Montgomery, NY Homes

• 

  $875,000 Sold Jun 24, 2025

  24 Bridge St, Montgomery, NY 12549

  • 3 Beds
  • 2.5 Baths
  • 2,120 Sq Ft
  • Built 1885

  Last Sold Summary

  • 2% Below List Price
  • $413/SF
  • 19 Days On Market

  Current Estimated Value $884,287

  Last Listing Agent John Ruggieri BHHS Hudson Valley Properties

  24 Bridge St, Montgomery, NY 12549
• 

  Est $723,980 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,178 Sq Ft

  177 W Searsville Rd, Montgomery, NY 12549

  177 W Searsville Rd, Montgomery, NY 12549
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  $689,000

  • 6 Beds
  • 3.5 Baths
  • 4,760 Sq Ft

  145 Youngblood Rd, Montgomery, NY 12549

  145 Youngblood Rd – A Hudson Valley Hideaway with Modern Flexibility Buyers receive special VIP perks including 5.87% APR financing with $0 down*, First Responder & Military discounts, up to $10,000 in closing cost credits, a FREE 12-month home warranty, a 24-month Love It or Leave It Guarantee, and access to exclusive off-market properties. Set along quiet Youngblood Road just outside the

  Bryant Moran YourHomeSold Guaranteed Realty

  145 Youngblood Rd, Montgomery, NY 12549
• 

  $430,000 Sold May 13, 2025

  307 Bailey Rd, Montgomery, NY 12549

  • 2 Beds
  • 2.5 Baths
  • 2,172 Sq Ft
  • Built 1940

  Last Sold Summary

  • 16% Above List Price
  • $198/SF
  • 14 Days On Market

  Current Estimated Value $475,311

  Last Listing Agent Jennifer Loprieno Howard Hanna Rand Realty

  307 Bailey Rd, Montgomery, NY 12549
• 

  Est $759,345 Not Listed For Sale

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

  47 Bookstaver Ln, Montgomery, NY 12549

  47 Bookstaver Ln, Montgomery, NY 12549
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  /35

  $650,000

  • 4 Beds
  • 2.5 Baths
  • 2,648 Sq Ft

  38 Wavey Willow Ln, Montgomery, NY 12549

  Village Living in this renovated 4 Bedroom 2.5 Bath Colonial. This home has been updated from Top to Bottom including New Roof, New Double Hung Windows, New Front and Storm Doors. Updated Electric. Gorgeous new Kitchen features Soft close cabinets, Quartz Counter with Kraus Farm Sink. New Stove, Dishwasher and Microwave. Custom built Pantry with a convenient Laundry Center. All New Toilets,

  Tracy Lockhart RE/MAX Benchmark Realty Group

  38 Wavey Willow Ln, Montgomery, NY 12549
• 

  $740,000 Sold Feb 10, 2025

  96 Meadowood Rd, Montgomery, NY 12549

  • 3 Beds
  • 2.5 Baths
  • 3,212 Sq Ft
  • Built 1997

  Last Sold Summary

  • 5% Below List Price
  • $230/SF
  • 62 Days On Market

  Current Estimated Value $777,332

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  96 Meadowood Rd, Montgomery, NY 12549
• 

  Est $763,962 Not Listed For Sale

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

  66 Bookstaver Ln, Montgomery, NY 12549

  66 Bookstaver Ln, Montgomery, NY 12549
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  $550,000

  • 5 Beds
  • 3 Baths
  • 3,200 Sq Ft

  53 W Corbett Rd, Montgomery, NY 12549

  Nestled on a serene hillside, this lovely four story contemporary home offers a perfect balance of modern luxury and natural beauty. Move in worry free as there has just been a full renovation. New roof, new mechanicals, new windows & doors, new fixtures. This unique home is bathed in natural light from large windows that frame views of the nearby mountains & wilderness. Both the walls and the

  Heather Macauley eXp Realty

  53 W Corbett Rd, Montgomery, NY 12549
• 

  $565,000 Sold Mar 26, 2025

  164 Pleasant Ave, Montgomery, NY 12549

  • 4 Beds
  • 2.5 Baths
  • 2,528 Sq Ft
  • Built 1966

  Last Sold Summary

  • 6% Below List Price
  • $223/SF
  • 179 Days On Market

  Current Estimated Value $612,221

  Last Listing Agent Ian Pinckney Curasi Realty, Inc.

  164 Pleasant Ave, Montgomery, NY 12549
• 

  Est $389,891 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,720 Sq Ft

  724 State Route 211, Montgomery, NY 12549

  724 State Route 211, Montgomery, NY 12549
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  $1,400,000 Pending

  • Land
  • 6 Acres
  • $233,333 per Acre

  0 Route 17k Unit KEY808699, Montgomery Town, NY 12575

  BRING YOUR BUSINESS HERE: 6 COMMERCIAL ACRES ON A SIGNALIZED CORNER. Excellent location almost diagonally across from Amazon 1,000,000' sq. ft. new facility off NYS Route 17K and Stone Castle Road directly across from Route 747 which leads directly to I-84. May propose approximate 60,000' sq. ft. warehouse facility. Other potential uses include: retail, bank, gas station, car dealership with a

  George Koudounas RE/MAX Benchmark Realty Group

  0 Route 17k Unit KEY808699, Montgomery Town, NY 12575
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  $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
• 

  Est $282,818 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,068 Sq Ft

  2029 State Route 208, Montgomery, NY 12549

  2029 State Route 208, Montgomery, NY 12549
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  /2

  $559,000

  • Land
  • 7.6 Acres
  • $73,553 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
• 

  $547,000 Sold Sep 19, 2025

  12 Sycamore Dr, Montgomery, NY 12549

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft
  • Built 1997

  Last Sold Summary

  • 4% Above List Price
  • $297/SF
  • 36 Days On Market

  Current Estimated Value $555,989

  Last Listing Agent Richard Baxter Keller Williams Realty

  12 Sycamore Dr, Montgomery, NY 12549
• 

  Est $507,565 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft

  21 Ronaldson Rd, Montgomery, NY 12549

  21 Ronaldson Rd, Montgomery, NY 12549
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  /50

  $624,999 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,912 Sq Ft

  135 Benedict Rd, Montgomery, NY 12549

  Welcome to this spacious and beautifully maintained 4-bedroom, 3.5-bath Colonial set on 2.8 acres in the Valley Central School District. Located in the Town of Montgomery, this property offers the perfect blend of privacy, comfort, and convenience—just minutes from the historic Village of Montgomery and its charming local eateries, restaurants, banking services, and postal services. Outdoor

  Richard Baxter Keller Williams Realty

  135 Benedict Rd, Montgomery, NY 12549
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  $885,820 Sold Sep 18, 2025

  58 Peale Place, Montgomery, NY 12549

  • 4 Beds
  • 2.5 Baths
  • 2,680 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Above List Price
  • $331/SF
  • 3 Days On Market

  Last Listing Agent Richard Baxter Keller Williams Realty

  58 Peale Place, Montgomery, NY 12549
• 

  Est $599,770 Not Listed For Sale

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

  3 Chandler Cir, Montgomery, NY 12549

  3 Chandler Cir, Montgomery, NY 12549
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  /3

  $1,999,999

  • Land
  • 59.9 Acres
  • $33,389 per Acre

  0 Chandler Ln, Montgomery, NY 12549

  Prime development opportunity in Montgomery! This approximately 60-acre lot includes a concept plan for 37 residential homes (not yet approved). Located in the Valley Central School District, close to major highways, shopping, and local amenities. A great opportunity for builders or investors to explore a potential residential project in a desirable Orange County location.

  Chaim Friedman MS Realty Group USA, Inc

  0 Chandler Ln, 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

  Last Listing Agent Larry Curasi Curasi Realty, Inc.

  114 Union St, Montgomery, NY 12549
• 

  Est $497,796 Not Listed For Sale

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

  8 Powers Ln, Montgomery, NY 12549

  8 Powers Ln, Montgomery, NY 12549
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  /50

  $1,599,000 Pending

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

  198 Corbett Rd, Montgomery, NY 12549

  An Elevated Yellowstone-Inspired Retreat in Montgomery, NY Nestled on 48.5 expansive acres, this remarkable residence rises as if penned from a modern western saga. It is not merely a house; it is a sanctuary that blends the inviting, Yellowstone-inspired charm with the refined comforts of contemporary luxury. Spanning 6,415 square feet and offering six bedrooms each with its own bathroom, the

  Carmela Lopez Borrazas Serhant LLC

  198 Corbett 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

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  560 Winding Hill Rd, Montgomery, NY 12549
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  Est $483,518 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,546 Sq Ft

  10 Powers Ln, Montgomery, NY 12549

  10 Powers Ln, Montgomery, NY 12549
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  /41

  $375,000

  • 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
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  $350,000 Sold Sep 22, 2025

  34 Peale Place, Montgomery, NY 12549

  • Land
  • 1.32 Acres
  • $265,152 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 3 Days On Market

  Last Listing Agent Richard Baxter Keller Williams Realty

  34 Peale Place, Montgomery, NY 12549
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  Est $610,173 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,642 Sq Ft

  18 Kool Ln, Montgomery, NY 12549

  18 Kool Ln, Montgomery, NY 12549
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  /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
• 

  $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 $445,342

  Last Listing Agent Maureen Cronin Cronin & Company Real Estate

  24 Taft Ave, Montgomery, NY 12549
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  Est $588,848 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,041 Sq Ft

  708 W Kaisertown Rd, Montgomery, NY 12549

  708 W Kaisertown Rd, Montgomery, NY 12549
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  /12

  $315,000

  • 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
• 

  $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
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  Est $521,966 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,167 Sq Ft

  739 W Kaisertown Rd, Montgomery, NY 12549

  739 W Kaisertown Rd, Montgomery, NY 12549
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  /12

  $124,999 Pending

  • Land
  • 2.76 Acres
  • $45,289 per Acre

  TBD Saint Michaels Ln, Montgomery, NY 12586

  Nestled in a quiet and wooded setting, this raw, vacant parcel offers approximately 2.76 acres of prime rural-residential land. Surrounded by mature trees and natural beauty, the property provides privacy while still being conveniently located near local amenities and main roads. Featuring easy access via a 20’ wide lane and bordered by the NYC aqueduct line, it’s an ideal opportunity for

  Dulce Contreras Keller Williams Realty

  TBD Saint Michaels Ln, Montgomery, NY 12586
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  $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

  Last Listing Agent Maureen Cronin Cronin & Company Real Estate

  200 Cardinal Dr, Montgomery, NY 12549
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  Est $286,411 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  60 Harmony Ln, Montgomery, NY 12549

  60 Harmony Ln, Montgomery, NY 12549
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  $489,000

  • 4 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  531 State Route 211, Montgomery, NY 12549

  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

  Joseph Polatseck Joseph Polatseck

  531 State Route 211, Montgomery, NY 12549
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  $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 $221,048

  Last Listing Agent Sandra Cotthaus 1st Independent Realty Grp

  967 State Route 17k, Montgomery, NY 12549

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