Shandaken, NY Homes

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  /40

  $1,200,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,892 Sq Ft

  55 Mountain Laurel Rd, Phoenicia, NY 12464

  Light-Filled Modern Mountain Home Near Phoenicia & Belleayre Fully renovated and reimagined, this stunning mountain home feels immersed in the landscape offering expansive views and rare privacy. Completely transformed with all-new systems and high-end finishes, the home has been curated with intention, balancing clean design, comfort, and functionality. Flooded with natural light and framed by

  

  Leigh Bokser

  Compass Greater NY, LLC

  (845) 327-2456

  55 Mountain Laurel Rd, Phoenicia, NY 12464
• Explore Shandaken

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  /47

  $235,000 Sold Apr 10, 2025

  38 Elm St, Pine Hill, NY 12465

  • 3 Beds
  • 1.5 Baths
  • 1,308 Sq Ft
  • Built 1895

  Last Sold Summary

  • 4% Above List Price
  • $180/SF
  • 1 Day On Market

  Current Estimated Value $292,353

  Last Listing Agent Katherine Keys The Catskill Dream Team

  38 Elm St, Pine Hill, NY 12465
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  /17

  Not Listed For Sale

  TBD Silver Hollow Rd, Chichester, NY 12416

  TBD Silver Hollow Rd, Chichester, NY 12416

  Last Sold Summary

  • 130 Days On Market

  Last Sold Price $69,000

  Last Listing Agent Jeanne Boice Howard Hanna Rand Realty
• 

  

  

  /21

  $339,900

  • 4 Beds
  • 4 Baths
  • 6,000 Sq Ft

  7284 New York 28, Shandaken, NY 12480

  This is a prime mixed-use property boasting 6000 square feet of potential nestled in a highly visible location, capturing the attention of passing traffic. Currently featuring a separate rental building and an owner's residence upstairs, this property offers a multifaceted investment opportunity. The commercial space downstairs presents a charming opportunity awaiting revitalization. With

  

  Teresa Falkowski

  Keller Williams Realty HV Nort

  (845) 460-1905

  7284 New York 28, Shandaken, NY 12480
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  /30

  $629,500 Sold Apr 22, 2025

  26 Riseley Rd, Mount Tremper, NY 12457

  • 3 Beds
  • 2 Baths
  • 1,630 Sq Ft
  • Built 1975

  Last Sold Summary

  • 9% Above List Price
  • $386/SF
  • 32 Days On Market

  Current Estimated Value $639,376

  Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  26 Riseley Rd, Mount Tremper, NY 12457
• 

  Est $353,933 Not Listed For Sale

  7172 State Route 28, Shandaken, NY 12480

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft
  • Built 1900

  7172 State Route 28, Shandaken, NY 12480

  Last Sold Summary

  • 42% Above List Price
  • $149/SF
  • 64 Days On Market

  Last Sold Price $249,000

  Last Listing Agent Heather Martin United RE Hudson Valley Edge
• 

  

  /50

  $3,250,000

  • 8 Beds
  • 7 Baths
  • 8,276 Sq Ft

  352 Galli Curci Rt 49a Rd, Margaretville, NY 12455

  Legacy estate built into a hillside at 2,400 feet above sea level with far-reaching mountain views, Sul Monte is a of rare architectural pedigree and natural beauty. Commissioned in 1921 by opera legend Amelita Galli-Curci and designed by Harrie Thomas Lindeberg, one of the most respected country house architects of the 20th century, the home blends European country house traditions with an

  

  Sherret Chase

  Four Seasons Sotheby's Int'l R

  (845) 412-8604

  352 Galli Curci Rt 49a Rd, Margaretville, NY 12455
• 

  

  /52

  $675,000 Sold Dec 11, 2025

  741-745 Oliverea Rd, Oliverea, NY 12410

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • Built 1875

  Last Sold Summary

  • 5% Above List Price
  • $293/SF
  • 27 Days On Market

  Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  741-745 Oliverea Rd, Oliverea, NY 12410
• 

  

  /19

  Est $500,533 Not Listed For Sale

  347 Silver Hollow Rd, Chichester, NY 12416

  • 3 Beds
  • 1 Bath
  • 989 Sq Ft
  • Built 1928

  347 Silver Hollow Rd, Chichester, NY 12416

  Last Sold Summary

  • 10% Above List Price
  • $461/SF
  • 8 Days On Market

  Last Sold Price $456,000

  Last Listing Agent Teresa Falkowski Keller Williams Realty HV Nort
• 

  

  /50

  $3,250,000

  • 9 Beds
  • 7 Baths
  • 2,700,000 Sq Ft

  352 Galli Curci Rd, Highmount, NY 12441

  Legacy estate built into a hillside at 2,400 feet above sea level with far-reaching mountain views, Sul Monte is a of rare architectural pedigree and natural beauty. Commissioned in 1921 by opera legend Amelita Galli-Curci and designed by Harrie Thomas Lindeberg, one of the most respected country house architects of the 20th century, the home blends European country house traditions with an

  

  Sherret Chase

  Listing by Four Seasons Sotheby's International Realty

  (845) 328-3275

  

  352 Galli Curci Rd, Highmount, NY 12441
• 

  

  /29

  $165,000 Sold Sep 23, 2025

  37 Ulster and Delaware Turnpike, Big Indian, NY 12410

  • 3 Beds
  • 1.5 Baths
  • 1,251 Sq Ft
  • Built 1900

  Last Sold Summary

  • 11% Below List Price
  • $132/SF
  • 16 Days On Market

  Last Listing Agent Joshua Slater The Catskill Dream Team

  37 Ulster and Delaware Turnpike, Big Indian, NY 12410
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  /35

  Not Listed For Sale

  223 Plank Rd, Phoenicia, NY 12464

  • 3 Beds
  • 2 Baths
  • 1,818 Sq Ft
  • Built 1870

  223 Plank Rd, Phoenicia, NY 12464

  Last Sold Summary

  • $289/SF
  • 16 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Faye Storms Ruth Gale Realty
• 

  /2

  $229,000

  • 0.5 Baths
  • 4,173 Sq Ft

  8663 New York 28, Big Indian, NY 12410

  

  Elizabeth McGuire

  Listing by Keller Williams Upstate NY Properties

  (845) 516-9583

  

  8663 New York 28, Big Indian, NY 12410
• 

  

  /36

  $865,000 Sold Jan 06, 2026

  439 Silver Hollow Rd, Chichester, NY 12416

  • 4 Beds
  • 2 Baths
  • 2,981 Sq Ft
  • Built 1921

  Last Sold Summary

  • 6% Below List Price
  • $290/SF
  • 49 Days On Market

  Current Estimated Value $863,662

  Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  439 Silver Hollow Rd, Chichester, NY 12416
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  /32

  Not Listed For Sale

  11 Center St, Phoenicia, NY 12464

  • 3 Beds
  • 2 Baths
  • 1,863 Sq Ft
  • Built 1946

  11 Center St, Phoenicia, NY 12464

  Last Sold Summary

  • $215/SF
  • 76 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Daniel Winn Halter Associates Realty
• 

  

  /29

  $674,500 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,557 Sq Ft

  50 Halcott Ridge Rd, Pine Hill, NY 12465

  With 847 square feet of finished basement and 300 square foot hot tub room, this is larger than at first glance it seems. It boasts complete privacy and beauty. 6 lovely meandering minutes off Route 28.This beautiful home has 1557 square feet of living space before accounting for the basement and hot tub room. Drive down a winding driveway to your completely private retreat. Enjoy the

  Karen Sullivan Coldwell Banker Village GreenK

  50 Halcott Ridge Rd, Pine Hill, NY 12465
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  /23

  $625,000 Sold Sep 05, 2025

  817 Woodland Valley Rd, Phoenicia, NY 12464

  • 2 Beds
  • 2 Baths
  • 1,189 Sq Ft
  • Built 1959

  Last Sold Summary

  • $526/SF
  • 40 Days On Market

  Current Estimated Value $619,230

  Last Listing Agent Hillary Kolos Compass Greater NY, LLC

  817 Woodland Valley Rd, Phoenicia, NY 12464
• 

  Est $470,988 Not Listed For Sale

  5881 State Route 28, Phoenicia, NY 12464

  • 1 Bed
  • 1.5 Baths
  • 1,021 Sq Ft
  • Built 1986

  5881 State Route 28, Phoenicia, NY 12464

  Last Sold Summary

  • 7% Below List Price
  • $495/SF
  • 20 Days On Market

  Last Sold Price $505,000

  Last Listing Agent Amy Owens Coldwell Banker Village Green
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  /30

  $849,000 Pending

  • 4 Beds
  • 3 Baths
  • 1,990 Sq Ft

  69 Irondale Rd, Phoenicia, NY 12464

  Perfectly perched atop a hill with Catskill Mountain views, this architectural gem offers the ideal upstate escape—where luxury, design, and nature converge. Thoughtfully crafted to maximize light, space, and serenity, this 1,900-square-foot home is a rare opportunity to experience refined mountain living just two hours from NYC. Inside, you are welcomed by an open-concept layout that seamlessly

  Richard Vizzini Corcoran Country Living

  69 Irondale Rd, Phoenicia, NY 12464
• 

  $79,400 Sold Jun 17, 2025

  94-98 Lasher Rd, Oliverea, NY 12410

  • Land
  • 7.33 Acres
  • $10,832 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 58 Days On Market

  Last Listing Agent KAREN COLIN Houlihan Lawrence Inc.

  94-98 Lasher Rd, Oliverea, NY 12410
• 

  

  /22

  Est $368,471 Not Listed For Sale

  60 Grandview Acres Rd, Phoenicia, NY 12464

  • 2 Beds
  • 1 Bath
  • 1,191 Sq Ft
  • Built 1984

  60 Grandview Acres Rd, Phoenicia, NY 12464

  Last Sold Summary

  • $311/SF
  • 47 Days On Market

  Last Sold Price $370,000

  Last Listing Agent Donna Brooks Compass Greater New York, LLC
• 

  

  /50

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,779 Sq Ft

  49 Ulster & Delaware Turnpike, Shandaken, NY 12480

  Discover your dream ski home in a prime location minutes to Bellleayre Ski Center! This completely renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and proximity to the slopes. Step inside to an open-concept living space designed for seamless entertaining and cozy gatherings. The centerpiece of the living area is an impressive floor to ceiling stone fireplace,

  Jeffrey Ashton Listing by Coldwell Banker Timberland Properties

  

  49 Ulster & Delaware Turnpike, Shandaken, NY 12480
• 

  

  /18

  $725,000 Sold Oct 06, 2025

  8 Emerson Terrace, Shandaken, NY 12464

  • 1 Bed
  • 1 Bath
  • 609 Sq Ft
  • Built 2002

  Last Sold Summary

  • 26% Below List Price
  • $1,190/SF
  • 1,189 Days On Market

  Current Estimated Value $664,904

  Last Listing Agent Peter Cantine Halter Associates Realty

  8 Emerson Terrace, Shandaken, NY 12464
• 

  Est $194,985 Not Listed For Sale

  8851 New York 28, Pine Hill, NY 12465

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

  8851 New York 28, Pine Hill, NY 12465

  Last Sold Summary

  • 6% Above List Price
  • $274/SF
  • 12 Days On Market

  Last Sold Price $183,900

  Last Listing Agent Ernie Acampora River Realty Services, Inc.
• 

  

  /60

  $115,000 Pending

  • Land
  • 11.79 Acres
  • $9,754 per Acre

  00 Garfield Road Lot Unit WP001, Phoenicia, NY 12464

  Located just minutes off Route 28 in the hamlet of Phoenicia, this beautiful property offers great hunting and recreational opportunities. Access to this parcel is provided by an improved right-of-way (ROW). Leading to a place to park, for hunting, camping, hiking, or unloading your ATVs. Bordering state land on two sides further enhances the seclusion and privacy while giving you more land to

  Clint Carlson Whitetail Properties Real Estate

  00 Garfield Road Lot Unit WP001, Phoenicia, NY 12464
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  /45

  $1,150,000 Sold May 05, 2025

  597 New York 214, Chichester, NY 12416

  • 4 Beds
  • 3 Baths
  • 4,400 Sq Ft
  • Built 1925

  Last Sold Summary

  • 8% Below List Price
  • $261/SF
  • 69 Days On Market

  Last Listing Agent Richard Vizzini Corcoran Country Living

  597 New York 214, Chichester, NY 12416
• 

  Not Listed For Sale

  0 Herdman Rd Unit KEYH6303645, Shandaken, NY 12464

  0 Herdman Rd Unit KEYH6303645, Shandaken, NY 12464

  Last Sold Summary

  • 73 Days On Market

  Last Sold Price $145,000

  Last Listing Agent Leighton Ashley Coldwell Banker Timberland
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  /56

  $825,000

  • 8 Beds
  • 4.5 Baths
  • 2,623 Sq Ft

  7376 New York 28, Shandaken, NY 12480

  Take a look at this 8 bedroom, 4 full bathroom home with 4 floors of living space along with 1.77 fenced in acres. Completely renovated with modern fixtures and amenities, nothing to do but move in or rent immediately. The outside of the property features a front porch, Tesla charging station, spacious back deck with pergola and hot tub, large open yard and firepit area. Located right down the

  Jamie Sittner Find Advisors

  7376 New York 28, Shandaken, NY 12480
• 

  

  /39

  $899,000 Sold Feb 18, 2026

  176 Silver Hollow Rd, Chichester, NY 12416

  • 2 Beds
  • 2 Baths
  • 2,545 Sq Ft
  • Built 1992

  Last Sold Summary

  • $353/SF
  • 38 Days On Market

  Current Estimated Value $879,824

  Last Listing Agent Jessica Brasseur Houlihan Lawrence Millbrook Of

  176 Silver Hollow Rd, Chichester, NY 12416
• 

  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

  • $396/SF
  • 15 Days On Market

  Last Sold Price $860,000

  Last Listing Agent Valerie Cashen Coldwell Banker Village Green
• 

  

  /40

  $699,000

  • 3 Beds
  • 1.5 Baths
  • 799 Sq Ft

  161 Pine Hill Rd, Pine Hill, NY 12465

  As featured on HBO Max’s Cabin Chronicles (Season 3, Episode 2), this exceptional mountain retreat in Shandaken, Ulster County, seamlessly blends modern design with cozy Catskills living. Thoughtfully crafted inside and out, every detail evokes calm, comfort, and a deep connection to the surrounding natural landscape. Offered fully furnished and turnkey, the home features 3 bedrooms and 1.5

  Terry Robison Douglas Elliman Real Estate

  161 Pine Hill Rd, Pine Hill, NY 12465
• 

  

  /34

  $270,000 Sold Aug 01, 2025

  7071 New York 28, Shandaken, NY 12480

  • 3 Beds
  • 3 Baths
  • 1,736 Sq Ft
  • Built 1920

  Last Sold Summary

  • 7% Below List Price
  • $156/SF
  • 40 Days On Market

  Last Listing Agent Faye Storms Ruth Gale Realty

  7071 New York 28, Shandaken, NY 12480
• 

  

  /22

  Est $550,167 Not Listed For Sale

  5266 Route 212, Mount Tremper, NY 12457

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1959

  5266 Route 212, Mount Tremper, NY 12457

  Last Sold Summary

  • 28% Above List Price
  • $274/SF
  • 41 Days On Market

  Last Sold Price $430,000

  Last Listing Agent Briana Cermak Compass Greater NY, LLC
• 

  

  /37

  $695,000

  • 3 Beds
  • 2.5 Baths
  • 3,630 Sq Ft

  14 Park Rd, Chichester, NY 12416

  Nestled on a quiet street in the tiny rural hamlet of Chichester, this large contemporary Colonial redefines ''room in the country.'' Spanning 3,600 sq ft of gracious living space, the home features a massive lower level with a spacious den, kitchen, and full bath—perfect for recreation, guests, or flexible use. The main level offers seamless circular flow from the kitchen into the living room

  James Angelakis BHHS HUDSON VALLEY PROP-WDST

  14 Park Rd, Chichester, NY 12416
• 

  

  /26

  $312,500 Sold Sep 11, 2025

  88 Fox Hollow Rd, Shandaken, NY 12480

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

  Last Sold Summary

  • 4% Below List Price
  • $594/SF
  • 66 Days On Market

  Current Estimated Value $306,551

  Last Listing Agent Harry McNamara Past Member

  88 Fox Hollow Rd, Shandaken, NY 12480
• 

  

  /27

  Est $235,937 Not Listed For Sale

  165 Broadstreet Hollow Rd, Shandaken, NY 12480

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft
  • Built 1947

  165 Broadstreet Hollow Rd, Shandaken, NY 12480

  Last Sold Summary

  • 1% Above List Price
  • $388/SF
  • 62 Days On Market

  Last Sold Price $232,500

  Last Listing Agent Melissa McGill Coldwell Banker Village Green
• 

  

  /42

  $849,000

  • 5 Beds
  • 2 Baths
  • 1,764 Sq Ft

  1311 Wittenberg Rd, Mount Tremper, NY 12457

  Set well back from the road behind a handsome gated entry, this modern Catskills hideaway delivers the privacy everyone wants and the volume everyone hopes for. The approach is long and quiet; the house reveals itself slowly—wrapped by trees, with sky above and room to breathe on 4.04 acres. Inside, an airy great room rises with high ceilings and broad windows that pull in daylight and treetops.

  WINTON MORRISON Win Morrison Realty - W

  1311 Wittenberg Rd, Mount Tremper, NY 12457
• 

  $379,700 Sold Aug 12, 2025

  1636 Frost Valley Rd, Big Indian, NY 12410

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1968

  Last Sold Summary

  • $396/SF
  • 44 Days On Market

  Current Estimated Value $359,261

  Last Listing Agent Robin Jones Anatole House LLC

  1636 Frost Valley Rd, Big Indian, NY 12410
• 

  

  /35

  Est $831,104 Not Listed For Sale

  10 Broadstreet Hollow Rd, Shandaken, NY 12480

  • 4 Beds
  • 3.5 Baths
  • 2,815 Sq Ft
  • Built 1910

  10 Broadstreet Hollow Rd, Shandaken, NY 12480

  Last Sold Summary

  • 4% Above List Price
  • $284/SF
  • 161 Days On Market

  Last Sold Price $800,000

  Last Listing Agent Maria Gianas The Machree Group, LLC
• 

  

  /43

  $699,000

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

  68 Garfield Rd, Phoenicia, NY 12464

  WOODLAND VALLEY-PHOENICIAPEACEFUL COUNTRY SETTING This is PERFECT full-time or weekend home, with mountain views. Windows in all directions provide continuous daylight. Only a very short drive from Main Street, Phoenicia. It's a 1.13 Acre property that's high up with extensive underground drainage systems. It goes across Herdman Road and down a slope to the Esopus with a viewing platform at

  Alfred Peavy Ruth Gale Realty

  68 Garfield Rd, Phoenicia, NY 12464

Showing Results 1 - 40, Page 1 of 18