21,380

Middletown, NY Homes

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  • /37

    $674,999

    • 5 Beds
    • 4.5 Baths
    • 3,642 Sq Ft

    14 Lincoln Terrace, Middletown, NY 10940

    MUST SEE!!! IMPRESSIVE PRESIDENTIAL HEIGHTS RANCH HOME!!! IN GROUND POOL!!! PRICED TO SELL!!!Discover an incredible blend of space, style, and quality construction at 14 Lincoln Terrace, Middletown NY. This truly special five bedroom, five bath home offers an impressive 3,642 square feet of refined single level living. Set in the highly desirable Presidential Heights neighborhood, known for

    Frank Muccari Cronin & Company Real Estate

    14 Lincoln Terrace, Middletown, NY 10940
  • 63 Pierson Hill Rd, Middletown, NY 10940

    $270,000 Sold Oct 29, 2025

    63 Pierson Hill Rd, Middletown, NY 10940

    • 2 Beds
    • 1.5 Baths
    • 896 Sq Ft
    • Built 1979

    Last Sold Summary

    • $301/SF
    • 11 Days On Market

    Last Listing Agent Jackie Siracuse Absolute Real Estate of NY Inc

    63 Pierson Hill Rd, Middletown, NY 10940
  • /44

    $505,000

    • 3 Beds
    • 2.5 Baths
    • 2,996 Sq Ft

    22 Rosecrest Ct, Middletown, NY 10940

    Discover refined living at 22 Rosecrest Court, a nearly 3,000 sq ft designer-inspired townhome blending modern comfort, thoughtful upgrades, and a lifestyle of ease within one of Middletown’s most desirable communities. Crafted in 2015 and meticulously enhanced since, this residence reflects the kind of pride and attention that only comes from true Max Effort living. From the moment you enter,

    Pete Wolven Hudson Valley Home Connection

    22 Rosecrest Ct, Middletown, NY 10940
  • 19 Randall Terrace, Middletown, NY 10940

    $285,000 Sold Nov 24, 2025

    19 Randall Terrace, Middletown, NY 10940

    • 4 Beds
    • 2.5 Baths
    • 2,088 Sq Ft
    • Built 1953

    Last Sold Summary

    • 24% Below List Price
    • $136/SF
    • 55 Days On Market

    Last Listing Agent Lynelle Alessi Keller Williams Hudson Valley

    19 Randall Terrace, Middletown, NY 10940
  • /25

    $329,900 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    114 Sarah Ln, Middletown, NY 10941

    WOW! Please check this beautiful end unit townhouse in the town of Wallkill with Goshen school district! This 3 bedrooms and 1.5 bathrooms house has almost everything brand new! New Roof, new flooring in the living room and dining are, new bathrooms, new carpet on the staircase through the hallway and the 3 bedrooms plus new hot water heater and new paved driveway for at least 6 cars! You will be

    Anita S. Cristiano HomeSmart Homes & Estates

    114 Sarah Ln, Middletown, NY 10941
  • 1 Lindentree Ln, Middletown, NY 10940

    $465,000 Sold Aug 25, 2025

    1 Lindentree Ln, Middletown, NY 10940

    • 3 Beds
    • 3.5 Baths
    • 1,781 Sq Ft
    • Built 2017

    Last Sold Summary

    • 7% Above List Price
    • $261/SF
    • 35 Days On Market

    Current Estimated Value $470,660

    Last Listing Agent Katheryn DeClerck Howard Hanna Rand Realty

    1 Lindentree Ln, Middletown, NY 10940
  • /28

    $310,000 Pending

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

    146 Deer Ct Dr Unit 146, Middletown, NY 10940

    Don't miss out on this this 2-bedroom, 2.5-bath townhouse in the highly desirable Deer Run Condo community in Middletown, NY. This well-kept, two-floor unit features spacious bedrooms, large windows, a master bath, central air, and second floor laundry room. From the living door, you have a sliding glass door out to your Patio, perfect for comfortable living and easy entertaining. Enjoy access to

    Chris Cardinal Keller Williams Realty

    146 Deer Ct Dr Unit 146, Middletown, NY 10940
  • 101 Edinburgh Rd, Middletown, NY 10941

    $363,500 Sold Jul 16, 2025

    101 Edinburgh Rd, Middletown, NY 10941

    • 3 Beds
    • 1 Bath
    • 1,236 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Below List Price
    • $294/SF
    • 33 Days On Market

    Current Estimated Value $368,035

    Last Listing Agent Maria Sairrino Cronin & Company Real Estate

    101 Edinburgh Rd, Middletown, NY 10941
  • /14

    $489,000 Pending

    • 6 Beds
    • 2 Baths
    • 2,584 Sq Ft

    96-96.5 Beattie Ave Unit 2, Middletown, NY 10940

    Well maintained side by side vinyl sided duplex. Tenant pays gas and electric, cuts grass and does the snow removal. Shared drivewayLocated minutes from schools, shopping, medical facilities and highways. Each apartment features 3 spacious bedrooms and very large dining room

    Gloria Allan John J Lease REALTORS Inc

    96-96.5 Beattie Ave Unit 2, Middletown, NY 10940
  • 36 Belmont Ave, Middletown, NY 10940

    $425,000 Sold May 21, 2025

    36 Belmont Ave, Middletown, NY 10940

    • 3 Beds
    • 3 Baths
    • 1,688 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Above List Price
    • $252/SF
    • 29 Days On Market

    Current Estimated Value $420,722

    Last Listing Agent Tonya Finn Keller Williams Hudson Valley

    36 Belmont Ave, Middletown, NY 10940
  • /2

    $99,900

    • Land
    • 0.3 Acre
    • $333,000 per Acre

    28 Genung St, Middletown, NY 10940

    **Great investment opportunity in desirable area in Middletown** Not many vacant properties on the market that offer the possibility to build a multi-family unit. This lot is set back from the main road, just behind 32 Genung Street, that is a legal 2-family property.Don't miss out!

    Evelyn Unger Tmimi Weichert Realtors

    28 Genung St, Middletown, NY 10940
  • 9 Gould St, Middletown, NY 10940

    $319,000 Sold Jun 23, 2025

    9 Gould St, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,196 Sq Ft
    • Built 1930

    Last Sold Summary

    • $267/SF
    • 19 Days On Market

    Current Estimated Value $320,379

    Last Listing Agent Angela Vetanen eRealty Advisors, Inc

    9 Gould St, Middletown, NY 10940
  • /43

    $329,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,696 Sq Ft

    28 Spring St, Middletown, NY 10940

    Your Dream Home Awaits at 28 Spring St, Middletown.Don't let this second chance slip away. This beautiful, 4 bedroom, 2 bathroom home is back on the market. Previous buyer's financing fell through. This is an incredible opportunity for you to step right in and secure a truly remarkable property. The seller has invested in significant updates to make this home move-in ready. The inviting,

    Leidy Placido Howard Hanna Rand Realty

    28 Spring St, Middletown, NY 10940
  • 7 Commonwealth Ave, Middletown, NY 10940

    $423,000 Sold Apr 30, 2025

    7 Commonwealth Ave, Middletown, NY 10940

    • 4 Beds
    • 1.5 Baths
    • 2,192 Sq Ft
    • Built 1927

    Last Sold Summary

    • $193/SF
    • 28 Days On Market

    Current Estimated Value $436,545

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    7 Commonwealth Ave, Middletown, NY 10940
  • /21

    $479,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,427 Sq Ft

    4 Avoncroft Ln, Middletown, NY 10940

    Welcome to Woodside Knolls!Step into this bright and spacious 3-bedroom, 2.5-bath townhouse, where comfort and convenience meet modern style. Built in 2009, this 2,427 sq. ft. home—with a finished basement—offers generous room for everyday living.The main level features an open floor plan with hardwood floors, a sunlit living room that opens to a private backyard patio, and a dining area

    Jonathon Lee Keller Williams Hudson Valley

    4 Avoncroft Ln, Middletown, NY 10940
  • 29 Peach Place, Middletown, NY 10940

    $400,000 Sold Jun 20, 2025

    29 Peach Place, Middletown, NY 10940

    • 4 Beds
    • 4 Baths
    • 1,864 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Below List Price
    • $215/SF
    • 24 Days On Market

    Current Estimated Value $418,581

    Last Listing Agent Jonathon Lee Keller Williams Hudson Valley

    29 Peach Place, Middletown, NY 10940
  • /14

    $315,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,058 Sq Ft

    14 Pennsylvania Ave, Middletown, NY 10940

    Welcome to 14 Pennsylvania Avenue — a 3-bedroom, 1-bath ranch in the Minisink Valley School District offering convenient one-level living in a peaceful neighborhood setting. This solid home sits on a spacious 0.33-acre lot with a large, fenced-in backyard perfect for pets, play, or garden space. With good bones and a practical floor plan, it’s the perfect opportunity to bring your own style and

    Dominick Tufano RE/MAX Benchmark Realty Group

    14 Pennsylvania Ave, Middletown, NY 10940
  • 28 Vincenzo Ct, Middletown, NY 10940

    $630,000 Sold Apr 28, 2025

    28 Vincenzo Ct, Middletown, NY 10940

    • 4 Beds
    • 2.5 Baths
    • 3,608 Sq Ft
    • Built 2005

    Last Sold Summary

    • 9% Below List Price
    • $175/SF
    • 104 Days On Market

    Current Estimated Value $662,568

    Last Listing Agent Rachel Jones Jason Mitchell Real Estate NY

    28 Vincenzo Ct, Middletown, NY 10940
  • /15

    $268,000 Pending

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

    100 Hillside Dr Unit C1, Middletown, NY 10941

    Charming 2-Bedroom, 2-Bath Home in a Gated Community — Excellent Goshen Schools! Welcome to this bright and inviting first-floor corner condo located in a desirable gated community within the highly rated Goshen School District. This spacious and sunny home offers 2 bedrooms, 2 full bathrooms, wall-to-wall carpeting, and ample closet space throughout. The modern kitchen features new stainless

    Jonathon Lee Keller Williams Hudson Valley

    100 Hillside Dr Unit C1, Middletown, NY 10941
  • 7 Wilbur Ave, Middletown, NY 10940

    $300,000 Sold Oct 14, 2025

    7 Wilbur Ave, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,922 Sq Ft
    • Built 1892

    Last Sold Summary

    • 20% Below List Price
    • $156/SF
    • 128 Days On Market

    Last Listing Agent John Bilancione Nicoli Realty

    7 Wilbur Ave, Middletown, NY 10940
  • /5

    $300,000

    • Land
    • 7 Acres
    • $42,857 per Acre

    2024 Mount Hope Rd, Middletown, NY

    Looking to build? Land available in prime location. Situated directly between Middletown and Town of Mount Hope with easy access to all major roadways. Zoned for residential and agriculture. Buyer/builder to subdivide 5-8 acres from this 37+ acre parcel as agreeable to seller and proposed in contract. Flat, open, cleared land may be suitable for 1-3 building lots. Land to purchase provides

    Amanda Ferrantello Hudson Valley Griffith

    2024 Mount Hope Rd, Middletown, NY
  • /50

    $595,000 Sold Jul 21, 2025

    1 Wawayanda Place, Middletown, NY 10940

    • 5 Beds
    • 4 Baths
    • 3,890 Sq Ft
    • Built 1948

    Last Sold Summary

    • $153/SF
    • 2 Days On Market

    Current Estimated Value $597,382

    Last Listing Agent Jamie Sittner Find Advisors

    1 Wawayanda Place, Middletown, NY 10940
  • /31

    $525,000

    • 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
  • 3 Fortune Rd W Unit H, Middletown, NY 10941

    $180,000 Sold Apr 23, 2025

    3 Fortune Rd W Unit H, Middletown, NY 10941

    • 1 Bed
    • 1 Bath
    • 775 Sq Ft
    • Built 1972

    Last Sold Summary

    • 6% Above List Price
    • $232/SF
    • 15 Days On Market

    Last Listing Agent James LaTempa Compass Greater NY, LLC

    3 Fortune Rd W Unit H, Middletown, NY 10941
  • /39

    $479,000 Pending

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

    4 Putters Way, Middletown, NY 10940

    Beautiful townhouse-style condo in the gated community of The Fairways. Walk in to a tiled foyer leading you to a den with full egress windows. Built-in cabinets for display and for storage. Up the stairs you have a beautiful living room with 2nd floor large windows with views overlooking the charming street. Corner gas fireplace, more built-ins for display and for entertaining ease. The dining

    Susanne Dermigny Howard Hanna Rand Realty

    4 Putters Way, Middletown, NY 10940
  • 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

    Last Listing Agent Vanessa Wight BHG Real Estate Green Team

    8 Park Row, Middletown, NY 10941

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