Olivebridge, NY Homes for Sale

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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

  

  Win Morrison

  Win Morrison Realty

  (845) 377-9502

  442 Acorn Hill Rd, Olivebridge, NY 12461
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  /24

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,113 Sq Ft

  2772 New York 28, Shokan, NY 12481

  This charming ranch in the heart of Shokan offers a bright and cozy living space that's easy to fall for. With 1,113 square feet, 3 bedrooms, and 1 bath, it's the perfect size for simple living, whether you're starting out or looking to scale down. Inside, you'll find beautiful hardwood floors throughout and a stone fireplace that anchors the living room with warmth and character. The galley

  

  Donna Brooks

  Compass Greater NY, LLC

  (845) 622-8031

  2772 New York 28, Shokan, NY 12481
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  /49

  $1,650,000

  • 4 Beds
  • 5 Baths
  • 4,137 Sq Ft

  147 Bristol Hill Rd, Glenford, NY 12433

  The perfect blend of style, space and privacy: This wonderfully updated center-hall Colonial offers a unique sense of sunny openness and easy flow throughout more than 4,100 square feet of living space tucked discreetly in the center of 5+ wooded acres. Just minutes from the Woodstock village center and the Ashokan Reservoir, on a quiet loop road of equivalent luxury homes, the property's acreage

  

  Hayes Clement

  Compass Greater New York, LLC

  (845) 498-0351

  147 Bristol Hill Rd, Glenford, NY 12433
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  /31

  $1,990,000 New Construction

  • 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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  /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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  /48

  $1,175,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  4085 New York 28a, West Shokan, NY 12494

  Where the Hamptons Meet the Catskills: Thoughtfully Restored Farmhouse on 4 AcresDirectly across from the stunning and historic Ashokan Reservoir and set on four park-like acres with mountain views, this fully renovated farmhouse blends timeless country charm with breezy Hamptons elegance. Historic character meets modern comfort, creating a home defined by beauty, ease, and seamless

  Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  4085 New York 28a, West Shokan, NY 12494
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  /31

  $749,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,364 Sq Ft

  650 Beaverkill Rd, Olivebridge, NY 12461

  Situated off the road and embraced by lush woods, this beautifully maintained contemporary home has been lovingly cared for by its sole owner. The freshly painted interior and newly refinished hardwood floors create a welcoming ambiance, enhanced by an abundance of natural light that fills the entire first floor throughout the day. The open floor plan is perfect for entertaining, featuring a cozy

  Danielle Marchisella The Kinderhook Group, Inc.

  650 Beaverkill Rd, Olivebridge, NY 12461
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  /21

  $995,000

  • 5 Beds
  • 2 Baths
  • 2,772 Sq Ft

  1311 Wittenberg Rd, Mount Tremper, NY 12457

  Set well back from the road behind a handsome gated entry, this modern Catskills hideaway delivers the privacy everyone wants and the volume everyone hopes for. The approach is long and quiet; the house reveals itself slowly—wrapped by trees, with sky above and room to breathe on 4.04 acres. Inside, an airy great room rises with high ceilings and broad windows that pull in daylight and

  WINTON MORRISON Win Morrison Realty - W

  1311 Wittenberg Rd, Mount Tremper, NY 12457
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  /52

  $789,000

  • 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
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  /62

  $799,000

  • 2 Beds
  • 1 Bath
  • 1,256 Sq Ft

  90 Aarons Way, Mount Tremper, NY 12457

  Tucked away at the end of a quiet private road near the top of Roundtop Mountain, this 2-bedroom, 1-bath home offers serene seclusion surrounded by protected DEP land and a private forest preserve. A true nature lover's paradise, the property is alive with wildlife and boasts beautifully landscaped grounds, seasonal mountain views, and the potential for year-round vistas with the clearing of

  Darlene Griffin Halter Associates Realty

  90 Aarons Way, Mount Tremper, NY 12457
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  /56

  $1,295,000 Open Sat 1PM - 2:30PM

  • 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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  /61

  $849,000

  • 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

  $1,175,000

  • 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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  $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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  /42

  $2,399,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  202 Dancing Rock Rd, Shokan, NY 12481

  Bathed in natural light and defined by expansive, uninterrupted panoramic reservoir and mountain views, this bold and award-winning modernist retreat is a masterpiece of clean, contemporary design. Set on 5 private, fenced and gated acres this 3,000 sq. ft. 2BD/2BA home (which can easily flex to 3BD) is surrounded by forever-wild land, offering total privacy and a profound connection to

  Joseph Satto Compass Greater NY, LLC

  202 Dancing Rock Rd, Shokan, NY 12481
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  /24

  $565,000

  • 6 Beds
  • 6 Baths
  • 1,025 Sq Ft

  2 Mountain Valley Rd, Boiceville, NY 12412

  Welcome to this exquisite two-family home nestled in the picturesque town of Olive. The upstairs apartment boasts charming cathedral ceilings and skylights, bathing the space in natural light and offering a sense of openness and serenity. Each of the spacious three-bedroom apartments, complete with a well-appointed bathroom, comes with its own garage for added convenience. Washer and dryer

  Barry Creagan Howard Hanna Rand Realty

  2 Mountain Valley Rd, Boiceville, NY 12412
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  /27

  $375,000

  • 2 Beds
  • 2 Baths
  • 1,916 Sq Ft

  2914 New York 28, Shokan, NY 12481

  Affordable Two-Family Opportunity in Shokan! Set on 2 acres with frontage along Route 28, this two-family home is ready for its next chapter. The first-floor unit features 1 bedroom and 1 bath plus an office; the second-floor apartment includes 1 bedroom and 1 bath—ideal for extended family, rental income, or offsetting your mortgage. The property needs renovation, but the potential is real for

  Beth Alfeld Keller Williams Realty HV Nort

  2914 New York 28, Shokan, NY 12481
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  /40

  $249,000

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft

  62 Watson Hollow Rd, West Shokan, NY 12494

  Vintage 3-Season Cottage on the Bushkill Creek! Brimming with charm and potential, this beloved vintage cottage has been in the same family for over 50 years. Set on 1.4 park-like acres along the scenic Bushkill Creek, it offers a peaceful retreat with a touch of nostalgia. The large eat-in kitchen serves as a versatile gathering space, perfect for casual meals or creative projects. While the

  Ellen Osgood Coldwell Banker Village Green

  62 Watson Hollow Rd, West Shokan, NY 12494
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  /25

  $349,999

  • 3 Beds
  • 1.5 Baths
  • 2,520 Sq Ft

  3076 New York 28, Shokan, NY 12481

  Nestled in the heart of the beautifully scenic Town of Olive, this spacious 3-bedroom, 2-bath home offers over 2,500 sq ft of potential just waiting for your vision and TLC. Set back on more than 3 peaceful acres with a serene stream running through the backyard, the property provides the perfect backdrop for a dream renovation or full-time retreat.Whether you're seeking a private

  Barry Creagan Howard Hanna Rand Realty

  3076 New York 28, Shokan, NY 12481
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  /24

  $495,000

  • 2 Beds
  • 1 Bath
  • 1,388 Sq Ft

  44 Sheldon Hill Rd, Olivebridge, NY 12461

  As you enter the property your first impression will be of the abundance of plants organized into sections by the antique split-rail fencing. Then in front of you is a huge barn-style building and to your right is the ranch home. Rustic charm screams from every angle: The barn has 3 horse stalls on the right side, flanking a large central garage. On the left side is a workshop. All of this

  Yvonne Wilder Four Seasons Sotheby's Int'l R

  44 Sheldon Hill Rd, Olivebridge, NY 12461
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  /30

  $400,000

  • 2 Beds
  • 1 Bath
  • 876 Sq Ft

  4618 Atwood Rd, Stone Ridge, NY 12484

  Charming two-bedroom cottage, tucked along a country road, just minutes from the heart of Stone Ridge, NY. This sunny and well maintained two-bedroom, one-bath cottage offers a perfect blend of charm, comfort, and convenience in the Hudson Valley. Step inside to find an inviting eat-in kitchen anchored by a cozy woodstove—ideal for gathering on cool evenings and adding warmth and character to the

  Eric Bean Coldwell Banker Village Green

  4618 Atwood Rd, Stone Ridge, NY 12484
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  /45

  $1,799,500

  • 6 Beds
  • 6 Baths
  • 6,164 Sq Ft

  174 Bristol Hill Rd, Glenford, NY 12433

  Secluded 6-Bedroom Estate with Seasonal Reservoir Views and Stunning Sunrises !sauna, reservoir view, Woodstock, luxury kitchen, elevator shaft, accessibility and grand staircase Nestled on a quiet, picturesque road just 4 miles from the heart of Woodstock, this extraordinary 6-bedroom, 6-bathroom estate offers privacy, craftsmanship, and timeless character on nearly 2 acres of lush,

  Thomas Pignone Green Ventures Realty

  174 Bristol Hill Rd, Glenford, NY 12433
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  /20

  $189,900

  • Land
  • 2.60 Acres
  • $73,038 per Acre

  TBD Bostock Rd, Shokan, NY 12481

  This nearly 3 acre parcel of land is located in the countryside of Shokan NY on a quiet country road at the foothills of the Catskill Mountains. Let your imagination run wild with this level and partially wooded property. Electric is at the road and this parcel may also fit into the future Shokan Sewer District.

  Michael Lawlor Howard Hanna Rand Realty

  TBD Bostock Rd, Shokan, NY 12481
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  /11

  $749,900

  • Land
  • 28 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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  /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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  /25

  $499,000

  • 3 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 Hudson Dwellings Realty

  27 Crosswell Manor Dr, Shokan, NY 12481
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  /31

  $645,000

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

  252 Upper Boiceville Rd, Boiceville, NY 12412

  OPEN HOUSE SUNDAY 8/24 FROM 11-1PM. This property is 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

  Richard Greenspan Ruth Gale Realty

  252 Upper Boiceville Rd, Boiceville, NY 12412
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  /21

  $515,000

  • 2 Beds
  • 1 Bath
  • 1,251 Sq Ft

  183 Mill Rd, Olivebridge, NY 12461

  Nestled in the Catskill Mountains on 2.2 private acres, this fully renovated 2-bedroom, 1-bath home offers the ideal retreat. Enjoy serene woodland views from the back porch or relax inside with cathedral ceilings and abundant natural light. The home boasts all-new plumbing and electric, a modern kitchen with custom wood cabinetry, quartz countertops, and high-end stainless appliances. Hardwood

  Michael Bussa K. Fortuna Realty, Inc.

  183 Mill Rd, Olivebridge, NY 12461
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  /25

  $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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  /21

  $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

  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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  /23

  $30,000

  • Land
  • 2.00 Acres
  • $15,000 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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  /56

  $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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  /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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  /31

  $649,500

  • 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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  /11

  $219,000

  • 2 Beds
  • 1 Bath
  • 1,077 Sq Ft

  3382 State Route 28, Shokan, NY 12481

  MOTIVATED SELLER!!! 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

  Siobhan Scanlan Win Morrison Realty-K

  3382 State Route 28, Shokan, NY 12481
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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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