Montgomery NY Real Estate & Homes for Sale

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Beds:
3
Baths:
1.00
Sq.Ft.:
1,184
Status:
NEW LISTING
MLS#:
1017388
Type:
Single Family
Lot size:
1 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-294-3100
View additional info

ADDITIONAL INFORMATION

Enjoy the perfect balance of country living and everyday convenience in this inviting 3 bedroom, 1 bath ranch set on a spacious 1 acre lot. The ease of single level living, the home features a functional layout, updated kitchen and an island, comfortable living room set up for a pellet stove, and abundant natural light throughout. The property provides plenty of room to enjoy the outdoors, whether you're gardening, entertaining, spending time with pets, or simply appreciating the open space and privacy. With a full acre of land, there is ample opportunity for future improvements, recreational activities, or creating the outdoor setting that best suits your needs. Whether you're a first-time homebuyer, looking to downsize, or seeking a property with extra room to spread out, this home offers comfort, flexibility, and endless potential.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,272
Status:
NEW LISTING
MLS#:
1017711
Type:
Single Family
Lot size:
0.23 Acres
Year built:
1960
A broker reciprocity listing Courtesy: HomeSmart Homes & Estates 845-547-0005
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ADDITIONAL INFORMATION

Welcome to 326 Lake Vue Drive! This well-maintained home offers the perfect combination of comfort, updates, and outdoor enjoyment. Inside, you’ll find beautifully refinished hardwood floors, fresh paint throughout, and an inviting eat-in kitchen that serves as the heart of the home. The bathroom has been tastefully updated with new tile and modern vanities, creating a clean and stylish feel. Step outside to enjoy the large deck overlooking a secluded, flat backyard—ideal for entertaining, relaxing, or enjoying the peaceful surroundings. Located in a desirable neighborhood with lake access, this property offers a wonderful opportunity to enjoy both privacy and community amenities. Conveniently located near shopping, dining, and major commuter routes, this move-in-ready home is one you won’t want to miss!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,288
Status:
NEW LISTING
MLS#:
1017572
Type:
Single Family
Lot size:
0.18 Acres
Year built:
1986
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group 845-565-0004
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ADDITIONAL INFORMATION

Converted Residence in Maybrook.. was used commercially as offices. R4 Zoning permits residential use. Upper level of house has a kitchen, living room, 3 bedrooms and 2 baths..all well maintained.. Two outbuildings, one for storage, the other a large gazebo in the back yard. Simply a must see!

Open House:

Saturday, 6/27 2:00-4:00PM

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
1,844
Status:
NEW LISTING
MLS#:
1016085
Type:
Single Family
Lot size:
0.19 Acres
Year built:
1960
A broker reciprocity listing Courtesy: 1st Independent Realty Grp 914-213-1550
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ADDITIONAL INFORMATION

LOOK NO FURTHER!! This well maintained ranch is the last house located on a dead end Street in Valley Central School District. The main level features 2 bedrooms, 1 full bath, spacious living room which is open to the formal dining room and kitchen. Finished lower level features additional living space for extended family, playroom, exercise room, or etc, with full bathroom, laundry room and additional storage space with walkout access to the fenced backyard which is perfect for barbeques or to just enjoy the quiet area. Minutes to the Village for shopping, Bradley Park, James Olley Park, Wooster Grove and Rail Trail for walking or biking. This one won't last, schedule your showing today!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,472
Status:
NEW LISTING
MLS#:
1015621
Type:
Single Family
Lot size:
0.25 Acres
Year built:
1960
A broker reciprocity listing Courtesy: Curasi Realty, Inc. 845-457-9174
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ADDITIONAL INFORMATION

This remarkable ranch style home situated on a dead-end road has been meticulously maintained and updated throughout its life and is proudly waiting for new owners to enjoy and make new memories in. Located minutes to major commuter routes, shopping, schools, hospitals, state and local parks and so much more the area has to offer. Three generous size bedrooms and an additional room/office an oversize full bath with walk in shower, recently remodeled kitchen with a large center island, hardwood floors, new roof, central air and full basement, fenced front yard. Located in the Valley Central School district and within 10 minutes to Campbell Hall train station. Newer heating/ central air, full basement with outside entry.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,764
Status:
NEW LISTING
MLS#:
1015923
Type:
Single Family
Subdivision:
Fairview Terrace
Lot size:
0.24 Acres
Year built:
1954
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group 845-565-0004
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ADDITIONAL INFORMATION

Excellent opportunity in the Village of Walden — a spacious 1,762 sq ft bungalow featuring 5 bedrooms, 1.5 baths, and a garage. With solid bones and a versatile layout, this property is ideal for investors, contractors, or buyers looking to add value through updates or customization. The generous square footage and multiple bedrooms offer strong rental potential or room for creative reconfiguration. Located near village amenities, parks, shops, and commuter routes, this home provides both convenience and long-term upside. Aggressively priced to sell, this property is perfect for buyers seeking space, flexibility, and future potential.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,166
Status:
NEW LISTING
MLS#:
1015708
Type:
Single Family
Lot size:
0.46 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Mount Realty 845-456-6868
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ADDITIONAL INFORMATION

Welcome to 3 Pond Road, Walden – a beautifully renovated home that perfectly blends modern updates with everyday comfort. This move-in-ready property features a stunning brand-new kitchen with granite countertops, a beautifully updated bathroom, fresh paint throughout, and bright, inviting living spaces. Situated on a generous 0.46-acre lot, the property offers plenty of room to relax, entertain, and enjoy the outdoors. Whether you're looking for your first home or a turnkey property with nothing left to do, this is a rare opportunity you won't want to miss. Conveniently located in the charming Village of Walden, local shops, restaurants, parks, schools, and major commuter routes, this home offers the perfect combination of privacy, convenience, and value. A truly exceptional find in today's market!

Open House:

Sunday, 6/28 2:00-4:00PM

More Open House Info >

Beds:
4
Baths:
3.00
Sq.Ft.:
3,360
Status:
Active
MLS#:
1008537
Type:
Single Family
Lot size:
0.22 Acres
Year built:
2026
A broker reciprocity listing Courtesy: National Veterans Realty Group 845-782-7109
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ADDITIONAL INFORMATION

Exceptional value in new construction! This spacious contemporary Colonial offers over 3,330 square feet of thoughtfully designed living space in the Village of Maybrook. Built with quality craftsmanship throughout, the home offers flexible living options, including the potential for a home business with its separate first-floor entrance or accommodations for multigenerational living. The main level features an open-concept layout with a large living room, a formal dining area with access to the rear deck and fenced backyard, and a spacious kitchen. The kitchen includes granite countertops, a tiled backsplash, a center island with seating, a pantry closet, and stainless-steel appliances. The primary suite serves as a private retreat, complete with its own bathroom, walk-in shower, and two walk-in closets. The main floor also includes three additional bedrooms and another full bathroom. The bright, finished first floor is above grade and features 9-foot ceilings and a separate entrance. This level includes a recreation room, a full bathroom, a large utility/laundry room with a sink and vanity, an additional storage room, and a two-car garage. Additional features include a wood-burning fireplace, mission-style cabinetry, hardwood floors throughout the main floor, and luxury vinyl plank flooring at the lower level, central air conditioning, a fenced yard, paved driveway, landscaping and sod, composite decking and railing, a two-car garage with remote controls, and award-winning Valley Central Schools. The home also offers convenient access to shopping, dining, major commuter routes including I-84 and I-87, and nearby Metro-North service for easy travel to New York City.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,958
Status:
Active
MLS#:
1012189
Type:
Single Family
Lot size:
2 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-744-2095
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ADDITIONAL INFORMATION

Charming, authentic Farmhouse, maintaining plenty of rustic charm with some exposed hand hewn beams, but with every modern update. Private in ground pool, big bonus room over garage, all systems updated or replaced. Central air, new septic tank. Fully furnished for the right buyer. Photos dont do it justice. This home is warm and interesting, you will be refreshed. COME AND SEE!

Beds:
5
Baths:
4.00
Sq.Ft.:
3,200
Status:
Active
MLS#:
1012439
Type:
Single Family
Subdivision:
Post Estates
Lot size:
5.92 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-562-0050
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ADDITIONAL INFORMATION

New construction without the weight! This beautiful home with x Square feet of living space Has been completed and the seller can close quickly! This stunning Harrington II model by a respected local builder offers the perfect blend of luxury, space, and privacy on nearly 6 acres in the sought-after Post Road Estates community within the Valley Central School District. Step inside the impressive two-story foyer and discover over-the-top craftsmanship including hardwood flooring, a dramatic wrought iron staircase, and a thoughtfully designed floor plan built for modern living. The heart of the home is the chef-inspired kitchen featuring a gas cooktop, wall oven/microwave combination, oversized island, farmhouse sink, coffee bar with custom shelving, walk-in pantry, and abundant cabinetry and workspace. The open-concept design flows seamlessly into the breakfast area, family room with gas fireplace, dining room and outdoor entertaining space. Upstairs, the luxurious primary suite offers soaring ceilings, abundant natural light, dual walk-in closets, and a spa-like bath complete with a freestanding soaking tub, oversized tiled shower, and double vanity. A connected bonus room creates the perfect nursery, office, dressing room, or private retreat. Three additional bedrooms plus a flexible loft area provide room for everyone. Situated on nearly six private acres with a full walkout basement ready for future expansion, this home offers the rare opportunity to enjoy new construction without the wait. If you missed it before, now is the time to take another look at one of Valley Central’s most impressive homes. The pictures do not do this one justice you must see it for yourself - please schedule time to tour this gem while it’s still available. We have other new construction locations available, however, this is the last lot in this development.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,210
Status:
Active
MLS#:
1014065
Type:
Single Family
Lot size:
0.26 Acres
Year built:
1956
A broker reciprocity listing Courtesy: Magic Of Great Neck Realty Inc 516-487-6300
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ADDITIONAL INFORMATION

Quiet, treelined street nestled in the Village of Walden. Enjoy summers poolside during the day and fire pit at night or watch the snow fall through the beautiful bay window overlooking the front of the property. Freshly painted and ready for your personal touch. Great little piece of heaven.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,456
Status:
Active
MLS#:
1009051
Type:
Manufactured Home
Subdivision:
Holiday Park
Year built:
1976
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-562-0050
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ADDITIONAL INFORMATION

Opportunity awaits with this spacious fixer upper located at 514 Mark Twain Drive in Walden! Located on a private lot at the end of a quiet street within the desirable Valley Central School District, this spacious four bedroom, one and a half bath home is ready for its next owner to bring their vision and make it shine. Being sold as-is, this fixer-upper offers tremendous potential with a large, level backyard perfect for relaxing and BBQ's. The bright white kitchen features a large peninsula island, gas stove, microwave, newer refrigerator, abundant cabinetry, and plenty of counter space, along with a dining nook and sliders leading to the backyard. A formal dining room is currently being utilized as an additional room, offering flexible living options and easily opened up. The spacious living room boasts a cozy wood-burning fireplace. The primary suite includes a walk-in closet and private half bath, while three additional bedrooms provide room for guests, or a home office. A second full bathroom and convenient washer and dryer complete the interior. Conveniently located near shopping, restaurants, parks, schools, medical facilities, and major commuter routes including Routes 17K, 52, I-84, and the NYS Thruway, with easy access to Metro-North train service and approximately 65 miles to New York City, this property offers a fantastic opportunity to have the home of your dreams at an affordable price.

Beds:
2
Baths:
1.00
Sq.Ft.:
784
Status:
Active
MLS#:
1013181
Type:
Other
Lot size:
1.5 Acres
Year built:
1993
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group 845-565-0004
View additional info

ADDITIONAL INFORMATION

Great opportunity for affordable homeownership in a peaceful country setting! Tucked away on 1.5 acres in the desirable Montgomery area, this well-maintained 2-bedroom, 1.5-bath home offers privacy, comfort, and recent updates. The interior features a new kitchen with new appliances, an updated bathroom, and new luxury vinyl plank flooring throughout. Enjoy year-round comfort with a new ductless heating and cooling system, while a new hot water heater (2024), new roof 2023, updated electric and new washer and dryer add to the home's move-in-ready appeal. Surrounded by nature yet conveniently located, this property offers the perfect balance of rural living and accessibility. Ideal for commuters, with easy access to major highways, Stewart Airport, shopping, restaurants, and all that Orange County has to offer.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,296
Status:
Active
MLS#:
1013369
Type:
Single Family
Lot size:
0.41 Acres
Year built:
1971
A broker reciprocity listing Courtesy: River Realty Services, Inc. 845-564-2800
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ADDITIONAL INFORMATION

Great starter home! 4 bedroom 2.5 bath Raised Ranch in the Town of Montgomery! Located on a quite private road, this 2,296 sqft. home offers amazing potential. Hardwood flooring through out 1st floor, Bright living room with bay window, dining area, & 1st floor laundry. If you enjoy cooking you will love this massive kitchen with plenty of pantry,cabinet & counter space. Plenty of room on the lower level for office space, play room, or family room. Entertain on your rear deck or relax on your covered rocking chair front porch. Close to I-84, I-87, Beacon Newburgh Bridge, & Stewart Airport.

Open House:

Sunday, 6/28 2:00-4:00PM

More Open House Info >

Beds:
4
Baths:
3.00
Sq.Ft.:
1,994
Status:
Active
MLS#:
1012594
Type:
Single Family
Lot size:
0.52 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Hudson Valley Home Connection 914-213-4259
View additional info

ADDITIONAL INFORMATION

Rarely does a Village of Walden Colonial offer this much flexibility. Featuring 4 bedrooms, 2.5 baths, an attached 2-car garage, white vinyl fenced yard, and a detached 24' x 24' bonus building, 2 Gatehouse Place delivers the space today's buyers are searching for. Whether you need a workshop, gym, studio, hobby space, or simply extra storage, this property stands apart from the competition. Conveniently located on a corner lot close to schools, shopping, dining, and commuter routes. Move-in ready and waiting for its next chapter.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,095
Status:
Active
MLS#:
1008181
Type:
Single Family
Lot size:
1.7 Acres
Year built:
2002
A broker reciprocity listing Courtesy: Picture It Sold, LLC 845-283-5494
View additional info

ADDITIONAL INFORMATION

Nestled in one of Walden’s most sought-after neighborhoods and located within the highly desirable Valley Central School District, this beautifully maintained home offers the perfect blend of comfort, convenience, and modern updates. From the moment you arrive, you’ll appreciate the welcoming setting and pride of ownership throughout. The thoughtfully updated interior features a beautifully renovated kitchen, complemented by stainless steel appliances that have all been updated within the last five years, creating a move-in-ready experience for today’s buyers. The spacious primary suite offers added comfort with a stunning primary bathroom remodeled in 2025. Designed with everyday convenience in mind, the home features washer and dryer hookups both in the primary bedroom area and in the lower level, providing flexible options to fit your lifestyle. Step outside and enjoy your own private backyard retreat featuring a pool and multi-level deck, perfect for relaxing and entertaining all summer long. Additional recent improvements include a new well pump (2024), new central air conditioning unit (2024), and a new water filtration system (2025), offering peace of mind for years to come. Conveniently located near local amenities, parks, shopping, dining, and commuter routes, this exceptional property combines the charm of a desirable neighborhood with the modern updates buyers are looking for. Don’t miss the opportunity to make this special home your own.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,436
Status:
Active
MLS#:
1008027
Type:
Single Family
Lot size:
0.18 Acres
Year built:
1986
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group 845-565-0004
View additional info

ADDITIONAL INFORMATION

Nestled in the heart of Orange County, this 3-bedroom bi-level home offers the perfect blend of comfort and commuter convenience in the Town of Montgomery. Meticulously maintained and move-in ready condition, this residence welcomes you with bright living spaces designed for effortless everyday living.The highlight of this property is the exceptional outdoor living setup. Relax in the beautiful, sunlit 3-season porch, or step out onto the deck overlooking a fully fenced backyard that offers ultimate privacy for children, pets, or weekend entertaining.Additional features include a beautifully updated Kitchen with granite counters, spacious 2-car garage and all municipal services natural gas,water and sewer. Perfectly situated, you are just moments from town and county parks and local amenities. Commuters will love the unbeatable location, offering lightning-fast access to Interstate 84 and the NYS Thruway. Don't miss this Orange County home!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,796
Status:
Active
MLS#:
1004333
Type:
Single Family
Lot size:
2 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Exp Realty 888-276-0630
View additional info

ADDITIONAL INFORMATION

Welcome to your own private retreat in the heart of Montgomery. Set on approximately 2 beautiful acres and surrounded by deeded agricultural preservation land, 479 River Rd offers something incredibly difficult to find today... long term protected privacy and peaceful country living without sacrificing convenience. This well cared for ranch style home offers the perfect opportunity for buyers looking to personalize cosmetic finishes while immediately enjoying the lifestyle, setting, and space the property already provides. Inside, you’ll find spacious living areas, central air conditioning, multiple wood burning fireplaces that create warmth and character throughout the home, and a layout designed for comfortable everyday living and entertaining alike. Step outside and the property truly begins to shine. The covered back porch creates the perfect setting for morning coffee, quiet evenings, or entertaining while overlooking the peaceful surroundings. The rear deck also features a direct gas hookup tied into the home’s gas supply, making outdoor cooking and entertaining effortless. One of the most unique features of the property is the garden area located in the backyard, already equipped with both electricity and water access, creating incredible potential for gardening enthusiasts, hobby farming, outdoor entertaining, or future customization. Unlike many competing properties, the true value here extends far beyond the walls of the home itself. The surrounding agricultural easement land protects the privacy and natural beauty surrounding the property, creating a lifestyle and setting that simply cannot be recreated by updated finishes alone. Whether you’re searching for a peaceful full time residence, a Hudson Valley escape, or a property with room to create your dream vision over time, 479 River Rd delivers the rare combination of privacy, land, lifestyle, and long term value that today’s buyers are actively searching for. Conveniently located near Montgomery’s restaurants, wineries, outdoor recreation, commuter routes, and all the Hudson Valley lifestyle has to offer. Opportunities like this rarely come to market.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,982
Status:
Active
MLS#:
1009368
Type:
Single Family
Lot size:
1.1 Acres
Year built:
1967
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
View additional info

ADDITIONAL INFORMATION

Welcome to this exceptional ranch-style home offering the perfect combination of space, versatility, and lifestyle. Thoughtfully designed and currently configured as a sprawling single-family residence, this home provides an ideal setup for today's multi-generational living with separate areas that offer both privacy and togetherness. The main level features 3 spacious bedrooms, 2 full baths, an updated kitchen with granite countertops, stainless steel appliances, and a warm fireplace that creates the heart of the home. The finished lower level expands the living space with 2 additional bedrooms, a second kitchen, a large family room with fireplace, laundry area, and private entrance, perfect for extended family, guests, a home office, or recreation space. Step outside to your own entertainer's paradise, featuring a full-size basketball court with stadium lighting that could also become the backyard of your dreams. Conveniently located near the Village of Montgomery, parks, shopping, restaurants, major highways, commuter bus service, and train stations, this unique property offers the flexibility and space today's buyers are searching for.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,650
Status:
Active
MLS#:
994717
Type:
Single Family
Lot size:
0.19 Acres
Year built:
1988
A broker reciprocity listing Courtesy: I Realty LLC 845-744-3365
View additional info

ADDITIONAL INFORMATION

This lovely village home is picture perfect with updated kitchen, stainless appliances, new flooring, formal dining room with sliding doors to the deck overlooking the fenced in yard. BRAND NEW CENTRAL AIR SYSTEM in time for Summer! Beautiful mature tree on the front lawn. Downstairs has a den and enough room for your home office. The two-car garage is attached with plenty of space. This is tucked into a smaller community of homes yet with total conveniences of Route I86 taking you to the waterfront restaurants and shopping. Close proximity to the schools, Golf Course, Winding Hills State Park, and the renowned City Winery Restaurant. Do you want a full life? Yes you do then this house is for you!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,876
Status:
Active
MLS#:
1005615
Type:
Single Family
Lot size:
0.12 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Exp Realty 888-276-0630
View additional info

ADDITIONAL INFORMATION

Opportunity, space, and potential all come together at 47 Ulster Ave in the heart of Walden. This large village home offers a flexible layout with endless possibilities for the next owner, including an ideal setup for a potential mother daughter living situation. The property features 2 kitchens shown on tax record, 2 electric meters, and a layout that reflects its previous multifamily-style use, creating exciting future potential for buyers looking for flexibility, extended family living, or value-add opportunity. Buyer to verify all future use possibilities with the municipality. Set on a centrally located village lot close to shops, restaurants, parks, schools, and commuter routes, this property offers the chance to create significant long-term value in a market where inventory remains limited. The home does need repairs and updating, including roof and cosmetic improvements, but for the right buyer this becomes an opportunity to personalize and improve the property over time while building equity. Whether you are an investor, contractor, multigenerational buyer, or someone searching for a home with future upside, the possibilities here are substantial. Properties offering this type of flexibility and potential at this price point rarely become available in the Village of Walden. Bring your vision, unlock the potential, and make 47 Ulster Ave your next opportunity.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,498
Status:
Active
MLS#:
998871
Type:
Single Family
Lot size:
0.12 Acres
Year built:
1999
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
View additional info

ADDITIONAL INFORMATION

Turn-Key Perfection on a Premier Corner Lot! Welcome home to 99 Unavoice Street, a beautifully maintained and spacious classic high-ranch situated on a bright, manicured corner lot in Maybrook, NY. Priced right and move-in-ready, this property perfectly blends smart design with everyday functionality, nestled in a peaceful, sidewalk-lined neighborhood known for its small-town charm and convenience. Step inside the ground level via the attached one-car garage or the ground floor entry, where you are greeted by a smartly designed mechanical room and a dedicated laundry nook. This lower level boasts incredible versatility with a massive, open flex space—perfectly suited for a home office, recreation room, den, or media center—alongside the home’s first full bathroom. Upstairs, the main level features a bright, airy, and open-concept floor plan. The expansive living room flows effortlessly into a lovely, spacious kitchen and dining area, making it an ideal setup for entertaining. Down the hall, you will find three comfortably sized bedrooms, each equipped with built-in closets, and a second full bathroom. Wood, laminate and ceramic tile run throughout the home. The exterior spaces are just as impressive, featuring a sweeping, open front yard and a beautifully manicured, fully fenced backyard that offers a private oasis. With a wide, spacious driveway providing ample parking, this home is truly an incredible opportunity. Location & Amenities: Perfectly situated in the Valley Central School District, this home offers fantastic proximity to many of the great local amenities. Enjoy easy access to the George C. Bullis Community Center, local dining—including very close proximity to the fabulous Main Line Diner—and major commuter routes. Outdoor enthusiasts will love being minutes away from Frederick Myers Veterans Memorial Park (offering sports courts, walking paths, and pavilions) and David Weiss Memorial Park. Just a short drive away, you can explore the expansive trails of Stewart State Forest, tee off at the Stony Ford Golf Course, or visit the Orange County Arboretum. Schedule your tour today and move right in!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,619
Status:
Active
MLS#:
993551
Type:
Single Family
Lot size:
1.4 Acres
Year built:
1832
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
View additional info

ADDITIONAL INFORMATION

Set on 1.4 picturesque acres, this beautifully updated farmhouse colonial offers the perfect blend of timeless character and modern comfort. From the moment you arrive, the home’s charm is undeniable—where classic design meets thoughtful updates throughout. Inside, you’ll find a warm and inviting layout designed for both everyday living and effortless entertaining. The heart of the home is the stunning kitchen, featuring a butcher block island, stainless steel appliances, and a seamless flow that makes gathering feel natural into the formal dinning room. Every detail has been carefully considered to preserve the home’s original character while enhancing functionality for today’s lifestyle. With four spacious bedrooms and two fully updated bathrooms, there is plenty of room to grow, host, or create dedicated work-from-home spaces. There are two additional rooms in the home which are used as a home office and a den. Natural light fills the living spaces, creating an atmosphere that feels both cozy and open. Whether you’re enjoying a quiet morning or hosting friends and family, this home adapts beautifully to every moment. From outdoor entertaining to gardening or simply enjoying the peaceful surroundings, this setting offers a lifestyle that’s hard to find. Located just minutes from local parks, shopping, and major highways, and everyday convenience. Don’t miss the opportunity to own this move-in-ready home.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,168
Status:
Active
MLS#:
1006583
Type:
Single Family
Subdivision:
Rolling Meadows
Lot size:
0.42 Acres
Year built:
1997
A broker reciprocity listing Courtesy: Biagini Realty 845-238-8182
View additional info

ADDITIONAL INFORMATION

Welcome to this beautifully renovated 4-bedroom, 2.5-bath Colonial that perfectly blends timeless charm with modern updates. From top to bottom, this home has been completely renovated and thoughtfully updated, offering truly move-in-ready living. The spacious floor plan features bright, sun-filled rooms, a stunning updated kitchen, beautifully renovated bathrooms, and quality finishes throughout. The generous primary suite provides a private retreat, while three additional bedrooms offer plenty of space for family, guests, or a home office. Enjoy the comfort and peace of mind that comes with extensive updates throughout the entire home. Conveniently located near shopping, dining, schools, and major commuter routes, this exceptional property offers the perfect combination of style, comfort, and functionality. Don’t miss this opportunity to own a fully renovated Colonial that feels like new.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,011
Status:
Active
MLS#:
1002140
Type:
Single Family
Subdivision:
Winding Oaks Subdivision
Lot size:
2 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Stonewall Realty Group LLC 845-492-0319
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ADDITIONAL INFORMATION

Welcome to 41 Philip Drive, a beautifully maintained Colonial built by Hillside Homes and set within Montgomery’s desirable Winding Oaks subdivision. Located on a quiet cul-de-sac and positioned on a private, landscaped lot backing to woods, this home offers exceptional curb appeal with a long paved driveway, mature trees, and a peaceful residential setting. Inside, the home features a bright, comfortable layout with hardwood floors, abundant natural light, and inviting spaces designed for everyday living and entertaining. The open kitchen and breakfast area include warm wood cabinetry, generous counter space, recessed lighting, a center island with seating, and sliding glass doors that extend the living space outdoors. The kitchen flows naturally into the surrounding living and dining areas, creating an ideal environment for gathering. The spacious family room enhances the home’s appeal with hardwood floors, a vaulted ceiling, ceiling fan, large windows, and a welcoming fireplace that anchors the room. A formal dining area provides an elegant setting for meals and celebrations, while the overall floor plan offers flexibility for work, relaxation, and hosting. The primary suite includes a private bath with double sinks for added comfort and convenience. The finished lower level adds approximately 1,200 square feet of versatile bonus space, offering multiple rooms ideal for a media room, playroom, fitness area, office, hobby space, or guest accommodations, complete with an additional full bathroom. Outdoors, the property features a fully usable backyard bordered by mature woods, creating a private and picturesque setting. Expansive lawn areas and established landscaping offer ample room for recreation, gardening, outdoor dining, or simply enjoying the tranquility of the surroundings. A whole-house generator adds valuable peace of mind year-round. Located in the scenic Hudson Valley, this home provides convenient access to Montgomery’s shopping, dining, parks, schools, commuter routes, and regional attractions. With its timeless design, generous living spaces, wooded privacy, and inviting indoor-outdoor flow, 41 Philip Drive presents an exceptional opportunity in one of Montgomery’s most sought-after neighborhoods.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. 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. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.



Montgomery Real Estate

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.

Montgomery Weather

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.

Montgomery Map

Montgomery Real Estate Market Conditions

  • Median sales price

    $443,950
    15.8%
    change since last quarter
  • # Active listings

    69
    30-day change

Montgomery Schools and Demographics

Education near Montgomery, NY

City County
High School Graduates 92.39 89.92
College Degree - 2 year 12.71 10.52
College Degree - 4 year 27.02 31.44
Graduate Degree 9.06 10.46
Expenditures per Student 27,939 27,939
Students per Teacher 12.3 12.3

Elementary Schools near Montgomery, NY

Grades Students P/T Ratio ZIP
Berea Elementary School KG - 05 458 13.1 12549
Circleville Elementary School PK - 05 569 13.9 10919
E J Russell Elementary School PK - 05 619 14.1 12566
Montgomery Elementary School KG - 05 558 14.7 12549
Pakanasink Elementary School PK - 05 461 14.3 10919
Pine Bush Elementary School KG - 05 643 15.1 12566
Walden Elementary School KG - 05 465 15.4 12586

Middle Schools near Montgomery, NY

Grades Students P/T Ratio ZIP
Circleville Middle School 06 - 08 553 13.5 10919
Crispell Middle School 06 - 08 701 13.9 12566
Valley Central Middle School 06 - 08 1,016 12.4 12549

High Schools near Montgomery, NY

Grades Students P/T Ratio ZIP
Pine Bush Senior High School 09 - 12 1,786 17.1 12566
Valley Central High School 09 - 12 1,515 15.7 12549

Demographics near Montgomery, NY

City County
Neighborhood Type Suburban
Population 23,184 398,277
Population Density 461 490
Median Age 38.9 37
People per Household 2.7 2.9
Median Household Income 85,255 85,640
Average Income per Capita 36,543 37,651

Real estate near Montgomery