Orange County, NY Homes

• 

  

  

  /46

  $1,388,000

  $100K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 2,056 Sq Ft

  285 Maple Ave, Goshen, NY 10924

  Debuting to the market, this bucolic equestrian mini estate in Goshen captures the essence of refined country living. Beyond stately wrought iron gates is a stunning Craftsman-style home and charming and functional barn, set on 10 glorious acres of rolling pastures, including 5 fenced-in paddocks, round pen and pond. Completely rebuilt from ground up, this Craftsman-style residence offers 2056

  

  JoAnn Maxwell

  Howard Hanna Rand Realty

  285 Maple Ave, Goshen, NY 10924
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  /13

  $1,500 Per Month

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

  6 Glenmere Ave Unit 4, Florida, NY 10921

  Some places simply make life feel easier. This is one of them. Tucked into the welcoming Village of Florida, NY, this move-in-ready one-bedroom, one-bath apartment offers the kind of everyday comfort that lets you settle in from the moment you walk through the door. Sunlight streams through the windows, brightening an inviting living space where mornings begin with coffee in a quiet corner and

  

  Brian Caplicki

  KW Hudson Valley United

  6 Glenmere Ave Unit 4, Florida, NY 10921
• 

  $285,000

  Sold Oct 01, 2025

  512 Riley Rd, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Below List Price
  • $297/SF
  • 66 Days On Market

  Current Estimated Value $500,244

  Last Listing Agent Arafat Ibrahim AI Realty Brokerage LLC

  512 Riley Rd, New Windsor, NY 12553
• 

  Est $558,017

  Not Listed For Sale

  7 Strasser Place, Campbell Hall, NY 10916

  • 2 Beds
  • 2.5 Baths
  • 1,852 Sq Ft
  • Built 2018

  7 Strasser Place, Campbell Hall, NY 10916

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Chris Ogden Realty Promotions Inc
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  /37

  $789,900

  • 5 Beds
  • 4 Baths
  • 4,697 Sq Ft

  19 Grand View Terrace, Chester, NY 10918

  Welcome to 19 Grand View Terrace in Chester, NY, an impressive Colonial offering approximately 4,697 square feet, five bedrooms, and four full bathrooms. Set on approximately 0.42 acres, this expansive Orange County residence provides the space, comfort, and flexibility needed for everyday living, entertaining, working from home, and hosting guests. The generous interior features multiple living

  

  Randolph Rogers

  eXp Realty

  19 Grand View Terrace, Chester, NY 10918
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  /50

  Starting at $2,400 Per Month

  • 1 - 2 Beds

  1200 Regency Ct, Middletown, NY 10940

  The Regency Club offers spacious living and dining areas, and modern kitchens in one bedroom with den and two bedroom floor plans. Apartments boast 9 ft. ceilings, ceramic tiles in the bathrooms and kitchens and a full appliance package. Residents enjoy the clubhouse, outdoor pool, state-of-the-art fitness center, and expansive club room as well as the outdoor tennis court and playground. The

  The Regency Club

  

  1200 Regency Ct, Middletown, NY 10940
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  /26

  $1,031,840

  Sold Dec 22, 2025

  20 Aurora Terrace, Tuxedo Park, NY 10987

  • 4 Beds
  • 3.5 Baths
  • 2,936 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $351/SF
  • 16 Days On Market

  Lennar Tuxedo Reserve - Classic at West Terrace

  20 Aurora Terrace, Tuxedo Park, NY 10987
• 

  Est $582,774

  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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  /46

  $674,999

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft

  61 Smith Ave, Walden, NY 12586

  ORANGE LAKE COMMUNITY! WALLKILL SCHOOL DISTRICT! LOW TAXES FOR NEW CONSTRUCTION!!! Don’t miss this opportunity to own a beautifully crafted 3 Bedroom, 3 Full Bathroom Bi-Lonial style home, ideally situated in the Town of Newburgh and within the highly regarded Wallkill School District. Located just one block from Orange Lake, this home includes lake rights, offering year-round recreational

  

  Richard Baxter

  Keller Williams Realty

  61 Smith Ave, Walden, NY 12586
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  /37

  $3,950 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,180 Sq Ft
  • House for Rent

  112 Pine Grove Rd, Middletown, NY 10940

  Available Immediately | High-End Upgrades | Beautifully Customized | Nearly New Colonial on an Expansive 3-Acre Property Welcome to 112 Pine Grove Road, an exceptional nearly new Colonial situated on approximately 3 acres in Pine Grove Estates within the Minisink Valley School District. Originally designed and extensively customized by the owners as their personal residence, this home was

  

  Joseph Frullaney

  Real Broker NY LLC

  112 Pine Grove Rd, Middletown, NY 10940
• 

  $217,500

  Sold Oct 28, 2025

  59 Orchard Trail, Monroe, NY 10950

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Built 1940

  Last Sold Summary

  • 9% Below List Price
  • $256/SF
  • 180 Days On Market

  Current Estimated Value $227,230

  Last Listing Agent Michelle Ayala BHHS Hudson Valley Properties

  59 Orchard Trail, Monroe, NY 10950
• 

  Est $266,799

  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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  /42

  $725,000

  $14K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,938 Sq Ft

  139 Clark Rd, Goshen, NY 10924

  Picture perfect curb appeal sets the stage and welcomes you in to this beautifully maintained 4-bedroom colonial defined by comfort and style. Offered by the original owner, this home has been meticulously cared for and it shows throughout. A warm and inviting layout featuring a custom renovated eat-in kitchen with rich cherry cabinetry, quartz countertops, and stainless steel appliances that

  

  JoAnn Maxwell

  Howard Hanna Rand Realty

  139 Clark Rd, Goshen, NY 10924
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  /46

  Starting at $1,750 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
• 

  $405,000

  Sold Aug 19, 2025

  6 Park Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1958

  Last Sold Summary

  • 8% Above List Price
  • $368/SF
  • 16 Days On Market

  Current Estimated Value $410,035

  Last Listing Agent Federico Prada Curasi Realty, Inc.

  6 Park Hill Dr, New Windsor, NY 12553
• 

  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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  /39

  $479,900

  Pending

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

  185 Crawford St, Pine Bush, NY 12566

  There's a specific kind of quiet that arrives the moment you turn off the road and the house comes into view, and after years of shared walls, thin ceilings, and parking spots that were never really yours, it lands like something you've been picturing for a long time without quite letting yourself believe it was actually in reach. Here it is, on 2.6 open acres that answer to no one but you. The

  

  Brian Caplicki

  KW Hudson Valley United

  185 Crawford St, Pine Bush, NY 12566
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  /8

  $1,900 Per Month

  • 1 Bed
  • 1 Bath
  • 1,074 Sq Ft
  • Apartment for Rent

  12 Parry Ave Unit 1, Highland Falls, NY 10928

  A great rental option currently available in the Village of Highland Falls! This unit features one bedrooms and one bathroom within walking distance to Thayer Gate at West Point. Landlord pays heat, water and sewer! Private washer & dryer, off-street parking, and access to the shared backyard. Landlord requires a credit score of 650 or higher. Call today to schedule a showing!

  

  Gillian Kelley

  HomeSmart Homes & Estates

  12 Parry Ave Unit 1, Highland Falls, NY 10928
• 

  $335,000

  Sold Jul 08, 2026

  24 Emperor Ln, Montgomery, NY 12549

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Below List Price
  • $143/SF
  • 34 Days On Market

  Current Estimated Value $390,259

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  24 Emperor Ln, Montgomery, NY 12549
• 

  Est $549,433

  Not Listed For Sale

  5 Highland Terrace, Newburgh, NY 12550

  • 5 Beds
  • 3 Baths
  • 3,152 Sq Ft
  • Built 1887

  5 Highland Terrace, Newburgh, NY 12550

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Alicia Goldman Christie's Int. Real Estate
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  /34

  $899,900

  $50K PRICE DROP Pending

  • 3 Beds
  • 3.5 Baths
  • 3,668 Sq Ft

  41 Fern Wood Way, Montgomery, NY 12549

  Nestled within the sought-after Winding Hills Estates, this exceptional home is set on a quiet cul-de-sac and backs directly to the rolling greens of the picturesque Winding Hills Golf Course, an executive 18-hole course surrounded by manicured landscaping. From the moment you arrive, the home impresses with Hardie board siding, a metal roof, blacktopped driveways, paver walkways, covered front

  

  Chris Ogden

  Realty Promotions Inc

  41 Fern Wood Way, Montgomery, NY 12549
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  /32

  Starting at $1,800 Per Month

  • 1 - 3 Beds

  835 Blooming Grove Turnpike, New Windsor Township, NY 12553

  Find some of the most spacious one, two and three bedroom apartment homes in the desirable New Windsor, NY area. We provide clean, no-fee apartments at an affordable price. Enjoy the community amenities such as pool, playground and 24-hour maintenance. Conveniently located within walking distance of banks, buses/trains, the post-office, restaurants, and stores and just minutes from the Newburgh

  Knox Village

  

  835 Blooming Grove Turnpike, New Windsor Township, NY 12553
• 

  $375,000

  Sold Nov 11, 2025

  520 Shore Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1948

  Last Sold Summary

  • 6% Below List Price
  • $391/SF
  • 78 Days On Market

  Current Estimated Value $375,505

  Last Listing Agent Matthew O'Hare Coldwell Banker Realty

  520 Shore Dr, New Windsor, NY 12553
• 

  Est $801,893

  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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  /45

  $339,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,033 Sq Ft

  117 W Mombasha Rd, Monroe, NY 10950

  Welcome to a home that blends comfort, thoughtful updates, and everyday convenience. Skylights fill the living room with natural sunlight, creating a warm and inviting space to relax or gather. The large walk-in pantry offers plenty of storage, while the lower level features a convenient half bath for guests, and the washer and dryer are included in the sale. This home has been exceptionally well

  

  Luanne McGann

  Century 21 Full Service Realty

  117 W Mombasha Rd, Monroe, NY 10950
• 

  

  /25

  $1,900 Per Month

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

  33 Bay View Terrace, Newburgh, NY 12550

  Experience a rare and scenic rental opportunity in one of Newburgh’s most desirable and historic neighborhoods. This beautifully updated residence showcases the iconic architecture Newburgh is celebrated for, while offering sweeping, spectacular, and truly unobstructed views of the majestic Hudson River and the legendary Bannerman Castle. Historic character and timeless Hudson Valley charm blend

  

  Omar Harper

  Epique Realty

  33 Bay View Terrace, Newburgh, NY 12550
• 

  $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 $808,793

  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
• 

  

  /48

  $749,999

  • 4 Beds
  • 2.5 Baths
  • 3,128 Sq Ft

  27 Margaret Rd, Monroe, NY 10950

  Welcome to 27 Margaret’s Road, where privacy, outdoor living, and endless summer memories come together on just under one acre of beautifully maintained property in Monroe. Tucked away in a peaceful setting surrounded by mature trees and lush landscaping, this expanded home offers the rare combination of space, seclusion, and resort-style backyard living. Step outside and discover the true

  

  Ben & Brent Real Estate

  Keller Williams Village Sq Rlt

  27 Margaret Rd, Monroe, NY 10950
• 

  

  /22

  Starting at $2,100 Per Month

  • 2 Beds

  205 Charlotte Ct, Central Valley, NY 10917

  1 and 2 bedroom apartment homes in Central Valley, NY. This community has great amenities including a pool and playground. Also included in the rent is heat and hot water. Woodbury Gardens is close to shopping and has great schools in the area. Our on site maintenance can help with any of your needs. Make Woodbury Gardens your next home!

  Woodbury Gardens

  205 Charlotte Ct, Central Valley, NY 10917
• 

  $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 $145,000

  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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  /41

  $1,139,900

  $20K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 4,624 Sq Ft

  16 Lori Ln, Chester, NY 10918

  Welcome to Chester, NY, a resort-style luxury colonial set on a private 1.1-acre cul-de-sac lot in the Monroe-Woodbury area of Orange County. This custom residence delivers the space, craftsmanship, and lifestyle today's relocation and move-up buyers are searching for, with approximately 4,624 square feet, refined architectural detail, mountain views, and seamless indoor-outdoor living. From the

  

  Randolph Rogers

  eXp Realty

  16 Lori Ln, Chester, NY 10918
• 

  

  /19

  $2,300 Per Month

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

  194 Jersey Ave Unit A, Greenwood Lake, NY 10925

  LAKE RIGHTS!!! WATER FRONT PROPERTY!!! UTILITIES INCLUDED!!! Experience the ultimate lakeside lifestyle in this fully furnished 1-bedroom, 1-bathroom second-floor apartment nestled within a charming Tudor-style building in the desirable Town of Warwick. Offering unbeatable value with all utilities included—covering heating, electricity, hot water, high-speed Wi-Fi, garbage collection, snow

  

  Richard Baxter

  Keller Williams Realty

  194 Jersey Ave Unit A, Greenwood Lake, NY 10925
• 

  $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 $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
• 

  

  /31

  $860,000

  $20K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,431 Sq Ft

  43 Greenwich Ave, Central Valley, NY 10917

  INCREDIBLE VALUE IN THE GREENS OF WOODBURY! This is your opportunity to own a spacious Colonial in one of the Hudson Valley's most sought-after neighborhoods at an exceptional new price. Offering over 3,400 square feet of living space, this 5-bedroom, 4-full-bath home is ideal for buyers looking to build equity while creating their dream home. Situated in the highly desirable town of Woodbury,

  

  Alexandra Zinko

  Century 21 Realty Center

  43 Greenwich Ave, Central Valley, NY 10917
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  /26

  Starting at $1,750 Per Month

  • 1 - 2 Beds

  51 Rockwood Cir, Middletown, NY 10941

  Rockwood sits high atop a hill with beautiful vistas, on park like grounds. Each apartment is meticulously maintained. We provide our residents with spacious rooms, fully equipped kitchens and tremendous closet space. Laundry facilities and additional private storage spaces are available in each building. An assigned parking space comes with each apartment complemented by ample extra parking for

  Rockwood Gardens Apartments

  51 Rockwood Cir, Middletown, NY 10941
• 

  $485,000

  Sold Sep 05, 2025

  45 W Main St, Washingtonville, NY 10992

  • 4 Beds
  • 2 Baths
  • 2,020 Sq Ft
  • Built 1930

  Last Sold Summary

  • 2% Below List Price
  • $240/SF
  • 99 Days On Market

  Current Estimated Value $519,784

  Last Listing Agent Jacqueline Manzolillo-Blais Keller Williams Realty

  45 W Main St, Washingtonville, NY 10992
• 

  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

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