Orange County, NY Homes

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  $289,900 Pending

  • 5 Beds
  • 1.5 Baths
  • 3,312 Sq Ft

  19 Oakland Valley Rd, Cuddebackville, NY 12729

  Welcome to 19 Oakland Valley Road in Cuddebackville, a Hudson Valley property brimming with potential. This fixer-upper is the perfect opportunity for buyers looking to create their dream home, investment property, or weekend retreat. Set on a spacious lot, it offers plenty of room for outdoor living, gardening, and recreation.Inside, you’ll find a generous layout with 5 bedrooms 1 bathroom,

  

  Randolph Rogers

  eXp Realty

  (845) 714-8440

  19 Oakland Valley Rd, Cuddebackville, NY 12729
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  /14

  $2,400 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  30 Center St, Highland Falls, NY 10928

  Check out this High Quality hidden gem in the center of Highland Falls! Fully renovated three story two bedroom apartment with a bonus room for an office, walk-in closet or nursey. This apartment features its own covered deck, a full basement with personal washer and dryer, granite countertops in the kitchen and bathroom with beautiful porcelain subway tile backsplash and shower surround. High

  

  Gillian Kelley

  HomeSmart Homes & Estates

  (329) 666-0605

  30 Center St, Highland Falls, NY 10928
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  $545,000 Sold Sep 10, 2025

  6 Spring Rock Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,793 Sq Ft
  • Built 1962

  Last Sold Summary

  • 1% Above List Price
  • $304/SF
  • 26 Days On Market

  Current Estimated Value $538,431

  Last Listing Agent Christina Rowan Howard Hanna Rand Realty

  6 Spring Rock Rd, New Windsor, NY 12553
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  /17

  Est $417,635 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,618 Sq Ft

  73 Mcewen St, Warwick, NY 10990

  73 Mcewen St, Warwick, NY 10990
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  /25

  $679,900

  • 5 Beds
  • 2.5 Baths
  • 3,538 Sq Ft

  74 Red Maple Way, New Windsor, NY 12553

  Welcome to 74 Red Maple Way at Windsor Woods, one of New Windsor’s premier cul-de-sac communities. At this stuning home elegance, comfort, and modern sophistication come together to create more than just a house—it’s a lifestyle. Step inside and you’ll be greeted by soaring ceilings, gleaming hardwood floors, and natural light pouring through oversized windows. The open-concept design flows

  

  Randolph Rogers

  eXp Realty

  (845) 413-2984

  74 Red Maple Way, New Windsor, NY 12553
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  /20

  $2,500 per month

  • 3 Beds
  • 1 Bath
  • 1,180 Sq Ft
  • Apartment for Rent

  1335 Union Ave Unit B, Newburgh, NY 12550

  Town of Newburgh, Wallkill Schools. Spacious and freshly painted 3 bedroom, 1 bath apartment with two floors—main living area on the first floor, bedrooms and bath on the second. Enjoy laminate flooring, some new windows, and an enclosed, fenced backyard with a private patio. The kitchen features a new stainless steel electric stove, new dishwasher, new microwave, and a refrigerator, plus a

  

  Jodi Gillespie

  Gillespie Real Estate LLC

  (845) 460-1297

  1335 Union Ave Unit B, Newburgh, NY 12550
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  $405,000 Sold Jul 25, 2025

  65 Hill Rd, Goshen, NY 10924

  • 2 Beds
  • 1 Bath
  • 1,460 Sq Ft
  • Built 1966

  Last Sold Summary

  • 3% Above List Price
  • $277/SF
  • 20 Days On Market

  Current Estimated Value $466,478

  Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

  65 Hill Rd, Goshen, NY 10924
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  Est $414,499 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,152 Sq Ft

  14 Kenny Dr, Monroe, NY 10950

  14 Kenny Dr, Monroe, NY 10950
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  $628,000

  • 3 Beds
  • 2.5 Baths
  • 1,730 Sq Ft

  39 Frost Ln, Cornwall, NY 12518

  FULLY AVAILABLE! Your dream farmhouse, in idyllic Cornwall! This 1920's home had a complete renovation in 2023 - new roof, windows, siding, central AC, heat, electric, plumbing, and spray foam insulation. The home was taken to its studs, with no stone left unturned, to bring you a quality, high-end, masterful restoration. Situated on 1/2 an acre surrounded by trees, you will have plenty of

  

  Jade Oliverio

  Howard Hanna Rand Realty

  (845) 407-9346

  39 Frost Ln, Cornwall, NY 12518
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  /10

  $2,500 per month

  • 2 Beds
  • 1 Bath
  • 1,800 Sq Ft
  • Apartment for Rent

  25 Hathorn Rd Unit 2, Warwick, NY 10990

  Apartment is on the second floor and has an eat in kitchen, living room, 2 bedrooms and bath. Close to the village and shopping.This apartment can be rented furnished.

  

  Chris Staritz

  Howard Hanna Rand Realty

  (845) 957-9894

  25 Hathorn Rd Unit 2, Warwick, NY 10990
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  $293,000 Sold Sep 16, 2025

  11 Lake St, Highland Falls, NY 10928

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft
  • Built 1955

  Last Sold Summary

  • 9% Above List Price
  • $376/SF
  • 34 Days On Market

  Current Estimated Value $292,517

  Last Listing Agent Omar Harper Epique Realty

  11 Lake St, Highland Falls, NY 10928
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  Est $441,979 Not Listed For Sale

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

  18 West St, Newburgh, NY 12550

  18 West St, Newburgh, NY 12550
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  /31

  $288,000 Pending

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  93 Route 209, Port Jervis, NY 12771

  Move right into this beautifully renovated ranch-style home, thoughtfully updated from top to bottom. The brand-new kitchen features modern finishes and a clean, functional layout perfect for everyday living and entertaining. The home also offers a fully remodeled bathroom with all-new plumbing, electrical, new windows, and efficient natural gas heating. Plenty of storage and large laundry area

  

  JoAnn Maxwell

  Howard Hanna Rand Realty

  (845) 606-4703

  93 Route 209, Port Jervis, NY 12771
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  /30

  $2,250 per month

  • 3 Beds
  • 1 Bath
  • 806 Sq Ft
  • House for Rent

  2 Mertes Ln, New Windsor, NY 12553

  Cozy 3 bedroom cape cod located in New Windsor near shopping, schools, parks and transportation. Hardwood floors throughout both floors. Extra large bathroom, bedroom, eat in kitchen and living room on the 1st floor and 2 additional bedrooms with plenty of closet space. The lower walk out level has a laundry room, utility area plus 2 storage rooms. The driveway was just paved this year and there

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (845) 605-7625

  2 Mertes Ln, New Windsor, NY 12553
• 

  $541,000 Sold Nov 19, 2025

  63 Brimstone Hill Rd, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 2,130 Sq Ft
  • Built 1991

  Last Sold Summary

  • $254/SF
  • 49 Days On Market

  Last Listing Agent Jennifer Loprieno Howard Hanna Rand Realty

  63 Brimstone Hill Rd, Middletown, NY 10941
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  Est $85,399 Not Listed For Sale

  1 Trails End Rd, Godeffroy, NY 12729

  1 Trails End Rd, Godeffroy, NY 12729
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  /45

  $798,000 Pending

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

  6 Gurda Ln, Goshen, NY 10924

  Custom-built Colonial pristinely set on 5.22 picturesque tree-lined acres in the desirable Goshen School District. This striking 3135 sq. ft showcases unique architectural detail. Step inside to find bright, spacious interiors and refined finishes throughout. The kitchen features solid wood cabinetry, ample storage, and a center island that provides additional workspace and gathering space ready

  

  JoAnn Maxwell

  Howard Hanna Rand Realty

  (329) 216-1069

  6 Gurda Ln, Goshen, NY 10924
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  /18

  $2,400 per month

  • 2 Beds
  • 2 Baths
  • 1,572 Sq Ft
  • Apartment for Rent

  95 Liberty St Unit 1, Newburgh, NY 12550

  Welcome home to this spacious and stylish two-bedroom, two-bath apartment in the heart of Newburgh’s historic district with a shared gated backyard with patio! Perfectly situated across from George Washington’s Headquarters with peekaboo Hudson River views, this residence blends rich history with modern comfort and convenience. Inside, you’ll find a generous open layout designed for both

  

  Steven Gray

  Compass Greater NY, LLC

  (845) 415-6895

  95 Liberty St Unit 1, Newburgh, NY 12550
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  $760,000 Sold Aug 28, 2025

  1110 Mountain Rd, Port Jervis, NY 12771

  • 3 Beds
  • 4 Baths
  • 2,900 Sq Ft
  • Built 1998

  Last Sold Summary

  • 1% Above List Price
  • $262/SF
  • 27 Days On Market

  Current Estimated Value $779,578

  Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

  1110 Mountain Rd, Port Jervis, NY 12771
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  Est $351,073 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,969 Sq Ft

  608 Tower Ave, Maybrook, NY 12543

  608 Tower Ave, Maybrook, NY 12543
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  /45

  $680,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  28 Sutherland Dr, Highland Mills, NY 10930

  "Hike Up Your Own Mountain" – A Serene and Spacious Woodland RetreatWelcome to your private sanctuary nestled on 2.4 acres of lush woods and cultivated gardens, where nature and modern living harmoniously intertwine. This beautifully updated home invites you in with a charming front porch, perfect for morning coffee or evening relaxation, offering a warm welcome to all who arrive.Inside,

  

  Regina Wittosch

  Howard Hanna Rand Realty

  (845) 868-6382

  28 Sutherland Dr, Highland Mills, NY 10930
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  /35

  $2,800 per month

  • 2 Beds
  • 1 Bath
  • 1,280 Sq Ft
  • Apartment for Rent

  24 Saint James Place Unit 1, Goshen, NY 10924

  Newly renovated apartment ideally located in the heart of the Village of Goshen. A welcoming private entry at the base of the stairs leads into a bright, sunlit living and dining area filled with abundant natural light. The apartment features two generously sized bedrooms and a spacious office/den, offering flexible living options. The kitchen is offers granite countertops, stainless steel

  

  Rebecca Bank

  Keller Williams Realty

  (329) 210-0973

  24 Saint James Place Unit 1, Goshen, NY 10924
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  $720,000 Sold Jan 08, 2026

  12 Jansen Ct, Walden, NY 12586

  • 4 Beds
  • 2.5 Baths
  • 2,660 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $271/SF
  • 39 Days On Market

  Last Listing Agent Omar Harper Epique Realty

  12 Jansen Ct, Walden, NY 12586
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  Est $834,548 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,304 Sq Ft

  12 Montesi Dr, Highland Mills, NY 10930

  12 Montesi Dr, Highland Mills, NY 10930
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  /22

  $336,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,163 Sq Ft

  17 Schneider Ave, Highland Falls, NY 10928

  Nestled in the heart of Highland Falls and a stone's throw from the prestigious West Point Military Academy and Museum, this charming 3-bedroom, 1-bathroom detached home offers an exceptional living experience at 17 Schneider Ave. With a modest yet inviting 1163 sq ft of interior space, this property presents an unparalleled opportunity to own a piece of tranquility while being minutes away from

  Hershel Reisz

  eRealty Advisors, Inc

  (329) 219-1968

  17 Schneider Ave, Highland Falls, NY 10928
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  /9

  $2,950 per month

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft
  • House for Rent

  75 Forester Ave Unit TH4, Warwick, NY 10990

  Welcome to Warwick Oaks, where luxury and convenience intertwine in these exquisite townhome-style rentals. Spacious two-bedroom townhomes, each crafted with your utmost comfort in mind. Optional carport spaces and storage rooms are also available for rent, providing added convenience. These apartments boast an array of amenities to enhance your living experience, including in-unit laundry

  

  John Olivero

  Keller Williams Realty

  (845) 576-1638

  75 Forester Ave Unit TH4, Warwick, NY 10990
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  $480,000 Sold Jul 08, 2025

  99 Neversink Dr, Port Jervis, NY 12771

  • 3 Beds
  • 2.5 Baths
  • 2,984 Sq Ft
  • Built 1963

  Last Sold Summary

  • 9% Below List Price
  • $161/SF
  • 31 Days On Market

  Current Estimated Value $501,179

  Last Listing Agent Lynelle Alessi Keller Williams Hudson Valley

  99 Neversink Dr, Port Jervis, NY 12771
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  Est $721,813 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  505 Toleman Rd, Rock Tavern, NY 12575

  505 Toleman Rd, Rock Tavern, NY 12575
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  /36

  $650,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,102 Sq Ft

  282 Tamerisk Ln, New Windsor, NY 12553

  Stunning Hudson River Retreat at Plum Point on HudsonExperience the ultimate in luxury living with this extraordinary 3-level home offering unrivaled Hudson River views from every floor. With over 3,100 sq ft of impeccably designed interior space plus 800 sq ft of expansive decks, this residence was crafted with a custom-designed floor plan, high-end moldings throughout, and walls of windows

  

  Rebecca Bank

  Keller Williams Realty

  (845) 448-8428

  282 Tamerisk Ln, New Windsor, NY 12553
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  /24

  $2,850 per month

  • 3 Beds
  • 2 Baths
  • 2,026 Sq Ft
  • House for Rent

  22 Dekay Rd, Warwick, NY 10990

  Charming old farm house with 3/4 bedrooms.

  

  Chris Staritz

  Howard Hanna Rand Realty

  (845) 773-8120

  22 Dekay Rd, Warwick, NY 10990
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  $275,000 Sold Dec 24, 2025

  55 Old Little Britain Rd, Newburgh, NY 12550

  • 3 Beds
  • 1 Bath
  • 1,470 Sq Ft
  • Built 1947

  Last Sold Summary

  • 25% Below List Price
  • $187/SF
  • 29 Days On Market

  Last Listing Agent Frank Tangredi Frank Tangredi Realty Company

  55 Old Little Britain Rd, Newburgh, NY 12550
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  Est $730,876 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,124 Sq Ft

  34 Edgemere Ave, Greenwood Lake, NY 10925

  34 Edgemere Ave, Greenwood Lake, NY 10925
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  /41

  $369,900

  • 3 Beds
  • 1 Bath
  • 978 Sq Ft

  241 Freida St, Montgomery, NY 12549

  Enjoy one floor living in this affordable, well maintained ranch in the Village of Montgomery just a short distance to many shops and eateries. Step inside to find a bright and open living room featuring hardwood floors, large bay window for lots of natural light, and plenty of space leading to a nice sized functional kitchen. Next down the hall find hardwood floors throughout, three bedrooms one

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (845) 420-3839

  241 Freida St, Montgomery, NY 12549
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  /15

  $1,275 per month

  • 1 Bath
  • 470 Sq Ft
  • Apartment for Rent

  19 Quartz Ln Unit 4, Port Jervis, NY 12771

  Renovated studio cottage offering a private entrance in a serene, peaceful setting. This charming rental features a thoughtfully updated interior, access to a laundry room on the property, and convenient off-street parking. Ideal for those seeking privacy and comfort. No pets or smoking permitted.

  

  Vivienne Cerrati

  Howard Hanna Rand Realty

  (845) 470-4532

  19 Quartz Ln Unit 4, Port Jervis, NY 12771
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  $555,000 Sold Dec 12, 2025

  831 County Route 12, New Hampton, NY 10958

  • 4 Beds
  • 3 Baths
  • 2,912 Sq Ft
  • Built 1820

  Last Sold Summary

  • 7% Below List Price
  • $191/SF
  • 126 Days On Market

  Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

  831 County Route 12, New Hampton, NY 10958
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  Est $774,851 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,720 Sq Ft

  38 Swan Hollow Rd, New Windsor, NY 12553

  38 Swan Hollow Rd, New Windsor, NY 12553
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  /32

  $1,799,000

  • 5 Beds
  • 9 Baths
  • 7,794 Sq Ft

  3 Bristol Dr, Middletown, NY 10941

  LG PRICE REDUCTION FOR FASTER SALE...OWNER RELOCATING OF THIS Amazing Mini Mansion Luxury Hse on this one ! For those that look for the very best and finest that the Hudson Valley has to offer you are sure to be amazed as you enter this 11200 plus sq ft luxurious brick colonial mansion including 3200 sq ft Indoor Pool room ! Yes you read that correctly, this home is one of the very few that

  

  Mohamed Elgoarany

  All American Realty Management

  (329) 215-0309

  3 Bristol Dr, Middletown, NY 10941
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  /16

  $2,750 per month

  • 2 Beds
  • 1.5 Baths
  • 1,184 Sq Ft
  • Townhouse for Rent

  46 Homestead Village Dr Unit 22, Warwick, NY 10990

  Two bedroom condo close to entrance. Ample parking. Newer bath, fireplace. Washer/dryer.

  

  Chris Staritz

  Howard Hanna Rand Realty

  (845) 393-3613

  46 Homestead Village Dr Unit 22, Warwick, NY 10990
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  $445,000 Sold Jan 08, 2026

  18 Stonecrest Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1957

  Last Sold Summary

  • 1% Below List Price
  • $297/SF
  • 57 Days On Market

  Last Listing Agent Inna Sobel Atelier Properties LLC

  18 Stonecrest Dr, New Windsor, NY 12553
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  Est $577,954 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,852 Sq Ft

  5 Strasser Place, Campbell Hall, NY 10916

  5 Strasser Place, Campbell Hall, NY 10916

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