Montgomery, NY Homes

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  /42

  $850,000

  • 4 Beds
  • 3 Baths
  • 2,592 Sq Ft

  960 County Route 17, Montgomery, NY 12549

  Do you know what you can do with over 27 acres? Create the homestead you’ve always dreamed about! Spend weekends riding ATVs through your own private trail system. Grow your own food in the established 40’ x 40’ garden. Raise chickens in the 12’ x 12’ chicken coop with an expansive 12’ x 40’ run. Follow the trails approximately 10 acres into the property and disappear into the woods at your own

  Michelle Getty HVG Realty, Inc.

  960 County Route 17, Montgomery, NY 12549
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• 

  $475,000

  Sold Jun 15, 2026

  205 Oriole Dr, Montgomery, NY 12549

  • 3 Beds
  • 1.5 Baths
  • 1,692 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Below List Price
  • $281/SF
  • 220 Days On Market

  Current Estimated Value $475,348

  Last Listing Agent Rose Daversa Hudson Valley Home Connection

  205 Oriole Dr, Montgomery, NY 12549
• 

  Est $630,803

  Not Listed For Sale

  644 Bullville Rd, Montgomery, NY 12549

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft
  • Built 2019

  644 Bullville Rd, Montgomery, NY 12549

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group
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  /2

  $499,000

  $60K PRICE DROP

  • Land
  • 7.6 Acres
  • $65,658 per Acre

  0 New York 17k, Montgomery, NY 12549

  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

  Jay Feinberg KW Hudson Valley United

  0 New York 17k, Montgomery, NY 12549
• 

  $719,000

  Sold Jul 08, 2026

  15 Ferrante Dr, Montgomery, NY 12549

  • 4 Beds
  • 2.5 Baths
  • 2,984 Sq Ft
  • Built 2004

  Last Sold Summary

  • $241/SF
  • 43 Days On Market

  Current Estimated Value $714,143

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  15 Ferrante Dr, Montgomery, NY 12549
• 

  Est $684,352

  Not Listed For Sale

  470 Winding Hill Rd, Montgomery, NY 12549

  • 3 Beds
  • 2.5 Baths
  • 2,561 Sq Ft
  • Built 2005

  470 Winding Hill Rd, Montgomery, NY 12549

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Chris Ogden Realty Promotions Inc
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  /50

  $2,499,900

  • 3 Beds
  • 3 Baths
  • 3,448 Sq Ft

  95 Judson Rd, Montgomery, NY 12549

  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

  95 Judson Rd, Montgomery, NY 12549
• 

  $800,000

  Sold Feb 20, 2026

  200 Hill Ave, Montgomery, NY 12549

  • 4 Beds
  • 3.5 Baths
  • 3,127 Sq Ft
  • Built 2025

  Last Sold Summary

  • $256/SF
  • 30 Days On Market

  Current Estimated Value $771,747

  Last Listing Agent Richard Baxter Keller Williams Realty

  200 Hill Ave, Montgomery, NY 12549
• 

  Est $669,163

  Not Listed For Sale

  19 Grosso Ct, Montgomery, NY 12549

  • 6 Beds
  • 5 Baths
  • 3,200 Sq Ft
  • Built 1999

  19 Grosso Ct, Montgomery, NY 12549

  Last Sold Summary

  • 77 Days On Market

  Last Listing Agent Simone Edwards Edwards Properties
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  /50

  $875,000

  $100K PRICE DROP

  • 7 Beds
  • 4.5 Baths
  • 1,632 Sq Ft

  97 Svenski Rd, Montgomery, NY 12549

  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

  97 Svenski Rd, Montgomery, NY 12549
• 

  $554,000

  Sold Mar 20, 2026

  317 Angelo Dr, Montgomery, NY 12549

  • 5 Beds
  • 2.5 Baths
  • 2,722 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Below List Price
  • $204/SF
  • 73 Days On Market

  Current Estimated Value $556,583

  Last Listing Agent Richard Baxter Keller Williams Realty

  317 Angelo Dr, Montgomery, NY 12549
• 

  Est $663,912

  Not Listed For Sale

  10 Dickerson Dr, Montgomery, NY 12549

  • 3 Beds
  • 2.5 Baths
  • 3,050 Sq Ft
  • Built 2001

  10 Dickerson Dr, Montgomery, NY 12549

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Richard Baxter Keller Williams Realty
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  /39

  $729,999

  • 4 Beds
  • 2.5 Baths
  • 2,454 Sq Ft

  392 Bailey Rd, Montgomery, NY 12549

  Welcome to a home designed for comfortable everyday living, memorable celebrations and making the most of every season. Built in 2017, this spacious four-bedroom residence offers room to gather, relax, work and entertain. The main level features warm hardwood floors, inviting formal living and dining rooms, and a beautifully appointed kitchen where everyone can come together. Granite countertops,

  Eileen Clary Curasi Realty, Inc.

  392 Bailey Rd, Montgomery, NY 12549
• 

  $695,000

  Sold Jun 29, 2026

  2040 State Route 17k, Montgomery, NY 12549

  • 6 Beds
  • 4 Baths
  • 2,656 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $262/SF
  • 59 Days On Market

  Current Estimated Value $693,719

  Last Listing Agent Michelle Gruberger Real Estate Circuit Inc

  2040 State Route 17k, Montgomery, NY 12549
• 

  

  /94

  Est $1,168,105

  Not Listed For Sale

  278 Hill Ave, Montgomery, NY 12549

  • 4 Beds
  • 3.5 Baths
  • 3,700 Sq Ft
  • Built 1996

  278 Hill Ave, Montgomery, NY 12549

  Last Sold Summary

  • 147 Days On Market

  Last Listing Agent Barbara Carter Past Member
• 

  

  /46

  $419,900

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  995 State Route 17k, Montgomery, NY 12549

  This beautifully renovated ranch-style home offers 3 bedrooms, 2 full baths, and 1,104 sq ft of modern, move-in-ready living in the Town of Montgomery. Set right on Route 17K, this property combines the comfort of a fully updated home with the convenience of being close to everything—major highways, shopping, schools, parks, and everyday amenities.Every major upgrade has already been

  Edwin Molina RE/MAX Benchmark Realty Group

  995 State Route 17k, Montgomery, NY 12549
• 

  $998,373

  Sold Jan 27, 2026

  77 Peale Place, Montgomery, NY 12549

  • 3 Beds
  • 2.5 Baths
  • 2,795 Sq Ft
  • Built 2026

  Last Sold Summary

  • 11% Above List Price
  • $357/SF
  • 8 Days On Market

  Last Listing Agent Richard Baxter Keller Williams Realty

  77 Peale Place, Montgomery, NY 12549
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  /45

  Est $724,345

  Not Listed For Sale

  95 Heritage Ln, Montgomery, NY 12549

  • 3 Beds
  • 3.5 Baths
  • 3,966 Sq Ft
  • Built 1994

  95 Heritage Ln, Montgomery, NY 12549

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Linda Majetich Hansen BHHS HUDSON VALLEY PROP-NP
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  /50

  $415,000

  $60K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,288 Sq Ft

  11 Kevin Ct, Montgomery, NY 12549

  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

  11 Kevin Ct, Montgomery, NY 12549
• 

  $899,900

  Sold Aug 13, 2026

  41 Fern Wood Way, Montgomery, NY 12549

  • 3 Beds
  • 3.5 Baths
  • 3,668 Sq Ft
  • Built 2022

  Last Sold Summary

  • 5% Below List Price
  • $245/SF
  • 141 Days On Market

  Current Estimated Value $894,830

  Last Listing Agent Chris Ogden Realty Promotions Inc

  41 Fern Wood Way, Montgomery, NY 12549
• 

  Est $572,230

  Not Listed For Sale

  87 Heritage Ln, Montgomery, NY 12549

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft
  • Built 1994

  87 Heritage Ln, Montgomery, NY 12549

  Last Sold Summary

  • 68 Days On Market

  Last Listing Agent David Nicoli Nicoli Realty
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  /49

  $429,900

  $130K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,096 Sq Ft

  68 Weaver St, Montgomery, NY 12549

  Looking for a quiet home in Montgomery with space to relax and grow? This 3-bedroom, 3-bath home at 68 Weaver Street offers a comfortable layout, thoughtful updates throughout, and a peaceful neighborhood feel—all within the Valley Central School District. This home comes with valuable upgrades including a renovated kitchen, updated roof, and finished basement, giving you peace of mind and

  Matthew Gibbs KW Hudson Valley United

  68 Weaver St, Montgomery, NY 12549
• 

  $460,000

  Sold Dec 22, 2025

  114 Union St, Montgomery, NY 12549

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft
  • Built 1924

  Last Sold Summary

  • 8% Above List Price
  • $391/SF
  • 6 Days On Market

  Current Estimated Value $448,349

  Last Listing Agent Larry Curasi Curasi Realty, Inc.

  114 Union St, Montgomery, NY 12549
• 

  Est $759,724

  Not Listed For Sale

  47 Bookstaver Ln, Montgomery, NY 12549

  • 4 Beds
  • 2.5 Baths
  • 2,863 Sq Ft
  • Built 2000

  47 Bookstaver Ln, Montgomery, NY 12549

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Marion Bruhns Howard Hanna Rand Realty
• 

  

  /49

  $629,900

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,013 Sq Ft

  9 Union School Rd, Montgomery, NY 12549

  NEW CONSTRUCTION IN THE VALLEY CENTRAL SCHOOL DISTRICT—READY TO MOVE IN. This affordable, practical four-bedroom home offers three full bathrooms, more than 2,000' square feet of living space, central air, a propane fireplace, a two-car garage, and a newly graded and seeded yard. Concrete walkways lead to a covered front porch and an inviting main entrance. Inside, the spacious foyer provides

  George Koudounas RE/MAX Benchmark Realty Group

  9 Union School Rd, Montgomery, NY 12549
• 

  $660,000

  Sold Dec 19, 2025

  560 Winding Hill Rd, Montgomery, NY 12549

  • 4 Beds
  • 2.5 Baths
  • 2,644 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Above List Price
  • $250/SF
  • 18 Days On Market

  Current Estimated Value $661,034

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  560 Winding Hill Rd, Montgomery, NY 12549
• 

  Est $764,940

  Not Listed For Sale

  66 Bookstaver Ln, Montgomery, NY 12549

  • 4 Beds
  • 2.5 Baths
  • 3,101 Sq Ft
  • Built 1999

  66 Bookstaver Ln, Montgomery, NY 12549

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Marc Windheuser RE/MAX Team
• 

  

  /22

  $549,900

  Pre-Foreclosure

  • 3 Beds
  • 2.5 Baths
  • 2,136 Sq Ft

  36 W Searsville Rd, Montgomery, NY 12549

  fast sale needed. Horse property with 7 stall barn and fenced in corrals.. House is fine, but owner removed the flooring down to the floorboards.. also kitchen appliances have been removed.. not a total rehab, but in need of carpet or hardwood, kitchen appliances and some brush hogging.. truly a diamond in the rough .. fantastic views! this place boarded horses only a few years ago.. this is the

  Asa Lennon RE/MAX Benchmark Realty Group

  36 W Searsville Rd, Montgomery, NY 12549
• 

  $450,000

  Sold Oct 21, 2025

  24 Taft Ave, Montgomery, NY 12549

  • 3 Beds
  • 1.5 Baths
  • 1,569 Sq Ft
  • Built 1948

  Last Sold Summary

  • 3% Above List Price
  • $287/SF
  • 16 Days On Market

  Current Estimated Value $447,551

  Last Listing Agent Maureen Cronin Cronin & Company Real Estate

  24 Taft Ave, Montgomery, NY 12549
• 

  Est $241,189

  Not Listed For Sale

  2015 State Route 208, Montgomery, NY 12549

  • 2 Beds
  • 1 Bath
  • 976 Sq Ft
  • Built 1926

  2015 State Route 208, Montgomery, NY 12549

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent JENNIFER HOYE BHHS Hudson Valley Properties
• 

  

  /41

  $330,000

  $120K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 2,955 Sq Ft

  265 Goodwill Rd, Montgomery, NY 12549

  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

  Denise Clancy Curasi Realty, Inc.

  265 Goodwill Rd, Montgomery, NY 12549
• 

  $415,000

  Sold Jun 24, 2026

  346 Angelo Dr, Montgomery, NY 12549

  • 4 Beds
  • 2.5 Baths
  • 2,220 Sq Ft
  • Built 2002

  Last Sold Summary

  • 8% Below List Price
  • $187/SF
  • 20 Days On Market

  Current Estimated Value $412,000

  Last Listing Agent Susan Giordano Hudson Premium Realty

  346 Angelo Dr, Montgomery, NY 12549
• 

  Est $330,333

  Not Listed For Sale

  2 Houston Place, Montgomery, NY 12549

  • 3 Beds
  • Built 1920

  2 Houston Place, Montgomery, NY 12549

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Dawn Gregg Curasi Realty, Inc.
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  /24

  $724,000

  $5K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,300 Sq Ft

  27 Grosso Ct, Montgomery, NY 12549

  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

  27 Grosso Ct, Montgomery, NY 12549
• 

  $599,000

  Sold Aug 14, 2026

  18 Locust Dr, Montgomery, NY 12549

  • 3 Beds
  • 2.5 Baths
  • 2,236 Sq Ft
  • Built 1999

  Last Sold Summary

  • $268/SF
  • 18 Days On Market

  Current Estimated Value $595,178

  Last Listing Agent JOHN SCARANO Keller Williams Realty

  18 Locust Dr, Montgomery, NY 12549
• 

  Est $561,723

  Not Listed For Sale

  3 Chandler Cir, Montgomery, NY 12549

  • 4 Beds
  • 2.5 Baths
  • 1,944 Sq Ft
  • Built 1975

  3 Chandler Cir, Montgomery, NY 12549

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Susan Mohart Rita Levine Real Estate
• 

  

  /50

  $2,895,000

  $100K PRICE DROP

  • 6 Beds
  • 9 Baths
  • 6,415 Sq Ft

  198 Corbett Rd, Montgomery, NY 12549

  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

  198 Corbett Rd, Montgomery, NY 12549
• 

  $460,000

  Sold Dec 23, 2025

  200 Cardinal Dr, Montgomery, NY 12549

  • 4 Beds
  • 1.5 Baths
  • 1,844 Sq Ft
  • Built 1975

  Last Sold Summary

  • 8% Below List Price
  • $249/SF
  • 70 Days On Market

  Current Estimated Value $465,837

  Last Listing Agent Maureen Cronin Cronin & Company Real Estate

  200 Cardinal Dr, Montgomery, NY 12549
• 

  Est $514,236

  Not Listed For Sale

  8 Powers Ln, Montgomery, NY 12549

  • 4 Beds
  • 2 Baths
  • 2,314 Sq Ft
  • Built 1973

  8 Powers Ln, Montgomery, NY 12549

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Stacy Brescia-Spreer Curasi Realty, Inc.
• 

  

  /41

  $535,000

  $45K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,104 Sq Ft

  65 Judson Rd, Montgomery, NY 12549

  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

  65 Judson Rd, Montgomery, NY 12549

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