Orange County NY Homes under $500,000

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  /25

  $405,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  71 Commonwealth Ave, Middletown, NY 10940

  Welcome to the perfect blend of comfort, character, and location. Nestled in the vibrant heart of Middletown, NY—just 70 miles from NYC—this beautifully updated home offers a peaceful retreat without sacrificing proximity. Whether you’re commuting for work or play, nearby transportation options, including the Metro-North train and major highways, make travel to the city a breeze. And when you're

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 436-3953

  71 Commonwealth Ave, Middletown, NY 10940
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  /42

  $475,000

  • 3 Beds
  • 3 Baths
  • 2,542 Sq Ft

  138 Reinhardt Rd, Middletown, NY 10940

  Nestled on 1.5 park like acres with lots of privacy in the back, built in 1969 and lovingly cared for by the same family for over 56 years is this unique front back split level with four levels in the home. Step through the front door to find a half bath, home office with lots of shelving already in place, and second room used as a craft room, play room,or additional home office conveniently

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (845) 447-9473

  138 Reinhardt Rd, Middletown, NY 10940
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  /34

  $454,999

  • 4 Beds
  • 2 Baths

  34 Round Lake Ave, Monroe, NY 10950

  Your Retreat Awaits in the Exclusive Round Lake Community! Discover the perfect blend of comfort, charm, and potential in this inviting 4-bedroom, 2-bathroom home nestled in one of the area's most sought-after private lake communities. With exclusive access to a members-only lake, youa€TMll enjoy tranquil mornings, peaceful paddleboarding, or weekend escapes just steps from your door. Recently

  

  Franklyn Crowe

  Weichert Realtors, Montclair

  (845) 273-3305

  

  34 Round Lake Ave, Monroe, NY 10950
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  /33

  $429,000

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  15 Riley Rd, New Windsor, NY 12553

  Welcome to 15 Riley Road: This delightful residence was fully renovated from top to bottom. Airy open living space with a gorgeous fire place, four bedrooms and two and a half bathrooms, split unit heating and cooling system.Brand new deck to sip coffee or a get together overlooking a great half an acre property!Do not miss this amazing opportunity!

  

  Inna Sobel

  Atelier Properties LLC

  (845) 382-8386

  15 Riley Rd, New Windsor, NY 12553
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  /27

  $499,000

  • 4 Beds
  • 4 Baths
  • 2,800 Sq Ft

  4 Linden Dr, Highland Mills, NY 10930

  Welcome to this rare 4-bedroom, 4-bathroom townhome in the sought-after Timber Ridge community of Woodbury, NY—offering many updates, and a versatile location! This spacious multi-level home features a brand new roof (installed June 2025) and an open-concept main level with vaulted ceilings, skylights, and sun-drenched interiors. The oversized kitchen flows into the dining area, which opens to a

  

  Erin Connolly

  Artisan Realty

  (845) 393-6635

  4 Linden Dr, Highland Mills, NY 10930
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  /32

  $489,999

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  93 Weygant Hill, Highland Mills, NY 10930

  Move-in ready with recent updates! Start your day with expansive, picturesque views of the valley, stretching as far as the eye can see. This delightful 3-bedroom, 2-bath home features a first-floor primary suite, an additional bedroom and full bath on the main level, and a spacious upper-level bedroom that offers privacy and versatility.Step outside to your backyard retreat, which backs up to

  

  Kristen Velez

  RE/MAX Benchmark Realty Group

  (845) 412-8180

  93 Weygant Hill, Highland Mills, NY 10930
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  /26

  $410,000

  • 4 Beds
  • 2 Baths
  • 1,668 Sq Ft

  31 Beattie Ave, Middletown, NY 10940

  Great 2 family home in the city of Middletown. Each apartment features 2 bedrooms, 1 bathroom. This property is located in a zoning that requires one of the apartments is occupied by the owner. House is well maintained and cared for. Large lot offers plenty of yard and parking. Walk-up attic offers plenty of storage. Each tenant has their own washer and dryer hook-up. Detached 2 car garage ideal

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 286-4605

  31 Beattie Ave, Middletown, NY 10940
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  /9

  $499,900

  • Land
  • 40 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) 622-6154

  Lot 69.31 Liberty Corners Rd, Warwick, NY 10969
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  /37

  $445,000

  • 4 Beds
  • 2 Baths

  34 Round Lake, Monroe, NJ 10950

  

  Franklyn Crowe

  WEICHERT REALTORS

  (845) 606-6760

  

  34 Round Lake, Monroe, NJ 10950
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  /30

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  10 Old Dominion Rd, Blooming Grove, NY 10914

  Step into a place where your story can truly begin—a charming 3 bedroom, 1.5 bathroom Cape style home tucked in the sought-after town of Blooming Grove, NY. From the moment you arrive, the home welcomes you with its warmth, hardwood floors underfoot, and a newly renovated kitchen where everyone gathers. With plenty of workspace, a counter with chairs for casual meals or morning coffee, it’s the

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (329) 208-3721

  10 Old Dominion Rd, Blooming Grove, NY 10914
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  /35

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 2,158 Sq Ft

  510 MacNary Rd, New Windsor, NY 12553

  Spacious 3-Bedroom Raised Ranch in the Heart of New Windsor!Welcome to this beautifully maintained 3-bedroom, 2 1/2-bath raised ranch located in an established neighborhood in New Windsor. The main level features gleaming hardwood floors throughout, a modern kitchen with stainless steel appliances, hardwood cabinets, tile backsplash, and granite countertops. A large granite peninsula

  

  Thomas Lawrenson

  Howard Hanna Rand Realty

  (845) 448-2712

  510 MacNary Rd, New Windsor, NY 12553
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  /49

  $475,000

  • 2 Beds
  • 4 Baths
  • 1,777 Sq Ft

  14 Hidden Creek Blvd, Monroe, NY 10950

  Look No Further... Your Ideal End Unit Townhome Awaits!Welcome to this beautifully maintained 2-bedroom END unit townhome in the Hidden Creek community. Move-in ready and filled with natural light, this tri-level residence offers comfort, convenience, and a versatile layout that adapts to your lifestyle.Step inside to find a spacious eat-in kitchen with sliders that open to a

  

  Jennifer DiCostanzo

  RE/MAX Town & Country

  (845) 328-4387

  14 Hidden Creek Blvd, Monroe, NY 10950
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  /34

  $449,000

  • 5 Beds
  • 1.5 Baths
  • 3,370 Sq Ft

  2223 New York 94, Beaver Dam Lake, NY 12577

  Welcome to this charming 5-bedroom, 1.5-bathroom farmhouse in Washingtonville, NY. This property offers a perfect blend of classic farmhouse charm and modern functionality. With a spacious layout and thoughtful design, this home is ready to become your new sanctuary. The heart of the home features a formal dining room, ideal for gatherings and special occasions. The expansive living areas are

  Donna Gray Redfin Real Estate

  2223 New York 94, Beaver Dam Lake, NY 12577
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  /8

  $469,900

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft

  3 Bridle Path, Newburgh, NY 12550

  Don’t let the summer end before finding your dream home! This beautifully renovated 3-bedroom, 2-bath ranch in Newburgh’s sought-after Meadow Hill subdivision offers the perfect blend of modern style and everyday comfort. Step into the brand-new chef’s kitchen, complete with custom cabinetry, gleaming white quartz countertops, a stylish coffee and high-top bar, new stainless steel appliances, and

  Steve Esposito HomeSmart Homes & Estates

  3 Bridle Path, Newburgh, NY 12550
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  /50

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  212 Hawthorn Way, New Windsor, NY 12553

  Welcome to The Grove at New Windsor, a stylish townhome community offering a great alternative to single-family living. This sought-after end unit showcases hardwood floors in the main living areas, an open dining space, and large west-facing windows that flood the home with natural light. The spacious eat-in kitchen features an island, stainless steel appliances, a walk-in pantry, and a tiled

  Bryan Dale eXp Realty

  212 Hawthorn Way, New Windsor, NY 12553
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  /50

  $459,900

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  314 Carter Ave, Newburgh, NY 12550

  Situated on just under an acre, this house is like no other, both inside and out. From the moment you pull into the driveway of this unique property, its sprawling panoramic views of the Hudson Valley will take your breath away, as will the well-maintained landscaping. Walk across the paver parking spaces and front sidewalk to enter through the front door into a hallway with an eat-in country

  Frank Cafarchio Keller Williams Realty

  314 Carter Ave, Newburgh, NY 12550
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  /26

  $459,900 Open Sun 11AM - 1PM

  • 2 Beds
  • 1 Bath
  • 1,184 Sq Ft

  23 Highland Ave, Monroe, NY 10950

  Welcome to 23 Highland Avenue — a timeless village home in the heart of Monroe, NY.This beautifully refreshed three-bedroom, one-bath residence sits on a quiet, tree-lined street just a short stroll from the center of town. Whether you're commuting to the city or embracing a more relaxed lifestyle, the location couldn’t be more ideal—just minutes from major highways, NYC bus lines, and

  Isaiah Lopez Keller Williams Hudson Valley

  23 Highland Ave, Monroe, NY 10950
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  /47

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,032 Sq Ft

  29 Keasel Rd, Middletown, NY 10940

  Welcome to 29 Keasel Road—a private oasis that perfectly blends elegance, comfort, and convenience. Just minutes from the expressway and premier shopping, this stunning home boasts thoughtful upgrades including a brand-new dishwasher and gutters (2024) and well-maintained windows (5–10 years). Step outside to your own resort-style retreat featuring a sparkling in-ground pool, serene functioning

  Ramanjit Dhanoa eXp Realty

  29 Keasel Rd, Middletown, NY 10940
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  /36

  $457,500

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  64 Balmville Rd, Newburgh, NY 12550

  Everyone has been waiting for this house. First time on the market, ever, ever, ever! Noted Newburgh and Florida Architect Francis Abreu designed and built this Tudor side-split in 1922 for the Boynton family, the clan that shortly after Francis's brother Henry Abreu would marry into. Bespoke in every way, the house has all the original lighting, fittings, fixtures, and hardware. It is a

  Jeffrey Lease John J Lease REALTORS Inc

  64 Balmville Rd, Newburgh, NY 12550
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  /47

  $459,000

  • 2 Beds
  • 3 Baths
  • 2,000 Sq Ft

  1721 Hawthorn Way, New Windsor, NY 12553

  Welcome home to this gorgeous end unit, townhouse style condo, with an open floor plan. Walk right in, to the main floor that's sun kissed with natural light, gleaming hardwood floors, a large kitchen with beautiful granite countertops, new dishwasher, light fixtures, and a slider leading out to a deck, with beautiful mountain views. Features also include a decorative shiplap, electric

  Danielle Oliva RE/MAX Classic Realty

  1721 Hawthorn Way, New Windsor, NY 12553
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  /32

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,498 Sq Ft

  28 Maple St, Cornwall, NY 12518

  Welcome to Maple Street in Cornwall! This old-style home seamlessly combines the charm of yesteryear with modern amenities for everyone to enjoy. Enjoy the comfort and coziness of the serene living room or venture out to the oversized deck for entertaining little or large events. Flexible layout and bonus spaces throughout the property makes this home perfect for the right now, but also leaves

  David Mires Smitchger Realty

  28 Maple St, Cornwall, NY 12518
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  /31

  $480,000

  • 3 Beds
  • 1.5 Baths
  • 1,845 Sq Ft

  25 Mclaughlin Way, Washingtonville, NY 10992

  Welcome to this beautifully updated 3-bedroom, 1.5-bath home. Step inside to a bright and inviting living room featuring dramatic vaulted ceilings that add a sense of space and style. On the main level, you’ll also find a fully renovated kitchen with fresh finishes and modern touches, as well as a newly updated half bath for added convenience. Upstairs, there are three well-proportioned bedrooms

  Emily Zambetti Weichert Realtors

  25 Mclaughlin Way, Washingtonville, NY 10992
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  /48

  $459,000

  • 4 Beds
  • 2.5 Baths
  • 2,055 Sq Ft

  95 Rolling Meadows Rd, Middletown, NY 10940

  Welcome to your dream home in the heart of Middletown! This beautifully maintained property combines comfort, style, and functionality—perfect for everyday living and entertaining.Step inside to discover a spacious interior featuring granite countertops and stainless steel appliances in a well-appointed kitchen that will delight any home chef. The open layout seamlessly flows from kitchen

  Kevin Grier Keller Williams Hudson Valley

  95 Rolling Meadows Rd, Middletown, NY 10940
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  /17

  $460,000

  • 4 Beds
  • 2.5 Baths
  • 1,836 Sq Ft

  548 Fostertown Rd, Newburgh, NY 12550

  This 4-bedroom, 3-bath single-family home sits on an incredible 7.9 acres of fully buildable, manicured land. Whether you're looking for a property with a lot of outside space, looking to expand the original home, build a second home, or create a mother & daughter oasis, the possibilities are truly endless. ( permits required). This home features. The home features a Solar Panel system for

  Tynisha Pinckney Clarke Realty & Associates LLC

  548 Fostertown Rd, Newburgh, NY 12550
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  /35

  $465,000

  • 3 Beds
  • 3.5 Baths
  • 2,700 Sq Ft

  29 Mclaughlin Way, Washingtonville, NY 10992

  WASHINGTONVILLE SCHOOLS ~ 3 + BEDROOMS, 3.5 BATHROOM HOME ~ 2728 SQ. FT. FOR SALE. Affordable spacious home in Woodfield development! Home featuring three levels of living space. Impressive and welcoming 2-story foyer. Formal living/dining area and vaulted ceilings with plenty of sunlight. Efficient style and inviting warmth in the kitchen with ample storage and counter space. Spacious &

  George Koudounas RE/MAX Benchmark Realty Group

  29 Mclaughlin Way, Washingtonville, NY 10992
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  /27

  $465,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft

  30 Avoncroft Ln, Middletown, NY 10940

  Welcome to 30 Avoncroft Lane – Woodside Knolls, Middletown, NYThis move-in-ready 3-bedroom, 2.5-bath townhouse combines comfort, style, and community living in one of Middletown’s most desirable neighborhoods. Inside, you’ll find updated flooring, a bright open layout, and a spacious finished basement—perfect for a home gym, playroom, family room, or creative studio.The main level

  Cindy-Lee Dorcely Keller Williams Hudson Valley

  30 Avoncroft Ln, Middletown, NY 10940
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  /50

  $459,000

  • 3 Beds
  • 2 Baths
  • 2,318 Sq Ft

  1410 Us Highway 6, Port Jervis, NY 12771

  Welcome to this stunning 3-level split-style home, nestled on a spacious 1.5-acre lot offering both comfort and versatility. This thoughtfully designed residence features a fully equipped basement with a washer, dryer, water purifier, above-ground oil tank, and furnace. The first level boasts a large open space with walk-out access to the backyard and a cozy fireplace—ideal for energy-efficient

  Wenpeng Guan Keller Williams Hudson Valley

  1410 Us Highway 6, Port Jervis, NY 12771
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  /31

  $459,000

  • 3 Beds
  • 2.5 Baths
  • 1,362 Sq Ft

  904 W Kaisertown Rd, Montgomery, NY 12549

  Welcome to 904 West Kaisertown Road, a well-maintained 3-bedroom, 2.5-bath colonial set on 2.1 private, wooded acres in Montgomery. This home offers a bright, comfortable layout with thoughtful updates throughout. The main level features hardwood floors, abundant natural light, and a pellet stove in the living room that provides whole-house heating. Upstairs, all bedrooms are well-sized and

  Robert Mahling Howard Hanna Rand Realty

  904 W Kaisertown Rd, Montgomery, NY 12549
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  /42

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  412 Hawthorn Way, New Windsor, NY 12553

  Welcome to The Grove at New Windsor! This young townhome development offers a wonderful alternative to single-family living. Set as a desirable end unit, this home has just been painted and boasts gleaming hardwood floors that flow through the main living areas. The large eat-in kitchen features granite counters, stainless steel appliances and a tiled backsplash, providing plenty of space for

  Naomi Streicher Q Home Sales

  412 Hawthorn Way, New Windsor, NY 12553
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  /43

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,795 Sq Ft

  50 Holland Ave, Pine Bush, NY 12566

  Imagine finding your ideal suburban haven! This stunning property boasts vinyl siding, a spacious new patio perfect for outdoor entertaining, and a bright, airy kitchen with a center island that seamlessly blends modern style with contemporary flair. Many High ceilings, skylights, and beautifully appointed rooms await, including a serene master suite with a spacious walk-in closet and full

  Sheri Chablis Sohn Real Estate Corp

  50 Holland Ave, Pine Bush, NY 12566
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  /41

  $460,000

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  28 Hillcrest Dr, Salisbury Mills, NY 12577

  Welcome to this beautifully updated 3 bedroom 2 bath ranch style home offering the perfect blend of comfort, style and sustainability. Step into the heart of the home-an open -concept kitchen featuring sleek granite countertops, a large center island perfect for meal prep or entertaining and top of the line stainless steel appliances. Enjoy year round peace of mind with a whole house generator

  Melissa Forsyth Hudson Valley Home Connection

  28 Hillcrest Dr, Salisbury Mills, NY 12577
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  /22

  $465,000

  • 3 Beds
  • 2.5 Baths
  • 2,390 Sq Ft

  9 Beech St, Newburgh, NY 12550

  Welcome home to this lovingly cared for 3 bedroom, 3 bath sprawling ranch, offering over 2,300 square feet of living space in sought after Balmville section of Newburgh, just minutes from the Hudson River. This spacious ranch, in a serene location, offers ample sized rooms and space to entertain, steps from the Powelton Club, close proximity to the Newburgh Waterfront, I-84 and NYS Thruway,

  Kathleen Rafferty RE/MAX Benchmark Realty Group

  9 Beech St, Newburgh, NY 12550
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  /23

  $459,000

  • 1 Bed
  • 1 Bath
  • 564 Sq Ft

  582 Jersey Ave, Greenwood Lake, NY 10925

  Don’t miss this exceptional opportunity to own on one of the most desired stretches of Greenwood Lake. This 1 bedroom, 1 bath bungalow cottage features 35 feet of direct lake frontage, a private floating dock, and stunning panoramic water views. Whether you're looking to renovate, expand, or redevelop, the potential here is unmatched. Located just one hour from NYC, Greenwood Lake offers the

  Brenda Wiley Howard Hanna Rand Realty

  582 Jersey Ave, Greenwood Lake, NY 10925
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  /49

  $455,000

  • 3 Beds
  • 1 Bath
  • 1,625 Sq Ft

  7 Archery Rd, Newburgh, NY 12550

  Absolutely gorgeous 3 bedroom well-maintained brick ranch with nothing to do but move-in! Large living room with bow window and carpet installed 1 year ago. Dining room showcases gleaming hardwood floors. Eat-in kitchen equipped with newer stainless steel appliances, custom backsplash, plenty of cabinet space, and double sink. Kitchen leads to beautiful sunroom lined with windows and sky lights,

  Tremaine Selby Weichert Realtors

  7 Archery Rd, Newburgh, NY 12550
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  /41

  $454,999

  • 2 Beds
  • 2 Baths
  • 1,448 Sq Ft

  67 Fox Hill Rd, Wallkill, NY 12589

  Price improvement! Back on the Market! Don’t miss the opportunity to make this exceptional property yours. This home features a spacious open kitchen that is truly the heart of the home. Flooded with natural light, it boasts luxurious granite countertops and rich wood floors, perfectly balanced with ample cabinet space to cater to all your culinary needs. Whether you're a gourmet chef or a casual

  Gina Dudgeon Howard Hanna Rand Realty

  67 Fox Hill Rd, Wallkill, NY 12589
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  /20

  $455,000 Pre-Foreclosure

  • 3 Beds
  • 2.5 Baths
  • 2,127 Sq Ft

  2 Gerri Ct, Wallkill, NY 12589

  Charming Colonial Near Chadwick Lake – Wallkill SchoolsWelcome to this classic Colonial nestled on over half an acre in the perfectly located near scenic Chadwick Lake. Set within the desirable Wallkill School District, this home offers an excellent opportunity for buyers looking to customize and add their own personal touch.Step inside to find a traditional layout featuring

  Steve Esposito HomeSmart Homes & Estates

  2 Gerri Ct, Wallkill, NY 12589
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  /39

  $415,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,040 Sq Ft

  167 Rockwell Ave, Middletown, NY 10940

  Charming Single-Family Home for SaleWelcome to this beautifully designed, spacious single-family home, offering a perfect blend of comfort and style. Nestled in a serene cul-de-sac, this home is ideal for those seeking both tranquility and convenience.As you step inside, you’re greeted by an inviting open-concept layout that seamlessly connects the living, dining, and kitchen areas. The

  Ermelinda Mclaughlin eXp Realty

  167 Rockwell Ave, Middletown, NY 10940
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  /41

  $449,000

  • 4 Beds
  • 1.5 Baths
  • 1,386 Sq Ft

  47 Greycourt Ave, Chester, NY 10918

  Classic farmhouse feel with contemporary updates on a generous 1.3-acre lot, with this home you get it all! This 3/4bedroom, 1.5-bath home combines classic warmth with modern comforts, including a kitchen featuring granite countertops, hardwood flooring and a spacious island perfect for prep and entertaining. along with a huge sunken living room with recessed lighting and a pellet stove to save

  Pedro Garcia Curasi Realty, Inc.

  47 Greycourt Ave, Chester, NY 10918
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  /30

  $435,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,274 Sq Ft

  152 Delmar Hill Rd, Slate Hill, NY 10973

  TURN KEY AND MOVE IN READY!!! ONE LEVEL LIVING! GORGEOUS RENOVATIONS! An Incredible Updated Ranch in Minisink Valley School District!On a quiet country road in the highly sought-after Minisink Valley School District, you’ll find a property that has been completely transformed into the perfect place to call your own. Fully renovated in 2018—down to the studs—this property is move-in ready, and

  Frank Muccari Cronin & Company Real Estate

  152 Delmar Hill Rd, Slate Hill, NY 10973
• 

  

  /32

  $410,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  115 Mcmullen Rd, Westtown, NY 10998

  Nestled within the highly sought-after Minisink Valley School district, this charming three-bedroom ranch offers a delightful blend of comfort, space, and potential. Spanning a generous 5.1 acres, this property provides a serene and picturesque setting, perfect for those seeking a peaceful retreat with ample outdoor space. As you step inside, you'll be welcomed by the warmth and elegance of

  Annie Hansen Howard Hanna Rand Realty

  115 Mcmullen Rd, Westtown, NY 10998

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