Montgomery, NY Homes

• 

  Est $676,733

  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

  • 55 Days On Market
• 

  

  

  /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
• 

  $505,000

  Sold Aug 27, 2025

  154 Meadow Lark Rd, Montgomery, NY 12549

  • 3 Beds
  • 2 Baths
  • 1,725 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Below List Price
  • $293/SF
  • 34 Days On Market

  Current Estimated Value $490,852

  Last Listing Agent JoAnn Maxwell Howard Hanna Rand Realty

  154 Meadow Lark Rd, Montgomery, NY 12549
• 

  Est $496,451

  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

  • 64 Days On Market
• 

  

  

  /46

  $550,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,622 Sq Ft

  9 Pine Ct, Montgomery, NY 12549

  Welcome to this beautifully maintained 3-bedroom, 3-bath Colonial in the heart of Montgomery, NY, where thoughtful updates and outdoor living come together seamlessly. Inside, you’ll find a warm and inviting layout featuring hardwood floors throughout, an updated kitchen with granite countertop Island and dark grey stainless Samsung appliances, and a lower level with luxury vinyl flooring—perfect

  Janet Rendle Weichert Realtors

  9 Pine Ct, Montgomery, NY 12549
• 

  $610,000

  Sold Sep 12, 2025

  6 Purple Heart Way, Montgomery, NY 12549

  • 4 Beds
  • 2.5 Baths
  • 3,117 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Above List Price
  • $196/SF
  • 28 Days On Market

  Current Estimated Value $620,120

  Last Listing Agent Guy Cusumano Howard Hanna Rand Realty

  6 Purple Heart Way, Montgomery, NY 12549
• 

  Est $423,220

  Not Listed For Sale

  21 Fedorko Ln, Montgomery, NY 12549

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft
  • Built 1951

  21 Fedorko Ln, Montgomery, NY 12549

  Last Sold Summary

  • 31 Days On Market
• 

  

  /13

  $59,999

  • Land
  • 29,999 Sq Ft
  • $87,119 per Acre

  0 High Meadows Rd, Montgomery, NY 12586

  VACANT LOT!!! BUILD YOUR DREAM HOME!!! Check out this Walden lot nestled in the Town of Montgomery and in the Valley Central School District. This .69 acre parcel is close to a variety of amenities, including local shopping, restaurants, schools, close to all five village parks, Walden Wallkill Rail Trail, Wallkill River, a short 15 minutes drive to the all new Resorts World Hudson Valley Casino

  Heather Geissler Keller Williams Realty

  0 High Meadows Rd, Montgomery, NY 12586
• 

  $442,000

  Sold Jul 01, 2025

  154 Boyd St, Montgomery, NY 12549

  • 3 Beds
  • 1.5 Baths
  • 1,382 Sq Ft
  • Built 1928

  Last Sold Summary

  • 4% Above List Price
  • $320/SF
  • 28 Days On Market

  Current Estimated Value $430,770

  Last Listing Agent Matthew Gibbs KW Hudson Valley United

  154 Boyd St, Montgomery, NY 12549
• 

  Est $398,768

  Not Listed For Sale

  379 Bailey Rd, Montgomery, NY 12549

  • 3 Beds
  • 2 Baths
  • 1,212 Sq Ft
  • Built 1928

  379 Bailey Rd, Montgomery, NY 12549

  Last Sold Summary

  • 28 Days On Market
• 

  

  /52

  $525,000

  Pending

  • 4 Beds
  • 3 Baths
  • 1,886 Sq Ft

  252 Tompkins Rd, Montgomery, NY 12549

  If you're tired of the noise and congestion of the city, pack your bags and move into this 4 bedroom 3 bath raised ranch with heated Sunroom, Deck, Swimming Pool and Patio. Located in serene and picturesque upstate New York only 1 hour and 40 minutes away from NYC. It's like being on vacation year round. It's heated with Natural Gas and has Public Sewer and water. Close to stores and dining.

  Grace Rybak DiTommaso Real Estate

  252 Tompkins Rd, Montgomery, NY 12549
• 

  $75,000

  Sold Feb 19, 2026

  TBD Saint Michaels Ln, Montgomery, NY 12586

  • Land
  • 2.76 Acres
  • $27,174 per Acre

  Last Sold Summary

  • 62% Below List Price
  • 213 Days On Market

  Last Listing Agent Dulce Contreras Keller Williams Realty

  TBD Saint Michaels Ln, Montgomery, NY 12586
• 

  Est $870,191

  Not Listed For Sale

  180 E Searsville Rd, Montgomery, NY 12549

  • 5 Beds
  • 2.5 Baths
  • 3,262 Sq Ft
  • Built 2004

  180 E Searsville Rd, Montgomery, NY 12549

  Last Sold Summary

  • 48 Days On Market
• 

  

  /25

  $489,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,788 Sq Ft

  136 Snow Bunting Ct, Montgomery, NY 12549

  Gorgeous raised ranch featuring 3 bedrooms and 3 baths, ideally situated in the historic Village of Montgomery. This beautifully maintained home offers a bright, open layout filled with natural sunlight and gleaming hardwood floors throughout the main level. The stunning kitchen features granite countertops, stainless steel appliances, and flows seamlessly into the spacious living and dining

  Kelly Beary Keller Williams Realty

  136 Snow Bunting Ct, Montgomery, NY 12549
• 

  $515,000

  Sold Sep 26, 2025

  268 Wilson St, Montgomery, NY 12549

  • 4 Beds
  • 3 Baths
  • 2,308 Sq Ft
  • Built 1971

  Last Sold Summary

  • 9% Below List Price
  • $223/SF
  • 102 Days On Market

  Current Estimated Value $512,418

  Last Listing Agent Charlotte Westhausser Curasi Realty, Inc.

  268 Wilson St, Montgomery, NY 12549
• 

  Est $550,031

  Not Listed For Sale

  113 Bailey Rd, Montgomery, NY 12549

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1993

  113 Bailey Rd, Montgomery, NY 12549

  Last Sold Summary

  • 65 Days On Market
• 

  

  /32

  $975,000

  $125K PRICE DROP Pending

  • 4 Beds
  • 1.5 Baths
  • 1,760 Sq Ft

  2416 State Route 17k, Montgomery, NY 12549

  Beautiful Vintage Colonial Farmhouse perched on 69 acres of beautiful countryside in the Town of Crawford! Classic Farmhouse architecture w/all the charm of yesteryear and all the modern features of today! This nostalgic home offers 3 bedrooms, 1.5 baths, 2 original fireplaces, formal dining room, original gleaming wide plank hardwood flrs, sliders leading to nice backyard deck w/retractable

  Dominick Tufano RE/MAX Benchmark Realty Group

  2416 State Route 17k, Montgomery, NY 12549
• 

  $880,000

  Sold Sep 08, 2025

  99 Meadowood Rd, Montgomery, NY 12549

  • 4 Beds
  • 2.5 Baths
  • 2,984 Sq Ft
  • Built 1998

  Last Sold Summary

  • 10% Above List Price
  • $295/SF
  • 6 Days On Market

  Current Estimated Value $864,873

  Last Listing Agent Mark Karten Karten Real Estate Svcs LLC

  99 Meadowood Rd, Montgomery, NY 12549
• 

  Est $497,309

  Not Listed For Sale

  111 Bailey Rd, Montgomery, NY 12549

  • 3 Beds
  • 2 Baths
  • 1,882 Sq Ft
  • Built 1968

  111 Bailey Rd, Montgomery, NY 12549

  Last Sold Summary

  • 60 Days On Market
• 

  

  /26

  $260,000

  Pending

  • 2 Beds
  • 1 Bath
  • 606 Sq Ft

  135 Beaver Dam Rd, Montgomery, NY 12549

  Newly updated 2 bed 1 bath charming ranch home on over half an acre of property in Town of Montgomery, Valley Central School district. Freshly painted, open concept living, dining and kitchen with granite countertops, new refaced wood cabinetry that can be stained to your liking, stainless steel appliances, two bedrooms, updated bathroom, two bedrooms, a deck overlooking an oversized level

  Claudia Lepore Keller Williams Realty

  135 Beaver Dam Rd, Montgomery, NY 12549
• 

  $298,700

  Sold Jan 09, 2026

  38 Jones Ln, Montgomery, NY 12549

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft
  • Built 1953

  Last Sold Summary

  • $415/SF
  • 25 Days On Market

  Current Estimated Value $293,701

  Last Listing Agent Alyse Toffel KW Hudson Valley United

  38 Jones Ln, Montgomery, NY 12549
• 

  Est $274,599

  Not Listed For Sale

  216 Johnson Ln, Montgomery, NY 12549

  • 2 Beds
  • 1 Bath
  • 916 Sq Ft
  • Built 1948

  216 Johnson Ln, Montgomery, NY 12549

  Last Sold Summary

  • 58 Days On Market
• 

  

  /27

  $382,000

  Coming Soon

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

  302 Angelo Dr, Montgomery, NY 12549

  Welcome to your forever home nestled in a beautiful and serene neighborhood! This meticulously maintained house is a perfect blend of comfort, luxury, and tranquility, boasting an array of features that make it a true gem in the heart of the Village of Montgomery The primary bedroom is an ensuite, in addition to two large bedrooms and another full bath, this home offers ample space for anyone

  Lisa Wade-Sebring Hudson Valley Home Connection

  302 Angelo Dr, Montgomery, NY 12549
• 

  $185,000

  Sold Jun 04, 2026

  41 Enright Ln, Montgomery, NY 12549

  • Land
  • 4.6 Acres
  • $40,217 per Acre

  Last Sold Summary

  • 3% Above List Price
  • 13 Days On Market

  Current Estimated Value $274,467

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

  41 Enright Ln, Montgomery, NY 12549
• 

  Est $547,402

  Not Listed For Sale

  224 Johnson Ln, Montgomery, NY 12549

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 2024

  224 Johnson Ln, Montgomery, NY 12549

  Last Sold Summary

  • 185 Days On Market
• 

  

  /18

  $259,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 2,264 Sq Ft

  6 Maple Ln, Montgomery, NY 12549

  ATTENTION FIXER UPPERS: This 5 bedroom, 2.5 bath home is located in the Town of Montgomery NY just a few miles from the i84 / 17k exit and Stewart International Airport. With first floor primary bedroom, eat-in kitchen, large mud / laundry room and 23x24 two car garage, the layout presents a comfortable flow and inviting setting. This home is priced right considering it needs some repairs but

  John DeMarco Century 21 Alliance Rlty Group

  6 Maple Ln, Montgomery, NY 12549
• 

  $525,000

  Sold Aug 18, 2025

  0 Bracken Rd Unit KEY822010, Montgomery, NY 12549

  • Land
  • 4.3 Acres
  • $122,093 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 106 Days On Market

  Last Listing Agent Jay Feinberg KW Hudson Valley United

  0 Bracken Rd Unit KEY822010, Montgomery, NY 12549
• 

  Est $440,584

  Not Listed For Sale

  307 Bailey Rd, Montgomery, NY 12549

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

  307 Bailey Rd, Montgomery, NY 12549

  Last Sold Summary

  • 14 Days On Market
• 

  

  /41

  $550,000

  Pending

  • 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, spray foam insulation. This unique home is bathed in natural light from large windows that frame views of the nearby mountains & wilderness.

  Heather Macauley eXp Realty

  53 W Corbett Rd, Montgomery, NY 12549
• 

  $650,000

  Sold Oct 24, 2025

  36 Abraham Dr, Montgomery, NY 12549

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 2001

  Last Sold Summary

  • $250/SF
  • 62 Days On Market

  Current Estimated Value $648,552

  Last Listing Agent Kathryn DeCrosta Tactical Realty LLC

  36 Abraham Dr, Montgomery, NY 12549
• 

  Est $666,760

  Not Listed For Sale

  216 Bailey Rd, Montgomery, NY 12549

  • 4 Beds
  • 3 Baths
  • 3,041 Sq Ft
  • Built 1900

  216 Bailey Rd, Montgomery, NY 12549

  Last Sold Summary

  • 27 Days On Market
• 

  

  /40

  $509,000

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  479 River Rd, Montgomery, NY 12549

  Welcome to your own private retreat in the heart of Montgomery. Set on approximately 2 beautiful acres and surrounded by deeded agricultural preservation land, 479 River Rd offers something incredibly difficult to find today... long term protected privacy and peaceful country living without sacrificing convenience. This well cared for ranch style home offers the perfect opportunity for buyers

  Jason Madison eXp Realty

  479 River Rd, Montgomery, NY 12549
• 

  $82,500

  Sold Jul 14, 2025

  0 Union School Rd, Montgomery, NY 12549

  • Land
  • 1 Acre
  • $82,500 per Acre

  Last Sold Summary

  • 43% Above List Price
  • 379 Days On Market

  Last Listing Agent Joseph Rubeo KW Hudson Valley United

  0 Union School Rd, Montgomery, NY 12549
• 

  Est $944,315

  Not Listed For Sale

  39 Barley Hill Rd, Montgomery, NY 12549

  • 4 Beds
  • 2.5 Baths
  • 4,332 Sq Ft
  • Built 2000

  39 Barley Hill Rd, Montgomery, NY 12549

  Last Sold Summary

  • 32 Days On Market
• 

  

  /40

  $1,190,000

  • 4 Beds
  • 2.5 Baths
  • 3,102 Sq Ft

  170 Dickerson Ave, Montgomery, NY 12549

  Your private retreat in the Hudson Valley, 80 minutes from the city. Ten estate-like acres, a heated pool, and total seclusion. With Stewart Airport just 30 minutes out and the best of the region within easy reach: golf, fishing, boating, lakes and rivers, miles of hiking, skiing, and the charming hamlets of the Valley, with the Shawangunk Ridge and the Catskills close by. The home lives up to

  Dylan Woods Howard Hanna Rand Realty

  170 Dickerson Ave, Montgomery, NY 12549
• 

  

  /50

  $560,000

  Sold Nov 20, 2025

  57 W Corbett Rd, Montgomery, NY 12549

  • 3 Beds
  • 3.5 Baths
  • 2,613 Sq Ft
  • Built 1991

  Last Sold Summary

  • 3% Below List Price
  • $214/SF
  • 65 Days On Market

  Current Estimated Value $569,351

  Last Listing Agent Mary McKinney Coldwell Banker Village GreenK

  57 W Corbett Rd, Montgomery, NY 12549
• 

  Est $513,857

  Not Listed For Sale

  2937 Albany Post Rd, Montgomery, NY 12549

  • 4 Beds
  • 3 Baths
  • 2,148 Sq Ft
  • Built 1957

  2937 Albany Post Rd, Montgomery, NY 12549

  Last Sold Summary

  • 20 Days On Market
• 

  

  /40

  $699,000

  $11K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,646 Sq Ft

  83 Little Collabar Rd, Montgomery, NY 12549

  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, and the other to a heated 24x30 workshop with a car lift, making it a dream setup for car

  Wendy Beck Krumpfer Realty Group, LLC

  83 Little Collabar Rd, Montgomery, NY 12549
• 

  $479,900

  Sold Sep 19, 2025

  72 Weaver St, Montgomery, NY 12549

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft
  • Built 1952

  Last Sold Summary

  • $263/SF
  • 31 Days On Market

  Current Estimated Value $467,996

  Last Listing Agent Deborah Smith Picture It Sold, LLC

  72 Weaver St, Montgomery, NY 12549
• 

  Est $437,290

  Not Listed For Sale

  2935 Albany Post Rd, Montgomery, NY 12549

  • 3 Beds
  • 1.5 Baths
  • 1,900 Sq Ft
  • Built 1955

  2935 Albany Post Rd, Montgomery, NY 12549

  Last Sold Summary

  • 17 Days On Market

Showing Results 121 - 160, Page 4 of 18