Middletown, NY Homes

• 

  

  

  /15

  $279,900 Pending

  • 2 Beds
  • 1 Bath
  • 1,201 Sq Ft

  122 Cottage St, Middletown, NY 10940

  Your First Single-Family Home—Where Independence Begins | Middletown, NYThere’s a moment when you realize: it’s time to stop paying someone else’s mortgage and start building something of your own. This 2-bedroom, 1-bath single-family home in Middletown, NY is that moment in the making—a chance to own land, space, and freedom, with no shared walls or noisy neighbors above or below you. Just you,

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 328-2595

  122 Cottage St, Middletown, NY 10940
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• 

  

  

  /29

  $2,300 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Apartment for Rent

  3 Sabrina Ct Unit 3, Middletown, NY 10940

  Experience Modern Living in a Brand-New 2-Bedroom Apartment. Take advantage of this rare opportunity to move into a newly constructed 2-bedroom apartment, thoughtfully designed with high-end finishes and modern conveniences. Enjoy a welcoming open floor plan that features a stunning kitchen complete with Quartz countertops and brand-new, energy-efficient stainless steel appliances. Oversized

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 328-3995

  3 Sabrina Ct Unit 3, Middletown, NY 10940
• 

  $127,000 Sold Jun 19, 2025

  • 450 Sq Ft
  • $282/SF
  • 28 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1930

  99 Excelsior Ave, Middletown, NY 10940

  Discover the ultimate investment opportunity with this full gut renovation property, perfect for both seasoned investors and first-time homeowners looking to create their dream space. This blank canvas offers endless possibilities, allowing you to customize every detail to your liking. With a solid foundation and just enough square footage, you can reimagine the layout to maximize functionality

  Joseph Rosenfeld Flag Realty Group

  99 Excelsior Ave, Middletown, NY 10940
• 

  Est $715,345 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,626 Sq Ft

  175 Elise Dr, Middletown, NY 10941

  175 Elise Dr, Middletown, NY 10941
• 

  

  

  /32

  $599,900 Pending

  • 4 Beds
  • 3 Baths
  • 2,418 Sq Ft

  169 Mulford Rd, Middletown, NY 10940

  For the Person Who Refuses to Compromise -Some homes are built to meet a standard. This one was built to set it.Crafted by a builder with over 50 years of hands-on experience and an unwavering commitment to excellence, this home is more than beautiful—it’s a promise. A promise that what surrounds you is solid, thoughtful, lasting. Every piece of trim, every tile, every finish was chosen with

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 588-9150

  169 Mulford Rd, Middletown, NY 10940
• 

  

  /12

  $2,300 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Apartment for Rent

  3 Sabrina Ct Unit 6, Middletown, NY 10940

  Experience Modern Living in a Brand-New 2-Bedroom Apartment. Take advantage of this rare opportunity to move into a newly constructed 2-bedroom apartment, thoughtfully designed with high-end finishes and modern conveniences. Enjoy a welcoming open floor plan that features a stunning kitchen complete with Quartz countertops and brand-new, energy-efficient stainless steel appliances. Oversized

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 534-6469

  3 Sabrina Ct Unit 6, Middletown, NY 10940
• 

  $450,000 Sold Jun 18, 2025

  • 1,750 Sq Ft
  • $257/SF
  • 13 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  34 Roger Ave, Middletown, NY 10940

  Welcome to your new home in the highly sought-after Minisink Valley School District! This beautiful raised ranch is just waiting for you to call home, offering the perfect blend of comfort, style, and convenience in a serene and friendly neighborhood. Step inside to discover hardwood floors that flow seamlessly through the main living areas. The spacious and sun-drenched family room creates a

  Frank Muccari Cronin & Company Real Estate

  34 Roger Ave, Middletown, NY 10940
• 

  Est $559,104 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,668 Sq Ft

  37 Orange Terrace, Middletown, NY 10940

  37 Orange Terrace, Middletown, NY 10940
• 

  

  /32

  $399,900

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  25 Fairways Dr Unit 1, Middletown, NY 10940

  This luxurious Condo has been maintained at a high-level and is in move-in ready condition for anyone looking for privacy and security. Located in an exclusive, gated community this incredibly first floor unit boasts numerous upgrades including, but not limited to beautiful kitchen cabinetry, granite countertops, hardwood flooring and custom light fixtures. This home is great for entertaining, it

  

  Randolph Rogers

  eXp Realty

  (845) 390-2769

  25 Fairways Dr Unit 1, Middletown, NY 10940
• 

  

  /12

  $2,300 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Apartment for Rent

  3 Sabrina Ct Unit 5, Middletown, NY 10940

  Experience Modern Living in a Brand-New 2-Bedroom Apartment. Take advantage of this rare opportunity to move into a newly constructed 2-bedroom apartment, thoughtfully designed with high-end finishes and modern conveniences. Enjoy a welcoming open floor plan that features a stunning kitchen complete with Quartz countertops and brand-new, energy-efficient stainless steel appliances. Oversized

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 539-0391

  3 Sabrina Ct Unit 5, Middletown, NY 10940
• 

  $458,000 Sold Jun 18, 2025

  • 2,344 Sq Ft
  • $195/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1985

  25 Wedgewood Ln, Middletown, NY 10940

  MINISINK VALLEY SCHOOL DISTRICT! Discover your "Home Sweet Home" in this spacious 4-bedroom, 3-full-bath home with over 2,300 sq ft. Nestled on just under 3/4 of an acre of parklike property in the sought after Hidden Valley subdivision. Overflowing with updates and amenities this raised ranch features a perfect blend of space and comfort highlighted by beautiful hardwood floors, and luxury vinyl

  Frank Muccari Cronin & Company Real Estate

  25 Wedgewood Ln, Middletown, NY 10940
• 

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,260 Sq Ft

  16 4th St, Middletown, NY 10940

  16 4th St, Middletown, NY 10940
• 

  

  /31

  $249,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  47 Liberty St, Middletown, NY 10940

  This affordable three bedroom, 2 bath old two story in the city of Middletown. Interior features include some hard wood floors updated kitchen with some stainless appliances, over the range microwave, newer cabinets and countertops. Livingroom with hardwood floors, and large windows with cornices, diningroom and a full tiled bath with solid surface countertop all round out the first floor. Second

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (845) 576-1462

  47 Liberty St, Middletown, NY 10940
• 

  

  /29

  $2,300 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Apartment for Rent

  3 Sabrina Ct Unit 2, Middletown, NY 10940

  Experience Modern Living in a Brand-New 2-Bedroom Apartment. Take advantage of this rare opportunity to move into a newly constructed 2-bedroom apartment, thoughtfully designed with high-end finishes and modern conveniences. Enjoy a welcoming open floor plan that features a stunning kitchen complete with Quartz countertops and brand-new, energy-efficient stainless steel appliances. Oversized

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 328-3428

  3 Sabrina Ct Unit 2, Middletown, NY 10940
• 

  $265,000 Sold Jun 17, 2025

  • 852 Sq Ft
  • $311/SF
  • 34 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1940

  86 Brookline Ave, Middletown, NY 10940

  Newly renovated small 2-bedroom, 1-bath house on a good-sized 50 x 125 ft lot for sale in Middletown, NY. The remodeled house features a new roof, new bathroom, new kitchen with appliances, and a new hot-water heater. The house is located on a very quiet street but is close to shops, supermarkets, and a hospital, with very easy access to highways. With only $1,800 in taxes per year, you can save

  Jonathon Lee Keller Williams Hudson Valley

  86 Brookline Ave, Middletown, NY 10940
• 

  Est $516,877 Not Listed For Sale

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

  44 Highrose Ridge Way, Middletown, NY 10940

  44 Highrose Ridge Way, Middletown, NY 10940
• 

  

  /35

  $450,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,041 Sq Ft

  393 New Vernon Rd, Middletown, NY 10940

  Perched on over 3 scenic acres in the Minisink Valley School District, this Cape Cod home is a true testament to character and craftsmanship. Original details shine throughout, from arched doorways to custom built-ins and rich window casings that lend warmth and charm to every room. A masonry wood-burning fireplace anchors the oversized family room, creating a cozy retreat for gatherings. The

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 588-9041

  393 New Vernon Rd, Middletown, NY 10940
• 

  

  /9

  $1,750 per month

  • 2 Beds
  • 1 Bath
  • 736 Sq Ft
  • Apartment for Rent

  102 North St Unit 6, Middletown, NY 10940

  Welcome to your NEWLY RENOVATED two-bedroom apartment located in the heart of the vibrant City of Middletown! This beautifully upgraded apartment is situated on the second floor and offers a stylish and comfortable living space. The prime location of this apartment is close to a plethora of stores and restaurants, with many just a short walk away. A laundromat is also located across the street,

  

  Hazel Cello

  Keller Williams Hudson Valley

  (845) 498-1024

  102 North St Unit 6, Middletown, NY 10940
• 

  $285,000 Sold Jun 16, 2025

  • 1,110 Sq Ft
  • $257/SF
  • 44 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1977

  110 Sycamore Dr, Middletown, NY 10940

  Discover an exceptional opportunity in Clemson Park Condominiums! This beautifully updated second-floor unit is packed with modern upgrades-just turn the key and settle right in. Fresh neutral paint, brand new carpet, two year old HVAC system, brand new hot water heater and all new windows and slider are just the beginning of what you will find. One level floor plan offers an eat in kitchen with

  Laurel Lustgarten Howard Hanna Rand Realty

  110 Sycamore Dr, Middletown, NY 10940
• 

  Est $643,253 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,422 Sq Ft

  239 Sands Rd, Middletown, NY 10941

  239 Sands Rd, Middletown, NY 10941
• 

  

  /48

  $399,900 Pending

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

  4 Deer Ct Dr, Middletown, NY 10940

  ***Accepted Offer*** Beautifully renovated 3 bedrooms, 2.5 bathrooms, 1 car garage 2 story townhouse in the desirable Deer Run complex. Hardwood floors throughout the entire unit with the exemptions of bathrooms which are tiled. Kitchen was updated in 2020 and all 2.5 bathrooms were tastefully updated in 2024. Complex offers a clubhouse that's available for special events, inground pool, tennis

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 506-1766

  4 Deer Ct Dr, Middletown, NY 10940
• 

  

  /13

  $1,750 per month

  • 2 Beds
  • 1 Bath
  • 865 Sq Ft
  • Apartment for Rent

  59-61 North St Unit 3D, Middletown, NY 10940

  This spacious 2-bedroom apartment is located in the center of Middletown. Featuring a bright open-concept layout from the living room to the kitchen, this home is designed for both comfort and style. Enjoy high ceilings with recessed lighting, ductless A/C and heating, and brand-new flooring throughout. The kitchen shines with new stainless steel appliances, fresh cabintry, and granite

  

  Hazel Cello

  Keller Williams Hudson Valley

  (845) 203-3991

  59-61 North St Unit 3D, Middletown, NY 10940
• 

  $470,000 Sold Jun 16, 2025

  • 2,103 Sq Ft
  • $223/SF
  • 71 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1932

  23 Wilkin Ave, Middletown, NY 10940

  FULLY RENOVATED!!! Check out this 3 Bedroom, 2 Full Bathroom Capecod style home nestled in the City of Middletown and in the Middletown School district. This home is surrounded by a variety of community amenities including local eateries/restaurants, shopping centers, supermarkets, near several parks, dog parks, and the Heritage Trail, less than two miles from the Orange County Community College,

  Richard Baxter Keller Williams Realty

  23 Wilkin Ave, Middletown, NY 10940
• 

  Est $663,947 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,748 Sq Ft

  249 Sands Rd, Middletown, NY 10941

  249 Sands Rd, Middletown, NY 10941
• 

  

  /36

  $359,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  10 Mills Ave, Middletown, NY 10940

  Warm and inviting 3 bedrooms, 1.5 bathrooms Capecod centrally located in the City of Middletown. From the moment you step on the rocking chair porch you feel at home. Old world charm with loads of upgrades. Beautiful hardwood floors and woodwork throughout the house. Newer kitchen with stainless steel appliances. Heating system replaced in 2014. Roof replaced in 2017. Spacious living room, formal

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 412-9031

  10 Mills Ave, Middletown, NY 10940
• 

  

  /10

  $2,300 per month

  • 3 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  42 Prince St, Middletown, NY 10940

  For rent in the second floor 3 bedrooms apartment in a great location close to everything Central ACCentral Heatamazing backyard Water included the tenants pay electricityhablo Espanol

  

  Edwin Murillo

  Best Solutions Realty Inc

  (845) 599-7548

  42 Prince St, Middletown, NY 10940
• 

  $689,900 Sold Jun 13, 2025

  • 2,037 Sq Ft
  • $339/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  92 Pine Grove Rd, Middletown, NY 10940

  New construction ranch in the Pine Grove subdivision. This beautiful ranch features 3 bedrooms, 2 full baths, cozy living room with hardwood floors and fireplace, formal dining room and additional room great for office/den & custom kitchen with center island, granite counter tops, oven/range hood and tiled back splash. The master suite boasts tray ceilings, huge walk in closet, private bath

  Chris Ogden Realty Promotions Inc

  92 Pine Grove Rd, Middletown, NY 10940
• 

  Est $347,539 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,638 Sq Ft

  237 Route 211 W, Middletown, NY 10940

  237 Route 211 W, Middletown, NY 10940
• 

  

  /9

  $213,999 Pending

  • 2 Beds
  • 2 Baths
  • 955 Sq Ft

  350 Concord Ln, Middletown, NY 10940

  Welcome to this beautiful 2-bedroom, 2-bathroom condo located in the heart of Middletown, NY! Situated on the first floor, this unit offers convenience and comfort with a spacious dining room, a fully equipped kitchen, and an in-unit washer and dryer. The condo association covers pool access, snow removal, and landscaping, ensuring a stress-free living experience. Enjoy the prime location, just

  Yaakov Rosenberg

  eXp Realty

  (845) 244-5278

  350 Concord Ln, Middletown, NY 10940
• 

  

  /28

  $2,300 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Apartment for Rent

  3 Sabrina Ct Unit 7, Middletown, NY 10940

  Experience Modern Living in a Brand-New 2-Bedroom Apartment. Take advantage of this rare opportunity to move into a newly constructed 2-bedroom apartment, thoughtfully designed with high-end finishes and modern conveniences. Enjoy a welcoming open floor plan that features a stunning kitchen complete with Quartz countertops and brand-new, energy-efficient stainless steel appliances. Oversized

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 668-4275

  3 Sabrina Ct Unit 7, Middletown, NY 10940
• 

  $850,000 Sold Jun 13, 2025

  • 4,184 Sq Ft
  • $203/SF
  • 162 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1791

  447 Scotchtown Collabar Rd, Middletown, NY 10941

  This historic stone home is an extraordinary blend of timeless elegance & modern convenience. Every detail is designed to inspire and delight. Built in 1791 by Jacob Mills, it was occupied by his descendants until the 1980s “The Manor” invites you into the foyer through the breezeway. Pause as you enter the kitchen and take in the vaulted ceilings and shaker-style cabinets. Follow the open

  Margaret Stahl Ellis Sotheby's Intl Realty

  447 Scotchtown Collabar Rd, Middletown, NY 10941
• 

  Est $404,251 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 3,330 Sq Ft

  366 North St, Middletown, NY 10940

  366 North St, Middletown, NY 10940
• 

  

  /50

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 3,437 Sq Ft

  3 Kings Dr, Middletown, NY 10941

  Luxury Living in Hamptonburgh. Nestled in the prestigious Windsor Estates enclave, within the sought-after Goshen School District, this exceptional Contemporary residence offers a rare blend of elegance, comfort, and convenience. With nearly 3,500 sqft of thoughtfully designed living space, this striking home features 4 spacious bedrooms, 3 bathrooms, and a 3-car garage. Step into a grand

  

  Christina Rowan

  Howard Hanna Rand Realty

  (845) 393-3879

  3 Kings Dr, Middletown, NY 10941
• 

  

  /11

  $1,400 per month

  • 1 Bed
  • 1 Bath
  • 631 Sq Ft
  • Apartment for Rent

  71 E Main St Unit 2A, Middletown, NY 10940

  BEAUTIFULLY RENOVATED one bedroom apartment available in the City of Middletown. This unit has a large eat-in kitchen and a separate living room. Please note that there is an outside flight of stairs to reach the apartment. Tenants will pay for electricity. If water bill exceeds $40 per month, the tenant will pay for the excess usage. Tenants will share the responsibility to remove snow/ice from

  

  Hazel Cello

  Keller Williams Hudson Valley

  (845) 209-1321

  71 E Main St Unit 2A, Middletown, NY 10940
• 

  $830,000 Sold Jun 11, 2025

  • 4,100 Sq Ft
  • $202/SF
  • 150 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2024

  290 van Duzer Rd, Middletown, NY 10940

  Discover a Stunning and Marvelous Colonial Home nestled in the heart of the town of Wallkill . The grand front entrance boasts with a two-story foyer with iron stair balusters and a gorgeous combination of iron and wood. The main floor with its gleaming hardwood floors offers a spacious living room with built-in electric fireplace to a family room to a dining dining area open to a beautiful

  Anita S. Cristiano HomeSmart Homes & Estates

  290 van Duzer Rd, Middletown, NY 10940
• 

  Est $503,573 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,993 Sq Ft

  9 Neptune Ln, Middletown, NY 10940

  9 Neptune Ln, Middletown, NY 10940
• 

  

  /26

  $410,000

  • 4 Beds
  • 2 Baths
  • 1,668 Sq Ft

  31 Beattie Ave, Middletown, NY 10940

  Great 2 family home in the city of Middletown. Each apartment features 2 bedrooms, 1 bathroom. This property is located in a zoning that requires one of the apartments is occupied by the owner. House is well maintained and cared for. Large lot offers plenty of yard and parking. Walk-up attic offers plenty of storage. Each tenant has their own washer and dryer hook-up. Detached 2 car garage ideal

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 286-4605

  31 Beattie Ave, Middletown, NY 10940
• 

  

  /12

  $2,300 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Apartment for Rent

  1 Spring St Unit 6, Middletown, NY 10940

  Experience Modern Living in a Brand-New 2-Bedroom Apartment. Take advantage of this rare opportunity to move into a newly constructed 2-bedroom apartment, thoughtfully designed with high-end finishes and modern conveniences. Enjoy a welcoming open floor plan that features a stunning kitchen complete with Quartz countertops and brand-new, energy-efficient stainless steel appliances. Oversized

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 539-0853

  1 Spring St Unit 6, Middletown, NY 10940
• 

  $322,500 Sold Jun 10, 2025

  • 1,560 Sq Ft
  • $207/SF
  • 24 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1971

  70 Sandburg Ct, Middletown, NY 10941

  A/O, inspections scheduled. Welcome to 70 Sandburg Ct in Wallkill, NY! Yes, you can purchase a home at a great price that needs some TLC. This property is being sold AS IS and won’t need much to make it sparkle. Some spackle, a little paint and you are good to go. The fenced in backyard makes it safe for kids and pets and doubles as a venue for summer barbeques, birthday parties and just

  Veronika Doherty Keller Williams Realty

  70 Sandburg Ct, Middletown, NY 10941
• 

  Est $697,722 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,440 Sq Ft

  20 Nicaj Ct, Middletown, NY 10941

  20 Nicaj Ct, Middletown, NY 10941

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