21,288

Orange, NY Homes

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  • /16

    $299,900

    • 3 Beds
    • 1.5 Baths
    • 1,188 Sq Ft

    4 Red Barn Ln, Middletown, NY 10940

    **BACK ON THE MARKET**...ROLLING MEADOWS! Low HOA! 3 Bedrooms! 1 1/2 Bathrooms! Eat In Kitchen! Large Living Room! Master Bedroom with Walk In Closet! Sliders to Fenced in Yard! Perfect Commuter Location! Close to Major Highways, Trains, Buses and Shopping! Walk to Clubhouse, Community Pool, Playground, Tennis and Basket Ball!

    Amanda Dnistrian ARC Realty 1 in Sales

    4 Red Barn Ln, Middletown, NY 10940
  • 33 Highland View Place, Middletown, NY 10940

    $603,000 Sold Jun 03, 2025

    • 2,411 Sq Ft
    • $250/SF
    • 65 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1985

    33 Highland View Place, Middletown, NY 10940

    Welcome to Presidential Heights, Middletown! This stunning Colonial home has been fully remodeled and offers numerous updates, including a new furnace, central A/C, driveway, Kitchen, bathrooms, decks and more. Oversized Andersen windows throughout which creates a bright and airy atmosphere. The first floor features a bedroom, full bathroom, family room, dining room, and laundry room. The

    Warren Shelley Reliable Realty Group

    33 Highland View Place, Middletown, NY 10940
    • /35

      Est $616,842 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,742 Sq Ft

      164 Reiss Rd, Middletown, NY 10940

      164 Reiss Rd, Middletown, NY 10940
  • /27

    $369,000

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft

    53 Richmond Place, Middletown, NY 10940

    Settle into the charm of Orange County, NY, in this bright and airy three-bedroom home. The kitchen features elegant white cabinets and stainless steel appliances, perfectly combining style and functionality. Additional conveniences include a laundry room, mudroom, walk-up attic, and a full basement for ample storage. Situated on a corner lot, this property boasts a fenced-in backyard with plenty

    Kelly Roebuck Curasi Realty, Inc.

    53 Richmond Place, Middletown, NY 10940
  • 35 Brookline Ave, Middletown, NY 10940

    $403,000 Sold Jun 03, 2025

    • 1,370 Sq Ft
    • $294/SF
    • 178 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1987

    35 Brookline Ave, Middletown, NY 10940

    Welcome to a home that perfectly blends style and comfort. The neutral color scheme creates a soothing ambiance, while the accent backsplash in the kitchen adds an elegant touch. The kitchen features all stainless steel appliances for a sleek, modern look. The property includes a storage shed for extra space. Fresh interior paint gives the home a clean, new feel. Come discover a home ready to

    Verria Hairston Opendoor Brokerage LLC

    35 Brookline Ave, Middletown, NY 10940
  • /11

    $113,300

    • Land
    • 0.09 Acre
    • $1,258,889 per Acre

    92 Linden Ave, Middletown, NY 10940

    Discover a rare chance to transform your dream into reality on this prime 50 by 80 cleared, level parcel in the heart of Middletown. Located in a fully built out neighborhood with municipal water and sewer already in place, this site offers a blank canvas for a single family home. This is an outstanding opportunity for builders to leave their mark in a thriving community. Don’t let this

    Jason Madison eXp Realty

    92 Linden Ave, Middletown, NY 10940
  • 62 Brewster Dr, Middletown, NY 10940

    $415,000 Sold Jun 02, 2025

    • 1,658 Sq Ft
    • $250/SF
    • 55 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1987

    62 Brewster Dr, Middletown, NY 10940

    Great bi-level home located in a neighborhood setting just outside city of Middletown. Recently renovated with updated carpeting, flooring and paint. Home has an open concept floor plan with kitchen with breakfast bar , dining room leads to sliders that open to large deck. Living room with vaulted ceiling. Primary bedroom has its own full bath. 2 additional bedrooms complete the upper level.

    Andrea Rose Keller Williams Hudson Valley

    62 Brewster Dr, Middletown, NY 10940
  • /36

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 1,825 Sq Ft

    708 Kirbytown Rd, Middletown, NY 10940

    Such a peaceful setting for this immaculate 4 BR, 2.5 bath Colonial in the heart of The Minisink School District. This home is a dream for pet owners! The fenced backyard keeps your pets safe and secure while they play, and the underground dog fence lets them roam worry-free. There is a woodstove that is perfect for chilly evenings that will help with your heating costs during the cold winter

    Debbie Walsh SHAHAR Management LLC

    708 Kirbytown Rd, Middletown, NY 10940
  • 49 Bedford Ave, Middletown, NY 10940

    $430,000 Sold May 31, 2025

    • 1,636 Sq Ft
    • $263/SF
    • 23 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    49 Bedford Ave, Middletown, NY 10940

    Stunning Renovated Move In Condition home located in one of the nicest neighborhoods in Middletown. This home is a 2 minute walk to Orange County Community College. Features Central Air Conditioning, A Beautiful Large Sun drenched Living room with lots of Windows, Recessed Lighting, and a Fireplace. New Custom Gourmet Kitchen that offers Designer Cabinetry, wine rack, Granite Countertops,

    John Biasi Howard Hanna Rand Realty

    49 Bedford Ave, Middletown, NY 10940
  • /38

    $625,000

    • 4 Beds
    • 2.5 Baths
    • 2,410 Sq Ft

    344 Ingrassia Rd, Middletown, NY 10940

    Welcome to 344 Ingrassia Rd in Middletown, NY. This stunning Italian custom built Mediterranean home sits on 3.1 acres of land, offering 2,410 sqft of elegant living space. The property features 4 spacious bedrooms and 2.5 bathrooms.Upon entering, you'll notice the beautiful marble tile flooring that flows into the open kitchen. This Grommet kitchen boasts a large island, energy efficient

    Travis Thompson Keller Williams Hudson Valley

    344 Ingrassia Rd, Middletown, NY 10940
  • /32

    $350,000 Sold May 30, 2025

    • 1,087 Sq Ft
    • $322/SF
    • 1 Day On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1992

    12 Kendal Ln, Middletown, NY 10940

    Don't miss out on this rare opportunity to own this beautifully, newly renovated townhouse located in Waters Edge! This home is situated just minutes from the heart of Middletown. So close, but yet so far is what comes to mind with this home because the privacy and serenity you have will make you quickly forget just how close you are to a plethora of food and shopping options. This beautiful home

    Elizabeth Stahlman Davis R. Chant Realtors-Milford

    12 Kendal Ln, Middletown, NY 10940
  • /18

    $565,000

    • 3 Beds
    • 2 Baths
    • 2,321 Sq Ft

    3 Parkview Dr, Middletown, NY 10940

    Welcome to your next chapter—this 3-bedroom, 2-bathroom home offers both comfort and convenience. Nestled in a peaceful Middletown neighborhood, this home keeps you connected to everything that matters. Spend weekends at nearby Watts Memorial and Fancher-Davidge Parks, both just a short distance away. Schools like Northern Academy and those in the Middletown City School District are also

    Kevin Sanabria eRealty Advisors, Inc

    3 Parkview Dr, Middletown, NY 10940
  • 80 Maple Dr, Middletown, NY 10941

    $400,000 Sold May 30, 2025

    • 1,852 Sq Ft
    • $216/SF
    • 10 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1965

    80 Maple Dr, Middletown, NY 10941

    Welcome to this 3-bedroom, 1.5-bathroom split ranch home located in the desirable Town of Wallkill, within the Middletown School District. The location is key when considering a spot for your next home, and this property offers plenty of square footage. Just a five-minute drive from Interstate 86 and the Route 302 Junction, it provides easy access to the vibrant business district of Middletown,

    Richard Baxter Keller Williams Realty

    80 Maple Dr, Middletown, NY 10941
  • /6

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,964 Sq Ft

    115 Vincent Dr, Middletown, NY 10940

    Check out 115 Vincent Drive, a unique split ranch in Middletown, NY. It’s close to everything on Route 211, so shopping, dining, and everyday errands are minutes away. The fenced backyard is great for pets or outdoor hangouts, and the two-car garage gives you plenty of parking and storage space.

    Christian Baez Keller Williams Hudson Valley

    115 Vincent Dr, Middletown, NY 10940
  • 26 Wilson St, Middletown, NY 10940

    $435,050 Sold May 30, 2025

    • 1,524 Sq Ft
    • $285/SF
    • 23 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1986

    26 Wilson St, Middletown, NY 10940

    Welcome to this charming updated home in the heart of Middletown! This 3 bedroom, 1 1/2 bath raised ranch is nestled in an established neighborhood, boasting a brand new roof, carpet, and paint. You'll love entertaining on the deck or relaxing in the spacious rec room. With convenient access to shopping, parks, and schools, this property offers both comfort and convenience. Don't miss out on this

    Andrea Rose Keller Williams Hudson Valley

    26 Wilson St, Middletown, NY 10940
  • /8

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    2 Rivervale Rd, Middletown, NY 10940

    Charming Corner Townhouse in Middletown – No HOA Fees!Welcome to 2 Riverdale Road, a delightful 3-bedroom, 1.5-bathroom townhouse nestled in the heart of Middletown, NY. This spacious 1,484 sq ft home offers a perfect blend of comfort and convenience, making it an ideal choice for families and first-time homebuyers.Key Features:Spacious Living: Enjoy the warmth of hardwood floors throughout and

    Kilimanjaro Toussaint YourHomeSold Guaranteed Realty

    2 Rivervale Rd, Middletown, NY 10940
  • /29

    $510,000 Sold May 29, 2025

    • 2,900 Sq Ft
    • $176/SF
    • 289 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2000

    63 Belmont Ave, Middletown, NY 10940

    ***Back on the market***As -is**Conveniently located on a nice quaint street in Walkill, NY, this bi-level is a steal! This beautifully renovated 4 bedroom 3 bath bi-level home has had an amazing facelift! This property is move-in ready from the stunning refinished bi-level deck into a nicely landscaped backyard. The exterior of this beauty has been newly painted and landscaped. Moving inside

    Malia Leonard BUY NY REALTY LLC

    63 Belmont Ave, Middletown, NY 10940
  • /18

    $600,000

    • 4 Beds
    • 3 Baths
    • 2,162 Sq Ft

    77 Upper Rd, Middletown, NY 10940

    Beautiful Ranch Style Home, with 4 spacious bedrooms, 3 upgraded Bathrooms, beautiful Hardwood floor recently painted, lots of Entertainment space, Full finish basement with lots of space that fits laundry, gym, and more entertainment space. Property has a huge tennis court, above ground pool, hot tub and extra yard space. A new septic tank was installed, brand new water system. Perfect Home for

    Yajaira Silva Madison Allied LLC

    77 Upper Rd, Middletown, NY 10940
  • 25 Meyer Rd, Middletown, NY 10940

    $380,000 Sold May 29, 2025

    • 1,335 Sq Ft
    • $285/SF
    • 113 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1972

    25 Meyer Rd, Middletown, NY 10940

    A-Frame home in the town of Wallkill within the Minisink School District. The home is nestled amidst 1.2 acres of serene woodland and offers lots of natural lighting, vaulted ceilings, along with charm and privacy. A large wrap-around deck hugs the perimeter of the home, providing ample space for outdoor relaxation, entertaining, and soaking in the sights and sounds of nature. Inside enjoy the

    Leon Klein Keller Williams Hudson Valley

    25 Meyer Rd, Middletown, NY 10940
  • /46

    $624,900

    • 3 Beds
    • 3.5 Baths
    • 3,013 Sq Ft

    1 Country Club Dr, Middletown, NY 10940

    Simply The Best! Here it is! The largest end unit in the premier luxury, maintenance free gated community of Fairways of Wallkill. The original owners included every upgrade available when choosing options and now it can be yours! Starting with the privacy, lush landscaping and common area, this was an premium lot upgrade. This Beaumont model offers over 3000 sq feet and four levels of lavish

    Karen Taphorn Howard Hanna Rand Realty

    1 Country Club Dr, Middletown, NY 10940
  • 40 Carpenter Ave, Middletown, NY 10940

    $141,000 Sold May 28, 2025

    • 672 Sq Ft
    • $210/SF
    • 39 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1930

    40 Carpenter Ave, Middletown, NY 10940

    Investor Special!! CASH DEAL!!!!!This 2-bedroom, 1-bathroom home is a diamond in the rough, perfect for investors looking to add to their portfolio. With its prime location in Middletown, this property offers endless potential for renovation. MUST sign a hold harmless agreement before showings will be approved. Thanks,

    Kerri Stretch Howard Hanna Rand Realty

    40 Carpenter Ave, Middletown, NY 10940
  • /12

    $142,900

    • 1 Bed
    • 1 Bath
    • 740 Sq Ft

    228 Concord Ln Unit 228, Middletown, NY 10940

    ESTATE SALE – Prime Investment Opportunity!Discover value in this estate sale offering—a 1-bedroom, 1-bathroom second-floor unit located in Middletown’s Buttonwood Hills community. Ideal for investors seeking strong rental potential or buyers in search of a low-maintenance, conveniently located home. Situated in a commuter-friendly location, it's close to major highways, colleges, shopping

    Yasmine Delgado BHG Real Estate Green Team

    228 Concord Ln Unit 228, Middletown, NY 10940
  • 12 Hoover Dr, Middletown, NY 10940

    $500,000 Sold May 23, 2025

    • 2,214 Sq Ft
    • $226/SF
    • 58 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    12 Hoover Dr, Middletown, NY 10940

    Welcome to this charming colonial home located in thePresidential Heights neighborhood in Middletown. Featuresstunning hardwood floors throughout,formal dining room, acozy wood burning fireplace for those chilly evenings,and a spacious deck perfect for outdoor entertaining. Thebright and airy kitchen boasts a large island, ideal forpreparing meals and hosting family gatherings.Upstairs, you'll

    Andrea Rose Keller Williams Hudson Valley

    12 Hoover Dr, Middletown, NY 10940
  • /36

    $999,900

    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    255 Howells Rd, Middletown, NY 10940

    Enter the gates of this grand estate, where you'll find a stunning 5-bedroom, 5-bathroom home spanning 4,200 square feet, complete with a large barn and a natural pond, all set on 36.8 acres. This private estate is located in Middletown, NY, nestled among rolling pastures, tranquil woods, and your very own pond. The expansive property also features a two-story post-and-beam barn with horse

    Jonathon Lee Keller Williams Hudson Valley

    255 Howells Rd, Middletown, NY 10940
  • 44 Prince St, Middletown, NY 10940

    $450,000 Sold May 23, 2025

    • 1,456 Sq Ft
    • $309/SF
    • 20 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1840

    44 Prince St, Middletown, NY 10940

    Experience modern elegance in this fully renovated colonial, where luxury finishes meet top-tier functionality. Nestled on a fully fenced lot, this home boasts stunning natural oak hardwood floors throughout and nearly 9-foot ceilings on the main level, creating an airy and inviting atmosphere.With three spacious bedrooms plus a versatile bonus room, this home offers flexibility for a guest room,

    Sheyla Falesto Howard Hanna Rand Realty

    44 Prince St, Middletown, NY 10940
  • /20

    $325,000

    • 4 Beds
    • 1 Bath
    • 1,124 Sq Ft

    317 Wawayanda Ave, Middletown, NY 10940

    Charming 4-Bedroom Home with Cozy Curb Appeal - A Must See!Welcome to this delightful 4-bedroom, 1-bath single-family home, perfectly nestled in a peaceful, tree-lined neighborhood. With its eye-catching red exterior and classic white trim, this home offers curb appeal that is both inviting and timeless.Step inside to discover a warm, sunlit living space ideal for family

    Pete Wolven Hudson Valley Home Connection

    317 Wawayanda Ave, Middletown, NY 10940
  • 38 Karen Dr, Middletown, NY 10940

    $383,000 Sold May 22, 2025

    • 1,386 Sq Ft
    • $276/SF
    • 39 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1965

    38 Karen Dr, Middletown, NY 10940

    Welcome to 38 Karen Dr in Middletown, NY! This charming ranch provides 3 bedrooms, 1 full bathroom and 1,386 sqft of living space. With its open floor plan and abundance of natural light, this home is perfect for entertaining and everyday living. It features beautiful hardwood floors, a very cozy living room with large windows, an eat-in kitchen with stainless steel appliances and an attached

    Travis Thompson Keller Williams Hudson Valley

    38 Karen Dr, Middletown, NY 10940
  • /34

    $610,000

    • 4 Beds
    • 3.5 Baths
    • 2,188 Sq Ft

    26 Kyleigh Way, Middletown, NY 10940

    Welcome to this stunning, 5-year-young home located in the desirable Sunrise Hills development.This beautifully maintained residence offers 4 spacious bedrooms, 3 full bathrooms, and 1 half bathroom. The grand cathedral entryway features an elegant chandelier that can be admired from both inside and out, highlighting the top landing of the staircase.The large fourth bedroom is

    Delroy Smith List 4 Less Realty

    26 Kyleigh Way, Middletown, NY 10940

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