Orange, NY Homes

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  /30

  $525,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,229 Sq Ft

  17 Juniper Cir, Middletown, NY 10940

  Prepare to be impressed! This meticulously maintained home features a bright open floor plan, vaulted ceilings, and formal living and dining spaces that flow beautifully for everyday living and entertaining. A den offers flexible space for work, hobbies, or guests. Enjoy a peaceful setting that's tucked away yet conveniently close to the clubhouse and pool. Pride of ownership is evident at every

  

  John Olivero

  Keller Williams Realty

  (845) 443-4812

  17 Juniper Cir, Middletown, NY 10940
• 

  

  

  /15

  $4,150 per month

  • 4 Beds
  • 2.5 Baths
  • 2,154 Sq Ft
  • House for Rent

  818 Winterton Rd, Middletown, NY 10940

  Whole house for rent on a beautiful property with a pool! Your home is your sanctuary at this beautifully renovated 2100+ sqft home located on a gorgeous 3 acre property with a pool, detached garage and a pond. The recently fully renovated main floor with hardwood floors throughout feature a renovated open kitchen, living room, dining room, office, a powder room half bathroom, and a master

  Joseph Paoli Howard Hanna Rand Realty

  818 Winterton Rd, Middletown, NY 10940
• 

  $159,900 Sold Jul 29, 2025

  • 735 Sq Ft
  • $218/SF
  • 181 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1989

  250 Concord Ln, Middletown, NY 10940

  Great location! Newly renovated

  Zhiheng Tang Keller Williams Hudson Valley

  250 Concord Ln, Middletown, NY 10940
• 

  Est $682,269 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,440 Sq Ft

  20 Nicaj Ct, Middletown, NY 10941

  20 Nicaj Ct, Middletown, NY 10941
• 

  

  

  /9

  $213,999 Pending

  • 2 Beds
  • 2 Baths
  • 955 Sq Ft

  350 Concord Ln, Middletown, NY 10940

  Welcome to this beautiful 2-bedroom, 2-bathroom condo located in the heart of Middletown, NY! Situated on the first floor, this unit offers convenience and comfort with a spacious dining room, a fully equipped kitchen, and an in-unit washer and dryer. The condo association covers pool access, snow removal, and landscaping, ensuring a stress-free living experience. Enjoy the prime location, just

  Yaakov Rosenberg

  eXp Realty

  (845) 244-5278

  350 Concord Ln, Middletown, NY 10940
• 

  

  /24

  $1,750 per month

  Slatewood Apartments

  1 Bed

  579 E Main St, Middletown, NY 10940

  Slatewood Apartments offers a great mix of convenience and serenity, with its wooded setting providing a peaceful environment while still being close to essential amenities. The proximity to the new state-of-the-art Medical Center is a particularly nice touch for residents who might need easy access to healthcare services. With options for one-, two-, and three-bedroom apartments, it caters to a

  579 E Main St, Middletown, NY 10940
• 

  

  /16

  $330,000 Sold Jul 28, 2025

  • 2,026 Sq Ft
  • $163/SF
  • 25 Days On Market

  • 7 Beds
  • 2.5 Baths
  • Built 1880

  31-33 Linden Ave, Middletown, NY 10940

  This property has so much to offer , 3 separate levels to customize . This unique property consists of : bonus rooms , in-law suites and main living quarters. The potential is endless the back yard has a court yard area ready to be re built . Ground floor basement . For owner occupants the option to apply for permits for tenant occupancy is available , which allows for a multi family benefit .

  Karen Smith Anderson 1st Kander Realty Inc

  31-33 Linden Ave, Middletown, NY 10940
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  /8

  Est $525,698 Not Listed For Sale

  • 4 Beds

  775 van Burenville Rd, Middletown, NY 10940

  775 van Burenville Rd, Middletown, NY 10940
• 

  

  /50

  $889,000

  • 4 Beds
  • 2.5 Baths
  • 3,437 Sq Ft

  3 Kings Dr, Middletown, NY 10941

  Luxury Living in Hamptonburgh. Nestled in the prestigious Windsor Estates enclave, within the sought-after Goshen School District, this exceptional Contemporary residence offers a rare blend of elegance, comfort, and convenience. With nearly 3,500 sqft of thoughtfully designed living space, this striking home features 4 spacious bedrooms, 3 bathrooms, and a 3-car garage. Step into a grand

  

  Christina Rowan

  Howard Hanna Rand Realty

  (845) 393-3879

  3 Kings Dr, Middletown, NY 10941
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  /32

  $2,700 per month

  • 3 Beds
  • 1.5 Baths
  • 1,460 Sq Ft
  • Condo for Rent

  50 Brick Pond Rd, Middletown, NY 10940

  Spring Hollow now offers a 3 bedroom, 1.5 bath for rent with immediate occupancy. The main level consists of a living room, followed by a dining are with plenty of window light and sliders that lead to your backyard where you can enjoy a water view. A eat-in kitchen with a gorgeous granite island, plenty of modern cabinet space and newer stainless steel appliances. Updated bath and a home

  Sandra Arnez Keller Williams Hudson Valley

  50 Brick Pond Rd, Middletown, NY 10940
• 

  $294,000 Sold Jul 28, 2025

  • 1,464 Sq Ft
  • $201/SF
  • 102 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1951

  303 Wawayanda Ave, Middletown, NY 10940

  Enjoy Living at its Best in this beautiful Home in a desirable location of Middletown. This wonderful home features an Inviting Living room with a Bay window, Formal Dining rm, Kitchen with Breakfast Bar, updated tiled Bathroom, large First Floor Primary Bedroom, Family room with Vaulted ceilings, office/ Den could be a 4 th Bedroom. Second level features 2 Spacious Bedrooms. Full

  John Biasi Howard Hanna Rand Realty

  303 Wawayanda Ave, Middletown, NY 10940
• 

  Not Listed For Sale

  • 8 Beds
  • 5 Baths
  • 2,836 Sq Ft

  125 Wickham Ave, Middletown, NY 10940

  125 Wickham Ave, Middletown, NY 10940
• 

  

  /26

  $410,000

  • 4 Beds
  • 2 Baths
  • 1,668 Sq Ft

  31 Beattie Ave, Middletown, NY 10940

  Great 2 family home in the city of Middletown. Each apartment features 2 bedrooms, 1 bathroom. This property is located in a zoning that requires one of the apartments is occupied by the owner. House is well maintained and cared for. Large lot offers plenty of yard and parking. Walk-up attic offers plenty of storage. Each tenant has their own washer and dryer hook-up. Detached 2 car garage ideal

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 286-4605

  31 Beattie Ave, Middletown, NY 10940
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  /47

  $2,200 - $2,900 per month

  Southgate Middletown

  1 - 2 Beds

  20 Uhlig Rd, Middletown, NY 10940

  B- 1B 3rd Floor - The brand new residences at Southgate Middletown offer a community feel in the center of rapidly growing Middletown, N.Y. Here, an amenity-rich lifestyle awaits, with beautiful homes that feature only the finest in custom appointments and design. See for yourself how easy it would be to call Southgate home. The style of Southgate living features soaring 9-foot ceilings,

  20 Uhlig Rd, Middletown, NY 10940
• 

  $301,000 Sold Jul 25, 2025

  • 1,040 Sq Ft
  • $289/SF
  • 33 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  56 Beattie Ave, Middletown, NY 10940

  Introducing a charming and recently renovated home, completed in 2023, offering modern comfort and style. This inviting residence features three spacious bedrooms and one and a half baths. The heart of the home is a stunning, modern kitchen equipped with sleek granite countertops, perfect for culinary enthusiasts. Adjacent to the kitchen is a formal dining area, ideal for hosting gatherings and

  Maria Sairrino Cronin & Company Real Estate

  56 Beattie Ave, Middletown, NY 10940
• 

  Est $413,792 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 2,000 Sq Ft

  47 Pinto Rd E, Middletown, NY 10941

  47 Pinto Rd E, Middletown, NY 10941
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  /24

  $380,000

  • 3 Beds
  • 2.5 Baths
  • 1,593 Sq Ft

  568 County Route 49 Unit 2C, Middletown, NY 10940

  For investors or anyone interested in taking on tenants until 9/30/26 and at that time can take possession of the unit. Tenants have a lease expiration date of 9/30/26 and must remain there until that time. Tenants pay $2850 a month and pay for oil and electric. They are excellent tenants. New townhouse on right side (Unit 2C) available in the Minisink Valley School District. This home

  

  Hazel Cello

  Keller Williams Hudson Valley

  (845) 328-4272

  568 County Route 49 Unit 2C, Middletown, NY 10940
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  /31

  $1,700 per month

  • 1 Bed
  • 1 Bath
  • 830 Sq Ft
  • Condo for Rent

  128 Sycamore Dr, Middletown, NY 10940

  Rare opportunity to rent a lovely well kept condo in desirable Clemson Park! Wonderful 2nd floor unit with natural sunlight, private entrance, nice entry foyer, oversized living room with deck access for morning coffee or relaxing is a must see! Cheerful kitchen with white cabinetry accesses a nice size dining area, and the very spacious bedroom comfortably fits a king size bed. and offers

  Rose Daversa Hudson Valley Home Connection

  128 Sycamore Dr, Middletown, NY 10940
• 

  $425,000 Sold Jul 24, 2025

  • 1,316 Sq Ft
  • $323/SF
  • 27 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1956

  22 Willow Place, Middletown, NY 10940

  There’s something special about 22 Willow Place! This beautifully updated 3-bedroom split-level is turn-key and full of thoughtful upgrades that make living easy. With every major upgrade already complete, this home is truly turn-key and move-in ready. The heart of the home is the renovated kitchen, featuring upgraded appliances, modern finishes, and a stunning skylight that fills the space

  Patricia Sassi RE/MAX Benchmark Realty Group

  22 Willow Place, Middletown, NY 10940
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft

  2 Fortune Rd W Unit K, Middletown, NY 10941

  2 Fortune Rd W Unit K, Middletown, NY 10941
• 

  

  /50

  $699,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,566 Sq Ft

  166 Hilly's Ln, Middletown, NY 12455

  Escape to your own private retreat on 13.2 acres in the charming community of New Kingston. This updated cedar sided chalet offers 3 bedrooms plus a cozy sleeping nook, 2 beautifully renovated baths, and a long list of thoughtful upgrades within the past 24 months. A Tuli Kivi soapstone stove fireplace insert brings warmth and charm, but the true showstopper is the 18’ x 18’ screened

  Susan Doig Listing by Coldwell Banker Timberland Properties

  

  166 Hilly's Ln, Middletown, NY 12455
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  /46

  $1,700 - $2,660 per month

  Sutton Hill Apartments

  1 - 3 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,

  2 Underhill Rd, Middletown, NY 10940
• 

  $317,000 Sold Jul 24, 2025

  • 1,545 Sq Ft
  • $205/SF
  • 53 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1920

  503 Bloomingburg Rd, Middletown, NY 10940

  Welcome Home!Discover the perfect blend of comfort, functionality, and space in this well-appointed single-family residence. Featuring four bedrooms and one full bathroom, this home also offers a dining room, eat-in kitchen, comfortable living room, and a rear deck ideal for relaxing or entertaining guests.Enjoy the convenience of an attached two-car garage, providing ample space

  Annais Miranda-Ortiz Call it Closed Intl. Realty

  503 Bloomingburg Rd, Middletown, NY 10940
• 

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  206 2nd Ave, Middletown, NY 10941

  206 2nd Ave, Middletown, NY 10941
• 

  

  /21

  $599,000

  • 4 Beds
  • 3 Baths
  • 2,552 Sq Ft

  125 Whipple Rd, Middletown, NY 10940

  Discover the perfect blend of serenity and comfort in this stunning 4-bedroom, 3-bathroom raised ranch nestled on a sprawling 1.5-acre lot in the heart of Middletown, NY. As you step inside, the heart of the residence, a spacious and sunlit living area, invites family gatherings and effortless entertaining. Culinary enthusiasts will delight in the modern kitchen, boasting sleek appliances and

  Eboni Navas Julia B Fee Sothebys Int. Rlty

  125 Whipple Rd, Middletown, NY 10940
• 

  

  /20

  $2,000 per month

  • 2 Beds
  • 2 Baths
  • 995 Sq Ft
  • Condo for Rent

  232 Concord Ln, Middletown, NY 10940

  Affordable and easy living in Middletown! This 2 bedroom, 2 full bath condo has a spacious open layout with a large living room, sliding doors to your own balcony, and plenty of natural light. The kitchen has a breakfast bar and room for a table, and flows right into the main living space.You’ll find multiple closets throughout for extra storage, plus a washer and dryer in unit. The

  Victoria Wander Divine Realty NY, LLC

  232 Concord Ln, Middletown, NY 10940
• 

  $315,000 Sold Jul 23, 2025

  • 1,631 Sq Ft
  • $193/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  42 Wisner Ave, Middletown, NY 10940

  A charming 3-bedroom, 2-bathroom home situated on a spacious corner lot in the heart of Middletown. This well-maintained property offers solid bones and endless potential for your personal touch. The first floor features a flexible layout, including a cozy den that could easily serve as a 4th bedroom, home office, or guest space. Ample natural light, and a traditional floor plan create a warm and

  Kismet Johnson eXp Realty

  42 Wisner Ave, Middletown, NY 10940
• 

  

  /17

  Est $399,260 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,876 Sq Ft

  363 Highland Ave, Wallkill Town, NY 10940

  363 Highland Ave, Wallkill Town, NY 10940
• 

  

  /36

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 2,760 Sq Ft

  214 Phillips St, Middletown, NY 10940

  Welcome to this beautiful newly built 4-bedroom, 3.5-bath home featuring a spacious 2,760 sqft layout across three levels of living space. The gourmet kitchen features an island with a breakfast bar and flows seamlessly into a large dining area. The luxurious primary suite includes a full ensuite bath with dual vanities, a shower, and a separate soaking tub, all highlighted by expansive windows.

  Donna Gray Redfin Real Estate

  214 Phillips St, Middletown, NY 10940
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  /37

  $1,525 - $2,250 per month

  Stevens Manor Apartments

  Studio - 2 Beds

  644 Silver Lake Scotchtown Rd, Middletown, NY 10941

  Stevens Manor Apartments would like to welcome you home! Situated in a quiet, picturesque setting in Wallkill- ranked No. 8 among the safest towns in the United States according to a MoneyGeek study- our apartment community has studio, one, and two bedroom apartments available. Heat and hot water is included in your rent. Enjoy our supervised swimming pool or BBQ in the relaxing courtyard on hot

  644 Silver Lake Scotchtown Rd, Middletown, NY 10941
• 

  $180,000 Sold Jul 23, 2025

  • 775 Sq Ft
  • $232/SF
  • 10 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1972

  4 Fortune Rd W Unit D, Middletown, NY 10941

  This beautifully updated first floor condo features a generous 1-bedroom, 1-bath layout, complete with spacious closets, brand new appliances, and vinyl plank new floors! Plus, the HOA covers heat and hot water, making budgeting a breeze since most of your expenses are included. Conveniently located in the Scotchtown Neighborhood within the Town of Wallkill, you'll find a peaceful atmosphere

  Matthew Gibbs Keller Williams Hudson Valley

  4 Fortune Rd W Unit D, Middletown, NY 10941
• 

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,225 Sq Ft

  20 State St, Middletown, NY 10940

  20 State St, Middletown, NY 10940
• 

  

  /27

  $399,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,592 Sq Ft

  17 Milo Dr, Middletown, NY 10941

  WELCOME TO YOUR EYE-CATCHING SPLIT-LEVEL HOME WITH FANTASTIC CURB APPEAL! Nestled in a quiet subdivision just minutes from everything you need, this freshly painted 3-bedroom, 1.5-bath split-level home offers the perfect blend of comfort, style, and functionality. Step inside to discover a bright, open floor plan on the main level, highlighted by a charming bay window that floods the room with

  Lisa McAteer Scranton Wilkes Barre Regional

  17 Milo Dr, Middletown, NY 10941
• 

  

  /6

  $2,350 per month

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Apartment for Rent

  206 Golf Links Rd Unit 226, Middletown, NY 10940

  This new 2 bedroom 2 bath apartment features a modern and stylish design, with high quality finishes and attention to detail throughout. The living room is adorned with a large window that allows plenty of natural light to illuminate the space, creating an inviting and airy atmosphere. The kitchen is equipped with stainless steel appliances, sleek quartz countertops, ample cabinet storage, and a

  Victoria Fini Curasi Realty, Inc.

  206 Golf Links Rd Unit 226, Middletown, NY 10940
• 

  $275,000 Sold Jul 23, 2025

  • 1,201 Sq Ft
  • $229/SF
  • 205 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  122 Cottage St, Middletown, NY 10940

  Your First Single-Family Home—Where Independence Begins | Middletown, NYThere’s a moment when you realize: it’s time to stop paying someone else’s mortgage and start building something of your own. This 2-bedroom, 1-bath single-family home in Middletown, NY is that moment in the making—a chance to own land, space, and freedom, with no shared walls or noisy neighbors above or below you.

  Brian Caplicki Keller Williams Hudson Valley

  122 Cottage St, Middletown, NY 10940
• 

  Est $378,352 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,386 Sq Ft

  21 Hill Rd, Middletown, NY 10941

  21 Hill Rd, Middletown, NY 10941
• 

  

  /28

  $649,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 3,021 Sq Ft

  34 Feiertag Rd, Middletown, NY 10941

  Let your dreams begin with large colonial home located on a Cul-de-Sac in the Pine Bush School District. Step inside to a large and open foyer with high ceilings which creates a welcoming atmosphere. The main level features a formal dining room, den/office, cozy family room with woodburning fireplace, open eat in kitchen with breakfast area, full bath and enclosed screened deck overlooking the

  Julianna Cotthaus 1st Independent Realty Grp

  34 Feiertag Rd, Middletown, NY 10941
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  /40

  $1,750 - $2,800 per month

  The 211 Luxury Lofts

  1 - 3 Beds

  54-62 Linden Ave, Middletown, NY 10940

  The 211 Lexary LoftsModern 1 & 3 Bedroom Apartments in Middletown, NYWelcome to The 211 Lexary Lofts, a stylish and modern rental community just off Route 211 in Middletown. These bright, beautifully designed apartments combine industrial charm with upscale finishes — perfect for professionals, students, and families alike.Apartment Features:Full kitchen with oven,

  54-62 Linden Ave, Middletown, NY 10940
• 

  $385,000 Sold Jul 22, 2025

  • 41 Days On Market

  • 2 Baths
  • Built 1888

  289 North St, Middletown, NY 10940

  Discover this delightful colonial duplex situated in the city of Middletown! This well-maintained property features two spacious units, each offering two comfortable bedrooms, a full bathroom, and a versatile bonus room that can be utilized as a den or office space, perfect for today's remote working environment. Recently painted and updated baths, this 2-family home offers plenty of parking for

  Patricia Sassi RE/MAX Benchmark Realty Group

  289 North St, Middletown, NY 10940
• 

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,112 Sq Ft

  5 Fortune Rd W Unit M, Middletown, NY 10941

  5 Fortune Rd W Unit M, Middletown, NY 10941

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