Orange County NY Homes under $400,000

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  /14

  $339,990

  $10K PRICE DROP

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

  149 Jersey Ave, Port Jervis, NY 12771

  .

  Zhiheng Tang Keller Williams Hudson Valley

  149 Jersey Ave, Port Jervis, NY 12771
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  /44

  $380,000

  • 3 Beds
  • 2 Baths
  • 1,413 Sq Ft

  6 Charlotte Mews, Middletown, NY 10940

  New renovation, New split air conditioner,New floor ,NEW painting, New toilet on the first floor, New refrigerator, new washing machine, new dryer, garage renovationBeautifully maintained detached townhome in Canterbury Knolls is very convenient to highway, train station and major shopping. Homeowner fee covers lawn maintenance, snow removal, garbage pickup and use of clubhouse. This home has

  Zhiheng Tang Keller Williams Hudson Valley

  6 Charlotte Mews, Middletown, NY 10940
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  /30

  $389,999

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft

  2596 US Highway 9w, Cornwall, NY 12518

  Set on a spacious 0.89-acre lot in the Cornwall area, this ranch-style home offers a comfortable layout with thoughtful updates and outdoor space to enjoy year-round. Inside, the 1,056-square-foot floor plan features 2 bedrooms, 1 full bath, a formal dining room, hardwood floors throughout the home, and laminate flooring in the kitchen. Buyers searching for a home with updated kitchen finishes

  Virginia Corbett eXp Realty

  2596 US Highway 9w, Cornwall, NY 12518
• 

  

  

  /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
• 

  

  

  /31

  $399,900

  $20K PRICE DROP

  • 5 Beds
  • 1.5 Baths
  • 1,808 Sq Ft

  207 E Main St Unit 209, Port Jervis, NY 12771

  This Beautifully Fully Renovated home offers 4 Bedrooms 1.5 bathrooms, A large formal dining room & living room. The kitchen is brand new with a slider door to the deck offering a perfect place to host. This home has so much natural lighting, it accents all of the brand-new hardwood floors and every feature this home has to offer. Huge home with an even bigger property perfect for everyday use

  Paul Hamilton Orange West Realty

  207 E Main St Unit 209, Port Jervis, NY 12771
• 

  

  /30

  $399,000

  • 3 Beds
  • 1 Bath
  • 942 Sq Ft

  7 Crestwood Trail, Monroe, NY 10950

  Welcome to this charming 3-bedroom home in Blooming Grove, located within the desirable Washingtonville School District and featuring low taxes. Step into a welcoming living room complete with a cozy, wood-burning fireplace. The space flows seamlessly into a modern eat-in kitchen boasting beautiful granite countertops and abundant cabinetry, highlighted by gleaming wood floors throughout.The

  Olivia Cappelli Donna Ruffino Realty Corp

  7 Crestwood Trail, Monroe, NY 10950
• 

  /2

  $399,000

  Open Sun 11AM - 1PM Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,446 Sq Ft

  4 Saint Eve Ct, Middletown, NY 10940

  Situated on a quiet cul-de-sac, this spacious and versatile home offers the perfect blend of comfort, convenience, and flexibility. Enjoy a large yard ideal for entertaining, complete with a deck and patio for outdoor gatherings and relaxation. Inside, the home features ample parking, 3-zone heating for year-round comfort, and an all-inclusive room/office perfect for working from home, guests, or

  Robin Cohen Keller Williams Realty

  4 Saint Eve Ct, Middletown, NY 10940
• 

  

  /19

  $385,000

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

  399 Liberty St, Newburgh, NY 12550

  Located in the City of Newburgh, this fully occupied two-family row home offers immediate rental income with long-term tenants already in place through summer 2027. Situated minutes from Newburgh Waterfront and Mount Saint Mary College, 399-401 Liberty Street presents an opportunity for investors seeking a cash-flowing property in Orange County. Each unit features approximately 1,050 square feet

  Virginia Corbett eXp Realty

  399 Liberty St, Newburgh, NY 12550
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  /4

  $345,000

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

  23 Marian Ct, Warwick, NY 10990

  2 Bedroom, 1.5 Bathroom Townhouse in T/Warwick! Close to shopping schools and amenities. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.** PROPERTY IS OCCUPIED, NO INTERIOR ACCESS.

  Ernie Acampora River Realty Services, Inc.

  23 Marian Ct, Warwick, NY 10990
• 

  

  /18

  $385,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft

  374 South St, Newburgh, NY 12550

  PRICE REDUCED!!! Fully updated 3/4 bedroom 2 full bathroom brick cape cod style home. Move in ready with updated kitchen and bathrooms, gleaming hard wood floors, detached garage, .44 acre flat level yard, and basement that has worlds of potential! Basement ceilings span 17 feet with full walk out to the back yard and bar, perfect for a golf simulator setup!!! Originally zoned as a two family

  Lance Pahucki William Raveis-New York LLC

  374 South St, Newburgh, NY 12550
• 

  

  /19

  $359,999

  • 3 Beds
  • 3 Baths

  32 Genung St, Middletown, NY 10940

  Calling all investors. Opportunity to own a two-unit income property in a great location. The 1-bedroom unit is rented **currently rented below market** It has an updated kitchen. I will have some pictures of that unit shortly. The 2-bedroom unit is vacant but currently also listed for rent. It does need some updating but has great potential. The primary bedroom on the first floor is very large

  Evelyn Unger Tmimi Weichert Realtors

  32 Genung St, Middletown, NY 10940
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  /6

  $320,000

  • 2 Beds
  • 1 Bath
  • 948 Sq Ft

  1 Hampton Place, Newburgh, NY 12550

  2 Bedroom 1 Bath Ranch in Newburgh! Level fenced in yard for play. Close to Newburgh Beacon Bridge, 9W, I-84, I-87, & Stewart Airport.

  Ernie Acampora River Realty Services, Inc.

  1 Hampton Place, Newburgh, NY 12550
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  /39

  $339,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,218 Sq Ft

  367 1st St, Newburgh, NY 12550

  Welcome to this charming, fully renovated (2006) four-level home offering a wonderful blend of character, space, and functionality. Thoughtfully laid out across multiple levels, this home provides room to spread out while maintaining a warm and inviting atmosphere throughout. The main level features a updated kitchen, formal dining room, and comfortable large living room, creating an ideal flow

  Tracy McNamara Keller Williams Realty

  367 1st St, Newburgh, NY 12550
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  /35

  $395,000

  • 2 Beds
  • 2.5 Baths
  • 1,278 Sq Ft

  126 Evan Rd, Warwick, NY 10990

  Come see this charming townhouse that is perfect for a first-time homebuyer or anyone looking for low maintenance living with NO HOA fees! This home features a sunny kitchen with granite countertops, hardwood floors, central air, and a primary master bedroom with a spacious walk-in closet. The home is connected to municipal water and sewer. This home also offers a storage shed located in the

  Tatiana Cruz HomeSmart Homes & Estates

  126 Evan Rd, Warwick, NY 10990
• 

  

  /23

  $329,923

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

  42 Carpenter Ave, Newburgh, NY 12550

  Welcome to this renovated brick Colonial in the City of Newburgh, offering classic charm with modern updates throughout. This spacious home features 4 bedrooms and 2 full bathrooms, making it perfect for comfortable living or an excellent investment opportunity. Step inside to discover gleaming hardwood floors that flow throughout the home, adding warmth and character to the bright and inviting

  Penny Alper Your Move Matters LLC

  42 Carpenter Ave, Newburgh, NY 12550
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  /7

  $340,000

  Pre-Foreclosure

  • 3 Beds
  • 2.5 Baths
  • 1,300 Sq Ft

  62 Yorkshire Terrace, Washingtonville, NY 10992

  Welcome to this spacious Brookshire townhouse with low HOA fee. Offers one of the largest layouts in the community. On the first floor you will walk into a living room with recessed lighting and a wood fireplace. The dining room flows into the kitchen. Spacious bedrooms are located on the second floor. You can utilize one of the bedrooms as a den or office space. This townhouse is oversized and

  Melanie Bilancione Nicoli Realty

  62 Yorkshire Terrace, Washingtonville, NY 10992
• 

  

  /23

  $369,000

  • 4 Beds
  • 3 Baths

  747 Bloomingburg Rd, Bloomingburg, NY 12721

  Welcome to 747 Bloomingburg Road , a versatile legal 2 family split-level home set on nearly an acre of land in the heart of the Hudson Valley. The main residence offers generous living space with 3 bedrooms and 2 full baths, while a self-contained studio apartment with its own private entrance provides an incredible opportunity for rental income or a perfect setup for extended family, guests, or

  Joseph Rubeo Keller Williams Hudson Valley

  747 Bloomingburg Rd, Bloomingburg, NY 12721
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  /27

  $375,000

  • 4 Beds
  • 2 Baths
  • 1,378 Sq Ft

  58 Hathorn Blvd, Port Jervis, NY 12771

  Looking for a true lakefront property? Here it is. 58 Hathorn Blvd is the only 2-family duplex on Hathorn Lake, offering exceptional flexibility to live in one unit, rent the other, or use both for short-term or long-term income. The upper unit sits at street level and features 9 rooms, including 3 bedrooms, 1 full bathroom, a walk-through kitchen, mudroom, and generous windows that fill the home

  Melissa Hayes Harrison Hayes Int'l Realty

  58 Hathorn Blvd, Port Jervis, NY 12771
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  /28

  $395,000

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft

  309 Windsor Hwy, New Windsor, NY 12553

  Spacious 3-bedroom 2-bath ranch situated within Highway Commercial zoning, creating unique possibilities for investors, business owners, or buyers seeking mixed-use potential! Sale to include additional parcel (SBL 45-1-1.21) for a total of over an acre of property. Large 2 car garage with carport on site. Property offers many opportunities for redevelopment, expansion, investment, or renovation

  Steve Esposito HomeSmart Homes & Estates

  309 Windsor Hwy, New Windsor, NY 12553
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  /49

  $300,000

  $15K PRICE DROP

  • 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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  /31

  $315,000

  $3K PRICE DROP

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

  47 Brick Pond Rd Unit 47, Middletown, NY 10940

  Welcome to this charming 2-story townhouse-style condo located in the Spring Hollow community. This home offers 2 bedrooms and 1.5 bathrooms. The main level features a spacious living room, a cozy eat-in kitchen, and a convenient half bath. The kitchen includes cream-colored cabinets, granite countertops, a tile backsplash, stainless steel appliances, a center island for additional workspace, and

  Jie Liu Keller Williams Hudson Valley

  47 Brick Pond Rd Unit 47, Middletown, NY 10940
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  /9

  $399,900

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

  25 Mill St, Middletown, NY 10940

  Completely renovated two-unit property with Residential/CMU zoning. Ideal opportunity for an owner-user or investor — operate your business on the first floor while generating rental income from the occupied second-floor unit. Property includes 2 car parking/off-street parking, with potential for expansion subject to city approvals.

  Sammy Zambrano Keller Williams Realty

  25 Mill St, Middletown, NY 10940
• 

  

  /23

  $400,000

  $55K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,561 Sq Ft

  33 Meadow Ave, Chester, NY 10918

  One floor living at it best! Walk out your front door, sit on your rocking chair front porch with your morning coffee & enjoy the mountain views! This 3 bedroom 1 bath ranch offers hardwood flooring throughout main living area & newly update kitchen and bath. Kitchen with plenty of cabinet & counter space.Entertain or BBQ on your private private deck. Plenty of parking in your 1 car garage. Walk

  Ernie Acampora River Realty Services, Inc.

  33 Meadow Ave, Chester, NY 10918
• 

  

  /30

  $329,900

  • 2 Beds
  • 2 Baths
  • 1,664 Sq Ft

  99 Boniface Dr Unit 8A, Pine Bush, NY 12566

  This lovely like new Corner Unit home is in a private community in a charming country town. All a town can offer with restaurants, schools, shopping, in a prime location. Brand New heating system, New Hot Water Heater, New Air Conditioning System 2023, new Stove 2025 and freshly painted, all new carpeting on second level. This home is move in ready. Great open space finished basement. It has a

  Christina Gordon I Realty LLC

  99 Boniface Dr Unit 8A, Pine Bush, NY 12566
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  /5

  $399,000

  $126K PRICE DROP

  • Land
  • 3.8 Acres
  • $105,028 per Acre

  TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940

  Attention Builders and Developers: Presenting a rare, fully-approved 3-lot subdivision on Silverlake Scotchtown Road in the desirable Town of Wallkill, ready for the construction of three new two-family homes. Each lot is designed to accomodate a 32x80 structure which is large enough for each unit to include 3 bedrooms, 2 baths and a 1 car garage. Seller does not have architectural plans so

  Jason McGovern Keller Williams Hudson Valley

  TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940
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  /20

  $345,000

  • 3 Beds
  • 1.5 Baths
  • 1,418 Sq Ft

  72 Waterstone Rd, Greenwood Lake, NY 10925

  Walk to the Village of Greenwood Lake! This rare 3 bedroom 1.5 bath Craftsman home offers hardwood flooring throughout, huge living room, & dining room with built in shelving. If you enjoy cooking the massive kitchen offers plenty of cabinet & counter space. Upper floor consists of 3 spacious bedrooms with large closets & a full bath. Kick back & relax in your screened in porch.Entertain or play

  Ernie Acampora River Realty Services, Inc.

  72 Waterstone Rd, Greenwood Lake, NY 10925
• 

  

  /23

  $373,000

  $2K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  14 Bellevue Rd, Newburgh, NY 12550

  Perfectly positioned in the Town of Newburgh, 2 Bellevue Rd offers the kind of location buyers are constantly searching for, close to everything, yet set back just enough to feel like your own private retreat. With easy access to major highways, shopping, dining, and everyday essentials, commuting and convenience become effortless. Whether you're heading to work, grabbing dinner, or running

  Melissa Forsyth Hudson Valley Home Connection

  14 Bellevue Rd, Newburgh, NY 12550
• 

  

  /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
• 

  

  /26

  $309,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 906 Sq Ft

  61 Kleitz Ave, Highland Falls, NY 10928

  Nestled in the heart of the Village of Highland Falls, this charming and thoughtfully updated 3-bedroom ranch places you just moments from the scenic Hudson River and the renowned United States Military Academy at West Point. Located on a quiet, walkable street, the home offers easy access to local shops, restaurants, parks, and the everyday conveniences that make this historic Hudson Valley town

  Alyse Toffel Keller Williams Hudson Valley

  61 Kleitz Ave, Highland Falls, NY 10928
• 

  

  /39

  $319,900

  $20K PRICE DROP

  • 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
• 

  

  /13

  $360,000

  $40K PRICE DROP

  • 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
• 

  

  /30

  $325,000

  • 4 Beds
  • 2 Baths
  • 1,838 Sq Ft

  30 Center St, Port Jervis, NY 12771

  Significantly renovated and move-in ready, this 4-bedroom, 2 full bath home at 30 Center Street offers a rare opportunity in a quiet neighborhood! Situated on a desirable fenced, flat corner lot, the property features brand-new appliances, granite countertops, newer kitchen cabinets, new vinyl flooring, and a finished attic for added living space. The two-car garage and plenty of off-street

  Zhiyong Shi HomeSmart Homes & Estates

  30 Center St, Port Jervis, NY 12771
• 

  /2

  $355,000

  $10K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,760 Sq Ft

  145 Renwick St, Newburgh, NY 12550

  This is your chance! A Great Investment opportunity with lots of potential and beautiful architecture. This 3 Family building has newer windows, a new sewer line and architectural plans ready for submission and approval for Architectural Review Committee. Bring your imagination, creativity and enjoy the income potential this property has to offer. Close to transportation, Highways, Restaurants,

  Kenny Bascon Real Broker NY LLC

  145 Renwick St, Newburgh, NY 12550
• 

  

  /24

  $375,000

  Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,074 Sq Ft

  9 Odell St, Newburgh, NY 12550

  Welcome to 9 Odell St, a beautifully maintained home located in one of Newburgh’s most convenient and quiet neighborhoods. This 3-bedroom, 1-bath property is the perfect opportunity for anyone looking for comfort, privacy, and peace of mind all in one place. Conveniently located close to schools, shopping, restaurants, parks, and major roadways, you truly do not want to miss out on this excellent

  Virginia Corbett eXp Realty

  9 Odell St, Newburgh, NY 12550
• 

  

  /16

  $344,900

  • 3 Beds
  • 2 Baths
  • 1,044 Sq Ft

  5 Poplar St, Newburgh, NY 12550

  This beautiful house has been completely renovated, brand new roof, refinished hardwood floors, kitchen with ceramic tile flooring and granite counter tops, new kitchen cabinets and appliances. The bathrooms has been fully renovated with ceramic tile flooring and modern vanity. this home provides comfortable living space. Ideal located closely to public transportation, restaurant and food stores

  Navia Mordan Exit Realty Connections

  5 Poplar St, Newburgh, NY 12550
• 

  

  /17

  $375,000

  • 5 Beds
  • 3 Baths
  • 2,300 Sq Ft

  167 Ann St, Newburgh, NY 12550

  Come check out this brick 3-family home. It consists of 2 two-bedroom apartments and a vacant first-floor one-bedroom apartment. Pro forma amount of $1,400 for unit #1 used. The property is being sold as-is. This unit needs work in order to be rentable. Other rents are actual rents. Heating and electricity are tenant-paid, and tenants are on month-to-month leases. Since this property is located

  Dan Gilbert Brick and Mortar RE LLC

  167 Ann St, Newburgh, NY 12550
• 

  

  /18

  $349,000

  $50K PRICE DROP

  • 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
• 

  

  /30

  $350,000

  • 2 Beds
  • 1.5 Baths
  • 1,353 Sq Ft

  20 Wintergreen Ct, Montgomery, NY 12549

  Welcome to this desirable end-unit condo located in the peaceful and well-maintained Spring Meadow community in the heart of the Village of Montgomery. This home offers a bright, open living space filled with natural light, creating a warm and inviting atmosphere from the moment you walk in. The layout flows effortlessly into a functional kitchen and adjoining dining area—perfect for everyday

  Peter Stika Curasi Realty, Inc.

  20 Wintergreen Ct, Montgomery, NY 12549
• 

  

  /28

  $310,000

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  1 Whippoorwill Trail, Monroe, NY 10950

  Quiet spot at the end of a short "trail"! 1/2 circle driveway is paved giving more parking, & closer to the entrance! You'll enjoy the spacious deck at the rear of the house for any get togethers or just a peaceful family BBQ & play area for the kids! The deck is partially under a roof to be enjoyed even in the rain! There are 2 bedrooms & a small extra room, sunroom, living room, & fireplace to

  Kathy Dawson Howard Hanna Rand Realty

  1 Whippoorwill Trail, Monroe, NY 10950
• 

  

  /33

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  1552 Greenville Turnpike, Port Jervis, NY 12771

  Welcome to this charming 3-bedroom, 2-bath home located on a private setting along Greenville Turnpike in Port Jervis. Featuring brand new carpeting throughout, this home offers comfortable living space with plenty of room to make it your own. Enjoy the large yard, perfect for entertaining, outdoor activities, or simply relaxing in a peaceful setting. Conveniently located while still offering

  Rana Ali eXp Realty

  1552 Greenville Turnpike, Port Jervis, NY 12771

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