Cragsmoor, NY Homes

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  $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
• Explore Cragsmoor

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  /28

  $3,500 per month

  • 4 Beds
  • 3 Baths
  • 2,580 Sq Ft
  • House for Rent

  285 Circle Rd, Pine Bush, NY 12566

  Welcome to this vibrant mid-century–inspired retreat tucked into a quiet hamlet in the Hudson Valley. Surrounded by wooded landscapes, rolling mountains, and nearby towns, it offers a playful contrast between its clean interior design and its storybook-like natural setting. A soaring double-height living room sets the tone, featuring expansive windows that frame the trees and a fireplace that

  

  Steven Gray

  Compass Greater NY, LLC

  (845) 478-0764

  285 Circle 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 $475,451

  Last Listing Agent Carolyn Peters-Baker Keller Williams Hudson Valley

  97 Vista Maria Rd, Pine Bush, NY 12566
• 

  Est $824,200 Not Listed For Sale

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

  205 Hartshorn Rd, Wawarsing, NY 12420

  205 Hartshorn Rd, Wawarsing, NY 12420
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  /15

  $99,999

  • Land
  • 1.4 Acres
  • $71,428 per Acre

  0 Cragsmoor Rd, Cragsmoor, NY 12566

  Discover the perfect opportunity to build your dream home on this serene and private 1.4 acre wooded parcel, located on Cragsmoor Road just off Route 52 in the charming and historic hamlet of Cragsmoor, atop the scenic Shawangunk Ridge.This property is zoned RH (Ridge Hamlet District, zoning chart included in the documents). Road frontage on Cragsmoor Road. Enjoy being less than five minutes

  Diana Marie Ryan-Assatly Curasi Realty, Inc.

  0 Cragsmoor Rd, Cragsmoor, NY 12566
• 

  /2

  $1,800 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • House for Rent

  290 Henry Rd, Pine Bush, NY 12566

  Cragsmoor - Beautiful 1 Bedroom house with spectacular views. Large living room, dining area, nice kitchen. Quiet, private. Stained glass window in full bathroom. Includes washer and dryer. A very special place to live.

  290 Henry Rd, Pine Bush, NY 12566
• 

  $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 $960,977

  Last Listing Agent Carolyn Peters-Baker Keller Williams Hudson Valley

  219 Hartshorn Rd, Pine Bush, NY 12566
• 

  Est $644,895 Not Listed For Sale

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

  374 Cragsmoor Rd, Cragsmoor, NY 12420

  374 Cragsmoor Rd, Cragsmoor, NY 12420
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  /26

  $725,000 Under Contract

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

  57 Dellenbaugh Rd, Wawarsing, NY 12420

  Historic Artist's Retreat in Cragsmoor Nestled atop the Shawangunk Ridge in the storied hamlet of Cragsmoor, this singular home was designed by painter, explorer and writer Frederick S. Dellenbaugh, and offers a rare opportunity to own a piece of American art history. Built circa 1907 and listed on the National Register of Historic Places, this 4BR/2BA home spans nearly 2,100 sq ft across three

  Kristen Jock Compass Greater NY, LLC

  57 Dellenbaugh Rd, Wawarsing, NY 12420
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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
• 

  $105,000 Sold Feb 27, 2025

  41 Inn Rd, Cragsmoor, NY 12566

  • Land
  • 7.2 Acres
  • $14,583 per Acre

  Last Sold Summary

  • 5% Above List Price
  • 92 Days On Market

  Last Listing Agent Antonio Parrotta Coldwell Banker Village Green

  41 Inn Rd, Cragsmoor, NY 12566
• 

  Est $681,098 Not Listed For Sale

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

  244 Vista Maria Rd, Pine Bush, NY 12566

  244 Vista Maria Rd, Pine Bush, NY 12566
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  /24

  $895,000 Pending

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

  115 Schuyler Ave, Pine Bush, NY 12566

  Nestled on 2.9 acres, this circa 1900 home was built by the same master craftsman responsible for Cragsmoor's iconic Stone Church a celebrated landmark known for its striking architecture and breathtaking panoramic mountain views, which are equally enjoyed from this property. In 2025, the home underwent a major renovation, adding a second floor while preserving the original first-floor stone

  Ester Rogatsky Rogo Realty LLC

  115 Schuyler Ave, Pine Bush, NY 12566
• 

  $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 $586,547

  Last Listing Agent Philip Barnao eXp Realty

  348 Cragsmoor Rd, Pine Bush, NY 12566
• 

  Est $299,405 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft

  252 Cragsmoor Rd, Pine Bush, NY 12566

  252 Cragsmoor Rd, Pine Bush, NY 12566
• 

  

  /24

  $149,999

  • Land
  • 2 Acres
  • $75,000 per Acre

  6 Cragsmoor Rd, Pine Bush, NY 12566

  Don’t miss this opportunity to own this level 2.0 acre parcel with a 780 sq. ft. red barn, 2 levels with a garage door. Located at the corner of Route 52 and Cragsmoor Road in the historic hamlet of Cragsmoor, nestled atop the scenic Shawangunk Ridge. Photos included of the barn in the listing.This property is zoned RH (Ridge Hamlet District, zoning chart included in the documents). Road

  Diana Marie Ryan-Assatly Curasi Realty, Inc.

  6 Cragsmoor 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 $376,809

  Last Listing Agent Kathleen Manikowski Compass Greater New York, LLC

  34 Cragsmoor Rd, Pine Bush, NY 12566
• 

  Est $334,749 Not Listed For Sale

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

  351 Old Plank Rd, Pine Bush, NY 12566

  351 Old Plank Rd, Pine Bush, NY 12566
• 

  

  /15

  $125,000

  • Land
  • 1.4 Acres
  • $89,286 per Acre

  Tba Cragsmoor Rd, Cragsmoor, NY 12566

  Discover the perfect opportunity to build your dream home on this serene and private 1.4 acre wooded parcel, located on Cragsmoor Road just off Route 52 in the charming and historic hamlet of Cragsmoor, atop the scenic Shawangunk Ridge. This property is zoned RH (Ridge Hamlet District, zoning chart included in the documents). Road frontage on Cragsmoor Road. Enjoy being less than five minutes

  Diana Marie Ryan-Assatly CURASI REALTY

  Tba Cragsmoor Rd, Cragsmoor, NY 12566
• 

  $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

  Last Listing Agent Ester Rogatsky Rogo Realty LLC

  14 Road b, Cragsmoor, NY 12420
• 

  Est $267,717 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,396 Sq Ft

  15 Roxanne Ln, Pine Bush, NY 12566

  15 Roxanne Ln, Pine Bush, NY 12566
• 

  

  /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
• 

  

  /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 $478,573 Not Listed For Sale

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

  27 Cragsmoor Rd, Pine Bush, NY 12566

  27 Cragsmoor Rd, Pine Bush, NY 12566
• 

  

  /38

  $599,000 Pending

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

  330 Vista Maria Rd, Pine Bush, NY 12566

  CRAGSMOOR-MODERN TWO-STORY NEW CONSTRUCTION CONTEMPORARY WITH DUAL PRIMARY SUITES & MOUNTAIN VIEWS! Looking for a fabulous weekend getaway retreat or full time residence? This lovely open concept home is surrounded by privacy, history and nature. Thoughtfully laid out with a primary suite on both levels, this home offers flexible living options ideal for multi-generational living, guests, or

  Erez Melamed Rita Levine Real Estate

  330 Vista Maria Rd, Pine Bush, NY 12566
• 

  

  /22

  $463,000 Sold Feb 14, 2025

  35 Old Inn Rd, Cragsmoor, NY 12420

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

  Last Sold Summary

  • 5% Below List Price
  • $354/SF
  • 69 Days On Market

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

  35 Old Inn Rd, Cragsmoor, NY 12420
• 

  Not Listed For Sale

  0 S Gully Rd Unit ONEH6325626, Wawarsing, NY 12420

  0 S Gully Rd Unit ONEH6325626, Wawarsing, NY 12420
• 

  /2

  $77,000

  • Land
  • 2.5 Acres
  • $30,800 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

  Guy Cusumano Howard Hanna Rand Realty

  0 Road A, Cragsmoor, NY 12566
• 

  Est $528,945 Not Listed For Sale

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

  122 Sams Point Rd, Pine Bush, NY 12566

  122 Sams Point Rd, Pine Bush, NY 12566
• 

  

  /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
• 

  Est $618,776 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,473 Sq Ft

  115 Schuyler Rd, Pine Bush, NY 12566

  115 Schuyler Rd, Pine Bush, NY 12566
• 

  

  /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
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  /35

  Not Listed For Sale

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

  46 Otis Rd, Cragsmoor, NY 12420

  46 Otis Rd, Cragsmoor, NY 12420
• 

  

  /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
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  /24

  Not Listed For Sale

  4100 New York 52, Ellenville, NY 12428

  4100 New York 52, Ellenville, NY 12428
• 

  

  /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
• 

  Est $353,755 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,160 Sq Ft

  28 Marl Ln, Cragsmoor, NY 12420

  28 Marl Ln, Cragsmoor, NY 12420
• 

  

  /50

  $629,000 Pending

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

  41 Vista Maria Rd, Pine Bush, NY 12566

  Welcome to 41 Vista Maria Road, an expansive 4-bedroom, 3-bathroom home and ADU set on 1.3 acres in the hamlet of Cragsmoor, Town of Wawarsing. Perched on the Shawangunk Ridge with seasonal valley views, this property is ideal as a full-time residence or weekend retreat. Blending old-world charm with modern convenience, the home was enhanced by a stunning 2009 addition. The light-filled kitchen

  Allison Morelle Coldwell Banker Village Green

  41 Vista Maria Rd, Pine Bush, NY 12566
• 

  Not Listed For Sale

  144 Henry Rd, Pine Bush, NY 12566

  144 Henry Rd, Pine Bush, NY 12566
• 

  

  /5

  $45,000

  • Land
  • 0.75 Acre
  • $60,000 per Acre

  Tbd Piney Ln, Cragsmoor, NY 12566

  Affordable lot in the quaint hamlet of Cragsmoor Build your weekend getaway or full-time home. and enjoy the peace and nature this special mountain-top community offers. With 5000 acre Sams Point Preserve near-by there is plenty of hiking and outdoor activity. Under 2 hours to the GW bridge.

  Carolyn Peters-Baker Keller Williams Realty HV Nort

  Tbd Piney Ln, Cragsmoor, NY 12566

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