Refine Search
Sort by
84 Brook Road, Middletown
$799,999
4 Beds ⋅ 3 Baths ⋅ 999740 MLS
New Construction LUXURY HOME in Valley Central Schools outside of SCOTCHTOWN! "Choose Your Finishes" on this Stunning 3,000 sq. ft. modern Colonial privately set atop a scenic 5-acre wooded lot offering privacy and natural beauty. Conveniently located 5-10 minutes to Middletown, Pine Bush, and Montgomery. The main level features a spacious open-concept floor plan with 9-foot ceilings, hardwood floors, formal living and family rooms, fireplace, formal dining room, breakfast area, powder room, and access to a large rear deck. The designer kitchen showcases an oversized 8-foot seated island, quartz countertops, under-cabinet lighting, soft-close plywood cabinetry, black stainless steel appliances, tile flooring, and pantry. The upper level offers 4 bedrooms plus a private office. The luxurious primary suite features vaulted ceilings, a spa-inspired bathroom with soaking tub, and a walk-in closet. The full walkout basement provides an additional 1,100 sq. ft. of unfinished space with endless possibilities. Built with superior craftsmanship and energy efficiency in mind, including spray foam insulation, Andersen windows, on-demand hot water, and attached 2-car garage. **EARLY BIRD DISCOUNT PRICE** Qualifying Details to be provided.

84 Brook Road, Middletown

36 Valley Avenue, Walden
$219,999
3 Beds ⋅ 2 Baths ⋅ 999380 MLS
CLASSIC EARLY 1900s VICTORIAN IN THE HEART OF WALDEN!!! Bring your vision and your contractor! This 3-bedroom, 1.5-bathroom Victorian-era home offers 1,216 sq ft of living space and incredible value-add potential. Whether you are looking for your next profitable flip or aiming to expand a buy-and-hold rental portfolio, this property provides the perfect canvas to build immediate sweat equity. Step inside to find great bones and historic charm waiting to be restored. The main level boasts original hardwood floors, high ceilings, large bay windows that flood the rooms with natural light, and a classic original staircase. The spacious living and dining layout leads into a generously sized kitchen footprint that is primed for a complete modern redesign. Head upstairs to discover three well-proportioned bedrooms, all continuing the home's original hardwood flooring—a perfect candidate for a professional sanding and refinishing to bring back their historic shine. The bedrooms offer solid natural light and functional layouts, with some rooms featuring open closets with built-in wooden shelving. The second-floor landing provides an open flow and additional storage options. The full bathroom currently features a tub/shower combination with a tile surround and a vanity, offering a straightforward footprint for a contemporary cosmetic overhaul to maximize your after-repair value (ARV) or rental appeal. Outside, the home features a quintessential covered front porch. The fully fenced backyard and rear deck structure offer a great foundation for a private outdoor retreat or tenant amenity space once cleared and updated. Location is everything, and this property delivers. Situated right in the Village of Walden, it is incredibly convenient and walkable. You are just moments away from a variety of local eateries, shopping centers, banking, and postal services. The home is surrounded by community amenities, sitting near all five village area parks and located within the highly-regarded Valley Central School District. For commuters, it is just a short drive to Interstate 84 and major Hudson Valley thoroughfares. This is a true diamond in the rough requiring TLC. Don’t miss out on this fantastic investment opportunity—schedule your showing today!

36 Valley Avenue, Walden

42 Philip Drive, Montgomery
$739,000
3 Beds ⋅ 3 Baths ⋅ 977565 MLS
Thoughtfully designed, expertly built, and meticulously maintained, this 2003 Stunning Custom built Colonial by Hillside Homes is set on a private 2.2 acre wooded lot on a cul-de-sac in the Winding Oaks Subdivision. With 3400 square feet of modern luxury, this home features a large primary ensuite, two additional bedrooms, a bonus guestroom/study, an upstairs laundry room, and 2.5 bathrooms. The kitchen was fully remodeled in 2022 with modern cabinetry, quartz counter tops and a dual gas top with electric range. Nine-foot ceilings on the main level accentuate a magnificent fireplace in the family room and large upgraded windows, while oak flooring, arched doorways and pocket doors for privacy add elegance throughout the home. A spacious two-car garage includes a modern EV charger, and the side entrance to the home opens to a great built-in mudroom bench and closet for convenience. Downstairs, a walk-out basement offers a splendid recreation room with built-in bookshelves, a spacious office, and a large storage and utility room. The beautifully landscaped property features a well-maintained pool and a large stamped concrete patio making this home great for entertaining. It also features a 12 x 16 custom built shed and a practical fenced-in vegetable garden. Close to schools and shopping with convenient access to Metro North, this elegant home perfectly blends privacy, comfort and convenience, ideal for embracing the peaceful Hudson Valley Lifestyle.

42 Philip Drive, Montgomery

226 Wallkill Road, Walden
$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

555 State Route 416, Montgomery
$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

17 Last Road, Middletown
$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

21 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

46 Union Street, Montgomery
$399,000
2 Beds ⋅ 1 Baths ⋅ 948942 MLS
Welcome to Holbrow House at 46 Union Street, a lovingly maintained and updated 1818 home in the heart of the Village of Montgomery. Rich in historic character, the home has benefitted from significant recent improvements, including new roof (2026); exterior painted and historic hardwood floors refinished (2025); foundation repointed and water softener (2024); furnace and heat pump (2023); gas fireplace (2022); and wood privacy fence (2021). Inside, wide plank wood floors, abundant natural light, French doors, solid bluestone windowsills and historic doors preserve the character of the home. The main living area offers great flexibility, with an additional room that can be used as an office, den or guest space, while the fireplace adds warmth and charm. The kitchen blends old and new with newer stainless steel appliances while highlighting the original stone foundation and historic doors. An attached utility room provides dedicated space for a washer and dryer. Upstairs, the primary bedroom features vaulted ceilings, along with a second bedroom and additional bonus space that can adapt to your needs. Outside, the fully fenced backyard offers a private and inviting setting with mature trees, including apple and cherry 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, as well as pickleball, tennis and basketball courts, baseball fields, hiking trails and access to the Wallkill River. Campbell Hall Train Station is approximately 11 minutes away and Beacon Train Station approximately 22 minutes away, offering convenient rail access to New York City. Historic character, substantial recent improvements and village living come together at Holbrow House.

46 Union Street, Montgomery

102 W Wiley Street, Maybrook
$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

43 Second Street E, Walden
$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

441 Scotchtown Collabar Road, Middletown
$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

265 Goodwill Road, Montgomery
$310,000
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

47 Valley Avenue, Walden
$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

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.

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.