Homes for Sale near Woodstock Elementary School

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  /77

  $5,200,000

  • 10 Beds
  • 8 Baths
  • 7,991 Sq Ft

  16-26 Shultis Brook Rd, Bearsville, NY 12409

  Historic compound located in the iconic hamlet of Bearsville, just minutes from the Village of Woodstock. This four residence compound dates back to the mid-1700's and is believed to be the first farm in the valley as well as one of the first homes. Sprawled over 25+ acres with a pond and meandering stream, this unique property tucked away with complete privacy. The four structures include a 3+

  

  Amy Hawks

  Berardi Realty

  (845) 250-0616

  16-26 Shultis Brook Rd, Bearsville, NY 12409
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  /28

  $349,000

  • 2 Beds
  • 2 Baths
  • 848 Sq Ft

  442 Acorn Hill Rd, Olivebridge, NY 12461

  Charming & Updated 2-Bedroom Home in a Serene Country Setting. Discover this beautifully updated 2-bedroom, 2-bathroom home nestled in a private and peaceful location. With modernized electrical and mechanical systems, this home offers both comfort and reliability. The second-floor bathroom is brand new, adding a touch of luxury to the space. Step outside onto the lovely deck overlooking the

  

  Siobhan Scanlan

  Win Morrison Realty-K

  (845) 377-9502

  442 Acorn Hill Rd, Olivebridge, NY 12461
• 

  

  

  /23

  $275,000

  • 5 Beds
  • 3 Baths
  • 3,000 Sq Ft

  51-53 Birch Creek Rd, Shandaken, NY 12465

  Diamond in the Rough. This multi-family rental income property on Birch Creek has great potential.Situated on a quiet country road maintained by the Town of Shandaken, this private rural enclave is just 5 minutes from the Belleayre Ski Area, 1 mile from the Belleayre Recreation Lake, and just a short walk from the Village of Pine Hill.The charming 1,500 sqft 3br one floor

  

  Sherret Chase

  Four Seasons Sotheby's Int'l R

  (844) 661-1572

  51-53 Birch Creek Rd, Shandaken, NY 12465
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  /54

  $115,000

  • Land
  • 12 Acres
  • $9,754 per Acre

  00 Garfield Rd, Shandaken, NY 12464

  Located just minutes off Route 28 in the hamlet of Phoenicia, this beautiful property offers many outdoor recreation possibilities. Access to this parcel is provided by an improved right of way (ROW). Leading to a place to park, for hunting, camping, hiking, or unloading your ATVs. Bordering state land on two sides further enhances the seclusion and privacy while giving you more land to explore

  Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  00 Garfield Rd, Shandaken, NY 12464
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  /39

  $1,150,000

  • 3 Beds
  • 2 Baths
  • 3,010 Sq Ft

  115 Jones Quarry Rd, Woodstock, NY 12498

  Recipe for a stunning contemporary home...Take one solid, classic, ranch, in an extraordinary setting just 2 miles from the iconic Village of Woodstock! Add approximately 1,500 sq ft of beautiful and thoughtfully designed additions and voila!....You have this extraordinary and stunning Contemporary!Discover this exceptional 4-bedroom, 2-bath contemporary home nestled on 2.38 beautifully

  Margo Obourn Win Morrison Realty - W

  115 Jones Quarry Rd, Woodstock, NY 12498
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  /33

  $725,000

  • 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
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  /67

  $925,000 Open Sun 12PM - 3PM

  • 7 Beds
  • 4.5 Baths
  • 3,775 Sq Ft

  28 Esopus Ave, Phoenicia, NY 12464

  At the entrance to Phoenicia's picturesque Woodland Valley you will find this amazing one of a kind compound. Current owners have lovingly maintained and renovated almost every part of the property. They have been living in the main house and running a thriving short-term rental business for the past 13 years and were featured in Curbed NY as one of the best vacation rentals in the Hudson Valley.

  Jasmine Jordaan Halter Associates Realty

  28 Esopus Ave, Phoenicia, NY 12464
• 

  

  /31

  $780,000

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

  273 Grog Kill Rd, Willow, NY 12495

  We are pleased to present a high-grade value for all potential home buyers! If you are looking for a home that can be used for year-round living or as a seasonal retreat than this home checks all criteria. Here you have a contemporary home that offers great outdoor lighting and provides peaceful window views all throughout the property! Let's take a journey throughout the home, as it sits within

  JORGE LUGO Schoenfeld French & Lull R.E.

  273 Grog Kill Rd, Willow, NY 12495
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  /42

  $899,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 1,456 Sq Ft

  40 Maxs Place, Kingston, NY 12401

  Tucked away on a quiet private road, this exceptional property offers a rare blend of privacy, style, and resort-like amenities—all just minutes from Woodstock and the best of the Catskills. At the heart of this beautifully updated home is a truly remarkable feature: a 40x60 indoor pool and sauna, creating an all-season sanctuary that's as perfect for quiet morning swims as it is for

  Leigh Wagner-Quintana Keller Williams Realty HV Nort

  40 Maxs Place, Kingston, NY 12401
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  /30

  $1,245,000

  • 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. The current owners have entirely rebuilt the barn from the ground up so you'll find new electrical, a new heating & cooling system, local custom millwork, and Marvin windows and doors. The first floor has

  Annabel Taylor Four Seasons Sotheby's Int.

  241 Silver Hollow Rd, Willow, NY 12495
• 

  

  /25

  $650,000

  • 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
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  /41

  $775,000

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft

  441 Upper Sahler Mill Rd, Olivebridge, NY 12461

  Olivebridge Homestead on almost 20 acresThis 19.87 acre home includes gardens, fields, a slice of forest ... and a pool on 5+ acres.AND, a beautiful 14.5+ acre lot that hugs the current homesite on 2 sides. With a pool, private rear deck, and a picnic shelter, it's ready for play, entertaining, and relaxing. With an oak clad studio with power, water, cabinetry,

  David Todd eXp Realty, LLC

  441 Upper Sahler Mill Rd, Olivebridge, NY 12461
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  /48

  $939,000

  • 3 Beds
  • 2.5 Baths
  • 2,695 Sq Ft

  19 Jay St, Phoenicia, NY 12464

  Welcome to the Oasis in Phoenicia. Less than 2hrs from Manhattan by car, Close to multiple ski resorts, hiking trails, canoeing, and of course fly fishing from your own back yard. Bus from Port Authority to town, just a quick walk away, means guests can come without having to drive. Located on the outskirts of town on a small road, with easy access to shops and restaurants, but the house is a

  George Denise Keller Williams Realty HV Nort

  19 Jay St, Phoenicia, NY 12464
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  /26

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft

  58 Kelder Rd, Olivebridge, NY 12461

  This charming 3-bedroom, 2.5-bath home is nestled on 6.2 acres with picturesque mountain views abound. The home welcomes you with an inviting living area which opens up to the kitchen and dining area. Serving as the heart of the home, this thoughtful floor plan is ideal for gathering with loved ones or entertaining guests. The modern kitchen, with its sleek stainless steel appliances and ample

  Richard Vizzini Corcoran Country Living

  58 Kelder Rd, Olivebridge, NY 12461
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  /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
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  /41

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft

  441 Upper Sahler Mill Rd, Olivebridge, NY 12461

  This 5+ acre home includes gardens, fields, a slice of forest ... and a pool. With a pool, private rear deck, and a picnic shelter, it's ready for play, entertaining, and relaxing. With an oak clad studio with power, water, cabinetry, cork floors and a wall of shelving, it's ready for all sorts of creative pursuits. Add in an over-sized garage with mechanic's pit and

  David Todd eXp Realty, LLC

  441 Upper Sahler Mill Rd, Olivebridge, NY 12461
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  /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
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  /18

  $305,000

  • 3 Beds
  • 1 Bath
  • 1,266 Sq Ft

  24 Overlook Dr, Woodstock, NY 12498

  Create Your Dream Home in Woodstock - Perfect for DIY Enthusiasts! Embrace the opportunity to finish this one-level, 3-bedroom home in the heart of Woodstock. With renovations already underway, this property is ideal for hands-on buyers ready to bring their vision to life.The flexible extra room offers endless possibilities—finish it out for additional living space, convert it back into a garage,

  Laura Haney Halter Associates Realty

  24 Overlook Dr, Woodstock, NY 12498
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  /67

  $925,000

  • 7 Beds
  • 5 Baths
  • 3,775 Sq Ft

  28 Esopus Ave, Phoenicia, NY 12464

  At the entrance to Phoenicia's picturesque Woodland Valley you will find this amazing one of a kind income producing compound. Current owners have lovingly maintained and renovated almost every part of the property. They have been living in the main house and running a thriving short-term rental business for the past 13 years and were featured in Curbed NY as one of the best vacation rentals in

  Jasmine Jordaan Halter Associates Realty

  28 Esopus Ave, Phoenicia, NY 12464
• 

  

  /23

  $475,000

  • 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
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  /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
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  /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
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  /41

  $529,000

  • 4 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  716 Stone Ln, West Hurley, NY 12491

  Spacious raised ranch in a peaceful country setting, offering room to grow and relax. This 4-bedroom, 2.5-bath home features a large primary bedroom with walk-in closet and en suite bath. Two inviting wood-burning fireplaces add warmth and charm to both the living and family rooms. A flexible layout includes a one-car garage, a bright three-season room, and a lower-level with a family room and

  Donna Gray Redfin Real Estate

  716 Stone Ln, West Hurley, NY 12491
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  /56

  $1,650,000

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

  263 California Quarry Rd, Woodstock, NY 12498

  It's not just about the view! Don't get me wrong, the views are amazing, and from almost every room. Certainly amongst the best views in Woodstock. But this three level designer inspired contemporary has so much more to offer! Located high on the flanks of Overlook Mountain in a private community setting, each space has been carefully reimagined. The sleek, modern kitchen with all new appliances

  Daniel Winn Halter Associates Realty

  263 California Quarry Rd, Woodstock, NY 12498
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  /36

  $1,995,995

  • 7 Beds
  • 6 Baths
  • 7,020 Sq Ft

  589-595 Plank Rd, Phoenicia, NY 12464

  This beautiful estate must be seen. Owned by the same family for over 40 years, the compound has been lovingly expanded and restored. It is anchored by an 1870 farmhouse with many amenities. You enter the house to a wonderful chef's kitchen with cathedral ceilings accompanied by a walk-in pantry. There are granite countertops and top appliances. The first floor includes a spacious entertaining

  Michael Shaughnessy Halter Associates Realty

  589-595 Plank Rd, Phoenicia, NY 12464
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  /35

  $499,000

  • 3 Beds
  • 1.5 Baths
  • 1,820 Sq Ft

  355 New York 42, Shandaken, NY 12480

  Welcome to Riverfront Carriage House - A Serene Riverside RetreatNestled on a picturesque 1-acre lot, this 1,836 sq ft gem blends timeless charm with modern comforts. Featuring 3 bedrooms and 1.5 baths, this unique home is your perfect riverside escape—or an income-generating short-term rental with its existing permit still in place.Step into the sunken living room, where a

  Jason Schobert eXp Realty

  355 New York 42, Shandaken, NY 12480
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  /20

  $350,000

  • 2 Beds
  • 1 Bath
  • 1,244 Sq Ft

  62 Grassy Ridge Rd, Olivebridge, NY 12461

  Nestled along a tranquil road, this enchanting retreat is perched on the aptly named Grassy Ridge in Olivebridge—a true natural sanctuary. As you step inside, you're greeted by a welcoming kitchen, an open-concept dining and living area, a cozy bathroom, and an additional versatile room that sparks endless possibilities. Ascend the spiral staircase to discover the primary bedroom—a dreamlike

  Sean Nutley Hudson Modern

  62 Grassy Ridge Rd, Olivebridge, NY 12461
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  /36

  $4,250,000

  • 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
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  /24

  $479,000

  • 1 Bed
  • 1 Bath
  • 682 Sq Ft

  61 Ohayo Mountain Rd, Woodstock, NY 12498

  Quintessential Woodstock cottage right in town Live in the center of the iconic Woodstock with so much history and amazing Hudson Valley offerings.Tucked down a quiet drive is this perfectly appointed and move in ready 1 Bd/1 Ba home with loft for extra space. Hardwood floors throughout, custom bathroom, cute country kitchen, this sweet home has it all. Spiral staircase leads to loft space that

  Johanna Trimboli Halter Associates Realty

  61 Ohayo Mountain Rd, Woodstock, NY 12498
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  /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
• 

  

  /22

  $925,000

  • Land
  • 11 Acres
  • $87,429 per Acre

  0 Lot Pitcairn Rd, Glenford, NY 12433

  Did you just blink? Don't do that again before booking an appointment to see this perfectly private lot with one of the best Ashokan Reservoir views you'll ever experience. The lot is cleared, with a driveway in place, electric nearby, and a BOH-approved perk test. Plus, it's surrounded on all four sides by protected lands—you won't want to miss this one! Located within the exclusive gated

  Sean Zimmerman Halter Associates Realty Inc

  0 Lot Pitcairn Rd, Glenford, NY 12433
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  /17

  $425,000

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

  24 Evergreen Dr, Shandaken, NY 12480

  Be close to everything the Catskills have to offer with this charming farmhouse built in 1900! Whether it's skiing, hiking, swimming or exploring cute towns - it's all nearby. As you enter the home, drop your skis or boots in the spacious mudroom with adjoining full bath and convenient laundry. For hosting - the open kitchen, dining and living areas flow easily and are filled with

  Hillary Kolos Compass Greater NY, LLC

  24 Evergreen Dr, Shandaken, NY 12480
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  /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
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  /43

  $1,280,000

  • 6 Beds
  • 6 Baths
  • 4,400 Sq Ft

  18 Maple Ln, Wood Stock, NY 12498

  Welcome to an exceptional investment opportunity nestled in the heart of the iconic Woodstock Village. This unique 4 family property offers an enticing package for investors, with potential for conversion into a boutique hotel. Spanning .75 acres, the property boasts a quartet of beautifully maintained apartments, each with its own charm and character.The crown jewel of the estate is a

  Heidi Maloney Four Seasons Sothebys Intl

  18 Maple Ln, Wood Stock, NY 12498
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  /26

  $549,000

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

  44 Mink Hollow Rd, Willow, NY 12495

  Public Remarks: JUST LISTED! A charming sun-drenched ranch in the Woodstock hamlet of Lake Hill. Nestled among towering pines and lush rhododendrons, this delightful ranch offers a perfect blend of comfort, convenience, and natural beauty. A long, private driveway welcomes you to this deceptively spacious home, offering over 1,860 square feet of single-level living. Inside, the expansive living

  Lisa Halter Halter Associates Realty Inc

  44 Mink Hollow Rd, Willow, NY 12495
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  /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
• 

  

  /39

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  439 State Route 28a, West Hurley, NY 12491

  There is so much to love in this charming and spacious home, nestled on 1.1 acres in West Hurley. Tucked away from the road, it features a large private back deck perfect for outdoor entertaining, as well as an expansive, serene yard surrounded by trees and ideal for gatherings or quiet moments in nature. Inside, there's an updated kitchen which opens to a cozy dining area, complemented by a

  Rodney Batista Howard Hanna Rand Realty

  439 State Route 28a, West Hurley, NY 12491
• 

  

  /7

  $10,000

  • Land
  • 0.17 Acre
  • $58,824 per Acre

  493 Old Route 29, Hurley, NY 12443

  As per the town of Hurley, this property is not an approved building lot. Potential buyers can hire an engineer feasibility study analysis to assess the viability of a proposed construction project, evaluating factors like site conditions, technical feasibility, environmental impact, cost estimations, and potential risks to determine if the project is practical and worth pursuing further

  Monica Noll Keller Williams Realty HV Nort

  493 Old Route 29, Hurley, NY 12443
• 

  /2

  $89,500

  • Land
  • 7 Acres
  • $12,210 per Acre

  94-98 Lasher Rd, Oliverea, NY 12410

  7.33 direct waterfront acres on the Esopus Creek, notorious for it's fabulous fishing. Incredible location to build your dream getaway! Multiple seasonal adventures include some of the best hiking trails in the Catskill region. Shandaken Wild Forest, Slide Mountain Wilderness, Woodland Valley Compound, Glenbrook Park, Skiing at Bellayre to name a few, plus additional summer swimming at

  KAREN COLIN Agnes I Wager Realty Inc.

  94-98 Lasher Rd, Oliverea, NY 12410
• 

  

  /30

  $179,000

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  7070 Route 28, Shandaken, NY 12480

  Nestled in the scenic town of Shandaken, this beautifully maintained single-level home sits on nearly an acre, offering a perfect blend of privacy and convenience. With Woodstock and Kingston just a short drive away and NYC within reach for weekend getaways, this location provides easy access to the best of the Hudson Valley. Designed for easy maintenance and comfortable living, this home

  Savannah Miceli Century 21 Alliance-NP

  7070 Route 28, Shandaken, NY 12480

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