Shandaken, NY Homes

• 

  

  

  /23

  $625,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,189 Sq Ft

  817 Woodland Valley Rd, Phoenicia, NY 12464

  A perfect balance of mid-century modern design and immersion in nature awaits you on one of the most beautiful roads in the Catskills. The design features are everything in this home from the characteristic mid-century details like the extra-tall ceilings and oversized windows to the renovated baths and kitchen with all the modern comforts. Also coming fully furnished this home is totally turn

  

  Hillary Kolos

  Compass Greater NY, LLC

  (845) 576-9568

  817 Woodland Valley Rd, Phoenicia, NY 12464
• 

  

  

  /25

  $2,850 per month

  • 3 Beds
  • 2 Baths
  • 1,616 Sq Ft
  • House for Rent

  50 Galli Curci Rd, Highmount, NY 12441

  Catskills Summer Retreat - Available NowFully furnished 3BR/2BA home offering the perfect balance of comfort and convenience for a seasonal escape. The open kitchen, dining, and living area with a cozy fireplace is ideal for relaxing or entertaining. A separate family room provides additional space to spread out. Two bedrooms are located on the main level, with a spacious third bedroom

  Judy Black Keller Williams Upstate NY Pro

  50 Galli Curci Rd, Highmount, NY 12441
• 

  

  

  /23

  $285,000 Sold Jul 15, 2025

  • 938 Sq Ft
  • $304/SF
  • 71 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1935

  53 Burnham Hollow Rd, Big Indian, NY 12410

  Discover the potential of this classic 3-bedroom, 1-bath bungalow in Shandaken, NY. Built in 1935, this fixer-upper is full of character, featuring a grand fireplace as the centerpiece of its cozy living space. The spacious bedrooms offer flexibility, easily accommodating multiple beds—ideal for a family retreat or an Airbnb investment. Nestled along the tranquil Elk Bush Kill River, which flows

  Barry Creagan Howard Hanna Rand Realty

  53 Burnham Hollow Rd, Big Indian, NY 12410
• 

  

  

  /9

  Est $201,301 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  8851 New York 28, Big Indian, NY 12410

  8851 New York 28, Big Indian, NY 12410
• 

  

  

  /52

  $695,000 Pending

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

  1 Mullen Rd, Shandaken, NY 12480

  Tucked into the heart of the Catskills, this extraordinary 3 bed, 3 bath stone house is a rare blend of timeless character and high-end design—fully renovated and curated by a designer for Ralph Lauren. Every inch of the home has been thoughtfully reimagined, marrying rustic charm with refined style in a way that feels effortlessly eclectic and straight from the pages of a magazine.Step

  

  Catherine Quintard

  Compass Greater NY, LLC

  (845) 436-3586

  1 Mullen Rd, Shandaken, NY 12480
• 

  

  /10

  $3,000 per month

  • 3 Beds
  • 1.5 Baths
  • 1,620 Sq Ft
  • House for Rent

  5262 Route 28, Mount Tremper, NY 12457

  Mid-Century Modern Ranch with nice Open Floor Plan, Three Bedrooms and 1.5 Baths. Beamed Ceilings, Wood Floors and Mountain Views add Charm. Large Carport, big enough for 2 vehicles keeps your autos protected from the elements.

  Edwin Maldonado Howard Hanna Rand Realty

  5262 Route 28, Mount Tremper, NY 12457
• 

  

  /29

  $270,000 Sold Jul 15, 2025

  • 1,276 Sq Ft
  • $212/SF
  • 237 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1974

  10 Phil's Way, Big Indian, NY 12410

  The perfect country ''get-away'' to refresh and reset.Perfectly located just 10 minutes from Belleayre Ski Mountain, close to fishing, hiking, swimming,restaurants, hiking trails and Rail Trails and just2 hours and 15 mins. from the GW Bridge.20 minutes to Woodstock and all it has to offer.The Full, Finished lower level can provide more living space or entertaining options

  Margo Obourn Win Morrison Realty - W

  10 Phil's Way, Big Indian, NY 12410
• 

  

  /35

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,352 Sq Ft

  14 Schweitzer Rd, Chichester, NY 12416

  14 Schweitzer Rd, Chichester, NY 12416
• 

  

  /56

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,779 Sq Ft

  49 Ulster and Delaware Turnpike, Big Indian, NY 12410

  Discover your dream ski home in a prime location minutes to Bellleayre Ski Center! This completely renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and proximity to the slopes. Step inside to an open-concept living space designed for seamless entertaining and cozy gatherings. The centerpiece of the living area is an impressive floor to ceiling stone fireplace,

  Jeffrey Ashton Coldwell Banker Timberland Pro

  49 Ulster and Delaware Turnpike, Big Indian, NY 12410
• 

  

  /11

  $3,000 per month

  • 4 Beds
  • 2 Baths
  • 1,579 Sq Ft
  • House for Rent

  14 Jay St, Phoenicia, NY 12464

  Charming 4-Bedroom Home in the Heart of PhoeniciaThis inviting 4-bedroom, 2-bathroom home offers the perfect blend of comfort and convenience, just a short walk to Main Street Phoenicia for dining, shopping, and all the charm of this beloved Catskills town.Step inside to find easy-to-maintain hardwood floors throughout, a bright and airy living space, and a well-appointed kitchen. A screened-in

  Teresa Falkowski Keller Williams Realty HV Nort

  14 Jay St, Phoenicia, NY 12464
• 

  

  /44

  $252,777 Sold Jul 10, 2025

  • 906 Sq Ft
  • $279/SF
  • 30 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1890

  34 Fire House Rd, Big Indian, NY 12410

  The moment you step into this 1890 built, 2-bedroom, 1.5-bathroom home, an undeniable aura of nostalgia and serenity welcomes you. Let your imagination wander, as you picture the joyful moments and loving care this house has witnessed over the years. With an open-concept eat-in kitchen blending seamlessly into the living room a perfect space for shared meals or cozy nights awaits you. The home

  Susan Lennon Coldwell Banker Timberland

  34 Fire House Rd, Big Indian, NY 12410
• 

  Est $313,670 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  7172 State Route 28, Shandaken, NY 12480

  7172 State Route 28, Shandaken, NY 12480
• 

  

  /50

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,779 Sq Ft

  49 Ulster & Delaware Turnpike, Shandaken, NY 12480

  Discover your dream ski home in a prime location minutes to Bellleayre Ski Center! This completely renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and proximity to the slopes. Step inside to an open-concept living space designed for seamless entertaining and cozy gatherings. The centerpiece of the living area is an impressive floor to ceiling stone fireplace,

  Jeffrey Ashton Listing by Coldwell Banker Timberland Properties

  

  49 Ulster & Delaware Turnpike, Shandaken, NY 12480
• 

  

  /57

  $415,000 Sold Jul 09, 2025

  • 1,276 Sq Ft
  • $325/SF
  • 197 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1929

  595 New York 42, Shandaken, NY 12480

  I invite you to discover a warm, peaceful, and inviting house nestled on a sprawling, pastoral, 4.9 acres in the picturesque hamlet of Bushnellville, in the town of Shandaken. Built in 1929, this property embodies the warmth of family history and the beauty of nature, making it a dream retreat for anyone seeking solace and adventure. Shandaken hamlets also include—Phoenicia, Mt. Tremper, and Pine

  Naomi Castillo Smith BHHS HUDSON VALLEY PROP-WDST

  595 New York 42, Shandaken, NY 12480
• 

  

  /10

  Not Listed For Sale

  TBD Willa Ln, Chichester, NY 12416

  TBD Willa Ln, Chichester, NY 12416
• 

  

  /70

  $1,399,000

  • 3 Beds
  • 3 Baths
  • 3,392 Sq Ft

  544 Herdman Rd, Shandaken, NY 12480

  Welcome to The Big Red House, an oasis at the end of a private road surrounded by Mountain Views, a stream and open skies. This property has everything you would want. Hike along miles of hiking trails on your 35 private acres with state land abutting on two sides; or drop in on the custom made skateboard ramp; or maybe just relax and meditate listening to the sounds of the stream; or sit by your

  Jasmine Jordaan Halter Associates Realty

  544 Herdman Rd, Shandaken, NY 12480
• 

  

  /28

  $275,000 Sold Jul 01, 2025

  • 1,767 Sq Ft
  • $156/SF
  • 255 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1916

  16 Fire House Rd, Big Indian, NY 12410

  LIVE,WORK,PLAY! located in HAMLET BUSINESS area of Big Indian just off of ROUTE 28 just minutes from NYS hiking, Peekamoose Restaurant, Belleayre Ski Center , Platte kill Ski, Windham and Hunter Ski. This 5+ bedroom SKI HOUSE, features beautiful turn the century woodworking with hardwood floors, a sun lit wrap around glassed-in porch, beautiful level yard perfect for a pool with mature

  Faye Storms Ruth Gale Realty

  16 Fire House Rd, Big Indian, NY 12410
• 

  

  /27

  Est $266,032 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 987 Sq Ft

  40 Academy St, Pine Hill, NY 12465

  40 Academy St, Pine Hill, NY 12465
• 

  

  /37

  $925,000 Pending

  • 7 Beds
  • 4.5 Baths
  • 3,775 Sq Ft

  28 Esopus Ave, Phoenicia, NY 12464

  At the entrance to Phoenicia's picturesque Woodland Valley you will find this amazing one of a kind compound. Current owners have lovingly maintained and renovated almost every part of the property. They have been living in the main house and running a thriving short-term rental business for the past 13 years and were featured in Curbed NY as one of the best vacation rentals in the Hudson Valley.

  Jasmine Jordaan Halter Associates Realty Inc.

  28 Esopus Ave, Phoenicia, NY 12464
• 

  $435,000 Sold Jun 25, 2025

  • 1,820 Sq Ft
  • $239/SF
  • 53 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1968

  355 New York 42, Shandaken, NY 12480

  Welcome to Riverfront Carriage House - A Serene Riverside RetreatNestled on a picturesque 1-acre lot, this 1,836 sq ft gem blends timeless charm with modern comforts. Featuring 3 bedrooms and 1.5 baths, this unique home is your perfect riverside escape—or an income-generating short-term rental with its existing permit still in place.Step into the sunken living room, where a

  Jason Schobert eXp Realty

  355 New York 42, Shandaken, NY 12480
• 

  

  /10

  Est $212,278 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,148 Sq Ft

  248 Main St, Pine Hill, NY 12465

  248 Main St, Pine Hill, NY 12465
• 

  

  /30

  $889,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 1,990 Sq Ft

  69 Irondale Rd, Phoenicia, NY 12464

  Perfectly perched atop a hill with Catskill Mountain views, this architectural gem offers the ideal upstate escape—where luxury, design, and nature converge. Thoughtfully crafted to maximize light, space, and serenity, this 1,900-square-foot home is a rare opportunity to experience refined mountain living just two hours from NYC. Inside, you are welcomed by an open-concept layout that seamlessly

  Richard Vizzini Corcoran Country Living

  69 Irondale Rd, Phoenicia, NY 12464
• 

  $79,400 Sold Jun 17, 2025

  • Land
  • 7 Acres
  • $10,832 per Acre

  • 58 Days On Market

  94-98 Lasher Rd, Oliverea, NY 12410

  7.33 direct waterfront acres on the Esopus Creek, notorious for it's fabulous fishing. Incredible location to build your dream getaway! Multiple seasonal adventures include some of the best hiking trails in the Catskill region. Shandaken Wild Forest, Slide Mountain Wilderness, Woodland Valley Compound, Glenbrook Park, Skiing at Bellayre to name a few, plus additional summer swimming at Belleayre

  KAREN COLIN Agnes I Wager Realty Inc.

  94-98 Lasher Rd, Oliverea, NY 12410
• 

  

  /19

  Est $459,202 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 989 Sq Ft

  347 Silver Hollow Rd, Chichester, NY 12416

  347 Silver Hollow Rd, Chichester, NY 12416
• 

  

  /60

  $115,000

  • Land
  • 12 Acres
  • $9,754 per Acre

  00 Garfield Road Lot Unit WP001, Phoenicia, NY 12464

  Located just minutes off Route 28 in the hamlet of Phoenicia, this beautiful property offers great hunting and recreational opportunities. Access to this parcel is provided by an improved right-of-way (ROW). Leading to a place to park, for hunting, camping, hiking, or unloading your ATVs. Bordering state land on two sides further enhances the seclusion and privacy while giving you more land to

  Clint Carlson Whitetail Properties Real Estate

  00 Garfield Road Lot Unit WP001, Phoenicia, NY 12464
• 

  

  /27

  $190,000 Sold Jun 13, 2025

  • 735 Sq Ft
  • $259/SF
  • 25 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2018

  1071 Veterans Way, Phoenicia, NY 12464

  PHOENICIA-WALK TO MAIN STREETThis immaculate 7 years young mobile home is set on a .38 acre private parcel. The house has 735SF, 2 BR's, 1 BA, Kitchen/LR, private deck, adjacent garage and several Sheds for storage. It is permanently attached to the concrete slab and the home and bathroom are ADA compliant. The taxes are very reasonable at 1,847 Total. You can get to the Village Main Street by

  Alfred Peavy Ruth Gale Realty

  1071 Veterans Way, Phoenicia, NY 12464
• 

  

  /35

  Est $500,299 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,520 Sq Ft

  62 Fawn Hill Rd, Phoenicia, NY 12464

  62 Fawn Hill Rd, Phoenicia, NY 12464
• 

  

  /26

  $549,000

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  76 Firehouse Rd, Big Indian, NY 12410

  Modern 3 Bedroom, 2 Bath Ranch - Single Family Home, 3 Zone Radiant heated polished concrete floor, Open floor plan, Well lit by expansive 5 foot Anderson windows, Large Fireplace, MBR with ensuite and large walk in closet, Inviting covered porch, home is bordered by the picturesque Esopus Creek with fly fishing access, 1.22 Acre property, county road is well plowed, High quality custom home,

  Ralph Harvey ListWithFreedom.Com

  76 Firehouse Rd, Big Indian, NY 12410
• 

  

  /40

  $437,500 Sold Jun 13, 2025

  • 1,457 Sq Ft
  • $300/SF
  • 39 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  154 Barley Rd, Highmount, NY 12441

  Escape to your own private woodland retreat, just about a mile from Belleayre Ski Mountain! This beautifully updated hideaway offers the perfect blend of tranquility and accessibility, making it an ideal four-season getaway or full time living. Nestled among the trees, the charming ranch-style home features an effortless single-level layout with three bedrooms and two full baths. A skylight

  Steven Asher Cohen Berkshire Hathaway Homeservice

  154 Barley Rd, Highmount, NY 12441
• 

  

  /35

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,818 Sq Ft

  223 Plank Rd, Phoenicia, NY 12464

  223 Plank Rd, Phoenicia, NY 12464
• 

  

  /43

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  68 Garfield Rd, Phoenicia, NY 12464

  WOODLAND VALLEY-PHOENICIAPEACEFUL COUNTRY SETTINGThis is PERFECT full-time or weekend home, with mountain views. Windows in all directions provide continuous daylight. Only a very short drive from Main Street, Phoenicia. It's a 1.13 Acre property that's high up with extensive underground drainage systems. It goes across Herdman Road and down a slope to the Esopus with a viewing

  Alfred Peavy Ruth Gale Realty

  68 Garfield Rd, Phoenicia, NY 12464
• 

  

  /23

  $215,000 Sold Jun 11, 2025

  • 3,000 Sq Ft
  • $72/SF
  • 148 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1970

  51-53 Birch Creek Rd, Shandaken, NY 12465

  Diamond in the Rough. This multi-family rental income property on Birch Creek has great potential.Situated on a quiet country road maintained by the Town of Shandaken, this private rural enclave is just 5 minutes from the Belleayre Ski Area, 1 mile from the Belleayre Recreation Lake, and just a short walk from the Village of Pine Hill.The charming 1,500 sqft 3br one floor main house and separate

  Sherret Chase Four Seasons Sotheby's Int'l R

  51-53 Birch Creek Rd, Shandaken, NY 12465
• 

  Est $514,053 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,021 Sq Ft

  5881 State Route 28, Phoenicia, NY 12464

  5881 State Route 28, Phoenicia, NY 12464
• 

  

  /41

  $699,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 1,839 Sq Ft

  10 Norman Rd, Shandaken, NY 12480

  Private Split Level on 3 AcresTucked away in a quiet, wooded setting, this 3-bedroom, 2.5-bath split level offers the perfect blend of privacy, natural beauty, and thoughtful design. Set on 3 acres and surrounded by mature trees, seasonal waterfalls, and perennial gardens, the property borders forever-wild state forest, with hiking trails woven throughout...a peaceful retreat ideal for

  Amy Owens Coldwell Banker Village Green

  10 Norman Rd, Shandaken, NY 12480
• 

  

  /26

  $145,000 Sold Jun 05, 2025

  • Land
  • 7 Acres
  • $21,014 per Acre

  • 201 Days On Market

  169 Lasher Rd, Oliverea, NY 12410

  Esopus Creek Hideaway: Surrounded by nature's splendor on 6.9 acres of scenic residential land, this exceptional property borders the tranquil Esopus Creek—a renowned haven for fly fishing enthusiasts. Picture your future home here, a perfect canvas for creating a serene sanctuary where you can gather, explore, and recharge amidst the fresh air and open landscapes.Currently featuring a

  Deborah Hitz Habitat Real Estate Group

  169 Lasher Rd, Oliverea, NY 12410
• 

  

  /22

  Est $412,063 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,191 Sq Ft

  60 Grandview Acres Rd, Phoenicia, NY 12464

  60 Grandview Acres Rd, Phoenicia, NY 12464
• 

  

  /38

  $750,000

  • 3 Beds
  • 2.5 Baths
  • 1,557 Sq Ft

  50 Halcott Ridge Rd, Pine Hill, NY 12465

  Welcome to an amazing home embodying serenity itself, a fabulous and totally private contemporary home with multiple green features.Drive down a winding driveway to your completely private retreat. Enjoy the light-filled living space with French doors to a large deck. Enjoy your beverage in front of a magnificent stone fireplace as you drink in the tranquil view.Then head down to a

  Karen Sullivan Coldwell Banker Village GreenK

  50 Halcott Ridge Rd, Pine Hill, NY 12465
• 

  

  /20

  $310,000 Sold Jun 03, 2025

  • 1,568 Sq Ft
  • $198/SF
  • 30 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  5311 Route 212, Mount Tremper, NY 12457

  Welcome to your dream home! This charming 3-bedroom, 2-bath ranch is perfectly situated on a picturesque 1-acre lot in the heart of the Catskill Mountains. Enjoy breathtaking mountain views while you are relaxing in your hot tub with the serenity of nature right from your backyard. This property offers more than just a home—it's a lifestyle! With nearby hiking trails, fishing spots, and ski

  Stephanie Berryann United Real Estate HV Edge

  5311 Route 212, Mount Tremper, NY 12457
• 

  

  /35

  Est $541,487 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,636 Sq Ft

  76 Grandview Acres Rd, Phoenicia, NY 12464

  76 Grandview Acres Rd, Phoenicia, NY 12464
• 

  

  /50

  $595,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  15 Maben Rd, Big Indian, NY 12410

  Welcome to Ainslie Bungalow, a charming 1920s Arts and Crafts Homestead on a country lane in Big Indian. Framed by evergreens and mountain views, this storybook property sits on a peaceful lot with perennial gardens, fruit trees, and raised cedar garden beds. Stylishly updated with respect for its original character, the property is conveniently located near towns and amenities, but feels tucked

  Jessica Brasseur Houlihan Lawrence Inc.

  15 Maben Rd, Big Indian, NY 12410

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