21,559

Middletown, NY Homes

Section Image
    • 9 Harcourt Mews, Middletown, NY 10940

      Est $367,499 Not Listed For Sale

      9 Harcourt Mews, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 1,650 Sq Ft
      • Built 1985
      9 Harcourt Mews, Middletown, NY 10940

      Last Sold Summary

      • 5% Above List Price
      • $212/SF
      • 37 Days On Market
      • Last Sold Price $350,000
      • Aug 28, 2024

      Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  • /26

    $319,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,484 Sq Ft

    15 Rivervale Rd, Middletown, NY 10940

    Welcome to this 3-bedroom, 1.5-bath townhouse. The main level features a kitchen with a refrigerator updated in 2023, along with a dining area and living room. The living room opens to the backyard through sliding doors. A convenient half bathroom and a washer (updated in 2023) are also located on the first floor. Upstairs, you will find three bedrooms and a full bathroom with a double-sink

    Jie Liu Keller Williams Hudson Valley

    15 Rivervale Rd, Middletown, NY 10940
  • 227 Deer Ct Dr, Middletown, NY 10940

    $436,000 Sold Apr 24, 2026

    227 Deer Ct Dr, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,919 Sq Ft
    • Built 1991

    Last Sold Summary

    • 7% Above List Price
    • $227/SF
    • 22 Days On Market

    Current Estimated Value $408,790

    Last Listing Agent Jie Liu Keller Williams Hudson Valley

    227 Deer Ct Dr, Middletown, NY 10940
    • 4 Marsham Ct, Middletown, NY 10940

      Est $352,278 Not Listed For Sale

      4 Marsham Ct, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 1,604 Sq Ft
      • Built 1985
      4 Marsham Ct, Middletown, NY 10940

      Last Sold Summary

      • 3% Above List Price
      • $213/SF
      • 68 Days On Market
      • Last Sold Price $341,000
      • Aug 02, 2024

      Last Listing Agent Wenpeng Guan Keller Williams Hudson Valley

  • /11

    $1,475,000

    • Land
    • 92.31 Acres
    • $15,979 per Acre

    0 Red Kill Rd, Middletown, NY 12430

    92.30 acres for sale in the Catskill Mountains New York.This secluded and versatile property is now for sale for the first time since 1996. Set above the charming Village of Fleischmanns and just 0.6 miles from Main Street, this 92-acre parcel offers the privacy of a wilderness retreat with the convenience of a village doorstep.-Interior roadways.-A large man-made spring-fed pond and

    peter neumann Listing by Keller Williams Upstate NY Properties

    0 Red Kill Rd, Middletown, NY 12430
  • 8 Park Row, Middletown, NY 10941

    $340,000 Sold Dec 19, 2025

    8 Park Row, Middletown, NY 10941

    • 4 Beds
    • 1.5 Baths
    • 1,496 Sq Ft
    • Built 1965

    Last Sold Summary

    • 4% Above List Price
    • $227/SF
    • 27 Days On Market

    Current Estimated Value $340,914

    Last Listing Agent Vanessa Wight BHG Real Estate Green Team

    8 Park Row, Middletown, NY 10941
    • 6 Saint Stephens Close, Middletown, NY 10940

      Est $359,495 Not Listed For Sale

      6 Saint Stephens Close, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,604 Sq Ft
      • Built 1985
      6 Saint Stephens Close, Middletown, NY 10940

      Last Sold Summary

      • 1% Above List Price
      • $221/SF
      • 45 Days On Market
      • Last Sold Price $355,000
      • Dec 10, 2024

      Last Listing Agent Juan Bautista Serhant LLC

  • /43

    $325,000

    • 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
  • 4 Wayne Ct, Middletown, NY 10941

    $538,900 Sold Mar 31, 2026

    4 Wayne Ct, Middletown, NY 10941

    • 4 Beds
    • 2.5 Baths
    • 2,404 Sq Ft
    • Built 2004

    Last Sold Summary

    • $224/SF
    • 33 Days On Market

    Current Estimated Value $616,095

    Last Listing Agent Antoinette Gundersen HomeSmart Homes & Estates

    4 Wayne Ct, Middletown, NY 10941
    • 4 Allan Park Mews, Middletown, NY 10940

      Est $347,135 Not Listed For Sale

      4 Allan Park Mews, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 1,516 Sq Ft
      • Built 1985
      4 Allan Park Mews, Middletown, NY 10940

      Last Sold Summary

      • 2% Above List Price
      • $224/SF
      • 27 Days On Market
      • Last Sold Price $340,000
      • Oct 03, 2024

      Last Listing Agent Kevin Grier Keller Williams Hudson Valley

  • /50

    $868,509

    • 4 Beds
    • 4 Baths
    • 3,200 Sq Ft

    204 Brola Rd, Middletown, NY 10940

    Outdoor Paradise Meets Spacious Living on 10 Private Acres. Welcome to your own private retreat—where nature, recreation, and comfort come together seamlessly. Set on 10 picturesque acres (including 8 acres of tranquil woodland), this beautifully improved property offers endless opportunities for outdoor living and year-round enjoyment. At the heart of the property is a stunning 120 x 140

    Kristine Many Keller Williams Realty

    204 Brola Rd, Middletown, NY 10940
  • 36 Karen Dr, Middletown, NY 10940

    $360,000 Sold Sep 19, 2025

    36 Karen Dr, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,436 Sq Ft
    • Built 1965

    Last Sold Summary

    • 5% Below List Price
    • $251/SF
    • 122 Days On Market

    Current Estimated Value $381,399

    Last Listing Agent Jason Madison eXp Realty

    36 Karen Dr, Middletown, NY 10940
    • 2 Allan Park Mews, Middletown, NY 10940

      Est $355,423 Not Listed For Sale

      2 Allan Park Mews, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 1,604 Sq Ft
      • Built 1985
      2 Allan Park Mews, Middletown, NY 10940

      Last Sold Summary

      • 3% Above List Price
      • $215/SF
      • 31 Days On Market
      • Last Sold Price $345,000
      • Oct 30, 2024

      Last Listing Agent Dulce M Ferrera Keller Williams Hudson Valley

  • /41

    $369,000

    • 2 Beds
    • 2 Baths
    • 1,922 Sq Ft

    5 Mayer Dr, Middletown, NY 10940

    THIS IS IT! The one you've been looking for! End your search with this sun-kissed, 2 beds/2 bath gorgeous end unit townhouse with NO HOA FEES!!! A perfect 3 story townhouse with a finished basement and a one car garage. This elegant unit boasts lots of natural light, large updated eat-in-kitchen with granite countertops, stainless appliances, spacious master bedroom, and updated bathrooms. Open

    Anita S. Cristiano HomeSmart Homes & Estates

    5 Mayer Dr, Middletown, NY 10940
  • 19 Woodrose Ct, Middletown, NY 10940

    $475,000 Sold Aug 21, 2025

    19 Woodrose Ct, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,890 Sq Ft
    • Built 2020

    Last Sold Summary

    • 6% Above List Price
    • $164/SF
    • 31 Days On Market

    Current Estimated Value $490,687

    Last Listing Agent Debbie Goldstein Howard Hanna Rand Realty

    19 Woodrose Ct, Middletown, NY 10940
    • 3 Langton Mews, Middletown, NY 10940

      Est $363,949 Not Listed For Sale

      3 Langton Mews, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,725 Sq Ft
      • Built 1985
      3 Langton Mews, Middletown, NY 10940

      Last Sold Summary

      • 10% Above List Price
      • $191/SF
      • 36 Days On Market
      • Last Sold Price $330,000
      • Jan 22, 2024

      Last Listing Agent Pedro Garcia Curasi Realty, Inc.

  • /27

    $324,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,508 Sq Ft

    34 Hampton Ct, Middletown, NY 10941

    Welcome home to this 3-bedroom, 1.5-bath end-unit townhouse, where convenience meets comfort. The expansive living room serves as the heart of the home, featuring large glass sliders that transition seamlessly to a sprawling backyard—perfect for weekend BBQs or a peaceful afternoon in the sun. Upstairs, the primary suite is a true retreat, boasting private doors that lead to your own personal

    Pedro Garcia Curasi Realty, Inc.

    34 Hampton Ct, Middletown, NY 10941
  • 1538 Route 211 W, Middletown, NY 10940

    $270,000 Sold Jan 05, 2026

    1538 Route 211 W, Middletown, NY 10940

    • 2 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 1920

    Last Sold Summary

    • 10% Below List Price
    • $176/SF
    • 68 Days On Market

    Current Estimated Value $302,773

    Last Listing Agent John Olivero Keller Williams Realty

    1538 Route 211 W, Middletown, NY 10940
    • 15 Placid Ave, Middletown, NY 10941

      Est $469,648 Not Listed For Sale

      15 Placid Ave, Middletown, NY 10941

      • 3 Beds
      • 2.5 Baths
      • 2,088 Sq Ft
      • Built 1986
      15 Placid Ave, Middletown, NY 10941

      Last Sold Summary

      • 1% Below List Price
      • $227/SF
      • 31 Days On Market
      • Last Sold Price $475,000
      • Sep 19, 2024

      Last Listing Agent Dulce M Ferrera Keller Williams Hudson Valley

  • /43

    $745,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,395 Sq Ft

    903 Rd, Middletown, NY 12421

    Rare Catskills Investment Retreat — Pool, Views & Proven Short-Term Rental Income. One of the few properties in the Catskills with a private pool and the income to match, this turnkey 4-bedroom, 2-bath mountain retreat on 5+ acres offers a competitive edge that most area listings simply cannot. The private pool extends peak demand well beyond the winter ski season, attracting premium summer

    Ashley O'Malley Listing by Jewett and Jewett LLC

    903 Rd, Middletown, NY 12421
  • 48 Beacon St, Middletown, NY 10940

    $380,000 Sold Feb 12, 2026

    48 Beacon St, Middletown, NY 10940

    • 6 Beds
    • 2 Baths
    • 2,738 Sq Ft
    • Built 1900

    Last Sold Summary

    • $139/SF
    • 9 Days On Market

    Current Estimated Value $393,197

    Last Listing Agent Kewin Garabito eXp Realty

    48 Beacon St, Middletown, NY 10940
    • 4 Disco Dr, Middletown, NY 10941

      Est $504,376 Not Listed For Sale

      4 Disco Dr, Middletown, NY 10941

      • 4 Beds
      • 1.5 Baths
      • 2,588 Sq Ft
      • Built 1975
      4 Disco Dr, Middletown, NY 10941

      Last Sold Summary

      • 11% Above List Price
      • $176/SF
      • 109 Days On Market
      • Last Sold Price $455,000
      • Jan 23, 2024

      Last Listing Agent Michelle Gruberger Real Estate Circuit Inc

  • /13

    $45,000

    • Land
    • 1.4 Acres
    • $32,143 per Acre

    Pocatello Road Pocatello Rd, Middletown, NY 10940

    Country Living. yet just ten minutes to Middletown NY. area of nice homes. over 249 feet county road frontage. no close neighbors private. Rt 17 Rt 24 Rt 35 all close by. for easy commute to work. Orange County is a leader in population and company relocating more jobs Avalible. five minutes to Maple Hill Elementary School zoned R2 with no water and no sewer one would need 3 Acres so this

    John Melchior Howard Hanna Rand Realty

    Pocatello Road Pocatello Rd, Middletown, NY 10940
  • 13-15 Phillips St, Middletown, NY 10940

    $510,000 Sold Mar 27, 2026

    13-15 Phillips St, Middletown, NY 10940

    • 4 Beds
    • 2 Baths
    • 1,901 Sq Ft
    • Built 1880

    Last Sold Summary

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

    Current Estimated Value $423,816

    Last Listing Agent Jason Nadeau Compass Greater NY, LLC

    13-15 Phillips St, Middletown, NY 10940
    • 8 Rondack Rd, Middletown, NY 10941

      Est $498,477 Not Listed For Sale

      8 Rondack Rd, Middletown, NY 10941

      • 4 Beds
      • 3.5 Baths
      • 2,260 Sq Ft
      • Built 1987
      8 Rondack Rd, Middletown, NY 10941

      Last Sold Summary

      • 3% Above List Price
      • $213/SF
      • 39 Days On Market
      • Last Sold Price $482,000
      • May 21, 2024

      Last Listing Agent Bethany Wager-Mckee Agnes I Wager Realty Inc.

  • /10

    $299,999 Pending

    • Land
    • 27.2 Acres
    • $11,029 per Acre

    328 Bloomingburg Rd, Middletown, NY 10940

    Vacant Property directly across from Fair Oaks Drive in Movie theater and a gas station with plenty of road frontage!! Minutes to RT17. 27.2 ACRES!!! Electric on road at the front of the property! Possible small farm, Big enough for horses, growing crops, family compound. R2 Zoning.The owner is currently using the property to grow crops and has an Agricultural tax exemption. NO engineering

    Jeffrey Lyons Curasi Realty, Inc.

    328 Bloomingburg Rd, Middletown, NY 10940
  • 335 Shawangunk Rd, Middletown, NY 10940

    $465,000 Sold Jul 14, 2025

    335 Shawangunk Rd, Middletown, NY 10940

    • 5 Beds
    • 3 Baths
    • 2,660 Sq Ft
    • Built 1954

    Last Sold Summary

    • 3% Above List Price
    • $175/SF
    • 53 Days On Market

    Current Estimated Value $490,984

    Last Listing Agent Marion Bruhns Howard Hanna Rand Realty

    335 Shawangunk Rd, Middletown, NY 10940
    • 3 Frederick St, Middletown, NY 10941

      Est $432,400 Not Listed For Sale

      3 Frederick St, Middletown, NY 10941

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 1984
      3 Frederick St, Middletown, NY 10941

      Last Sold Summary

      • 14% Above List Price
      • $211/SF
      • 23 Days On Market
      • Last Sold Price $380,000
      • Jan 05, 2024

      Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  • /43

    $335,000 Pending

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

    51 Deer Ct Dr, Middletown, NY 10940

    Welcome to this townhouse-style condo in Middletown, offering 2 bedrooms and 2.5 bathrooms. The first floor features a functional layout with a kitchen that opens to a dining area, a spacious living room, and a half bath. The kitchen offers a practical galley-style layout with ample cabinetry and counter space for everyday living. The open-concept living area provides a flexible layout for

    Jie Liu Keller Williams Hudson Valley

    51 Deer Ct Dr, Middletown, NY 10940
  • 7 Randall Terrace, Middletown, NY 10940

    $395,000 Sold Aug 28, 2025

    7 Randall Terrace, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,164 Sq Ft
    • Built 1953

    Last Sold Summary

    • 4% Below List Price
    • $339/SF
    • 53 Days On Market

    Current Estimated Value $400,449

    Last Listing Agent Desiree Beecham River Realty Services, Inc.

    7 Randall Terrace, Middletown, NY 10940
    • 1 Placid Ave, Middletown, NY 10941

      Est $472,335 Not Listed For Sale

      1 Placid Ave, Middletown, NY 10941

      • 4 Beds
      • 2 Baths
      • 2,000 Sq Ft
      • Built 1987
      1 Placid Ave, Middletown, NY 10941

      Last Sold Summary

      • 9% Above List Price
      • $218/SF
      • 20 Days On Market
      • Last Sold Price $435,000
      • Jan 02, 2024

      Last Listing Agent rosemary mcginn Century 21 Full Service Realty

  • /36

    $420,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,616 Sq Ft

    525 Bloomingburg Rd, Middletown, NY 10940

    Your next chapter begins here! The bright, spacious living room sets the tone—an inviting space where you can unwind and recharge after a busy day. The generous open concept kitchen is ready for you to craft your favorite recipes and enjoy effortless everyday living.Convenience shines with a first floor bedroom and full bathroom offering comfort and flexibility. Upstairs, you’ll find two

    Kichka Pascaru Christie's Int. Real Estate

    525 Bloomingburg Rd, Middletown, NY 10940
  • 242 Derby Rd, Middletown, NY 10940

    $426,500 Sold Jan 22, 2026

    242 Derby Rd, Middletown, NY 10940

    • 3 Beds
    • 3 Baths
    • 2,214 Sq Ft
    • Built 1953

    Last Sold Summary

    • 2% Above List Price
    • $193/SF
    • 41 Days On Market

    Current Estimated Value $405,172

    Last Listing Agent Isaiah Lopez Keller Williams Hudson Valley

    242 Derby Rd, Middletown, NY 10940
    • 10 Todd Dr, Middletown, NY 10941

      Est $477,194 Not Listed For Sale

      10 Todd Dr, Middletown, NY 10941

      • 4 Beds
      • 2.5 Baths
      • 2,352 Sq Ft
      • Built 1977
      10 Todd Dr, Middletown, NY 10941

      Last Sold Summary

      • 8% Above List Price
      • $188/SF
      • 211 Days On Market
      • Last Sold Price $442,500
      • Apr 24, 2025

      Last Listing Agent Anthony Gnagnarelli Keller Williams Valley Realty

  • /36

    $365,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,752 Sq Ft

    29 van Burenville Rd, Middletown, NY 10940

    Fall in love with this incredibly charming and well-loved 3-bedroom, 2-bath home offering comfort, space, and great updates. The home features a convenient first-floor bedroom and full bathroom, plenty of storage, plus additional space in the attic and basement.Enjoy outdoor living with a spacious yard, large deck, and screened-in front porch, perfect for relaxing or entertaining. Plus a 2

    Francesca Coletto Compass Greater NY, LLC

    29 van Burenville Rd, Middletown, NY 10940
  • 228 Concord Ln Unit 228, Middletown, NY 10940

    $140,000 Sold Dec 02, 2025

    228 Concord Ln Unit 228, Middletown, NY 10940

    • 1 Bed
    • 1 Bath
    • 740 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Below List Price
    • $189/SF
    • 95 Days On Market

    Current Estimated Value $143,415

    Last Listing Agent Yasmine Delgado BHG Real Estate Green Team

    228 Concord Ln Unit 228, Middletown, NY 10940
    • 6 Sarah Ln, Middletown, NY 10941

      Est $274,774 Not Listed For Sale

      6 Sarah Ln, Middletown, NY 10941

      • 3 Beds
      • 1.5 Baths
      • 1,440 Sq Ft
      • Built 1977
      6 Sarah Ln, Middletown, NY 10941

      Last Sold Summary

      • 8% Above List Price
      • $177/SF
      • 100 Days On Market
      • Last Sold Price $255,000
      • Apr 09, 2025

      Last Listing Agent Travis Thompson Keller Williams Hudson Valley

  • /35

    $589,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,732 Sq Ft

    24 3rd St, Middletown, NY 10940

    BETTER THAN NEW! SPACIOUS 4-Bedroom, 3-Full Bath Bi-Level ColonialWelcome to this meticulously maintained home offering over 2,700 sq ft of beautifully finished living space that blends modern style with timeless charm. Step into the gorgeous eat-in kitchen, thoughtfully designed with: A large center island with ample seating Gleaming hardwood floors Vaulted ceilings that create a bright,

    Jane Panico Realty Promotions Inc

    24 3rd St, Middletown, NY 10940
  • 59 Meadow View Dr, Middletown, NY 10940

    $485,000 Sold May 05, 2026

    59 Meadow View Dr, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,781 Sq Ft
    • Built 2014

    Last Sold Summary

    • 2% Above List Price
    • $272/SF
    • 12 Days On Market

    Current Estimated Value $487,326

    Last Listing Agent Kevin Grier Keller Williams Hudson Valley

    59 Meadow View Dr, Middletown, NY 10940
    • 44 Sarah Ln, Middletown, NY 10941

      Est $287,801 Not Listed For Sale

      44 Sarah Ln, Middletown, NY 10941

      • 3 Beds
      • 1.5 Baths
      • 1,440 Sq Ft
      • Built 1979
      44 Sarah Ln, Middletown, NY 10941

      Last Sold Summary

      • 15% Above List Price
      • $174/SF
      • 35 Days On Market
      • Last Sold Price $250,000
      • Jul 07, 2023

      Last Listing Agent Denise DePaola John J Lease REALTORS Inc

Showing Results 481 - 520, Page 13 of 18

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