Olive Homes

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  $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

  

  Win Morrison

  Win Morrison Realty

  (845) 506-1624

  258 Watson Hollow Rd, West Shokan, NY 12494
• Explore Olive

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  /68

  $10,000 per month

  • 3 Beds
  • 3 Baths
  • 2,561 Sq Ft
  • House for Rent

  114 Chase Rd, Shokan, NY 12481

  Experience the rare opportunity to lease an extraordinary 70 acre equestrian estate where breathtaking natural beauty meets timeless sophistication.This reimagined three bedroom, 3 bath farmhouse blends rustic charm with refined modern luxury, creating a country life-style immersed in both nature and comfort. The heart of the home features a wood-burning fireplace with a custom decorative mantle

  Gail Cadden Coldwell Banker Village Green

  114 Chase Rd, Shokan, NY 12481
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  /23

  $925,000 Sold Dec 03, 2025

  52 Aster Rd, Olivebridge, NY 12461

  • 3 Beds
  • 2 Baths
  • 1,403 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Below List Price
  • $659/SF
  • 96 Days On Market

  Last Listing Agent Ashley Prather Corcoran Country Living

  52 Aster Rd, Olivebridge, NY 12461
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  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,725 Sq Ft

  8 Heyden Off Chase Rd, Shokan, NY 12481

  8 Heyden Off Chase Rd, Shokan, NY 12481
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  $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

  

  Hayes Clement

  Compass Greater New York, LLC

  (845) 456-9829

  2246 County Road 3, Olivebridge, NY 12461
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  /25

  $475,000 Sold Dec 04, 2025

  27 Crosswell Manor Dr, Shokan, NY 12481

  • 3 Beds
  • 3 Baths
  • 2,900 Sq Ft
  • Built 1971

  Last Sold Summary

  • 18% Below List Price
  • $164/SF
  • 161 Days On Market

  Last Listing Agent Laura Prince Hudson Dwellings Realty

  27 Crosswell Manor Dr, Shokan, NY 12481
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  /38

  Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,700 Sq Ft

  4047 New York 28a, West Shokan, NY 12494

  4047 New York 28a, West Shokan, NY 12494
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  /50

  $2,200,000

  • 4 Beds
  • 3 Baths
  • 3,671 Sq Ft

  53 Freeman Avery Rd, Olivebridge, NY 12461

  An architectural gem tucked away on 40 acres of pristine forest, this striking 3,671-square-foot residence is a stunning fusion of modern architecture and natural beauty. Crafted by the acclaimed Resolution: 4 Architecture, incorporating all of their most coveted features that converge in this divine mid century modern design. Travel down the tree lined driveway past a cascading waterfall to a

  Richard Vizzini Corcoran Country Living

  53 Freeman Avery Rd, Olivebridge, NY 12461
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  $760,000 Sold Aug 18, 2025

  199 Kelder Hwy, Olivebridge, NY 12461

  • 3 Beds
  • 2 Baths
  • 1,709 Sq Ft
  • Built 2019

  Last Sold Summary

  • 8% Below List Price
  • $445/SF
  • 32 Days On Market

  Current Estimated Value $780,925

  Last Listing Agent Lynelle Alessi Keller Williams Hudson Valley

  199 Kelder Hwy, Olivebridge, NY 12461
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  /27

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,710 Sq Ft

  3647 Route 28a, West Shokan, NY 12494

  3647 Route 28a, West Shokan, NY 12494
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  $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
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  $1,475,000 Sold Mar 26, 2025

  70 Ricci Rd, Olivebridge, NY 12461

  • 4 Beds
  • 3 Baths
  • 2,450 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $602/SF
  • 157 Days On Market

  Last Listing Agent Dylan Taft Taft Street Realty, Inc.

  70 Ricci Rd, Olivebridge, NY 12461
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  Est $337,289 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,434 Sq Ft

  4192 State Route 28, Boiceville, NY 12412

  4192 State Route 28, Boiceville, NY 12412
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  $1,100,000 Pending

  • 4 Beds
  • 5 Baths
  • 3,522 Sq Ft

  54 Tetta Ln, Olivebridge, NY 12461

  New barn-style home going up on 7+ acres in Olivebridge. Lots of space spread out over 3 floors. Plenty of exterior porches as well. Quiet, private, and pretty.,AboveGrade:3522,Below Grnd Sq Feet:1269,FLOORING:Wood,FOUNDATION:Concrete,OTHERROOMS:Family Room,Formal Dining Room,Office/Computer Room,ROOF:Asphalt Shingles,Unfinished Square Feet:217

  Chuck Petersheim Lazy Meadows Realty

  54 Tetta Ln, Olivebridge, NY 12461
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  $1,055,000 Sold Nov 13, 2025

  4085 New York 28a, West Shokan, NY 12494

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1900

  Last Sold Summary

  • 10% Below List Price
  • $422/SF
  • 32 Days On Market

  Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  4085 New York 28a, West Shokan, NY 12494
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  /44

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,542 Sq Ft

  14 Stonehill Rd, Olivebridge, NY 12461

  14 Stonehill Rd, Olivebridge, NY 12461
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  /52

  $1,575,000

  • 4 Beds
  • 4 Baths
  • 2,443 Sq Ft

  77 Lower Sahler Mill Rd, Olivebridge, NY 12461

  Tucked away on a sleepy country road, this gut-renovated and completely re-imagined 1930s retreat offers the perfect blend of privacy, natural beauty, and modern comfort. The main house is defined by a copious amount of windows and skylights which drenches the home in natural light and creates a perpetual connection to the outdoors. The kitchen boasts new appliances, soapstone counters and a

  Kyle Needham Compass Greater NY, LLC

  77 Lower Sahler Mill Rd, Olivebridge, NY 12461
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  /16

  $405,000 Sold May 12, 2025

  7 Pinecrest Dr, West Shokan, NY 12494

  • 3 Beds
  • 2.5 Baths
  • 1,672 Sq Ft
  • Built 2001

  Last Sold Summary

  • 11% Below List Price
  • $242/SF
  • 161 Days On Market

  Current Estimated Value $450,200

  Last Listing Agent Ronnie Rebis Grist Mill Real Estate

  7 Pinecrest Dr, West Shokan, NY 12494
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  Est $1,452,196 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,521 Sq Ft

  452 Krumville Rd, Olivebridge, NY 12461

  452 Krumville Rd, Olivebridge, NY 12461
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  /17

  $149,900

  • 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
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  /59

  $407,000 Sold Dec 16, 2025

  20 Beechford Dr, Boiceville, NY 12412

  • 2 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $290/SF
  • 26 Days On Market

  Last Listing Agent Karen Gilbane Corcoran Country Living

  20 Beechford Dr, Boiceville, NY 12412
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  /26

  Est $578,944 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft

  219 Brown Rd, Olivebridge, NY 12461

  219 Brown Rd, Olivebridge, NY 12461
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  /12

  $299,888

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft

  515 Acorn Hill Rd, Olivebridge, NY 12461

  GREAT FOR BUILDERS.....THIS IS 2 FUNCTIONING MOBILE HOMES ON 2 LOTS BEING SOLD TOGETHER. ADDRESSES ARE 115 AND 117 ACORN HILL RD..... COMBINED LOTS IS A TOTAL OF 2.4 ACRES OF BEAUTIFUL LAND IN THE HIGHLY DESIRED AREA OF CATSKILL.....THIS LAND GRANDFATHERED IN YOU CAN BUILD 3-4 HOMES, AND IT IS PERFECT FOR INVESTORS....1.5 MILLION DOLLAR HOMES ARE BEING BUILT ACROSS THE STREET AND ON THE SAME

  Joseph Lombardo Listing by Lombardo Homes & Estates

  

  515 Acorn Hill Rd, Olivebridge, NY 12461
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  /53

  $509,250 Sold Jun 13, 2025

  54 Hillside Dr, West Shokan, NY 12494

  • 3 Beds
  • 1.5 Baths
  • 1,624 Sq Ft
  • Built 1996

  Last Sold Summary

  • 7% Below List Price
  • $314/SF
  • 181 Days On Market

  Current Estimated Value $528,118

  Last Listing Agent Edwin Maldonado Howard Hanna Rand Realty

  54 Hillside Dr, West Shokan, NY 12494
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  /12

  Est $393,542 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,231 Sq Ft

  1979 County Road 3, Olivebridge, NY 12461

  1979 County Road 3, Olivebridge, NY 12461
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  /33

  $779,000

  • 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,

  Hilton Purvis Coldwell Banker Village GreenN

  281 Dewitt Rd, Olivebridge, NY 12461
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  /34

  $840,000 Sold Jul 08, 2025

  516 Watson Hollow Rd, West Shokan, NY 12494

  • 4 Beds
  • 2 Baths
  • 2,345 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Above List Price
  • $358/SF
  • 19 Days On Market

  Current Estimated Value $839,756

  Last Listing Agent Diana Polack Compass Greater NY, LLC

  516 Watson Hollow Rd, West Shokan, NY 12494
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  Est $868,568 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,376 Sq Ft

  534 Upper Samsonville Rd, Olivebridge, NY 12461

  534 Upper Samsonville Rd, Olivebridge, NY 12461
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  /24

  $425,000 Under Contract

  • 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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  /11

  $75,000 Sold May 13, 2025

  349 High Point Mountain Rd, West Shokan, NY 12494

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1990

  Last Sold Summary

  • 21% Below List Price
  • $62/SF
  • 206 Days On Market

  Last Listing Agent Henry Ford Coldwell Banker Village Green

  349 High Point Mountain Rd, West Shokan, NY 12494
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  Est $968,136 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  85 Crispell Rd, Olivebridge, NY 12461

  85 Crispell Rd, Olivebridge, NY 12461
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  /23

  $415,000 Pending

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

  74 Upper Boiceville Rd, Boiceville, NY 12412

  Welcome to your fully reimagined 2025 Catskills retreat—move-in ready the moment you turn the key. This light-filled home has been updated top to bottom: energy-efficient windows, updated electric and plumbing, mini-split climate control, on-demand hot water, newer roof and a whole-house generator that keeps the lights on no matter what. Inside, fresh flooring, crisp paint, new trim and doors

  Dustin Leibowitz eXp Realty, LLC

  74 Upper Boiceville Rd, Boiceville, NY 12412
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  /51

  $945,000 Sold Sep 30, 2025

  11 Heyden Rd, Shokan, NY 12481

  • 3 Beds
  • 2 Baths
  • 1,794 Sq Ft
  • Built 1949

  Last Sold Summary

  • $527/SF
  • 71 Days On Market

  Last Listing Agent Darlene Griffin Halter Associates Realty

  11 Heyden Rd, Shokan, NY 12481
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  /2

  Est $653,807 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft

  393 Acorn Hill Rd, Olivebridge, NY 12461

  393 Acorn Hill Rd, Olivebridge, NY 12461
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  /32

  $575,000

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

  1626 County Road 2, Olivebridge, NY 12461

  Welcome to this fully renovated country ranch nestled in the scenic Hudson Valley! This charming 3-bedroom, 2-bathroom home offers 1,400 square feet of thoughtfully designed living space that perfectly balances warm and neutral tones with modern attributes. Enter through the covered rocking chair front porch into a mudroom offering plenty of space with a coat closet, and storage for other outdoor

  Zachary Jarvis Berkshire Hathaway Homeservice

  1626 County Road 2, Olivebridge, NY 12461
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  /47

  $976,000 Sold Nov 10, 2025

  3 Hanna Ln, Olivebridge, NY 12461

  • 3 Beds
  • 2.5 Baths
  • 1,986 Sq Ft
  • Built 2020

  Last Sold Summary

  • 6% Above List Price
  • $491/SF
  • 21 Days On Market

  Last Listing Agent William Golan Compass Greater NY, LLC

  3 Hanna Ln, Olivebridge, NY 12461
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  /22

  Est $380,854 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft

  625 Acorn Hill Rd, Olivebridge, NY 12461

  625 Acorn Hill Rd, Olivebridge, NY 12461
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  /53

  $875,000

  • 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
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  /11

  $275,000 Sold Sep 30, 2025

  1750 County Road 2, Olivebridge, NY 12461

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 2018

  Last Sold Summary

  • $204/SF
  • 26 Days On Market

  Last Listing Agent Ronnie Rebis Grist Mill Real Estate

  1750 County Road 2, Olivebridge, NY 12461
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  Est $605,614 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft

  673 Acorn Hill Rd, Olivebridge, NY 12461

  673 Acorn Hill Rd, Olivebridge, NY 12461

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