Ulster, NY Homes

• 

  

  

  /33

  $525,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,395 Sq Ft

  654 Watson Hollow Rd, West Shokan, NY 12494

  The Cottage on Watson HollowTucked away on a serene three-acre parcel, The Cottage on Watson Hollow is a quintessential country retreat, reminiscent of a scene from the pages of Homes & Gardens magazine. This enchanting two-bedroom home is brimming with character, offering a rare blend of rustic charm and gracious living.The grounds are a true natural sanctuary—open meadow space,

  Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  654 Watson Hollow Rd, West Shokan, NY 12494
• 

  

  

  /51

  $640,000 Sold Mar 04, 2025

  • 1,712 Sq Ft
  • $374/SF
  • 58 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  5035 New York 28a, Boiceville, NY 12412

  For those who are drawn to the unique and extraordinary and seek a daily feeling of being on retreat, look no further than this exceptional ''Mediterranean meets the Mountains'' move-in ready property. Imagine a hybrid of a mountain chalet and a Mediterranean-style villa with so much to offer including spa amenities, two handsome brick wood-burning fireplaces, an open floor plan, gorgeous wooden

  Amy Rosen Ruth Gale Realty

  5035 New York 28a, Boiceville, NY 12412
• 

  

  

  /31

  Est $1,167,957 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,592 Sq Ft

  429 Upper Samsonville Rd, Olivebridge, NY 12461

  429 Upper Samsonville Rd, Olivebridge, NY 12461
• 

  

  

  /17

  $319,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,320 Sq Ft

  20 Kelder Rd, Olivebridge, NY 12461

  This lovely, move-in ready cottage is perfect for easy living or a weekend getaway. The rear deck overlooks a cozy green haven with its own fire pit and organic garden. There is so much you can do with this property because it is comletely flat. In winter, enjoy seasonal views of Ashokan High Point. This home has had a number of upgrades within the past two years including new kitchen appliances

  June Mastropietro Mary Collins Real Estate

  20 Kelder Rd, Olivebridge, NY 12461
• 

  $427,500 Sold Jan 23, 2025

  • 3,006 Sq Ft
  • $142/SF
  • 39 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1954

  2 Upper Boiceville Rd, Boiceville, NY 12412

  Experience the best of both worlds in this charming two-family brick home, just minutes from Woodstock and the Catskills. With a new roof and refinished hardwood floors, this home is move-in ready and offers great income potential. Live in one unit and rent the other, or enjoy it as a retreat. The 3-bay garage offers ample storage for everything you need for outdoor adventures—whether it’s

  Barbara Allen HomeSmart Homes & Estates

  2 Upper Boiceville Rd, Boiceville, NY 12412
• 

  

  /35

  Est $865,985 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,670 Sq Ft

  416 Upper Samsonville Rd, Olivebridge, NY 12461

  416 Upper Samsonville Rd, Olivebridge, NY 12461
• 

  

  /50

  $2,950,000 Pending

  • 7 Beds
  • 11 Baths
  • 9,000 Sq Ft

  295 Krumville Rd, Olivebridge, NY 12461

  Welcome to Olivebridge Acres Estate, a secluded 20-acre haven offering unmatched tranquility, luxury, and versatility in the heart of the Hudson Valley. Surrounded by mature forest, cascading waterfalls, serene ponds, and panoramic mountain views, this unique property is a rare find for those seeking refined country living with endless possibilities.At the heart of the estate is a 7,000+ sq ft

  Sharon D'Orazio Christie's Int. Real Estate

  295 Krumville Rd, Olivebridge, NY 12461
• 

  

  /51

  $1,200,000 Sold Jan 16, 2025

  • 3,090 Sq Ft
  • $388/SF
  • 90 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1860

  342-344 Watson Hollow Rd, West Shokan, NY 12494

  Sited on a country road with over 400 feet of Bushkill stream frontage, sits this charming and well-maintained 3BD/2BA farmhouse and 2BD/1BA guest house + studio. The property is ideal for the buyer that wants to live in an updated farmhouse with the option to offer guests a separate dwelling and/or generate rental income. Each dwelling has its own driveway and private outdoor space, making it

  Joseph Satto Fresh Air Realty

  342-344 Watson Hollow Rd, West Shokan, NY 12494
• 

  Est $441,221 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  201 Mill Rd, Olivebridge, NY 12461

  201 Mill Rd, Olivebridge, NY 12461
• 

  

  /20

  $350,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,244 Sq Ft

  62 Grassy Ridge Rd, Olivebridge, NY 12461

  Nestled along a tranquil road, this enchanting retreat is perched on the aptly named Grassy Ridge in Olivebridge—a true natural sanctuary. As you step inside, you're greeted by a welcoming kitchen, an open-concept dining and living area, a cozy bathroom, and an additional versatile room that sparks endless possibilities. Ascend the spiral staircase to discover the primary bedroom—a dreamlike

  Sean Nutley Hudson Modern

  62 Grassy Ridge Rd, Olivebridge, NY 12461
• 

  

  /64

  $380,000 Sold Jan 14, 2025

  • 1,093 Sq Ft
  • $348/SF
  • 90 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1967

  5013 New York 213, Olivebridge, NY 12461

  Situated perfectly amid alfalfa and hay fields, in the middle of farmhouses with generations of history and care, this solidly-built, well-maintained home in Olivebridge offers, comfort, value and affordability. 5013 Route 213 has two bedrooms, a den, large living room, dining area, as well as a generous eat-in kitchen. Additional details include hardwood floors, full home generator and large

  Casey Kearns Past Member

  5013 New York 213, Olivebridge, NY 12461
• 

  /2

  Est $745,455 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,306 Sq Ft

  92 Weber Ln, Olivebridge, NY 12461

  92 Weber Ln, Olivebridge, NY 12461
• 

  

  /36

  $1,100,000 Pending

  • 4 Beds
  • 5 Baths
  • 3,522 Sq Ft

  54 Tetta Ln, Olivebridge, NY 12461

  New barn-style home going up on 7+ acres in Olivebridge. Lots of space spread out over 3 floors. Plenty of exterior porches as well. Quiet, private, and pretty.,AboveGrade:3522,Below Grnd Sq Feet:1269,FLOORING:Wood,FOUNDATION:Concrete,OTHERROOMS:Family Room,Formal Dining Room,Office/Computer Room,ROOF:Asphalt Shingles,Unfinished Square Feet:217

  Chuck Petersheim Lazy Meadows Realty

  54 Tetta Ln, Olivebridge, NY 12461
• 

  $796,000 Sold Jan 13, 2025

  • 2,840 Sq Ft
  • $280/SF
  • 45 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1825

  1967 County Road 3, Olivebridge, NY 12461

  Welcome to The Dymond House! This recently renovated 4-bedroom, 3.5 bath home in Olivebridge has so much to offer. With great artistry and attention to detail, the present owners kept as much of the home's rich heritage intact, while updating it for future generations to enjoy. Perfect for entertaining, each room flows gracefully into the next. Cozy up in front of the fireplace on a

  Lindsay Allen Upstate Down

  1967 County Road 3, Olivebridge, NY 12461
• 

  

  /29

  Est $361,420 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  43 Weber Ln, Olivebridge, NY 12461

  43 Weber Ln, Olivebridge, NY 12461
• 

  

  /47

  $925,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,276 Sq Ft

  3 Hanna Ln, Olivebridge, NY 12461

  At the base of the mountains, surrounded by woods and wide-open sky, this custom-built 2020 home by Catskill Farms—a builder celebrated for timeless architecture and thoughtful design—offers the perfect blend of modern comfort and country charm on five private acres.With 3 bedrooms, 2.5 bathrooms, and a finished walk-out basement, the home is both warm and functional. Step onto the rocking

  William Golan Compass Greater NY, LLC

  3 Hanna Ln, Olivebridge, NY 12461
• 

  

  /22

  $240,000 Sold Jan 09, 2025

  • 1,750 Sq Ft
  • $137/SF
  • 108 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  119 Sheldon Hill Rd, Olivebridge, NY 12461

  Looking for a fixer upper home in a beautiful and quiet country location? This L shaped single story on 2.3 rural acres just might be it! The 3 bedroom, 2 bath ranch has mid-century vibes with a large living room, master bedroom suite and two bedrooms and bath in the other wing. The land is quite nice with stone walls and the house being well set off a lightly traveled lane. There is also a

  Daniel Winn Halter Associates Realty

  119 Sheldon Hill Rd, Olivebridge, NY 12461
• 

  

  /31

  Est $698,566 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  2390 County Road 3, Olivebridge, NY 12461

  2390 County Road 3, Olivebridge, NY 12461
• 

  

  /11

  $275,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft

  1750 County Road 2, Olivebridge, NY 12461

  Escape to serenity in this 2 Bedroom 2 Bath ranch on 2.8 acres, just minutes from the Ashokan Reservior. This newer home offers a thoughtfully designed split bedroom layout providing privacy with opposite end bedroom suites, perfect for guests of peaceful work from home set up. Enjoy seasonal mountain views from your level lot with a private level yard with plenty of front yard driveway. The

  Ronnie Rebis Grist Mill Real Estate

  1750 County Road 2, Olivebridge, NY 12461
• 

  

  /38

  $725,000 Sold Jan 03, 2025

  • 4,700 Sq Ft
  • $154/SF
  • 257 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1900

  4047 New York 28a, West Shokan, NY 12494

  Unique Multi-Property Opportunity in Upstate New York. This exceptional property offers three distinct homes on one building lot, perfect for investors, large families, or anyone seeking a versatile living arrangement. Nestled in a prime location directly across from the Ashokan Reservoir and scenic hiking trails, and just 20 miles from two popular ski slopes, this property is an outdoor

  Richard Greenspan Ruth Gale Realty

  4047 New York 28a, West Shokan, NY 12494
• 

  

  /22

  Est $608,464 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  2778 County Road 3, Olivebridge, NY 12461

  2778 County Road 3, Olivebridge, NY 12461
• 

  

  /51

  $945,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,794 Sq Ft

  11 Heyden Rd, Shokan, NY 12481

  Tucked away near the top of a mountain (called Chase Mountain by many of the locals) on nearly 7 private acres with sweeping and stunning views of the Ashokan Reservoir, pastoral meadows, and the surrounding Catskill Mountains, this nostalgic property once served as a pair of cherished summer cottages—now ready for your vision. The main cottage features two bedrooms and a spacious

  Darlene Griffin Halter Associates Realty

  11 Heyden Rd, Shokan, NY 12481
• 

  $275,000 Sold Dec 20, 2024

  • 560 Sq Ft
  • $491/SF
  • 55 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1948

  100 Grassy Ridge Rd, Olivebridge, NY 12461

  Storybook cottage located in quiet low tax Olive, just minutes from the Ashokan Reservoir! So well maintained and cute as a button, this two bedroom, one bath home is set on a lightly wooded acre, surrounded by antique stone walls covered in wild roses. Nice open public space, hardwood floors and new decking are just some of the features you will love. Enjoy cozy winter days inside with a

  Laurel Sweeney BHHS Nutshell Realty

  100 Grassy Ridge Rd, Olivebridge, NY 12461
• 

  

  /22

  Est $264,859 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 742 Sq Ft

  207 Haver Rd, Olivebridge, NY 12461

  207 Haver Rd, Olivebridge, NY 12461
• 

  

  /41

  $1,195,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 3,941 Sq Ft

  465 High Point Mountain Rd, West Shokan, NY 12494

  Available for the first time in 50-plus years, this iconic Hudson Valley home boasts extraordinary character and charm in the perfect setting -- a secluded 10-acre nook of ponds and woods just minutes from the Ashokan Reservoir. The house, a masterful blend of timeless farmhouse style, craftsmanship and luxury, is the polar opposite of cookie cutter, with classic window awnings, cedar shakes and

  Hayes Clement Compass Greater New York, LLC

  465 High Point Mountain Rd, West Shokan, NY 12494
• 

  $380,000 Sold Dec 20, 2024

  • 738 Sq Ft
  • $515/SF
  • 50 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1958

  48 Bell Ln, West Shokan, NY 12494

  Immaculate 2 bdrm, 1 bath Turnkey Cottage on 1.4 Tranquil Acres in West Shokan. This beautifully updated cottage was fully rebuilt and renovated in 2021 and is nestled on 1.4 acres of private land offering a flawless interior and exterior. Come inside to discover a full kitchen equipped with modern amenities, a living room, 2 bedrooms and a charming loft for extra sleep space... The cozy

  Amy Owens Coldwell Banker Village Green

  48 Bell Ln, West Shokan, NY 12494
• 

  

  /24

  Est $690,778 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,706 Sq Ft

  54 Runge Rd, Shokan, NY 12481

  54 Runge Rd, Shokan, NY 12481
• 

  

  /23

  $465,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  51 Mountain Valley Rd, Boiceville, NY 12412

  Charming Stream-side Cabin - Private, Peaceful, and Packed with CharmWelcome to your perfect Catskills retreat! Stream-side and secluded, this cabin is nestled on lush, wooded land along the Little Beaver Kill Stream - a truly unique property offering privacy, peace, and natural beauty in every direction.Wake up to the sound of the stream as you sip your morning coffee, take an

  Christina Sellers Keller Williams Realty HV Nort

  51 Mountain Valley Rd, Boiceville, NY 12412
• 

  $300,000 Sold Dec 16, 2024

  • 1,434 Sq Ft
  • $209/SF
  • 62 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1974

  4192 State Route 28, Boiceville, NY 12412

  Nestled in the scenic Catskills, minutes from Woodstock and Phoenicia, this charming log cabin exudes rustic charm and cozy comfort. A delightful property that features three bedrooms and one bathroom, making it an ideal retreat for families or those seeking a tranquil getaway. It's wooden interiors and inviting atmosphere, perfectly complements its serene surroundings. Step outside to enjoy the

  Amanda Chavarria HomeSmart Homes & Estates

  4192 State Route 28, Boiceville, NY 12412
• 

  

  /27

  Est $592,709 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,380 Sq Ft

  30 Pinecrest Dr, West Shokan, NY 12494

  30 Pinecrest Dr, West Shokan, NY 12494
• 

  

  /24

  $349,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,330 Sq Ft

  31 Lang Rd, West Shokan, NY 12494

  Bring your vision to this charming home in West Shokan, nestled amidst the Catskill Mountains. This spacious 4-bedroom, 2.5-bath home offers a generous 3,330 square feet of living space, situated on 1 acre of land. The charming 1 bed 1 bath accessory apartment holds significant potential for a guest/in-law suite or rental opportunity. This homes thoughtful floor plan seamlessly connects the

  Richard Vizzini Corcoran Country Living

  31 Lang Rd, West Shokan, NY 12494
• 

  $1,295,000 Sold Dec 11, 2024

  • 3,725 Sq Ft
  • $348/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1997

  8 Heyden Rd, Shokan, NY 12481

  Welcome to Your Custom Mountain Retreat! Nestled between the serene Ashokan Reservoir and majestic Ticeteneyck Mountain, this stunning post-and-beam home offers unparalleled solitude and breathtaking water views from nearly every room. Step inside to an open floor plan featuring a soaring cathedral ceiling, rustic beams, and a massive stone fireplace that sets the perfect ambiance. Gleaming

  Carol Spirig Halter Associates Realty Inc

  8 Heyden Rd, Shokan, NY 12481
• 

  Est $479,960 Not Listed For Sale

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

  71 Turner Rd, West Shokan, NY 12494

  71 Turner Rd, West Shokan, NY 12494
• 

  

  /51

  $1,295,000 Sold Dec 11, 2024

  • 3,725 Sq Ft
  • $348/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1997

  8 Heyden Off Chase Rd, Shokan, NY 12481

  Welcome to Your Custom Mountain Retreat!Nestled between the serene Ashokan Reservoir and majestic Ticeteneyck Mountain, this stunning post-and-beam home offers unparalleled solitude and breathtaking water views from nearly every room. Step inside to an open floor plan featuring a soaring cathedral ceiling, rustic beams, and a massive stone fireplace that sets the perfect

  Carol Spirig Halter Associates Realty

  8 Heyden Off Chase Rd, Shokan, NY 12481
• 

  Est $676,849 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,368 Sq Ft

  68 Butternut Knolls, West Shokan, NY 12494

  68 Butternut Knolls, West Shokan, NY 12494
• 

  

  /63

  $310,098 Sold Dec 05, 2024

  • 575 Sq Ft
  • $539/SF
  • 63 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1935

  46 Weber Ln, Olivebridge, NY 12461

  BEST AND FINAL BY FRIDAY AT 10 AMThis charming vintage cottage is the perfect upstate escape. This home features a massive yard that backs up to a lush forest teeming with wildlife. This home also features: 2 bedrooms, an adorable bathroom with vintage tiles, a spacious retro kitchen, newly refinished hardwood wood floors, a full screened in sun porch, a newer roof and a basement with a new

  Mackenzie Grate The Machree Group, LLC

  46 Weber Ln, Olivebridge, NY 12461
• 

  Est $338,442 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 984 Sq Ft

  45 Brodhead Rd, West Shokan, NY 12494

  45 Brodhead Rd, West Shokan, NY 12494
• 

  

  /37

  $525,000 Sold Dec 04, 2024

  • 1,103 Sq Ft
  • $476/SF
  • 76 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1986

  27 Cross Rd, Olivebridge, NY 12461

  Nestled on 15.50 acres in Charming Olivebridge. Escape from the hustle and bustle of City Life and Enjoy Nature, Camp Fires, Hiking, Biking, Nature's Symphony, Recharge and get into your Zen Place!.Sweet Log Cabin with Woodburning Stove in Living Room with Stone Surround, Eat in Kitchen,First Floor Bedroom, Full Bath, Mudroom, Side Porch, this is the first floor. Upstairs Two Nicely Sized

  Mary Orapello Howard Hanna Rand Realty

  27 Cross Rd, Olivebridge, NY 12461
• 

  /2

  Est $401,381 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft

  112 Brodhead Rd, West Shokan, NY 12494

  112 Brodhead Rd, West Shokan, NY 12494
• 

  $7,000 Sold Nov 20, 2024

  • Land
  • 0.33 Acre
  • $21,212 per Acre

  • 135 Days On Market

  1470 County Road 2, Olivebridge, NY 12461

  This old structure is ready to move out, and possibly replace it with a new one. Owner has no knowledge of sewer or septic. Come see it and give an offer! CurrentUses: Single Family,

  Gabor Dezso Century 21 Geba Realty

  1470 County Road 2, Olivebridge, NY 12461

Showing Results 81 - 120, Page 3 of 18