Middletown Homes with Valley Central (Montgomery) School district

Welcome to Middletown, New York—a charming city nestled in the heart of Orange County, where picturesque landscapes meet vibrant community life. Known for its rich history and friendly atmosphere, Middletown is the perfect blend of suburban tranquility and urban convenience. With its beautiful parks, diverse dining options, and a variety of shopping experiences, residents enjoy an engaging lifestyle amidst the stunning backdrop of the Hudson Valley.

Middletown is home to the Valley Central School District, which encompasses the Montgomery area, offering families an exceptional educational environment. Valley Central is dedicated to fostering a love for learning in students of all ages, featuring modern facilities, dedicated educators, and a wide range of extracurricular activities. This commitment to academic excellence makes Middletown a highly sought-after location for families looking to settle down.

When it comes to real estate, Middletown offers a diverse array of homes to suit every taste and budget. From charming single-family residences to contemporary townhouses, the housing market is as dynamic as the community itself. Enjoy spacious backyards perfect for family gatherings, modern kitchens ideal for culinary enthusiasts, and cozy living spaces designed for relaxation.

Living in Middletown means embracing a lifestyle where nature and community intertwine. With easy access to outdoor recreational activities, including hiking trails and nearby lakes, residents can enjoy the beauty of the great outdoors. Whether you're a first-time homebuyer or looking to relocate, Middletown is a place where you can truly feel at home. Explore the possibilities today and discover your dream home in this delightful city!

Newest Middletown Homes with Valley Central (Montgomery) School district

$549,900

4 Beds ⋅ 2 Baths ⋅ 1006587 MLS

Cherished through generations and lovingly maintained by its owners, this remarkable circa home is ready for its next chapter. Set on 3.6 beautifully level acres in the Valley Central School District, the property offers the perfect blend of historic character, functional space, and country charm. As you approach, the care and pride of ownership are immediately evident. A welcoming front porch invites you inside, where you'll discover timeless architectural details and a warmth that only a well-loved home can provide. Upon entry, take notice of the unique concave wall, setting the tone for the character found throughout. The formal living room features a Franklin stove vented through the repointed chimney, complemented by a faux marble mantel, elegant pocket doors, and built-in bookcases. A spacious formal dining room with oversized windows and wide moldings provides the perfect setting for holidays, celebrations, and everyday gatherings. The kitchen offers abundant storage with two deep pantry closets, an additional utility closet, built-in stove, double sink, and convenient half bath. A main-level home office with its own closet creates an ideal work-from-home space. Upstairs, you'll find four generously sized bedrooms filled with natural light. The spacious primary bedroom includes a walk-in closet and linen closet, with indications of a possible original stove location hidden behind the wallpaper. An oversized full bath features a large window and soaking tub. The finished lower level offers additional living space, including a fabulous craft area, family/TV room, and abundant storage. A walk-up attic provides easy-access storage options rarely found today. One of the home's most beloved features is the sunroom—a peaceful retreat where every season brings a new view. Enjoy your morning coffee while listening to birdsong and taking in the beauty of the surrounding acreage. Outside, the possibilities are endless. The level 3.6-acre property is ideal for horses, small animals, gardening, recreation, or simply enjoying open space and privacy. A detached 1,136-square-foot garage/barn offers tremendous flexibility for vehicles, equipment, a workshop, hobbies, or agricultural use. Organic gardens. Rich in character, filled with history, and surrounded by picturesque grounds, this special property offers a rare opportunity to become the next steward of a truly grand old home.

22 Camp Orange Road, Middletown

$120,000

2 Beds ⋅ 2 Baths ⋅ 1006256 MLS

Welcome to 12 Hidden Valley Drive in the desirable Valley View West community, Scotchtown! This move-in-ready 2-bedroom, 2-bath home (1,152 sq ft) has been thoughtfully updated and is ready for its next owner. Recent updates & features include: New Castle Windows front door + 2 replacement windows (2025) with lifetime transferable warranties New kitchen appliances (2025) included Custom blinds throughout New hot water heater (2025) HVAC (2023) and furnace (2024) New gutters (2025) All-new interior and exterior lighting New 6×6 resin shed + additional 3×4 Rubbermaid storage Driveway parking for 2 cars Accessibility ramp to the front door The $928 monthly lot rent includes water, garbage, and taxes, making your housing costs predictable and straightforward. Enjoy low-maintenance vinyl siding, central air, and a convenient location near ShopRite, Dunkin’, local dining, major highways, and Valley Central schools. Don’t miss this well-maintained, updated home with transferable warranties and modern conveniences. Schedule your private tour or view the walkthrough video today!

12 Hidden Valley Drive, Middletown

$799,999

4 Beds ⋅ 3 Baths ⋅ 999740 MLS

New Construction LUXURY HOME in Valley Central Schools outside of SCOTCHTOWN! "Choose Your Finishes" on this Stunning 3,000 sq. ft. modern Colonial privately set atop a scenic 5-acre wooded lot offering privacy and natural beauty. Conveniently located 5-10 minutes to Middletown, Pine Bush, and Montgomery. The main level features a spacious open-concept floor plan with 9-foot ceilings, hardwood floors, formal living and family rooms, fireplace, formal dining room, breakfast area, powder room, and access to a large rear deck. The designer kitchen showcases an oversized 8-foot seated island, quartz countertops, under-cabinet lighting, soft-close plywood cabinetry, black stainless steel appliances, tile flooring, and pantry. The upper level offers 4 bedrooms plus a private office. The luxurious primary suite features vaulted ceilings, a spa-inspired bathroom with soaking tub, and a walk-in closet. The full walkout basement provides an additional 1,100 sq. ft. of unfinished space with endless possibilities. Built with superior craftsmanship and energy efficiency in mind, including spray foam insulation, Andersen windows, on-demand hot water, and attached 2-car garage. **EARLY BIRD DISCOUNT PRICE** Qualifying Details to be provided.

TBD Brook Road, Middletown

$399,995

3 Beds ⋅ 2 Baths ⋅ 969654 MLS

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 feel throughout the main living spaces. A standout feature of the property is the fully finished lower level, which includes its own entrance and an in-home laundry area. This flexible layout can accommodate a variety of uses such as a home office, guest space, recreation area, or additional living space. Set on approximately 169,884 square feet of level land, the property offers exceptional outdoor space with many potential uses. Previously utilized as a mini-farm for horses, the land provides room for gardens, fencing, outdoor projects, or agricultural hobbies. The exterior also includes a garage suitable for a workshop or storage along with an additional shed for equipment. Despite its peaceful setting, the property remains convenient for commuters. The Metro-North Railroad station in Middletown and the ShortLine Bus terminal are just minutes away, offering connections to New York City. With easy access to Interstate 84 and New York State Route 17, travel throughout the Hudson Valley is convenient. Nearby attractions include the Orange County Fair Speedway, the Galleria at Crystal Run, and the scenic trails of Highland Lakes State Park.

17 Last Road, Middletown

$928,000

4 Beds ⋅ 3 Baths ⋅ 908720 MLS

Colonial Masterpiece - This one-of-a-kind Hudson Valley residence artfully combines authentic, historic character with flawless contemporary design set on a bucolic, level parcel. The c. 1790’s antique colonial portion of the home features a timeless natural stone facade, standing seam roof, and welcoming red front door evoking true period charm. An architecturally inspired contemporary wing clad in cedar was added in the 1980s, creating a spacious, chic, light-filled interior, and a seamless blend of old and new. The property is punctuated outside with towering pines and mature, perennial plantings. The antique portion of the home maintains beamed ceilings and crafted wood details in the main room, and it flows to the soaring, light-filled section, on two levels. On the main level, the large contemporary living room, and an open-concept kitchen and dining room are designed for modern, sophisticated living. This open main living room has slider doors to the pool area and sitting areas at the back of the home. A home office, a large entry foyer, a den and full bath round out the main level. Upstairs a luxurious sun-soaked primary suite with a sitting room, serves as a private retreat along with three other cozy bedrooms and a hall bath in the antique portion of the home. Original details of stonework, wood accents, and early craftsmanship - are preserved and accented throughout, while modern amenities bring comfort and ease. With four bedrooms, three full baths, and a lower level home gym, this exceptional property offers design aesthetic and daily utility in one. The outdoor spaces are a true escape. At the rear of the home, an expansive deck and stone patio surround a sparkling in-ground pool, cloistered into a private alcove and framed by a beautiful cedar pergola. The sprawling rear lawn is perfect for outdoor entertaining or imaginative uses. A detached 2-car garage has bonus space above, perfect for a studio, more exercise space or further creative pursuits. The property offers a viewshed of Highland Lakes State Park with over 3,000 acres of preserved woodlands, trails, and lakes for year round recreation. Ideally located in central Orange County in NY’s Hudson Valley, this special home is about 90 minutes from New York City and approximately 35 minutes to the Catskills and Shawangunks. The region is renowned for its leading cultural and entertainment institutions, medical and educational institutions, vibrant farm-to-table dining, the Shawangunk wine trail, Bethel Woods, Storm King Art Center and more. Completely unique and stunningly beautiful in every aspect, here is a one of one lifestyle opportunity, not to be missed.

441 Scotchtown Collabar Road, Middletown

$250,000

H6298115 MLS

Active agricultural land with access from Ohaire Rd but borders I-84 for visibility. Suitable for nursery, greenhouse, crop farming and any ag related business. Bonus is visibility from I-84. Great location between Middletown and Montgomery. Access is a right of way on left side of 30 Ohaire Rd. Additional Information: SoilType:Unknown,

18 Ohaire Road, Middletown

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