Olivebridge, NY Homes

• 

  

  

  /38

  $550,000 Sold Mar 14, 2025

  • 997 Sq Ft
  • $552/SF
  • 178 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1928

  617 Wittenberg Rd, Mount Tremper, NY 12457

  This 1920's Woodstock farmhouse exudes charm and history, offering a unique opportunity for its next homeowner to embrace its character and tranquility. Situated on just under 2 acres and conveniently located near the villages of Woodstock, Boiceville, and Phoenicia, this 3 bedroom, 2 full bath home is surrounded by mature landscaping that adds to its allure Step inside to discover a warm and

  Danielle Marchisella The Kinderhook Group, Inc.

  617 Wittenberg Rd, Mount Tremper, NY 12457
• 

  

  

  /34

  Est $494,015 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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  /7

  $110,000

  • Land
  • 2.60 Acres
  • $42,308 per Acre

  291 Acorn Hill Rd, Olivebridge, NY 12461

  Nestled off a private drive on Acorn Hill Road in the picturesque town of Olive, this 2.60-acre wooded lot offers the perfect blend of seclusion and natural beauty. Tucked away yet easily accessible via a deeded right of way, the property features stunning mountain views, rock outcroppings, and a peaceful, private setting surrounded by mature trees.Whether you're looking to build a serene weekend

  Paige McClintock Howard Hanna Rand Realty

  291 Acorn Hill Rd, Olivebridge, NY 12461
• 

  $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
• 

  

  /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

  • 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
• 

  

  /28

  $394,500 Sold Feb 13, 2025

  • 2,280 Sq Ft
  • $173/SF
  • 32 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1966

  149 Baker Rd, West Hurley, NY 12491

  A wonderful opportunity awaits you with this charming home nestled on a 1.50-acre parcel, tucked away from the hustle and bustle on a quiet country road. Currently being used as a 2 family, this home could easily be converted into 1 residence. Upon entering the shared heated foyer, you are guided to the front entrance of each unit. Unit 1 greets you with a spacious eat-in kitchen, adorned with

  Danielle Marchisella The Kinderhook Group, Inc.

  149 Baker Rd, West Hurley, NY 12491
• 

  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
• 

  

  /50

  $2,950,000

  • 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
• 

  

  /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 Corcoran Country Living

  248 Bostock Rd, Shokan, NY 12481
• 

  Est $759,493 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
• 

  

  /32

  $469,000

  • 3 Beds
  • 1.5 Baths
  • 1,466 Sq Ft

  5147 State Route 213, Olivebridge, NY 12461

  This great mixed-use property in the heart of Olivebridge, has a lot to offer, whether owner-occupied or strictly used as an income property. The first floor contains 1,850 SQ FT of commercial space leased to the US Postal Service, a Loading dock, and plenty of parking. An additional 75 SF indoor utility room. On the top floor, you will find a beautifully renovated, 1,150 sq. ft., 3-bedroom

  Louis Naccarato BERARDI REALTY

  5147 State Route 213, Olivebridge, NY 12461
• 

  

  /34

  $517,625 Sold Feb 06, 2025

  • 1,329 Sq Ft
  • $389/SF
  • 30 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1981

  618 Wittenberg Rd, Mount Tremper, NY 12457

  Check out this 3 BR - 2 Bath charmer in the town of Woodstock—just 8 minutes to the Village Green. The great room has skylights with lots of natural light. Cozy up to the wood burning stove on these cold winter nights, or after a long day of skiing at Belleayre. The kitchen is well appointed with tons of cabinet space, a large island with a cook stove, a refrigerator/freezer, and built-in oven

  Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

  618 Wittenberg Rd, Mount Tremper, NY 12457
• 

  Est $351,842 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
• 

  

  /11

  $249,000

  • 2 Beds
  • 1 Bath
  • 1,077 Sq Ft

  3382 State Route 28, Shokan, NY 12481

  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 opportunity. The roof

  Siobhan Scanlan Win Morrison Realty-K

  3382 State Route 28, Shokan, NY 12481
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  /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 $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
• 

  

  /20

  $200,000

  • 4 Beds
  • 2 Baths
  • 2,228 Sq Ft

  280 Watson Hollow Rd, West Shokan, NY 12494

  Spectacular Olive area..THIS WILL NEED TO BE A CASH OFFER! ,USE EXTREME CAUTION - some floors buckled and basement access not recommended.Buyer will need to check with town and flood rules on what can be done - AS~IS!! 1 acre and Onteroa Schools. This farmhouse has 4 bedrooms 2 baths with many original details, wood beams, wood stoves, hardwood floors and wood trim on a level lot and LOW tax

  Jeanne Boice Howard Hanna Rand Realty

  280 Watson Hollow Rd, West Shokan, NY 12494
• 

  

  /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
• 

  Est $444,667 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft

  3853 State Route 28a, West Shokan, NY 12494

  3853 State Route 28a, West Shokan, NY 12494
• 

  

  /40

  $9,450,000

  • 5 Beds
  • 4.5 Baths
  • 5,000 Sq Ft

  924 Lapla Rd, Kingston, NY 12401

  Welcome to the Castle in the Sky—a truly unique architectural masterpiece nestled in the heart of the Hudson Valley. This extraordinary estate offers 5,000 square feet of refined interior living space and expands to over 11,000 square feet when including the outdoor living areas, covered terraces, balconies, barn, and workshop. A harmonious blend of modern sophistication and timeless elegance,

  Lindsay Stevens eXp Realty

  924 Lapla Rd, Kingston, NY 12401
• 

  $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 $686,396 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,897 Sq Ft

  48 Lang Rd, West Shokan, NY 12494

  48 Lang Rd, West Shokan, NY 12494
• 

  

  /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
• 

  

  /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
• 

  

  /26

  Est $519,024 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,427 Sq Ft

  39 Lang Rd, West Shokan, NY 12494

  39 Lang Rd, West Shokan, NY 12494
• 

  

  /13

  $119,000

  • Land
  • 3.00 Acres
  • $39,667 per Acre

  6 Birch Knoll Ln, Olivebridge, NY 12461

  Nestled in the picturesque hamlet of Olivebridge, this 3-acre property offers the perfect blend of open space and natural beauty. Ideally situated overlooking Sheldon Hill Road, this parcel is ready to bring your vision to life.This property features a versatile layout with a spacious cleared area, perfect for building, alongside a serene wooded section that offers privacy and a connection to

  Patty Matus eXp Realty, LLC

  6 Birch Knoll Ln, 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 Corcoran Country Living

  5013 New York 213, Olivebridge, NY 12461
• 

  /2

  Est $464,273 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,298 Sq Ft

  107 Watson Hollow Rd, West Shokan, NY 12494

  107 Watson Hollow Rd, West Shokan, NY 12494
• 

  

  /26

  $1,795,000

  • 3 Beds
  • 3 Baths
  • 2,240 Sq Ft

  4606 Atwood Rd, Stone Ridge, NY 12484

  Build your dream home in the serene, sought-after Stone Ridge, NY. This fully BOHA-approved, shovel-ready flag lot offers ultimate privacy and tranquility, set back from the street and surrounded by nature. The layout embraces natural light with east-facing fronts and west-facing backs, seamlessly blending indoor-outdoor living. The base model features 3 bedrooms, 3 bathroom + home office &

  Tim Rothman Compass Greater NY LLC

  4606 Atwood Rd, Stone Ridge, NY 12484
• 

  

  /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
• 

  

  /35

  Est $695,453 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,803 Sq Ft

  42 Hanover Meadows, West Shokan, NY 12494

  42 Hanover Meadows, West Shokan, NY 12494
• 

  

  /32

  $475,000

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

  35 Mountain Rd, Shokan, NY 12481

  Welcome 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 beauty, featuring a babbling brook that adds a touch of tranquility

  Machree Quaker The Machree Group, LLC

  35 Mountain Rd, Shokan, NY 12481
• 

  

  /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
• 

  

  /21

  Est $428,577 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
• 

  

  /35

  $1,200,000

  • Land
  • 75 Acres
  • $15,915 per Acre

  626 Wittenberg Rd, Bearsville, NY 12409

  Magnificent 8+ acre meadow across from Cold Brook Road PLUS 66 acres of beautiful rolling property with two streams and magical wet and dry areas in the woods. Possible single Estate property or subdivide into several parcels. Access from Wittenberg Road and views nestled in the Wittenberg Valley just past where the roads to Glenford, Mt. Tremper and Bearsville meet. Property has access on

  Robert Stang LIVEARTHCO CONSULTING LLC

  626 Wittenberg Rd, Bearsville, NY 12409
• 

  

  /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

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