Montgomery, NY Homes

• 

  $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 $447,716

  Last Listing Agent Maureen Cronin Cronin & Company Real Estate

  24 Taft Ave, Montgomery, NY 12549
• 

  Est $391,404

  Not Listed For Sale

  39 Harmony Ln, Montgomery, NY 12549

  • 3 Beds
  • 1 Bath
  • 1,376 Sq Ft
  • Built 1953

  39 Harmony Ln, Montgomery, NY 12549

  Last Sold Summary

  • $283/SF
  • 123 Days On Market

  • Last Sold Price $390,000
  • May 09, 2025

  Last Listing Agent Anthony Caragliano ARC Realty LLC
• 

  

  

  /38

  $499,000

  • 4 Beds
  • 2 Baths
  • 1,734 Sq Ft

  555 State Route 416, Montgomery, NY 12549

  Welcome to 555 State Route 416 in the heart of Montgomery, NY—Enjoy Village Charm and country life!!! This spacious 4-bedroom, 2-bath home offers comfortable living with plenty of room to grow. Enjoy an inviting eat-in kitchen featuring new stainless steel appliances, a dedicated dining area, and a large living room perfect for family gatherings and entertaining. An unfinished, easily accessible

  Nancy Sayegh Coldwell Banker Realty

  555 State Route 416, Montgomery, NY 12549
• 

  $150,050

  Sold Jul 24, 2025

  50 Harmony Ln, Montgomery, NY 12549

  • 2 Beds
  • 1 Bath
  • 540 Sq Ft
  • Built 1963

  Last Sold Summary

  • 8% Above List Price
  • $278/SF
  • 49 Days On Market

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  50 Harmony Ln, Montgomery, NY 12549
• 

  Est $308,123

  Not Listed For Sale

  38 Harmony Ln, Montgomery, NY 12549

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1965

  38 Harmony Ln, Montgomery, NY 12549

  Last Sold Summary

  • 1% Above List Price
  • $305/SF
  • 38 Days On Market

  • Last Sold Price $305,000
  • Aug 23, 2023

  Last Listing Agent Susan Mohart Rita Levine Real Estate
• 

  /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 Keller Williams Hudson Valley

  0 New York 17k, 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 $463,791

  Last Listing Agent Maureen Cronin Cronin & Company Real Estate

  200 Cardinal Dr, Montgomery, NY 12549
• 

  Est $624,945

  Not Listed For Sale

  258 Goodwill Rd, Montgomery, NY 12549

  • 4 Beds
  • 2.5 Baths
  • 2,964 Sq Ft
  • Built 1997

  258 Goodwill Rd, Montgomery, NY 12549

  Last Sold Summary

  • 6% Above List Price
  • $200/SF
  • 29 Days On Market

  • Last Sold Price $592,000
  • May 10, 2024

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
• 

  /2

  $499,000

  Coming Soon

  • 5 Beds
  • 2.5 Baths
  • 2,360 Sq Ft

  82 Wallkill Ave, Montgomery, NY 12549

  LOVELY HISTORIC HOME IN THE VILLAGE OF MONTGOMERY! This 2360 sq.ft. home has a lot to offer, historical charm with hardwood floors, an old wooden staircaseand a claw foot tub, yet all the conveniences to suit your needs. Five bedrooms with 2-1/2 bathrooms and a spacious walk-up attic. This corner lot features a great deal of privacywith a beautiful in ground pool. There is plenty of room

  Stacy Brescia-Spreer Curasi Realty, Inc.

  82 Wallkill Ave, Montgomery, NY 12549
• 

  $220,000

  Sold Aug 27, 2025

  967 State Route 17k, Montgomery, NY 12549

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Built 1958

  Last Sold Summary

  • 22% Above List Price
  • $286/SF
  • 20 Days On Market

  Current Estimated Value $277,773

  Last Listing Agent Sandra Cotthaus 1st Independent Realty Grp

  967 State Route 17k, Montgomery, NY 12549
• 

  Est $447,412

  Not Listed For Sale

  125 Beaver Dam Rd, Montgomery, NY 12549

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1987

  125 Beaver Dam Rd, Montgomery, NY 12549

  Last Sold Summary

  • 5% Below List Price
  • $261/SF
  • 94 Days On Market

  • Last Sold Price $469,999
  • Jan 31, 2025

  Last Listing Agent Richard Baxter Keller Williams Realty
• 

  

  /45

  $479,900

  $10K PRICE DROP Pending

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

  205 Oriole Dr, Montgomery, NY 12549

  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

  Rose Daversa Hudson Valley Home Connection

  205 Oriole Dr, Montgomery, NY 12549
• 

  $530,000

  Sold Apr 07, 2026

  146-148 Charles St, Montgomery, NY 12549

  • 6 Beds
  • 4 Baths
  • 2,650 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Below List Price
  • $200/SF
  • 86 Days On Market

  Current Estimated Value $487,265

  Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

  146-148 Charles St, Montgomery, NY 12549
• 

  /2

  Est $459,644

  Not Listed For Sale

  2077 State Route 208, Montgomery, NY 12549

  • 3 Beds
  • 2 Baths
  • 1,637 Sq Ft
  • Built 1957

  2077 State Route 208, Montgomery, NY 12549

  Last Sold Summary

  • 8% Below List Price
  • $305/SF

  • Last Sold Price $500,000

  Last Listing Agent Chris Ogden Realty Promotions Inc
• 

  

  /33

  $725,000

  Pending

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

  2040 State Route 17k, Montgomery, NY 12549

  Discover an exceptional investment or owner-occupied opportunity at this well-maintained legal two-family duplex, set on 2.7 acres in the Town of Montgomery. Built in 2002, this property offers modern construction, strong mechanicals, and a layout that supports long-term stability and income.Each unit features a bright and functional floor plan with comfortable living space, well-appointed

  Michelle Gruberger Real Estate Circuit Inc

  2040 State Route 17k, Montgomery, NY 12549
• 

  $540,000

  Sold Jun 04, 2025

  208 Cardinal Dr, Montgomery, NY 12549

  • 4 Beds
  • 2 Baths
  • 1,798 Sq Ft
  • Built 1976

  Last Sold Summary

  • 2% Below List Price
  • $300/SF
  • 26 Days On Market

  Current Estimated Value $528,623

  Last Listing Agent Joseph Paoli Howard Hanna Rand Realty

  208 Cardinal Dr, Montgomery, NY 12549
• 

  Est $521,201

  Not Listed For Sale

  18 Old Route 17k, Montgomery, NY 12549

  • 5 Beds
  • 3 Baths
  • 1,728 Sq Ft
  • Built 1923

  18 Old Route 17k, Montgomery, NY 12549

  Last Sold Summary

  • 15% Above List Price
  • $262/SF
  • 36 Days On Market

  • Last Sold Price $453,000
  • Sep 21, 2023

  Last Listing Agent Michael Kahns Compass Greater NY, LLC
• 

  

  /41

  $365,000

  $85K PRICE DROP Pending

  • 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
• 

  $445,000

  Sold Apr 10, 2026

  1597 State Route 17k, Montgomery, NY 12549

  • 2 Beds
  • 1.5 Baths
  • 1,513 Sq Ft
  • Built 2008

  Last Sold Summary

  • 1% Below List Price
  • $294/SF
  • 68 Days On Market

  Current Estimated Value $439,684

  Last Listing Agent Chris Ogden Realty Promotions Inc

  1597 State Route 17k, Montgomery, NY 12549
• 

  Est $303,607

  Not Listed For Sale

  643 State Route 17k, Montgomery, NY 12549

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1930

  643 State Route 17k, Montgomery, NY 12549

  Last Sold Summary

  • $280/SF
  • 74 Days On Market

  • Last Sold Price $302,500
  • Dec 29, 2023

  Last Listing Agent Michael Bombay eXp Realty
• 

  

  /27

  $449,900

  Pending

  • 3 Beds
  • 2 Baths
  • 2,313 Sq Ft

  264 Wilson St, Montgomery, NY 12549

  Price Improved! Spacious and inviting, this raised ranch home offers over 2,300 square feet of living space in the highly sought-after Village of Montgomery. Featuring 3 bedrooms and 2 full baths, the home blends comfort and character with a cathedral and beamed ceiling that enhances the light-filled eat-in kitchen. Just off the kitchen, a versatile den or office space provides a perfect

  Patricia Sassi RE/MAX Benchmark Realty Group

  264 Wilson St, Montgomery, NY 12549
• 

  $1,350,000

  Sold Sep 02, 2025

  205 Clair Dr, Montgomery, NY 12549

  • 3 Beds
  • 3 Baths
  • 3,922 Sq Ft
  • Built 2002

  Last Sold Summary

  • 20% Below List Price
  • $344/SF
  • 90 Days On Market

  Current Estimated Value $1,324,248

  Last Listing Agent John Ruggieri BHHS Hudson Valley Properties

  205 Clair Dr, Montgomery, NY 12549
• 

  Est $367,331

  Not Listed For Sale

  30 Ridge Rd, Montgomery, NY 12549

  • 3 Beds
  • 1 Bath
  • 1,107 Sq Ft
  • Built 1960

  30 Ridge Rd, Montgomery, NY 12549

  Last Sold Summary

  • 10% Above List Price
  • $303/SF
  • 99 Days On Market

  • Last Sold Price $335,000
  • Jun 20, 2023

  Last Listing Agent Ryan Degnan Howard Hanna Rand Realty
• 

  

  /15

  $295,000

  $20K PRICE DROP Pending

  • 2 Beds
  • 1.5 Baths
  • 1,362 Sq Ft

  27 Wintergreen Ct, Montgomery, NY 12549

  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

  Nicholas Torsiello K. Fortuna Realty, Inc.

  27 Wintergreen Ct, Montgomery, NY 12549
• 

  $200,000

  Sold Dec 16, 2025

  2424 State Route 17k, Montgomery, NY 12549

  • 3 Beds
  • 1.5 Baths
  • 1,296 Sq Ft
  • Built 1999

  Last Sold Summary

  • 31% Below List Price
  • $154/SF
  • 470 Days On Market

  Current Estimated Value $210,190

  Last Listing Agent Martha Randazzo Howard Hanna Rand Realty

  2424 State Route 17k, Montgomery, NY 12549
• 

  Est $283,673

  Not Listed For Sale

  5 Didio Ln, Montgomery, NY 12549

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1963

  5 Didio Ln, Montgomery, NY 12549

  Last Sold Summary

  • 18% Above List Price
  • $220/SF
  • 32 Days On Market

  • Last Sold Price $240,000
  • Sep 19, 2023

  Last Listing Agent Layla Rose Boyles Century 21 Realty Center
• 

  

  /50

  $2,995,000

  • 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
• 

  $320,000

  Sold Jul 24, 2025

  34 Summer Set Dr, Montgomery, NY 12549

  • 3 Beds
  • 2.5 Baths
  • 1,437 Sq Ft
  • Built 1991

  Last Sold Summary

  • $223/SF
  • 357 Days On Market

  Current Estimated Value $333,350

  Last Listing Agent Margaret Williams Century 21 E & M Williams Rlty

  34 Summer Set Dr, Montgomery, NY 12549
• 

  Est $340,951

  Not Listed For Sale

  360 Lake Vue Dr, Montgomery, NY 12549

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1964

  360 Lake Vue Dr, Montgomery, NY 12549

  Last Sold Summary

  • 3% Below List Price
  • $317/SF
  • 37 Days On Market

  • Last Sold Price $350,000
  • Dec 04, 2023

  Last Listing Agent Thomas Grazier I Realty LLC
• 

  

  /30

  $350,000

  • 2 Beds
  • 1.5 Baths
  • 1,353 Sq Ft

  20 Wintergreen Ct, Montgomery, NY 12549

  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

  Peter Stika Curasi Realty, Inc.

  20 Wintergreen Ct, Montgomery, NY 12549
• 

  $370,000

  Sold Sep 03, 2025

  302 Angelo Dr, Montgomery, NY 12549

  • 3 Beds
  • 2.5 Baths
  • 1,535 Sq Ft
  • Built 2001

  Last Sold Summary

  • 16% Below List Price
  • $241/SF
  • 71 Days On Market

  Current Estimated Value $374,079

  Last Listing Agent Lisa Wade-Sebring Hudson Valley Home Connection

  302 Angelo Dr, Montgomery, NY 12549
• 

  Est $688,182

  Not Listed For Sale

  979 State Route 17k, Montgomery, NY 12549

  • 4 Beds
  • 5 Baths
  • 3,450 Sq Ft
  • Built 1760

  979 State Route 17k, Montgomery, NY 12549

  Last Sold Summary

  • 1% Above List Price
  • $197/SF
  • 44 Days On Market

  • Last Sold Price $680,000
  • Sep 19, 2024

  Last Listing Agent Lisa Maraday eXp Realty
• 

  

  /6

  $180,000

  Pending

  • Land
  • 4.6 Acres
  • $39,130 per Acre

  41 Enright Ln, Montgomery, NY 12549

  Build the Home of Your Dreams in the Town of Montgomery! Beautiful 4 acre lot on a cul-de-sac.Close to the Village of Montgomery, shops, parks, restaurants, and major highways.

  Stacy Brescia-Spreer Curasi Realty, Inc.

  41 Enright Ln, Montgomery, NY 12549
• 

  $650,000

  Sold Jul 23, 2025

  27 Whalen Dr, Montgomery, NY 12549

  • 4 Beds
  • 2.5 Baths
  • 2,462 Sq Ft
  • Built 2017

  Last Sold Summary

  • 3% Below List Price
  • $264/SF
  • 45 Days On Market

  Current Estimated Value $663,491

  Last Listing Agent Soleil Jackman Howard Hanna Rand Realty

  27 Whalen Dr, Montgomery, NY 12549
• 

  Est $670,485

  Not Listed For Sale

  42 Fedorko Ln, Montgomery, NY 12549

  • 4 Beds
  • 2.5 Baths
  • 3,034 Sq Ft
  • Built 2006

  42 Fedorko Ln, Montgomery, NY 12549

  Last Sold Summary

  • 3% Above List Price
  • $214/SF
  • 55 Days On Market

  • Last Sold Price $649,000
  • Jan 29, 2024

  Last Listing Agent Jodie LoMeli Keller Williams Realty
• 

  

  /5

  $479,900

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  38 Emperor Ln, Montgomery, NY 12549

  MORE PHOTOS WILL BE POSTED BY 5/16. Set at the end of a cul-de-sac on a level one-acre lot, this 3-bedroom, 2-bath ranch offers 1,744 square feet of living space with a layout designed for easy everyday living. Hardwood floors run throughout the main living areas, while multiple updated windows bring in consistent natural light. Buyers searching for a ranch with a sunroom, full unfinished

  Virginia Corbett eXp Realty

  38 Emperor Ln, Montgomery, NY 12549
• 

  $420,000

  Sold Oct 20, 2025

  648 State Route 17k, Montgomery, NY 12549

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft
  • Built 1928

  Last Sold Summary

  • 9% Above List Price
  • $277/SF
  • 18 Days On Market

  Current Estimated Value $411,674

  Last Listing Agent Steve Vinti Weichert Realtors

  648 State Route 17k, Montgomery, NY 12549
• 

  Est $463,956

  Not Listed For Sale

  941 State Route 17k, Montgomery, NY 12549

  • 4 Beds
  • 2 Baths
  • 1,778 Sq Ft
  • Built 1951

  941 State Route 17k, Montgomery, NY 12549

  Last Sold Summary

  • 7% Below List Price
  • $281/SF
  • 64 Days On Market

  • Last Sold Price $499,999
  • May 31, 2024

  Last Listing Agent Richard Baxter Keller Williams Realty
• 

  

  /14

  $370,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 2,300 Sq Ft

  6 Tyler St, Montgomery, NY 12549

  New Roof, New Siding. Just needs cosmetic work on the inside. Great for someone looking to purchase at a discounted price and add some value from day one.

  Derek Greene Greene Realty Group

  6 Tyler St, Montgomery, NY 12549
• 

  $365,000

  Sold May 30, 2025

  3 Didio Ln, Montgomery, NY 12549

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Below List Price
  • $317/SF
  • 97 Days On Market

  Current Estimated Value $358,917

  Last Listing Agent Britanni Gaucher Keller Williams Realty

  3 Didio Ln, Montgomery, NY 12549

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