21,435

Middletown, NY Homes

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  • 7010 James Francis Dr, Lockport-Town, NY 14094
    7010 James Francis Dr, Lockport-Town, NY 14094
    /2

    $449,900 Pending

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

    7010 James Francis Dr, Lockport-Town, NY 14094

    James Francis Estates is a Sparks Custom Homes Condo Patio Home Community. Home features 1,756 sq. ft, 3 bedrooms, 2 bath, laundry room and covered patio. Featuring open floor plan with custom finishes. Trayed ceiling owner's suite with en suite. Full basement with egress. 2 car attached garage. Now accepting build orders for the 42 site development situated in the Town of Lockport. VISIT MODEL

    Kathleen Dimillo Listing by HUNT Real Estate Corporation

    7010 James Francis Dr, Lockport-Town, NY 14094
  • Unlisted Address

    $325,000 Sold Mar 06, 2025

    Unlisted Address

    • 6 Beds
    • 4 Baths
    • 2,932 Sq Ft
    • Built 2006

    Last Sold Summary

    • 19% Below List Price
    • $111/SF
    • 157 Days On Market

    Current Estimated Value $461,041

    Last Listing Agent Danielle Reese Christie's Int. Real Estate

    Unlisted Address
    • 76 Freezer Rd, Middletown, NY 10941

      Est $409,539 Not Listed For Sale

      76 Freezer Rd, Middletown, NY 10941

      • 3 Beds
      • 1.5 Baths
      • 1,820 Sq Ft
      • Built 1975
      76 Freezer Rd, Middletown, NY 10941

      Last Sold Summary

      • 17% Above List Price
      • $192/SF
      • 43 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Jacqueline Santiago HomeSmart Homes & Estates

  • 20 Benton Ave, Middletown, NY 10940
    20 Benton Ave, Middletown, NY 10940
    20 Benton Ave, Middletown, NY 10940
    /44

    $319,999 Pending

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    20 Benton Ave, Middletown, NY 10940

    Discover the potential in this charming 3-bedroom, 2-full-bath two-story home with 1,504 sq ft of living space. Full of character and solid construction, this property offers a formal dining room and plenty of room to grow with a full unfinished attic and full, unfinished, walk-out basement featuring washer/dryer hookups. Featuring strong bones and charming original touches, this home is brimming

    Vincent Reda Keller Williams Realty

    20 Benton Ave, Middletown, NY 10940
  • 52 Hill Rd, Middletown, NY 10941

    $700,000 Sold Feb 18, 2026

    52 Hill Rd, Middletown, NY 10941

    • 4 Beds
    • 3.5 Baths
    • 2,778 Sq Ft
    • Built 2003

    Last Sold Summary

    • 18% Below List Price
    • $252/SF
    • 106 Days On Market

    Current Estimated Value $776,360

    Last Listing Agent Bob Edwards Keller Williams Hudson Valley

    52 Hill Rd, Middletown, NY 10941
    • 24 Whitman Ct, Middletown, NY 10941

      Est $308,174 Not Listed For Sale

      24 Whitman Ct, Middletown, NY 10941

      • 3 Beds
      • 1.5 Baths
      • 1,512 Sq Ft
      • Built 1975
      24 Whitman Ct, Middletown, NY 10941

      Last Sold Summary

      • 24% Above List Price
      • $165/SF
      • 28 Days On Market

      Last Sold Price $249,000

      Last Listing Agent Gloria Allan John J Lease REALTORS Inc

  • 115 Vincent Dr, Middletown, NY 10940
    115 Vincent Dr, Middletown, NY 10940
    /2

    $320,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,964 Sq Ft

    115 Vincent Dr, Middletown, NY 10940

    Check out 115 Vincent Drive, a unique split ranch in Middletown, NY. It’s close to everything on Route 211, so shopping, dining, and everyday errands are minutes away. Home needs significant rehab, cash or rehab loans preferred.

    Christian Baez Keller Williams Hudson Valley

    115 Vincent Dr, Middletown, NY 10940
  • 15 Roberts St, Middletown, NY 10940

    $539,580 Sold Jul 07, 2025

    15 Roberts St, Middletown, NY 10940

    • 4 Beds
    • 3 Baths
    • 3,552 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Above List Price
    • $152/SF
    • 90 Days On Market

    Current Estimated Value $546,321

    Last Listing Agent Jeanmarie Valentin HomeSmart Homes & Estates

    15 Roberts St, Middletown, NY 10940
    • 32 Sandburg Ct, Middletown, NY 10941

      Est $323,445 Not Listed For Sale

      32 Sandburg Ct, Middletown, NY 10941

      • 3 Beds
      • 1.5 Baths
      • 1,560 Sq Ft
      • Built 1971
      32 Sandburg Ct, Middletown, NY 10941

      Last Sold Summary

      • 1% Above List Price
      • $204/SF
      • 37 Days On Market

      Last Sold Price $319,000

      Last Listing Agent Anita S. Cristiano Five Star Realty Group Intl

  • 23 Independence Ave, Middletown, NY 10940
    23 Independence Ave, Middletown, NY 10940
    23 Independence Ave, Middletown, NY 10940
    /35

    $389,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,509 Sq Ft

    23 Independence Ave, Middletown, NY 10940

    BEAUTIFUL 3 bedroom/1.5 bath Cape Cod is now available for your purchase. A brick staircase leads you into your home. Enter into an open concept living space with a living room followed by a formal dinning room with natural window light and freshly polished hardwood floors. The kitchen features granite counters, wood cabinets, backsplash, and stainless steel appliances. A ground level bedroom for

    Sandra Arnez Keller Williams Hudson Valley

    23 Independence Ave, Middletown, NY 10940
  • 6 Whitman Ct, Middletown, NY 10941

    $295,000 Sold Aug 25, 2025

    6 Whitman Ct, Middletown, NY 10941

    • 3 Beds
    • 1.5 Baths
    • 1,512 Sq Ft
    • Built 1975

    Last Sold Summary

    • $195/SF
    • 28 Days On Market

    Current Estimated Value $298,081

    Last Listing Agent Gen Cheung River Realty Services, Inc.

    6 Whitman Ct, Middletown, NY 10941
    • 20 Sheffield Dr, Middletown, NY 10940

      Est $290,251 Not Listed For Sale

      20 Sheffield Dr, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,280 Sq Ft
      • Built 1973
      20 Sheffield Dr, Middletown, NY 10940

      Last Sold Summary

      • 15% Above List Price
      • $197/SF
      • 40 Days On Market

      Last Sold Price $252,500

      Last Listing Agent Bradley Nichols eXp Realty

  • 63 Blumel Rd, Middletown, NY 10941
    63 Blumel Rd, Middletown, NY 10941
    63 Blumel Rd, Middletown, NY 10941
    /50

    $499,999

    • 4 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    63 Blumel Rd, Middletown, NY 10941

    Charming turn-of-the-century farmhouse offering 4 bedrooms, 2.5 bathrooms, and 1,960 square feet of living space, set on just over half acre in the Pine Bush school district. This warm and inviting home features an abundance of original character, including beautiful wide-plank floors, built-in storage, and timeless architectural details, all complemented perfectly with thoughtful modern updates

    Gary MacEntee Keller Williams Realty

    63 Blumel Rd, Middletown, NY 10941
  • 9 Laddie Rd, Middletown, NY 10941

    $460,000 Sold Jul 29, 2025

    9 Laddie Rd, Middletown, NY 10941

    • 3 Beds
    • 1.5 Baths
    • 1,632 Sq Ft
    • Built 1971

    Last Sold Summary

    • 5% Above List Price
    • $282/SF
    • 28 Days On Market

    Current Estimated Value $464,683

    Last Listing Agent Bonnie Natt Realty Promotions Inc

    9 Laddie Rd, Middletown, NY 10941
    • 42 Sheffield Dr, Middletown, NY 10940

      Est $277,393 Not Listed For Sale

      42 Sheffield Dr, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,280 Sq Ft
      • Built 1973
      42 Sheffield Dr, Middletown, NY 10940

      Last Sold Summary

      • 3% Above List Price
      • $211/SF
      • 110 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Edwin Molina RE/MAX Benchmark Realty Group

  • 0 Basil Todd Rd, Middletown, NY 12430
    0 Basil Todd Rd, Middletown, NY 12430
    0 Basil Todd Rd, Middletown, NY 12430
    /8

    $90,000

    • Land
    • 5.49 Acres
    • $16,393 per Acre

    0 Basil Todd Rd, Middletown, NY 12430

    Fantastic opportunity to build your full time or weekend getaway. Over FIVE acres of meadow, woods and Mountain View’s. Located minutes to Belleayre to enjoy Catskill mountain events. With inventory down, there isn’t any need to settle. We have access to local builders, engineers and contractors to help guide you through the process. Seller may be willing to finance too. Want MORE?? ADDITIONAL

    Heather Martin United RE Hudson Valley Edge

    0 Basil Todd Rd, Middletown, NY 12430
  • 853 Winterton Rd, Middletown, NY 10940

    $450,000 Sold Oct 07, 2025

    853 Winterton Rd, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 2,108 Sq Ft
    • Built 1930

    Last Sold Summary

    • 33% Above List Price
    • $213/SF
    • 41 Days On Market

    Last Listing Agent Amanda Brehm Keller Williams Hudson Valley

    853 Winterton Rd, Middletown, NY 10940
    • 28 Ross Ln, Middletown, NY 10941

      Est $422,818 Not Listed For Sale

      28 Ross Ln, Middletown, NY 10941

      • 3 Beds
      • 3 Baths
      • 1,450 Sq Ft
      • Built 1985
      28 Ross Ln, Middletown, NY 10941

      Last Sold Summary

      • 11% Above List Price
      • $262/SF
      • 60 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Leslie Vasquez Howard Hanna Rand Realty

  • 0 Rebecca Dr, Middletown, NY 10940
    0 Rebecca Dr, Middletown, NY 10940
    0 Rebecca Dr, Middletown, NY 10940
    /7

    $275,000

    • Land
    • 39.2 Acres
    • $7,015 per Acre

    0 Rebecca Dr, Middletown, NY 10940

    Large, rolling property which is predominately wooded. There is no "formal" road frontage, but in the adjoining Robin Meadows subdivision property abuts 2 points of access: 1 at the end of Maureen Drive and the other at the end of Rebecca Drive. Property is not engineered. Marcy South runs through the property. The power company maintains the land underneath the power line, making this a great

    Alan Eskew Howard Hanna Rand Realty

    0 Rebecca Dr, Middletown, NY 10940
  • 55 Liberty St, Middletown, NY 10940

    $445,000 Sold May 06, 2025

    55 Liberty St, Middletown, NY 10940

    • 4 Beds
    • 1.5 Baths
    • 2,640 Sq Ft
    • Built 1928

    Last Sold Summary

    • $169/SF
    • 53 Days On Market

    Current Estimated Value $443,514

    Last Listing Agent Sandra Arnez Keller Williams Hudson Valley

    55 Liberty St, Middletown, NY 10940
    • 8 Ross Ln, Middletown, NY 10941

      Est $484,230 Not Listed For Sale

      8 Ross Ln, Middletown, NY 10941

      • 4 Beds
      • 2 Baths
      • 2,138 Sq Ft
      • Built 1971
      8 Ross Ln, Middletown, NY 10941

      Last Sold Summary

      • 17% Above List Price
      • $194/SF
      • 55 Days On Market

      Last Sold Price $415,000

      Last Listing Agent JANICE CARRASCO Nexthome NOVACARR Realty

  • 255 Howells Rd, Middletown, NY 10940
    255 Howells Rd, Middletown, NY 10940
    255 Howells Rd, Middletown, NY 10940
    /38

    $979,880

    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    255 Howells Rd, Middletown, NY 10940

    Enter the gates of this remarkable 36.8-acre estate to discover a distinguished 5-bedroom, 5-bathroom residence offering 4,200 square feet of living space. The property includes a substantial two-story post-and-beam barn with horse stalls, multiple wells, and an additional hay barn—ideal for equestrian or agricultural use. A serene natural pond and a mix of rolling pastures and wooded areas

    Jonathon Lee Keller Williams Hudson Valley

    255 Howells Rd, Middletown, NY 10940
  • 21 Birch Dr, Middletown, NY 10940

    $380,000 Sold May 20, 2025

    21 Birch Dr, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 1,064 Sq Ft
    • Built 1955

    Last Sold Summary

    • 11% Below List Price
    • $357/SF
    • 26 Days On Market

    Current Estimated Value $383,314

    Last Listing Agent Edith Duncan Donna Ruffino Realty Corp

    21 Birch Dr, Middletown, NY 10940
    • 38 Amy Ln, Middletown, NY 10941

      Est $484,685 Not Listed For Sale

      38 Amy Ln, Middletown, NY 10941

      • 4 Beds
      • 2.5 Baths
      • 2,004 Sq Ft
      • Built 1974
      38 Amy Ln, Middletown, NY 10941

      Last Sold Summary

      • 23% Above List Price
      • $197/SF
      • 37 Days On Market

      Last Sold Price $395,000

      Last Listing Agent Sy Mujovic I Realty LLC

  • 100 Hillside Dr Unit F6, Middletown, NY 10941
    100 Hillside Dr Unit F6, Middletown, NY 10941
    100 Hillside Dr Unit F6, Middletown, NY 10941
    /17

    $299,999 Pending

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

    100 Hillside Dr Unit F6, Middletown, NY 10941

    GOSHEN SCHOOL DISTRICT! END UNIT! GATED COMMUNITY! Welcome to your new home in Hillside Village! Gorgeous first-floor condo boasts a large, inviting living room with direct access outdoors to the patio perfect for relaxing or entertaining. The beautiful eat-in kitchen is designed for convenience and functionality rich stone countertops lots of ample cabinet space, dish washer, newer stainless

    Mary Jo Coleman Curasi Realty, Inc.

    100 Hillside Dr Unit F6, Middletown, NY 10941
  • 3 Kohler Rd, Middletown, NY 10940

    $425,000 Sold Sep 26, 2025

    3 Kohler Rd, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,920 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Above List Price
    • $221/SF
    • 30 Days On Market

    Current Estimated Value $446,163

    Last Listing Agent Joseph Eugene eXp Realty

    3 Kohler Rd, Middletown, NY 10940
    • 15 Patricia Rd, Middletown, NY 10941

      Est $397,656 Not Listed For Sale

      15 Patricia Rd, Middletown, NY 10941

      • 3 Beds
      • 2.5 Baths
      • 1,888 Sq Ft
      • Built 1976
      15 Patricia Rd, Middletown, NY 10941

      Last Sold Summary

      • 53% Above List Price
      • $138/SF
      • 104 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Sandra Cotthaus 1st Independent Realty Grp

  • 109 Watkins Ave, Middletown, NY 10940
    109 Watkins Ave, Middletown, NY 10940
    109 Watkins Ave, Middletown, NY 10940
    /8

    $310,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    109 Watkins Ave, Middletown, NY 10940

    Welcome to this beautifully maintained 2-bedroom, 1-bath ranch-style home in the heart of Middletown! This charming property offers comfort, convenience, and thoughtful updates throughout. The spacious deck was redone last summer. The eat-in kitchen, full bathroom, along with updated insulation and sheetrock on main floor. Nice sized bedrooms and a full basement offering abundant storage space

    Withney Felim R2M Realty Inc.

    109 Watkins Ave, Middletown, NY 10940
  • 63 Deer Ct Dr, Middletown, NY 10940

    $280,000 Sold Mar 27, 2025

    63 Deer Ct Dr, Middletown, NY 10940

    • 2 Beds
    • 2 Baths
    • 1,291 Sq Ft
    • Built 2002

    Last Sold Summary

    • $217/SF
    • 51 Days On Market

    Current Estimated Value $294,633

    Last Listing Agent Joseph Eugene eXp Realty

    63 Deer Ct Dr, Middletown, NY 10940
    • 7 Brae Mar Rd, Middletown, NY 10941

      Est $490,699 Not Listed For Sale

      7 Brae Mar Rd, Middletown, NY 10941

      • 4 Beds
      • 2.5 Baths
      • 2,432 Sq Ft
      • Built 1974
      7 Brae Mar Rd, Middletown, NY 10941

      Last Sold Summary

      • 4% Above List Price
      • $193/SF
      • 22 Days On Market

      Last Sold Price $470,000

      Last Listing Agent Amanda Ferrantello Hudson Valley Griffith

  • 366 Concord Ln, Middletown, NY 10940
    366 Concord Ln, Middletown, NY 10940
    366 Concord Ln, Middletown, NY 10940
    /20

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    366 Concord Ln, Middletown, NY 10940

    NEW JUST RENOVATED in August 2024. Spacious 2 bedroom. 2 full bath condo. INVESTOR? THIS CAN BE RENTED IMMEDIATELY AFTER CLOSING. 1st FLOOR Private entrance, all new appliances in 2024, all new floors throughout, new washer/ dryer in unit! Spacious unit with en suite primary bedroom and additional full bath . Large second bedroom. Walk in closet. Lovely breakfast bar. Plenty of parking. Lovely

    Yolanda Hoey More and More Real Estate

    366 Concord Ln, Middletown, NY 10940
  • 213 Concord Ln, Middletown, NY 10940

    $209,901 Sold Jul 03, 2025

    213 Concord Ln, Middletown, NY 10940

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft
    • Built 1990

    Last Sold Summary

    • $227/SF
    • 18 Days On Market

    Current Estimated Value $211,484

    Last Listing Agent Kristina Mullings Century 21 Realty Center

    213 Concord Ln, Middletown, NY 10940
    • 13 Badami Dr, Middletown, NY 10941

      Est $452,289 Not Listed For Sale

      13 Badami Dr, Middletown, NY 10941

      • 4 Beds
      • 1.5 Baths
      • 2,004 Sq Ft
      • Built 1973
      13 Badami Dr, Middletown, NY 10941

      Last Sold Summary

      • 6% Above List Price
      • $212/SF
      • 21 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Laurel Lustgarten Howard Hanna Rand Realty

  • 12 Westminster Dr, Middletown, NY 10940
    12 Westminster Dr, Middletown, NY 10940
    12 Westminster Dr, Middletown, NY 10940
    /20

    $259,900 Pending

    • 4 Beds
    • 2 Baths
    • 1,848 Sq Ft

    12 Westminster Dr, Middletown, NY 10940

    Highest and Best by midnight 12/18/25. “Raised ranch with 4 bedrooms and 2 baths, located on a quiet dead-end street with easy highway access. Home needs rehab but offers great potential with a functional layout and spacious rooms. Close to schools, shopping, and—perfect for investors or buyers seeking a project.” "ALL offers must have POF for CASH offers and Lender PQ's for Financed offers. Cash

    Donna Ramundo Keller Williams Valley Realty

    12 Westminster Dr, Middletown, NY 10940
  • 20 Atwood Dr, Middletown, NY 10940

    $498,000 Sold Jan 15, 2026

    20 Atwood Dr, Middletown, NY 10940

    • 3 Beds
    • 3.5 Baths
    • 1,723 Sq Ft
    • Built 2017

    Last Sold Summary

    • 2% Above List Price
    • $289/SF
    • 30 Days On Market

    Current Estimated Value $492,940

    Last Listing Agent Kevin Grier Keller Williams Hudson Valley

    20 Atwood Dr, Middletown, NY 10940
    • 19 Badami Dr, Middletown, NY 10941

      Est $447,081 Not Listed For Sale

      19 Badami Dr, Middletown, NY 10941

      • 4 Beds
      • 2.5 Baths
      • 2,044 Sq Ft
      • Built 1973
      19 Badami Dr, Middletown, NY 10941

      Last Sold Summary

      • 19% Above List Price
      • $183/SF
      • 33 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  • 565 Prosperous Valley Rd, Middletown, NY 10940
    565 Prosperous Valley Rd, Middletown, NY 10940
    565 Prosperous Valley Rd, Middletown, NY 10940
    /46

    $1,600,000

    • 4 Beds
    • 2.5 Baths
    • 4,000 Sq Ft

    565 Prosperous Valley Rd, Middletown, NY 10940

    Your dream countryside retreat located in Orange County NY. This custom-built 4,000 sq. ft. Contemporary Ranch is situated on an expansive 61-acre property. (two separate parcels) It includes a two-story 35'x60' barn with 7 horse stalls, a lean-to, a silo, and a tack room. Above the barn, you'll find a 20'x64' loft area with a separate well and 100-amp electric service. The 25'x50' concrete

    Michelle Gruberger Real Estate Circuit Inc

    565 Prosperous Valley Rd, Middletown, NY 10940
  • 38 Anthony St, Middletown, NY 10940

    $495,000 Sold Apr 30, 2025

    38 Anthony St, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 2024

    Last Sold Summary

    • 1% Above List Price
    • $309/SF
    • 238 Days On Market

    Current Estimated Value $518,433

    Last Listing Agent JoAnn Maxwell Howard Hanna Rand Realty

    38 Anthony St, Middletown, NY 10940
    • 11 Freezer Rd, Middletown, NY 10941

      Est $377,412 Not Listed For Sale

      11 Freezer Rd, Middletown, NY 10941

      • 5 Beds
      • 2.5 Baths
      • 1,790 Sq Ft
      • Built 1970
      11 Freezer Rd, Middletown, NY 10941

      Last Sold Summary

      • 14% Above List Price
      • $184/SF
      • 23 Days On Market

      Last Sold Price $330,000

      Last Listing Agent Eliezer Salcer Preferred Properties Real Esta

  • 488 Tally Ho Rd, Middletown, NY 10940
    488 Tally Ho Rd, Middletown, NY 10940
    488 Tally Ho Rd, Middletown, NY 10940
    /16

    $215,000 Pending

    • 1 Bed
    • 1 Bath
    • 748 Sq Ft

    488 Tally Ho Rd, Middletown, NY 10940

    A charming 1940 bungalow located in the highly desirable Minisink Valley School District, this home sits on a quiet 0.23-acre lot and makes an excellent starter home with low taxes. The front door opens into a spacious living area filled with natural light. The main level offers one bedroom plus an office that can serve as a second bedroom if needed. The full basement—not included in the listed

    Jason Schobert eXp Realty

    488 Tally Ho Rd, Middletown, NY 10940

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