Homes for Sale in 12496

• 

  

  

  /17

  $299,777

  • 4 Beds
  • 1.5 Baths
  • 1,457 Sq Ft

  28 Sutton Hollow Rd, Windham, NY 12496

  Are you looking for an affordable country home? Look no further! Welcome to 28 Sutton Hollow Road. This single family home located only 5 minutes to Windam Main Street, and only 10 miles to Hunter! ? Offering nice sized rooms, a large private .36 acre lot in the country with public water and sewer! This home is perfect for that year rounf country get away / vacation home or as an affordable

  Douglas Schenk RE/MAX Capital

  28 Sutton Hollow Rd, Windham, NY 12496
• 

  

  

  /72

  $515,000

  • 3 Beds
  • 2.5 Baths
  • 1,903 Sq Ft

  215 Siam Rd, Windham, NY 12496

  Welcome to the Windham Round House, one of the area's most distinctive and architecturally unique round homes. Lovingly designed and built by the original owners, this octagon-style residence sits on 5 private acres with open lawns, a charming stone wall, evergreen woods beyond, multiple outbuildings including a two-car garage—offers a remarkable setting that must be seen to be fully appreciated.

  Lisa Jaeger Coldwell Banker Village GreenW

  215 Siam Rd, Windham, NY 12496
• 

  

  

  /32

  $325,000

  • 2 Beds
  • 2.5 Baths
  • 1,295 Sq Ft

  274 County Route 65 Unit 55, Windham, NY 12496

  Step into this immaculate, well furnished home! Unit being sold ''as is'', fully furnished. This Is a well maintained unit, move right in and be comfortable. There is an outside storage closet, Mud room, half bath and laundry on first level along with a lovely kitchen, granite counters, SS appliances. Lovely living room with propane fireplace, sliding doors to a patio and a bay window, Plenty of

  Mary Donovan Gallagher & Company

  274 County Route 65 Unit 55, Windham, NY 12496
• 

  

  

  /5

  $99,000

  • Land
  • 0.5 Acre
  • $198,000 per Acre

  448-2 South St, Windham, NY 12496

  Prime vacant land in the sought-after Town of Windham, offering municipal water and sewer and electric on site at an unbeatable location. This opportunity includes two level half-acre parcels, selling together or Separate at 99k per parcel. Situated just up the road from Windham Mountain, the Windham Country Club golf course, and the beloved Chicken Run Restaurant—placing you in the heart of one

  

  Carol Shaw

  Shaw Country Realty, Inc.

  (518) 740-2939

  448-2 South St, Windham, NY 12496
• 

  

  

  /5

  $99,000

  • Land
  • 0.5 Acre
  • $198,000 per Acre

  448-1 South St, Windham, NY 12496

  Prime vacant land in the sought-after Town of Windham, offering municipal water and sewer and an unbeatable location. This opportunity includes two level half-acre parcels situated just up the road from Windham Mountain, the Windham Country Club golf course, and the beloved Chicken Run Restaurant—placing you in the heart of one of the Catskills' most desirable four-season destinations. purchase

  

  Carol Shaw

  Shaw Country Realty, Inc.

  (518) 601-3628

  448-1 South St, Windham, NY 12496
• 

  

  /20

  $425,000

  • 5 Beds
  • 3 Baths
  • 2,160 Sq Ft

  12112 State Hwy Unit 23, Prattsville, NY 12468

  Restored, top to bottom 1890s 5 bedroom, 3 full bathroom home located 5min down the road to Windham Mountain. This now modern home has an open concept, with living room, kitchen, dining area, laundry, 2 beds , and 2 full bathrooms on the first floor and 3 bedrooms and 1 full bathroom upstairs. Outside there is a large back composite deck with hot tub, large fenced yard, firepit, covered patio

  Jamie Sittner Find Advisors

  12112 State Hwy Unit 23, Prattsville, NY 12468
• 

  

  /44

  $1,175,000

  • 5 Beds
  • 3 Baths
  • 4,489 Sq Ft

  32 Glennamaddy Rd, Windham, NY 12496

  STUNNING LOCATION! Situated above Windham Ridge this Custom designed & built (by one of Windham's top builders) Contemporary style home has direct ski slope views in a special setting. Conveniently just 2 minutes to Windham Village & 5 minutes to Windham Mountain. Extraordinary mountain home. Efficient & economical design. Upon entering, a bit of a WOW, with 25ft. Beamed, vaulted ceilings &

  Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

  32 Glennamaddy Rd, Windham, NY 12496
• 

  

  /28

  $339,000

  • 2 Beds
  • 2.5 Baths
  • 1,295 Sq Ft

  274 Route 65 Unit 41, Windham, NY 12496

  Enter this lovely Townhome and feel right at home. This is an end unit, lovely setting. There is a storage shed for skis and bikes outside, enter the unit into a mud room, The first floor has a half bath/laundry room, lovely galley kitchen with a window, plenty of light. This is open to the living an dining areas. Living room has a large bay window, sliding doors to a patio, plenty of privacy, as

  Mary Donovan Gallagher & Company

  274 Route 65 Unit 41, Windham, NY 12496
• 

  

  /17

  $599,000

  • Land
  • 69.02 Acres
  • $8,679 per Acre

  0 High Peak Lot 111-112, Windham, NY 12496

  Discover a rare 65.3± acre Catskills property on High Peak Road in Windham, NY, offering an extraordinary blend of open meadows, mature forests, and stream frontage. With generous road frontage and multiple potential building sites, this land provides exceptional opportunity for anyone looking to build a dream home, create a residential compound, or invest in one of the most desirable regions of

  Regina Tortorella Coldwell Banker Village GreenW

  0 High Peak Lot 111-112, Windham, NY 12496
• 

  

  /48

  $735,000

  • 2 Beds
  • 2 Baths
  • 1,438 Sq Ft

  355 South St, Windham, NY 12496

  Excellent location with ease of access to Windham Mountain Club and town of Windham! Tucked up amongst the tress at the foot of Windham Mountain you will find this truly picturesque and enchanting home featuring 2 bedrooms and 2 full bath, plus extra sleeping loft and a 2 car garage with a cozy 1 bedroom apt! This home is brimming with character; the gable roof lines and classic detailing add

  Patricia Charbonneau Brainard Ridge Management

  355 South St, Windham, NY 12496
• 

  

  /45

  $375,000

  • 3 Beds
  • 1 Bath
  • 1,739 Sq Ft

  477 Campbell Rd, Windham, NY 12496

  Skiers and Hunters! 7 glorious acres 8 minutes to Windham Mountain! Charming Updated Home with mature trees, beautiful plantings and landscapes. Welcome to this inviting 3-bedroom, 1-bath home set on 7 beautiful acres offering privacy, space, and stunning natural surroundings. Located only 8 minutes from the local ski area, it's the perfect retreat for outdoor enthusiasts or anyone seeking a

  Robyn Tricinelli Century 21 Alliance

  477 Campbell Rd, Windham, NY 12496
• 

  

  /38

  $850,000

  • 4 Beds
  • 3.5 Baths
  • 2,953 Sq Ft

  61 Mount View Estates Rd, Windham, NY 12496

  This beautiful Windham Mountain home is the perfect year-round retreat. Tucked away on 5.5 private acres, the fully renovated property is just minutes from skiing, hiking, golf, restaurants, spas, and shops. Blending classic mountain charm with modern comforts, the home is spacious yet cozy — the ideal place to unwind after a long day, enjoy a getaway, or entertain friends. With two family rooms

  Jennifer Woods Daniel Gale Sothebys Intl Rlty

  61 Mount View Estates Rd, Windham, NY 12496
• 

  

  /64

  $1,899,000

  • 5 Beds
  • 3.5 Baths
  • 4,044 Sq Ft

  22 The Loop, Windham, NY 12496

  Walk to the Slopes! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscaped surroundings, creating impeccable curb appeal. Inside, a grand two-story great room welcomes you with a magnificent wall of glass

  Regina Tortorella Coldwell Banker Village GreenW

  22 The Loop, Windham, NY 12496
• 

  

  /54

  $439,000

  • 4 Beds
  • 3 Baths
  • 1,914 Sq Ft

  17 Mitchell Hollow Rd, Windham, NY 12496

  Whether your search is for personal use or investment property, this Windham Farmhouse, just steps from the center of town, offers versatility and plenty of room for the whole family. A unique three floor layout allows for everyone to have their own space. The first and lowest level is the main living area: Kitchen, Dining, Living Room as well as a bedroom and full bath. The sunroom is an nice

  Sharri Cunningham Bunce Realty

  17 Mitchell Hollow Rd, Windham, NY 12496
• 

  

  /47

  $2,400,000

  • Land
  • 160 Acres
  • $15,000 per Acre

  393 B G Partridge Rd, Ashland, NY 12496

  A rare opportunity to own a breathtaking mountain sanctuary that has not changed hands in generations. There is an off-grid hunting cabin resting near the open meadows of approximately 160 dynamic acres of wilderness and potential. The property represents the eastern mountain portion of Mountainbrook Farm, a renowned equine and ecotourism haven in the Northern Catskills. Locally known as

  Evan Spero Off-Market Consultants

  393 B G Partridge Rd, Ashland, NY 12496
• 

  

  /19

  $225,000

  • Land
  • 12.21 Acres
  • $18,428 per Acre

  0 Route 10 Unit 20255467, Ashland, NY 12407

  2+ Acres with Historic Barn, Stream, and Mountain Views -- Windham Area Dreaming of your own piece of the Catskills? This beautiful 12+ acre corner lot offers everything you've been looking for — open meadows, mountain views, a peaceful stream, and a charming 1850s barn with hand-hewn beams. Located at the corner of County Route 10 and Sutton Hollow Road, the property offers 416 ft of frontage on

  Regina Tortorella Coldwell Banker Village GreenW

  0 Route 10 Unit 20255467, Ashland, NY 12407
• 

  

  /18

  $463,000

  • 3 Beds
  • 2 Baths
  • 1,249 Sq Ft

  111 Brainard Ridge Rd Unit 11B, Windham, NY 12496

  Brainard Ridge Charmer!Ready for 4 season active life style. Charming 3 bedroom, 2 bath plus extra sleeping alcove, Brainard Ridge Townhome. Open and airy floor plan, lots of natural light! Cozy living room with large wood burning fireplace, nice dining area, cheery kitchen, Primary bedroom with ensuite bath, plus extra sleeping alcove. Lower level with bunkroom, and guest bedroom, second

  Patricia Charbonneau Brainard Ridge Management

  111 Brainard Ridge Rd Unit 11B, Windham, NY 12496
• 

  

  /51

  $460,000

  • 4 Beds
  • 3 Baths
  • 1,510 Sq Ft

  12295 State Highway 23, Ashland, NY 12407

  Welcome to your cozy retreat in the heart of Ashland, NY. Nestled on 1.8 scenic acres between Windham and Hunter Mountains, this inviting property offers two charming homes, stunning mountain views, and a tranquil setting surrounded by nature and neighboring horse pastures. This stunning property has undergone a full transformation within the last 3 years — rebuilt from the ground up with quality

  Zachary Palombo Berkshire Hathaway Home Services Blake

  12295 State Highway 23, Ashland, NY 12407
• 

  

  /63

  $575,000

  • 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
• 

  

  /74

  $915,000

  • 4 Beds
  • 3.5 Baths
  • 3,075 Sq Ft

  116 Nilson Dr, Windham, NY 12496

  Tucked away in a quiet residential cul-de-sac, 116 Nilson Drive offers the best of both worlds — peaceful neighborhood living surrounded by nature, yet just minutes from Main Street, Windham Mountain Club, and Christman's Golf Course. A rare find for the area, this welcoming residential enclave adds a special sense of character and community. It's a place where kids ride bikes, neighbors wave

  Lisa Jaeger Coldwell Banker Village GreenW

  116 Nilson Dr, Windham, NY 12496
• 

  

  /37

  $1,175,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,284 Sq Ft

  20 Brookhollow Ln, Windham, NY 12496

  Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home's sophisticated open layout features three spacious bedrooms and three and a

  Pamela King-Belfor Four Seasons Sotheby's Int.

  20 Brookhollow Ln, Windham, NY 12496
• 

  

  /109

  $2,175,000

  • 6 Beds
  • 3.5 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
• 

  

  /100

  $2,799,000

  • 6 Beds
  • 5.5 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
• 

  

  /28

  $234,500

  • Land
  • 2.3 Acres
  • $101,957 per Acre

  0 N Ridge Extension Unit 20255019, Windham, NY 12496

  Welcome to North Ridge Estates - Build Your Catskills Dream GetawayHere's your chance to own the last remaining building lot in North Ridge Estates, an exclusive, private enclave known for its high-end vacation homes and newly built million-dollar properties. Set on 2.30 acres, this prime parcel has already been surveyed and features a driveway leading into the heart of the property with

  Lisa Jaeger Coldwell Banker Village GreenW

  0 N Ridge Extension Unit 20255019, Windham, NY 12496
• 

  

  /58

  $750,000

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

  60 County Route 65 A, Windham, NY 12496

  Welcome to Windham Creek Lodge — a modern mountain retreat designed for both luxury living and income potential, where style meets sophistication in the heart of the Catskill Mountains. This beautifully remodeled multi-family chalet offers a rare blend of modern comfort, flexible design, and proven rental performance, located just minutes from Windham Mountain Club and Hunter Mountain. Completely

  Lisa Jaeger Coldwell Banker Village GreenW

  60 County Route 65 A, Windham, NY 12496
• 

  

  /27

  $170,000

  • 1 Bed
  • 1 Bath
  • 423 Sq Ft

  5220 New York 23 Unit 126, Windham, NY 12496

  Dreaming of a vacation home? This one pays for itself! A turnkey investment opportunity awaits with this one-bedroom, low maintenance condo. Enjoy modern comforts and the benefit of being close to dining, shopping, and the ski slopes. The amenities include a seasonal pool, restaurant& bar, game room, fitness center, movie theater and an on-site coin operated laundry facility. A shuttle bus is

  Savannah Delaney Weichert Realtors Fontaine

  5220 New York 23 Unit 126, Windham, NY 12496
• 

  

  /29

  $639,000

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

  19 Brook Hollow Ln, Windham, NY 12496

  Windham - Where Everyone Wants to Be! Just one mile from the heart of Windham Village, this chalet-style raised ranch offers the perfect balance of comfort, style, and mountain living. Beautifully maintained inside and out, the home features 4 bedrooms and 2 full baths, with a bright open floor plan, vaulted ceilings, and a cozy fireplace creating that quintessential ski-town charm. The main

  

  Carol Shaw

  SHAW COUNTRY REALTY INC

  (518) 749-4476

  19 Brook Hollow Ln, Windham, NY 12496
• 

  

  /39

  $484,000

  • 4 Beds
  • 2 Baths
  • 1,368 Sq Ft

  7 Karlstadt Rd, Windham, NY 12496

  Charming & Freshly Renovated Cottage in the Heart of Windham — Just 1 mile from skiing at Windham MountainEscape to the mountains and fall in love with this newly renovated Catskill Mountain cottage, ideally situated just minutes from world-class skiing and golfing at Windham Resort. Nestled in a prestigious yet charming community only about two hours from NYC, this property blends cozy

  Regina Tortorella Coldwell Banker Village GreenW

  7 Karlstadt Rd, Windham, NY 12496
• 

  

  /55

  $645,000

  • 4 Beds
  • 3.5 Baths
  • 2,100 Sq Ft

  57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496

  Just in time for ski season! Make this your base for winter fun at Windham Mountain Club.Beautifully renovated with comfort and quiet luxury in mind, this gorgeous corner townhouse in the desirable Brainard Ridge development offers a rare expanded floor plan featuring 4-5 bedrooms and 3.5 baths — perfect for hosting all of your loved ones and guests.The chef's kitchen has been

  Lisa Jaeger Coldwell Banker Village GreenW

  57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496
• 

  

  /9

  $149,000

  • Land
  • 2.5 Acres
  • $59,600 per Acre

  497 Campbell Rd, Ashland, NY 12496

  The perfect elevated woodland for your mountain escape either an : A Frame, Chalet or Mtn. Modern you will find this forest inviting.Shovel ready, DEP approved septic plans and lot survey and driveway. Access to electric along the road, town approved curb cut installed. Lets start building, call today.

  Laurie Hanenberg Hunter Windham Real Estate

  497 Campbell Rd, Ashland, NY 12496
• 

  

  /8

  $149,000

  • Land
  • 2.5 Acres
  • $59,600 per Acre

  511 Campbell Rd, Ashland, NY 12496

  Private wooded lot offering DEP septic approval and lot survey; shovel ready to build you mountain dream house or investment property. Adjacent lot available to create a family/ friend neighboring property. Just minutes to Windham Mountain Club and Christmans Golf .

  Laurie Hanenberg Hunter Windham Real Estate

  511 Campbell Rd, Ashland, NY 12496
• 

  

  /19

  $399,000

  • Land
  • 0.46 Acre
  • $867,391 per Acre

  2 Twin Maples Ln, Windham, NY 12496

  Premier Building Lot at Windham Mountain Club - Ready for Your Dream Home. Bring your vision to life on this shovel-ready homesite located in Village East, an exclusive enclave within the prestigious Windham Mountain Club. Whether you're a builder, investor, or avid skier dreaming of a luxury mountain retreat, this property offers the perfect foundation for your next project. Turnkey Build-Ready:

  Regina Tortorella Coldwell Banker Village GreenW

  2 Twin Maples Ln, Windham, NY 12496
• 

  

  /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
• 

  

  /8

  $149,000

  • Land
  • 2.52 Acres
  • $59,127 per Acre

  557 Campbell Rd, Ashland, NY 12496

  Amongst the pines find an enviable 2.5 acre parcel with full survey, and DEP approved septic plans. This perfect canvas is shovel ready for building your very own A Frame, Log Home or Mountain Modern Chalet. Now is your chance to select one of three all approved lots with complete property line survey, site plan for house, well and septic locations and fully engineered septic plans for a

  Laurie Hanenberg Hunter Windham Real Estate

  557 Campbell Rd, Ashland, NY 12496
• 

  

  /59

  $1,599,000

  • 4 Beds
  • 4.5 Baths
  • 2,893 Sq Ft

  3 the Enclave, Windham, NY 12496

  Luxury Ski Townhouse in the Heart of Windham Mountain Club's Premier Enclave CommunityDiscover the ultimate ski lifestyle in this luxurious tri-level townhouse, ideally located in the exclusive Enclave at Windham Mountain Club. Just steps from the slopes, base lodge, pool, fitness center, and restaurants, this home offers unmatched convenience—no car needed. Simply step outside and

  Regina Tortorella Coldwell Banker Village GreenW

  3 the Enclave, Windham, NY 12496
• 

  

  /25

  $409,000

  • 3 Beds
  • 3.5 Baths
  • 3,683 Sq Ft

  2914 Route 10, Windham, NY 12496

  This large 3 bed, 3.5 bath home sits on 5 peaceful acres and has plenty of space inside and out. Built in 1993, it offers 2,610 sq ft of living space. The home has new tile floors, central A/C, and a 10-year-old roof. We are located just a short drive from popular ski slopes, restaurants and other entertainment. Interior in good livable condition. We are in the process of obtaining interior

  Qizhan Yao Realmart Realty, LLC

  2914 Route 10, Windham, NY 12496
• 

  

  /48

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 2,088 Sq Ft

  93 Maplewood Ave, Windham, NY 12496

  Nestled at the end of a tranquil cul -de-sac, this spacious 3+1 bedroom perched on a hill just a short distance to downtown Windham has breathtaking views of the slopes at Windham Mountain.On the main level, floor-to-ceiling glass sliding doors showcase expansive mountain views. An open-concept layout with vaulted ceilings unites the living room, dining room, and kitchen—all oriented toward

  Doina Dewell Coldwell Banker Village GreenW

  93 Maplewood Ave, Windham, NY 12496
• 

  

  /51

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft

  370 Begley Rd, Windham, NY 12496

  Rare Opportunity Surrounded by 700 Acres of State LandThat's right—700 acres of forever-protected State Land at your doorstep! Step into your own personal oasis where you can hike, hunt, explore, or simply enjoy the peace and quiet with birdsong, wildlife, and the whispering wind through the trees.This spotless 1,800 sq ft modular ranch offers a bright and open floor plan with

  Lisa Jaeger Coldwell Banker Village GreenW

  370 Begley Rd, Windham, NY 12496
• 

  

  /13

  $199,000

  611 Mitchell Hollow Rd, Windham, NY 12496

  5.7 Acres with Utilities in Place - Perfect Setting for Your Dream Home This 5.7-acre property offers the ideal blend of open fields and wooded areas, creating a beautiful mix of natural landscapes and privacy. While there is an existing single-wide mobile home on site, it has been vacant for some time, is not considered habitable, and has not been given value. The true value here lies in the

  Regina Tortorella Coldwell Banker Village GreenW

  611 Mitchell Hollow Rd, Windham, NY 12496
• 

  

  /20

  $479,000

  • 4 Beds
  • 3 Baths
  • 2,058 Sq Ft

  274 N Brooksburg Rd Unit 35, Windham, NY 12496

  Charming 4-Bedroom Townhome Just Minutes from Windham Slopes!Discover this beautifully designed townhome in a vibrant four-season community, just five minutes from Windham's premier ski slopes, golf courses, scenic walking paths, top-rated restaurants, and stunning hiking trails. This thoughtfully crafted three-level home offers:4 Spacious Bedrooms - Plenty of space for family and guestsCozy up

  John Pumilia Shaw Country Realty, Inc.

  274 N Brooksburg Rd Unit 35, Windham, NY 12496

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