Middletown, NY Homes for Sale with Garage

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  $1,590,000 New Construction

  • 4 Beds
  • 4 Baths
  • 5,600 Sq Ft

  375 Blumel Rd, Middletown, NY 10941

  Located at 375 Blumel Road in Scotchtown, New York, this exceptional historic multi-family investment property offers a rare opportunity to own a fully restored income-producing asset in the heart of Orange County in New York's Hudson Valley. Originally constructed in 1787 and completely renovated in 2024, the property combines historic architecture with modern upgrades and strong income

  Keegan Rehill ZORA REI

  375 Blumel Rd, Middletown, NY 10941
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  $674,900

  • 4 Beds
  • 2.5 Baths
  • 2,360 Sq Ft

  320 Highland Avenue Extension, Middletown, NY 10940

  Rare Gem – Like-New Home with Park-Like Setting; StunningDesign. Welcome to a truly special property—an exceptional home thatcombines style, comfort, and an unbeatable location. Homes Like thisrarely come to market. Meticulously maintained and showing Like new,this residence offers the perfect blend of elegance and convenience with a tastefully designed interior with modern

  Matthew Gibbs Keller Williams Hudson Valley

  320 Highland Avenue Extension, Middletown, NY 10940
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  $455,000

  • 4 Beds
  • 2 Baths
  • 1,466 Sq Ft

  225 Monhagen Ave, Middletown, NY 10940

  Great location with mixed-use zoning potential! This nicely maintained property offers a comfortable and practical layout that is perfect for family living.The home features 4 bedrooms and 2 full bathrooms, providing generous and comfortable living space. A finished basement offers additional room that can be used for entertainment, a recreation area, home office, or extra living

  Jin Pang Panorama Realty

  225 Monhagen Ave, Middletown, NY 10940
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  $1,550,000

  • 5 Beds
  • 5.5 Baths
  • 4,365 Sq Ft

  79 Bisch Rd, Middletown, NY 10940

  Discover the allure of 89 sprawling acres in Orange County, New York, featuring a charming farm house and a tranquil pond. The farmhouse, with its rustic charm and scenic surroundings, holds immense potential as a delightful Airbnb destination or a mini vacation retreat. Its spacious interior, cozy ambiance, and proximity to nature make it an idea I spot for relaxation and rejuvenation.

  Siang Liu P R O Links Realty Inc

  79 Bisch Rd, Middletown, NY 10940
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  $249,999 Open Sat 11AM - 1PM

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  18-20 Bedford Ave, Middletown, NY 10940

  Welcome to this charming 2 bedroom, 1 bath Cape Cod located in the heart of Middletown, NY. Perfect starter home, ideal for those looking to downsize, or a fantastic investment opportunity. Upon entering, you are welcomed by beautiful hardwood floors, warm character, and a cozy feel that makes this home instantly inviting. Offering approximately 864 square feet of living space, this home is

  Jennifer Lappe Keller Williams Realty

  18-20 Bedford Ave, Middletown, NY 10940
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  $560,000

  • 4 Beds
  • 3 Baths
  • 2,162 Sq Ft

  77 Upper Rd, Middletown, NY 10940

  This beautiful ranch-style property is ready to move in. Amazing upgrades were made to this home with beautiful hardwood floors, 4 bedrooms, 3 bathrooms, a huge finished basement with 3 additional rooms for storage or home office, and it also has space for a personal gym with access to an amazing backyard that features a beautiful above-ground pool, a tennis court, volleyball court, or basketball

  Yajaira Silva Madison Allied LLC

  77 Upper Rd, Middletown, NY 10940
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  $799,000

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

  1 Winters Ln, Middletown, NY 10940

  Welcome to your dream home! This stunning new construction craftsman-style home is now being built on Lot 1 of the coveted Lane Meadow Farm subdivision, located in the Town of Mamakating, Sullivan County, NY. Enjoy the serenity and natural beauty of one of Sullivan County's newest and most sought-after neighborhoods, where peaceful country living meets exceptional craftsmanship. Featuring

  Jacob Silberstein Parcel Realty LLC

  1 Winters Ln, Middletown, NY 10940
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  $650,000

  • 3 Beds
  • 4 Baths
  • 2,320 Sq Ft

  33 O Brian Rd, Middletown, NY 10940

  Seeking privacy and tranquility without complete seclusion? This charming log home sits on 15 acres surrounded by natural beauty (partially wetlands) and peaceful views of a neighboring lake. The expansive deck is ideal for entertaining and summer barbecues, while the three-season porch provides a cozy retreat in any weather. Inside, the great room impresses with vaulted ceilings, exposed beams,

  Kokoshen Li Corcoran Country Living

  33 O Brian Rd, Middletown, NY 10940
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  $429,000

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft

  17 Last Rd, Middletown, NY 10941

  Welcome to 17 Last Rd, a unique retreat nestled on a sprawling 3.9-acre lot in the heart of Middletown. The upper level features 2 bedrooms and 1 full bathroom, while the lower level offers ground-level access with its own separate entrance, an additional bedroom, and a full bathroom. This versatile 2-bedroom, 2-full-bathroom home is designed to maximize natural light, creating a bright and airy

  Bryant Moran YourHomeSold Guaranteed Realty

  17 Last Rd, Middletown, NY 10941
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  $900,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 4,090 Sq Ft

  464 Union School Rd, Middletown, NY 10941

  Nestled on a private 5.1-acre property, this custom contemporary Cape-style home offers the perfect balance of luxury, comfort, and natural beauty. Thoughtfully designed with refined finishes and exceptional living spaces, this residence creates an inviting retreat while still being close to the many attractions of the Hudson Valley. Step inside to discover a bright and spacious main level

  Colin Seitz RE/MAX Benchmark Realty Group

  464 Union School Rd, Middletown, NY 10941
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  $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
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  $425,000

  • 3 Beds
  • 4 Baths
  • 1,360 Sq Ft

  405 County Route 22, Middletown, NY 10940

  Welcome to this charming 3-bedroom ranch-style home offering convenient first-floor living with additional space in the fully finished basement. The main level features a spacious living room, eat-in kitchen, primary bedroom with en-suite bath, a second full hall bathroom, along with two additional bedrooms and ample storage throughout. Sun-filled living spaces create a warm and inviting

  Stephanie Dolan HomeSmart Homes & Estates

  405 County Route 22, Middletown, NY 10940
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  $493,000

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

  43 Woodside Knolls Dr, Middletown, NY 10940

  ?? FHA & VA Approved | Move-In Ready 3BR/2.5BA Townhouse | Woodside KnollsWelcome to this beautifully maintained 3-bedroom, 2.5-bath townhouse in the sought-after Woodside Knolls community — one of the rare condo developments in the area to hold both FHA and VA approval. That means eligible buyers can purchase with as little as 3.5% down (FHA) or $0 down (VA) — an exceptional and uncommon

  Ramanjit Dhanoa eXp Realty

  43 Woodside Knolls Dr, Middletown, NY 10940
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  $288,000

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  187 Watkins Ave, Middletown, NY 10940

  Opportunity knocks in New York. Located near Sprucegate Farm, Swim King, and Magnanini Winery. This home has approx. 1,545 sq. ft. and a lot of approx. 7,750 sq. ft. A great investment opportunity. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

  Neven Spralja Realhome Services & Solutions, Inc

  187 Watkins Ave, Middletown, NY 10940
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  $490,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,191 Sq Ft

  19 Magnolia Park Rd, Middletown, NY 10940

  Welcome to this beautifully maintained newer-construction home in the sought-after Magnolia Park section of the Maple Fields community in Middletown. Built in 2019–2020, this spacious residence offers approximately 2,100 square feet of modern living with an open-concept layout designed for today’s lifestyle. The main level features a bright and airy living space, a stylish kitchen with granite

  Daniel Amodeo AMO Realty

  19 Magnolia Park Rd, Middletown, NY 10940
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  $435,000

  • 3 Beds
  • 1.5 Baths
  • 1,363 Sq Ft

  24 Rockwell Ave, Middletown, NY 10940

  Welcome home to 24 Rockwell Avenue, a beautifully updated residence that seamlessly blends comfort with modern convenience. Completely renovated in 2023, this move-in ready home features a new roof, life-proof flooring throughout, a stylish kitchen with stainless steel appliances and butcher block countertops, as well as a new washer and dryer. The functional center hall colonial layout offers

  Sean Israelski Howard Hanna Rand Realty

  24 Rockwell Ave, Middletown, NY 10940
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  $349,000

  • 3 Beds
  • 1 Bath
  • 1,132 Sq Ft

  29 Lafayette Ave, Middletown, NY 10940

  Welcome to this charming 3-bedroom, 1-bath home—ideal for first-time homebuyers, savvy investors, or anyone looking for a residential income property with great potential. Step inside to find a spacious living room perfect for relaxing or entertaining, featuring beautiful hardwood floors that add warmth and character throughout the home. The property also offers a dedicated dining room for meals

  Waldina Almazan RE/MAX Benchmark Realty Group

  29 Lafayette Ave, Middletown, NY 10940
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  $90,000

  • 1 Bath
  • 480 Sq Ft

  109 Concord Ln, Middletown, NY 10940

  Studio apartment

  Malik Subhani Weichert Realtors

  109 Concord Ln, Middletown, NY 10940

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