Orange County, NY Homes

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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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  /33

  $3,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,486 Sq Ft
  • House for Rent

  184 Highland Ave, Middletown, NY 10940

  Welcome to this beautiful Victorian-style rental, centrally located in the heart of Middletown, NY. From the moment you arrive, the charming wrap-around porch sets a warm and inviting tone, perfectly complementing the home’s classic character. Inside, you’ll find an updated interior featuring a modern kitchen, a brand-new central air system, new windows, and new doors, providing both comfort and

  

  Chativa Bowen

  Keller Williams Realty

  184 Highland Ave, Middletown, NY 10940
• 

  $405,000

  Sold Jul 02, 2026

  17 Woodland Dr, Walden, NY 12586

  • 3 Beds
  • 1.5 Baths
  • 1,609 Sq Ft
  • Built 1964

  Last Sold Summary

  • 2% Above List Price
  • $252/SF
  • 22 Days On Market

  Current Estimated Value $395,950

  Last Listing Agent Patricia Lucey Picture It Sold, LLC

  17 Woodland Dr, Walden, NY 12586
• 

  Est $546,517

  Not Listed For Sale

  115 Logans Way, Maybrook, NY 12543

  • 3 Beds
  • 3 Baths
  • 2,301 Sq Ft
  • Built 2011

  115 Logans Way, Maybrook, NY 12543

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Antoinette Caruso Stonewall Realty Group LLC
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  /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
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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
• 

  $520,000

  Sold Nov 10, 2025

  8 O Sullivan Ln, Monroe, NY 10950

  • 3 Beds
  • 2 Baths
  • 1,950 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Below List Price
  • $267/SF
  • 13 Days On Market

  Current Estimated Value $545,985

  Last Listing Agent Charlotte Westhausser Curasi Realty, Inc.

  8 O Sullivan Ln, Monroe, NY 10950
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  Not Listed For Sale

  2607 State Route 17k, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,311 Sq Ft
  • Built 2009

  2607 State Route 17k, Middletown, NY 10941

  Last Sold Summary

  • 79 Days On Market

  Last Listing Agent Carol Cruz Curasi Realty, Inc.
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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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  /10

  $3,000 Per Month

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • House for Rent

  204 Stony Ford Rd, Middletown, NY 10941

  Experience the peace and tranquility of the Hudson Valley in this charming ranch-style rental nestled on 2 private, wooded acres. Offering 3 bedrooms, 1 full bathroom, and a bright open-concept living area, this home provides the perfect setting for both everyday living and entertaining.Whether you're looking for your first rental home, downsizing, or simply seeking a peaceful retreat, this

  

  Chativa Bowen

  Keller Williams Realty

  204 Stony Ford Rd, Middletown, NY 10941
• 

  $295,000

  Sold Jul 10, 2026

  36 Liberty St, Newburgh, NY 12550

  • 5 Beds
  • 1 Bath
  • 2,029 Sq Ft
  • Built 1910

  Last Sold Summary

  • 16% Below List Price
  • $145/SF
  • 111 Days On Market

  Current Estimated Value $307,987

  Last Listing Agent Anesha Nesbitt eXp Realty

  36 Liberty St, Newburgh, NY 12550
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  Not Listed For Sale

  4 Violet Dr, Highland Mills, NY 10930

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1986

  4 Violet Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 114 Days On Market

  Last Listing Agent Ivan Carvalho Exit Realty Connections
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  /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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  /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
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  /20

  $709,035

  Sold Jan 28, 2026

  130 Pine Ridge, Tuxedo Park, NY 10987

  • 3 Beds
  • 3.5 Baths
  • 2,405 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $295/SF
  • 8 Days On Market

  Lennar Tuxedo Reserve - Pershing at West Terrace

  130 Pine Ridge, Tuxedo Park, NY 10987
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  Not Listed For Sale

  501 Watch Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 2013

  501 Watch Hill Dr, New Windsor, NY 12553

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty
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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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  /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
• 

  $1,225,000

  Sold Apr 17, 2026

  10 Damian Ct, Chester, NY 10918

  • 11 Beds
  • 6.5 Baths
  • 4,327 Sq Ft
  • Built 2004

  Last Sold Summary

  • 11% Below List Price
  • $283/SF
  • 47 Days On Market

  Current Estimated Value $1,216,706

  Last Listing Agent Elimelech Kremer MS Realty Group USA, Inc

  10 Damian Ct, Chester, NY 10918
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  Not Listed For Sale

  132 N Montgomery St, Walden, NY 12586

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 1987

  132 N Montgomery St, Walden, NY 12586

  Last Sold Summary

  • 58 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty
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  /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
• 

  

  /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
• 

  $420,000

  Sold Feb 19, 2026

  5 Cobblestone Ln Unit 4301, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,858 Sq Ft
  • Built 2011

  Last Sold Summary

  • 7% Below List Price
  • $226/SF
  • 55 Days On Market

  Current Estimated Value $444,337

  Last Listing Agent Virginia Corbett eXp Realty

  5 Cobblestone Ln Unit 4301, Middletown, NY 10940
• 

  Est $261,899

  Not Listed For Sale

  7 Lexington Hill Unit 10, Harriman, NY 10926

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

  7 Lexington Hill Unit 10, Harriman, NY 10926

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Janine Blandino Keller Williams Realty
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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
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  /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
• 

  $480,000

  Sold Nov 14, 2025

  93 Rolling Meadows Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,055 Sq Ft
  • Built 1979

  Last Sold Summary

  • $234/SF
  • 23 Days On Market

  Current Estimated Value $487,431

  Last Listing Agent Suzanne Bongiorno Century 21 E & M Williams Rlty

  93 Rolling Meadows Rd, Middletown, NY 10940
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  Not Listed For Sale

  21 Nevis Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 2017

  21 Nevis Dr, New Windsor, NY 12553

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty
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  /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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  /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
• 

  $310,000

  Sold Aug 28, 2025

  23 Bush Ave, Newburgh, NY 12550

  • 3 Beds
  • 1 Bath
  • 1,030 Sq Ft
  • Built 1918

  Last Sold Summary

  • 5% Below List Price
  • $301/SF
  • 61 Days On Market

  Current Estimated Value $301,092

  Last Listing Agent Joseph Lukic Compass Greater NY, LLC

  23 Bush Ave, Newburgh, NY 12550
• 

  Est $1,127,353

  Not Listed For Sale

  44 Cosh Rd, Westtown, NY 10998

  • 5 Beds
  • 1 Bath
  • 2,628 Sq Ft
  • Built 1800

  44 Cosh Rd, Westtown, NY 10998

  Last Sold Summary

  • 1,469 Days On Market

  Last Listing Agent Joe Distelburger Keller Williams Realty
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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
• 

  

  /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
• 

  $425,000

  Sold May 22, 2026

  78 Liberty St, Newburgh, NY 12550

  • 3 Baths
  • 2,842 Sq Ft
  • Built 1890

  Last Sold Summary

  • 3% Below List Price
  • $150/SF
  • 73 Days On Market

  Current Estimated Value $391,187

  Last Listing Agent Aida Rodriguez HomeSmart Homes & Estates

  78 Liberty St, Newburgh, NY 12550
• 

  Not Listed For Sale

  16 Farm Ln, Washingtonville, NY 10992

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft
  • Built 2004

  16 Farm Ln, Washingtonville, NY 10992

  Last Sold Summary

  • 68 Days On Market

  Last Listing Agent Lucia Montone Howard Hanna Rand Realty
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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
• 

  

  /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
• 

  $700,000

  Sold Aug 28, 2025

  2044 Independence Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,808 Sq Ft
  • Built 2005

  Last Sold Summary

  • $249/SF
  • 21 Days On Market

  Current Estimated Value $740,314

  Last Listing Agent Tracy Dickerson Keller Williams Hudson Valley

  2044 Independence Dr, New Windsor, NY 12553
• 

  Est $797,461

  Not Listed For Sale

  22 Copper Rock Rd, Newburgh, NY 12586

  • 4 Beds
  • 3.5 Baths
  • 3,300 Sq Ft
  • Built 2018

  22 Copper Rock Rd, Newburgh, NY 12586

  Last Sold Summary

  • 65 Days On Market

  Last Listing Agent Wahaj Dar Property Professionals Realty

Showing Results 161 - 200, Page 5 of 18