Recently Sold Orange County NY Homes

• 

  $940,000 Sold Jun 09, 2025

  • 1,920 Sq Ft
  • $490/SF
  • 23 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1965

  10 Sears Rd, Monroe, NY 10950

  NEW TO Market..Lovingly cared for Raised Ranch on large lot with finished basement.This home features a cozy eat in kitchen open to the dining room. Beautiful Hardwood floors through out the first floor. The main floor includes 3 bedrooms and a full bath, living room, dining room and kitchen.Walk out from the sliders open to a generous trex deck overlooking the expansive tree lined back yard.The

  Asha Keegan Howard Hanna Rand Realty

  10 Sears Rd, Monroe, NY 10950
• 

  $475,000 Sold Jun 08, 2025

  • 1,764 Sq Ft
  • $269/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  8 Jay St, New Windsor, NY 12553

  Charming Renovated Ranch in New Windsor! Welcome to 8 Jay Street, an adorable, move-in-ready 3-bedroom, 2-bath ranch in a prime New Windsor location! This beautifully updated home is nestled at the start of a quiet dead-end street in a friendly neighborhood with minimal traffic—perfect for those seeking peace and convenience. You'll love the home's proximity to key amenities: just 1 mile (3

  Annette Cicinelli Keller Williams Realty Partner

  8 Jay St, New Windsor, NY 12553
• 

  $401,000 Sold Jun 06, 2025

  • 1,308 Sq Ft
  • $307/SF
  • 35 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1947

  108 Laurel Dr, New Windsor, NY 12553

  Nothing to do but move in to this painstakingly renovated Cape Cod perfect for the right now but also plenty of room to grow into. At the end of a cul-de-sac, this cute charmer boasts hardwood floors and two first-floor bedrooms and an updated galley-style kitchen that will take the pain out of making meals. Moving on to the dining area with exit onto the back deck, you'll find yourself in a

  David Mires Smitchger Realty

  108 Laurel Dr, New Windsor, NY 12553
• 

  $944,900 Sold Jun 06, 2025

  • 5,247 Sq Ft
  • $180/SF
  • 26 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2004

  6 Augusta Ct, Monroe, NY 10950

  Welcome to 6 Augusta Court in the beautiful gated community of Mansion Ridge! Located on the 11th green of a Signature Jack Nicklaus designed golf course with gorgeous panoramic views from just about every window in the house! With a main floor that has lovely hardwood floors that lead through an expansive yet efficient open floorplan with a dramatic two story great room, thought out kitchen

  Steve Vinti Weichert Realtors

  6 Augusta Ct, Monroe, NY 10950
• 

  $455,000 Sold Jun 06, 2025

  • 1,964 Sq Ft
  • $232/SF
  • 43 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1870

  6 Cozzens Ave, Highland Falls, NY 10928

  Welcome to Highland Falls! Multi-family Home for sale in the Village of Highland Falls. Two-family home consists of two bedrooms, and one bathroom with an office and laundry room on the lower level. Upstairs features two bedrooms, one bathroom, and washer/dryer hookups. Walking distance to village amenities and a short drive to Metro North train station in Peekskill or Garrison.

  Demetrius Selby Keller Williams Realty Partner

  6 Cozzens Ave, Highland Falls, NY 10928
• 

  $470,000 Sold Jun 06, 2025

  • 1,976 Sq Ft
  • $238/SF
  • 27 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1910

  16 Henry Ave, Newburgh, NY 12550

  Step into a piece of history with this stunning 19th-century Italianate row house. Located in Newburgh’s Historic District, this home masterfully balances timeless architectural details with modern, thoughtful updates.Original fireplaces with marble mantels, beautiful hardwood & parquet flooring, pocket doors, and plaster ceiling medallions showcase the home’s historic charm. The renovated eat-in

  Anne DiDomenico Keller Williams Hudson Valley

  16 Henry Ave, Newburgh, NY 12550
• 

  $700,000 Sold Jun 06, 2025

  • 2,540 Sq Ft
  • $276/SF
  • 33 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1860

  15 Wawayanda Rd, Warwick, NY 10990

  MAJESTIC best describes this week end vacation getaway or year round RETREAT, which is situated on 3.2 idyllic, PRIVATE, park like acres with lush, mature landscaping , bordering a breathtaking, tranquil stream . If you're looking for quiet enjoyment, peace & tranquility and love nature, then you've just found Eutopia ! This unique home has been lovingly designed and restored by the creative

  Patricia Brady Keller Williams Realty

  15 Wawayanda Rd, Warwick, NY 10990
• 

  $140,000 Sold Jun 06, 2025

  • 716 Sq Ft
  • $196/SF
  • 59 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  35 Cooper Rd, Monroe, NY 10950

  Charming 2 bedroom one bath Bungalow/Cottage nestled on a peaceful dead-end street,offering privacy and serene woodland views. This cozy home Features a welcoming living room with a fireplace and fireplace insert,perfect for chilly evenings,and beautiful new log siding that enhances its rustic appeal. Enjoy year round comfort with a brand new central air system, The wooded property provides a

  Ginger Sicurella Signature Premier Properties

  35 Cooper Rd, Monroe, NY 10950
• 

  $615,000 Sold Jun 06, 2025

  • 2,344 Sq Ft
  • $262/SF
  • 20 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  36 Ridgebury Hill Rd, Slate Hill, NY 10973

  NEW TO THE MARKET!!! After years of care and enjoyment by the original owners, this custom-built contemporary home is now ready for new owners to love and appreciate all it has to offer. Nestled on 2.5 tree-lined acres, meticulously maintained and completely renovated - this is the one you have been waiting for! A chef's dream kitchen boasts stainless steel appliances including double

  JoAnn Maxwell Howard Hanna Rand Realty

  36 Ridgebury Hill Rd, Slate Hill, NY 10973
• 

  $710,000 Sold Jun 06, 2025

  • 2,750 Sq Ft
  • $258/SF
  • 93 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1966

  73 Washington Dr, Highland Mills, NY 10930

  This stunning 5-bedroom, 2.5-bath center hall colonial offers the perfect blend of comfort and charm. Featuring quartz countertops, stainless steel appliances, and a cozy, modern electric fireplace. This home exudes warmth and style. The semi-finished basement includes a laundry area and freestanding pellet stove. Outdoors, enjoy a two-level deck, an above-ground pool, and professionally

  Brian Bunsen Houlihan Lawrence Inc.

  73 Washington Dr, Highland Mills, NY 10930
• 

  $800,000 Sold Jun 06, 2025

  • 3,418 Sq Ft
  • $234/SF
  • 110 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1978

  118 Murray Dr, Chester, NY 10918

  Nestled on 2.8 acres of lush, mature landscaping that borders the serene Goosepond Mountain State Park, this custom-designed contemporary ranch showcases a timeless blend of materials, with stone and brick construction lending both character and durability. Crafted by its original owners with meticulous attention to detail, the home offers a harmonious connection to its natural surroundings. A

  Brian Caplicki Keller Williams Hudson Valley

  118 Murray Dr, Chester, NY 10918
• 

  $463,750 Sold Jun 06, 2025

  • 1,744 Sq Ft
  • $266/SF
  • 163 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  42 Prince St, Middletown, NY 10940

  This owner occupied two family. Live in one and the second apartment can help pay mortgage.This home has been fully renovated with new windows, two new furnaces, hot water heater, two newly paved drivewys, one on each side of the house. Home features new kitchens with brand new applicances, down stairs apt. has new bathroom, whole house has new flooring. Great Price, Great Home.Don't miss this

  Jean DiMatteo DiMatteo Realty LLC

  42 Prince St, Middletown, NY 10940
• 

  $736,000 Sold Jun 06, 2025

  • 2,810 Sq Ft
  • $262/SF
  • 264 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1890

  191 Dubois St, Newburgh, NY 12550

  Magnificent Historic District Home with additional 750sf Studio/Workshop on a large, landscaped half acre lot with 3-car garage! Located just steps away from Downing Park & Mount St Mary College, this beautiful & unique property awaits its lucky new owners - and must be seen in-person to be fully appreciated! The private driveway leads you through the property to the rear entrances of the home (2

  Christopher Hanson Hanson Real Estate Partners

  191 Dubois St, Newburgh, NY 12550
• 

  $160,000 Sold Jun 05, 2025

  • 1,202 Sq Ft
  • $133/SF
  • 20 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1938

  66 Indian Trail N, Greenwood Lake, NY 10925

  **Multiple offer situation. Seller requesting highest, best and final offers 1pm cst, 4/24/2025.** This unique property presents a rare opportunity for investors or buyers ready to take on a full renovation. The home is in need of extensive repairs due to water damage and prolonged deferred maintenance, making it ideal for a complete remodel or rebuild. With the right vision, this property

  Desiree Beecham River Realty Services, Inc.

  66 Indian Trail N, Greenwood Lake, NY 10925
• 

  $290,000 Sold Jun 05, 2025

  • 1,118 Sq Ft
  • $259/SF
  • 30 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1989

  4401 Whispering Hills Dr, Chester, NY 10918

  Move-in ready, this attractive two-bedroom, one-bath townhouse with attached one car garage is located in the sought-after Whispering Hills Community of Chester. This second-floor end unit features hardwood floors in the main living areas, a vaulted ceiling, and inviting wood-burning fireplace. A sliding door off the living room opens to a private deck, perfect for relaxing. The kitchen,

  Annmarie Kovacs Howard Hanna Rand Realty

  4401 Whispering Hills Dr, Chester, NY 10918
• 

  $615,000 Sold Jun 05, 2025

  • 2,672 Sq Ft
  • $230/SF
  • 54 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1956

  538 Angola Rd, Cornwall, NY 12518

  Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom home set on a picturesque one-acre property in the heart of Cornwall. Offering a possible mother-daughter setup, this home provides flexibility for multi-generational living or additional space for guests.Step inside to find a beautifully updated kitchen and bathrooms, designed with modern finishes while maintaining the home's warm

  Kristen Velez RE/MAX Benchmark Realty Group

  538 Angola Rd, Cornwall, NY 12518
• 

  $515,000 Sold Jun 05, 2025

  • 1,115 Sq Ft
  • $462/SF
  • 26 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1909

  14 Mountain Rd, Cornwall On Hudson, NY 12520

  CORNWALL ON HUDSON ~ AFFORDABLE, UPDATED 2 STORY HOME ~ 3 BEDROOMS WITH CENTRAL A/C...Walk to town from this updated home with services and amenities. Short walk to one of the best views of the Hudson River and next to West Point. Private preserved area with the natural life and beauty the Hudson Valley has to offer...Charming home filled with nostalgic character plus modern services and

  George Koudounas RE/MAX Benchmark Realty Group

  14 Mountain Rd, Cornwall On Hudson, NY 12520
• 

  $345,000 Sold Jun 05, 2025

  • 1,248 Sq Ft
  • $276/SF
  • 20 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1920

  2 Chestnut St, Newburgh, NY 12550

  The perfect place to start! This 3 bedroom well maintained home is new on the market and won't last long! Enter in through a spacious enclosed front porch ideal for relaxing in the morning with a cup of coffee or in the evening with the beverage of your choice. On cold winter nights cozy up in your living room and sit by the fireplace or gather with your family and friends in your formal dining

  Jane Alfidi Howard Hanna Rand Realty

  2 Chestnut St, Newburgh, NY 12550
• 

  $90,000 Sold Jun 05, 2025

  • 1,008 Sq Ft
  • $89/SF
  • 87 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1997

  20 Forrest Dr, Port Jervis, NY 12771

  20 Forrest Dr is a 1,008 square foot home on a 436 square foot lot.. Based on Redfin's Port Jervis data,

  Zhiheng Tang Keller Williams Hudson Valley

  20 Forrest Dr, Port Jervis, NY 12771
• 

  $960,000 Sold Jun 05, 2025

  • 5,312 Sq Ft
  • $181/SF
  • 45 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2010

  53 Gibson Hill Rd, Chester, NY 10918

  This house was built custom. You won't find another house like this one. Total privacy with this spectacular home sits in the middle of 3.1 mature acres which includes a beautiful natural waterfall. Surrounded by 400 plus acres of state owned land that can never be developed. Hike from your backyard to the Appalachian trial. Grand entryway with cathedral ceilings and heated marble floors.

  Roxanne Hartman Timothy W. Kramer

  53 Gibson Hill Rd, Chester, NY 10918

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