Homes for Sale near Reginald Bennett Elementary School

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  /29

  $2,500,000

  • 5 Beds
  • 4.5 Baths
  • 2,978 Sq Ft

  177 Tinker St, Woodstock, NY 12498

  In the heart of Woodstock, this extraordinary 12+ acre Woodstock estate offers a rare blend of privacy, natural beauty, and village convenience. The property has a huge meadow/field in back and front offering peaceful pastoral views & potential. Bordering & with direct access to 76 acres of protected Comeau Park, the property invites you to explore miles of woodland trails, open meadows, the

  Joan Capria Four Seasons Sotheby's Int'l R

  177 Tinker St, Woodstock, NY 12498
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  /44

  $699,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,355 Sq Ft

  11 Nordic Dr, Woodstock, NY 12498

  Welcome to this distinctive Woodstock retreat, a home shaped by the creativity and vision of the artists who have called it their own since 2001. Originally built in 1937, this charming mountaintop home has evolved over the years through thoughtful additions, including an impressive upper-level studio with a separate entrance, plus a vaulted deck overlooking the property's picturesque grounds.

  Lisa Halter Halter Associates Realty

  11 Nordic Dr, Woodstock, NY 12498
• 

  

  

  /29

  $1,499,900

  • 3 Beds
  • 4 Baths
  • 3,330 Sq Ft

  106 Mountain Laurel Ln, Woodstock, NY 12498

  Architectural. Artistic. Entirely unforgettable.Tucked away on 1.73 private acres just moments from Tinker Street in Woodstock, this one-of-a-kind residence feels like something pulled straight from the pages of a design magazine. Blending a Frank Lloyd Wright–inspired contemporary addition with an original Buckminster Fuller–style geodesic dome, the home is equal parts sculpture, sanctuary,

  Ashley Olson Minard eXp Realty

  106 Mountain Laurel Ln, Woodstock, NY 12498
• 

  

  

  /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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  /35

  $1,200,000

  • Land
  • 74.16 Acres
  • $16,181 per Acre

  626 Wittenberg Rd, Bearsville, NY 12409

  Magnificent 8+ acre meadow across from Cold Brook Road PLUS 66 acres of beautiful rolling property with two streams and magical wet and dry areas in the woods. Possible single Estate property or subdivide into several parcels. Access from Wittenberg Road and views nestled in the Wittenberg Valley just past where the roads to Glenford, Mt. Tremper and Bearsville meet. Property has access on

  Robert Stang LIVEARTHCO CONSULTING LLC

  626 Wittenberg Rd, Bearsville, NY 12409
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  /51

  $895,000

  • Land
  • 13.98 Acres
  • $64,020 per Acre

  0 Yerry Hill Rd, Woodstock, NY 12498

  Tucked away just minutes from the heart of Woodstock, this exceptional 14-acre parcel offers a rare opportunity to create something truly special in one of the Hudson Valley's most sought-after locations. Surrounded by mature woods and natural beauty, the property features the serene Little Beaver Kill winding through the land along with seasonal mountain views from the upper elevation, creating

  Eliana Amodio Amodio Real Estate & Prop

  0 Yerry Hill Rd, Woodstock, NY 12498
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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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  /8

  $130,000

  $20K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,073 Sq Ft

  427 New York 28a, West Hurley, NY 12491

  1930 1.5 Story set on a .33 acre lot in West Hurley, within the Onteora School District. This 2 bedroom, 1 bath home offers 1,073 square feet of living space with on a slab foundation. Features include a well and septic system, plus a convenient location close to the lakes, Kingston, Woodstock, and the Catskills. A great opportunity for year round living, weekend escapes, or investment potential.

  Kelly Sharifipour Darby Real Estate of New York Inc

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

  

  /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
• 

  

  /15

  $179,000

  • Land
  • 3.5 Acres
  • $51,143 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 hardwoods

  Lindsey Arnold BHHS Nutshell Realty

  Tbd High Point Mountain Rd, West Shokan, NY 12494
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  /42

  $1,400,000

  $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,613 Sq Ft

  19 Blues Quarry, Woodstock, NY 12498

  Seventeen private acres, minutes from the heart of Woodstock. This 3-bedroom, 2.5-bath modern home pairs character with thoughtful separation of space: a fireplace-anchored great room, open kitchen, and dining area flow together on the main level alongside a versatile first-floor bedroom, ideal for guests, family, or a home office, served by a nearby full bath. Upstairs, the true primary suite

  Baris Demirel Serhant LLC

  19 Blues Quarry, Woodstock, NY 12498
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  /41

  $840,000

  $55K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,264 Sq Ft

  168 Cooper Lake Rd, Bearsville, NY 12409

  Set on one of Woodstock's most coveted country roads, this classic home offers the rare combination of timeless charm, privacy, and an exceptional location. Just moments from the heart of Woodstock, yet quietly removed, Cooper Lake Road is known for its scenic beauty, peaceful surroundings, and idyllic walks to nearby Cooper Lake. Originally built in 1940 and renovated over the years, this

  Melissa Mayes Serhant LLC

  168 Cooper Lake Rd, Bearsville, NY 12409
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  /56

  $4,250,000

  • 7 Beds
  • 4 Baths
  • 3,948 Sq Ft

  21-23 Library Ln, Woodstock, NY 12498

  Library Lane is a historically significant compound on a quiet road in the heart of Woodstock, where a thoughtfully designed stone house and a sprawling, light-filled guest cottage sit nestled amidst a uniquely lush, abundant landscape. The History:Built by the iconic Woodstock artist Paul Arndt in the 1920s as his home (the stone house) and his sprawling art studio (the cottage), this

  Raj Kumar Four Seasons Sotheby's Int.

  21-23 Library Ln, Woodstock, NY 12498
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  /10

  $175,000

  • Land
  • 3.1 Acres
  • $56,452 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 stream

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

  35 Mountain Valley Rd, Boiceville, NY 12412
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  /32

  $1,995,000

  $300K PRICE DROP

  • 7 Beds
  • 7 Baths
  • 4,331 Sq Ft

  2465 Glasco Turnpike, Woodstock, NY 12498

  Rare investment opportunity in Woodstock: a collection of five unique cottages on six wooded acres located just minutes from the Village's vibrant shops, dining, and nightlife. Each home boasts a distinct personality and peaceful forest views, and all five have been successfully rented with a combination of short- and long-term tenants. Possibilities include renting all five cottages or living in

  Lillian Kology Halter Associates Realty

  2465 Glasco Turnpike, Woodstock, NY 12498
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  /25

  $549,000

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

  208 Tinker St, Woodstock, NY 12498

  Public Remarks: 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

  Marilyn Heir BHHS Hudson Valley Properties

  208 Tinker St, Woodstock, NY 12498
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  /91

  $795,000

  Open Sat 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 2,044 Sq Ft

  4868 New York 212, Willow, NY 12495

  Income Opportunity! This property includes a transferable short-term rental license, excellent investment and income-producing potential. Beautifully renovated and thoughtfully updated with numerous high-end upgrades, see below, this versatile 4-5 bedroom, 3-bath home sits on 3.6 private acres with breathtaking views of Ohayo Mountain, Mount Guardian, Mount Tremper, and Panther Mountain. Multiple

  Ruti kabel Keller Williams Realty HV Nort

  4868 New York 212, Willow, NY 12495
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  /49

  $3,500,000

  • 4 Beds
  • 4 Baths
  • 4,201 Sq Ft

  289 Upper Byrdcliffe Rd, Woodstock, NY 12498

  Set on nearly 9 serene acres in the heart of Woodstock's historic Byrdcliffe Arts Colony is a rare synthesis of architectural precision and natural harmony—an embodiment of award-winning architect John Storyk's deep understanding of space, sound, and site. Designed in 1969 at the very beginning of Storyk's now-legendary career—just after his groundbreaking work on Jimi Hendrix's Electric Lady

  Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

  289 Upper Byrdcliffe Rd, Woodstock, NY 12498
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  /50

  $2,375,000

  • 3 Beds
  • 3 Baths
  • 2,608 Sq Ft

  235 California Quarry Rd, Woodstock, NY 12498

  Architect-Designed Modern Retreat with Unparalleled Views Over Woodstock! Perched high above the Town of Woodstock, this rare and exceptional home offers a front-row seat to breathtaking panoramic views that stretch from the mountains to the Ashokan Reservoir. Designed by noted architect Les Walker, this contemporary residence evokes the magic of living in a luxurious treehouse—where every room

  Ellen Osgood Coldwell Banker Village Green

  235 California Quarry Rd, Woodstock, NY 12498
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  /17

  $435,000

  $60K 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
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  /27

  $429,000

  Open Sat 11AM - 1PM $21K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 805 Sq Ft

  217 New York 214, Phoenicia, NY 12464

  Charming 1930's cottage that sits above the Stony Clove Creek in Phoenicia. Recent updates include vaulted ceilings, bathrooms, appliances, windows, central air, water filtration system, tankless water heater, decking, pergola and more. The owners also restored the vintage farm sink and re-finished the built-ins in the kitchen. Enjoy your morning coffee in front of the fireplace or on the

  Richard Greenspan Ruth Gale Realty

  217 New York 214, Phoenicia, NY 12464
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  /62

  $595,000

  $54K PRICE DROP

  • 7 Beds
  • 5 Baths
  • 3,968 Sq Ft

  8643 State Route 28, Big Indian, NY 12410

  There's a certain kind of quiet you only find in the mountains - the kind that softens your pace and reminds you life can be lived with more intention. Set along Birch Creek on 1.7 acres, this nearly 4,000 sq ft property feels like a place where people come to reconnect. A place where the morning light stretches across the deck, the creek moves over the rocks, and the great room's wood-burning

  Angela Lanuto Coldwell Banker Village Green

  8643 State Route 28, Big Indian, NY 12410
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  /25

  $599,999

  $100K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 799 Sq Ft

  161 Pine Hill Rd, Pine Hill, NY 12465

  Curated Catskills A-Frame - As Seen on HBO's Cabin Chronicles!Every home has a story, this carefully curated home has a Great One!Discover the perfect blend of modern design and rustic charm in this exceptional mountain retreat, featured on Season 3 of HBO Max's Cabin Chronicles and in Dwell Magazine. Welcome to the Catskills, with this thoughtfully crafted A-frame offers a rare

  Manga Mwazi Corcoran Country Living

  161 Pine Hill Rd, Pine Hill, NY 12465
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  /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
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  /25

  $550,000

  $35K 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
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  /47

  $499,000

  $51K 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 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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  /69

  $899,000

  $396K 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
• 

  

  /50

  $595,000

  Open House 8/01

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

  176 Old State Route 28, Glenford, NY 12433

  Turnkey, Fully Furnished, Airbnb-Ready. Welcome to The Glenford, a beautifully renovated ranch offering the perfect blend of modern luxury, timeless charm, and exceptional investment potential—just minutes from the heart of the Village of Woodstock.Whether you're searching for a full-time residence, weekend retreat, or income-producing short-term rental, this move-in-ready home is offered fully

  Darnell Williams R New York

  176 Old State Route 28, Glenford, NY 12433
• 

  

  /69

  $1,100,000

  • 6 Beds
  • 2 Baths
  • 3,162 Sq Ft

  8479 New York 28, Big Indian, NY 12410

  Welcome to 8479 Route 28, Big Indian, NY. Big Indian is a scenic hamlet within the Town of Shandaken in Ulster County, NY, located in the heart of Catskill Park along State Route 28. The area is celebrated for its rugged wilderness and mountainous terrain. This parcel displays all of that character: 172.1 +/- acres of diverse forest and mountainous terrain blended with open and brush fields

  Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  8479 New York 28, Big Indian, NY 12410
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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
• 

  /2

  $100,000

  • Land
  • 5.5 Acres
  • $18,182 per Acre

  4 Lasher Rd, Oliverea, NY 12410

  Thomas Dolan

  4 Lasher Rd, Oliverea, NY 12410
• 

  

  /45

  $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

Showing Results 121 - 153, Page 4 of 4