Olivebridge, NY Homes for Sale

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  /44

  $2,300,000

  • 3 Beds
  • 2.5 Baths
  • 2,775 Sq Ft

  30 Narrow Rd, Kingston, NY 12401

  Discover minimalist modern luxury in this stunning new contemporary home, set on an expansive 7.3-acre private lot. Whether you're dreaming of a tranquil upstate retreat or a primary residence, this property offers the perfect sanctuary. The open-concept living space features soaring double-height ceilings, creating an inviting and airy atmosphere, while two breathtaking walls of windows provide

  

  Veronica Newton

  Compass Greater NY, LLC

  (845) 328-5883

  30 Narrow Rd, Kingston, NY 12401
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  /25

  $344,900

  • 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
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  /41

  $2,400,000

  • 4 Beds
  • 3 Baths
  • 2,751 Sq Ft

  53 Freeman Avery Rd, Olivebridge, NY 12461

  Modern Marvel in Nature!! Perched atop a private 40-acre wooded sanctuary, this architecturally significant prefabricated modular home—designed by award-winning Resolution: 4 Architecture—offers a rare combination of design-forward living and immersive natural surroundings. Built in 2012 and spanning over 3,671 square feet, this four-bedroom, three-bathroom residence is a true retreat in the

  

  Michael Carr

  eXp Realty

  (845) 684-9454

  53 Freeman Avery Rd, Olivebridge, NY 12461
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  /51

  $945,000

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

  11 Heyden Rd, Shokan, NY 12481

  Tucked away near the top of a mountain (called Chase Mountain by many of the locals) on nearly 7 private acres with sweeping and stunning views of the Ashokan Reservoir, pastoral meadows, and the surrounding Catskill Mountains, this nostalgic property once served as a pair of cherished summer cottages—now ready for your vision. The main cottage features two bedrooms and a spacious

  Darlene Griffin Halter Associates Realty

  11 Heyden Rd, Shokan, NY 12481
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  /31

  $675,000

  • 3 Beds
  • 2 Baths
  • 1,924 Sq Ft

  252 Upper Boiceville Rd, Boiceville, NY 12412

  Conveniently located between Woodstock and Phoenicia, This stunning .90 acre, 3bed/2bath renovated 2-story home with both floors having an open floor plan with skylights on the 2nd floor, transom windows, and has beautiful wood accents. The second floor has high ceilings, skylights and loft-like great room that showcase picturesque sunsets and mountain views. The first floor open plan between the

  Richard Greenspan Ruth Gale Realty

  252 Upper Boiceville Rd, Boiceville, NY 12412
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  /56

  $1,400,000 Open Sat 12PM - 1:30PM

  • 4 Beds
  • 2 Baths
  • 2,377 Sq Ft

  35 Abbey Rd, Mount Tremper, NY 12457

  35 Abbey Road — A Mid-Century Sanctuary minutes from Woodstock TownTucked away off of Abbey Rd and just a short pass over a charming stream you'll arrive at this pristine, authentic mid-century retreat, nestled in the heart of Woodstock's beloved Abbey Road. Set on 5.4 magical acres, this serene property captures the essence of Catskills living- graceful, grounded, and surrounded by

  Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  35 Abbey Rd, Mount Tremper, NY 12457
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  /41

  $1,375,000

  • 4 Beds
  • 4 Baths
  • 3,941 Sq Ft

  465 High Point Mountain Rd, West Shokan, NY 12494

  Available for the first time in 50-plus years, this iconic Hudson Valley home boasts extraordinary character and charm in the perfect setting -- a secluded 10-acre nook of ponds and woods just minutes from the Ashokan Reservoir. The house, a masterful blend of timeless farmhouse style, craftsmanship and luxury, is the polar opposite of cookie cutter, with classic window awnings, cedar shakes and

  Hayes Clement Compass Greater New York, LLC

  465 High Point Mountain Rd, West Shokan, NY 12494
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  /61

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  258 Watson Hollow Rd, West Shokan, NY 12494

  Spacious 3 bedroom home with breathtaking mountain views. Perched on a hill, this home offers panoramic mountain views and sits on 19.20 acres bordered by a serene stream. There is a front entrance to the home that brings you into the lower level foyer room with blue stone flooring.. On this level is a finished game room/ office space/TV room with plenty of finished space. You also have access to

  Siobhan Scanlan Win Morrison Realty-K

  258 Watson Hollow Rd, West Shokan, NY 12494
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  /30

  $1,249,000

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

  48 Hillside Dr, West Shokan, NY 12494

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

  Mark Kanter BHHS HUDSON VALLEY PROP-WDST

  48 Hillside Dr, West Shokan, NY 12494
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  /31

  $659,000

  • 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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  /26

  $1,795,000

  • 3 Beds
  • 3 Baths
  • 2,240 Sq Ft

  4606 Atwood Rd, Stone Ridge, NY 12484

  Build your dream home in the serene, sought-after Stone Ridge, NY. This fully BOHA-approved, shovel-ready flag lot offers ultimate privacy and tranquility, set back from the street and surrounded by nature. The layout embraces natural light with east-facing fronts and west-facing backs, seamlessly blending indoor-outdoor living. The base model features 3 bedrooms, 3 bathroom + home office &

  Tim Rothman Compass Greater NY LLC

  4606 Atwood Rd, Stone Ridge, NY 12484
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  /12

  $70,000

  • Land
  • 1.10 Acres
  • $63,636 per Acre

  0 Lot Shagbark Dr, Shokan, NY 12481

  Beautiful and quiet wooded lot on a dead end road in low tax Olive. Build a home for yourself, or build a spec home to meet the huge demand for homes in the region-- this lot is ready for your designs. Or, wait a couple of years for the approved municipal sewer system to be installed and save the cost of installing a septic system. Come have a look and be ready to break ground this Spring.

  Sean Zimmerman Halter Associates Realty

  0 Lot Shagbark Dr, Shokan, NY 12481
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  /50

  $2,595,000

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

  169 Baker Rd, West Hurley, NY 12491

  Set at the end of a long, private driveway, Eagle Ridge Estate sits high above the Ashokan Reservoir on over nine secluded acres, offering rare peace, unbroken mountain views, and the quiet grace of a home rooted deeply in history. Surrounded by century-old lilacs and a broad open lawn, this 5-bedroom, 3-bathroom residence spans 3,566 square feet across three floors, with timeless design and

  Jake Garay Serhant LLC

  169 Baker Rd, West Hurley, NY 12491
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  /24

  $580,000

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

  27 Crosswell Manor Dr, Shokan, NY 12481

  Bright loft-style retreat with studio potential in low-tax Olive. Spacious and light, this open concept home is perfect for weekend escapes and full-time enjoyment. Set in a semi-private location with potential for lovely views with some selective cutting, the layout features Great rooms on both levels , ideal for live/work use, entertaining or a creative retreat. Upstairs,

  Laura Prince Hello Dolly Real Estate

  27 Crosswell Manor Dr, Shokan, NY 12481
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  /19

  $325,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  12 Stillwater Rd, Stone Ridge, NY 12484

  12 Stillwater Road | Stone Ridge, NYOffered in Harmony with NatureWelcome to 12 Stillwater Road—a serene, fully renovated retreat nestled just outside the Vly in the quaint town of Stone Ridge. This thoughtfully updated home offers an open-concept floor plan, drenched in natural light, where rustic charm meets modern comfort.Originally remodeled in 2018, the residence features

  Heather Bragg ReAttached

  12 Stillwater Rd, Stone Ridge, NY 12484
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  /24

  $259,000

  • 1 Bed
  • 1 Bath
  • 604 Sq Ft

  70 Watson Hollow Rd, West Shokan, NY 12494

  harming 3-Season Cottage on the Beaver Kill Creek Offered for the first time in 22 years, this sweet, soulful and well cared for 600 sq. ft. 3-season cottage sits right on the banks of the Beaver Kill Creek in West Shokan. A rare find, this former general store-turned-hideaway invites you to step back in time and enjoy simple pleasures in a truly peaceful setting. Enjoy dining alfresco on the

  Ellen Osgood Coldwell Banker Village Green

  70 Watson Hollow Rd, West Shokan, NY 12494
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  /17

  $460,000

  • 3 Beds
  • 2 Baths
  • 1,647 Sq Ft

  121-1 Mountain Rd, Shokan, NY 12481

  Welcome to 121-1 Mountain Road in Shokan, NY! Nestled in this tranquil town, this charming ranch styled home offers a seamless blend of comfort, creativity, and outside natural beauty. Set back from the road on a 1.6 acre lot, this residence spans over 1600 sq. ft of connected liviing and dining space, with room to grow and endless possibilities for customization. With its artistic accents,

  Jayme Staten United Real Estate HV Edge

  121-1 Mountain Rd, Shokan, NY 12481
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  /21

  $549,900

  • 2 Beds
  • 1 Bath
  • 1,251 Sq Ft

  183 Mill Rd, Olivebridge, NY 12461

  Nestled in the Catskill Mountains, this beautifully renovated 2-bedroom, 1-bath home on 2.2 private acres offers the perfect retreat. Enjoy the peace of nature from the back porch overlooking the woods, or relax indoors with cathedral ceilings and an abundance of natural light. The home features all new plumbing and electric, a modern kitchen with custom all-wood cabinetry, quartz countertops,

  Michael Bussa K. Fortuna Realty, Inc.

  183 Mill Rd, Olivebridge, NY 12461
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  /17

  $389,000

  • 4 Beds
  • 2 Baths
  • 1,880 Sq Ft

  2832 New York 28, Shokan, NY 12481

  Interesting Multi-Unit Property in the Lovely Town of Olive. The Main house has 3 Bedrooms and 1 Bath with recent Renovations to the Kitchen, Bathroom, Mudroom and Breezeway. There's a Newer Roof also! On the far end of this elongated Ranch, separated by a Utility Room and Garage, is an Efficiency Apartment (currently rented). The house is well set back from the road with a wall of trees for

  Edwin Maldonado Howard Hanna Rand Realty

  2832 New York 28, Shokan, NY 12481
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  /28

  $329,000

  • 0.5 Baths
  • 3,297 Sq Ft

  71 Watson Hollow Rd, West Shokan, NY 12494

  If you are looking for a well maintained huge open light filled, heated space with a well and septic and water to convert into your home/studio look no further! Fantastic location with easy access to Boiceville and Route 28 this exceptional building has one half bathroom a double furnace and an additional wet sink area. Just minutes from Woodstock, Phoenicia and Boiceville with shopping and

  Faye Storms Ruth Gale Realty

  71 Watson Hollow Rd, West Shokan, NY 12494
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  /28

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,746 Sq Ft

  88 Boyce Rd, Glenford, NY 12433

  Set back from the road and nestled on 1.40 acres atop a gentle hill, sits a sprawling ranch , surrounded by woods and nature. This lovely three-bedroom, two-bath home has been thoughtfully maintained over the years, offering peace, privacy, and a true sense of seclusion. The open floor plan features hardwood floors and large windows throughout, filling the home with natural sunlight and warmth.

  Megan Rios Berardi Realty

  88 Boyce Rd, Glenford, NY 12433
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  /19

  $249,000

  • Land
  • 5 Acres
  • $48,824 per Acre

  TBD New York 28a, West Hurley, NY 12491

  LOCATED A FEW PARCELS PASSED THE LIVING WORLD CHAPEL@ 1555 RT 28A WITH SIGN ON. CURB CUT IN PLACESerene 5± Acres Near the Ashokan Reservoir - A Blank Canvas for Your Dream HomeTucked away on a quiet country road just minutes from the shimmering waters of the Ashokan Reservoir, this peaceful 5± acre parcel offers the perfect balance of seclusion and accessibility. A harmonious mix of mature

  Jeanne Boice Howard Hanna Rand Realty

  TBD New York 28a, West Hurley, NY 12491
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  /42

  $410,000

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft

  2 Shokan Park Rd, Shokan, NY 12481

  Two bedroom, two bath ranch style home. Updates include brand new carpet, Vinyl plank flooring and some sheetrock. Home is freshly painted and just ready for you to move in. Home features floor to ceiling windows in the kitchen and living room. We are sure you will absolutely enjoy all the natural light all day long and watching all the changing of the seasons through them. Yard has beautiful

  Toni Scalici Asset Property Services

  2 Shokan Park Rd, Shokan, NY 12481
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  /11

  $35,000

  • Land
  • 2.00 Acres
  • $17,500 per Acre

  Tbd New York 28, Oliverea, NY 12725

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

  Jeivan Castro Keller Williams Realty HV Nort

  Tbd New York 28, Oliverea, NY 12725
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  /47

  $525,000

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

  44 Dogwood Dr, Shokan, NY 12481

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

  George Denise Keller Williams Realty HV Nort

  44 Dogwood Dr, Shokan, NY 12481
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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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  /24

  $349,000

  • 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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  /50

  $3,950,000

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

  295 Krumville Rd, Olivebridge, NY 12461

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

  Sharon D'Orazio Christie's Int. Real Estate

  295 Krumville Rd, Olivebridge, NY 12461
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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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  /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
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  /11

  $249,000

  • 2 Beds
  • 1 Bath
  • 1,077 Sq Ft

  3382 State Route 28, Shokan, NY 12481

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

  Siobhan Scanlan Win Morrison Realty-K

  3382 State Route 28, Shokan, NY 12481
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  /20

  $200,000

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

  280 Watson Hollow Rd, West Shokan, NY 12494

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

  Jeanne Boice Howard Hanna Rand Realty

  280 Watson Hollow Rd, West Shokan, NY 12494
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  /33

  $799,000

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

  603-607 Wittenberg Rd, Mount Tremper, NY 12457

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

  Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

  603-607 Wittenberg Rd, Mount Tremper, NY 12457
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  /40

  $9,450,000

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

  924 Lapla Rd, Kingston, NY 12401

  Welcome to the Castle in the Sky—a truly unique architectural masterpiece nestled in the heart of the Hudson Valley. This extraordinary estate offers 5,000 square feet of refined interior living space and expands to over 11,000 square feet when including the outdoor living areas, covered terraces, balconies, barn, and workshop. A harmonious blend of modern sophistication and timeless elegance,

  Lindsay Stevens eXp Realty

  924 Lapla Rd, Kingston, NY 12401
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  /39

  $369,000

  • 3 Beds
  • 2 Baths
  • 1,873 Sq Ft

  18 Tonche Terrace, Shokan, NY 12481

  This home is being sold as is make offers accordingly, inspections for informational purposes only. Home needs updating and TLC. Commuter friendly close to NY State Thruway, minutes to Woodstock, NY and close to major ski areas. Full finished basement with many possibilties.

  Frank Tangredi Frank Tangredi Realty Company

  18 Tonche Terrace, Shokan, NY 12481
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  /13

  $119,000

  • Land
  • 3.00 Acres
  • $39,667 per Acre

  6 Birch Knoll Ln, Olivebridge, NY 12461

  Nestled in the picturesque hamlet of Olivebridge, this 3-acre property offers the perfect blend of open space and natural beauty. Ideally situated overlooking Sheldon Hill Road, this parcel is ready to bring your vision to life.This property features a versatile layout with a spacious cleared area, perfect for building, alongside a serene wooded section that offers privacy and a connection to

  Patty Matus eXp Realty, LLC

  6 Birch Knoll Ln, Olivebridge, NY 12461
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  /32

  $549,000

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

  35 Mountain Rd, Shokan, NY 12481

  Welcome to Your Private Oasis!Motivated estate! Come and discover the serenity and charm of this beautiful ranch nestled on a private, pastoralDiscover the serenity and charm of this beautiful ranch 6.2-acre estate. With nearly 2,000 square feet of living space, this home offers an idyllic retreat surrounded by nature's beauty, featuring a babbling brook that adds a touch of tranquility

  Machree Quaker The Machree Group, LLC

  35 Mountain Rd, Shokan, NY 12481
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  /35

  $1,200,000

  • Land
  • 75 Acres
  • $15,915 per Acre

  626 Wittenberg Rd, Bearsville, NY 12409

  Magnificent 8+ acre meadow across from Cold Brook Road PLUS 66 acres of beautiful rolling property with two streams and magical wet and dry areas in the woods. Possible single Estate property or subdivide into several parcels. Access from Wittenberg Road and views nestled in the Wittenberg Valley just past where the roads to Glenford, Mt. Tremper and Bearsville meet. Property has access on

  Robert Stang LIVEARTHCO CONSULTING LLC

  626 Wittenberg Rd, Bearsville, NY 12409
• 

  

  /13

  $499,000

  • Land
  • 3.00 Acres
  • $166,333 per Acre

  547 Glenford Wittenberg Rd, Bearsville, NY 12409

  This is an 86.2 acre property that is being subdivided into two 3 acre parcels and one 10 acre parcel. The 10 ac parcel will be on the pond and the two 3 acre parcels are across the street from Yankeetown Pond.

  Siobhan Scanlan Win Morrison Realty-K

  547 Glenford Wittenberg Rd, Bearsville, NY 12409
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  /61

  $1,590,000 New Construction

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

  584 Acorn Hill Rd, Olivebridge, NY 12461

  Newly Built Luxury Retreat in the Heart of Olivebridge, NYWelcome to your private sanctuary in the Catskills. Just under 3000 square feet this high design, move-in-ready home offers modern sophistication as well as a serene escape to nature and a sought after Hudson Valley lifestyle.Set on 2.9 acres of pristine land with striking views, this 3 bedroom, 3.5 bath plus office/den residence

  Amy Lonas Coldwell Banker Village Green

  584 Acorn Hill Rd, Olivebridge, NY 12461

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