$505,919Average Value$266Average Price per Sq Ft21Homes For Sale
Montgomery offers semi-rural quiet and highway access to New York City
Embedded within rural Orange County, the village of Montgomery offers small-town conveniences and the quiet that comes with the exurbs while still enjoying highway access to New York City. “Montgomery has a rural feel compared to the rest of our area,” says Brian Caplicki, a Realtor with Keller Williams Realty Hudson Valley United who has sold several homes in Montgomery. “There are still farms around, and it’s not quite suburbia. We’re still a bedroom community, though, and lots of people move here from New York City after they have kids.” Just over 23,000 people call Montgomery home, and recently established banks, restaurants and other retail outlets join long-running farm supply companies in offering small-town employment opportunities. Further growth is also in store for this growing New York exurb. Montgomery is currently undergoing two economic development programs aimed at improving downtown's walkability, the expansion of commercial zoning and opportunities and the revamping of the local park.
The heart of Montgomery features shops, churches, homes, and restaurants along quiet streets.
Flags wave over downtown Montgomery, marking the heart of the city’s landscape.
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Victorian homes mix with brand-new builds
Montgomery has a diverse housing stock that includes Victorian homes from the 1860s and new properties built in 2024. “The historic nature of the village is really nice; it’s got that old vibe to it,” Caplicki says. Townhouses sell for between $240,000 and $340,000, while single-story homes go for between $330,000 and $550,000 and two-story and split-level homes sell between $360,000 and $880,000. New Traditional homes built on Montgomery's outskirts from the 1990s to 2020s mostly sell for between $510,000 and $1,150,000. Montgomery’s median sale price of $512,000 is well below the averages of suburbs closer to New York like New Rochelle and Bronxville, where the median sale prices are $800,000 and $699,000, respectively. This lower-than-average cost of housing gets homebuyers a quiet suburban atmosphere, with homes along grid-patterned streets, abundant foliage, sidewalks and quick access to everyday necessities.
Homebuyers in Montgomery often choose historical Victorian houses for their timeless appeal.
New traditional homes in Montgomery feature porches with steps leading to welcoming entries.
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Montgomery has a small, but historic downtown shopping area
Despite its small size, Montgomery has a large and varied shopping scene. “It’s a historic little village with a lot of old buildings and great restaurants,” Caplicki says. “It’s not huge, but it’s cute.” At the intersection of Clinton and Union Streets, around a dozen restaurants serve dishes from around the world. Copperfields Kildare Pub offers an authentic Irish pub experience with vintage architecture, its hanging inn sign bearing County Kildare's coat of arms and a menu of Irish-American staples like fish and chips and corned beef sandwiches. Across the street, PBF Café offers a unique brunch menu including Polish and Brazilian fusion dishes. In the village’s southern outskirts, Mike’s Deli & Pizza has served bagels, sandwiches and pizza for more than 20 years. ShopRite is located just off Interstate 84, 2 miles from downtown.
Flags wave outside PBF Cafe in Montgomery’s historic downtown district.
Fresh coffee and market goods await at Java Blue in downtown Montgomery.
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Valley Central High offers diverse extracurriculars like STEM clubs
Students may start their education at Montgomery Elementary School, which receives a B rating from Niche, before attending Valley Central Middle School and Valley Central High School, which receive B-plus ratings. Valley Central High School includes global citizenship in its mission statement, and programs like the NYS Seal of Biliteracy, the Volunteer Club of Valley Central and the HOSA Future Health Professionals club give students chances to sharpen their skills.
Valley Central High School in Montgomery is rated B-plus by Niche.
Valley Central Middle School in Montgomery welcomes students each morning.
Montgomery Elementary School receives a B rating from Niche.
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Montgomery is surrounded by a wealth of outdoor activities
Located at the center of town, Veterans Memorial Park includes five baseball fields, pickleball and basketball courts and a small dog park with agility equipment. The Wallkill River, which runs past this park and downtown Montgomery, is often utilized for kayaking. Summertime sees the Clinton Street Bandstand in downtown Montgomery host several concerts from July to September. Montgomery is also close to the Winding Hills County Park, situated along the village’s western outskirts. This park includes hiking trails that connect campgrounds and lead to a 40-acre lake open for boating and fishing from May to October and ice fishing during the winter months. The Winding Hills Golf Club sits across the street from the park, and its 18-hole executive golf course is open to the public. Golfers also live just around the corner from Scott’s Corners Golf Course to the northeast and The Country Club at Otterkill to the southeast. South of Montgomery, the Orange County Arboretum makes 35 acres of flora available for exploration, including a remembrance walkway and garden commemorating the county’s 44 residents who lost their lives on 9/11.
The playground at Veterans Memorial Park in Montgomery draws families and kids on sunny afternoons.
The Wallkill River, a popular spot for kayaking during the summer months, is easily accessible from Benedict Farm Park in Montgomery.
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Highway access to NYC
Interstate 84 runs past Montgomery and connects this village to several other major highways, including those leading to Manhattan, 75 miles to the south. Many Orange County residents commute into New York City for a handful of workdays while working from home the rest of the week. Montgomery is also 10 miles up Interstate 84 from the Garnet Health Medical Center in nearby Middletown.
Written By
Jacob Adelhoch
Photography Contributed By
Kellan Beaver
Video By
Jason Jacot
Interested in learning more about homes in this area?
Reach out to
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an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
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On average, homes in Montgomery, NY sell after 57 days on the market compared to the national average of 55 days. The median sale price for homes in Montgomery, NY over the last 12 months is $490,000, down 3% from the median home sale price over the previous 12 months.
NEW CONSTRUCTION!!! Check out this 4 Bedroom, 2.5 Bathroom Colonial nestled in the Town of Montgomery and located in the Valley Central School District. This home is located a short drive to an array of local eateries/restaurants, shopping center, close to several local parks, a quarter mile from the Walden/Wallkill Walking Rail Trail, Wallkill River, and a short drive to most major highways
NEW CONSTRUCTION!!! Check out this 4 Bedroom, 2.5 Bathroom Colonial nestled in the Town of Montgomery and located in the Valley Central School District. This home is located a short drive to an array of local eateries/restaurants, shopping center, close to several local parks, a quarter mile from the Walden/Wallkill Walking Rail Trail, Wallkill River, and a short drive to most major highways
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,
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
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
NEW CONSTRUCTION!!! Check out this 4 Bedroom, 2.5 Bathroom Colonial nestled in the Town of Montgomery and located in the Valley Central School District. This home is located a short drive to an array of local eateries/restaurants, shopping center, close to several local parks, a quarter mile from the Walden/Wallkill Walking Rail Trail, Wallkill River, and a short drive to most major highways
NEW CONSTRUCTION!!! Check out this 4 Bedroom, 2.5 Bathroom Colonial nestled in the Town of Montgomery and located in the Valley Central School District. This home is located a short drive to an array of local eateries/restaurants, shopping center, close to several local parks, a quarter mile from the Walden/Wallkill Walking Rail Trail, Wallkill River, and a short drive to most major highways
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,
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
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
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
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.
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
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
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
Nestled in the charming village of Montgomery, NY, Hawkins Apartments offers the perfect balance of comfort, convenience, and community.Whether grabbing coffee, dining out, or running errands, everything you need is just minutes from your doorstep. The property is also ideally positioned near major routes such as Route 208, Route 17K, and I-84, making commutes and travel throughout the
Welcome to this well-kept and updated 3-bedroom home nestled on a quiet cul-de-sac in a convenient location close to highways, shopping, and everyday amenities. Offering 1,056 square feet of comfortable living space, this home provides the perfect blend of privacy, convenience, and functionality. Inside, you'll find a thoughtfully maintained interior with three bedrooms, a full bathroom, and a
Loosestrife Fields Apartments is surround by wooded grounds. Enjoy the quiet, nature setting from your patio or balcony in your spacious 1 or 2 bedroom apartment with your own washer and dryer in unit! Easy access to I-84, NYS Thruway, shopping and restaurants.
Remodeled 2 Bdrm 1 bath home in Montgomery, Valley Central Schools. Less than 15 minutes to Middletown or the 747 ramp for 84. New energy efficient appliances, furnace & AC New doors & insulation for efficiency. Propane for stove, heat & hot water. In unit laundry. Tenant is responsible for all utilities (propane, electric). Landlord takes care of water, plowing, lawn care.
Welcome to this freshly updated upstairs apartment located in the heart of the Village of Montgomery, offering scenic views overlooking the beautiful Wallkill River. Move-in ready and filled with an abundance of natural light, this charming apartment features a spacious living room that flows seamlessly into a large kitchen with ample cabinet space and a generous pantry—perfect for everyday
Our Montgomery apartments offer a comfortable yet stylish lifestyle right in the heart of the community. With a wide range of amenities and an efficient room plan, each airy one-bedroom apartment provides the perfect solution for comfortable senior living.Close proximity to the charming village of Montgomery makes for a life of convenience and serenity for Montgomery Manor residents,
Welcome to the VILLAGE OF MONTGOMERY! This 1800 sq.ft. home offers 3 bedrooms and 2-1/2 bathrooms. There is covered porch in front as well as a patio area in the back. It includes a one car garage and a spacious attic for plenty of storage. This home has radiant heat and central air. Close to parks, schools, restaurants and shops, as well as, major highways. This is a smoke free property. There
Welcome to this beautifully renovated two-bedroom duplex, perfectly situated on a generously sized property which is well set back from the road offering privacy and charm. This thoughtfully updated home features a brand-new kitchen complete with modern finishes and appliances complemented with stunning flooring throughout. The apartment has been tastefully designed with clean, contemporary
1 Bedroom Apartment for Rent – Montgomery | Valley Central Schools Well-kept 1 bedroom, 1 bathroom apartment located in Montgomery in the Valley Central School District. This unit features updated flooring throughout, a simple kitchen with full-size appliances, and a bright living space with natural light. The bedroom offers a comfortable layout and the unit includes a full bathroom and
Bright and well-kept 3-bedroom, duplex available for immediate occupancy. This home offers a comfortable layout with a spacious living area, an eat-in kitchen, and the convenience of an in-unit washer and dryer. Located in a quiet residential setting, the property provides easy access to local amenities, shopping, and major routes.Utilities are not included. No pets and no smoking
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