Middletown New York homes for sale starting at Fifty Thousand Dollars

$689,000 - Middletown, NY

669 Mountain Road Middletown, NY - 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 classic charm with modern elegance. Inside, the grand foyer welcomes you into a thoughtfully designed space, featuring high ceilings, large windows and an open layout that allows natural light to flood the rooms. The primary suite is a true sanctuary, complete with ample closet space and an ensuite bathroom. The additional bedrooms offer flexibility—whether for guests, home offices, or playrooms. The formal dining room is perfect for hosting, and the spacious living room ensures comfort for gatherings. With central air, | oil heating, |and a drilled well|, the home is equipped for convenience. The 2-car detached garage provides ample parking.

$668,900 - Middletown, NY

168 S Centerville Road Middletown, NY - This is one of the Kind property in the Minisink School District . This Beautiful Colonial is seated on about 6.1 level acres of land all landscaped with a stream running through the back of the property allowing for fishing and relaxation either from a fantastic patio or the two decks and above ground pool to provide plenty of enjoyment of its natural surroundings.including fishing and gardening. Features include : 4/5 Bedrooms, with extra room for your family. Custom fireplace with Mantel in the Living Room, 3 Full Bathrooms and one Lavatory. Master Bedroom, Master Full Bathroom, Den/office, Laundry Room,,Hardwood Floors through out. The large Playroom has a full bathroom and offer unlimited possibilities.This home has many upgrades including a beautiful designed Custom kitchen with unique details.;crown moldings ,custom arches,door headers and wood paneling., imported porcelain;Central Vacuum,Water purification system,two furnaces,2 car garage.and more. Additional Information: Amenities:Pedestal Sink,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

$650,000 - Middletown, NY

21-23 Highland Ave. Middletown, NY - no description

$645,000 - Middletown, NY

8 Small Road Road Middletown, NY - A-Frame Cabin Retreat with Sauna, Hot Tub, Pond & 19+ Acres of Adventure. Tucked away on almost 19 private acres of wooded serenity, this stylish and updated cabin is the perfect escape for nature lovers and adventurers. With two bedrooms, a spacious loft, and two full baths, the home blends rustic charm with modern comforts. Step inside and feel instantly at home in the light-filled open layout, featuring soaring ceilings, exposed wood beams, and a brick-faced wood-burning stove. A sunroom just off the kitchen provides the ideal spot for morning coffee, afternoon reading, or simply soaking in the views year-round. The loft area offers additional sleeping or lounge space, while the lower level features a game room, ideal for entertaining guests or unwinding after a day outdoors. Relaxation is effortless with an indoor sauna and a hot tub just outside, where you can soak under the stars. Take a stroll along your private trail through the woods or spend peaceful afternoons by the spring-fed pond situated right next to the house. A two-car garage beneath the home adds convenience and generous storage space. This property also boasts a solid short-term rental history, offering excellent potential for income or flexible personal use. Whether you're hosting friends, enjoying quiet weekends, or exploring the land, this home invites you to embrace the Catskills lifestyle. Just the right mix of hip and homey, this cabin is a rare find with room to roam, recharge, and reconnect. Schedule a showing today and see what 20+ acres of cabin cool can offer you.

$639,900 - Middletown, NY

11 Vista View Terrace Middletown, NY - Welcome to Vista View Terrace - This stunning colonial home is being built and nestled on the cul-de-sac of a beautiful neighborhood in Scotchtown area in the town of Wallkill. Offering about 2400 SQFT living space including the finished basement with 4 bedrooms, 3 full bathroom and a one car garage. From the living room to a dining area and it's open to a beautiful kitchen with granite countertops, an island and stainless appliances. This gorgeous home will have 1 bedroom on the first floor with a full bathroom. The 2nd floor has a master bedroom has a walk-in closet and its own master bathroom. Two more great size bedrooms and another full bathroom with a laundry area. All bedrooms are going to have hardwood floors as well as the the living room, kitchen, dining room and hallway. The basement will be finished with open layout. Please note the pictures are from another house built and sold by the same builder with some upgrades and additional costs.

$625,000 - Middletown, NY

214 Phillips Street Middletown, NY - 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. For added convenience, the laundry room is situated upstairs near the bedrooms. The lower level offers a sliding door to a large patio, while the kitchen opens to a sizable deck on the side of the home. This property combines modern updates with ample indoor and outdoor living spaces.

$625,000 - Middletown, NY

1506 Sanford Hollow Road Middletown, NY - 18 acres of field and forest, privacy, views, dead-end town maintained road, pond, studio, shed AND a 4 bedroom, 3 bath turnkey house with a garage for $625K? Yes! And conveniently located in the picturesque Village of New Kingston, between Roxbury, Margaretville and Bovina, and just 2 hours and 20 minutes from the George Washington Bridge. Everything in the house is either renovated or new, and ready for immediate enjoyment. There is an additional semi-finished outbuilding that can be converted into an artist's studio. Excellent Airbnb potential.

$625,000 - Middletown, NY

344 Ingrassia Road Middletown, NY - Welcome to 344 Ingrassia Rd in Middletown, NY. This stunning Italian custom built Mediterranean home sits on 3.1 acres of land, offering 2,410 sqft of elegant living space. The property features 4 spacious bedrooms and 2.5 bathrooms. Upon entering, you'll notice the beautiful marble tile flooring that flows into the open kitchen. This Grommet kitchen boasts a large island, energy efficient stainless steel appliances, ample cabinet space, and marble countertops that seamlessly connect to the living room area with your Carada marble fireplace. The first floor also includes a formal dining area, 1st floor bedroom, laundry room, half bathroom, and access to the oversized 2-car garage. The second floor features a bright landing space with stunning views through large arched windows. The Master Suite is a serene retreat with a walk-in closet and full bathroom, complete with his/her sinks, a whirlpool tub, and stand-up tiled shower. Two additional generous bedrooms with sufficient closet space and another full bathroom are also located on this level. The lower level offers additional living space accompanied with vinyl flooring, a recreation room, wine cellar, and utility room/storage space. Conveniently located in the Middletown School District, this property is close to shopping, dining, and entertainment options, including The Galleria at Crystal Run, Legoland, Resorts World Casino, Kartrite Indoor Water Park, and Woodbury Common Premium Shopping Outlets. With easy access to major highways I-84/I-86 and proximity to the Shortline Bus Station and NJ Transit/Metro North, this location is ideal for commuters.

$619,900 - Middletown, NY

328 Stony Ford Road Middletown, NY - Dreaming about your beautiful brand new home??? This spacious and stunning COLONIAL home is under construction and it will be ready in less than 60 days. It is seated on 4 acres and located in the town of Wallkill with GOSHEN school district is offering about 2444 SQFT with 4 bedrooms, 3 full bathrooms and 2 car garages. The first floor is featuring an open layout from the living room with formal dining room to a great size kitchen with granite counter tops, gorgeous backsplash, stainless appliances and beautiful tile floors plus a great size island and a pantry. The 2nd floor will have your family room with vaulted ceiling, a stunning electric fireplace with gorgeous black tiles wall all the way to the ceiling. The master bedroom with a walk in closet and beautiful stand up shower master bathroom. There are 3 more bedrooms with great size and high ceilings and a full bathroom. All 4 bedrooms and family rooms are with beautiful hardwood floors and the 3 full bathrooms will have glass doors installed on the stand up showers and the tub. This gorgeous home will be minutes to major highways. Easy commute for all NYC commuters. Don't miss this opportunity - call now and make this home yours!!! Please note: Some of the pictures are from this listing are from another property that was already sold. Central AC is on the upper level only.

$615,000 - Middletown, NY

94 Fair Oaks Road Middletown, NY - NEW CONSTRUCTION BILONIAL BEAUTY ON 10+ ACRES! Welcome to your dream home – a stunning, newly built bilonial-style residence that redefines upscale living with modern aesthetic and thoughtful design in every inch. 4 Spacious Bedrooms | 3 Full Designer Bathrooms. Featuring cathedral ceilings in the living room, this open-concept home is flooded with natural light from the many windows, highlighting the sleek lines and fresh finishes throughout. Your fireplace creates a warm, elegant focal point in the main living space, perfect for cozy nights or entertaining in style. Downstairs, you’ll find a huge family room perfect for movie nights, game days, or a personal home gym setup. You will be impressed by the very large bedroom and beautiful bathroom. The master bedroom upstairs is a true retreat—with trayed ceilings, walk-in closet, and a minimalist modern en suite that belongs on a Pinterest board. But wait—this beauty sits on over 10 private acres of land. Yes, TEN. Space to roam, host, build, vibe, whatever your heart desires. Peace, privacy, and possibilities? Check, check, and check. Step into your walk-out 2-car garage, making errands and weekend adventures effortless. Every inch of this home was designed for the modern buyer who craves luxury, light, and layout that actually makes sense. Move-in ready. Statement-making. Built to flex. You don’t want to miss this. Town of Wallkill with Pine Bush schools, only few minutes to 17 and 84. Schedule your tour today and come fall in love IRL.

Middletown, New York listings for sale

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