Olivebridge, NY Homes

• 

  

  

  /31

  $550,000

  Sold Aug 10, 2026

  16 Shagbark, Shokan, NY 12481

  • 3 Beds
  • 2 Baths
  • 2,076 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Above List Price
  • $265/SF
  • 18 Days On Market

  Current Estimated Value $532,787

  Last Listing Agent Henry Ford Coldwell Banker Village Green

  16 Shagbark, Shokan, NY 12481
• 

  

  

  /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.
• 

  

  

  /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
• 

  

  

  /24

  $315,000

  Sold Dec 19, 2025

  31 Lang Rd, West Shokan, NY 12494

  • 4 Beds
  • 2.5 Baths
  • 3,330 Sq Ft
  • Built 1961

  Last Sold Summary

  • 19% Below List Price
  • $95/SF
  • 182 Days On Market

  Current Estimated Value $549,624

  Last Listing Agent Richard Vizzini Corcoran Country Living

  31 Lang Rd, West Shokan, NY 12494
• 

  

  

  /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
• 

  

  /33

  $779,000

  $20K 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
• 

  $500,000

  Sold Jul 22, 2026

  252 Upper Boiceville Rd, Boiceville, NY 12412

  • 3 Beds
  • 2 Baths
  • 1,924 Sq Ft
  • Built 1992

  Last Sold Summary

  • $260/SF
  • 26 Days On Market

  Current Estimated Value $516,515

  Last Listing Agent Virginia Corbett eXp Realty

  252 Upper Boiceville Rd, Boiceville, NY 12412
• 

  Not Listed For Sale

  363 Cold Brook Rd, Bearsville, NY 12409

  • 3 Beds
  • 2 Baths
  • 3,126 Sq Ft
  • Built 1985

  363 Cold Brook Rd, Bearsville, NY 12409

  Last Sold Summary

  • 117 Days On Market

  Last Listing Agent Carol Spirig Halter Associates Realty Inc
• 

  

  /16

  $289,000

  Under Contract

  • 2 Beds
  • 1 Bath
  • 910 Sq Ft

  2 Bonnie Brae Ln, Shokan, NY 12481

  Welcome to 2 Bonnie Brae Road in Shokan, a charming 2-bedroom, 1-bath single-family home nestled in the heart of the beautiful Hudson Valley. Offering a comfortable and inviting setting, this home is a wonderful opportunity for those looking for a full-time residence, weekend getaway, or peaceful retreat close to some of the area's most popular destinations.Enjoy the best of Catskill

  Barry Creagan Howard Hanna Rand Realty

  2 Bonnie Brae Ln, Shokan, NY 12481
• 

  

  /23

  $415,000

  Sold Feb 10, 2026

  74 Upper Boiceville Rd, Boiceville, NY 12412

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft
  • Built 1958

  Last Sold Summary

  • $255/SF
  • 33 Days On Market

  Current Estimated Value $426,654

  Last Listing Agent Dustin Leibowitz eXp Realty, LLC

  74 Upper Boiceville Rd, Boiceville, NY 12412
• 

  

  /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
• 

  

  /37

  $1,875,000

  • 3 Beds
  • 2 Baths
  • 2,800 Sq Ft

  101 Bristol Hill Rd, Glenford, NY 12433

  Massive style with minimal expenses: This stunning 2,800-square-foot one-level home, designed by an architect for his own family, delivers cutting-edge luxury in a sought-after neighborhood just minutes from Woodstock and the Ashokan Reservoir. Set on 1.5 wooded acres, the house delivers a seamless blend of big-impact, light-filled interior spaces with a beautiful and secluded wooded setting,

  Hayes Clement Compass Greater New York, LLC

  101 Bristol Hill Rd, Glenford, NY 12433
• 

  

  /22

  $339,000

  Sold May 14, 2026

  143 Dubois Rd, Shokan, NY 12481

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft
  • Built 1957

  Last Sold Summary

  • 24% Below List Price
  • $254/SF
  • 32 Days On Market

  Current Estimated Value $337,123

  Last Listing Agent Danielle Marchisella Corcoran Country Living

  143 Dubois Rd, Shokan, NY 12481
• 

  Not Listed For Sale

  1345 Wittenberg Rd Unit 1347, Mount Tremper, NY 12457

  • 4 Beds
  • 3.5 Baths
  • 2,174 Sq Ft
  • Built 1987

  1345 Wittenberg Rd Unit 1347, Mount Tremper, NY 12457

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Valerie Cashen Coldwell Banker Village Green
• 

  

  /41

  $949,000

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft

  56 Ridge Rd, Shokan, NY 12481

  Tucked down a long driveway on 4.3 private, wooded acres, just outside Woodstock, this thoughtfully designed contemporary home offers the rare combination of true seclusion and effortless livability. Built with a post and beam, passive solar design, the home was constructed to work with its surroundings.Inside, 1,852 square feet are laid out across two comfortable levels, with 3 bedrooms

  Kyle Needham Compass Greater NY, LLC

  56 Ridge Rd, Shokan, NY 12481
• 

  

  /17

  $360,500

  Sold Sep 25, 2025

  2832 New York 28, Shokan, NY 12481

  • 4 Beds
  • 2 Baths
  • 1,880 Sq Ft
  • Built 1957

  Last Sold Summary

  • 7% Below List Price
  • $192/SF
  • 69 Days On Market

  Last Listing Agent Edwin Maldonado Howard Hanna Rand Realty

  2832 New York 28, Shokan, NY 12481
• 

  

  /53

  Est $529,548

  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

  Last Listing Agent Edwin Maldonado Howard Hanna Rand Realty
• 

  

  /12

  $224,999

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  106 Sheldon Hill Rd, Olivebridge, NY 12461

  Investor opportunity in Olivebridge! Situated on 1.12 acres, 106 Sheldon Hill Road offers a 2-bedroom, 1.5-bath home with approximately 1,456 square feet of living space and a full unfinished basement, providing additional potential for storage or future expansion. Ideal for investors, contractors, or buyers looking for a renovation project in the Hudson Valley, this home presents a chance to

  Vincent Reda Keller Williams Realty

  106 Sheldon Hill Rd, Olivebridge, NY 12461
• 

  

  /61

  $665,000

  Sold Jun 04, 2026

  258 Watson Hollow Rd, West Shokan, NY 12494

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft
  • Built 1960

  Last Sold Summary

  • 26% Below List Price
  • $417/SF
  • 329 Days On Market

  Current Estimated Value $645,967

  Last Listing Agent Siobhan Scanlan Win Morrison Realty-K

  258 Watson Hollow Rd, West Shokan, NY 12494
• 

  /2

  Est $3,350,789

  Not Listed For Sale

  1073 Wittenberg Rd, Mount Tremper, NY 12457

  • 5 Beds
  • 4 Baths
  • 3,848 Sq Ft
  • Built 1926

  1073 Wittenberg Rd, Mount Tremper, NY 12457
• 

  

  /26

  $399,000

  • 1,000 Sq Ft

  281 Cold Brook Rd, Bearsville, NY 12409

  There are homes that ask you to compromise, and then there are homes that ask you to dream.Set against a backdrop of sweeping mountain views, this is a rare opportunity to create something that’s unmistakably yours. The hardest work has already been done. What’s left is the part that reflects your style, your vision, and the way you want to live.Picture slow mornings with coffee

  Ron Knowles Century 21 Alliance Rlty Group

  281 Cold Brook Rd, Bearsville, NY 12409
• 

  

  /41

  $1,195,000

  Sold Sep 29, 2025

  465 High Point Mountain Rd, West Shokan, NY 12494

  • 4 Beds
  • 4 Baths
  • 3,941 Sq Ft
  • Built 1970

  Last Sold Summary

  • 13% Below List Price
  • $303/SF
  • 90 Days On Market

  Last Listing Agent Hayes Clement Compass Greater New York, LLC

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

  Est $634,118

  Not Listed For Sale

  403 Wittenberg Rd, Bearsville, NY 12409

  • 3 Beds
  • 2 Baths
  • 2,071 Sq Ft
  • Built 1875

  403 Wittenberg Rd, Bearsville, NY 12409

  Last Sold Summary

  • 362 Days On Market

  Last Listing Agent MaryBeth O'Hara Ellis Sotheby's Intl Realty
• 

  

  /7

  $149,000

  29 Reservoir Rd, Shokan, NY 12481

  Property has a 3BR, 1bath house which needs complete Renovation or Demolition. BEING SOLD AS-IS This is an ideal quiet location just a few lots off route 28 and walkable to The Asokan Reservoir. Minutes from all services and shopping. Kingston and Woodstock are near-by. Onteora school system right down the road. Rail Trail around the corner. Live in a country location and work in Kingston with

  Faye Storms Ruth Gale Realty

  29 Reservoir Rd, Shokan, NY 12481
• 

  

  /38

  $635,000

  Sold Nov 06, 2025

  92 Erikas Walk, Mount Tremper, NY 12457

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $377/SF
  • 54 Days On Market

  Current Estimated Value $699,405

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  92 Erikas Walk, Mount Tremper, NY 12457
• 

  

  /26

  Est $548,126

  Not Listed For Sale

  386 Wittenberg Rd, Bearsville, NY 12409

  • 4 Beds
  • 1 Bath
  • 1,912 Sq Ft
  • Built 1926

  386 Wittenberg Rd, Bearsville, NY 12409

  Last Sold Summary

  • 204 Days On Market

  Last Listing Agent Melissa Zoe Hirsch Coldwell Banker Village Green
• 

  

  /20

  $399,000

  $51K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,372 Sq Ft

  127 Du Bois Rd, Shokan, NY 12481

  PRICE REDUCED!!!! If you're looking for peaceful country living, this inviting ranch-style home on 1.42 acres may be just what you've been waiting for. Set on a quiet road, it offers 3 bedrooms, 1 1/2 bathrooms, and a spacious living room with a cozy fireplace. Hardwood floors lie beneath the carpets, adding even more potential. The full finished basement provides plenty of extra space, including

  Tracy Galvin Mid Hudson Valley Realty Corp.

  127 Du Bois Rd, Shokan, NY 12481
• 

  

  /9

  $182,000

  Sold Aug 18, 2026

  46 Hillside Dr, West Shokan, NY 12494

  • Land
  • 3.7 Acres
  • $49,189 per Acre

  Last Sold Summary

  • 14% Above List Price
  • 34 Days On Market

  Last Listing Agent Mark Kanter BHHS HUDSON VALLEY PROP-WDST

  46 Hillside Dr, West Shokan, NY 12494
• 

  Est $443,619

  Not Listed For Sale

  913 Wittenberg Rd, Mount Tremper, NY 12457

  • 2 Beds
  • 1 Bath
  • 957 Sq Ft
  • Built 1966

  913 Wittenberg Rd, Mount Tremper, NY 12457

  Last Sold Summary

  • 244 Days On Market

  Last Listing Agent Dennis Bressack KW Hudson Valley North
• 

  

  /45

  $419,000

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft

  8 Longyear Rd, Shokan, NY 12481

  Tucked away in a beautiful open meadow, this adorable Cape Cod cottage offers the perfect blend of privacy, charm, and endless possibilities. Bathed in natural light, the home features a warm and inviting atmosphere with a cozy wood-burning fireplace in the living room--perfect for relaxing on crisp Catskills evenings. With one bedroom and a full bath on each floor, the flexible layout easily

  Darlene Griffin Halter Associates Realty

  8 Longyear Rd, Shokan, NY 12481
• 

  

  /65

  $779,900

  Sold Apr 10, 2026

  26 Carle Rd, Mount Tremper, NY 12457

  • 3 Beds
  • 2 Baths
  • 2,196 Sq Ft
  • Built 1981

  Last Sold Summary

  • 13% Below List Price
  • $355/SF
  • 146 Days On Market

  Current Estimated Value $769,380

  Last Listing Agent Elizabeth Alfeld Keller Williams Realty HV Nort

  26 Carle Rd, Mount Tremper, NY 12457
• 

  

  /33

  Est $550,702

  Not Listed For Sale

  676 Wittenberg Rd, Mount Tremper, NY 12457

  • 2 Beds
  • 1 Bath
  • 935 Sq Ft
  • Built 1948

  676 Wittenberg Rd, Mount Tremper, NY 12457

  Last Sold Summary

  • 112 Days On Market

  Last Listing Agent Barbara O'Hare BHHS HUDSON VALLEY PROP-WDST
• 

  

  /50

  $5,495,000

  • 9 Beds
  • 7 Baths
  • 8,726 Sq Ft

  1471 State Route 28a, West Hurley, NY 12491

  A Rare Hudson Valley Legacy Estate Above the Ashokan Reservoir. Perched high above the Ashokan Reservoir with breathtaking Catskill Mountain views, this extraordinary 115-acre private estate offers a rare combination of scale, privacy, natural beauty, and proximity to the very best of the Hudson Valley. Encompassing approximately 8,726 square feet with 9 bedrooms and 5.5 baths, the property is an

  Katherine Koniecko Signature Premier Properties

  1471 State Route 28a, West Hurley, NY 12491
• 

  

  /46

  $690,000

  Sold Feb 05, 2026

  4723 State Route 213, Olivebridge, NY 12461

  • 6 Beds
  • 4 Baths
  • 2,582 Sq Ft
  • Built 1932

  Last Sold Summary

  • 1% Below List Price
  • $267/SF
  • 74 Days On Market

  Current Estimated Value $639,985

  Last Listing Agent Amy Owens Coldwell Banker Village Green

  4723 State Route 213, Olivebridge, NY 12461
• 

  

  /34

  Est $656,991

  Not Listed For Sale

  618 Wittenberg Rd, Mount Tremper, NY 12457

  • 3 Beds
  • 2 Baths
  • 1,329 Sq Ft
  • Built 1981

  618 Wittenberg Rd, Mount Tremper, NY 12457

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Sharon Breslau BHHS HUDSON VALLEY PROP-WDST
• 

  

  /29

  $699,900

  • 4 Beds
  • 2.5 Baths
  • 2,758 Sq Ft

  25 Old Farm Rd, Shokan, NY 12481

  Welcome to your own Catskills retreat! This beautifully renovated 2,700-square-foot farmhouse blends timeless charm with modern comfort, offering an inviting escape surrounded by the natural beauty of the Hudson Valley.Step inside to a bright, beautifully updated interior filled with natural light from large windows and thoughtfully designed living spaces. The newer kitchen features

  Keely Vandebogart Halter Associates Realty

  25 Old Farm Rd, Shokan, NY 12481
• 

  

  /54

  $415,000

  Sold Oct 03, 2025

  77 Upper Boiceville Rd, Boiceville, NY 12412

  • 4 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • Built 1968

  Last Sold Summary

  • 5% Above List Price
  • $249/SF
  • 16 Days On Market

  Current Estimated Value $442,361

  Last Listing Agent Francesca Ortolano Past Member

  77 Upper Boiceville Rd, Boiceville, NY 12412
• 

  

  /35

  Est $1,173,650

  Not Listed For Sale

  238 the Middle Way, Mount Tremper, NY 12457

  • 4 Beds
  • 3.5 Baths
  • 2,719 Sq Ft
  • Built 1979

  238 the Middle Way, Mount Tremper, NY 12457

  Last Sold Summary

  • 277 Days On Market

  Last Listing Agent Carol Spirig Halter Associates Realty
• 

  

  /33

  $795,000

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 2,037 Sq Ft

  137 Stillwater Rd, Stone Ridge, NY 12484

  Tucked away on approximately 2.54 acres in Stone Ridge, Stillwater is a bright, character-rich 1980 Green Mountain Homes passive-solar house with an unusual concentration of systems already in place: owned grid-tied solar with working battery backup that can power designated household loads during outages, multiple heating and cooling options, private well and septic, protected growing space,

  Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  137 Stillwater Rd, Stone Ridge, NY 12484
• 

  

  /17

  $385,000

  Sold Dec 04, 2025

  121-1 Mountain Rd, Shokan, NY 12481

  • 3 Beds
  • 2 Baths
  • 1,647 Sq Ft
  • Built 1992

  Last Sold Summary

  • 19% Below List Price
  • $234/SF
  • 177 Days On Market

  Last Listing Agent Jayme Staten United Real Estate HV Edge

  121-1 Mountain Rd, Shokan, NY 12481

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