21,552

Middletown, NY Homes

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  • /22

    $469,000 Pending

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

    171 High Barney Rd, Middletown, NY 10940

    Welcome to 171 High Barney a charming three-bedroom, two-bath home tucked away on a quiet dead-end street just before the cul-de-sac. This inviting property offers a bright, cozy living room and a modern kitchen equipped with stainless steel appliances, quartz countertops, and plenty of cabinet space. The lower level features a spacious family room along with bonus space ideal for a home office,

    Agent Photo

    Haakim Byrd

    HomeSmart Homes & Estates

    (329) 201-4415

    171 High Barney Rd, Middletown, NY 10940
  • /9

    Starting at $2,000 Per Month

    • 2 Beds

    22-26 Stoneridge Rd, Middletown, NY 10941

    Stoneridge Manor Apartments - This is an elegant new construction 1,100 square foot two bedroom, two bathroom condo style apartment located in the Goshen Central School District. It is nestled quietly off Route 211 West yet conveniently situated next to the Galleria Mall as well as a Hannaford Supermarket and Shoprite. It is also close to the train station into NYC. It is a beautiful open floor

    Stoneridge Manor Apartments

    (845) 415-1778

    22-26 Stoneridge Rd, Middletown, NY 10941
  • 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 $385,002

    Last Listing Agent Jonathon Lee Keller Williams Hudson Valley

    28 Lake Ridge Dr, Middletown, NY 10940
    • 208 2nd Ave, Middletown, NY 10941

      Not Listed For Sale

      208 2nd Ave, Middletown, NY 10941

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 2024
      208 2nd Ave, Middletown, NY 10941

      Last Sold Summary

      • $131/SF
      • 15 Days On Market
      • Last Sold Price $175,500
      • Apr 21, 2025

      Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  • /33

    $429,000

    • 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

    Keller Williams Hudson Valley

    (329) 213-1496

    79 Vincent Dr, Middletown, NY 10940
  • /20

    Starting at $2,375 Per Month

    • 1 - 2 Beds

    430 E Main St, Middletown, NY 10940

    Welcome to The Park at Main.The Park at Main, located in the Town of Wallkill, NY, is the area’s latest apartment community, offering residents an exclusive amenity-driven lifestyle. This community features 116 newly constructed 1- and 2-bedroom apartments across seven buildings. Private amenities include a seasonal pool and lounge deck, a luxury clubhouse with a billiard room, a fitness

    The Park At Main

    (845) 415-1433

    430 E Main St, Middletown, NY 10940
  • 15 Cobblestone Ln, Middletown, NY 10940

    $498,000 Sold Aug 27, 2025

    15 Cobblestone Ln, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,790 Sq Ft
    • Built 2010

    Last Sold Summary

    • 2% Above List Price
    • $278/SF
    • 26 Days On Market

    Current Estimated Value $507,667

    Last Listing Agent Katherine Burgos-Llewellyn Call it Closed Intl. Realty

    15 Cobblestone Ln, Middletown, NY 10940
    • 268 Howells Turnpike, Middletown, NY 10940

      Not Listed For Sale

      268 Howells Turnpike, Middletown, NY 10940

      • 4 Beds
      • 2.5 Baths
      • 2,209 Sq Ft
      • Built 2025
      268 Howells Turnpike, Middletown, NY 10940

      Last Sold Summary

      • $294/SF
      • 95 Days On Market
      • Last Sold Price $649,900
      • Mar 28, 2025

      Last Listing Agent Chris Ogden Realty Promotions Inc

  • /30

    $339,999 Pending

    • 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

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    (845) 599-1094

    5 Mills Ave, Middletown, NY 10940
  • /2

    Call for Price

    • 1 Bed

    28-38 Stoneridge Rd, Middletown, NY 10941

    Cambridge Manor

    (845) 415-1793

    28-38 Stoneridge Rd, Middletown, NY 10941
  • 25 Lake Ridge Dr, Middletown, NY 10940

    $340,000 Sold Jun 09, 2025

    25 Lake Ridge Dr, Middletown, NY 10940

    • 2 Beds
    • 1.5 Baths
    • 1,188 Sq Ft
    • Built 2002

    Last Sold Summary

    • 1% Above List Price
    • $286/SF
    • 24 Days On Market

    Current Estimated Value $350,136

    Last Listing Agent Christina Rowan Howard Hanna Rand Realty

    25 Lake Ridge Dr, Middletown, NY 10940
    • 250 Howells Turnpike, Middletown, NY 10940

      Not Listed For Sale

      250 Howells Turnpike, Middletown, NY 10940

      • 4 Beds
      • 3 Baths
      • 2,600 Sq Ft
      • Built 2025
      250 Howells Turnpike, Middletown, NY 10940

      Last Sold Summary

      • $267/SF
      • 184 Days On Market
      • Last Sold Price $695,000
      • Apr 10, 2025

      Last Listing Agent Chris Ogden Realty Promotions Inc

  • /25

    $389,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,346 Sq Ft

    36 Vincent Dr, Middletown, NY 10940

    This home is located in a desirable neighborhood in Middletown, this beautifully maintained home offers the perfect blend of comfort, space, and convenience. Step inside to find a bright and inviting layout featuring spacious living areas, abundant natural light, and a seamless flow ideal for both everyday living and entertaining.The home boasts a well-appointed kitchen with ample cabinetry

    Agent Photo

    Donna Reese

    Keller Williams Hudson Valley

    (329) 210-1922

    36 Vincent Dr, Middletown, NY 10940
  • /8

    $2,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft
    • Condo for Rent

    390 Crystal Run Rd, Middletown, NY 10941

    Property Id: 1833609Vibrant location in the midst of very desirable tenants as Neighbors. Only one unit left. Must see for location. Services like 24-hour fire surveillance, sprinkler system in place, well manicured and maintained premises, lots of parking.

    (908) 402-4726

    390 Crystal Run Rd, Middletown, NY 10941
  • 15 Independence Ave, Middletown, NY 10940

    $310,000 Sold Aug 18, 2025

    15 Independence Ave, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft
    • Built 1966

    Last Sold Summary

    • 6% Below List Price
    • $235/SF
    • 11 Days On Market

    Current Estimated Value $329,497

    Last Listing Agent Andi Berisha BHHS Hudson Valley Properties

    15 Independence Ave, Middletown, NY 10940
    • /33

      Not Listed For Sale

      28 Roosevelt Ave, Middletown, NY 10940

      • 5 Beds
      • 1.5 Baths
      • 1,760 Sq Ft
      • Built 1900
      28 Roosevelt Ave, Middletown, NY 10940

      Last Sold Summary

      • $224/SF
      • 7 Days On Market
      • Last Sold Price $394,000
      • Aug 14, 2024

      Last Listing Agent Christina Lake Davis R. Chant - Milford

  • /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

    Keller Williams Hudson Valley

    (329) 217-0628

    53 Cornwall Ln, Middletown, NY 10940
  • /16

    $3,085 Per Month

    • Studio
    • 1 Bath
    • Condo for Rent

    89 Cottage St Unit SI ID1466614P, Middletown, NY 10940

    The advertised rate of $3,086/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 9, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    (845) 479-5996

    89 Cottage St Unit SI ID1466614P, Middletown, NY 10940
  • 6 Eaton Ct, Middletown, NY 10940

    $250,000 Sold Apr 30, 2026

    6 Eaton Ct, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft
    • Built 1985

    Last Sold Summary

    • 23% Below List Price
    • $200/SF
    • 106 Days On Market

    Current Estimated Value $306,234

    Last Listing Agent Vincent Reda Keller Williams Realty

    6 Eaton Ct, Middletown, NY 10940
    • 20 State St, Middletown, NY 10940

      Not Listed For Sale

      20 State St, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,225 Sq Ft
      • Built 1971
      20 State St, Middletown, NY 10940

      Last Sold Summary

      • $277/SF
      • 26 Days On Market
      • Last Sold Price $339,000
      • Jan 23, 2024

      Last Listing Agent Carol Cruz Keller Williams Hudson Valley

  • /41

    $699,900

    • 4 Beds
    • 2.5 Baths
    • 2,174 Sq Ft

    TBD Kirbytown Rd, Middletown, NY 10940

    Welcome to your brand-new home, located on a 2.4 acre wooded lot in the Minisink Valley school district. The Reese model colonial was thoughtfully designed, offering 4 bedrooms and 2.5 baths with plenty of space to grow and make memories. On the first floor, you’ll find a bright and inviting living room with beautiful hardwood floors and a cozy fireplace—perfect for movie nights or gathering with

    Agent Photo

    Chris Ogden

    Realty Promotions Inc

    (329) 209-9962

    TBD Kirbytown Rd, Middletown, NY 10940
  • /9

    $2,000 Per Month

    • 1 Bed
    • 1 Bath
    • 775 Sq Ft
    • Condo for Rent

    4 Fortune Rd W Unit 4G, Scotchtown, NY 10941

    Welcome to your new home in Middletown, NY! This charming one-bedroom townhouse offers a comfortable living space of 775 square feet that is perfect for those seeking a cozy retreat. With large windows in the spacious living area, natural light floods the home creating a warm and inviting atmosphere. The kitchen features white cabinetry and essential appliances, making meal preparation a joy.

    (845) 415-4431

    4 Fortune Rd W Unit 4G, Scotchtown, NY 10941
  • 295 Lybolt Rd, Middletown, NY 10941

    $460,000 Sold Jan 15, 2026

    295 Lybolt Rd, Middletown, NY 10941

    • 3 Beds
    • 2 Baths
    • 1,222 Sq Ft
    • Built 1980

    Last Sold Summary

    • 4% Below List Price
    • $376/SF
    • 56 Days On Market

    Current Estimated Value $456,956

    Last Listing Agent Britanni Gaucher Keller Williams Realty

    295 Lybolt Rd, Middletown, NY 10941
    • 21 Hill Rd, Middletown, NY 10941

      Est $369,805 Not Listed For Sale

      21 Hill Rd, Middletown, NY 10941

      • 2 Beds
      • 1 Bath
      • 1,386 Sq Ft
      • Built 1958
      21 Hill Rd, Middletown, NY 10941

      Last Sold Summary

      • 32% Above List Price
      • $203/SF
      • 42 Days On Market
      • Last Sold Price $281,000
      • May 22, 2023

      Last Listing Agent Rosy Wansor Wansor Realty

  • /33

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,211 Sq Ft

    60 Magnolia Park Rd, Middletown, NY 10940

    Beautifully cared-for 3 bedroom, 2.5-bath townhouse in the heart of Middletown! Spanning three levels, this home offers comfortable, versatile living with hardwood floors throughout both the main and second levels. The bright main floor features an open-concept living area featuring a fireplace, a dining area, along with a modern kitchen complete with granite countertops and ample cabinet space.

    Sandra Laramore Redfin Real Estate

    60 Magnolia Park Rd, Middletown, NY 10940
  • /10

    $2,888 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    89 Cottage St Unit SI ID1466615P, Middletown, NY 10940

    The advertised rate of $2,889/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 13, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    (845) 479-6911

    89 Cottage St Unit SI ID1466615P, Middletown, NY 10940
  • 15 Sage Ct, Middletown, NY 10940

    $556,900 Sold May 20, 2025

    15 Sage Ct, Middletown, NY 10940

    • 2 Beds
    • 2 Baths
    • 2,153 Sq Ft
    • Built 2016

    Last Sold Summary

    • 4% Above List Price
    • $259/SF
    • 14 Days On Market

    Current Estimated Value $594,322

    Last Listing Agent Linda Clark Hudson Valley Griffith

    15 Sage Ct, Middletown, NY 10940
    • 3 Fortune Rd W Unit K, Middletown, NY 10941

      Not Listed For Sale

      3 Fortune Rd W Unit K, Middletown, NY 10941

      • 1 Bed
      • 1 Bath
      • 775 Sq Ft
      • Built 1972
      3 Fortune Rd W Unit K, Middletown, NY 10941

      Last Sold Summary

      • $214/SF
      • 24 Days On Market
      • Last Sold Price $165,600
      • Apr 23, 2025

      Last Listing Agent Marie Altieri Howard Hanna Rand Realty

  • /30

    $505,000

    • 3 Beds
    • 2.5 Baths
    • 2,763 Sq Ft

    17 Woodrose Ct, Middletown, NY 10940

    Discover the perfect blend of classic charm and modern comfort in this beautiful Colonial-style home. Filled with warmth and character, this cozy yet spacious residence features soaring high ceilings that create an open, airy feel throughout. Each room is thoughtfully designed to offer both elegance and comfort, making the home feel inviting from the moment you step inside. With its timeless

    Ermelinda Mclaughlin eXp Realty

    17 Woodrose Ct, Middletown, NY 10940
  • /9

    $3,041 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    89 Cottage St Unit SI ID1466616P, Middletown, NY 10940

    The advertised rate of $3,041/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 9, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    (845) 479-6613

    89 Cottage St Unit SI ID1466616P, Middletown, NY 10940
  • 5 Perrins Mews Unit 6, Middletown, NY 10940

    $385,000 Sold Nov 24, 2025

    5 Perrins Mews Unit 6, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,570 Sq Ft
    • Built 2000

    Last Sold Summary

    • $245/SF
    • 16 Days On Market

    Current Estimated Value $386,870

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    5 Perrins Mews Unit 6, Middletown, NY 10940
    • 5 Fortune Rd W Unit M, Middletown, NY 10941

      Not Listed For Sale

      5 Fortune Rd W Unit M, Middletown, NY 10941

      • 2 Beds
      • 2 Baths
      • 1,112 Sq Ft
      • Built 1972
      5 Fortune Rd W Unit M, Middletown, NY 10941

      Last Sold Summary

      • $225/SF
      • 72 Days On Market
      • Last Sold Price $249,900
      • Jul 17, 2024

      Last Listing Agent Marie Altieri Howard Hanna Rand Realty

  • /13

    $550,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 4 Baths
    • 1,911 Sq Ft

    35 Dogwood Dr, Middletown, NY 10940

    Just pack your bags and move in. Spacious, Comfortable and Cozy 5 bedroom 1 family house for sale. This house features 4 Bedrooms and 2 bathrooms on the upper level with a walk in closet and a bathroom in the master bedroom. The first features a 1/2 bath, renovated kitchen, separate living and dinning rooms and a walkout deck. The ground floor features a 2 car garage, finished basement with 1

    Lenworth Brisco Keller Williams Realty NYC Grp

    35 Dogwood Dr, Middletown, NY 10940
  • /23

    $2,300 Per Month

    • 1 Bed
    • 1 Bath
    • 888 Sq Ft
    • Condo for Rent

    935 Tower Ridge Cir, Middletown, NY 10941

    Property HighlightsMove-In Ready: A meticulously maintained, "turn-key" 1-bedroom, 1-bathroom condo Modern Interior: Features an open-concept layout with premium finishes, including hardwood flooring, granite countertops, and stainless steel appliances. Functional Luxury: The primary suite is spacious, and the bathroom includes dual vanity sinks. The unit also features essential conveniences

    Zhiheng Tang Keller Williams Hudson Valley

    935 Tower Ridge Cir, Middletown, NY 10941
  • 8-10 Mercer St, Middletown, NY 10940

    $453,000 Sold Oct 05, 2025

    8-10 Mercer St, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 2,006 Sq Ft
    • Built 1951

    Last Sold Summary

    • 4% Above List Price
    • $226/SF
    • 44 Days On Market

    Current Estimated Value $430,599

    Last Listing Agent Sandra Arnez Keller Williams Hudson Valley

    8-10 Mercer St, Middletown, NY 10940
    • 100 Hillside Dr Unit C8, Middletown, NY 10941

      Not Listed For Sale

      100 Hillside Dr Unit C8, Middletown, NY 10941

      • 2 Beds
      • 2.5 Baths
      • 1,418 Sq Ft
      • Built 1987
      100 Hillside Dr Unit C8, Middletown, NY 10941

      Last Sold Summary

      • $208/SF
      • 116 Days On Market
      • Last Sold Price $295,000
      • Oct 13, 2023

      Last Listing Agent Xiaohui Cui Keller Williams Hudson Valley

  • /28

    $434,999

    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft

    9 Chestnut St, Middletown, NY 10940

    Move in ready Colonial that perfectly balances classic charm with tasteful updates. This home has been meticulously maintained and features a bright, inviting interior. The kitchen serves as the heart of the home, updated with white shaker cabinets, granite countertops, an oversized island, and a full suite of stainless steel appliances. For added convenience, the first floor includes a dedicated

    Christian Lugo Howard Hanna Rand Realty

    9 Chestnut St, Middletown, NY 10940
  • /58

    $1,650 - $1,835

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 615 Sq Ft
    • Condo for Rent

    60 Linden Ave, Middletown, NY 10940

    Immaculate, beautiful remodeled, one-bedroom apartment in the heart of Middletown!This 5 star apartment is in a house with another 2 (1 basement and 1 Ground/1st floor) same owner apartments. This apartment has a bright and warm environment, the layout is modern and open with high ceilings and well-insulated.The apartment, includes: stainless steel appliances, granite counters, hardwood

    60 Linden Ave, Middletown, NY 10940
  • 20 Columbia Ave, Middletown, NY 10940

    $290,000 Sold Aug 20, 2025

    20 Columbia Ave, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 1920

    Last Sold Summary

    • 5% Above List Price
    • $235/SF
    • 3 Days On Market

    Current Estimated Value $299,650

    Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

    20 Columbia Ave, Middletown, NY 10940
    • 92 Linden Ave, Middletown, NY 10940

      Est $111,499 Not Listed For Sale

      92 Linden Ave, Middletown, NY 10940

      • Built 1918
      92 Linden Ave, Middletown, NY 10940

      Last Sold Summary

      • 72% Above List Price
      • $48/SF
      • 83 Days On Market
      • Last Sold Price $65,000
      • Aug 02, 2024

      Last Listing Agent Ashley Olson Minard eXp Realty

Showing Results 81 - 120, Page 3 of 18

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