Middletown, NY Homes for Sale

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  /15

  $299,900

  • 2 Beds
  • 1 Bath
  • 1,201 Sq Ft

  122 Cottage St, Middletown, NY 10940

  Imagine stepping into a home where ease of ownership and a central location blend seamlessly, offering the ideal choice for a first-time homebuyer. This inviting two-bedroom, one-bath residence in Middletown, NY, welcomes you with a thoughtful layout and a low-maintenance setup that includes municipal water and sewer, making life simpler so you can focus on enjoying your new home. Inside,

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 378-9670

  122 Cottage St, Middletown, NY 10940
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  /32

  $599,900

  • 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
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  /23

  $499,999 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 1,892 Sq Ft

  21 Standish Ave, Middletown, NY 10940

  Fully renovated raised ranch in Middletown, NY! Features include a modern kitchen with quartz countertops, stainless steel appliances, and hardwood floors throughout. Spacious rooms offer comfort and versatility. Conveniently located in a great commuter spot—close to major highways, shopping, and more. Move-in ready and full of style!

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (845) 442-6302

  21 Standish Ave, Middletown, NY 10940
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  $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
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  $419,900

  • 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
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  /24

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,593 Sq Ft

  568 County Route 49 Unit 2C, Middletown, NY 10940

  FOR INVESTORS ONLY.... New townhouse on right side (Unit 2C) available in the Minisink Valley School District. This home welcomes you to an open foyer that leads to an updated kitchen with Quartz/Quartzite countertops and ample white cabinets. Lots of sunshine enters this home. The dining and living room area is spacious with beautiful floors. Huge closet that can be used as a pantry. A deck to

  

  Hazel Cello

  Keller Williams Hudson Valley

  (845) 681-1992

  568 County Route 49 Unit 2C, Middletown, NY 10940
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  /7

  $239,888

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft

  218 Concord Ln, Middletown, NY 10940

  Welcome to this charming first-floor condo located in Buttonwood Hills community! With 2 bedrooms, 2 baths, and a patio, this well-maintained unit offers a galley kitchen, dining area, and living room. Enjoy access to clubhouse amenities and a community poolhouse. Ideal for those seeking convenience and community living. InteriorFeatures: Built-in Features,

  

  John Olivero

  Keller Williams Realty

  (845) 475-0808

  218 Concord Ln, Middletown, NY 10940
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  /2

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  13 Smith St, Middletown, NY 10940

  Looking to add a rental property to your porfolio? This 3 bedroom, 1 bathroom home might be the one. Long term tenant looking to stay. Located in the heart of the city of Middletown. Walking distance to local shops, restaurants, supermarket, park and much more. Located on a one way street with low local traffic. Call today for appoiintment.

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 299-0839

  13 Smith St, Middletown, NY 10940
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  /24

  $539,900

  • 4 Beds
  • 2 Baths
  • 2,036 Sq Ft

  51 Pine Ct, Middletown, NY 10941

  Beautiful Split Level home situated in one of the nicest areas of The Town Of Wallkill. This wonderful home offers an Open Airy Floor Plan, Gorgeous Harwood Floors on the First Floor, Brand New Designer Custom Kitchen with Quartz Countertops, Breakfast Bar, Stainless Steel Appliances, and Recessed Lighting. Large Sun Drenched Living Room with a Bay Window , spacious Dining Rm, Primary Bedroom

  John Biasi Howard Hanna Rand Realty

  51 Pine Ct, Middletown, NY 10941
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  $450,000

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

  21 Maple Dr, Middletown, NY 10940

  Move right into this charming cape cod style home. 4 oversized bedroom’s and 2 full bathrooms. Step out onto a second story oversized deck from one of the two massive upstair bedrooms. The home is packed with updates, including new flooring throughout, a cozy kitchen and a large bay window in the living room that maximizes natural lighting. A detached garage with plenty of storage in the loft

  David Ferstand Daf Realty

  21 Maple Dr, Middletown, NY 10940
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  /25

  $529,000

  • 2 Beds
  • 2 Baths
  • 1,612 Sq Ft

  10 Jasmine Dr, Middletown, NY 10940

  Welcome to 10 Jasmine Drive: a beautifully appointed home in Middletown’s premier 55+ community, offering comfort, style, and low-maintenance living. This 2-bedroom, 2-bath residence features gleaming hardwood floors, a gourmet kitchen with granite countertops, high ceilings, and an open-concept layout perfect for everyday living or entertaining.Step out onto your generous sized composite deck

  Camilia Anka Keller Williams Realty

  10 Jasmine Dr, Middletown, NY 10940
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  /35

  $499,000

  • 3 Beds
  • 3 Baths
  • 2,136 Sq Ft

  25 Heather Ln, Middletown, NY 10940

  Your new home awaits! Beautiful home on a corner lot in the sought after neighborhood of Hidden Valley. Located within the Minisink school district. In this home you'll be greeted with a grand foyer which boasts an abundance of natural light. The living room featuring large windows & vaulted ceilings that share an open floor with the dining room. Kitchen with new granite countertops &

  Raymond Zingale PINE BUSH REALTY PROPERTIES

  25 Heather Ln, Middletown, NY 10940
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  $625,000

  • 4 Beds
  • 3.5 Baths
  • 2,760 Sq Ft

  214 Phillips St, Middletown, NY 10940

  Welcome to this beautiful newly built 4-bedroom, 3.5-bath home featuring a spacious 2,760 sqft layout across three levels of living space. The gourmet kitchen features an island with a breakfast bar and flows seamlessly into a large dining area. The luxurious primary suite includes a full ensuite bath with dual vanities, a shower, and a separate soaking tub, all highlighted by expansive windows.

  Donna Gray Redfin Real Estate

  214 Phillips St, Middletown, NY 10940
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  $249,000 Open Fri 4PM - 6PM

  • 2 Beds
  • 2 Baths
  • 1,049 Sq Ft

  189 Ruth Ct, Middletown, NY 10940

  Discover comfort, space, and convenience in this beautifully designed 2-story condo, ideally located in a sought-after community, with easy access to major highways and shopping centers. From the moment you step inside, you'll be welcomed by soaring vaulted ceilings and an abundance of natural light that fills the open living area, creating a warm and inviting atmosphere. The Kitchen offers a

  Rosalie Cook Weichert Realtors

  189 Ruth Ct, Middletown, NY 10940
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  /35

  $689,000

  • 6 Beds
  • 3.5 Baths
  • 2,948 Sq Ft

  669 Mountain Rd, Middletown, NY 10940

  Nestled in the Minisink School District | 6 bedrooms, |3 bathrooms| chef’s kitchen| perfect for those who love to cook and entertain. The double-sided fireplace*adds a cozy touch, while the inground pool makes it an ideal retreat.Set on 3.38 acres the home is surrounded by lush greenery, providing a peaceful and private atmosphere. The Colonial and Contemporary architectural style blends

  Michelle Gruberger Real Estate Circuit Inc

  669 Mountain Rd, Middletown, NY 10940
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  $284,000

  • 3 Beds
  • 1.5 Baths
  • 1,460 Sq Ft

  23 Woodlake Dr, Middletown, NY 10940

  Welcome to the Spring Hollow Community. One of the few complexes that checks off all the boxes! This community offers a private pool, clubhouse and a pond and YES, it's an end unit! The location is centrally located to all shopping and major commuter highways. This home offers laminate flooring and updated kitchen with tiled back splash, eat in kitchen area as well as a formal dining area with

  Pedro Garcia Curasi Realty, Inc.

  23 Woodlake Dr, Middletown, NY 10940
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  $625,000

  • 4 Beds
  • 3.5 Baths
  • 2,824 Sq Ft

  388 Mt Orange Rd, Middletown, NY 10940

  Welcome to this one-of-a-kind, custom-built ranch in the sought after Minisink Valley School District. Thoughtfully crafted by the owners with high-end finishes and design features throughout, this home offers exceptional quality and comfort with an ideal single-level floor plan. Inside, you’ll find four spacious bedrooms - all with ensuite bathroom access, a dedicated home office area, and a

  Frank Muccari Cronin & Company Real Estate

  388 Mt Orange Rd, Middletown, NY 10940
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  /16

  $669,900

  • 4 Beds
  • 3 Baths
  • 2,445 Sq Ft

  718 Mount Hope Rd, Middletown, NY 10940

  Let's welcome the Summer of 2025 with this beautiful and spacious contemporary home. It is nestled up on the hill with great views in the town of Wallkill. This gorgeous home is going to be ready in less than 6 to 8 weeks. The upper level is featuring an open layout with gleaming oak hardwood floors throughout a massive living room with a very high ceiling & built in electric fireplace to a

  Anita S. Cristiano HomeSmart Homes & Estates

  718 Mount Hope Rd, Middletown, NY 10940
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  $499,000

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

  13 Sage Ct, Middletown, NY 10940

  Welcome to 13 Sage Court and the wonderful Active Adult Community of Wildflowers! This pristine home features 2 Bedrooms, 2 Baths and a totally open floor plan for easy living. Harwood floors, a formal dining room and a totally private rear deck facing the woods completes this perfect package. Sunny Primary Bedroom Suite features plush carpeting, 2 walk in closets and a large, tiled bathroom

  Eveline White Hudson Valley Griffith

  13 Sage Ct, Middletown, NY 10940
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  /27

  $475,000

  • 5 Beds
  • 3 Baths
  • 1,882 Sq Ft

  12 Marcy Ln, Middletown, NY 10941

  Welcome to 12 Marcy Lane – a stunning and spacious 5-bedroom, 3-bathroom bi-level home perfectly situated in a prime Middletown location. Just minutes from shopping, dining, and with easy access to major highways, this home offers both comfort and convenience for today’s lifestyle.Step inside to find a bright and welcoming layout ideal for extended living or entertaining. The upper level features

  Liudmila Lobeeva eXp Realty

  12 Marcy Ln, Middletown, NY 10941
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  $469,999

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft

  338 Route 211 W, Middletown, NY 10940

  Welcome to your dream home! This meticulously renovated ranch-style residence in the heart of Middletown, NY, combines timeless charm with modern elegance. Carefully reimagined from top to bottom, this home features a bright, open-concept layout designed for both comfort and entertaining. At the heart of the home is a stunning, fully updated kitchen, showcasing rich dark cabinetry, sleek quartz

  Jeffrie Peña Locqube New York, Inc.

  338 Route 211 W, Middletown, NY 10940
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  /30

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 1,987 Sq Ft

  7 Roosevelt Ave, Middletown, NY 10940

  Welcome to this charming ranch-style home located on a desirable corner lot in the city of Middletown. Spanning just under 2,000 square feet, this inviting residence features spacious rooms throughout. As you enter, you'll be greeted by custom woodwork and elegant wainscoting that add a touch of sophistication throughout this home. The layout is accentuated by tile flooring that flows seamlessly

  Patricia Sassi RE/MAX Benchmark Realty Group

  7 Roosevelt Ave, Middletown, NY 10940
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  /19

  $235,000

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

  256 Concord Ln, Middletown, NY 10940

  This fully renovated two-bedroom, two-bath condo offers modern upgrades and stylish finishes throughout. The kitchen features brand-new appliances and elegant quartz countertops, while the bathrooms boast sleek porcelain countertops. Enjoy the comfort of brand-new vinyl flooring, plush carpeting, and a new boiler, along with the convenience of an in-unit washer and dryer. Two air conditioning

  Carol Cruz Keller Williams Hudson Valley

  256 Concord Ln, Middletown, NY 10940
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  $524,900

  • 4 Beds
  • 1.5 Baths
  • 2,722 Sq Ft

  391 Scotchtown Collabar Rd, Middletown, NY 10941

  Discover the Charm and Character of this circa 1800 four bedroom farmhouse colonial on 2.6 acres with a bedroom and bathroom on the main floor!! Do you dream of simpler times? Growing your own fruit herbs vegetables, and eggs? Starry nights in the back yard? It's all here and with many updates including a new roof. There is over 2700 square feet of living space, high ceilings (unheard of in

  John Biasi Howard Hanna Rand Realty

  391 Scotchtown Collabar Rd, Middletown, NY 10941
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  $529,900

  • 4 Beds
  • 3 Baths
  • 2,242 Sq Ft

  26 Davidge Rd, Middletown, NY 10940

  Spectacular Contemporary Home Located in Prestigious Presidential Heights in the City of Middletown. This Magnificent Home Features a Bright Airy, Sundrenched Floor plan. Gorgeous Marble Flooring, Large Sunken Living Room, Beautiful Sunken Family Room Custom 2 Sided Fireplace. Gourmet Kitchen with a designer Kitchen cabinetry, Stainless Steel Appliances, Subway tiled Backsplash , Recessed

  John Biasi Howard Hanna Rand Realty

  26 Davidge Rd, Middletown, NY 10940
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  /14

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  12 Briarwood Dr, Middletown, NY 10940

  This well-maintained home is located in a peaceful neighborhood with a pleasant environment. The area offers modest yet charming scenic views, including neatly landscaped surroundings and natural light that enhances the home’s atmosphere. Located in a top-rated school district, this home provides an exceptional educational opportunity for families. Don’t miss the chance to own a home in one of

  Thomas Hennerty

  12 Briarwood Dr, Middletown, NY 10940
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  $465,000

  • 4 Beds
  • 2 Baths
  • 1,794 Sq Ft

  118 White Bridge Rd, Middletown, NY 10940

  This pristine Cape in Mount Hope NY is almost 1800 square feet featuring heated two-car attached garage, full size basement sit on 1.6 acres parcel with nice view.3/4 bedrooms, large eat in kitchen, Formal Dr, 1st floor Master Bedroom suite, and addition one bedroom/ office on the 1st floor. 2nd. floor has 2 large bedrooms, Exterior has 2 decks, 1 patio, storage shed, great views and

  Feng Chang Acer Realty Inc

  118 White Bridge Rd, Middletown, NY 10940
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  /7

  $234,900

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft

  143 Ruth Ct, Middletown, NY 10940

  A great Investment opportunity - - Low Taxes & Low Condo Fees. Current lease runs through May 31, 2025. Very quiet and well maintained condo complex. This first floor 2 bedroom, 2 bathroom condo offers a first floor King Sized master suite with walk in closet & full bathroom, a spacious living area with plenty of bright, natural light & a patio. The kitchen has almost new cabinets and

  Allan Leeds ON SITE Sales & Marketing, LLC

  143 Ruth Ct, Middletown, NY 10940
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  /2

  $239,000 Coming Soon

  • 2 Beds
  • 1 Bath
  • 893 Sq Ft

  25 Jimal Dr, Middletown, NY 10940

  This end-unit property, featuring a ground-level setup overlooking the woods, provides a charming, tranquil view an abundance of natural light. The well-designed kitchen area, complemented by a cozy eat-in space with two opposing windows, is ideal for enjoying meals while admiring the scenery. With a compact secondary and a generously sized primary bedroom, condo strikes a harmonious balance

  Michelle Gruberger Real Estate Circuit Inc

  25 Jimal Dr, Middletown, NY 10940
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  /11

  $369,900

  • 3 Beds
  • 1.5 Baths
  • 1,644 Sq Ft

  21 Creeden Dr, Middletown, NY 10940

  Welcome Home to 21 Creeden Drive! This inviting 3-bedroom, 1.5 Bath home offers the perfect blend of privacy and convenience, located just minutes from town on a peaceful, cul-de-sac road. Featuring a spacious main floor, a walk-out lower level and serene backyard, it is a must-see! While this well-kept home is move-in ready, it also presents an exciting opportunity to add your own touch and

  Ryan Barrett Keller Williams Realty

  21 Creeden Dr, Middletown, NY 10940
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  /41

  $309,990

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft

  55 Prince St, Middletown, NY 10940

  Welcome to this beautifully updated two-story home in the heart of Middletown, offering three bedrooms, two full bathrooms, and a bright, open layout perfect for modern living. From the moment you arrive, the home’s clean, updated exterior and inviting front steps set the tone for what’s inside. The interior features large windows that fill the space with natural light, enhancing the airy

  Andi Berisha BHHS Hudson Valley Properties

  55 Prince St, Middletown, NY 10940
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  /40

  $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
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  $289,900

  • 3 Beds
  • 2 Baths
  • 1,631 Sq Ft

  42 Wisner Ave, Middletown, NY 10940

  COMING SOON! Photos will be added on Wednesday 5/7- Welcome to 42 Wisner Ave—a charming 3-bedroom, 2-bathroom home situated on a spacious corner lot in the heart of Middletown. This well-maintained property offers solid bones and endless potential for your personal touch. The first floor features a flexible layout, including a cozy den that could easily serve as a 4th bedroom, home office, or

  Kismet Johnson eXp Realty

  42 Wisner Ave, Middletown, NY 10940
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  /29

  $440,000

  • 3 Beds
  • 3.5 Baths
  • 1,827 Sq Ft

  129 Meadow View Dr Unit 1105, Middletown, NY 10940

  Welcome to Maple Fields at Wallkill, one of the most sought-after town-home communities in Middletown, NY. This 3-bedroom, 3.5-bathroom gem offers an open layout, gleaming hardwood floors, and sun-filled spaces throughout. The modern kitchen includes granite countertops, GE stainless steel appliances, and a large island, perfect for cooking or entertaining. The spacious living and dining areas

  D'Wana Haynesworth YourHomeSold Guaranteed Realty

  129 Meadow View Dr Unit 1105, Middletown, NY 10940
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  /7

  $440,000

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

  9 Laddie Rd, Middletown, NY 10941

  Looking for LOW TAXES and a LOCATION THAT CAN'T BE BEAT??? Look no more! Welcome to this lovely maintained raised ranch style home, set in a terrific community with municipal services offering both comfort and convenience.. Located in the highly desirable Pine Bush School district, this home features 3 bedrooms, family room, spacious two car garage, open concept layout perfect for easy living

  Bonnie Natt Realty Promotions Inc

  9 Laddie Rd, Middletown, NY 10941
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  /39

  $369,000

  • 2 Beds
  • 1 Bath
  • 1,047 Sq Ft

  2027 Route 6, Middletown, NY 10940

  Welcome to this charming move-in ready home offering the ease of single-level living on a beautiful, level 1-acre lot! With 1047 square feet of thoughtfully designed space, this home is perfect for those looking for comfort, functionality, and room to breathe. 2 decks for outside enjoyment one at the front of the home and another outside the den/3rd bedroom. The den could easily be a 3rd

  Bente Brown John J Lease REALTORS Inc

  2027 Route 6, Middletown, NY 10940
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  /50

  $249,999

  • 2 Beds
  • 2 Baths
  • 990 Sq Ft

  21 Lake Claire Dr, Middletown, NY 10940

  Charming Lake Cottage Retreat – 21 Lake Claire Drive, Middletown, NYNestled among the trees on a quiet hillside, this bright and rustic 2-bedroom, 2-bath lake cottage offers a peaceful retreat with vintage character and natural charm. The vibrant red wood siding, expansive outdoor decking, and tree-lined setting create an inviting atmosphere perfect for weekend getaways or full-time living.Step

  Nelson Dominguez eXp Realty

  21 Lake Claire Dr, Middletown, NY 10940
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  /6

  $159,800

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  228 Concord Ln Unit 228, Middletown, NY 10940

  Move-in ready, 1-bedroom, 1-bathroom second-floor unit in Middletown, NY. Ideal for investors or first-time buyers seeking convenience and community living. Commuter-friendly location close to all highways, colleges, shopping, restaurants, and public transportation. Enjoy access to clubhouse amenities and a community pool. HOA includes water, snow removal, garbage, pool and common ground

  Yasmine Delgado BHG Real Estate Green Team

  228 Concord Ln Unit 228, Middletown, NY 10940
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  /13

  $179,000

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft

  4 Fortune Rd W Unit D, Middletown, NY 10941

  This beautifully updated first floor condo features a generous 1-bedroom, 1-bath layout, complete with spacious closets, brand new appliances, and vinyl plank new floors! Plus, the HOA covers heat and hot water, making budgeting a breeze since most of your expenses are included. Conveniently located in the Scotchtown Neighborhood within the Town of Wallkill, you'll find a peaceful atmosphere

  Matthew Gibbs Keller Williams Hudson Valley

  4 Fortune Rd W Unit D, Middletown, NY 10941
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  /21

  $319,000

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  76 California Ave, Middletown, NY 10940

  A Gem - Ready to welcome its new owners, this lovely three-bedroom ranch is situated on a broad street near a park with tennis courts and a pond. It features an exceptionally large 14’ x 36’ roofed rear veranda facing a fenced backyard with an above-ground pool and a small storage barn. Many updates plus the seller’s exceptional maintenance make this home a great opportunity. It is waiting for

  Marsha Talbot Howard Hanna Rand Realty

  76 California Ave, Middletown, NY 10940

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