Orange County NY Homes under $500,000

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  /31

  $409,900

  • 3 Beds
  • 2.5 Baths
  • 1,554 Sq Ft

  1 Ridge Ave, Port Jervis, NY 12771

  Beautiful New Construction Contemporary – This 3-bedroom home offers modern design with a welcoming covered front porch, set in a sought-after neighborhood close to downtown shops, dining, parks, and convenient public transportation for an easy commute. Enjoy nearby outdoor recreation along the Delaware River with fishing, rafting, and kayaking just minutes away. Inside, the spacious floor plan

  

  Chris Ogden

  Realty Promotions Inc

  (845) 203-6268

  1 Ridge Ave, Port Jervis, NY 12771
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  /6

  $450,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,882 Sq Ft

  5 Roggia Rd, Chester, NY 10918

  Welcome to this spacious and versatile home nestled in the desirable town of Chester. Offering an abundance of living space, this property is ideal for those seeking comfort, flexibility, and room to grow. The home features a functional layout with generously sized bedrooms, a bright and inviting living area, and a well-appointed kitchen designed for everyday living and entertaining. Enjoy the

  

  Nazma Sooknanan

  Nazma Real Estate LLC

  (845) 606-3972

  5 Roggia Rd, Chester, NY 10918
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  /48

  $483,900

  • 3 Beds
  • 3.5 Baths
  • 2,521 Sq Ft

  53 Cornwall Ln, Middletown, NY 10940

  Beautifully renovated 3-bedroom, 3.5-bathroom townhouse with a 2-car garage, located in the highly desirable Woodside Knolls community. This spacious home offers modern updates throughout, providing comfort, style, and functionality for today’s living. Conveniently situated just minutes from the Garnet Health Medical Center, Galleria Mall, Metro-North, shops, supermarkets, and major highways,

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 217-0628

  53 Cornwall Ln, Middletown, NY 10940
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  /42

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,693 Sq Ft

  243 Union St, Montgomery, NY 12549

  Charming Corner Ranch in the Heart of Montgomery Village Welcome to this beautifully updated and maintained corner ranch in the desirable Village of Montgomery! This move-in ready home features 3 spacious bedrooms and 2 fully updated bathrooms. The modern kitchen is a chef’s delight, complete with sleek granite countertops, stainless steel appliances, and fresh paint throughout. Step outside to

  

  Joy Gallagher

  Weichert Realtors

  (845) 407-8809

  243 Union St, Montgomery, NY 12549
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  /38

  $437,000

  • 2 Beds
  • 1 Bath
  • 1,017 Sq Ft

  74 Onderdonk Rd, Warwick, NY 10990

  .

  

  Tiffany Megna

  RE/MAX Town & Country

  (845) 640-3592

  74 Onderdonk Rd, Warwick, NY 10990
• 

  

  /48

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,137 Sq Ft

  26 Sunrise Heights, Goshen, NY 10924

  Charming Two-Bedroom Ranch in the Heart of Goshen, NY! Welcome to this delightful Ranch-style home nestled on a semi-wooded hillside lot in sought-after Goshen, New York. Filled with character and warmth, this home offers beautiful hardwood floors throughout, a walk-up attic for added storage or flex space, and a layout that perfectly balances comfort and functionality.Step inside through the

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (329) 212-0517

  26 Sunrise Heights, Goshen, NY 10924
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  /46

  $489,000

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft

  59 Woodside Knolls Dr, Middletown, NY 10940

  Welcome home to this impeccably maintained, tri-level townhouse nestled in the heart of the scenic Hudson Valley. Boasting over 2,400 sq. ft. of modern living space, this home features 9' ceilings, gleaming hardwood floors, and an open layout. The kitchen shines with countertops, stainless steel appliances, and a charming breakfast area. Retreat to the spacious primary suite with a walk-in closet

  

  Donna Reese

  Keller Williams Hudson Valley

  (329) 209-9797

  59 Woodside Knolls Dr, Middletown, NY 10940
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  /40

  $429,900

  • 3 Beds
  • 1 Bath
  • 1,655 Sq Ft

  5003 Searsville Rd, Pine Bush, NY 12566

  Your search for space and privacy ends here. Welcome to this charming 3 to 4 bedroom, 1 bathroom home on a sprawling 0.87 acre lot. Inside this warm and inviting home you'll find a wood-burning stove that definitely keeps heating cost down during cold winter nights. Step outside to your personal retreat where you can enjoy the peaceful view of the Dwaar Kill from your own rear deck. You'll also

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 403-1392

  5003 Searsville Rd, Pine Bush, NY 12566
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  /44

  $475,000

  • 3 Beds
  • 3 Baths
  • 2,074 Sq Ft

  57 Boorman Rd, Middletown, NY 10940

  This nicely renovated Dutch Colonial is located on 5+ acres surrounded by mature trees just minutes from Middletown and in Minisink schools. Renovated kitchen has Quartz counters, ceramic tile floor, subway tile back splash, new cabinets and stainless appliances. Wood stove for additional source of heat, first floor full bath and livingroom, diningroom with wood floors rounds out the first floor.

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (329) 212-0455

  57 Boorman Rd, Middletown, NY 10940
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  /22

  $469,000

  • 3 Beds
  • 2 Baths
  • 2,056 Sq Ft

  171 High Barney Rd, Middletown, NY 10940

  Welcome to 171 High Barney a charming three-bedroom, two-bath home tucked away on a quiet dead-end street just before the cul-de-sac. This inviting property offers a bright, cozy living room and a modern kitchen equipped with stainless steel appliances, quartz countertops, and plenty of cabinet space. The lower level features a spacious family room along with bonus space ideal for a home office,

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (329) 201-4415

  171 High Barney Rd, Middletown, NY 10940
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  /18

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 1,714 Sq Ft

  1 High St, Port Jervis, NY 12771

  Charming new construction A-Frame with Modern Comforts. Welcome home to this stunning 3-bedroom, 2.5-bath A-frame residence, where cozy character meets modern convenience. Designed with an open-concept layout, the main level features a bright and airy living and dining room combination, highlighted by a warm fireplace that creates the perfect gathering space. The well-appointed kitchen with

  

  Chris Ogden

  Realty Promotions Inc

  (845) 851-0574

  1 High St, Port Jervis, NY 12771
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  /9

  $499,900

  • Land
  • 40.2 Acres
  • $12,435 per Acre

  Lot 69.31 Liberty Corners Rd, Warwick, NY 10969

  Absolutely Beautiful Land, level to rolling hills with Gorgeous views on this 40 Acre Parcel. Would be perfect for a residential subdivision, farm enthusiast, grow crops, build your dream farmhouse, build a barn brewery, establish a vineyard, have a solar farm, do some aqua farming in the charming pond. So many possibilities! On the New York New Jersey Border only 90 minutes NYC. Your dream

  

  Donna Geba

  Century 21 Geba Realty

  (845) 498-0445

  Lot 69.31 Liberty Corners Rd, Warwick, NY 10969
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  /28

  $405,000

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

  9 Hill View Rd, New Windsor, NY 12553

  Located in the desirable Washingtonville School District, this charming 3-bedroom, 1.5-bath ranch perfectly sits on a quiet dead-end street and just steps from Beaver Dam Lake in New Windsor. This sun-drenched home offers effortless single-level living with an open-concept layout and stylish finishes, including oak cabinetry, granite-topped islands, and durable flooring throughout. Recent

  Neeta Gupta Redfin Real Estate

  9 Hill View Rd, New Windsor, NY 12553
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  /41

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  9 Sunrise Terrace, New Windsor, NY 12553

  This thoughtfully updated home offers beautiful river views from the upper level and a flexible layout designed for everyday comfort and entertaining. The partially finished basement features brand-new flooring and includes a unique bar/library space, along with abundant storage both below and in the attic. Generous room sizes throughout include large bedrooms, a bright sunroom, and an additional

  Roita Roa Redfin Real Estate

  9 Sunrise Terrace, New Windsor, NY 12553
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  /6

  $499,000

  • Land
  • 7.8 Acres
  • $63,974 per Acre

  TBD Kiernan Rd, Hamptonburgh, NY 10916

  Situated on Kiernan Road in Hamptonburgh, this 7.8-acre parcel offers an exceptional opportunity to create a private custom homesite in a peaceful, scenic setting on a dead end road within the highly regarded Goshen Central School District. Featuring approximately 402 feet of road frontage and a desirable rectangular layout, the property provides excellent access and flexibility for site

  Jason McGovern Keller Williams Hudson Valley

  TBD Kiernan Rd, Hamptonburgh, NY 10916
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  /20

  $469,000

  • 3 Beds
  • 1.5 Baths
  • 1,922 Sq Ft

  65 Hy Vue Dr, Newburgh, NY 12550

  Charming multip-split level home offers 1,922 sq ft of thoughtfully designed living space across staggered floor levels connected by short sets of stairs. The property features heating with five zones for customizable comfort and energy savings, plus a central HVAC system with backup heating. Solar Power is owned. 200A electrical service was upgraded in 2021, and configured for easy transfer to a

  Jonathan Minerick HomeCoin.com

  65 Hy Vue Dr, Newburgh, NY 12550
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  /46

  $489,999

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

  10 Cyprus Dr, Middletown, NY 10940

  Welcome to 10 Cyprus at Wildflowers at Wallkill, where comfort, style, and easy living come together in one beautiful home. This meticulously maintained 2-bedroom, 2 full bath residence offers the convenience of single-level living with a bright, open-concept layout designed for both everyday living and effortless entertaining. Sunlight pours through oversized windows, filling the space with

  Hilary Ryan Goldman Howard Hanna Rand Realty

  10 Cyprus Dr, Middletown, NY 10940
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  /26

  $400,000

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

  64 Wait St, Walden, NY 12586

  As you step inside this two story home, you'll be greeted by a welcoming foyer that leads you into the main living area. The first floor features a well-designed floor plan that includes a comfortable living room, perfect for relaxation and gathering with friends and family. The large windows allow natural light to fill the space, creating a bright and inviting atmosphere. The adjacent kitchen

  Jeanette Santory Howard Hanna Rand Realty

  64 Wait St, Walden, NY 12586
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  /47

  $475,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,781 Sq Ft

  59 Meadow View Dr, Middletown, NY 10940

  This beautiful 3 bed 2 1/2 bath townhome is nestled in the heart of Middletown with so much to offer and just minutes from transportation to and from NYC. Upon entering you'll find beautiful hardwood floors throughout the first floor. An open floor plan including a sun drenched living room with a full glass door leading to a very spacious deck for outdoor grilling and relaxation. Just opposite

  Kevin Grier Keller Williams Hudson Valley

  59 Meadow View Dr, Middletown, NY 10940
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  /26

  $489,900

  • 3 Beds
  • 3 Baths
  • 1,894 Sq Ft

  155 Mill St, Wallkill, NY 12589

  Welcome to this alluring split-level home nestled on nearly an acre in Wallkill. Offering the perfect blend of comfort and space, this well-maintained property features 3 bedrooms, 1 full bath, and 2 convenient half baths—ideal for both everyday living and entertaining. Recent updates include a brand-new roof, along with refreshed paint, updated flooring, and windows that give the home a clean,

  Christina Biagini Weichert Realtors

  155 Mill St, Wallkill, NY 12589
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  /28

  $500,000

  • 3 Beds
  • 2 Baths
  • 2,688 Sq Ft

  5 N Hudson St Unit N, Chester, NY 10918

  3 bedroom 2 bath contemporary home tucked away on a quiet street. Modern renovation already started, put your finishing touches on it. Home sold as is. Open concept living, spacious kitchen, private primary suite on 2nd floor with 2 additional bedrooms on 1st floor. Peaceful setting and still close to all amenities. 1,000 sq ft 2 car detached garage.

  Bernadette Corrigan Keller Williams Realty

  5 N Hudson St Unit N, Chester, NY 10918
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  /38

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,312 Sq Ft

  23 Snow St, Bloomingburg, NY 12721

  Welcome to your private oasis in the heart of the Pine Bush School District! This impeccably maintained 1993 bi-level sits on 2 sprawling acres at the end of a quiet, peaceful street, offering the perfect blend of modern updates and country serenity. The heart of the home is the updated kitchen, featuring sleek granite countertops, a functional center island, and stainless steel appliances. The

  William Cronin Cronin & Company Real Estate

  23 Snow St, Bloomingburg, NY 12721
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  /35

  $425,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,580 Sq Ft

  708 Tower Ave, Maybrook, NY 12543

  Step into a home that truly stands apart. This one-of-a-kind Colonial within the Valley Central School District offers the perfect blend of space, flexibility, and charm with 4 bedrooms and 2 full baths and mother / daughter potential. From the moment you arrive, you’ll appreciate the extended driveway leading to a large detached 2-car garage, providing ample parking for guests and everyday

  Ronald Green KW MidHudson

  708 Tower Ave, Maybrook, NY 12543
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  /26

  $449,999

  • 3 Beds
  • 2.5 Baths
  • 1,673 Sq Ft

  601 Crab Apple Ln, New Windsor, NY 12553

  Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom townhouse nestled in the heart of New Windsor. This spacious home offers the perfect blend of comfort and convenience, featuring an open-concept layout ideal for both everyday living and entertaining. The main level boasts a bright, airy living room, a modern kitchen with ample cabinetry, and a dining area that flows seamlessly to a

  Onyinyechi Ekpecham Keller Williams Realty NYC Grp

  601 Crab Apple Ln, New Windsor, NY 12553
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  /11

  $450,000

  • 4 Beds
  • 2 Baths
  • 1,780 Sq Ft

  95 Dupont Ave, Newburgh, NY 12550

  Welcome to 95 Dupont Ave in Newburgh! A spacious and versatile property offering exceptional value and strong investment potential. This expansive home features generous living areas and a desirable kitchen, creating a bright and functional flow throughout the main level. Renovated bathrooms and a finished basement add immediate appeal, providing additional usable space for a variety of needs.

  Yesenia Larios Howard Hanna Rand Realty

  95 Dupont Ave, Newburgh, NY 12550
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  /27

  $425,000

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

  39 Hanford St, Middletown, NY 10940

  Coming Soon - prewar colonial in the heart of the City of Middletown.

  Soleil Jackman Howard Hanna Rand Realty

  39 Hanford St, Middletown, NY 10940
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  /32

  $439,900

  • 4 Beds
  • 1 Bath
  • 1,572 Sq Ft

  38 Noel Dr, Newburgh, NY 12550

  Well-maintained and truly move-in ready, this inviting ranch in the Town of Newburgh offers the perfect blend of comfort, convenience, and value—all on one easy level. This 4-bedroom, 1-bath home features an updated open kitchen with granite countertops, seamlessly flowing into the dining area and an oversized living room with large front window & and cozy fireplace—ideal for both everyday living

  Donna Brunell RE/MAX Benchmark Realty Group

  38 Noel Dr, Newburgh, NY 12550
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  /37

  $415,000

  • 3 Beds
  • 2.5 Baths
  • 1,392 Sq Ft

  58 Darin Rd, Warwick, NY 10990

  Welcome to this beautifully renovated townhome offering the perfect blend of modern upgrades, natural light, and low-maintenance living in one of the Hudson Valley’s most desirable communities. Step inside to discover gleaming hardwood floors, an open and inviting layout, and a sun-filled living space designed for both comfort and entertaining. The updated kitchen features stainless steel

  Melissa Forsyth Hudson Valley Home Connection

  58 Darin Rd, Warwick, NY 10990
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  /46

  $489,900 Open Sat 2PM - 4:30PM

  • 2 Beds
  • 3.5 Baths
  • 1,447 Sq Ft

  123 Fleury Rd, Pine Bush, NY 12566

  Welcome to this lovingly maintained home, offered for the very first time since it was built. Tucked away on a private 2-acre lot and set back from the road, this charming 2-bedroom, 3.5-bath residence is surrounded by mature trees and beautifully curated gardens that bring color and character to every season.Inside, you’ll find hardwood floors throughout and a thoughtfully designed layout

  Angela Danosky Picture It Sold, LLC

  123 Fleury Rd, Pine Bush, NY 12566
• 

  

  /28

  $489,999

  • 3 Beds
  • 2.5 Baths
  • 1,832 Sq Ft

  20 Tammy Dr, Middletown, NY 10941

  LOCATION,LOCATION,LOCATION CLOSE TO WALMARTTHE METRO NORTH TRAIN STATION TO NYC, Abundance of Dining and Grocery options, The Galleria Mall, Garnet Medical Center, Major Highways Route 17M & Interstate I84, Home has 3 bedrooms and 2.5 bathrooms, Stainless Steel Appliances, Granite counter top with a breakfast nook., Hardwood Floor, En-suite bathroom in master bedroom, Large deck on upper level

  Sol Perry BHG Real Estate Green Team

  20 Tammy Dr, Middletown, NY 10941
• 

  

  /50

  $499,999

  • 3 Beds
  • 3 Baths
  • 2,283 Sq Ft

  24 Watkins Dr, Walden, NY 12586

  VILLAGE LIVING!! VALLEY CENTRAL SCHOOL DISTRICT!! Nestled in the Village of Walden within the Valley Central School District, this stunning 3-bedroom, 3-full-bathroom home offers the ultimate blend of suburban tranquility and unmatched convenience. Located just moments from local eateries/restaurants, a variety of local shopping, the Walden/Wallkill Rail Trail, five village parks, area schools,

  Richard Baxter Keller Williams Realty

  24 Watkins Dr, Walden, NY 12586
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  /25

  $400,000

  • 4 Beds
  • 3.5 Baths
  • 3,947 Sq Ft

  18 Russo Dr, Newburgh, NY 12550

  ***Highest and best by Friday 5p*** Welcome to 18 Russo Drive, a spacious bi-level home nestled at the end of a tranquil cul-de-sac in the sought-after Marlboro School District. Set on over half an acre, this property offers a perfect blend of comfort, versatility, and peaceful surroundings. This thoughtfully designed home features a living room, dining room, den, family room and 4 bedrooms and

  Kristen Zigouras eXp Realty

  18 Russo Dr, Newburgh, NY 12550
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  /4

  $439,934

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft

  438 Powell Ave, Newburgh, NY 12550

  Discover the enduring charm of this beautifully maintained 1950 brick ranch, ideally situated in the highly sought-after North End of the City of Newburgh. Built in an era known for quality craftsmanship, this home offers the perfect blend of classic design and thoughtful updates. Set on a generous .25-acre lot, the home welcomes you with its timeless brick exterior, manicured front lawn, and

  Penny Alper Your Move Matters LLC

  438 Powell Ave, Newburgh, NY 12550
• 

  

  /23

  $500,000

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

  48 Main St, Sparrowbush, NY 12780

  AIR B&B READY, SET, GO !!!! This Beautifully restored colonial farmhouse nestled on over .75 of an acre with Rocking Chair front porch, Gazebo and cleared yard in the highly Desired Hamlet of Sparrow Bush and just 5 minutes from the Metro North train station to NYC in the Renaissance City of Port Jervis. This would be an incredible location for either an Air B&B or your Dream home as it is only 5

  Paul Hamilton Orange West Realty

  48 Main St, Sparrowbush, NY 12780
• 

  

  /26

  $499,999

  • 3 Beds
  • 2 Baths
  • 972 Sq Ft

  32 Highland Ave, Warwick, NY 10990

  First time on the market in 35 years! This well-maintained ranch home offers pride of ownership throughout. Featuring gleaming hardwood floors across the entire home, this property includes three spacious bedrooms and two full bathrooms, providing comfortable living. Possible Mother/Daughter house with an additional 600 SF in the lower level which can be made into an apartment or extra space for

  Karen Teverbaugh Coldwell Banker Realty

  32 Highland Ave, Warwick, NY 10990
• 

  

  /13

  $455,000

  • 4 Beds
  • 2 Baths
  • 1,466 Sq Ft

  225 Monhagen Ave, Middletown, NY 10940

  Great location with mixed-use zoning potential! This nicely maintained property offers a comfortable and practical layout that is perfect for family living.The home features 4 bedrooms and 2 full bathrooms, providing generous and comfortable living space. A finished basement offers additional room that can be used for entertainment, a recreation area, home office, or extra living

  Jin Pang Panorama Realty

  225 Monhagen Ave, Middletown, NY 10940
• 

  

  /31

  $439,900

  • 3 Beds
  • 2.5 Baths
  • 2,119 Sq Ft

  963 Mountain Rd, Port Jervis, NY 12771

  VIEWS AND VERSATILITY IN THE HUDSON VALLEY! Set on 2.8 private acres with sweeping views of the Hudson Valley and stretching into Vernon, New Jersey, this 3-bedroom ranch offers a rare blend of comfort, flexibility, and lifestyle. Designed for easy one-level living, the home features a thoughtfully laid-out floor plan with the primary bedroom privately situated on one side and two additional

  Patricia Sassi RE/MAX Benchmark Realty Group

  963 Mountain Rd, Port Jervis, NY 12771
• 

  

  /49

  $495,000 Open Sat 2PM - 3PM

  • 5 Beds
  • 2 Baths
  • 2,112 Sq Ft

  74 Gladstone Ave, Walden, NY 12586

  Renovated Old-Style Property in Walden. Elegant Living in a Charming Village Situated in the idyllic village of Walden, this meticulously renovatedold-style property superbly combines historical charm with modern conveniences. Encompassing 2112 square feet, this expansive residencefeatures five bedrooms and two full bathrooms, ensuring ample space for comfortable living. Property

  Edwin Molina RE/MAX Benchmark Realty Group

  74 Gladstone Ave, Walden, NY 12586
• 

  

  /30

  $499,900

  • 4 Beds
  • 2 Baths
  • 1,588 Sq Ft

  28 Olympus Rd, Highland Mills, NY 10930

  Beautifully Updated Bi-Level in the Town of Woodbury with Cornwall Schools, thoughtfully updated, ideally located in a prime commuter location in the Town of Woodbury and part of the highly sought-after Cornwall School District. This home offers 4 bedrooms, with three bedrooms on the main level along with a full bath, and an additional bedroom on the lower level with another full bath, providing

  Rosalie Cook Weichert Realtors

  28 Olympus Rd, Highland Mills, NY 10930
• 

  

  /12

  $489,000

  • 3 Beds
  • 2 Baths
  • 550 Sq Ft

  6 Mark Dr, Port Jervis, NY 12771

  New Construction in the Town of Deerpark! Just 1.5 miles from the Historic City of Port Jervis!Be part of the process and make this home truly yours! Currently under construction, this 3-bedroom, 2-bath bi-level home offers 1,716 sq ft of thoughtfully designed living space in a quiet, desirable location.Now is the perfect time to add your personal touch - choose finishes, make

  Dominick Tufano RE/MAX Benchmark Realty Group

  6 Mark Dr, Port Jervis, NY 12771

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