Middletown, NY Homes for Sale with Garage

• 

  

  /2

  $949,500

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 3,296 Sq Ft

  411 Mt Joy Rd, Middletown, NY 10941

  Privacy, space, and convenience come together beautifully in this 3,296 sq ft Colonial set on 11.7 acres. This spacious home features 4 bedrooms plus a private office/possible 5th bedroom with French doors, 2.5 baths, central air, hardwood floors, and a 2-car garage. The inviting family room offers a wood-burning fireplace, while the kitchen includes stainless steel appliances and a double oven.

  Patricia Lucey Picture It Sold, LLC

  411 Mt Joy Rd, Middletown, NY 10941
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /31

  $335,000

  • 2 Beds
  • 2 Baths
  • 1,244 Sq Ft

  892 Winterton Rd, Middletown, NY 10940

  Welcome home to this renovated 2 bed, 2 bath Cape on a private 1 acre lot in the Minisink School District. Enjoy a large stylish kitchen with quartz countertops, gorgeous tiled bathrooms, and a perfect blend of charm and modern comfort. First floor bedroom and bathroom, covered front porch and patio outside the kitchen. There is a barn/garage outside where you can park 2 cars. A great chance to

  Valeria Rios Keller Williams Hudson Valley

  892 Winterton Rd, Middletown, NY 10940
• 

  

  

  /30

  $849,000

  • 5 Beds
  • 2.5 Baths
  • 3,764 Sq Ft

  238 S Centerville Rd, Middletown, NY 10940

  Spacious Country Retreat on 22.6 Acres in Minisink Valley School District This exceptional property offers privacy, comfort, and extensive amenities set on 22.6 picturesque acres. The master bedroom and bathroom were updated in 2016, complemented by a wet bar in the family room—perfect for entertaining. The home features three fireplaces and a wood stove, creating warmth and character throughout.

  Linda VanDeWeert BHG Real Estate Green Team

  238 S Centerville Rd, Middletown, NY 10940
• 

  

  

  /43

  $469,900

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

  80 Excelsior Ave, Middletown, NY 10940

  Welcome to 80 Excelsior Ave in Middletown! This well maintained and thoughtfully updated home offers both comfort and functionality. The first floor features a spacious living room and dining room with durable laminate flooring, a convenient half bath, and a tiled kitchen with stainless steel appliances. Upstairs, you'll find three generously sized bedrooms and two full baths, along with a

  Melanie Potter Curasi Realty, Inc.

  80 Excelsior Ave, Middletown, NY 10940
• 

  

  

  /40

  $474,999

  • 3 Beds
  • 2.5 Baths
  • 2,055 Sq Ft

  12 Weather Vane Way, Middletown, NY 10940

  Nestled in the Rolling Meadows residential community in the Middletown School District, this 3-bedroom, 2.5-bathroom raised ranch bilevel home seamlessly blends absolute convenience with comfortable community living. The location is truly key, positioned just off East Main Street for incredibly quick access to major highways like Interstate 84 and Route 17, placing you less than 10 minutes from

  Ray Reyes Keller Williams Realty

  12 Weather Vane Way, Middletown, NY 10940
• 

  

  /34

  $399,999

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

  16 Brewster Dr, Middletown, NY 10940

  This beautifully updated home blends modern comfort with thoughtful design, offering a move-in-ready space that feels brand new from top to bottom. Step inside to an open, bright layout featuring fresh finishes, hardwood flooring, and a seamless flow throughout. The upper loft/den area provides the perfect bonus space for a home office, media room, or cozy retreat. A full basement adds even more

  Michelle Gruberger Real Estate Circuit Inc

  16 Brewster Dr, Middletown, NY 10940
• 

  

  /12

  $210,000

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  8 Grant St, Middletown, NY 10940

  Here's the opportunity investors have been waiting for. This two-story colonial offers the right buyer a full-renovation canvas with real upside. Generous room sizes, hardwood floors on the upper level, a covered front porch, and an oversized barn/garage outbuilding in the rear — features that support strong ARV whether you're flipping or holding for rental income. The home needs a complete

  Igor Krasnoperov Rising Star Realty

  8 Grant St, Middletown, NY 10940
• 

  

  /47

  $1,249,000

  Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 4,225 Sq Ft

  2 White Horse Rd, Middletown, NY 10940

  Offered for sale for the very first time by its original owners, this custom-designed and thoughtfully upgraded 3-bedroom, 2.5-bath private luxury estate is nestled on 12.7 level acres in the Town of Greenville. Built in 2014 with quality craftsmanship and comfort in mind, this expansive home offers the perfect blend of space, functionality, and modern efficiency. The chef’s kitchen outfitted

  Vanessa Wight BHG Real Estate Green Team

  2 White Horse Rd, Middletown, NY 10940
• 

  

  /35

  $499,900

  • 2 Beds
  • 2 Baths
  • 1,868 Sq Ft

  19 Sunflower St, Middletown, NY 10940

  Welcome to easy, carefree living in the highly sought-after 55+ community of Wildflower at Wallkill. This beautifully maintained two-bedroom ranch offers the perfect blend of comfort, style, and convenience, all set within a vibrant, amenity-rich neighborhood. This home has been meticulously cared for, including fresh paint and new carpeting, ensuring a move-in-ready experience. Step inside to

  Patricia Sassi RE/MAX Benchmark Realty Group

  19 Sunflower St, Middletown, NY 10940
• 

  

  /38

  $979,900

  • 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
• 

  

  /48

  $675,000

  • 4 Beds
  • 3 Baths
  • 4,080 Sq Ft

  225 Brown Rd, Middletown, NY 10941

  STUNNING 4-Bedroom, 3-Bathroom CONTEMPORARY LUXURY Home with Modern Upgrades. This turn-key beauty features a gorgeous updated eat-in kitchen with quartz countertops and an island, brand new stainless steel appliances fresh out the box, new cabinets a stylish backsplash with doors that lead to the back deck, perfect for entertaining. A formal fining room is followed by an oversized living room/

  Sandra Arnez Keller Williams Hudson Valley

  225 Brown Rd, Middletown, NY 10941
• 

  

  /32

  $479,000

  • 3 Beds
  • 2.5 Baths
  • 2,198 Sq Ft

  32 Woodstock Ln, Middletown, NY 10941

  Charming 3 bedroom, 2.5 bath home close to everything with Pine Bush Schools! Perfectly positioned just 2 minutes off of 211 in the heart of Middletown, you're just moments away from everything! Shopping, dining, transit and the areas most convenient commuter routes are all within 2 miles of this warm and inviting home. Step from the impressive entry foyer into a spacious open concept living and

  Anne Mahoney Hudson Valley Home Connection

  32 Woodstock Ln, Middletown, NY 10941
• 

  

  /48

  $725,000

  • 3 Beds
  • 2.5 Baths
  • 2,678 Sq Ft

  428 Prosperous Valley Rd, Middletown, NY 10940

  Tucked away on 16 private acres, 428 Prosperous Valley Road offers the space, privacy, and custom details you’ve been looking for. This 3 bedroom, 2.5 bath home features a bright open layout, highlighted by a dramatic great room with 18-foot ceilings and beautiful natural light. The main level offers 9-foot ceilings, custom hardwood floors, formal moldings, Andersen windows, and a spacious

  John Olivero Keller Williams Realty

  428 Prosperous Valley Rd, Middletown, NY 10940
• 

  

  /47

  $465,000

  • 3 Beds
  • 2 Baths
  • 2,055 Sq Ft

  122 Rolling Meadows Rd, Middletown, NY 10940

  Welcome to your dream home in the heart of Middletown, NY! This beautifully maintained 4 bedroom, 2 bathroom home with a bonus room/home office offers the perfect blend of comfort, convenience, and lifestyle. Nestled in a quiet neighborhood, this spacious property is ideal for today’s modern living with flexible space for working from home, entertaining guests, or simply relaxing in style. The

  Kristine Many Keller Williams Realty

  122 Rolling Meadows Rd, Middletown, NY 10940
• 

  

  /43

  $745,000

  $670K PRICE INCREASE

  • 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
• 

  /2

  $499,999

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,074 Sq Ft

  75 Brola Rd, Middletown, NY 10940

  Welcome to this well-maintained 3-bedroom, 2.5-bath raised ranch set on over an acre of property, offering the perfect blend of space, privacy, and comfort. With over 2,000 square feet of living space, this home features a functional layout including a spacious living room, formal dining area, and an eat-in kitchen ready for your personal touch. Upstairs, you’ll find generously sized bedrooms

  Kewin Garabito eXp Realty

  75 Brola Rd, Middletown, NY 10940
• 

  

  /36

  $499,900

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

  28 Cyprus Dr, Middletown, NY 10940

  Nestled within the highly, sought-after 55+ gated community of Wildflowers at Wallkill, this well-ma ranch-style home offers comfortable, low-maintenance living in one of the area’s most vibrant active adult communities. Featuring two bedrooms, hardwood floors, a formal dining room and an inviting den with a gas fireplace. This home is designed for both everyday comfort and effortless

  Patricia Sassi RE/MAX Benchmark Realty Group

  28 Cyprus Dr, Middletown, NY 10940
• 

  

  /39

  $449,000

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

  133 Blumel Rd, Middletown, NY 10941

  A Lot of House for the $$! This well maintained 3 BR, 2 Bath home is set back on lovely 1acre grounds with private back yard! Open floor plan! HW floors! C/A. 1 Car attached garage and detached 1 car garage with electric! Gutters have leaf guards! There's a whole house fan and power attic fan! Convenient to shopping and train station!

  Linda Clark Hudson Valley Griffith

  133 Blumel Rd, Middletown, NY 10941
• 

  

  /40

  $460,000

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

  3 Arden Ct, Middletown, NY 10940

  Welcome to 3 Arden Court, a well-maintained townhouse-style single-family home located on a quiet cul-de-sac in Middletown. Built in 2008, this home offers 3 bedrooms, 2.5 baths, and over 2,400 square feet of living space across three finished levels, providing flexibility for everyday living, working from home, or entertaining. The main level features an open layout with hardwood floors, a

  Justin Jordan Keller Williams Realty

  3 Arden Ct, Middletown, NY 10940
• 

  

  /36

  $699,900

  • 4 Beds
  • 2.5 Baths
  • 2,192 Sq Ft

  9 Schoolhouse Rd, Middletown, NY 10940

  Tired of the same predictable new construction colonial? This 2023-built residence offers something far more refined, thoughtfully customized, beautifully maintained, and curated with a level of detail that sets it apart from the expected. Set back down a long private driveway on nearly 3.5 acres, this home makes a striking first impression before you even step inside. The interior unfolds with a

  Nicole Carpenter eXp Realty

  9 Schoolhouse Rd, Middletown, NY 10940
• 

  

  /4

  $630,000

  • 10 Beds
  • 4 Baths

  309-317 E Main St Unit 309, Middletown, NY 10940

  Welcome to this beautiful two-family home located on E Main Street! Perfect for owner-occupants, investors, or extended family living, this spacious property offers incredible flexibility and charm. One unit features 6 bedrooms, while the second unit offers 4 bedrooms, providing plenty of spac. Both units have separate front and side entrances for added privacy and convenience. The property sits

  Betzaida Vericain Q Home Sales

  309-317 E Main St Unit 309, Middletown, NY 10940
• 

  

  /9

  $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
• 

  

  /50

  $450,000

  • 2 Beds
  • 2.5 Baths
  • 1,814 Sq Ft

  49 Oak Hill Rd, Middletown, NY 10941

  Beautiful Townhome in Prime Location! Welcome to this beautifully maintained townhome offering the perfect blend of comfort, style, and convenience. Ideally located in the sought-after Pine Bush School District, this home is move-in ready and designed for easy living. Featuring 2 spacious bedrooms and 2.5 full baths, this home boasts a bright and open layout with hardwood floors on the main level

  Carla Terranova Keller Williams Realty

  49 Oak Hill Rd, Middletown, NY 10941
• 

  

  /48

  $447,000

  • 4 Beds
  • 2.5 Baths
  • 2,155 Sq Ft

  126 Rolling Meadows Rd, Middletown, NY 10940

  Original owner has loved this ‘must see’ raised ranch in the Meadows for over 45 years, but it is time for someone new to start making memories! Enter into a light-filled interior where hardwood floors run throughout the main floor and the open floor plan invites entertaining. Beautifully renovated kitchen boasts center island for dining, rich wood cabinets, granite countertops, stainless steel

  Laurel Lustgarten Howard Hanna Rand Realty

  126 Rolling Meadows Rd, Middletown, NY 10940
• 

  

  /47

  $829,000

  • 4 Beds
  • 4 Baths
  • 3,340 Sq Ft

  571 Route 17m, Middletown, NY 10940

  Steeped in character and timeless appeal, this 1930 Colonial invites you in with its striking stone facade and a graceful partial wrap-around porch—an ideal spot to enjoy quiet mornings or unwind at the end of the day. Inside, the home blends classic craftsmanship with modern comfort, featuring rich wooden floors that flow seamlessly throughout the main level.The first floor offers a warm and

  Angela Murphy BHG Real Estate Green Team

  571 Route 17m, Middletown, NY 10940
• 

  

  /48

  $499,999

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

  9 Cornwall Ln, Middletown, NY 10940

  Step into luxury with this meticulously maintained home featuring rich hardwood floors, exquisite crown molding and recessed lighting with dimmable features throughout. The well appointed kitchen is a chef's dream, boasting GE stainless steel appliances, a beautiful tile backsplash, double sink, pantry and great cabinet space. Enjoy a wonderful formal dining area with a large window that floods

  Theresa Russo Coldwell Banker Realty

  9 Cornwall Ln, Middletown, NY 10940
• 

  

  /40

  $485,000

  • 3 Beds
  • 2 Baths
  • 1,766 Sq Ft

  258 Scotchtown Collabar Rd, Middletown, NY 10941

  Beautiful Single Family Residence in Scotchtown NY area. Move in ready home with nice updates and finishes. Three spacious bedrooms and two full bathrooms. Hardwood floors throughout the home. Central air conditioning with a finish basement. Property located on two acres, with low taxes. Must see. Close to schools, Stores and all major commuting routes.

  Maurice Bailey Neighborhood Assistance Corp

  258 Scotchtown Collabar Rd, Middletown, NY 10941
• 

  

  /36

  $399,999

  • 3 Beds
  • 1.5 Baths
  • 1,410 Sq Ft

  22 Oak Ln, Middletown, NY 10940

  Step into this beautifully updated three-bedroom home, where comfort and style come together seamlessly. The bright, airy kitchen features elegant stone countertops and sliding glass doors that open to a spacious deck overlooking a fully fenced backyard—perfect for relaxing or entertaining. Natural light fills the inviting living room, which flows effortlessly into the dining area and kitchen,

  Danielle Roche Howard Hanna Rand Realty

  22 Oak Ln, Middletown, NY 10940
• 

  

  /7

  $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
• 

  

  /29

  $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
• 

  

  /45

  $680,000

  • 4 Beds
  • 2.5 Baths
  • 2,410 Sq Ft

  217 Schoolhouse Rd, Middletown, NY 10940

  Discover your dream home in this immaculate 2022 Colonial on a spacious 2-acre lot in the coveted Minisink School District. This practically new residence delivers sophisticated style, designer finishes, and the perfect balance of scenic countryside living with modern convenience. Enter a sunlit open floor plan with rich hardwood flooring flowing through expansive living spaces. An elegant stone

  Nerette Lewis RE/MAX Town & Country

  217 Schoolhouse Rd, Middletown, NY 10940
• 

  

  /4

  $470,000

  • 3 Beds
  • 2.5 Baths
  • 1,723 Sq Ft

  22 Atwood Dr, Middletown, NY 10940

  Coming Soon! Beautiful 3 BR, 2.5 baths.

  Kelly Roebuck Curasi Realty, Inc.

  22 Atwood Dr, Middletown, NY 10940
• 

  

  /23

  $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
• 

  

  /37

  $490,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,167 Sq Ft

  76 Magnolia Park Rd, Middletown, NY 10940

  Now available in the sought-after Magnolia Park Community. This well-maintained 3-bedroom, 2.5-bath townhouse in the heart of Middletown offers three spacious levels, a sun-filled main floor featuring hardwood floors, an open-concept living and dining area, and a modern kitchen with granite countertops and generous cabinet space. The primary suite boasts a walk-in closet and a luxurious bath with

  Ryan Degnan Howard Hanna Rand Realty

  76 Magnolia Park Rd, Middletown, NY 10940
• 

  

  /48

  $850,000

  $50K PRICE DROP

  • 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
• 

  /2

  $283,000

  $70K PRICE DROP

  • 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
• 

  

  /23

  $490,000

  • 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
• 

  

  /40

  $425,000

  $14K PRICE DROP

  • 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
• 

  

  /50

  $599,900

  • 4 Beds
  • 2.5 Baths
  • 2,342 Sq Ft

  9 Silo Farm Place, Middletown, NY 10941

  Welcome to 9 Silo Farm Place! This beautiful colonial home, located in a desirable Scotchtown cul-de-sac within the Pine Bush School District, is now on the market. This move-in-ready residence features a warm foyer with vaulted ceilings, gleaming hardwood floors, and a spacious layout including a formal living room, dining room, and a family room with a gas fireplace. The kitchen, complete with

  Anita S. Cristiano HomeSmart Homes & Estates

  9 Silo Farm Place, Middletown, NY 10941
• 

  

  /49

  $1,750,000

  • 3 Beds
  • 3.5 Baths
  • 3,108 Sq Ft

  704 Mountain Rd, Middletown, NY 10940

  At 1,070 feet atop the Shawangunk Ridge, the view is the first thing that gets you. A sweeping panorama of valleys, ridgelines, and endless sky that shifts by the hour and somehow never stops feeling dramatic. It’s the kind of setting that instantly slows your pulse.The approach sets the tone: steep dark gables, a gated entry, and a herringbone brick courtyard leading to double doors tucked

  Monica Schwerberg Compass Greater NY, LLC

  704 Mountain Rd, Middletown, NY 10940

Showing Results 41 - 80, Page 2 of 3