Cragsmoor, NY Homes

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  /25

  $799,000

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  330 Vista Maria Rd, Pine Bush, NY 12566

  CRAGSMOOR - MODERN TWO-STORY CONTEMPORARY WITH MOUNTAIN & SUNSET VIEWS Looking for a fabulous weekend retreat or full-time residence? This striking contemporary home offers the perfect blend of style, comfort, and natural beauty in the historic hamlet of Cragsmoor. The upper level is the heart of the home, showcasing soaring cathedral ceilings and expansive windows that fill the space with

  

  Mary Sheeley

  Century 21 Stoeckeler RE

  (845) 957-9763

  330 Vista Maria Rd, Pine Bush, NY 12566
• Explore Cragsmoor

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  /12

  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 576 Sq Ft
  • House for Rent

  44 Dellenbaugh Rd, Pine Bush, NY 12566

  A wonderful opportunity to escape the hectic lifestyle and live within a community bathed in deep nature yet close to major roads for easy commuting. Whether this is a full-time home or weekend get-away this fully renovated and furnished 2-bedroom 1 bath cottage is a little slice of heaven. Located in the historic artist community of Cragsmoor home to 5000-acre Sam's Point Preserve and Bear Hill

  Carolyn Peters-Baker Keller Williams Realty HV Nort

  44 Dellenbaugh Rd, Pine Bush, NY 12566
• 

  $480,000 Sold Jul 14, 2025

  97 Vista Maria Rd, Pine Bush, NY 12566

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1938

  Last Sold Summary

  • 3% Below List Price
  • $436/SF
  • 44 Days On Market

  Current Estimated Value $467,652

  Last Listing Agent Carolyn Peters-Baker Keller Williams Hudson Valley

  97 Vista Maria Rd, Pine Bush, NY 12566
• 

  Est $803,686 Not Listed For Sale

  205 Hartshorn Rd, Wawarsing, NY 12420

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft
  • Built 1959

  205 Hartshorn Rd, Wawarsing, NY 12420

  Last Sold Summary

  • 4% Above List Price
  • $447/SF
  • 19 Days On Market

  Last Sold Price $775,000

  Last Listing Agent Daniel Romero Compass Greater NY, LLC
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  /36

  $813,000

  • 4 Beds
  • 2 Baths
  • 2,056 Sq Ft

  421-423 Hillside Rd, Cragsmoor, NY 12420

  This 4-bedroom 2 bath main house, and 3-bedroom 1 bath cottage are located on 4.5 wooded acres with scenic views in the historic artists' hamlet of Cragsmoor, located on a ridge in the Shawangunk Mountains. The community is encircled by 24,000 acres of lands protected by the Minnewaska State Park Preserve with Sam's Point Preserve minutes from the property. The main house was built in 1907 by the

  Carolyn Peters-Baker Keller Williams Realty HV Nort

  421-423 Hillside Rd, Cragsmoor, NY 12420
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  /26

  $698,000 Sold Mar 12, 2026

  57 Dellenbaugh Rd, Wawarsing, NY 12420

  • 4 Beds
  • 2 Baths
  • 2,094 Sq Ft
  • Built 1907

  Last Sold Summary

  • 4% Below List Price
  • $333/SF
  • 120 Days On Market

  Current Estimated Value $722,591

  Last Listing Agent Kristen Jock Compass Greater NY, LLC

  57 Dellenbaugh Rd, Wawarsing, NY 12420
• 

  Est $577,229 Not Listed For Sale

  374 Cragsmoor Rd, Cragsmoor, NY 12420

  • 3 Beds
  • 1.5 Baths
  • 1,664 Sq Ft
  • Built 1926

  374 Cragsmoor Rd, Cragsmoor, NY 12420

  Last Sold Summary

  • 4% Below List Price
  • $362/SF
  • 15 Days On Market

  Last Sold Price $603,000

  Last Listing Agent Katy Porte Compass Greater NY, LLC
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  /35

  $835,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,240 Sq Ft

  405 Vista Maria Rd, Cragsmoor, NY 12420

  Vintage charm meets modern convenience in this circa 1900 Cragsmoor home. Situated on a 1.46-acre corner lot at the top of the hill, this property is located in the picturesque hamlet of Cragsmoor—known for its sweeping vistas and access to over 5,000 acres of protected land perfect for hiking, exploring, and enjoying nature’s serenity.A short distance to the post office and library, the

  Carolyn Peters-Baker Keller Williams Hudson Valley

  405 Vista Maria Rd, Cragsmoor, NY 12420
• 

  $925,000 Sold May 07, 2025

  219 Hartshorn Rd, Pine Bush, NY 12566

  • 6 Beds
  • 3.5 Baths
  • 3,542 Sq Ft
  • Built 1900

  Last Sold Summary

  • 36% Below List Price
  • $261/SF
  • 124 Days On Market

  Current Estimated Value $949,905

  Last Listing Agent Carolyn Peters-Baker Keller Williams Hudson Valley

  219 Hartshorn Rd, Pine Bush, NY 12566
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  /22

  Not Listed For Sale

  35 Old Inn Rd, Cragsmoor, NY 12420

  • 2 Beds
  • 2 Baths
  • 1,308 Sq Ft
  • Built 1995

  35 Old Inn Rd, Cragsmoor, NY 12420

  Last Sold Summary

  • $354/SF
  • 69 Days On Market

  Last Sold Price $463,000

  Last Listing Agent Carolyn Peters-Baker Keller Williams Realty HV Nort
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  /2

  $69,000

  • Land
  • 2.5 Acres
  • $27,600 per Acre

  0 Road A, Cragsmoor, NY 12566

  **Discover Your Private Sanctuary in Cragsmoor** Envision the opportunity to construct your dream retreat on the last available lot within a picturesque wooded subdivision. This 2.5-acre lightly wooded parcel is situated on a serene and quiet road, providing an ideal balance of privacy and community. - **Secluded Location:** Experience the peace and tranquility of nature, far removed from the

  Guy Cusumano Howard Hanna Rand Realty

  0 Road A, Cragsmoor, NY 12566
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  /24

  $860,000 Sold Dec 21, 2025

  115 Schuyler Ave, Pine Bush, NY 12566

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Below List Price
  • $410/SF
  • 3 Days On Market

  Last Listing Agent Ester Rogatsky Rogo Realty LLC

  115 Schuyler Ave, Pine Bush, NY 12566
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  Est $643,667 Not Listed For Sale

  244 Vista Maria Rd, Pine Bush, NY 12566

  • 3 Beds
  • 2 Baths
  • 1,626 Sq Ft
  • Built 1905

  244 Vista Maria Rd, Pine Bush, NY 12566

  Last Sold Summary

  • 1% Below List Price
  • $400/SF
  • 41 Days On Market

  Last Sold Price $650,000

  Last Listing Agent Gina Dudgeon Howard Hanna Rand Realty
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  /12

  $114,999

  • Land
  • 0.78 Acre
  • $147,435 per Acre

  0 Henry Rd Unit KEY909778, Cragsmoor, NY 12420

  High on-top the Shawangunk ridge nestled in the coveted historic hamlet of Cragsmoor is a slice of land just under an acre awaiting its new owner. Just minutes to modern conveniences like shopping and dining and mere moments from the breathtaking wonders of Sam's Point Preserve-where ice caves, cascading waterfalls, and panoramic vistas await there will be no shortage of natural beauty to

  Carolyn Peters-Baker Keller Williams Hudson Valley

  0 Henry Rd Unit KEY909778, Cragsmoor, NY 12420
• 

  $579,900 Sold Sep 18, 2025

  348 Cragsmoor Rd, Pine Bush, NY 12566

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft
  • Built 2024

  Last Sold Summary

  • $242/SF
  • 124 Days On Market

  Current Estimated Value $612,897

  Last Listing Agent Philip Barnao eXp Realty

  348 Cragsmoor Rd, Pine Bush, NY 12566
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  Est $288,318 Not Listed For Sale

  252 Cragsmoor Rd, Pine Bush, NY 12566

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft
  • Built 1900

  252 Cragsmoor Rd, Pine Bush, NY 12566

  Last Sold Summary

  • 15% Above List Price
  • $323/SF
  • 14 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Marion Bruhns Howard Hanna Rand Realty
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  /34

  $2,400,000

  • 5 Beds
  • 2.5 Baths
  • 2,784 Sq Ft

  220 Vista Maria Rd, Pine Bush, NY 12566

  Once part of George Inness Jr's iconic 350-acre Chetolah estate. This 5 bedroom, 2.5 bath historic Cragsmoor home includes 3 lots totaling over 34 acres of pristine land with a mix of woodlands, original trails, meadow, pond, stream, expansive views and bordering the 5000-acre Sam's Point preserve for easy hiking enjoyment. An additional cabin is located to the east of the house that has

  Carolyn Peters-Baker Keller Williams Realty HV Nort

  220 Vista Maria Rd, Pine Bush, NY 12566
• 

  

  /46

  $370,000 Sold Jul 01, 2025

  34 Cragsmoor Rd, Pine Bush, NY 12566

  • 3 Beds
  • 1 Bath
  • 1,066 Sq Ft
  • Built 1950

  Last Sold Summary

  • 7% Below List Price
  • $347/SF
  • 26 Days On Market

  Current Estimated Value $348,483

  Last Listing Agent Kathleen Manikowski Compass Greater New York, LLC

  34 Cragsmoor Rd, Pine Bush, NY 12566
• 

  Est $362,024 Not Listed For Sale

  351 Old Plank Rd, Pine Bush, NY 12566

  • 4 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Built 1970

  351 Old Plank Rd, Pine Bush, NY 12566

  Last Sold Summary

  • 15% Above List Price
  • $228/SF
  • 77 Days On Market

  Last Sold Price $315,000

  Last Listing Agent Jason Grossman Keller Williams Hudson Valley
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  /12

  $114,999

  • Land
  • 0.78 Acre
  • $147,435 per Acre

  Tbd Henry Rd, Cragsmoor, NY 12420

  High on-top the Shawangunk ridge nestled in the coveted historic hamlet of Cragsmoor is a slice of land just under an acre awaiting its new owner. Just minutes to modern conveniences like shopping and dining and mere moments from the breathtaking wonders of Sam's Point Preserve-where ice caves, cascading waterfalls, and panoramic vistas await there will be no shortage of natural beauty to

  Carolyn Peters-Baker Keller Williams Realty HV Nort

  Tbd Henry Rd, Cragsmoor, NY 12420
• 

  $420,000 Sold Nov 21, 2025

  14 Road b, Cragsmoor, NY 12420

  • 3 Beds
  • 5 Baths
  • 1,760 Sq Ft
  • Built 1987

  Last Sold Summary

  • $239/SF
  • 46 Days On Market

  Current Estimated Value $419,698

  Last Listing Agent Ester Rogatsky Rogo Realty LLC

  14 Road b, Cragsmoor, NY 12420
• 

  Est $312,744 Not Listed For Sale

  15 Roxanne Ln, Pine Bush, NY 12566

  • 3 Beds
  • 1 Bath
  • 1,396 Sq Ft
  • Built 1940

  15 Roxanne Ln, Pine Bush, NY 12566

  Last Sold Summary

  • 108% Above List Price
  • $107/SF
  • 131 Days On Market

  Last Sold Price $150,000

  Last Listing Agent Jeffrey Lyons Curasi Realty, Inc.
• 

  

  /16

  $350,000

  • Land
  • 31.4 Acres
  • $11,146 per Acre

  TBD Vista Maria Cragsmoor Rd, Cragsmoor, NY 12420

  A nature-filled land offering in the charming historic hamlet of Cragsmoor. 31 private acres, once part of the 350- acre estate called Chetolah owned by the artist George Inness Jr. is ready for its next owner. The property is located on-top the Shawangunk mountain range with multiple land preserves, the largest being 5000-acre Sam's Point which is hiking distance from the parcel. With some

  Carolyn Peters-Baker Keller Williams Realty HV Nort

  TBD Vista Maria Cragsmoor Rd, Cragsmoor, NY 12420
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  /71

  $125,000 Sold May 30, 2025

  00 Road b, Wawarsing, NY 12566

  • Land
  • 4.2 Acres
  • $29,762 per Acre

  Last Sold Summary

  • 22% Below List Price
  • 326 Days On Market

  Last Listing Agent Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  00 Road b, Wawarsing, NY 12566
• 

  Est $456,534 Not Listed For Sale

  27 Cragsmoor Rd, Pine Bush, NY 12566

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft
  • Built 1950

  27 Cragsmoor Rd, Pine Bush, NY 12566

  Last Sold Summary

  • 14% Above List Price
  • $229/SF
  • 50 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Jennifer Roberts Curasi Realty, Inc.
• 

  

  /23

  $799,000

  • 3 Beds
  • 2.5 Baths
  • 1,913 Sq Ft

  330 Vista Maria Rd, Cragsmoor, NY 12420

  CRAGSMOOR - MODERN TWO-STORY CONTEMPORARY WITH MOUNTAIN & SUNSET VIEWS Looking for a fabulous weekend retreat or full-time residence? This striking contemporary home offers the perfect blend of style, comfort, and natural beauty in the historic hamlet of Cragsmoor. The upper level is the heart of the home, showcasing soaring cathedral ceilings and expansive windows that fill the space with

  Theresa Sheeley Century 21 Stoeckeler R.E.

  330 Vista Maria Rd, Cragsmoor, NY 12420
• 

  $605,000 Sold Jan 06, 2026

  41 Vista Maria Rd, Pine Bush, NY 12566

  • 4 Beds
  • 2.5 Baths
  • 2,299 Sq Ft
  • Built 1930

  Last Sold Summary

  • 6% Below List Price
  • $263/SF
  • 77 Days On Market

  Last Listing Agent Allison Morelle Coldwell Banker Village Green

  41 Vista Maria Rd, Pine Bush, NY 12566
• 

  Not Listed For Sale

  0 S Gully Rd Unit ONEH6325626, Wawarsing, NY 12420

  0 S Gully Rd Unit ONEH6325626, Wawarsing, NY 12420

  Last Sold Summary

  • 59 Days On Market

  Last Sold Price $60,000

  Last Listing Agent Sy Mujovic I Realty LLC
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  Not Listed For Sale

  41 Inn Rd, Cragsmoor, NY 12566

  41 Inn Rd, Cragsmoor, NY 12566

  Last Sold Summary

  • 92 Days On Market

  Last Sold Price $105,000

  Last Listing Agent Antonio Parrotta Coldwell Banker Village Green
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  Est $509,060 Not Listed For Sale

  122 Sams Point Rd, Pine Bush, NY 12566

  • 3 Beds
  • 3 Baths
  • 2,016 Sq Ft
  • Built 1987

  122 Sams Point Rd, Pine Bush, NY 12566

  Last Sold Summary

  • 24% Above List Price
  • $203/SF
  • 53 Days On Market

  Last Sold Price $410,000

  Last Listing Agent Valeria Rios Keller Williams Hudson Valley
• 

  Est $728,597 Not Listed For Sale

  115 Schuyler Rd, Pine Bush, NY 12566

  • 3 Beds
  • 1 Bath
  • 1,473 Sq Ft
  • Built 1930

  115 Schuyler Rd, Pine Bush, NY 12566

  Last Sold Summary

  • 262% Above List Price
  • $136/SF
  • 69 Days On Market

  Last Sold Price $201,000

  Last Listing Agent Danielle Garbarino Curasi Realty, Inc.
• 

  

  /35

  Not Listed For Sale

  46 Otis Rd, Cragsmoor, NY 12420

  • 8 Beds
  • 2.5 Baths
  • 2,824 Sq Ft
  • Built 1902

  46 Otis Rd, Cragsmoor, NY 12420

  Last Sold Summary

  • $248/SF
  • 134 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Carolyn Peters-Baker Keller Williams Realty HV Nort
• 

  

  /24

  Not Listed For Sale

  4100 New York 52, Ellenville, NY 12428

  4100 New York 52, Ellenville, NY 12428

  Last Sold Summary

  • 107 Days On Market

  Last Sold Price $503,000

  Last Listing Agent Arlena Armstrong Anatole House LLC
• 

  Est $360,047 Not Listed For Sale

  28 Marl Ln, Cragsmoor, NY 12420

  • 3 Beds
  • 1 Bath
  • 1,160 Sq Ft
  • Built 1960

  28 Marl Ln, Cragsmoor, NY 12420

  Last Sold Summary

  • 22% Above List Price
  • $254/SF
  • 81 Days On Market

  Last Sold Price $295,000

  Last Listing Agent Nancy Duryea Cronin & Company Real Estate
• 

  Not Listed For Sale

  144 Henry Rd, Pine Bush, NY 12566

  • Built 1900

  144 Henry Rd, Pine Bush, NY 12566

  Last Sold Summary

  • 174 Days On Market

  Last Sold Price $442,000

  Last Listing Agent Jeffrey Lyons Curasi Realty, Inc.
• 

  

  /29

  Est $653,948 Not Listed For Sale

  440 S Gully Rd, Cragsmoor, NY 12420

  • 3 Beds
  • 2 Baths
  • 2,089 Sq Ft
  • Built 1984

  440 S Gully Rd, Cragsmoor, NY 12420

  Last Sold Summary

  • 38% Above List Price
  • $227/SF
  • 19 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Joseph Satto Fresh Air Realty
• 

  

  /16

  Not Listed For Sale

  Old Inn Road, Cragsmoor, NY 12420

  Old Inn Road, Cragsmoor, NY 12420

  Last Sold Summary

  • 620 Days On Market

  Last Sold Price $82,500

  Last Listing Agent unknownagent unknownagent unknownoffice
• 

  Est $483,020 Not Listed For Sale

  329 Old Plank Rd, Pine Bush, NY 12566

  • 3 Beds
  • 2 Baths
  • 2,152 Sq Ft
  • Built 1950

  329 Old Plank Rd, Pine Bush, NY 12566

  Last Sold Summary

  • 36% Above List Price
  • $165/SF
  • 34 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Valeria Rios Keller Williams Hudson Valley
• 

  Est $667,934 Not Listed For Sale

  54 Cragsmoor Rd, Pine Bush, NY 12566

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft
  • Built 2007

  54 Cragsmoor Rd, Pine Bush, NY 12566

  Last Sold Summary

  • 30% Above List Price
  • $279/SF
  • 31 Days On Market

  Last Sold Price $515,000

  Last Listing Agent Lisa McAteer Scranton Wilkes Barre Regional
• 

  

  /35

  Not Listed For Sale

  92 Stein Rd Unit 3, Pine Bush, NY 12566

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Built 1955

  92 Stein Rd Unit 3, Pine Bush, NY 12566

  Last Sold Summary

  • $120/SF
  • 33 Days On Market

  Last Sold Price $120,000

  Last Listing Agent Arlena Armstrong Anatole House LLC

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