Olivebridge, NY Homes

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  /32

  $569,000

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,754 Sq Ft

  11 Mary Lou Ln, Shokan, NY 12481

  Move right into this beautifully maintained country home, thoughtfully designed with a modern open concept floor plan that is ideal for both comfortable everyday living and effortless entertaining. The custom kitchen features rich cherry cabinetry, quartz countertops which seamlessly flows into the dining area, where sliding glass doors open to a spacious deck, as well as the inviting living room

  Sharon Farley Corcoran Country Living

  11 Mary Lou Ln, Shokan, NY 12481
• 

  

  

  /49

  $1,550,000

  Sold Aug 04, 2026

  53 Little Deer Rd, Mount Tremper, NY 12457

  • 3 Beds
  • 3 Baths
  • 2,942 Sq Ft
  • Built 1971

  Last Sold Summary

  • 6% Below List Price
  • $527/SF
  • 27 Days On Market

  Current Estimated Value $1,267,904

  Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  53 Little Deer Rd, Mount Tremper, NY 12457
• 

  

  

  /35

  Est $2,353,048

  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

  • 65 Days On Market

  Last Listing Agent Richard Vizzini Corcoran Country Living
• 

  $475,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,225 Sq Ft

  203 Watson Hollow Rd, West Shokan, NY 12494

  203 Watson Hollow Road is a Creekside Gem Close to Woodstock, NY. A beautiful and impeccably maintained single-family home tucked away on a quiet road near the Ashokan Reservoir includes three bedrooms and one bathroom. The property is a tranquil paradise for outdoor enthusiasts. The gorgeous creek flows year-round and is surrounded bylovely trees and foliage. This exceptional cottage

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

  203 Watson Hollow Rd, West Shokan, NY 12494
• 

  $587,000

  Sold Nov 20, 2025

  87 Winnie Rd, Mount Tremper, NY 12457

  • 2 Beds
  • 1 Bath
  • 1,248 Sq Ft
  • Built 2023

  Last Sold Summary

  • 2% Below List Price
  • $470/SF
  • 29 Days On Market

  Last Listing Agent Kimberly Milanesi Houlihan Lawrence Inc.

  87 Winnie Rd, Mount Tremper, NY 12457
• 

  

  /37

  Est $593,234

  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

  • 76 Days On Market

  Last Listing Agent Mary Orapello Howard Hanna Rand Realty
• 

  

  /41

  $859,000

  $16K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,074 Sq Ft

  11 Blue Heron Dr, Kingston, NY 12401

  11 Blue Heron Drive, Marbletown Set on 3.7 level acres just moments from the Ashokan Reservoir, this beautifully crafted four-bedroom, three-bath custom home offers a rare combination of quality, privacy, and natural beauty. Built in 1996 by a contractor for his own family, the home reflects thoughtful construction and enduring craftsmanship. Privately situated at the end of a gracious,

  Deb Dolan Keller Williams Upstate NY

  11 Blue Heron Dr, Kingston, NY 12401
• 

  

  /30

  $358,000

  Sold Dec 30, 2025

  4618 Atwood Rd, Stone Ridge, NY 12484

  • 2 Beds
  • 1 Bath
  • 876 Sq Ft
  • Built 1940

  Last Sold Summary

  • 10% Below List Price
  • $409/SF
  • 125 Days On Market

  Current Estimated Value $399,840

  Last Listing Agent Eric Bean Coldwell Banker Village Green

  4618 Atwood Rd, Stone Ridge, NY 12484
• 

  

  /22

  Est $573,184

  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

  • 20 Days On Market

  Last Listing Agent Jeff Serouya Compass Greater NY, LLC
• 

  

  /19

  $728,000

  $57K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 2,194 Sq Ft

  12 Mountain Valley Rd, Boiceville, NY 12412

  Nestled on the hills of Mountain Valley you will find this one of a kind uniquely designed and engineered by the original owner. The home is fully documented in both words and illustrations and was created in a model. The home includes two bedrooms, two full baths, two car garage. In the basement you will find 2 areas which was used for tools and the other for creative space. Continuing through

  Robyn Awand Country Connections

  12 Mountain Valley Rd, Boiceville, NY 12412
• 

  $2,950,000

  Sold Sep 05, 2025

  295 Krumville Rd, Olivebridge, NY 12461

  • 7 Beds
  • 11 Baths
  • 9,000 Sq Ft
  • Built 1977

  Last Sold Summary

  • 31% Below List Price
  • $328/SF
  • 112 Days On Market

  Current Estimated Value $2,975,292

  Last Listing Agent Sharon D'Orazio Keller Williams Realty

  295 Krumville Rd, Olivebridge, NY 12461
• 

  

  /23

  Est $395,952

  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

  • 38 Days On Market

  Last Listing Agent Pieta Williams Halter Associates Realty
• 

  

  /13

  $229,000

  • Land
  • 5.1 Acres
  • $44,902 per Acre

  Tbd Route 28a, West Hurley, NY 12491

  Discover a rare opportunity to own 5.1 acres along the scenic Route 28A corridor which skirts the southern edge of the Ashokan Reservoir, one of the most sought-after gateways to the Catskills. With selective clearing, the property offers dramatic views overlooking the Ashokan Reservoir and the surrounding Catskill Mountains--a truly inspiring backdrop for your new home.The terrain rises

  Joel Craig Coldwell Banker Village Green

  Tbd Route 28a, West Hurley, NY 12491
• 

  

  /34

  $1,165,000

  Sold Apr 27, 2026

  584 Acorn Hill Rd, Olivebridge, NY 12461

  • 3 Beds
  • 3.5 Baths
  • 2,960 Sq Ft
  • Built 2025

  Last Sold Summary

  • 25% Below List Price
  • $394/SF
  • 208 Days On Market

  Last Listing Agent Richard Vizzini Corcoran Country Living

  584 Acorn Hill Rd, Olivebridge, NY 12461
• 

  

  /34

  Est $557,926

  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

  • 51 Days On Market

  Last Listing Agent Sean Zimmerman Halter Associates Realty
• 

  

  /35

  $1,200,000

  • Land
  • 74.16 Acres
  • $16,181 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
• 

  

  /39

  $925,000

  Sold Jul 23, 2026

  1396 Wittenberg Rd, Mount Tremper, NY 12457

  • 3 Beds
  • 2 Baths
  • 1,933 Sq Ft
  • Built 1910

  Last Sold Summary

  • 3% Above List Price
  • $479/SF
  • 28 Days On Market

  Current Estimated Value $877,502

  Last Listing Agent Leigh Bokser Compass Greater NY, LLC

  1396 Wittenberg Rd, Mount Tremper, NY 12457
• 

  

  /66

  Est $484,099

  Not Listed For Sale

  17 Bostock Rd, Shokan, NY 12481

  • 1 Bed
  • 1.5 Baths
  • 1,349 Sq Ft
  • Built 1946

  17 Bostock Rd, Shokan, NY 12481

  Last Sold Summary

  • 111 Days On Market

  Last Listing Agent Darlene Griffin Halter Associates Realty
• 

  

  /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
• 

  

  /25

  $275,000

  Sold May 07, 2026

  3076 New York 28, Shokan, NY 12481

  • 3 Beds
  • 1.5 Baths
  • 2,520 Sq Ft
  • Built 1928

  Last Sold Summary

  • 31% Below List Price
  • $109/SF
  • 142 Days On Market

  Current Estimated Value $293,059

  Last Listing Agent Barry Creagan Howard Hanna Rand Realty

  3076 New York 28, Shokan, NY 12481
• 

  

  /34

  Est $522,110

  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

  • 176 Days On Market

  Last Listing Agent unknownagent unknownagent unknownoffice
• 

  

  /20

  $179,900

  $10K PRICE DROP

  • Land
  • 2.6 Acres
  • $69,192 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
• 

  

  /26

  $1,140,000

  Sold Jun 18, 2026

  363 Beaverkill Rd, Olivebridge, NY 12461

  • 2 Beds
  • 1 Bath
  • 1,193 Sq Ft
  • Built 1750

  Last Sold Summary

  • 34% Above List Price
  • $956/SF
  • 20 Days On Market

  Current Estimated Value $1,021,993

  Last Listing Agent Alexis Li Corcoran Country Living

  363 Beaverkill Rd, Olivebridge, NY 12461
• 

  

  /25

  Est $552,014

  Not Listed For Sale

  42 Longyear Rd, Shokan, NY 12481

  • 4 Beds
  • 2.5 Baths
  • 2,412 Sq Ft
  • Built 1860

  42 Longyear Rd, Shokan, NY 12481

  Last Sold Summary

  • 53 Days On Market

  Last Listing Agent Felicity Taylor Corcoran Country Living
• 

  

  /15

  $152,000

  $27K PRICE DROP

  • Land
  • 3.5 Acres
  • $43,429 per Acre

  Tbd High Point Mountain Rd, West Shokan, NY 12494

  Imagine waking up to Catskill Mountain sun, birdsong and peacefulness, but just minutes from Woodstock. Discover this beautiful 3.5-acre parcel on the exclusive High Point Mountain Road in West Shokan. This wooded property offers privacy, natural beauty, and the ideal setting to build your dream home, weekend retreat, or investment property.Surrounded by towering evergreens, deciduous

  Lindsey Arnold BHHS Nutshell Realty

  Tbd High Point Mountain Rd, West Shokan, NY 12494
• 

  

  /56

  $473,000

  Sold Dec 16, 2025

  44 Dogwood Dr, Shokan, NY 12481

  • 3 Beds
  • 3 Baths
  • 3,088 Sq Ft
  • Built 1968

  Last Sold Summary

  • 18% Below List Price
  • $153/SF
  • 200 Days On Market

  Current Estimated Value $493,564

  Last Listing Agent George Denise Keller Williams Realty HV Nort

  44 Dogwood Dr, Shokan, NY 12481
• 

  Est $433,186

  Not Listed For Sale

  142 Chris Ln, Olivebridge, NY 12461

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

  142 Chris Ln, Olivebridge, NY 12461

  Last Sold Summary

  • 247 Days On Market

  Last Listing Agent Juliet Lopez Keller Williams Rlty Integrity
• 

  

  /19

  $295,000

  Pending

  • Land
  • 8.07 Acres
  • $36,555 per Acre

  TBD Upper Samsonville Rd, Olivebridge, NY 12461

  This vacant land is ready to be developed with the potential for at least two homes on a total of 8.07 acres. Surrounded by the scenic Catskill Mountains area and just minutes from the Ashokan Reservoir, this property offers nature at its best. Enjoy peaceful surroundings with deer grazing nearby and eagles soaring overhead, creating the perfect setting for a private retreat, full-time residence,

  Sara Gorman Maliha Coldwell Banker Village GreenK

  TBD Upper Samsonville Rd, Olivebridge, NY 12461
• 

  $820,000

  Sold Aug 13, 2026

  726 Wittenberg Rd, Mount Tremper, NY 12457

  • 4 Beds
  • 3 Baths
  • 2,238 Sq Ft
  • Built 1917

  Last Sold Summary

  • 4% Below List Price
  • $366/SF
  • 27 Days On Market

  Current Estimated Value $915,103

  Last Listing Agent Genevieve Rolleri eXp Realty

  726 Wittenberg Rd, Mount Tremper, NY 12457
• 

  

  /24

  Est $786,675

  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

  • 10 Days On Market

  Last Listing Agent Sean Zimmerman Halter Associates Realty
• 

  

  /10

  $149,000

  $26K PRICE DROP

  • Land
  • 3.1 Acres
  • $48,065 per Acre

  35 Mountain Valley Rd, Boiceville, NY 12412

  Tucked away on a quiet country road in the heart of Boiceville, this beautiful three acre parcel offers the kind of peace that's becoming increasingly difficult to find. Towering mature trees create a natural canopy over the property, offering shade, privacy, and an inspiring setting for your future Catskill retreat.Beyond the homesite, the land drops steeply toward the Little Beaver Kill

  Christina Ahouse Four Seasons Sotheby's Int'l-K

  35 Mountain Valley Rd, Boiceville, NY 12412
• 

  

  /42

  $195,000

  Sold May 29, 2026

  449 Spillway Rd, West Hurley, NY 12491

  • 2 Beds
  • 1 Bath
  • 576 Sq Ft
  • Built 1949

  Last Sold Summary

  • 8% Above List Price
  • $339/SF
  • 41 Days On Market

  Current Estimated Value $200,202

  Last Listing Agent Gianfranco Pellegri Howard Hanna Rand Realty

  449 Spillway Rd, West Hurley, NY 12491
• 

  

  /16

  Est $597,554

  Not Listed For Sale

  7 Pinecrest Dr, West Shokan, NY 12494

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

  7 Pinecrest Dr, West Shokan, NY 12494

  Last Sold Summary

  • 161 Days On Market

  Last Listing Agent Ronnie Rebis Grist Mill Real Estate
• 

  

  /10

  $210,000

  • Land
  • 1.3 Acres
  • $161,538 per Acre

  0 Bristol Hill Rd Unit 20264813, Glenford, NY 12433

  Seize one of the very last opportunities to build in one of the area's most desirable, upscale subdivisions. This beautiful 1.3-acre parcel blends peaceful Catskill mountain living with premium infrastructure, boasting direct access from an established, paved neighborhood road that ensures a smooth arrival and flawless, year-round access.Bring your architectural vision to life. A thoughtful

  Darlene Griffin Halter Associates Realty

  0 Bristol Hill Rd Unit 20264813, Glenford, NY 12433
• 

  

  /40

  $450,000

  Sold Oct 24, 2025

  107 Tonche Terrace, Shokan, NY 12481

  • 3 Beds
  • 3 Baths
  • 1,888 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Below List Price
  • $238/SF
  • 42 Days On Market

  Current Estimated Value $468,729

  Last Listing Agent Greg Stewart Century 21 New West

  107 Tonche Terrace, Shokan, NY 12481
• 

  Est $868,260

  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

  • 16 Days On Market

  Last Listing Agent Baris Demirel Serhant LLC
• 

  

  /32

  $699,000

  • 2 Beds
  • 1 Bath
  • 1,948 Sq Ft

  181 Grassy Ridge Rd, Olivebridge, NY 12461

  Tucked away on nearly seven private, park-like acres in Olivebridge, this warm and inviting Catskills retreat offers far more space than its two bedrooms might suggest, with nearly 2,000 square feet of living space plus an extraordinary amount of outdoor living area. Mature trees, established landscaping, open lawn and old stone walls create a setting so serene it feels like having your own

  Briana Cermak Compass Greater NY, LLC

  181 Grassy Ridge Rd, Olivebridge, NY 12461
• 

  

  /27

  $160,000

  Sold Mar 06, 2026

  340 Upper Boiceville Rd, Boiceville, NY 12412

  • 2 Beds
  • 2 Baths
  • 1,668 Sq Ft
  • Built 1870

  Last Sold Summary

  • 27% Below List Price
  • $96/SF
  • 92 Days On Market

  Current Estimated Value $400,603

  Last Listing Agent Margo Obourn Win Morrison Realty - W

  340 Upper Boiceville Rd, Boiceville, NY 12412
• 

  

  /63

  Est $848,026

  Not Listed For Sale

  12 W Shokan Heights Rd, West Shokan, NY 12494

  • 4 Beds
  • 2 Baths
  • 2,208 Sq Ft
  • Built 1880

  12 W Shokan Heights Rd, West Shokan, NY 12494

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Christina Ahouse Four Seasons Sotheby's Int'l-K
• 

  

  /15

  $139,000

  • Land
  • 2.63 Acres
  • $52,852 per Acre

  Tbd Hidden Ct, Mt. Tremper, NY 12457

  A little piece of the Catskills with plenty of room for imagination. This 2.63-acre undeveloped parcel in Mount Tremper sits in the heart of the landscape that makes this corner of Ulster County so appealing--mountains, forests, the Esopus Creek, winding back roads and just enough creative energy to keep things interesting.Think less ''cookie-cutter subdivision'' and more a setting where

  Ron Knowles Century 21 Alliance-NP

  Tbd Hidden Ct, Mt. Tremper, NY 12457

Showing Results 121 - 160, Page 4 of 18