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

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  /47

  $479,000

  • 3 Beds
  • 2.5 Baths
  • 2,003 Sq Ft

  17 Hickory Ln, Glenford, NY 12433

  Open House Saturday 4/18 12-2!Tucked along a peaceful country lane, 17 Hickory Lane offers a thoughtful balance of comfort, flexibility, and Hudson Valley charm. Ideally located just moments from the scenic Ashokan Rail Trail and the iconic Ashokan Reservoir, the setting invites an easy connection to nature while remaining super convenient to Kingston, Woodstock and Phoenicia. All within a 15

  

  Amy Lonas

  Coldwell Banker Village Green

  (845) 478-8317

  17 Hickory Ln, Glenford, NY 12433
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  /47

  $1,490,000

  • 3 Beds
  • 2.5 Baths
  • 2,064 Sq Ft

  41 Shultis Farm Rd, Bearsville, NY 12409

  Designed with intention and sited with care, this stunning single-level home on Shultis Farm Road is one of Woodstock's most architecturally pleasing offerings. Commissioned from a noted architect and built for effortless and peaceful country living, the residence unfolds across three bedrooms and two and a half baths with an easy flow that opens naturally to the outdoors. Located in the

  

  Amy Lonas

  Coldwell Banker Village Green

  (845) 630-0891

  41 Shultis Farm Rd, Bearsville, NY 12409
• 

  

  

  /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 Open Sat 1PM - 3PM

  • 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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  /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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  /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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  /24

  $175,000

  • 2 Beds
  • 1 Bath
  • 894 Sq Ft

  113 Meadow Ct, Woodstock, NY 12498

  Tucked at the end of a quiet cul-de-sac in Woodstock, this bright, single-level ranch offers a great opportunity for a buyer ready to renovate and make it their own. Set on a 0.24-acre lot with a level backyard, the property enjoys a peaceful setting just minutes from the center of town.The home offers 849 square feet with 2 bedrooms and 1 bath. In addition to the main living room, the layout

  Laura Warren Coldwell Banker Village Green

  113 Meadow Ct, Woodstock, NY 12498
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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
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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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  /28

  $2,250,000

  • 4 Beds
  • 3 Baths
  • 3,539 Sq Ft

  9 Black Bear Rd, Bearsville, NY 12409

  Tucked just beyond the heart of Woodstock, down a private road off a quiet dead-end street, this completely renovated home feels like a secret you're lucky to have discovered. Just 2.5 miles from town and moments from the Bearsville Theatre, the setting is both deeply private and wonderfully connected.While the exterior presents a discreet, understated presence, the interior unfolds into a

  Alexis Li Corcoran Country Living

  9 Black Bear Rd, Bearsville, NY 12409
• 

  

  /21

  $439,000

  • Land
  • 14.85 Acres
  • $29,562 per Acre

  2044 Glasco Turnpike, Woodstock, NY 12498

  Tucked away just minutes from the heart of Woodstock, this extraordinary 15-acre parcel offers a rare blend of privacy, natural beauty, and convenience. A long, winding driveway leads you to a secluded and enchanting South facing building site, where seasonal views of Overlook Mountain create a stunning backdrop. The setting feels truly magical--peaceful and serene--framed by a gentle, babbling

  Daniel Winn Halter Associates Realty

  2044 Glasco Turnpike, Woodstock, NY 12498
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  /12

  $250,000

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  10 B Holland Dr, West Hurley, NY 12491

  Discover comfort and convenience in this charming two-story unit in Hurley, just minutes from the heart of Woodstock. Featuring 3 spacious bedrooms and 1.5 baths, this home offers the perfect blend of functionality and style. The open kitchen flows seamlessly into the dining area and features a cozy eat-in space with a slider door that leads directly to the patio--perfect for indoor-outdoor

  Ronnie Rebis Grist Mill Real Estate

  10 B Holland Dr, West Hurley, NY 12491
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  /2

  $120,000

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

  0 Kelder Hwy, Olive, NY 12461

  This parcel is being sold with the home on 55 G Fishcher Road and G Fischer Lane, for a total of 20.43 acres. The buyer of the house will have first right of refusal on this parcel and the 5 acre parcel on G Fischer.

  Adrienne Volpe KW MidHudson

  0 Kelder Hwy, Olive, NY 12461
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  /47

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,284 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 addtional 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 total acreage

  Adrienne Volpe KW MidHudson

  55 G Fischer Rd, Olivebridge, NY 12461
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  /46

  $1,557,000

  • 3 Beds
  • 2 Baths
  • 2,308 Sq Ft

  551 Mount Guardian Rd, Shady, NY 12409

  Wend up a pristine country road to this 2,300 sq ft Woodstock contemporary--arriving to total seclusion and picturesque views, yet only minutes to the Village Green. This domain is set on 4+ private acres with an additional almost 4 acre, separately-deeded, contiguous parcel that makes it an ideal property for a compound, or to use with it's maximum natural buffer for ultimate privacy. Close

  Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

  551 Mount Guardian Rd, Shady, NY 12409
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  /10

  $158,000

  • Land
  • 2.1 Acres
  • $75,238 per Acre

  00 Whites Ln, Woodstock, NY 12498

  PRICE REDUCEDPrime location offering both privacy and proximity to the heart of Woodstock Village. Although the parcel's address is Whites Lane it is a fully wooded lot fronting Playhouse Lane Extension, a private and secluded road starting at the junction of Whites Lane and Playhouse. This setting is ideal for building your dream home while enjoying the convenience of walking to the Village.

  Daniel Hauspurg Potter Realty

  00 Whites Ln, Woodstock, NY 12498
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  /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
• 

  

  /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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  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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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