Montgomery, New York listings for sale

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$489,000 - Montgomery, NY
92 Railroad Avenue Montgomery, NY - Welcome to 92 Railroad Avenue, a beautifully updated 3–4 bedroom, 2.5-bath home located in the heart of the Village of Montgomery. Fully renovated in 2022, this home combines modern upgrades with classic charm and energy efficiency. The first-floor primary suite features a private full bath, offering convenient one-level living. The spacious living and dining areas flow seamlessly into a modern kitchen outfitted with stainless steel appliances and tasteful finishes. Laundry is also located on the main floor for everyday ease. Notable updates include a new, larger-capacity water heater and a high-performance sump pump, ensuring long-term reliability. Owned solar panels produce enough electricity to completely offset utility usage, resulting in zero electric bills. Upstairs you’ll find three additional bedrooms that can serve as a home office, guest space, or creative studio. The backyard is large, level, and fully enclosed by a vinyl fence installed in 2023, perfect for privacy, outdoor activities, or pets. The detached garage features newly poured concrete floors, and the driveway was seal-coated in 2022 for a polished finish. Located within the Valley Central School District and Montgomery Elementary boundary, and close to parks, restaurants, shops, and major highways for easy commuting. This move-in-ready home offers comfort, efficiency, and thoughtful updates throughout.
1920 | 4 | 2 | 1,584 sqft.
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$479,900 - Montgomery, NY
148 Chandler Lane Montgomery, NY - Welcome to 148 Chandler Lane! Nestled in the desirable historic village of Montgomery. This healthy home is ready for a new beginning and new memories. Enjoy your above ground pool in your back yard. Municipal services for water and sewer and natural gas! Mini splits provide you with heat and air along with a unit in the attic for the first floor. Minutes to I-84 & I-87, train station, several town and state parks with hiking, fishing &boating, golf courses, well known restaurants and so much more this beautiful area has to offer.
1979 | 4 | 2 | 1,824 sqft.
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$450,000 - Montgomery, NY
265 Goodwill Road Montgomery, NY - 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.
1872 | 6 | 2 | 2,955 sqft.
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$429,000 - Montgomery, NY
302 Angelo Drive Montgomery, NY - Welcome to your forever home nestled in a beautiful and serene neighborhood! This meticulously maintained house is a perfect blend of comfort, luxury, and tranquility, boasting an array of features that make it a true gem in the heart of the Village of Montgomery The primary bedroom is an ensuite, in addition to two large bedrooms and another full bath, this home offers ample space for families or anyone looking to unwind in comfort. The thoughtfully designed layout ensures privacy for residents while providing open spaces for entertaining guests. Step into the heart of the home—a beautiful kitchen featuring elegant marble countertops, ample cabinetry, and modern appliances. The adjoining breakfast nook is perfect for casual dining, while the formal dining room sets the stage for special gatherings and dinner parties. Discover your private oasis! The lush backyard is highlighted by a picturesque pond and Trex decking offering a serene backdrop for outdoor relaxation and enjoyment. Whether you’re sipping morning coffee, hosting summer barbecues, or simply soaking in the tranquility, this outdoor space is sure to impress. Very low HOA fees! Expand your living space with the full basement, which offers endless possibilities—transform it into a playroom, home gym, or entertainment area. The options are limited only by your imagination. Within walking distance to the charming Village of Montgomery. Delight in local shops, restaurants, and community events—everything you need is just a stroll away. Schedule your appointment today!
2001 | 3 | 2 | 1,535 sqft.
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$425,000 - Montgomery, NY
181 Collabar Road Montgomery, NY - NEW TO THE MARKET - Homes like this don't last long! Get ready to fall in love with this soon-to-hit-the-market ranch on 2 acres just on the outskirts of Montgomery! Tucked away on the scenic Collabar Road, this home offers a nice balance of country charm and private living - yet still close enough to enjoy everything the village has to offer. Step inside and discover a warm and inviting layout, open and bright one-level living all ideal for entertaining or simply enjoying peaceful nights at home. With 3 bedrooms, multiple living spaces, and a spacious yard, this home has everything you’ve been searching for. Enjoy your morning coffee on the rocking chair porch, host summer BBQs and pool parties in the backyard, or explore nearby wineries, hiking trails, and charming village shops—this location can truly show you the best of Hudson Valley living. Private setting - Just minutes to major highways and local amenities - Top-rated Valley Central schools. Additional photos on the way! Homes like this don’t stay a secret for long! Contact me today to schedule a private showing and be among the first to tour 181 Collabar Rd. Your forever home is just a showing away!
1999 | 3 | 2 | 1,344 sqft.
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$410,000 - Montgomery, NY
20 Donner Drive Montgomery, NY - Beautifully move-in ready, this charming 3-bedroom, 2-bath Raised Ranch is located in the heart of the Village of Walden. The home boasts a new roof of 4 years, stylish vinyl flooring throughout, a modern kitchen, and fully renovated bathrooms. Enjoy year-round comfort with central air and a high-efficiency gas-fired boiler. The fully finished lower level includes a full bath and provides access to the attached 2-car garage. Step outside to an expansive deck—perfect for entertaining—set on a spacious, level corner lot. Additional features include municipal water and sewer, natural gas service, and a convenient location close to local amenities, I-84, and Stewart Airport. Don’t miss the opportunity to make this wonderful home yours! **Parking Features:** 2-Car Attached Garage Additional Photos to come" This Friday!
1966 | 3 | 2 | 1,706 sqft.
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$375,000 - Montgomery, NY
989 State Route 17K Montgomery, NY - Lovely Cape located in a very convenient location near shops and airports, Stuart Airport, and Orange County Airport. Charming living room, cute galley kitchen adjacent to dining area, bedroom, & full bath are on the first floor. There are 2 large rooms on second floor with plenty of storage space and natural lighting. The full basement gives plenty of storage & laundry facilities includes washer & a new dryer, plus a new water system. Enjoy the built in seating on deck which is great for entertaining, outdoor fun and barbecues. The Florida room/sun room gives additional 200 sq ft of indoor space. Oversized detached 2 car garage with additional attic storage. Level property with mature trees plus newly sealed driveway and plenty of parking areas. See this unique Cape with great bones.
1950 | 2 | 1 | 1,170 sqft.
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$350,000 - Montgomery, NY
54 Union Street Montgomery, NY - HIGHEST & BEST offers due by Wednesday, June 18th. Seize this rare opportunity to customize and complete a spacious new construction home in the heart of the historic Village of Montgomery! Designed for four levels of living, this 3,362 sq ft home features 4 bedrooms, 4.5 bathrooms, and a walk-out basement, plus an attached workshop and three covered carport spaces, adding 996 sq ft of additional space. The previously approved floor plans and building permit will transfer with the sale, making this an ideal project for a builder or buyer ready to bring their vision to life. Thoughtfully designed with Energy Star-certified heat pumps for ducted heating and cooling and high-efficiency on-demand hot water, this home is built with quality materials throughout. Situated on the parade route in a prime village location, you’ll be steps from Veterans Park, top-rated schools, and a vibrant array of shops and restaurants. Schedule a showing today and explore the potential of this exceptional property!
2025 | 4 | 4 | 3,662 sqft.
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$349,999 - Montgomery, NY
95 Scofield Street Montgomery, NY - Your forever home awaits you in this well sought after village of Walden. This home features 4, potentially 5 bedrooms. This home will not last! Very close to everything, and provides everything you may need as far as elegance, space, etc. call today for a showing!
1915 | 4 | 2 | 1,500 sqft.
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$349,000 - Montgomery, NY
44 Old Route 208 Montgomery, NY - This charming 3-bedroom, 2-bathroom home is nestled in a quiet neighborhood within the sought-after Valley Central School District. It features a 1-car attached garage along with a detached 2-car garage, providing plenty of space for parking, storage, or a workshop—perfect for hobbyists or anyone needing extra room. The lower level provides additional versatile space, ideal for an extended mudroom, a cozy family room, or a functional home office to suit your lifestyle. For added potential, the unfinished basement is ready for your creative vision, offering ample storage or the opportunity to expand. Conveniently located just 5 minutes from major highways, stores, restaurants this home provides the perfect blend of tranquility and accessibility. Don’t miss out on this incredible opportunity—schedule your private showing today!
1962 | 3 | 2 | 1,474 sqft.