Olive, NY Homes for Sale

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  /48

  $1,350,000

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  23 Traver Hollow Rd, Boiceville, NY 12412

  Custom-Built Modern Home with Dramatic Mountain Views There are homes with views - and then there are homes built for the view. Affectionately known as Mountain Thyme, the mountain is not simply a backdrop but the defining presence of the property. From the moment you arrive, it rises dramatically into view, close enough to feel immersive, yet expansive enough to inspire. Designed to showcase the

  

  Leigh Bokser

  Compass Greater NY, LLC

  (845) 609-1249

  23 Traver Hollow Rd, Boiceville, NY 12412
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  /11

  $749,900

  • Land
  • 27.9 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

  (845) 671-5010

  Tbd New York 28, Boiceville, NY 12412
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  /34

  $1,990,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,775 Sq Ft

  30 Narrow Rd, Kingston, NY 12401

  Welcome to Ashokan Forest Haven, a one-of-a-kind escape located between the heart of Stone Ridge and the Ashokan Reservoir. Constructed in 2024, the Haven is composed of clean lines, carefully considered finishes, and an ecological ethos creating a backdrop for adventurous, effortless living harmonized with its forest surroundings. This property can cater to a variety of lifestyles, whether

  

  Veronica Newton

  Compass Greater NY, LLC

  (329) 210-1502

  30 Narrow Rd, Kingston, NY 12401
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  /50

  $2,000,000

  • 4 Beds
  • 3 Baths
  • 3,671 Sq Ft

  53 Freeman Avery Rd, Olivebridge, NY 12461

  An architectural gem tucked away on 40 acres of pristine forest, this striking 3,671-square-foot residence is a stunning fusion of modern architecture and natural beauty. Crafted by the acclaimed Resolution: 4 Architecture, incorporating all of their most coveted features that converge in this divine mid century modern design. Travel down the tree lined driveway past a cascading waterfall to a

  Richard Vizzini Corcoran Country Living

  53 Freeman Avery Rd, Olivebridge, NY 12461
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  /63

  $9,500,000

  • 6 Beds
  • 4.5 Baths
  • 6,284 Sq Ft

  197-199 Chestnut Hill Rd, Stone Ridge, NY 12484

  Discover one of the Hudson Valley's most remarkable properties—an 80-acre private estate in coveted Stone Ridge where curated landscapes, architectural charm, and world-class amenities converge to create an unparalleled retreat. Designed for both refined living and unforgettable entertaining, this extraordinary compound feels more like a private resort than a residence. Approach the front gate

  Richard Vizzini Corcoran Country Living

  197-199 Chestnut Hill Rd, Stone Ridge, NY 12484
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  /9

  $159,000

  • Land
  • 3.7 Acres
  • $42,973 per Acre

  46 Hillside Dr, West Shokan, NY 12494

  Perched in a quiet Catskills setting, this 3.7-acre parcel offers a rare opportunity to create a private retreat with views of the Ashokan Reservoir--just waiting to be revealed with thoughtful clearing. Tucked behind your own wooded landscape surrounded by mountains ridges and peaks, the property delivers a true sense of seclusion while remaining remarkably close to everything that makes the

  Mark Kanter BHHS HUDSON VALLEY PROP-WDST

  46 Hillside Dr, West Shokan, NY 12494
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  /26

  $850,000

  • Land
  • 72.4 Acres
  • $11,740 per Acre

  00 Beaverkill Rd, Kingston, NY 12401

  Set across an extraordinary 72.4 acres spanning four parcels in the Towns of Olive and Marbletown, this rare Catskills offering presents a unique opportunity to create a legacy property in one of the Hudson Valley's most serene and sought-after locations. Nestled just south of the Ashokan Reservoir, the land unfolds with a harmonious blend of wooded privacy, striking mountain views, and dramatic

  Alexis Li Corcoran Country Living

  00 Beaverkill Rd, Kingston, NY 12401
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  /26

  $850,000

  • 2 Beds
  • 1 Bath
  • 1,193 Sq Ft

  363 Beaverkill Rd, Olivebridge, NY 12461

  Set across an extraordinary 72.4 acres spanning four parcels in the Towns of Olive and Marbletown, this rare Catskills offering presents a unique opportunity to create a legacy property in one of the Hudson Valley's most serene and sought-after locations. Nestled just south of the Ashokan Reservoir, the land unfolds with a harmonious blend of wooded privacy, striking mountain views, and dramatic

  Alexis Li Corcoran Country Living

  363 Beaverkill Rd, Olivebridge, NY 12461
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  /42

  $1,195,000 Open Sat 2PM - 4PM

  • 3 Beds
  • 3 Baths
  • 2,420 Sq Ft

  30 Dawson Ln, Kerhonkson, NY 12446

  30 Dawson Lane is purpose-built for city dwellers that want a consistent, low-friction escape from the city, something that reliably shifts you out of weekday intensity and into a slower, more restorative rhythm where the only sounds are the rustling of leaves and the symphony of nature, inviting you to decompress. Located approximately 2 hours from the George Washington Bridge, the property is

  Joseph Satto Compass Greater NY, LLC

  30 Dawson Ln, Kerhonkson, NY 12446
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  /12

  $224,999

  • 2 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  106 Sheldon Hill Rd, Olivebridge, NY 12461

  Investor opportunity in Olivebridge! Situated on 1.12 acres, 106 Sheldon Hill Road offers a 2-bedroom, 1.5-bath home with approximately 1,456 square feet of living space and a full unfinished basement, providing additional potential for storage or future expansion. Ideal for investors, contractors, or buyers looking for a renovation project in the Hudson Valley, this home presents a chance to

  Vincent Reda Keller Williams Realty

  106 Sheldon Hill Rd, Olivebridge, NY 12461
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  /40

  $1,250,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 3,702 Sq Ft

  14 Tetta Ln, Olivebridge, NY 12461

  Built in 2023 and set on over seven private acres, this stunning contemporary home delivers modern design, open space, and true Hudson Valley serenity. Soaring ceilings and a thoughtfully designed open floor plan fill the home with natural light, creating an atmosphere that is equally suited for peaceful everyday living and effortless entertaining. The sleek, modern kitchen flows seamlessly into

  Kelley Hartmann Serhant LLC

  14 Tetta Ln, Olivebridge, NY 12461
• 

  

  /16

  $339,000

  • 2 Beds
  • 1 Bath
  • 1,136 Sq Ft

  143 Dubois Rd, Shokan, NY 12481

  Nestled atop a picturesque hill, this beautifully maintained home offers stunning seasonal views of the ridge behind. With freshly painted walls and refinished hardwood floors, the interior presents a neutral palette ready for your personal touch. This quality 1950s construction boasts generously sized bedrooms bathed in natural light, complete with large closets. A full bath conveniently located

  Danielle Marchisella Corcoran Country Living

  143 Dubois Rd, Shokan, NY 12481
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  /53

  $849,000

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  18 Jomar Ln, Olivebridge, NY 12461

  You'll understand just how special this 41 Acre property is once you arrive. Just driving down the country road to get here is already a treat. Situated at the base of the majestic High Point Mountain you'll find a private driveway that takes you through a beautiful forest and then it opens up to acres of your own open farmlands.....the open fields are perfectly suited to horses and with an

  Edwin Maldonado Howard Hanna Rand Realty

  18 Jomar Ln, Olivebridge, NY 12461
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  /49

  $825,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,758 Sq Ft

  25 Old Farm Rd, Shokan, NY 12481

  Welcome to your private Catskills retreat.Set on 1.9 serene acres in the heart of Shokan, this fully renovated 4-bedroom, 2.5-bath home offers the perfect blend of modern luxury and natural beauty, just under two hours from NYC and 20 short minutes to the Thruway.Completely updated with today's buyer in mind, the home features 2,700 square feet of thoughtfully designed living space,

  Keely Vandebogart Halter Associates Realty

  25 Old Farm Rd, Shokan, NY 12481
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  /25

  $585,000

  • 3 Beds
  • 1 Bath
  • 1,434 Sq Ft

  4192 State Route 28, Boiceville, NY 12412

  Welcome to the heart of the Catskills. Located along the scenic Route 28 corridor in Boiceville, this beautifully positioned property offers the perfect blend of accessibility, comfort, and mountain charm. The home is being sold fully furnished, making it truly turnkey for its next owner. Currently operating as a successful short-term rental, the property presents an outstanding opportunity for

  Artan Volaj Metro Scape Realty LLC

  4192 State Route 28, Boiceville, NY 12412
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  /30

  $515,000

  • 2 Beds
  • 1 Bath
  • 1,251 Sq Ft

  183 Mill Rd, Olivebridge, NY 12461

  The perfect getaway from the hustle and bustle of the world. Nestled quietly in the Catskill Mountain Range, just minutes from the Ashokan Reservoir and a short drive away from Woodstock, Rosendale, Kingston, and New Paltz sits this lovely, renovated 2 bed, 1 bath home. On the property you'll find 2.2 acres of tranquility as you can look out the back windows at nearly all hours and see the

  Michael Bussa K. Fortuna Realty, Inc.

  183 Mill Rd, Olivebridge, NY 12461
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  /32

  $2,250,000

  • 4 Beds
  • 3 Baths
  • 2,589 Sq Ft

  401 Buck Rd, Stone Ridge, NY 12484

  On a quiet country road just 90min north of NYC, this pre-revolutionary home was built as early as 1740, almost three hundred years ago. Impeccably restored with the upmost attention to detail and history, the walls are coated in raw plaster and a fabulous collection of antiques furnish the house. In the kitchen the ceiling is vaulted and the new limestone tile floors are heated. At the far end,

  Annabel Taylor Four Seasons Sotheby's Int.

  401 Buck Rd, Stone Ridge, NY 12484
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  /58

  $1,649,000

  • 3 Beds
  • 2.5 Baths
  • 2,406 Sq Ft

  186 Vly Atwood Rd, Stone Ridge, NY 12484

  Welcome to Vly House, a striking modern chalet set into a natural stone ledge in the heart of enchanting Stone Ridge. Oriented toward the private pond and gently rolling wooded acreage, the home feels both grounded and expansive. A steep gabled form rises from the rock, dark and quiet against the woods, its disciplined gabled form clad in dark siding that recedes into the trees. Below, wide decks

  Angelica VonDrak Houlihan Lawrence-R

  186 Vly Atwood Rd, Stone Ridge, NY 12484
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  /35

  $599,900

  • 3 Beds
  • 3 Baths
  • 1,568 Sq Ft

  90 Jomar Ln, Olivebridge, NY 12461

  Welcome to 90 Jomar Lane, a spacious, move-in-ready ranch thoughtfully laid out for comfortable living. An additional 920 sq ft of living space is located in the fully finished basement and is not included in the 1,568 sq ft of the main level. This home features 3 bedrooms and 3 full bathrooms, and a large walk-up attic offering excellent storage or future potential. The primary bedroom opens to

  Chris Weber BHHS HUDSON VALLEY PROP-NP

  90 Jomar Ln, Olivebridge, NY 12461
• 

  

  /35

  $599,900

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  110 Brown Station Rd, Olivebridge, NY 12461

  Escape to this beautifully updated 3-bedroom, 2-bath Cape home located in the heart of Olive Bridge. Set on a generous lot, the residence blends modern comfort with rustic charm. Inside, you'll find beamed ceilings and elegant hardwood floors throughout, enhancing the spacious layout that's perfect for both relaxation and entertaining. The first floor features a large living/dining area, a full

  Megan Rios Berardi Realty

  110 Brown Station Rd, Olivebridge, NY 12461
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  /33

  $545,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,924 Sq Ft

  252 Upper Boiceville Rd, Boiceville, NY 12412

  This property is conveniently located between Woodstock and Phoenicia, This stunning .90 acre, 3bed/2bath renovated 2-story home with both floors having an open floor plan with skylights on the 2nd floor, transom windows, and has beautiful wood accents. The second floor has high ceilings, skylights and loft-like great room that showcase picturesque sunsets and mountain views. The first floor open

  Richard Greenspan Ruth Gale Realty

  252 Upper Boiceville Rd, Boiceville, NY 12412
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  /21

  $425,000

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

  76 Wynkoop Dr, Kerhonkson, NY 12446

  Nestled on just over one acre along a quiet, wooded private road, this inviting 3-bedroom, 2-full-bath ranch offers peaceful living in the heart of beautiful Ulster County. A covered front porch welcomes you into a warm and thoughtfully designed home featuring knotty pine wide-plank floors, solid wood doors, and wood trim and details throughout—creating a rustic yet modern feel. Neutral, clean

  Danielle Bartula Howard Hanna Rand Realty

  76 Wynkoop Dr, Kerhonkson, NY 12446
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  /12

  $269,888

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft

  115 Acorn Hill Rd, Olivebridge, NY 12461

  Rare Turn-Key Development Opportunity in the Heart of the Catskills – Olive, NYGREAT FOR BUILDERS, DEVELOPERS & SAVVY INVESTORS!!!!!Two functioning mobile homes on two separately deeded lots are being sold together as one exceptional package.....• Addresses: 115 & 117 Acorn Hill Rd, Olive, NY 12461 This prime offering features 2.04 acres of beautiful, usable land in a highly desirable

  Joseph Lombardo Listing by Lombardo Homes & Estates

  

  115 Acorn Hill Rd, Olivebridge, NY 12461
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  /7

  $149,000

  29 Reservoir Rd, Shokan, NY 12481

  Property has a 3BR, 1bath house which needs complete Renovation or Demolition. BEING SOLD AS-IS This is an ideal quiet location just a few lots off route 28 and walkable to The Asokan Reservoir. Minutes from all services and shopping. Kingston and Woodstock are near-by. Onteora school system right down the road. Rail Trail around the corner. Live in a country location and work in Kingston with

  Faye Storms Ruth Gale Realty

  29 Reservoir Rd, Shokan, NY 12481
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  /4

  $209,000

  • Land
  • 1.6 Acres
  • $130,625 per Acre

  48 Ridge Rd, Shokan, NY 12481

  Discover the perfect blend of rural charm and convenience with this mostly level parcel in the Town of Olive. A municipal sewer system is scheduled for construction within the next year, adding future value and ease for development. Located just 4 minutes from Shokan and only 12 miles from Exit 19 on the NYS Thruway, you'll enjoy quick access to Kingston in about 15 minutes and the vibrant

  Julie Ronda BHHS HUDSON VALLEY PROP-NP

  48 Ridge Rd, Shokan, NY 12481
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  /28

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  50 Harris Rd, Kerhonkson, NY 12446

  Turn-key renovated 3BR/2BA home at the end of a quiet cul-de-sac on a private road. Features hardwood floors throughout, a rustic-modern living area with pellet stove, and a bright updated kitchen with shaker cabinets, subway tile backsplash, and modern appliances. Both baths are refreshed and bedrooms are warm and move-in ready. Includes updated LG washer/dryer, multiple AC units, updated

  Ron Knowles Century 21 Alliance-NP

  50 Harris Rd, Kerhonkson, NY 12446
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  /6

  $289,900

  • Land
  • 13.14 Acres
  • $22,062 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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  /17

  $149,900

  • 3 Beds
  • 1 Bath
  • 800 Sq Ft

  244 Upper Samsonville Rd, Olivebridge, NY 12461

  Perfect 1 acre Catskill Mountain property with old mobile home in need of total rehabilitation. No well or septic on site. No existing heat source.

  Timothy Ayers Berardi Realty

  244 Upper Samsonville Rd, Olivebridge, NY 12461
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  /27

  $349,000

  • Land
  • 14.3 Acres
  • $24,406 per Acre

  239 Sundale Rd, Accord, NY 12404

  Stunning 14.3 Acres of Peace and Possibility in Accord, NY Set along a quiet country road, this exceptional 14.3-acre property offers wooded privacy, natural beauty, and endless potential. The gently sloping landscape leads down to a tranquil pond and a meandering stream, with moss-covered stone steps descending toward the water. From the road and fenced area, two original entry points remain:

  Jesse Marcus Habitat Real Estate Group

  239 Sundale Rd, Accord, NY 12404
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  /14

  $350,000

  • Land
  • 2.7 Acres
  • $129,630 per Acre

  679 Vly Rd, Stone Ridge, NY 12484

  On a peaceful road in one of the most beautiful locations of the Vly in Stone Ridge. With Striking views and Wide Open Skies this property has hidden fern gardens, mature trees and bordered by stone walls. Lovely open meadows lead to your private forest to hike and explore. Pond site. An added advantage is that while the property has a Stone Ridge address it has Town of Olive taxes. Listing

  Bill Sidoriak Flemming Realty

  679 Vly Rd, Stone Ridge, NY 12484
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  /37

  $890,000

  • 3 Beds
  • 2 Baths
  • 2,184 Sq Ft

  2246 County Road 3, Olivebridge, NY 12461

  ACCEPTED OFFER AS OF 2/13/26. Nestled at the base of the Ashokan High Point mountain, one of the Catskills' most scenic peaks, this beautifully appointed, rustic 5.7-acre retreat is set back generously from a quiet country road just minutes from the Ashokan Reservoir. Custom built in 2000, the stylish, move-in-ready home features multiple great spaces for gathering with friends and family, both

  Hayes Clement Compass Greater NY, LLC

  2246 County Road 3, Olivebridge, NY 12461
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  /42

  $340,000

  • 1 Bed
  • 1 Bath
  • 405 Sq Ft

  26 Kelder Rd, Olivebridge, NY 12461

  Welcome to this exceptional modern A-frame retreat, newly built in 2023 and thoughtfully enhanced with quality upgrades throughout 2024. Nestled on 2.6 acres of natural beauty near the Ashokan Reservoir, this property blends expert craftsmanship, modern efficiency, and serene mountain living - minutes from Woodstock, Phoenicia, Shokan and Stone Ridge. Inside, you'll find Pella windows, sealed

  Nur Yilmaz Four Seasons Sotheby's Int'l-K

  26 Kelder Rd, Olivebridge, NY 12461
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  /36

  $549,900

  • 6 Beds
  • 3 Baths
  • 3,059 Sq Ft

  1441 County Road 2, Olivebridge, NY 12461

  Welcome to 1441 County Road 2 in Olivebridge, NY. This a beautifully renovated 6 bedroom, 3 bathroom home nestled on 2.32 acres in the heart of the Catskills. This spacious 3,059 sq ft retreat features a brand new kitchen, three cozy fireplaces, a sun-drenched great room, and a primary en suite on the main floor. With three bedrooms on each level, a full walk-out basement, and a large deck over

  Nicholas Cuomo Keller Williams Realty

  1441 County Road 2, Olivebridge, NY 12461
• 

  

  /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
• 

  

  /22

  $450,000

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  197 Trails End Rd, Kerhonkson, NY 12446

  Discover your own slice of mountain paradise where adventure literally begins at your doorstep. Set at the end of the rural, aptly named Trails End Road, this stunning modern cabin sits at the gateway to 19,000 acres of Sundown Forest, a wilderness with a system of hiking trails that starts just steps away. Completely renovated, rebuilt from the studs inside and out, this modern just-right

  Antonio Parrotta Coldwell Banker Village Green

  197 Trails End Rd, Kerhonkson, NY 12446
• 

  

  /8

  $79,000

  • Land
  • 0.78 Acre
  • $101,282 per Acre

  0 Deerfield Rd Unit 20254253, Boiceville, NY 12412

  Rare lot in Boiceville with sewer connection available. This is a lightly wooded lot on a quiet dead end street but yet walking distance to Onteora High School, local supermarket, bus route, pharmacy, liquor store and Convenient Mart Gas Station and the Boiceville Rail Trail. Come take a look. The lot is near the end of the dead end so rarely any traffic. Boiceville has a lot to offer in this

  Siobhan Scanlan Win Morrison Realty-K

  0 Deerfield Rd Unit 20254253, Boiceville, NY 12412
• 

  

  /40

  $249,000

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft

  62 Watson Hollow Rd, West Shokan, NY 12494

  Vintage 3-Season Cottage on the Bushkill Creek! Brimming with charm and potential, this beloved vintage cottage has been in the same family for over 50 years. Set on 1.4 park-like acres along the scenic Bushkill Creek, it offers a peaceful retreat with a touch of nostalgia. The large eat-in kitchen serves as a versatile gathering space, perfect for casual meals or creative projects. While the

  Ellen Osgood Coldwell Banker Village Green

  62 Watson Hollow Rd, West Shokan, NY 12494
• 

  

  /49

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  58 Kelder Hwy, Olivebridge, NY 12461

  Tucked in the heart of the Catskills, this meticulously maintained property is a private retreat where every detail has been thoughtfully designed for comfort, beauty, and enjoyment. Surrounded by lush, mature landscaping, the home's outdoor spaces are truly extraordinary—swim in the sparkling pool, entertain on the expansive patio with wet bar, rinse off in the outdoor shower, or simply relax

  Jeanne Boice Howard Hanna Rand Realty

  58 Kelder Hwy, Olivebridge, NY 12461
• 

  

  /30

  $899,000

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft

  805 Kripplebush Rd, Accord, NY 12404

  **A/O 3/23**Your oasis away from the hustle and bustle is finally here. Identified as Walnut Woods for its scenic outdoor exposure, this 2,160 square foot new construction home boasts 3-bedrooms and 2-bathrooms. Its open concept, single-level living space is exactly what you have been waiting for. Crafted and curated by Hamlet Builders, the Black Diamond model is nothing but a complete display of

  Zachary Jarvis BHHS Nutshell Realty

  805 Kripplebush Rd, Accord, NY 12404
• 

  

  /20

  $189,900

  • Land
  • 2.6 Acres
  • $73,038 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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