Olive, NY Homes for Sale

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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

  Tbd New York 28, Boiceville, NY 12412
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  /42

  $569,999

  $5K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 1,842 Sq Ft

  2 Mountain Valley Rd, Boiceville, NY 12412

  A rare and remarkable multi-family opportunity nestled in the heart of the Catskills, 2 Mountain Valley Road, Boiceville, New York presents two fully self-contained units, each delivering a level of space, privacy, and independence that is hard to find in the multi-family market.Set against the stunning natural backdrop of Ulster County’s Catskill Mountains, this 1,842 total square foot

  

  Richard Baxter

  Keller Williams Realty

  2 Mountain Valley Rd, Boiceville, NY 12412
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  /50

  $1,850,000

  $350K PRICE DROP

  • 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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  /53

  $1,850,000

  $250K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 5,199 Sq Ft

  250 Brodhead Rd, West Shokan, NY 12494

  A rare sanctuary where wellness, nature, and inspired country living converge across 17 idyllic acres. Framed by meadows, woodland, and a serene pond, the property offers a rare sense of escape--an immersive landscape designed as much for gathering and inspiration as for quiet retreat. At the heart of the grounds, the pond becomes a focal point for a lifestyle centered around wellness and

  Richard Vizzini Corcoran Country Living

  250 Brodhead Rd, West Shokan, NY 12494
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  /63

  $7,500,000

  $2M PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 6,284 Sq Ft

  197-199 Chestnut Hill Rd, Stone Ridge, NY 12484

  Discover one of the Hudson Valley's most remarkable properties—an 80-acre private estate in coveted Stone Ridge where curated landscapes, architectural charm, and world-class amenities converge to create an unparalleled retreat. Designed for both refined living and unforgettable entertaining, this extraordinary compound feels more like a private resort than a residence. Approach the front gate

  Richard Vizzini Corcoran Country Living

  197-199 Chestnut Hill Rd, Stone Ridge, NY 12484
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  /52

  $849,000

  $50K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,575 Sq Ft

  67 Private Road 24, Olivebridge, NY 12461

  Set at the end of a quiet private road, this custom-built cedar contemporary home is surrounded by nearly five acres of rolling lawn, mature woods, and sweeping mountain views. Thoughtfully positioned to embrace its natural setting, the property offers the kind of privacy that's increasingly difficult to find, while still being just minutes from the Ashokan Reservoir, hiking trails, local farm

  Richard Vizzini Corcoran Country Living

  67 Private Road 24, Olivebridge, NY 12461
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  /32

  $775,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,910 Sq Ft

  18 Haberland Ln, Olivebridge, NY 12461

  There is something instantly comforting about this home. Warm, welcoming, and lovingly maintained, it offers the kind of easy living that never goes out of style. Whether gathering around the fireplace with friends, enjoying a quiet morning coffee, or unwinding after a long day, every space feels inviting, functional, and meant to be lived in. Set amidst peaceful natural surroundings with views

  Richard Vizzini Corcoran Country Living

  18 Haberland Ln, Olivebridge, NY 12461
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  /50

  $899,900

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  52 Brodhead Rd, West Shokan, NY 12494

  Where eagles fly and mountains kiss the sky, this beautifully maintained homestead showcases quality craftsmanship and thoughtful upgrades throughout. The property also includes a 1,104 square foot barn that is perfect for equestrians or a studio, workshop, artisan/woodworker or equipment storage. Two overhead garage doors, extended wi-fi service, telephone/paging system and electricity can

  Mary McKinney Coldwell Banker Village Green

  52 Brodhead Rd, West Shokan, NY 12494
• 

  

  /33

  $749,000

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,157 Sq Ft

  4248 State Route 28, Boiceville, NY 12412

  Welcome to the most charming 1920s Arts & Crafts masterpiece. Whether you're plotting a full-time escape from the city or a weekend sanctuary, this light-soaked gem in the historic hamlet of Boiceville is the ultimate choice.Step through the center entry hall and prepare to swoon: beamed ceilings, historic charm, and a living room anchored by a fireplace with a cozy wood-burning stove.

  Carol Graham Corcoran Country Living

  4248 State Route 28, Boiceville, NY 12412
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  /5

  $65,000

  $10K PRICE DROP

  • Land
  • 14,374 Sq Ft
  • $196,970 per Acre

  1470 County Road 2, Olivebridge, NY 12461

  Looking to build a quaint, country escape on a low maintenance buildable lot? 1470 County Road 2 is the perfect location to do so! Equipped with a survey, BOH approval for a 2 bedroom home and zoning board of appeals approval from the local municipality, authorizes this lot as buildable for a 24x40 home. Bring your minimalistic 960 square foot country home to vision on this 0.44 acre lot in

  Zachary Jarvis BHHS Nutshell Realty

  1470 County Road 2, Olivebridge, NY 12461
• 

  

  /19

  $399,000

  $26K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  1906 County Road 3, Olivebridge, NY 12461

  This charming cottage in Olivebridge NY proves that great things really do come in small packages. Thoughtfully designed for easy living, it's the kind of home that lets you spend less time maintaining and more time enjoying everything the Hudson Valley has to offer.Inside, warm and inviting spaces feel instantly welcoming, while an airy loft provides the perfect spot for a home office,

  Jason Nadeau Compass Greater NY, LLC

  1906 County Road 3, Olivebridge, NY 12461
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  /35

  $599,900

  • 3 Beds
  • 3 Baths
  • 1,568 Sq Ft

  90 Jomar Ln, Olivebridge, NY 12461

  Welcome to 90 Jomar Lane, a beautifully maintained, move-in-ready ranch offering the perfect blend of comfort, space, and privacy. The main level features 1,568 square feet of thoughtfully designed living space, complemented by an additional 920 square feet in the fully finished basement, providing plenty of room for entertaining, recreation, a home office, or guest accommodations. This inviting

  Chris Weber BHHS HUDSON VALLEY PROP-NP

  90 Jomar Ln, Olivebridge, NY 12461
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  /27

  $2,390,000

  • Land
  • 182.2 Acres
  • $13,117 per Acre

  Tbd Ryan Rd, Kerhonkson, NY 12446

  182 acres in Kerhonkson. Privacy, scale, beauty, and possibility in one rare piece of land. Tucked into the quiet landscape of Kerhonkson, this extraordinary 181-acre property offers the kind of space, privacy, and natural character that is almost impossible to find at this scale. Whether imagined as a secluded family compound, a private mountain retreat, or a thoughtful three-home development

  Kristian Unvericht Compass Greater NY, LLC

  Tbd Ryan Rd, Kerhonkson, NY 12446
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  /33

  $779,000

  $46K PRICE DROP

  • Land
  • 8.18 Acres
  • $95,232 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,

  Anne Hilton Purvis Coldwell Banker Village GreenN

  281 Dewitt Rd, Olivebridge, NY 12461
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  /2

  $80,000

  $100K PRICE DROP

  • Land
  • 5.61 Acres
  • $14,260 per Acre

  00 Fischer Ln, Olive, NY 12461

  Location location location! This beautifully wooded lot is located on aprivate road with close proximity to Woodstock. Build your dream home or use it for your privacy buffer. and combine it with Kelder and 55 G Fischer for a total of 20 acres.

  Adrienne Volpe KW Mid-Hudson

  00 Fischer Ln, Olive, NY 12461
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  /6

  $725,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  720 Upper Cherrytown Rd, Kerhonkson, NY 12446

  To be built new construction by Cedar Development Group (@CedarDGHomes on IG). CDG uses fine finishes throughout and significant customization is possible with this home, or you can proceed with it as contemplated. Pictures are representative of another similarly completed house by CDG however exact finishes may vary and are subject to change or withdrawal. Home size can be augmented or reduced

  Ryan Scully Cedar Properties

  720 Upper Cherrytown Rd, Kerhonkson, NY 12446
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  /43

  $650,000

  $50K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,938 Sq Ft

  252 Vly Atwood Rd, Stone Ridge, NY 12484

  Come home to The Vly Woods, a spacious and serene colonial in Stone Ridge, NY. Set back on a country road, this well-maintained 5-bedroom, 3-bathroom home sits on nearly 4 acres of private wooded property with established gardens, offering a sought-after combination of seclusion and convenience. Step through double doors into a welcoming foyer, and on to a spacious living room, bright eat-in

  Karen Dietrich Ally Realty

  252 Vly Atwood Rd, Stone Ridge, NY 12484
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  /26

  $399,000

  • 1,000 Sq Ft

  281 Cold Brook Rd, Bearsville, NY 12409

  There are homes that ask you to compromise, and then there are homes that ask you to dream.Set against a backdrop of sweeping mountain views, this is a rare opportunity to create something that’s unmistakably yours. The hardest work has already been done. What’s left is the part that reflects your style, your vision, and the way you want to live.Picture slow mornings with coffee

  Ron Knowles Century 21 Alliance Rlty Group

  281 Cold Brook Rd, Bearsville, NY 12409
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  /7

  $149,000

  29 Reservoir Rd, Shokan, NY 12481

  Property has a 3BR, 1bath house which needs complete Renovation or Demolition. BEING SOLD AS-IS This is an ideal quiet location just a few lots off route 28 and walkable to The Asokan Reservoir. Minutes from all services and shopping. Kingston and Woodstock are near-by. Onteora school system right down the road. Rail Trail around the corner. Live in a country location and work in Kingston with

  Faye Storms Ruth Gale Realty

  29 Reservoir Rd, Shokan, NY 12481
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  /40

  $749,900

  $109K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,880 Sq Ft

  640 Acorn Hill Rd, Olivebridge, NY 12461

  Private newly renovated retreat on 2.57 Acres! Welcome to 640 Acorn Hill Road, where peace, privacy, and modern living come together in a beautiful natural setting. Tucked away from the road on this move-in ready home offers an open-concept layout designed for both everyday living and entertaining.The home features timeless board and batten siding, a standing-seam metal roof, and thoughtfully

  Megan Rios Berardi Realty

  640 Acorn Hill Rd, Olivebridge, NY 12461
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  /22

  $315,000

  • 3 Beds
  • 3 Baths
  • 988 Sq Ft

  15 Braziel Heights Rd, Kerhonkson, NY 12446

  This private homestead in the Catskills with a view of Mombaccus Mountain is off the beaten path and surrounded by nature & extensive plantings. Pick apples, cherries, pears, plums, & peaches and gather blueberries, raspberries, blackberries, huckleberries - and more! If you like eating fresh, organic fruit and vegetables from your own front and back yards, this is what you've been searching for.

  Francesca Noble Coldwell Banker Village GreenK

  15 Braziel Heights Rd, Kerhonkson, NY 12446
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  /45

  $419,000

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft

  8 Longyear Rd, Shokan, NY 12481

  Tucked away in a beautiful open meadow, this adorable Cape Cod cottage offers the perfect blend of privacy, charm, and endless possibilities. Bathed in natural light, the home features a warm and inviting atmosphere with a cozy wood-burning fireplace in the living room--perfect for relaxing on crisp Catskills evenings. With one bedroom and a full bath on each floor, the flexible layout easily

  Darlene Griffin Halter Associates Realty

  8 Longyear Rd, Shokan, NY 12481
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  /37

  $5,250,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,100 Sq Ft

  1003 Cold Brook Rd, Boiceville, NY 12412

  The Coldbrook EstateDiscover unparalleled luxury and natural beauty with this exquisite new construction, perfectly sited on over 54 acres and bordered by thousands of acres of pristine State Land. This property offers an extraordinary living experience with direct waterfront access to the Esopus Creek, and seamless entry to the Ashokan Rail Trail - a rare combination of seclusion and

  Sheena Lepez Compass Greater New York, LLC

  1003 Cold Brook Rd, Boiceville, NY 12412
• 

  

  /16

  $289,000

  • 2 Beds
  • 1 Bath
  • 910 Sq Ft

  2 Bonnie Brae Ln, Shokan, NY 12481

  Welcome to 2 Bonnie Brae Road in Shokan, a charming 2-bedroom, 1-bath single-family home nestled in the heart of the beautiful Hudson Valley. Offering a comfortable and inviting setting, this home is a wonderful opportunity for those looking for a full-time residence, weekend getaway, or peaceful retreat close to some of the area's most popular destinations. Enjoy the best of Catskill living with

  Barry Creagan Howard Hanna Rand Realty

  2 Bonnie Brae Ln, Shokan, NY 12481
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  /29

  $624,900

  $75K PRICE DROP

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

  25 Old Farm Rd, Shokan, NY 12481

  Welcome to your own Catskills retreat! This beautifully renovated 2,700-square-foot farmhouse blends timeless charm with modern comfort, offering an inviting escape surrounded by the natural beauty of the Hudson Valley.Step inside to a bright, beautifully updated interior filled with natural light from large windows and thoughtfully designed living spaces. The newer kitchen features

  Keely Vandebogart Halter Associates Realty

  25 Old Farm Rd, Shokan, NY 12481
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  /49

  $1,525,000

  • 3 Beds
  • 2.5 Baths
  • 3,030 Sq Ft

  457 Krumville Rd, Olivebridge, NY 12461

  Tucked into a dramatic rock ridge with sweeping views of the Catskill Mountains, this renovated farmhouse invites you to slow down and savor country living at its finest. Spanning just over 3,000 square feet, the home balances rustic character with thoughtful modern updates throughout. The renovated kitchen, anchored by warm butcher block counters, flows gracefully into a generous dining room.

  Anna Barcone BHHS Nutshell Realty

  457 Krumville Rd, Olivebridge, NY 12461
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  /50

  $699,000

  $176K PRICE DROP

  • 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
• 

  

  /17

  $99,900

  $50K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  244 Upper Samsonville Rd, Olivebridge, NY 12461

  Perfect 1 acre Catskill Mountain property with old mobile home in need of total rehabilitation. No well or septic on site. No existing heat source.

  Timothy Ayers Berardi Realty

  244 Upper Samsonville Rd, Olivebridge, NY 12461
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  /52

  $699,000

  $150K PRICE DROP

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

  18 Jomar Ln, Olivebridge, NY 12461

  You'll understand just how special this +/- 24 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
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  /7

  $275,000

  • Land
  • 31.9 Acres
  • $8,621 per Acre

  Tbd Upper Sahler Mill Rd, Olivebridge, NY 12461

  A meadow set back from the road, and beyond that, a lush forest with Rochester Creek babbling through. This could become your private sanctuary, while enjoying proximity to Accord, Stone Ridge, Kingston, and Woodstock.(Lot lines are approximated in the drone photo.)

  David Todd Three Waves Realty

  Tbd Upper Sahler Mill Rd, Olivebridge, NY 12461
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  /27

  $349,000

  $223K PRICE DROP

  • Land
  • 14.3 Acres
  • $24,406 per Acre

  239 Sundale Rd, Accord, NY 12404

  Beautiful 14.3 Acres of Peace and Possibility in Accord, NYSet along a quiet country road, this exceptional 14.3-acre property offers wooded privacy, natural beauty, and endless potential. The gently sloping landscape leads down to a pond and stream, with moss-covered stone steps winding toward the water.From the road and fenced area, two original entry points remain--one leading

  Jesse Marcus Habitat Real Estate Group

  239 Sundale Rd, Accord, NY 12404
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  /59

  $869,900

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  323 Beaverkill Rd, Kingston, NY 12401

  Unique, Exciting, Warm and Inviting. Imagine a long winding driveway into your own private forested acreage with a Storybook Saltbox style home immersed in an abundance of magical perennial gardens and flowering trees enhanced with integrated rock walls, stepping stones and patio and Adirondack style arbors, all uniquely designed by the owner, a master landscaper & builder. All the gardens are

  Edwin Maldonado Howard Hanna Rand Realty

  323 Beaverkill Rd, Kingston, NY 12401
• 

  

  /37

  $5,250,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,100 Sq Ft

  1003 Coldbrook Rd, Boiceville, NY 12412

  The Coldbrook EstateDiscover unparalleled luxury and natural beauty with this exquisite new construction, perfectly sited on over 54 acres and bordered by thousands of acres of pristine State Land. This property offers an extraordinary living experience with direct waterfront access to the Esopus Creek, and seamless entry to the Ashokan Rail Trail - a rare combination of seclusion and

  Sheena Lepez Compass Greater NY, LLC

  1003 Coldbrook Rd, Boiceville, NY 12412
• 

  

  /5

  $159,888

  $40K PRICE DROP

  • Land
  • 2.04 Acres
  • $78,376 per Acre

  515 Acorn Hill Rd, Olivebridge, NY 12461

  OLIVEBRIDGE, NY 12461 ULSTER COUNTY...Rare Turn-Key Development Opportunity in the Heart of the Catskills – Olive, NY GREAT FOR BUILDERS, DEVELOPERS & SAVVY INVESTORS!!!!! • Addresses: 515 & 517 Acorn Hill Rd, Olive, NY 12461. This prime offering features 2.04 acres of beautiful, usable land in a highly desirable residential area of the Catskills..... There are two uninhabitable mobile homes on

  Joseph Lombardo Listing by Lombardo Homes & Estates

  

  515 Acorn Hill Rd, Olivebridge, NY 12461
• 

  

  /10

  $3,999,000

  • Land
  • 16.2 Acres
  • $246,852 per Acre

  0 Dewitt Rd Unit KEY1033413, Krumville, NY 12461

  Your search for beautiful land has now come to an end. Tucked in the quiet beauty of Ulster County, this 16-acre plot offers a peaceful and private retreat surrounded by nature. Ideal for building your dream home, compound, or investment property, Dewitt Road is located near towns and Hudson Valley destinations, while keeping peace and privacy intact. Highly desired area combined with a large

  Avrahom Lewinson Keller Williams Realty

  0 Dewitt Rd Unit KEY1033413, Krumville, NY 12461
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  /55

  $1,280,000

  • 3 Beds
  • 3 Baths
  • 2,721 Sq Ft

  9 Ricci Rd, Accord, NY 12404

  INTO THE WOODS in the heart of sought-after Accord NY is this beautiful modern interpretation of an Arts and Crafts -inspired home that is reminiscent of the charming old school train depot's peppered about Upstate NY. The craftsmanship and attention to detail in this home built in 2006 is definitely a lost art in 2026! Very privately situated, yet minutes to Stone Ridge, High Falls and Accord

  Anne Hilton Purvis Coldwell Banker Village GreenN

  9 Ricci Rd, Accord, NY 12404
• 

  

  /38

  $2,399,000

  • 4 Beds
  • 3.5 Baths
  • 2,584 Sq Ft

  Lot 2 Beaverkill Rd, Marbletown, NY 12401

  Shovel-ready wellness retreat on nine private acres along the Esopus River, moments from a secluded island and the Ashokan Reservoir. Vaulted ceilings and an open, considered floor plan draw the outdoors in, framing an expansive deck, a 12x20 lap pool, cold plunge, sauna, native landscaping, and a two-car garage.Standard specifications include:Radiant heated concrete

  Zak Gumpel HRH Development Brokers LLC

  Lot 2 Beaverkill Rd, Marbletown, NY 12401
• 

  

  /46

  $489,000

  • 3 Beds
  • 1 Bath
  • 1,639 Sq Ft

  4533 Atwood Rd, Stone Ridge, NY 12484

  Peace, Privacy, and Potential! Escape to your own private retreat with this charming 3-bedroom, 2-bath cape style country cottage nestled on 3 beautiful acres and set well back from the road for privacy and tranquility. Surrounded by mature landscaping, with a sweeping front lawn and natural beauty, this property offers the perfect blend of country living and everyday comfort. Inside, you'll find

  Amy Levine Howard Hanna Rand Realty

  4533 Atwood Rd, Stone Ridge, NY 12484
• 

  

  /52

  $2,499,000

  $100K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,640 Sq Ft

  Lot 1 Beaverkill Rd, Marbletown, NY 12401

  Shovel ready custom build on 9 secluded acres with direct Esopus River frontage and private island access via a primitive trail. HRH Development presents Ango: a fully customizable 2,640 SF home, 4 beds | 3.5 baths, with a 20x40 gunite pool, native landscaping, and bluestone walkways.Before you buy, walk through it. HRH's completed Ango model home, with an alternative floor plan, is open

  Zak Gumpel HRH Development Brokers LLC

  Lot 1 Beaverkill Rd, Marbletown, NY 12401
• 

  

  /25

  $524,999

  • 3 Beds
  • 1 Bath
  • 1,434 Sq Ft

  4192 State Route 28, Boiceville, NY 12412

  Discover the charm of Catskills living at 4192 State Route 28 in Boiceville. This inviting 3-bedroom, 1-bath home is being offered fully furnished, providing a comfortable and move-in-ready opportunity in a beautiful natural setting. The interior features warm and welcoming living spaces highlighted by a wood-burning fireplace, creating a cozy atmosphere for relaxing and entertaining. Step

  Artan Volaj Metro Scape Realty LLC

  4192 State Route 28, Boiceville, NY 12412

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