2,301

Olive Homes

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  • /41

    $799,900

    $129K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 2,736 Sq Ft

    85 Kelder Rd, Olivebridge, NY 12461

    Low-Tax Olive HavenSet on 6.5 picturesque, quiet acres with the Shawangunk Ridge rising to the east, this beautifully renovated 18th century farmhouse feels like the place you've been looking for. Wideboard floors and post and beam construction. The chef's kitchen includes a center island for prep and conversation, a dining table ready for long Sunday breakfasts, game night, or

    Agent Photo

    Stefan Bolz

    Hudson Dwellings Realty

    85 Kelder Rd, Olivebridge, NY 12461
  • /12

    $2,650 Per Month

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Property for Rent

    10-14 Kelder Hwy Unit 14, Olivebridge, NY 12461

    Set within the dramatic backdrop of High Point Mountain and enjoying marvelous mountain views, this newly refreshed double wide offers a wonderful combination of country charm, comfort, and versatility. Freshly updated throughout, the home features new LVT flooring, a completely refreshed kitchen with new cabinetry and appliances, two bedrooms and an office l, a comfortable kitchen with breakfast

    Daniel Hauspurg Potter Realty

    10-14 Kelder Hwy Unit 14, Olivebridge, NY 12461
  • /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 $961,005

    Last Listing Agent Ashley Prather Corcoran Country Living

    52 Aster Rd, Olivebridge, NY 12461
    • /33

      Est $560,970

      Not Listed For Sale

      654 Watson Hollow Rd, West Shokan, NY 12494

      • 2 Beds
      • 1 Bath
      • 1,395 Sq Ft
      • Built 1936
      654 Watson Hollow Rd, West Shokan, NY 12494

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  • /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

    Agent Photo

    Teresa Falkowski

    Keller Williams Realty HV Nort

    Tbd New York 28, 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 $503,802

    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

      Last Listing Agent Baris Demirel Serhant LLC

  • /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

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    2 Mountain Valley Rd, Boiceville, NY 12412
  • /17

    $2,600 Per Month

    • 2 Beds
    • 1 Bath
    • 1,116 Sq Ft
    • House for Rent

    10-14 Kelder Hwy Unit 10, Olivebridge, NY 12461

    Set within the dramatic backdrop of High Point Mountain and enjoying marvelous mountain views, this cozy two-bedroom cottage offers a wonderful combination of country charm, comfort, and versatility. Freshly updated throughout, the home features new LVT flooring, a completely refreshed kitchen with new cabinetry and appliances, two bedrooms on the main level, a comfortable eat-in kitchen, and a

    Daniel Hauspurg Potter Realty

    10-14 Kelder Hwy Unit 10, Olivebridge, NY 12461
  • /50

    $1,350,000

    Sold Sep 23, 2026

    77 Lower Sahler Mill Rd, Olivebridge, NY 12461

    • 4 Beds
    • 4 Baths
    • 2,443 Sq Ft
    • Built 1930

    Last Sold Summary

    • $553/SF
    • 12 Days On Market

    Current Estimated Value $1,305,599

    Last Listing Agent Joseph Satto Compass Greater NY, LLC

    77 Lower Sahler Mill Rd, 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

  • /50

    $1,850,000

    $350K 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
  • /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
  • /45

    $696,500

    Sold Sep 15, 2026

    11 Oak Mountain Farm Rd, Boiceville, NY 12412

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft
    • Built 1930

    Last Sold Summary

    • 11% Below List Price
    • $407/SF
    • 56 Days On Market

    Current Estimated Value $749,192

    Last Listing Agent Amy Lonas Coldwell Banker Village Green

    11 Oak Mountain Farm Rd, Boiceville, NY 12412
    • 199 Kelder Hwy, Olivebridge, NY 12461

      Est $809,305

      Not Listed For Sale

      199 Kelder Hwy, Olivebridge, NY 12461

      • 3 Beds
      • 2 Baths
      • 1,709 Sq Ft
      • Built 2019
      199 Kelder Hwy, Olivebridge, NY 12461

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Lynelle Alessi KW Hudson Valley United

  • /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
  • /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
    • /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

  • /52

    $849,000

    $50K PRICE DROP Under Contract
    • 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
  • /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
    • /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

      Last Listing Agent William Golan Compass Greater NY, LLC

  • /32

    $775,000

    $50K 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
  • /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
    • /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

  • /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
  • /17

    $90,000

    Sold Sep 14, 2026

    244 Upper Samsonville Rd, Olivebridge, NY 12461

    • 3 Beds
    • 1 Bath
    • 800 Sq Ft
    • Built 1959

    Last Sold Summary

    • 40% Below List Price
    • $112/SF
    • 57 Days On Market

    Last Listing Agent Timothy Ayers Berardi Realty

    244 Upper Samsonville Rd, Olivebridge, NY 12461
    • /33

      Est $1,170,512

      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

      Last Listing Agent Angelica VonDrak Houlihan Lawrence, Inc.

  • /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
  • /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
    • /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

      Last Listing Agent Diana Polack Compass Greater NY, LLC

  • /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
  • /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
    • /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

      Last Listing Agent Maureen Finch Finch, John Realty

  • /37

    $1,200,000

    Open Sat 2PM - 4PM
    • 3 Beds
    • 2.5 Baths
    • 3,900 Sq Ft

    1205 County Road 2, Olivebridge, NY 12461

    Step through the door and feel it: the quiet confidence of a home built by hand, with careful attention to detail and a unique perspective.Light pours through a solarium dining room built entirely of glass. A stone fireplace commands the living room. The retro-inspired kitchen rewards a second look, with an expansive bar that wraps two sides of the counter and seats a crowd.Custom

    Joseph Satto Compass Greater NY, LLC

    1205 County Road 2, 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
    • /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

      Last Listing Agent Carol Spirig Halter Associates Realty

  • /33

    $749,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,157 Sq Ft

    4248 State Route 28, Boiceville, NY 12412

    Welcome to the most charming 1920s Arts & Crafts masterpiece. Whether you're plotting a full-time escape from the city or a weekend sanctuary, this light-soaked gem in the historic hamlet of Boiceville is the ultimate choice.Step through the center entry hall and prepare to swoon: beamed ceilings, historic charm, and a living room anchored by a fireplace with a cozy wood-burning stove.

    Carol Graham Corcoran Country Living

    4248 State Route 28, 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
    • /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

      Last Listing Agent Eric Amaral Coldwell Banker Village Green

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$577,000
Median Single Family Sale Price
$665,000
Median 2 Bedroom Sale Price
$492,000
Average Price Per Sq Ft
$418
Number of Homes for Sale
2,301
Last 12 months Home Sales
67
Months of Supply
4.10
Median List Price
$749,500
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
11%
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