Courtesy: Weichert Realtors
845-782-4646
Charming Corner Ranch in the Heart of Montgomery Village Welcome to this beautifully updated and maintained corner ranch in the desirable Village of Montgomery! This move-in ready home features 3 spacious bedrooms and 2 fully updated bathrooms. The modern kitchen is a chef’s delight, complete with sleek granite countertops, stainless steel appliances, and fresh paint throughout. Step outside to your own private oasis – an inground pool with a BRAND NEW POOL PUMP (Aug 2025), surrounded by a large, maintenance-free Trex deck, perfect for entertaining or simply unwinding. The fully fenced-in yard offers privacy and plenty of space for outdoor activities. Additional highlights include a large newer wrap around driveway for easy access, a newer roof and gutters, and peace of mind with recent upgrades such as a BRAND NEW central air conditioner and BRAND NEW washing machine (2025). Located just moments away from shopping, charming local restaurants, and schools, this home truly has it all. Drop your bags and move right in!
Courtesy: Keller Williams Realty Liberty
718-848-4700
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.
Courtesy: Century 21 Elite Realty
845-735-0200
Spacious six bedroom, two bathroom Cape Cod located in the charming Village of Montgomery, offering a versatile layout and plenty of room to grow. This home features two inviting living rooms, a formal dining room perfect for gatherings, and generously sized bedrooms throughout. The classic Cape Cod design provides comfortable living space with flexibility for extended living, guests, or a home office. A full basement offers additional storage and future possibilities. While the home could benefit from some TLC, it presents a great opportunity for the next owner to bring their vision and add value. Ideally situated on a quiet residential street just minutes from Montgomery’s historic village center, with convenient access to local restaurants, shops, parks, and major commuter routes. A wonderful opportunity for buyers looking for space, location, and the chance to make a home their own. Schedule your showing today and see the potential for yourself.
Courtesy: Howard Hanna Rand Realty
845-562-0050
This sweet cottage is great for 1st time home buyers, or people that just like to have low living expenses! You'll enjoy the large deck off the kitchen for enjoying BBQ's or the outside. You'll also enjoy the small neighborhood! At the end of Barron Rd, you can enjoy the Stewart State Forest, where there are more than 22 miles of major trails for hiking, biking, horseback riding, hunting, dog training and trials, skiing, snowmobiling, bird watching and fishing! The owners have taken care to upgrade the important parts of the home, starting with a new roof in 2023, gutters, a new submersible well pump, updated pex plumbing and a new high end Ascent installed by Boiler King that is stainless steel! An extra zone was added for any future addition! The oil tank is a Roth double walled 275 gallons. Hot water is On-demand. The range, dishwasher & refrigerator are newer as well. For the mechanic or contractor, the garage is 480 Sq ft with lots of space to work on your projects! Yes, there's still some cosmetics that you can design your own way, but this is a great start for anyone!! And this price for a liveable house can't be beat!!
Courtesy: Keller Williams Realty
845-928-8000
Welcome to The Ponds at Montgomery—a beautifully designed 4-bedroom, 3.5-bath two-story home set on 2.30 private acres in the desirable Town of Montgomery. Ideally located just minutes from upscale dining, boutique shopping, and premier golf courses, this home also offers quick access to Interstate 84 and other major highways. Inside, the thoughtfully planned layout features a well-appointed kitchen with a plethora of cabinetry, opening to a massive great room showcasing a vaulted ceiling and a cozy gas fireplace. The private primary suite is conveniently located on the main floor and includes its own vaulted ceilings and a luxurious en-suite bath. The first floor also features a second bedroom, a full bath, a convenient half bath, and a spacious office. Upstairs, you’ll find a fantastic retreat with two additional bedrooms, a third full bath, and a versatile den, perfect for remote work or a flexible living area. Additionally, this home features a two-car attached garage, a full basement with a Bilco-style entrance, a covered front porch, and a rear deck. A perfect blend of comfort, style, and location—this is modern living at its best.
Courtesy: YourHomeSold Guaranteed Realty
718-684-2400
Set along quiet Youngblood Road just outside the historic Village of Montgomery, this 6-bedroom, 3 full bath, 2 half bath residence offers privacy and convenience in a peaceful Hudson Valley setting. Natural light from skylights enhances the open layout, where multiple gathering areas connect seamlessly to private living spaces. The primary suite features dual vanities, a steam shower, a Jacuzzi tub, a bidet, and heating lamps. Upstairs, the largest bedroom includes a fireplace, double closets, and skylights. Additional bedrooms provide flexible options for guests, workspace, or hobby use. The upper-level living area (accessory-style space) is accessible through the rear patio entrance located just outside the dining room and uses the same key. Buyers are encouraged to view this versatile space during their visit. A private lower-level suite with a separate entrance offers additional flexibility for extended living arrangements, guests, or workspace. Two laundry areas add convenience, including one located on the upper level. Enjoy proximity to Montgomery Village, shopping, dining, and commuter routes while maintaining a private residential setting. Financing incentives, closing cost credits, warranty coverage, and other benefits may be available to qualified purchasers. Terms and eligibility apply.
Courtesy: Smitchger Realty
845-534-7874
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, pickle ball, tennis and basketball courts, baseball fields, hiking trails and access to the Walkill 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.
Courtesy: Realty Promotions Inc
845-381-5777
Nestled within the sought-after Winding Hills Estates, this exceptional home is set on a quiet cul-de-sac and backs directly to the rolling greens of the picturesque Winding Hills Golf Course, an executive 18-hole course surrounded by manicured landscaping. From the moment you arrive, the home impresses with Hardie board siding, a metal roof, blacktopped driveways, paver walkways, covered front porch and refined curb appeal. Spanning over 3,600 square feet, this Fairway model offers 3 bedrooms, 3.5 baths, and thoughtfully designed living spaces highlighted by stunning wide-plank flooring, vaulted ceilings, exposed beams, and abundant natural light throughout. The inviting living room features a gas fireplace with a wood mantel, creating a warm yet sophisticated focal point. The amazing kitchen is a showpiece, boasting custom cabinetry, a 10' center island, stylish lighting, tiled backsplash, vented hood, and stainless steel appliances—ideal for both everyday living and entertaining. The first-floor primary suite is a private retreat with vaulted ceilings, a spacious walk-in closet, and a spa-inspired bath complete with soaking tub, tiled shower, and double vanities. The fully finished basement expands the living space significantly, offering an oversized family room, full bath, and a dedicated exercise room, with sliding doors leading to a fenced stone patio and inground heated pool—perfect for seamless indoor-outdoor living. Conveniently located close to major highways, Metro North and less than 3 miles to the quaint Village of Montgomery. This home delivers luxury, lifestyle, and accessibility in one remarkable offering. NO HOA.
Courtesy: K. Fortuna Realty, Inc.
845-632-3492
Welcome to 27 Wintergreen Ct, a well-maintained townhouse located in an established residential community in Montgomery, NY. This home offers a functional layout with comfortable living spaces, ideal for everyday living and entertaining. The main level features a bright living area that flows into the kitchen and dining space, while the upper level provides generously sized bedrooms and ample storage. Enjoy low-maintenance living with convenient access to local shops, schools, and major roadways, all within a cul-de-sac setting. A great opportunity for homeowners or investors alike.
Courtesy: Keller Williams Realty
845-928-8000
Welcome to The Ponds at Montgomery—a beautifully designed 4-bedroom, 2.5-bath ranch-style home set in the desirable Town of Montgomery. Ideally located just minutes from upscale dining and local eateries, boutique shopping, corporate banking, premier golf courses, schools, parks, hiking trails, and professional fitness centers, this home also offers quick access to Interstate 84 and other major highways. Inside, the thoughtfully planned layout features a well-appointed kitchen with a plethora of cabinetry, stainless steel appliances, and a food pantry, opening to the great room showcasing the zero-clearance fireplace, perfect for relaxing or entertaining. The private owner’s suite is conveniently located off the kitchen and includes an en-suite bath and an extended closet with generous storage space. Additional highlights include a half bath off the kitchen, a separate laundry room, two front-of-home bedrooms, and a spacious office—ideal for remote work or a flexible living area. Additionally this home features a two car attached garage, covered front and rear porch and rear deck. A perfect blend of comfort, style, and location—this is modern living at its best.
Courtesy: Curasi Realty, Inc.
845-457-9174
Don’t miss out on this rare find—a sought-after end unit tucked away in the quiet Spring Meadow community right in the heart of the Village of Montgomery. This home features a bright and comfortable living room that feels open and airy, leading right into a functional galley kitchen perfect for whipping up your favorite meals. The layout flows naturally into a cozy dining area, making the whole space feel connected and easy to live in. One of the best perks is the walk-out access to a private covered patio, where you can enjoy the fresh air on a warm afternoon or listen to the rain with a cup of coffee. Living here puts you just minutes away from the village's historic downtown, a charming and walkable area known for its vibrant local scene. You can spend your weekends exploring an array of unique antique shops, specialty gift boutiques, and cozy cafes that line the historic streets. When it comes to dining, the village offers everything from upscale fine dining in converted historic inns to relaxed, farm-to-table eateries and lively pubs with extensive craft beer lists. Whether you are looking for a morning espresso, a quiet afternoon of browsing local stores, or a night out at a critically acclaimed restaurant, it’s all right at your doorstep in a neighborhood people truly love.
Courtesy: Keller Williams Hudson Valley
845-610-6065
Your Dream Home Awaits—Where Every Morning Is a First The house you grew up in wasn't new. Neither was your first apartment. Or the rental after that. But this? This is different. Welcome to 48 W Corbett Road—a stunning new construction in Montgomery, NY, where you're not inheriting someone else's choices, you're claiming your own fresh start. Every surface pristine. Every system untouched. Every moment ahead completely, perfectly yours. A Home That Ages With Your Story From the moment you arrive, you'll feel it—that rare combination of exceptional craftsmanship and endless possibility. Bright, airy interiors flow seamlessly through open-concept living spaces designed for how you actually live. The chef's kitchen stands ready for your Sunday mornings, your holiday gatherings, your Tuesday night experiments. Imagine hardwood floors that will creak someday under your grandkids' feet—not someone else's memories. A spa-inspired master suite where you'll find your peace. Smart home technology that makes life effortless. This isn't just a house. It's the beginning of every story you haven't written yet. The Location You've Been Whispering About. Nestled in the picturesque Hudson Valley, you're five minutes from Montgomery's charming village—where coffee shops know your order, boutique shops feel like discovery, and neighbors still wave hello. This is real community. Real charm. The kind of place that makes you remember why small towns matter. Your backyard extends for miles: award-winning wineries for Saturday afternoons, hiking trails that blaze with autumn color, the tranquil Wallkill River for summer kayaking. And when you need the energy of the city? NYC is just 70 miles south—close enough to visit, far enough that you chose to live here instead. Country Silence. Village Heart. City Access. This is the answer to the question you've been asking yourself for years: "Does a place like this even exist?" Yes. And it's waiting at 48 W Corbett Road. The floors will age with your story. The walls will hold your laughter. The life you've been picturing? It starts here. Stop imagining it. Come see it.
Courtesy: Hudson Valley Home Connection
914-213-4259
Come join the wonderful world of Sweet Montgomery with village and country life at its best! This lovely home located in a desirable tree lined neighborhood has space for everyone to relax and enjoy the lifestyle of a charming town with quaint main street, wonderful shops, museum, restaurants, beautiful village park with fun for all ages (playground, pickleball, basketball & more!) and of course all the fun festivities that Montgomery offers through out the year.. From Montgomery day to annual yard sale day, summer concerts, St Patrick's ramble fun and more....This 3 bedroom 1.5 bath freshly painted bi level offers hardwood floors, kitchen with stainless steel appliances (newer stove & microwave 2023), vinyl flooring & creative dark blue cabinetry. The open living room and dining area is spacious and perfect for family time and gatherings. Sliding glass doors conveniently lead to a wonderful deck for outdoor dining, relaxing or morning coffee .Another special feature is the inviting oversized yard at .32 of an acre which is fully fenced in ( w/beautiful wood fencing) for privacy and safety for children & pets, and offers seasonal pool that is easy to put up yearly. Continue to the lower level to find all the bonus spaces which provide even more potential with family room, den and large laundry utility room with washer dryer (2020), well cared for boiler (2012) , HW Heater (2023) and reverse osmosis water softener system ( cost of approx $7,500) installed 2020! Bonus access exit door from laundry room to driveway provides additional convenience. Additional improvements include freshly re-sealed driveway that accommodates 3 to 4 cars and brand new garage door. If you are looking for a sweet neighborhood, a walkable lifestyle to the village fun, 15 minutes to major shopping stores and mall, wineries, Angry Orchard brewery and easy commuter routes.. this home could be just what you have been searching for!
Courtesy: Howard Hanna Rand Realty
845-928-9691
BACK ON MARKET - Charming log cabin in Montgomery on 13+ Acres. This unique and versatile property is nestled in a charming country setting in the Town of Montgomery and located within the Valley Central School District. Set on over 13 serene acres and surrounded by mature trees and native plantings, the grounds include a peaceful pond, multiple outbuildings, and an old horse paddock, all waiting to be brought back to life. The tranquil, wooded setting offers privacy, natural beauty, and endless potential. Bring your tool belt, your creativity, and your vision — this is a rare chance to create something truly special in one of Orange County’s most charming towns. Don’t miss out — schedule your showing and make your offer today!
Courtesy: Curasi Realty, Inc.
845-457-9174
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.
Courtesy: Howard Hanna Rand Realty
845-744-2095
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.
Courtesy: EXP REALTY
Welcome to the Castle of Your Dreams, a majestic residence nestled on a 7.3-acre mini-estate, embraced by the tranquility of the countryside. This stunning center hall colonial masterpiece has been thoughtfully crafted to cater to the diverse needs of contemporary living. Discover the versatility woven into its design - a parlor that effortlessly transforms into a home office, a formal living room poised to become a ground-floor bedroom. The family room that extends gracefully to a charming deck and fenced yard. Enter the panoramic sunroom currently used as a yoga room with its own climate control. Illuminated by an abundance of natural light, the grand kitchen boasts custom-made cabinets with frosted glass doors, expansive granite counters, and a discreet coffee bar. The lemonade front porch is the perfect spot on those warm summer days. No castle is complete without a tower, and here, bay windows and soaring 15-ft turreted ceilings grace the romantic owner's suite, accompanied by a spa bath that exudes opulence. Unveil the delightful surprise of a fully finished lower level, offering six rooms, bathroom and 3 private entrances, a covered patio, a mudroom, and ample storage - an ideal in-law or guest suite, or a space for a home-based business with flexible work spaces. The crowning glory is the three-car, two-story garage with tons of storage. Seize the opportunity to make this dream home your reality.
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Montgomery is located in New York. Montgomery, New York has a population of 23,184. Montgomery is less family-centric than the surrounding county with 34.04% of the households containing married families with children. The county average for households married with children is 36.93%.
The median household income in Montgomery, New York is $85,255. The median household income for the surrounding county is $85,640 compared to the national median of $69,021. The median age of people living in Montgomery is 38.9 years.
The average high temperature in July is 83.3 degrees, with an average low temperature in January of 16.2 degrees. The average rainfall is approximately 45.4 inches per year, with 41 inches of snow per year.
