3,838

Crawford, NY Homes

Section Image
    • 224 Last Rd, Middletown, NY 10941

      Est $674,552

      Not Listed For Sale

      224 Last Rd, Middletown, NY 10941

      • 3 Beds
      • 3 Baths
      • 2,254 Sq Ft
      • Built 1989
      224 Last Rd, Middletown, NY 10941

      Last Sold Summary

      • 105 Days On Market

      Last Listing Agent Nancy Duryea Cronin & Company Real Estate

  • 345 Drexel Dr, Pine Bush, NY 12566
    345 Drexel Dr, Pine Bush, NY 12566
    345 Drexel Dr, Pine Bush, NY 12566
    /35

    $625,000

    • 5 Beds
    • 2 Baths
    • 2,504 Sq Ft

    345 Drexel Dr, Pine Bush, NY 12566

    Exceptional income-producing potential awaits at this one-of-a-kind country property, where great space meets endless opportunity. Set against a backdrop of bucolic vistas of the Shawangunk mountains, in an area dotted with beautiful horse farms and wineries, this remarkable property invites you to relax and unwind from the comfort of the classic rocking-chair front porch while taking in the

    KATHERINE (KIT) COLBOURN WRYE BHHS Hudson Valley Properties

    345 Drexel Dr, Pine Bush, NY 12566
  • 912 Wallkill Ave, Wallkill, NY 12589

    $420,000

    Sold Dec 02, 2025

    912 Wallkill Ave, Wallkill, NY 12589

    • 4 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1963

    Last Sold Summary

    • 1% Below List Price
    • $278/SF
    • 17 Days On Market

    Current Estimated Value $424,869

    Last Listing Agent Dennis Aboagye Keller Williams Realty Group

    912 Wallkill Ave, Wallkill, NY 12589
    • 138 Last Rd, Middletown, NY 10941

      Est $519,195

      Not Listed For Sale

      138 Last Rd, Middletown, NY 10941

      • 3 Beds
      • 2.5 Baths
      • 2,128 Sq Ft
      • Built 1994
      138 Last Rd, Middletown, NY 10941

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Edwin Molina RE/MAX Benchmark Realty Group

  • 17 Last Rd, Middletown, NY 10941
    17 Last Rd, Middletown, NY 10941
    17 Last Rd, Middletown, NY 10941
    /23

    $399,995

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,663 Sq Ft

    17 Last Rd, Middletown, NY 10941

    Welcome to 17 Last Rd, a unique retreat nestled on a sprawling 3.9-acre lot in the heart of Middletown. The upper level features 2 bedrooms and 1 full bathroom, while the lower level offers ground-level access with its own separate entrance, an additional bedroom, and a full bathroom.This versatile 2-bedroom, 2-full-bathroom home is designed to maximize natural light, creating a bright

    Bryant Moran YourHomeSold Guaranteed Realty

    17 Last Rd, Middletown, NY 10941
  • 2888 State Route 17k, Crawford, NY 10941

    $399,000

    Sold Feb 20, 2026

    2888 State Route 17k, Crawford, NY 10941

    • 4 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 1954

    Last Sold Summary

    • $260/SF
    • 52 Days On Market

    Current Estimated Value $399,194

    Last Listing Agent Penny Alper Your Move Matters LLC

    2888 State Route 17k, Crawford, NY 10941
    • 2820 State Route 17k, Middletown, NY 10941

      Est $434,310

      Not Listed For Sale

      2820 State Route 17k, Middletown, NY 10941

      • 3 Beds
      • 1.5 Baths
      • 1,847 Sq Ft
      • Built 1949
      2820 State Route 17k, Middletown, NY 10941

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Carol Scully Keller Williams Realty

  • 45 Bible Camp Rd, Bloomingburg, NY 12721
    45 Bible Camp Rd, Bloomingburg, NY 12721
    45 Bible Camp Rd, Bloomingburg, NY 12721
    /27

    $480,000

    $50K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,898 Sq Ft

    45 Bible Camp Rd, Bloomingburg, NY 12721

    Welcome to this renovated split-level in Pine Bush schools with a large barn! This home PLUS large renovated barn is set just minutes from wine trails, orchards bursting with fruit, artisan breweries like Gardiner Brewing, and the magic of Sam's Point and the Ice Caves, this home is more than a place—it's a lifestyle. Fish in freshwater streams by day, catch a show at City Winery by

    Davina Thomasula Four Seasons Sothebys Intl

    45 Bible Camp Rd, Bloomingburg, NY 12721
  • 7 Meadowood Rd, Montgomery, NY 12549

    $750,000

    Sold Nov 04, 2025

    7 Meadowood Rd, Montgomery, NY 12549

    • 3 Beds
    • 3.5 Baths
    • 5,336 Sq Ft
    • Built 2002

    Last Sold Summary

    • 14% Below List Price
    • $141/SF
    • 67 Days On Market

    Current Estimated Value $803,816

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    7 Meadowood Rd, Montgomery, NY 12549
    • 38 Feiertag Rd, Middletown, NY 10941

      Est $670,528

      Not Listed For Sale

      38 Feiertag Rd, Middletown, NY 10941

      • 4 Beds
      • 4 Baths
      • 3,227 Sq Ft
      • Built 2001
      38 Feiertag Rd, Middletown, NY 10941

      Last Sold Summary

      • 76 Days On Market

      Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group

  • 1836 State Route 52, Walden, NY 12586
    1836 State Route 52, Walden, NY 12586
    1836 State Route 52, Walden, NY 12586
    /14

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,940 Sq Ft

    1836 State Route 52, Walden, NY 12586

    Home with a lot of potential that requires a lot of work and TLC. to bring it back to its real charm. This home is ideal for a mother and father set up that has a lot potential. There is also a spacious 25X25 garage as well with plenty of storage or a work area for the handyman or just for storage. This home is nestled on a 2-acre parcel along with aspacious parking area. Some photos are AI

    Lou Shorette Century 21 E & M Williams Rlty

    1836 State Route 52, Walden, NY 12586
  • 100 Boniface Dr Unit 17C, Pine Bush, NY 12566

    $302,000

    Sold Feb 27, 2026

    100 Boniface Dr Unit 17C, Pine Bush, NY 12566

    • 1 Bed
    • 1.5 Baths
    • 1,206 Sq Ft
    • Built 2017

    Last Sold Summary

    • 5% Above List Price
    • $250/SF
    • 29 Days On Market

    Current Estimated Value $299,658

    Last Listing Agent Maryann Pillitteri Rita Levine Real Estate

    100 Boniface Dr Unit 17C, Pine Bush, NY 12566
    • 32 Feiertag Rd, Middletown, NY 10941

      Est $738,934

      Not Listed For Sale

      32 Feiertag Rd, Middletown, NY 10941

      • 5 Beds
      • 3.5 Baths
      • 4,070 Sq Ft
      • Built 2000
      32 Feiertag Rd, Middletown, NY 10941

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Frank Muccari Cronin & Company Real Estate

  • 12 Neveles Pride Ct, Pine Bush, NY 12566
    12 Neveles Pride Ct, Pine Bush, NY 12566
    12 Neveles Pride Ct, Pine Bush, NY 12566
    /50

    $735,000

    $15K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 2,839 Sq Ft

    12 Neveles Pride Ct, Pine Bush, NY 12566

    Welcome to Your Dream Home in a Highly Desirable Location!Nestled on over 17 private acres, this beautiful colonial offers the perfect blend of space, comfort, and tranquility—set on a quiet cul-de-sac surrounded by well-kept homes.Step inside to find a spacious and inviting layout featuring a formal dining room, perfect for entertaining, and a bright eat-in kitchen ideal for

    Barbara Rojas Curasi Realty, Inc.

    12 Neveles Pride Ct, Pine Bush, NY 12566
  • 24 Woodside Ct, Middletown, NY 10941

    $775,000

    Sold Jan 09, 2026

    24 Woodside Ct, Middletown, NY 10941

    • 5 Beds
    • 3.5 Baths
    • 4,255 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $182/SF
    • 74 Days On Market

    Current Estimated Value $813,284

    Last Listing Agent Philip Barnao eXp Realty

    24 Woodside Ct, Middletown, NY 10941
    • 581 Lybolt Rd, Middletown, NY 10941

      Est $784,252

      Not Listed For Sale

      581 Lybolt Rd, Middletown, NY 10941

      • 4 Beds
      • 2 Baths
      • 2,451 Sq Ft
      • Built 1900
      581 Lybolt Rd, Middletown, NY 10941

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Michelle Gruberger Real Estate Circuit Inc

  • 124 Long Ln, Bloomingburg, NY 12721
    124 Long Ln, Bloomingburg, NY 12721
    124 Long Ln, Bloomingburg, NY 12721
    /35

    $549,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,368 Sq Ft

    124 Long Ln, Bloomingburg, NY 12721

    Lovingly Maintained 3 Bedroom, 2.5 Bath Cape Cod in the Town of Crawford offers 2,368 Sq. Ft. A Full 8 foot rear dormer creates and incredibly spacious, light filled layout. Pristine living space offers a 4 year young Kitchen featuring premium Quartz Counters, Stainless Appliances, a pantry, a breakfast bar, white cabinets and a dinette area with a sliding door leading to a 12 x 21 Timberline

    Joanne Timperio RE/MAX Benchmark Realty Group

    124 Long Ln, Bloomingburg, NY 12721
  • 24 Dunthorne Dr, Bloomingburg, NY 12721

    $660,000

    Sold Jun 04, 2026

    24 Dunthorne Dr, Bloomingburg, NY 12721

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • Built 2006

    Last Sold Summary

    • $254/SF
    • 19 Days On Market

    Current Estimated Value $657,562

    Last Listing Agent Marion Bruhns Howard Hanna Rand Realty

    24 Dunthorne Dr, Bloomingburg, NY 12721
    • 603 Lybolt Rd, Middletown, NY 10941

      Est $680,696

      Not Listed For Sale

      603 Lybolt Rd, Middletown, NY 10941

      • 4 Beds
      • 2.5 Baths
      • 2,744 Sq Ft
      • Built 2002
      603 Lybolt Rd, Middletown, NY 10941

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Anita S. Cristiano Five Star Realty Group Intl

  • 170 Dickerson Ave, Montgomery, NY 12549
    170 Dickerson Ave, Montgomery, NY 12549
    170 Dickerson Ave, Montgomery, NY 12549
    /40

    $999,999

    $190K PRICE DROP
    • 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

    Dylan Woods Howard Hanna Rand Realty

    170 Dickerson Ave, Montgomery, NY 12549
  • 254 Long Ln, Bloomingburg, NY 12721

    $426,000

    Sold Jan 21, 2026

    254 Long Ln, Bloomingburg, NY 12721

    • 3 Beds
    • 1.5 Baths
    • 1,382 Sq Ft
    • Built 1971

    Last Sold Summary

    • 6% Above List Price
    • $308/SF
    • 33 Days On Market

    Current Estimated Value $555,000

    Last Listing Agent Michelle Gruberger Real Estate Circuit Inc

    254 Long Ln, Bloomingburg, NY 12721
    • 2536 State Route 17k, Montgomery, NY 12549

      Est $358,021

      Not Listed For Sale

      2536 State Route 17k, Montgomery, NY 12549

      • 3 Beds
      • 1 Bath
      • 1,300 Sq Ft
      • Built 1958
      2536 State Route 17k, Montgomery, NY 12549

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Luanne McGann Century 21 Full Service Realty

  • 907 Scotchtown Collabar Rd, Middletown, NY 10941
    907 Scotchtown Collabar Rd, Middletown, NY 10941
    907 Scotchtown Collabar Rd, Middletown, NY 10941
    /7

    $685,000

    • 4 Beds
    • 3 Baths
    • 2,887 Sq Ft

    907 Scotchtown Collabar Rd, Middletown, NY 10941

    2,800 plus square foot sprawling ranch on amazing private pastoral parcel with a pond and detached garage great for enthusiasts of all kinds. Great opportunity. Sold as-is. Buyer to pay NYS and any local transfer taxes. Cash Only offers with proof of funds. Property is occupied, do not disturb the occupants.

    Brian Smith River Realty Services, Inc.

    907 Scotchtown Collabar Rd, Middletown, NY 10941
  • 18 Beyers Rd, Middletown, NY 10941

    $665,000

    Sold Nov 26, 2025

    18 Beyers Rd, Middletown, NY 10941

    • 4 Beds
    • 2.5 Baths
    • 2,078 Sq Ft
    • Built 2025

    Last Sold Summary

    • $320/SF
    • 5 Days On Market

    Last Listing Agent Chris Ogden Realty Promotions Inc

    18 Beyers Rd, Middletown, NY 10941
    • 2590 State Route 17k, Montgomery, NY 12549

      Est $892,366

      Not Listed For Sale

      2590 State Route 17k, Montgomery, NY 12549

      • 4 Beds
      • 3 Baths
      • 3,912 Sq Ft
      • Built 2003
      2590 State Route 17k, Montgomery, NY 12549

      Last Sold Summary

      • 331 Days On Market

      Last Listing Agent Susan Giordano Hudson Premium Realty

  • 40 Hueg Place, Pine Bush, NY 12566
    40 Hueg Place, Pine Bush, NY 12566
    40 Hueg Place, Pine Bush, NY 12566
    /50

    $495,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,436 Sq Ft

    40 Hueg Place, Pine Bush, NY 12566

    Beautifully maintained raised ranch located in the peaceful Hamlet of Crawford within the Pine Bush Central School District. Situated on just under .75 ; of an acre and conveniently located just 20 minutes from Highway 17, this home offers the perfect blend of comfort, functionality, and country charm. The main level features an open-concept kitchen and dining area with stainless steel

    Timothy Babicz Iron Valley RE Tri-State

    40 Hueg Place, Pine Bush, NY 12566
  • 100 Crans Rd, Middletown, NY 10941

    $448,500

    Sold Aug 10, 2026

    100 Crans Rd, Middletown, NY 10941

    • 2 Beds
    • 1 Bath
    • 988 Sq Ft
    • Built 1979

    Last Sold Summary

    • 4% Above List Price
    • $454/SF
    • 36 Days On Market

    Current Estimated Value $426,584

    Last Listing Agent Darlene Provino Century 21 E & M Williams Rlty

    100 Crans Rd, Middletown, NY 10941
    • 45 Joshua Dr, Bloomingburg, NY 12721

      Est $515,436

      Not Listed For Sale

      45 Joshua Dr, Bloomingburg, NY 12721

      • 3 Beds
      • 3 Baths
      • 2,126 Sq Ft
      • Built 1989
      45 Joshua Dr, Bloomingburg, NY 12721

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Brea Ramlow Stepping Stone Realty

  • 39 Jacob Rumph Ct, Montgomery, NY 12549
    39 Jacob Rumph Ct, Montgomery, NY 12549
    39 Jacob Rumph Ct, Montgomery, NY 12549
    /27

    $750,000

    $9K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,057 Sq Ft

    39 Jacob Rumph Ct, Montgomery, NY 12549

    Welcome home! This 4 bed, 3 bath Colonial situated on just over 18 acres. FIRST FLOOR PRIMARY ENSUITE! Step inside to the spacious foyer, each room offers dedicated living spaces and hardwood flooring throughout. Formal dining, eat in kitchen with granite & SS appliances, conveniently located laundry/mudroom off garage. Spacious living room featuring a gas fireplace and large windows with

    Christina Wilger RE/MAX Benchmark Realty Group

    39 Jacob Rumph Ct, Montgomery, NY 12549
  • 477 Drexel Dr, Pine Bush, NY 12566

    $473,000

    Sold Oct 02, 2025

    477 Drexel Dr, Pine Bush, NY 12566

    • 3 Beds
    • 3 Baths
    • 2,215 Sq Ft
    • Built 1992

    Last Sold Summary

    • 1% Below List Price
    • $214/SF
    • 57 Days On Market

    Current Estimated Value $481,089

    Last Listing Agent Derek Greene Greene Realty Group

    477 Drexel Dr, Pine Bush, NY 12566
    • 4 Robins Dr, Circleville, NY 10919

      Est $655,330

      Not Listed For Sale

      4 Robins Dr, Circleville, NY 10919

      • 4 Beds
      • 1.5 Baths
      • 1,680 Sq Ft
      • Built 1940
      4 Robins Dr, Circleville, NY 10919

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Valeria Rios KW Hudson Valley United

  • 107 Dunthorne, Pine Bush, NY 12566
    107 Dunthorne, Pine Bush, NY 12566
    107 Dunthorne, Pine Bush, NY 12566
    /44

    $765,000

    Pending
    • 7 Beds
    • 7 Baths
    • 4,428 Sq Ft

    107 Dunthorne, Pine Bush, NY 12566

    Live Luxury for Less: 5 BR Colonial with 2 bedroom Rental Unit on 10 Acres! 7 Total bedrooms. Offset your mortgage without sacrificing an ounce of luxury. This stunning, fully renovated (2019) legal 2-family Colonial sits on 10 acres of pristine land, offering the ultimate setup for multi-generational living or savvy house-hacking. The main home boasts a grand vaulted entryway, a gourmet granite

    Maureen Cronin CRONIN & COMPANY REAL ESTATE

    107 Dunthorne, Pine Bush, NY 12566
  • 5319 Searsville Rd, Pine Bush, NY 12566

    $482,500

    Sold Sep 28, 2026

    5319 Searsville Rd, Pine Bush, NY 12566

    • 3 Beds
    • 1.5 Baths
    • 2,212 Sq Ft
    • Built 1955

    Last Sold Summary

    • 3% Below List Price
    • $218/SF
    • 66 Days On Market

    Current Estimated Value $491,286

    Last Listing Agent Dulce M Ferrera KW Hudson Valley United

    5319 Searsville Rd, Pine Bush, NY 12566
    • 39 S High St, Bloomingburg, NY 12721

      Est $261,324

      Not Listed For Sale

      39 S High St, Bloomingburg, NY 12721

      • 3 Beds
      • 1 Bath
      • 1,030 Sq Ft
      • Built 1930
      39 S High St, Bloomingburg, NY 12721

      Last Sold Summary

      • 124 Days On Market

      Last Listing Agent Kathy White Exit Realty Connections

  • 99 Boniface Dr Unit 6B, Pine Bush, NY 12566

    $310,000

    Sold Nov 14, 2025

    99 Boniface Dr Unit 6B, Pine Bush, NY 12566

    • 2 Beds
    • 2 Baths
    • 1,546 Sq Ft
    • Built 2000

    Last Sold Summary

    • 3% Below List Price
    • $201/SF
    • 185 Days On Market

    Last Listing Agent Frank Tangredi Frank Tangredi Realty Company

    99 Boniface Dr Unit 6B, Pine Bush, NY 12566
    • 46 Petticoat Ln, Bloomingburg, NY 12721

      Est $483,244

      Not Listed For Sale

      46 Petticoat Ln, Bloomingburg, NY 12721

      • 3 Beds
      • 2 Baths
      • 1,508 Sq Ft
      • Built 1987
      46 Petticoat Ln, Bloomingburg, NY 12721

      Last Sold Summary

      • 74 Days On Market

      Last Listing Agent Dawn Bulson Century 21 Geba Realty

  • 6 Snow St, Bloomingburg, NY 12721

    $560,000

    Sold May 08, 2026

    6 Snow St, Bloomingburg, NY 12721

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft
    • Built 2000

    Last Sold Summary

    • 12% Above List Price
    • $278/SF
    • 22 Days On Market

    Current Estimated Value $534,250

    Last Listing Agent Steve Esposito HomeSmart Homes & Estates

    6 Snow St, Bloomingburg, NY 12721
    • 98 Petticoat Ln, Bloomingburg, NY 12721

      Est $566,668

      Not Listed For Sale

      98 Petticoat Ln, Bloomingburg, NY 12721

      • 4 Beds
      • 2.5 Baths
      • 2,320 Sq Ft
      • Built 1987
      98 Petticoat Ln, Bloomingburg, NY 12721

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Kathy White Exit Realty Connections

  • 5328 Searsville Rd, Pine Bush, NY 12566

    $500,000

    Sold Sep 25, 2026

    5328 Searsville Rd, Pine Bush, NY 12566

    • 4 Beds
    • 3 Baths
    • 2,260 Sq Ft
    • Built 1955

    Last Sold Summary

    • 5% Below List Price
    • $221/SF
    • 94 Days On Market

    Current Estimated Value $492,820

    Last Listing Agent Gary MacEntee Keller Williams Realty

    5328 Searsville Rd, Pine Bush, NY 12566
    • 238 Petticoat Ln, Bloomingburg, NY 12721

      Est $527,082

      Not Listed For Sale

      238 Petticoat Ln, Bloomingburg, NY 12721

      • 3 Beds
      • 3 Baths
      • 2,171 Sq Ft
      • Built 1999
      238 Petticoat Ln, Bloomingburg, NY 12721

      Last Sold Summary

      • 183 Days On Market

      Last Listing Agent Patricia Trail Century 21 Full Service Realty

Showing Results 161 - 200, Page 5 of 18

New York Orange County

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group