21,435

Middletown, NY Homes

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  • /26

    $405,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,540 Sq Ft

    23 Peach Place, Middletown, NY 10940

    Welcome to this three-level townhouse located in Middletown, offering a one-car garage. The main level features a bright living room, with the kitchen and dining area located just beyond. The kitchen offers stainless steel appliances and plenty of cabinet and counter space. The refrigerator, microwave, and dryer were replaced in 2022. Sliding glass doors lead to a deck overlooking the yard. A

    Jie Liu Keller Williams Hudson Valley

    23 Peach Place, Middletown, NY 10940
  • /2

    Call for Price

    Cambridge Manor

    1 Bed

    28-38 Stoneridge Rd, Middletown, NY 10941

    28-38 Stoneridge Rd, Middletown, NY 10941
  • 162 Deer Ct Dr, Middletown, NY 10940

    $265,000 Sold Sep 29, 2025

    162 Deer Ct Dr, Middletown, NY 10940

    • 2 Beds
    • 2 Baths
    • 1,146 Sq Ft
    • Built 1991

    Last Sold Summary

    • $231/SF
    • 52 Days On Market

    Current Estimated Value $274,063

    Last Listing Agent Beverly Huaman Howard Hanna Rand Realty

    162 Deer Ct Dr, Middletown, NY 10940
    • 107 Jasmine Dr, Middletown, NY 10940

      Est $493,564 Not Listed For Sale

      107 Jasmine Dr, Middletown, NY 10940

      • 2 Beds
      • 2 Baths
      • 1,473 Sq Ft
      • Built 2010
      107 Jasmine Dr, Middletown, NY 10940

      Last Sold Summary

      • 6% Above List Price
      • $316/SF
      • 197 Days On Market

      Last Sold Price $465,000

      Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  • /31

    $439,900

    • 4 Beds
    • 2 Baths
    • 1,676 Sq Ft

    29 Howard Dr, Middletown, NY 10941

    Welcome to this 4-bedroom, 2-bath bilevel nestled in the desirable Panorama Hill section of Middletown, within the sought-after Pine Bush Central School District! Offering 1,676 sq ft of living space, this home has great bones and just needs a little love to make it shine. The main level features hardwood floors, a bright living room, dining room, full bath, and three comfortable bedrooms. Enjoy

    Antoinette Gundersen HomeSmart Homes & Estates

    29 Howard Dr, Middletown, NY 10941
  • /20

    $1,950 per month

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

    19 Bloomingburg Rd, Middletown, NY 10940

    Great Property for outdoor enjoyment. Freshly painted with new carpet. Private entrance on front of the building. Stairs to 2nd level, Spacious Kitchen & Living Room, Full bath with tub & shower, 1 Spacious & 1 Small Bedroom + stairs to storage above. Tenant pays electric, propane for heat and stove, and garbage removal. Additional Information: Amenities: Storage. Lease Term: Over 12 Months, 12

    Margaret Williams Century 21 E & M Williams Rlty

    19 Bloomingburg Rd, Middletown, NY 10940
  • 8 Red Oak Ct, Middletown, NY 10941

    $575,000 Sold Sep 26, 2025

    8 Red Oak Ct, Middletown, NY 10941

    • 4 Beds
    • 3 Baths
    • 2,916 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $197/SF
    • 45 Days On Market

    Current Estimated Value $584,767

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    8 Red Oak Ct, Middletown, NY 10941
    • 172 Stony Ford Rd, Middletown, NY 10941

      Est $823,203 Not Listed For Sale

      172 Stony Ford Rd, Middletown, NY 10941

      • 4 Beds
      • 4 Baths
      • 4,538 Sq Ft
      • Built 1903
      172 Stony Ford Rd, Middletown, NY 10941

      Last Sold Summary

      • 55% Above List Price
      • $117/SF
      • 95 Days On Market

      Last Sold Price $530,000

      Last Listing Agent Frank Cafarchio Keller Williams Realty

  • /32

    $425,000 Pending

    • 4 Beds
    • 3 Baths
    • 1,728 Sq Ft

    42 Genung St, Middletown, NY 10940

    BEAUTIFUL turn-key home located in MIDDLETOWN! Do NOT let the ouside fool you as this home is bigger than expected... Step inside this Ranch that is in mint condition with the upgrades it offers. Open floor layout from Living room to kitchen. New vinyl floors and recessed lighting throughout. Modern eat-in kitchen with new white cabinets, granite countertops, backsplash & gorgeous fresh out the

    Sandra Arnez Keller Williams Hudson Valley

    42 Genung St, Middletown, NY 10940
  • /20

    $1,795 - $2,800 per month

    Kensington Manor

    1 - 3 Beds

    1 Kensington Manor, Middletown, NY 10941

    Kensington Manor sets a new standard of quality, beauty and sophistication in a country setting. These contemporary, spacious apartment homes are conveniently located near New York City, minutes from I-84, Route 17 and The Catskills. Relax in our swimming pool or on your private balcony. Excellent school system, convenience and location...you'll be glad to call Kensington Manor home!

    1 Kensington Manor, Middletown, NY 10941
  • 214 Phillips St, Middletown, NY 10940

    $605,000 Sold Feb 26, 2026

    214 Phillips St, Middletown, NY 10940

    • 4 Beds
    • 3.5 Baths
    • 2,760 Sq Ft
    • Built 2022

    Last Sold Summary

    • 3% Below List Price
    • $219/SF
    • 222 Days On Market

    Current Estimated Value $608,486

    Last Listing Agent Donna Gray Redfin Real Estate

    214 Phillips St, Middletown, NY 10940
    • 14 W Jackson Ave, Middletown, NY 10940

      Est $423,271 Not Listed For Sale

      14 W Jackson Ave, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,818 Sq Ft
      • Built 1930
      14 W Jackson Ave, Middletown, NY 10940

      Last Sold Summary

      • 14% Above List Price
      • $204/SF
      • 17 Days On Market

      Last Sold Price $370,000

      Last Listing Agent Thomas Smith Cronin & Company Real Estate

  • /35

    $169,900

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    238 Concord Ln, Middletown, NY 10940

    Welcome to this beautifully updated two-bedroom, two-bathroom condominium in the heart of Middletown! This move-in-ready home features brand-new flooring throughout, a fully remodeled kitchen with modern appliances and finishes, and an updated furnace for optimal comfort and efficiency. Ideally situated in a prime location, this property offers easy access to shopping, dining, entertainment, and

    Andi Berisha BHHS Hudson Valley Properties

    238 Concord Ln, Middletown, NY 10940
  • /8

    $1,900 per month

    • 2 Beds
    • 2 Baths
    • 770 Sq Ft
    • Apartment for Rent

    91 North St Unit 201, Middletown, NY 10940

    Welcome to this spacious and inviting 2-bedroom, 2-bathroom apartment located on the second floor of a well-maintained property in Middletown, NY. This home is near shops, restaurants, and a park, putting everything you need just minutes away.

    Marlenie Mendez Luna Keller Williams Hudson Valley

    91 North St Unit 201, Middletown, NY 10940
  • 553 Route 17m, Middletown, NY 10940

    $317,000 Sold Aug 08, 2025

    553 Route 17m, Middletown, NY 10940

    • 2 Beds
    • 1 Bath
    • 1,225 Sq Ft
    • Built 1920

    Last Sold Summary

    • 1% Below List Price
    • $259/SF
    • 98 Days On Market

    Current Estimated Value $305,903

    Last Listing Agent Derek Greene Greene Realty Group

    553 Route 17m, Middletown, NY 10940
    • 540 County Route 49, Middletown, NY 10940

      Not Listed For Sale

      540 County Route 49, Middletown, NY 10940

      • 12 Beds
      • 3 Baths
      • 4,924 Sq Ft
      • Built 1986
      540 County Route 49, Middletown, NY 10940

      Last Sold Summary

      • $157/SF
      • 89 Days On Market

      Last Sold Price $775,000

      Last Listing Agent John McCarey John I McCarey

  • /22

    $350,000

    • 3 Beds
    • 1 Bath
    • 892 Sq Ft

    91 Mountain Ave, Middletown, NY 10940

    Looking for one-story living in a private dead end street, look no further as you have found it! Beautiful hardwood floors welcome you into a living room with plenty of window light followed by an eat-in kitchen that has been fully equipped with gorgeous stainless steel appliances, new counters and plenty of cabinet space. Three spacious bedrooms with plenty of closet space and a beautiful tiled

    Sandra Arnez Keller Williams Hudson Valley

    91 Mountain Ave, Middletown, NY 10940
  • /9

    $2,710 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    89 Cottage St Unit ID1466617P, Middletown, NY 10940

    The advertised rate of $2,711/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 31, 2027.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 ID1466617P, Middletown, NY 10940
  • 317 Wawayanda Ave, Middletown, NY 10940

    $335,000 Sold Sep 30, 2025

    317 Wawayanda Ave, Middletown, NY 10940

    • 4 Beds
    • 1 Bath
    • 1,124 Sq Ft
    • Built 1950

    Last Sold Summary

    • 3% Above List Price
    • $298/SF
    • 89 Days On Market

    Current Estimated Value $340,108

    Last Listing Agent Pete Wolven Hudson Valley Home Connection

    317 Wawayanda Ave, Middletown, NY 10940
    • Unlisted Address

      Est $564,277 Not Listed For Sale

      Unlisted Address

      • 4 Beds
      • 3 Baths
      • 2,091 Sq Ft
      • Built 2009
      Unlisted Address

      Last Sold Summary

      • 5% Above List Price
      • $256/SF
      • 68 Days On Market

      Last Sold Price $535,000

      Last Listing Agent Marilyn D'Andrea Integrity Real Estate, Inc.

  • /2

    $394,900 Coming Soon

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

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

    Welcome to 20 Dubois Street! Beautifully maintained split-level home located just minutes from SUNY Orange. This move-in-ready home features hardwood floors, a sun-filled living room, and a formal dining room. The updated designer kitchen offers upgraded hardware, a stylish backsplash, and a skylight for added natural light. The home includes four generously sized bedrooms, updated bathrooms with

    Isaiah Lopez Keller Williams Hudson Valley

    20 Dubois St Unit 18 1/2, Middletown, NY 10940
  • /13

    $1,500 per month

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

    44 John St Unit 3, Middletown, NY 10940

    MIDDLETOWN RENTAL!! A 2nd floor, 1 bedroom/1bath apartment is now available for immediate occupancy. This unit offers a oversized living room with plenty of window light followed by a kitchen with cabinet space. A medium size bedroom and a full bathroom with tiled floors and newer vanity completes this apartment. Limited shared driveway access for parking and street parking. Short distance to

    Sandra Arnez Keller Williams Hudson Valley

    44 John St Unit 3, Middletown, NY 10940
  • 145 Ruth Ct, Middletown, NY 10940

    $252,000 Sold Apr 18, 2025

    145 Ruth Ct, Middletown, NY 10940

    • 2 Beds
    • 2 Baths
    • 1,049 Sq Ft
    • Built 2008

    Last Sold Summary

    • 1% Above List Price
    • $240/SF
    • 60 Days On Market

    Current Estimated Value $267,176

    Last Listing Agent Pedro Garcia Curasi Realty, Inc.

    145 Ruth Ct, Middletown, NY 10940
    • 338 van Duzer Rd, Middletown, NY 10940

      Est $507,768 Not Listed For Sale

      338 van Duzer Rd, Middletown, NY 10940

      • 4 Beds
      • 3.5 Baths
      • 2,758 Sq Ft
      • Built 1801
      338 van Duzer Rd, Middletown, NY 10940

      Last Sold Summary

      • 56% Above List Price
      • $118/SF
      • 62 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Nicholas Cuomo Keller Williams Realty

  • /27

    $299,999 Open Sun 11AM - 1PM

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

    6 Eaton Ct, Middletown, NY 10940

    Welcome to 6?Eaton Court, a bright and comfortable 3-bed, 1.5-bath townhouse nestled in a well-maintained Middletown community. With low-maintenance living made easy, this home is perfect for buyers who want to enjoy life — not worry about it. Step inside to find a smartly laid-out floor plan, where the living areas flow seamlessly and natural light fills the space. The three bedrooms offer

    Vincent Reda Keller Williams Realty

    6 Eaton Ct, Middletown, NY 10940
  • /9

    $2,087 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    89 Cottage St Unit SI ID1466616P, Middletown, NY 10940

    The advertised rate of $2,087/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 24, 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 ID1466616P, Middletown, NY 10940
  • 16 Robertson Dr, Middletown, NY 10940

    $371,000 Sold Aug 19, 2025

    16 Robertson Dr, Middletown, NY 10940

    • 2 Beds
    • 1.5 Baths
    • 1,404 Sq Ft
    • Built 1955

    Last Sold Summary

    • 24% Above List Price
    • $264/SF
    • 19 Days On Market

    Current Estimated Value $371,264

    Last Listing Agent Virginia Corbett eXp Realty

    16 Robertson Dr, Middletown, NY 10940
    • 704 Route 211 W Unit 706, Middletown, NY 10940

      Not Listed For Sale

      704 Route 211 W Unit 706, Middletown, NY 10940

      • 9 Beds
      • 3 Baths
      • 3,090 Sq Ft
      • Built 1925
      704 Route 211 W Unit 706, Middletown, NY 10940

      Last Sold Summary

      • $139/SF
      • 105 Days On Market

      Last Sold Price $430,000

      Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

  • /48

    $1,100,000

    • 4 Beds
    • 3 Baths
    • 2,787 Sq Ft

    441 Scotchtown Collabar Rd, Middletown, NY 10941

    Colonial Masterpiece - This one-of-a-kind Hudson Valley residence artfully combines authentic, historic character with flawless contemporary design set on a bucolic, level parcel. The c. 1790’s antique colonial portion of the home features a timeless natural stone facade, standing seam roof, and welcoming red front door evoking true period charm. An architecturally inspired contemporary wing clad

    Jacob Matthews Ellis Sotheby's Intl Realty

    441 Scotchtown Collabar Rd, Middletown, NY 10941
  • /26

    $2,600 per month

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • House for Rent

    91 Sarah Ln, Middletown, NY 10941

    newly remodel 3 bedroom one and half bathroom single family house in Goshen school.

    Feng Chang Acer Realty Inc

    91 Sarah Ln, Middletown, NY 10941
  • 22 Bonnell St, Middletown, NY 10940

    $318,000 Sold Dec 12, 2025

    22 Bonnell St, Middletown, NY 10940

    • 4 Beds
    • 3 Baths
    • 1,374 Sq Ft
    • Built 1890

    Last Sold Summary

    • 14% Above List Price
    • $231/SF
    • 65 Days On Market

    Current Estimated Value $309,093

    Last Listing Agent Emmett McDowell Keller Williams Rlty Integrity

    22 Bonnell St, Middletown, NY 10940
    • 27 Cornwall Ln, Middletown, NY 10940

      Est $479,149 Not Listed For Sale

      27 Cornwall Ln, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 2,427 Sq Ft
      • Built 2009
      27 Cornwall Ln, Middletown, NY 10940

      Last Sold Summary

      • 11% Above List Price
      • $177/SF
      • 25 Days On Market

      Last Sold Price $430,000

      Last Listing Agent Cindy Hayes Compass Greater NY, LLC

  • /30

    $339,999

    • 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

    Richard Baxter Keller Williams Realty

    5 Mills Ave, Middletown, NY 10940
  • /10

    $1,970 per month

    • Studio
    • 1 Bath
    • Condo for Rent

    149 Wickham Ave Unit SI ID1056804P, 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

    149 Wickham Ave Unit SI ID1056804P, Middletown, NY 10940
  • 42 Prince St, Middletown, NY 10940

    $463,750 Sold Jun 06, 2025

    42 Prince St, Middletown, NY 10940

    • 4 Beds
    • 2 Baths
    • 1,744 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $266/SF
    • 163 Days On Market

    Current Estimated Value $437,493

    Last Listing Agent Jean DiMatteo DiMatteo Realty LLC

    42 Prince St, Middletown, NY 10940
    • 51 Cornwall Ln, Middletown, NY 10940

      Est $467,713 Not Listed For Sale

      51 Cornwall Ln, Middletown, NY 10940

      • 3 Beds
      • 3.5 Baths
      • 1,790 Sq Ft
      • Built 2009
      51 Cornwall Ln, Middletown, NY 10940

      Last Sold Summary

      • 13% Above List Price
      • $231/SF
      • 65 Days On Market

      Last Sold Price $413,400

      Last Listing Agent Sol Perry BHG Real Estate Green Team

  • /48

    $299,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,196 Sq Ft

    50 Brola Rd, Middletown, NY 10940

    Bring your vision to life at 50 Brola Road. Perfectly situated in the picturesque countryside within the Minisink school district you will find a tremendous opportunity. The home itself offers a spacious and open floor plan along with ample parking, fenced rear yard, plenty of storage space and room for expansion. There is a building lot to the right of the property that can be purchased for a

    Nicholas Carbone HomeSmart Homes & Estates

    50 Brola Rd, Middletown, NY 10940
  • /15

    $2,500 per month

    • 3 Beds
    • 1 Bath
    • 1,278 Sq Ft
    • House for Rent

    39 Crescent Place, Middletown, NY 10940

    Very Beautifully renovated home on a quiet street in Middletown. Perfect location close to schools, shopping, and playgrounds. Clean hardwood floors, updated kitchen, newly paved driveway, finished patio, and plenty of natural light. In addition, all windows were replaced in 2020Basement for personal use

    Zhiheng Tang Keller Williams Hudson Valley

    39 Crescent Place, Middletown, NY 10940
  • 82 Houston Ave, Middletown, NY 10940

    $319,000 Sold Nov 26, 2025

    82 Houston Ave, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,124 Sq Ft
    • Built 1929

    Last Sold Summary

    • $284/SF
    • 26 Days On Market

    Current Estimated Value $316,887

    Last Listing Agent Wendy Beck Krumpfer Realty Group, LLC

    82 Houston Ave, Middletown, NY 10940
    • 5 Avoncroft Ln, Middletown, NY 10940

      Est $492,826 Not Listed For Sale

      5 Avoncroft Ln, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 2,521 Sq Ft
      • Built 2009
      5 Avoncroft Ln, Middletown, NY 10940

      Last Sold Summary

      • 4% Above List Price
      • $188/SF
      • 12 Days On Market

      Last Sold Price $475,000

      Last Listing Agent Angelique Tapia KFortuna All Aspects Realty

Showing Results 161 - 200, Page 5 of 18

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