34

Crawford, NY Homes for Sale with Acreage

Section Image Section Image
  • /37

    $524,999

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    1327 County Route 17, Walden, NY 12586

    Welcome to this charming 3-bedroom, 1-bath Ranch-style home nestled on 1.80 picturesque acres in the Crawford area of Walden, NY. Built in 1952 and thoughtfully updated, this 1,344 sq ft home offers the perfect blend of classic character and modern comfort.Step inside to find beautiful hardwood and tile flooring throughout, an open kitchen featuring white cabinetry, subway tile backsplash,

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    (329) 210-3485

    1327 County Route 17, Walden, NY 12586
  • /45

    $874,999

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

    294 Comfort Trail, Montgomery, NY 12549

    TOWN OF CRAWFORD LOG HOME SITUATED ON 25+ ACRES OF SERENE WOODED LAND. This charming 3-bedroom, 2-bathroom log home is situated in the Town of Crawford, within the Pine Bush School District. Conveniently located just 10-15 minutes from local restaurants, shopping centers, and essential services such as banking and postal facilities, this home offers both comfort and accessibility. Surrounded by

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    (845) 622-8077

    294 Comfort Trail, Montgomery, NY 12549
  • /50

    $649,900

    • 6 Beds
    • 4 Baths
    • 2,488 Sq Ft

    2056 State Route 17k, Montgomery, NY 12549

    Two adjacent properties offered together as a single opportunity (2056 & 2060 Rt 17K): a preserved 1840 historic farmhouse paired with a separate 2-bedroom residence, with a combined total of approximately 4 acres, 6 bedrooms, 4 baths, and roughly 2,500 square feet of combined living space in Montgomery's Town of Crawford. Built in 1840 and preserved with rare integrity by just two families in

    Matthew Morreale

    J. Morreale, LTD

    (845) 552-9678

    2056 State Route 17k, Montgomery, NY 12549
  • /45

    $625,000

    $75K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,124 Sq Ft

    2823 State Route 52, Pine Bush, NY 12566

    Positioned within the Town of Shawangunk’s Route 52 Business Corridor (BC-52), this property offers exceptional flexibility for a wide range of uses including retail, office, and personal services. The zoning also supports mixed-use layouts that allow for both residential living and commercial use on the same property, creating the opportunity to live and operate your business in one location.

    Agent Photo

    Brian Caplicki

    KW Hudson Valley Untied

    (845) 328-6658

    2823 State Route 52, Pine Bush, NY 12566
  • /36

    $649,500

    New Construction
    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft

    TBD Crawford St, Pine Bush, NY 12566

    NEW CONSTRUCTION at a Great Value for 3000 sq ft right outside of Pine Bush - Experience modern design and high quality craftsmanship in this stunning home offering approximately 3,000 sq ft, 4 bedrooms, and 3 full baths. The MAIN LEVEL features an open concept layout with soaring 16’ ceilings, spacious bedrooms, and a private primary suite with vaulted ceiling, walk-in closet, and a beautifully

    Philip Barnao eXp Realty

    TBD Crawford St, Pine Bush, NY 12566
  • /50

    $799,000

    Open Sat 12AM - 2PM $151K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 4,428 Sq Ft

    107 Dunthorne Dr, Bloomingburg, NY 12721

    A home that truly has it all!! Step into this beautifully renovated (2019) legal 2-family colonial set on a 10-acres—where space, style, and opportunity come together perfectly. The separate apartment is ideal for extra income or extended living, featuring a cozy living room, inviting family room with an electric fireplace, full kitchen, dining area, 2 bedrooms, and washer/dryer hook up—bringing

    Elizabeth Perrego Cronin & Company Real Estate

    107 Dunthorne Dr, Bloomingburg, NY 12721
  • /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
  • /36

    $599,000

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

    145 Youngblood Rd, Montgomery, NY 12549

    "We know this property is worth more, but we're letting the market decide! Welcome to 145 Youngblood Road, a rare opportunity where endless possibilities meet peaceful country living. This oversized ranch style home offers exceptional flexibility with a separate apartment above the garage, creating the perfect setup for multigenerational living, owner occupied investment opportunities, guest

    Anesha Nesbitt eXp Realty

    145 Youngblood Rd, Montgomery, NY 12549
  • /50

    $975,000

    Open Sun 11AM - 12:30PM
    • 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
  • /50

    $475,000

    • 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
  • /34

    $599,999

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

    18 Locust Dr, Montgomery, NY 12549

    Privacy, space, and turn key comfort come together at this beautiful home in Montgomery, NY. Set back from the road on 2.5 partially wooded acres, this 3 bedroom (plus a large bonus room), 2.5 bathroom colonial offers the peaceful setting buyers want with the everyday convenience they need. Surrounded by trees for privacy, the property features flat, cleared land around the front, back, and sides

    JOHN SCARANO Keller Williams Realty

    18 Locust Dr, Montgomery, NY 12549
  • /50

    $899,000

    $40K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,894 Sq Ft

    114 Last Rd, Middletown, NY 10941

    Distinctive 11-Acre Country Retreat - More than a home, this property delivers a lifestyle defined by space, privacy, and ease. Set across two parcels totaling 11.1 acres, this distinctive Cape Cod combines thoughtful design and easy, everyday living. From the expansive covered front porch to the farmhouse-style entry, the home immediately feels airy and inviting. Inside, the home balances warmth

    Michelle Genatempo Howard Hanna Rand Realty

    114 Last Rd, Middletown, NY 10941
  • /41

    $580,000

    • 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
  • /49

    $2,595,000

    $155K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,059 Sq Ft

    26 Roberson Ave, Pine Bush, NY 12566

    Welcome to the Daniel Bull House, a remarkable 1787 estate and one of the Hudson Valley’s finest examples of early American stone architecture. Originally built by one of Hudson Valley’s founding families, this historic stone residence has been masterfully restored, blending old world craftsmanship with modern luxury. Ideally located just minutes from town yet offering the serenity of a private

    Shaina Marron Houlihan Lawrence, Inc

    26 Roberson Ave, Pine Bush, NY 12566
  • /39

    $659,000

    $66K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,048 Sq Ft

    210 Bible Camp Rd, Bloomingburg, NY 12721

    New build 30x40x14 -1200 sq ft , finished work shop with heat, 100a electrical service and vehicle lift. Piped for air compressor! Set on a picturesque 2.3-acre parcel, this extraordinary 1780s farmhouse seamlessly blends timeless historic character with thoughtful modern renovations. Completely updated while preserving the exceptional craftsmanship of its era, the home showcases original

    David White Owner Entry.com

    210 Bible Camp Rd, Bloomingburg, NY 12721
  • /33

    $525,000

    • 3 Beds
    • 3 Baths
    • 1,900 Sq Ft

    163 van Keuren Ave, Pine Bush, NY 12566

    Welcome to this maintained split-level home, set on a beautifully landscaped 1.1-acre corner lot in the Pine Bush School District. Offering 3 bedrooms, 3 full bathrooms, and a versatile multi-level floor plan, this home combines comfort, functionality, and pride of ownership throughout. The sun-filled main level features soaring cathedral ceilings, an open-concept kitchen and dining area, granite

    Melissa Forsyth Hudson Valley Home Connection

    163 van Keuren Ave, Pine Bush, NY 12566
  • /39

    $424,999

    • 3 Beds
    • 1 Bath
    • 1,499 Sq Ft

    53 Bible Camp Rd, Bloomingburg, NY 12721

    Discover the perfect blend of modern sophistication and serene country living in this beautifully updated, 1,499-square-foot single-family retreat. Nestled on an expansive 4.8-acre lot, this property offers a rare combination of ultimate privacy and effortless convenience within the vibrant Orange and Sullivan County region.From the moment you step inside there is a seamless flow through the

    Leidy Placido Howard Hanna Rand Realty

    53 Bible Camp Rd, Bloomingburg, NY 12721
  • /16

    $19,900

    • Land
    • 2.8 Acres
    • $7,107 per Acre

    L16 New York 52, Pine Bush, NY 12566

    Here's your chance to secure a unique assignment opportunity on a beautiful, wooded lot with endless potential. This land is perfect for anyone seeking a peaceful retreat surrounded by nature. The property offers plenty of options - fishing in a serene location, create a hunting getaway, or hold it as an investment for the future. With mature trees and natural beauty all around, it provides the

    John O’Neill-Knasick EXP REALTY

    L16 New York 52, Pine Bush, NY 12566
  • /14

    $499,000

    • 3 Beds
    • 3 Baths
    • 2,108 Sq Ft

    310 Gillespie St, Pine Bush, NY 12566

    Nestled on a scenic 2.5- acre lot, this 2100 sqft. home offers a generous and functional living space, a flexible floor plan, and endless possibilities. This 3-bedroom, 3-bath home is ready for its next chapter and awaits a buyer to give this home a refresh and make it their own. Conveniently located near PineBush shops, schools, and major roadways, this is a wonderful opportunity to create your

    Regina Lombardo KW Hudson Valley United

    310 Gillespie St, Pine Bush, NY 12566
  • /33

    $799,000

    • 3 Beds
    • 2 Baths
    • 2,958 Sq Ft

    291 Comfort Trail, Montgomery, NY 12549

    Charming, authentic Farmhouse, maintaining plenty of rustic charm with some exposed hand hewn beams, but with every modern update. Private in ground pool, big bonus room over garage, all systems updated or replaced. Central air, new septic tank. Fully furnished for the right buyer. Photos dont do it justice. This home is warm and interesting, you will be refreshed. COME AND SEE!

    Mark Tierney Howard Hanna Rand Realty

    291 Comfort Trail, Montgomery, NY 12549
  • /23

    $529,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,928 Sq Ft

    2191 State Route 52, Pine Bush, NY 12566

    Beautiful 3 bedroom, 2.5 bath ranch-style home set on 3.3 private, park-like acres in the Pine Bush School District. This well-maintained property offers peaceful country living with equestrian potential, featuring fenced pasture areas, barn/run-in shed, multiple outbuildings, and expansive usable grounds surrounded by mature trees for exceptional privacy. Inside, the home features a large

    Martin Remo RE/MAX Prime Properties

    2191 State Route 52, Pine Bush, NY 12566
  • /47

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    7 Judson Rd, Montgomery, NY 12549

    Priced to sell! Come see this beautiful, recently, and tastefully refreshed 8 room, 4 bedroom, 2.5 bath, 1800 sq. ft. colonial, perched atop a lovely, private, 1.5 acre property, in an area of upscale homes and in the Pine Bush School District. It features an open floor plan on the first level with superb kitchen, 4 year old stainless steel appliances, granite countertops, with nook that opens to

    Marion Bruhns Howard Hanna Rand Realty

    7 Judson Rd, Montgomery, NY 12549
  • /50

    $495,000

    Open Sat 10AM - 12PM $30K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,260 Sq Ft

    5328 Searsville Rd, Pine Bush, NY 12566

    Welcome to this beautifully maintained 4 bedroom, 3 full bath home in the Pine Bush school district! Set on a picturesque 1 acre lot, and offering 2260 square feet of living space, this home combines classic charm with modern updates. Many updates and improvements have been completed within the last few years. Inside you will find hardwood floors, granite countertops, and a thoughtfully designed

    Gary MacEntee Keller Williams Realty

    5328 Searsville Rd, Pine Bush, NY 12566
  • /44

    $575,000

    • 4 Beds
    • 2.5 Baths
    • 3,038 Sq Ft

    20 County Highway 17, Thompson Ridge, NY 10985

    Centrally located within approximately 20 minutes of Resorts World Catskills, The Kartrite Resort & Indoor Waterpark, Minnewaska State Park, LEGOLAND New York, New Paltz, local wineries, shopping, MTA train access, Angry Orchard, and several sought-after Hudson Valley/Catskills golf destinations, this property offers the perfect blend of convenience, recreation, and lifestyle. Golf enthusiasts

    Michelle Gruberger Real Estate Circuit Inc

    20 County Highway 17, Thompson Ridge, NY 10985
  • /31

    $449,999

    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    559 Hill Ave, Walden, NY 12586

    Surrounded by hundreds of acres of county land, this remarkable property offers a level of privacy, tranquility, and natural beauty that is increasingly difficult to find. Tucked away in a peaceful woodland setting, yet conveniently located near the amenities that make the Hudson Valley so desirable, this is the retreat you've been waiting for. Designed for effortless single-level living, the

    Frank Muccari Cronin & Company Real Estate

    559 Hill Ave, Walden, NY 12586
  • /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
  • /44

    $625,000

    • 4 Beds
    • 3.5 Baths
    • 3,288 Sq Ft

    190 Dunthorne Dr, Bloomingburg, NY 12721

    Set on 12 picturesque acres with sweeping pastoral views, this beautifully maintained 1840 farmhouse blends historic charm with the comforts of modern living. Offering 4 bedrooms and 3.5 baths, the home features original wood floors, generous living spaces, and a flexible floor plan suited for a variety of lifestyles.The main level includes a welcoming living room with a wood-burning

    Patrycja Warda Corcoran Country Living

    190 Dunthorne Dr, Bloomingburg, NY 12721
  • /23

    $429,000

    • 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 and airy

    Bryant Moran YourHomeSold Guaranteed Realty

    17 Last Rd, Middletown, NY 10941
  • /50

    $735,000

    Open Sat 12PM - 2PM $15K PRICE DROP
    • 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 everyday living.

    Barbara Rojas Curasi Realty, Inc.

    12 Neveles Pride Ct, Pine Bush, NY 12566
  • /49

    $850,000

    $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 4,090 Sq Ft

    464 Union School Rd, Middletown, NY 10941

    Nestled on a private 5.1-acre property, this custom contemporary Cape-style home offers the perfect balance of luxury, comfort, and natural beauty. Thoughtfully designed with refined finishes and exceptional living spaces, this residence creates an inviting retreat while still being close to the many attractions of the Hudson Valley. Step inside to discover a bright and spacious main level

    Colin Seitz RE/MAX Benchmark Realty Group

    464 Union School Rd, Middletown, NY 10941
  • /35

    $549,900

    Open Sun 1PM - 4PM
    • 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
  • /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
  • /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
  • /3

    $725,000

    • 4 Beds
    • 2.5 Baths
    • 2,650 Sq Ft

    263 Burlingham Rd Unit 271, Bloomingburg, NY 12721

    Welcome to White Pine Estates. A Brand New Luxury Community in the Pine Bush School District. Minutes to State Rt 17. One Hour and 10 min from NYC. **** Stunning Colonial Home that Features 4 Bedroom 3 Bathroom Offering an Open Floor Plan Huge Rooms. Fireplace 2650Sq Ft. $ 675000This Home has a lot of builders upgrades. Perfectly Situated on a Gorgeous Premium 2 + Acre Lot Plenty of Privacy.

    John Biasi Howard Hanna Rand Realty

    263 Burlingham Rd Unit 271, Bloomingburg, NY 12721

Home Prices in Crawford, NY

Home Price Trends

Median Sale Price
$399,000
Median Single Family Sale Price
$399,000
Average Price Per Sq Ft
$260
Number of Homes for Sale
0
Last 12 months Home Sales
1
Months of Supply
0.00
Median List Price
$398,893
Median Change From 1st List Price
0%
How to Buy a Home How to Finance a Home How to Sell a Home