38

Shandaken, NY Homes for Sale with Acreage

Section Image
  • /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
  • /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
  • /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
  • /41

    $699,000

    • 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
  • /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
  • /24

    $875,000

    • 3 Beds
    • 2.5 Baths
    • 2,695 Sq Ft

    19 Jay St, Phoenicia, NY 12464

    An incredibly unique water front home in the cute town of Phoenicia. Located at the end of a quiet road on the outskirts of town with its shops within walking distance, and a quick 2 hour drive or a convenient bus ride from Manhattan. This is a perfect weekend house or a full time residence for a hybrid/remote worker, that allows for the best of both worlds: Access to convenience of the

    George Denise Keller Williams Realty HV Nort

    19 Jay St, Phoenicia, NY 12464
  • /41

    $925,000

    • 6 Beds
    • 3.5 Baths
    • 2,610 Sq Ft

    204-208 New York 42, Shandaken, NY 12480

    Tucked away on 10 private, wooded acres in the heart of the Catskills, this unique compound offers the perfect blend of rustic charm, modern comfort, and income-generating potential. With a 4-bedroom, 2.5-bath main house and a separate 2-bedroom, 1-bath guest house, this serene escape is ideal for full-time living, weekend getaways, or as a turnkey investment property. The grounds feature a pool,

    Jason Nadeau Compass Greater NY, LLC

    204-208 New York 42, Shandaken, NY 12480
  • /55

    $977,000

    • 4 Beds
    • 2.5 Baths
    • 1,904 Sq Ft

    23 Riseley Ln, Shandaken, NY 12480

    Nestled at the end of a quiet dead-end road and the only house on the road, in the heart of Panther Mountain Park, this stunning Mid-Century Saltbox-style home offers unmatched privacy & serenity. It's such a rare find—only the second time it's ever been on the market. Set on over 4 acres and directly bordering State Land, this home offers privacy, unforgettable stream views, and an intimate

    Richard Greenspan Ruth Gale Realty

    23 Riseley Ln, Shandaken, NY 12480
  • /40

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,737 Sq Ft

    1521 Wittenberg Rd, Mount Tremper, NY 12457

    Welcome to 1521 Wittenberg Road – a serene and special retreat nestled in the heart of Mt. Tremper, just minutes from Phoenicia and a scenic 10-minute drive to Woodstock. This well-maintained 2-bedroom, 2-bathroom home offers the kind of peace and privacy that’s increasingly rare. Set on a lush lot with mature plantings, flowering dogwoods, blooming rhododendrons, and a small meandering

    Baris Demirel Serhant LLC

    1521 Wittenberg Rd, Mount Tremper, NY 12457
  • /29

    $675,000

    • 7 Beds
    • 4 Baths
    • 3,500 Sq Ft

    49 Highlands Rd, Highmount, NY 12441

    Historic Victorian Elegance with Unmatched Belleayre Mountain Views --Step into timeless grandeur at this stately Victorian estate, perched directly across from Belleayre Mountain with panoramic views of its iconic ski runs. Set on 2.65 serene acres, this 1900s home offers 3,500 square feet of refined character, featuring seven bedrooms and four bathrooms, including a versatile accessory

    Felicity Taylor Corcoran Country Living

    49 Highlands Rd, Highmount, NY 12441
  • /43

    $950,000

    • 7 Beds
    • 3 Baths
    • 3,806 Sq Ft

    57 Birch Creek Rd, Shandaken, NY 12480

    Take a look at this 3800 sq ft 1800s home that has been renovated top to bottom. This home has 7 bedrooms, 3 full bathrooms and lots of room to roam with 1.36 acres. Outside you'll find a back deck, patio, firepit area and Birch Creek at the back of the property.The home can come fully furnished for the right price. Currently being used as a short term rental with a gross revenue of $113k+ in

    Jamie Sittner Oxford Property Group USA

    57 Birch Creek Rd, Shandaken, NY 12480
  • /56

    $825,000

    • 8 Beds
    • 4.5 Baths
    • 2,623 Sq Ft

    7376 New York 28, Shandaken, NY 12480

    Take a look at this 8 bedroom, 4 full bathroom home with 4 floors of living space along with 1.77 fenced in acres. Completely renovated with modern fixtures and amenities, nothing to do but move in or rent immediately. The outside of the property features a front porch, Tesla charging station, spacious back deck with pergola and hot tub, large open yard and firepit area. Located right down the

    Jamie Sittner Oxford Property Group USA

    7376 New York 28, Shandaken, NY 12480
  • /18

    $795,000

    • 1 Bed
    • 1 Bath
    • 604 Sq Ft

    8 Emerson Terrace, Shandaken, NY 12464

    Quintessential Catskill cabin on 38 picturesque acres of multi-tiered, terraced terrain with diverse rock features and stunning mountain views. Extensive stone work by longtime contractor-owner repurposing bluestone quarried on the property. Stone walls, an outdoor grilling station and amazing natural rock face of the mountain itself shape the central lawn of this alpine oasis. The owner-built

    Peter Cantine Halter Associates Realty

    8 Emerson Terrace, Shandaken, 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
  • /21

    $675,000

    • 15 Beds
    • 15 Baths
    • 10,130 Sq Ft

    288-292 Main St, Pine Hill, NY 12465

    The Pine Hill Arms - a Catskills classic, ready for revival! Built in 1882 and set on nearly 2 acres in the heart of Pine Hill, this historic 15-bedroom inn with full-service restaurant, bar, and cafe offers a rare opportunity to reimagine a beloved Catskills institution. With a total interior square footage of over 10,000 sq ft, the property features a spacious lobby, commercial kitchen,

    Laura Warren Coldwell Banker Village Green

    288-292 Main St, Pine Hill, NY 12465
  • /17

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,939 Sq Ft

    4 Willa Ln, Chichester, NY 12416

    Welcome to this sweet, sprawling ranch with over 1,900 square feet of living space! This single-level home offers the perfect blend of comfort and convenience, just two scenic miles from the charming hamlet of Phoenicia.Step inside to discover an open, thoughtfully designed layout where the kitchen truly serves as the heart of the home. With solid wood cabinetry, a breakfast bar, and a

    Sabrina Puppolo Corcoran Country Living

    4 Willa Ln, Chichester, NY 12416
  • /29

    $185,000

    • 3 Beds
    • 1.5 Baths
    • 1,251 Sq Ft

    37 Ulster and Delaware Turnpike, Big Indian, NY 12410

    LESS THAN A MILE FROM BELLEAYRE MOUNTAIN. Whether you are an avid skier, or just somebody who loves the Catskills, this 1251 sq ft 3 bedroom home is waiting to be updated and transformed into something beautiful. The 1.8 acre property is located on a QUIET DEAD END ROAD, with a wide backyard surrounded by woods, making for a nice private setting. The home, built in 1900, is in need of work, and

    Joshua Slater The Catskill Dream Team

    37 Ulster and Delaware Turnpike, Big Indian, NY 12410
  • /39

    $485,000

    • 1 Bed
    • 1 Bath
    • 1,044 Sq Ft

    249 High St, Phoenicia, NY 12464

    Set on a wooded bluff above the Esopus Creek, this updated 1974 Cape offers Catskills charm, modern upgrades, and a strong connection to the outdoors. A broad 341 sq ft deck welcomes you at the entry—perfect for gathering, grilling, or simply listening to the seasonal stream that borders the property winds down toward the creek below.Inside, the 1,044 sq ft home features a ground-level

    Leighton Ashley Coldwell Banker Timberland

    249 High St, Phoenicia, NY 12464
  • /38

    $449,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    15 High St E, Shandaken, NY 12480

    Catskills Mountain Retreat - 28 Acres of Pure Privacy & AdventureEscape to your own private mountain sanctuary nestled on 28 secluded acres (bordering NY state land) in the heart of the breathtaking Catskills. This charming 3-bedroom, 1-bath home was completely renovated in 2015, blending modern comfort with rustic charm. Inside, you'll find a warm and inviting living space complete with a

    Alfred Peavy Ruth Gale Realty

    15 High St E, Shandaken, NY 12480
  • /35

    $549,000

    • 3 Beds
    • 2 Baths
    • 1,975 Sq Ft

    7202 New York 28, Shandaken, NY 12480

    CATSKILLS LIVING AT ITS FINEST This Circa 1880 country home (totally renovated in 2007) sits on a grassy landscaped acre in the heart of the Catskill Mountains. This property has been a very successful Airbnb/VRBO. The fully insulated house has 1975 SF with 3 BRs, 2 BAs, large Foyer, open floor plan, stunning cobblestone fireplace, and a great cast iron clawfoot tub that leads to the main BR

    Alfred Peavy Ruth Gale Realty

    7202 New York 28, Shandaken, NY 12480
  • /31

    $415,000

    • 3 Beds
    • 2 Baths
    • 2,343 Sq Ft

    62 Andrew Ln, Mount Tremper, NY 12457

    All the essentials are here—hardwood floors, an eat-in kitchen, and a light-filled living room that opens to a screened porch. Located in the Catskill foothills, just minutes from skiing, hiking, Woodstock, Kingston, and all the best of the Hudson Valley.This 3-bedroom, 2-bath home sits on 2.97 acres with a garage, barn, and outbuilding. With 2,343 sq ft and room to enjoy the outdoors,

    Robert Airhart Compass Greater New York, LLC

    62 Andrew Ln, Mount Tremper, NY 12457
  • /36

    $1,995,995

    • 7 Beds
    • 6 Baths
    • 7,020 Sq Ft

    589-595 Plank Rd, Phoenicia, NY 12464

    This beautiful estate must be seen. Owned by the same family for over 40 years, the compound has been lovingly expanded and restored. It is anchored by an 1870 farmhouse with many amenities. You enter the house to a wonderful chef's kitchen with cathedral ceilings accompanied by a walk-in pantry. There are granite countertops and top appliances. The first floor includes a spacious entertaining

    Michael Shaughnessy Halter Associates Realty Inc

    589-595 Plank Rd, Phoenicia, NY 12464
  • /62

    $599,000

    • 4 Beds
    • 2 Baths
    • 2,332 Sq Ft

    5221-5223 New York 28, Mount Tremper, NY 12457

    *One-of-a-Kind Mountain Farmhouse with Guest Cottage on the Esopus Creek*Discover this 4-bedroom, 2-bath farmhouse full of character and beauty nestled on 1.96 enchanting meadow-like acres in Mount Tremper. Built in 1890 and lovingly maintained, this timeless home blends vintage charm with tasteful updates. The interior features hardwood floors, a wood-burning stove in the living room and a

    Amy Owens Coldwell Banker Village Green

    5221-5223 New York 28, Mount Tremper, NY 12457
  • /30

    $2,400,000

    • 13 Beds
    • 5 Baths
    • 8,000 Sq Ft

    540 New York 42, Shandaken, NY 12480

    Experience the best of Catskills living at the Mountain Brook Inn, a beautifully restored historic home in Shandaken, NY. Originally built in 1805 and extensively renovated for 2025, this remarkable residence offers nearly 8,000 square feet of living space on a picturesque 1-acre lot along the tranquil Bushnellsville Creek. The home spans three levels, featuring seven spacious bedrooms on the

    Alicia Goldman Christie's Int. Real Estate

    540 New York 42, Shandaken, NY 12480
  • /11

    $35,000

    • Land
    • 2.00 Acres
    • $17,500 per Acre

    Tbd New York 28, Oliverea, NY 12725

    2 acres of raw beauty in Big Indian NYNestled in the heart of the Catskill Mountains along the scenic route 28 corridor, this lush 2-acre parcel offers endless potential for the nature lover, investor or visionary dreamers. Surrounded by a peaceful mountain ridgeline and a tranquil stream, this peaceful haven invites you to escape the bustle and reconnect with nature.Located in the

    Jeivan Castro Keller Williams Realty HV Nort

    Tbd New York 28, Oliverea, NY 12725
  • /6

    $199,000

    • Land
    • 29 Acres
    • $6,829 per Acre

    TBD Route 28, Big Indian, NY 12480

    Discover an incredible opportunity to own 29.14 acres of land in the scenic hamlet of Big Indian, nestled in the heart of Shandaken. Enjoy the tranquility of the Catskills with easy access to nearby hiking trails, skiing at Belleayre Mountain, and charming towns like Phoenicia and Woodstock. This versatile land provides endless possibilities. Don't miss this rare chance to own land in one of the

    Megan Davis Howard Hanna Rand Realty

    TBD Route 28, Big Indian, NY 12480
  • /25

    $1,200,000

    • Land
    • 14 Acres
    • $85,409 per Acre

    942 Woodland Valley Rd, Shandaken, NY 12464

    This visually private 14 acre Woodland Valley property, six of which are beautifully landscaped, includes an 8 ft deep full acre swimming/fishing pond (stocked with large mouth Bass). The ready to build homesite is fully equipped with electrical service, drilled well, satelite internet, and a septic system certified for a three bedroom home. Not ready to build? Two fully equipped 27 ft travel

    John Melchior Howard Hanna Rand Realty

    942 Woodland Valley Rd, Shandaken, NY 12464
  • /25

    $269,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    28 Wettje Rd, Shandaken, NY 12480

    Private retreat at the end of a quiet road, offering peace and tranquility in a stunning natural setting. With 3 bedrooms, 2 full baths, this home is the perfect getaway for those seeking relaxation and connection with nature. Step into the spacious living room, and you'll be greeted by abundant natural light and a cozy atmosphere. The private deck off the living room provides the perfect spot to

    Louis Naccarato Berardi Realty

    28 Wettje Rd, Shandaken, NY 12480
  • /43

    $1,450,000

    • 4 Beds
    • 6 Baths
    • 4,961 Sq Ft

    110 Lost Clove Rd, Big Indian, NY 12410

    Welcome to Lost Clove Mountain House, an idyllic hideaway in the heart of the Catskills with ample room to roam. Tucked away at the end of a quiet road and bordered by NY State land, this fully renovated property offers unmatched privacy and a front-row seat to Catskills beauty. The main house features four bedrooms, three full baths, two half baths, a striking stone fireplace, and a wall of

    Jessica Brasseur Houlihan Lawrence Inc.

    110 Lost Clove Rd, Big Indian, NY 12410
  • /21

    $625,000

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

    16 Moggre Rd, Chichester, NY 12416

    Completely renovated & rebuilt modular ranch home with 5 bedrooms, 3 full bathrooms and open concept. From the modern kitchen to the elegant new bathrooms, this home has it all. Outside you have a large composite deck that overlooks the private 1.1 acres with patio and firepit. Close to Belleayre, Hunter and Windham Mountains. The home can come fully furnished for the right price. Currently

    Jamie Sittner Oxford Property Group USA

    16 Moggre Rd, Chichester, NY 12416
  • /9

    $170,000

    • Land
    • 2.11 Acres
    • $80,569 per Acre

    0 Erika Dr Unit 20244745, Shandaken, NY 12480

    Unveil your dream retreat nestled in the heart of the Catskill Mountains! This picturesque 2.11-acre parcel boasts seasonal mountain views and is situated in the prestigious Onteora school district. With easy access via a town-maintained road and a desirable flat area perfect for building your custom home, turn your visions of a cabin in the woods into reality. Only a short 12-minute drive to the

    Teresa Falkowski Keller Williams Realty HV Nort

    0 Erika Dr Unit 20244745, Shandaken, NY 12480
  • /23

    $450,000

    • 2 Beds
    • 3 Baths
    • 2,322 Sq Ft

    8776 New York 28, Big Indian, NY 12410

    This spacious home on 2.1 acres is conveniently located near Belleayre Mountain Ski Center and other attractions. The second floor, recently updated, includes 4 airy rooms, skylights, and a great porch with mountain views. The first floor, once a pizza shop, features a large porch perfect for gatherings and can be easily converted into another rental unit. Appliances: Electric Water Heater

    Joel Lowy Exit Realty Venture

    8776 New York 28, Big Indian, NY 12410
  • /44

    $1,150,000

    • 5 Beds
    • 5 Baths
    • 8,081 Sq Ft

    5355 New York 212, Mount Tremper, NY 12457

    Rose of the Catskills - Two bedroom, one bath residence with attached boutique inn and restaurant. This property has embraced and elevated the region's rich history of hospitality since 1988. Guests can stay in 4 rooms, each with its own porch, and enjoy the 3-season salt water swimming pool, cedar sauna, outdoor shower, changing room, gardens and grounds. The two bedroom, one bath apartment can

    Peter Cantine Halter Associates Realty

    5355 New York 212, Mount Tremper, NY 12457
  • /58

    $115,000

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

    00 Garfield Rd, Shandaken, 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 LLC (NY)

    00 Garfield Rd, Shandaken, NY 12464
  • /67

    $99,999

    • Land
    • 14 Acres
    • $7,305 per Acre

    00 New York 28, Oliverea, NY 12410

    Perfectly located at the corner of Route 28 and Route 47 in the town of Shandaken. This property has a diverse forest made up mostly of white pine, hemlock, birch, maple, and ash. Mild terrain near the road offers potential building locations. With the right plan and select clearing, year-round mountain views are a possibility. The zoning along the road is Highway Business( HB), which allows for

    Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

    00 New York 28, Oliverea, NY 12410
  • /25

    $229,000

    • 0.5 Baths
    • 4,173 Sq Ft

    8663 New York 28, Shandaken, NY 12480

    Beth McGuire Listing by Keller Williams Upstate NY Properties

    8663 New York 28, Shandaken, NY 12480
  • /31

    $629,000

    • 3 Beds
    • 2 Baths
    • 1,443 Sq Ft

    265 Tangora Cir, Highmount, NY 12441

    Tucked into the trees and hidden from the world, this contemporary home in Pine Hill, NY feels less like a house and more like a very tasteful treehouse—equal parts functional zen temple and year-round escape hatch. There’s even a second parcel included in the sale to protect your privacy. Quiet, secluded, and staring straight at Belleayre Mountain, it’s a home designed to help you actually

    Arlena Armstrong Anatole House LLC

    265 Tangora Cir, Highmount, NY 12441
  • /31

    $629,000

    • 3 Beds
    • 2 Baths
    • 1,443 Sq Ft

    265 Tangora Ct, Pine Hill, NY 12465

    Tucked into the trees and hidden from the world, this contemporary home in Pine Hill, NY feels less like a house and more like a very tasteful treehouse—equal parts functional zen temple and year-round escape hatch. There's even a second parcel included in the sale to protect your privacy. Quiet, secluded, and staring straight at Belleayre Mountain, it's a home designed to help you actually

    Arlena Armstrong Anatole House LLC

    265 Tangora Ct, Pine Hill, NY 12465
How to Buy a Home How to Finance a Home How to Sell a Home