Montgomery Homes with Garage Door Opener Parking features

Welcome to Montgomery, New York – a charming town nestled in the heart of Orange County, where picturesque landscapes meet a vibrant community spirit. Known for its rich history and friendly atmosphere, Montgomery offers residents a blend of small-town charm and modern conveniences. With its scenic parks, historic sites, and a variety of local shops and restaurants, this delightful town is an ideal place to call home.

One of the standout features of homes in Montgomery is the convenience of garage door opener parking. Imagine returning home after a long day, effortlessly pulling into your garage with the touch of a button. This modern amenity not only provides ease and comfort but also enhances your home’s security. Whether you have a busy family life or simply appreciate the luxury of convenience, homes with garage door opener parking in Montgomery offer a perfect solution.

The real estate market in Montgomery showcases a diverse array of homes, from charming single-family residences to spacious modern builds, all designed to accommodate a variety of lifestyles. With the added benefit of garage door opener parking, you can enjoy peace of mind knowing your vehicles are safely stored away, while also maximizing your driveway space for guests or recreational activities.

In Montgomery, you’re not just buying a home; you’re investing in a lifestyle. With its friendly community, excellent schools, and abundant recreational opportunities, this town is a wonderful place to create lasting memories. Discover your dream home in Montgomery today, where comfort and convenience come together beautifully!

Newest Montgomery Homes with Garage Door Opener Parking features

$629,900

4 Beds ⋅ 3 Baths ⋅ 1051813 MLS

NEW CONSTRUCTION IN THE VALLEY CENTRAL SCHOOL DISTRICT—READY TO MOVE IN. This affordable, practical four-bedroom home offers three full bathrooms, more than 2,000 square feet of living space, central air, a propane fireplace, a two-car garage, and a newly graded and seeded one-acre lot. Concrete walkways lead to a covered front porch and an inviting main entrance. Inside, the spacious foyer provides direct access to the family room featuring a propane fireplace with ceramic-tile accents, a wood mantel, recessed lighting, and a sliding door to the backyard. Nearby are a full bathroom with ceramic-tile flooring and a tub, plus a private first-floor bedroom. A few steps up, the next level opens to an impressive floor plan with 12-foot ceilings, abundant natural light, and recessed lighting. The kitchen includes an island, pantry, quartz countertops, soft-close drawers and cabinet doors, under-cabinet lighting, all appliances, and a propane range. The second floor has full bathroom with a tub and ceramic-tile flooring, along with two cozy bedrooms with hardwood floors. The primary bedroom features hardwood flooring, a lighted walk-in closet, and a private bathroom with a ceramic-tile shower and flooring. The home also offers three heating zones—one on each level—central air throughout, and a spacious two-car garage with automatic openers. Coming soon more photos with kitchen appliances.

9 Union School Road, Montgomery

$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

$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

$1,100,000

4 Beds ⋅ 3 Baths ⋅ 1033185 MLS

A true masterpiece conceptualized by the renowned DeGraw and DeHaan Architects, this luxury 4-bedroom, 2.5-bathroom residence stands as a testament to over 40 years of elite design expertise. The home boasts a brilliant open floor plan, sophisticated finishes, and masterful architectural flourishes that create an inviting yet grand atmosphere. Offering over 2,600 square feet of impeccably designed living space, this gorgeous farmhouse colonial makes a stunning first impression with charcoal-grey siding and an expansive wrap-around front porch, a 2-car attached garage and plenty of driveway parking, all beautifully nestled within the exciting new subdivision, The Ponds at Montgomery and located in the Valley Central School District. The property is perfectly positioned just off Route 17K for easy access to major shopping and restaurants, sitting just a five-minute drive from the Historic Village of Montgomery's fine dining, boutiques, and Veterans Memorial Park, and Wallkill River while also being a mere 10 minutes from Winding Hills Park, Thomas Bull Park and 20 minutes from Stewart International Airport via the nearby Interstate 84 on-ramp. Inside, expansive light wide-plank wood flooring flows throughout the main level, which includes a custom mudroom with a built-in bench, a sleek powder room, and a great room defined by soaring vaulted ceilings, exposed white beams, and an impressive floor-to-ceiling white shiplap fireplace with a rustic wood mantel. The heart of the home is a state-of-the-art chef’s kitchen featuring crisp white Shaker cabinetry, a custom wood-toned range hood, marble-patterned quartz countertops, and a generous contrasting wood-grain island illuminated by striking globe pendant lights. A grand staircase with oak treads and modern black balusters leads upstairs to the opulent primary suite, a serene retreat featuring a massive, organized walk-in closet with custom shelving and a spa-like ensuite bathroom boasting a warm wood-toned double vanity, a deep freestanding soaking tub beneath a large picture window, and an enormous architectural shower with a dark charcoal textured accent wall. Completing this exceptional second floor are three additional sun-drenched bedrooms with spacious double-door closets, a beautifully appointed full hallway bathroom with a massive white double vanity and grey stone-look floor tiles, and a highly functional dedicated laundry room outfitted with white Shaker upper cabinetry, a utility sink, and a long dark charcoal folding counter designed to conveniently house rolling laundry hampers underneath.

29 Peale Place, Montgomery

$669,000

4 Beds ⋅ 3 Baths ⋅ 1026839 MLS

One incredibly upgraded home with two driveways and two garages! This fully renovated 4-bedroom, 2.5-bath, 2,646-square-foot Colonial checks boxes you didn't even know you had. A second driveway leads to a heated 24x30 workshop with a car lift, ideal for hobbyists or anyone needing serious workspace, plus a portable garage for extra storage. Inside, hardwood floors run throughout the freshly painted main level, complemented by crown molding, solid wood doors, custom built-ins, and two fireplaces. The updated kitchen features quartz counters, a marble island, and stainless steel appliances. New Andersen sliders open to a covered Trex deck with overhead fans and lighting — a true all-weather entertaining space. The finished basement (not included in square footage) adds bonus living space perfect for a game room, media room, or home gym. Upstairs, the primary suite offers an updated ensuite bath and a custom California closet with pocket door. Major systems have been thoughtfully updated: new roof (2024), high-efficiency Ascent furnace (2024), Roth oil tank (2025), expansion tank (2026), car lift (2025), Andersen sliders (2023), and carpet (2024). Kitchen, bathrooms, and lighting have all been refreshed within the last two years. Set on 1.7 private acres with fruit trees — and the pool table and hot tub are included. Move-in ready with nothing left to do but enjoy it.

83 Little Collabar Road, Montgomery

$1,099,000

4 Beds ⋅ 5 Baths ⋅ 1025121 MLS

Set on 11.9 private, wooded acres with sweeping easterly views toward the Hudson River ridgeline, this French Country-inspired estate blends old-world architecture with modern comfort. A dramatic turret, multiple gables, and an arched stone entry portico set the tone before you even step inside. A soaring two-story foyer welcomes you home, with a custom wrought-iron and oak staircase leading to an open catwalk overlooking the great room below. The great room itself impresses with a vaulted, beamed ceiling, a stone-mantled gas fireplace, and a wall of French doors framing long-range views. A formal dining room with designer Venetian plaster-style walls and an arched picture window offers an elegant space for entertaining, flowing easily into the gourmet kitchen, where a professional 6-burner gas range, oversized granite island, custom oak cabinetry, and a sun-filled eat-in dining area create a true chef's kitchen. The first-floor primary suite is a private retreat, with French doors opening to the wraparound deck, a spa-style bathroom featuring a corner jacuzzi tub, dual-sink vanity, glass walk-in shower, and radiant heated floors for year-round comfort. The finished lower level extends the home's entertaining possibilities with a full wet bar, a double-sided wood-burning fireplace shared with the family room, a dedicated home theater, a cedar-lined sauna, an exercise room, a full bathroom, and a versatile bonus room ideal as a den, guest space, or office. Outside, enjoy a wraparound deck connecting to the primary suite, a screened-in sitting area, and a hot tub included in the sale, all overlooking a private, tree-lined setting. A whole-house backup generator, Buderus high-efficiency heating system, radon mitigation system, and Andersen windows and doors round out this thoughtfully maintained home. Additional highlights include a second-floor ensuite, a home office, and a spacious bonus room over the garage. This is a rare opportunity to own a private, amenity-rich retreat just minutes from the Village of Montgomery's shops, restaurants, and parks, with easy access to commuting routes throughout the Hudson Valley.

250 Corbett Road, Montgomery

$674,999

4 Beds ⋅ 4 Baths ⋅ 1025068 MLS

The original owners say it's time to move and pass this home to new owners. This property sits on 1.36 acres and offers over 2500 sq feet of living space. It has 2 primary bedrooms one on the first floor which has an its own bathroom and laundry. Upstairs is another primary bedroom 2 additional bedrooms, laundry, a bathroom and bonus space. Use your imagination and use it how you want to. There is a full front porch you can sit and drink your morning coffee. If you don't want to sit there sit out on the back deck that is located off the dining room. The Kitchen is open up to the living room. This home offers a lot of natural light. it is close to i84 for commuters, local shops and 208,17k. This home is energy effect with geothermal heating and cooling. Also, feeds the hot water. High ceiling throughout and a full unfinished basement with bilco doors. Plenty of room for storage.

272 Beaver Dam Road, Montgomery

$519,299

1017454 MLS

Ideal location close to interstate 84 with multiple uses and the property includes a 3-bedroom, 1 bath and a one car attached garage that is nestled.40 acre of fairly level land.

2075 State Route 208 Road, Montgomery

$2,499,900

3 Beds ⋅ 3 Baths ⋅ 1006189 MLS

Welcome to one of the Hudson Valley's most iconic private estates; an extraordinary 38+ acre retreat offering luxury, recreation, equestrian amenities, abundant space for custom vehicle enthusiasts and unmatched entertaining spaces. Known locally as the famed "Orange County Choppers House," this remarkable property blends rustic elegance with modern comfort in a setting designed for those who appreciate both refined living and outdoor adventure. Beyond the gated entrance, a winding driveway passes fenced paddocks, open meadows, a pond, farm animal run-in sheds and a row barn, before arriving at the impressive log home, complete with a wraparound covered porch, metal roof, and expansive courtyard driveway with ample space for oversized vehicles and equipment. Inside, the home showcases rich wood craftsmanship, soaring ceilings, and breathtaking views of the surrounding mountains, koi ponds, and manicured gardens. The chef's kitchen features custom wood cabinetry, granite countertops, a center island, and spacious dining area, while a practical mudroom includes a convenient dog washing station. The dramatic great room serves as the heart of the home with floor-to-ceiling windows and a striking stone fireplace. The main level offers a private office, full bathroom, and a luxurious primary suite complete with a walk-in closet and spa-inspired ensuite featuring a floating jetted soaking tub, oversized tiled shower, and double vanity. Nearly every room opens directly to inviting outdoor living spaces that seamlessly connect the home to its natural surroundings. Upstairs, two generously sized bedrooms share a full bath, while a peaceful loft-style sitting area overlooks both the great room below and the picturesque grounds beyond. The partially finished lower level provides endless potential with a full bathroom and bar area already in place, awaiting your personal finishing touches. A full house generator offers peace of mind all year long. Step outside and discover a true resort-style oasis. The spectacular multi-level heated pool features a slide, wading area, and extensive lounging spaces. The pool house includes a tiki bar, full bathroom, and outdoor shower, while dual Thor grills, granite serving stations, and a shaded pergola create the ultimate setting for unforgettable gatherings. The estate continues to impress with a heated two-story showroom garage offering over 7,000 square feet of commercial grade space. The upper level includes two guest apartments, each with kitchenettes, bedrooms, and bathrooms, creating exceptional opportunities for extended family, guests, or staff accommodations. Equestrian enthusiasts will appreciate the classic red two-story barn currently configured for five horses with room for expansion, along with a massive hay loft, multiple fenced paddocks, and supporting run-ins. An impressive 6000 sq ft commercial grade mechanic's garage and workshop sits farther down the drive, providing privacy and flexibility for hobbyists, collectors, or business pursuits. Completing this extraordinary offering is a stunning 1+ acre pond featuring docks, a waterfall, and waterside grilling patio—an idyllic backdrop for fishing, entertaining, or simply enjoying the peace and beauty of the Hudson Valley countryside. Rarely does a property offer this level of privacy, recreation, functionality, and luxury. Whether envisioned as a compound, equestrian estate, entertainer's paradise, or Hudson Valley retreat, this iconic property delivers a lifestyle unlike any other.

95 Judson Road, Montgomery

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