Montgomery, New York listings for sale


$699,900 - Montgomery, NY

53 W Corbett Road Montgomery, NY - 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. Additionally, 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. 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.
1973 | 5 | 3 | 3,200 sqft.
$699,900 - Montgomery, NY

Tbd Winding Hill Road Montgomery, NY - Welcome to your future colonial retreat nestled on 5.2 acres of picturesque landscape, enveloped by the serene beauty of nature. This forthcoming masterpiece will boast 4 bedrooms and 2.5 baths with over 2,600SF of living space, thoughtfully designed to fulfill your every desire. Some additional features are a 27ft long rocking chair front porch, gleaming oak hardwood floors, a thoughtfully curated kitchen, with S/S appliances, large family room with a cozy gas fireplace and so much more! Experience the pinnacle of luxury and seclusion, all within convenient reach. Nestled in the charming town of Montgomery, and within the esteemed Pine Bush School District, this future residence will offer the perfect blend of tranquility and accessibility. Construction is set to commence soon, offering you the opportunity to customize and craft the home of your dreams right here in the heart of the Hudson Valley. Don't miss out on this extraordinary chance to create a lifestyle of unparalleled comfort and sophistication!
2024 | 4 | 2 | 2,641 sqft.
$699,900 - Montgomery, NY

500 Winding Hill Road Montgomery, NY - Welcome to your future colonial retreat nestled on 4.4 acres of picturesque landscape, enveloped by the serene beauty of nature. This forthcoming masterpiece will boast 4 bedrooms and 2.5 baths with over 2,600SF of living space, thoughtfully designed to fulfill your every desire. Experience the pinnacle of luxury and seclusion, all within convenient reach. Nestled in the charming town of Montgomery, and within the esteemed Pine Bush School District, this future residence will offer the perfect blend of tranquility and accessibility. But that's not all – the opportunity of a lifetime could be packaged into this home sale by an idyllic abode is a rare gem: a spacious detached garage capable of accommodating over 4 cars. Unlock a world of possibilities with this additional space. Whether you dream of establishing a home-based business, housing your beloved collection of recreational vehicles, or simply indulging in ample storage options, the potential is boundless. Plus, with its versatility, there's even potential for additional income streams. (GARAGE NOT INCLUDED IN LIST PRICE, INQUIRE W AGENTS FOR MORE DETAILS) Construction is set to commence soon, offering you the opportunity to customize and craft the home of your dreams right here in the heart of the Hudson Valley. Don't miss out on this extraordinary chance to create a lifestyle of unparalleled comfort and sophistication!
2025 | 4 | 2 | 2,641 sqft.
$650,000 - Montgomery, NY

64 Union St Montgomery, NY - Step back in time and embrace the Charm of this exceptional 1848 home, lovingly maintained and owned by THE SENIOR FAMILY until 1990.This magnificent Estate offers a Unique opportunity to own a magnificent piece of Montgomery Village History Perfectly blended with modern comforts for today's lifestyle. Imagine relaxing on the wide inviting wrap around porch. The perfect spot to enjoy outdoor living, from morning coffee to evening breezes. Inside, discover the original, beautiful woodwork and fireplaces that whisper tales of generations past.The home has been improved with a spacious modern kitchen that opens to a bright & generous Dining room and a Large Living Room filled with natural light streaming through plenty of windows.A cozy Fireplace in the Living room adds warmth and ambiance. Enjoy the convenience of newly updated bathrooms and the added bonus of a versatile third level, offering potential for a home office, guest suite, or recreation room. Nestled on a huge corner lot at the intersection of Union Street and Bachelor, this property boosts an impressive 132 feet of frontage on Union Street and a remarkable 269 feet of depth, bordered by Hanover Street. Discover the remnants of clay tennis courts, currently with a grass surface, presenting a fantastic opportunity for revival and active living right in your own backyard,
1848 | 4 | 3 | 3,400 sqft.
$649,000 - Montgomery, NY

73 Tweddle Farm Lane Montgomery, NY - Everything You Need In One Home! Welcome to the spacious 4 Bedrooms, 3 Bathroom, 2 Car-Garage, 3,000 SQ FT Dream Home! This inviting space has all the features! No more power outages with Tesla solar panels and the Generac Back-Up Generator! No more burnt lawns with the in-ground sprinkler system! Live it up with the home speaker system and feel protected with the security cameras. Outside we have the perfect lawn for all occasions, extra space in the shed, and a fenced yard for pets! You gotta see it to believe it!
2010 | 4 | 2 | 2,800 sqft.
$549,999 - Montgomery, NY

331 E Searsville Road Montgomery, NY - Welcome to 331 E Searsville Road in the heart of Montgomery, NY! This 3-bedroom, 2-bath home offers 1,554 square feet of well-maintained living space, featuring a kitchen built to host, deck, front walkway, and patio—perfect for everyday living and entertaining. The home is equipped with central air, 2 pellet stoves and zoned heating for year-round comfort. Plus, you’ll find an unfinished attic and a walk-out basement, both offering great potential for storage or future customization. A solid opportunity in a scenic, sought-after location!
1987 | 3 | 3 | 3,054 sqft.
$545,000 - Montgomery, NY

268 Wilson Street Montgomery, NY - This gem is ready for a new owner. Welcome home to this beautifully maintained 4 bedroom 3 bath raised ranch nestled in a walkable village neighborhood. Boasting plenty of curb appeal, this inviting home features a spacious living and dining room and two kitchens. Downstairs, enjoy a finished lower level which provides space for and in-law suite or ideal for a family member. There is access to a spacious trex deck (22' x 11") through sliding doors from the dining room. Step outside from an enclosed sunroom into a private fenced backyard complete with shed and mature landscaping. great for relaxing or summer barbecues. Additional highlights include an attached garage, central air (2018), furnace (2019), roof approx. 10 yrs, and newer windows. Close proximity to local shops, parks and village amenities, I-84, I-87 and Stewart Airport. Don't miss this opportunity to own a home in a desirable Town of Montgomery area. Schedule your showing today.
1971 | 4 | 3 | 2,308 sqft.
$539,000 - Montgomery, NY

43 Last Road Montgomery, NY - Stunning large ranch zoned 215 - 1 Family Res w/Apt, many updates set up for extended family...two kitchens! Come see this beautifully maintained home features master bedroom with bath, walking closet, sunken living room, large open kitchen featuring dining area with sliding door to huge deck overlooking a fenced in level yard and shed. This cedar sided home has been meticulously maintained, nothing to do but move in. Have a large family or like to entertain....This home is it and has all the amenities that make life more pleasant. Recently renovated lower level has its own entry with foyer/sun porch large rec room and full kitchen. Plenty of storage with closets and a 2 car attached garage large shed. Easy access to major highways, Rte 84 Rte 17, NY state Thruway and Stewart Airport...Beacon train 15 mins. Call today
1987 | 3 | 2 | 2,994 sqft.
$525,000 - Montgomery, NY

7 Didio Lane Montgomery, NY - Welcome Home – Where Elegance Meets Comfort. Step into a residence where every detail has been meticulously crafted to elevate your lifestyle. From the moment you enter, you’ll notice the new hardwood flooring and the refined finishes that flow throughout each thoughtfully designed space. At the heart of the home is a state-of-the-art kitchen—a true culinary haven boasting stunning quartz countertops, sleek cabinetry, and high-end stainless steel appliances. Whether you’re preparing a family meal or entertaining guests, this kitchen delivers both function and flair. The primary bedroom suite on the main floor offers a serene retreat with generous closet space, while each additional bedroom combines comfort with timeless elegance. Spa-inspired bathrooms feature premium finishes, custom quartz countertops, and a luxurious electronic toilet/bidet for a modern touch. A rare gem, the boudoir room invites you to unwind in style with a soaking tub designed for quiet relaxation. Need more ways to relax? Your private, fully outfitted sauna provides the perfect place to decompress after a long day. Upstairs, you'll find flexible space ideal for a game room, home office, or extra storage, complete with a convenient half bath. Step outside to your professionally landscaped yard and inviting patio—perfect for outdoor entertaining. The home features a durable stucco exterior and a newer roof (just 3 years old), ensuring peace of mind for years to come. Conveniently located minutes from top-rated schools, shopping centers, and major highways, this home offers the perfect blend of luxury, comfort, and convenience. Schedule your private tour today and discover the lifestyle that awaits!
1942 | 2 | 2 | 1,644 sqft.
$499,999 - Montgomery, NY

219 Benedict Road Montgomery, NY - Dont miss out on this deal!
1957 | 3 | 2 | 2,292 sqft.