Orange County NY Homes under $400,000

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  $360,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  31 Clark Rd, Port Jervis, NY 12771

  Nature lovers, hikers and dreamers with a tool belt – this one’s calling your name! Nestled on just shy of 14 wooded acres in the quiet countryside of Greenville, this two bedroom ranch is ready for someone with imagination. This home offer is so much potential! If you’ve been dreaming of a private homestead, a mini farm or simply a peaceful place to escape the noise of everyday life, this

  Patricia Sassi RE/MAX Benchmark Realty Group

  31 Clark Rd, Port Jervis, NY 12771
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  /46

  $398,500

  • 5 Beds
  • 3 Baths
  • 2,400 Sq Ft

  17 Brooklyn St, Port Jervis, NY 12771

  Welcome to effortless living in this stunning brand new 2,400 square foot ranch that offers space, style, and comfort throughout. With five bedrooms and three full bathrooms, this beautifully designed home provides room for everyone while maintaining a warm and inviting feel from the moment you step inside.The main living area is bright and open, highlighted by gorgeous flooring that flows

  Frank Muccari Cronin & Company Real Estate

  17 Brooklyn St, Port Jervis, NY 12771
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  /49

  $310,000 Open Sat 12PM - 2PM

  • 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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  /40

  $315,000

  • 5 Beds
  • 1 Bath
  • 2,029 Sq Ft

  36 Liberty St, Newburgh, NY 12550

  Located in the Washington Heights section of Newburgh, just moments from Water Street, this five bedroom property presents a rare opportunity to own in one of the city’s steadily revitalizing neighborhoods. Washington Heights continues to benefit from private reinvestment, restored properties, and the broader growth surrounding Newburgh’s waterfront, dining scene, arts community, and commuter

  Anesha Nesbitt eXp Realty

  36 Liberty St, Newburgh, NY 12550
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  /20

  $360,000

  • 3 Beds
  • 1.5 Baths
  • 1,460 Sq Ft

  4 Maple Ln, Monroe, NY 10950

  If you possess talent and intelligence, this is your moment! Attention First time homebuyers and astute investors! Seize this opportunity to improve this charming Fixer upper home. With a little tender loving care, it can be wonderful once more. Situated in a fantastic area, with all amenities nearby. With some effort you can enjoy the benefits forever!

  Joseph Rosenfeld Flag Realty Group

  4 Maple Ln, Monroe, NY 10950
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  /30

  $365,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  28 Wileman Ave, Walden, NY 12586

  Beautifully Maintained Village Brick Ranch on nearly 1/2 acre of land with Walk-Out Basement! Welcome to this well-kept brick ranch offering over 1,000 square feet of comfortable one-level living on the main level in the heart of Walden. This 3-bedroom, 1-bath home has been thoughtfully updated while maintaining its classic charm. The home features stainless steel appliances, adding a modern

  Shpresa Camaj Real Broker NY LLC

  28 Wileman Ave, Walden, NY 12586
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  /41

  $319,000

  • 2 Beds
  • 1 Bath
  • 876 Sq Ft

  15 Herbst Dr, Monroe, NY 10950

  Welcome home to 15 Herbst Drive—where comfort, style, and serenity come together at the end of a quiet cul-de-sac in Orchard Lake Park. Step into a sun-filled living room highlighted by a large picture window, vinyl plank flooring, and a brick hearth with an electric stove. The eat-in kitchen is both beautiful and functional, featuring custom ceramic tile floors with radiant heat, modern

  Steven Wing Howard Hanna Rand Realty

  15 Herbst Dr, Monroe, NY 10950
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  /13

  $360,000

  • 4 Beds
  • 2 Baths
  • 403 Sq Ft

  2400 County Road 21 Unit 1, Orange, NY 14891

  A rare investment opportunity in the heart of the Finger Lakes! Set on 5 scenic acres just minutes from downtown Watkins Glen and close to the world-famous Watkins Glen International, this unique property features two charming cabins offering flexibility for short-term rentals or a private getaway compound. Each cabin offers 2 bedrooms, 1 full bathroom, and a spacious loft area—perfect for

  Tiffany Bechtold Warren Real Estate of Ithaca Inc. (Downtown)

  2400 County Road 21 Unit 1, Orange, NY 14891
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  /28

  $368,000

  • 1 Bed
  • 1 Bath
  • 726 Sq Ft

  6 Deer Trail N, Greenwood Lake, NY 10925

  CASH ONLY, AS-IS. Serene Lakeside Retreat in Greenwood Lake! Nestled in the sought-after Indian Park community, this beautifully renovated 1-bedroom, 1-bath home with bonus seating area offers the perfect blend of modern comfort and lakeside charm.Inside, soaring wood-beam ceilings and abundant natural light enhance the open floor plan. The living room flows seamlessly into the updated

  Jeaneth Pino-Bartchak RE/MAX Benchmark Realty Group

  6 Deer Trail N, Greenwood Lake, NY 10925
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  /34

  $310,000

  • 3 Beds
  • 1.5 Baths
  • 1,420 Sq Ft

  204 Country Club Dr, Maybrook, NY 12543

  Well-maintained and move-in ready 3-bedroom, 1.5-bath townhome in Maybrook, located in the desirable Valley Central School District. This updated unit offers a spacious kitchen with ample cabinetry and prep space, a separate dining room perfect for entertaining, and a bright living area featuring a cozy fireplace. Laundry is conveniently located in the unit. Enjoy outdoor living with both fenced

  Soleil Jackman Howard Hanna Rand Realty

  204 Country Club Dr, Maybrook, NY 12543
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  /11

  $324,900

  • 5 Beds
  • 2 Baths
  • 2,490 Sq Ft

  115 William St, Newburgh, NY 12550

  This is a great legal two family investment property large back yard fenced in. All minor repairs have been done. Noo violations or open permits. First floor has one bedrooms. Second floor has four bedrooms. This is a great value in this market.. Call to see this today. Access,,, Keys are in the listing office for entry after accepted showing. Call for access to Keys after confirmation. More

  Patrick Casilli John J Lease REALTORS Inc

  115 William St, Newburgh, NY 12550
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  /31

  $395,000

  • 4 Beds
  • 1 Bath
  • 1,132 Sq Ft

  13 Whippoorwill Trail, Monroe, NY 10950

  Your dream home in the cozy Mountain Lodge is here! Come see this beautiful, well kept home in the well sought after Monroe, with Washingtonville schools! Brand new roof! outdoor decking is new, bathroom is new! Call today for a viewing.

  Joel Ayala HomeSmart Homes & Estates

  13 Whippoorwill Trail, Monroe, NY 10950
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  /29

  $344,999

  • 2 Beds
  • 2 Baths
  • 2,028 Sq Ft

  476 Coldenham Rd, Walden, NY 12586

  4+ CAR GARAGE PARKING! Don’t miss this well-maintained 2-bedroom, 2-full-bath Cape Cod-style home located in the Town of Montgomery, just three miles from the Village of Walden. Enjoy convenient access to local restaurants, shopping, Walden Community Park, the Wallkill Rail Trail, and major commuting routes including Interstate 84. The main level offers a bright, open floor plan featuring an

  Richard Baxter Keller Williams Realty

  476 Coldenham Rd, Walden, NY 12586
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  /26

  $335,000

  • 3 Beds
  • 1 Bath
  • 914 Sq Ft

  55 Hulse Ave, Middletown, NY 10940

  Cute as a Button! Town of Wallkill now offers this starter home that can turn into that turn-key investment property that you’ve been searching for. Look no further as you have found it! An enclosed porch leads you into a living room followed by an eat-in kitchen that has been fully remodeled and equipped with fresh out the box stainless steel appliances, granite counters and backsplash. New

  Sandra Arnez Keller Williams Hudson Valley

  55 Hulse Ave, Middletown, NY 10940
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  /35

  $390,000

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft

  33 E Crossman Ave, Monroe, NY 10950

  Discover 33 E Crossman Avenue! A charming 2-bedroom, 1-bath ranch nestled on a serene 0.38-acre lot in the Village of Monroe. This cozy 700 sq. ft. retreat blends comfort and potential, perfect as a starter home, weekend escape, or investment property. Set in a peaceful, park-like setting with partial woods and seasonal water views, this home offers lake access and timeless character with key

  Kewin Garabito eXp Realty

  33 E Crossman Ave, Monroe, NY 10950
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  /16

  $337,000

  • 3 Beds
  • 1.5 Baths
  • 1,530 Sq Ft

  276 Temple Hill Rd Unit 2808, New Windsor, NY 12553

  Welcome Home to this beautiful 3 bedroom, 1.5 bath end unit! Next to new everything! Washer and dryer in unit, storage, deck and so much more! Make an appointment today to check it out!

  Kelly Roebuck Curasi Realty, Inc.

  276 Temple Hill Rd Unit 2808, New Windsor, NY 12553
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  /39

  $319,900

  • 3 Beds
  • 2.5 Baths
  • 1,320 Sq Ft

  607 Mountain Laurel Dr, Monroe, NY 10950

  Monroe-Woodbury Schools Townhouse with Low Taxes — Zoned for highly sought-after Pine Tree & Sapphire Elementary Schools. Step into this inviting 3-bedroom, 2.5-bath townhouse in the desirable Windridge community where space, light, and thoughtful updates come together. The spacious living room showcases younger laminate flooring that looks beautiful and cleans like a dream, while front-facing

  Rosalie Cook Weichert Realtors

  607 Mountain Laurel Dr, Monroe, NY 10950
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  /15

  $330,000

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft

  305 Gazebo Ct, New Windsor, NY 12553

  This beautifully maintained 2 bedroom, 2 full bath ground-floor condo offers comfort, convenience, and thoughtful updates throughout. Enter inside to an open and airy floor plan featuring a cozy gas fireplace that anchors the living space—perfect for relaxing evenings at home.The spacious kitchen flows seamlessly into the dining and living areas, making entertaining effortless. Enjoy the

  Brittany Barry HV Premier Properties Realty

  305 Gazebo Ct, New Windsor, NY 12553
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  /20

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,791 Sq Ft

  48 Orchard Lake Dr, Monroe, NY 10950

  Bright and well maintained home offering comfortable living space with a practical layout that feels open and easy to enjoy. Features inviting living areas, nicely sized bedrooms, and a warm, airy feel across the home.. The outdoor space adds extra room to relax or entertain, making this a solid option for everyday living or long term value. Conveniently located near local amenities, shopping,

  Lazar Schvimmer Blooming Realty

  48 Orchard Lake Dr, Monroe, NY 10950
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  /36

  $355,000

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

  37 Aldo Ct, Monroe, NY 10950

  This unit is conveniently located on the first floor with a ramp for easy access. Experience the ease of single-level living in this home featuring generous rooms, plentiful natural light, and an open floor plan that’s ideal for both relaxation and entertaining. Step through the inviting entryway into a spacious, sun-filled living and dining area that radiates warmth and charm. The kitchen offers

  Donna Gennaro Howard Hanna Rand Realty

  37 Aldo Ct, Monroe, NY 10950
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  /31

  $360,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  97 Maple St, Newburgh, NY 12550

  The Ultimate Newburgh Sanctuary | Renovated Stucco Colonial | Sold As-Is Step into a residence where the timeless elegance of 1920s architecture meets the sophisticated, high-end modern updates today’s most discerning buyers demand. Nestled on a quiet, tree-lined street in an established residential neighborhood, this impeccably maintained Stucco Colonial offers a perfect balance of style,

  Jeffrey Morrissey Epique Realty

  97 Maple St, Newburgh, NY 12550
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  /6

  $300,000

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft

  52 Deer Trail S, Greenwood Lake, NY 10925

  Located on a quiet street in the Upper Greenwood Lake community, this 1,064 sq. ft. single-family home offers a solid structure and a layout with significant potential. The upper level features two bedrooms and a full bath, while the main floor includes a kitchen, living room, and an extended living space with a wood-burning stove and large windows overlooking the lake. Please note that the

  Jennifer Calbert Keller Williams Realty

  52 Deer Trail S, Greenwood Lake, NY 10925
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  /47

  $300,000

  • 4 Beds
  • 2 Baths
  • 1,876 Sq Ft

  47 Ulster Ave, Walden, NY 12586

  CALLING ALL INVESTORS AND OWNER OCCUPIERS! 1st Floor is a 1-bedroom with a eat-in kitchen, living room, family room and full bathroom. 2nd floor offers 3-bedrooms full bathroom and eat-in kitchen. This home also features a walk-up attic on the 2nd floor, Newer electrical service with 3 meters to also include the owners meter, natural gas available but need to be connected, newer hot water heater

  David Aurigemma Regency Real Estate

  47 Ulster Ave, Walden, NY 12586
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  /29

  $300,000

  • 4 Beds
  • 2 Baths
  • 1,666 Sq Ft

  2 Ascension Trail, Monroe, NY 10950

  Cute 4-bedroom, 2-bath ranch in Mountain Lodge Park now available! Ideally located just two blocks from Schunemunk State Park, offering nearby hiking trails and scenic vistas. The main level features three bedrooms and a full bath, along with a bright living room, kitchen, and sunroom. A stackable washer/dryer can be conveniently accommodated in the kitchen. The walk-out lower level adds

  Thomas Lawrenson Howard Hanna Rand Realty

  2 Ascension Trail, Monroe, NY 10950
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  /17

  $349,900

  • 2 Beds
  • 1 Bath
  • 1,387 Sq Ft

  26 St Georges Ave, Monroe, NY 10950

  Welcome to 26 St. Georges Avenue, a cozy and inviting 2-bedroom, 1-bath ranch-style home nestled in a quaint Monroe neighborhood. This well-laid-out home offers comfortable single-level living and is perfect for those seeking simplicity and convenience. Enjoy being just minutes from beautiful local lakes, ideal for outdoor recreation and relaxation. The surrounding neighborhood offers a peaceful,

  Elizabeth Muniz Howard Hanna Rand Realty

  26 St Georges Ave, Monroe, NY 10950
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  /34

  $375,000

  • 4 Beds
  • 3.5 Baths
  • 3,658 Sq Ft

  102 W Wiley St, Maybrook, NY 12543

  We are proud to offer an amazing opportunity to restore the historic 1912 Colonial located at 102 W Wiley Street in Maybrook. This remarkable home, built entirely from redwood shipped from the West Coast, boasts incredible structural integrity and timeless architectural details. The house features 4 bedrooms, 4 bathrooms, and a total of 12 rooms. One section of the house was formerly used as a

  Aron Ungar eRealty Advisors, Inc

  102 W Wiley St, Maybrook, NY 12543
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  /18

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  103 N Pierpont Ave, Newburgh, NY 12550

  Welcome to 103 N Pierpont Avenue, a thoughtfully renovated Cape Cod gem in the heart of Newburgh. This 2-bedroom, 2-bath home spans 1,040 sq ft and offers a perfect blend of modern upgrades and timeless charm. Step inside to a bright, open layout with sleek new flooring and fresh paint throughout. The large, fully renovated kitchen features custom cabinetry, quartz countertops, stainless steel

  Arya Rabinovits eRealty Advisors, Inc

  103 N Pierpont Ave, Newburgh, NY 12550
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  /49

  $339,000

  • 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. Adjacent to

  Moshe Ekstein eRealty Advisors, Inc

  31 State St, Otisville, NY 10963
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  /3

  $320,000

  • Land
  • 2.87 Acres
  • $111,498 per Acre

  0 Moores Hill Rd Unit KEY942803, New Windsor, NY 12553

  .This is the first time this land is offered, and it is in the Cornwall School District. Excellent new construction opportunity. This 2.9-acre lot offers a scenic view of Brown’s Pond, a quiet .3-mile reservoir providing a peaceful setting and attractive backdrop for a custom home. Boating is not permitted, preserving the natural views and tranquility. The parcel provides generous buildable area

  Deborah Warner Keller Williams Valley Realty

  0 Moores Hill Rd Unit KEY942803, New Windsor, NY 12553
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  /29

  $319,900

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  11 Blueberry Hill, Greenwood Lake, NY 10925

  Enjoy lake access and seasonal views of Greenwood Lake. This recently renovated home features an open floor plan with soaring vaulted ceilings. The updated kitchen offers custom cabinets, granite countertops, ceiling-height tiled backsplash, and stainless steel appliances. The dining area includes a wall of windows that seamlessly connects to the kitchen. Two bright bedrooms filled with natural

  Jeanmarie Valentin HomeSmart Homes & Estates

  11 Blueberry Hill, Greenwood Lake, NY 10925
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  /17

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,312 Sq Ft

  60 W Jeanibo Rd, Monroe, NY 10950

  One-floor living at its finest! This beautifully renovated 3-bedroom, 1-bath home has been completely updated inside and out and is truly move-in ready. The home is filled with abundant natural light, creating a warm and inviting atmosphere throughout. Exterior improvements include a brand-new roof, new vinyl siding, and new windows. Inside, you’ll find a stunning high-end kitchen featuring

  Kelly Beary Keller Williams Realty

  60 W Jeanibo Rd, Monroe, NY 10950
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  /12

  $300,000

  • 2 Beds
  • 1 Bath
  • 810 Sq Ft

  5 Main Dr, Greenwood Lake, NY 10925

  Welcome to 5 Main Drive, Greenwood Lake, a charming mountain retreat offering exceptional potential for investors, weekend use, or Airbnb income. This 2-bedroom, 1-bath home is set on a desirable corner lot and features a fully fenced, oversized backyard with breathtaking mountain views and a peaceful stream located at the end of the property, creating a serene and private setting. A large deck

  Michelle Sparks Keller Williams Realty

  5 Main Dr, Greenwood Lake, NY 10925
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  /32

  $325,000

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

  25 Moore Ln, Washingtonville, NY 10992

  Welcome to Washingtonville, where the charm of the Hudson Valley awaits you. We invite you to make this freshly painted condominium your new home.This spacious & sunny unit offers excellent convenience, located within walking distance of the historic Moffat Library, local shops, banking, and dining. Enjoy outdoor activities like walking and biking on the Heritage Trail or tour the historic

  Audrey Robinson Howard Hanna Rand Realty

  25 Moore Ln, Washingtonville, NY 10992
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  /8

  $310,000

  • 2 Beds
  • 1 Bath
  • 1,384 Sq Ft

  50 Schneider Ave, Highland Falls, NY 10928

  Welcome to 50 Schneider Avenue in the heart of Highland Falls! This well-maintained 2-bedroom, 1-bath home offers a bright kitchen with high ceilings and recessed lighting throughout, creating an open and inviting atmosphere. Recent updates include a roof and hot water heater both under 5 years old, providing added peace of mind for the next owner. Conveniently located near West Point, Bear

  Ramanjit Dhanoa eXp Realty

  50 Schneider Ave, Highland Falls, NY 10928
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  /28

  $320,000

  • 2 Beds
  • 1 Bath
  • 885 Sq Ft

  34 Lake St, Highland Falls, NY 10928

  Village brick ranch captures the essence of Hudson Valley living with its blend of character, convenience, and historic surroundings! Just minutes from the United States Military Academy at West Point and the scenic Hudson River, this charming home features an eat-in kitchen, generous living room, two spacious bedrooms, and full bath. Beautiful hardwood floors and original woodwork throughout.

  Patricia Tompkins Weichert Realtors

  34 Lake St, Highland Falls, NY 10928
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  /23

  $349,000

  • 2 Beds
  • 1.5 Baths
  • 1,115 Sq Ft

  14 Kensington Way, Middletown, NY 10940

  Welcome to this beautifully renovated townhouse-style condo offering 2 bedrooms and 1.5 bathrooms. The bright, open-concept kitchen features brand-new appliances and flows seamlessly into a spacious living room filled with natural light from the sliding glass doors. Step outside to a private backyard patio—perfect for relaxing or entertaining. Upstairs, you’ll find two well-designed bedrooms,

  Xiaohui Cui Keller Williams Hudson Valley

  14 Kensington Way, Middletown, NY 10940
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  /24

  $319,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  302 Lake Rd, Salisbury Mills, NY 12577

  Step inside to find brand-new everything—flooring, siding, windows, electric panel, appliances, kitchen... you get the idea! This home may be cozy in size, but every inch has been thoughtfully updated so you can move right in and enjoy hassle-free living. Out back, a completely rebuilt deck overlooks your 1.3 acres, offering the perfect place to relax, entertain, or simply take in the peace and

  Nicole Gold RE/MAX Benchmark Realty Group

  302 Lake Rd, Salisbury Mills, NY 12577
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  /7

  $349,000

  • 1 Bed
  • 1.5 Baths
  • 528 Sq Ft

  15 Park Ave, Monroe, NY 10950

  Welcome to 15 Park Ave, a fantastic opportunity in the heart of Monroe, NY. Ideally situated just steps from local shopping, transportation, and the amenities of the surrounding communities, including close proximity to the rapidly growing area of Kiryas Yoel, this property offers unmatched convenience and high demand. This home features a spacious layout with generous living areas, making it

  Lazar Schvimmer Blooming Realty

  15 Park Ave, Monroe, NY 10950
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  /28

  $305,000

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

  3917 Whispering Hills, Chester, NY 10918

  Welcome to Whispering Hills! This beautifully maintained home features a galley kitchen with stainless steel appliances and a convenient in-unit washer and dryer. The first level offers a stylish half bath and well-kept flooring throughout the kitchen, dining room, and living room. Enjoy cozy evenings by the fireplace, and extend your living space outdoors on the private patio. Upstairs, you’ll

  Jie Liu Keller Williams Hudson Valley

  3917 Whispering Hills, Chester, NY 10918
• 

  

  /22

  $350,000

  • 3 Beds
  • 1 Bath
  • 892 Sq Ft

  91 Mountain Ave, Middletown, NY 10940

  Looking for one-story living in a private dead end street, look no further as you have found it! Beautiful hardwood floors welcome you into a living room with plenty of window light followed by an eat-in kitchen that has been fully equipped with gorgeous stainless steel appliances, new counters and plenty of cabinet space. Three spacious bedrooms with plenty of closet space and a beautiful tiled

  Sandra Arnez Keller Williams Hudson Valley

  91 Mountain Ave, Middletown, NY 10940

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