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Middletown, NY Homes under $300,000

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  • /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
  • /27

    $295,000

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft

    105 Sheffield Dr, Middletown, NY 10940

    Town of Wallkill Townhouse - Low Taxes - Great InvestmentThis charming 3-bedroom, 1.5-bath home is your perfect mix of space, location, and value. Nestled on a generous lot with a large yard, there's plenty of room for play, gardening, or entertaining under the stars. Step out from your primary bedroom onto a balcony—the ideal spot for morning coffee or winding down with a book while

    Cindy-Lee Dorcely Keller Williams Hudson Valley

    105 Sheffield Dr, Middletown, NY 10940
  • /5

    $280,000

    • 4 Beds
    • 3 Baths
    • 1,374 Sq Ft

    22 Bonnell St, Middletown, NY 10940

    Welcome to 22 Bonnell St, a charming 4-bedroom, 3-bathroom home situated on a desirable corner lot on a quiet street in the heart of Middletown, NY. This spacious residence is brimming with potential, offering a unique opportunity to customize and create your dream home exactly the way you envision it. While the home could benefit from some updating, its solid foundation and prime location make

    Emmett McDowell Keller Williams Rlty Integrity

    22 Bonnell St, Middletown, NY 10940
  • /22

    $249,900

    • 2 Beds
    • 1 Bath
    • 820 Sq Ft

    58 Wawayanda Ave, Middletown, NY 10940

    A Great Place to Call Home or perfect for those looking to expand your real estate investment portfolio, this charming Middletown home offers the perfect blend of comfort, convenience, and value. Cozy yet spacious, this home has been thoughtfully updated and is truly move-in ready! With 2 bedrooms, a home office which offers much potential for additional space and a full bath you will have all

    Frank Muccari Cronin & Company Real Estate

    58 Wawayanda Ave, Middletown, NY 10940
  • /26

    $265,000

    • 2 Beds
    • 2 Baths
    • 1,146 Sq Ft

    162 Deer Ct Dr, Middletown, NY 10940

    Beautiful Condo in a Prime Location!Experience the perfect blend of comfort and convenience in this ideally located condo, perfect for commuters and those who love being close to the action. Just minutes from major highways, this home offers easy access to shopping centers, restaurants, and daily essentials.For city bound travelers, transportation is a breeze with nearby access to the

    Beverly Huaman Howard Hanna Rand Realty

    162 Deer Ct Dr, Middletown, NY 10940
  • /20

    $269,900

    • 2 Beds
    • 2.5 Baths
    • 880 Sq Ft

    147 Ruth Ct, Middletown, NY 10940

    Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in Middletown! Featuring a spacious and inviting layout, this condo boasts a generously sized primary bedroom with a walk-in closet. Conveniently located close to shops, restaurants, and entertainment, you'll love the ease of access to everything you need. Whether you're relaxing at home or exploring the vibrant local area, this

    Matthew Gibbs Keller Williams Hudson Valley

    147 Ruth Ct, Middletown, NY 10940
  • /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
  • /14

    $207,000

    • 2 Beds
    • 1 Bath
    • 1,006 Sq Ft

    49 Ruth Ct, Middletown, NY 10940

    Smart Buy – Ideal for Investors or Future Homeowners!This well-maintained 2-bedroom, 1-bathroom second-floor condo presents a fantastic opportunity whether you're looking to invest or move in yourself. Located in a quiet, professionally managed complex, the unit is currently tenant-occupied with the lease ending soon, offering immediate rental income or the option to occupy.The layout

    Jacob Fried Keller Williams Realty

    49 Ruth Ct, Middletown, NY 10940
  • /27

    $249,000

    • 2 Beds
    • 2 Baths
    • 1,636 Sq Ft

    1603 Goshen Turnpike, Middletown, NY 10941

    This 1850-built home at 1603 Goshen Turnpike is full of potential for investors and flippers. It features wide plank oak floors, a fireplace, and a country kitchen, offering a solid foundation for renovations.With 1,636 sq ft of living space, 2 bedrooms, and 2 bathrooms, this home sits on a 6,991 sq ft lot, providing room for updates and improvements. Central cooling and forced air heating are

    Elvys Molina Keller Williams Realty

    1603 Goshen Turnpike, Middletown, NY 10941
  • /50

    $229,999

    • 2 Beds
    • 2 Baths
    • 990 Sq Ft

    21 Lake Claire Dr, Middletown, NY 10940

    Charming Lake Cottage Retreat – 21 Lake Claire Drive, Middletown, NYNestled among the trees on a quiet hillside, this bright and rustic 2-bedroom, 2-bath lake cottage offers a peaceful retreat with vintage character and natural charm. The vibrant red wood siding, expansive outdoor decking, and tree-lined setting create an inviting atmosphere perfect for weekend getaways or full-time

    Nelson Dominguez eXp Realty

    21 Lake Claire Dr, Middletown, NY 10940
  • /25

    $250,000

    • 2 Beds
    • 2.5 Baths
    • 1,348 Sq Ft

    11 Jordan Ln, Middletown, NY 10940

    This property is located in a well maintained community, minutes away from major highways, shopping centers and schools. It is with in walking distance to the local dog park, play ground and community center. Quietly located on the outskirts of Middletown. Do not miss this opportunity to own your own home with low taxes and maintaince fee. Beautiful views and wooded areas out side your front door.

    Shaji Markose Kerala Realty, LLC

    11 Jordan Ln, Middletown, NY 10940
  • /20

    $247,300

    • Land
    • 25 Acres
    • $10,000 per Acre

    Lot 51 Heatherland Ln, Middletown, NY 12455

    Nestled on a mountainside above the charming Hamlet of Halcotsville, this 24 acre site is a perfect country homesite. Whether you plan to build sooner or later, it is a great investment due to its many outstanding features. The lot has plateaued flat area to site a home allowing your choice of views across a valley and into the mountains. The surrounding acreage slopes to a valley and affords

    Christine Dunphy Listing by Catskill Concepts, LLC

    Lot 51 Heatherland Ln, Middletown, NY 12455
  • /23

    $259,900

    • 3 Beds
    • 1 Bath
    • 1,032 Sq Ft

    80 Beattie Ave, Middletown, NY 10940

    Here on freshly paved Beattie Ave in Middletown, you'll find this 1920 two story style. The home has three bedrooms, a full bath, kitchen, living room- dining room combo, as well as a walk-up attic and full unfinished basement. Outside there is a covered front porch, small fenced yard and a detached two car garage. The home is in overall sound condition, but will need enough repairs that it may

    Keith Sumner John J Lease REALTORS Inc

    80 Beattie Ave, Middletown, NY 10940

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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