Cragsmoor, NY Homes

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  /35

  $835,000

  • 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
• 

  $480,000 Sold Jul 14, 2025

  • 1,100 Sq Ft
  • $436/SF
  • 44 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1938

  97 Vista Maria Rd, Pine Bush, NY 12566

  Solar panels, full house generator, attached 1 plus car garage, screened porch overlooking 6 acres of lawn and forest perched in the lovely historic community of Cragsmoor with 5000 acre Sam's Point preserve makes this renovated 3 bedroom 2 bathroom home a self sufficient weekend get-away or comfortable year round home. Renovated within the past 6 years and curated by an artist with an emphasis

  Carolyn Peters-Baker Keller Williams Hudson Valley

  97 Vista Maria Rd, Pine Bush, NY 12566
• 

  Est $766,646 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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  /31

  $775,000

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

  57 Dellenbaugh Rd, Pine Bush, NY 12566

  Historic Artist's Retreat in Cragsmoor | Eltzruhe Nestled atop the Shawangunk Ridge in the storied hamlet of Cragsmoor, this singular home—designed by painter, explorer, and writer Frederick S. Dellenbaugh—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

  Kristen Jock Compass Greater NY, LLC

  57 Dellenbaugh Rd, Pine Bush, NY 12566
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  /46

  $370,000 Sold Jul 01, 2025

  • 1,066 Sq Ft
  • $347/SF
  • 26 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1950

  34 Cragsmoor Rd, Pine Bush, NY 12566

  Nestled atop the Shawangunk Ridge in the enchanting hamlet of Cragsmoor, NY, this beautifully maintained mid century modern home blends contemporary comfort with rustic charm. Property consists of 4.7 acres on three contiguous parcels, one with a large barn.In addition to the 3 cozy bedrooms there is a large, beautiful sun room with floor to ceiling glass where you are sure to relax and

  Kathleen Manikowski Compass Greater New York, LLC

  34 Cragsmoor Rd, Pine Bush, NY 12566
• 

  Est $602,623 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
• 

  

  /31

  $775,000

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

  57 Dellenbaugh Rd, Wawarsing, NY 12420

  Historic Artist's Retreat in Cragsmoor | EltzruheNestled atop the Shawangunk Ridge in the storied hamlet of Cragsmoor, this singular home—designed by painter, explorer, and writer Frederick S. Dellenbaugh—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

  Kristen Jock Compass Greater NY, LLC

  57 Dellenbaugh Rd, Wawarsing, NY 12420
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  /71

  $125,000 Sold May 30, 2025

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

  • 326 Days On Market

  00 Road b, Wawarsing, NY 12566

  Let the ride on Route 52 east with breathtaking views lead you to your potential future homesite. This smaller acreage lot has big potential. Located approximately 4.6 miles and approximately 1,120 feet above the town of Ellenville at the northeastern end of Road B, a private road just off of Route 52 in Cragsmoor, the property's elevation gradually increases and offers potential for many

  Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  00 Road b, Wawarsing, NY 12566
• 

  Est $279,476 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
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  /36

  $489,900

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  296 Circle Rd, Cragsmoor, NY 12420

  Welcome to your private sanctuary in the heart of Cragsmoor—where refined country living meets natural beauty. This executive-style ranch is gracefully sited on 4 serene acres just moments from the scenic trails and vistas of Bear Hill Preserve. Don't miss this Artist community along with hiking the Gunks, Sam's Point and so many other Mts.Tucked away on a quiet road, the setting is peaceful and

  Jeanne Boice Howard Hanna Rand Realty

  296 Circle Rd, Cragsmoor, NY 12420
• 

  $925,000 Sold May 07, 2025

  • 3,542 Sq Ft
  • $261/SF
  • 124 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 1900

  219 Hartshorn Rd, Pine Bush, NY 12566

  One of Cragsmoor’s most beloved and admired historic homes, the House of the Four Winds, is ready for its new owner after providing 45 years of joy, comfort, and spectacular sunsets with family and friends who often gathered on its large west-facing deck. The character-filled sprawling interior was used to celebrate holidays and share impromptu dinners, creating memories with the stunning views

  Carolyn Peters-Baker Keller Williams Hudson Valley

  219 Hartshorn Rd, Pine Bush, NY 12566
• 

  Est $246,100 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
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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
• 

  $171,000 Sold Apr 03, 2025

  • 900 Sq Ft
  • $190/SF
  • 21 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1987

  14 Road b, Cragsmoor, NY 12420

  Welcome to this promising 3-bedroom Hi-ranch home in Cragsmoor, NY! This property presents a fantastic opportunity for those looking to flip a home into something spectacular or seeking a great starter home or rental investment. The full basement and attached garage provide ample space for storage, hobbies, or even the potential to create additional living areas. With a creative mind and some

  Emma Djiya 1st Class Realty

  14 Road b, Cragsmoor, NY 12420
• 

  Est $447,524 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
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  /36

  $449,999

  • Land
  • 78 Acres
  • $5,769 per Acre

  0 Old Plank Unit KEY805059, Cragsmoor, NY 12420

  Glamping Worthy!! 2 waterfalls flow in to beautiful dropdown pond!! Million dollar view included! Rare opportunity to purchase this 78 acre lot located on Old Route 52/Old Plank Rd overlooking Wawarsing Valley! Lot is located on the West side of Route 52 below the Hang Glider launch site. Lot offers privacy seclusion with a million-dollar scenic Western-facing view of the mountains. Fresh

  Jeffrey Lyons Curasi Realty, Inc.

  0 Old Plank Unit KEY805059, Cragsmoor, NY 12420
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  $105,000 Sold Feb 27, 2025

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

  • 92 Days On Market

  41 Inn Rd, Cragsmoor, NY 12566

  FANTASTIC BUILDING LOT!! The entrance to this amazing property passes through two stone walls into an alley of mature towering oak and maple trees. The driveway entrance to the land is up the hill on the left. This over 7-acre parcel offers both privacy and proximity to everything great upstate. Your future home will be nestled in a forest of mature deciduous trees, evergreens, ferns and

  Antonio Parrotta Coldwell Banker Village Green

  41 Inn Rd, Cragsmoor, NY 12566
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  /33

  Est $572,159 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,094 Sq Ft

  17 Roy Ln, Cragsmoor, NY 12420

  17 Roy Ln, Cragsmoor, NY 12420
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  /12

  $385,000

  • Land
  • 31 Acres
  • $12,261 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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  /22

  $463,000 Sold Feb 14, 2025

  • 1,308 Sq Ft
  • $354/SF
  • 69 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1995

  35 Old Inn Rd, Cragsmoor, NY 12420

  Sun-filled 2 story post and beam home looking for its next owner. A picturesque private road leads to this 2 bedroom, 2 bath charmer with hardwood floors, a woodstove for those chilly winter nights, a full walk out basement and many windows and glass doors for all day sunlight and views of nature. A deck overlooks the spacious backyard. With 4 acres of woods and a partly fenced open meadow the

  Carolyn Peters-Baker Keller Williams Realty HV Nort

  35 Old Inn Rd, Cragsmoor, NY 12420
• 

  Est $521,795 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
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  /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
• 

  $650,000 Sold Dec 06, 2024

  • 1,626 Sq Ft
  • $400/SF
  • 41 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1905

  244 Vista Maria Rd, Pine Bush, NY 12566

  **Experience Timeless Elegance in This Magnificent Historical Residence**Welcome to a home where classic charm meets modern luxury, nestled in a picturesque, parklike setting. This architectural gem, with its striking turret-style design, stands as a testament to enduring beauty and craftsmanship. As you approach, the grandeur of the property unfolds before you, offering a glimpse into a

  Gina Dudgeon Howard Hanna Rand Realty

  244 Vista Maria Rd, Pine Bush, NY 12566
• 

  Est $284,000 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
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  /2

  $85,000

  • Land
  • 2.50 Acres
  • $34,000 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
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  $315,000 Sold Nov 21, 2024

  • 1,380 Sq Ft
  • $228/SF
  • 77 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1970

  351 Old Plank Rd, Pine Bush, NY 12566

  Ranch style home on corner lot, features 4 bedrooms all on main level and 2 full bathrooms. Hardwood floors under all carpets upstairs, house has backup propane generator along with central A/C. Full basement partially finished with bar area/ den. Two car detach garage along with 1 car under house. Covered and screened in back porch off of kitchen nice for enjoying meals outside no bugs, and

  Jason Grossman Keller Williams Hudson Valley

  351 Old Plank 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
• 

  

  /27

  $995,000 New Construction

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

  115 Schuyler Ave, Pine Bush, NY 12566

  Welcome to 115 Schuyler Avenue, a breathtaking modern retreat nestled in the heart of Cragsmoor, NY, one of the Hudson Valley's best-kept secrets. Perched atop 3.2 lush acresthis newly constructed home perfectly marries contemporary design with the raw beauty of nature. Known for its rich history as an artists' colony and its untouched, protected landscapes, Cragsmoor draws those seeking

  Ester Rogatsky Rogo Realty LLC

  115 Schuyler Ave, Pine Bush, NY 12566
• 

  $60,000 Sold Nov 15, 2024

  • Land
  • 5.00 Acres
  • $12,000 per Acre

  • 59 Days On Market

  0 S Gully Rd Unit ONEH6325626, Wawarsing, NY 12420

  A stunning 5-acre property in town of Wawarsing, surrounded by lush forests, natural stones, and picturesque landscapes. Enjoy nearby walking trails, hiking, and parks. This beautiful wooded parcel is just minutes from town and restaurants. Build your dream home in this serene and idyllic setting. Additional Information: SoilType:Unknown, CurrentUses: Single Family,

  Sy Mujovic I Realty LLC

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

  Est $572,159 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,094 Sq Ft

  17 Roy Ln, Cragsmoor, NY 12420

  17 Roy Ln, Cragsmoor, NY 12420
• 

  

  /35

  $579,900 Pending

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

  348 Cragsmoor Rd, Pine Bush, NY 12566

  NEW CONSTRUCTION (completion April 2025): This Sanctuary Model Home offers SUPERIOR CRAFTSMANSHIP with.. 4 Bd Rm / 3 Bath. Main level provides a spacious OPEN CONCEPT floor plan with large Bed Rms and a giant private master suite w vaulted ceilings & walk in closet. High vaulted ceilings in the living & dining rooms. Hardwood floors throughout. Modern Kitchen w/ granite countertops, plywood box

  Philip Barnao eXp Realty

  348 Cragsmoor Rd, Pine Bush, NY 12566
• 

  /2

  $711,000 Sold Oct 02, 2024

  • 1,704 Sq Ft
  • $417/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  522 S Gulley Rd, Pine Bush, NY 12566

  Nestled atop the Shawangunk Ridge within the historic artist colony of Cragsmoor, this magical property epitomizes peace and relaxation amidst natural splendor. As you drive along the gravel path to your front door, you will be greeted by exquisite stone hardscapes that lead to an inviting entrance.Thiis mid-century single level home has been rejuvenated while maintaining classic features and

  Mary Sheeley Century 21 Stoeckeler R.E.

  522 S Gulley Rd, Pine Bush, NY 12566
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  /35

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,454 Sq Ft

  111 Cartwright Rd, Roxbury, NY 12420

  111 Cartwright Rd, Roxbury, NY 12420
• 

  

  /24

  Not Listed For Sale

  4100 New York 52, Ellenville, NY 12428

  4100 New York 52, Ellenville, NY 12428
• 

  Est $544,229 Not Listed For Sale

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

  40 Dellenbaugh Rd, Wawarsing, NY 12489

  40 Dellenbaugh Rd, Wawarsing, NY 12489
• 

  Est $320,968 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,160 Sq Ft

  28 Marl Ln, Cragsmoor, NY 12420

  28 Marl Ln, Cragsmoor, NY 12420
• 

  Not Listed For Sale

  144 Henry Rd, Pine Bush, NY 12566

  144 Henry Rd, Pine Bush, NY 12566
• 

  Est $472,306 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,854 Sq Ft

  8 Roy Ln, Cragsmoor, NY 12420

  8 Roy Ln, Cragsmoor, NY 12420
• 

  

  /29

  Est $636,388 Not Listed For Sale

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

  440 S Gully Rd, Cragsmoor, NY 12420

  440 S Gully Rd, Cragsmoor, NY 12420
• 

  

  /29

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,293 Sq Ft

  366 Vista Maria Rd, Cragsmoor, NY 12420

  366 Vista Maria Rd, Cragsmoor, NY 12420

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