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Studio to 3 Bedroom Homes for Sale in Olivebridge, NY

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  • /48

    $699,000

    • 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

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    Win Morrison

    Win Morrison Realty

    (845) 506-1624

    258 Watson Hollow Rd, West Shokan, NY 12494
  • /37

    $890,000

    • 3 Beds
    • 2.5 Baths
    • 2,184 Sq Ft

    2246 County Road 3, Olivebridge, NY 12461

    Nestled at the base of the Ashokan High Point mountain, one of the Catskills' most scenic peaks, this beautifully appointed, rustic 5.7-acre retreat is set back generously from a quiet country road just minutes from the Ashokan Reservoir. Custom built in 2000, the stylish, move-in-ready home features multiple great spaces for gathering with friends and family, both inside and out, starting with

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    Hayes Clement

    Compass Greater New York, LLC

    (845) 456-9829

    2246 County Road 3, Olivebridge, NY 12461
  • /29

    $1,990,000

    • 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

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    Veronica Newton

    Compass Greater NY, LLC

    (845) 328-5883

    30 Narrow Rd, Kingston, NY 12401
  • /65

    $899,000

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

    26 Carle Rd, Mount Tremper, NY 12457

    Breathtaking mountain views set the stage at 26 Carle Rd in Mount Tremper, a custom 3-story Contemporary that truly reflects the spirit of the Catskills. With 3 bedrooms, 2 baths, and an open floor plan, the home offers both comfort and serenity.The centerpiece is a dramatic stone fireplace with a wood-burning insert, its chimney running through all three levels and filling the home with

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    Elizabeth 'Beth' Alfeld

    Keller Williams Realty HV Nort

    (845) 448-2157

    26 Carle Rd, Mount Tremper, NY 12457
  • /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

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    Donna Brooks

    Compass Greater NY, LLC

    (845) 622-8031

    2772 New York 28, Shokan, NY 12481
  • /46

    $899,000

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

    26 Carle Rd, Mount Tremper, NY 12457

    Breathtaking mountain views set the stage at 26 Carle Rd in Mount Tremper, a custom 3-story Contemporary that truly reflects the spirit of the Catskills. With 3 bedrooms, 2 baths, and an open floor plan, the home offers both comfort and serenity. The centerpiece is a dramatic stone fireplace with a wood-burning insert, its chimney running through all three levels and filling the home with warmth

    Agent Photo

    Elizabeth 'Beth' Alfeld

    Keller Williams Hudson Valley

    (845) 448-2330

    26 Carle Rd, Mount Tremper, NY 12457
  • /39

    $299,000

    • 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 2 bedrooms and 1 bath; 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 first-time

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    Elizabeth 'Beth' Alfeld

    Keller Williams Hudson Valley

    (845) 506-1533

    2914 New York 28, Shokan, NY 12481
  • /41

    $825,000

    • 3 Beds
    • 3 Baths
    • 1,895 Sq Ft

    345 Glenford Wittenberg Rd, Glenford, NY 12433

    Set on three wooded and landscaped acres in the heart of the Catskills, this beautifully designed home blends modern comfort with timeless country charm. Offering 3 bedrooms, 3 bathrooms, including an attached ADU, the property is ideal for multi-generational living, guest accommodations, or additional rental income. Make your way to the top of the long tree lined driveway to be greeted by the

    Richard Vizzini Corcoran Country Living

    345 Glenford Wittenberg Rd, Glenford, NY 12433
  • /34

    $1,299,000 New Construction

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

    584 Acorn Hill Rd, Olivebridge, NY 12461

    Nestled on 2.9 acres on a country road in Olivebridge, this newly constructed residence offers a harmonious balance of contemporary elegance and the beauty of nature. Spanning nearly 3,000 square feet, this thoughtfully crafted home features 3 bedrooms, 3.5 baths, and a flex space ideal for an office, studio, or den. Each space has been designed with meticulous attention to detail, keeping modern

    Richard Vizzini Corcoran Country Living

    584 Acorn Hill Rd, Olivebridge, NY 12461
  • /43

    $2,649,000 New Construction

    • 3 Beds
    • 2 Baths
    • 2,640 Sq Ft

    185 Stone Church Rd, Kingston, NY 12401

    Poised for delivery in the coming months, Ango is an expression of light, space, and serenity. Situated on six acres of supreme privacy, this newly constructed residence by Hudson River Homes captures the essence of contemporary minimalism, framed by sweeping southern views and an architectural profile that pays homage to the art of flight.Every element of Ango has been curated to merge the

    Zak Gumpel HRH Development Brokers LLC

    185 Stone Church Rd, Kingston, NY 12401
  • /29

    $975,000

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

    48 Hillside Dr, West Shokan, NY 12494

    Secluded Luxury Log Home with Spectacular Ashokan Reservoir ViewsWelcome 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 efficient flat-interior

    Mark Kanter BHHS HUDSON VALLEY PROP-WDST

    48 Hillside Dr, West Shokan, NY 12494
  • /44

    $403,500

    • 2 Beds
    • 1.5 Baths
    • 1,525 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. Use your imagination

    Toni Scalici Asset Property Realty Services

    2 Shokan Park Rd, Shokan, NY 12481
  • /24

    $299,000

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

    3076 New York 28, Shokan, NY 12481

    A/O 11/25/2025 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
  • /27

    $199,000

    • 2 Beds
    • 2 Baths
    • 1,668 Sq Ft

    340 Upper Boiceville Rd, Boiceville, NY 12412

    This is a ''Diamond in the Rough...Excellent potential to create a wonderful country home.Bring your vision, imagination and your contractor.Truly, an instance of ''Location, Location, Location.''Privately sited on 3.8 acres, in Low Tax Olive.Property includes some acreage across the road to insure privacy.

    Margo Obourn Win Morrison Realty - W

    340 Upper Boiceville Rd, Boiceville, NY 12412
  • /31

    $645,000

    • 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
  • /35

    $629,900

    • 3 Beds
    • 1 Bath
    • 1,930 Sq Ft

    5030 State Route 213, Olivebridge, NY 12461

    Privacy and seclusion await at this inviting retreat set on 1.10 acres along a quiet country road. A charming rocking-chair front porch welcomes you into the foyer and sets the tone for the warmth found throughout the home. Offering three bedrooms and one full bath, the layout provides comfort and ease for everyday living. The family room flows seamlessly into the living room and the eat-in

    Megan Rios Berardi Realty

    5030 State Route 213, Olivebridge, NY 12461
  • /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
  • /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
  • /51

    $1,325,000

    • 3 Beds
    • 3.5 Baths
    • 3,581 Sq Ft

    483 Acorn Hill Rd, Olivebridge, NY 12461

    Lean into Catskills living at your stylish country retreat on Acorn Hill Road. Built in 2022, this home is equal parts sanctuary and gathering place. Mornings begin on the wide front porch with coffee and crossword puzzle in hand. Afternoons spill onto the back deck, overlooking an expansive lawn framed by timeless stone walls. The lush backyard is the perfect place for games, gardening, and

    Laurel Sweeney Berkshire Hathaway Homeservice

    483 Acorn Hill Rd, Olivebridge, NY 12461
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