135

Homes for Sale in 12496

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  • /43

    $1,750,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 2.5 Baths
    • 4,056 Sq Ft

    5433 New York 23, Windham, NY 12496

    Set right in the heart of the town of Windham, this exceptional brand new construction offers the rare combination of village proximity, mountain views, and income producing potential. Thoughtfully designed as a two-story residence with a private backyard and a separate barn with utilities already in place, the property presents a turnkey opportunity for an accessory dwelling unit, guest house,

    Agent Photo

    Catherine Quintard

    Compass Greater NY, LLC

    (518) 400-5046

    5433 New York 23, Windham, NY 12496
  • /89

    $3,895,000 Pre-Foreclosure

    • 5 Beds
    • 7 Baths
    • 6,207 Sq Ft

    6 White Way, Windham, NY 12496

    Welcome to 6 White Way, striking the perfect balance of Mountain Elegance and Rustic Splendor. Enjoy effortless ski in, ski out access from this rare superior trailside home. This impeccably built, 6,207 Sq. Ft. home offers 5 bedrooms and 7 full bathrooms. From the moment you enter the grand entry way with its beautiful log stairway opening to the impressive sun filled elegantly furnished formal

    Patricia Charbonneau Brainard Ridge Management

    6 White Way, Windham, NY 12496
  • /31

    $525,000

    • 3 Beds
    • 1.5 Baths
    • 2,084 Sq Ft

    34 Old Rd, Windham, NY 12496

    Discover an exceptional Windham, NY mountain retreat just ~2 miles from Windham Mountain, offering both lifestyle appeal and income potential. This spacious, rustic 3-bedroom, 1.5-bath home features two separate living rooms—one on the first floor and one on the second floor—providing flexible space for entertaining, relaxing, or multi-group living. A cozy fireplace, open living areas, modern

    Michael Mariani Patricia Forgione's Realty

    34 Old Rd, Windham, NY 12496
  • /44

    $499,000

    • 3 Beds
    • 3 Baths
    • 1,566 Sq Ft

    13 Brainard Ridge Rd, Windham, NY 12496

    5 Years New! Stylishly Renovated Townhome in the Heart of Windham Mountain Club. Renovated approximately five years ago and move-in ready, this beautifully updated 3-bedroom, 3-bath townhome offers exceptional value in the heart of the growing Windham Mountain Club community. With 1,566 square feet of living space across three thoughtfully designed levels (includes the finished basement), the

    Regina Tortorella Coldwell Banker Village GreenW

    13 Brainard Ridge Rd, Windham, NY 12496
  • /76

    $1,350,000

    • 4 Beds
    • 4 Baths
    • 1,856 Sq Ft

    11 Whisper Creek Dr Unit 504, Windham, NY 12496

    Luxury Ski-In/Ski-Out Living at the Base of Windham Mountain Club. Welcome to Whisper Creek, one of Windham Mountain Club's most coveted luxury residences, ideally positioned at the base of the slopes for true ski-in/ski-out convenience. Professionally renovated, with upgrades just completed, this exceptional four-bedroom, four-bath residence feels fresh, refined, and like new, offering elevated

    Lisa Jaeger Coldwell Banker Village GreenW

    11 Whisper Creek Dr Unit 504, Windham, NY 12496
  • /23

    $349,000

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    315 Begley Rd, Windham, NY 12496

    Just minutes from the village of Windham, skiing, and golf, this meticulously maintained ranch is set on a beautiful country road in a true four-season community. The easy, flowing floor plan features a bright eat-in kitchen that opens directly to a spacious rear deck—perfect for outdoor dining and entertaining. Inside, you'll find three comfortable bedrooms, 1.5 baths, and a welcoming living

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 735-6784

    315 Begley Rd, Windham, NY 12496
  • /12

    $550,000

    • 2 Beds
    • 1 Bath
    • 1,122 Sq Ft

    183 N South St N, Windham, NY 12496

    Exceptional Opportunity in a Prime Windham Location! property is sub- dividable. Owner is motivated bring offers!!!Transform this property into a true showpiece — take this Chevy and turn it into a Rolls Royce! Situated directly across from the Windham Country Club, enjoy unobstructed views of the golf course. This property also offers potential for subdivision, adding long-term investment

    John Pumilia Shaw Country Realty, Inc.

    183 N South St N, Windham, NY 12496
  • /34

    $1,800,000

    • 3 Beds
    • 4 Baths
    • 2,030 Sq Ft

    11 Whisper Creek Dr Unit 503, Windham, NY 12496

    Location and Convenience await you at Windham's Luxury Condominiums Whisper Creek! Unique, Custom designed, plenty of room (2030 sq ft) for family or friends, with outstanding slope side views of Windham Mountain, just begins to describe this Official 3-bedroom, 4 bath, with 2 additional rooms that act as bedrooms as well. A stunning and spacious Primary ensuite with gracious bath and king bed,

    Irene Pinto Brainard Ridge Management

    11 Whisper Creek Dr Unit 503, Windham, NY 12496
  • /31

    $649,000

    • 3 Beds
    • 3 Baths
    • 1,528 Sq Ft

    24 Windham Mount Village Unit 24, Windham, NY 12496

    Four Season Perfection!Location and Wonderful Views! You will be delighted with this 3 bedroom 3 bath, plus extra sleeping loft, Windham Mountain Village unit. Great location. Steps to indoor pool and Clubhouse and easy walk to the magic carpet! Pride of ownership abounds. Striking granite countertops as well as a beautiful live edged wood counter grace the kitchen. Dining area with plenty of

    Patricia Charbonneau Brainard Ridge Management

    24 Windham Mount Village Unit 24, Windham, NY 12496
  • /10

    $429,000

    • Land
    • 58.8 Acres
    • $7,296 per Acre

    523 Campbell Rd, Ashland, NY 12496

    This exceptional 58.8-acre pristine, gentle sloping hemlock forest, situated in the Catskill Mountains and adjoining state land, offers a unique opportunity for those seeking tranquility near premier recreational destinations. Located just minutes from Windham Mountain Ski Slopes, renowned golf courses, a Class A trout stream, and acclaimed local restaurants, this property features a

    Laurie Hanenberg Hunter Windham Real Estate

    523 Campbell Rd, Ashland, NY 12496
  • /42

    $1,650,000

    • 4 Beds
    • 3.5 Baths
    • 2,770 Sq Ft

    10 Stonewall Ln, Windham, NY 12496

    Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’

    John Oliveira Douglas Elliman Real Estate

    10 Stonewall Ln, Windham, NY 12496
  • /40

    $1,900,000

    • 5 Beds
    • 4.5 Baths
    • 3,150 Sq Ft

    19 Stonewall Ln, Windham, NY 12496

    Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’

    John Oliveira Douglas Elliman Real Estate

    19 Stonewall Ln, Windham, NY 12496
  • /41

    $1,400,000

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

    17 Stonewall Ln, Windham, NY 12496

    Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’

    John Oliveira Douglas Elliman Real Estate

    17 Stonewall Ln, Windham, NY 12496
  • /59

    $685,000

    • 5 Beds
    • 3 Baths
    • 3,184 Sq Ft

    523 Mitchell Hollow Rd, Windham, NY 12496

    Catskills living with standout appeal in Windham—the ultimate four-season destination for skiing, golf, hiking, breweries, and live music venues. This sprawling, rambling layout was designed for memorable gatherings, offering 5 generous bedrooms and 3 full baths, ideal for hosting family, friends, or guests in style. Warm up by the fireplace after a day on the mountain, then step outside to your

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 777-2454

    523 Mitchell Hollow Rd, Windham, NY 12496
  • /65

    $2,250,000

    • 5 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    90 Club Rd, Windham, NY 12496

    Spectacular mountain views and steps away from the trails, this chalet is a Windham Mountain classic! One of the original homes on the mountain, it combines rustic charm with modern amenities. The heart of this home is its expansive great room perfect for relaxing after a day on the slopes or entertaining friends and family. Soaring cathedral ceilings with exposed wood beams add a sense of

    Sharri Cunningham Bunce Realty

    90 Club Rd, Windham, NY 12496
  • /32

    $995,000

    • 5 Beds
    • 4 Baths
    • 4,022 Sq Ft

    128 Steinmetz Rd, Ashland, NY 12407

    Set on 6.5 private acres in Ashland and just minutes to Windham Village this stunning log home offers the perfect blend of rustic character and modern comfort. Featuring 5 bedrooms and 4 baths, the home boasts a warm and inviting layout ideal for entertaining or large gatherings. Rich, hardwood floors, a cozy fireplace, and a welcoming covered front porch set the tone, while a rear deck overlooks

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 855-7394

    128 Steinmetz Rd, Ashland, NY 12407
  • /63

    $2,699,999

    • 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
  • /14

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 1,082 Sq Ft

    108 Brainard Ridge Rd Unit 14B, Windham, NY 12496

    Become part of the Windham Family Year Round! from this well cared for Brainard Ridge 3 bedroom 2.5 bath. Enter the heated ski room with plenty of storage for all your gear, opening to the spacious great room, Living room, Dining, updated Kitchen, cabinets-counters and appliances newly painted. Has Vaulted ceilings, skylights and wood burning fireplace, Light and bright yet cozy. Upper level has

    Irene Pinto Brainard Ridge Management

    108 Brainard Ridge Rd Unit 14B, Windham, NY 12496
  • /43

    $285,000

    • 2 Beds
    • 2.5 Baths
    • 1,411 Sq Ft

    76 Loo Bridge Ln Unit 12B, Windham, NY 12496

    Just in time for ski season, this cozy country condo offers an affordable four-season retreat in the heart of Windham, NY. Whether you're searching for a ski getaway, a low-maintenance second home, or a rental opportunity, this charming townhouse delivers comfort, character, and convenience. Located just 2.5 hours north of Manhattan in one of the Catskills' most desirable mountain towns, this

    Lisa Jaeger Coldwell Banker Village GreenW

    76 Loo Bridge Ln Unit 12B, Windham, NY 12496
  • /25

    $459,000

    • Land
    • 0.68 Acre
    • $675,000 per Acre

    0 Club Rd Unit 20256096, Windham, NY 12496

    Welcome to Windham Mountain, where this .68-acre homesite offers an unparalleled opportunity to build your dream getaway just steps from the ski trails. Perfectly situated for both privacy and convenience, this property captures the essence of true mountain living.With its gently sloping terrain, the lot is ideally suited for a tri-level home design with a finished walkout basement, allowing

    Regina Tortorella Coldwell Banker Village GreenW

    0 Club Rd Unit 20256096, Windham, NY 12496
  • /13

    $120,000

    • Land
    • 1 Acre
    • $120,000 per Acre

    L19.11 South St, Windham, NY 12496

    Build your Catskills getaway on this 1acre unimproved lot located on South Street in Windham, NY. Offering a peaceful setting with convenient access to Windham Mountain Club, village amenities, dining, and year-round recreation. Adjoining 1.2 acre lot for sale separately. A great opportunity for a custom home, weekend retreat, or long-term investment. Bring your vision and create a home that

    Susan Miller WINDSTAR REALTY GROUP LLC

    L19.11 South St, Windham, NY 12496
  • /7

    $179,900

    • Land
    • 2.1 Acres
    • $85,667 per Acre

    L45.11 Panarama Ln, Windham, NY 12496

    Prime 2.1-acre vacant parcel ideally located near the Windham Mountain Club expansion. This unimproved lot offers an excellent opportunity for future development or a private Catskills retreat. Enjoy close proximity to world-class skiing, golf, dining, and year-round recreation while maintaining a peaceful mountain setting. A rare chance to secure land in one of Windham's fastest-growing areas.

    Susan Miller WINDSTAR REALTY GROUP LLC

    L45.11 Panarama Ln, Windham, NY 12496
  • /8

    $99,900

    • Land
    • 1.1 Acres
    • $90,818 per Acre

    L46.111 Panarama Ln, Windham, NY 12496

    Build your dream mountain getaway on this 1.1 acre unimproved lot just minutes from the Windham Mountain Club expansion. Surrounded by natural beauty, this property offers privacy, fresh air, and easy access to skiing, hiking, biking, golf, and charming village amenities. A perfect canvas for a custom Catskills home.A great opportunity in a rapidly evolving Catskills destination.

    Susan Miller WINDSTAR REALTY GROUP LLC

    L46.111 Panarama Ln, Windham, NY 12496
  • /11

    $135,000

    • Land
    • 1.2 Acres
    • $112,500 per Acre

    L19.12 South St, Windham, NY 12496

    Build your Catskills getaway on this 1.2-acre unimproved lot located on South Street in Windham, NY. Offering a peaceful setting with convenient access to Windham Mountain Club, village amenities, dining, and year-round recreation. Adjoining 1 acre lot for sale separately. A great opportunity for a custom home, weekend retreat, or long-term investment. Bring your vision and create a home that

    Susan Miller WINDSTAR REALTY GROUP LLC

    L19.12 South St, Windham, NY 12496
  • /12

    $359,900

    • Land
    • 4.2 Acres
    • $85,690 per Acre

    L44.10 Panarama Ln, Windham, NY 12496

    Build your Catskills vision on this 4.2-acre vacant parcel ideally located near the Windham Mountain Club expansion. This unimproved lot offers a peaceful, wooded setting with excellent proximity to skiing, golf, dining, and year-round resort amenities. A prime opportunity for a private retreat, vacation home, or future investment in one of the area's most sought-after mountain communities.

    Susan Miller WINDSTAR REALTY GROUP LLC

    L44.10 Panarama Ln, Windham, NY 12496
  • /18

    $3,600,000

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

    209 Club Rd, Windham, NY 12496

    This is the mountain house everyone else wishes they'd found first. Set on one of Windham's most coveted lots, this 6-bedroom, 5-bath home combines true slope-side access with panoramic views that stretch across the Catskills. It's a genuine ski-in, ski-out property with easy access to Wonderama and Lower Wipeout. In the mornings, clip in and go. At day's end, you can choose your own finale, take

    Patricia Charbonneau Brainard Ridge Management

    209 Club Rd, Windham, NY 12496
  • /33

    $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 with plenty of closet and storage space, partial basement and oversized garage for additional storage! On the first floor is a large kitchen which included all the appliances,

    Douglas Schenk RE/MAX Capital

    28 Sutton Hollow Rd, Windham, NY 12496
  • /65

    $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 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 of the

    Agent Photo

    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 sewer hook up 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 One or both

    Agent Photo

    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

    $699,000

    • 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
  • /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

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