Homes for Sale near Reginald Bennett Elementary School

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  /32

  $589,000

  • 3 Beds
  • 2.5 Baths
  • 1,839 Sq Ft

  10 Norman Rd, Shandaken, NY 12480

  Set in a peaceful Shandaken location just 13 minutes from Belleayre Mountain, this property offers a true Catskills lifestyle surrounded by nature, adventure, and privacy. Hike straight from your backyard into the Hunter-West Kill Wilderness, with over 19,000 acres of protected state land for hiking, snowshoeing, fishing, cross-country skiing, and primitive camping, putting some of the Catskills'

  

  Teresa Falkowski

  Keller Williams Realty HV Nort

  (845) 209-0236

  10 Norman Rd, Shandaken, NY 12480
• 

  Explore Reginald Bennett Elementary School

• 

  

  

  /19

  $229,000

  • 1 Bed
  • 1 Bath
  • 580 Sq Ft

  48 Brittany Dr Unit D, West Hurley, NY 12491

  Welcome to your perfect Ulster County retreat! This charming and efficient one-level condo at Hurley Ridge offers an unbeatable combination of convenience, comfort, and location. Whether you're seeking a low-maintenance weekender home, downsizing, or purchasing your first property, this is an opportunity you don't want to miss. Step inside to a cozy living space centered around a warm fireplace,

  

  Patty Kowatch

  Keller Williams Hudson Valley

  (845) 572-1478

  48 Brittany Dr Unit D, West Hurley, NY 12491
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  /11

  $749,900

  • Land
  • 27.9 Acres
  • $26,878 per Acre

  Tbd New York 28, Boiceville, NY 12412

  Incredible 27.9-acre development opportunity with mixed-use zoning and dual access from Route 28 and Upper Boiceville road. The front portion is zoned Highway Business with a 0.5-acre minimum, ideal for commercial use along this high-traffic corridor. The rear is zoned residential with a 1-acre minimum and could be subdivided for housing, a strip along the middle can go either way to be added to

  

  Teresa Falkowski

  Keller Williams Realty HV Nort

  (845) 671-5010

  Tbd New York 28, Boiceville, NY 12412
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  /21

  $339,900

  • 4 Beds
  • 4 Baths
  • 6,000 Sq Ft

  7284 New York 28, Shandaken, NY 12480

  This is a prime mixed-use property boasting 6000 square feet of potential nestled in a highly visible location, capturing the attention of passing traffic. Currently featuring a separate rental building and an owner's residence upstairs, this property offers a multifaceted investment opportunity. The commercial space downstairs presents a charming opportunity awaiting revitalization. With

  

  Teresa Falkowski

  Keller Williams Realty HV Nort

  (845) 460-1905

  7284 New York 28, Shandaken, NY 12480
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  /16

  $229,000

  • 0.5 Baths
  • 4,173 Sq Ft

  8663 New York 28, Big Indian, NY 12410

  

  Elizabeth McGuire

  Listing by Keller Williams Upstate NY Properties

  (845) 516-9583

  

  8663 New York 28, Big Indian, NY 12410
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  /48

  $1,350,000

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

  23 Traver Hollow Rd, Boiceville, NY 12412

  Custom-Built Modern Home with Dramatic Mountain Views There are homes with views - and then there are homes built for the view. Affectionately known as Mountain Thyme, the mountain is not simply a backdrop but the defining presence of the property. From the moment you arrive, it rises dramatically into view, close enough to feel immersive, yet expansive enough to inspire. Designed to showcase the

  

  Leigh Bokser

  Compass Greater NY, LLC

  (845) 609-1249

  23 Traver Hollow Rd, Boiceville, NY 12412
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  /50

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,779 Sq Ft

  49 Ulster & Delaware Turnpike, Shandaken, NY 12480

  Discover your dream ski home in a prime location minutes to Bellleayre Ski Center! This completely renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and proximity to the slopes. Step inside to an open-concept living space designed for seamless entertaining and cozy gatherings. The centerpiece of the living area is an impressive floor to ceiling stone fireplace,

  Jeffrey Ashton Listing by Coldwell Banker Timberland Properties

  

  49 Ulster & Delaware Turnpike, Shandaken, NY 12480
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  /33

  $625,000

  • 2 Beds
  • 2 Baths
  • 1,208 Sq Ft

  18 Country Club Ln, Woodstock, NY 12498

  Welcome to 18 Country Club Lane. Located less than half a mile from the picturesque Village of Woodstock, this thoughtfully reimagined property offers easy access to shops, restaurants, fitness studios, playgrounds, and nearby nature trails, all just minutes from your front door. Designed by architects, the half-acre property includes two buildings and blends comfort, character, and modern

  Leslie Foti Coldwell Banker Village Green

  18 Country Club Ln, Woodstock, NY 12498
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  /50

  $2,000,000

  • 4 Beds
  • 3 Baths
  • 3,671 Sq Ft

  53 Freeman Avery Rd, Olivebridge, NY 12461

  An architectural gem tucked away on 40 acres of pristine forest, this striking 3,671-square-foot residence is a stunning fusion of modern architecture and natural beauty. Crafted by the acclaimed Resolution: 4 Architecture, incorporating all of their most coveted features that converge in this divine mid century modern design. Travel down the tree lined driveway past a cascading waterfall to a

  Richard Vizzini Corcoran Country Living

  53 Freeman Avery Rd, Olivebridge, NY 12461
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  /67

  $6,995,000

  • 9 Beds
  • 7 Baths
  • 8,479 Sq Ft

  1471 New York 28a, West Hurley, NY 12491

  Welcome to one of the most exceptional private estates in the Hudson Valley—a rare and breathtaking 115-acre estate overlooking the shimmering waters of the Ashokan Reservoir and framed by sweeping Catskill Mountain vistas. This once-in-a-generation offering comprises three distinct residences, three separately deeded parcels, extensive manicured trails, and an unmatched suite of amenities—all

  Richard Vizzini Corcoran Country Living

  1471 New York 28a, West Hurley, NY 12491
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  /50

  $999,990

  • 3 Beds
  • 3 Baths
  • 2,052 Sq Ft

  2565 Route 212, Woodstock, NY 12498

  Some properties are about the house - this one begins with the water. Sit by the year-round creek for a few minutes and everything slows; it's a setting that quietly draws you in and holds you there. Set on two wooded acres along the Sawkill Creek, and tucked away at the end of long driveway just minutes from the center of Woodstock, the house is positioned to take full advantage of its

  Laura Warren Coldwell Banker Village Green

  2565 Route 212, Woodstock, NY 12498
• 

  

  /17

  $1,995,000

  • 8 Beds
  • 10 Baths
  • 12,393 Sq Ft

  20 Country Club Ln, Wood Stock, NY 12498

  Experience the legacy of Woodstock through this extraordinary historic offering. Once home to the iconic Woodstock Lodge and The Pinecrest, this storied 6.5-acre property offers a unique opportunity to reimagine a legacy estate in one of the Hudson Valley's most sought-after destinations. Set on scenic, gently rolling land with a blend of open clearings, wooded trails, and a seasonal stream, the

  Kathryn Johnson William Pitt Sotheby's Interna

  20 Country Club Ln, Wood Stock, NY 12498
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  /50

  $1,699,000

  • 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
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  /31

  $299,000

  • 4 Beds
  • 1 Bath
  • 1,289 Sq Ft

  122 Golf Course Rd W, Shandaken, NY 12480

  This is the Catskills escape everyone’s looking for. Welcome to 122 Golf Course Road, a classic upstate retreat set on a peaceful stretch with wide open yard space, mountain surroundings, and that quiet you just can’t find anywhere else. Whether you’re looking for a full-time home, weekend getaway, or a rental opportunity, this one hits the mark. Walk in and you’re immediately hit with character.

  Michael Cahill HomeSmart Homes & Estates

  122 Golf Course Rd W, Shandaken, NY 12480
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  /42

  $995,000

  • 3 Beds
  • 3 Baths
  • 2,316 Sq Ft

  5 Maverick Terrace, Woodstock, NY 12498

  Tucked away on a peaceful, wooded lane, this inviting home offers the perfect blend of privacy, space, and convenience- just minutes to the heart of Woodstock. Inside, the home opens to an expansive living room anchored by a beautiful brick fireplace, creating a warm and inviting centerpiece for gatherings or quiet evenings. This oversized space includes a full bathroom and flows effortlessly to

  Dominique Musialkiewicz Howard Hanna Rand Realty

  5 Maverick Terrace, Woodstock, NY 12498
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  /38

  $399,900

  • 3 Beds
  • 1 Bath
  • 1,316 Sq Ft

  38 Broad St, West Hurley, NY 12491

  SELLER IS REQUESTING HIGHEST AND BEST OFFER APRIL 13 AT 5:00 pm. Welcome to this charming brick ranch in the heart of West Hurley, offering easy one level living, just minutes from Woodstock and Kingston. This 1,316 sq. ft. 3 bedroom is ideal for a full-time residence, weekend retreat, or an investment opportunity. Step into a bright, open layout where the living room and the dining areas flows

  Joan Hagedorn Hagedorn Realty

  38 Broad St, West Hurley, NY 12491
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  /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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  /9

  $199,000

  • Land
  • 4 Acres
  • $49,750 per Acre

  20 Lion's Way, Woodstock, NY 12409

  Looking for a Unicorn? If you've been searching for a home near the village of Woodstock, with private panoramic mountain views, this may be the parcel for you to build your dream home! This 4 acre lot with beautiful glacial rock outcroppings is perched on the mountain with a nice level area and views in almost every direction and, it has already been rough cleared with a rough driveway as well.

  Mercedes Ross Coldwell Banker Village Green

  20 Lion's Way, Woodstock, NY 12409
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  /38

  $625,900

  • 3 Beds
  • 2 Baths
  • 2,529 Sq Ft

  310 Spillway Rd, West Hurley, NY 12491

  This charming West Hurley home offers 3 bedrooms, 2 full baths, and a spacious 2,529 square feet of living area. Enjoy a modern, open kitchen perfect for gatherings, and relax in the beautiful, spacious yard with mountain surroundings. Just 10 minutes from Kingston and 5 minutes from the NYS Thruway, this home also includes a 1,000-square-foot finished basement (permits pending)--offering even

  Keely Vandebogart Halter Associates Realty

  310 Spillway Rd, West Hurley, NY 12491
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  /56

  $825,000

  • 8 Beds
  • 4.5 Baths
  • 2,623 Sq Ft

  7376 New York 28, Shandaken, NY 12480

  Take a look at this 8 bedroom, 4 full bathroom home with 4 floors of living space along with 1.77 fenced in acres. Completely renovated with modern fixtures and amenities, nothing to do but move in or rent immediately. The outside of the property features a front porch, Tesla charging station, spacious back deck with pergola and hot tub, large open yard and firepit area. Located right down the

  Jamie Sittner Find Advisors

  7376 New York 28, Shandaken, NY 12480
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  /9

  $159,000

  • Land
  • 3.7 Acres
  • $42,973 per Acre

  46 Hillside Dr, West Shokan, NY 12494

  Perched in a quiet Catskills setting, this 3.7-acre parcel offers a rare opportunity to create a private retreat with views of the Ashokan Reservoir--just waiting to be revealed with thoughtful clearing. Tucked behind your own wooded landscape surrounded by mountains ridges and peaks, the property delivers a true sense of seclusion while remaining remarkably close to everything that makes the

  Mark Kanter BHHS HUDSON VALLEY PROP-WDST

  46 Hillside Dr, West Shokan, NY 12494
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  /30

  $1,599,000

  • 4 Beds
  • 6 Baths
  • 5,300 Sq Ft

  110 Lost Clove Rd, Big Indian, NY 12410

  Welcome to Lost Clove Mountain House, a rare and remarkable Catskills retreat set along a quiet country road in Big Indian. Surrounded by nearly nine private, wooded acres and bordered by protected state land, this fully renovated estate offers over 5,300 square feet of refined mountain living, where privacy, nature, and thoughtful design come together seamlessly. Just across the road, a mountain

  Brock Anderson Four Seasons Sotheby's Int.

  110 Lost Clove Rd, Big Indian, NY 12410
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  /21

  $625,000

  • 5 Beds
  • 3 Baths
  • 1,620 Sq Ft

  16 Moggre Rd, Chichester, NY 12416

  Completely renovated & rebuilt modular ranch home with 5 bedrooms, 3 full bathrooms and open concept. From the modern kitchen to the elegant new bathrooms, this home has it all. Outside you have a large composite deck that overlooks the private 1.1 acres with patio and firepit. Close to Belleayre, Hunter and Windham Mountains. The home can come fully furnished for the right price. Currently being

  Jamie Sittner Find Advisors

  16 Moggre Rd, Chichester, NY 12416
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  /26

  $850,000

  • 2 Beds
  • 1 Bath
  • 1,193 Sq Ft

  363 Beaverkill Rd, Olivebridge, NY 12461

  Set across an extraordinary 72.4 acres spanning four parcels in the Towns of Olive and Marbletown, this rare Catskills offering presents a unique opportunity to create a legacy property in one of the Hudson Valley's most serene and sought-after locations. Nestled just south of the Ashokan Reservoir, the land unfolds with a harmonious blend of wooded privacy, striking mountain views, and dramatic

  Alexis Li Corcoran Country Living

  363 Beaverkill Rd, Olivebridge, NY 12461
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  /37

  $399,000

  • 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
• 

  

  /19

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  1050 New York 28, West Hurley, NY 12491

  Situated on 0.84 acres, this well-maintained ranch offers 1,196 sq. ft. of comfortable living space with 3 bedrooms and 2 full baths. Step inside to find wood-beamed ceilings, hardwood floors, and abundant natural light throughout. The front living room welcomes you with a spacious layout, highlighted by a newer wood stove--perfect for cozy winter nights. Just off the living room is the kitchen,

  Megan Rios Berardi Realty

  1050 New York 28, West Hurley, NY 12491
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  /34

  $650,000

  • 2 Beds
  • 1 Bath
  • 1,436 Sq Ft

  117 Ohayo Mountain Rd, Woodstock, NY 12498

  Set against a backdrop of sweeping mountain views and quiet Woodstock landscape, this inviting country property offers a rare blend of charm, space, and opportunity. The main home features 2 bedrooms and 1 bath, with a warm, welcoming interior defined by original hardwood floors, rich wood-paneled walls, and a classic wood-burning fireplace that anchors the living room. A bluestone enclosed porch

  Donna Brooks Compass Greater NY, LLC

  117 Ohayo Mountain Rd, Woodstock, NY 12498
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  /10

  $29,900

  • Land
  • 0.75 Acre
  • $39,867 per Acre

  Tbd New York 212, Woodstock, NY 12409

  Rare opportunity to own land in the highly sought-after Woodstock area. Set in a peaceful, natural setting just minutes from the village, this parcel is ideal for recreational use or a camper setup. Enjoy privacy while still being close to local shops, dining, and outdoor attractions. A perfect spot for a weekend escape or seasonal getaway in one of Ulster County's most desirable locations. *Per

  Ronin Ingwersen Berardi Realty

  Tbd New York 212, Woodstock, NY 12409
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  /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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  /40

  $1,250,000

  • 5 Beds
  • 3.5 Baths
  • 3,702 Sq Ft

  14 Tetta Ln, Olivebridge, NY 12461

  Built in 2023 and set on over seven private acres, this stunning contemporary home delivers modern design, open space, and true Hudson Valley serenity. Soaring ceilings and a thoughtfully designed open floor plan fill the home with natural light, creating an atmosphere that is equally suited for peaceful everyday living and effortless entertaining. The sleek, modern kitchen flows seamlessly into

  Kelley Hartmann Serhant LLC

  14 Tetta Ln, Olivebridge, NY 12461
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  /26

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,020 Sq Ft

  11 Rose Mountain Rd, Big Indian, NY 12410

  ONLY A 5 MINUTE DRIVE TO BELLEAYRE MOUNTAIN SKI CENTER! This home is perfect for ski season and all year round. Cross over the gentle stream running alongside Rose Mountain Road and enter the setting of this cozy and well-maintained home, which offers a sense of privacy while still having a convenient location with easy maintenance. The interior has been carefully updated over time, and looks

  Joshua Slater The Catskill Dream Team

  11 Rose Mountain Rd, Big Indian, NY 12410
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  /25

  $599,000

  • 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
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  /56

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,779 Sq Ft

  49 Ulster and Delaware Turnpike, Big Indian, NY 12410

  Discover your dream ski home in a prime location minutes to Bellleayre Ski Center! This completely renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and proximity to the slopes. Step inside to an open-concept living space designed for seamless entertaining and cozy gatherings. The centerpiece of the living area is an impressive floor to ceiling stone fireplace,

  Jeffrey Ashton Coldwell Banker Timberland Pro

  49 Ulster and Delaware Turnpike, Big Indian, NY 12410
• 

  

  /40

  $485,000

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  22 Riseley Rd, Mount Tremper, NY 12457

  Centrally located between the sought-after hamlets of Phoenicia and Woodstock, this thoughtfully updated two-bedroom home sits moments from the picturesque Esopus Creek in Mount Tremper. Set on one acre, the property is framed by a wall of forsythia, bursting with yellow blooms in the spring while creating natural privacy throughout the warmer seasons. Inside, Scandinavian-inspired minimalism

  Andrew Condon Halter Associates Realty

  22 Riseley Rd, Mount Tremper, NY 12457
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  /53

  $849,000

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  18 Jomar Ln, Olivebridge, NY 12461

  You'll understand just how special this 41 Acre property is once you arrive. Just driving down the country road to get here is already a treat. Situated at the base of the majestic High Point Mountain you'll find a private driveway that takes you through a beautiful forest and then it opens up to acres of your own open farmlands.....the open fields are perfectly suited to horses and with an

  Edwin Maldonado Howard Hanna Rand Realty

  18 Jomar Ln, Olivebridge, NY 12461
• 

  

  /25

  $649,000

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

  26 Krom Rd, Olivebridge, NY 12461

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

  Kristen Jock Compass Greater NY, LLC

  26 Krom Rd, Olivebridge, NY 12461
• 

  

  /49

  $799,999

  • 4 Beds
  • 2.5 Baths
  • 2,758 Sq Ft

  25 Old Farm Rd, Shokan, NY 12481

  Welcome to your private Catskills retreat.Set on 1.9 serene acres in the heart of Shokan, this fully renovated 4-bedroom, 2.5-bath home offers the perfect blend of modern luxury and natural beauty, just under two hours from NYC and 20 short minutes to the Thruway.Completely updated with today's buyer in mind, the home features 2,700 square feet of thoughtfully designed living space,

  Keely Vandebogart Halter Associates Realty

  25 Old Farm Rd, Shokan, NY 12481
• 

  

  /25

  $585,000

  • 3 Beds
  • 1 Bath
  • 1,434 Sq Ft

  4192 State Route 28, Boiceville, NY 12412

  Welcome to the heart of the Catskills. Located along the scenic Route 28 corridor in Boiceville, this beautifully positioned property offers the perfect blend of accessibility, comfort, and mountain charm. The home is being sold fully furnished, making it truly turnkey for its next owner. Currently operating as a successful short-term rental, the property presents an outstanding opportunity for

  Artan Volaj Metro Scape Realty LLC

  4192 State Route 28, Boiceville, NY 12412
• 

  

  /30

  $515,000

  • 2 Beds
  • 1 Bath
  • 1,251 Sq Ft

  183 Mill Rd, Olivebridge, NY 12461

  The perfect getaway from the hustle and bustle of the world. Nestled quietly in the Catskill Mountain Range, just minutes from the Ashokan Reservoir and a short drive away from Woodstock, Rosendale, Kingston, and New Paltz sits this lovely, renovated 2 bed, 1 bath home. On the property you'll find 2.2 acres of tranquility as you can look out the back windows at nearly all hours and see the

  Michael Bussa K. Fortuna Realty, Inc.

  183 Mill Rd, Olivebridge, NY 12461
• 

  

  /35

  $639,000

  • 3 Beds
  • 2 Baths
  • 1,365 Sq Ft

  171 W Hurley Rd, Woodstock, NY 12498

  Stylish, single-story living: This fully reinvented bungalow is convenient to both Woodstock and Kingston, and features large over-sized rooms and systems, all in a tight semi-open layout that takes full advantage of its over-sized 2+ acre wooded parcel. Grounded by hardwood or polished-concrete floors throughout and topped by dramatic cathedral ceilings in most rooms, the house features two main

  Hayes Clement Compass Greater New York, LLC

  171 W Hurley Rd, Woodstock, NY 12498

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