Homes for Sale near Reginald Bennett Elementary School

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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
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• 

  

  

  /33

  $779,000

  $46K PRICE DROP

  • Land
  • 8.18 Acres
  • $95,232 per Acre

  281 Dewitt Rd, Olivebridge, NY 12461

  ONE OF THE MOST SPECTACULAR WATERFALLS IN ULSTER COUNTY is front and center on this extremely rare and unusual land offering. The visual beauty of the waterfall, stream, cliffs and land is unparalleled. Calming audio of the waterfall and rushing Mettacahonts stream is 24/7 and year-round. Pulling into the circular driveway you are greeted by a master stone worker's hand-built raised garden bed,

  Anne Hilton Purvis Coldwell Banker Village GreenN

  281 Dewitt Rd, Olivebridge, NY 12461
• 

  

  

  /49

  $2,150,000

  • 5 Beds
  • 5.5 Baths
  • 5,163 Sq Ft

  15-17 Broadview Rd, Woodstock, NY 12498

  This exceptional Woodstock property offers a rare blend of privacy and convenience, just minutes from the village center. The modern main residence features 3 ensuite bedrooms, complemented by a studio and a separate guest house, for a total of 5 bedrooms and 5.5 baths across 4,000+ square feet--an uncommon offering this close to town. Designed for both everyday living and entertaining, the home

  Baris Demirel Serhant LLC

  15-17 Broadview Rd, Woodstock, NY 12498
• 

  

  

  /14

  $395,000

  $45K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 841 Sq Ft

  57 Ohayo Mountain Rd, Woodstock, NY 12498

  WOODSTOCK VILLAGE COTTAGE - LOCATION, CATSKILLS CHARM & VALUE! Their loss is your gain --previous buyer couldn't qualify--so here's your chance to own an authentic Woodstock retreat in the heart of the Hudson Valley's most coveted small town.Just moments from the village center, this cozy, character-filled cottage offers the perfect blend of vintage charm and everyday comfort. The

  Laurie Osmond BHHS HUDSON VALLEY PROP-WDST

  57 Ohayo Mountain Rd, Woodstock, NY 12498
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  /47

  $499,000

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

  21 Pine St, West Hurley, NY 12491

  This exceptional residence seamlessly combines timeless character with modern amenities. Situated on a landscaped lot along a serene, tree-lined street just outside the Village of Woodstock, it offers an ideal balance of peace and appeal. Expansive windows bathe the interior in natural light, accentuating the rich hardwood floors and inviting open-concept layout. The deck, with its view of the

  Timothy Hurley Coldwell Banker Village GreenK

  21 Pine St, West Hurley, NY 12491
• 

  /2

  $180,000

  • Land
  • 5.61 Acres
  • $32,086 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
• 

  

  /24

  $549,000

  • 2 Beds
  • 1.5 Baths
  • 1,191 Sq Ft

  208 Tinker St, Woodstock, NY 12498

  TURNKEY WOODSTOCK COTTAGE. A deep violet front door opens to a rustic ''mudroom'' with a bluestone floor and a closet for your outdoor gear. The kitchen, with its Liebherr and Bosch appliances, custom cabinetry with pantry, stylish lighting fixtures, radiant heat, beamed ceiling with a skylight - leads into a light-filled Living/Dining/Den space with original wide-plank wood floors, ceiling fan

  Marilyn Heir BHHS HUDSON VALLEY PROP-WDST

  208 Tinker St, Woodstock, NY 12498
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  /37

  $695,000

  • 4 Beds
  • 2.5 Baths
  • 3,630 Sq Ft

  14 Park Rd, Chichester, NY 12416

  Nestled on a quiet street in the tiny rural hamlet of Chichester, this large contemporary Colonial redefines ''room in the country.'' Spanning 3,600 sq ft of gracious living space, the home features a massive lower level with a spacious den, kitchen, and full bath—perfect for recreation, guests, or flexible use. The main level offers seamless circular flow from the kitchen into the living room

  James Angelakis BHHS HUDSON VALLEY PROP-WDST

  14 Park Rd, Chichester, NY 12416
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  /33

  $598,500

  • 3 Beds
  • 2.5 Baths
  • 2,275 Sq Ft

  176 Old State Route 28, Glenford, NY 12433

  Welcome to “The Glenford” – a stunning newly renovated ranch home that perfectly blends modern comfort with timeless charm. Nestled just minutes away from the picturesque Village of Woodstock this delightful property offers a serene escape with all the amenities you desire. The floor plan consists of 3 spacious bedrooms and 2.5 bathrooms; each designed with comfort and relaxation in mind.

  Maritza Ruiz R New York

  176 Old State Route 28, Glenford, NY 12433
• 

  

  /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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  /2

  $29,000

  • Land
  • 16,552 Sq Ft
  • $76,316 per Acre

  Lot 48 Garfield Rd, Shandaken, NY 12464

  Lot 48 on Garfield Road sits quietly where the Catskills stop feeling like a destination and start feeling like home. Zoned R1.5, this parcel offers a rare balance of flexibility and restraint—enough land to build comfortably while preserving the sense of space and privacy that draws people to Shandaken in the first place. From the road, the property feels understated, but once you step onto the

  Thomas Santore Coldwell Banker Realty

  Lot 48 Garfield Rd, Shandaken, NY 12464
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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
• 

  

  /22

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,372 Sq Ft

  127 Du Bois Rd, Shokan, NY 12481

  If you're looking for peaceful country living, this inviting ranch-style home on 1.42 acres may be just what you've been waiting for. Set on a quiet road, it offers 3 bedrooms, 1 1/2 bathrooms, and a spacious living room with a cozy fireplace. Hardwood floors lie beneath the carpets, adding even more potential. The full finished basement provides plenty of extra space, including a large family

  Tracy Galvin Mid Hudson Valley Realty Corp.

  127 Du Bois Rd, Shokan, NY 12481
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  /15

  $575,000

  • Land
  • 37 Acres
  • $15,541 per Acre

  00 Lauren Ct, Woodstock, NY 12498

  This spectacular 35+ acre property is a rare offering. Comprised of two separate lots with access points on both Lauren Ct and Church Rd - an open canvas for your boldest vision. Whether you're a developer seeking your next signature project or a homeowner dreaming of a private sanctuary, this land invites imagination and promises possibility. A harmonious blend of mature woodlands, sunlit

  Melissa Zoe Hirsch Coldwell Banker Village Green

  00 Lauren Ct, Woodstock, NY 12498
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  /31

  $699,000

  $51K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,718 Sq Ft

  170 MacDaniel Rd, Bearsville, NY 12409

  Driving on this scenic road just minutes from Woodstock, you'll discover a private, paved driveway leading to a sunlit clearing and attractive raised ranch surrounded by lawns and breathtaking mountain views. After taking in the scenery, step up to the home's welcoming main level, where natural light pours in from all sides. The open living space includes sliders to a large deck perfect for

  Judy Steinfeld Halter Associates Realty

  170 MacDaniel Rd, Bearsville, NY 12409
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  /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
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  /50

  $1,599,999

  $99K PRICE DROP

  • 8 Beds
  • 5.5 Baths
  • 4,648 Sq Ft

  2320 Glasco Turnpike, Woodstock, NY 12498

  Welcome to The Waterfall House, a truly rare offering nestled in the heart of Woodstock Proper, where nature, creativity, and privacy converge in the most enchanting way. Being offered for the first time, this storied 3,023 sq ft brick colonial is more than a home; it’s an experience, a retreat, and an open canvas for your vision to unfold. Set on nearly 12 acres of lush, mature landscape, the

  Leigh Wagner-Quintana Keller Williams Hudson Valley

  2320 Glasco Turnpike, Woodstock, NY 12498
• 

  

  /17

  $315,000

  • 2 Beds
  • 1 Bath
  • 1,320 Sq Ft

  20 Kelder Rd, Olivebridge, NY 12461

  This charming Olivebridge cottage on a full acre is ideal as both a peaceful full-time residence or a perfect weekend escape. Step out onto the rear deck, which overlooks a serene, private green haven complete with its own organic garden. In the winter months, enjoy lovely seasonal views of Ashokan High Point. Conveniently located just minutes from the Ashokan Reservoir, the Ashokan Quarry Trail,

  June Mastropietro Mary Collins Real Estate

  20 Kelder Rd, Olivebridge, NY 12461
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  /33

  $449,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,975 Sq Ft

  7202 New York 28, Shandaken, NY 12480

  CATSKILLS FINEST WITH NEW ACCESSORY BUILDING VINTAGE country home, totally updated. It's located on a grassy landscaped acre in the heart of the Catskill Mountains. The fully insulated house has HIGH ceilings, 3 BRs, 2 BAs, large Foyer, Open Floor Plan, stunning COBBLESTONE fireplace, and a great cast iron clawfoot soaking tub that leads to the main BR and rear balcony for summertime stargazing.

  Alfred Peavy Ruth Gale Realty

  7202 New York 28, Shandaken, NY 12480
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  /50

  $499,000

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

  252 Upper Boiceville Rd, Boiceville, NY 12412

  Set on a private, partially wooded one acre lot in Boiceville, this 3-bedroom, 2-bath home offers 1,924 square feet of flexible living space within the Onteora Central School District. Formerly an art gallery, the home combines architectural character, wooded surroundings, and a layout designed for both everyday living and entertaining. Oversized windows, skylights, and transom windows throughout

  Virginia Corbett eXp Realty

  252 Upper Boiceville Rd, Boiceville, NY 12412
• 

  

  /39

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,633 Sq Ft

  274 Morgan Hill Rd, Hurley, NY 12443

  Welcome to 274 Morgan Hill Road, ideally situated on a desirable road in Hurley and offering a comfortable blend of space, functionality, and privacy. This well maintained 3-bedroom, 2-bath split-level home offers approximately 1,633 square feet of living space, with a layout designed for both everyday living and ease of entertaining. The interior provides a warm and inviting feel with well

  Leigh Wagner-Quintana Keller Williams Hudson Valley

  274 Morgan Hill Rd, Hurley, NY 12443
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  /52

  $849,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  1311 Wittenberg Rd, Mount Tremper, NY 12457

  Set well back from the road behind a handsome gated entry, this modern Catskills hideaway delivers the privacy everyone wants and the volume everyone hopes for. The approach is long and quiet; the house reveals itself slowly--wrapped by trees, with sky above and room to breathe on 4.04 acres. Inside, an airy great room rises with high ceilings and broad windows that pull in daylight and treetops.

  WINTON MORRISON Win Morrison Realty - W

  1311 Wittenberg Rd, Mount Tremper, NY 12457
• 

  

  /41

  $649,000

  Open Sun 1:30PM - 3:30PM

  • 3 Beds
  • 2 Baths
  • 1,777 Sq Ft

  48 Willa Ln, Chichester, NY 12416

  The Triple Hearth House is a private cedar-sided retreat tucked into a wooded 1.22-acre setting just minutes from Phoenicia and within easy reach of Hunter Mountain, Belleayre, and some of the region's best skiing and hiking trails. Defined by soaring wood-lined interiors, dramatic gathering spaces, multiple fireplaces, and seamless indoor-outdoor living with mountain views, the home captures the

  Amy Rosen Ruth Gale Realty

  48 Willa Ln, Chichester, NY 12416
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  /13

  $249,000

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

  Tbd Route 28a, West Hurley, NY 12491

  Discover a rare opportunity to own 5.1 acres along the scenic Route 28A corridor which skirts the southern edge of the Ashokan Reservoir, one of the most sought-after gateways to the Catskills. With selective clearing, the property offers dramatic views overlooking the Ashokan Reservoir and the surrounding Catskill Mountains--a truly inspiring backdrop for your new home.The terrain rises

  Joel Craig Coldwell Banker Village Green

  Tbd Route 28a, West Hurley, NY 12491
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  /48

  $729,000

  • 1 Bed
  • 2 Baths
  • 1,128 Sq Ft

  14 Lions Way, Shady, NY 12409

  The essence of Woodstock; the artists, the poets, the musicians and the creatives who have gravitated to the beautiful, iconic Catskill Mountain town, no-one embodies the original spirit of Woodstock more than local artist and environmentalist Calvin Grimm. Every home tells a story. This hand built 1 Bd/ 2 Ba with additional flex room and art studio tucked away on 2 private acres on a dead end

  Johanna Trimboli Halter Associates Realty

  14 Lions Way, Shady, NY 12409
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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
• 

  

  /39

  $775,000

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

  31 Pond Park Rd, Woodstock, NY 12498

  Woodstock Condo at Maverick Knolls Discover an exceptional opportunity to own a single-level corner condo in the desirable Maverick Knolls community of Woodstock, NY. This bright and airy residence combines convenience, modern updates, and the natural beauty of the Catskills, making it ideal for year-round living or as a low-maintenance retreat. The home has been refreshed with all new appliances

  Frank Lumia Frank Lumia Real Estate Plus

  31 Pond Park Rd, Woodstock, NY 12498
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  /18

  $839,000

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

  25 Pine Grove St Unit 27, Woodstock, NY 12498

  Streamside tranquility meets Village of Woodstock convenience in this beautifully renovated waterfront home. With Tannery Brook frontage extending to the centerline of the waterway, a sprawling deck overlooking the brook, and a stone stairway leading down to the water's edge, the setting is nothing short of enchanting. Inside, soaring 12.5-foot cathedral ceilings, expansive clerestory windows,

  Ita McAteer BHHS HUDSON VALLEY PROP-WDST

  25 Pine Grove St Unit 27, Woodstock, NY 12498
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  /12

  $135,000

  • Land
  • 2 Acres
  • $67,500 per Acre

  0 Lot Cross Patch Rd, Woodstock, NY 12495

  Come experience the restorative powers of a mediative rest along side a rushing mountain creek. This 2 acre parcel with frontage on the East Branch of the Silver Hollow Creek will be an amazing location to build that country home that you have been envisioning. There is survey and preliminary site plan sketch to help you envision your dream. This parcel features a 19th Century building foundation

  Sean Zimmerman Halter Associates Realty Inc

  0 Lot Cross Patch Rd, Woodstock, NY 12495
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  /60

  $4,900,000

  $2M PRICE DROP

  • 3 Beds
  • 6 Baths
  • 4,688 Sq Ft

  125 Valley View Way, Lake Hill, NY 12448

  Perched at the end of a secluded private road in Woodstock, NY, is where you will find, ''Nature's Edge''. Designed by renowned architect, Barry Price. Estimated to have cost nearly 11 million to complete the project, this modern mountain masterpiece sits on over 40 acres offering unmatched privacy, serenity, and connection to nature at a bargain well under market value. It's no surprise that the

  Heidi Rothe Grist Mill Real Estate

  125 Valley View Way, Lake Hill, NY 12448
• 

  

  /37

  $1,595,000

  New Construction

  • 3 Beds
  • 4 Baths
  • 3,544 Sq Ft

  18 Ryan Dr, West Hurley, NY 12491

  This is a rare find - a recently built home with privacy less than 15 minutes from both Woodstock and Kingston. Built in 2022, this modern home balances thoughtful design with a connection to nature. Every aspect of the home has been done with intention, including its private location nestled in the woods, energy efficient features and open, light-filled spaces. A recently expanded backyard

  Hillary Kolos Compass Greater NY, LLC

  18 Ryan Dr, West Hurley, NY 12491
• 

  

  /34

  $1,299,000

  • 3 Beds
  • 5 Baths
  • 3,167 Sq Ft

  44 Bristol Hill Rd, Glenford, NY 12433

  Tucked into a private subdivision where each lot spans multiple acres, this exquisite home offers unparalleled privacy and tranquility. Perfectly situated for lovers of outdoor adventure, fine dining, and boutique shopping, it lies just minutes from the charming villages of Woodstock, Phoenicia, Kingston's historic Stockade district and the Ashokan Rail Trail. This contemporary residence boasts

  Karen Gilbane Corcoran Country Living

  44 Bristol Hill Rd, Glenford, NY 12433
• 

  

  /43

  $679,000

  $20K PRICE DROP

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

  68 Garfield Rd, Phoenicia, NY 12464

  WOODLAND VALLEY-PHOENICIAPEACEFUL COUNTRY SETTING This is PERFECT full-time or weekend home, with mountain views. Windows in all directions provide continuous daylight with great views. Only a very short drive from Main Street, Phoenicia. It's a 1.13 Acre property that's high up with extensive underground drainage systems. It goes across Herdman Road and down a slope to the Esopus with a

  Alfred Peavy Ruth Gale Realty

  68 Garfield Rd, Phoenicia, NY 12464
• 

  

  /68

  $978,000

  • 4 Beds
  • 3 Baths
  • 2,410 Sq Ft

  25-29 Mink Hollow Rd, Willow, NY 12495

  Open House this Sunday, 5/24 from 12:00-3:00 PM -- come experience this exceptional property in person! Directly across from Cooper Lake and tucked quietly among the trees just minutes from Woodstock, this rare Catskills compound captures the kind of escape buyers dream about but rarely find. Surrounded by woods, mountain air, hiking, legendary fly-fishing waters, and the natural beauty that

  Yan Wang Realty One Group Key

  25-29 Mink Hollow Rd, Willow, NY 12495
• 

  /2

  $120,000

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

  00 Kelder Hwy, Olive, NY 12461

  Totally wooded and on a private road in a highly desirable area of Olive. Other lots available on this road as well.

  Adrienne Volpe KW Mid-Hudson

  00 Kelder Hwy, Olive, NY 12461
• 

  

  /38

  $375,000

  $24K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,044 Sq Ft

  7375 New York 28, Shandaken, NY 12480

  MOUNTAIN VIEWS & GUARANTEED INCOME: The Ultimate Catskills Duplex! Unlock the best of the Catskills at 7375 Route 28! Whether you are looking for a high-performing investment, a savvy ''house hack,'' or a sprawling single-family retreat, this property delivers. Built in 1950, this charming residence radiates a warm Catskills cottage vibe, featuring 4 bedrooms, 2 baths, and approximately 2,044

  Katherine Keys The Catskill Dream Team

  7375 New York 28, Shandaken, NY 12480
• 

  

  /49

  $570,000

  • 3 Beds
  • 2.5 Baths
  • 1,615 Sq Ft

  99 Wildflower Ln, Shokan, NY 12481

  Privately set on 5.6 acres in the heart of Olive, this distinctive home designed by renowned Woodstock architect Les Walker and built in 1985, the residence reflects a thoughtful contemporary vision with warm, livable spaces and a strong connection to the surrounding landscape. Ready for your own personal interior design upgrades. The main house features 1,615 square feet of unique living space,

  Baris Demirel Serhant LLC

  99 Wildflower Ln, Shokan, NY 12481
• 

  /2

  $100,000

  • Land
  • 7.3 Acres
  • $13,699 per Acre

  1 Friendship Manor Rd, Pine Hill, NY 12465

  The land contains 7.3 acres and has three predrilled wells with with a reported capacity of ~80 gpm. The well was drilled in 274 feet of bedrock and a 72-hour pumping test was performed to determine the sustainable capacity.

  Thomas Dolan

  1 Friendship Manor Rd, Pine Hill, NY 12465
• 

  

  /39

  $999,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  53 Blueberry Hill Rd, Bearsville, NY 12409

  Situated at the end of a private road on three serene acres, 53 Blueberry Hill offers the opportunity to own a secluded sanctuary just three miles from Woodstock’s village center. Recently remodeled, this three-bedroom home, complete with a one-bedroom, one-bathroom detached studio, is an idyllic Catskills residence with ample space for everyone. Constructed from timbers logged on Blueberry Hill,

  Kelcey Otten Compass Greater NY, LLC

  53 Blueberry Hill Rd, Bearsville, NY 12409
• 

  

  /18

  $799,000

  $99K PRICE DROP

  • Land
  • 27.19 Acres
  • $29,386 per Acre

  TBD MacDaniel Rd, Bearsville, NY 12409

  Pollinator's Pathway in Woodstock Discover 27+ acres of untouched beauty just steps from the Tibetan Monastery, Magic Meadow, and the trailheads to Meads Mountain and Overlook Mountain. A private, winding ~.5-mile driveway opens to a sunlit clearing alive with wildflowers and pollinator plants — a natural canvas awaiting your vision. With selective tree trimming, sweeping Catskill Mountain views

  Genevieve Geaney Compass Greater New York, LLC

  TBD MacDaniel Rd, Bearsville, NY 12409

Showing Results 41 - 80, Page 2 of 4