21,289

Orange, NY Homes

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  • 168 Camp Stadie Rd, Middletown, NY 10940

    $275,000 Sold Apr 18, 2025

    • 1,000 Sq Ft
    • $275/SF
    • 201 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1961

    168 Camp Stadie Rd, Middletown, NY 10940

    A Diamond in the Rough! This Adorable & Private home is situated on 2.8 acres in the town of Wawayanda. This home, with its parklike property has so much potential for a weekend getaway or a calming, full-time residence with an option to join the lake community. Home is being sold as is. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Attached,

    Ann Marie D'Onofrio Briante Realty Group, LLC

    168 Camp Stadie Rd, Middletown, NY 10940
  • 17 Sterling St, Middletown, NY 10940
    17 Sterling St, Middletown, NY 10940
    17 Sterling St, Middletown, NY 10940
    /28

    $459,999 Pending

    • 6 Beds
    • 2 Baths
    • 1,400 Sq Ft

    17 Sterling St, Middletown, NY 10940

    Turnkey Two-Family Investment Opportunity. Fully renovated from the studs up just two years ago, this impressive two-family home offers spacious 3-bedroom apartments on each floor — ideal for strong rental income and long-term appreciation. Every major system has been updated: new roof, windows, siding, HVAC, driveway, and stylish interior finishes. Each unit features a modern layout with white

    Michael D'Ambrosio eXp Realty

    17 Sterling St, Middletown, NY 10940
  • 54 Highrose Ridge Way, Middletown, NY 10940

    $525,000 Sold Apr 17, 2025

    • 3,647 Sq Ft
    • $144/SF
    • 55 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 2015

    54 Highrose Ridge Way, Middletown, NY 10940

    Welcome to Highrose Ridge! This home, with over 3600 sq ft of luxurious space, is Turn-key & Move-In Ready. The moment you walk through the entrance, you are greeted with an open floor plan w/Oak Hardwood Floors, Formal Living Rm, Dining Area, Powder Rm, Laundry Rm and Gas Fireplace. The EIK is open with an Island, Granite Countertops and Stainless-Steel Appliances. This house sits on the

    D'Wana Haynesworth YourHomeSold Guaranteed Realty

    54 Highrose Ridge Way, Middletown, NY 10940
  • 97 E Main St, Middletown, NY 10940
    97 E Main St, Middletown, NY 10940
    97 E Main St, Middletown, NY 10940
    /40

    $205,000 Pending

    • 2,269 Sq Ft

    97 E Main St, Middletown, NY 10940

    Don’t miss your chance to own a versatile property in one of Orange County’s fastest-growing areas. Located in the heart of Middletown, this mixed-use building offers a unique opportunity for both residential living and commercial investment in a high-demand market. Just 70 miles from New York City, Middletown offers the perfect blend of suburban comfort and urban accessibility, with direct

    Savannah Miceli Century 21 Alliance Rlty Group

    97 E Main St, Middletown, NY 10940
  • 707 Old Route 28, Middletown, NY 12455
    707 Old Route 28, Middletown, NY 12455
    707 Old Route 28, Middletown, NY 12455
    /46

    $420,000 Sold Apr 17, 2025

    • 3,376 Sq Ft
    • $124/SF
    • 77 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1929

    707 Old Route 28, Middletown, NY 12455

    This beautifully renovated 1929 property offers a rare opportunity to combine luxury living with endless commercial potential, all in a prime location close to ski mountains, wedding venues, and other sought-after attractions. With its unique zoning for both residential and commercial use, this property is a standout choice for those seeking to live, work, or invest in a vibrant and scenic

    Esther de Jong Listing by Coldwell Banker Timberland Properties

    707 Old Route 28, Middletown, NY 12455
  • 2017 Mt Hope Rd, Middletown, NY 10940
    2017 Mt Hope Rd, Middletown, NY 10940
    2017 Mt Hope Rd, Middletown, NY 10940
    /50

    $510,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft

    2017 Mt Hope Rd, Middletown, NY 10940

    Modern Colonial with Room to Grow – Move-In Ready!Welcome to 2017 Mt Hope Road – a beautifully maintained 4-bedroom, 3-bathroom Colonial nestled on a peaceful 0.83-acre lot in the highly regarded Minisink Valley School District. Built in 2017, this home offers over 2,100 square feet of stylish, functional living space designed for comfort and convenience.Step inside to an

    Matthew Pinnock Nest Seekers LLC

    2017 Mt Hope Rd, Middletown, NY 10940
  • 38 Black Stallion Ct, Middletown, NY 10940

    $280,000 Sold Apr 16, 2025

    • 1,188 Sq Ft
    • $236/SF
    • 140 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1980

    38 Black Stallion Ct, Middletown, NY 10940

    End unit townhouse with large yard and shed, located in The Meadows Development! Great location on a cul-de-sac! Roof is less than three years old! Updated kitchen with granite counters, stainless steel appliances and soft close drawers! On the first level you will find your living room, dining room and kitchen along with a half bath and laundry area. The second level has the primary bedroom with

    Kristie Jacques Century 21 Full Service Realty

    38 Black Stallion Ct, Middletown, NY 10940
  • 38 Woodside Knolls Dr, Middletown, NY 10940
    38 Woodside Knolls Dr, Middletown, NY 10940
    38 Woodside Knolls Dr, Middletown, NY 10940
    /40

    $479,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 1,899 Sq Ft

    38 Woodside Knolls Dr, Middletown, NY 10940

    Welcome to Woodside Knolls!Discover this stunning tri-level townhouse located in one of the area’s most desirable communities. This beautifully maintained home features 9' ceilings on the main level, a bright white kitchen with granite countertops and stainless steel appliances, and gleaming hardwood floors throughout the main level.Enjoy 3 spacious bedrooms and 3.5 bathrooms,

    Naomi Streicher Q Home Sales

    38 Woodside Knolls Dr, Middletown, NY 10940
  • 32 Patio Rd, Middletown, NY 10941

    $300,000 Sold Apr 11, 2025

    • 1,600 Sq Ft
    • $188/SF
    • 19 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1971

    32 Patio Rd, Middletown, NY 10941

    FIRST FLOOR BEDROOM with accessible entry and a FULL FIRST FLOOR BATHROOM! Option to live completely on one level. Charming & Well-Loved Townhouse-Style Home! Welcome to this beautiful and cherished 4-bedroom, 2-bathroom townhouse-style single-family home, offering comfort and convenience. Step into the heart of the home – a stunning custom kitchen featuring elegant custom cabinetry, a gorgeous

    Frank Muccari Cronin & Company Real Estate

    32 Patio Rd, Middletown, NY 10941
  • 12 Eisenhower Dr, Middletown, NY 10940
    12 Eisenhower Dr, Middletown, NY 10940
    12 Eisenhower Dr, Middletown, NY 10940
    /37

    $369,900 Pending

    • 3 Beds
    • 1 Bath
    • 1,150 Sq Ft

    12 Eisenhower Dr, Middletown, NY 10940

    Welcome to Presidential Heights—an established neighborhood in the heart of Middletown, where timeless quality meets everyday comfort. This lovingly maintained 3-bedroom ranch has been cherished by the same owner for over 40 years, and it shows in every detail. Built in 1957, this home is a true testament to craftsmanship—solid, well-built, and made to last. Step inside to find a welcoming

    Patricia Sassi RE/MAX Benchmark Realty Group

    12 Eisenhower Dr, Middletown, NY 10940
  • 105 Monhagen Ave, Middletown, NY 10940

    $350,000 Sold Apr 11, 2025

    • 1,568 Sq Ft
    • $223/SF
    • 41 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1925

    105 Monhagen Ave, Middletown, NY 10940

    Be part of the American Dream and Own Your Own Home. You'll love coming home to this beautiful classis style colonial featuring 3 bedrooms and 1.5 baths.. From the moment you enter you will be impressed with the spacious formal dining area that opens to large living room with fireplace and beautiful hardwood flooring. Features remodeled kitchen and lavatory on main level as well. Exterior offers

    Sandra Cotthaus 1st Independent Realty Grp

    105 Monhagen Ave, Middletown, NY 10940
  • 38 Brittany Dr, Middletown, NY 10940
    38 Brittany Dr, Middletown, NY 10940
    38 Brittany Dr, Middletown, NY 10940
    /22

    $235,000 Pending

    • 2 Beds
    • 1 Bath
    • 974 Sq Ft

    38 Brittany Dr, Middletown, NY 10940

    Welcome to 38 Brittany Drive, located in a desirable ground-level condo nestled in a quiet, well-maintained community! This two-bedroom, one-bath unit features a functional galley kitchen with generous cabinetry, a spacious living area, and an in-unit washer/dryer for added convenience. Additionally, a 6x8 storage unit is located in the lower level (common area) of the basement. The monthly HOA

    Nicholas Cuomo Keller Williams Realty

    38 Brittany Dr, Middletown, NY 10940
  • 99 Meyer Rd, Middletown, NY 10940

    $332,000 Sold Apr 11, 2025

    • 1,554 Sq Ft
    • $214/SF
    • 118 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1910

    99 Meyer Rd, Middletown, NY 10940

    Detached Garage! Peace, Tranquility and PRIVACY! Welcome to your peaceful retreat in the highly sought after Minisink Valley School District! This charming 3-bedroom, 2-bath ranch home on 1.2 private acres offers both serenity and potential. Relax and enjoy the soothing sounds of the Shawangunk Kill ( the largest tributary of the Walkill river). Step inside to a mud room with a large closet and

    Frank Muccari Cronin & Company Real Estate

    99 Meyer Rd, Middletown, NY 10940
  • 15 Cobblestone Ln, Middletown, NY 10940
    15 Cobblestone Ln, Middletown, NY 10940
    15 Cobblestone Ln, Middletown, NY 10940
    /35

    $489,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,790 Sq Ft

    15 Cobblestone Ln, Middletown, NY 10940

    "Welcome to your dream home in the heart of Middletown, NY! This inviting 3-bedroom, 2.5-bath home is perfect for families, offering spacious living areas and a thoughtfully designed layout for everyday comfort. Located in a vibrant, family-friendly community, you’ll enjoy access to a clubhouse, tennis, basketball courts and a sparkling pool, ideal for making lasting memories with loved ones. For

    Katherine Burgos-Llewellyn Call it Closed Intl. Realty

    15 Cobblestone Ln, Middletown, NY 10940
  • 5 N Aspen Rd, Middletown, NY 10940

    $305,000 Sold Apr 10, 2025

    • 1,496 Sq Ft
    • $204/SF
    • 17 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1990

    5 N Aspen Rd, Middletown, NY 10940

    Welcome to this updated 3-bedroom, 2-full-bathroom townhouse with luxurious upgrades throughout. As you step inside, you'll be greeted by an inviting living space filled with abundant natural light that leads seamlessly into the upgraded kitchen. The renovated kitchen is equipped with stainless steel appliances, ample storage, and functional counter space. The dining room, located next to the

    Jonathon Lee Keller Williams Hudson Valley

    5 N Aspen Rd, Middletown, NY 10940
  • 322 Union School Rd, Middletown, NY 10941
    322 Union School Rd, Middletown, NY 10941
    322 Union School Rd, Middletown, NY 10941
    /50

    $589,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    322 Union School Rd, Middletown, NY 10941

    Set behind a beautiful wall of stone and down a winding driveway, this spacious cedar sided ranch, on 2 level acres of a picture book lawn flanked by specimen trees and mature landscaping. Gleaming hardwood flooring throughout, neutral colors, abundant sunlight and well apportioned rooms. 3 possible 4 bedrooms 3 baths and ample closet space. Huge eat in kitchen with stainless appliances. A

    Richard Wawrynek Howard Hanna Rand Realty

    322 Union School Rd, Middletown, NY 10941
  • 22 Harrison St Unit 2, Middletown, NY 10940

    $361,000 Sold Apr 10, 2025

    • 1,722 Sq Ft
    • $210/SF
    • 29 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1910

    22 Harrison St Unit 2, Middletown, NY 10940

    CALLING ALL INVESTORS!!!Great Investment opportunity in the heart of Middletown. Close to shopping and public transportation. This property has two units, both units are currently rented. Second floor has a Lease, 1st Floor does not. First floor has one bedroom and one bathroom. Second floor has two Bedrooms and eat-in kitchen (Studio)with full walk up Attic for

    Adelta Upshur Mc Donald Adel Co Enterprises Inc

    22 Harrison St Unit 2, Middletown, NY 10940
  • 174 Guymard Turnpike, Middletown, NY 10940
    174 Guymard Turnpike, Middletown, NY 10940
    174 Guymard Turnpike, Middletown, NY 10940
    /48

    $554,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,865 Sq Ft

    174 Guymard Turnpike, Middletown, NY 10940

    This charming 3-bedroom, 2.5-bath home offers generous living space both inside and out. The additional detached building features a garage and dedicated office space—ideal for an artist, small business owner, or tradesperson.Cozy up by the brick fireplace on chilly evenings, enjoy entertaining in the game room and family room, or host unforgettable gatherings on the expansive deck and in

    Danielle Roche Howard Hanna Rand Realty

    174 Guymard Turnpike, Middletown, NY 10940
  • 23 Sunflower St, Middletown, NY 10940

    $492,500 Sold Apr 10, 2025

    • 1,895 Sq Ft
    • $260/SF
    • 195 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2006

    23 Sunflower St, Middletown, NY 10940

    Orange County's most sought after gated ‘55 and active’ community offers resort style amenities and is conveniently located near major highways, retail and medical facilities. This well maintained 3 bedroom/3 full bath home boasts custom crown molding, trim and beautiful hardwood flooring throughout. Natural light and high ceilings make this home stand out. There is plenty of space for visiting

    Gina Dudgeon Howard Hanna Rand Realty

    23 Sunflower St, Middletown, NY 10940
  • 83 Dosen Rd, Middletown, NY 10940
    83 Dosen Rd, Middletown, NY 10940
    83 Dosen Rd, Middletown, NY 10940
    /38

    $585,000 Pending

    • 3 Beds
    • 2 Baths
    • 4,240 Sq Ft

    83 Dosen Rd, Middletown, NY 10940

    Welcome to your private retreat, perfectly nestled on 4.6 scenic, park-like acres in the heart of the Pine Bush School District. This 1 owner home has 3 bedrooms 2 baths on 1st level, screened in porch off kitchen, enormous living room offers plenty of room for the whole family plus extended family and is ideal for those who love to entertain or simply enjoy the peaceful Hudson Valley lifestyle.

    Joseph Rubeo Keller Williams Hudson Valley

    83 Dosen Rd, Middletown, NY 10940
  • 32 Whitman Ct, Middletown, NY 10941

    $310,000 Sold Apr 10, 2025

    • 1,428 Sq Ft
    • $217/SF
    • 87 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1974

    32 Whitman Ct, Middletown, NY 10941

    Located at the end of a cul-de-sac, this 3 level Townhome features 3 bedrooms, 1.5 baths, an updated kitchen with new stove, recently renovated bathrooms, partially finished basement with new washer, dryer, water softener and glass sliders leading to a patio and fenced in yard. Minutes from shopping, highways and Garnet Hospital

    Gloria Allan John J Lease REALTORS Inc

    32 Whitman Ct, Middletown, NY 10941
  • 2411 Goshen Turnpike, Middletown, NY 10941
    2411 Goshen Turnpike, Middletown, NY 10941
    2411 Goshen Turnpike, Middletown, NY 10941
    /22

    $325,000 Pending

    • 2 Beds
    • 1 Bath
    • 825 Sq Ft

    2411 Goshen Turnpike, Middletown, NY 10941

    Welcome to 2411 Goshen Turnpike – in the prestigious Goshen School District! Set on nice flat and usable 1.4-acre lot, this updated 2-bedroom home offers warmth, comfort. Step into the bright living room featuring a charming fireplace, then enjoy the granite countertops, new bathroom, updated lighting, and refinished hardwood floors throughout. There’s also a cozy enclosed screened porch and

    Eliezer Salcer Preferred Properties Real Esta

    2411 Goshen Turnpike, Middletown, NY 10941
  • 24 Palmer Ave, Middletown, NY 10940

    $350,000 Sold Apr 10, 2025

    • 1,553 Sq Ft
    • $225/SF
    • 23 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    24 Palmer Ave, Middletown, NY 10940

    Discover the charm and convenience of this captivating home in the heart of Middletown. This beautifully maintained 3-bedroom, 2-bathroom gem offers 1,553 square feet of inviting living space. Imagine cozy evenings in your spacious living room, enhanced by natural gas heating that ensures comfort all year round. The stylish vinyl siding adds to the home's curb appeal, while the attached garage

    Kewin Garabito eXp Realty

    24 Palmer Ave, Middletown, NY 10940
  • 40 Camp Orange Rd, Middletown, NY 10941
    40 Camp Orange Rd, Middletown, NY 10941
    40 Camp Orange Rd, Middletown, NY 10941
    /34

    $2,995,000 Pending

    • 5 Beds
    • 2 Baths
    • 2,092 Sq Ft

    40 Camp Orange Rd, Middletown, NY 10941

    This versatile and lucrative investment or user property sits on one of the largest open land parcels left in the Town of Wallkill. Great Location on Route 211 between Middletown and Montgomery. Presently used as a dairy farm with many options for ag business or other type of business. Views would make this a great hospitality site, wedding venue, winery, brewery, ag tourism, retail dairy or

    Joe Distelburger Keller Williams Realty

    40 Camp Orange Rd, Middletown, NY 10941
  • 250 Howells Turnpike, Middletown, NY 10940

    $695,000 Sold Apr 10, 2025

    • 2,600 Sq Ft
    • $267/SF
    • 184 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2025

    250 Howells Turnpike, Middletown, NY 10940

    Beautiful 2600 sqft new construction colonial on 10+ acres. The Harper model features 4 bedrooms, 3 full baths, first floor bedroom and first floor office, cozy living room with fireplace, gleaming hard wood floors through out and plush new wall to wall carpet in all bedrooms. Beautiful custom kitchen complete with tiled back splash, center island and dinette with sliders leading out to back

    Chris Ogden Realty Promotions Inc

    250 Howells Turnpike, Middletown, NY 10940
  • 42 Inwood Rd, Middletown, NY 10941
    42 Inwood Rd, Middletown, NY 10941
    42 Inwood Rd, Middletown, NY 10941
    /17

    $175,000 Pending

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    42 Inwood Rd, Middletown, NY 10941

    This well-maintained ground-floor condo offers a blend of comfort & style with updates completed in 2017. Featuring modern flooring, updated doors & a renovated bathroom. The kitchen boasts granite counters, a tiled backsplash and stainless steel appliances-all installed during the renovation. The spacious bedroom includes a large walk-in closet, and the open living/dining area offers flexible

    Gloria Rivera Keller Williams Hudson Valley

    42 Inwood Rd, Middletown, NY 10941
  • 1089 New York 211, Middletown, NY 10941

    $545,000 Sold Apr 09, 2025

    • 2,101 Sq Ft
    • $259/SF
    • 130 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2024

    1089 New York 211, Middletown, NY 10941

    A sleek, NEW construction ready to move in 2,100+ sqft home offers hardwood floors throughout and an open concept floor plan that allows for easy living. Cathedral ceiling on the main floor provide a light and airy space leading to a kitchen with stainless steel appliances, a vented range hood, lots of cabinets, and an island which seamlessly flows into the formal Dining Room and Living Room

    Leon Klein Keller Williams Hudson Valley

    1089 New York 211, Middletown, NY 10941

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