Ulster, NY Homes

• 

  

  

  /24

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,113 Sq Ft

  2772 New York 28, Shokan, NY 12481

  This charming ranch in the heart of Shokan offers a bright and cozy living space that's easy to fall for. With 1,113 square feet, 3 bedrooms, and 1 bath, it's the perfect size for simple living, whether you're starting out or looking to scale down. Inside, you'll find beautiful hardwood floors throughout and a stone fireplace that anchors the living room with warmth and character. The galley

  

  Donna Brooks

  Compass Greater NY, LLC

  (845) 622-8031

  2772 New York 28, Shokan, NY 12481
• 

  Explore Shokan

• 

  

  

  /25

  $450,000 Sold Aug 22, 2025

  • 2,412 Sq Ft
  • $187/SF
  • 53 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1860

  42 Longyear Rd, Shokan, NY 12481

  Welcome to 42 Longyear Road, Olive, NY - a distinguished property offering a blend of comfort and convenience. This 2,412 square foot residence features four spacious bedrooms and two and a half bathrooms.Situated on 3.30 acres, this home provides ample outdoor space, including seasonal mountain views and proximity to the Ashokan Reservoir. The property boasts a detached mechanics garage,

  Felicity Taylor Corcoran Country Living

  42 Longyear Rd, Shokan, NY 12481
• 

  

  /2

  Est $483,517 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,135 Sq Ft

  71 Black Alder Rd, Shokan, NY 12481

  71 Black Alder Rd, Shokan, NY 12481
• 

  

  

  /25

  $499,000

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

  27 Crosswell Manor Dr, Shokan, NY 12481

  Bright loft-style retreat with studio potential in low-tax Olive. Spacious and light, this open concept home is perfect for weekend escapes and full-time enjoyment. Set in a semi-private location with potential for lovely views with some selective cutting, the layout features Great rooms on both levels , ideal for live/work use, entertaining or a creative retreat. Upstairs,

  Laura Prince Hudson Dwellings Realty

  27 Crosswell Manor Dr, Shokan, NY 12481
• 

  

  

  /28

  $365,000 Sold Jul 24, 2025

  • 1,576 Sq Ft
  • $232/SF
  • 130 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1920

  3263 New York 28, Shokan, NY 12481

  Opportunity knocks with this incredible multi-family compound, perfectly situated on 1.39 acres in the picturesque Catskills. This legal three-unit property offers versatility, income potential, and the charm of a bygone era, all in an unbeatable location.At the heart of the property is the 1920s main house, brimming with character and awaiting your personal touch. Whether you envision a

  Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  3263 New York 28, Shokan, NY 12481
• 

  

  /23

  Est $381,440 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,668 Sq Ft

  40 Onteora Ct, Shokan, NY 12481

  40 Onteora Ct, Shokan, NY 12481
• 

  

  /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
• 

  

  /46

  $441,000 Sold Jul 22, 2025

  • 1,404 Sq Ft
  • $314/SF
  • 118 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1910

  3273 New York 28, Shokan, NY 12481

  Amazing opportunity in the heart of the Hudson Valley's Catskill Mountains. This charming well maintained income producing property has natural beauty inside and out. The open front porch with stone columns invokes a calm relaxed feeling to sit and enjoy nature all around you. Inside the main house there is beautiful original wood floors, trim, and doors, an eat in kitchen, large living room

  Rodney Batista Howard Hanna Rand Realty

  3273 New York 28, Shokan, NY 12481
• 

  

  /34

  Est $479,582 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,892 Sq Ft

  64 Longyear Rd, Shokan, NY 12481

  64 Longyear Rd, Shokan, NY 12481
• 

  

  /47

  $525,000

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

  44 Dogwood Dr, Shokan, NY 12481

  Located in a highly desired part of the Catskill park! This home is perched on a hill with neighbors far enough away for your privacy, but close enough for security. Just minutes for the Ashokan reservoir, rail trail, skiing, hiking, fishing, Woodstock & Kingston. The home features a beautiful fireplace, pellet stove, hardwood floors, sauna, and lots of space to play or work from home. The large

  George Denise Keller Williams Realty HV Nort

  44 Dogwood Dr, Shokan, NY 12481
• 

  $300 Sold May 21, 2025

  • 3,546 Sq Ft
  • $0/SF
  • 657 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 1915

  3040 Rt 28, Shokan, NY 12481

  VICTORIAN WITH HISTORY IN THE CATSKILLS! This beautiful home sits nicely back from the road, across the rail trail. Original hardwood floors, pocket doors, vaulted ceilings, large windows, original moldings and trims. Live-in the two bedroom ranch while complete renovations or rent out for extra income. This property is zoned both commercial and residential which could be used as a Bed and

  Kathy Shumway Win Morrison Realty

  3040 Rt 28, Shokan, NY 12481
• 

  

  /24

  Est $655,270 Not Listed For Sale

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

  54 Runge Rd, Shokan, NY 12481

  54 Runge Rd, Shokan, NY 12481
• 

  

  /32

  $475,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft

  35 Mountain Rd, Shokan, NY 12481

  MULTIPLE OFFERS: HIGHEST AND BEST BY 5PM TUESDAY, JULY 22Welcome to Your Private Oasis!Motivated estate! Come and discover the serenity and charm of this beautiful ranch nestled on a private, pastoralDiscover the serenity and charm of this beautiful ranch 6.2-acre estate. With nearly 2,000 square feet of living space, this home offers an idyllic retreat surrounded by nature's

  Machree Quaker The Machree Group, LLC

  35 Mountain Rd, Shokan, NY 12481
• 

  

  /42

  $300,000 Sold May 21, 2025

  • 1,431 Sq Ft
  • $210/SF
  • 659 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 1915

  3040 New York 28, Shokan, NY 12481

  VICTORIAN WITH HISTORY IN THE CATSKILLS! This beautiful home sits nicely back from the road, across the rail trail. Original hardwood floors, pocket doors, vaulted ceilings, large windows, original moldings and trims. Live-in the two bedroom ranch while complete renovations or rent out for extra income. This property is zoned both commercial and residential which could be used as a Bed and

  Kathy Shumway Win Morrison Realty-K

  3040 New York 28, Shokan, NY 12481
• 

  

  /21

  Est $417,082 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,182 Sq Ft

  131 Dubois Rd, Shokan, NY 12481

  131 Dubois Rd, Shokan, NY 12481
• 

  

  /40

  $459,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,080 Sq Ft

  107 Tonche Terrace, Shokan, NY 12481

  Open House 8/17/25, 12:00-3:00pm. Welcome to 107 Tonche Terrace, Shokan, NY. Tucked away in a semi-secluded setting, this spacious 1,888 sq ft raised ranch offers the perfect balance of privacy and convenience. Featuring 3 bedrooms and 3 full bathrooms, the home also includes a versatile den, a cozy library, and a dedicated office-ideal for working from home or hosting guests. The open main

  Greg Stewart Century 21 New West

  107 Tonche Terrace, Shokan, NY 12481
• 

  

  /35

  $535,000 Sold May 19, 2025

  • 1,132 Sq Ft
  • $473/SF
  • 44 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  20 Mary Lou Ln, Shokan, NY 12481

  Low tax, low maintenance, turn-key home. This bright and beautifully updated raised ranch seamlessly blends classic charm with the modern appeal of a new build. Nestled in a serene neighborhood on a quiet cul-de-sac in the low-tax town of Olive, ideally situated between Woodstock and Phoenicia, this fully-renovated home offers the perfect combination of style, comfort, and convenience. At its

  Benjamin Armento Coldwell Banker Village Green

  20 Mary Lou Ln, Shokan, NY 12481
• 

  

  /31

  Est $491,122 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,562 Sq Ft

  61 Mary Lou Ln, Shokan, NY 12481

  61 Mary Lou Ln, Shokan, NY 12481
• 

  

  /42

  $2,399,000 Open Sat 12PM - 3PM

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

  202 Dancing Rock Rd, Shokan, NY 12481

  Bathed in natural light and defined by expansive, uninterrupted panoramic reservoir and mountain views, this bold and award-winning modernist retreat is a masterpiece of clean, contemporary design. Set on 5 private, fenced and gated acres this 3,000 sq. ft. 2BD/2BA home (which can easily flex to 3BD) is surrounded by forever-wild land, offering total privacy and a profound connection to

  Joseph Satto Compass Greater NY, LLC

  202 Dancing Rock Rd, Shokan, NY 12481
• 

  

  /66

  $450,000 Sold Apr 23, 2025

  • 1,349 Sq Ft
  • $334/SF
  • 111 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1946

  17 Bostock Rd, Shokan, NY 12481

  This storybook stone cottage in Shokan, NY, is set on 5 bucolic level acres, offering a unique opportunity to expand and create your ideal retreat in the country. Built in the 1940s by a local stone mason, the cottage boasts rustic character and a cozy atmosphere, serving as the perfect starting point for your vision. The home appears to have wood floors under the carpeting as well as a

  Darlene Griffin Halter Associates Realty

  17 Bostock Rd, Shokan, NY 12481
• 

  

  /33

  Est $794,822 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,652 Sq Ft

  169 Ridge Rd, Shokan, NY 12481

  169 Ridge Rd, Shokan, NY 12481
• 

  

  /27

  $375,000

  • 2 Beds
  • 2 Baths
  • 1,916 Sq Ft

  2914 New York 28, Shokan, NY 12481

  Affordable Two-Family Opportunity in Shokan! Set on 2 acres with frontage along Route 28, this two-family home is ready for its next chapter. The first-floor unit features 1 bedroom and 1 bath plus an office; the second-floor apartment includes 1 bedroom and 1 bath—ideal for extended family, rental income, or offsetting your mortgage. The property needs renovation, but the potential is real for

  Beth Alfeld Keller Williams Realty HV Nort

  2914 New York 28, Shokan, NY 12481
• 

  $399,000 Sold Mar 03, 2025

  • 1,272 Sq Ft
  • $314/SF
  • 50 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1948

  77 Mountain Rd, Shokan, NY 12481

  Up a quiet, country road in the town of Olive is this move in ready easy living ranch style home. Beautifully and fully renovated interior and exterior provides peace of mind as everything is brand new! Cathedral ceilings, exposed beams and lots of natural light make this home bright and airy. Eat in kitchen with all new high end stainless steel appliances and quartz countertops is the perfect

  Rodney Batista Howard Hanna Rand Realty

  77 Mountain Rd, Shokan, NY 12481
• 

  Est $494,366 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,596 Sq Ft

  80 Mountain Rd, Shokan, NY 12481

  80 Mountain Rd, Shokan, NY 12481
• 

  

  /25

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 2,520 Sq Ft

  3076 New York 28, Shokan, NY 12481

  Nestled in the heart of the beautifully scenic Town of Olive, this spacious 3-bedroom, 2-bath home offers over 2,500 sq ft of potential just waiting for your vision and TLC. Set back on more than 3 peaceful acres with a serene stream running through the backyard, the property provides the perfect backdrop for a dream renovation or full-time retreat.Whether you're seeking a private

  Barry Creagan Howard Hanna Rand Realty

  3076 New York 28, Shokan, NY 12481
• 

  

  /31

  $500,000 Sold Feb 08, 2025

  • 1,100 Sq Ft
  • $455/SF
  • 47 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 2000

  248 Bostock Rd, Shokan, NY 12481

  248 Bostock Road, nestled on more than five beautifully-wooded acres with a stream, is the dream home you've been waiting for! This custom-fitted, one-owner log home has three bedrooms, an open kitchen and vaulted ceiling, with a skylight that lets in glorious light, all day long. With two bedrooms on the first floor, and a large lofted sleeping area on the second, this home offers space and

  Casey Kearns Past Member

  248 Bostock Rd, Shokan, NY 12481
• 

  

  /30

  Est $342,315 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  79 Mountain Rd, Shokan, NY 12481

  79 Mountain Rd, Shokan, NY 12481
• 

  

  /20

  $189,900

  • Land
  • 2.60 Acres
  • $73,038 per Acre

  TBD Bostock Rd, Shokan, NY 12481

  This nearly 3 acre parcel of land is located in the countryside of Shokan NY on a quiet country road at the foothills of the Catskill Mountains. Let your imagination run wild with this level and partially wooded property. Electric is at the road and this parcel may also fit into the future Shokan Sewer District.

  Michael Lawlor Howard Hanna Rand Realty

  TBD Bostock Rd, Shokan, NY 12481
• 

  

  /35

  $335,000 Sold Jan 31, 2025

  • 1,094 Sq Ft
  • $306/SF
  • 41 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1971

  123 Mountain Rd, Shokan, NY 12481

  What a great place to call home! If you're looking for a home that you can move right into, this is it! Interior has been newly painted and attractive new Lifeproof® waterproof luxury vinyl plank flooring has been installed throughout. The kitchen has that farmhouse style flare with some recent white cabinetry, charming black pulls and newer solid butcher block countertops in a warm pickled

  Edwin Maldonado Howard Hanna Rand Realty

  123 Mountain Rd, Shokan, NY 12481
• 

  /2

  Est $447,960 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  31 Mountain Rd, Shokan, NY 12481

  31 Mountain Rd, Shokan, NY 12481
• 

  

  /42

  $410,000

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft

  2 Shokan Park Rd, Shokan, NY 12481

  Two bedroom, two bath ranch style home. Updates include brand new carpet, Vinyl plank flooring and some sheetrock. Home is freshly painted and just ready for you to move in. Home features floor to ceiling windows in the kitchen and living room. We are sure you will absolutely enjoy all the natural light all day long and watching all the changing of the seasons through them. Yard has beautiful

  Toni Scalici Asset Property Services

  2 Shokan Park Rd, Shokan, NY 12481
• 

  

  /25

  $290,000 Sold Jan 28, 2025

  • 970 Sq Ft
  • $299/SF
  • 98 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1953

  3288 New York 28, Shokan, NY 12481

  Nestled well back and tucked away from the road there is a sweet cottage that sits near the rear of a large, spacious green lawn. This is all bordered by forsythia and hidden by a stand of spruce trees at the front of this pretty property. Here you are offered a quite perfect blend of privacy and convenience. Two cozy bedrooms are located on one end of the home. They open to a bright sunny

  Laurie Ylvisaker Coldwell Banker Village Green

  3288 New York 28, Shokan, NY 12481
• 

  

  /35

  Est $470,423 Not Listed For Sale

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

  4 Briarcliff Dr, Shokan, NY 12481

  4 Briarcliff Dr, Shokan, NY 12481
• 

  

  /11

  $219,000

  • 2 Beds
  • 1 Bath
  • 1,077 Sq Ft

  3382 State Route 28, Shokan, NY 12481

  MOTIVATED SELLER!!! This charming cottage nestled in the scenic town of Olive was built in 1921.There is a lot of natural light highlighting the unique characteristics this house has to offer. This house features a generator hook up and on the property you will find a one-bedroom mobile home that is grandfathered in. It has its own septic and shared well with the house and it is a great rental

  Siobhan Scanlan Win Morrison Realty-K

  3382 State Route 28, Shokan, NY 12481
• 

  

  /34

  $565,000 Sold Jan 10, 2025

  • 1,764 Sq Ft
  • $320/SF
  • 77 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1987

  14 Red Maple Rd, Shokan, NY 12481

  Welcome to the Loch Nest. This bright, cheerful, and fully renovated Cape Cod-style home offers the timeless charm of classic design with the comfort and appeal of a brand-new build. Ideally located between Woodstock and Phoenicia in the low-tax town of Olive, this mint-condition home boasts an open kitchen with quartz countertops, a spacious island, and GE Profile appliances, combining elegance

  Leslie Foti Coldwell Banker Village Green

  14 Red Maple Rd, Shokan, NY 12481
• 

  

  /39

  Est $508,562 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,360 Sq Ft

  74 Bostock Rd, Shokan, NY 12481

  74 Bostock Rd, Shokan, NY 12481
• 

  

  /39

  $369,000

  • 3 Beds
  • 2 Baths
  • 1,873 Sq Ft

  18 Tonche Terrace, Shokan, NY 12481

  This home is being sold as is make offers accordingly, inspections for informational purposes only. Home needs updating and TLC. Commuter friendly close to NY State Thruway, minutes to Woodstock, NY and close to major ski areas. Full finished basement with many possibilties.

  Frank Tangredi Frank Tangredi Realty Company

  18 Tonche Terrace, Shokan, NY 12481
• 

  

  /9

  $38,000 Sold Dec 13, 2024

  • Land
  • 1.00 Acre
  • $38,000 per Acre

  • 91 Days On Market

  00 Shagbark Dr, Shokan, NY 12481

  On a beautiful tree covered parcel located on a cul de sac in Shokan sits this one acre parcel. Very easy access to Rt 28 but far enough away to have quiet. Minutes to the Ashokan Reservoir and its new Rail Trail. Woodstock is a 15 minute drive and the Thruway 25 minutes away. Ski slopes, shopping and dining are close at hand too.

  Henry Ford Coldwell Banker Village Green

  00 Shagbark Dr, Shokan, NY 12481
• 

  /2

  Est $394,164 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,174 Sq Ft

  25 Dogwood Dr, Shokan, NY 12481

  25 Dogwood Dr, Shokan, NY 12481
• 

  

  /17

  $389,000 Pending

  • 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

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