21,435

Middletown, NY Homes

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  • /26

    $599,990

    • 3 Beds
    • 3 Baths
    • 1,332 Sq Ft

    2078 Route 6, Middletown, NY 10940

    Unique bi-level house with spectacular 9-foot ceilings , from the moment you step inside , the grand entryway and soaring ceilings set the tone , complemented by abundant natural light and stunning views, just off entry the heart of the home awaits- beautiful granite countertop in kitchen with stainless appliances , hardwood floors flows seamlessly through the cozy living room anchored by a

    Steve Ruiz-Esparza eRealty Advisors, Inc

    2078 Route 6, Middletown, NY 10940
  • /5

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 2,475 Sq Ft
    • Condo for Rent

    390 Crystal Run Rd Unit 107 A, Middletown, NY 10941

    Property Id: 1833646Great location at the intersection of Crystal Run Road and Goshen Turnpike. Great visibility and join the company of elite tenants mostly Healthcare Fitness related.. doctors, dentist, high-end Spa offering amongst other services including Botox, Dance Studio, medical and service providers. Office type space available and an open area good for a party hall,

    390 Crystal Run Rd Unit 107 A, Middletown, NY 10941
  • 20 Avoncroft Ln, Middletown, NY 10940

    $485,000 Sold Jul 01, 2025

    20 Avoncroft Ln, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,521 Sq Ft
    • Built 2009

    Last Sold Summary

    • 1% Below List Price
    • $192/SF
    • 157 Days On Market

    Current Estimated Value $491,371

    Last Listing Agent D'Wana Haynesworth YourHomeSold Guaranteed Realty

    20 Avoncroft Ln, Middletown, NY 10940
    • 32 Stagecoach Dr, Middletown, NY 10940

      Est $701,935 Not Listed For Sale

      32 Stagecoach Dr, Middletown, NY 10940

      • 4 Beds
      • 2.5 Baths
      • 3,626 Sq Ft
      • Built 1998
      32 Stagecoach Dr, Middletown, NY 10940

      Last Sold Summary

      • 2% Above List Price
      • $189/SF
      • 273 Days On Market

      Last Sold Price $685,000

      Last Listing Agent Susan Giordano John J Lease REALTORS Inc

  • /2

    $21,200 Pending

    • Land
    • 0.13 Acre
    • $167,854 per Acre

    8 Knapp Ave, Middletown, NY 10940

    Vacant lot. All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract. Absolutely no repairs before closing. This property is sold As-Is. This is a REO auction property.

    Neven Spralja REALHome Services & Solutions

    8 Knapp Ave, Middletown, NY 10940
  • /23

    $2,700 per month

    • 3 Beds
    • 1.5 Baths
    • 1,466 Sq Ft
    • Apartment for Rent

    647 County Highway 78, Middletown, NY 10940

    SPACIOUS MIDDLETOWN RENTAL IN THE MINISINK VALLEY SCHOOL DISTRICT!! Discover this beautifully updated 3-bedroom, 2-bath rental ideally situated in Middletown and located in the highly sought-after Minisink Valley School District. Set in a peaceful setting with easy access to major routes, shopping, and everyday conveniences, this home offers both comfort and convenience in one inviting package.

    Richard Baxter Keller Williams Realty

    647 County Highway 78, Middletown, NY 10940
  • /2

    $472,000 Sold Feb 13, 2026

    7001 James Francis Dr, Lockport-Town, NY 14094

    • 3 Beds
    • 2 Baths
    • 1,756 Sq Ft
    • Built 2026

    Last Sold Summary

    • 5% Above List Price
    • $269/SF
    • 0 Days On Market

    Last Listing Agent Kathleen Dimillo Listing by HUNT Real Estate Corporation

    7001 James Francis Dr, Lockport-Town, NY 14094
    • 978 Scotchtown Collabar Rd, Middletown, NY 10941

      Est $437,863 Not Listed For Sale

      978 Scotchtown Collabar Rd, Middletown, NY 10941

      • 3 Beds
      • 3 Baths
      • 2,994 Sq Ft
      • Built 1978
      978 Scotchtown Collabar Rd, Middletown, NY 10941

      Last Sold Summary

      • 4% Above List Price
      • $140/SF
      • 9 Days On Market

      Last Sold Price $420,000

      Last Listing Agent Derek Greene Greene Realty Group

  • /24

    $325,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,452 Sq Ft

    46 Silo Ln, Middletown, NY 10940

    Welcome to your dream home in the heart of The Meadows, a serene and welcoming community that promises both peace and convenience. Tucked away on a quiet cul-de-sac, this charming townhouse offers the perfect blend of comfort, style, and functionality. As you step inside, you'll be greeted by an open and airy main level that invites you to unwind. The spacious living room is bathed in natural

    Jason Dillon eXp Realty

    46 Silo Ln, Middletown, NY 10940
  • /9

    $1,970 per month

    • Studio
    • 1 Bath
    • Condo for Rent

    73 Cottage St Unit SI ID1056801P, Middletown, NY 10940

    The advertised rate of $1,970/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 28, 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

    73 Cottage St Unit SI ID1056801P, Middletown, NY 10940
  • 122 W Main St, Middletown, NY 10940

    $620,000 Sold Sep 18, 2025

    122 W Main St, Middletown, NY 10940

    • 6 Beds
    • 4 Baths
    • 4,491 Sq Ft
    • Built 1900

    Last Sold Summary

    • 11% Below List Price
    • $138/SF
    • 26 Days On Market

    Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

    122 W Main St, Middletown, NY 10940
    • 74 Upper Rd, Middletown, NY 10940

      Est $500,391 Not Listed For Sale

      74 Upper Rd, Middletown, NY 10940

      • 4 Beds
      • 2.5 Baths
      • 2,170 Sq Ft
      • Built 1966
      74 Upper Rd, Middletown, NY 10940

      Last Sold Summary

      • 27% Above List Price
      • $182/SF
      • 178 Days On Market

      Last Sold Price $395,000

      Last Listing Agent Brenda Owens-Milner Keller Williams Hudson Valley

  • /39

    $525,000

    • 5 Beds
    • 2 Baths
    • 2,515 Sq Ft

    3 Ben Lomond Dr, Middletown, NY 10941

    Welcome to 3 Ben Lomond Drive, a meticulously maintained home nestled in a quiet Middletown neighborhood surrounded by parks, hiking paths, and running trails, offering the perfect blend of space, comfort, and lifestyle convenience. This expansive residence features 5 bedrooms and 2 full bathrooms, with a bright, open layout ideal for both everyday living and entertaining. The main level

    Joseph Rubeo Keller Williams Hudson Valley

    3 Ben Lomond Dr, Middletown, NY 10941
  • /10

    $1,700 per month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    2 E Main St Unit 4, Middletown, NY 10940

    This beautiful third-level apartment offers a perfect blend of modern updates and classic charm. Located on the third and fourth levels of a downtown building, this one-bedroom, one-bath unit is sure to impress. Enjoy the warmth and elegance of hardwood floors throughout the living room and bedroom. Large windows flood the space with natural light, creating a bright and welcoming atmosphere. The

    Nancy LaBarbera Keller Williams Hudson Valley

    2 E Main St Unit 4, Middletown, NY 10940
  • 118 White Bridge Rd, Middletown, NY 10940

    $429,000 Sold Aug 20, 2025

    118 White Bridge Rd, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,794 Sq Ft
    • Built 1991

    Last Sold Summary

    • 7% Below List Price
    • $239/SF
    • 57 Days On Market

    Current Estimated Value $443,464

    Last Listing Agent Feng Chang Acer Realty Inc

    118 White Bridge Rd, Middletown, NY 10940
    • 26 Maple Dr, Middletown, NY 10940

      Est $477,657 Not Listed For Sale

      26 Maple Dr, Middletown, NY 10940

      • 4 Beds
      • 2 Baths
      • 2,038 Sq Ft
      • Built 1982
      26 Maple Dr, Middletown, NY 10940

      Last Sold Summary

      • 9% Above List Price
      • $216/SF
      • 80 Days On Market

      Last Sold Price $440,000

      Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  • /43

    $435,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,939 Sq Ft

    35 East Ave, Middletown, NY 10940

    OFFER ACCEPTED This charming two-family home offers an exceptional opportunity for both owner-occupants and investors alike. Step onto the inviting wraparound porch—a perfect place to relax and enjoy the neighborhood—before entering the first unit. Inside, you’ll find hardwood floors, abundant natural light, and a comfortable, well-designed layout. The 2 kitchens are equipped with new appliances,

    Gail Rachlin Keller Williams Hudson Valley

    35 East Ave, Middletown, NY 10940
  • /9

    $1,970 per month

    • Studio
    • 1 Bath
    • 154 New York 211-SI ID1056805P

    154 Ny-211 Unit SI ID1056805P, Middletown, NY 10940

    The advertised rate of $1,970/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 28, 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

    154 Ny-211 Unit SI ID1056805P, Middletown, NY 10940
  • 261 Ruth Ct, Middletown, NY 10940

    $241,000 Sold Feb 06, 2026

    261 Ruth Ct, Middletown, NY 10940

    • 2 Beds
    • 2 Baths
    • 880 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Above List Price
    • $274/SF
    • 27 Days On Market

    Current Estimated Value $230,049

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    261 Ruth Ct, Middletown, NY 10940
    • 19 1/2 Myrtle Ave, Middletown, NY 10940

      Est $346,515 Not Listed For Sale

      19 1/2 Myrtle Ave, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,728 Sq Ft
      • Built 1915
      19 1/2 Myrtle Ave, Middletown, NY 10940

      Last Sold Summary

      • 22% Above List Price
      • $165/SF
      • 32 Days On Market

      Last Sold Price $285,000

      Last Listing Agent John Biasi Howard Hanna Rand Realty

  • /3

    $69,000

    • Land
    • 6.5 Acres
    • $10,615 per Acre

    0 County Road 49, Middletown, NY 10940

    6 Acres of Raw Land! Prime Middletown parcel with potential for residential development or investment. Quiet lot with easy access to main roads and nearby amenities. Drive-by only. Utilities not confirmed.

    Bryant Moran YourHomeSold Guaranteed Realty

    0 County Road 49, Middletown, NY 10940
  • /17

    $1,700 per month

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

    2213 Mount Hope Rd Unit C, Middletown, NY 10940

    Newly-renovated and freshly-painted apartments in a great location close to all of Middletown’s amenities. Nothing to do but move in! There are three units in total located on the second level above a garage space used for an HVAC business. Unit A is 2BR/1BA; Units B and C are each 1BR/1BA. Brimming with natural light, each apartment offers large, spacious rooms with updated kitchens and

    Vanessa Wight BHG Real Estate Green Team

    2213 Mount Hope Rd Unit C, Middletown, NY 10940
  • 30 Eagles Way, Middletown, NY 10940

    $655,000 Sold Feb 20, 2026

    30 Eagles Way, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,430 Sq Ft
    • Built 2013

    Last Sold Summary

    • 1% Above List Price
    • $270/SF
    • 42 Days On Market

    Current Estimated Value $643,788

    Last Listing Agent Amanda Brehm Keller Williams Hudson Valley

    30 Eagles Way, Middletown, NY 10940
    • 27 Cornfield Rd, Middletown, NY 10940

      Est $489,155 Not Listed For Sale

      27 Cornfield Rd, Middletown, NY 10940

      • 5 Beds
      • 2 Baths
      • 1,988 Sq Ft
      • Built 1975
      27 Cornfield Rd, Middletown, NY 10940

      Last Sold Summary

      • 5% Below List Price
      • $259/SF
      • 26 Days On Market

      Last Sold Price $515,000

      Last Listing Agent Donna Reese Keller Williams Hudson Valley

  • /28

    $849,000

    • 5 Beds
    • 2.5 Baths
    • 3,764 Sq Ft

    238 S Centerville Rd, Middletown, NY 10940

    Spacious Country Retreat on 22.6 Acres in Minisink Valley School District This exceptional property offers privacy, comfort, and extensive amenities set on 22.6 picturesque acres. The master bedroom and bathroom were updated in 2016, complemented by a wet bar in the family room—perfect for entertaining. The home features three fireplaces and a wood stove, creating warmth and character throughout.

    Linda VanDeWeert BHG Real Estate Green Team

    238 S Centerville Rd, Middletown, NY 10940
  • /8

    $1,970 per month

    • Studio
    • 1 Bath
    • Condo for Rent

    73 Cottage St Unit SI ID1056796P, Middletown, NY 10940

    The advertised rate of $1,970/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 28, 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

    73 Cottage St Unit SI ID1056796P, Middletown, NY 10940
  • 40 Carpenter Ave, Middletown, NY 10940

    $141,000 Sold May 28, 2025

    40 Carpenter Ave, Middletown, NY 10940

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft
    • Built 1930

    Last Sold Summary

    • 6% Below List Price
    • $210/SF
    • 39 Days On Market

    Current Estimated Value $165,272

    Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

    40 Carpenter Ave, Middletown, NY 10940
    • 15 Upper Rd, Middletown, NY 10940

      Est $586,704 Not Listed For Sale

      15 Upper Rd, Middletown, NY 10940

      • 4 Beds
      • 3.5 Baths
      • 2,513 Sq Ft
      • Built 1988
      15 Upper Rd, Middletown, NY 10940

      Last Sold Summary

      • 20% Above List Price
      • $195/SF
      • 45 Days On Market

      Last Sold Price $490,000

      Last Listing Agent Ezekiel Williams eRealty Advisors, Inc

  • /26

    $150,000

    • 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
  • /21

    $2,100 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    2213 Mount Hope Rd Unit A, Middletown, NY 10940

    Newly-renovated and freshly-painted apartments in a great location close to all of Middletown’s amenities. Nothing to do but move in! There are three units in total located on the second level above a garage space used for an HVAC business. Unit A is 2BR/1BA; Units B and C are each 1BR/1BA. Brimming with natural light, each apartment offers large, spacious rooms with updated kitchens and

    Vanessa Wight BHG Real Estate Green Team

    2213 Mount Hope Rd Unit A, Middletown, NY 10940
  • 62 Beers Dr, Middletown, NY 10940

    $344,500 Sold Mar 14, 2025

    62 Beers Dr, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,284 Sq Ft
    • Built 1958

    Last Sold Summary

    • 2% Above List Price
    • $268/SF
    • 14 Days On Market

    Current Estimated Value $361,606

    Last Listing Agent Robin Kelly Picture It Sold, LLC

    62 Beers Dr, Middletown, NY 10940
    • 225 Upper Rd, Middletown, NY 10940

      Est $292,252 Not Listed For Sale

      225 Upper Rd, Middletown, NY 10940

      • 2 Beds
      • 1.5 Baths
      • 1,200 Sq Ft
      • Built 1978
      225 Upper Rd, Middletown, NY 10940

      Last Sold Summary

      • 12% Above List Price
      • $217/SF
      • 77 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Keith Sumner John J Lease REALTORS Inc

  • /44

    $575,000 Pending

    • 6 Beds
    • 4 Baths
    • 2,074 Sq Ft

    126 W Main St, Middletown, NY 10940

    STUNNING MIDDLETOWN MULTI-FAMILY is now available for your purchase!! This 2-family Colonial is in turn-key condition and offers all the space that you need with nothing left to do but unpack. Ideal for an extended family or allow the rental income of the other unit pay your mortgage! The main home consists of 3 bedrooms, one being a 1st level Suite with a private bath. A 3 bedroom, 2.5 bath with

    Sandra Arnez Keller Williams Hudson Valley

    126 W Main St, Middletown, NY 10940
  • /10

    $2,297 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    89 Cottage St Unit SI ID1466615P, Middletown, NY 10940

    The advertised rate of $2,297/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

    89 Cottage St Unit SI ID1466615P, Middletown, NY 10940
  • 97 Rolling Meadows Rd, Middletown, NY 10940

    $465,000 Sold Jun 23, 2025

    97 Rolling Meadows Rd, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,055 Sq Ft
    • Built 1979

    Last Sold Summary

    • 3% Above List Price
    • $226/SF
    • 155 Days On Market

    Current Estimated Value $474,542

    Last Listing Agent Kathy White Exit Realty Connections

    97 Rolling Meadows Rd, Middletown, NY 10940
    • 8 Jean Ridge Rd, Middletown, NY 10940

      Est $461,716 Not Listed For Sale

      8 Jean Ridge Rd, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 1,924 Sq Ft
      • Built 1972
      8 Jean Ridge Rd, Middletown, NY 10940

      Last Sold Summary

      • 11% Above List Price
      • $216/SF
      • 27 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Adriane Werkema Easy Lifestyle Real Estate

  • /15

    $99,000

    • Land
    • 5.1 Acres
    • $19,412 per Acre

    Lot 11 Meadow Brook Dr, Middletown, NY 12455

    Tucked away in the pastoral rolling hills, just a short drive from down town Margaretville, this very special 5 acre parcel is sure to check many boxes on your wish list. A peaceful and serene setting with beautiful scenic views and rolling open meadows backed by magical woods to explore. With several possible building sites this parcels offers what most are looking for. Easy access, and close to

    Rosalie Glauser Listing by Frank Lumia Real Estate Plus!, LLC

    Lot 11 Meadow Brook Dr, Middletown, NY 12455
  • /32

    $5,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,492 Sq Ft
    • House for Rent

    201 County Route 50, Middletown, NY 10940

    Discover your family's oasis on 4.1 acres next to West Hills Country Club! This stunning 4-bedroom home, complete with a grand master suite, will exceed your expectations. Enjoy the above-ground pool with smart monitoring, heated outdoor tub, and spacious deck with grill. Kids will love the playground, while adults appreciate the high-privacy fence. Inside, find surprises like a basement movie

    Sandra Arnez Keller Williams Hudson Valley

    201 County Route 50, Middletown, NY 10940
  • 38 Highrose Ridge Way, Middletown, NY 10940

    $475,000 Sold Dec 04, 2025

    38 Highrose Ridge Way, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,763 Sq Ft
    • Built 2019

    Last Sold Summary

    • 3% Below List Price
    • $172/SF
    • 73 Days On Market

    Current Estimated Value $475,757

    Last Listing Agent Donna Reese Keller Williams Hudson Valley

    38 Highrose Ridge Way, Middletown, NY 10940
    • 48 Karen Joy Dr, Middletown, NY 10940

      Est $476,836 Not Listed For Sale

      48 Karen Joy Dr, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 2,030 Sq Ft
      • Built 1998
      48 Karen Joy Dr, Middletown, NY 10940

      Last Sold Summary

      • 10% Above List Price
      • $214/SF
      • 47 Days On Market

      Last Sold Price $435,000

      Last Listing Agent Jian Gonzalez RE/MAX Opulent

Showing Results 241 - 280, Page 7 of 18

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