Olivebridge, NY Homes

• 

  

  

  /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
• 

  $850,000 Sold May 08, 2025

  • 3,126 Sq Ft
  • $272/SF
  • 117 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  363 Cold Brook Rd, Bearsville, NY 12409

  Discover this expansive contemporary residence, perfectly situated just 5 miles from Bearsville Theater. Enjoy an ideal blend of work and leisure. The open floor plan features vaulted ceilings, warm wood interiors, and a stunning stone fireplace, creating an inviting atmosphere ideal for entertaining. Two spacious in-home offices and a finished studio above the two-car garage provide flexibility

  Carol Spirig Halter Associates Realty Inc

  363 Cold Brook Rd, Bearsville, NY 12409
• 

  

  

  /31

  Est $567,895 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,246 Sq Ft

  216 Sheldon Hill Rd, Olivebridge, NY 12461

  216 Sheldon Hill Rd, Olivebridge, NY 12461
• 

  

  

  /11

  $749,900

  • Land
  • 28 Acres
  • $26,878 per Acre

  Tbd New York 28, Boiceville, NY 12412

  Incredible 27.9-acre development opportunity with mixed-use zoning and dual access from Route 28 and Upper Boiceville road. The front portion is zoned Highway Business with a 0.5-acre minimum, ideal for commercial use along this high-traffic corridor. The rear is zoned residential with a 1-acre minimum and could be subdivided for housing, a strip along the middle can go either way to be added to

  Teresa Falkowski Keller Williams Realty HV Nort

  Tbd New York 28, Boiceville, NY 12412
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  /32

  $520,000 Sold May 01, 2025

  • 1,408 Sq Ft
  • $369/SF
  • 157 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  728 Bostock Mtn Rd, Boiceville, NY 12412

  Welcome to this lovely mountain escape with beautiful seasonal views of the Catskill Mtns. There are 2 separately deeded parcels included with this property each 2.1 acres totaling 4.2 acres of peace, quiet and privacy. The back parcel down the hill, has a trout stream and wooded privacy bordered by reservoir land. This home has an open concept centered with a wood stove to keep you cozy and

  Maureen Finch Finch, John Realty

  728 Bostock Mtn Rd, Boiceville, NY 12412
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  /32

  Est $1,058,995 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  215 Sheldon Hill Rd, Olivebridge, NY 12461

  215 Sheldon Hill Rd, Olivebridge, NY 12461
• 

  

  /13

  $65,000

  • Land
  • 1.10 Acres
  • $59,091 per Acre

  0 Lot Shagbark Dr, Shokan, NY 12481

  Beautiful and quiet wooded lot on a dead end road in low tax Olive. Build a home for yourself, or build a spec home to meet the huge demand for homes in the region-- this lot is ready for your designs. Or, wait a couple of years for the approved municipal sewer system to be installed and save the cost of installing a septic system. Come have a look and be ready to break ground this Autumn.

  Sean Zimmerman Halter Associates Realty

  0 Lot Shagbark Dr, Shokan, NY 12481
• 

  $515,000 Sold Apr 29, 2025

  • 3,954 Sq Ft
  • $130/SF
  • 151 Days On Market

  • 10 Beds
  • 3 Baths
  • Built 1924

  1183-1185 Wittenberg Rd, Mount Tremper, NY 12457

  In the charming Town of Woodstock on a picturesque country road you will find this exceptional multi residential opportunity on an expansive 6-acre parcel. This property comprises of three unique structures: the main house, the guest house and the great wooden barn with an artist loft. Let’s begin with the guest house, it offers an open floor plan with the primary floor encompassing 3/4 bedrooms,

  Roadman Etienne BHHS Hudson Valley Properties

  1183-1185 Wittenberg Rd, Mount Tremper, NY 12457
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  /35

  Est $714,498 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,290 Sq Ft

  241 Sheldon Hill Rd, Olivebridge, NY 12461

  241 Sheldon Hill Rd, Olivebridge, NY 12461
• 

  

  /50

  $2,595,000

  • 5 Beds
  • 3 Baths
  • 3,566 Sq Ft

  169 Baker Rd, West Hurley, NY 12491

  Set at the end of a long, private driveway, Eagle Ridge Estate sits high above the Ashokan Reservoir on over nine secluded acres, offering rare peace, unbroken mountain views, and the quiet grace of a home rooted deeply in history. Surrounded by century-old lilacs and a broad open lawn, this 5-bedroom, 3-bathroom residence spans 3,566 square feet across three floors, with timeless design and

  Jake Garay Serhant LLC

  169 Baker Rd, West Hurley, NY 12491
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  /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
• 

  Est $620,131 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,532 Sq Ft

  2352 County Road 3, Olivebridge, NY 12461

  2352 County Road 3, Olivebridge, NY 12461
• 

  

  /24

  $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 Hello Dolly Real Estate

  27 Crosswell Manor Dr, Shokan, NY 12481
• 

  $380,000 Sold Apr 22, 2025

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

  • 2 Beds
  • 1 Bath
  • Built 1967

  5013 State Route 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 State Route 213, Olivebridge, NY 12461
• 

  Est $457,799 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  2364 County Road 3, Olivebridge, NY 12461

  2364 County Road 3, Olivebridge, NY 12461
• 

  

  /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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  /35

  $1,238,500 Sold Apr 17, 2025

  • 2,719 Sq Ft
  • $455/SF
  • 277 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1979

  238 the Middle Way, Mount Tremper, NY 12457

  Above the historic village of Woodstock, amid the pristine wilderness of the Catskill Mountain State Park, this hillside retreat embodies the serene beauty of its magnificent, natural surroundings. From inside and out, enjoy the soft summer dusk, the crimson tapestry of fall, the shimmering of crisp snowfall--whatever the season, the views are to buy for. This custom-built home and studio/guest

  Carol Spirig Halter Associates Realty

  238 the Middle Way, Mount Tremper, NY 12457
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  /18

  Est $399,528 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  202 Upper Samsonville Rd, Olivebridge, NY 12461

  202 Upper Samsonville Rd, Olivebridge, NY 12461
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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
• 

  $800,000 Sold Apr 15, 2025

  • 1,925 Sq Ft
  • $416/SF
  • 31 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1952

  987 Ashokan Rd, Kingston, NY 12401

  Nestled in the heart of the Hudson Valley, this stunning, nearly new construction home blends modern design with rustic charm. Thoughtfully positioned at the rear of the lot for maximum privacy, this 1,925 sq ft retreat is surrounded by towering trees, offering a peaceful woodland escape while still being close to Kingston and Stone Ridge.Step inside and be greeted by a breathtaking great

  Donna Brooks Compass Greater NY, LLC

  987 Ashokan Rd, Kingston, NY 12401
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  /32

  Est $908,837 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,182 Sq Ft

  17 Freeman Avery Rd, Olivebridge, NY 12461

  17 Freeman Avery Rd, Olivebridge, NY 12461
• 

  

  /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
• 

  

  /33

  $1,250,000 Sold Apr 04, 2025

  • 2,726 Sq Ft
  • $459/SF
  • 33 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1935

  72 High Point Mountain Rd, West Shokan, NY 12494

  Perched above the tranquil Ashokan Reservoir, High Point Mountain House is a masterpiece of Arts and Crafts design, a place where timeless craftsmanship meets modern comfort. This ~2,700-sqft home is a retreat for the senses, set on almost five private acres with breathtaking mountain views, lush gardens, and the quiet majesty of the Catskills enveloping every corner.Rich in history, the property

  Angelica Ferguson Houlihan Lawrence-R

  72 High Point Mountain 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
• 

  

  /41

  $1,375,000

  • 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
• 

  

  /40

  $1,200,000 Sold Apr 04, 2025

  • 1,600 Sq Ft
  • $750/SF
  • 53 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2024

  382 Beaverkill Rd, Olivebridge, NY 12461

  Another gem from the area's premier builder! Views to die for, and what a house to live in! This brand new luxury home is located on a charming 3.8 wooded acres with original stonewalls delineating the property's boundaries, and is thoughtfully sited to maximize the year-round views of Highpoint Mountain. Outside and inside, the Scandinavian farmhouse-inspired design is sleek, simple and

  Dylan Taft Taft Street Realty, Inc.

  382 Beaverkill Rd, 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
• 

  

  /28

  $275,000

  • 0.5 Baths
  • 3,297 Sq Ft

  71 Watson Hollow Rd, West Shokan, NY 12494

  If you are looking for a well maintained huge open light filled, heated space with a well and septic and water to convert into your home/studio look no further! Fantastic location with easy access to Boiceville and Route 28 this exceptional building has one half bathroom a double furnace and an additional wet sink area. Just minutes from Woodstock, Phoenicia and Boiceville with shopping and

  Faye Storms Ruth Gale Realty

  71 Watson Hollow Rd, West Shokan, NY 12494
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  /33

  $512,650 Sold Apr 02, 2025

  • 935 Sq Ft
  • $548/SF
  • 112 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1948

  676 Wittenberg Rd, Mount Tremper, NY 12457

  A MAGICAL FAIRYLAND - YOUR OWN PRIVATE RETREAT AND SPA! This beautifully and tastefully reinvented compound offers modern conveniences on 6 totally private acres. This property consists of 4 buildings: the main house, 2 seasonal guest dwellings a shed with skylights and a wood/storage shed. This offering provides you with many opportunities. Think writers retreat, art studios, etc. The main

  Barbara O'Hare BHHS HUDSON VALLEY PROP-WDST

  676 Wittenberg Rd, Mount Tremper, NY 12457
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  /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
• 

  

  /28

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,746 Sq Ft

  88 Boyce Rd, Glenford, NY 12433

  Set back from the road and nestled on 1.40 acres atop a gentle hill, sits a sprawling ranch , surrounded by woods and nature. This lovely three-bedroom, two-bath home has been thoughtfully maintained over the years, offering peace, privacy, and a true sense of seclusion. The open floor plan features hardwood floors and large windows throughout, filling the home with natural sunlight and warmth.

  Megan Rios Berardi Realty

  88 Boyce Rd, Glenford, NY 12433
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  /23

  $330,000 Sold Mar 31, 2025

  • 1,032 Sq Ft
  • $320/SF
  • 149 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1977

  27 Brunel Dr, Boiceville, NY 12412

  Lovely 3 bedroom ranch home in Boiceville, just down the road from the Bennett & Onteora Schools. This property is located between Woodstock & Phoenicia and just minutes from the Ashokan Reservoir and the Boiceville Shopping Center. Belleayre Ski Resort is only minutes away.

  Richard Greenspan Ruth Gale Realty

  27 Brunel Dr, Boiceville, NY 12412
• 

  

  /22

  Est $612,615 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
• 

  

  /19

  $249,000

  • Land
  • 5 Acres
  • $48,824 per Acre

  TBD New York 28a, West Hurley, NY 12491

  LOCATED A FEW PARCELS PASSED THE LIVING WORLD CHAPEL@ 1555 RT 28A WITH SIGN ON. CURB CUT IN PLACESerene 5± Acres Near the Ashokan Reservoir - A Blank Canvas for Your Dream HomeTucked away on a quiet country road just minutes from the shimmering waters of the Ashokan Reservoir, this peaceful 5± acre parcel offers the perfect balance of seclusion and accessibility. A harmonious mix of mature

  Jeanne Boice Howard Hanna Rand Realty

  TBD New York 28a, West Hurley, NY 12491
• 

  $395,000 Sold Mar 17, 2025

  • 957 Sq Ft
  • $413/SF
  • 244 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1966

  913 Wittenberg Rd, Mount Tremper, NY 12457

  Welcome to your serene escape surrounded by Wilson State Park! This newly renovated 2-bedroom, 1-bathroom home offers tranquility in a country setting.: new kitchen, bathroom, new flooring, woodstove, washer-dryer. fixtures and mechanicals. Recently added 121 sq ft sunroom. Snug, compact, airy, and bright, it boasts one of Woodstock's most desirable locations, Nestled in the heart of nature, this

  Dennis Bressack Keller Williams Hudson Valley

  913 Wittenberg Rd, Mount Tremper, NY 12457
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  /2

  Est $472,736 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
• 

  

  /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
• 

  $550,000 Sold Mar 14, 2025

  • 1,789 Sq Ft
  • $307/SF
  • 157 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1928

  617 Wittenberg Rd, Mount Tremper, NY 12457

  This 1920’s Woodstock farmhouse is a must see. Situated on just under 2 acres and conveniently located near the villages of Woodstock, Boiceville, and Phoenicia. This 3 bed, 2 full bath home has frontage on the Little Beaver Kill and is surrounded by mature landscaping featuring an impressive garden with raised beds, bluestone rock walls, and three mini ponds. Step inside to discover a warm and

  Danielle Marchisella The Kinderhook Group, Inc.

  617 Wittenberg Rd, Mount Tremper, NY 12457
• 

  

  /23

  Est $387,183 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
• 

  

  /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

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