Homes for Sale near Onteora Middle School

• 

  

  

  /30

  $2,400,000

  • 13 Beds
  • 5 Baths
  • 8,000 Sq Ft

  540 New York 42, Shandaken, NY 12480

  Experience the best of Catskills living at the Mountain Brook Inn, a beautifully restored historic home in Shandaken, NY. Originally built in 1805 and extensively renovated for 2025, this remarkable residence offers nearly 8,000 square feet of living space on a picturesque 1-acre lot along the tranquil Bushnellsville Creek. The home spans three levels, featuring seven spacious bedrooms on the

  Alicia Goldman Christie's Int. Real Estate

  540 New York 42, Shandaken, NY 12480
• 

  

  

  /28

  $675,000

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft

  196 Tinker St, Woodstock, NY 12498

  Country charm -- less than a mile from the Woodstock Village Green! A stream meanders by the massive screened porch and deck. There are also views of your own pond while you enjoy dining al fresco just outside the sliding glass kitchen door. This house transports you to a light, airy, simpler lifestyle. The kitchen opens to a gracious dining room (with a breakfast bar and additional kitchen

  Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

  196 Tinker St, Woodstock, NY 12498
• 

  

  

  /34

  $1,700,000 Open Sun 11:30AM - 1:30PM

  • 3 Beds
  • 2 Baths
  • 2,496 Sq Ft

  8 Tannery Brook Rd, Woodstock, NY 12498

  Positioned just moments from the vibrant energy of Tinker Street and the heart of Woodstock, this 2,496 sqft mixed-use property offers an exceptional opportunity to live, work, and invest in one of the Hudson Valley’s most iconic artistic communities. The first floor is owner-occupied, the upstairs serves as a well-established Airbnb, while the street-level commercial space is separately rented,

  STEVEN WROBEL JR. Serhant LLC

  8 Tannery Brook Rd, Woodstock, NY 12498
• 

  

  

  /50

  $1,550,000

  • 3 Beds
  • 3.5 Baths
  • 3,193 Sq Ft

  279 Cooper Lake Rd, Bearsville, NY 12409

  Nestled along one of the most enchanting, winding roads in Woodstock, this stunning three-bedroom plus contemporary home offers the perfect blend of modern convenience and serene country living. Set on five gently sloped and landscaped acres adorned with floral gardens, native plants, bluestone walkways, and partial fencing to keep pets in and deer at bay, this home is a true Hudson Valley gem.

  Ellen Osgood Coldwell Banker Village Green

  279 Cooper Lake Rd, Bearsville, NY 12409
• 

  

  

  /66

  $1,550,000

  • 3 Beds
  • 3.5 Baths
  • 1,867 Sq Ft

  279 Cooper Lake Rd, Woodstock, NY 12498

  Nestled along one of the most enchanting, winding roads in Woodstock, this stunning three-bedroom plus contemporary home offers the perfect blend of modern convenience and serene country living. Set on five gently sloped and landscaped acres adorned with floral gardens, native plants, bluestone walkways, and partial fencing to keep pets in and deer at bay, this home is a true Hudson Valley gem.

  Ellen Osgood Coldwell Banker Village Green

  279 Cooper Lake Rd, Woodstock, NY 12498
• 

  

  /11

  $40,000

  • Land
  • 2.00 Acres
  • $20,000 per Acre

  Tbd New York 28, Oliverea, NY 12725

  2 acres of raw beauty in Big Indian NYNestled in the heart of the Catskill Mountains along the scenic route 28 corridor, this lush 2-acre parcel offers endless potential for the nature lover, investor or visionary dreamers. Surrounded by a peaceful mountain ridgeline and a tranquil stream, this peaceful haven invites you to escape the bustle and reconnect with nature.Located in the desirable town

  Jeivan Castro Keller Williams Hudson Valley

  Tbd New York 28, Oliverea, NY 12725
• 

  

  /27

  $399,000

  • 2 Beds
  • 1 Bath
  • 999 Sq Ft

  894 Woodland Valley Rd, Phoenicia, NY 12464

  Phoenicia-Woodland Valley HomeWelcome to Woodland Valley-Phoenicia, one of the most desirable locations in the beautiful Catskill Mountains. Built in 1985 this 2 BR, 1 BA, 999 SF house is set on a half acre parcel. There is a full basement, 108 SF rear deck, oversize shed/carport for yard work equipment/toys and a whole house backup generator. It's perfect as a full-time residence or a weekend

  Alfred Peavy Ruth Gale Realty

  894 Woodland Valley Rd, Phoenicia, NY 12464
• 

  

  /43

  $1,750,000

  • 3 Beds
  • 2 Baths
  • 2,960 Sq Ft

  46 Playhouse Lane Extension, Woodstock, NY 12498

  First Time Ever on the Market - A Truly Rare Generational Gem in the Heart of Woodstock!Discover an extraordinary opportunity to own a one-of-a-kind property that blends ultimate privacy with unbeatable proximity. Nestled on nearly 8 private acres just a short walk from the center of Woodstock, this magical estate offers the best of both worlds, serene seclusion and immediate access to everything

  Nan Potter Potter Realty

  46 Playhouse Lane Extension, Woodstock, NY 12498
• 

  

  /20

  $2,775,000

  • 5 Beds
  • 3 Baths
  • 3,566 Sq Ft

  169 Baker Rd, West Hurley, NY 12491

  Spectacular in every season with breathtaking views of the Ashokan Reservoir and Catskill Mountains, Baker Manor is a rare gem steeped in history. Built in 1918 by J. Waldo Smith, the chief engineer of the Ashokan Reservoir project, this remarkable Neo-Classic stone mansion was masterfully constructed using locally sourced cement blocks—the very same material used in the creation of the

  Michelle Bergkamp Corcoran Country Living

  169 Baker Rd, West Hurley, NY 12491
• 

  

  /33

  $825,000

  • Land
  • 8 Acres
  • $100,856 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,

  Hilton Purvis Coldwell Banker Village GreenN

  281 Dewitt Rd, Olivebridge, NY 12461
• 

  

  /31

  $239,000

  • 3 Beds
  • 1.5 Baths
  • 1,257 Sq Ft

  594 New York 42, Shandaken, NY 12480

  This beautiful modern completely redone home features 3 BRs, 1.5 BAs, a large open living room/kitchen/dining room and a new drilled well, new roof and a brand-new kitchen. Enter thru the 3-season game room into the light filled living space. Beautiful french doors open out to the level back yard overlooking the year-round stream featuring a firepit and barbecue area. Imagine all of those great

  Faye Storms Ruth Gale Realty

  594 New York 42, Shandaken, NY 12480
• 

  

  /30

  $1,249,000

  • 3 Beds
  • 2.5 Baths
  • 3,033 Sq Ft

  48 Hillside Dr, West Shokan, NY 12494

  Secluded Luxury Log Home with Spectacular Ashokan Reservoir Views + Additional ParcelWelcome to your dream retreat in the heart of the Catskills. Nestled on a private, serene hillside overlooking the stunning Ashokan Reservoir, this impeccably built 2006 log home combines rustic charm with modern luxury and energy efficiency.Crafted with top-of-the-line mechanicals and highly efficient

  Mark Kanter BHHS HUDSON VALLEY PROP-WDST

  48 Hillside Dr, West Shokan, NY 12494
• 

  

  /38

  $1,182,750

  • 3 Beds
  • 2.5 Baths
  • 2,644 Sq Ft

  241 Silver Hollow Rd, Willow, NY 12495

  A whimsical compound just minutes to the village of Woodstock. On the two acre property you'll find a rushing stream and scenic pond, a three bedroom house, a cabin and a beautiful, modern barn that the current owners use for gatherings, yoga & music. The barn has been entirely rebuilt from the ground up so you'll find new electrical, a new heating & cooling system, local custom millwork, and

  Annabel Taylor Four Seasons Sothebys Intl

  241 Silver Hollow Rd, Willow, NY 12495
• 

  

  /34

  $599,000

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  40 Lower Byrdcliffe Rd, Woodstock, NY 12498

  Nestled in Woodstock's storied Byrdcliffe district, this charming 1920's home balances original character with modern comforts. A comprehensive renovation has brought thoughtful updates throughout, including a brand-new kitchen and baths, upgraded flooring, enhanced insulation, a new roof and a new heating system. Original stained glass windows serve as artistic focal points, honoring the home's

  Sally Sprogis Four Seasons Sothebys Intl

  40 Lower Byrdcliffe Rd, Woodstock, NY 12498
• 

  

  /47

  $525,000

  • 3 Beds
  • 3 Baths
  • 1,794 Sq Ft

  44 Dogwood Dr, Shokan, NY 12481

  Located in a highly desired part of the Catskill park! This home is perched on a hill with neighbors far enough away for your privacy, but close enough for security. Just minutes for the Ashokan reservoir, rail trail, skiing, hiking, fishing, Woodstock & Kingston. The home features a beautiful fireplace, pellet stove, hardwood floors, sauna, and lots of space to play or work from home. The large

  George Denise Keller Williams Realty HV Nort

  44 Dogwood Dr, Shokan, NY 12481
• 

  

  /7

  $110,000

  • Land
  • 2.60 Acres
  • $42,308 per Acre

  291 Acorn Hill Rd, Olivebridge, NY 12461

  Nestled off a private drive on Acorn Hill Road in the picturesque town of Olive, this 2.60-acre wooded lot offers the perfect blend of seclusion and natural beauty. Tucked away yet easily accessible via a deeded right of way, the property features stunning mountain views, rock outcroppings, and a peaceful, private setting surrounded by mature trees.Whether you're looking to build a serene weekend

  Paige McClintock Howard Hanna Rand Realty

  291 Acorn Hill Rd, Olivebridge, NY 12461
• 

  

  /38

  $699,900

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

  1441 County Road 2, Olivebridge, NY 12461

  Welcome to 1441 County Road 2 in Olivebridge, NY—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 the

  Nicholas Cuomo Keller Williams Realty

  1441 County Road 2, Olivebridge, NY 12461
• 

  

  /23

  $450,000

  • 2 Beds
  • 1 Bath
  • 1,232 Sq Ft

  55 John St, West Hurley, NY 12491

  Nestled in the picturesque hamlet of West Hurley, New York, this charming residence offers a wonderful opportunity to embrace the tranquility and natural beauty of the Catskill Mountains. Situated in a beautiful neighborhood, this property provides a true escape while remaining conveniently located to local amenities.

  Alexander Rokicki Pennywise Properties

  55 John St, West Hurley, NY 12491
• 

  

  /24

  $389,000

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

  31 Lang Rd, West Shokan, NY 12494

  Bring your vision to this charming home in West Shokan, nestled amidst the Catskill Mountains. This spacious 4-bedroom, 2.5-bath home offers a generous 3,330 square feet of living space, situated on 1 acre of land. The charming 1 bed 1 bath accessory apartment holds significant potential for a guest/in-law suite or rental opportunity. This homes thoughtful floor plan seamlessly connects the

  Richard Vizzini Corcoran Country Living

  31 Lang Rd, West Shokan, NY 12494
• 

  

  /6

  $199,000

  • Land
  • 14 Acres
  • $14,348 per Acre

  Tbd Cooper Lake Rd, Bearsville, NY 12409

  Cooper Lake Road is an idyllic place to build your dream house and weekend getaway. 13+ acres of privacy and natural surroundings. A perfect blend of seclusion, convenience and an abundance of hard scrape materials add to the unique layout of the land. This property offers a desirable location and is only 5 minutes to the vibrant Village of Woodstock.

  Valerie Cashen Coldwell Banker Village Green

  Tbd Cooper Lake Rd, Bearsville, NY 12409
• 

  

  /47

  $1,475,000

  • 3 Beds
  • 3 Baths
  • 2,327 Sq Ft

  263 California Quarry Rd, Woodstock, NY 12498

  Live above the clouds in a Woodstock contemporary just a few minutes from the bustling center of the village! The views are amazing and expansive, and from almost every room. The Ashokan Reservoir, the entire Shawangunk ridge from Mohonk to Sam's Point, Ohayo Mountain and even a bird's eye view of the buildings in the center of town anchored by the old Dutch Church steeple. But this three level

  Daniel Winn Halter Associates Realty

  263 California Quarry Rd, Woodstock, NY 12498
• 

  

  /25

  $595,000

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft

  58 Baker Rd, Bearsville, NY 12409

  Discover the perfect blend of comfort, creativity, and seclusion in this charming 3-bedroom, 2-bath home nestled on almost 3 acres of varied landscape—meadows, wooded areas, striking rock outcroppings, and breathtaking mountain views. Whether you’re seeking a full-time residence or a weekend escape, this property offers a unique mix of relaxation and opportunity. Step inside to a warm and

  Heather Martin United RE Hudson Valley Edge

  58 Baker Rd, Bearsville, NY 12409
• 

  

  /50

  $3,950,000

  • 7 Beds
  • 11 Baths
  • 9,000 Sq Ft

  295 Krumville Rd, Olivebridge, NY 12461

  Welcome to Olivebridge Acres Estate, a secluded 20-acre haven offering unmatched tranquility, luxury, and versatility in the heart of the Hudson Valley. Surrounded by mature forest, cascading waterfalls, serene ponds, and panoramic mountain views, this unique property is a rare find for those seeking refined country living with endless possibilities.At the heart of the estate is a 7,000+ sq ft

  Sharon D'Orazio Christie's Int. Real Estate

  295 Krumville Rd, Olivebridge, NY 12461
• 

  

  /85

  $2,500,000

  • 7 Beds
  • 7 Baths
  • 3,960 Sq Ft

  2465 Glasco Turnpike, Woodstock, NY 12498

  Discover a rare opportunity in the heart of Woodstock, NY— with special status, granted by NYS supreme court, which allows rentals of any length, anytime, not subject to any restrictions from the town of Woodstock, or the county. This five-cabin retreat is on over 6 private acres, offering multiple possibilities: a thriving short-term rental, a secluded family/friends compound, or a unique

  Mirav Ozeri The Machree Group, LLC

  2465 Glasco Turnpike, Woodstock, NY 12498
• 

  

  /32

  $469,000

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

  5147 State Route 213, Olivebridge, NY 12461

  This great mixed-use property in the heart of Olivebridge, has a lot to offer, whether owner-occupied or strictly used as an income property. The first floor contains 1,850 SQ FT of commercial space leased to the US Postal Service, a Loading dock, and plenty of parking. An additional 75 SF indoor utility room. On the top floor, you will find a beautifully renovated, 1,150 sq. ft., 3-bedroom

  Louis Naccarato BERARDI REALTY

  5147 State Route 213, Olivebridge, NY 12461
• 

  

  /6

  $199,000

  • Land
  • 29 Acres
  • $6,829 per Acre

  TBD Route 28, Big Indian, NY 12480

  Discover an incredible opportunity to own 29.14 acres of land in the scenic hamlet of Big Indian, nestled in the heart of Shandaken. Enjoy the tranquility of the Catskills with easy access to nearby hiking trails, skiing at Belleayre Mountain, and charming towns like Phoenicia and Woodstock. This versatile land provides endless possibilities. Don't miss this rare chance to own land in one of the

  Megan Davis Howard Hanna Rand Realty

  TBD Route 28, Big Indian, NY 12480
• 

  

  /31

  $675,000

  • 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
• 

  

  /47

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,404 Sq Ft

  3273 New York 28, Shokan, NY 12481

  Amazing opportunity in the heart of the Hudson Valley's Catskill Mountains. This charming well maintained income producing property has natural beauty inside and out. The open front porch with stone columns invokes a calm relaxed feeling to sit and enjoy nature all around you. Inside the main house there is beautiful original wood floors, trim, and doors, an eat in kitchen, large living room

  Rodney Batista Howard Hanna Rand Realty

  3273 New York 28, Shokan, NY 12481
• 

  

  /25

  $500,000

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft

  3271 Route 212, Bearsville, NY 12409

  Discover the perfect blend of comfort and opportunity in this charming duplex situated near the heart of Woodstock. This legal two-family home, each unit approximately 900 square feet, offers a unique chance to live in one side while renting out the other, making it an ideal investment property or a cozy haven for extended families.As you approach the property, a separate driveway for each unit

  Pieta Williams Halter Associates Realty

  3271 Route 212, Bearsville, NY 12409
• 

  

  /25

  $500,000

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft

  3271 Route 212, Bearsville, NY 12409

  Discover the perfect blend of comfort and opportunity in this charming duplex situated near the heart of Woodstock. This legal two-family home, each unit approximately 900 square feet, offers a unique chance to live in one side while renting out the other, making it an ideal investment property or a cozy haven for extended families.As you approach the property, a separate driveway for each unit

  Pieta Williams Halter Associates Realty

  3271 Route 212, Bearsville, NY 12409
• 

  

  /33

  $1,888,000

  • Land
  • 61 Acres
  • $30,981 per Acre

  TBD Zena Rd, Woodstock, NY 12498

  An incredible, rare opportunity in Woodstock. It has been very long time since a parcel of this magnitude has available for sale in Woodstock. This contiguous 60-acre property, consisting of two 30-acre lots, features rolling hills, stunning rock outcroppings, mountain views, and diverse mature trees, uniquely offering both beauty and potential. A privately built road, completed by the owners,

  Baris Demirel Serhant LLC

  TBD Zena Rd, Woodstock, NY 12498
• 

  

  /18

  $249,000

  • 2 Beds
  • 1 Bath
  • 1,077 Sq Ft

  3382 State Route 28, Shokan, NY 12481

  This charming cottage nestled in the scenic town of Olive was built in 1921.There is a lot of natural light highlighting the unique characteristics this house has to offer. This house features a generator hook up and on the property you will find a one-bedroom mobile home that is grandfathered in. It has its own septic and shared well with the house and it is a great rental opportunity. The roof

  Siobhan Scanlan Win Morrison Realty-K

  3382 State Route 28, Shokan, NY 12481
• 

  

  /20

  $200,000

  • 4 Beds
  • 2 Baths
  • 2,228 Sq Ft

  280 Watson Hollow Rd, West Shokan, NY 12494

  Spectacular Olive area..THIS WILL NEED TO BE A CASH OFFER! ,USE EXTREME CAUTION - some floors buckled and basement access not recommended.Buyer will need to check with town and flood rules on what can be done - AS~IS!! 1 acre and Onteroa Schools. This farmhouse has 4 bedrooms 2 baths with many original details, wood beams, wood stoves, hardwood floors and wood trim on a level lot and LOW tax

  Jeanne Boice Howard Hanna Rand Realty

  280 Watson Hollow Rd, West Shokan, NY 12494
• 

  

  /21

  $2,775,000

  • 5 Beds
  • 2.5 Baths
  • 3,566 Sq Ft

  169 Baker Rd, West Hurley, NY 12491

  Spectacular in every season with breathtaking views of the Ashokan Reservoir and Catskill Mountains, Baker Manor is a rare gem steeped in history. Built in 1918 by J. Waldo Smith, the chief engineer of the Ashokan Reservoir project, this remarkable Neo-Classic stone mansion was masterfully constructed using locally sourced cement blocks—the very same material used in the creation of the

  Michelle Bergkamp Corcoran Country Living

  169 Baker Rd, West Hurley, NY 12491
• 

  

  /31

  $3,550,000

  • 8 Beds
  • 5.5 Baths
  • 5,946 Sq Ft

  167 Baker Rd, West Hurley, NY 12491

  Spectacular in every season with breathtaking views of the Ashokan Reservoir and Catskill Mountains, Baker Manor is a distinguished estate that embodies both historic grandeur and contemporary comfort. Built in 1918 by J. Waldo Smith, the chief engineer of the Ashokan Reservoir project, this remarkable Neo-Classic stone mansion was masterfully constructed using locally sourced cement blocks—the

  Michelle Bergkamp Corcoran Country Living

  167 Baker Rd, West Hurley, NY 12491
• 

  

  /21

  $255,000

  • 2 Beds
  • 2 Baths
  • 1,264 Sq Ft

  35 Elm St, Pine Hill, NY 12465

  Welcome to this easy escape in the heart of the Catskills! This two bedroom, two-full-bath home is just minutes away from the popular Belleayre Mountain, making it the perfect getaway for outdoor enthusiasts year-round.Check out this inviting living space featuring warm, natural light and rustic charm. The cozy living room is perfect for relaxing after a day on the mountain or a summer day at the

  Melissa Zoe Hirsch Coldwell Banker Village Green

  35 Elm St, Pine Hill, NY 12465
• 

  

  /25

  $1,200,000

  • Land
  • 14 Acres
  • $85,409 per Acre

  942 Woodland Valley Rd, Shandaken, NY 12464

  LOCATION LOCATION How does one put a price on waking up in the morning to the sounds of the birds singing instead of an alarm clock. Watching a mother deer walk across your lawn with her two newly born to start there day with a drink out of your pond, or take that morning walk along the Woodland Valley fly fishing trout stream.that is 50 feet across the street from you mail box. There is

  John Melchior Howard Hanna Rand Realty

  942 Woodland Valley Rd, Shandaken, NY 12464
• 

  

  /21

  $749,000

  • Land
  • 76 Acres
  • $9,868 per Acre

  00 Dug Hill Rd, Hurley, NY 12443

  Experience serenity at Whispering Pines, a remarkable 75-acre retreat tucked away on a quiet private road. This expansive property, comprised of three parcels—Lot 1 (20 acres), Lot 2 (32 acres), and Lot 3 (24 acres)—offers a rare blend of tranquility, sweeping views, and limitless possibilities. Whether you envision a secluded private sanctuary or the opportunity to create three distinct

  Laurie Ylvisaker Coldwell Banker Village Green

  00 Dug Hill Rd, Hurley, NY 12443
• 

  

  /25

  $269,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  28 Wettje Rd, Shandaken, NY 12480

  Private retreat at the end of a quiet road, offering peace and tranquility in a stunning natural setting. With 3 bedrooms, 2 full baths, this home is the perfect getaway for those seeking relaxation and connection with nature. Step into the spacious living room, and you'll be greeted by abundant natural light and a cozy atmosphere. The private deck off the living room provides the perfect spot to

  Louis Naccarato Berardi Realty

  28 Wettje Rd, Shandaken, NY 12480
• 

  

  /33

  $799,000

  • 5 Beds
  • 5 Baths
  • 3,085 Sq Ft

  603-607 Wittenberg Rd, Mount Tremper, NY 12457

  An opportunity to own a beloved Woodstock property while realizing an excellent revenue stream! High-profile property at well-trafficked intersection combining retail space with three living units generating multiple income flows - or live on-site and run your own next-door business. Situated on almost an acre in a magical, forested setting on both sides of Little Beaver Kill with mountain views.

  Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

  603-607 Wittenberg Rd, Mount Tremper, NY 12457

Showing Results 81 - 120, Page 3 of 4