Valley Central (Montgomery) Homes for Sale

Welcome to the Valley Central School District in Montgomery, NY, a vibrant community nestled in the heart of Orange County. This district is renowned for its commitment to academic excellence, providing students with a well-rounded education that prepares them for future success. With a diverse array of programs, including advanced placement courses, arts, and athletics, Valley Central ensures that every child can thrive and discover their unique talents.

Families in this district benefit from a supportive environment, where dedicated educators and staff work tirelessly to foster a love for learning. The schools boast modern facilities and a variety of extracurricular activities that engage students beyond the classroom, promoting teamwork and leadership skills. Parents can take comfort in knowing that their children are receiving a quality education that emphasizes both academic achievement and personal growth.

As you explore the homes for sale in Montgomery, you'll find a charming selection of properties that cater to various lifestyles and budgets. From cozy single-family homes with spacious yards to modern townhouses in friendly neighborhoods, there is something for everyone. The community is not only known for its excellent schools but also for its picturesque landscapes, friendly atmosphere, and convenient access to recreational activities.

Living in Montgomery means enjoying a peaceful suburban lifestyle while being just a short drive away from the bustling cities of New York. Whether you’re a growing family or looking to settle down, the Valley Central School District offers an ideal setting for your next home. Discover your dream home today and experience all that this wonderful community has to offer!

Newest Valley Central (Montgomery) Homes for Sale

$350,000

2 Beds ⋅ 1 Baths ⋅ 1049667 MLS

Charming Cape home with 5+ acres of property that goes to the top of the hill with views. Deck with backyard privacy. Range and refrigerator. Carpeting replaced 6 months ago. Open dining & living room with hardwood floors. Washer & Dryer in the basement. Two bedrooms on the second level. Valley Central School District. Enjoy country living!

257 Orange Avenue, Walden

$419,900

3 Beds ⋅ 1 Baths ⋅ 1047080 MLS

Beautifully renovated ranch located in the Town of Newburgh, offering 3 bedrooms, 1 full bath, and a bright, modern layout. The home features a fully renovated kitchen with new cabinets, ceramic tile flooring, granite countertops, and brand-new appliances. The updated full bathroom showcases fresh finishes, and the refinished hardwood floors add warmth throughout the main level. Enjoy additional living space with a cozy family room in the basement, plus a welcoming front porch perfect for relaxing. The home is equipped with a central A/C system for year-round comfort. A turnkey property with quality upgrades in a convenient Town of Newburgh location—close to shopping, schools, major highways, and all local amenities.

23 Westwood Drive, Newburgh

$769,000

4 Beds ⋅ 3 Baths ⋅ 1036991 MLS

Picture-perfect country living starts right here. From the wraparound porch out front to the almost 6 acres surrounding it, 28 Enright Lane sets the tone for a slower, more spacious way of living the moment you arrive. This beautifully maintained 4-bedroom, 2.1-bathroom Colonial offers almost 3,100 square feet of thoughtfully designed living space. Inside, a foyer flows into a cozy TV room, a bright living room with soaring ceilings, an eat-in kitchen, and a formal dining room. Also on the main level is a dedicated laundry room with a sink, situated next to the attached 2-car garage. Upstairs, you'll find 4 sizable bedrooms, including a large primary suite with a private full bathroom. Down below, a full-sized unfinished basement adds even more potential, ready to be transformed into a home gym, media room, or additional living space to suit your needs. The grounds themselves are the real showstopper. Acres of the perfect combination of open lawn and mature trees, ideal for recreation, hobbies, or simply breathing room. From the paved driveway, a gravel trail leads to a large 2-story barn offering exceptional flexibility, perfect for extra parking, storage, or the workshop you've always wanted. And the location doesn't disappoint. Just under 2 hours from NYC, you're a short drive from local shops and restaurants, including the celebrated City Winery Hudson Valley and Angry Orchard Brewery, making weekend outings as easy as staying home. In a world that never slows down, 28 Enright Lane is a continuous breath of fresh air. Space to think, room to create, and a setting that gives your mind the true freedom.

28 Enright Lane, Montgomery

$499,000

4 Beds ⋅ 2 Baths ⋅ 1041443 MLS

Looking for a property with acreage, a private pond, and flexible living space in Orange County? Welcome to this 4-bedroom, 2-bath home in Walden, located within the Valley Central School District. Offering approximately 1,564 square feet plus a dry lower level, this home is set on an impressive 3.8-acres with expansive lawn areas, mature trees, a picturesque pond with a fountain, a large shed and a massive 20’x48’ heated garage/workshop. Inside, the classic Cape Cod layout offers comfortable and versatile living spaces. The kitchen features wood cabinetry, stainless steel appliances, a tile backsplash, and generous cabinet and counter space. Four bedrooms provide flexibility for sleeping quarters, a home office, hobby room, or other needs, while the lower level adds valuable additional space for future use or storage. The outdoor setting is a standout feature. A back deck provides space for outdoor dining and entertaining, while a stone patio with a built-in fire pit creates another gathering area overlooking the pond and fountain. The expansive lawn offers plenty of usable outdoor space, and garage/workshop provides additional room for vehicles, equipment, storage, hobbies, or projects. Convenient access to shopping, schools, parks, train service, and commuter routes completes the package. Built in 1986, this Walden Cape Cod combines acreage, flexible living space, substantial storage, and distinctive outdoor amenities at a $499,000 price point.

11 St Andrews Road, Walden

$729,999

4 Beds ⋅ 3 Baths ⋅ 1046076 MLS

Welcome to a home designed for comfortable everyday living, memorable celebrations and making the most of every season. Built in 2017, this spacious four-bedroom residence offers room to gather, relax, work and entertain. The main level features warm hardwood floors, inviting formal living and dining rooms, and a beautifully appointed kitchen where everyone can come together. Granite countertops, a large center island, stainless-steel appliances, abundant cabinetry, a butler’s pantry and an additional pantry closet make meals and entertaining effortless. Upstairs, four generously sized bedrooms with impressive walk-in closets provide comfortable private retreats. The spacious primary suite includes a spa-inspired bath with a double vanity, bidet and oversized dual-head shower. The basement offers extra storage space. Step outside and enjoy your own backyard getaway, complete with a heated saltwater pool, composite decking, an expansive stone patio, firepit and hot tub beneath a gazebo. The vinyl-fenced yard provides plenty of space for outdoor fun, gardening and summer gatherings, while a large shed keeps everything organized. Owned solar panels, central air and a two-car garage with 220-volt service add everyday convenience. Located in the Town of Montgomery within the Valley Central School District, this welcoming home is close to shopping, local amenities and major highways—offering the space and lifestyle you have been waiting for.

392 Bailey Road, Montgomery

$410,000

3 Beds ⋅ 2 Baths ⋅ 1044736 MLS

This immaculate Ranch home in desirable Colden Park offers easy access to shopping, Route 84, the New York State Thruway, and Valley Central Schools. A major 1998 renovation added a beautiful Primary Bedroom with a walk-in shower and a stunning Family/Sunroom. Both spaces are warm and bright, featuring skylights and vaulted glass ceilings. The home provides an eat-in kitchen with stainless steel appliances, a large Dining Room, two additional bedrooms, and a Study/Den with a closet. The basement has paneled walls and includes a laundry room with side-by-side washer/dryers. There is an open patio at the rear of the home and an above ground 16’ new swimming pool with sun decking adjacent to the back of the pool. Two storage sheds on the side of the property are included. In addition, there is a portable solar panel at the rear of the house providing monthly energy savings. The home has a generator located in the extra-large one car garage. This home is a rare find.

23 Windwood Drive, Newburgh

$419,900

3 Beds ⋅ 2 Baths ⋅ 1041824 MLS

This beautifully renovated ranch-style home offers 3 bedrooms, 2 full baths, and 1,104 sq ft of modern, move-in-ready living in the Town of Montgomery. Set right on Route 17K, this property combines the comfort of a fully updated home with the convenience of being close to everything—major highways, shopping, schools, parks, and everyday amenities. Every major upgrade has already been completed, giving buyers true peace of mind. The home features a new roof and gutters, new blacktop driveway, new boiler, new electric panel, new AC system, and new windows. Inside, the renovations continue with refinished hardwood floors, a brand-new kitchen showcasing granite countertops, new appliances, tile flooring, and a stylish backsplash. Both full bathrooms have been completely remodeled with fresh, contemporary finishes, and recessed lighting adds a bright, modern touch throughout. With its thoughtful updates, single-level layout, and unbeatable location, this turnkey ranch offers the perfect blend of comfort, convenience, and quality—an ideal choice for buyers seeking a beautifully finished home in the heart of the Hudson Valley.

995 State Route 17K, Montgomery

$350,000

1 Beds ⋅ 1 Baths ⋅ 1042192 MLS

TOWN OF MONTGOMERY MUNICIPALITY WITH NEWBURGH ADDRESS - DEVELOPERS OPPORTUNITY FOR HOUSE POSSIBLY TO BE REHABBED AND ANOTHER POSSIBLE BUILDABLE LOT NEXT TO IT...Over 300' ft. road front between the two properties on municipal road in Valley Central School District. House is a shell in need of nearly 100% rehab. Sale includes vacant lot next door and together both lots have 300' ft. road front. Annual total taxes of $3,818 for both properties. Existing home has old well and septic and vacant lot also will be on private well and septic. To do any work on the properties will require permits from the building department.

140 N Drury Lane, Newburgh

$974,000

5 Beds ⋅ 4 Baths ⋅ 1042298 MLS

Set back on a commanding ridgeline along Route 52, this extraordinary 2007 custom estate seamlessly marries Hudson Valley scenic beauty with artistic, Southwestern-inspired elegance. Set across 5+ private acres with sweeping panoramic views of the Shawangunk Mountains, this home offers an architectural statement and a true lifestyle retreat. Step inside the striking foyer to discover warm organic textures, soaring ceiling heights, rich hardwood floors, and a floor-to-ceiling stone fireplace that anchors the main living area. Sunlight pours through expansive glass walls framing distant valley vistas, while custom barn doors, ironwork accents, and curated finishes add a distinct artistic flair throughout. The outdoor compound is designed for resort-style living and entertaining. Fully fenced grounds with sitting areas and a fire pit are anchored by an in-ground pool featuring custom lighting, a waterfall feature, and an adjoining splash pool. Expansive sundecks and twin gazebos set against a picturesque mountain backdrop. The fully finished walk-out lower level extends your living space significantly, featuring a custom bar, flex space for a home gym or theater, and comfortable guest quarters. Complete with a 3-car garage, secondary staircase, and top-tier mechanicals, this property balances dramatic design with turnkey functionality. Convenient to local dining, wineries, and commuter routes—your private sanctuary awaits.

1576 Route 52, Walden

$715,000

3 Beds ⋅ 3 Baths ⋅ 1039448 MLS

AVAILABLE FOR QUICK MOVE-IN! Welcome to The Nest—a stylish contemporary split-level home offering a rare entry point into the sought-after Aerie Preserve community in the Mid-Hudson Valley. The unique, thoughtfully designed layout maximizes space and natural light, beautifully illuminated by energy-efficient LED lighting throughout. Step inside the first floor to find a bright, open living room with soaring ceilings and convenient access to the 2-car garage. Just a few steps up, the rear split-level serves as the heart of the home, featuring a gorgeous gourmet kitchen complete with quartz countertops, stainless steel appliances, custom cabinetry, a large center island, and direct deck access for easy entertaining. This level also hosts the private primary suite with a large walk-in closet and en-suite bath with a soaking tub, a dedicated home office, and a convenient powder room. The top floor features two additional bedrooms connected by a full Jack-and-Jill bathroom, alongside an upstairs laundry room. Downstairs, a large unfinished basement provides direct access to the backyard and endless room for future expansion. Complete with public water, public sewer, and NO HOA fees. Move-in ready—schedule your tour today!

18 Rustic Drive, Rock Tavern

$484,999

4 Beds ⋅ 3 Baths ⋅ 1042236 MLS

Full of classic character and versatility, this spacious home at 77 Union Street offers a fantastic opportunity in the Valley Central School District. The property features a spacious 3-bedroom main living area alongside a comfortable 1-bedroom secondary living space, ideal for a home office, guest suite, or additional flexible living arrangements. Classic architectural details include a charming gabled roofline, original wood siding, Victorian-style finishes, and a welcoming screened front porch, perfect for relaxing or entertaining. Inside, the home is filled with natural light and features built-in shelving throughout for added charm and storage. The main living area offers spacious rooms, plenty of cabinetry, a washer/dryer hookup in the kitchen, and a classic claw-foot tub. Additional features include a cozy fireplace, in-ground pool, and a private patio area for outdoor enjoyment. Driveway parking provides added convenience, and the mature landscaping with established trees and shrubs adds to the home's inviting curb appeal. Situated on a quiet street within walking distance to local shops, dining, and everyday conveniences, 77 Union Street combines timeless charm with practical, versatile living space.

77 Union Street, Montgomery

$759,000

4 Beds ⋅ 3 Baths ⋅ 1042126 MLS

Welcome home! This 4 bed, 3 bath Colonial situated on just over 18 acres. FIRST FLOOR PRIMARY ENSUITE! Step inside to the spacious foyer, each room offers dedicated living spaces and hardwood flooring throughout. Formal dining, eat in kitchen with granite & SS appliances, conveniently located laundry/mudroom off garage. Spacious living room featuring a gas fireplace and large windows with abundant light. Extra room for office space on second and first floor. Offering plenty of privacy, room to roam, and endless possibilities. Set well off the road in a peaceful country setting, this home provides the perfect combination of space and convenience.

39 Jacob Rumph Court, Montgomery

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