Valley Central (Montgomery) Homes with Detached Parking features

Welcome to the Valley Central School District, nestled in the heart of Montgomery, NY, in picturesque Orange County. This vibrant community is not just a place to live; it’s a place to thrive, especially for families seeking quality education and a supportive environment for their children. The Valley Central School District is renowned for its commitment to academic excellence, offering a diverse curriculum that caters to the unique needs of every student. With dedicated educators and a variety of extracurricular activities, children here are encouraged to explore their interests and develop their talents.

Living in Montgomery means enjoying the best of both worlds—small-town charm with easy access to larger urban amenities. The district boasts modern facilities and a strong focus on student achievement, making it an ideal choice for families who prioritize education. Parents can take comfort in knowing that their children are receiving a well-rounded education in a safe, nurturing environment.

In addition to its excellent schools, Montgomery offers a range of homes that cater to diverse lifestyles. Many properties feature detached parking, providing the convenience and security that families desire. Imagine coming home to a spacious residence with ample room for vehicles, recreational equipment, or even a workshop. The availability of detached parking not only enhances the functionality of your home but also adds to the overall appeal of living in this charming community.

Whether you’re looking for a cozy starter home or a spacious family residence, Montgomery’s real estate market has something for everyone. Come discover the perfect blend of education, community, and comfort in Valley Central School District!

Newest Valley Central (Montgomery) Homes with Detached Parking features

$399,450

4 Beds ⋅ 2 Baths ⋅ 1029761 MLS

Step into a home that truly stands apart. This one-of-a-kind Colonial within the Valley Central School District offers the perfect blend of space, flexibility, and charm with 4 bedrooms and 2 full baths and mother / daughter potential. From the moment you arrive, you’ll appreciate the extended driveway leading to a large detached 2-car garage, providing ample parking for guests and everyday convenience. The inviting wraparound front porch sets the tone and is ideal for morning coffee, quiet evenings, or hosting with ease. Inside, a welcoming foyer guides you into the main living space, where the layout flows effortlessly from the main bedroom room into the family room and into a spacious eat-in kitchen featuring abundant cabinetry and counter space. Just beyond, a comfortable living room with sliding glass doors opens to the backyard, creating a seamless indoor-outdoor experience. The first floor also includes a full bath with a soaking tub and laundry. Upstairs, the home reveals even more versatility. The second level features two bedrooms and a remodeled full bath with a soaking tub. A standout feature is the second-floor kitchen, dining area, and living room, offering an ideal setup for multi-generational living, extended stays, or private guest quarters. Additional highlights include a walk-up attic with excellent storage or recreational potential, as well as a basement with utilities. This is a rare opportunity to own a home that offers both character and flexibility and is perfect for those seeking space to live, work, and grow. Schedule your showing today and come experience all that this unique property has to offer.

708 Tower Avenue, Maybrook

$364,000

3 Beds ⋅ 2 Baths ⋅ 1025365 MLS

Welcome to the Historic Village of Walden. This traditional home is set on the outskirts of the village, providing access to restaurants, stores, and businesses while preserving privacy and enjoyment on a village street. Enjoy a larger lot with backyard space that includes a jacuzzi and sitting area. Lots of space for family to play outdoors! Use the two-car detached garage for parking or storage. Inside, you'll find a desirable flow between living room, dining room, and kitchen. Plenty of space for storage in the basement. Walk out from the basement stairs to a fenced in portion of the yard, perfect for contained play and pets. This home fits well for first time homebuyers. Don't miss this opportunity to turn this house into your home!

118 Gladstone Avenue, Walden

$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

$379,900

3 Beds ⋅ 1 Baths ⋅ 1020489 MLS

7/29 Fully Available Charming Home with a Sense of Place and Personality! Easily could be a THREE Bedroom with either Den or office!! Welcome home to this sundrenched cape style ranch with sunk in Den/Sunroom with louvered wooden blinds right off the kitchen. Every inch of this home perfectly blends the classic charm with extensive modern updates. From the moment you pull up, you'll love the fantastic curb appeal, featuring a welcoming rocking chair front porch with custom awning and ceiling fans. Step inside to find a bright airy layout flooded with natural light from the updated windows throughout. There are hardwood floors throughout- The heart of the home boasts a custom kitchen complete with premium granite countertops, pantry, pull out drawers, etc. All the appliances in kitchen are stainless steel and central air cools and completely transforms this lovely home! Elegant details elevate the main living areas, including wainscoting in the dining room, classic 6 panel solid wood doors, and clever, space saving pocket doors. The home offers a flexible floor plan with a cozy sunroom/den and a dedicated office space that could serve as a third bedroom. The full bathroom is beautifully finished with a tile surround; granite sink and durable cast iron tub. Additional highlights include a whole-house Generac generator for ultimate reliability, a large two car garage with plenty of overhead storage and an additional refrigerator, basement with endless storage, all of this is close to transportation and schools!

708 Homestead Avenue, Maybrook

$449,000

3 Beds ⋅ 1 Baths ⋅ 1018676 MLS

AVAILABLE! Welcome to this beautifully renovated 3-bedroom ranch set on a private 1-acre lot in Hamptonburgh, directly across from Thomas Bull Memorial Park. recently renovated and move-in ready, this home features refinished hardwood flooring, a bright updated kitchen with casual dining area, 1 full bath, new roof, new siding, and a charming new front porch. new driveway, new ductless air conditioning and heating units, freshly painted. The covered rear deck is perfect for relaxing, entertaining, or simply enjoying the peaceful surroundings. A large detached 2-car garage with water and electric provides excellent space for parking, storage, hobbies, or a workshop. With its fresh updates, inviting layout, and scenic location near parks, recreation, and commuter conveniences, this home is a wonderful Hudson Valley find.

230 Route 416, Montgomery

$599,900

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

$649,900

6 Beds ⋅ 4 Baths ⋅ 999867 MLS

Two adjacent properties offered together as a single opportunity (2056 & 2060 Rt 17K): a preserved 1840 historic farmhouse paired with a separate 2-bedroom residence, with a combined total of approximately 4 acres, 6 bedrooms, 4 baths, and roughly 2,500 square feet of combined living space in Montgomery's Town of Crawford. Built in 1840 and preserved with rare integrity by just two families in almost 200 years, the 4 bedroom primary farmhouse delivers the kind of atmosphere that new construction cannot replicate. Hand-hewn beams, ultra-wide plank floors, natural woodwork, and four fireplaces anchor the home's historic character throughout the kitchen, living room, primary bedroom, and basement. Thoughtfully maintained rather than modernized into anonymity, the 1,704-square-foot residence blends authentic craftsmanship with practical comfort, including updated windows, modern heating, and a large rear deck that wraps the L-shaped footprint and opens toward the kitchen garden and wooded views across the combined acreage. The second parcel adds a separate 2-bedroom, 1-bath residence with its own entrance, porch, and utilities. Previously rented, it offers flexibility as income-producing space, extended family housing, guest quarters, or private workspace. A 1,200-square-foot pole barn adds additional utility for storage, workshop use, equipment, or creative pursuits. Valley Central School District. No HOA. For the buyer who understands that authenticity cannot be recreated, this is a true Hudson Valley farmhouse property with flexibility, income potential, and preserved historic character. Please note; Taxes, beds, baths and acreage are the combined totals of both properties.

2056 State Route 17K, Montgomery

$1,500,000

6 Beds ⋅ 3 Baths ⋅ 999911 MLS

Set on 48.9 picturesque acres, this versatile two-family property offers endless possibilities for homeowners, investors, or those seeking a private country retreat. Featuring a total of 6 bedrooms and 3 bathrooms, the home provides ample living space with one side currently rented on a month-to-month basis, with tenants willing to stay, offering immediate rental income potential. The property also includes three barns, one of which features a two-car garage with a finished upper-level room perfect for a studio, office, workshop, guest space, or recreational use. The expansive acreage is classified as field and seed, making it ideal for farming, livestock, outdoor recreation, or simply enjoying the open landscape and privacy. One side of the property borders Christ Brothers Orchards, while the other borders a horse farm, adding to the scenic and peaceful country setting. Conveniently located just minutes from shopping, schools, major highways, casinos, and local farmers markets, this property offers the perfect balance of peaceful country living with easy access to everyday amenities and entertainment. Whether you are looking for a multi-generational living opportunity, income-producing property, or a serene rural escape with room to grow, this unique offering combines space, functionality, and country charm.

111 Browns Road, Walden

$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

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