Bearsville, NY Homes

• 

  

  

  /31

  $695,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,021 Sq Ft

  20 Indian Rd, Kerhonkson, NY 12446

  Tucked into 4.3 private acres in Kerhonkson, this modified A-Frame delivers the kind of quiet that reminds you what quiet actually sounds like. The setting is pure woodland, with nothing but birdsong and tree canopy in every direction. The owners operate their own design firm, and the results are evident throughout. Oversized picture windows flood the interiors with natural light and frame the

  Briana Cermak Compass Greater NY, LLC

  20 Indian Rd, Kerhonkson, NY 12446
• 

  

  

  /31

  $550,000

  Sold Jul 20, 2026

  121 Kelder Hwy, Olivebridge, NY 12461

  • 3 Beds
  • 2 Baths
  • 1,749 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Above List Price
  • $314/SF
  • 47 Days On Market

  Current Estimated Value $655,190

  Last Listing Agent Stacey Anderson BHHS HUDSON VALLEY PROP-WDST

  121 Kelder Hwy, Olivebridge, NY 12461
• 

  

  

  /31

  Est $729,962

  Not Listed For Sale

  103 Trails End Rd, Kerhonkson, NY 12446

  • 4 Beds
  • 2.5 Baths
  • 3,264 Sq Ft
  • Built 1960

  103 Trails End Rd, Kerhonkson, NY 12446

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC
• 

  

  

  /38

  $530,000

  $95K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft

  2013 County Road 3, Olivebridge, NY 12461

  Nestled among the trees and tucked back from the road, this immaculate Olivebridge retreat offers the kind of peace and privacy people move upstate for. Quiet, serene, and thoughtfully updated throughout, the property feels effortlessly welcoming from the moment you arrive. Inside, the home feels bright, comfortable, and incredibly well cared for. Sun pours through the windows, the wood stove

  Davina Thomasula Four Seasons Sotheby's Int'l-K

  2013 County Road 3, Olivebridge, NY 12461
• 

  

  

  /35

  $598,200

  Sold Jul 01, 2026

  41 Hickory Hill Rd, Kerhonkson, NY 12446

  • 2 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Built 1962

  Last Sold Summary

  • $433/SF
  • 37 Days On Market

  Current Estimated Value $600,063

  Last Listing Agent Joseph Satto Compass Greater NY, LLC

  41 Hickory Hill Rd, Kerhonkson, NY 12446
• 

  

  /20

  Est $362,350

  Not Listed For Sale

  50 Dymond Rd, Kerhonkson, NY 12446

  • 1 Bed
  • 1 Bath
  • 684 Sq Ft
  • Built 1962

  50 Dymond Rd, Kerhonkson, NY 12446

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Kristen Jock Compass Greater NY, LLC
• 

  

  /29

  $399,000

  Under Contract

  • 2 Beds
  • 1 Bath
  • 756 Sq Ft

  25 Upper Cherrytown Rd, Kerhonkson, NY 12446

  Meet Jitterbug, a cedar-clad contemporary cottage set on 2.5 private, wooded acres in Kerhonkson. Tucked away and surrounded by mature trees, it offers a serene kind of privacy that feels both calm and considered. Inside, the space is bright and open, with a natural flow between the living, dining, and kitchen areas. Wide plank bleached maple floors and clean, modern finishes keep things simple

  Davina Thomasula Four Seasons Sotheby's Int'l-K

  25 Upper Cherrytown Rd, Kerhonkson, NY 12446
• 

  $1,150,000

  Sold Dec 29, 2025

  89 Stillerberg Strada, Kerhonkson, NY 12446

  • 3 Beds
  • 3.5 Baths
  • 2,440 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Below List Price
  • $471/SF
  • 40 Days On Market

  Current Estimated Value $1,178,391

  Last Listing Agent Angelica VonDrak Houlihan Lawrence Inc.

  89 Stillerberg Strada, Kerhonkson, NY 12446
• 

  

  /28

  Est $393,772

  Not Listed For Sale

  82 Dymond Rd, Kerhonkson, NY 12446

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft
  • Built 1960

  82 Dymond Rd, Kerhonkson, NY 12446

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Katy Porte Compass Greater NY, LLC
• 

  

  /20

  $298,000

  $1K PRICE DROP

  • Land
  • 9.04 Acres
  • $32,950 per Acre

  000 Upper Samsonville Rd, Krumville, NY 12461

  Build your ideal country retreat or year-round home on this beautiful 9-acre property in the coveted Upper Samsonville Road area of Olivebridge, featuring a 200-foot roughed-in driveway and striking views of High Point Mountain. Bordered by original stone walls this buildable property offers multiple potential home sites with privacy. With a survey on record (Lot #13), completed and partial

  Amy Owens Coldwell Banker Village Green

  000 Upper Samsonville Rd, Krumville, NY 12461
• 

  

  /23

  $249,000

  Sold Nov 05, 2025

  4 Schwabie Turnpike, Kerhonkson, NY 12446

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 2003

  Last Sold Summary

  • $259/SF
  • 28 Days On Market

  Last Listing Agent Laura Haney Halter Associates Realty

  4 Schwabie Turnpike, Kerhonkson, NY 12446
• 

  

  /5

  Est $29,744

  Not Listed For Sale

  512 Upper Cherrytown Rd, Kerhonkson, NY 12446

  • 2 Beds
  • Built 1950

  512 Upper Cherrytown Rd, Kerhonkson, NY 12446

  Last Sold Summary

  • 126 Days On Market

  Last Listing Agent Monica Noll Keller Williams Realty HV Nort
• 

  

  /6

  $229,900

  $60K PRICE DROP

  • Land
  • 13.14 Acres
  • $17,496 per Acre

  252 Upper Samsonville Rd, Krumville, NY 12461

  The perfect Catskill Mountain homesite. Unimproved vacant land with existing pad for manufactured home. Gently sloping with views at the top of the property.

  Timothy Ayers Berardi Realty

  252 Upper Samsonville Rd, Krumville, NY 12461
• 

  

  /62

  $750,000

  Sold Sep 08, 2025

  1489 County Road 2, Olivebridge, NY 12461

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft
  • Built 1890

  Last Sold Summary

  • $436/SF
  • 32 Days On Market

  Current Estimated Value $769,968

  Last Listing Agent Amy Levine Howard Hanna Rand Realty

  1489 County Road 2, Olivebridge, NY 12461
• 

  

  /27

  Est $609,633

  Not Listed For Sale

  190 Sundown Rd, Kerhonkson, NY 12446

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Built 1939

  190 Sundown Rd, Kerhonkson, NY 12446

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Hayes Clement Compass Greater New York, LLC
• 

  

  /17

  $675,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  342 Upper Cherrytown Rd, Kerhonkson, NY 12446

  Set on two private, wooded acres in the heart of the Shawangunks, Cherrytown Chalet is a bright, modern home built in 2021 and offered fully furnished and turnkey. Cathedral pine ceilings crown an open single level living, dining, and kitchen layout, and double French doors open onto a wraparound deck with forest views and the dark star-filled skies. The kitchen is built for gathering, with

  Ashley Trattner Listing by Keller Williams Upstate NY Properties

  

  342 Upper Cherrytown Rd, Kerhonkson, NY 12446
• 

  $2,775,000

  Sold Feb 09, 2026

  189 Haver Rd, Olivebridge, NY 12461

  • 4 Beds
  • 4.5 Baths
  • 4,506 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Below List Price
  • $616/SF
  • 19 Days On Market

  Last Listing Agent Annabel Taylor Four Seasons Sothebys Intl

  189 Haver Rd, Olivebridge, NY 12461
• 

  

  /11

  Est $389,176

  Not Listed For Sale

  94 Camp Adventure Rd, Kerhonkson, NY 12446

  • 3 Beds
  • Built 1985

  94 Camp Adventure Rd, Kerhonkson, NY 12446

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Jeoffrey Devor BHHS HUDSON VALLEY PROP-NP
• 

  

  /54

  $624,000

  • 3 Beds
  • 3 Baths
  • 2,150 Sq Ft

  99 Vantine Rd, Kerhonkson, NY 12446

  Whether you're looking for a lovingly maintained full-time family home or a peaceful, quiet 2nd home in a dream setting, this clean & serene 2004 Cape Cod, greets you at the end of a private country road with an invitation to move right in & relax into easy living! A deep & delightful rocking chair front porch opens into spacious interior rooms including a lovely first floor master suite, and a

  Margaret Heinze Mary Collins Real Estate, Inc

  99 Vantine Rd, Kerhonkson, NY 12446
• 

  

  /33

  $1,350,000

  Sold Feb 12, 2026

  2372 County Road 3, Olivebridge, NY 12461

  • 3 Beds
  • 2 Baths
  • 1,646 Sq Ft
  • Built 2021

  Last Sold Summary

  • 4% Above List Price
  • $820/SF
  • 67 Days On Market

  Last Listing Agent Briana Cermak Compass Greater NY, LLC

  2372 County Road 3, Olivebridge, NY 12461
• 

  

  /19

  Est $523,634

  Not Listed For Sale

  725 Upper Cherrytown Rd, Kerhonkson, NY 12446

  • 4 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Built 1975

  725 Upper Cherrytown Rd, Kerhonkson, NY 12446

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Nick Carelli Past Member
• 

  

  /9

  $75,000

  Pending

  • Land
  • 1 Acre
  • $75,000 per Acre

  14 Saw Pitt Rd, Kerhonkson, NY 12446

  Discover a rare opportunity to own a private getaway tucked inside Camp Adventure! This beautiful 1-acre wooded lot offers endless potential. Renovate or replace the 1960 seasonal cottage with a modern home and add a deck to fully enjoy the peaceful surroundings and natural beauty. Please use caution when entering the existing structure. The location is ideal for outdoor enthusiasts and those who

  Kristen Zigouras eXp Realty

  14 Saw Pitt Rd, Kerhonkson, NY 12446
• 

  

  /49

  $695,000

  Sold Nov 19, 2025

  85 Hickory Hill Rd, Rochester, NY 12446

  • 2 Beds
  • 2 Baths
  • 1,377 Sq Ft
  • Built 2022

  Last Sold Summary

  • 7% Above List Price
  • $505/SF
  • 28 Days On Market

  Current Estimated Value $727,324

  Last Listing Agent Maria Gianas The Machree Group, LLC

  85 Hickory Hill Rd, Rochester, NY 12446
• 

  

  /35

  Est $530,937

  Not Listed For Sale

  18 Harris Rd, Kerhonkson, NY 12446

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 2002

  18 Harris Rd, Kerhonkson, NY 12446

  Last Sold Summary

  • 150 Days On Market

  Last Listing Agent Yameil Nunez Past Member
• 

  

  /35

  $749,000

  • 3 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  515 Samsonville Rd, Kerhonkson, NY 12446

  Where quiet luxury and country living meet, just a couple of hours from Metro NY. Tucked at the end of a long, paved, winding driveway, this 3-bedroom, 2.5-bath colonial sits on 9.6 private acres, wrapped in mature trees, wildlife, and the perfect escape from the hustle and bustle of everyday life. Upon entry, a bright sitting room and generous dining room with vaulted ceilings and natural light

  Zachary Jarvis BHHS Nutshell Realty

  515 Samsonville Rd, Kerhonkson, NY 12446
• 

  

  /33

  $535,000

  Sold Sep 23, 2025

  654 Watson Hollow Rd, West Shokan, NY 12494

  • 2 Beds
  • 1 Bath
  • 1,395 Sq Ft
  • Built 1936

  Last Sold Summary

  • 2% Above List Price
  • $384/SF
  • 25 Days On Market

  Current Estimated Value $560,970

  Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  654 Watson Hollow Rd, West Shokan, NY 12494
• 

  

  /38

  Est $681,875

  Not Listed For Sale

  188 Rocky Mountain Rd, Kerhonkson, NY 12446

  • 3 Beds
  • 2.5 Baths
  • 2,060 Sq Ft
  • Built 2003

  188 Rocky Mountain Rd, Kerhonkson, NY 12446

  Last Sold Summary

  • 114 Days On Market

  Last Listing Agent Joseph Satto Compass Greater NY, LLC
• 

  

  /27

  $249,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  93 Wynkoop Dr, Kerhonkson, NY 12446

  Elevate your life in the heart of the Hudson Valley. Stop dreaming of weekend getaways and start living amidst the natural beauty. This tranquil property, perfect for your custom build, boasts direct access to local hiking trails and the picturesque Ashokan Reservoir. Encompassing three parcels sold together, this builder's dream offers unique potential, including a section of existing wetlands

  Monica Noll Keller Williams Realty HV Nort

  93 Wynkoop Dr, Kerhonkson, NY 12446
• 

  

  /47

  $620,000

  Sold Jul 21, 2026

  119 Cedar Dr, Kerhonkson, NY 12446

  • 3 Beds
  • 2.5 Baths
  • 3,024 Sq Ft
  • Built 1998

  Last Sold Summary

  • 1% Below List Price
  • $205/SF
  • 61 Days On Market

  Current Estimated Value $646,850

  Last Listing Agent Andrew Condon Halter Associates Realty

  119 Cedar Dr, Kerhonkson, NY 12446
• 

  

  /34

  Est $648,857

  Not Listed For Sale

  2 Etheline Rd, Kerhonkson, NY 12446

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft
  • Built 1971

  2 Etheline Rd, Kerhonkson, NY 12446

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC
• 

  

  /21

  $695,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,180 Sq Ft

  22 Rocky Mountain Rd, Kerhonkson, NY 12446

  Tucked at the quiet edge of the Sundown Wild Forest, 22 Rocky Mountain Rd offers a rare and compelling opportunity to reimagine a classic Hudson Valley homestead on nearly five acres of exceptionally beautiful land. The existing Dutch Colonial, with its charming gambrel roofline, is rich with character and ready for its next chapter. Inside, the entry welcomes you with a wood stove set against a

  Kristen Jock Compass Greater NY, LLC

  22 Rocky Mountain Rd, Kerhonkson, NY 12446
• 

  

  /32

  Est $419,664

  Not Listed For Sale

  42 McGuffey Rd, Kerhonkson, NY 12446

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1985

  42 McGuffey Rd, Kerhonkson, NY 12446

  Last Sold Summary

  • 205 Days On Market

  Last Listing Agent Toni Petfield Century 21 Alliance-NP
• 

  

  /11

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  655 Samsonville Rd, Kerhonkson, NY 12446

  This manufactured home was built in 2017 and only used 3-6 times due to distance of the owners primary residence from the property. It's essentially brand new! Sited on 3+ acres, yoo'll quietly watch fireflies and listen to the summer night sounds without light pollution, from your front porch rocking chairs! One level living with two full baths and neutral tones throughout, all you need do is

  Adrienne Volpe KW MidHudson

  655 Samsonville Rd, Kerhonkson, NY 12446
• 

  

  /26

  Est $577,632

  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

  Last Listing Agent Jeff Serouya Compass Greater NY, LLC
• 

  

  /21

  $409,000

  $86K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  35 Haver Rd, Olivebridge, NY 12461

  Tucked away on a quiet dead-end road, this charming 3-bedroom, 2-bath ranch offers peaceful living on over 3 private acres. Built in 2005, the home features convenient one-level living with a well-designed layout, including central living spaces, a spacious primary suite with a spacious closet and private bath, and two additional bedrooms with a full guest bath. The kitchen provides ample cabinet

  Shane Kelder Welch Realty Inc.

  35 Haver Rd, Olivebridge, NY 12461
• 

  

  /12

  Est $394,825

  Not Listed For Sale

  1979 County Road 3, Olivebridge, NY 12461

  • 3 Beds
  • 1 Bath
  • 1,231 Sq Ft
  • Built 1800

  1979 County Road 3, Olivebridge, NY 12461

  Last Sold Summary

  • 231 Days On Market

  Last Listing Agent Debra Cook Coldwell Banker Timberland
• 

  

  /37

  $550,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,835 Sq Ft

  435 Samsonville Rd, Kerhonkson, NY 12446

  Set on a combined 3.73 acres in the heart of the Hudson Valley, with an additional 1.12-acre parcel included in the sale, this property offers a rare blend of privacy, flexibility, and lifestyle. Tucked back from the road with seasonal mountain views, the setting feels peaceful and secluded while remaining close to some of the area’s most sought-after destinations. This one-level ranch is

  Kaitlynn MacIsaac eXp Realty

  435 Samsonville Rd, Kerhonkson, NY 12446
• 

  Est $912,669

  Not Listed For Sale

  1967 County Road 3, Olivebridge, NY 12461

  • 4 Beds
  • 3.5 Baths
  • 2,840 Sq Ft
  • Built 1825

  1967 County Road 3, Olivebridge, NY 12461

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Lindsay Allen Upstate Down
• 

  

  /5

  $67,500

  Under Contract

  • Land
  • 19,384 Sq Ft
  • $151,685 per Acre

  1470 County Road 2, Olivebridge, NY 12461

  Looking to build a quaint, country escape on a low maintenance buildable lot? 1470 County Road 2 is the perfect location to do so! Equipped with a survey, BOH approval for a 2 bedroom home and zoning board of appeals approval from the local municipality, authorizes this lot as buildable for a 24x40 home. Bring your minimalistic 960 square foot country home to vision on this 0.44 acre lot in

  Zachary Jarvis BHHS Nutshell Realty

  1470 County Road 2, Olivebridge, NY 12461
• 

  Est $646,114

  Not Listed For Sale

  673 Acorn Hill Rd, Olivebridge, NY 12461

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft
  • Built 1941

  673 Acorn Hill Rd, Olivebridge, NY 12461

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Steven Asher Cohen BHHS Nutshell Realty

Showing Results 161 - 200, Page 5 of 18