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: RE/MAX Benchmark Realty Group
845-565-0004
Village Living in this renovated 4 Bedroom 2.5 Bath Colonial. This home has been updated from Top to Bottom including New Roof, New Double Hung Windows, New Front and Storm Doors. Updated Electric. Gorgeous new Kitchen features Soft close cabinets, Quartz Counter with Kraus Farm Sink. New Stove, Dishwasher and Microwave. Custom built Pantry with a convenient Laundry Center. All New Toilets, Vanities and Mirrors in all 3 Bathrooms. Additional Improvements include New Gas Furnace and Gas Hot Water Heater, New Air Conditioner, Beautiful new Carpet in Bedrooms. Refinished Wood Floors , Professionally painted throughout and New Gas Fireplace. Walk up Attic with Plenty of storage. Ideally located close to Schools, Restaurants, Shops with a walkable village setting. Close to major Highways, Stewart Airport and Beacon Train Stations. Nothing to do but move into this beautiful home.
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: eXp Realty
888-276-0630
Nestled on a serene hillside, this lovely four story contemporary home offers a perfect balance of modern luxury and natural beauty. Move in worry free as there has just been a full renovation. New roof, new mechanicals, new windows & doors, new fixtures. This unique home is bathed in natural light from large windows that frame views of the nearby mountains & wilderness. Both the walls and the ceilings are adorned with knotty pine throughout, giving the space a warm inviting atmosphere. The main level contains an open concept kitchen & living area with a wood burning fireplace perfect for entertaining. High ceilings in the main living space & upstairs bedrooms give an even more spacious feel to the generously sized rooms. The primary suite features a private en-suite bath and ample closet space, while four/five additional bedrooms offer plenty of room for everyone. Step outside to a large wrap around deck that invites you to relax, dine, and take in the peaceful mountain surroundings. This home comes equipped with a Generac whole home generator and a wood burning boiler that can heat the home in addition to or in place of the primary boiler. There is a separate structure that could serve as an accessory apartment with a two car garage underneath. Perfect for hosting extended family, accommodating guests, or a quiet getaway space. Currently an unfinished clean slate for the next buyer to design! The circular driveway offers plenty of parking and convenience for a number of vehicles. Located in a spectacular setting that offers both privacy and proximity to nearby amenities, this home is a rare opportunity. Please check the floor-plan photos for clarification of the layout. This home is 4 levels including the finished basement.
Courtesy: Keller Williams Hudson Valley
845-610-6065
Enjoy one floor living in this affordable, well maintained ranch in the Village of Montgomery just a short distance to many shops and eateries. Step inside to find a bright and open living room featuring hardwood floors, large bay window for lots of natural light, and plenty of space leading to a nice sized functional kitchen. Next down the hall find hardwood floors throughout, three bedrooms one currently used as a home office with sliders to a large backyard patio, creating the perfect spot for outdoor living, relaxing enjoyable weekends, and three season entertaining. A full bath rounds out the first floor. Downstairs find a full basement for plenty of storage along with a utility room and washer dryer. This home is perfectly set in a quiet residential neighborhood and offering Valley Central Schools. Don't wait at this price it won't last long!
Courtesy: Realty Promotions Inc
845-381-5777
Welcome home to this beautifully updated 2-bedroom, 1.5-bath charmer—rebuilt in 2008 and perfectly situated just outside the Village of Montgomery. From the moment you arrive, you’ll appreciate the inviting covered front porch, back deck, stone walkways, and beautifully landscaped front and backyard, complete with a convenient storage shed. Inside, warm hardwood floors flow throughout, leading you to a stylish kitchen with granite countertops, stainless steel appliances and cozy living room complete with a pellet stove. Both oversized bedrooms are located on the second floor and feature large walk-in closets for exceptional storage. A detached 2-car garage offers ample space for parking and a workshop. Located close to fine restaurants, shopping, parks, a golf course, and local wineries, with quick access to I-84, the Thruway, and Route 17—this home offers the perfect blend of comfort and convenience. This gem won’t last long!
Courtesy: Howard Hanna Rand Realty
845-562-0050
Looking for your dream home? This stunning log cabin truly has it all. Rich with character and craftsmanship, the home showcases beautiful woodwork throughout—from gleaming wide-plank floors to sturdy log walls and exposed ceiling beams. The extended front porch is perfect for relaxing in the sunshine, enjoying fresh country air, or greeting guests. A large side yard offers plenty of space for entertaining. Step inside the main portion of the home and you’ll find a spacious dining room that comfortably seats twelve and flows seamlessly into the cozy living room with its welcoming fireplace. The kitchen is a chef’s delight, featuring a professional gas range, granite countertops, stainless-steel appliances, a center island, and warm wood cabinetry. Just off the kitchen is a charming dinette area—ideal for casual meals, morning coffee, or hosting game night. A recently renovated full bath completes this level. Upstairs are three inviting bedrooms, each with ample closet space, along with a full hall bath. A walk through the breezeway leads you to the laundry room and a versatile office space previously used as a craft workshop. The second half of the home is a retreat of its own, featuring a generous primary suite with double closets, a private balcony, and a beautifully renovated en-suite bath with two separate vanities. A massive family room anchors this wing, boasting vaulted ceilings, built-in bookshelves, access to the rear decks, and an impressive wooden spiral staircase ascending to a loft—perfect for an office, art studio, or game room. The full basement is partially finished and includes a spacious workshop adjacent to the two-car garage. With its size, layout, and unique character, this property offers incredible potential—whether as a full Bed & Breakfast, a Mother/Daughter setup, or simply a one-of-a-kind home to cherish. You’ll fall in love the moment you step through the front door.
Courtesy: Curasi Realty, Inc.
845-457-9174
Perfect getaway from the hustle and bustle of the city, combined with affordable minimalist living. This charming, newly updated private Ranch sits on more than one acre of property and offers both comfort and convenience. Located close to shopping, dining, Interstate 84, Route 17, the New York State Thruway, and the Beacon train line, commuting is simple and stress-free. This is a wonderful opportunity at an affordable price point to own your own home in Montgomery, New York.
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: Keller Williams Realty
845-928-8000
VALLEY CENTRAL SCHOOL DISTRICT!! Welcome to this beautifully maintained and spacious home, perfectly set in a quiet residential neighborhood and offering an ideal blend of comfort, functionality, and natural light. Step inside to find an inviting layout that begins with a bright and open living room featuring hardwood floors, large windows, and plenty of space for relaxing or gathering with loved ones. Just beyond, the formal dining room provides an elegant setting for hosting dinners, holidays, or special occasions. The expansive eat-in kitchen is the true heart of the home, showcasing crisp white cabinetry, modern appliances, generous counter space, and French doors that open directly to the peaceful backyard—creating the perfect spot for indoor-outdoor living, morning coffee, or weekend entertaining. Upstairs, the large bedrooms offer exceptional space and versatility. The primary bedroom features abundant natural light and a serene feel, ideal for creating your own personal retreat. Additional bedrooms provide ample flexibility for guests, office space, or a playroom. Throughout the home, you’ll find updated flooring, freshly kept interiors, and thoughtful details that highlight pride of ownership. Outside, the property offers a private and inviting yard, perfect for gatherings, gardening, or simply enjoying the outdoors. Conveniently located near schools, shopping, restaurants, parks, and major commuter routes, this home delivers both ease and accessibility for today’s lifestyle. Combining space, comfort, and a bright welcoming atmosphere, this home is ready for its next chapter- move right in and start making memories.
Courtesy: YourHomeSold Guaranteed Realty
718-684-2400
145 Youngblood Rd – A Hudson Valley Hideaway with Modern Flexibility Buyers receive special VIP perks including 5.87% APR financing with $0 down*, First Responder & Military discounts, up to $10,000 in closing cost credits, a FREE 12-month home warranty, a 24-month Love It or Leave It Guarantee, and access to exclusive off-market properties. Set along quiet Youngblood Road just outside the historic Village of Montgomery, this 6-bedroom, 3 full bath, 2 half bath residence blends retreat-like privacy with everyday convenience. Inside, natural light from skylights brightens the open layout, where multiple gathering spaces flow easily between the main living areas and private retreats. The primary suite serves as a true sanctuary — featuring dual vanities, a steam shower, Jacuzzi tub, bidet, and heating lamps for added comfort. Upstairs, the largest bedroom includes a fireplace, double closets, and skylights, while additional bedrooms offer flexible options for family, guests, or workspace. Please note: The upstairs living area (apartment/in-law suite) is accessible using the same key through the rear patio entrance located just outside the dining room. Don’t miss viewing this versatile upper-level space during your visit! A private lower-level suite with separate entrance provides great versatility — ideal for guests, multigenerational living, or a home office setup. There are also two laundry areas, one conveniently located upstairs. Outside, enjoy a peaceful Hudson Valley setting with easy access to Montgomery Village, shopping, dining, and commuter routes — all while having the space and flexibility that today’s buyers are looking for. *Offer terms subject to mutual agreement between buyer and seller. **Benefits for VIP buyers of Your Home Sold Guaranteed Realty – Besmatch team. **Mortgage rates and benefits exclusive to new customers of AnnieMac & to those who qualify.
Courtesy: Joseph Polatseck
646-526-2751
Stunning Colonial Retreat on 7.6 Acres of Private Paradise Escape to serenity in this beautiful Colonial home situated on 7.6 acres of private property in the highly sought-after Montgomery Town Valley Central School district. *Key Features:* - Wrap-around deck offering breathtaking views of the surrounding landscape - Eat-in kitchen with ample cabinetry for storage - Separate dining room ideal for formal gatherings - Huge living room providing plenty of space for family and friends - 4 spacious bedrooms and 2.5 bathrooms - Abundant closet space throughout the home - Water softener included for added convenience - Attached garage for convenient parking - Private shed on the property - Luxurious Jacuzzi in the master bathroom for ultimate relaxation *Experience the perfect blend of tranquility and luxury in this incredible Colonial home. Schedule a showing today!*
Courtesy: Terrie OConnor
201-786-9055
A/O 1-23-26 WELCOME TO 99 WALNUT ST AND LOOK NO FURTHER! This incredible 125-year-old colonial home within the village of Walden has withstood the test of time. From the moment you step inside you’ll be delighted to see that much of the home’s original character has been beautifully preserved and well maintained throughout. The warm foyer is flanked by a private dining area on the right and a large formal living room with fireplace on the left. Original millwork adorns these lovely living spaces while perfectly patinated pinewood flooring flows seamlessly throughout most of the home, including the original bedrooms on the 2nd floor. The modern kitchen has been tastefully updated to include gorgeous quartz countertops with bar top seating, a butcher-block island with sink, newer appliances incl. a wine cooler, an appliance garage and two pantries. The new addition added nearly 800 sq ft of living space to the home including a magnificent 400 sq. ft. family room and an incredible 400 sq. ft. master suite directly above. The large family room features a new pellet stove and durable walnut-colored LVP flooring that also flows into the kitchen for a consistent look & feel. Escape to the three-season porch where fresh air and tons of natural light welcome you to relax & unwind. Retire the evening to five 2nd floor bedrooms including an impressive master suite featuring cathedral ceilings, a large loft, and a cedar-lined walk-in closet. The spacious master ensuite features a two-person jacuzzi tub, double vanities, and an oversized custom shower. Enjoy super convenient 2nd floor laundry and a giant walk-up attic to accommodate all your storage needs. The unfinished basement offers additional bonus spaces that include a workshop, large bar area and dry storage room. This home provides ample space for long-term living & entertaining needs. Finally, a home that you can grow into and not out of. This home is just two blocks from the Wallkill River and within walking distance of the village center, providing easy & convenient access to shops, public transportation, schools, parks, Hannaford Supermarket, I-84 and much more. While many homes in the village have only street parking, this property INCLUDES a separately deeded lot with a 2-car garage located just across from the house. Additional improvements to the home include a highly durable Fabral standing seam metal roof and a very dependable oil-fired Utica boiler with Becket Burner and a German-engineered Buderus sidearm for storing the home's hot water. Commuter friendly – 1.5 hours to NYC and 10 min to Stewart Airport. Enjoy all the local attractions: hiking, fishing, camping, Stewart State Park, Minnewaska State Park, Angry Orchard, music at Wooster Grove, James Olley day camp, Bradley Park baseball field, golfing at Winding Hills, Scotts Corner, Stonyford and much more! Call to book your private tour today!
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 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: John J Lease REALTORS Inc
845-344-2800
Welcome to this well maintained 4-bedroom, 2.5-bath contemporary colonial, built in 2002 and thoughtfully designed for modern living and entertaining. The first floor offers a spacious formal living room that flows seamlessly into a bright, open-concept kitchen, dining, and family room—plenty of natural light and perfect for gatherings. The kitchen features a massive granite island, granite countertops, stainless steel appliances, mosaic tile backsplash, and convenient access to a half bath with laundry. Upstairs, you’ll find hardwood floors throughout, four generously sized bedrooms, and two full bathrooms. The primary suite is a true retreat—extra-large with a walk-in closet and sliding glass doors leading to a private balcony overlooking the backyard. The en-suite master bath is beautifully updated with designer tile, a soaking tub, stand-up shower, double vanity, and granite counters. Additional features include central air conditioning, recessed lighting, a one-car garage, and energy-efficient solar panels that keep electric bills around just $40 per month. This home perfectly combines comfort, style, and efficient, don’t miss your chance to make it yours! Two minutes from the village of Montgomery where you will find a wonderful variety of restaurants, shops, boutique shops, parks with baseball fields, basketball, tennis, and pickleball courts. Located 15 min from Beacon Train, Easy access to Route 84 and I-87 & I-84, and Stewart Airport.
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.
