21,591

Middletown, NY Homes

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  • 121 Monhagen Ave, Middletown, NY 10940
    121 Monhagen Ave, Middletown, NY 10940
    /2

    $499,000

    Pending

    121 Monhagen Ave, Middletown, NY 10940

    2 Family income producing property close to parks, schools, and thriving down town Middletown. First floor unit includes partially finished basement for laundry and storage. The fist floor includes spacious living room, full bathroom, large bright dinning room, eat-in-kitchen with plenty of cabinets, and access to enclosed private back yard. The second floor includes 3 rooms and can be set up how

    Agent Photo

    Joao Rodrigues

    Preferred Properties Real Esta

    (329) 216-1877

    121 Monhagen Ave, Middletown, NY 10940
  • 102 North St Unit 8, Middletown, NY 10940
    102 North St Unit 8, Middletown, NY 10940
    102 North St Unit 8, Middletown, NY 10940
    /11

    $1,790 Per Month

    • 2 Beds
    • 1 Bath
    • 703 Sq Ft
    • Apartment for Rent

    102 North St Unit 8, Middletown, NY 10940

    Welcome to a RENOVATED two-bedroom apartment located in the heart of the vibrant City of Middletown! This beautifully upgraded apartment is situated on the second floor and offers a stylish and comfortable living space. The prime location of this apartment is close to a plethora of stores and restaurants, with many just a short walk away. A laundromat is also located across the street, making

    Agent Photo

    Hazel Cello

    KW Hudson Valley Untied

    (329) 666-0375

    102 North St Unit 8, Middletown, NY 10940
  • 30 Avoncroft Ln, Middletown, NY 10940

    $455,500

    Sold Dec 23, 2025

    30 Avoncroft Ln, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,567 Sq Ft
    • Built 2010

    Last Sold Summary

    • 3% Below List Price
    • $177/SF
    • 38 Days On Market

    Current Estimated Value $465,575

    Last Listing Agent Cindy-Lee Dorcely KW Hudson Valley Untied

    30 Avoncroft Ln, Middletown, NY 10940
  • 35 Pinto Rd E, Middletown, NY 10941
    35 Pinto Rd E, Middletown, NY 10941
    35 Pinto Rd E, Middletown, NY 10941
    /41

    $440,000

    $17K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,851 Sq Ft

    35 Pinto Rd E, Middletown, NY 10941

    Welcome to 35 Pinto Rd E! This is am immaculate townhouse in a prime, community location---Liberty Commons. This 2+Bedroom, 3 Bath is the perfect combination of contemporary luxury living with convenience. This end unit features , open concept first floor, natural light galore, custom blinds, plenty of storage, spacious bedrooms with large closets, and 2 car tandem garage. Need more.... There is

    Agent Photo

    Tiffany Megna

    RE/MAX Town & Country

    (329) 201-2046

    35 Pinto Rd E, Middletown, NY 10941
  • 1200 Regency Ct, Middletown, NY 10940
    1200 Regency Ct, Middletown, NY 10940
    1200 Regency Ct, Middletown, NY 10940
    /50

    Starting at $2,400 Per Month

    • 1 - 2 Beds

    1200 Regency Ct, Middletown, NY 10940

    The Regency Club offers spacious living and dining areas, and modern kitchens in one bedroom with den and two bedroom floor plans. Apartments boast 9 ft. ceilings, ceramic tiles in the bathrooms and kitchens and a full appliance package. Residents enjoy the clubhouse, outdoor pool, state-of-the-art fitness center, and expansive club room as well as the outdoor tennis court and playground. The

    The Regency Club

    (845) 415-6883

    1200 Regency Ct, Middletown, NY 10940
  • 12 Brewster Dr, Middletown, NY 10940

    $403,000

    Sold Sep 05, 2025

    12 Brewster Dr, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1960

    Last Sold Summary

    • 1% Above List Price
    • $382/SF
    • 38 Days On Market

    Current Estimated Value $392,734

    Last Listing Agent Philip Barnao eXp Realty

    12 Brewster Dr, Middletown, NY 10940
    • 775 van Burenville Rd, Middletown, NY 10940
      775 van Burenville Rd, Middletown, NY 10940
      775 van Burenville Rd, Middletown, NY 10940
      /8

      Est $516,337

      Not Listed For Sale

      775 van Burenville Rd, Middletown, NY 10940

      • 4 Beds
      • Built 1800
      775 van Burenville Rd, Middletown, NY 10940

      Last Sold Summary

      • 44 Days On Market

  • 16 Woodland Rd, Middletown, NY 10940
    16 Woodland Rd, Middletown, NY 10940
    16 Woodland Rd, Middletown, NY 10940
    /13

    $239,000

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,250 Sq Ft

    16 Woodland Rd, Middletown, NY 10940

    Welcome home to this very nice three bedroom seasonal ranch located in the Minisink Valley School District in a quiet neighborhood! This private property is surrounded by nature with a large open yard to play and have fun in the sun. The large deck overlooks the private back yard and surrounding woods. The roof has been recently replaced. Sale includes an additional lot of 0.11 acres to bring the

    Agent Photo

    Joseph Paoli

    Howard Hanna Rand Realty

    (329) 207-0281

    16 Woodland Rd, Middletown, NY 10940
  • 102 North St Unit 1, Middletown, NY 10940
    102 North St Unit 1, Middletown, NY 10940
    102 North St Unit 1, Middletown, NY 10940
    /7

    $1,650 Per Month

    • 1 Bed
    • 1 Bath
    • 760 Sq Ft
    • Apartment for Rent

    102 North St Unit 1, Middletown, NY 10940

    Welcome to a RENOVATED one-bedroom apartment located in the heart of the vibrant City of Middletown! This beautifully upgraded apartment is situated on the second floor and offers a stylish and comfortable living space. The prime location of this apartment is close to a variety of stores and restaurants, with many just a short walk away. A laundromat is also located across the street, making

    Agent Photo

    Hazel Cello

    KW Hudson Valley Untied

    (329) 212-0267

    102 North St Unit 1, Middletown, NY 10940
  • 20 Dubois St Unit 18 1/2, Middletown, NY 10940

    $435,000

    Sold Jun 05, 2026

    20 Dubois St Unit 18 1/2, Middletown, NY 10940

    • 4 Beds
    • 1.5 Baths
    • 1,417 Sq Ft
    • Built 1963

    Last Sold Summary

    • 10% Above List Price
    • $307/SF
    • 31 Days On Market

    Last Listing Agent Isaiah Lopez KW Hudson Valley Untied

    20 Dubois St Unit 18 1/2, Middletown, NY 10940
  • 57 Boorman Rd, Middletown, NY 10940
    57 Boorman Rd, Middletown, NY 10940
    57 Boorman Rd, Middletown, NY 10940
    /44

    $435,000

    $40K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,074 Sq Ft

    57 Boorman Rd, Middletown, NY 10940

    Renovated Dutch Colonial on 5+ private acres in the Minisink school district, just minutes from Middletown!Updated kitchen features quartz countertops, ceramic tile flooring, subway tile backsplash, new cabinetry, and stainless steel appliances. First floor offers a full bath, spacious living room, dining room, and a cozy wood stove for supplemental heat. Upstairs includes 3 bedrooms and a

    Agent Photo

    Lynelle Alessi

    KW Hudson Valley Untied

    (329) 212-0455

    57 Boorman Rd, Middletown, NY 10940
  • 2 Underhill Rd, Middletown, NY 10940
    2 Underhill Rd, Middletown, NY 10940
    2 Underhill Rd, Middletown, NY 10940
    /46

    Starting at $1,720 Per Month

    • 1 - 2 Beds

    2 Underhill Rd, Middletown, NY 10940

    Living at Sutton Hill located in Middletown, NY, provides you with the peaceful, pastoral setting of the Catskill's and the Pocono's, and only an hour away from New York City.Convenient to the Metro North RR, near Orange Regional Medical center - schools, shopping and entertainment, all at your fingertips.Relax and enjoy our great amenities: Fitness Center, Pool, Playground,

    Sutton Hill Apartments

    (845) 415-7703

    2 Underhill Rd, Middletown, NY 10940
  • 76 Maureen Dr, Middletown, NY 10940

    $430,000

    Sold Sep 25, 2025

    76 Maureen Dr, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,620 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Above List Price
    • $265/SF
    • 38 Days On Market

    Current Estimated Value $438,328

    Last Listing Agent Nina Piacente Julia B Fee Sothebys Int. Rlty

    76 Maureen Dr, Middletown, NY 10940
  • 100 Hillside Dr Unit C6, Middletown, NY 10941
    100 Hillside Dr Unit C6, Middletown, NY 10941
    100 Hillside Dr Unit C6, Middletown, NY 10941
    /20

    $255,000

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

    100 Hillside Dr Unit C6, Middletown, NY 10941

    Prime Location in Sought-After Hillside Village in the Goshen School District!Welcome to this first-floor, end-unit, 2-bedroom condo located in the desirable gated community of Hillside Village. This home offers one-level accessible living layout featuring a galley kitchen and a spacious living room with sliding glass doors leading to a private patio. The former dining area has been

    Agent Photo

    Kathy White

    Exit Realty Connections

    (329) 210-1616

    100 Hillside Dr Unit C6, Middletown, NY 10941
  • 1 Giada Ln Unit 5, Middletown, NY 10940
    1 Giada Ln Unit 5, Middletown, NY 10940
    1 Giada Ln Unit 5, Middletown, NY 10940
    /30

    $2,300 Per Month

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Apartment for Rent

    1 Giada Ln Unit 5, Middletown, NY 10940

    Experience Modern Living in a Brand-New 2-Bedroom Apartment. Take advantage of this rare opportunity to move into a newly constructed 2-bedroom apartment, thoughtfully designed with high-end finishes and modern conveniences. Enjoy a welcoming open floor plan that features a stunning kitchen complete with Quartz countertops and brand-new, energy-efficient stainless steel appliances. Oversized

    Agent Photo

    Dulce M Ferrera

    KW Hudson Valley Untied

    (329) 212-1472

    1 Giada Ln Unit 5, Middletown, NY 10940
  • 127 Meadow View Dr, Middletown, NY 10940

    $500,000

    Sold Jun 24, 2025

    127 Meadow View Dr, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,827 Sq Ft
    • Built 2016

    Last Sold Summary

    • 11% Above List Price
    • $274/SF
    • 9 Days On Market

    Last Listing Agent Kevin Grier KW Hudson Valley Untied

    127 Meadow View Dr, Middletown, NY 10940
  • 700 van Burenville Rd, Middletown, NY 10940
    700 van Burenville Rd, Middletown, NY 10940
    700 van Burenville Rd, Middletown, NY 10940
    /9

    $499,000

    • Land
    • 39.9 Acres
    • $12,506 per Acre

    700 van Burenville Rd, Middletown, NY 10940

    Discover your own 40-acre sanctuary in the Hudson Valley, a landscape of rolling meadows, a peaceful pond that set the stage for a truly picturesque retreat. Perfectly suited for equestrian pursuits, cattle, or recreational hunting.

    Agent Photo

    Joao Rodrigues

    Preferred Properties Real Esta

    (329) 237-1690

    700 van Burenville Rd, Middletown, NY 10940
  • 201 Genung St, Middletown, NY 10940
    201 Genung St, Middletown, NY 10940
    201 Genung St, Middletown, NY 10940
    /35

    Starting at $2,119 Per Month

    • 1 - 3 Beds

    201 Genung St, Middletown, NY 10940

    Welcome home to Boulder Pointe Apartments! Our apartments in Middletown, NY allow you to reside in comfort and sophistication while exploring the unique and dynamic culture of Wallkill. Superior amenities, desirable services, and a well-connected address allow you to indulge in all the urban conveniences you want without giving up on the peaceand quiet you deserve. Offering a selection of one,

    Boulder Pointe Apartments

    (845) 572-1665

    201 Genung St, Middletown, NY 10940
  • 572 Greenville Turnpike, Middletown, NY 10940

    $600,000

    Sold Jun 22, 2026

    572 Greenville Turnpike, Middletown, NY 10940

    • 4 Beds
    • 3.5 Baths
    • 2,072 Sq Ft
    • Built 2019

    Last Sold Summary

    • 5% Above List Price
    • $290/SF
    • 22 Days On Market

    Current Estimated Value $575,581

    Last Listing Agent Brian Caplicki KW Hudson Valley Untied

    572 Greenville Turnpike, Middletown, NY 10940
  • 4 Eaton Ct, Middletown, NY 10940
    4 Eaton Ct, Middletown, NY 10940
    4 Eaton Ct, Middletown, NY 10940
    /41

    $375,000

    $20K PRICE INCREASE
    • 3 Beds
    • 1.5 Baths
    • 1,470 Sq Ft

    4 Eaton Ct, Middletown, NY 10940

    Welcome to Canterbury Knolls! This beautifully maintained 3-bedroom, 1.5-bathroom home is move-in ready and filled with charm. Updates include a brand new roof. Some rooms and garage have been freshly painted. Step inside to find gleaming hardwood floors throughout, complemented by porcelain tiles in the entryway and kitchen. The Homeowner's Association makes life easier by handling all exterior

    Agent Photo

    Dulce M Ferrera

    KW Hudson Valley Untied

    (329) 224-0137

    4 Eaton Ct, Middletown, NY 10940
  • 507 Sherwood Dr N, Middletown, NY 10941
    507 Sherwood Dr N, Middletown, NY 10941
    507 Sherwood Dr N, Middletown, NY 10941
    /35

    Starting at $1,800 Per Month

    • 1 - 2 Beds

    507 Sherwood Dr N, Middletown, NY 10941

    Sherwood Forest Garden Apartments, located in Middletown, NY, consists of six garden apartment-style buildings spread over 18 lushly landscaped acres. Your rent includes Heat/AC, Hot Water, Cooking Gas, and Trash. In addition, there is an outdoor pool, with an adjacent fitness center, BBQ Grills and Unassigned Parking. ALL are available, without charge, to residents of the property. Ground level

    Sherwood Forest Garden Apartments

    (845) 415-6404

    507 Sherwood Dr N, Middletown, NY 10941
  • 936 Tower Ridge Cir, Middletown, NY 10941

    $314,900

    Sold Sep 17, 2025

    936 Tower Ridge Cir, Middletown, NY 10941

    • 2 Beds
    • 2 Baths
    • 1,216 Sq Ft
    • Built 2007

    Last Sold Summary

    • $259/SF
    • 4 Days On Market

    Last Listing Agent Angelo Acierno Keller Williams Realty

    936 Tower Ridge Cir, Middletown, NY 10941
  • 79 Vincent Dr, Middletown, NY 10940
    79 Vincent Dr, Middletown, NY 10940
    79 Vincent Dr, Middletown, NY 10940
    /33

    $429,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,043 Sq Ft

    79 Vincent Dr, Middletown, NY 10940

    Don’t miss this turn-key 3-bedroom, 1-bath ranch on a quiet, tree-lined street in Middletown. Set on a level, fully fenced 0.27-acre lot, this move-in ready home offers comfort, style, and convenience.Inside, you’ll find hardwood floors and a cozy brick wood-burning fireplace with a new door and mantel. The eat-in kitchen features stainless steel appliances and updated lighting, while the

    Agent Photo

    Donna Reese

    KW Hudson Valley Untied

    (329) 213-1496

    79 Vincent Dr, Middletown, NY 10940
  • 51 Rockwood Cir, Middletown, NY 10941
    51 Rockwood Cir, Middletown, NY 10941
    51 Rockwood Cir, Middletown, NY 10941
    /26

    Starting at $1,750 Per Month

    • 1 - 2 Beds

    51 Rockwood Cir, Middletown, NY 10941

    Rockwood sits high atop a hill with beautiful vistas, on park like grounds. Each apartment is meticulously maintained. We provide our residents with spacious rooms, fully equipped kitchens and tremendous closet space. Laundry facilities and additional private storage spaces are available in each building. An assigned parking space comes with each apartment complemented by ample extra parking for

    Rockwood Gardens Apartments

    (845) 415-6256

    51 Rockwood Cir, Middletown, NY 10941
  • 346 Mullock Rd, Middletown, NY 10940

    $945,000

    Sold Feb 06, 2026

    346 Mullock Rd, Middletown, NY 10940

    • 3 Beds
    • 3 Baths
    • 3,282 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Below List Price
    • $288/SF
    • 83 Days On Market

    Current Estimated Value $930,025

    Last Listing Agent Alyse Toffel KW Hudson Valley Untied

    346 Mullock Rd, Middletown, NY 10940
  • 0 Hog Mountain Cir, Middletown, NY 12430
    0 Hog Mountain Cir, Middletown, NY 12430
    0 Hog Mountain Cir, Middletown, NY 12430
    /21

    $119,000

    • Land
    • 4.27 Acres
    • $27,869 per Acre

    0 Hog Mountain Cir, Middletown, NY 12430

    This is the property with a view you have been looking for. 4.27 acres of cleared, ready to build land in the Catskill Mountains just two hours from the George Washington Bridge. Whether it is a weekend retreat you have in mind or a forever home, the view is unmatched and will bring you the peace and serenity the Catskills have to offer. This property is only 10 minutes from Belleayre Ski

    Agent Photo

    Terence Lynch

    Century 21 New West Properties

    (845) 415-6387

    0 Hog Mountain Cir, Middletown, NY 12430
  • 579 E Main St, Middletown, NY 10940
    579 E Main St, Middletown, NY 10940
    579 E Main St, Middletown, NY 10940
    /24

    Starting at $1,850 Per Month

    • 1 - 3 Beds

    579 E Main St, Middletown, NY 10940

    Slatewood Apartments offers a great mix of convenience and serenity, with its wooded setting providing a peaceful environment while still being close to essential amenities. The proximity to the new state-of-the-art Medical Center is a particularly nice touch for residents who might need easy access to healthcare services. With options for one-, two-, and three-bedroom apartments, it caters to a

    Slatewood Apartments

    (845) 479-5732

    579 E Main St, Middletown, NY 10940
  • 11 Dogwood Dr, Middletown, NY 10940

    $430,000

    Sold Aug 07, 2025

    11 Dogwood Dr, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 1,338 Sq Ft
    • Built 2002

    Last Sold Summary

    • 12% Below List Price
    • $321/SF
    • 37 Days On Market

    Current Estimated Value $434,166

    Last Listing Agent Gloria Allan Hudson Premium Realty

    11 Dogwood Dr, Middletown, NY 10940
  • 53 Cornwall Ln, Middletown, NY 10940
    53 Cornwall Ln, Middletown, NY 10940
    53 Cornwall Ln, Middletown, NY 10940
    /48

    $483,900

    Pending
    • 3 Beds
    • 3.5 Baths
    • 2,521 Sq Ft

    53 Cornwall Ln, Middletown, NY 10940

    Beautifully renovated 3-bedroom, 3.5-bathroom townhouse with a 2-car garage, located in the highly desirable Woodside Knolls community. This spacious home offers modern updates throughout, providing comfort, style, and functionality for today’s living. Conveniently situated just minutes from the Garnet Health Medical Center, Galleria Mall, Metro-North, shops, supermarkets, and major highways,

    Agent Photo

    Dulce M Ferrera

    KW Hudson Valley Untied

    (329) 217-0628

    53 Cornwall Ln, Middletown, NY 10940
  • 23 James P Kelly Way, Middletown, NY 10940
    23 James P Kelly Way, Middletown, NY 10940
    23 James P Kelly Way, Middletown, NY 10940
    /18

    Starting at $2,256 Per Month

    • 1 - 2 Beds

    23 James P Kelly Way, Middletown, NY 10940

    Sterling Parc at Middletown offers 1 and 2 bedroom apartments in Middletown, NY with spacious floor plans, modern finishes, and convenient access to major destinations. Located in the Hudson Valley near Route 17 and I-84, the community places residents close to shopping, dining, entertainment, and commuter routes. Apartment homes feature designer kitchens with shaker-style espresso cabinetry,

    Sterling Parc at Middletown

    (845) 412-9163

    23 James P Kelly Way, Middletown, NY 10940
  • 28 Lake Ridge Dr, Middletown, NY 10940

    $390,500

    Sold Feb 13, 2026

    28 Lake Ridge Dr, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft
    • Built 2002

    Last Sold Summary

    • 7% Above List Price
    • $267/SF
    • 32 Days On Market

    Current Estimated Value $394,272

    Last Listing Agent Jonathon Lee KW Hudson Valley Untied

    28 Lake Ridge Dr, Middletown, NY 10940

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