21

Middletown, NY 1-Story Homes for Sale

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  • /25

    $160,000

    $5K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 735 Sq Ft

    226 Concord Ln, Middletown, NY 10940

    Renovated in 2021 is this first floor 1 bedroom condo in Buttonwood conveniently located close to Rte 17 and 84 for those of you commuting a distance to work. Just turn the key and move in, no work is needed. Kitchen has newer cabinets with crown molding and stainless LG appliances with a convection/air fry oven that can be controlled by your phone along with granite counters. Kitchen counter has

    Agent Photo

    Lynelle Alessi

    KW Hudson Valley United

    226 Concord Ln, Middletown, NY 10940
  • /33

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 1,328 Sq Ft

    3 Allerton Ave, Middletown, NY 10940

    Welcome to 3 Allerton Ave, a charming and well-maintained Ranch-style home nestled in one of Middletown’s sought-after neighborhoods. Set on a private 0.20-acre lot, this inviting property offers a peaceful suburban setting with shopping, dining, public transportation, and commuter routes just minutes away. A welcoming front porch leads into a bright foyer and semi-open living space connecting

    Agent Photo

    Erin Connolly-Frontino

    Artisan Realty

    3 Allerton Ave, Middletown, NY 10940
  • /3

    $285,000

    • 2 Beds
    • 1 Bath
    • 1,019 Sq Ft

    16 Earle St Unit 14 1/2, Middletown, NY 10940

    Prime opportunity for investors, renovators, or savvy buyers looking to build instant sweat equity. With some TLC and modern updates, you can bring your vision to life and transform this house into a standout primary residence or high-yield rental investment.Unbeatable Location & Convenience:Walkable: Walking distance to SUNY Orange campus, downtown amenities, and local

    Agent Photo

    Joao Rodrigues

    Preferred Properties Real Esta

    16 Earle St Unit 14 1/2, Middletown, NY 10940
  • /33

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 2,086 Sq Ft

    189 School House Rd, Middletown, NY 10940

    Home sweet home! This beautiful custom built three bedroom, two and a half bathroom 2086sqft ranch is located on a gorgeous landscaped 5 acres in the Minisink Valley School District. You'll feel right at home from the moment you enter this park-like property. You have many choices of places to enjoy this home, both inside and outside. The 1900sqft main floor is open and spacious. The central

    Agent Photo

    Joseph Paoli

    Howard Hanna Rand Realty

    189 School House Rd, Middletown, NY 10940
  • /38

    $539,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,694 Sq Ft

    181 Stony Ford Rd, Middletown, NY 10941

    Set on 6.7 private acres in Middletown, this 3-bedroom, 2-bath, 1,694 sq ft home offers the perfect blend of comfort and outdoor living. Enjoy your own private retreat featuring quad trails, river access ideal for fishing, and abundant wildlife for hunting or nature watching. The outdoor space is designed for entertaining and relaxation with a fire pit area and a spacious two-tier deck complete

    Rana Ali eXp Realty

    181 Stony Ford Rd, Middletown, NY 10941
  • /18

    $179,000

    New Construction $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    412 4th Ave, Middletown, NY 10940

    This beautiful high end home is located in the desirable Valley View Community. The home is brand new and offers a modern contemporary feel and it is ready to be yours! Ideal commuter friendly location just minutes to the train to NYC. Bright and airy 2 bedroom, 2 bath home with close to 1,000 square feet of space! Gorgeous gourmet kitchen with upgraded cabinets featuring an abundance of

    Sandra Spector Howard Hanna Rand Realty

    412 4th Ave, Middletown, NY 10940
  • /23

    $134,999

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    79 Stern Scenic Dr, Middletown, NY 10940

    Welcome to this updated 3-bedroom, 2-bath double-wide mobile home offering comfort, space, and convenience in Middletown. Recent updates enhance both style and functionality, while the open and spacious layout provides plenty of room to relax or entertain. The primary bedroom features a private bath, and the additional bedrooms are generously sized. Conveniently located near local shopping,

    Ivan Carvalho Exit Realty Connections

    79 Stern Scenic Dr, Middletown, NY 10940
  • /37

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,246 Sq Ft

    293 Highland Ave Extension, Middletown, NY 10940

    Offering over 1,200 square feet of one-level living, this home still has some of the fun details that made the 1950’s so memorable. A classic Dutch door? Check. Original woodwork? Absolutely. Hardwood floors hiding beneath the carpeting? They’re just waiting to make their comeback. And that fabulous pink-tiled bathroom? We say embrace it! The enclosed porch is another favorite—a cozy little spot

    Patricia Sassi RE/MAX Benchmark Realty Group

    293 Highland Ave Extension, Middletown, NY 10940
  • /26

    $199,000

    $51K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 360 Sq Ft

    51 S Shore Dr, Middletown, NY 10940

    Welcome to 51 S Shore Drive, a charming and thoughtfully updated bungalow retreat nestled on a private, wooded 9,374 sq ft lot with sparkling lake views in scenic Middletown, NY. This beautifully curated 1-bedroom, 1-bath lakefront getaway offers 360 square feet of smart, stylish living space perfect for a weekend escape, vacation rental, or year-round peaceful living. Step inside to a crisp,

    Arya Rabinovits eRealty Advisors, Inc

    51 S Shore Dr, Middletown, NY 10940
  • /20

    $320,000

    • 2 Beds
    • 2 Baths
    • 1,291 Sq Ft

    18 Deer Ct Dr Unit Building 19 unit 18, Middletown, NY 10940

    Well-maintained 2-bedroom, 2 bathroom condo in the Deer Run Community with a 53-foot garage. Hardwood floors are throughout the open-concept living/dining room. The kitchen features stainless steel appliances. Recently updated washer, dryer (2025) and water heater (2025) and new windows. Primary bedroom features an en-suite bathroom and a walk-in closet.Conveniently located on the Dolson

    David Wilson Hudson Premium Realty

    18 Deer Ct Dr Unit Building 19 unit 18, Middletown, NY 10940
  • /5

    $335,000

    • 3 Beds
    • 1 Bath
    • 1,224 Sq Ft

    41 Clinton St, Middletown, NY 10940

    3 Bedroom 1 bath ranch in Middletown! Close to Commuter Highways, Trains & ShoppingSOLD AS-IS SIGHT UNSEEN! CASH ONLY! DO NOT DISTURB OCCUPANTS!!

    Ernie Acampora River Realty Services, Inc.

    41 Clinton St, Middletown, NY 10940
  • /38

    $399,900

    $20K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,204 Sq Ft

    39 California Ave, Middletown, NY 10940

    More space than meets the eye! This well-maintained 4-bedroom home features two first-floor bedrooms, a first-floor full bath, an enclosed sunroom, a full basement, a detached two-car garage, and a deep, level backyard. Notable improvements include a new roof, gutters, electrical panel, and exterior painting (2024); a new driveway (2023); whole-home updates in 2018 including new flooring

    Guoqing Ouyang Dalton Wade Real Estate Group

    39 California Ave, Middletown, NY 10940
  • /8

    $659,000

    $41K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 2,040 Sq Ft

    2467 Route 302, Middletown, NY 10941

    Excellent location and property seeking a savvy investor. Pine Bush schools, fully leased near Highway and less than 5 miles to train. Close to shopping too. Hurry to see before it is gone.

    Myrna Lattore eRealty Advisors, Inc

    2467 Route 302, Middletown, NY 10941
  • /39

    $505,000

    • 2 Beds
    • 2 Baths
    • 1,473 Sq Ft

    111 Jasmine Dr, Middletown, NY 10940

    Welcome to Wildflower at Wallkill, one of the Hudson Valley's premier 55+ communities, where beautifully maintained grounds, outstanding amenities, and a true sense of community create an exceptional place to call home. Residents enjoy a beautiful clubhouse, fitness center, business center, indoor and outdoor swimming pools, tennis courts, recreation facilities, gated entry, and professionally

    Christina D'Altilio Coldwell Banker Choice Prop.

    111 Jasmine Dr, Middletown, NY 10940
  • /20

    $305,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 689 Sq Ft

    15 Anthony St, Middletown, NY 10940

    *Welcome Home!* This exceptional *fully furnished and professionally designed* single-family residence is a rare turnkey opportunity, offering the perfect combination of style, comfort, convenience, and value. Beautifully updated and thoughtfully appointed, this approximately *690+/- sq. ft.* home is ready for immediate enjoyment—simply bring your personal belongings and move right in.The

    Eliezer Salcer Preferred Properties Real Esta

    15 Anthony St, Middletown, NY 10940
  • /25

    $350,000

    • 2 Beds
    • 1 Bath
    • 1,007 Sq Ft

    608 Kirbytown Rd, Middletown, NY 10940

    Welcome to this bright and airy, mint-condition home nestled on 2 beautiful acres. This Ranch style home offers a wonderful blend of comfort and natural beauty. Mature landscaping, vibrant flower beds, raised vegetable gardens and a spacious patio create a peaceful outdoor setting perfect for relaxing and enjoying nature. This fabulous home features a sweeping open floor plan with vaulted

    Carol Buchanan BHG Real Estate Green Team

    608 Kirbytown Rd, Middletown, NY 10940
  • /9

    $299,000

    • 2 Beds
    • 1 Bath
    • 560 Sq Ft

    220 Upper Kennedy, Middletown, NY 12455

    Catskills charm meets rustic luxury. Tucked away on a quiet dead-end road, this beautifully appointed cabin offers a rare combination of privacy, comfort and convenience. Thoughtfully decorated and impeccably cared for, the home features a brand new roof, cozy wood burning stove, country kitchen features a rolling island for flexibility and convenience The inviting interiors designed for

    Debra Smith Listing by Coldwell Banker Timberland Properties

    220 Upper Kennedy, Middletown, NY 12455
  • /19

    $560,000

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

    77 Upper Rd, Middletown, NY 10940

    Accepted Offer- Continue Showing for Back up. This beautiful ranch-style property is ready to move in. Amazing upgrades were made to this home with beautiful hardwood floors, 4 bedrooms, 3 bathrooms, a huge partially finished basement with enough space for a personal gym with access to an amazing backyard that features a beautiful above-ground pool, a tennis court, volleyball court, or basketball

    Yajaira Silva Madison Allied LLC

    77 Upper Rd, Middletown, NY 10940
  • /37

    $1,600,000

    • 4 Beds
    • 2.5 Baths
    • 2,774 Sq Ft

    430 Kirbytown Rd, Middletown, NY 10940

    PRIVATE ONE OF A KIND RANCH!! 16 Acres! One Level Living! 4 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Master Bedroom Suite with Walk In Closet! Large Kitchen with Breakfast Bar & Ceramic Tiles! Over Sized Living Room with Gleaming Hard Wood Floors and Sliders to Double Deck! Full Basement for Endless Possibilities! Celling Fans! Recessed Lighting! Laundry Room! Wooded Lot! Lots of Parking! Plenty

    Amanda Dnistrian ARC Realty 1 in Sales

    430 Kirbytown Rd, Middletown, NY 10940
  • /28

    $359,000

    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft

    21 Keystone Park, Middletown, NY 10940

    What you've been waiting for! Adorable and affordable 3 BR ranch on a cul de sac with lovely, private back yard! Large LR! Kitchen opens to Dining area! New walk in shower in bath! Full basement and 1 car garage. C/A! HW floors! Newer windows! Municipal services! Convenient to shopping and Route 17 for commuter!

    Linda Clark Hudson Valley Griffith

    21 Keystone Park, Middletown, NY 10940
  • /33

    $730,000

    • 4 Beds
    • 3 Baths
    • 2,646 Sq Ft

    130 Apple Lane Dr, Middletown, NY 10940

    Mid-century modern haven: Shapes inspired by Frank Lloyd Wright and his organic architectural style. Enjoy one level living with an indoor–outdoor flow that connects the home seamlessly to nature. Clean lines and expansive windows throughout. Sprawling across 8 acres, this property offers endless possibilities for a lively household — space for a swimming pool, tennis court, or other recreational

    Kichka Pascaru Douglas Elliman Real Estate

    130 Apple Lane Dr, Middletown, NY 10940

Home Price Trends

Median Sale Price
$419,000
Median Single Family Sale Price
$436,000
Median Townhouse Sale Price
$430,000
Median 2 Bedroom Sale Price
$306,000
Median 1 Bedroom Sale Price
$165,000
Average Price Per Sq Ft
$253
Number of Homes for Sale
147
Last 12 months Home Sales
461
Months of Supply
3.80
Median List Price
$420,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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