Orange County NY Homes under $400,000

• 

  

  

  /15

  $315,513

  $34K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft

  85 Grove St, Newburgh, NY 12550

  Opportunity knocks at 85 Grove Street in Newburgh! This old-style 2-story home offers 4–6 bedrooms and 2 full baths, providing flexible living space for a variety of needs. Situated on a desirable corner lot at the end of a quiet one-way street, this property offers added privacy along with additional street parking. The home features both front and side entrances, allowing for potential

  Penny Alper Your Move Matters LLC

  85 Grove St, Newburgh, NY 12550
• 

  

  

  /41

  $399,900

  • 4 Beds
  • 2 Baths
  • 1,752 Sq Ft

  5 Laurie Ln, Newburgh, NY 12550

  Welcome to this warm and inviting 4-bedroom, 2-bath contemporary home filled with natural light and thoughtful design located in the Town of Newburgh. This home offers the perfect blend of comfort, style, and functionality. Step into the open-concept main living space where the kitchen, dining, and living areas flow seamlessly together—ideal for both everyday living and entertaining. The kitchen

  Claudia Lepore Keller Williams Realty

  5 Laurie Ln, Newburgh, NY 12550
• 

  

  

  /23

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  18 Ellis Ave, Newburgh, NY 12550

  This beautifully maintained and renovated 1930s Colonial-style home offers 3 bedrooms, 1 bath, and approximately 1,200 sq. ft. of living space.The main level features a welcoming family room that seamlessly flows into the dining room, creating a warm and inviting layout. Interior updates: fully renovated modern kitchen with stainless steel appliances - replaced 2023 & granite countertops, new

  Nancy Gutierrez Howard Hanna Rand Realty

  18 Ellis Ave, Newburgh, NY 12550
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  /37

  $349,000

  • 2 Beds
  • 1.5 Baths
  • 1,270 Sq Ft

  8 Franklin Place, Washingtonville, NY 10992

  Welcome to 8 Franklin Place, nestled on a quiet cul-de-sac in the Village of Washingtonville, a charming sidewalk community perfect for evening strolls and enjoying neighborhood living. Lovingly maintained and thoughtfully updated by its current owners for the past 32 years, this inviting townhouse immediately feels like home. A welcoming front porch offers the perfect spot to enjoy your morning

  Jacqueline Manzolillo-Blais Keller Williams Realty

  8 Franklin Place, Washingtonville, NY 10992
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  /2

  $357,995

  $10K PRICE DROP

  • 3 Baths

  253 Powell Ave, Newburgh, NY 12550

  Welcome to 253 Powell Avenue and embrace History and Timeless Charm in the Heart of the Historic District of the City of Newburgh New York.Step back in time and discover the captivating allure of this beautifully preserved historic townhouse, nestled in the highly sought-after City of Newburgh. This exceptional residence, a testament to the area's rich heritage, offers a unique blend of

  Serena Johnson eXp Realty

  253 Powell Ave, Newburgh, NY 12550
• 

  

  /23

  $315,000

  • 2 Beds
  • 1 Bath
  • 736 Sq Ft

  301 Mountain Ave, Monroe, NY 10950

  Move right into this beautifully renovated 2 bedroom 1 bathroom home which has been fully updated for modern living. Upon entry you will find an open dining and kitchen area with new stainless steel appliances, quartz countertops and ample cooking space. The living room leads into the updated bathroom and two spacious bedrooms. Find new oak floors, new paint and tons of natural light throughout

  Samantha McCrory Exit Realty Connections

  301 Mountain Ave, Monroe, NY 10950
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  /2

  $325,000

  • 3 Beds
  • 1 Bath
  • 996 Sq Ft

  18 Bull Rd, Washingtonville, NY 10992

  Charming ranch-style home located in the Washingtonville School District featuring a functional layout, spacious yard, and endless potential. Conveniently situated near local shopping, restaurants, parks, and major roadways. A great opportunity for homeowners or investors alike.

  Christopher zagarino 360 Realty Group

  18 Bull Rd, Washingtonville, NY 10992
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  /26

  $399,900

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  7 Hambletonian Ave, Chester, NY 10918

  Great new price! Come take a look at this 2 bedroom charmer with additional room offers potential 3+ bedrooms. Larger than it looks - need to see. Discover the timeless charm and surprising spaciousness of this delightful carriage house, set on a property rich with character and possibility. Step inside to a generous living room where a wood burning fireplace, hardwood floors, and a large bay

  William Scolza HomeSmart Homes & Estates

  7 Hambletonian Ave, Chester, NY 10918
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  /31

  $399,000

  $51K PRICE DROP

  • Land
  • 43.4 Acres
  • $9,194 per Acre

  64 Seaman Rd, Scotchtown, NY 10941

  Nestled in a serene and private setting, this 43+ acre property is a rare find, offering endless possibilities for those seeking a dream home or recreational retreat. Positioned on a desirable flag lot, the land ensures seclusion while still being accessible. A gated graveled driveway leads to a cleared homesite area, ready for construction. The level, wooded landscape is enhanced by a network of

  Antoinette Gundersen HomeSmart Homes & Estates

  64 Seaman Rd, Scotchtown, NY 10941
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  /35

  $349,999

  • 2 Beds
  • 1 Bath
  • 1,244 Sq Ft

  23 Ardmore St, New Windsor, NY 12553

  Rare opportunity to own a well-maintained 2-bedroom ranch in the desirable Cornwall School District for under $350,000! Situated on just over 1/3 of an acre in an established neighborhood, this one-level home offers comfortable living with great outdoor space and scenic mountain views.The home features a welcoming covered front porch and a side deck, ideal for relaxing or entertaining.

  Thomas Lawrenson Howard Hanna Rand Realty

  23 Ardmore St, New Windsor, NY 12553
• 

  

  /13

  $330,000

  $69K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 965 Sq Ft

  21 Center St, Highland Falls, NY 10928

  Discover the perfect blend of history, culture, and outdoor living in the heart of the Hudson Valley, just moments from the Hudson River. This beautifully renovated 3-bedroom, 1.5-bath home features updates completed in 2023 and offers both comfort and charm. Enjoy walkable village living with nearby shops, restaurants, cafes, and everyday conveniences, along with close proximity to schools,

  Paula Rostron Keller Williams Hudson Valley

  21 Center St, Highland Falls, NY 10928
• 

  

  /27

  $315,000

  • 2 Beds
  • 1.5 Baths
  • 1,202 Sq Ft

  169 Dupont Ave, Newburgh, NY 12550

  Welcome to this charming and inviting home, perfectly suited for first-time buyers, those looking to downsize, or anyone seeking a wonderful and affordable alternative to renting. Nestled in a quiet, peaceful setting, this property offers a sense of tranquility that’s hard to find, while still being conveniently located near major highways, shopping, and a variety of restaurants.This cozy

  Maryann Ryan Weichert Realtors

  169 Dupont Ave, Newburgh, NY 12550
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  /17

  $315,000

  $25K PRICE DROP

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

  1155 Washington Green, New Windsor, NY 12553

  2 bedroom, 2 full bath condo. Peaceful, bright, sunny, penthouse unit. Cathedral ceilings, fireplace, new central a/c, brand new washer/dryer in unit. Updated kitchen with quartz counter tops and stainless steel appliances. Relax on your walk out balcony with mountain views. Unit has front and rear entrance. HOA includes clubhouse with pool, tennis, dog park and playground. Garbage and water

  Matthew Hart World Prop Intl Sea to Sky

  1155 Washington Green, New Windsor, NY 12553
• 

  

  /40

  $385,000

  • 3 Beds
  • 1.5 Baths
  • 1,382 Sq Ft

  120 Prospect Ave, Middletown, NY 10940

  Beautiful 1900 Colonial – Turnkey & Full of Character, blending historic detail with modern comfort. This 3-bedroom, 1.5-bath home offers warm architectural character, smart updates, and flexible bonus spaces that make it stand out. The perfect blend of character and convenience. The main level flows easily from the welcoming porch into bright living spaces framed by decorative archways. The

  Sharon Pehush HomeSmart Homes & Estates

  120 Prospect Ave, Middletown, NY 10940
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  /18

  $305,999

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  423 3rd St, Newburgh, NY 12550

  New on the Market, this1920 two stories home is a perfect fixer upper and is in need of interior renovations to bring it back to its original charm. The Hardwood floors have been kept in fairly good shape throughout the home. The woodwork on all levels has been maintained throughout the home as well!The interior rooms have 3 bedrooms,2 full baths, spacious Livingroom as well as the dining

  Lou Shorette Century 21 E & M Williams Rlty

  423 3rd St, Newburgh, NY 12550
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  /32

  $319,900

  $4K PRICE INCREASE

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

  2820 Whispering Hills, Chester, NY 10918

  Lovely, Light and Airy 2 Bedroom 1 and 1/2 Bath Unit in Desireable Whispering Hills! Updated Kitchen and Bath, New Carpet and Freshly Painted. Downstairs has a Comfy Living Room with a Wood Burning Fireplace , Sunny Dining Room with Slider to a Patio, Convenient Galley Kitchen, Laundry Area and 1/2 Bath. Upstairs are a Spacious Primary Bedroom , Walkthrough Closet to Full Bath and a Roomy Second

  Anne Marie Scouarnec R2M Realty Inc.

  2820 Whispering Hills, Chester, NY 10918
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  /36

  $399,999

  • 3 Beds
  • 1.5 Baths
  • 1,410 Sq Ft

  22 Oak Ln, Middletown, NY 10940

  Step into this beautifully updated three-bedroom home, where comfort and style come together seamlessly. The bright, airy kitchen features elegant stone countertops and sliding glass doors that open to a spacious deck overlooking a fully fenced backyard—perfect for relaxing or entertaining. Natural light fills the inviting living room, which flows effortlessly into the dining area and kitchen,

  Danielle Roche Howard Hanna Rand Realty

  22 Oak Ln, Middletown, NY 10940
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  /29

  $300,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  276 Temple Hill Rd Unit 2414, New Windsor, NY 12553

  Beautiful 2 Bedroom, 2 Full Bath open floor condo in the sought after Continental Manor community. Gorgeous kitchen with granite countertops, beautiful cabinets, custom backsplash, food pantry, and stainless steel appliances plus laundry. From the dining room, step onto the balcony with awesome views. Large master bedroom includes ensuite. Spacious second bedroom with walk-in closet. Newer

  Tremaine Selby Weichert Realtors

  276 Temple Hill Rd Unit 2414, New Windsor, NY 12553
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  /37

  $339,000

  $36K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,596 Sq Ft

  104 Canal Dr, Godeffroy, NY 12729

  Charm, Charm, Charm. Location, location, location!! This home has a surprisingly nice layout. Must be seen, very different from most homes. Has old world charm, sits pretty back off quiet country road and property extends back off the road about over 600 ft! Has many recent updates such as newer roof, tilt in windows for easy cleaning, new exterior doors, furnace and hot water heater within past

  Yara Roussos Homes By Yara Realty Group LLC

  104 Canal Dr, Godeffroy, NY 12729
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  /15

  $350,000

  $200K PRICE DROP

  • 5 Beds
  • 1 Bath
  • 1,925 Sq Ft

  256 Round Hill Rd, Florida, NY 10921

  Bring your imagination and craftmanship to this classic 5 bedroom farmhouse set on 1 acre of peaceful countryside. Offering 1925, square feet of space, this home is the ideal for a full renovation or inspired restoration project.Full of character and original charm, the property also includes 3 barns , perfect for workshops ,storage, creative studios or future repurposing. Mature trees and

  James Moser Keller Williams Realty

  256 Round Hill Rd, Florida, NY 10921
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  /35

  $399,500

  $26K PRICE DROP

  • 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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  /14

  $305,000

  $34K PRICE DROP

  • 4 Beds
  • 1 Bath

  114 W Parmenter St, Newburgh, NY 12550

  Nestled in the heart of Newburgh, this charming two-family home offers a fantastic investment opportunity or an ideal owner-occupant setup. Each unit features two spacious bedrooms, a full bathroom, and bright, open living areas. The solid brick exterior adds timeless appeal. Outside, enjoy a fenced yard and a convenient driveway. Just minutes from the waterfront, shops, and dining, this home is

  Chaim Lebrecht eRealty Advisors, Inc

  114 W Parmenter St, Newburgh, NY 12550
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  /25

  $399,000

  $26K PRICE DROP

  • 4 Beds
  • 2 Baths

  91 Carson Ave, Newburgh, NY 12550

  Here’s your chance to own a classic brick multi-family in Newburgh’s desirable East End Historic District. This fully occupied property features two large 2-bedroom, 1-bath units, each has over 1000 sqft of space. Both apartments offer eat-in kitchens, hardwood-style flooring, and bright bay windows that bring in great natural light. The building includes separate utilities. Two 2-bed / 1-bath

  Rebecca Kane Keller Williams Hudson Valley

  91 Carson Ave, Newburgh, NY 12550
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  /11

  $329,000

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

  15 N Aspen Rd, Middletown, NY 10940

  Welcome to easy, effortless living in this turnkey, move-in ready 2-bedroom home, thoughtfully updated with modern finishes and designed for today’s lifestyle. From the moment you step inside, you’re greeted by a bright and inviting interior that feels both stylish and comfortable. The updated kitchen shines with sleek countertops, crisp cabinetry, and modern appliances, making it as functional

  Carmela Lopez Borrazas Serhant LLC

  15 N Aspen Rd, Middletown, NY 10940
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  /35

  $378,900

  • Land
  • 7.1 Acres
  • $53,366 per Acre

  TBD Old Chester & Duck Farm Rd, Goshen, NY 10924

  What a great spot for your life in the country and new family homestead/farmstead/small holding, executive home, or home business. Already engineered for a single family home and with agricultural permitted by right, there's plenty of room for field crops, some animals, built-in pool and spa- you name it! Consider this central location for your boutique assisted living, memory care, residential

  Edward Sattler BHG Real Estate Green Team

  TBD Old Chester & Duck Farm Rd, Goshen, NY 10924
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  /25

  $329,999

  $10K PRICE DROP

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

  83 Lois Ln, Monroe, NY 10950

  Welcome to 83 Lois Lane in Monroe—an excellent opportunity to own a 2-bedroom condo in a commuter-friendly location. This home features hardwood floors throughout the main level, where an open-concept living and dining area provides a comfortable and functional layout for everyday living and entertaining. Sliding glass doors lead to a private concrete patio, offering a great space for outdoor

  Philip Szumlaski Keller Williams Realty

  83 Lois Ln, Monroe, NY 10950
• 

  

  /15

  $385,000

  • 3 Beds
  • 1 Bath
  • 1,141 Sq Ft

  44 Orchard Lake Dr, Monroe, NY 10950

  This beautifully updated home offers a perfect blend of comfort, functionality, and charm. Several years ago the property underwent major renovations and it continues to impress with thoughtful upgrades throughout. As you enter you are welcomed by an open and inviting layout that seamlessly connects the kitchen and living room, ideal for both everyday living and entertaining. The spacious L

  Paula Rostron Keller Williams Hudson Valley

  44 Orchard Lake Dr, Monroe, NY 10950
• 

  

  /47

  $389,000

  • 4 Beds
  • 2 Baths
  • 2,326 Sq Ft

  8 Sullivan Ave, Port Jervis, NY 12771

  Step into a piece of Port Jervis history at 8 Sullivan Ave—a beautifully restored 1880’s Victorian offering over 2,300 square feet of character, charm, and timeless craftsmanship. Set on a quaint city lot along a sidewalk-lined street of similar historic homes, this property blends old-world elegance with everyday livability in a location that truly connects you to it all.A flower-lined

  Alyse Toffel Keller Williams Hudson Valley

  8 Sullivan Ave, Port Jervis, NY 12771
• 

  

  /26

  $319,900

  • 2 Beds
  • 1.5 Baths
  • 880 Sq Ft

  116 Maple St, Walden, NY 12586

  WOW! What a sweet place this is! This cozy, modern house has been FULLY renovated from inside framing and insulation, roof, plumbing, electric, windows and of course flooring, kitchen and bathrooms! The most amazing part of this sweet home are the Wallkill River views. The river and the new little park with boat launching and benches are right across the street! The main bedroom has a big window

  Valeria Rios Keller Williams Hudson Valley

  116 Maple St, Walden, NY 12586
• 

  

  /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
• 

  

  /29

  $390,000

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft

  30 Sycamore Ct, Highland Mills, NY 10930

  Welcome to this charming corner-lot townhome in the desirable Town of Woodbury! This spacious 3-bedroom, 2-full-bath home offers the perfect blend of comfort, convenience, and style. The bright and inviting living area features a semi-open layout ideal for both everyday living and entertaining. The kitchen offers plenty of counter space and cabinetry, while the dining area flows seamlessly to the

  Danielle Riggs Keller Williams Hudson Valley

  30 Sycamore Ct, Highland Mills, NY 10930
• 

  

  /31

  $339,900

  Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,752 Sq Ft

  2812 State Route 208, Walden, NY 12586

  Fabulous opportunity to restore this wonderful home while living in it...everything in working condition...heat, electric, well and septic...across the road from the Wallkill River with river views and a path where you can take your boat .... this great home has stood the test of time...original owner maintained the mechanics of this home to the fullest... built like a fortress with 2 foot stone

  Suzanne Bongiorno Century 21 E & M Williams Rlty

  2812 State Route 208, Walden, NY 12586
• 

  

  /45

  $350,000

  • 2 Beds
  • 1.5 Baths
  • 1,312 Sq Ft

  714 Hewitt Ln, New Windsor, NY 12553

  Plum Point End Unit Townhouse with River Views! This 2 bedroom 1.5 bath townhouse with attached garage is tucked away in the desirable Plum Point Complex with manicured grounds, pool, clubhouse, tennis courts, and close to all amenities. The paver front patio and covered porch welcome you. Spacious living room with wood burning fireplace, a formal dining room with built in bookshelves and sliders

  Brenda Guttenberg RE/MAX Benchmark Realty Group

  714 Hewitt Ln, New Windsor, NY 12553
• 

  

  /31

  $389,000

  • 2 Beds
  • 1 Bath
  • 1,230 Sq Ft

  94 Randall St, Florida, NY 10921

  Welcome to this beautifully updated two-bedroom ranch featuring a modern kitchen with stainless steel appliances, a wine fridge, and a spacious breakfast bar perfect for casual dining and entertaining. The open dining area boasts cathedral ceilings and direct access to a private deck and outdoor living space, creating the perfect indoor-outdoor flow. Additional highlights include hardwood floors

  Lisa Ciaccio Coldwell Banker Realty

  94 Randall St, Florida, NY 10921
• 

  

  /21

  $330,000

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  68 Kennel Rd, Cuddebackville, NY 12729

  **Nestled on 1.9 acres framed by timeless stone walls and mature trees, this isn’t just a home—it’s a hideaway.** Quiet, private, and filled with natural light, this 3-bedroom, 2-bath retreat is the kind of place you discover and never want to leave.From the moment you walk in, the oversized windows steal the show—flooding the space with light and letting the outside in. The first floor

  Rebecca Kane Keller Williams Hudson Valley

  68 Kennel Rd, Cuddebackville, NY 12729
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  /24

  $325,000

  • 3 Beds
  • 1.5 Baths
  • 1,590 Sq Ft

  280 1st St, Newburgh, NY 12550

  Well-maintained 3-bedroom, 1.5-bath home located in the heart of Newburgh. This property features a finished attic converted into a versatile loft space—perfect for a home office, guest area, or additional Storage. The home offers granite countertops in the kitchen, adding a modern touch, along with a spacious layout that provides comfort and functionality.Enjoy a large backyard, ideal for

  Christopher Ryan Howard Hanna Rand Realty

  280 1st St, Newburgh, NY 12550
• 

  

  /33

  $309,000

  • 2 Beds
  • 1.5 Baths
  • 912 Sq Ft

  16 Washington Place, Newburgh, NY 12550

  Enjoy stunning Hudson River and mountain views from this well-maintained home just above the Newburgh waterfront! This 2-bedroom townhouse offers a smart, efficient layout along with a full finished basement, perfect for storage, recreation, or additional flexible space. The home features elegant crown molding in the living room and bedrooms, adding a refined touch throughout. Recent updates

  Lauren Kelly Howard Hanna Rand Realty

  16 Washington Place, Newburgh, NY 12550
• 

  

  /12

  $319,500

  • 1 Bed
  • 1.5 Baths
  • 1,354 Sq Ft

  15 Village Cove, Warwick, NY 10990

  Invest in this large one bedroom condo on a quiet cul-de-sac near the vibrant heart of Warwick, Priced to sell, this property needs some TLC and is sold as-is but with a little effort, you soon will be rewarded. Open first floor plan with half bath, large living room, formal dining room and oak cabineted kitchen. Second floor ensuite has very large bedroom with walk-in closet and full bath. One

  Joseph Kuhl River Realty Services, Inc.

  15 Village Cove, Warwick, NY 10990
• 

  

  /31

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft

  124 N Orange St, Port Jervis, NY 12771

  Welcome home to this charming 3-bedroom, 2 full bath ranch nestled in a quiet neighborhood in Port Jervis. This well-maintained home offers convenient one-level living with a spacious layout, a 2-car garage, and a large backyard perfect for relaxing, entertaining, or gardening. Enjoy raised planting beds ready for your flowers, vegetables, or herbs this season. Inside, you’ll find a warm and

  Mary Heed eXp Realty

  124 N Orange St, Port Jervis, NY 12771
• 

  

  /15

  $395,000

  $55K PRICE DROP

  • Land
  • 4.5 Acres
  • $87,778 per Acre

  24 Devito Dr, Newburgh, NY 12550

  4.5 acre parcel, ideally located minutes from the Newburgh-Beacon Bridge and I84, is now available to purchase! Located on the property you will find a fairly large barn with a small 2 bedroom 1 bath apartment attached - which is currently being rented as an Airbnb. Development opportunities for this property may be single family homes and/or multi-family homes with flexible R3 zoning and town

  John Quinn Quinn Realty Group Inc

  24 Devito Dr, Newburgh, NY 12550

Showing Results 121 - 160, Page 4 of 5