$508,259Average Value$258Average Price per Sq Ft18Homes 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 53 days on the market compared to the national average of 54 days. The median sale price for homes in Montgomery, NY over the last 12 months is $480,000, down 7% from the median home sale price over the previous 12 months.
Your Dream Home Awaits—Where Every Morning Is a First The house you grew up in wasn't new. Neither was your first apartment. Or the rental after that. But this? This is different.Welcome to 48 W Corbett Road—a stunning new construction in Montgomery, NY, where you're not inheriting someone else's choices, you're claiming your own fresh start. Every surface pristine. Every system untouched.
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
Enjoy one floor living in this affordable, well maintained ranch in the Village of Montgomery just a short distance to many shops and eateries. Step inside to find a bright and open living room featuring hardwood floors, large bay window for lots of natural light, and plenty of space leading to a nice sized functional kitchen. Next down the hall find hardwood floors throughout, three bedrooms one
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
Your Dream Home Awaits—Where Every Morning Is a First The house you grew up in wasn't new. Neither was your first apartment. Or the rental after that. But this? This is different.Welcome to 48 W Corbett Road—a stunning new construction in Montgomery, NY, where you're not inheriting someone else's choices, you're claiming your own fresh start. Every surface pristine. Every system untouched.
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
Introducing a prime commercial investment opportunity on State Rt 17K, Montgomery, NY, 12549. Comprised of two lots togther - Apn #334289-027-000-0005-003.000-0000 9 (6.6 acres) and Apn#334289-027-000-0005-002.000-0000 (one acre) this 7.6-total acre property, zoned B4 Highway Commercial, offers exceptional potential for a multitude of uses. With 600 Ft of highway frontage and a signalized
Come join the wonderful world of Sweet Montgomery with village and country life at its best! This lovely home located in a desirable tree lined neighborhood has space for everyone to relax and enjoy the lifestyle of a charming town with quaint main street, wonderful shops, museum, restaurants, beautiful village park with fun for all ages (playground, pickleball, basketball & more!) and of course
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
Welcome to 27 Wintergreen Ct, a well-maintained townhouse located in an established residential community in Montgomery, NY. This home offers a functional layout with comfortable living spaces, ideal for everyday living and entertaining. The main level features a bright living area that flows into the kitchen and dining space, while the upper level provides generously sized bedrooms and ample
Stunning Colonial Retreat on 7.6 Acres of Private Paradise Escape to serenity in this beautiful Colonial home situated on 7.6 acres of private property in the highly sought-after Montgomery Town Valley Central School district. *Key Features:* - Wrap-around deck offering breathtaking views of the surrounding landscape- Eat-in kitchen with ample cabinetry for storage- Separate dining room
Perfect getaway from the hustle and bustle of the city, combined with affordable minimalist living. This charming, newly updated private Ranch sits on more than one acre of property and offers both comfort and convenience. Located close to shopping, dining, Interstate 84, Route 17, the New York State Thruway, and the Beacon train line, commuting is simple and stress-free. This is a wonderful
Welcome to The Ponds at Montgomery—a beautifully designed 4-bedroom, 2.5-bath ranch-style home set in the desirable Town of Montgomery. Ideally located just minutes from upscale dining and local eateries, boutique shopping, corporate banking, premier golf courses, schools, parks, hiking trails, and professional fitness centers, this home also offers quick access to Interstate 84 and other major
Beautiful duplex apartment available for rent in the Pine Bush School District in the Town of Crawford. This spacious unit offers an open floor plan with three generously sized bedrooms, newer carpeting, and a large walk-in closet. The kitchen is updated with newer appliances and ample cabinet storage—perfect for everyday living and meal prepping. A finished lower level offers a walk-out
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
Charming 2 story Colonial duplex Apartment in Valley Central Schools features 2 bedrooms wall to wall carpeting full size living room , 1.5 baths, Washer Dryer , Full Size Eat in Kitchen,Private entry and expansive backyard to relax. Great location. Close to the quaint. Village of Montgomery, shops, great restaurants, parks, golf course, Wallkill River, Angry Orchard, & City
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.
Updated single-family rental set on a full acre in the Town of Crawford. This 3-bedroom ranch offers 1,152 square feet of living space with a functional layout and fresh, neutral finishes throughout. The kitchen features white cabinetry, butcher block countertops, white appliances, and a gas range. Updated flooring runs throughout the home, creating a bright, cohesive feel. Living and dining
Gorgeous Stucco Ranch situated on 4.6 Private Serene acres. This magnificent home features an inviting entry, Large Living Rm, Dining Room, Open Kitchen with Island offering custom cabinetry, lots of counter space and nice appliances. Lavatory and Laundry Room. Spacious Primary Bedroom with Full Bath and walk in closet. 3 additional Generous size bedrooms with lots of closet space. Nice main
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,
This spacious and beautifully updated 5-bedroom home in Montgomery offers comfort, privacy, and premium features rarely available in rental properties.Designed for families seeking space and quality, the home features an open-concept layout, updated kitchen with modern fixtures, and a fully renovated finished basement ideal for recreation, home office, or guest space.Highlights
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