2,479

Olive Homes

Section Image
  • /53

    $849,000

    • 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
  • /61

    $750,000

    Sold Mar 02, 2026

    44 Turner Rd, West Shokan, NY 12494

    • 2 Beds
    • 2 Baths
    • 1,795 Sq Ft
    • Built 1973

    Last Sold Summary

    • $418/SF
    • 20 Days On Market

    Current Estimated Value $732,996

    Last Listing Agent Amy Lonas Coldwell Banker Village Green

    44 Turner Rd, West Shokan, NY 12494
  • /40

    $1,250,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 3,702 Sq Ft

    14 Tetta Ln, Olivebridge, NY 12461

    Built in 2023 and set on over seven private acres, this stunning contemporary home delivers modern design, open space, and true Hudson Valley serenity. Soaring ceilings and a thoughtfully designed open floor plan fill the home with natural light, creating an atmosphere that is equally suited for peaceful everyday living and effortless entertaining. The sleek, modern kitchen flows seamlessly into

    Kelley Hartmann Serhant LLC

    14 Tetta Ln, Olivebridge, NY 12461
  • /24

    $400,000

    Sold Mar 06, 2026

    44 Sheldon Hill Rd, Olivebridge, NY 12461

    • 2 Beds
    • 1 Bath
    • 1,388 Sq Ft
    • Built 1957

    Last Sold Summary

    • 19% Below List Price
    • $288/SF
    • 159 Days On Market

    Current Estimated Value $414,894

    Last Listing Agent Yvonne Wilder Four Seasons Sotheby's Int'l R

    44 Sheldon Hill Rd, Olivebridge, NY 12461
  • /50

    $1,750,000

    • 4 Beds
    • 3.5 Baths
    • 4,103 Sq Ft

    16 Sahler Mill Rd, Olivebridge, NY 12461

    Set back down a long paved driveway, this property's picturesque setting provides complete privacy, breathtaking views and a tranquil atmosphere that truly defines country living at its finest. Discover the charm of this stunning 6 acre park-like property, featuring 3 ponds surrounded by stone walls (one with a timer-set fountain), meandering streams and frontage on the Rochester Creek. The

    Amy Levine Howard Hanna Rand Realty

    16 Sahler Mill Rd, Olivebridge, NY 12461
  • /24

    $315,000

    Sold Dec 19, 2025

    31 Lang Rd, West Shokan, NY 12494

    • 4 Beds
    • 2.5 Baths
    • 3,330 Sq Ft
    • Built 1961

    Last Sold Summary

    • 19% Below List Price
    • $95/SF
    • 182 Days On Market

    Current Estimated Value $578,837

    Last Listing Agent Richard Vizzini Corcoran Country Living

    31 Lang Rd, West Shokan, NY 12494
    • /34

      Est $1,030,457

      Not Listed For Sale

      85 Crispell Rd, Olivebridge, NY 12461

      • 4 Beds
      • 2 Baths
      • 2,200 Sq Ft
      • Built 1990
      85 Crispell Rd, Olivebridge, NY 12461

      Last Sold Summary

      • 34 Days On Market

  • /78

    $1,750,000

    • 4 Beds
    • 3.5 Baths
    • 4,103 Sq Ft

    16 Lower Sahler Mill Rd, Olivebridge, NY 12461

    Set back down a long paved driveway, this property's picturesque setting provides complete privacy, breathtaking views and a tranquil atmosphere that truly defines country living at its finest. Discover the charm of this stunning 6 acre park-like property, featuring 3 ponds surrounded by stone walls (one with a timer-set fountain), meandering streams and frontage on the Rochester Creek. The

    Amy Levine Howard Hanna Rand Realty

    16 Lower Sahler Mill Rd, Olivebridge, NY 12461
  • /23

    $415,000

    Sold Feb 10, 2026

    74 Upper Boiceville Rd, Boiceville, NY 12412

    • 3 Beds
    • 2 Baths
    • 1,625 Sq Ft
    • Built 1958

    Last Sold Summary

    • $255/SF
    • 33 Days On Market

    Current Estimated Value $411,779

    Last Listing Agent Dustin Leibowitz eXp Realty, LLC

    74 Upper Boiceville Rd, Boiceville, NY 12412
    • /2

      Est $585,589

      Not Listed For Sale

      393 Acorn Hill Rd, Olivebridge, NY 12461

      • 3 Beds
      • 2 Baths
      • 1,553 Sq Ft
      • Built 1825
      393 Acorn Hill Rd, Olivebridge, NY 12461

      Last Sold Summary

  • /26

    $850,000

    Pending
    • 2 Beds
    • 1 Bath
    • 1,193 Sq Ft

    363 Beaverkill Rd, Olivebridge, NY 12461

    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

    363 Beaverkill Rd, Olivebridge, NY 12461
  • /32

    $575,000

    Sold Mar 19, 2026

    1626 County Road 2, Olivebridge, NY 12461

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1947

    Last Sold Summary

    • 11% Below List Price
    • $411/SF
    • 209 Days On Market

    Current Estimated Value $554,412

    Last Listing Agent Zachary Jarvis BHHS Nutshell Realty

    1626 County Road 2, Olivebridge, NY 12461
    • /22

      Est $373,856

      Not Listed For Sale

      625 Acorn Hill Rd, Olivebridge, NY 12461

      • 2 Beds
      • 1 Bath
      • 1,088 Sq Ft
      • Built 1961
      625 Acorn Hill Rd, Olivebridge, NY 12461

      Last Sold Summary

      • 33 Days On Market

  • /69

    $1,100,000

    $195K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,955 Sq Ft

    269 Watson Hollow Rd, West Shokan, NY 12494

    Set in the quiet, storied hills of West Shokan, 269 Watson Hollow Road offers a rare blend of historic character and natural beauty. Originally constructed in the 1800s as a barn, this distinctive home was thoughtfully relocated across the stream approximately 40 years ago, where it now rests gracefully against the mountain backdrop.16.5 acres extend to the top of the ridge behind the house.

    Jeanne Boice Howard Hanna Rand Realty

    269 Watson Hollow Rd, West Shokan, NY 12494
  • /41

    $1,195,000

    Sold Sep 29, 2025

    465 High Point Mountain Rd, West Shokan, NY 12494

    • 4 Beds
    • 4 Baths
    • 3,941 Sq Ft
    • Built 1970

    Last Sold Summary

    • 13% Below List Price
    • $303/SF
    • 90 Days On Market

    Last Listing Agent Hayes Clement Compass Greater New York, LLC

    465 High Point Mountain Rd, West Shokan, NY 12494
  • /5

    $67,500

    $8K PRICE DROP
    • Land
    • 14,374 Sq Ft
    • $204,545 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
  • /31

    $499,000

    Sold Jul 29, 2025

    15 Desilva Rd, Boiceville, NY 12412

    • 3 Beds
    • 2 Baths
    • 1,852 Sq Ft
    • Built 1976

    Last Sold Summary

    • $269/SF
    • 35 Days On Market

    Current Estimated Value $489,500

    Last Listing Agent Kristabelle McDermott The Machree Group, LLC

    15 Desilva Rd, Boiceville, NY 12412
    • /43

      Est $445,820

      Not Listed For Sale

      1262 County Road 2, Olivebridge, NY 12461

      • 4 Beds
      • 2 Baths
      • 1,560 Sq Ft
      • Built 1988
      1262 County Road 2, Olivebridge, NY 12461

      Last Sold Summary

      • 69 Days On Market

  • /17

    $99,900

    $50K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 800 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
  • /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
    • /25

      Est $342,217

      Not Listed For Sale

      592 Acorn Hill Rd, Olivebridge, NY 12461

      • 1 Bed
      • Built 1959
      592 Acorn Hill Rd, Olivebridge, NY 12461

      Last Sold Summary

      • 55 Days On Market

  • /35

    $599,900

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

    90 Jomar Ln, Olivebridge, NY 12461

    Welcome to 90 Jomar Lane, a spacious, move-in-ready ranch thoughtfully laid out for comfortable living. An additional 920 sq ft of living space is located in the fully finished basement and is not included in the 1,568 sq ft of the main level. This home features 3 bedrooms and 3 full bathrooms, and a large walk-up attic offering excellent storage or future potential. The primary bedroom opens to

    Chris Weber BHHS HUDSON VALLEY PROP-NP

    90 Jomar Ln, Olivebridge, NY 12461
  • 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 $428,393

    Last Listing Agent Juliet Lopez Keller Williams Rlty Integrity

    142 Chris Ln, Olivebridge, NY 12461
    • /34

      Est $420,391

      Not Listed For Sale

      698 Acorn Hill Rd, Olivebridge, NY 12461

      • 2 Beds
      • 2 Baths
      • 1,550 Sq Ft
      • Built 1956
      698 Acorn Hill Rd, Olivebridge, NY 12461

      Last Sold Summary

      • 151 Days On Market

  • /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
  • /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 $429,518

    Last Listing Agent Francesca Ortolano Past Member

    77 Upper Boiceville Rd, Boiceville, NY 12412
    • /22

      Est $348,356

      Not Listed For Sale

      119 Sheldon Hill Rd, Olivebridge, NY 12461

      • 3 Beds
      • 2 Baths
      • 1,750 Sq Ft
      • Built 1958
      119 Sheldon Hill Rd, Olivebridge, NY 12461

      Last Sold Summary

      • 108 Days On Market

  • /25

    $589,000

    New Construction $14K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    349 High Point Mountain Rd, West Shokan, NY 12494

    Looking for an easy, simple move to the country? This is the one for you! This brand new construction, 2 bedroom 2 bath home offers easy living at its finest. Situated on 2.6 acres on a quiet country road, enjoy open concept living while bringing the outdoors in through the large sliding glass doors and windows. The main area of the home is perfect for entertaining with the high ceilings and

    Zachary Jarvis BHHS Nutshell Realty

    349 High Point Mountain Rd, West Shokan, NY 12494
  • /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 $916,135

    Last Listing Agent Mark Kanter BHHS HUDSON VALLEY PROP-WDST

    48 Hillside Dr, West Shokan, NY 12494
    • /29

      Est $389,889

      Not Listed For Sale

      284 Sheldon Hill Rd, Olivebridge, NY 12461

      • 3 Beds
      • 1 Bath
      • 1,026 Sq Ft
      • Built 1943
      284 Sheldon Hill Rd, Olivebridge, NY 12461

      Last Sold Summary

      • 59 Days On Market

  • /2

    $180,000

    • Land
    • 5.61 Acres
    • $32,086 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
  • /13

    $88,000

    Sold May 14, 2026

    6 Birch Knoll Ln, Olivebridge, NY 12461

    • Land
    • 3 Acres
    • $29,333 per Acre

    Last Sold Summary

    • 23% Below List Price
    • 61 Days On Market

    Current Estimated Value $115,900

    Last Listing Agent Patty Matus eXp Realty, LLC

    6 Birch Knoll Ln, Olivebridge, NY 12461
    • /31

      Est $595,232

      Not Listed For Sale

      216 Sheldon Hill Rd, Olivebridge, NY 12461

      • 3 Beds
      • 2 Baths
      • 1,246 Sq Ft
      • Built 1939
      216 Sheldon Hill Rd, Olivebridge, NY 12461

      Last Sold Summary

      • 8 Days On Market

  • /12

    $224,999

    • 2 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    106 Sheldon Hill Rd, Olivebridge, NY 12461

    Investor opportunity in Olivebridge! Situated on 1.12 acres, 106 Sheldon Hill Road offers a 2-bedroom, 1.5-bath home with approximately 1,456 square feet of living space and a full unfinished basement, providing additional potential for storage or future expansion. Ideal for investors, contractors, or buyers looking for a renovation project in the Hudson Valley, this home presents a chance to

    Vincent Reda Keller Williams Realty

    106 Sheldon Hill Rd, Olivebridge, NY 12461
  • /41

    $600,000

    Sold Aug 14, 2025

    441 Upper Sahler Mill Rd, Olivebridge, NY 12461

    • 3 Beds
    • 2 Baths
    • 1,918 Sq Ft
    • Built 1900

    Last Sold Summary

    • 14% Below List Price
    • $313/SF
    • 293 Days On Market

    Last Listing Agent David Todd eXp Realty, LLC

    441 Upper Sahler Mill Rd, Olivebridge, NY 12461
    • /35

      Est $763,006

      Not Listed For Sale

      241 Sheldon Hill Rd, Olivebridge, NY 12461

      • 4 Beds
      • 2 Baths
      • 2,290 Sq Ft
      • Built 1986
      241 Sheldon Hill Rd, Olivebridge, NY 12461

      Last Sold Summary

      • 76 Days On Market

Showing Results 41 - 80, Page 2 of 18

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