Olive Homes

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  /48

  $699,000 Pending

  • 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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  /20

  $2,555 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  2341 Ny-28a Unit ID1299968P, Olivebridge, NY 12461

  The advertised rate of $2,556/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 25, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  2341 Ny-28a Unit ID1299968P, Olivebridge, NY 12461
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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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  /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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  /61

  $750,000 Pending

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

  44 Turner Rd, West Shokan, NY 12494

  Beautifully renovated country ranch near the Ashokan Reservoir in the heart of the Catskills. Designed for effortless year-round living, this exceptional home blends refined interiors with a serene natural setting.Spend summer days relaxing on the expansive deck with hot tub or poolside beside the inground pool, surrounded by lovely views and mature landscaping. Inside, the newly renovated

  

  Amy Lonas

  Coldwell Banker Village Green

  (845) 393-3315

  44 Turner Rd, West Shokan, NY 12494
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  /13

  $9,500 per month

  • 4 Beds
  • 4.5 Baths
  • 3,107 Sq Ft
  • House for Rent

  451 Krumville Rd, Olivebridge, NY 12461

  Stunning, very private,chateau style, 2 story seasonal rental in Olivebridge. It is inside the ''blue line''of Catskill State Park. Surrounded by over 22 acres this beautiful log home is perfect for anyone looking for a true getaway in the pines. Close proximity to the Ashokan Reservoir, skiing, hiking, wonderful restaurants and shopping. Fully furnished with gorgeous high ceilings, a wood

  Nancy Keller Bacon Four Seasons Sotheby's Int'l R

  451 Krumville Rd, 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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  Est $352,969 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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  /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

  

  Hayes Clement

  Compass Greater New York, LLC

  (845) 456-9829

  2246 County Road 3, Olivebridge, NY 12461
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  /66

  $6,500 per month

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

  114 Chase Rd, Shokan, NY 12481

  What an amazing place to spend the summer! Just 15 minutes from Woodstock and Phoenicia, you are right in the middle of all the Hudson Valley has to offer! Experience the rare opportunity to lease an extraordinary 70 acre estate where breathtaking natural beauty meets timeless sophistication.This reimagined three bedroom, 3 bath farmhouse blends rustic charm with refined modern luxury, creating a

  Gail Cadden Coldwell Banker Village Green

  114 Chase Rd, Shokan, NY 12481
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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 $774,848

  Last Listing Agent Lynelle Alessi Keller Williams Hudson Valley

  199 Kelder Hwy, Olivebridge, NY 12461
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  /51

  Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,075 Sq Ft

  342-344 Watson Hollow Rd, West Shokan, NY 12494

  342-344 Watson Hollow Rd, 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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  /45

  $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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  /51

  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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  /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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  /48

  $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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  /36

  $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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  /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 $443,203

  Last Listing Agent Ronnie Rebis Grist Mill Real Estate

  7 Pinecrest Dr, West Shokan, NY 12494
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  /35

  Est $1,511,019 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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  /51

  $1,275,000

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

  483 Acorn Hill Rd, Olivebridge, NY 12461

  Set along quiet Acorn Hill Road, this thoughtfully designed Catskills retreat delivers a rare balance of privacy, polish, and everyday convenience. Built in 2022, the home feels intentionally set apart, a place where calm and comfort take center stage, while favorite destinations remain just minutes away. Life unfolds with ease here. Mornings begin on the wide front porch with coffee in hand,

  Emily Daniels Berkshire Hathaway Homeservice

  483 Acorn Hill 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 $595,019 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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  /50

  $1,275,000

  • 3 Beds
  • 2.5 Baths
  • 2,181 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

  Emily Daniels BHHS Nutshell Realty

  483 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 $525,534

  Last Listing Agent Edwin Maldonado Howard Hanna Rand Realty

  54 Hillside Dr, West Shokan, NY 12494
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  /12

  Est $322,476 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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  /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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  /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 $847,582

  Last Listing Agent Diana Polack Compass Greater NY, LLC

  516 Watson Hollow Rd, West Shokan, NY 12494
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  Est $823,380 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,840 Sq Ft

  1967 County Road 3, Olivebridge, NY 12461

  1967 County Road 3, Olivebridge, NY 12461
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  /29

  $975,000 Under Contract

  • 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 Welcome 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 log

  Mark Kanter BHHS HUDSON VALLEY PROP-WDST

  48 Hillside Dr, West Shokan, NY 12494
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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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  Est $866,907 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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  /31

  $732,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,754 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

  Lisa Bouchard Hoe The Kinderhook Group, Inc.

  650 Beaverkill Rd, 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

  Current Estimated Value $949,181

  Last Listing Agent William Golan Compass Greater NY, LLC

  3 Hanna Ln, Olivebridge, NY 12461
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  /34

  Est $998,833 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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  /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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  /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

  Current Estimated Value $305,637

  Last Listing Agent Ronnie Rebis Grist Mill Real Estate

  1750 County Road 2, Olivebridge, NY 12461
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  /2

  Est $667,861 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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  /12

  $269,888

  • 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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