3,253

Climax, NY Homes

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  • /53

    $799,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,784 Sq Ft

    596 Joseph Chadderdon Rd, Acra, NY 12405

    Discover an extraordinary 9.90-acre estate nestled in the foothills of the Catskill Mountains, offering a rare blend of elegance, comfort, and purposeful living. Built in 1992 and impeccably cared for, this 3-bedroom, 2-bath residence spans 1,784 sq ft with central air has been thoughtfully updated kitchen and full finished lower-level ideal for entertaining or extended living. The living room

    Agent Photo

    Brian Kozloski

    Century 21 New West

    (518) 740-2661

    596 Joseph Chadderdon Rd, Acra, NY 12405
  • 2 Quads Way, Windham, NY 12496

    $158,000 Sold Jan 29, 2026

    2 Quads Way, Windham, NY 12496

    • 1 Bed
    • 1 Bath
    • 560 Sq Ft
    • Built 1987

    Last Sold Summary

    • $282/SF
    • 50 Days On Market

    Current Estimated Value $156,169

    Last Listing Agent Gal Ozana Ozana Realty Group

    2 Quads Way, Windham, NY 12496
    • /48

      Est $552,738 Not Listed For Sale

      50 County Rd Unit 65, Windham, NY 12496

      • 5 Beds
      • 4.5 Baths
      • 2,404 Sq Ft
      • Built 1875
      50 County Rd Unit 65, Windham, NY 12496

      Last Sold Summary

      • 9% Below List Price
      • $254/SF
      • 19 Days On Market

      Last Sold Price $610,000

      Last Listing Agent Patrick Dunn Core Real Estate Team

  • /52

    $385,000

    • 4 Beds
    • 2 Baths
    • 1,582 Sq Ft

    934 New York 296, Hensonville, NY 12439

    Perfectly positioned between Hunter and Windham ski resorts and just down the road from the beloved Matilda restaurant and the boutique Henson Hotel, this well-loved 3-bedroom, 2-bath home offers the kind of charm and potential that's becoming increasingly rare in the Catskills.Set on a gentle rise with a classic Colonial Revival facade, a full-length front porch welcomes you with

    Agent Photo

    Jason Dugo

    Dugo Realty

    (518) 676-1037

    934 New York 296, Hensonville, NY 12439
  • /39

    $310,000 Sold Jul 15, 2025

    119 Durso Ave, Acra, NY 12405

    • 3 Beds
    • 2 Baths
    • 1,688 Sq Ft
    • Built 1970

    Last Sold Summary

    • 7% Above List Price
    • $184/SF
    • 32 Days On Market

    Current Estimated Value $325,422

    Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

    119 Durso Ave, Acra, NY 12405
    • /31

      Est $236,041 Not Listed For Sale

      60 Quads Way, Windham, NY 12496

      • 2 Beds
      • 2 Baths
      • 1,008 Sq Ft
      • Built 1986
      60 Quads Way, Windham, NY 12496

      Last Sold Summary

      • 2% Below List Price
      • $238/SF
      • 350 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Brian Cohen RHR Realty Group

  • /31

    $399,000

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

    436 Big Hollow Rd, Maplecrest, NY 12454

    Up the road from thousands of acres of state hiking trails and from CD Lane Park with swimming, kayaking, and family fun, this location is a true four-season retreat. Minutes to Windham and Hunter ski resorts, golf courses, and local venues, the setting offers year-round recreation at your doorstep.Set back from a quiet country road on nearly 4 acres, this property is all about the outdoors.

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 667-5960

    436 Big Hollow Rd, Maplecrest, NY 12454
  • /9

    $75,000 Sold Jul 11, 2025

    611 Old Rd, Windham, NY 12496

    • Land
    • 1.7 Acres
    • $44,118 per Acre

    Last Sold Summary

    • 61 Days On Market

    Last Listing Agent Mary Donovan Gallagher & Company

    611 Old Rd, Windham, NY 12496
    • /64

      Est $610,532 Not Listed For Sale

      29 Martin Ln, Hensonville, NY 12439

      • 4 Beds
      • 2 Baths
      • 2,116 Sq Ft
      • Built 1994
      29 Martin Ln, Hensonville, NY 12439

      Last Sold Summary

      • 4% Above List Price
      • $276/SF
      • 40 Days On Market

      Last Sold Price $585,000

      Last Listing Agent Regina Tortorella Past Member

  • /100

    $2,799,000 Pending

    • 6 Beds
    • 4.5 Baths
    • 5,872 Sq Ft

    81 Sundance Dr, Windham, NY 12496

    Secluded Mountain Estate with 20+ Acres, Panoramic Views & Sport Court in Windham, NY. Privately gated at the very end of Sundance Drive, this extraordinary log estate is one of only five luxury homes in this sought-after enclave each on expansive land, but none offering the privacy, scale, or setting of this one. Set on a sweeping tract with panoramic mountain views, this home blends refined

    Regina Tortorella Coldwell Banker Village GreenW

    81 Sundance Dr, Windham, NY 12496
  • /33

    $283,500 Sold Aug 26, 2025

    71 County Road 65 Unit 4, Hensonville, NY 12439

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft
    • Built 2020

    Last Sold Summary

    • 4% Below List Price
    • $220/SF
    • 47 Days On Market

    Current Estimated Value $325,924

    Last Listing Agent Susanna Scott-Mitchell Compass Greater NY, LLC

    71 County Road 65 Unit 4, Hensonville, NY 12439
    • /17

      Est $609,418 Not Listed For Sale

      120 Mount Greenery Rd, Windham, NY 12496

      • 3 Beds
      • 3 Baths
      • 2,017 Sq Ft
      • Built 1988
      120 Mount Greenery Rd, Windham, NY 12496

      Last Sold Summary

      • 16% Above List Price
      • $260/SF
      • 61 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Robert Conway Berkshire Hathaway Home Services Blake

  • /56

    $599,000

    • 6 Beds
    • 3 Baths
    • 2,220 Sq Ft

    177 Boy Scout Rd, East Jewett, NY 12424

    Perfectly positioned between Hunter Mountain and Windham Mountain Club, this versatile six-bedroom, three bathroom Chalet offers the ultimate Catskills lifestyle -- whether you're seeking a full-time residence, weekend escape, or income-producing investment. The 2 levels of the Main home feature 4 spacious bedrooms, 2 full baths, warm wood accents, and a fireplace that anchors the living space.

    Regina Tortorella Coldwell Banker Village GreenW

    177 Boy Scout Rd, East Jewett, NY 12424
  • /53

    $338,100 Sold Dec 08, 2025

    5816 New York 23, Acra, NY 12405

    • 3 Beds
    • 2 Baths
    • 2,215 Sq Ft
    • Built 1994

    Last Sold Summary

    • 10% Below List Price
    • $153/SF
    • 100 Days On Market

    Last Listing Agent Samantha Clark Keller Williams Realty HV Nort

    5816 New York 23, Acra, NY 12405
    • /35

      Est $290,160 Not Listed For Sale

      81 Beecher Rd, East Jewett, NY 12424

      • 3 Beds
      • 1.5 Baths
      • 780 Sq Ft
      • Built 1965
      81 Beecher Rd, East Jewett, NY 12424

      Last Sold Summary

      • 6% Above List Price
      • $353/SF
      • 4 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Jason Dugo Dugo Realty

  • /61

    $1,125,000

    • 5 Beds
    • 5.5 Baths
    • 3,643 Sq Ft

    3 South St, Windham, NY 12496

    Turn-Key Windham Ski Retreat | Modern End Unit with 4 En-Suites, Full Furnishing Option & High Income Potential Personal Use or Income Ready and hitting the market just in time for peak rental demand, this modern end-unit townhome at 292 South Street offers an unbeatable opportunity for both investors and second-home seekers. Featuring four en-suite bedrooms, panoramic slope views, and a sleek

    Regina Tortorella Coldwell Banker Village GreenW

    3 South St, Windham, NY 12496
  • /26

    $66,000 Sold Jun 04, 2025

    0 Hayden Rd, Windham, NY 12496

    • Land
    • 5 Acres
    • $13,200 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 330 Days On Market

    Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

    0 Hayden Rd, Windham, NY 12496
    • /25

      Est $230,736 Not Listed For Sale

      1648 Route 23c, East Jewett, NY 12424

      • 2 Beds
      • 1 Bath
      • 648 Sq Ft
      • Built 1975
      1648 Route 23c, East Jewett, NY 12424

      Last Sold Summary

      • 10% Above List Price
      • $324/SF
      • 101 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Yaroslava Tkachuk Hunter Mountain Realty

  • /58

    $715,000

    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft

    60 County Route 65 A, Windham, NY 12496

    Price Cut! Windham Creek Lodge is an active, income-producing short-term rental property generating 70K-80K in annual income. The recent price reduction enhances the profit margin while offering additional room to scale and maximize returns. Fully renovated in 2023-2024, this modern multi-family chalet is ideally located just minutes from Windham Mountain Club and Hunter Mountain—positioning it

    Lisa Jaeger Coldwell Banker Village GreenW

    60 County Route 65 A, Windham, NY 12496
  • /73

    $715,000 Sold Nov 24, 2025

    122 Old Rd, Windham, NY 12496

    • 4 Beds
    • 2.5 Baths
    • 1,823 Sq Ft
    • Built 1982

    Last Sold Summary

    • 5% Below List Price
    • $392/SF
    • 42 Days On Market

    Current Estimated Value $724,959

    Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

    122 Old Rd, Windham, NY 12496
    • /39

      Est $355,529 Not Listed For Sale

      252 Ryan Rd, Hunter, NY 12442

      • 3 Beds
      • 2.5 Baths
      • 1,726 Sq Ft
      • Built 1977
      252 Ryan Rd, Hunter, NY 12442

      Last Sold Summary

      • 21% Above List Price
      • $171/SF
      • 138 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Sharon Middleton Coldwell Banker Prime

  • /109

    $2,175,000

    • 6 Beds
    • 4.5 Baths
    • 4,104 Sq Ft

    19 Twin Maples, Windham, NY 12496

    Experience mountain luxury at its finest in this stunning post-and-beam home at Windham Mountain Club's exclusive Village East community just a little over two hours from New York City. Designed for those who love the outdoors but don't want to sacrifice comfort, this 6-bedroom, 3.5-bath retreat spans more than 4,100 sq ft and combines timeless craftsmanship with breathtaking views of the

    Regina Tortorella Coldwell Banker Village GreenW

    19 Twin Maples, Windham, NY 12496
  • /50

    $770,000 Sold Dec 08, 2025

    185 Goshen St, Jewett, NY 12444

    • 4 Beds
    • 3 Baths
    • 2,560 Sq Ft
    • Built 1984

    Last Sold Summary

    • 9% Below List Price
    • $301/SF
    • 231 Days On Market

    Current Estimated Value $796,149

    Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

    185 Goshen St, Jewett, NY 12444
    • /16

      Est $438,281 Not Listed For Sale

      123 Ryan Rd, Hunter, NY 12442

      • 3 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1957
      123 Ryan Rd, Hunter, NY 12442

      Last Sold Summary

      • 37% Above List Price
      • $370/SF
      • 609 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Agnieszka Wdziekowska Taufield Core Real Estate Team

  • /59

    $575,000 Under Contract

    • 4 Beds
    • 4.5 Baths
    • 3,190 Sq Ft

    274 Route 65 Unit 28, Windham, NY 12496

    Not your ordinary townhouse—this Crystal Pond ''builder's special'' is one of only a few that were ever built with this expanded three-level, 3,190 sq ft floor plan. Designed for comfort, space, and easy living, this corner unit is a true standout in the development. From the covered entry, step into a welcoming heated mudroom with built-in cubbies, hooks, and bench seating—ideal for ski gear and

    Lisa Jaeger Coldwell Banker Village GreenW

    274 Route 65 Unit 28, Windham, NY 12496
  • /32

    $550,000 Sold Jul 11, 2025

    894 New York 296 Unit 1,2, Hensonville, NY 12439

    • 6 Beds
    • 6 Baths
    • 2,134 Sq Ft
    • Built 1950

    Last Sold Summary

    • 8% Below List Price
    • $258/SF
    • 228 Days On Market

    Last Listing Agent Laurie Hanenberg Hunter Windham Real Estate

    894 New York 296 Unit 1,2, Hensonville, NY 12439
    • /47

      Est $553,993 Not Listed For Sale

      93 Bobillen Dr, Jewett, NY 12444

      • 5 Beds
      • 3 Baths
      • 2,880 Sq Ft
      • Built 1988
      93 Bobillen Dr, Jewett, NY 12444

      Last Sold Summary

      • 6% Above List Price
      • $182/SF
      • 119 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

  • /59

    $549,000

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    85 Bobillen Rd, Jewett, NY 12444

    Modern Mountain Retreat on 5 Private Acres Between Hunter & Windham-Step into contemporary comfort on 5 private acres in the heart of Jewett, NY. This modern mountain retreat blends stylish design with warm, inviting details—perfect as a full-time residence, weekend escape, or income-producing short-term rental. Inside, the open floor plan creates an effortless flow between the living, dining,

    Regina Tortorella Coldwell Banker Village GreenW

    85 Bobillen Rd, Jewett, NY 12444
  • /35

    $581,250 Sold Dec 01, 2025

    528 New York 296, Hensonville, NY 12439

    • 4 Beds
    • 2.5 Baths
    • 2,194 Sq Ft
    • Built 1895

    Last Sold Summary

    • $265/SF
    • 32 Days On Market

    Last Listing Agent Catherine Quintard Compass Greater NY, LLC

    528 New York 296, Hensonville, NY 12439
    • /29

      Est $378,842 Not Listed For Sale

      4 John Peter Dr, Acra, NY 12405

      • 3 Beds
      • 2 Baths
      • 1,366 Sq Ft
      • Built 1995
      4 John Peter Dr, Acra, NY 12405

      Last Sold Summary

      • 13% Above List Price
      • $246/SF
      • 75 Days On Market

      Last Sold Price $335,900

      Last Listing Agent Jennifer Vangorden Berkshire Hathaway HomeService

  • /63

    $2,500,000 Pending

    • 7 Beds
    • 5.5 Baths
    • 5,569 Sq Ft

    110 Old Rd, Windham, NY 12496

    Luxury Mountain Retreat | 7 Bed • 5.5 Bath • 5 Acres | Direct Windham Mountain Views | Smart Home | No HOA. Experience luxury mountain living in this brand-new custom-built 7-bedroom, 5.5-bath chalet with unobstructed views of Windham Mountain Club, set on 5 private acres just minutes from downtown Windham, NY. Designed with impeccable European craftsmanship, high-end technology, and

    Regina Tortorella Coldwell Banker Village GreenW

    110 Old Rd, Windham, NY 12496
  • /53

    $609,000 Sold Mar 02, 2026

    168 Acorn Dr, Jewett, NY 12444

    • 4 Beds
    • 2 Baths
    • 1,960 Sq Ft
    • Built 1990

    Last Sold Summary

    • 9% Above List Price
    • $311/SF
    • 74 Days On Market

    Current Estimated Value $562,791

    Last Listing Agent Lorenzo Murray Hunt ERA

    168 Acorn Dr, Jewett, NY 12444
    • /15

      Not Listed For Sale

      76 Begley Rd, Windham, NY 12496

      76 Begley Rd, Windham, NY 12496

      Last Sold Summary

      • 86 Days On Market

      Last Sold Price $145,000

      Last Listing Agent Regina Tortorella Past Member

  • /110

    $1,450,000

    • 6 Beds
    • 6 Baths
    • 4,284 Sq Ft

    93 & 99 Nauvoo Rd, Windham, NY 12496

    Come relax in the cool Mediterranean vibes of this lovingly maintained home with gorgeous GUEST HOUSE. The huge wrap around deck is perfect for your alfresco dining while you enjoy the stunning view of Windham Mtn and your enchanting back yard with cozy pond. Sheltered on two sides by state land, this property is a private oasis yet conveniently located close to town. You will appreciate the

    Sharon Knudsen Coldwell Banker Village GreenW

    93 & 99 Nauvoo Rd, Windham, NY 12496
  • /17

    $239,000 Sold Nov 20, 2025

    81 Durso Loop, East Durham, NY 12423

    • 2 Beds
    • 1 Bath
    • 914 Sq Ft
    • Built 1975

    Last Sold Summary

    • $261/SF
    • 33 Days On Market

    Current Estimated Value $233,975

    Last Listing Agent Justice Suafoa THE TRUSS GROUP LLC

    81 Durso Loop, East Durham, NY 12423
    • /5

      Not Listed For Sale

      0 Shad Rd Unit 153891, East Jewett, NY 12424

      0 Shad Rd Unit 153891, East Jewett, NY 12424

      Last Sold Summary

      • 81 Days On Market

      Last Sold Price $149,000

      Last Listing Agent Laurie Hanenberg Hunter Windham Real Estate

  • /67

    $1,749,000

    • 5 Beds
    • 2.5 Baths
    • 3,893 Sq Ft

    33 Elm Ridge Rd, Windham, NY 12496

    The Mountains Are Calling and I Must Go.'' P.S., I plan to be VERY comfortable when I get there!Welcome to 33 Elm Ridge - the best of the Catskills - the ultimate in mountain opulence. This shingled contemporary makes quite the impression on its incredible setting; 3,900sqft of living space spans over 3 floors which include 5 bds, 3.5 bths & a walk-out basement that's ready to party. It's set on

    Regina Tortorella Coldwell Banker Village GreenW

    33 Elm Ridge Rd, Windham, NY 12496
  • /10

    $150,000 Sold Dec 22, 2025

    129 Bailey Rd, Cairo, NY 12470

    • Land
    • 14.4 Acres
    • $10,417 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 82 Days On Market

    Last Listing Agent Jacklyn Bernier Weichert Realtors Fontaine

    129 Bailey Rd, Cairo, NY 12470
    • /5

      Not Listed For Sale

      0 Route 23c Unit 153615, Tannersville, NY 12485

      0 Route 23c Unit 153615, Tannersville, NY 12485

      Last Sold Summary

      • 21 Days On Market

      Last Sold Price $58,000

      Last Listing Agent Kathy Marino Bunce Realty

  • /34

    $239,500

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    55 Quads Way, Windham, NY 12496

    Price Reduced -- Major Value in Windham! This charming turnkey condo delivers affordable four-season living close to skiing, golf, hiking, dining, and everything buyers love about Windham. Just minutes from Windham Mountain Club, this fully furnished 2-bedroom, 2-bath retreat offers an easy mountain lifestyle in one of the Catskills' most desirable destinations. Enjoy winter days on the slopes,

    Lisa Jaeger Coldwell Banker Village GreenW

    55 Quads Way, Windham, NY 12496

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