Courtesy: Krumpfer Realty Group, LLC
845-558-0075
Fully renovated and thoughtfully upgraded, this stunning 4-bedroom, 2.5-bathroom, 2,646-square-foot Colonial in the Valley Central School District checks every box - and then a few you didn’t even know you wanted. A rare highlight is the two separate driveways - one leading to the home and attached garage with an EV charging station, and the other to a heated 24x30 workshop with a car lift, making it a dream setup for car enthusiasts, hobbyists, or anyone needing serious workspace. There is also an additional portable garage for extra storage. Inside, the freshly painted interior showcases gleaming hardwood floors throughout the main level, crown molding, solid wood doors, and custom built-ins, while two fireplaces add warmth and character to the living spaces. The beautifully updated kitchen features quartz countertops, a marble island, and stainless steel appliances. New sliding glass doors open to a covered Trex deck with overhead fans and lighting, creating the perfect all-weather space for relaxing or entertaining. The finished basement (not included in the square footage) adds valuable bonus living space - ideal for a game room, media room, or home gym. The primary bedroom is a true retreat, featuring an updated ensuite bathroom and an expansive custom California closet with pocket door, combining luxury and functionality. Updates include a new expansion tank (2026), new roof (2024), Roth oil tank (2025), Anderson sliding glass doors (2023), carpet (2024), car lift (all 2025), and high efficiency Ascent furnace (2024). The kitchen, bathrooms, and lighting fixtures have all been updated within the last two years. Set on 1.7 acres with fruit trees, the property also includes the pool table and hot tub - because great homes should come with great perks.
Courtesy: Howard Hanna Rand Realty
845-294-3100
Welcome to 1 Boxwood Lane, ideally situated on a premier corner lot at the entrance of a quiet cul-de-sac in the highly desirable Corbett Meadows community. This beautifully maintained colonial offers timeless curb appeal, highlighted by a brick paver walkway and a charming, recently refinished front porch—perfect for enjoying your morning coffee. Step inside to a welcoming center hall foyer with a classic staircase, flanked by a spacious family room with French glass doors and a formal dining room—both featuring hardwood floors and oversized windows that fill the home with natural light. The dining room flows seamlessly into the well-appointed kitchen, complete with granite wrap-around countertops, hardwood cabinetry, a casual dining area, and sliding glass doors leading to a large, recently re-stained rear deck, ideal for entertaining or enjoying warm sunny days. The kitchen also offers convenient access to the attached two-car garage through a functional laundry and mudroom, which includes an additional door to the backyard. Just off the kitchen, the inviting living room features hardwood floors, a cozy brick wood-burning fireplace, and large rear-facing windows. A well-placed half bath completes the first level. Upstairs, you’ll find four generously sized bedrooms with ample closet space and abundant natural light, along with an updated full hallway bathroom featuring dual vanities and a stylish stone-tiled shower/tub combination with glass doors. The primary suite offers hardwood floors, a walk-in closet, and a private ensuite bath with a separate shower and jacuzzi tub. Connected to the primary suite is an expansive bonus room, perfect for a home office, media room, gym, or private retreat. Outside, the meticulously landscaped property provides exceptional privacy, with mature evergreen trees and a natural tree line creating a peaceful backyard setting. A rare opportunity in a sought-after neighborhood, schedule your private showing today!
Courtesy: Curasi Realty, Inc.
845-457-9174
Welcome to this desirable end-unit condo located in the peaceful and well-maintained Spring Meadow community in the heart of the Village of Montgomery. This home offers a bright, open living space filled with natural light, creating a warm and inviting atmosphere from the moment you walk in. The layout flows effortlessly into a functional kitchen and adjoining dining area—perfect for everyday living or casual entertaining. Step outside to your private covered patio, an ideal space to unwind, enjoy your morning coffee, or relax at the end of the day rain or shine. What truly sets this home apart is its location. Just minutes from the center of the Village of Montgomery, you’ll have easy access to a vibrant and walkable downtown known for its charm and character. Enjoy local favorites including boutique shops, antique stores, cafés, and a diverse mix of restaurants from casual dining to upscale experiences. Whether you’re looking for convenience, low-maintenance living, or a place to enjoy everything the village has to offer, this home presents an excellent opportunity to own in one of the area’s most sought-after communities. Don’t miss your chance to make this your own! Schedule your showing today.
Courtesy: Howard Hanna Rand Realty
845-562-0050
Stunning Colonial Home located in a very convenient and desirable location in Montgomery. Gorgeous Open Floor Plan including a Large Living Room, Dining Room, New Designer Kitchen with Granite Countertops, Stainless Steel Appliances, Huge Center Island with additional storage space, walk in pantry, Subway Tile Backsplash and recessed lighting, Full renovated bathroom, home office, Den. Second level offers a Large Primary Suite that includes a beautifully renovated tiled bathroom and walk in closet. Laundry room on second level that includes plenty of countertop space and sink. 3 Additional Very Generous Size Bedrooms with Lots of closet space. New Bathroom with a beautiful 2 Person subway tiled Shower, and Stylish Double sink Vanity. Full Basement. Attic. Garage. Private, Flat usable backyard. Rocking chair Front Porch. Minutes to all the Wonderful Restaurants, Shops, and Parks that Historic Montgomery offers. this home is a Must See !!
Courtesy: Howard Hanna Rand Realty
845-429-1500
Opportunity knocks! Sitting proudly on a sprawling 10-acre estate, this 4-bedroom, 2.5-bath home is thoughtfully set back from the road, offering privacy, space, and a serene setting. Located just 30 minutes from Stewart Airport and 1 hour 20 minutes from NYC, the property provides a peaceful retreat without sacrificing accessibility. The home features a bright open-concept layout. The kitchen is equipped with modern appliances, ample counter space, and a large center island, flowing seamlessly into the living area with a high-efficiency gas fireplace. The primary suite provides a relaxing retreat with tray ceilings and a spacious en suite bath, complete with a soaking tub, frameless glass shower, and quality finishes. Additional bedrooms offer flexibility for guests, a home office, or extended living. A standout feature is the large bonus room, ideal for a media room, home office, playroom, or guest space. The home also includes a full, unfinished basement, offering ample storage and the potential to finish for additional space. Outdoor living is equally inviting, with trex deck over looking a 20x40 fenced in, heated in-ground pool featuring an outdoor shower, fire pit, fenced playground, a garden featuring fruit trees and berry bushes, and an RV pad with water and electric hook up. The expansive acreage provides privacy and versatility, with room for outdoor activities and potential equestrian use. Come see for yourself the possibilities this property provides!
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: BHHS Hudson Valley Properties
845-896-9000
Move-in ready, fully renovated 2-bedroom, 1-bath home offering effortless single-level living with standout flexible space throughout. Hardwood floors throughout with tile in the kitchen and bath. Updated kitchen with brand-new appliances opens to a bright sunroom with direct access to a side deck—ideal for a lounge or additional living area. Built-in closet organizers in the bedroom closets. Updated plumbing, new hot water heater, brand-new siding, and a front deck. A second sunroom off one of the bedrooms features its own entrance to the backyard, offering additional space for a home office, gym, or private retreat. Full walkout basement, fully cleared and professionally cleaned, provides a private exterior entrance and endless potential for storage, workspace, or future use. Carport and large driveway offer ample off-street parking. Fully fenced-in backyard with a shed—ideal for outdoor use, pets, or added storage. Located on Route 17K with easy access to shopping, dining, Woodbury Commons, and major commuter routes to NYC and throughout the Hudson Valley.
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: 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: 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.
