Olivebridge, NY Homes

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  /45

  $699,000

  $80K PRICE DROP Pending

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

  11 Oak Mountain Farm Rd, Boiceville, NY 12412

  Storybook Charm, Artistic Soul, and Mountain Views in the Heart of the Ashokan Reservoir and Catskill Mountains Corridor Originally built in 1930 from a mail-order catalog kit, this enchanting home has evolved into a truly distinctive country retreat where creativity, craftsmanship, and comfort come together. Set in a peaceful setting with mountain views, yet just five minutes from both the

  

  Amy Lonas

  Coldwell Banker Village Green

  11 Oak Mountain Farm Rd, Boiceville, NY 12412
• 

  

  

  /29

  $3,950 Per Month

  • 4 Beds
  • 2 Baths
  • 1,590 Sq Ft
  • House for Rent

  20 Mary Lou Ln, Shokan, NY 12481

  This bright and beautifully updated raised ranch seamlessly blends classic charm with the modern appeal of a new build. Nestled in a serene neighborhood on a quiet cul-de-sac in the low-tax town of Olive, ideally situated between Woodstock and Phoenicia, this fully-renovated home offers the perfect combination of style, comfort, and convenience. At its heart is a stunning kitchen featuring a

  Benjamin Armento Coldwell Banker Village Green

  20 Mary Lou Ln, Shokan, NY 12481
• 

  

  

  /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

  Current Estimated Value $503,802

  Last Listing Agent Laura Prince Hudson Dwellings Realty

  27 Crosswell Manor Dr, Shokan, NY 12481
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  /27

  Not Listed For Sale

  3647 Route 28a, West Shokan, NY 12494

  • 2 Beds
  • 2 Baths
  • 1,710 Sq Ft
  • Built 1945

  3647 Route 28a, West Shokan, NY 12494

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Baris Demirel Serhant LLC
• 

  

  

  /11

  $749,900

  • Land
  • 27.9 Acres
  • $26,878 per Acre

  Tbd New York 28, Boiceville, NY 12412

  Incredible 27.9-acre development opportunity with mixed-use zoning and dual access from Route 28 and Upper Boiceville road. The front portion is zoned Highway Business with a 0.5-acre minimum, ideal for commercial use along this high-traffic corridor. The rear is zoned residential with a 1-acre minimum and could be subdivided for housing, a strip along the middle can go either way to be added to

  

  Teresa Falkowski

  Keller Williams Realty HV Nort

  Tbd New York 28, Boiceville, NY 12412
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  /39

  $8,500 Per Month

  • 3 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • House for Rent

  191 Ridge Rd, Shokan, NY 12481

  Set at the end of a long, private black-topped driveway, this beautifully updated Mid-Century Modern residence stands as an outstanding piece of architectural design, thoughtfully cared for while preserving it's character. Clerestory windows, vintage lighting, nine-foot beamed ceilings, an original tiled fireplace, and spacious floor-to-ceiling glass define the home's unmistakable aesthetic and

  Leslie Foti Coldwell Banker Village Green

  191 Ridge Rd, Shokan, NY 12481
• 

  

  /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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  /28

  Est $972,270

  Not Listed For Sale

  390 Coldbrook Rd, Bearsville, NY 12409

  • 3 Beds
  • 2.5 Baths
  • 1,931 Sq Ft
  • Built 2012

  390 Coldbrook Rd, Bearsville, NY 12409

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Johanna Trimboli Halter Associates Realty
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  /42

  $569,999

  $5K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 1,842 Sq Ft

  2 Mountain Valley Rd, Boiceville, NY 12412

  A rare and remarkable multi-family opportunity nestled in the heart of the Catskills, 2 Mountain Valley Road, Boiceville, New York presents two fully self-contained units, each delivering a level of space, privacy, and independence that is hard to find in the multi-family market.Set against the stunning natural backdrop of Ulster County’s Catskill Mountains, this 1,842 total square foot

  

  Richard Baxter

  Keller Williams Realty

  2 Mountain Valley Rd, Boiceville, NY 12412
• 

  

  /25

  $3,250 Per Month

  • 1 Bed
  • 2 Baths
  • 1,780 Sq Ft
  • House for Rent

  84 Highland Rd, Stone Ridge, NY 12484

  This is not your typical 1-bedroom rental. At 1,780 square feet across two stories plus a finished basement, this standalone accessory dwelling in sought-after Stone Ridge lives far more like a single-family home than its bedroom count suggests. Tucked at the end of a quiet cul-de-sac on a pristine 3.3-acre parcel in the Onteora School District, the privacy is real. Windows frame sweeping

  Briana Cermak Compass Greater NY, LLC

  84 Highland Rd, Stone Ridge, NY 12484
• 

  

  /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

  Current Estimated Value $423,325

  Last Listing Agent Karen Gilbane Corcoran Country Living

  20 Beechford Dr, Boiceville, NY 12412
• 

  Est $413,401

  Not Listed For Sale

  4192 State Route 28, Boiceville, NY 12412

  • 3 Beds
  • 1 Bath
  • 1,434 Sq Ft
  • Built 1974

  4192 State Route 28, Boiceville, NY 12412

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Amanda Chavarria HomeSmart Homes & Estates
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  /37

  $1,375,000

  Pending

  • 4 Beds
  • 4 Baths
  • 6,805 Sq Ft

  174 Bristol Hill Rd, Glenford, NY 12433

  Nestled on a quiet cul-de-sac, where forested hills meet glimpses of the shimmering Ashokan Reservoir, this contemporary residence offers an expression of scale, privacy, and refined Catskills living. Set across 2 acres and encompassing an impressive 6,805 square feet, the residence blends architectural design with the serenity of its natural surroundings. Inside, discover interiors defined by

  Richard Vizzini Corcoran Country Living

  174 Bristol Hill Rd, Glenford, NY 12433
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  /37

  $860,000

  Sold May 06, 2026

  2246 County Road 3, Olivebridge, NY 12461

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft
  • Built 2000

  Last Sold Summary

  • 3% Below List Price
  • $394/SF
  • 169 Days On Market

  Current Estimated Value $856,594

  Last Listing Agent Hayes Clement Compass Greater New York, LLC

  2246 County Road 3, Olivebridge, NY 12461
• 

  

  /23

  Est $535,619

  Not Listed For Sale

  51 Mountain Valley Rd, Boiceville, NY 12412

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1983

  51 Mountain Valley Rd, Boiceville, NY 12412

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Christina Sellers William Raveis Real Estate
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  /48

  $1,349,000

  New Construction $150K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 2,850 Sq Ft

  99 W Shokan Heights Rd, West Shokan, NY 12494

  Tucked into the rolling landscape of West Shokan, where seasonal Catskill Mountain views emerge through the trees, this new construction contemporary home offers a rare blend of modern craftsmanship, warmth, and quiet luxury across 4.25 private acres. Surrounded by forest and designed to embrace its natural setting, the home captures the essence of elevated country living--where refined interiors

  Richard Vizzini Corcoran Country Living

  99 W Shokan Heights Rd, West Shokan, NY 12494
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  /51

  $1,200,000

  Sold May 29, 2026

  483 Acorn Hill Rd, Olivebridge, NY 12461

  • 3 Beds
  • 2.5 Baths
  • 3,581 Sq Ft
  • Built 2022

  Last Sold Summary

  • 6% Below List Price
  • $335/SF
  • 43 Days On Market

  Current Estimated Value $1,204,793

  Last Listing Agent Emily Daniels BHHS Nutshell Realty

  483 Acorn Hill Rd, Olivebridge, NY 12461
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  /46

  Not Listed For Sale

  1401 New York 28a, West Hurley, NY 12491

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

  1401 New York 28a, West Hurley, NY 12491

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Christina Ahouse Four Seasons Sotheby's Int'l-K
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  /51

  $849,000

  $50K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,575 Sq Ft

  67 Private Road 24, Olivebridge, NY 12461

  Set at the end of a quiet private road, this custom-built cedar contemporary home is surrounded by nearly five acres of rolling lawn, mature woods, and sweeping mountain views. Thoughtfully positioned to embrace its natural setting, the property offers the kind of privacy that's increasingly difficult to find, while still being just minutes from the Ashokan Reservoir, hiking trails, local farm

  Richard Vizzini Corcoran Country Living

  67 Private Road 24, Olivebridge, NY 12461
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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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  Not Listed For Sale

  0 Lot Pitcairn Rd, Glenford, NY 12433

  0 Lot Pitcairn Rd, Glenford, NY 12433

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Sean Zimmerman Halter Associates Realty Inc
• 

  

  /31

  $799,000

  $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,910 Sq Ft

  18 Haberland Ln, Olivebridge, NY 12461

  There is something instantly comforting about this home. Warm, welcoming, and lovingly maintained, it offers the kind of easy living that never goes out of style. Whether gathering around the fireplace with friends, enjoying a quiet morning coffee, or unwinding after a long day, every space feels inviting, functional, and meant to be lived in. Set amidst peaceful natural surroundings with views

  Richard Vizzini Corcoran Country Living

  18 Haberland Ln, Olivebridge, NY 12461
• 

  

  /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 $1,009,159

  Last Listing Agent William Golan Compass Greater NY, LLC

  3 Hanna Ln, Olivebridge, NY 12461
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  /25

  Not Listed For Sale

  0 Lot Pitcairn Estates Rd, Glenford, NY 12433

  0 Lot Pitcairn Estates Rd, Glenford, NY 12433

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Sean Zimmerman Halter Associates Realty
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  /50

  $899,900

  $50K PRICE DROP

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

  52 Brodhead Rd, West Shokan, NY 12494

  Where eagles fly and mountains kiss the sky, this beautifully maintained homestead showcases quality craftsmanship and thoughtful upgrades throughout. The property also includes a 1,104 square foot barn that is perfect for equestrians or a studio, workshop, artisan/woodworker or equipment storage. Two overhead garage doors, extended wi-fi service, telephone/paging system and electricity can

  Mary McKinney Coldwell Banker Village Green

  52 Brodhead Rd, West Shokan, NY 12494
• 

  

  /11

  $205,000

  Sold Mar 13, 2026

  3382 State Route 28, Shokan, NY 12481

  • 2 Beds
  • 1 Bath
  • 1,077 Sq Ft
  • Built 1921

  Last Sold Summary

  • 38% Below List Price
  • $190/SF
  • 292 Days On Market

  Current Estimated Value $276,341

  Last Listing Agent Siobhan Scanlan Win Morrison Realty-K

  3382 State Route 28, Shokan, NY 12481
• 

  

  /46

  Est $442,675

  Not Listed For Sale

  3273 New York 28, Shokan, NY 12481

  • 4 Beds
  • 4 Baths
  • 1,404 Sq Ft
  • Built 1910

  3273 New York 28, Shokan, NY 12481

  Last Sold Summary

  • 118 Days On Market

  Last Listing Agent Rodney Batista Howard Hanna Rand Realty
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  /70

  $899,990

  $280K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 2,670 Sq Ft

  10 Kolb Rd, Boiceville, NY 12412

  Dear buyer, I want you to know the story of this house. My family bought it three years ago and we did a total renovation to all the bathrooms and kitchen with new appliances and tile and all new fixtures. We also changed the back of the house and opened it up with a huge dormer facing the mountain since before the main view was to the expansive side meadow. We thought this was going to be our

  Jasmine Jordaan Halter Associates Realty

  10 Kolb Rd, Boiceville, NY 12412
• 

  

  /25

  $585,000

  Sold Jul 13, 2026

  349 High Point Mountain Rd, West Shokan, NY 12494

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Above List Price
  • $585/SF
  • 119 Days On Market

  Last Listing Agent Zachary Jarvis BHHS Nutshell Realty

  349 High Point Mountain Rd, West Shokan, NY 12494
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  Not Listed For Sale

  1183-1185 Wittenberg Rd, Mount Tremper, NY 12457

  • 10 Beds
  • 3 Baths
  • 3,954 Sq Ft
  • Built 1924

  1183-1185 Wittenberg Rd, Mount Tremper, NY 12457

  Last Sold Summary

  • 151 Days On Market

  Last Listing Agent Roadman Etienne BHHS Hudson Valley Properties
• 

  

  /50

  $2,000,000

  $200K PRICE DROP

  • 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
• 

  

  /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 $745,777

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  44 Turner Rd, West Shokan, NY 12494
• 

  

  /51

  Not Listed For Sale

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

  • 5 Beds
  • 2.5 Baths
  • 3,075 Sq Ft
  • Built 1860

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

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Joseph Satto Compass Greater NY, LLC
• 

  

  /53

  $1,850,000

  $250K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 5,199 Sq Ft

  250 Brodhead Rd, West Shokan, NY 12494

  A rare sanctuary where wellness, nature, and inspired country living converge across 17 idyllic acres. Framed by meadows, woodland, and a serene pond, the property offers a rare sense of escape--an immersive landscape designed as much for gathering and inspiration as for quiet retreat. At the heart of the grounds, the pond becomes a focal point for a lifestyle centered around wellness and

  Richard Vizzini Corcoran Country Living

  250 Brodhead Rd, West Shokan, NY 12494
• 

  

  /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 $426,590

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

  44 Sheldon Hill Rd, Olivebridge, NY 12461
• 

  Est $1,013,155

  Not Listed For Sale

  1401 State Route 28a, West Hurley, NY 12491

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

  1401 State Route 28a, West Hurley, NY 12491

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Christina Ahouse Four Seasons Sothebys Intl
• 

  

  /31

  $525,000

  • 2 Beds
  • 2 Baths
  • 1,502 Sq Ft

  18 Elting Ln, Bearsville, NY 12409

  Come and see this cute-as-a-button, circa 1950 brick cape on Elting Lane, one of Woodstock's most enchanting roads! This easy-to-manage home on just shy of an acre, boasts woodland surroundings plus seasonal meadow and mountain views and fruit trees.The main floor features a light flooded living room with fireplace, an efficient kitchen with adjacent dining area with double glass doors

  Pamela Hoveling Halter Associates Realty

  18 Elting Ln, Bearsville, NY 12409
• 

  /2

  $2,750,000

  Sold Oct 23, 2025

  1083 Ashokan Rd, Kingston, NY 12401

  • 3 Beds
  • 3.5 Baths
  • 2,570 Sq Ft
  • Built 2018

  Last Sold Summary

  • $1,070/SF
  • 18 Days On Market

  Current Estimated Value $2,929,935

  Last Listing Agent Alexis Li Corcoran Country Living

  1083 Ashokan Rd, Kingston, NY 12401
• 

  

  /27

  Est $658,174

  Not Listed For Sale

  30 Little Deer Rd, Mount Tremper, NY 12457

  • 1 Bed
  • 1 Bath
  • 1,350 Sq Ft
  • Built 1974

  30 Little Deer Rd, Mount Tremper, NY 12457

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST
• 

  

  /30

  $500,000

  Under Contract

  • 1 Bath
  • 988 Sq Ft

  59 Weber Ln, Olivebridge, NY 12461

  Escape to your own private corner of the Catskills. Tucked well back from the road at the end of a long gravel driveway, this 15.46-acre Olivebridge property offers privacy, space, and the freedom to create something truly your own.The Tongore Brook runs through the property, bringing the soothing sounds and natural beauty of moving water right to your doorstep. Whether you're enjoying a

  Patty Matus eXp Realty, LLC

  59 Weber Ln, Olivebridge, NY 12461

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