21,287

Orange, NY Homes

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  • /25

    $420,000

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    71 Commonwealth Ave, Middletown, NY 10940

    Welcome to the perfect blend of comfort, character, and location. Nestled in the vibrant heart of Middletown, NY—just 70 miles from NYC—this beautifully updated home offers a peaceful retreat without sacrificing proximity. Whether you’re commuting for work or play, nearby transportation options, including the Metro-North train and major highways, make travel to the city a breeze. And when you're

    Agent Photo

    Brian Caplicki

    Keller Williams Hudson Valley

    (845) 436-3953

    71 Commonwealth Ave, Middletown, NY 10940
  • /21

    $3,600 per month

    • 4 Beds
    • 2.5 Baths
    • 1,996 Sq Ft
    • House for Rent

    6 Peace Dr, Middletown, NY 10941

    Move-In Ready Rental in Pine Bush School District! Welcome home to this spacious and beautifully maintained 4-bedroom, 2.5-bath single-family rental, perfectly located in the sought-after Pine Bush School District. Enjoy an open floor plan with plenty of natural light, a cozy fireplace, and a modern kitchen ideal for entertaining. Step outside to a fully fenced yard featuring a deck, pool, and

    Agent Photo

    John Olivero

    Keller Williams Realty

    (329) 217-4559

    6 Peace Dr, Middletown, NY 10941
  • 36 Hampton Ct, Middletown, NY 10941

    $329,900 Sold Aug 04, 2025

    • 1,508 Sq Ft
    • $219/SF
    • 12 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1965

    36 Hampton Ct, Middletown, NY 10941

    Beautiful lovingly maintained townhome with 3 bedrooms and 1.5 bathrooms. This spacious home offers an open dining area with a galley kitchen that has granite countertops and stainless steel appliances. The large living room with wood accent wall, leads out to a fenced in yard with a patio. The first floor is complete with a 1/2 bathroom and laundry room. Upstairs has gleaming hardwood

    Jessica Hansen Howard Hanna Rand Realty

    36 Hampton Ct, Middletown, NY 10941
  • /42

    $475,000

    • 3 Beds
    • 3 Baths
    • 2,542 Sq Ft

    138 Reinhardt Rd, Middletown, NY 10940

    Nestled on 1.5 park like acres with lots of privacy in the back, built in 1969 and lovingly cared for by the same family for over 56 years is this unique front back split level with four levels in the home. Step through the front door to find a half bath, home office with lots of shelving already in place, and second room used as a craft room, play room,or additional home office conveniently

    Agent Photo

    Lynelle Alessi

    Keller Williams Hudson Valley

    (845) 447-9473

    138 Reinhardt Rd, Middletown, NY 10940
  • /6

    $1,390 per month

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

    102 North St Unit 4, Middletown, NY 10940

    Welcome to a RENOVATED one-bedroom, one bath apartment located in the heart of the vibrant City of Middletown! This beautifully upgraded apartment is situated on the second floor and offers a stylish and comfortable living space. The prime location of this apartment is close to a plethora of stores and restaurants, with many just a short walk away. A laundromat is also located across the street,

    Agent Photo

    Hazel Cello

    Keller Williams Hudson Valley

    (329) 201-4491

    102 North St Unit 4, Middletown, NY 10940
  • 22 Witte Dr, Middletown, NY 10940

    $430,000 Sold Aug 04, 2025

    • 1,316 Sq Ft
    • $327/SF
    • 18 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1981

    22 Witte Dr, Middletown, NY 10940

    Welcome to 22 Witte Drive—a well-maintained 3-bedroom, 1-bath home located in a peaceful, sought-after neighborhood within the Minisink Valley School District. This charming property features a beautifully renovated kitchen (2020) with quartz countertops and GE appliances, pristine Andersen windows that fill the home with natural light, and hardwood floors beneath the carpet. Step outside to

    Nina Piacente Julia B Fee Sothebys Int. Rlty

    22 Witte Dr, Middletown, NY 10940
  • /30

    $410,000

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    25 Fairways Dr Unit 1, Middletown, NY 10940

    Step into this fully updated, move-in ready luxury condo located in one of the area’s most sought-after gated communities. This stunning first-floor residence has been meticulously upgraded from top to bottom—featuring designer finishes, fresh modern paint tones, and premium luxury flooring throughout. The custom kitchen is outfitted with elegant cabinetry, granite countertops, and stylish

    Agent Photo

    Randolph Rogers

    eXp Realty

    (845) 299-8068

    25 Fairways Dr Unit 1, Middletown, NY 10940
  • /26

    $2,150 per month

    • 2 Beds
    • 1.5 Baths
    • 1,680 Sq Ft
    • Condo for Rent

    34 Sycamore Dr, Middletown, NY 10940

    Welcome to Your New Home in Clemson Park! This spacious three-level rental offers comfort, convenience, and community. The main floor features a bright and open layout with a generous living room, a dining area, and a well-appointed kitchen. Step through the sliding glass doors onto your private covered deck—perfect for relaxing or entertaining. A convenient half bathroom completes the main

    Agent Photo

    Hazel Cello

    Keller Williams Hudson Valley

    (329) 214-0770

    34 Sycamore Dr, Middletown, NY 10940
  • 26 Erin Ct, Middletown, NY 10941

    $925,000 Sold Aug 04, 2025

    • 3,517 Sq Ft
    • $263/SF
    • 46 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2008

    26 Erin Ct, Middletown, NY 10941

    Every King or Queen needs a castle and this majestic colonial reigns supreme! Perched high on 2.6 acres in a private, executive subdivision in the Crawford countryside within the Pine Bush School District, this home is a true crown jewel. Set against the natural beauty of a 150-acre evergreen farm, the setting alone makes this 4-bedroom, 3.5-bath home something truly special—but the charm goes

    Virginia Corbett eXp Realty

    26 Erin Ct, Middletown, NY 10941
  • /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

    Agent Photo

    Christina Rowan

    Howard Hanna Rand Realty

    (845) 393-3879

    3 Kings Dr, Middletown, NY 10941
  • /23

    $2,100 per month

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

    390 Concord Ln, Middletown, NY 10940

    Located on the first floor, this well-maintained 2-bedroom, 2-bathroom rental offers comfortable living in a sought-after community. The bright and welcoming kitchen features a brand-new stove with a three-year old microwave, an adjoining dining area—perfect for everyday meals or entertaining. Down the hall, you’ll find two spacious bedrooms, including a primary suite with a private full bathroom

    Agent Photo

    Hazel Cello

    Keller Williams Hudson Valley

    (845) 605-7470

    390 Concord Ln, Middletown, NY 10940
  • 13 Wallkill Ave, Middletown, NY 10940

    $372,690 Sold Aug 04, 2025

    • 1,560 Sq Ft
    • $239/SF
    • 45 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1875

    13 Wallkill Ave, Middletown, NY 10940

    Nestled in the heart of Middletown, New York, 13 Wallkill Avenue is a charming single-family home offering a blend of historic character and modern convenience. Built in 1875, this residence boasts 1,560 square feet of living space, featuring 3 bedrooms and 1.5 bathrooms. The property is situated on a 0.14-acre lot, providing a cozy outdoor space for relaxation and activities. Its prime location

    Elizabeth Muniz Howard Hanna Rand Realty

    13 Wallkill 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

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 286-4605

    31 Beattie Ave, Middletown, NY 10940
  • /29

    $2,300 per month

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

    1 Sabrina Ct 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

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 610-0681

    1 Sabrina Ct Unit 1, Middletown, NY 10940
  • 2027 Route 6, Middletown, NY 10940

    $358,000 Sold Aug 01, 2025

    • 1,047 Sq Ft
    • $342/SF
    • 50 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1957

    2027 Route 6, Middletown, NY 10940

    Welcome to this charming move-in ready home offering the ease of single-level living on a beautiful, level 1-acre lot! With 1047 square feet of thoughtfully designed space, this home is perfect for those looking for comfort, functionality, and room to breathe. 2 decks for outside enjoyment one at the front of the home and another outside the den/3rd bedroom. The den could easily be a 3rd

    Bente Brown John J Lease REALTORS Inc

    2027 Route 6, Middletown, NY 10940
  • /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

    Agent Photo

    Hazel Cello

    Keller Williams Hudson Valley

    (845) 328-4272

    568 County Route 49 Unit 2C, Middletown, NY 10940
  • /13

    $1,750 per month

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

    59-61 North St Unit 3D, Middletown, NY 10940

    This spacious 2-bedroom apartment is located in the center of Middletown. Featuring a bright open-concept layout from the living room to the kitchen, this home is designed for both comfort and style. Enjoy high ceilings with recessed lighting, ductless A/C and heating, and brand-new flooring throughout. The kitchen shines with new stainless steel appliances, fresh cabintry, and granite

    Agent Photo

    Hazel Cello

    Keller Williams Hudson Valley

    (845) 203-3991

    59-61 North St Unit 3D, Middletown, NY 10940
  • 36 Old Anvil Ln, Middletown, NY 10940

    $329,000 Sold Aug 01, 2025

    • 1,452 Sq Ft
    • $227/SF
    • 27 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1974

    36 Old Anvil Ln, Middletown, NY 10940

    Welcome to this beautifully updated 3-bedroom, 1.5-bath end-unit townhouse, perfectly situated on a quiet cul-de-sac in Middletown.This move-in ready home features a brand new furnace, water heater, stove, microwave and refrigerator. The house features two driveways for parking which is rare in the community, and convenient side yard access—ideal for outdoor enjoyment and additional storage

    Wenpeng Guan Keller Williams Hudson Valley

    36 Old Anvil Ln, Middletown, NY 10940
  • /2

    $380,000

    • 5 Beds
    • 2 Baths
    • 2,440 Sq Ft

    44 Houston Ave, Middletown, NY 10940

    Excellent opportunity to own a 2 family house whether you are an investor or want to live in one of the units and rent the second one. Spacious apartments. First floor apartment has 3 bedrooms and 1 bathroom, second floor apartment has 2 bedrooms and 1 bath. Conveniently located, walking distance to Touro College where students are always looking for close by rentals. Minutes to I86 and I84,

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 497-6793

    44 Houston Ave, Middletown, NY 10940
  • /10

    $2,300 per month

    • 3 Beds
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    42 Prince St, Middletown, NY 10940

    For rent in the second floor 3 bedrooms apartment in a great location close to everything Central ACCentral Heatamazing backyard Water included the tenants pay electricityhablo Espanol

    Agent Photo

    Edwin Murillo

    Best Solutions Realty Inc

    (845) 599-7548

    42 Prince St, Middletown, NY 10940
  • 26 Davidge Rd, Middletown, NY 10940

    $515,000 Sold Jul 31, 2025

    • 2,242 Sq Ft
    • $230/SF
    • 65 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1985

    26 Davidge Rd, Middletown, NY 10940

    Spectacular Contemporary Home Located in Prestigious Presidential Heights in the City of Middletown. This Magnificent Home Features a Bright Airy, Sundrenched Floor plan. Gorgeous Marble Flooring, Large Sunken Living Room, Beautiful Sunken Family Room Custom 2 Sided Fireplace. Gourmet Kitchen with a designer Kitchen cabinetry, Stainless Steel Appliances, Subway tiled Backsplash , Recessed

    John Biasi Howard Hanna Rand Realty

    26 Davidge Rd, Middletown, NY 10940
    • /9

      Not Listed For Sale

      Lot 11 Meadowbrook Dr, Middletown, NY 12455

      Lot 11 Meadowbrook Dr, Middletown, NY 12455
  • /2

    $250,000

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft

    13 Smith St, Middletown, NY 10940

    Looking to add a rental property to your porfolio? This 3 bedroom, 1 bathroom home might be the one. Long term tenant looking to stay. Located in the heart of the city of Middletown. Walking distance to local shops, restaurants, supermarket, park and much more. Located on a one way street with low local traffic. Call today for appoiintment.

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 299-0839

    13 Smith St, Middletown, NY 10940
  • /12

    $2,300 per month

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

    1 Sabrina Ct Unit 6, 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

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 412-9559

    1 Sabrina Ct Unit 6, Middletown, NY 10940
  • 141 Elise Dr, Middletown, NY 10941

    $799,900 Sold Jul 31, 2025

    • 2,641 Sq Ft
    • $303/SF
    • 101 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2024

    141 Elise Dr, Middletown, NY 10941

    Welcome to Scotchtown Estates! This exquisite picturesque community sits in the highly sought after Valley Central SD, featuring luxury and convenience at your fingertips. Custom built colonials lead the way as you drive down the beautiful tree lined road of this development. This expansive colonial is currently under construction & still plenty of time to make it your own! The main level will

    Juan Bautista Keller Williams Realty

    141 Elise Dr, Middletown, NY 10941
  • /27

    $259,900 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,082 Sq Ft

    34 Jimal Dr, Middletown, NY 10940

    Beautifully cared and maintained 2 bedrooms, 1.5 bathrooms townhouhse in the desirable Highland Park Village. From the moment you walk through the door you can see the pride and care the sellers have provided to this unit. Not one thing for you to do, except bring your personal stuff. Laminate floors throughout. Upgraded kitched with stainless steel appliances. Spacious primary bedroom offers 2

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (329) 201-2129

    34 Jimal Dr, Middletown, NY 10940
  • /55

    $2,621 - $3,274 per month

    Residences at West Hills Country Club

    1 - 2 Beds

    122 Golf Links Rd, Middletown, NY 10940

    158 Unit Luxury Housing Community with 1,2 and 3 Bedroom Units. Situated on a Lush Championship 18 Hole Golf Course that offers a Private Country Club Experience 24 hours a day. Apartments feature Spacious Open Layouts, Beautiful Kitchens with Quartz Countertops and Stainless Steel Appliances, Front Loading Washers and Dryers, Balconies, Walk-In Closets, Beautiful Engineered Wide Plank

    122 Golf Links Rd, Middletown, NY 10940
  • 67 Deer Court Dr, Middletown, NY 10940

    $261,000 Sold Jul 29, 2025

    • 1,146 Sq Ft
    • $228/SF
    • 30 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2002

    67 Deer Court Dr, Middletown, NY 10940

    Bright, Beautiful & Move-In Ready – Second Floor 2BR/2BA Condo in Sought-After Deer Run!Welcome to the only one-level unit currently available in the highly desirable Deer Run community in Middletown! This spacious 2-bedroom, 2-bath condo is located on the second floor, offering privacy and peaceful living in a well-maintained complex. With large front-facing windows, the home is flooded

    Gail Rachlin Keller Williams Hudson Valley

    67 Deer Court Dr, Middletown, NY 10940
  • /42

    $349,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,692 Sq Ft

    17 Old Anvil Ln, Middletown, NY 10940

    Beautifully maintained 3 bedrooms, 2.5 bathrooms 3 story townhouse with a 1 car garage. This is an end unit which offers more yard and privacy. Walk into a warm kitchen with custom wood cabinets where you will defenitely enjoy preparing meals. Three good size bedrooms. Main bedroom has its own bathroom. All the bedrooms have good size closets. Lower level has a great laundry area and a family

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 668-4833

    17 Old Anvil Ln, Middletown, NY 10940
  • /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
  • 9 Laddie Rd, Middletown, NY 10941

    $460,000 Sold Jul 29, 2025

    • 1,632 Sq Ft
    • $282/SF
    • 28 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1971

    9 Laddie Rd, Middletown, NY 10941

    Looking for LOW TAXES and a LOCATION THAT CAN'T BE BEAT??? Look no more! Welcome to this lovely maintained raised ranch style home, set in a terrific community with municipal services offering both comfort and convenience.. Located in the highly desirable Pine Bush School district, this home features 3 bedrooms, family room, spacious two car garage, open concept layout perfect for easy living

    Bonnie Natt Realty Promotions Inc

    9 Laddie Rd, Middletown, NY 10941

Showing Results 1 - 40, Page 1 of 18

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$420,000
Median Single Family Sale Price
$541,330
Median Townhouse Sale Price
$435,000
Median 2 Bedroom Sale Price
$309,500
Median 1 Bedroom Sale Price
$180,000
Average Price Per Sq Ft
$229
Number of Homes for Sale
12
Last 12 months Home Sales
124
Months of Supply
1.20
Median List Price
$442,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-12%
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