Olive Homes

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  /41

  $799,900

  $129K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,736 Sq Ft

  85 Kelder Hwy, Olivebridge, NY 12461

  A European sensibility runs through the home, a respect for what was built well more than a century ago, paired with quiet updates that make the space work for how people live now. While town records place the home's construction around 1900, there are intriguing signs that portions of the structure may be considerably older. Original doors, wide-plank floors with real patina, and a gourmet

  

  Stefan Bolz

  Hudson Dwellings Realty

  85 Kelder Hwy, Olivebridge, NY 12461
• Explore Olive

• 

  

  

  /8

  $1,950 Per Month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  9 Turner Rd, West Shokan, NY 12494

  Spacious, newly renovated second-floor residence offering approximately 1,200 sq ft of comfortable living space. This bright and airy home features two generouslysized bedrooms, a large kitchen, an expansive living room, and a full bathroom. Enjoy abundant natural light throughout, along with a private entrance and a screened-in front porch--perfect for relaxing or enjoying the

  David Sorbellini Howard Hanna Rand Realty

  9 Turner Rd, West Shokan, NY 12494
• 

  

  

  /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

  Current Estimated Value $929,745

  Last Listing Agent Ashley Prather Corcoran Country Living

  52 Aster Rd, Olivebridge, NY 12461
• 

  

  

  /34

  Est $873,332

  Not Listed For Sale

  516 Watson Hollow Rd, West Shokan, NY 12494

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

  516 Watson Hollow Rd, West Shokan, NY 12494

  Last Sold Summary

  • 19 Days On Market
• 

  

  

  /45

  $732,000

  $47K PRICE DROP

  • 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
• 

  

  /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
• 

  

  /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 $483,252

  Last Listing Agent Laura Prince Hudson Dwellings Realty

  27 Crosswell Manor Dr, Shokan, NY 12481
• 

  

  /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
• 

  

  /42

  $1,150,000

  $200K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  23 Traver Hollow Rd, Boiceville, NY 12412

  Custom-Built Modern Home with Dramatic Mountain Views There are homes with views - and then there are homes built for the view. Affectionately known as Mountain Thyme, the mountain is not simply a backdrop but the defining presence of the property. From the moment you arrive, it rises dramatically into view, close enough to feel immersive, yet expansive enough to inspire. Designed to showcase the

  

  Leigh Bokser

  Compass Greater NY, LLC

  23 Traver Hollow Rd, Boiceville, NY 12412
• 

  

  /22

  $4,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • House for Rent

  421 Brown Rd, Olivebridge, NY 12461

  Enjoy a rare opportunity to live and work on a private 14-acre property featuring your own waterfall, set along a protected Class A trout stream with natural swim holes. Located approximately 2 hours from NYC, with hiking nearby and Woodstock just 25 minutes away, the home offers a peaceful setting without sacrificing accessibility to local towns like Accord, Kerhonkson, and Stone Ridge.This

  Susanna Scott-Mitchell Compass Greater NY, LLC

  421 Brown Rd, Olivebridge, NY 12461
• 

  $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 $774,889

  Last Listing Agent Lynelle Alessi KW Hudson Valley United

  199 Kelder Hwy, Olivebridge, NY 12461
• 

  

  /35

  Not Listed For Sale

  34 Tetta Ln, Olivebridge, NY 12461

  • 3 Beds
  • 4 Baths
  • 2,400 Sq Ft
  • Built 2024

  34 Tetta Ln, Olivebridge, NY 12461

  Last Sold Summary

  • 28 Days On Market
• 

  

  /42

  $574,999

  • 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 virtually unheard of 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
• 

  

  /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
• 

  

  /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
• 

  

  /47

  $575,000

  • 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 virtually unheard of 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
• 

  

  /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 $414,556

  Last Listing Agent Karen Gilbane Corcoran Country Living

  20 Beechford Dr, Boiceville, NY 12412
• 

  

  /33

  Est $1,132,699

  Not Listed For Sale

  72 High Point Mountain Rd, West Shokan, NY 12494

  • 3 Beds
  • 3 Baths
  • 2,726 Sq Ft
  • Built 1935

  72 High Point Mountain Rd, West Shokan, NY 12494

  Last Sold Summary

  • 33 Days On Market
• 

  

  /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
• 

  

  /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 $873,411

  Last Listing Agent Hayes Clement Compass Greater New York, LLC

  2246 County Road 3, Olivebridge, NY 12461
• 

  

  /39

  Not Listed For Sale

  1882 Samsonville Rd, Kerhonkson, NY 12446

  • 4 Beds
  • 2 Baths
  • 2,337 Sq Ft
  • Built 1987

  1882 Samsonville Rd, Kerhonkson, NY 12446

  Last Sold Summary

  • 125 Days On Market
• 

  

  /53

  $1,995,000

  $105K 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
• 

  

  /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 $1,251,038

  Last Listing Agent Emily Daniels BHHS Nutshell Realty

  483 Acorn Hill Rd, Olivebridge, NY 12461
• 

  

  /32

  Not Listed For Sale

  728 Bostock Mtn Rd, Boiceville, NY 12412

  • 2 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1986

  728 Bostock Mtn Rd, Boiceville, NY 12412

  Last Sold Summary

  • 157 Days On Market
• 

  

  /48

  $1,349,000

  New Construction $150K PRICE DROP

  • 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
• 

  

  /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
• 

  

  /51

  Not Listed For Sale

  8 Heyden Off Chase Rd, Shokan, NY 12481

  • 3 Beds
  • 2 Baths
  • 3,725 Sq Ft
  • Built 1997

  8 Heyden Off Chase Rd, Shokan, NY 12481

  Last Sold Summary

  • 28 Days On Market
• 

  

  /51

  $899,000

  • 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
• 

  

  /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 $973,984

  Last Listing Agent William Golan Compass Greater NY, LLC

  3 Hanna Ln, Olivebridge, NY 12461
• 

  

  /44

  Not Listed For Sale

  14 Stonehill Rd, Olivebridge, NY 12461

  • 2 Beds
  • 2 Baths
  • 1,542 Sq Ft
  • Built 1987

  14 Stonehill Rd, Olivebridge, NY 12461

  Last Sold Summary

  • 92 Days On Market
• 

  

  /31

  $824,999

  • 2 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
• 

  

  /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
• 

  

  /53

  Est $533,479

  Not Listed For Sale

  54 Hillside Dr, West Shokan, NY 12494

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

  54 Hillside Dr, West Shokan, NY 12494

  Last Sold Summary

  • 181 Days On Market
• 

  

  /50

  $950,000

  • 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. Whether you are an artisan, woodworker or equestrian, the well-equipped barn with Wi-Fi, telephone/paging system and electricity can easily meet your needs. The property features a thriving, fenced vegetable garden with separate well and shed

  Mary McKinney Coldwell Banker Village Green

  52 Brodhead Rd, West Shokan, NY 12494
• 

  

  /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 $352,852

  Last Listing Agent Ronnie Rebis Grist Mill Real Estate

  1750 County Road 2, Olivebridge, NY 12461
• 

  

  /35

  Est $1,453,823

  Not Listed For Sale

  452 Krumville Rd, Olivebridge, NY 12461

  • 4 Beds
  • 3 Baths
  • 2,521 Sq Ft
  • Built 1997

  452 Krumville Rd, Olivebridge, NY 12461

  Last Sold Summary

  • 11 Days On Market
• 

  

  /70

  $899,990

  $280K PRICE DROP

  • 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
• 

  

  /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
• 

  

  /26

  Est $557,966

  Not Listed For Sale

  219 Brown Rd, Olivebridge, NY 12461

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1974

  219 Brown Rd, Olivebridge, NY 12461

  Last Sold Summary

  • 10 Days On Market
• 

  

  /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

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