Valley Central (Montgomery) Homes with Off Street Parking features

Welcome to the Valley Central School District in Montgomery, NY, a vibrant community nestled in the heart of Orange County. Known for its commitment to academic excellence, Valley Central offers a nurturing environment for students of all ages. With a range of educational programs and extracurricular activities, this district prepares students not only for academic success but also for lifelong learning and personal growth.

Families choosing to settle in this area will appreciate the district's emphasis on small class sizes and dedicated teachers, fostering a close-knit community feel. From engaging science labs to creative arts programs, Valley Central encourages students to explore their interests and develop their talents. With a variety of sports teams and clubs, there are plenty of opportunities for students to make lasting friendships while pursuing their passions.

In addition to its outstanding educational offerings, Montgomery boasts a selection of homes that cater to modern living needs. Many properties in this charming town feature off-street parking, providing convenience and peace of mind for homeowners. Imagine coming home after a long day and effortlessly parking your vehicle right outside your door, free from the worries of street parking or congestion.

Living in Montgomery means enjoying the perfect blend of suburban tranquility and easy access to nearby amenities. Whether you're drawn to the area's rich history, beautiful parks, or community events, you'll find that Valley Central School District is an ideal choice for families looking to invest in their children's future while enjoying the comforts of home. Come discover your dream home in this delightful community today!

Newest Valley Central (Montgomery) Homes with Off Street Parking features

$795,000

7 Beds ⋅ 3 Baths ⋅ 992336 MLS

Step into timeless character with modern ease in this iconic four-family village home, quietly nestled on a peaceful street. Blending the charm of the early 1900's with thoughtful 2023 renovations, this property offers a rare combination of classic architecture and updated living. This building features three spacious three-bedroom apartments and one well-appointed one- bedroom unit making it an ideal investment or owner-occupied opportunity. Each of the three-bedroom units include convenient in-unit laundry hookups, enhancing everyday comfort for residents. Original details and historic craftsmanship have been carefully preserved, while modern upgrades bring style and efficiency throughout. The upper apartments enjoy outdoor balconies perfect for morning coffee or evening relaxation-while the lower units boast an expansive front porch that invites you to unwind and take in the quiet surroundings. With separately metered utilities, this property offers ease of management and flexibility. Located within village limits, you'll appreciate close proximity to shopping, dining, and daily conveniences, along with quick access to major highways includingI-84 and I-8 for an easy commute. A truly distinctive property where history, comfort and opportunity come together. A brand new roof has just been completed as well as foundation reinforcing and sewer repairs. The upper decks and rails have also been reinforced for extra safety.

22 Ridge Avenue, 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

$454,900

3 Beds ⋅ 1 Baths ⋅ 1040825 MLS

Welcome to this charming 3-bedroom, 1-bathroom Cape Cod style home nestled in the picturesque Town of Montgomery, offering the perfect blend of updated living and ultimate commuter convenience. Offering quick access to the Interstate 84 on-ramp from the nearby State Route 17K and Route 208 intersection, and situated just a short drive from local shopping plazas, neighborhood dining, banking, postal services, area schools, and parks, this location is hard to beat. Inside, the home has been meticulously updated to feature a stunning modern open-concept main floor. The kitchen is a true centerpiece, boasting sleek white shaker-style cabinets with modern silver hardware, elegant butcher block countertops throughout, a matching central island, a charming window over the sink with a view, and a full suite of stainless steel appliances including an electric range and over-the-range microwave. This space flows seamlessly under a rustic wood-wrapped beam into a sun-drenched, expansive living and dining area featuring dark plank flooring, highlighted by a cozy painted grey brick fireplace, a distinct caged industrial-style chandelier over the dining area, large windows, and inviting French doors that open to the outside. Stepping through these French doors, you are welcomed into an expansive enclosed rear porch that offers an ideal space for entertaining or relaxing while enjoying the outdoor scenery. This rustic retreat boasts rich wood flooring and a striking exposed wood-beam ceiling. The room is framed by warm wood-paneled lower walls and a continuous band of sliding windows that flood the space with natural light and provide panoramic views of the backyard. A smooth grey-painted interior wall seamlessly ties the space back to the main home's modern aesthetic, while a white exterior door offers direct, convenient access to the yard. The tranquil bedrooms provide a peaceful retreat, showcasing warm, glowing hardwood floors, crisp white trim, fresh light grey walls, and bright multi-pane windows. Serving the home is a beautifully updated full bathroom that pairs classic elements, like a crisp white pedestal sink, with striking modern matte black fixtures and dark tile flooring. Heading upstairs, you will discover a sprawling, versatile upper level characteristic of classic Cape Cod architecture, accessed by a central staircase with white posts. This expansive open room boasts stunning wide-plank wood flooring and charming sloped ceilings painted crisp white against light grey knee walls. Bathed in natural light from multiple multi-pane dormer windows, the space includes classic flush-mount dome lighting and multiple convenient access doors for eaves storage. Downstairs, this property also features a full unfinished basement equipped with convenient laundry hookups, providing abundant storage space. The exterior of the property is just as inviting, presenting classic brown siding, dual dormers, and a charming covered front porch accented by black railings and a decorative glass front door. A paved driveway leads to an attached lower-level garage, flanked by attractive stone retaining walls and hardscaped steps. In the rear, you will find an expansive, lush green lawn bordered partially by a white privacy fence and mature shade trees. Outdoor entertaining is a breeze on the lovely flagstone patio situated just off the back entrance and screened porch. Adding incredible versatility to the sprawling yard are two unique outbuildings set against a tranquil wooded backdrop: a single-story storage shed with a metal roof and double doors, and a distinct two-story playhouse featuring an adjacent paved parking pad and external wooden stairs leading to an upper-level entrance. With modern fixtures and thoughtful updates inside and out, this meticulous, move-in-ready home perfectly positions you to enjoy the best of Montgomery living from your very first day.

49 Bailey Road, Montgomery

$149,000

2 Beds ⋅ 2 Baths ⋅ 1040246 MLS

Welcome home to this beautifully maintained 2023 manufactured home located in the desirable Sleepy Hollow community in Walden! Offering a bright, airy and contemporary feel, this home features an inviting open-concept floor plan connecting the kitchen, dining area and living room—perfect for everyday living and entertaining. The stylish kitchen boasts dark cabinetry, additional storage cabinets, stainless steel appliances including a 5 burner gas stove, while attractive laminate flooring flows throughout the home. The spacious primary bedroom is privately situated on one end and features a large closet and en-suite bathroom with a walk-in shower. On the opposite side of the home, you’ll find the second bedroom and an additional full bathroom, providing a desirable divided-bedroom layout and added privacy. A dedicated laundry room adds everyday convenience. Step outside and enjoy the oversized deck, ideal for relaxing, entertaining and summer barbecues, along with a 10’ x 10’ storage shed and two-car driveway. Conveniently located approximately 70 miles from New York City with easy access to West Point, Stewart International Airport, the Newburgh-Beacon Bridge, Beacon Ferry, Metro-North and Routes 17, I-84 and I-87, this move-in-ready home offers comfortable, low-maintenance living in a convenient Hudson Valley location.

755 Tarrytown Lane, Walden

$499,999

3 Beds ⋅ 3 Baths ⋅ 1033229 MLS

DOUBLE LOT!!! TOWN OF MONTGOMERY!!! Welcome to this charming 1950s-style Ranch in the Town of Montgomery, offering a perfect blend of classic character and modern convenience. Set on a beautifully manicured lot with a sweeping front lawn and mature evergreens, this inviting 3-bedroom, 2.5-bathroom home boasts a tranquil residential setting in the Valley Central School District, just outside the Village of Walden. The classic white exterior features a dark shingle roof, a central brick chimney, an attached two-car garage, and plenty of driveway parking. Step inside to a bright, open floor plan featuring gleaming hardwood floors that flow into a stunning living room. This space is highlighted by an airy vaulted ceiling, a cozy fireplace with a classic wooden mantel, and a wall of windows framing picturesque greenery. Beyond is an expansive sitting room with extensive custom built-in shelving, which flows seamlessly into a spectacular sun-drenched dining area. Framed by wall-to-wall windows and sliding glass doors, the dining area leads out to a large, raised wooden deck with white railings—perfect for outdoor entertaining. The adjoining kitchen is a well-appointed culinary space with light wood cabinetry, glass-front accents, rich dark granite countertops, a breakfast bar peninsula, and sleek stainless steel appliances, including a double wall oven. Down the hall, the primary bedroom is a peaceful retreat with hardwood floors, a ceiling fan, ample bi-fold closet space, and a private en-suite bathroom featuring a glass-enclosed corner shower and a crisp white vanity. Two additional bright, generously sized bedrooms also feature beautiful hardwood flooring and bi-fold closets, sharing a full hall bathroom with a dark wood vanity and a tub/shower combo. A dedicated home office provides the ideal remote work environment, complete with a massive picture window that floods the room with natural light and inspiring backyard views. The lower level features an expansive walk-out basement, boasting a family room finished with easy-care square tile flooring, baseboard heating, and a warm wood-paneled accent wall. Anchored by a striking floor-to-ceiling brick fireplace with a raised stone hearth, this bright gathering space offers a glass-paneled door leading to a covered patio and a massive, gently sloping grassy backyard shaded by mature trees. Completing this lower level is a practical half bathroom with a classic wall-mounted sink, a versatile bonus room, and a dedicated laundry room with convenient washer and dryer hookups. This property provides unbeatable proximity to both daily necessities and recreation. You will enjoy being only a short 5-minute drive from an array of local restaurants, shopping centers, banking, and postal services. Outdoor enthusiasts will absolutely love the access to nature, as the home is situated just a few blocks from the scenic Walden Wallkill Rail Trail and near all five Village parks—including one conveniently located less than a half-mile from your front door!

158 High Meadows Road, Walden

$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

$399,999

2 Beds ⋅ 1 Baths ⋅ 1010422 MLS

VILLAGE LIVING!!! VALLEY CENTRAL SCHOOLS!!! You must see this charming 2-bedroom, 1-bathroom Ranch-style home, nestled in the Village of Walden within the Valley Central School District. Step inside to discover a thoughtfully designed interior, beginning with the living room that showcases gleaming oak hardwood floors. The floor plan flows effortlessly into the open-concept heart of the home: a warm, upgraded eat-in kitchen and a bright dining area. The kitchen is a chef's delight, boasting a plethora of rich wood shaker-style cabinetry, tiled countertops with a coordinated tiled backsplash, and a full suite of sleek stainless steel appliances, including a refrigerator, an electric range with a stylish pyramid-style range hood, a dishwasher, and a deep basin sink. A central ceiling fan and recessed lighting ensure comfort and visibility, while a window over the sink, enhanced with patterned decorative glass film, adds a touch of privacy and elegance. Ceramic tile seamlessly connects the kitchen to the inviting dining area, which features ample space for a large table and is illuminated by a striking modern multi-bulb sputnik-style chandelier. Natural light floods this entire area through a large set of sliding glass doors opening directly to the rear deck, and a second set of decorative glass sliding doors that lead into the delightful three-season sunroom, which features premium Andersen windows and its own ceiling fan. Beyond the main living space, you will find two comfortably sized bedrooms and a fully updated bathroom, beautifully accented by elegant stone-look ceramic tiles that extend seamlessly up the shower wall. Adding to the home's practical appeal is a convenient one-car attached garage and a full unfinished basement offering laundry hookups and endless potential. Step outside to discover your private oasis: a wonderful rear deck overlooking an above-ground pool, a fully fenced-in backyard, and a raised accent ledge with unique decorations (visible from the dining area). This prime location is truly second to none. Outdoor enthusiasts will love being just blocks from the scenic Walden-Wallkill Rail Trail and close to vibrant Village parks. Everyday convenience is guaranteed with a short drive to local eateries, shopping centers, and neighborhood schools. Commuters will also appreciate being perfectly positioned just 10 to 15 minutes from most major routes, including quick access to Interstate 84, making this property the perfect blend of Village charm, modern comfort, and ultimate convenience.**

35 Highland Avenue, Walden

$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

$429,900

3 Beds ⋅ 2 Baths ⋅ 1021123 MLS

Just Listed 3 bedroom one and a half bath with a 2-car spacious garage with a storage area above the garage that is nestled on a 1.2 acre of a well-manicured lawn. The property is located close to train station as well the New York State Thruway. It's a ready to move in home on one level just add your personal touch to make it a complete home. This home would make a great home for your family that would give a lot of good memories. Don't hesitate and take a look at what this home has to offer. Thank You for showing

342 Coldenham Road, Walden

$400,000

3 Beds ⋅ 2 Baths ⋅ 1017572 MLS

Converted Residence in Maybrook.. was used commercially as offices. R4 Zoning permits residential use. Upper level of house has a kitchen, living room, 3 bedrooms and 2 baths..all well maintained.. Two outbuildings, one for storage, the other a large gazebo in the back yard. Simply a must see!

935 Homestead Avenue, Maybrook

$286,000

3 Beds ⋅ 1 Baths ⋅ 987315 MLS

Multiple Offers have been received (09/14/2026) Welcome to 104 Oak Street, Walden, NY—a wonderful opportunity to own a home in the heart of this charming Hudson Valley Village. Ideally situated near local shops, restaurants, parks, schools, and everyday conveniences, this property offers the comfort of a residential neighborhood with easy access to everything Walden has to offer. Inside, you’ll find hardwood floors throughout the entire home, freshly painted rooms, new doors along with all new electric heater through out the whole house and ample closet space. The spacious living room is perfect for relaxing or entertaining, while the home offers three charming, well-sized bedrooms. The oversized bathroom provides plenty of room and includes space for a washer and dryer, also features an unfinished basement with incredible potential to become additional living space, a recreation room, home office, or more. Upstairs, the large unfinished attic offers even more opportunity for someone with vision to create something truly special. Don’t miss the opportunity to see the possibilities this Walden property has to offer. Schedule your easy showing.

104 Oak Street, Walden

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