South Cairo, NY Homes for Sale with Acreage

• 

  

  

  /53

  $559,900

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

  168 Acorn Dr, Jewett, NY 12444

  Escape the city and discover your perfect year-round retreat nestled between Hunter and Windham Mountains. This custom-built 4-bedroom, 2-bath home sits on a private 5-acre parcel at the end of a quiet dead-end road, offering the serenity and space many people dream of.Thoughtfully set back from the road for added privacy, this well-cared-for home welcomes you with quiet surroundings,

  

  Lorenzo Murray

  Hunt ERA

  (518) 741-3712

  168 Acorn Dr, Jewett, NY 12444
• 

  

  

  /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.

  

  Carol Shaw

  Shaw Country Realty, Inc.

  (518) 667-5960

  436 Big Hollow Rd, Maplecrest, NY 12454
• 

  

  

  /13

  $99,000

  • Land
  • 8.24 Acres
  • $12,015 per Acre

  539 Route 40, Maplecrest, NY 12454

  Centrally located between Windham and Hunter, minutes to CD Lane Park, State hiking trails, Colgate Lake and everything this area has to offer. This 8 + acre parcel has a septic design in place designed by Kaaterskill Engineering and submitted to DEP and approved. This makes this lot desirable with no soil testing and design which could usually take Months and Money.cleared closer to road which

  

  Carol Shaw

  Shaw Country Realty, Inc.

  (518) 809-8670

  539 Route 40, Maplecrest, NY 12454
• 

  

  

  /14

  $89,000

  • Land
  • 5.1 Acres
  • $17,451 per Acre

  181 Wilderness Rd, East Jewett, NY 12424

  This property is nestled in East Jewett in between Hunter and Windham Mountain Ski Resorts. Less than 10 minute drive to Hunter Mountain and about 15 minutes to Windham Ski Resort. Located on a quiet town-maintained road; hardly any traffic on a dead end road. DEP approved for septic. Mountain views. Seller is experienced home builder who will work with whatever your desires and choices are. Two

  

  Betsy Pellitteri

  HEAVENS 2 BETSY REALTY

  (518) 676-2677

  181 Wilderness Rd, East Jewett, NY 12424
• 

  

  

  /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
• 

  

  /42

  $1,949,000

  • 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
• 

  

  /32

  $1,350,000

  • 5 Beds
  • 2 Baths
  • 2,804 Sq Ft

  939 Joseph Chadderdon Rd Unit 1, Acra, NY 12405

  Set at the foot of the Catskill Mountain Range on 14 pristine acres is this outstanding 1850 Historic farmhouse with 2 picturesque vintage red barns. A perfect blend of early farmhouse architecture in the main house with a modern day post & beam great room addition with a guest bedroom, 18ft ceilings & an open floor plan that combines a 12 seat dining area, living room with a wood burning stove &

  Peggy Polenberg Peggy Polenberg Real Estate

  939 Joseph Chadderdon Rd Unit 1, Acra, NY 12405
• 

  

  /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
• 

  

  /29

  $599,000

  • 3 Beds
  • 1.5 Baths
  • 2,546 Sq Ft

  32 Mountain Camp Rd, Round Top, NY 12473

  32 Mountain Camp Road, Round Top, NYCatskill Mountain Retreat on 9 Private AcresSet on 9 private acres in desirable Round Top, this 2,546 sq. ft. is the perfect place to get away or entertain. The dramatic great room features 18-foot ceilings, wide plank hardwood floors, and a stunning triple-sided fireplace that connects the foyer, great room, and kitchen. A 5-foot stone hearth with a

  Gregory Kardos

  32 Mountain Camp Rd, Round Top, NY 12473
• 

  

  /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
• 

  

  /22

  $1,950,000

  • 5 Beds
  • 3.5 Baths
  • 4,834 Sq Ft

  77 Beaver Hill Rd, Windham, NY 12496

  Designed by a renowned Manhattan architect known for 20M dollar Aspen ski homes, this 4,834-square-foot Catskills estate offers world-class design and unparalleled craftsmanship. Built as the architect's personal residence, it's a sanctuary for relaxation, entertaining, and year-round mountain living. Set on over four private acres bordering the protected Bataviakill Watershed, the home

  Regina Tortorella Coldwell Banker Village GreenW

  77 Beaver Hill Rd, Windham, NY 12496
• 

  

  /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
• 

  

  /8

  $325,000

  • Land
  • 1.2 Acres
  • $270,833 per Acre

  L37 Panarama Ln, Windham, NY 12496

  Destination Windham! This 1.2 acre parcel is the perfect location to build your primary residence, ski home,weekend getaway, or log cabin. Stunning views of both the town and the mountain!Enjoy the traffic-free,peaceful setting off the mountain. Minutes to the slopes. Walking distance to the golf course and country club.Minutes to Main Street to enjoy the shops and restaurants. The lot has been

  Susan Miller WINDSTAR REALTY GROUP LLC

  L37 Panarama Ln, Windham, NY 12496
• 

  

  /33

  $340,000

  • 2 Beds
  • 2 Baths
  • 1,542 Sq Ft

  689 Old Rd, Windham, NY 12496

  Charming 2-bedroom 2 full bathroom ranch in Windham, New York. Sits on an acre with panoramic views of the Catskills. Relax in the backyard along the seasonal creek listening to the sounds of chirping from the many varieties of wild birds in the area. Entertain friends, family and pets from the back deck under a beautifully constructed gazebo. Enjoy the warmth of a winter fire in your striking

  Kathy Shumway Win Morrison Realty

  689 Old Rd, Windham, NY 12496
• 

  

  /24

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft

  40 Lawrence, Jewett, NY 12444

  Opportunity awaits as this beautiful 3 bedroom 2 bath ranch located on a private acre lot hits the market! This home features a huge eat in kitchen with skylight and lots of cabinets and counter space! Large cozy living room, primary bedroom with bath, 1st floor laundry room, full basement with finished bonus room, sharp bathroom with skylight, 2 car garage! Fantastic location with short drive to

  Wayne Newcomb Newcomb Realty Group LLC

  40 Lawrence, Jewett, NY 12444
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  /55

  $875,000

  • 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 heart of Acra, 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 plus sqft. It has a thoughtfully updated kitchen and full finished lower-level ideal for entertaining or extended living. Outdoors, the property lives like a private resort.

  Brian Kozloski Century 21 New West

  596 Joseph Chadderdon Rd, Acra, NY 12405
• 

  

  /15

  $439,000

  • Land
  • 3.46 Acres
  • $126,879 per Acre

  2 Windham Farms Rd, Windham, NY 12496

  Welcome to Windham Farms in Windham, NY, where two premium building lots offer an exceptional opportunity for custom homes that blend eco-friendly design with aesthetic appeal, complementing the year-round environment just minutes from Windham Mountain Club. Lot 2 is prepared for immediate construction, featuring an installed driveway to the designated house site, 200 amp underground electric

  Laurie Hanenberg Hunter Windham Real Estate

  2 Windham Farms Rd, Windham, NY 12496
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  /7

  $1,998,500 New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,000 Sq Ft

  4 Estate View Dr, Windham, NY 12496

  To be built. Experience unparalleled luxury in this custom-built mountain retreat. Situated on 10.5 private acres in the heart of the Catskills, Windham Luxury Estates offers an extraordinary opportunity to own a meticulously designed 3 level, 5k+ sq ft retreat. Built by Vaughn Construction, this 5 bed, 5.5 bath will showcase an open concept that connects the kitchen, dining & living areas-with

  Patrick Dunn KW Platform

  4 Estate View Dr, Windham, NY 12496
• 

  

  /36

  $549,000

  • 7 Beds
  • 6 Baths
  • 4,800 Sq Ft

  41 County Road 40, Hensonville, NY 12439

  A Great Investment Opportunity with a 5 Unit Multi-family & a Large Barn in Windham - in the Charming Hamlet of Hensonville! The annual rent roll is 62,700. There are 4 units with 2 bedrooms and 1 bath and 1 unit with 3 bedrooms and 2 baths. There's ample parking, a front covered patio, a 2nd floor covered deck, yard space, a huge barn, and 3 driveway entrances. It has great proximity to the

  Ted Banta RVW Select Properties

  41 County Road 40, Hensonville, NY 12439
• 

  

  /13

  $335,000

  • Land
  • 15.67 Acres
  • $21,378 per Acre

  10 Galway Rd, Windham, NY 12496

  Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 15.67 acre residential building lot. This prime parcel includes comprehensive engineering, topographical & survey maps, and a fully approved DEP septic design suitable for an estate-like home, ensuring compliance with environmental regulations for a streamlined building process.

  Patrick Dunn KW Platform

  10 Galway Rd, Windham, NY 12496
• 

  

  /38

  $2,495,000

  • 8 Beds
  • 3.5 Baths
  • 3,350 Sq Ft

  3 Leon MacGlashan Rd, Windham, NY 12454

  Experience Rustic Elegance and Timeless Wonder at 3 Leon Macglashan RoadNestled on over 210 acres of pristine Catskill landscapes, this extraordinary estate offers an unparalleled opportunity to embrace the serenity, privacy, and natural beauty of Windham, NY. From the moment you arrive, the property captivates with its historic charm, panoramic mountain views, and endless possibilities.

  Cameron Ashkarkhizani Serhant LLC

  3 Leon MacGlashan Rd, Windham, NY 12454
• 

  

  /34

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  209 Griffin Rd, Jewett, NY 12424

  The Colgate Cabin | Secluded Catskills Retreat with Farmhouse CharmTucked into the heart of the Catskill Mountains, The Colgate Cabin is where vintage farmhouse character meets modern comfort. This fully renovated 3-bedroom home sits on a peaceful and private parcel with no visible neighbors, offering an idyllic escape just one mile from the tranquil waters of Colgate Lake.Inside,

  Jason Dugo Dugo Realty

  209 Griffin Rd, Jewett, NY 12424
• 

  

  /48

  $590,000

  • 4 Beds
  • 2 Baths
  • 1,052 Sq Ft

  31 Koonan Rd, Windham, NY 12496

  Take advantage of this meticulously refreshed winter escape in the heart of Windham. Step inside to a bright and inviting layout featuring newly added hardwood floors, fresh paint inside and out, and a brand-new washer and dryer. The main living level is anchored by a charming wood stove that sets a cozy tone for the whole group to enjoy after a day of outdoor activities. Four bedrooms and two

  Brandon Oot Core Real Estate Team

  31 Koonan Rd, Windham, NY 12496
• 

  

  /97

  $2,975,000

  • 6 Beds
  • 5 Baths
  • 8,500 Sq Ft

  863 County Route 25, Tannersville, NY 12485

  PRICE IMPROVEMENT!! Your chance to own the pinnacle of luxury in Greene County NY. Take a ride in the scenic mountains near Tannersville NY and you will have the opportunity to wander down a magical drive that will transport you back in time to the Golden Age of The Catskills, and to Caddam Hill. Once the home of the famous actress Maude Adams, you can hear echoes of a time gone by from every

  Sharon Knudsen Coldwell Banker Village GreenW

  863 County Route 25, Tannersville, NY 12485
• 

  

  /11

  $300,000

  • Land
  • 7.52 Acres
  • $39,894 per Acre

  1 Galway Rd, Windham, NY 12496

  Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 7.5 acre residential building lot. This prime parcel includes comprehensive engineering, topographical & survey maps, and a fully approved DEP septic design suitable for an estate-like home, ensuring compliance with environmental regulations for a streamlined building process.

  Patrick Dunn KW Platform

  1 Galway Rd, Windham, NY 12496
• 

  

  /9

  $450,000

  • Land
  • 10 Acres
  • $45,000 per Acre

  000 New York 296, Windham, NY 12496

  10 Acres of Prime Forested Land | Windham, NY | Development or Dream Compound PotentialAn extraordinary opportunity awaits on Route 296 in Windham, NY - two adjacent 5-acre parcels totaling 10 acres of pristine Catskills forest, ideally situated for those with vision. Slightly sloped and elevated just enough to offer potential eastern-facing views with selective clearing, this land offers

  Jason Dugo Dugo Realty

  000 New York 296, Windham, NY 12496
• 

  

  /29

  $500,000

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft

  38 Cambridge Heights Rd, Windham, NY 12496

  Welcome to Alpine Cabin, your dream mountain getaway! Nestled just steps away from the slopes, this charming cabin combines rustic elegance with modern comforts perfect for a cozy winter retreat or an adventurous alpine escape. Situated at the base of the Windham Mountain Club with views of the slopes beyond, and just 130 miles from New York City. The fireplace in the living area is perfect for

  Paul Heintz Anatole House LLC

  38 Cambridge Heights Rd, Windham, NY 12496
• 

  

  /13

  $325,000

  • Land
  • 13.33 Acres
  • $24,381 per Acre

  9 Galway Rd, Windham, NY 12496

  Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 13.33 residential building lot. This prime parcel includes comprehensive engineering, topographical & survey maps, and a fully approved DEP septic design suitable for an estate-like home, ensuring compliance with environmental regulations for a streamlined building process. Electric

  Patrick Dunn KW Platform

  9 Galway Rd, Windham, NY 12496
• 

  

  /16

  $289,000

  • Land
  • 4.33 Acres
  • $66,744 per Acre

  4 Windham Farms Rd, Windham, NY 12496

  Welcome to ''Windham Farms'' in Windham, NY, where two premium building lots offer an exceptional opportunity for custom homes that blend eco-friendly design with aesthetic appeal, complementing the year-round environment just minutes from Windham Mountain Club. Lot 4 features an installed gravel parking area directly off Windham Farms Road, available 200 amp underground electric service at

  Laurie Hanenberg Hunter Windham Real Estate

  4 Windham Farms Rd, Windham, NY 12496
• 

  

  /33

  $340,000

  • 2 Beds
  • 2 Baths
  • 1,542 Sq Ft

  689 Old Farm Rd, East Windham, NY 12439

  Charming 2-bedroom 2 full bathroom ranch in Windham, New York. Sits on an acre with panoramic views of the Catskills. Relax in the backyard along the seasonal creek listening to the sounds of chirping from the many varieties of wild birds in the area. Entertain friends, family and pets from the back deck under a beautifully constructed gazebo. Enjoy the warmth of a winter fire in your striking

  Kathy Shumway Win Morrison Realty-K

  689 Old Farm Rd, East Windham, NY 12439
• 

  

  /10

  $375,000

  • Land
  • 2.4 Acres
  • $156,250 per Acre

  L38 Panarama Ln Unit 38, Windham, NY 12496

  Destination Windham! This 2.4 acre parcel is the perfect location to build your primary residence, ski home,weekend getaway, or log cabin. Stunning views of both the town and the mountain!Enjoy the traffic-free,peaceful setting off the mountain. Minutes to the slopes. Walking distance to the golf course and country club.Minutes to Main Street to enjoy the shops and restaurants. The lot has been

  Susan Miller WINDSTAR REALTY GROUP LLC

  L38 Panarama Ln Unit 38, Windham, NY 12496
• 

  

  /58

  $279,000

  • Land
  • 12.8 Acres
  • $21,797 per Acre

  383 Begley Rd, Windham, NY 12496

  A Beautiful 12.8 Acre Parcel of Land in Windham across from State Land! The land features approximately 1,180' of road frontage and it's only minutes to Windham Ski Mountain and all the amenities the mountaintop has to offer: golfing, hiking, biking, cycling, fishing, & more. The land is private and wooded with beautiful views of the sunrise and sunset.. There's an area that can be developed into

  Ted Banta RVW Select Properties

  383 Begley Rd, Windham, NY 12496
• 

  

  /61

  $429,000

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft

  2070 Route 23c, East Jewett, NY 12424

  Welcome to your private woodland retreat! This charming four-bedroom, two-bathroom home is nestled on 3.6 lush acres, offering the perfect escape from the hustle and bustle. A private stream runs alongside the house and barn, creating a serene and tranquil atmosphere. Connected to the new deck, a quaint footbridge crosses over the creek and provides a beautiful spot to enjoy the

  Bridget Leach Hunter Mountain Realty

  2070 Route 23c, East Jewett, NY 12424
• 

  

  /47

  $449,000

  • 4 Beds
  • 2 Baths
  • 2,457 Sq Ft

  20 Slater Rd, Maplecrest, NY 12454

  Discover the perfect blend of charm, space, and convenience in this beautiful 4-bedroom, 2-bathroom countryside home, ideally located less than 3 hours from NYC. Set on scenic land in historic Windham NY. This vibrant small town is surrounded by renowned ski resorts; this is the ideal getaway or year-round residence.An exceptionally inviting home that is perfect for guests or extended family,

  Brian Cohen RHR Realty Group

  20 Slater Rd, Maplecrest, NY 12454
• 

  

  /61

  $269,900

  • 2 Beds
  • 1 Bath
  • 984 Sq Ft

  457 Hervey Street Rd, Cornwallville, NY 12418

  Welcome to 457 Hervey Street Road. The minute you step inside the door, you will see and feel the charm and character of this one of a kind home. With a woodburning fireplace, to keep you warm and cozy during the winter months, you will also enjoy the central air during the hot summer months. The loft space has endless opportunities. Bring your vision! Step outside and enjoy the nature that

  Meghan Espel RVW Select Properties

  457 Hervey Street Rd, Cornwallville, NY 12418
• 

  

  /9

  $595,000

  • Land
  • 12.64 Acres
  • $47,073 per Acre

  0 High Peak Rd, Windham, NY

  12+ Acres | Panoramic Mountain Views | Windham, NYPerched high above with sweeping views of Windham and the rolling Durham Valley, this 12+ acre Catskills gem is the blank canvas for your dream retreat. Completely private and already cleared, the property is perfectly positioned at the off the road - no neighbors, no noise, just pure mountain serenity.The sale includes two

  Jason Dugo Dugo Realty

  0 High Peak Rd, Windham, NY
• 

  

  /13

  $300,000

  • Land
  • 6.54 Acres
  • $45,872 per Acre

  3 Galway Rd, Windham, NY 12496

  Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 6.54 residential building lot. This prime parcel includes comprehensive engineering, topographical & survey maps, and a fully approved DEP septic design suitable for an estate-like home, ensuring compliance with environmental regulations for a streamlined building process. Electric

  Patrick Dunn KW Platform

  3 Galway Rd, Windham, NY 12496
• 

  

  /11

  $100,000

  • Land
  • 5 Acres
  • $20,000 per Acre

  174 High Peak Rd, Windham, NY 12496

  Owner is offering five acres to be taken out of a larger 352-acre parcel. Additional acreage is available, price to be determined depending on how many acres purchased. Survey map shows potential lot layout, but actual lot lines, taxes, assessment and lot numbers need to be determined. Don't miss this rare opportunity to own your dream of 5, 10, 20, or 30 acres+ on beautiful High Peak Road in

  Fred Mazza Bunce Realty

  174 High Peak Rd, Windham, NY 12496
• 

  

  /27

  $650,000

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft

  85 Cambridge Heights Rd, Windham, NY 12496

  Enjoy the summer months taking in the beautiful views from the large Trex decking. Warm up in front of the woodburning fireplace in the winter months. Close to Windham Mountain. A great property to enjoy all four seasons. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

  Sheila Word Coldwell Banker Village GreenW

  85 Cambridge Heights Rd, 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

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