3,507

Olivebridge, NY Homes

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  • /33

    $545,000 Open Sat 11AM - 1PM

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

    252 Upper Boiceville Rd, Boiceville, NY 12412

    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 mountain views. The first floor open

    Richard Greenspan Ruth Gale Realty

    252 Upper Boiceville Rd, Boiceville, NY 12412
  • 1401 State Route 28a, West Hurley, NY 12491

    $1,175,000 Sold Jul 24, 2025

    1401 State Route 28a, West Hurley, NY 12491

    • 3 Beds
    • 2.5 Baths
    • 2,398 Sq Ft
    • Built 2004

    Last Sold Summary

    • $490/SF
    • 19 Days On Market

    Current Estimated Value $1,188,000

    Last Listing Agent Christina Ahouse Four Seasons Sothebys Intl

    1401 State Route 28a, West Hurley, NY 12491
    • /29

      Est $440,048 Not Listed For Sale

      43 Weber Ln, Olivebridge, NY 12461

      • 3 Beds
      • 2 Baths
      • 1,274 Sq Ft
      • Built 1935
      43 Weber Ln, Olivebridge, NY 12461

      Last Sold Summary

      • 26% Above List Price
      • $274/SF
      • 274 Days On Market

      Last Sold Price $349,000

      Last Listing Agent Stephen Cerini L. Morse & Associates

  • /30

    $515,000

    • 2 Beds
    • 1 Bath
    • 1,251 Sq Ft

    183 Mill Rd, Olivebridge, NY 12461

    The perfect getaway from the hustle and bustle of the world. Nestled quietly in the Catskill Mountain Range, just minutes from the Ashokan Reservoir and a short drive away from Woodstock, Rosendale, Kingston, and New Paltz sits this lovely, renovated 2 bed, 1 bath home. On the property you'll find 2.2 acres of tranquility as you can look out the back windows at nearly all hours and see the

    Michael Bussa K. Fortuna Realty, Inc.

    183 Mill Rd, Olivebridge, NY 12461
  • /19

    $140,000 Sold Jun 07, 2025

    TBD Wynkoop Rd, Olivebridge, NY 12461

    • Land
    • 2.67 Acres
    • $52,434 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 102 Days On Market

    Last Listing Agent Ryan Basten BHHS Nutshell Realty

    TBD Wynkoop Rd, Olivebridge, NY 12461
    • /35

      Est $2,083,092 Not Listed For Sale

      250 Acorn Hill Rd, Olivebridge, NY 12461

      • 3 Beds
      • 3.5 Baths
      • 2,119 Sq Ft
      • Built 2023
      250 Acorn Hill Rd, Olivebridge, NY 12461

      Last Sold Summary

      • 3% Below List Price
      • $1,015/SF
      • 65 Days On Market

      Last Sold Price $2,150,000

      Last Listing Agent Richard Vizzini Corcoran Country Living

  • /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
  • 142 Chris Ln, Olivebridge, NY 12461

    $395,000 Sold Aug 01, 2025

    142 Chris Ln, Olivebridge, NY 12461

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Built 1972

    Last Sold Summary

    • 23% Below List Price
    • $158/SF
    • 247 Days On Market

    Current Estimated Value $424,353

    Last Listing Agent Juliet Lopez Keller Williams Rlty Integrity

    142 Chris Ln, Olivebridge, NY 12461
    • /37

      Est $565,487 Not Listed For Sale

      27 Cross Rd, Olivebridge, NY 12461

      • 3 Beds
      • 1 Bath
      • 1,103 Sq Ft
      • Built 1986
      27 Cross Rd, Olivebridge, NY 12461

      Last Sold Summary

      • 8% Above List Price
      • $476/SF
      • 76 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Mary Orapello Howard Hanna Rand Realty

  • /26

    $850,000

    • Land
    • 72.4 Acres
    • $11,740 per Acre

    00 Beaverkill Rd, Kingston, NY 12401

    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

    00 Beaverkill Rd, Kingston, NY 12401
  • /46

    $690,000 Sold Feb 05, 2026

    4723 State Route 213, Olivebridge, NY 12461

    • 6 Beds
    • 4 Baths
    • 2,582 Sq Ft
    • Built 1932

    Last Sold Summary

    • 1% Below List Price
    • $267/SF
    • 74 Days On Market

    Current Estimated Value $634,592

    Last Listing Agent Amy Owens Coldwell Banker Village Green

    4723 State Route 213, Olivebridge, NY 12461
    • /22

      Est $606,809 Not Listed For Sale

      2778 County Road 3, Olivebridge, NY 12461

      • 3 Beds
      • 2 Baths
      • 1,584 Sq Ft
      • Built 1870
      2778 County Road 3, Olivebridge, NY 12461

      Last Sold Summary

      • 3% Below List Price
      • $395/SF
      • 20 Days On Market

      Last Sold Price $625,000

      Last Listing Agent Jeff Serouya Compass Greater NY, LLC

  • /35

    $1,200,000

    • Land
    • 75.4 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
  • /54

    $415,000 Sold Oct 03, 2025

    77 Upper Boiceville Rd, Boiceville, NY 12412

    • 4 Beds
    • 2 Baths
    • 1,664 Sq Ft
    • Built 1968

    Last Sold Summary

    • 5% Above List Price
    • $249/SF
    • 16 Days On Market

    Current Estimated Value $428,342

    Last Listing Agent Francesca Ortolano Past Member

    77 Upper Boiceville Rd, Boiceville, NY 12412
    • /23

      Est $401,197 Not Listed For Sale

      40 Onteora Ct, Shokan, NY 12481

      • 3 Beds
      • 1.5 Baths
      • 1,668 Sq Ft
      • Built 1965
      40 Onteora Ct, Shokan, NY 12481

      Last Sold Summary

      • 18% Above List Price
      • $203/SF
      • 38 Days On Market

      Last Sold Price $339,000

      Last Listing Agent Pieta Williams Halter Associates Realty

  • /13

    $115,000 Pending

    • Land
    • 3 Acres
    • $38,333 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
  • /17

    $385,000 Sold Dec 04, 2025

    121-1 Mountain Rd, Shokan, NY 12481

    • 3 Beds
    • 2 Baths
    • 1,647 Sq Ft
    • Built 1992

    Last Sold Summary

    • 19% Below List Price
    • $234/SF
    • 177 Days On Market

    Last Listing Agent Jayme Staten United Real Estate HV Edge

    121-1 Mountain Rd, Shokan, NY 12481
    • /34

      Est $533,575 Not Listed For Sale

      92 Red Maple Rd, Shokan, NY 12481

      • 4 Beds
      • 2.5 Baths
      • 2,013 Sq Ft
      • Built 1972
      92 Red Maple Rd, Shokan, NY 12481

      Last Sold Summary

      • 2% Above List Price
      • $261/SF
      • 51 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Sean Zimmerman Halter Associates Realty

  • /8

    $79,000

    • Land
    • 0.78 Acre
    • $101,282 per Acre

    0 Deerfield Rd Unit 20254253, Boiceville, NY 12412

    Rare lot in Boiceville with sewer connection available. This is a lightly wooded lot on a quiet dead end street but yet walking distance to Onteora High School, local supermarket, bus route, pharmacy, liquor store and Convenient Mart Gas Station and the Boiceville Rail Trail. Come take a look. The lot is near the end of the dead end so rarely any traffic. Boiceville has a lot to offer in this

    Siobhan Scanlan Win Morrison Realty-K

    0 Deerfield Rd Unit 20254253, Boiceville, NY 12412
  • /42

    $300,000 Sold May 21, 2025

    3040 New York 28, Shokan, NY 12481

    • 6 Beds
    • 3.5 Baths
    • 3,546 Sq Ft
    • Built 1915

    Last Sold Summary

    • 29% Below List Price
    • $85/SF
    • 659 Days On Market

    Last Listing Agent Kathy Shumway Win Morrison Realty-K

    3040 New York 28, Shokan, NY 12481
    • /34

      Est $485,233 Not Listed For Sale

      64 Longyear Rd, Shokan, NY 12481

      • 4 Beds
      • 2 Baths
      • 1,892 Sq Ft
      • Built 1910
      64 Longyear Rd, Shokan, NY 12481

      Last Sold Summary

      • 12% Above List Price
      • $230/SF
      • 176 Days On Market

      Last Sold Price $435,000

      Last Listing Agent unknownagent unknownagent unknownoffice

  • /18

    $349,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,968 Sq Ft

    12 Fern Ln, Shokan, NY 12481

    Have you been looking for a Contemporary Home? Maybe you haven't found one that's right for you? Well here's your chance to make it perfect, exactly the way you want! This Contemporary Home is ready for you to finish, your way. Located on a dead-end road in the beautiful Hamlet of Shokan, Town of Olive, this Contemporary Home is set on +/- 1.7 acres of land offering a nice sense of privacy. The

    Edwin Maldonado Howard Hanna Rand Realty

    12 Fern Ln, Shokan, NY 12481
  • /29

    $915,000 Sold Mar 09, 2026

    48 Hillside Dr, West Shokan, NY 12494

    • 3 Beds
    • 2.5 Baths
    • 3,033 Sq Ft
    • Built 2006

    Last Sold Summary

    • 6% Below List Price
    • $302/SF
    • 71 Days On Market

    Current Estimated Value $944,435

    Last Listing Agent Mark Kanter BHHS HUDSON VALLEY PROP-WDST

    48 Hillside Dr, West Shokan, NY 12494
    • /24

      Est $712,886 Not Listed For Sale

      54 Runge Rd, Shokan, NY 12481

      • 2 Beds
      • 2 Baths
      • 1,706 Sq Ft
      • Built 1962
      54 Runge Rd, Shokan, NY 12481

      Last Sold Summary

      • 2% Above List Price
      • $410/SF
      • 10 Days On Market

      Last Sold Price $700,000

      Last Listing Agent Sean Zimmerman Halter Associates Realty

  • /24

    $299,000 Pending

    • 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
  • 5013 State Route 213, Olivebridge, NY 12461

    $380,000 Sold Apr 22, 2025

    5013 State Route 213, Olivebridge, NY 12461

    • 2 Beds
    • 1 Bath
    • 1,093 Sq Ft
    • Built 1967

    Last Sold Summary

    • 15% Below List Price
    • $348/SF
    • 168 Days On Market

    Current Estimated Value $398,164

    Last Listing Agent Casey Kearns Corcoran Country Living

    5013 State Route 213, Olivebridge, NY 12461
    • 68 Butternut Knolls, West Shokan, NY 12494

      Est $752,789 Not Listed For Sale

      68 Butternut Knolls, West Shokan, NY 12494

      • 4 Beds
      • 3.5 Baths
      • 2,368 Sq Ft
      • Built 1986
      68 Butternut Knolls, West Shokan, NY 12494

      Last Sold Summary

      • 23% Above List Price
      • $258/SF
      • 121 Days On Market

      Last Sold Price $610,000

      Last Listing Agent Randy Florke Rural Connection Inc.

  • /4

    $209,000

    • Land
    • 1.6 Acres
    • $130,625 per Acre

    48 Ridge Rd, Shokan, NY 12481

    Discover the perfect blend of rural charm and convenience with this mostly level parcel in the Town of Olive. A municipal sewer system is scheduled for construction within the next year, adding future value and ease for development. Located just 4 minutes from Shokan and only 12 miles from Exit 19 on the NYS Thruway, you'll enjoy quick access to Kingston in about 15 minutes and the vibrant

    Julie Ronda BHHS HUDSON VALLEY PROP-NP

    48 Ridge Rd, Shokan, NY 12481
  • /49

    $1,575,000 Sold Sep 29, 2025

    147 Bristol Hill Rd, Glenford, NY 12433

    • 4 Beds
    • 5 Baths
    • 4,137 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Below List Price
    • $381/SF
    • 27 Days On Market

    Current Estimated Value $1,589,069

    Last Listing Agent Hayes Clement Compass Greater New York, LLC

    147 Bristol Hill Rd, Glenford, NY 12433
    • 45 Brodhead Rd, West Shokan, NY 12494

      Est $341,878 Not Listed For Sale

      45 Brodhead Rd, West Shokan, NY 12494

      • 3 Beds
      • 1 Bath
      • 984 Sq Ft
      • Built 1970
      45 Brodhead Rd, West Shokan, NY 12494

      Last Sold Summary

      • 31% Above List Price
      • $264/SF
      • 14 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Heather Martin United RE Hudson Valley Edge

  • /6

    $289,000

    • Land
    • 3.2 Acres
    • $90,312 per Acre

    61 Hillside Dr, Olive, NY 12494

    --3 Acres with Mountain Views, Stream, and Ready-to-Build ImprovementsThis beautiful 3-acre parcel offers the perfect blend of light, privacy, and convenience. The land has been thoughtfully cleared and de-stumped, allowing sunlight to pour in while mature trees frame the property’s natural borders. A gentle stream runs along the western edge, with Hanover Mountain providing a striking

    Ellen Osgood Coldwell Banker Village Green

    61 Hillside Dr, Olive, NY 12494
  • 0 Lot Pitcairn Rd, Glenford, NY 12433

    $925,000 Sold Jul 30, 2025

    0 Lot Pitcairn Rd, Glenford, NY 12433

    • Land
    • 10.58 Acres
    • $87,429 per Acre

    Last Sold Summary

    • 38 Days On Market

    Last Listing Agent Sean Zimmerman Halter Associates Realty Inc

    0 Lot Pitcairn Rd, Glenford, NY 12433
    • 3647 State Route 28a, West Shokan, NY 12494

      Est $881,507 Not Listed For Sale

      3647 State Route 28a, West Shokan, NY 12494

      • 2 Beds
      • 2 Baths
      • 1,718 Sq Ft
      • Built 1945
      3647 State Route 28a, West Shokan, NY 12494

      Last Sold Summary

      • 3% Below List Price
      • $527/SF
      • 16 Days On Market

      Last Sold Price $906,000

      Last Listing Agent Baris Demirel Serhant LLC

  • /20

    $189,900

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

    TBD Bostock Rd, Shokan, NY 12481

    The best of both worlds! Both private seclusion of living in the countryside, yet only seconds away from restaurants, shopping, major parks and emergency services! This rare opportunity of a beautiful, level, and ideally sized parcel in desirable Shokan. The perfect balance of flat cleared pasture and wooded wonderland with a year round stream. This dream parcel is nestled between Grant Averly

    Michael Lawlor Howard Hanna Rand Realty

    TBD Bostock Rd, Shokan, NY 12481
  • 169 Baker Rd, West Hurley, NY 12491

    $2,750,000 Sold Jan 12, 2026

    169 Baker Rd, West Hurley, NY 12491

    • 5 Beds
    • 3 Baths
    • 3,566 Sq Ft
    • Built 1918

    Last Sold Summary

    • 6% Above List Price
    • $771/SF
    • 164 Days On Market

    Current Estimated Value $2,544,224

    Last Listing Agent Jake Garay Serhant LLC

    169 Baker Rd, West Hurley, NY 12491
    • /35

      Est $659,261 Not Listed For Sale

      48 Lang Rd, West Shokan, NY 12494

      • 5 Beds
      • 2 Baths
      • 1,897 Sq Ft
      • Built 1930
      48 Lang Rd, West Shokan, NY 12494

      Last Sold Summary

      • 11% Above List Price
      • $314/SF
      • 12 Days On Market

      Last Sold Price $595,000

      Last Listing Agent Amy Rosen Ruth Gale Realty

  • /14

    $350,000

    • Land
    • 2.7 Acres
    • $129,630 per Acre

    679 Vly Rd, Stone Ridge, NY 12484

    On a peaceful road in one of the most beautiful locations of the Vly in Stone Ridge. With Striking views and Wide Open Skies this property has hidden fern gardens, mature trees and bordered by stone walls. Lovely open meadows lead to your private forest to hike and explore. Pond site. An added advantage is that while the property has a Stone Ridge address it has Town of Olive taxes. Listing

    Bill Sidoriak Flemming Realty

    679 Vly Rd, Stone Ridge, NY 12484
  • /32

    $465,000 Sold Oct 08, 2025

    35 Mountain Rd, Shokan, NY 12481

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft
    • Built 2002

    Last Sold Summary

    • 28% Below List Price
    • $242/SF
    • 385 Days On Market

    Current Estimated Value $467,699

    Last Listing Agent Machree Quaker The Machree Group, LLC

    35 Mountain Rd, Shokan, NY 12481
    • 48 Bell Ln, West Shokan, NY 12494

      Est $394,475 Not Listed For Sale

      48 Bell Ln, West Shokan, NY 12494

      • 2 Beds
      • 1 Bath
      • 738 Sq Ft
      • Built 1958
      48 Bell Ln, West Shokan, NY 12494

      Last Sold Summary

      • 4% Above List Price
      • $515/SF
      • 50 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Amy Owens Coldwell Banker Village Green

  • /35

    $549,900 Pending

    • 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

Showing Results 81 - 120, Page 3 of 18

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