3,181

Shandaken, NY Homes

Section Image
    • 43 Big Indian Trail, Big Indian, NY 12410

      Est $440,932

      Not Listed For Sale

      43 Big Indian Trail, Big Indian, NY 12410

      • 3 Beds
      • 1.5 Baths
      • 1,341 Sq Ft
      • Built 1935
      43 Big Indian Trail, Big Indian, NY 12410

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Danielle Marchisella Corcoran Country Living

  • /21

    $625,000

    • 5 Beds
    • 3 Baths
    • 1,620 Sq Ft

    16 Moggre Rd, Chichester, NY 12416

    Completely renovated & rebuilt modular ranch home with 5 bedrooms, 3 full bathrooms and open concept. From the modern kitchen to the elegant new bathrooms, this home has it all. Outside you have a large composite deck that overlooks the private 1.1 acres with patio and firepit. Close to Belleayre, Hunter and Windham Mountains. The home can come fully furnished for the right price. Currently being

    Jamie Sittner Find Advisors

    16 Moggre Rd, Chichester, NY 12416
  • 15 Maben Rd, Big Indian, NY 12410

    $580,000

    Sold Sep 16, 2025

    15 Maben Rd, Big Indian, NY 12410

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1920

    Last Sold Summary

    • 3% Below List Price
    • $387/SF
    • 22 Days On Market

    Current Estimated Value $604,385

    Last Listing Agent Jessica Brasseur Houlihan Lawrence Inc.

    15 Maben Rd, Big Indian, NY 12410
    • /23

      Est $283,767

      Not Listed For Sale

      53 Burnham Hollow Rd, Big Indian, NY 12410

      • 3 Beds
      • 1 Bath
      • 938 Sq Ft
      • Built 1935
      53 Burnham Hollow Rd, Big Indian, NY 12410

      Last Sold Summary

      • 71 Days On Market

      Last Listing Agent Barry Creagan Howard Hanna Rand Realty

  • /43

    $1,300,000

    • 5 Beds
    • 5 Baths
    • 3,300 Sq Ft

    5327 New York 212, Mount Tremper, NY 12457

    The Pines | Mt Tremper, New York A rare chance to steward one of the Catskills' most storied properties has quietly arrived. The Pines -- a cherished roadside inn and restaurant nestled between Woodstock and Phoenicia -- is ready for its next chapter. With more than five decades as a beloved Italian restaurant followed by a decade-long reinvention as a community gathering place, The Pines carries

    Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

    5327 New York 212, Mount Tremper, NY 12457
  • /47

    $460,000

    Sold Aug 28, 2025

    12 Tremper Ave, Phoenicia, NY 12464

    • 2 Beds
    • 2 Baths
    • 2,082 Sq Ft
    • Built 1910

    Last Sold Summary

    • $221/SF
    • 52 Days On Market

    Current Estimated Value $479,195

    Last Listing Agent Ellen Osgood Coldwell Banker Village Green

    12 Tremper Ave, Phoenicia, NY 12464
    • /61

      Est $498,440

      Not Listed For Sale

      140 Silver Hollow Rd, Chichester, NY 12416

      • 2 Beds
      • 1 Bath
      • 796 Sq Ft
      • Built 1985
      140 Silver Hollow Rd, Chichester, NY 12416

      Last Sold Summary

      • 77 Days On Market

      Last Listing Agent Amy Rosen Ruth Gale Realty

  • /18

    $40,000

    Under Contract
    • Land
    • 2 Acres
    • $20,000 per Acre

    Tbd Route 28, Oliverea, NY 12410

    2 Acres with Stream Access and Mountain Views - Immerse yourself in the rugged beauty of Big Indian. This 2-acre parcel offers the ultimate Catskills experience and boundless potential for the right buyer: mountain vistas, whispering woods, and direct frontage on Birch Creek. Important Access Details: This property is accessed via a recorded right-of-way that runs from Route 28 through the

    Alison Tauber Keller Williams Realty HV Nort

    Tbd Route 28, Oliverea, NY 12410
  • /36

    $289,000

    Sold Mar 27, 2026

    38 Elm St, Pine Hill, NY 12465

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

    Last Sold Summary

    • 3% Below List Price
    • $221/SF
    • 55 Days On Market

    Current Estimated Value $290,357

    Last Listing Agent Laura Warren Coldwell Banker Village Green

    38 Elm St, Pine Hill, NY 12465
    • /28

      Est $396,854

      Not Listed For Sale

      92 Silver Hollow Rd, Chichester, NY 12416

      • 4 Beds
      • 2 Baths
      • 1,763 Sq Ft
      • Built 1940
      92 Silver Hollow Rd, Chichester, NY 12416

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Leslie Foti Coldwell Banker Village Green

  • /48

    $575,000

    • 3 Beds
    • 4 Baths
    • 2,109 Sq Ft

    9 Rossitz Rd, Shandaken, NY 12480

    A rare opportunity to own a piece of Catskills history. Originally built in the 1870s as a welcoming boarding house, this extraordinary property offers 32.5 acres of rolling countryside, mountain beauty, and endless possibilities. Rich in character and surrounded by nature, it's ready for its next chapter. The property features three substantial barn structures, all with durable metal roofs,

    Darlene Griffin Halter Associates Realty

    9 Rossitz Rd, Shandaken, NY 12480
  • /39

    $925,000

    Sold Jul 23, 2026

    1396 Wittenberg Rd, Mount Tremper, NY 12457

    • 3 Beds
    • 2 Baths
    • 1,933 Sq Ft
    • Built 1910

    Last Sold Summary

    • 3% Above List Price
    • $479/SF
    • 28 Days On Market

    Current Estimated Value $877,502

    Last Listing Agent Leigh Bokser Compass Greater NY, LLC

    1396 Wittenberg Rd, Mount Tremper, NY 12457
    • 124 Stony Clove Ln, Chichester, NY 12416

      Est $637,144

      Not Listed For Sale

      124 Stony Clove Ln, Chichester, NY 12416

      • 4 Beds
      • 2 Baths
      • 1,734 Sq Ft
      • Built 1948
      124 Stony Clove Ln, Chichester, NY 12416

      Last Sold Summary

      • 181 Days On Market

      Last Listing Agent Randy Spiesman Weichert REALTORS

  • /64

    $1,399,000

    $101K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,690 Sq Ft

    29 Fichtner Rd, Chichester, NY 12416

    STUNNING HOME W/CRYSTAL CLEAR SWIMMING POND ON 27.5 ACRES Yes, you can have your own private Shangri-La. You can swim, hike, fish, hunt, ice skate or just hang out in your own private world, JUST 1.3 miles or 5 minutes from Phoenicia. The photos speak for themselves, no need for an overblown AI generated book about a property that will draw you in and keep you.The house has fabulous interior

    Alfred Peavy Ruth Gale Realty

    29 Fichtner Rd, Chichester, NY 12416
  • /19

    $331,000

    Sold Aug 03, 2026

    123 Herdman Rd, Phoenicia, NY 12464

    • 2 Beds
    • 2 Baths
    • 1,076 Sq Ft
    • Built 1970

    Last Sold Summary

    • 4% Above List Price
    • $308/SF
    • 60 Days On Market

    Current Estimated Value $316,364

    Last Listing Agent Faye Storms Ruth Gale Realty

    123 Herdman Rd, Phoenicia, NY 12464
    • 13 Rion Rd, Chichester, NY 12416

      Est $329,265

      Not Listed For Sale

      13 Rion Rd, Chichester, NY 12416

      • 2 Beds
      • 1 Bath
      • 1,345 Sq Ft
      • Built 1986
      13 Rion Rd, Chichester, NY 12416

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Christopher Rose REALHome Services & Solutions

  • /27

    $429,000

    $21K PRICE DROP Under Contract
    • 2 Beds
    • 1.5 Baths
    • 805 Sq Ft

    217 New York 214, Phoenicia, NY 12464

    Charming 1930's cottage that sits above the Stony Clove Creek in Phoenicia. Recent updates include vaulted ceilings, bathrooms, appliances, windows, central air, water filtration system, tankless water heater, decking, pergola and more. The owners also restored the vintage farm sink and re-finished the built-ins in the kitchen. Enjoy your morning coffee in front of the fireplace or on the

    Richard Greenspan Ruth Gale Realty

    217 New York 214, Phoenicia, NY 12464
  • /29

    $652,000

    Sold May 08, 2026

    50 Halcott Ridge Rd, Pine Hill, NY 12465

    • 3 Beds
    • 2.5 Baths
    • 1,557 Sq Ft
    • Built 1988

    Last Sold Summary

    • 13% Below List Price
    • $419/SF
    • 280 Days On Market

    Current Estimated Value $697,190

    Last Listing Agent Karen Sullivan Coldwell Banker Village GreenK

    50 Halcott Ridge Rd, Pine Hill, NY 12465
    • /35

      Est $336,340

      Not Listed For Sale

      151 High St, Phoenicia, NY 12464

      • 1 Bed
      • 1 Bath
      • 819 Sq Ft
      • Built 1950
      151 High St, Phoenicia, NY 12464

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Amy Rosen Ruth Gale Realty

  • /26

    $679,888

    $41K PRICE INCREASE
    • 4 Beds
    • 2 Baths
    • 2,440 Sq Ft

    68 Garfield Rd, Phoenicia, NY 12464

    WATERFRONT RAISED RANCH 4 Bedrooms | 2 Baths | 2,440 Sq. Ft. | 3-Car Garage | with Loft | 1.2 Acres | Phoenicia - Woodland Valley | Peaceful country setting with mountain views - Windows in all directions fill the home with continuous daylight from morning until sunset - Only 2 miles from Main Street, Phoenicia - This 1.17-acre property sits high with extensive underground drainage - It slopes

    Joseph Lombardo LOMBARDO HOMES & ESTATES

    68 Garfield Rd, Phoenicia, NY 12464
  • /14

    $140,000

    Sold Mar 04, 2026

    107 Grandview Acres Rd, Phoenicia, NY 12464

    • 2 Beds
    • 1 Bath
    • 829 Sq Ft
    • Built 1965

    Last Sold Summary

    • 7% Below List Price
    • $169/SF
    • 59 Days On Market

    Current Estimated Value $189,846

    Last Listing Agent Ronnie Rebis Grist Mill Real Estate

    107 Grandview Acres Rd, Phoenicia, NY 12464
    • 506 Herdman Road 1, Shandaken, NY 12480

      Est $254,158

      Not Listed For Sale

      506 Herdman Road 1, Shandaken, NY 12480

      • 3 Beds
      • 1.5 Baths
      • 2,039 Sq Ft
      • Built 1971
      506 Herdman Road 1, Shandaken, NY 12480

      Last Sold Summary

      • 338 Days On Market

      Last Listing Agent Heather Martin KW MidHudson

  • /34

    $325,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,773 Sq Ft

    15 Highview Rd, Phoenicia, NY 12464

    Set in the heart of Woodland Valley along a quiet private road serving only a handful of homes, this spacious one-level home offers mountain views, privacy, and a superb location just five minutes from the village of Phoenicia. Originally a humble cabin, it grew over the years into the home it is today. Open lawn and mature trees create a setting that feels both private and expansive. A

    Amy Rosen Ruth Gale Realty

    15 Highview Rd, Phoenicia, NY 12464
  • /38

    $369,000

    Sold Jan 28, 2026

    15 High St E, Shandaken, NY 12480

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1981

    Last Sold Summary

    • 26% Below List Price
    • $384/SF
    • 176 Days On Market

    Current Estimated Value $393,360

    Last Listing Agent Alfred Peavy Ruth Gale Realty

    15 High St E, Shandaken, NY 12480
    • /30

      Est $498,111

      Not Listed For Sale

      156 Pantherkill Rd, Phoenicia, NY 12464

      • 2 Beds
      • 2 Baths
      • 1,525 Sq Ft
      • Built 1940
      156 Pantherkill Rd, Phoenicia, NY 12464

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Richard Greenspan Ruth Gale Realty

  • /62

    $595,000

    $54K PRICE DROP
    • 7 Beds
    • 5 Baths
    • 3,968 Sq Ft

    8643 State Route 28, Big Indian, NY 12410

    There's a certain kind of quiet you only find in the mountains - the kind that softens your pace and reminds you life can be lived with more intention. Set along Birch Creek on 1.7 acres, this nearly 4,000 sq ft property feels like a place where people come to reconnect. A place where the morning light stretches across the deck, the creek moves over the rocks, and the great room's wood-burning

    Angela Lanuto Coldwell Banker Village Green

    8643 State Route 28, Big Indian, NY 12410
  • 23 Riseley Ln, Shandaken, NY 12480

    $795,000

    Sold Oct 22, 2025

    23 Riseley Ln, Shandaken, NY 12480

    • 4 Beds
    • 2.5 Baths
    • 1,904 Sq Ft
    • Built 1971

    Last Sold Summary

    • $418/SF
    • 49 Days On Market

    Current Estimated Value $830,298

    Last Listing Agent Baris Demirel Serhant LLC

    23 Riseley Ln, Shandaken, NY 12480
    • /37

      Est $410,148

      Not Listed For Sale

      69 Pantherkill Rd, Phoenicia, NY 12464

      • 2 Beds
      • 1 Bath
      • 880 Sq Ft
      • Built 1963
      69 Pantherkill Rd, Phoenicia, NY 12464

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Laura Wagner Past Member

  • /25

    $599,999

    $100K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 799 Sq Ft

    161 Pine Hill Rd, Pine Hill, NY 12465

    Curated Catskills A-Frame - As Seen on HBO's Cabin Chronicles!Every home has a story, this carefully curated home has a Great One!Discover the perfect blend of modern design and rustic charm in this exceptional mountain retreat, featured on Season 3 of HBO Max's Cabin Chronicles and in Dwell Magazine. Welcome to the Catskills, with this thoughtfully crafted A-frame offers a rare

    Manga Mwazi Corcoran Country Living

    161 Pine Hill Rd, Pine Hill, NY 12465
  • /49

    $989,000

    Sold Dec 15, 2025

    2075 Upper Birch Creek Rd, Pine Hill, NY 12465

    • 4 Beds
    • 2.5 Baths
    • 2,226 Sq Ft
    • Built 1984

    Last Sold Summary

    • 1% Below List Price
    • $444/SF
    • 73 Days On Market

    Current Estimated Value $1,006,715

    Last Listing Agent Kimberly Cantine Halter Associates Realty

    2075 Upper Birch Creek Rd, Pine Hill, NY 12465
    • /50

      Est $318,515

      Not Listed For Sale

      62 Muddy Brook Rd, Phoenicia, NY 12464

      • 1 Bed
      • 1 Bath
      • 660 Sq Ft
      • Built 1967
      62 Muddy Brook Rd, Phoenicia, NY 12464

      Last Sold Summary

      • 86 Days On Market

      Last Listing Agent Amy Rosen Ruth Gale Realty

  • /45

    $650,000

    Pending
    • 4 Beds
    • 3 Baths
    • 1,894 Sq Ft

    41 Adler Rd, Chichester, NY 12416

    The Chichester Retreat At the end of a quiet dead-end road, down a lane that feels like a secret, sits a property that rewards the patient. Set on three private acres that dissolve into state land -- and beyond that, endless woodland -- this nearly 1,600-square-foot cabin retreat has the rare quality of feeling genuinely away. The main residence is a three-bedroom, two-bathroom home that earns

    Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

    41 Adler Rd, Chichester, NY 12416
  • /21

    $600,000

    Sold Feb 26, 2026

    288-292 Main St, Pine Hill, NY 12465

    • 15 Beds
    • 15 Baths
    • 10,130 Sq Ft
    • Built 1882

    Last Sold Summary

    • 11% Below List Price
    • $59/SF
    • 176 Days On Market

    Last Listing Agent Laura Warren Coldwell Banker Village Green

    288-292 Main St, Pine Hill, NY 12465
    • 28 Esopus Ave, Phoenicia, NY 12464

      Est $569,285

      Not Listed For Sale

      28 Esopus Ave, Phoenicia, NY 12464

      • 7 Beds
      • 4.5 Baths
      • 3,775 Sq Ft
      • Built 1940
      28 Esopus Ave, Phoenicia, NY 12464

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Jasmine Jordaan Halter Associates Realty Inc.

  • /69

    $1,100,000

    • 6 Beds
    • 2 Baths
    • 3,162 Sq Ft

    8479 New York 28, Big Indian, NY 12410

    Welcome to 8479 Route 28, Big Indian, NY. Big Indian is a scenic hamlet within the Town of Shandaken in Ulster County, NY, located in the heart of Catskill Park along State Route 28. The area is celebrated for its rugged wilderness and mountainous terrain. This parcel displays all of that character: 172.1 +/- acres of diverse forest and mountainous terrain blended with open and brush fields

    Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

    8479 New York 28, Big Indian, NY 12410
  • /32

    $845,000

    Sold Sep 17, 2025

    11 Highlands Rd, Pine Hill, NY 12441

    • 12 Beds
    • 12 Baths
    • 5,850 Sq Ft
    • Built 1886

    Last Sold Summary

    • 15% Below List Price
    • $144/SF
    • 233 Days On Market

    Last Listing Agent Maria Gianas The Machree Group, LLC

    11 Highlands Rd, Pine Hill, NY 12441
    • /20

      Est $520,492

      Not Listed For Sale

      16 Center St, Phoenicia, NY 12464

      • 3 Beds
      • 1.5 Baths
      • 2,220 Sq Ft
      • Built 1935
      16 Center St, Phoenicia, NY 12464

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Jeanne Boice Howard Hanna Rand Realty

  • /2

    $100,000

    • Land
    • 5.5 Acres
    • $18,182 per Acre

    4 Lasher Rd, Oliverea, NY 12410

    Thomas Dolan

    4 Lasher Rd, Oliverea, NY 12410
  • /30

    $400,000

    Sold Jan 29, 2026

    62 Andrew Ln, Mount Tremper, NY 12457

    • 3 Beds
    • 2 Baths
    • 2,343 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Below List Price
    • $171/SF
    • 202 Days On Market

    Current Estimated Value $468,797

    Last Listing Agent Robert Airhart Compass Greater New York, LLC

    62 Andrew Ln, Mount Tremper, NY 12457
    • /30

      Est $488,415

      Not Listed For Sale

      34 School Ln, Phoenicia, NY 12464

      • 2 Beds
      • 2 Baths
      • 912 Sq Ft
      • Built 1981
      34 School Ln, Phoenicia, NY 12464

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Jason Nadeau Compass Greater NY, LLC

Showing Results 121 - 160, Page 4 of 18

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