Montgomery, NY Homes for Sale with Acreage

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,

Antoinette Caruso Stonewall Realty Group LLC

Enjoy peaceful living in this charming, newly updated private ranch set on over one acre of beautiful property. This inviting home offers the perfect blend of comfort and convenience, featuring a beautifully renovated kitchen and bathroom with modern finishes throughout. A new roof adds additional value and peace of mind.Imagine having a golf course right in your backyard! This property

Larry Curasi Curasi Realty, Inc.

Welcome to one of the Hudson Valley's most iconic private estates; an extraordinary 38+ acre retreat offering luxury, recreation, equestrian amenities, abundant space for custom vehicle enthusiasts and unmatched entertaining spaces. Known locally as the famed "Orange County Choppers House," this remarkable property blends rustic elegance with modern comfort in a setting designed for those who

Danielle Bartula Howard Hanna Rand Realty

"We know this property is worth more, but we're letting the market decide! Welcome to 145 Youngblood Road, a rare opportunity where endless possibilities meet peaceful country living. This oversized ranch style home offers exceptional flexibility with a separate apartment above the garage, creating the perfect setup for multigenerational living, owner occupied investment opportunities, guest

Anesha Nesbitt eXp Realty

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

Nancy LaBarbera KW Hudson Valley United

A private luxury retreat unlike anything else on the market. Set on 54.10 secluded acres at the end of a long private driveway, 97 Svenski offers an extraordinary combination of privacy, distinctive modern design, smart-home features, and fully renovated, move-in-ready living. This one-of-a-kind residence features 7 bedrooms, 4.5 bathrooms, 1,632+ sq. ft. above grade, plus an additional 1,006 sq.

Leon Klein Keller Williams Hudson Valley

Welcome home to this spacious 4-bedroom, 3 bath residence with finished lower level on a cul-de-sac including a full acre of land! Solidly maintained with newer roof and updated systems (h/w heater, furnace). Offering space, flexibility, and comfort both inside and out. The home features a top floor open-concept layout filled with natural light and an inviting eat-in kitchen, creating the perfect

Amanda Ferrantello Hudson Valley Griffith

Private 6.5-acre Victorian retreat with heated salt water pool! Tucked away on a quiet cul-de-sac, this impressive home features a dramatic two-story foyer, soaring ceilings, creates a grand first impression and leads to spacious living areas throughout the home and a flexible floor plan with exceptional potential on each floor including the walk out basement. Enjoy scenic views, generous indoor

Camelia Pena-Rivera RE/MAX Distinguished Hms.&Prop

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

Nissim Levy Keller Williams Realty Liberty

Set on 3.4 acres in Montgomery within a highly sought after neighborhood! This spacious rambler offers comfort, versatility, and room to grow. A welcoming covered front porch and expansive rear porch create ideal spaces for relaxing or entertaining. Inside, the generously sized kitchen features abundant cabinetry and a central island, perfect for gathering and everyday living. All bedrooms are

Brittnai Pytlar RE/MAX Benchmark Realty Group

Set on a quiet cul-de-sac in the Valley Central School District, this newly constructed home offers just under 2,700 sq ft of thoughtfully designed living space on a full acre in one of Montgomery’s most desirable residential settings. Hardwood flooring flows throughout the home, complemented by expansive windows that fill the interior with natural light. The main level features a formal dining

Nicholas Cuomo Keller Williams Realty

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

Christine Torres KW Hudson Valley United

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!

Mark Tierney Howard Hanna Rand Realty

Thoughtfully designed, expertly built, and meticulously maintained, this 2003 Stunning Custom built Colonial by Hillside Homes is set on a private 2.2 acre wooded lot on a cul-de-sac in the Winding Oaks Subdivision. With 3400 square feet of modern luxury, this home features a large primary ensuite, two additional bedrooms, a bonus guestroom/study, an upstairs laundry room, and 2.5 bathrooms. The

Johnette Berlingieri

Priced to sell and fully available. Come see this beautiful, recently and tastefully refreshed 8 room, 4 bedroom, 2.5 bath, 1800 sq. ft. colonial, perched atop a lovely, private, 1.5 acre property, in an area of upscale homes and in the Pine Bush School District. It features an open floor plan on the first level with superb kitchen, 4 year old stainless steel appliances, granite countertops, with

Marion Bruhns Howard Hanna Rand Realty

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

Jason Madison eXp Realty

Your private retreat in the Hudson Valley, 80 minutes from the city. Ten estate-like acres, a heated pool, and total seclusion. With Stewart Airport just 30 minutes out and the best of the region within easy reach: golf, fishing, boating, lakes and rivers, miles of hiking, skiing, and the charming hamlets of the Valley, with the Shawangunk Ridge and the Catskills close by. The home lives up to

Dylan Woods Howard Hanna Rand Realty

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, and the other to a heated 24x30 workshop with a car lift, making it a dream setup for car

Wendy Beck Krumpfer Realty Group, LLC