Refine Search
Sort by
$720,000
5 Beds 3 Baths 993319 MLS
Space is the story at 226 Wallkill Road. With approximately 4,000 sq ft of living space, 5 bedrooms, 3 full baths, multiple living areas, and nearly an acre, this expansive brick home offers exceptional space, flexibility, and value at its new price of $720,000. The main level features a spacious eat-in kitchen with marble countertops, custom cabinetry, and generous storage, along with marble floors, oversized rooms, and abundant natural light throughout. Multiple living and gathering spaces provide plenty of options for entertaining, relaxing or working from home. The finished lower level, which comprises approximately 1,800 sq ft of the home's stated living space, includes one bedroom, a summer kitchen, living area, wood stove, and multiple means of egress. Outside, the property features a large private yard, expansive deck, and detached garage/workshop, providing additional space for vehicles, storage, hobbies, or projects. Conveniently located near major roadways, shopping, dining, and everyday amenities. With approximately 4,000 sq ft, 5 bedrooms, 3 full baths, nearly an acre, and a detached garage/workshop, 226 Wallkill Road offers a combination of space and versatility that is difficult to find at this price point.

226 Wallkill Road, Walden

$429,900
4 Beds 2 Baths 984326 MLS
Welcome to 555 State Route 416 in the heart of Montgomery, NY—Enjoy Village Charm and country life!!! This spacious 4-bedroom, 2-bath home offers comfortable living with plenty of room to grow. Enjoy an inviting eat-in kitchen featuring new stainless steel appliances, a dedicated dining area, and a large living room perfect for family gatherings and entertaining. An unfinished, easily accessible basement provides ample storage space and potential for future use. Additional highlights include central air conditioning, a generator hookup, a breezeway connecting to the garage, and a shed for extra storage. The property also boasts a large, flat backyard—ideal for outdoor entertaining, gardening, or relaxing. Conveniently located near shops, restaurants, schools, and parks, this home offers the perfect balance of convenience and tranquility. Ice Shield wiring installed to protect Roof.

555 State Route 416, Montgomery

$139,990
2 Beds 1 Baths 976590 MLS
CASH OR REHAB LOAN ONLY! Located in the Valley Central School District, this property is situated in the heart of the Village of Maybrook, just minutes from Interstate 84, Veterans Memorial Park, medical offices, restaurants, shopping, and other local amenities. This property offers excellent potential for the right buyer or investor. Due to its current condition, cash or a renovation/rehab loan is required. Easy to show. Present all offers. Per the Village of Maybrook, there are outstanding code violations that must be resolved before the property can be occupied. The Building Department has revoked the Certificate of Occupancy. The property is being sold as is, and the seller will not make any repairs or cure any violations. It will be the buyer's responsibility to address all outstanding violations after closing. The outstanding mortgage balance exceeds the property's current market value. As a result, the sale is subject to lender approval, and short sale options are being explored.

311 Tower Avenue, Maybrook

$2,895,000
6 Beds 9 Baths 970238 MLS
A Private Hudson Valley Estate 48.5 Acres of Luxury and Recreation Set across 48.5 breathtaking acres in Montgomery, New York, this extraordinary 6,415-square-foot estate offers a rare opportunity to own a private retreat where luxury, nature, and recreation exist in perfect harmony. Thoughtfully designed for both grand entertaining and comfortable living, the residence features six spacious bedrooms, each with its own private en-suite bath, along with three additional half baths for guests. Elegant living spaces are anchored by two fireplaces, creating warm and inviting settings throughout the home. Resort-style amenities elevate the lifestyle experience. Enjoy a private indoor swimming pool, a dedicated cinema room with nine plush theater seats, and an expansive game and recreation room featuring a pool table, foosball, and air hockey-perfect for gatherings and entertainment year-round. Outdoor living is equally impressive. Three expansive decks overlook the property's peaceful natural surroundings, while the grounds themselves present a remarkable blend of open fields and wooded privacy. Two scenic private ponds invite fishing, kayaking, paddleboarding, and quiet moments by the water, and a tennis court area provides additional recreational possibilities. Whether envisioned as a luxurious full-time residence, an exclusive weekend escape, or a high-end retreat destination, this remarkable estate offers exceptional versatility and investment potential. A property of this scale, privacy, and amenity is truly rare-offering a lifestyle defined by space, serenity, and elevated living in the heart of the Hudson Valley.

198 Corbett Road, Montgomery

$795,000
4 Beds 3 Baths 971128 MLS
Experience the Aerie Preserve, a premier new community in the heart of the Mid-Hudson Valley, situated just sixty miles from New York City. Developed by the luxury experts at Argo Development, this neighborhood seamlessly integrates sophisticated style with innovative architecture. Introducing the The Homestead, open floor plan is complete with high ceilings in the designer-curated kitchen and two-story living room. 4 beds and 2.5 Baths over ~ 3200sqft Featuring primary bedrooms with en-suites, walk in pantry, study room and dining room on first floor. Buyers will enjoy above builder-grade specifications and upgrades available including a walk-in closet, spray foam insulation, quartz counter-tops, SS appliances and more. This is a buildable plan for Lot 49 and does not include any lot premium or upgrades at this base price. Customization options available. Photos are for illustrative purposes and represent a similar model by the same builder. Construction can begin once contracts are finalized with a deposit - timeline range of 6-8 months. Located perfectly for commuters, the Aerie Preserve provides quick access to I-84, the NYS Thruway, Stewart International Airport, and the Metro-North line in Beacon. Residents enjoy a peaceful lifestyle surrounded by nature while remaining minutes from iconic destinations like Storm King Art Center, Woodbury Commons, Legoland, and local wineries. From horseback riding trails to a world-class dining scene, this home offers an unparalleled Hudson Valley experience.

58 Wildwood Drive, Rock Tavern

$745,000
4 Beds 3 Baths 971131 MLS
Under Construction. Photos are for illustrative purposes only. Experience the Aerie Preserve, a premier community in the Mid-Hudson Valley, situated just sixty miles from NYC. Developed by the luxury experts at Argo Development, this neighborhood seamlessly integrates sophisticated style with innovative architecture. The Retreat Model offers a refined 4-bedroom, 2.5-bath layout (~2,800 sq ft) crafted for the demands of modern life. The first floor features a spacious kitchen equipped with a SS appliance package—and beautiful quartz countertops—alongside a dining area and an inviting living room. The upper level houses three bedrooms, highlighted by a serene Primary Suite with a private ensuite bath. High-end finishes define the residence, featuring durable luxury vinyl flooring, a soaking tub, and double-insulated garage doors. Buyers currently have the ability to add upgrades and select their choice of finishes to personalize the home. For those seeking future growth, the full basement includes an egress window and is ready for finishing. Located perfectly for commuters, the Aerie Preserve provides quick access to I-84, the NYS Thruway, Stewart International Airport, and the Metro-North line in Beacon. Residents enjoy a peaceful lifestyle minutes from Storm King Art Center, Woodbury Commons, and local wineries.

11 Rustic Drive, Rock Tavern

$699,000
3 Beds 3 Baths 960905 MLS
Under Construction. Photos are for illustrative purposes only. Experience the Aerie Preserve, a premier community in the Mid-Hudson Valley, situated just sixty miles from NYC. Developed by the luxury experts at Argo Development, this neighborhood seamlessly integrates sophisticated style with innovative architecture. The Rockwood Model offers a refined 3-bedroom, 2.5-bath layout (~2,000 sq ft) crafted for the demands of modern life. Plus 900sqft unfinished basement. The first floor features a spacious kitchen equipped with a SS appliance package—and beautiful quartz countertops—alongside a dining area and an inviting living room. The upper level houses three bedrooms, highlighted by a serene Primary Suite with a private ensuite bath. High-end finishes define the residence, featuring durable luxury vinyl flooring, and double-insulated garage doors. Buyers currently have the ability to add upgrades and select their choice of finishes to personalize the home. For those seeking future growth, the full basement includes an egress window and is ready for finishing. Located perfectly for commuters, the Aerie Preserve provides quick access to I-84, the NYS Thruway, Stewart International Airport, and the Metro-North line in Beacon. Residents enjoy a peaceful lifestyle minutes from Storm King Art Center, Woodbury Commons, and local wineries.

21 Rustic Drive, Rock Tavern

$409,000
2 Beds 1 Baths 948942 MLS
Welcome to Holbrow House at 46 Union Street, a lovingly maintained and updated 1818 home in the quaint Village of Montgomery. As soon as you enter, you're greeted by the warmth of the historic wide plank wood floors and rooms filled with natural light. The main living area offers great flexibility with an additional room that can be used as an office, den or guest space. Charming details throughout the home include French doors, solid bluestone windowsills, and a restored working gas fireplace. The kitchen blends old and new, with newer stainless steel appliances, while highlighting the original stone foundation and historic doors. An attached utility room has a dedicated space for your washer and dryer. Upstairs, the primary bedroom features vaulted ceilings, along with a second bedroom and another bonus space that can adapt to your needs. Outside, the fenced-in yard feels private and inviting, with mature trees, established plantings and seasonal flowers. A shed provides convenient storage for gardening tools and outdoor equipment. Located just moments from Montgomery's shops, coffee houses, restaurants, pickleball, tennis and basketball courts, baseball fields, hiking trails and access to the Wallkill River. This home offers the best of village living in a truly special setting. 11 minute drive to Campbell Hall Train Station; 22 minute drive to Beacon Train Station; 90 minute train ride to NYC. You will not want to miss this special home.

46 Union Street, Montgomery

$699,999
4 Beds 3 Baths 956714 MLS
MOVE IN READY!!! NEW CONSTRUCTION HOME!!! Check out this 4 Bedroom, 2.5 Bathroom Colonial nestled in the Town of Montgomery and located in the Valley Central School District. This home is located a short drive to an array of local eateries/restaurants, shopping center, close to several local parks, a quarter mile from the Walden/Wallkill Walking Rail Trail, Wallkill River, and a short drive to most major highways including Interstate 84. This home will feature a comfortable floor plan - first floor open concept with a kitchen offering a plethora of cabinetry, open to the dining room and living room areas, entry foyer, half bathroom and access to the two car attached garage. Second floor features the owners suite with en-suite bathroom and size-able closet, 3 additional bedrooms with shared full bathroom and separate laundry room. Inquire now, there may be time to choose your final touches, call now!

28 Northern Avenue, Walden

$350,000
4 Beds 4 Baths 952456 MLS
We are proud to offer an amazing opportunity to restore the historic 1912 Colonial located at 102 W Wiley Street in Maybrook. This remarkable home, built entirely from redwood shipped from the West Coast, boasts incredible structural integrity and timeless architectural details. The house features 4 bedrooms, 4 bathrooms, and a total of 12 rooms. One section of the house was formerly used as a doctor’s office, adding a unique historical aspect to the property. Situated on over an acre of land, the estate also includes an inground pool and a huge barn, providing ample space for workshops, studios, or storage. The recent appraisal came in at $550,000, reflecting the solid bones and unique character of this property. While the home requires rehabilitation due to a fire on the top floor, the price reflects everything that needs to be remodeled. This is truly a diamond in the rough with great potential to restore it to its original grandeur and still make a smart investment. Don’t miss this rare opportunity to own a beautiful Mansion with unmatched historic charm

102 W Wiley Street, Maybrook

$298,900
2 Beds 2 Baths 920236 MLS
Owner of 42 years spent decades going back and forth with letting this well-maintained property be sold. Welcome to this turn-key gorgeous 2-bedroom home, where comfort and opportunity come together. Whether you're searching for your forever home, looking to downsize, or planning the perfect place to enjoy retirement, this property is ready for your personal vision. Nestled in the desirable Village of Walden, this unique home offers endless possibilities to create the space you've always wanted. Inside, you'll find two comfortable bedrooms, one and a half bathrooms, and convenient first-floor washer and dryer hookups. The spacious living room flows into a dedicated dining area, making it ideal for everyday living and entertaining. Major updates have already been completed, including newer double-pane windows and a newer roof, carpeting, with entire inside newly painted providing added value and peace of mind. With solid features already in place and plenty of room to add your own style, this is an exceptional opportunity to make your house truly feel like home. Don't miss your chance to own this Village of Walden gem and bring your life to this ideal home!

43 Second Street E, Walden

$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

$330,000
6 Beds 2 Baths 875699 MLS
This spacious 6-bedroom home is full of potential and ready for your vision. Set in a highly desirable area, it offers a rare opportunity to create your dream home in a prime location. With five bedrooms upstairs and a large main-level bedroom, this layout is ideal for multi-generational living or flexible space needs. The home features an oversized living room, two full bathrooms, a dedicated office, and classic old-style charm throughout. A generous driveway provides ample parking for family and guests. Whether you're an investor or a homeowner looking to renovate and build equity, this property offers the perfect canvas. Bring your ideas and unlock the full potential of this well-located gem! New furnace (2023), newer water heater. Valley Central School District, Close to Wineries, Breweries, Restaurants, Hiking, Legoland etc.

265 Goodwill Road, Montgomery

$429,000
2 Beds 2 Baths H6327163 MLS
Beautifully, recently renovated & refreshed, 6 room, 3 bedroom colonial bordering Tin Brook in the heart of the Village of Walden. Close to major shopping, Hannaford Supermarket, many parks, eateries,Stewart International Airport, Valley Central schools, I84 & I87 to commute. It has a gorgeous kitchen with plentiful white cabinetry, granite counters, high ceilings and recessed lights, stainless steel range, dishwasher, refrigerator & ceramic tile floors, spacious living room to gather, entertain or watch tv, formal dining room & redone lav on first level with a large deck to enjoy nature , BBQ or just relax. Upstairs there are 3 bedrooms and lovely main bath with shower/tub. Improvements include new roof, electric, new windows, new trendy wood look vinyl floors & more. Enjoy what village life has to offer. Close to all the conveniences you require for the ease and enjoyment of living.

47 Valley Avenue, Walden

board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.