Middletown Homes with Minisink Valley School district

Welcome to Middletown, New York, a charming city nestled in the heart of Orange County. Known for its rich history and vibrant community, Middletown offers a unique blend of suburban comfort and urban convenience. With a population that values both tradition and progress, this city is a fantastic place to call home.

Middletown boasts a variety of housing options, making it an ideal destination for families, young professionals, and retirees alike. The real estate market here features everything from cozy single-family homes to modern townhouses, ensuring there’s something for everyone. For those looking to settle down in a family-friendly environment, the homes within the Minisink Valley School District are particularly appealing. This district is renowned for its commitment to educational excellence, providing a nurturing environment for children to thrive academically and socially.

Residents of Middletown enjoy access to an array of amenities, including parks, shopping centers, and recreational facilities. The city’s vibrant downtown area is a hub of activity, offering a mix of quaint cafes, restaurants, and local shops. Outdoor enthusiasts will appreciate the nearby hiking trails and beautiful landscapes that Orange County is known for, making it easy to embrace nature right at your doorstep.

With its welcoming atmosphere, excellent schools, and diverse housing options, Middletown is more than just a place to live; it’s a community where memories are made and dreams are nurtured. Come discover the charm of Middletown and see why so many are proud to call it home!

Newest Middletown Homes with Minisink Valley School district

$470,000

3 Beds ⋅ 2 Baths ⋅ 1047868 MLS

Welcome to this amazing 3-bedroom ranch in Minisink! Offering a spacious open floor plan, this home is designed for comfortable everyday living and effortless entertaining. The primary bedroom features its own walk-in closet, while two full bathrooms provide plenty of convenience for family and guests. The finished basement offers additional living space with endless possibilities for a recreation room, home office, gym, or media area. An attached two-car garage and generous driveway provide ample parking and storage. Outside, enjoy your own private backyard retreat! The large back deck overlooks a gorgeous, level yard, complete with a beautiful inground pool and pool house; the perfect setting for summer entertaining, relaxing, and creating memories with family and friends! Move-in ready and the perfect blend of comfortable living, functional space, and an exceptional outdoor oasis. Come see all this special home has to offer!

487 Greenville Turnpike, Middletown

$1,150,000

4 Beds ⋅ 4 Baths ⋅ 1046894 MLS

Tucked away on 4 sprawling, private acres, this 5,360-square-foot contemporary estate delivers the rare combination of country seclusion, equestrian-ready grounds, and true move-in luxury. Whether you're searching for a peaceful retreat, room to bring your horses, or a multigenerational layout with built-in flexibility, 289 Pine Grove Road checks every box. Step through the soaring foyer into a light-filled main level anchored by cathedral ceilings, skylights, and rich hardwood floors throughout. The gourmet eat-in kitchen, with granite countertops and a generous pantry flows into a formal dining room built for hosting, while the sunken living room and enclosed sunroom with its own wet bar create effortless indoor entertaining space. Upstairs, the primary suite is a true retreat: vaulted ceilings, a cozy fireplace, a dedicated sitting area, and a private balcony overlooking sweeping water and countryside views. The spa-inspired primary bath features custom stone finishes, and two additional spacious bedrooms plus a second full bath complete the upper level. The fully finished, walk-out lower level adds exceptional flexibility, with its own kitchen, full bath, bedroom and additional office/den makes it the perfect accessory apartment, guest suite, or home office setup. Outside, the property truly sets itself apart: mature barn structures and stables ready for horses, a peaceful stream winding through the land, a custom Koi pond, and a charming gazebo overlooking the fenced yard. Multiple deck, patio, and balcony areas make it easy to take in the Hudson Valley sunsets from every angle. Rounding out the offering is a 2-car attached garage all set within the highly regarded Minisink Valley Central School District. Properties combining this much land, living space, and equestrian infrastructure rarely come to market. Schedule your private tour today before it's gone.

289 Pine Grove Road, Middletown

$625,000

3 Beds ⋅ 3 Baths ⋅ 1046838 MLS

Welcome to Your Private Country Retreat! Nestled on 3.2 acres of serene, private land within the desirable Minisink Valley School District, this spacious 2,470 sq. ft. home blends peaceful nature with modern comfort. Step inside from the welcoming front deck into a bright foyer leading to a formal living room with striking vaulted ceilings and a formal dining room filled with natural light. The heart of the home is a fully renovated, open-concept kitchen featuring crisp white cabinetry, a center island, gorgeous granite countertops, a trendy backsplash, and brand-new stainless steel appliances.Designed for versatile living, the main floor includes a convenient full bath and a dedicated home office with custom built-ins—perfect for working remotely. Upstairs, find comfortable bedrooms and a primary suite complete with a private bath and modern finishes. Unwind in your den with beautiful exposed wood ceilings, and a cozy fireplace. Step outside onto the expansive rear deck to enjoy quiet mornings or host barbecues overlooking your private, sprawling acreage. Additional highlights include an unfinished walk-out basement with endless potential, a 2-car garage, and a carport. Book your tour and make this house your home today!

58 Burnt Corners Road, Middletown

$899,999

5 Beds ⋅ 4 Baths ⋅ 1046363 MLS

Beautifully renovated. Brand new addition 2025. Floor to ceiling stone fireplace with wood burning stone insert, open concept, plenty of room for entertainment. In law set up with kitchenette.

2096 Route 6, Middletown

$85,000

1043693 MLS

Fantastic opportunity to build a new home within the Minisink school district. Level, 1.9 acre lot featuring frontage on the Little Shawangunk Kill. The location is serene yet in close proximity to your everyday conveniences such as shops, restaurants, parks and much more.

64 Brola Road, Middletown

$115,000

2 Beds ⋅ 1 Baths ⋅ 1042491 MLS

Set among the trees on a private dirt road, this compact cottage offers a quiet place to get away without being far from everyday conveniences. The home features a ductless system for heating and cooling, a newer water heater, an updated bathroom, a new septic system, a new well, and a simple, low-maintenance layout. Outside, the wooded property includes a stone wall, natural fern-covered areas, and a brand new stick built 12' x 20' shed for storage, tools, or workshop space. The Shawangunk Kill is nearby, and the Otisville train station provides access toward New York City. Middletown’s shopping, dining, and services are approximately 15 minutes away. A practical option for a weekend retreat, creative space, fishing or hunting base, or buyer seeking a small home tucked in a wooded setting. Some work is currently being completed. The property will be sold as-is.

13 Birch Street, Middletown

$350,000

2 Beds ⋅ 1 Baths ⋅ 1036531 MLS

Welcome to this bright and airy, mint-condition home nestled on 2 beautiful acres. This Ranch style home offers a wonderful blend of comfort and natural beauty. Mature landscaping, vibrant flower beds, raised vegetable gardens and a spacious patio create a peaceful outdoor setting perfect for relaxing and enjoying nature. This fabulous home features a sweeping open floor plan with vaulted ceilings, a skylight and large windows that fill the space with abundant natural light. The well designed kitchen, updated in 2020, showcases stainless steel appliances, granite countertops, and a stylish tile backsplash. The elegant living room offers a cozy gas fireplace and flows seamlessly into the rest of the home, including two generously sized bedrooms, a full bathroom and laundry room with a door out to the side yard. Recent major improvements include a new roof w/ warranty, new furnace and central air conditioning all installed in 2018. New front porch with composite decking. This exceptional property offers an inviting combination of thoughtful updates, comfortable living spaces, and beautiful grounds. A rare find with so much to offer. . . . move in ready!

608 Kirbytown Road, Middletown

$169,000

1040190 MLS

Build your Hudson Valley vision on this 4.10-acre wooded parcel in the Town of Wallkill. Located within the Longabardi Subdivision (Lot 16), 92 Restorative Lane offers direct public-road frontage, a peaceful natural setting, and the flexibility to create a private single-family home surrounded by mature trees. Few remaining lots in this desirable subdivision give the buyers the opportunity to shape the site plan, home design, well, septic, and driveway to suit their own vision. Convenient to Middletown amenities, major commuter routes, and the wider Hudson Valley.

92 Restorative Lane, Middletown

$149,900

1035081 MLS

Bring your vision to life on this beautiful 5.4 acre lot in the sought-after Minisink Central School District! This parcel offers a wonderful blend of raw land and cleared acreage — giving you a head start on building your dream home or investment property. Whether you're envisioning a private retreat surrounded by nature or a cleared homesite ready to break ground, this property offers the space and flexibility to make it happen. Don't miss this rare opportunity to own 5.4 acres in a peaceful, desirable setting!

Ridge Drive, Middletown

$464,999

3 Beds ⋅ 3 Baths ⋅ 1037835 MLS

Welcome to this inviting bilevel home situated on 1.2 level acres in the Minisink School District. The property offers a wonderful combination of space, comfort, and outdoor enjoyment, featuring a fully fenced backyard, spacious deck, and above-ground pool, perfect for relaxing or entertaining. Inside, hardwood flooring runs throughout the main living areas, creating a warm and inviting feel. The spacious dining room provides plenty of room for gatherings, while the generously sized bedrooms offer comfortable living space. A cozy wood-burning fireplace adds warmth and character to the living area, while the lower level offers a versatile den or second living room with plenty of space for a family room, home office, or recreation area. Additional highlights include a two-car garage, ample parking, and a beautiful level lot with plenty of room to enjoy. Conveniently located near shopping, schools, parks, major highways, and commuter routes, this home offers an ideal Orange County location with easy access to everything the Hudson Valley has to offer.

45 Brola Road, Middletown

$499,000

4 Beds ⋅ 3 Baths ⋅ 1010523 MLS

Welcome to this spacious Colonial in the Minisink Valley School District, nestled on 5 beautiful acres where privacy, nature, and comfortable living come together. Built in 2000, this 4-bedroom, 2 1/2 bath home offers approximately 2,688 square feet of living space with plenty of room to spread out. The traditional two-story layout features generous living areas, comfortable bedrooms, and a full basement offering excellent storage and potential for additional living or recreational space. A 2-car garage provides convenience and plenty of room for vehicles, equipment, or outdoor gear. Surrounded by nature, this property offers the peaceful setting many buyers are looking for while still providing the space and functionality needed for everyday living. Enjoy your morning coffee, spend time outdoors, garden, or simply appreciate the privacy of your own 5 acres. If you've been searching for a home in the Minisink Valley School District with space, privacy, and room to make it your own, this Colonial is ready to welcome you home.

276 Spruce Road, Middletown

$789,900

4 Beds ⋅ 3 Baths ⋅ 1035469 MLS

This spacious farmhouse colonial pairs timeless style with thoughtful design, custom details and an exceptional setting in the Minisink Valley School District. Built in 2019, this home is like new construction but with smart upgrades and additions. Inside, rustic elegance takes center stage with beautiful wood accents, barn doors and warm finishes throughout. Designed with entertaining in mind, the chef’s kitchen features quartz countertops, an oversized island, farmhouse sink and an abundance of cabinetry, flowing effortlessly into the dining and living spaces. A practical floor plan offers plenty of room to gather and retreat, with custom touches including built-in bench seating, generous closets, a cozy pellet stove and a dedicated first-floor office. Upstairs, four bedrooms include an impressive primary suite with soaring ceilings, fabulous walk-in closets and a spa-inspired bathroom featuring a clawfoot soaking tub, tiled shower and double vanity. The bright, finished walkout lower level adds even more flexible living and entertaining space while creating a seamless connection to the outdoors. 5 acres provide room to relax, entertain, garden and explore, complete with a stream, vegetable garden, sheds, radiant 30 ft pool, expansive Trex deck and paver patio. From summer days by the pool and evenings on the deck to quiet mornings surrounded by nature, the outdoor spaces were made to be enjoyed. Better than new, this turn key home offers something for everyone.

158 Reiss Road, Middletown

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