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Crawford, NY Homes for Sale with Acreage

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  • /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

    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

    Agent Photo

    Matthew Morreale

    J. Morreale, LTD

    2056 State Route 17k, Montgomery, NY 12549
  • /41

    $724,999

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,160 Sq Ft

    45 Goldin Blvd, Walden, NY 12586

    Coming soon to the market!!!

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    45 Goldin Blvd, Walden, NY 12586
  • /32

    $1,175,000

    • Land
    • 126 Acres
    • $9,325 per Acre

    240 Drexel Dr, Pine Bush, NY 12566

    There is a particular kind of quiet that only comes with land you can see clear across. Stand anywhere on this property and the Shawangunk Ridge holds the northern horizon, that long white line of cliff that turns gold the moment the sun starts to drop. The Dwaar Kill moves through the acreage year round, the sound of running water carrying over open pasture and into the woods that edge it. This

    Agent Photo

    Brian Caplicki

    KW Hudson Valley United

    240 Drexel Dr, Pine Bush, NY 12566
  • /46

    $575,000

    $125K 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 United

    2823 State Route 52, Pine Bush, NY 12566
  • /39

    $824,999

    New Construction
    • 4 Beds
    • 3 Baths
    • 3,230 Sq Ft

    59 Paddock Dr, Pine Bush, NY 12566

    ***NEW CONSTRUCTION IN PINE BUSH SCHOOLS!!! Welcome to this new construction home offering 4 bedrooms and 3 full bathrooms on a picturesque 5+ acre lot with serene views of Pakanasink Creek. Located in the Town of Crawford and within the Pine Bush School District, this home provides the perfect blend of tranquility and convenience. Enjoy easy access to local dining, shopping centers, and parks,

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    59 Paddock Dr, Pine Bush, NY 12566
  • /38

    $649,500

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

    78 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

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

    $765,000

    $185K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 4,428 Sq Ft

    107 Dunthorne Dr, Bloomingburg, NY 12721

    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

    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

    $546,900

    $52K PRICE DROP
    • 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

    $945,000

    Open Sun 12PM - 2PM $30K PRICE DROP
    • 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
  • /18

    $700,000

    • Land
    • 19.7 Acres
    • $35,533 per Acre

    728 State Route 302, Pine Bush, NY 12566

    19.7 acres Vacant Land with Mountain Views – Ready for Your Vision: A rare opportunity awaits with this scenic piece of land, once home to a charming residence and now cleared for your next chapter. Nestled in a peaceful setting with breathtaking mountain views, this property offers the perfect canvas for building your dream home, mini estate, or farm. With a previous home on site, electricity is

    Kichka Pascaru Douglas Elliman Real Estate

    728 State Route 302, Pine Bush, NY 12566
  • /46

    $454,500

    • 4 Beds
    • 2 Baths
    • 2,177 Sq Ft

    740 Wallkill Ave, Wallkill, NY 12589

    Set on 1.3 acres in the Town of Crawford, this spacious of flexible living space, including a legal accessory apartment ideal for multi-generational living, extended guests, or supplemental income. With two kitchens, multiple living areas, and a full basement, the layout provides exceptional versatility for a wide range of needs.The property features a peaceful, level lot perfect for outdoor

    Michelle Gruberger Real Estate Circuit Inc

    740 Wallkill Ave, Wallkill, NY 12589
  • /50

    $449,900

    $25K PRICE DROP
    • 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

    $600,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    80 Burlingham Rd, Pine Bush, NY 12566

    A rare offering where timeless charm, refined design, and the beauty of the Hudson Valley come together. Set on more than four picturesque acres in Pine Bush, this impeccably renovated 4-bedroom, 2-bath Cape offers an exceptional blend of elegance, privacy, and modern comfort. Thoughtfully reimagined with meticulous attention to detail, the home showcases a stunning quartz kitchen with new

    Cindy Rosario Madison & Co. Boutique Realty

    80 Burlingham Rd, Pine Bush, NY 12566
  • /36

    $445,000

    • 3 Beds
    • 2 Baths
    • 2,116 Sq Ft

    176 County Route 17, Pine Bush, NY 12566

    Welcome home to 176 County Route 17 in Thompson Ridge! This well-maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and country charm. Step down from the main living area to an additional, large family room/dining room; perfect for entertaining with its vaulted ceilings, natural light and entry onto the back patio and garden. A standout feature is the oversized

    Britanni Gaucher Keller Williams Realty

    176 County Route 17, Pine Bush, NY 12566
  • /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
  • /24

    $724,000

    $5K PRICE DROP Pre-Foreclosure
    • 4 Beds
    • 3 Baths
    • 3,300 Sq Ft

    27 Grosso Ct, Montgomery, NY 12549

    Private 6.5-acre Victorian retreat with heated salt water pool! Tucked away on a quiet cul-de-sac, this impressive home features a dramatic two-story foyer, soaring ceilings, creates a grand first impression and leads to spacious living areas throughout the home and a flexible floor plan with exceptional potential on each floor including the walk out basement. Enjoy scenic views, generous indoor

    Camelia Pena-Rivera RE/MAX Distinguished Hms.&Prop

    27 Grosso Ct, Montgomery, NY 12549
  • /41

    $535,000

    $45K PRICE DROP
    • 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
  • /33

    $515,000

    $10K PRICE DROP
    • 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
  • /50

    $2,700,000

    • 3 Beds
    • 3 Baths
    • 2,669 Sq Ft

    123 Collabar Rd, Montgomery, NY 12549

    Labors of love are the best kind. They’re ones that carry projects further than any fuel can. At just 60 miles northwest of NYC, this bucolic equine estate served as a private polo field, equestrian center and most importantly a place to live within a landscape that could just as easily be the fields of France or Orange County. When purchased in 2011 the current owners enlisted a renowned

    Lisa Mulcahy Ellis Sotheby's Intl Realty

    123 Collabar Rd, Montgomery, NY 12549
  • /23

    $499,000

    $50K 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

    $519,000

    $6K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    7 Judson Rd, Montgomery, NY 12549

    Priced to sell and fully available. 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

    Marion Bruhns Howard Hanna Rand Realty

    7 Judson Rd, Montgomery, NY 12549
  • /29

    $669,000

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

    83 Little Collabar Rd, Montgomery, NY 12549

    One incredibly upgraded home with two driveways and two garages! This fully renovated 4-bedroom, 2.5-bath, 2,646-square-foot Colonial checks boxes you didn't even know you had. A second driveway leads to a heated 24x30 workshop with a car lift, ideal for hobbyists or anyone needing serious workspace, plus a portable garage for extra storage.Inside, hardwood floors run throughout the freshly

    James LaTempa Compass Greater NY, LLC

    83 Little Collabar Rd, Montgomery, NY 12549
  • /50

    $495,000

    $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
  • /19

    $235,000

    • 3 Beds
    • 2 Baths
    • 1,374 Sq Ft

    328 Stone School House Rd, Bloomingburg, NY 12721

    Calling all investors, flippers, and contractors! This is the opportunity you've been waiting for. Situated on a pristine, level 1-acre lot in the highly desirable Pine Bush School District, this 3-bedroom, 2-bath home ranch has hit the market. With the right vision and renovations, this property offers exceptional upside and the chance to create significant value. Whether you're looking for your

    Rachel Hunt Realty Promotions Inc

    328 Stone School House Rd, Bloomingburg, NY 12721
  • /49

    $690,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,286 Sq Ft

    64 Blaha Ln, Bloomingburg, NY 12721

    An incredible 12.8-acre private retreat featuring a beautiful Colonial home and exciting future possibilities! Located at 64 Blaha Lane in Bloomingburg, this special property offers the rare combination of a spacious residence, expansive land, privacy, and tremendous potential. The impressive Colonial provides a welcoming and comfortable place to call home, with a timeless design and plenty of

    Joseph Rosenfeld Flag Realty Group

    64 Blaha Ln, Bloomingburg, NY 12721
  • /46

    $569,000

    $6K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,038 Sq Ft

    20 County Highway 17, Thompson Ridge, NY 10985

    Your Private Hudson Valley Escape with Heated Pool and Outdoor Entertaining Oasis -Welcome to your Hudson Valley retreat! Situated on nearly 2 private acres, this spacious 5-bedroom, 3-full-bath home offers the perfect combination of comfort, character, and outdoor living. With over 3,000 square feet of living space, there's plenty of room for family, guests, a home office, or multigenerational

    Michelle Gruberger Real Estate Circuit Inc

    20 County Highway 17, Thompson Ridge, NY 10985
  • /41

    $599,900

    • 3 Beds
    • 1.5 Baths
    • 2,048 Sq Ft

    210 Bible Camp Rd, Bloomingburg, NY 12721

    STOP YOUR SEARCH! INCREDIBLE PROPERTY! NEWLY ADDED 1200 Sq Ft SHOP!! DREAM GROUNDS!! MUST SEE!!! Step into a timeless piece of Hudson Valley history at 210 Bible Camp Road, an extraordinary 1780s farmhouse where centuries old craftsmanship meets refined modern living. Perfectly positioned on a truly picturesque 2.3 acre parcel in the Town of Crawford within the highly regarded Pine Bush School

    Frank Muccari Cronin & Company Real Estate

    210 Bible Camp Rd, Bloomingburg, NY 12721
  • /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

    $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 and airy

    Bryant Moran YourHomeSold Guaranteed Realty

    17 Last Rd, Middletown, NY 10941
  • /50

    $735,000

    $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
  • /35

    $549,900

    • 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

    $1,145,000

    $45K 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 up to

    Dylan Woods Howard Hanna Rand Realty

    170 Dickerson Ave, 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 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%
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