Olive, NY Homes for Sale

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  /21

  $399,900

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  76 Wynkoop Dr, Kerhonkson, NY 12446

  Set on an acre along a quiet, wooded private road, this inviting 3-bedroom, 2-full-bath ranch offers the perfect blend of privacy, comfort, and natural beauty in the heart of Ulster County. A welcoming covered front porch opens to a warm and thoughtfully designed interior featuring knotty pine wide-plank floors, solid wood doors, and beautiful wood trim and details throughout. The result is a

  Danielle Bartula Howard Hanna Rand Realty

  76 Wynkoop Dr, Kerhonkson, NY 12446
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  /16

  $215,000

  • Land
  • 14.2 Acres
  • $15,141 per Acre

  Tbd Upper Sahler Mill Rd, Olivebridge, NY 12461

  Explore the potential--an open field, a clearing up an old driveway into the wooded hills, or nestle above or below the rock outcropping.In the foothills of the Catskills, in the quiet gentle hills of Olivebridge, this corner site could become your home.

  David Todd Three Waves Realty

  Tbd Upper Sahler Mill Rd, Olivebridge, NY 12461
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  /22

  $575,000

  • 7 Beds
  • 4 Baths
  • 3,398 Sq Ft

  41 Kelder Rd, Olivebridge, NY 12461

  A unique Catskills investment opportunity in the heart of Olivebridge, set privately on three picturesque acres along a bucolic country road. The property consists of three separate rental units: a duplex building with two generously sized apartments and a charming stand-alone cottage, offering flexibility for an investor, multi-generational living, or an owner looking to offset expenses with

  Darlene Griffin Halter Associates Realty

  41 Kelder Rd, Olivebridge, NY 12461
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  /68

  $634,000

  • 3 Beds
  • 2.5 Baths
  • 3,571 Sq Ft

  11 Spruce Hill Rd, Olivebridge, NY 12461

  For the buyer with vision and a willingness to put in some effort, this is a truly worthwhile opportunity to restore a special Catskills property. The home has been somewhat neglected over the past two years and will need attention and some work to bring it back to its original condition. What makes that investment especially appealing is the exceptional setting, distinctive Alta Log design,

  Ellen Osgood Coldwell Banker Village Green

  11 Spruce Hill Rd, Olivebridge, NY 12461
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  /52

  $810,000

  • 3 Beds
  • 1.5 Baths
  • 1,912 Sq Ft

  835 County Route 2, Accord, NY 12404

  Nestled on 4.3 private acres, this country retreat is set back graciously from a rural road, in a lovely meadow surrounded by mature flowering trees, giving a vision of color throughout Spring, Summer and Fall. You'll find this home offers multiple spaces for gathering with friends and loved ones, starting with the deep end-to-end-covered veranda in front, a screened porch and expansive deck in

  Amy Levine Howard Hanna Rand Realty

  835 County Route 2, Accord, NY 12404
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  /41

  $859,000

  $16K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,074 Sq Ft

  11 Blue Heron Dr, Kingston, NY 12401

  11 Blue Heron Drive, Marbletown Set on 3.7 level acres just moments from the Ashokan Reservoir, this beautifully crafted four-bedroom, three-bath custom home offers a rare combination of quality, privacy, and natural beauty. Built in 1996 by a contractor for his own family, the home reflects thoughtful construction and enduring craftsmanship. Privately situated at the end of a gracious,

  Deb Dolan Keller Williams Upstate NY

  11 Blue Heron Dr, Kingston, NY 12401
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  /20

  $298,000

  $1K PRICE DROP

  • Land
  • 9.04 Acres
  • $32,950 per Acre

  000 Upper Samsonville Rd, Krumville, NY 12461

  Build your ideal country retreat or year-round home on this beautiful 9-acre property in the coveted Upper Samsonville Road area of Olivebridge, featuring a 200-foot roughed-in driveway and striking views of High Point Mountain. Bordered by original stone walls this buildable property offers multiple potential home sites with privacy. With a survey on record (Lot #13), completed and partial

  Amy Owens Coldwell Banker Village Green

  000 Upper Samsonville Rd, Krumville, NY 12461
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  /6

  $229,900

  $60K PRICE DROP

  • Land
  • 13.14 Acres
  • $17,496 per Acre

  252 Upper Samsonville Rd, Krumville, NY 12461

  The perfect Catskill Mountain homesite. Unimproved vacant land with existing pad for manufactured home. Gently sloping with views at the top of the property.

  Timothy Ayers Berardi Realty

  252 Upper Samsonville Rd, Krumville, NY 12461
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  /6

  $289,000

  • Land
  • 3.2 Acres
  • $90,312 per Acre

  61 Hillside Dr, Olive, NY 12494

  --3 Acres with Mountain Views, Stream, and Ready-to-Build ImprovementsThis beautiful 3-acre parcel offers the perfect blend of light, privacy, and convenience. The land has been thoughtfully cleared and de-stumped, allowing sunlight to pour in while mature trees frame the property’s natural borders. A gentle stream runs along the western edge, with Hanover Mountain providing a striking

  Ellen Osgood Coldwell Banker Village Green

  61 Hillside Dr, Olive, NY 12494
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  /20

  $179,900

  $10K PRICE DROP

  • Land
  • 2.6 Acres
  • $69,192 per Acre

  TBD Bostock Rd, Shokan, NY 12481

  The best of both worlds! Both private seclusion of living in the countryside, yet only seconds away from restaurants, shopping, major parks and emergency services! This rare opportunity of a beautiful, level, and ideally sized parcel in desirable Shokan. The perfect balance of flat cleared pasture and wooded wonderland with a year round stream. This dream parcel is nestled between Grant Averly

  Michael Lawlor Howard Hanna Rand Realty

  TBD Bostock Rd, Shokan, NY 12481
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  /15

  $152,000

  $27K PRICE DROP

  • Land
  • 3.5 Acres
  • $43,429 per Acre

  Tbd High Point Mountain Rd, West Shokan, NY 12494

  Imagine waking up to Catskill Mountain sun, birdsong and peacefulness, but just minutes from Woodstock. Discover this beautiful 3.5-acre parcel on the exclusive High Point Mountain Road in West Shokan. This wooded property offers privacy, natural beauty, and the ideal setting to build your dream home, weekend retreat, or investment property.Surrounded by towering evergreens, deciduous

  Lindsey Arnold BHHS Nutshell Realty

  Tbd High Point Mountain Rd, West Shokan, NY 12494
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  /19

  $199,000

  • Land
  • 3.1 Acres
  • $64,194 per Acre

  688 Vly Rd, Olivebridge, NY 12461

  VIEW VIEWS VIEWS of The Catskills are possible on this beautiful plateau of land just over the Marbletown border into lower-tax base Olivebridge. Vly Rd is a short but potently beautiful road with meadows, interesting topography, rocky-outcroppings and views. Beautiful 25' Eastern pines pepper the land assuring year round green...and larger trees on the northern side need selective

  Anne Hilton Purvis Coldwell Banker Village GreenN

  688 Vly Rd, Olivebridge, NY 12461
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  /2

  $459,000

  • 2 Beds
  • 2 Baths

  1968 County Road 3, Olivebridge, NY 12461

  Yvette Sanchez NEW YORK REALTY GP LLC

  1968 County Road 3, Olivebridge, NY 12461
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  /10

  $149,000

  $26K PRICE DROP

  • Land
  • 3.1 Acres
  • $48,065 per Acre

  35 Mountain Valley Rd, Boiceville, NY 12412

  Tucked away on a quiet country road in the heart of Boiceville, this beautiful three acre parcel offers the kind of peace that's becoming increasingly difficult to find. Towering mature trees create a natural canopy over the property, offering shade, privacy, and an inspiring setting for your future Catskill retreat.Beyond the homesite, the land drops steeply toward the Little Beaver Kill

  Christina Ahouse Four Seasons Sotheby's Int'l-K

  35 Mountain Valley Rd, Boiceville, NY 12412
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  /16

  $849,000

  • Land
  • 2.8 Acres
  • $303,214 per Acre

  1515 Krumville Rd, Krumville, NY 12461

  Shovel-Ready Custom Build Opportunity: 3-Bed, 2.5-Bath Modern Retreat on 2.8 Private Wooded Acres.Skip the months of municipal waiting, site planning, and engineering uncertainty. Welcome to 1515 Krumville Road, a fully approved, shovel-ready build-to-suit opportunity in the Town of Olive. Brought to you by Interrante Design-Build, this project combines single-level contemporary living

  Robert Leone Hudson Valley Real Estate Brok

  1515 Krumville Rd, Krumville, NY 12461
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  /34

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft

  100 Turner Rd, West Shokan, NY 12494

  Framed by the mountain landscape of West Shokan, this solid brick ranch offers a practical layout, a beautiful setting, and an inviting opportunity to make each space your own. With three bedrooms, and two bathrooms, the home provides comfortable single-level living with plenty of room. The spacious kitchen offers a natural gathering place for daily meals. Nearby, the dining room features sliding

  Anna Barcone BHHS Nutshell Realty

  100 Turner Rd, West Shokan, NY 12494
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  /27

  $249,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  93 Wynkoop Dr, Kerhonkson, NY 12446

  Elevate your life in the heart of the Hudson Valley. Stop dreaming of weekend getaways and start living amidst the natural beauty. This tranquil property, perfect for your custom build, boasts direct access to local hiking trails and the picturesque Ashokan Reservoir. Encompassing three parcels sold together, this builder's dream offers unique potential, including a section of existing wetlands

  Monica Noll Keller Williams Realty HV Nort

  93 Wynkoop Dr, Kerhonkson, NY 12446
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  /38

  $1,450,000

  New Construction $375K PRICE DROP

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

  20 Anderson Rd, Olivebridge, NY 12461

  Welcome to The Forest at Acorn Hill--a private sanctuary set deep within the natural beauty of the Catskills. Tucked away at the end of a quiet cul-de-sac, this exceptional property offers the rare balance of complete seclusion and effortless access to Woodstock, Kingston, and the coveted hamlets of Accord, Stone Ridge, and High Falls.An 850-foot approach winds through the landscape,

  Daniel Hauspurg Potter Realty

  20 Anderson Rd, Olivebridge, NY 12461
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  /32

  $699,000

  • 2 Beds
  • 1 Bath
  • 1,948 Sq Ft

  181 Grassy Ridge Rd, Olivebridge, NY 12461

  Tucked away on nearly seven private, park-like acres in Olivebridge, this warm and inviting Catskills retreat offers far more space than its two bedrooms might suggest, with nearly 2,000 square feet of living space plus an extraordinary amount of outdoor living area. Mature trees, established landscaping, open lawn and old stone walls create a setting so serene it feels like having your own

  Briana Cermak Compass Greater NY, LLC

  181 Grassy Ridge Rd, Olivebridge, NY 12461
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  /21

  $409,000

  $86K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  35 Haver Rd, Olivebridge, NY 12461

  Tucked away on a quiet dead-end road, this charming 3-bedroom, 2-bath ranch offers peaceful living on over 3 private acres. Built in 2005, the home features convenient one-level living with a well-designed layout, including central living spaces, a spacious primary suite with a spacious closet and private bath, and two additional bedrooms with a full guest bath. The kitchen provides ample cabinet

  Shane Kelder Welch Realty Inc.

  35 Haver Rd, Olivebridge, NY 12461
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  /5

  $65,000

  $3K PRICE DROP

  • Land
  • 19,384 Sq Ft
  • $146,067 per Acre

  1470 County Road 2, Olivebridge, NY 12461

  Looking to build a quaint, country escape on a low maintenance buildable lot? 1470 County Road 2 is the perfect location to do so! Equipped with a survey, BOH approval for a 2 bedroom home and zoning board of appeals approval from the local municipality, authorizes this lot as buildable for a 24x40 home. Bring your minimalistic 960 square foot country home to vision on this 0.44 acre lot in

  Zachary Jarvis BHHS Nutshell Realty

  1470 County Road 2, Olivebridge, NY 12461
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  /2

  $249,000

  $20K PRICE INCREASE

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  93 Wynkoop Dr, Kerhonkson, NY 12446

  John Fischer METRO WORLD PROPERTIES

  93 Wynkoop Dr, Kerhonkson, NY 12446
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  /16

  $225,000

  • 1 Bed
  • 1 Bath
  • 472 Sq Ft

  3 Dymond Rd, Kerhonkson, NY 12446

  Peace and privacy await in this cozy 1-Bedroom streamside cottage on nearly one acre of natural beauty. Perfect as a weekend retreat, artist's hideaway or turn it into a full-time residence, this three-season property is ideal for nature lovers, writers, or anyone craving quiet. Outside, enjoy the sounds of the stream and the night stars from your backyard! Inside you'll find a fully furnished

  Dorcinda Knauth Weichert, REALTORS The Spiesma

  3 Dymond Rd, Kerhonkson, NY 12446
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  /47

  $440,000

  $110K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,568 Sq Ft

  55 G Fischer Rd, Olivebridge, NY 12461

  The first thing to strike you about this home, are the natural surroundings and rare bird calls. Nothing but nature for miles, other than three homes on this private road. While the home is sited on just under 12 acres, there is one additional, adjacent 5 plus acre lot for sale with the home, making this the largest contiguous parcel in Olive, according to the late owners. If purchased with the

  Adrienne Volpe KW MidHudson

  55 G Fischer Rd, Olivebridge, NY 12461
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  /69

  $849,000

  $446K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,955 Sq Ft

  269 Watson Hollow Rd, West Shokan, NY 12494

  Set in the quiet, storied hills of West Shokan, 269 Watson Hollow Road offers a rare blend of historic character and natural beauty. Originally constructed in the 1800s as a barn, this distinctive home was thoughtfully relocated across the stream approximately 40 years ago, where it now rests gracefully against the mountain backdrop.16.5 acres extend to the top of the ridge behind the house.

  Jeanne Boice Howard Hanna Rand Realty

  269 Watson Hollow Rd, West Shokan, NY 12494
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  /26

  $349,000

  • Land
  • 3 Acres
  • $116,333 per Acre

  547 Glenford Wittenberg Rd, Bearsville, NY 12409

  Three acres available on Yankee Town Pond in Bearsville. Convenient to Woodstock yet only 15 minutes to the NYS Thruway. Minutes to the Ulster County Rail Trail w hiking and biking all at your fingertips. Love to fish? This is perfect. This lot is being subdivided from a larger parcel and will be a buildable lot with engineered plans for the house. The taxes and assessment reflect the entire

  Siobhan Scanlan Win Morrison Realty-K

  547 Glenford Wittenberg Rd, Bearsville, NY 12409
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  /11

  $105,000

  • Land
  • 2.6 Acres
  • $40,385 per Acre

  291 Acorn Hill Rd, Olivebridge, NY 12461

  Tucked away along a private drive on Acorn Hill Road in the scenic town of Olive, this 2.60 acre wooded parcel offers a rare combination of privacy and natural charm. Accessed by a deeded right of way, the property is both secluded and convenient. Surrounded by mature trees, the land features striking rock outcroppings and beautiful mountain views, creating a calm and tranquil setting. Whether

  Paige McClintock Howard Hanna Rand Realty

  291 Acorn Hill Rd, Olivebridge, NY 12461
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  /49

  $1,200,000

  • 3 Beds
  • 2.5 Baths
  • 3,030 Sq Ft

  457 Krumville Rd, Olivebridge, NY 12461

  Tucked into a dramatic rock ridge with sweeping views of the Catskill Mountains, this renovated farmhouse invites you to slow down and savor country living at its finest. Spanning just over 3,000 square feet, the home balances rustic character with thoughtful modern updates throughout. The renovated kitchen, anchored by warm butcher block counters, flows gracefully into a generous dining room.

  Anna Barcone BHHS Nutshell Realty

  457 Krumville Rd, Olivebridge, NY 12461

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