Orange County, NY Homes

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  /46

  $574,900

  $25K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 2,432 Sq Ft

  180 Mt Orange Rd, Middletown, NY 10940

  The primary suite alone tells you what kind of home this is. A vaulted cathedral ceiling overhead, a spa-style bath built around a deep soaking tub, and proportions that hold a quiet hour at the end of a long day the way a private retreat is supposed to. It is the kind of room that quietly redefines what you expect a ranch to feel like. By the time the water is running, the day has already

  

  Brian Caplicki

  KW Hudson Valley United

  180 Mt Orange Rd, Middletown, NY 10940
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  /49

  $3,500 Per Month

  • 2 Beds
  • 3 Baths
  • 2,034 Sq Ft
  • Condo for Rent

  1115 Balsam Dr, New Windsor, NY 12553

  This amazing rental opportunity is waiting for you! This spacious 2-bedroom, 3-full-bathroom home offers comfort, convenience, and privacy. The main floor features a nicely sized, newly remodeled kitchen with stainless steel appliances & quartz countertops, a cozy living room with a gas fireplace, and an in-unit washer and dryer. The one-car garage provides plenty of additional storage space. A

  

  Dulce M Ferrera

  KW Hudson Valley United

  1115 Balsam Dr, New Windsor, NY 12553
• 

  $517,000

  Sold Aug 26, 2025

  49 Houtman Dr, Walden, NY 12586

  • 3 Beds
  • 2 Baths
  • 1,873 Sq Ft
  • Built 1983

  Last Sold Summary

  • 8% Above List Price
  • $276/SF
  • 34 Days On Market

  Current Estimated Value $525,335

  Last Listing Agent Rose Daversa Hudson Valley Home Connection

  49 Houtman Dr, Walden, NY 12586
• 

  Est $541,902

  Not Listed For Sale

  44 Highrose Ridge Way, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,996 Sq Ft
  • Built 2014

  44 Highrose Ridge Way, Middletown, NY 10940

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Ermelinda Mclaughlin eXp Realty
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  /48

  $499,900

  $50K PRICE DROP Pending

  • 4 Beds
  • 3 Baths
  • 2,882 Sq Ft

  633 Ridgebury Rd, Slate Hill, NY 10973

  You have driven past the new construction. You have walked the open houses where every room looks like the last one, where the floors are flat and the trim is thin and nothing has a story yet. And somewhere in the back of your mind you have been holding out for this instead. A Victorian farmhouse that has been standing since the 1880s and has been loved into every decade since. You feel it the

  

  Brian Caplicki

  KW Hudson Valley United

  633 Ridgebury Rd, Slate Hill, NY 10973
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  /17

  Starting at $2,000 Per Month

  • 1 - 2 Beds

  9 Catherine St, Highland Falls, NY 10928

  Please call 845-838-1700 for more information. Thank you.

  9 Catherine St, Highland Falls, NY 10928
• 

  $427,000

  Sold Jul 21, 2026

  264 Mountain Rd, Port Jervis, NY 12771

  • 3 Beds
  • 2 Baths
  • 1,366 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Below List Price
  • $313/SF
  • 26 Days On Market

  Current Estimated Value $433,174

  Last Listing Agent Brian Caplicki KW Hudson Valley United

  264 Mountain Rd, Port Jervis, NY 12771
• 

  /2

  Est $332,500

  Not Listed For Sale

  735 State Route 52, Walden, NY 12586

  • Studio
  • 11,920 Sq Ft
  • Built 2024

  735 State Route 52, Walden, NY 12586
• 

  

  /44

  $599,000

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,748 Sq Ft

  70 Bayberry Dr, Monroe, NY 10950

  Welcome to this spacious raised ranch in the heart of Monroe, offering comfort, flexibility, and great outdoor living on a generous .72-acre lot.This well-maintained home features 3 bedrooms and 1.5 baths with approximately 1,748 sq ft of living space. The main level offers a bright and inviting layout with an eat-in kitchen complete with stainless steel appliances, a brick backsplash, double

  

  Peter Quartironi

  RE/MAX Town & Country

  70 Bayberry Dr, Monroe, NY 10950
• 

  

  /25

  $2,700 Per Month

  • 3 Beds
  • 2.5 Baths
  • 12,168 Sq Ft
  • Apartment for Rent

  19 Quartz Ln Unit 1, Port Jervis, NY 12771

  Welcome to the Town of Greenville in the sought after Minisink Valley School District! HEAT & HOT WATER INCLUDED in this spacious 3-bedroom, 2.5-bath home features an updated kitchen, new flooring, and fresh paint throughout. Enjoy the convenience of a dedicated laundry room (washer & dryer provided by tenant). The second floor offers an extra-large primary suite complete with abundant closet

  

  Vivienne Cerrati

  Howard Hanna Rand Realty

  19 Quartz Ln Unit 1, Port Jervis, NY 12771
• 

  $390,000

  Sold Aug 29, 2025

  1 Garden Dr, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,305 Sq Ft
  • Built 1953

  Last Sold Summary

  • 4% Above List Price
  • $299/SF
  • 14 Days On Market

  Current Estimated Value $392,325

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  1 Garden Dr, New Windsor, NY 12553
• 

  Est $796,023

  Not Listed For Sale

  35 Madison Ct, Wallkill, NY 12589

  • 4 Beds
  • 2.5 Baths
  • 3,389 Sq Ft
  • Built 2020

  35 Madison Ct, Wallkill, NY 12589

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Steve Esposito HomeSmart Homes & Estates
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  /15

  $489,900

  Pending

  • 3 Beds
  • 3.5 Baths
  • 2,521 Sq Ft

  11 Avoncroft Ln, Middletown, NY 10940

  11 Avoncroft Lane, Middletown, NY offers 3 bedrooms, 3.5 bathrooms, approximately 2,521 sq. ft., central air, forced-air heat, and a finished walkout basement. This spacious Orange County residence provides flexible living areas for everyday comfort, entertaining, remote work, guest space, or recreation. Conveniently located near shopping, dining, parks, commuter routes, and Hudson Valley

  

  Randolph Rogers

  eXp Realty

  11 Avoncroft Ln, Middletown, NY 10940
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  /35

  Starting at $2,157 Per Month

  • 1 - 3 Beds

  201 Genung St, Middletown, NY 10940

  Welcome home to Boulder Pointe Apartments! Our apartments in Middletown, NY allow you to reside in comfort and sophistication while exploring the unique and dynamic culture of Wallkill. Superior amenities, desirable services, and a well-connected address allow you to indulge in all the urban conveniences you want without giving up on the peaceand quiet you deserve. Offering a selection of one,

  Boulder Pointe Apartments

  

  201 Genung St, Middletown, NY 10940
• 

  $600,000

  Sold Jun 30, 2026

  49 Maple Ave, Warwick, NY 10990

  • 4 Beds
  • 3 Baths
  • 2,128 Sq Ft
  • Built 1929

  Last Sold Summary

  • 8% Below List Price
  • $282/SF
  • 76 Days On Market

  Current Estimated Value $636,368

  Last Listing Agent Elizabeth Broderick Tuxedo Hudson Realty Corp

  49 Maple Ave, Warwick, NY 10990
• 

  Est $939,112

  Not Listed For Sale

  152 Fox Hill Run, Rock Tavern, NY 12575

  • 4 Beds
  • 4 Baths
  • 4,897 Sq Ft
  • Built 2018

  152 Fox Hill Run, Rock Tavern, NY 12575

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Joann Grando Joann Grando
• 

  

  /22

  $134,900

  $34K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft

  10 Oakwood Terrace Unit 110, New Windsor, NY 12553

  Top floor, Spacious and sun-filled 1-bedroom, 1-bath end unit co-op offering 960 square feet of comfortable living. Located in a well-maintained complex, this corner unit features a private balcony, ideal for relaxing or entertaining. Enjoy access to a community pool and beautifully landscaped grounds, all within a quiet neighborhood setting. A commuter’s dream just minutes from both I-84 and

  

  RoseMarie Christner

  Stepping Stone Realty

  10 Oakwood Terrace Unit 110, New Windsor, NY 12553
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  /21

  $2,250 Per Month

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

  306 Bluestone Ct Unit 216, Maybrook, NY 12543

  AUGUST SPECIAL: First Month Free —Available for a Limited time.Beautiful Corner Unit – 2 Bedroom, 1 Bath – Exclusive 55+ Community Don’t miss this rare chance to lease a never corner unit in a modern, one-year-old building at Bluestone Parc’s sought-after 55+ active adult community. This bright residence features 10-foot ceilings, an open layout, and a stylish kitchen with quartz countertops,

  

  Ewa Kusmierek

  eXp Realty

  306 Bluestone Ct Unit 216, Maybrook, NY 12543
• 

  $565,000

  Sold Sep 19, 2025

  8 Lucky Ln, Washingtonville, NY 10992

  • 4 Beds
  • 3.5 Baths
  • 2,284 Sq Ft
  • Built 1970

  Last Sold Summary

  • 6% Below List Price
  • $247/SF
  • 57 Days On Market

  Current Estimated Value $590,791

  Last Listing Agent Agnes Milani Howard Hanna Rand Realty

  8 Lucky Ln, Washingtonville, NY 10992
• 

  Est $667,969

  Not Listed For Sale

  7 Winterview Ln, Cornwall On Hudson, NY 12520

  • 4 Beds
  • 2 Baths
  • 2,544 Sq Ft
  • Built 1965

  7 Winterview Ln, Cornwall On Hudson, NY 12520

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Jennifer Gold RE/MAX Benchmark Realty Group
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  /45

  $970,000

  $10K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 1,440 Sq Ft

  3 Old Country Rd, Otisville, NY 10963

  COMMERCIAL/RESIDENTIAL DEVELOPMENT OPPORTUNITY * 11.4-Acre Multi-Home Property Near Otisville Train Station. The property includes eight separate structures—two FULLY RENOVATED homes and six additional bungalows ready for renovation or new development—offering a rare investment opportunity. Zoned in Local Business (LB) District located only .2 miles from NJ Transit, Otisville train station- ideal

  

  JoAnn Maxwell

  Howard Hanna Rand Realty

  3 Old Country Rd, Otisville, NY 10963
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  /35

  Starting at $2,050 Per Month

  • 1 - 2 Beds

  2201 Vails Gate Heights Dr, New Windsor Township, NY 12553

  Welcome to Mountainview VillageLIMITED TIME OFFER: $500 off security deposit - Applicants who submit an application at the time of their tour and are subsequently approved will receive $500 off their security depositMountain View Village is a serene and inviting community nestled on 10 acres of beautifully landscaped grounds with stunning mountain views. Located

  Mountainview Village

  

  2201 Vails Gate Heights Dr, New Windsor Township, NY 12553
• 

  $475,000

  Sold Nov 24, 2025

  27 Clinton Dr, Washingtonville, NY 10992

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft
  • Built 1994

  Last Sold Summary

  • $256/SF
  • 12 Days On Market

  Current Estimated Value $521,744

  Last Listing Agent Menecia Jackson Keller Williams Realty NYC Grp

  27 Clinton Dr, Washingtonville, NY 10992
• 

  Est $623,425

  Not Listed For Sale

  20 Schefflers Rd, Westtown, NY 10998

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft
  • Built 2018

  20 Schefflers Rd, Westtown, NY 10998

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Tristen Sierra Coldwell Banker Realty
• 

  

  /25

  $160,000

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  226 Concord Ln, Middletown, NY 10940

  Renovated in 2021 is this first floor 1 bedroom condo in Buttonwood conveniently located close to Rte 17 and 84 for those of you commuting a distance to work. Just turn the key and move in, no work is needed. Kitchen has newer cabinets with crown molding and stainless LG appliances with a convection/air fry oven that can be controlled by your phone along with granite counters. Kitchen counter has

  

  Lynelle Alessi

  KW Hudson Valley United

  226 Concord Ln, Middletown, NY 10940
• 

  

  /12

  $2,250 Per Month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  5 Fostoria St, Highland Falls, NY 10928

  Fully renovated two-bedroom first-floor unit just minutes from the gates of the United States Military Academy! Enjoy the updated kitchen and bathroom as well as the convenience of your own private laundry room and assigned parking. The home is just steps away from the town park, pool, and pond, perfect for swimming, baseball, soccer, fishing, or playing on the playground. Live close to

  

  Joseph Frullaney

  Real Broker NY LLC

  5 Fostoria St, Highland Falls, NY 10928
• 

  $215,000

  Sold Jun 30, 2026

  10 Prospect St, Unionville, NY 10988

  • 3 Beds
  • 1 Bath
  • 1,876 Sq Ft
  • Built 1900

  Last Sold Summary

  • 19% Below List Price
  • $115/SF
  • 176 Days On Market

  Current Estimated Value $273,238

  Last Listing Agent Annie Hansen Howard Hanna Rand Realty

  10 Prospect St, Unionville, NY 10988
• 

  Est $514,430

  Not Listed For Sale

  44 Colonial Ave, Warwick, NY 10990

  44 Colonial Ave, Warwick, NY 10990

  Last Sold Summary

  • 195 Days On Market

  Last Listing Agent Karen Gauvin Our House Real Estate Group
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  /48

  $1,100,000

  • 5 Beds
  • 4 Baths
  • 5,312 Sq Ft

  53 Gibson Hill Rd, Chester, NY 10918

  Tucked away on over 3 private acres, this recently renovated custom residence offers a rare blend of seclusion, craftsmanship, and elevated living. Surrounded by hundreds of acres of protected state land, the setting ensures unmatched privacy with direct access to nature, including trails that connect to the Appalachian Trail just beyond your backyard. A natural waterfall adds to the serene

  

  Ammar Iqbal

  eXp Realty

  53 Gibson Hill Rd, Chester, NY 10918
• 

  

  /15

  Starting at $783 Per Month

  • 1 Bed

  5 N Main St, Monroe, NY 10950

  Our Monroe apartments offer a comfortable yet stylish lifestyle right in the heart of the community. With a wide range of amenities and an efficient room plan, each airy one-bedroom apartment provides the perfect solution for comfortable senior living.Known for its heritage as the birthplace of Velveeta and Liederkranz cheeses, Monroe is the host each year of a popular Cheese Festival

  Monroe Commons

  

  5 N Main St, Monroe, NY 10950
• 

  $265,000

  Sold Oct 28, 2025

  242 1/2 W Main St, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft
  • Built 1950

  Last Sold Summary

  • 4% Below List Price
  • $245/SF
  • 20 Days On Market

  Current Estimated Value $286,196

  Last Listing Agent Sharon Reynolds KW Hudson Valley United

  242 1/2 W Main St, Middletown, NY 10940
• 

  Est $660,362

  Not Listed For Sale

  Unlisted Address

  • 4 Beds
  • 4 Baths
  • 2,770 Sq Ft
  • Built 1975

  Unlisted Address

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates
• 

  

  /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
• 

  

  /28

  $2,300 Per Month

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

  7 Giada Ln Unit 1, Middletown, NY 10940

  Experience Modern Living in a Brand-New 2-Bedroom Apartment. Take advantage of this rare opportunity to move into a newly constructed 2-bedroom apartment, thoughtfully designed with high-end finishes and modern conveniences. Enjoy a welcoming open floor plan that features a stunning kitchen complete with Quartz countertops and brand-new, energy-efficient stainless steel appliances. Oversized

  

  Dulce M Ferrera

  KW Hudson Valley United

  7 Giada Ln Unit 1, Middletown, NY 10940
• 

  $545,000

  Sold Dec 22, 2025

  27 Lincoln Dr, Washingtonville, NY 10992

  • 4 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • Built 1989

  Last Sold Summary

  • 1% Below List Price
  • $218/SF
  • 48 Days On Market

  Current Estimated Value $563,640

  Last Listing Agent Maria Kriesel Century 21 Full Service Realty

  27 Lincoln Dr, Washingtonville, NY 10992
• 

  Est $608,242

  Not Listed For Sale

  24 Fox Hill Rd, Wallkill, NY 12589

  • 3 Beds
  • 2.5 Baths
  • 1,955 Sq Ft
  • Built 2018

  24 Fox Hill Rd, Wallkill, NY 12589

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Melissa Forsyth Hudson Valley Home Connection
• 

  

  /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
• 

  

  /35

  Starting at $1,825 Per Month

  • 1 - 2 Beds

  507 Sherwood Dr N, Middletown, NY 10941

  Sherwood Forest Garden Apartments, located in Middletown, NY, consists of six garden apartment-style buildings spread over 18 lushly landscaped acres. Your rent includes Heat/AC, Hot Water, Cooking Gas, and Trash. In addition, there is an outdoor pool, with an adjacent fitness center, BBQ Grills and Unassigned Parking. ALL are available, without charge, to residents of the property. Ground level

  Sherwood Forest Garden Apartments

  507 Sherwood Dr N, Middletown, NY 10941
• 

  $557,900

  Sold Jan 20, 2026

  11 Knapp Terrace, Goshen, NY 10924

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1961

  Last Sold Summary

  • 12% Above List Price
  • $387/SF
  • 22 Days On Market

  Current Estimated Value $561,005

  Last Listing Agent Brian Caplicki KW Hudson Valley United

  11 Knapp Terrace, Goshen, NY 10924
• 

  Est $385,369

  Not Listed For Sale

  60 Johnston St, Newburgh, NY 12550

  • 6 Beds
  • 2 Baths
  • 2,625 Sq Ft
  • Built 1900

  60 Johnston St, Newburgh, NY 12550

  Last Sold Summary

  • 175 Days On Market

  Last Listing Agent Penny Alper Your Move Matters LLC

Showing Results 121 - 160, Page 4 of 18