Olive Homes for Sale

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  /31

  $824,999

  • 2 Beds
  • 2 Baths
  • 1,910 Sq Ft

  18 Haberland Ln, Olivebridge, NY 12461

  There is something instantly comforting about this home. Warm, welcoming, and lovingly maintained, it offers the kind of easy living that never goes out of style. Whether gathering around the fireplace with friends, enjoying a quiet morning coffee, or unwinding after a long day, every space feels inviting, functional, and meant to be lived in. Set amidst peaceful natural surroundings with views

  Richard Vizzini Corcoran Country Living

  18 Haberland Ln, Olivebridge, NY 12461
• Explore Olive

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  /50

  $950,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  52 Brodhead Rd, West Shokan, NY 12494

  Where eagles fly and mountains kiss the sky, this beautifully maintained homestead showcases quality craftsmanship and thoughtful upgrades throughout. Whether you are an artisan, woodworker or equestrian, the well-equipped barn with Wi-Fi, telephone/paging system and electricity can easily meet your needs. The property features a thriving, fenced vegetable garden with separate well and shed

  Mary McKinney Coldwell Banker Village Green

  52 Brodhead Rd, West Shokan, NY 12494
• 

  

  

  /17

  $465,000

  $30K PRICE DROP

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

  35 Haver Rd, Olivebridge, NY 12461

  *** Motivated Seller*** 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 walk-in closet and private bath, and two additional bedrooms with a full guest bath. The kitchen

  Shane Kelder Welch Realty Inc.

  35 Haver Rd, Olivebridge, NY 12461
• 

  

  

  /28

  $1,095,000

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,827 Sq Ft

  264 Wynkoop Rd, Olivebridge, NY 12461

  On a storybook wooded lot in one of the Hudson Valley's most sought-after neighborhoods, this brand new Scandinavian-inspired farmhouse checks all the boxes for the perfect Catskill weekend getaway or a forever family home. Built by one of the area's most respected builders, this luxury home features a gourmet kitchen, floor-to-ceiling living room windows, a custom two-story fireplace, and an

  Dylan Taft Taft Street Realty, Inc.

  264 Wynkoop Rd, Olivebridge, NY 12461
• 

  

  

  /17

  $69,900

  • Land
  • 34,848 Sq Ft
  • $87,375 per Acre

  0 Rt 28a, West Hurley, NY 12491

  Beautiful wooded buildable lot offering a private natural setting with a head start already in place. This property features a peaceful mix of mature trees, moss-covered ground, surrounding forest, and an existing rustic outbuilding/shed on site. The lot has an established path/cleared area leading from one side to the other creating a good sense of layout and potential future homesite placement.

  Ryan Rios Berardi Realty

  0 Rt 28a, West Hurley, NY 12491
• 

  

  /47

  $769,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  11 Oak Mountain Farm Rd, Boiceville, NY 12412

  Storybook Charm, Artistic Soul, and Mountain Views in the Heart of the Ashokan Reservoir and Catskill Mountains Corridor Originally built in 1930 from a mail-order catalog kit, this enchanting home has evolved into a truly distinctive country retreat where creativity, craftsmanship, and comfort come together. Set in a peaceful setting with mountain views, yet just five minutes from both the

  

  Amy Lonas

  Coldwell Banker Village Green

  11 Oak Mountain Farm Rd, Boiceville, NY 12412
• 

  

  /5

  $199,888

  • Land
  • 2.04 Acres
  • $97,984 per Acre

  515 Acorn Hill Rd, Olivebridge, NY 12461

  OLIVEBRIDGE, NY 12461 ULSTER COUNTY...Rare Turn-Key Development Opportunity in the Heart of the Catskills – Olive, NY GREAT FOR BUILDERS, DEVELOPERS & SAVVY INVESTORS!!!!! • Addresses: 515 & 517 Acorn Hill Rd, Olive, NY 12461. This prime offering features 2.04 acres of beautiful, usable land in a highly desirable residential area of the Catskills..... There are two uninhabitable mobile homes on

  Joseph Lombardo Listing by Lombardo Homes & Estates

  

  515 Acorn Hill Rd, Olivebridge, NY 12461
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  /10

  $785,000

  • 2 Beds
  • 2.5 Baths
  • 2,194 Sq Ft

  12 Mountain Valley Rd, Boiceville, NY 12412

  Nestled on the hills of Mountain Valley you will find this one of a kind uniquely designed and engineered by the original owner. The home is fully documented in both words and illustrations and was created in a model. The home includes two bedrooms, two full baths, two car garage. In the basement you will find 2 areas which was used for tools and the other for creative space. Continuing through

  Robyn Awand Country Connections

  12 Mountain Valley Rd, Boiceville, NY 12412
• 

  

  /38

  $850,000

  $79K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,736 Sq Ft

  85 Kelder Hwy, Olivebridge, NY 12461

  The first thing you might notice is the quiet. As you approach, open fields give way to the Shawangunk Ridge on the horizon. Old stone walls. Gardens already established. Still -- no sound but birds.Then the house. A European sensibility runs through it: a respect for what was built well more than a century ago, paired with quiet updates that make the space work for how people live now. While

  

  Stefan Bolz

  Hudson Dwellings Realty

  85 Kelder Hwy, Olivebridge, NY 12461
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  /47

  $575,000

  • 6 Beds
  • 2 Baths
  • 1,842 Sq Ft

  2 Mountain Valley Rd, Boiceville, NY 12412

  A rare and remarkable multi-family opportunity nestled in the heart of the Catskills - 2 Mountain Valley Road, Boiceville, New York presents two fully self-contained units, each delivering a level of space, privacy, and independence that is virtually unheard of in the multi-family market. Set against the stunning natural backdrop of Ulster County's Catskill Mountains, this 1,842 total square foot

  

  Richard Baxter

  KELLER WILLIAMS REALTY

  2 Mountain Valley Rd, Boiceville, NY 12412
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  /42

  $574,999

  • 6 Beds
  • 2 Baths
  • 1,842 Sq Ft

  2 Mountain Valley Rd, Boiceville, NY 12412

  A rare and remarkable multi-family opportunity nestled in the heart of the Catskills — 2 Mountain Valley Road, Boiceville, New York presents two fully self-contained units, each delivering a level of space, privacy, and independence that is virtually unheard of in the multi-family market. Set against the stunning natural backdrop of Ulster County's Catskill Mountains, this 1,842 total square foot

  

  Richard Baxter

  Keller Williams Realty

  2 Mountain Valley Rd, Boiceville, NY 12412
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  /50

  $1,750,000

  • 4 Beds
  • 3.5 Baths
  • 4,103 Sq Ft

  16 Sahler Mill Rd, Olivebridge, NY 12461

  Set back down a long paved driveway, this property's picturesque setting provides complete privacy, breathtaking views and a tranquil atmosphere that truly defines country living at its finest. Discover the charm of this stunning 6 acre park-like property, featuring 3 ponds surrounded by stone walls (one with a timer-set fountain), meandering streams and frontage on the Rochester Creek. The

  Amy Levine Howard Hanna Rand Realty

  16 Sahler Mill Rd, Olivebridge, NY 12461
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  /78

  $1,750,000

  • 4 Beds
  • 3.5 Baths
  • 4,103 Sq Ft

  16 Lower Sahler Mill Rd, Olivebridge, NY 12461

  Set back down a long paved driveway, this property's picturesque setting provides complete privacy, breathtaking views and a tranquil atmosphere that truly defines country living at its finest. Discover the charm of this stunning 6 acre park-like property, featuring 3 ponds surrounded by stone walls (one with a timer-set fountain), meandering streams and frontage on the Rochester Creek. The

  Amy Levine Howard Hanna Rand Realty

  16 Lower Sahler Mill Rd, Olivebridge, NY 12461
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  /38

  $575,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft

  2013 County Road 3, Olivebridge, NY 12461

  Nestled among the trees and tucked back from the road, this immaculate Olivebridge retreat offers the kind of peace and privacy people move upstate for. Quiet, serene, and thoughtfully updated throughout, the property feels effortlessly welcoming from the moment you arrive. Inside, the home feels bright, comfortable, and incredibly well cared for. Sun pours through the windows, the wood stove

  Davina Thomasula Four Seasons Sotheby's Int'l-K

  2013 County Road 3, Olivebridge, NY 12461
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  /5

  $67,500

  • Land
  • 19,384 Sq Ft
  • $151,685 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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  /48

  $1,499,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,850 Sq Ft

  99 W Shokan Heights Rd, West Shokan, NY 12494

  Tucked into the rolling landscape of West Shokan, where seasonal Catskill Mountain views emerge through the trees, this new construction contemporary home offers a rare blend of modern craftsmanship, warmth, and quiet luxury across 4.25 private acres. Surrounded by forest and designed to embrace its natural setting, the home captures the essence of elevated country living--where refined interiors

  Richard Vizzini Corcoran Country Living

  99 W Shokan Heights Rd, West Shokan, NY 12494
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  /70

  $980,000

  $200K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  10 Kolb Rd, Boiceville, NY 12412

  Dear buyer, I want you to know the story of this house. My family bought it three years ago and we did a total renovation to all the bathrooms and kitchen with new appliances and tile and all new fixtures. We also changed the back of the house and opened it up with a huge dormer facing the mountain since before the main view was to the expansive side meadow. We thought this was going to be our

  Jasmine Jordaan Halter Associates Realty

  10 Kolb Rd, Boiceville, NY 12412
• 

  

  /53

  $1,995,000

  $105K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 5,199 Sq Ft

  250 Brodhead Rd, West Shokan, NY 12494

  A rare sanctuary where wellness, nature, and inspired country living converge across 17 idyllic acres. Framed by meadows, woodland, and a serene pond, the property offers a rare sense of escape--an immersive landscape designed as much for gathering and inspiration as for quiet retreat. At the heart of the grounds, the pond becomes a focal point for a lifestyle centered around wellness and

  Richard Vizzini Corcoran Country Living

  250 Brodhead Rd, West Shokan, NY 12494
• 

  

  /20

  $299,000

  • Land
  • 9.04 Acres
  • $33,061 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
• 

  

  /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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  /2

  $80,000

  $100K PRICE DROP

  • Land
  • 5.61 Acres
  • $14,260 per Acre

  00 Fischer Ln, Olive, NY 12461

  Location location location! This beautifully wooded lot is located on aprivate road with close proximity to Woodstock. Build your dream home or use it for your privacy buffer. and combine it with Kelder and 55 G Fischer for a total of 20 acres.

  Adrienne Volpe KW Mid-Hudson

  00 Fischer Ln, Olive, NY 12461
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  /69

  $965,000

  $330K 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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  /2

  $120,000

  • Land
  • 3.4 Acres
  • $35,294 per Acre

  0 Kelder Hwy, Olive, NY 12461

  This parcel is being sold with the home on 55 G Fishcher Road and G Fischer Lane, for a total of 20.43 acres. The buyer of the house will have first right of refusal on this parcel and the 5 acre parcel on G Fischer.

  Adrienne Volpe KW MidHudson

  0 Kelder Hwy, Olive, NY 12461
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  /47

  $550,000

  • 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 two homes on this private road. While the home is sited on just under 12 acres, there are two additional, adjacent lots for sale with the home, making this the largest contiguous parcel in Olive, according to the late owners. If purchased with the home, your

  Adrienne Volpe KW MidHudson

  55 G Fischer Rd, Olivebridge, NY 12461
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  /38

  $1,775,000

  New Construction $50K 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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  /42

  $1,150,000

  $200K PRICE DROP

  • 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

  23 Traver Hollow Rd, Boiceville, NY 12412
• 

  

  /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
• 

  

  /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
• 

  

  /24

  $599,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,559 Sq Ft

  26 Krom Rd, Olivebridge, NY 12461

  Welcome to 26 Krom Rd in Olivebridge, a beautifully updated mid century ranch set against the rolling foothills of the Catskills. Offering over 1,500 square feet of thoughtfully designed living space, this 3 bedroom, 2 full bathroom home strikes the perfect balance between comfort, style and setting. Ideal as a full time residence or a weekend retreat, this property delivers easy living in one of

  Kristen Jock Compass Greater NY, LLC

  26 Krom Rd, Olivebridge, NY 12461
• 

  

  /25

  $565,000

  $20K PRICE DROP

  • 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
• 

  

  /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
• 

  

  /35

  $599,900

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

  90 Jomar Ln, Olivebridge, NY 12461

  Welcome to 90 Jomar Lane, a beautifully maintained, move-in-ready ranch offering the perfect blend of comfort, space, and privacy. The main level features 1,568 square feet of thoughtfully designed living space, complemented by an additional 920 square feet in the fully finished basement, providing plenty of room for entertaining, recreation, a home office, or guest accommodations. This inviting

  Chris Weber BHHS HUDSON VALLEY PROP-NP

  90 Jomar Ln, Olivebridge, NY 12461
• 

  

  /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
• 

  

  /17

  $99,900

  $50K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 672 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
• 

  

  /5

  $67,500

  $8K PRICE DROP

  • Land
  • 14,374 Sq Ft
  • $204,545 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
• 

  

  /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
• 

  

  /50

  $2,000,000

  $200K PRICE DROP

  • 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
• 

  

  /8

  $69,000

  $10K PRICE DROP

  • Land
  • 33,976 Sq Ft
  • $88,462 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

  $36K PRICE DROP

  • 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
• 

  

  /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

Showing Results 1 - 40, Page 1 of 2