Sassi RE/MAX Benchmark Realty Group

  17 Nott Place, Newburgh, NY 12550
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  /23

  $295,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  106 Parr Meadow Dr Unit 1F, Newburgh, NY 12550

  Town of Newburgh, Marlboro Schools, IMMACULATE Townhouse has been lovingly renovated from top to bottom over the years. The same owner has occupied this home for 23 years and it is obvious how much care has been poured in to this space. Spacious townhouse in the quiet Parr Valley West Condominiums with a GARAGE + private laundry on lower level. Enjoy 3 levels of Living Space with your Walk-Out

  Lauren Racanelli RE/MAX Benchmark Realty Group

  106 Parr Meadow Dr Unit 1F, Newburgh, NY 12550
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  /12

  $269,900

  • 2 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  17 N Aspen Rd, Middletown, NY 10940

  This renovated 2-bedroom, 1.5-bath townhouse in Middletown offers a perfect blend of comfort and convenience! The inviting living room, filled with natural light, leads into a modern kitchen with brand-new stainless steel appliances and an adjacent washer/dryer setup. The dining room features a sliding door that opens up to a private fenced-in backyard—ideal for outdoor relaxation or

  Jonathon Lee Keller Williams Hudson Valley

  17 N Aspen Rd, Middletown, NY 10940
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  /22

  $249,500

  • 3 Beds
  • 1.5 Baths
  • 1,048 Sq Ft

  1605 Baldwin Ln Unit 16E, Newburgh, NY 12550

  Step into comfort and convenience in this 3-bedroom condo featuring an open floor plan perfect for both everyday living and entertaining. The unit boasts hardwood floors and a newly installed central air system . The primary bedroom includes a private half bathroom. There is a washer/dryer hook up in main bathroom and also a laundry room conveniently located in the complex. Located in the

  Lyra Blumenthal RE/MAX Benchmark Realty Group

  1605 Baldwin Ln Unit 16E, Newburgh, NY 12550
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  /14

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,535 Sq Ft

  105 Carson Ave, Newburgh, NY 12550

  Welcome to this classic 2-story Colonial located on a corner lot in the City of Newburgh. With 3 bedrooms and 1.5 bathrooms spread across 1,535 square feet, this home offers a spacious layout with room to grow.The property features a charming front porch and a covered back porch—perfect for enjoying the outdoors. The fenced yard wraps around the home and includes a storage shed for added

  Virginia Corbett eXp Realty

  105 Carson Ave, Newburgh, NY 12550
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  /39

  $250,000

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  26 Lexington Hill Unit 1, Harriman, NY 10926

  FULLY AVAILABLE! FIRST FLOOR and END UNIT !! This special condo is the one you have been waiting for! The easy access through patio or front door creates a perfect balance of easy living and privacy! Park steps away from your patio and enjoy this special double entry feature! Truly a rare opportunity awaits for the buyer looking to enjoy this wonderful condo with large open living room, gas

  Rose Daversa Hudson Valley Home Connection

  26 Lexington Hill Unit 1, Harriman, NY 10926
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  /20

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  242 1/2 W Main St, Middletown, NY 10940

  A/O 9/2. Cute meets Convenient! This 3 bedroom, 2 bath cape cod has a lovely backyard that extends beyond Monhagen Brook. It features a 1st floor bedroom and bathroom with additional bathroom on 2nd floor for 2 bedrooms. Original hardwood floors throughout. Feel like you are priced out of today's market? Turn this charmer into the adorable cape cod it's meant to be. Literally around the corner

  Sharon Reynolds Keller Williams Hudson Valley

  242 1/2 W Main St, Middletown, NY 10940
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  /16

  $265,000

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

  37 Clancy Ave, New Windsor, NY 12553

  THIS PROPERTY IS BEING SOLD AS IS !!! NEW ROOF INSTALLED ONE MONTH AGO. THE OWNER HAS LOVINGLY TAKEN CARE OF THE HOUSE AND ADDED HARD WOOD FLOORS, etc. THERE ARE SOME SMALL PROJECTS THAT NEED FINISHING, BUT NOTHING THAT'S OVERWHELMING. THE GARAGE CAN HOLD 2 CARS BUT HAS ONLY ONE LARGE DOOR FOR ENTRY. NEW DIGITAL THERMOSTAT INSTALLED AND ENTRY VESTIBULE HAS BEEN FINISHED. THE MAIN /

  Carlos Bermudez RE/MAX Benchmark Realty Group

  37 Clancy Ave, New Windsor, NY 12553
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  /17

  $260,000

  • 4 Beds
  • 1.5 Baths
  • 2,614 Sq Ft

  116 W Parmenter St, Newburgh, NY 12550

  Charming 4-Bedroom, 1-bath single-family home offering 1,254 sq feet of living space. This property features a comfortable layout and great potential for personalization. Conveniently located near local amenities, schools, and transportation. This house has a gated driveway for your car on the side of the house. This is a great opportunity for buyers and Investors looking to purchase a home.

  Tynisha Pinckney Clarke Realty & Associates LLC

  116 W Parmenter St, Newburgh, NY 12550
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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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  /32

  $268,900

  • 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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  /26

  $275,000

  • 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
• 

  

  /31

  $270,000

  • 4 Beds
  • 2 Baths
  • 1,612 Sq Ft

  1973 State Route 17k, Montgomery, NY 12549

  Storybook charmer brimming with potential!! Solid 1940s Cape Cod, set on a generous 1.4 acre lot, offers original hardwoods, a timeless stone facade and room to dream—whether you envision a cozy homestead or a modern refresh. Features include an eat-in kitchen, a cozy living room with stone fireplace and built-in cabinet, a large entryway, two bedrooms and full bath on first floor. Second

  Patricia Tompkins Weichert Realtors

  1973 State Route 17k, Montgomery, NY 12549
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  /25

  $279,000

  • 2 Beds
  • 1 Bath
  • 690 Sq Ft

  31 Paradise Hill, Cornwall, NY 12518

  Welcome to this recently renovated 2-bedroom, 1-bathroom cottage—a perfect escape for those seeking comfort, charm, and convenience in the heart of the Hudson Valley. Whether you're looking for a weekend retreat or a full-time residence, this cozy home offers a bright and inviting interior with abundant natural light, a fully equipped kitchen, and two generously sized bedrooms that promise rest

  Colin Seitz RE/MAX Benchmark Realty Group

  31 Paradise Hill, Cornwall, NY 12518
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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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  /26

  $274,900 Open Sat 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 1,024 Sq Ft

  18 Orrs Mills Rd, Salisbury Mills, NY 12577

  Welcome to 18 Orrs Mills Road — a charming 1800s cottage that beautifully blends historic character with modern updates! This delightful 2-bedroom home features classic details like original fireplaces with iron cranes, wide-plank wood floors, and exposed stone walls in the cozy living room. Thoughtfully updated with a newer kitchen, bathroom, porch, and roof, this unique home offers vintage

  Steve Vinti Weichert Realtors

  18 Orrs Mills Rd, Salisbury Mills, NY 12577
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  /34

  $260,000

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft

  1 River St, Port Jervis, NY 12771

  Price just reduced!!!! ROLLING ON THE RIVER!!! Location! Location Location! Use your Sweat Equity to make this the home of your Dreams!!!!! Rare Property adjacent to Delaware River West End Beach Park, Swimming, Rafting, Canoeing Boat Launch, Fishing. Just walk on down the Hill from this Home for Easy River Access. Very close to the little league baseball field as well as the ice cream shop!!

  Paul Hamilton Orange West Realty

  1 River St, Port Jervis, NY 12771
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  /2

  $276,000

  • 3 Beds
  • 1 Bath
  • 700 Sq Ft

  23 Stanton Trail, Monroe, NY 10950

  All Offers welcome to buy or rent this property. pls submit your offers asap best offer will be accepted asap.

  Qizhan Yao Realmart Realty LLC

  23 Stanton Trail, Monroe, NY 10950
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  /34

  $250,000 Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  100 Hillside Dr Unit C15, Middletown, NY 10941

  Charming 2-Bedroom, 2-Bathroom Home in a Gated Community – Excellent Goshen Schools!Spacious 2nd Floor Apartment – Great Amenities!This bright and inviting second-floor unit features 2 full bathrooms, wall-to-wall carpeting, and abundant closet space throughout. Enjoy relaxing on your private balcony, and take advantage of the convenience of an in-unit washer and dryer.The

  Regina Wittosch Howard Hanna Rand Realty

  100 Hillside Dr Unit C15, Middletown, NY 10941
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  /10

  $255,000

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft

  2323 State Route 207, Campbell Hall, NY 10916

  Welcome to Your Upstate NY Retreat. This clean modernized studio home comes with a sprawling 1.2 acres and a giant shed (for some upstate toys). The home was renovated and furnished with all stainless-steel appliances as well as hardwood flooring and concrete countertops. Home is ready for You located in the center of Orange County NY and only minutes from Woodbury Commons Shopping, Lego Land,

  Craig Pelsue Keller Williams Realty

  2323 State Route 207, Campbell Hall, NY 10916
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  /27

  $240,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  24 Lexington Hills Rd, Harriman, NY 10926

  Welcome home to this spacious 2-bedroom, 2-bath condominium offering stunning mountain views from your private deck. This unit is filled with natural light thanks to vaulted ceilings and skylights. The primary suite features a walk-in closet and full bath, while the open layout provides comfortable living and dining space. Enjoy the convenience of in-unit laundry and serene views. Perfectly

  Melissa Fogarty R2M Realty Inc

  24 Lexington Hills Rd, Harriman, NY 10926
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  /8

  $300,000

  • 2 Beds
  • 2 Baths
  • 1,210 Sq Ft

  1166 Maggie Rd Unit 9-2, Newburgh, NY 12550

  Welcome to Meadow Winds! This second-floor, corner-unit condo offers 2 bedrooms, 2 full bathrooms, cathedral ceilings and stunning Hudson Valley views from your private balcony. Hardwood floors flow through the living and dining rooms, hallway and kitchen, which is fully equipped with plenty of cabinet space. The home also features a convenient laundry room with shelf storage.The spacious master

  Celina Rofer Howard Hanna Rand Realty

  1166 Maggie Rd Unit 9-2, Newburgh, NY 12550
• 

  

  /18

  $225,000

  • 2 Beds
  • 2 Baths
  • 995 Sq Ft

  302 Concord Ln, Middletown, NY 10940

  Welcome to Buttonwood Hill Condominiums! This first-floor 2-bedroom, 2-bath unit offers easy living with a private feel. The open layout features a spacious living and dining area that flows to a walk-out patio overlooking the woods — the perfect spot for morning coffee or evening relaxation. The kitchen provides ample storage and workspace, while the primary suite includes a full bath and

  Windy Rosengart R2M Realty Inc

  302 Concord Ln, Middletown, NY 10940
• 

  

  /29

  $299,888

  • 5 Beds
  • 2 Baths
  • 1,952 Sq Ft

  23 City Terrace N Unit A, Newburgh, NY 12550

  Pride of ownership shows throughout this two family building! Both units are in good condition and the long term tenant is very happy with their accommodations. Owner gives a glowing report of on time monthly rent payment! The bottom unit has 2 Bedrooms,1 bath and the upstairs unit has 3 Bedrooms and 1 bath and is currently vacant for the choosing of your new tenant and deciding on the rent

  Tammy Odell John J Lease REALTORS Inc

  23 City Terrace N Unit A, Newburgh, NY 12550
• 

  

  /19

  $225,000

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft

  804 Parr Meadow Dr, Newburgh, NY 12550

  Welcome to this inviting 2-bedroom condo located in the Marlboro School District. This well-situated home offers both comfort and convenience, making it a fantastic opportunity for owners and investors alike. Step into the bright kitchen with access to your private balcony—perfect for morning coffee or evening relaxation while overlooking a peaceful yard with a stream running through it. The

  Patricia Lucey Picture It Sold, LLC

  804 Parr Meadow Dr, Newburgh, NY 12550

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