22

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
  • /4

    $249,900

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    6 Randall Terrace, Middletown, NY 10940

    Welcome to one of Middletown’s most sought-after neighborhoods — Randall Terrace. With its solid structure and brand new plumbing and heating system, this home is ready for someone with vision to make it truly shine. A commuter’s dream — just minutes from major highways. Walking distance to SUNY Orange, restaurants, and shopping. Located in a quiet, well-established neighborhood. Exterior photos

    Rachel Hunt Realty Promotions Inc

    6 Randall Terrace, Middletown, NY 10940
  • /12

    $210,000

    • 2 Beds
    • 2 Baths
    • 880 Sq Ft

    181 Ruth Ct, Middletown, NY 10940

    Welcome to Eastview Condominium, offering a two-bed, two full bath ground-level condo! Conveniently located near the front door, with ample visitor parking. Ideally situated near Highways 84/17 and NJ Transit, enjoy easy access to Garnett Medical Center, Orange County Community College, as well as the growing list of amenities in and around Middletown, NY, all just 75 minutes from NYC. Call today

    Nicholas Cuomo Keller Williams Realty

    181 Ruth Ct, Middletown, NY 10940
  • /40

    $205,000

    • 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
  • /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 Short Line

    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

    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
  • /22

    $235,000

    • 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
  • /34

    $259,000

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

    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 with

    Gail Rachlin Keller Williams Hudson Valley

    67 Deer Court Dr, 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

    $249,999

    • 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 living.Step

    Nelson Dominguez eXp Realty

    21 Lake Claire Dr, Middletown, NY 10940
  • /38

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,342 Sq Ft

    87 Sycamore Dr, Middletown, NY 10940

    Welcome to this lovely 2-bedroom, 2 full bathrooms, well-kept condo located in the sought-after Clemson Park complex! This 2nd floor unit, one-level floor plan is beautifully maintained and boasts 1342 sq. ft of living space with a master suite with its own full bathroom, an additional bedroom and full bath, laundry room, eat-in kitchen, formal dining area, living room, built-in cabinets in the

    Jacqueline Henry-Thompson Jackie Henry Realty LLC

    87 Sycamore Dr, Middletown, NY 10940
  • /31

    $205,000

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    224 Concord Ln, Middletown, NY 10940

    Discover this 2-bedroom, 2-bathroom second-floor unit in Middletown, NY! Flooded with abundant sunshine, this lovely home boasts brand-new carpeting and fresh paint throughout. Stay comfortable with an energy-efficient Navien tankless furnace installed in November 2021. The washer, dishwasher, and refrigerator were all updated in 2019. Move-in ready and ideal for starting your homeownership

    Hai Li Keller Williams Hudson Valley

    224 Concord Ln, Middletown, NY 10940
  • /24

    $200,000

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    81 Ridge Dr, Middletown, NY 10940

    This mobile home is a hidden gem with great potential, set on 6.2 acres of beautiful land. Whether you're seeking a renovation project, a fresh canvas for new construction, or simply a peaceful retreat with room to grow, this property has it all. The 6.2 acre lot offers ample space for outdoor activities, gardening, or future development, making it ideal for someone with a vision. Enjoy the

    Sean Walker Keller Williams Realty

    81 Ridge Dr, Middletown, NY 10940
  • /7

    $234,900

    • 2 Beds
    • 2 Baths
    • 880 Sq Ft

    143 Ruth Ct, Middletown, NY 10940

    A great Investment opportunity - - Low Taxes & Low Condo Fees. Currently leased. Tenant on a month to month lease @ $1,760 a month. Very quiet and well maintained condo complex. This first floor 2 bedroom, 2 bathroom condo offers a first floor King Sized master suite with walk in closet & full bathroom, a spacious living area with plenty of bright, natural light & a patio. The kitchen has

    Allan Leeds ON SITE Sales & Marketing, LLC

    143 Ruth Ct, 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
  • /9

    $269,900

    • 2 Beds
    • 1.5 Baths
    • 1,144 Sq Ft

    17 N Aspen Rd, Middletown, NY 10940

    This renovated 2-bedroom, 1.5-bath townhouse in Middletown offers a perfect blend of comfort and convenience! The inviting living room, filled with natural light, leads into a modern kitchen with brand-new stainless steel appliances and an adjacent washer/dryer setup. The dining room features a sliding door that opens up to a private fenced-in backyard—ideal for outdoor relaxation or

    Jonathon Lee Keller Williams Hudson Valley

    17 N Aspen Rd, Middletown, NY 10940
  • /10

    $205,000

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    354 Concord Ln, Middletown, NY 10940

    Welcome to 354 Concord Lane! Renovated 2 bedroom 2 full bath condo in Buttonwood Hills with a great floor plan! This is a first floor condo and a great price! Why rent when you can own?? This condo is waiting for your special touches to make it your own! Some features include a Living Rm, Dining Rm, Renovated Kitchen 2018 with Stainless Steel appliances, Private Laundry, nice closet space, Master

    Zhiheng Tang Keller Williams Hudson Valley

    354 Concord Ln, Middletown, NY 10940
  • /16

    $229,000

    • Land
    • 0.73 Acre
    • $313,699 per Acre

    657 Lybolt Rd, Middletown, NY 10941

    If you are looking to build your own home this is the place. Bring your plans and get started on this lot priced right to sell. Or This is the perfect busy location to build your business on. This 1+ acre lot consists of part commercial & part residential being sold together with so many possibilities. Situated almost on the corner of Route 17K on Route 302 in a busy desirable spot. Centrally

    Michele Rios BHHS Hudson Valley Properties

    657 Lybolt Rd, Middletown, NY 10941
  • /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
  • /2

    $239,000

    • 2 Beds
    • 1 Bath
    • 893 Sq Ft

    25 Jimal Dr, Middletown, NY 10940

    This end-unit property, featuring a ground-level setup overlooking the woods, provides a charming, tranquil view an abundance of natural light. The well-designed kitchen area, complemented by a cozy eat-in space with two opposing windows, is ideal for enjoying meals while admiring the scenery. With a compact secondary and a generously sized primary bedroom, condo strikes a harmonious balance

    Michelle Gruberger Real Estate Circuit Inc

    25 Jimal Dr, Middletown, NY 10940
  • /11

    $267,500

    • 3 Beds
    • 1.5 Baths
    • 1,131 Sq Ft

    197 Highland Ave, Middletown, NY 10940

    3 Bedroom, 1.5 Bathroom Old Style Two Story home in Middletown! Close to shopping, schools and amenities. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**

    Desiree Beecham River Realty Services, Inc.

    197 Highland Ave, Middletown, NY 10940

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$391,000
Median Single Family Sale Price
$413,250
Median Townhouse Sale Price
$395,000
Median 2 Bedroom Sale Price
$255,750
Median 1 Bedroom Sale Price
$172,450
Average Price Per Sq Ft
$240
Number of Homes for Sale
115
Last 12 months Home Sales
445
Months of Supply
3.10
Median List Price
$389,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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