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Middletown, NY Homes under $400,000

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  • /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
  • /38

    $300,000 Open Sun 12:30PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,536 Sq Ft

    1538 Route 211 W, Middletown, NY 10940

    Escape to this beautiful farmhouse on 1.6 acres in the Minisink School District! With 2 bedrooms and 2 bathrooms, this home offers cozy living with a bonus—two extra rooms perfect for a hobby space, gym, or office. The backyard seamlessly meets a tranquil stream, providing a peaceful setting for relaxation or outdoor activities. Whether you're an investor or looking for a new place to call home,

    Agent Photo

    John Olivero

    Keller Williams Realty

    (329) 210-5589

    1538 Route 211 W, Middletown, NY 10940
  • /30

    $379,000

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

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

    Looking for a solid investment in the Minisink Valley School District? This newer townhouse (Unit 2C, right side) is tenant-occupied with a lease in place through September 30, 2026, offering immediate income of $2,850/month. Tenants pay for oil and electric, are responsible, and come highly recommended. Privately set, this bright and welcoming home features an open foyer leading into an updated

    Agent Photo

    Hazel Cello

    Keller Williams Hudson Valley

    (845) 328-4272

    568 County Route 49 Unit 2C, Middletown, NY 10940
  • /20

    $389,000

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft

    1 Chestnut St, Middletown, NY 10940

    A must see home! This beautiful corner lot home has everything brand new inside - from the windows, closed porch, all walls with plumbing and electrical lines, kitchen with brand new cabinets, countertops and appliances: refrigerator, oven/range, microwave and dishwasher, beautiful bathrooms with tiles, - all NEW. Featuring 3 bedrooms and 2 full bathrooms. It has a great size yard for your summer

    Anita S. Cristiano HomeSmart Homes & Estates

    1 Chestnut St, Middletown, NY 10940
  • /32

    $399,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 1.5 Baths
    • 2,000 Sq Ft

    19 Pleasant Ave, Middletown, NY 10940

    Charming 3-Bedroom Ranch with Finished Basement & Private Backyard OasisWelcome to this beautifully maintained 3-bedroom, 2-bath home offering the convenience of one-level living with the bonus of a fully finished basement—perfect for extra living space, a home office, or entertaining. The upgraded kitchen features granite countertops, ample cabinet space, and a seamless flow into the main

    Paul Verdicchio Halo Realty Properties LLC

    19 Pleasant Ave, Middletown, NY 10940
  • /10

    $375,000

    • 3 Beds
    • 1.5 Baths
    • 1,706 Sq Ft

    715 Stony Ford Rd, Middletown, NY 10941

    Located on 1 acre in the Town of Wallkill, this 3 bedroom Split Level home is looking for a buyer who is very handy. Being sold "as-is", in need of a new upstairs bathroom, and a kitchen renovation. Minutes from highways and medical facilities.

    Gloria Allan John J Lease REALTORS Inc

    715 Stony Ford Rd, Middletown, NY 10941
  • /37

    $369,000

    • 4 Beds
    • 2 Baths
    • 1,408 Sq Ft

    51 Howard Dr, Middletown, NY 10941

    This updated ranch sits on a corner lot and has been tastefully updated with a new kitchen, front and rear decks, and baths in 2020. The home has hardwood floors throughout. The value here is excellent. All you'll need to do is unpack and move in.On the market for the first time in forty-six years, its owners are happy to know another will soon love the home.Located less than 5 minutes to

    Adrienne Volpe Keller Williams Hudson Valley

    51 Howard Dr, Middletown, NY 10941
  • /19

    $369,000

    • 4 Beds
    • 1.5 Baths
    • 1,272 Sq Ft

    35 Woods Place, Middletown, NY 10940

    This charming four-bedroom, one-bathroom home offers comfortable living space with a versatile layout. The layout provides plenty of room with flexible living spaces. Located in a welcoming Middletown neighborhood, you'll enjoy easy access to quality schools, convenient public transportation, and shopping options just minutes away. Whether you're starting fresh or looking to upgrade, this

    Kevin Sanabria eRealty Advisors, Inc

    35 Woods Place, Middletown, NY 10940
  • /29

    $349,750

    • 2 Beds
    • 1 Bath
    • 1,324 Sq Ft

    9 Grandview Ave, Middletown, NY 10940

    Step inside this Middletown ranch home and be pleasantly surprised by the spacious layout, updated features, and inviting vibe that make this home a true gem. With newer windows, kitchen appliances, and central air conditioning, comfort and convenience are already checked off your list. The cute breezeway connecting the garage to the house adds a fun bonus space—think sunny sitting area or

    Patricia Sassi RE/MAX Benchmark Realty Group

    9 Grandview Ave, Middletown, NY 10940
  • /16

    $330,000

    • 2 Beds
    • 1 Bath
    • 1,016 Sq Ft

    3 Chappell Pkwy, Middletown, NY 10940

    Move-in ready and priced to sell! This charming 2-bedroom, 1-bath home at the end of a quiet cul-de-sac in Middletown offers an open living and dining area, an eat-in kitchen, a small unfinished basement for storage, and a walk-out one-car garage with additional driveway parking. Enjoy the convenience of being minutes from historic downtown Middletown’s shops, restaurants, and the Paramount

    Antonio Sanchez Harbor Gray Real Estate LLC

    3 Chappell Pkwy, Middletown, NY 10940
  • /28

    $305,000

    • 2 Beds
    • 1.5 Baths
    • 1,150 Sq Ft

    111 Apple Lane Dr, Middletown, NY 10940

    Picked just for you is this adorable home on Apple Lane! From the moment you walk in, you’ll be greeted by a delightful blast from the past — knotty pine paneling, hardwood floors and an original kitchen complete with metal cabinets and whimsical upper metal cupboards with sliding glass doors that scream mid-century character. Whether you’re a fan of retro style or ready to put your modern touch

    Patricia Sassi RE/MAX Benchmark Realty Group

    111 Apple Lane Dr, Middletown, NY 10940
  • /5

    $300,000

    • Land
    • 7 Acres
    • $42,857 per Acre

    2024 Mount Hope Rd, Middletown, NY

    Looking to build? Land available in prime location. Situated directly between Middletown and Town of Mount Hope with easy access to all major roadways. Zoned for residential and agriculture. Buyer/builder to subdivide 5-8 acres from this 37+ acre parcel as agreeable to seller and proposed in contract. Flat, open, cleared land may be suitable for 1-3 building lots. Land to purchase provides

    Amanda Ferrantello Hudson Valley Griffith

    2024 Mount Hope Rd, Middletown, NY
  • /20

    $334,900

    • 4 Beds
    • 1.5 Baths
    • 1,408 Sq Ft

    12 Columbine Ct, Middletown, NY 10940

    Don’t miss this beautifully updated end-unit 4-bedroom, 1.5-bath townhouse in the heart of Middletown, NY! This spacious home features a long list of recent upgrades including brand-new siding, boiler, driveway, concrete patio, flooring, carpeting upstairs in the bedrooms, Kitchen cabinets, counter tops and appliances. As an end unit, it offers extra privacy and natural light, along with a fully

    Christina Gilligan HomeSmart Homes & Estates

    12 Columbine Ct, Middletown, NY 10940
  • /34

    $319,000

    • 3 Beds
    • 2.5 Baths
    • 1,452 Sq Ft

    15 Silo Ln, Middletown, NY 10940

    The owner of this home decided to give you a fresh coat of paint and add new flooring to the first level to instantly make you fall in love with the home as soon as you walk in! This home located in the desirable The Meadows Community in the Town of Wallkill. Let's talk about how this is an end unit which allows privacy and a spacious yard. When you enter you will notice the eat in kitchen that

    Pedro Garcia Curasi Realty, Inc.

    15 Silo Ln, Middletown, NY 10940
  • /24

    $315,000

    • 3 Beds
    • 1.5 Baths
    • 1,778 Sq Ft

    58 Chaucer Ct, Middletown, NY 10941

    Your search ends here with this beautifully maintained 3-bedroom, 1.5-bath home that’s ready for its next owner. Thoughtfully updated and full of charm, this home features gleaming hardwood floors throughout and newer windows that fill each space with abundant natural light.All three bedrooms are generously sized, offering comfortable living and plenty of sunlight. Both bathrooms have

    Matthew O'Hare Coldwell Banker Realty

    58 Chaucer Ct, Middletown, NY 10941
  • /29

    $329,000

    • 4 Beds
    • 2 Baths
    • 2,460 Sq Ft

    9 Albert St, Middletown, NY 10940

    3 FINISHED FLOORS! Welcome to this exceptional income generating multi-residential property! Ideally situated near Middletown’s restaurants, shopping malls, public transportation to NYC, major highways, and hospital facilities. This property offers unmatched convenience. Each apartment boasts two spacious bedrooms, an over-sized living room perfect for your largest furniture set, and an

    Robert 'Bob' & Frances 'Fran' Murray Howard Hanna Rand Realty

    9 Albert St, Middletown, NY 10940
  • /30

    $399,999

    • 3 Beds
    • 1.5 Baths
    • 1,160 Sq Ft

    5 Mills Ave, Middletown, NY 10940

    LOCATION, LOCATION, LOCATION! Don’t miss this charming 3 Bedroom, 1.5 Bathroom Two-Story Home located in the heart of Middletown and within the Middletown School District. This home offers unbeatable convenience—just minutes from local restaurants, shopping centers, banks, healthcare facilities, and postal services. Situated close to elementary and secondary schools, and just blocks from Orange

    Richard Baxter Keller Williams Realty

    5 Mills Ave, Middletown, NY 10940
  • /5

    $399,900

    • 2 Beds
    • 1 Bath
    • 1,400 Sq Ft

    7 Bartlett Dr, Middletown, NY 10941

    None

    Vital Desvarieux All Century Realty

    7 Bartlett Dr, Middletown, NY 10941
  • /23

    $320,000

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    580 van Burenville Rd, Middletown, NY 10940

    Set on a beautiful *one-acre lot* in the highly sought-after **Pine Bush School District**, this charming 3-bedroom, 1-bath **ranch-style home** offers peace, potential, and a lifestyle that blends the best of both worlds. Whether you're starting out or slowing down, this home delivers move-in ready comfort with room to make it your own.Step inside to find a sun-filled **eat-in kitchen**,

    Valerie Jewis Keller Williams Hudson Valley

    580 van Burenville Rd, Middletown, NY 10940
  • /17

    $315,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,220 Sq Ft

    38 Sheffield Dr, Middletown, NY 10940

    Welcome to this beautiful 3-bedroom, 1.5-bath townhouse-style single-family home, ideally located on a spacious corner lot in the heart of Middletown, NY. This charming residence has been freshly painted throughout and features brand-new carpeting, offering a bright, clean, and move-in-ready atmosphere from the moment you step inside.The home’s thoughtful layout provides a comfortable and

    Malik Subhani Weichert Realtors

    38 Sheffield Dr, Middletown, NY 10940
  • /9

    $395,000

    • 4 Beds
    • 2 Baths

    25 Mill St, Middletown, NY 10940

    Beautifully recently renovated 2 story, with 2 br apartment on second for at $2000./month, has 2 yr lease, vacant first floor unit with matching new renovation, includes washer and dryer. New kitchen with granite counters, new full tile bath. High efficiency furnaces. First floor is a commercial space, ready to occupy. Tenant pay utilities. Come and see!!!!

    Mark Tierney Howard Hanna Rand Realty

    25 Mill St, Middletown, NY 10940
  • /34

    $385,000

    • 2 Beds
    • 2.5 Baths
    • 1,677 Sq Ft

    28 Pinto Rd W, Middletown, NY 10941

    Welcome to this stunning, better-than-new townhome located in the highly sought-after community of Liberty Commons. Just one year young, this impeccably maintained residence offers the perfect blend of modern luxury, comfort, and convenience. Step inside to discover a light-filled open layout featuring gleaming hardwood floors on the main level and plush carpeting upstairs. The designer kitchen

    Juan Bautista Keller Williams Realty

    28 Pinto Rd W, Middletown, NY 10941
  • /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
  • /32

    $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. Home needs significant rehab, cash or rehab loans preferred.

    Christian Baez Keller Williams Hudson Valley

    115 Vincent Dr, 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
  • /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
  • /43

    $347,000

    • 2 Beds
    • 1 Bath
    • 1,254 Sq Ft

    203 Watkins Ave, Middletown, NY 10940

    Welcome Home! As you enter this nicely maintained capecod you'll notice the curved archway entry. To the left is a bonus room that could be used as an office/bedroom. The living room/ dining area combo has beautiful refinished hardwood floors. In addition to a full bathroom, kitchen with granite countertops, stainless steel appliances, white subway tile backsplash, and luxury vinyl plank flooring

    Brenda Otero HomeSmart Homes & Estates

    203 Watkins Ave, Middletown, NY 10940
  • /29

    $375,000

    • 3 Beds
    • 1 Bath
    • 1,922 Sq Ft

    7 Wilbur Ave, Middletown, NY 10940

    Welcome to this charming 3 bedroom, 2 bath home located in the heart of Middletown, NY. Perfect starter home or are you an investor looking to rent? Upon entering you get a sense of historic Middletown, NY and even more majestic when you see the views. Offers large rooms, hardwood floors, full walk up attic, and a large unfinished/walkout basement. Nestled in a vibrant community, this property

    John Bilancione Nicoli Realty

    7 Wilbur Ave, Middletown, NY 10940
  • /7

    $325,000

    • Land
    • 39 Acres
    • $8,291 per Acre

    0 Rebecca Dr, Middletown, NY 10940

    Large, rolling property which is predominately wooded. There is no "formal" road frontage, but in the adjoining Robin Meadows subdivision property abuts 2 points of access: 1 at the end of Maureen Drive and the other at the end of Rebecca Drive. Property is not engineered. Marcy South runs through the property. The power company maintains the land underneath the power line, making this a great

    Alan Eskew Howard Hanna Rand Realty

    0 Rebecca Dr, Middletown, NY 10940
  • /22

    $325,000

    • 3 Beds
    • 1 Bath
    • 1,196 Sq Ft

    24 Crescent Place, Middletown, NY 10940

    Attention all investors and home buyers! Look no further, This amazing colonial is in great condition, Features 3 Bedrooms 1 full bathroom, New hot water tank and more... Driveway and garage to accommodate parking and storage, Home is well maintained and move in ready! Great location in town of Middletown and a 90 min drive to NYC! Priced to sell and wont last! Reach out today for your private

    Shlome Weber Q Home Sales

    24 Crescent Place, Middletown, NY 10940
  • /10

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    9 Fairview Ave, Middletown, NY 10940

    A must see home! This beautiful colonial home will have everything brand new - from the exterior: roof, sidings, windows, porch, deck to the interior: kitchen, all walls with plumbing and electrical lines, kitchen with brand new cabinets, countertops and appliances: refrigerator, oven/range, microwave and dishwasher, beautiful bathrooms with tiles, hardwood floorings - all NEW. Featuring 3

    Anita S. Cristiano HomeSmart Homes & Estates

    9 Fairview Ave, Middletown, NY 10940
  • /26

    $399,000

    • 4 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    47 Prince St, Middletown, NY 10940

    Welcome to this lovely, renovated. Formerly a 3 bedroom/2-bathroom house, this home has been renovated in 2023 into a 4 bed/2.5 bath adding a 1st Floor Master Bedroom Suite, increasing the square footage of living space. This house has plenty of character and is better than new construction. Open Concept Layout, Enclosed Porch, Luxury Vinyl Flooring, Stainless Steel Appliances, Butcher Block

    D'Wana Haynesworth YourHomeSold Guaranteed Realty

    47 Prince St, Middletown, NY 10940
  • /11

    $395,000

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

    5 Peace Dr, Middletown, NY 10941

    Commuter's Dream in the Town Of Wallkill ! This 3 Bedroom Raised Ranch offers hardwood flooring throughout main living area, bow window which allows tons of natural light to illuminate living & dining area. Enjoy Cooking? Large kitchen with granite counter tops & tons of cabinet space. Plenty of room on lower level for a family room or home office. Walk out to your rear deck with your morning

    Ernie Acampora River Realty Services, Inc.

    5 Peace Dr, Middletown, NY 10941
  • /29

    $318,250

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    4 Langton Mews Unit 7, Middletown, NY 10940

    Welcome to 4 Langton Mews! This contemporary home offers an open-concept layout with a bright and spacious kitchen that flows into a comfortable living area.Enjoy generous closet space in every bedroom, a private backyard area for outdoor enjoyment, and plenty of parking, including an attached garage. The home is move-in ready and filled with natural light throughout.Residents of

    Emma Djiya 1st Class Realty

    4 Langton Mews Unit 7, Middletown, NY 10940
  • /17

    $375,000

    • 4 Beds
    • 2 Baths
    • 1,796 Sq Ft

    24 Edinburgh Rd, Middletown, NY 10941

    Looking for something different? This spacious 4 bedroom 2 full bath contemporary raised ranch in the Town Of Wallkill just may be what you are looking for ! Open living room with cathedral ceilings & hardwood flooring. First floor primary bedroom & primary bath. Upper level has hardwood flooring through out with 3 bedrooms & a full bath. Family room on lower level. Rear deck overlooking your

    Ernie Acampora River Realty Services, Inc.

    24 Edinburgh Rd, Middletown, NY 10941
  • /2

    $373,400

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    847 Greenville Turnpike, Middletown, NY 10940

    Lots of land included with this home in New York. Are you sitting down. This home includes 570,636 sq. ft. of land. Home appears to have three bedrooms and two bathrooms with approx. 1,764 sq. ft. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

    Neven Spralja REALHome Services & Solutions

    847 Greenville Turnpike, Middletown, NY 10940
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