Ulster County NY Homes for Sale with Acreage

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  /44

  $2,500,000

  • 3 Beds
  • 2.5 Baths
  • 2,334 Sq Ft

  64 Dug Rd, Accord, NY 12404

  Set on 7.5 private acres with sweeping, cinematic views of the Shawangunk Ridge—including a direct sightline to the iconic Sky Top Tower—this completely reimagined property offers a rare blend of thoughtful design, refined comfort, and serene natural beauty. Since purchasing the home in 2015, the current owners have transformed it from the ground up. Working with a prominent architect, they

  Briana Cermak BHHS HUDSON VALLEY PROP-WDST

  64 Dug Rd, Accord, NY 12404
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  /9

  $165,000

  • Land
  • 15 Acres
  • $10,855 per Acre

  287 Church Rd, Shawangunk, NY 12566

  Location Location - just 10 minutes to Pine Bush NY. Beautiful Homes in this area. drive way area. slopes up to the main private and secluded 15 Acres home site. Country life style living, yet minutes from restaurants, shopping, schools. Contractors put this one on your bucket list, will not last long. Some one once said, come up for a week end. stay a life time. Beautiful area, beautiful Pine

  John Melchior Howard Hanna Rand Realty

  287 Church Rd, Shawangunk, NY 12566
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  /50

  $595,500

  • 3 Beds
  • 3 Baths
  • 2,234 Sq Ft

  5 Sunrise Dr, Milton, NY 12547

  Yes—you really can have it all!Welcome to 5 Sunrise Drive, nestled in the heart of the stunning Hudson Valley. Set on over an acre of beautifully landscaped grounds, this property offers more than 2,200 sq. ft. of comfortable living space, with a spacious lower level ready to be finished to suit your needs.Whether you're taking in the sweeping panoramic views from your front porch or unwinding on

  Jane Alfidi Howard Hanna Rand Realty

  5 Sunrise Dr, Milton, NY 12547
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  /7

  $489,000

  • Land
  • 38 Acres
  • $13,040 per Acre

  tbd Dug Hill Rd, Hurley, NY 12443

  A rare opportunity to own 37.5 acres across two separate parcels in the heart of the Hudson Valley. Nestled in the sought-after town of Hurley, these wooded lots offer privacy, serenity, and endless potential for your Upstate dream home. Whether you envision a rustic cabin, a modern retreat, or a family estate, these parcels provide a blank canvas for your imagination. Picture crafting a

  Richard Vizzini Corcoran Country Living

  tbd Dug Hill Rd, Hurley, NY 12443
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  /42

  $1,185,000

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  356 Bruyn Turnpike, Wallkill, NY 12589

  Escape the ordinary and step into something truly extraordinary—this architecturally distinct residence is nestled into 10.7 gated acres of open meadows and rolling land, located in the desirable Wallkill School District and just minutes from the scenic Shawangunk Ridge. Designed to merge seamlessly with the land itself, this 2,600 square foot concrete earth-sheltered home is a bold statement in

  Kathryn DeCrosta John J Lease REALTORS Inc

  356 Bruyn Turnpike, Wallkill, NY 12589
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  /37

  $1,100,000

  • 12 Beds
  • 12 Baths
  • 4,860 Sq Ft

  996 Dominican Ln, Saugerties, NY 12477

  Create Your Hudson River Legacy Estate at 996 Dominican Lane.Discover the rare opportunity to establish a multi-generational legacy property on one of the Hudson Valley's most coveted riverfront parcels. This exceptional 8.7-acre estate offers discerning buyers the chance to craft their family's forever home while building lasting wealth through strategic property development. Transform

  Robert Airhart Compass Greater New York, LLC

  996 Dominican Ln, Saugerties, NY 12477
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  /34

  $695,000

  • 4 Beds
  • 3 Baths
  • 3,172 Sq Ft

  24 Hampton Ct, Wallkill, NY 12589

  If peace, quiet and privacy are what you desire, look no further than this meticulously kept 3.74-acre property located at the end of a quiet cul-de-sac with no thru traffic. Landscaped gardens, mature shade trees, a stamped concrete patio with fire pit (2017) & an abundant wildlife complete this backyard oasis. Great for entertaining or just relaxing and taking in the morning sun rise. The

  Kristine Many Keller Williams Realty

  24 Hampton Ct, Wallkill, NY 12589
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  /13

  $375,000

  • Land
  • 49 Acres
  • $7,669 per Acre

  1656 Frost Valley Rd, Claryville, NY 12725

  Pristine almost-50 Acres of vibrant and diverse Catskill Mountain forest land located in the middle of the Big Indian Wilderness Area. Minutes to trailheads accessing endless hours of hiking, camping and back country recreation, should you choose to leave your own private chunk of the Catskills. Complete with rushing mountain streams, old logging roads and a mix of rolling to rugged terrain,

  Hilary Smith Ruth Gale Realty

  1656 Frost Valley Rd, Claryville, NY 12725
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  /36

  $575,000

  • 3 Beds
  • 2.5 Baths
  • 2,242 Sq Ft

  17 Dogwood Knolls, Highland, NY 12528

  Incredible home with stunning renovations; this one of a kind raised ranch has over 2,200 sq.ft. featuring 3/4 bedrooms two and a half baths, PLUS bonus room and 2 car garage. Located in a peaceful setting of 3.3 private acres on the dead-end road; you get the "best of both worlds" a residential neighborhood that's also easily accessible to main roads, shopping and restaurants! This home has

  Gzim Hakanjin Coldwell Banker Realty

  17 Dogwood Knolls, Highland, NY 12528
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  /56

  $1,300,000

  • 4 Beds
  • 2.5 Baths
  • 2,156 Sq Ft

  19 Riverview Terrace, Kingston, NY 12401

  ''BOATS AHOY !!! This meticulously kept home on the Hudson River offers unobstructed, panoramic views. See the eagles soaring: ships and yachts passing by. Welcome to riverfront living at its most luxurious—where your yacht can be moored just steps from your back door. This extraordinary Hudson River property boasts 150 feet of direct water frontage, complete with a concrete pad right at the

  Jeanne Boice Howard Hanna Rand Realty

  19 Riverview Terrace, Kingston, NY 12401
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  /31

  $499,000

  • 4 Beds
  • 1.5 Baths
  • 2,418 Sq Ft

  149 River Rd, New Paltz, NY 12561

  Dutch Colonial Charm on Nearly 2 Acres — Between New Paltz & KingstonTucked away on a quiet country road in Rosendale and perfectly positioned between New Paltz and Kingston, this 4-bedroom, 2-bath Dutch Colonial rests on nearly 2 flat, tree-lined acres — ideal for gardening, play, and pets.With 2,340 square feet of flexible living space, the home offers a layout that blends

  Leigh Wagner-Quintana Keller Williams Realty HV Nort

  149 River Rd, New Paltz, NY 12561
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  /31

  $1,795,000

  • 3 Beds
  • 3.5 Baths
  • 3,072 Sq Ft

  253 Upper Byrdcliffe Rd, Woodstock, NY 12498

  Historic Byrdcliffe Estate on One of Woodstock's Most Beloved Roads. Step into a piece of Woodstock's storied past with this enchanting 1910 Arts & Crafts masterpiece, gracefully situated on nearly six bucolic acres along one of the town's most picturesque and sought-after roads. Originally owned by Jane BYRD Whitehead and Ralph RadCLIFFE Whitehead, two of the visionary founders of the Byrdcliffe

  John Kralik Compass Greater NY, LLC

  253 Upper Byrdcliffe Rd, Woodstock, NY 12498
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  /42

  $1,495,000

  • 2 Beds
  • 4 Baths
  • 2,727 Sq Ft

  96 Meads Mountain Rd, Woodstock, NY 12498

  Tucked away on 7.26 acres of lush, storybook landscape with a stream-fed pond, this quintessential Woodstock home is more than a residence-it's an experience. As you approach via a winding driveway that crosses a babbling stream and year-round waterfalls, the magic begins. You can hear the cascading water from the house itself, setting the tone for the serenity that follows. The main home offers

  Lisa Halter HALTER ASSOCIATES REALTY INC

  96 Meads Mountain Rd, Woodstock, NY 12498
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  /20

  $325,000

  • Land
  • 50 Acres
  • $6,539 per Acre

  0 Route 52 Unit KEY871986, Wawarsing, NY 12489

  Surreal mountain top location. Nestled on the Shawangunk mountains, in the Town of Wawarsing, just outside the village of Ellenville. 50 acres of lush forest and Rocky Mountains, an outdoorsman dream. VP Viewshed Protection District, TaxID 91.3-1-2 Ellenville School district.

  Vincent Nastro Howard Hanna Rand Realty

  0 Route 52 Unit KEY871986, Wawarsing, NY 12489
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  /30

  $2,100,000

  • 9 Beds
  • 10 Baths
  • 8,452 Sq Ft

  0 Wittenberg Rd Unit 20252191, Woodstock, NY 12498

  Welcome to Happy Brooks , The much-loved compound for many years of Woodstock Festival co-founder and legendary music industry icon Michael Lang, this mythic Mt. Tremper property boasts true style, along with a creative pedigree that dates back to the 1920s. Originally built for the artist G. Adolph Anderson, the 17 acre estate features three architecturally significant & historic structures

  Nancy Felcetto Brown Harris Stevens Hudson

  0 Wittenberg Rd Unit 20252191, Woodstock, NY 12498
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  /38

  $795,000

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft

  276 Chestnut Hill Rd, Woodstock, NY 12498

  Tucked back on a six acre lot just minutes to the town of Woodstock sits this fairytale two bedroom cottage. The woodland view is yours to explore, the deep forest of evergreens, ferns and moss. Inside, you're tucked into charming spaces or enjoying the expansive Great Room, with a stone fireplace at the center and vaulted ceilings with beautiful exposed beams. A wall of windows frames the view.

  Annabel Taylor Four Seasons Sotheby's Int.

  276 Chestnut Hill Rd, Woodstock, NY 12498
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  /56

  $1,295,000

  • 4 Beds
  • 2 Baths
  • 2,377 Sq Ft

  35 Abbey Rd, Mount Tremper, NY 12457

  35 Abbey Road — A Mid-Century Sanctuary minutes from Woodstock TownTucked away off of Abbey Rd and just a short pass over a charming stream you'll arrive at this pristine, authentic mid-century retreat, nestled in the heart of Woodstock's beloved Abbey Road. Set on 5.4 magical acres, this serene property captures the essence of Catskills living- graceful, grounded, and surrounded by

  Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  35 Abbey Rd, Mount Tremper, NY 12457
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  /76

  $849,000

  • 6 Beds
  • 6 Baths
  • 3,547 Sq Ft

  11 W Bridge St, Saugerties, NY 12477

  Step back in time while enjoying modern comforts in this meticulously maintained Federal-style brick home, built in the 1800s and located in the picturesque Village of Saugerties. Retaining its original charm, the property has been thoughtfully updated to meet contemporary needs while preserving its historic essence. The main home features 4 bedrooms and 1.5 bathrooms, with a tastefully updated

  Eliana Amodio Amodio Real Estate & Prop

  11 W Bridge St, Saugerties, NY 12477
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  /35

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 2,512 Sq Ft

  17 Boice Mill Rd, Kerhonkson, NY 12446

  Welcome to your serene escape in the heart of the Hudson Valley! This rare and distinctive hexadecagon-shaped contemporary home in Kerhonkson offers both style and tranquility on 3.3 private acres. With 3 bedrooms, 2.5 bathrooms, and over 2,500 square feet of finished living space, this thoughtfully designed retreat blends modern comfort with a unique architectural footprint rarely found on the

  Virginia Corbett eXp Realty

  17 Boice Mill Rd, Kerhonkson, NY 12446
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  /27

  $725,000

  • 4 Beds
  • 1.5 Baths
  • 2,145 Sq Ft

  1250 County Route 351, Preston Hollow, NY 12471

  Historic Federal-Era Village Home in Picturesque RensselaervilleNestled within the expansive Hyuck Nature Preserve, Rensselaerville is a pristine White Pine village dating to circa 1820, renowned for its stunning historic homes and natural beauty. The Preserve offers miles of managed trails, a breathtaking 300-foot waterfall (plus a hidden cascade), and exclusive summer swimming and boating

  Pamela King-Belfor Four Seasons Sothebys Intl

  1250 County Route 351, Preston Hollow, NY 12471
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  /33

  $2,100,000

  • 9 Beds
  • 10 Baths
  • 8,452 Sq Ft

  Unlisted Address

  Welcome to Happy Brooks , The much-loved compound for many years of Woodstock Festival co-founder and legendary music industry icon Michael Lang, this mythic Mt. Tremper property boasts true style, along with a creative pedigree that dates back to the 1920s. Originally built for the artist G. Adolph Anderson, the 17 acre estate features three architecturally significant & historic structures

  Nancy Felcetto Brown Harris Stevens HV LLC

  Unlisted Address
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  /45

  $819,000

  • 5 Beds
  • 2 Baths
  • 2,221 Sq Ft

  5813 U S 44, Kerhonkson, NY 12446

  A rare and versatile offering in the heart of the Shawangunk Mountains: two fully separate and distinct homes, each with its own pool, hot tub, and private outdoor amenities — all set on nearly 2 acres of beautifully landscaped land. Currently operated as successful Airbnb rentals with strong financials and glowing five-star reviews, this is a standout opportunity for investors, second-home

  Dylan Taft Taft Street Realty, Inc.

  5813 U S 44, Kerhonkson, NY 12446
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  /17

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,647 Sq Ft

  121-1 Mountain Rd, Shokan, NY 12481

  RECENTLY REDUCED! THIS HOME IS A MUST SEE IN PERSON!Welcome to 121-1 Mountain Road in Shokan, NY! Nestled in this tranquil town, this charming ranch styled home offers a seamless blend of comfort, creativity, and outside natural beauty. Set back from the road on a 1.6 acre lot, this residence spans over 1600 sq. ft of connected living and dining space, with room to grow and

  Jayme Staten United Real Estate HV Edge

  121-1 Mountain Rd, Shokan, NY 12481
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  /10

  $168,000

  • Land
  • 2.10 Acres
  • $80,000 per Acre

  00 Whites Ln, Woodstock, NY 12498

  Prime location offering both privacy and proximity to the heart of Woodstock Village. Although the parcel's address is Whites Lane it is a fully wooded lot fronting Playhouse Lane Extension, a private and secluded road starting at the junction of Whites Lane and Playhouse. This setting is ideal for building your dream home while enjoying the convenience of walking to the Village. This parcel is

  Daniel Hauspurg Potter Realty

  00 Whites Ln, Woodstock, NY 12498
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  /38

  $789,000

  • 3 Beds
  • 2.5 Baths
  • 2,066 Sq Ft

  40 Bridle Path Ln, High Falls, NY 12440

  Arrive home and find yourself immersed in a pastoral Rondout Valley setting with big skies and soothing meadow views, conveniently located between Stone Ridge and High Falls. Sip your morning brew on the front porch and enjoy horse watching while listening to the tunes of the birds. This privately sited, modern ranch home is in the Duchess Farm Equestrian Community where you can take riding

  Petra Heist Berkshire Hathaway Homeservice

  40 Bridle Path Ln, High Falls, NY 12440
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  /37

  $680,000 Open House 8/02

  • 4 Beds
  • 2.5 Baths
  • 2,793 Sq Ft

  84 Van Nostrand Rd, New Paltz, NY 12561

  Tucked away on 2.9 serene acres along a quiet country road, this immaculately maintained Hudson Valley home offers the perfect balance of privacy and convenience—just 10 minutes from the Thruway and the Village of New Paltz.A warm and inviting layout features a spacious family room with a woodstove, soaring ceilings, and a unique spiral staircase leading to a loft—ideal for a game room,

  Hollis Dukler Coldwell Banker Village GreenN

  84 Van Nostrand Rd, New Paltz, NY 12561
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  /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
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  /10

  $275,000

  • Land
  • 4.70 Acres
  • $58,511 per Acre

  TBD Rt 299, New Paltz, NY 12528

  Highway exposure and easily accessible, this 4.7-acre commercially zoned parcel with 480+ feet of frontage along Route 299 in Highland, New York (16,535 AADT). Zoned DB (Design Business). Conveniently situated approximately 7 minutes / 3.2 miles from the New York State Thruway (Interstate 87).

  KATHRYN GREAVEN eXp Realty

  TBD Rt 299, New Paltz, NY 12528
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  /21

  $525,000

  • 2 Beds
  • 1 Bath
  • 1,251 Sq Ft

  183 Mill Rd, Olivebridge, NY 12461

  Nestled in the Catskill Mountains, this beautifully renovated 2-bedroom, 1-bath home on 2.2 private acres offers the perfect retreat. Enjoy the peace of nature from the back porch overlooking the woods, or relax indoors with cathedral ceilings and an abundance of natural light. The home features all new plumbing and electric, a modern kitchen with custom all-wood cabinetry, quartz countertops,

  Michael Bussa K. Fortuna Realty, Inc.

  183 Mill Rd, Olivebridge, NY 12461
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  /49

  $689,999

  • 4 Beds
  • 2 Baths
  • 2,600 Sq Ft

  21 Schroon Hill Rd, Kerhonkson, NY 12446

  Set on nearly 12 wild and peaceful acres in the storied hamlet of Tabasco, this property is more than a home—it’s a lifestyle. Whether you're fresh off a climb in the Gunks, a long ride through the Shawangunks, or a hike in Minnewaska or Mohonk, this is the place to land, reset, and breathe it all in.The 4-bedroom, 2-bath farmhouse balances rustic soul with modern comfort. A sun-filled great room

  Lindsay Stevens eXp Realty

  21 Schroon Hill Rd, Kerhonkson, NY 12446
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  /28

  $1,225,000

  • 3 Beds
  • 2 Baths
  • 1,948 Sq Ft

  99 Cannon Cir, Woodstock, NY 12498

  Tucked away in the pristine Ohayo Mountain forest and less than a mile from the heart of Woodstock, Cannon House offers the rare combination of seclusion, comfort, and modern design. Set on 1.65 acres, this contemporary retreat, built in 2020, is thoughtfully designed to immerse you in the natural surroundings while providing every modern convenience. With three bedrooms and two and a half baths,

  Laurie Ylvisaker Coldwell Banker Village Green

  99 Cannon Cir, Woodstock, NY 12498
• 

  

  /17

  $330,000

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

  103 Continental Rd, Napanoch, NY 12458

  Discover a charming, circa 1900 Hudson Valley farmhouse sitting on 1.7 acres along a quiet, winding country road. Just minutes from Minnewaska State Park, Lake Awosting, the Rondout Reservoir, Shadowland Theater, and an array of restaurants, hiking, biking, and rock climbing in the Gunks.This beautifully maintained home features an updated kitchen and a welcoming mudroom—perfect for removing

  Addriene McCord Keller Williams Realty

  103 Continental Rd, Napanoch, NY 12458
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  /22

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,365 Sq Ft

  59 South St, Highland, NY 12528

  Charming 1900 Two-Story Farmhouse with Vintage Character... Step into timeless charm with this lovingly cared for two-story farmhouse, built circa 1900 and brimming with original character. Featuring authentic hardwood floors, this 2-bedroom home offers cozy living spaces, walk-in closets, and a woodstove perfect for those crisp Hudson Valley evenings. Enjoy peaceful mornings on the classic

  jeff farnell John J Lease REALTORS Inc

  59 South St, Highland, NY 12528
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  /33

  $2,175,000

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

  44 Old Wagon Rd, Wood Stock, NY 12498

  Just a short walk from the vibrant village of Woodstock, this exceptional modern contemporary home is truly one-of-a-kind. Designed by a renowned Park Avenue architect, this residence perfectly blends modern design and comfortable living, with no detail overlooked. As you enter through the foyer, you're immediately struck by the abundance of natural light streaming through the wall-to-wall

  Megan Rios Berardi Realty

  44 Old Wagon Rd, Wood Stock, NY 12498
• 

  

  /17

  $285,000

  • 3 Beds
  • 1 Bath
  • 1,134 Sq Ft

  26 N Wilbur Ave, Kingston, NY 12401

  Newly remodeled two story traditional style home awaits you. Walking distance to Uptown Kingston. This three bedroom home has been updated to include newly renovated kitchen featuring new natural wood cabinets complete with beautiful butcher block counter tops. Brand new stainless steel appliances, including 5 burner gas range. First floor bath has been completely re-done and reflects brand new

  Eric Kitchen Kitchen Realty Group

  26 N Wilbur Ave, Kingston, NY 12401
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  /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
• 

  

  /35

  $459,000

  • 2 Beds
  • 1 Bath
  • 1,305 Sq Ft

  894 Upper Mountain Rd, Pine Bush, NY 12566

  Private Homesteading Retreat on Nearly 9 Acres — Minutes from Minnewaska State Park!!Nestled on a country road, this unique and private homesteading property offers an exceptional blend of rustic charm, self-sufficiency, and natural beauty. Set on nearly 9 acres of pristine land, it's the perfect haven for those seeking a tranquil lifestyle with abundant outdoor opportunities.Enjoy almost 9 acres

  Patricia Lucey Picture It Sold, LLC

  894 Upper Mountain Rd, Pine Bush, NY 12566
• 

  

  /32

  $874,000

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  40 Northwoods Rd, Saugerties, NY 12477

  Welcome to 40 Northwoods Road in Saugerties, NY—where contemporary charm meets natural beauty! This 3-bedroom, 3-bathroom home offers 2,220 square feet of comfortable living space on a generous 2.8 acre lot, providing ample room for both relaxation and entertainment.Inside, you'll find the warmth of hardwood floors throughout the living spaces. The living room, featuring a cozy fireplace,

  Robert Airhart Compass Greater New York, LLC

  40 Northwoods Rd, Saugerties, NY 12477
• 

  

  /17

  $389,000

  • 4 Beds
  • 2 Baths
  • 1,880 Sq Ft

  2832 New York 28, Shokan, NY 12481

  Interesting Multi-Unit Property in the Lovely Town of Olive. The Main house has 3 Bedrooms and 1 Bath with recent Renovations to the Kitchen, Bathroom, Mudroom and Breezeway. There's a Newer Roof also! On the far end of this elongated Ranch, separated by a Utility Room and Garage, is an Efficiency Apartment (currently rented). The house is well set back from the road with a wall of trees for

  Edwin Maldonado Howard Hanna Rand Realty

  2832 New York 28, Shokan, NY 12481
• 

  

  /39

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  8 Enclave Manor Dr, New Paltz, NY 12561

  ''Peaceful retreat on 5 Acres in New Paltz'' If privacy, convenience, and natural beauty are top of the list for your new home, look no further. Located down a long road at the end of Enclave Manor Drive (just off scenic Dubois Road) in the town of New Paltz, this home offers both seclusion and convenience. Set on 5 acres of lush lawn and woods, this property is perfect for those seeking a

  Mark Haldeman Howard Hanna Rand Realty

  8 Enclave Manor Dr, New Paltz, NY 12561

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