Orange County, NY Homes

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  /50

  $549,000

  • 4 Beds
  • 2 Baths
  • 2,824 Sq Ft

  147 Main St, Chester, NY 10918

  Bring your vision to **147 Main Street in the Village of Chester**. Zoned **Duplex with Neighborhood Business use**, this spacious property offers an excellent opportunity for investors, business owners or buyers looking to renovate and create value.The property features multiple living areas, four bedrooms, a large kitchen with center island, one full bathroom, a half bathroom, laundry

  

  Samantha Ortiz

  Howard Hanna Rand Realty

  147 Main St, Chester, NY 10918
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• 

  

  

  /10

  $1,950 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  12 Main St Unit 2F, Warwick, NY 10990

  Stylish one-bedroom, second-floor walk-up apartment is perched above Main Street in the heart of Warwick Village. Scenic views of Wawayanda Creek and Railroad Green pair with the energy of downtown living for the perfect blend of character, comfort, and convenience.Inside, an open floor plan, hardwood floors, and abundant natural light create a bright and inviting space. Additional

  

  Jennifer DiCostanzo

  RE/MAX Town & Country

  12 Main St Unit 2F, Warwick, NY 10990
• 

  $482,500

  Sold Oct 06, 2025

  39 Brookline Ave, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft
  • Built 2005

  Last Sold Summary

  • 2% Below List Price
  • $258/SF
  • 26 Days On Market

  Current Estimated Value $491,652

  Last Listing Agent Andrea Rose KW Hudson Valley United

  39 Brookline Ave, Middletown, NY 10940
• 

  Est $580,612

  Not Listed For Sale

  2 Strasser Place, Campbell Hall, NY 10916

  • 2 Beds
  • 2.5 Baths
  • 2,752 Sq Ft
  • Built 2018

  2 Strasser Place, Campbell Hall, NY 10916

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
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  /26

  $705,000

  • 4 Beds
  • 2.5 Baths
  • 2,628 Sq Ft

  8 Black Gum Ct, Newburgh, NY 12550

  Discover the WILLOW model at Elm Farm Estates—a stunning Colonial-style new construction offering 2,628 square feet of well-designed living space. This home features 4 bedrooms, 2.5 baths, and a 2-car garage. The open-concept floor plan seamlessly connects the family room, kitchen, and breakfast nook, perfect for everyday living. Enjoy formal dining and living rooms for special gatherings, along

  

  Ewa Kusmierek

  eXp Realty

  8 Black Gum Ct, Newburgh, NY 12550
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  /25

  Starting at $1,955 Per Month

  • Studio - 2 Beds

  225 Berkman Dr, Middletown, NY 10941

  Welcome Home to Imperial Gardens Apartments in Middletown, NY! Located in a country setting, our fabulous location is about an hour from New York City. Just minutes from the Metro North, and major highways: RT 17, I-84, and I-87 (NYS Thruway), we are a commuter's dream! We are located just minutes from RT 211 where there is an abundance of shopping, dining, and entertainment such as Galleria at

  Imperial Gardens Apartment Homes

  

  225 Berkman Dr, Middletown, NY 10941
• 

  $472,000

  Sold Dec 30, 2025

  87 Barr Ln, Monroe, NY 10950

  • 3 Beds
  • 2.5 Baths
  • 1,671 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Above List Price
  • $282/SF
  • 26 Days On Market

  Current Estimated Value $512,299

  Last Listing Agent Robert Mahling Howard Hanna Rand Realty

  87 Barr Ln, Monroe, NY 10950
• 

  Est $247,027

  Not Listed For Sale

  10 El Dorado Trail, Chester, NY 10918

  10 El Dorado Trail, Chester, NY 10918

  Last Sold Summary

  • 152 Days On Market

  Last Listing Agent Lisandra Rivera Keller Williams Realty
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  /41

  $550,000

  Open Sat 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 1,796 Sq Ft

  24 Edinburgh Rd, Middletown, NY 10941

  Dusk settles over the old shade trees as you pull in, nearly 60 years of growth arching over the yard, and the house beneath them glows from within. Fresh siding, brand new windows, stone at the entry, and inside, a home fully renovated, room by room, every one of them finished and ready for you. You step into the quiet, leaves stirring overhead, and whatever the day held stays behind

  

  Brian Caplicki

  KW Hudson Valley United

  24 Edinburgh Rd, Middletown, NY 10941
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  /23

  $2,850 Per Month

  • 3 Beds
  • 1 Bath
  • 1,312 Sq Ft
  • House for Rent

  60 W Jeanibo Rd, Monroe, NY 10950

  Fully remodeled 3-bedroom bungalow located on a quiet cul-de-sac in Monroe, NY within the Monroe-Woodbury School District. This move-in ready home features a modern interior with new flooring, new windows, updated kitchen, renovated bathrooms, and quartz countertops. Spacious and bright layout with stylish finishes throughout. The property also offers a 2-car garage and a large driveway with

  

  Ammar Iqbal

  eXp Realty

  60 W Jeanibo Rd, Monroe, NY 10950
• 

  $394,500

  Sold Aug 06, 2026

  145 William St, Newburgh, NY 12550

  • 6 Beds
  • 3 Baths
  • 2,838 Sq Ft
  • Built 1890

  Last Sold Summary

  • 1% Below List Price
  • $139/SF
  • 41 Days On Market

  Current Estimated Value $395,551

  Last Listing Agent Jodi Visconti Howard Hanna Rand Realty

  145 William St, Newburgh, NY 12550
• 

  Est $220,548

  Not Listed For Sale

  1 Lexington Hill Unit 8, Harriman, NY 10926

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1985

  1 Lexington Hill Unit 8, Harriman, NY 10926

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Kamal Khan Charles Rutenberg Realty, Inc.
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  /43

  $499,999

  • 3 Beds
  • 2.5 Baths
  • 2,893 Sq Ft

  158 High Meadows Rd, Walden, NY 12586

  DOUBLE LOT!!! TOWN OF MONTGOMERY!!! Welcome to this charming 1950s-style Ranch in the Town of Montgomery, offering a perfect blend of classic character and modern convenience. Set on a beautifully manicured lot with a sweeping front lawn and mature evergreens, this inviting 3-bedroom, 2.5-bathroom home boasts a tranquil residential setting in the Valley Central School District, just outside the

  

  Richard Baxter

  Keller Williams Realty

  158 High Meadows Rd, Walden, NY 12586
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  /55

  Starting at $1,925

  Total Monthly Price

  • 1 - 2 Beds

  644 Silver Lake Scotchtown Rd, Middletown, NY 10941

  Welcome to Stevens Manor Apartments in Middletown, NY! Our pet-friendly community is set among expansive grassy areas, creating a peaceful and open environment.Choose from studios, one-, or two-bedroom apartments, each thoughtfully designed with updated kitchens, premium bathrooms, dishwashers, and air-conditioning.Your rent includes heat, hot water, gas, and trash removal. We

  Stevens Manor Apartments

  

  644 Silver Lake Scotchtown Rd, Middletown, NY 10941
• 

  $160,000

  Sold Nov 12, 2025

  24 Summit Ave, Harriman, NY 10926

  • 4 Beds
  • 2 Baths
  • 1,756 Sq Ft
  • Built 1931

  Last Sold Summary

  • 36% Below List Price
  • $91/SF
  • 44 Days On Market

  Current Estimated Value $571,202

  Last Listing Agent Brenda Guttenberg RE/MAX Benchmark Realty Group

  24 Summit Ave, Harriman, NY 10926
• 

  Est $818,655

  Not Listed For Sale

  147 Elise Dr, Middletown, NY 10941

  • 5 Beds
  • 3.5 Baths
  • 2,960 Sq Ft
  • Built 2024

  147 Elise Dr, Middletown, NY 10941

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Juan Bautista Serhant LLC
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  /46

  $799,900

  $15K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,188 Sq Ft

  84 Pin Oak Dr, New Windsor, NY 12553

  **A Private Resort-Style Retreat in the Heart of the Hudson Valley**Welcome to 84 Pin Oak Drive, a beautifully appointed custom ranch tucked away on nearly two private acres at the end of a quiet cul-de-sac in one of New Windsor's most desirable neighborhoods. Offering over 3,100 square feet of thoughtfully designed living space, this exceptional home combines luxurious one-level living with

  

  Heather Bragg

  River to Ridge Rlty Associates

  84 Pin Oak Dr, New Windsor, NY 12553
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  /47

  $3,200 Per Month

  • 4 Beds
  • 1.5 Baths
  • 1,351 Sq Ft
  • Apartment for Rent

  492 Liberty St, Newburgh, NY 12550

  Spacious and recently updated four-bedroom, one-and-a-half-bath apartment occupying two levels of a two-family home. The residence offers a flexible layout with plenty of living space, a dishwasher, and in-unit laundry with a brand-new washer and dryer. One dedicated off-street parking space is included at the rear of the property, along with yard space for outdoor recreation. Conveniently

  

  JOSE SANTOS

  K Fortuna Lighthouse Realty

  492 Liberty St, Newburgh, NY 12550
• 

  $445,000

  Sold Mar 18, 2026

  93 Weygant Hill, Highland Mills, NY 10930

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1955

  Last Sold Summary

  • 11% Below List Price
  • $294/SF
  • 262 Days On Market

  Current Estimated Value $441,624

  Last Listing Agent Kristen Velez RE/MAX Benchmark Realty Group

  93 Weygant Hill, Highland Mills, NY 10930
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  Est $813,949

  Not Listed For Sale

  197 Elise Dr, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 3,217 Sq Ft
  • Built 2024

  197 Elise Dr, Middletown, NY 10941

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Juan Bautista Serhant LLC
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  /50

  $979,999

  $19K PRICE DROP

  • 7 Beds
  • 7 Baths
  • 5,625 Sq Ft

  10 Willys Ct, Rock Tavern, NY 12575

  Welcome to 10 Willys Court, an extraordinary custom colonial offering over 5,600 square feet of thoughtfully designed living space on a private 2.2-acre cul-de-sac in the heart of Rock Tavern. Combining exceptional size, versatility, and modern amenities, this one-of-a-kind residence features a truly authentic mother-daughter design—one of the area's rarest opportunities for multigenerational

  

  Joao Rodrigues

  Preferred Properties Real Esta

  10 Willys Ct, Rock Tavern, NY 12575
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  /55

  Starting at $2,672 Per Month

  • 1 Bed

  122 Golf Links Rd, Middletown, NY 10940

  158 Unit Luxury Housing Community with 1,2 and 3 Bedroom Units. Situated on a Lush Championship 18 Hole Golf Course that offers a Private Country Club Experience 24 hours a day. Apartments feature Spacious Open Layouts, Beautiful Kitchens with Quartz Countertops and Stainless Steel Appliances, Front Loading Washers and Dryers, Balconies, Walk-In Closets, Beautiful Engineered Wide Plank

  Residences at West Hills Country Club

  

  122 Golf Links Rd, Middletown, NY 10940
• 

  $580,000

  Sold Feb 13, 2026

  125 Highland Ave, Newburgh, NY 12550

  • 3 Beds
  • 3.5 Baths
  • 2,411 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $241/SF
  • 23 Days On Market

  Last Listing Agent Richard Baxter Keller Williams Realty

  125 Highland Ave, Newburgh, NY 12550
• 

  Est $186,000

  Not Listed For Sale

  10 Oakwood Terrace Unit 50, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Built 1965

  10 Oakwood Terrace Unit 50, New Windsor, NY 12553

  Last Sold Summary

  • 235 Days On Market

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group
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  /44

  $974,000

  $25K PRICE INCREASE

  • 5 Beds
  • 3.5 Baths
  • 4,730 Sq Ft

  1576 State Route 52, Walden, NY 12586

  Set back on a commanding ridgeline along Route 52, this extraordinary 2007 custom estate seamlessly marries Hudson Valley scenic beauty with artistic, Southwestern-inspired elegance. Set across 5+ private acres with sweeping panoramic views of the Shawangunk Mountains, this home offers an architectural statement and a true lifestyle retreat.Step inside the striking foyer to discover warm

  

  Vincent O'Brien

  Davis R Chant Real Estate Inc.

  1576 State Route 52, Walden, NY 12586
• 

  

  /20

  $2,300 Per Month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  82 High St Unit 5, Chester, NY 10918

  Fresh carpet has just been laid throughout this luminous top-floor penthouse, where an open layout and abundant sunshine create an inviting canvas for daily life. At 900 square feet, this 2-bedroom, 1-bath home balances spaciousness with a cozy, lived-in warmth. Cooks will appreciate the updated kitchen, outfitted with a new stainless steel refrigerator and dishwasher that bring both style and

  

  Ourania Pizzolato

  Weichert Realtors

  82 High St Unit 5, Chester, NY 10918
• 

  $798,000

  Sold Mar 26, 2026

  6 Gurda Ln, Goshen, NY 10924

  • 3 Beds
  • 3 Baths
  • 3,135 Sq Ft
  • Built 1997

  Last Sold Summary

  • $255/SF
  • 105 Days On Market

  Current Estimated Value $802,446

  Last Listing Agent JoAnn Maxwell Howard Hanna Rand Realty

  6 Gurda Ln, Goshen, NY 10924
• 

  Est $792,991

  Not Listed For Sale

  2 Howard Ct, Goshen, NY 10924

  • 4 Beds
  • 3.5 Baths
  • 3,352 Sq Ft
  • Built 2012

  2 Howard Ct, Goshen, NY 10924

  Last Sold Summary

  • 68 Days On Market

  Last Listing Agent Jason Dillon eXp Realty
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  /33

  $425,000

  $50K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,187 Sq Ft

  19 Judd Place, Goshen, NY 10924

  Welcome to 19 Judd Place in the Village of Goshen! This beautifully renovated 3-bedroom, 1-bath home is completely move-in ready and located within the highly sought-after Goshen Central School District.The stunning new kitchen features quartz countertops, modern cabinetry, and brand-new stainless steel appliances. Throughout the home, you'll find stylish flooring, updated finishes, and a

  

  Ammar Iqbal

  eXp Realty

  19 Judd Place, Goshen, NY 10924
• 

  

  /46

  Starting at $1,770 Per Month

  • 1 - 2 Beds

  2 Underhill Rd, Middletown, NY 10940

  Living at Sutton Hill located in Middletown, NY, provides you with the peaceful, pastoral setting of the Catskill's and the Pocono's, and only an hour away from New York City.Convenient to the Metro North RR, near Orange Regional Medical center - schools, shopping and entertainment, all at your fingertips.Relax and enjoy our great amenities: Fitness Center, Pool, Playground,

  Sutton Hill Apartments

  

  2 Underhill Rd, Middletown, NY 10940
• 

  $530,000

  Sold Jan 23, 2026

  1 Westlin Ln, Cornwall, NY 12518

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft
  • Built 1954

  Last Sold Summary

  • 8% Below List Price
  • $296/SF
  • 88 Days On Market

  Current Estimated Value $539,561

  Last Listing Agent Brenda Guttenberg RE/MAX Benchmark Realty Group

  1 Westlin Ln, Cornwall, NY 12518
• 

  Est $633,599

  Not Listed For Sale

  426 Maple Hill Dr, Cornwall, NY 12518

  • 4 Beds
  • 3.5 Baths
  • 2,671 Sq Ft
  • Built 1965

  426 Maple Hill Dr, Cornwall, NY 12518

  Last Sold Summary

  • 229 Days On Market

  Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group
• 

  

  /45

  $489,000

  Pending

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

  10 Oak Ridge Dr, New Windsor, NY 12553

  Welcome to 10 Oak Ridge Drive, New Windsor—a spacious and beautifully maintained 3-bedroom, 2-full-bath home offering a warm, comfortable feel, a versatile layout, and plenty of space both inside and out.The main level welcomes you with hardwood floors, a bright and inviting living room, a dedicated dining area, and a well-appointed kitchen featuring granite countertops, newer stainless

  

  Ewa Kusmierek

  eXp Realty

  10 Oak Ridge Dr, New Windsor, NY 12553
• 

  

  /21

  $2,800 Per Month

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft
  • House for Rent

  73 Lake Trail, Greenwood Lake, NY 10925

  Fully Renovated 2-Bedroom Home with Greenwood Lake Views. Enjoy lake-community living in this fully renovated two-bedroom, one-bath home in the desirable Indian Park community of Greenwood Lake. The home offers views of Greenwood Lake from the upper porch and spacious open deck - ideal for relaxing. Inside, an open-concept living and dining area features heated floors, central air conditioning,

  

  Marie Nick

  RE/MAX Town & Country

  73 Lake Trail, Greenwood Lake, NY 10925
• 

  $540,000

  Sold Feb 06, 2026

  561 Toleman Rd, Rock Tavern, NY 12575

  • 5 Beds
  • 3 Baths
  • 3,273 Sq Ft
  • Built 1989

  Last Sold Summary

  • 22% Below List Price
  • $165/SF
  • 204 Days On Market

  Current Estimated Value $603,267

  Last Listing Agent Erin Connolly-Frontino Artisan Realty

  561 Toleman Rd, Rock Tavern, NY 12575
• 

  Est $843,862

  Not Listed For Sale

  7 Allyson Ct, Goshen, NY 10924

  • 4 Beds
  • 4.5 Baths
  • 4,333 Sq Ft
  • Built 2012

  7 Allyson Ct, Goshen, NY 10924

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Joe Distelburger Keller Williams Realty
• 

  

  /41

  $510,000

  $19K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft

  95 Silver Lake Scotchtown Rd, Middletown, NY 10940

  Welcome to this beautifully renovated Cape Cod, where classic charm meets modern design. This turnkey home offers 3 bedrooms and 2 full bathroom, including a convenient first-floor bedroom perfect for guests, a home office, or easy one-level living. Thoughtfully redesigned from top to bottom, updates include brand-new flooring throughout, a sleek modern kitchen with quartz countertops and new

  

  Ammar Iqbal

  eXp Realty

  95 Silver Lake Scotchtown Rd, Middletown, NY 10940
• 

  

  /8

  Starting at $515 Per Month

  • 1 Bed

  1-3 Liberty Ct, Warwick, NY 10990

  The Liberty Green apartments offer a comfortable yet stylish lifestyle right in the heart of the community. With a wide range of amenities and an efficient floor plan, each airy one-bedroom apartment provides the perfect solution for comfortable senior living. Close to Devon Woods, Liberty Green is a three story complex with an elevator just a short distance to the many dining, shopping, health

  Liberty Green Apartments

  

  1-3 Liberty Ct, Warwick, NY 10990
• 

  $390,000

  Sold Sep 25, 2025

  112 Monhagen Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft
  • Built 1870

  Last Sold Summary

  • 5% Above List Price
  • $232/SF
  • 27 Days On Market

  Current Estimated Value $399,853

  Last Listing Agent Katheryn DeClerck Howard Hanna Rand Realty

  112 Monhagen Ave, Middletown, NY 10940
• 

  Est $297,281

  Not Listed For Sale

  38 E Parmenter St, Newburgh, NY 12550

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft
  • Built 2010

  38 E Parmenter St, Newburgh, NY 12550

  Last Sold Summary

  • 80 Days On Market

  Last Listing Agent Kathy Dawson Howard Hanna Rand Realty

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