151

Homes for Sale near Onteora High School

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  • /45

    $895,000

    • 4 Beds
    • 3 Baths
    • 2,044 Sq Ft

    4868 New York 212, Willow, NY 12495

    Escape to the Catskills with this exquisitely remodeled home in Willow - where privacy, luxury, and mountain views converge on 3.6 pristine acres just minutes from the heart of Woodstock. This 5-bedroom, 3-bathroom home is a masterclass in modern design and thoughtful craftsmanship, with every detail curated for comfort, style, and effortless living. Inside, you'll find an airy open-concept

    Richard Vizzini Corcoran Country Living

    4868 New York 212, Willow, NY 12495
  • /43

    $1,350,000

    • 4 Beds
    • 5 Baths
    • 3,080 Sq Ft

    27 Old Wagon Rd, Woodstock, NY 12498

    Just a half mile from the center of Woodstock, this bucolic 3.7-acre compound offers a rare blend of architectural charm, natural beauty, and versatile living. The property includes the main house and two outbuildings, a one-bedroom cottage and a studio with an attached three-bay garage. Bedroom and bath layout described as the primary residence having three bedrooms and three full baths

    Megan Rios Berardi Realty

    27 Old Wagon Rd, Woodstock, NY 12498
  • /20

    $189,900

    • Land
    • 2.60 Acres
    • $73,038 per Acre

    TBD Bostock Rd, Shokan, NY 12481

    This nearly 3 acre parcel of land is located in the countryside of Shokan NY on a quiet country road at the foothills of the Catskill Mountains. Let your imagination run wild with this level and partially wooded property. Electric is at the road and this parcel may also fit into the future Shokan Sewer District.

    Michael Lawlor Howard Hanna Rand Realty

    TBD Bostock Rd, Shokan, NY 12481
  • /8

    $289,000

    • Land
    • 10 Acres
    • $28,900 per Acre

    4912 New York 212, Willow, NY 12495

    Discover the opportunity to create your dream escape on this serene 10-acre parcel nestled in the quiet hamlet of Willow, NY. Tucked away in nature yet just a short drive from the vibrant village of Woodstock, this expansive property offers the perfect blend of privacy and proximity. Towering trees, dappled sunlight, and the calming sounds of nature create a peaceful setting for your future home,

    Richard Vizzini Corcoran Country Living

    4912 New York 212, Willow, NY 12495
  • /25

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 1,921 Sq Ft

    24 Normandy Ct, West Hurley, NY 12491

    Welcome to 24 Normandy, a spacious and inviting place to call home. Located just 2 miles to the heart of Village of Woodstock sited on a quiet cul de sac with private back yard with beautiful bluestone patio. This turn-key home has everything you have been looking for, generous living space offering both a living room and den with fireplace, a first floor bedroom suite, a renovated and updated

    Sheena Lepez Compass Greater New York, LLC

    24 Normandy Ct, West Hurley, NY 12491
  • /11

    $749,900

    • Land
    • 28 Acres
    • $26,878 per Acre

    Tbd New York 28, Boiceville, NY 12412

    Incredible 27.9-acre development opportunity with mixed-use zoning and dual access from Route 28 and Upper Boiceville road. The front portion is zoned Highway Business with a 0.5-acre minimum, ideal for commercial use along this high-traffic corridor. The rear is zoned residential with a 1-acre minimum and could be subdivided for housing, a strip along the middle can go either way to be added to

    Teresa Falkowski Keller Williams Realty HV Nort

    Tbd New York 28, Boiceville, NY 12412
  • /45

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 3,080 Sq Ft

    11 Grogkill Rd, Willow, NY 12495

    This property has an accepted offer. Classic Country ''Haven'' — it's HEAVEN really! Elegance that checks off every box! This timeless and enduring style home designed with graciously proportioned rooms with high ceilings and light streaming through windows from every direction. Centrally located and perched on 3 exclusive landscaped acres with a pool, an oversized 2-car garage, and mountain

    Sharon Breslau BHHS Hudson Valley Properties

    11 Grogkill Rd, Willow, NY 12495
  • /39

    $485,000

    • 1 Bed
    • 1 Bath
    • 1,044 Sq Ft

    249 High St, Phoenicia, NY 12464

    Set on a wooded bluff above the Esopus Creek, this updated 1974 Cape offers Catskills charm, modern upgrades, and a strong connection to the outdoors. A broad 341 sq ft deck welcomes you at the entry—perfect for gathering, grilling, or simply listening to the seasonal stream that borders the property winds down toward the creek below.Inside, the 1,044 sq ft home features a ground-level

    Leighton Ashley Coldwell Banker Timberland

    249 High St, Phoenicia, NY 12464
  • /32

    $399,500

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

    43 Brittany Dr, West Hurley, NY 12491

    Classic Colonial Charm in Prime LocationFirst time on the market in decades. This lovingly maintained and stately Colonial sits on over half an acre just minutes to the heart of the Village of Woodstock. A perfect blend of tranquility and convenience.From the moment you arrive the curb appeal is apparent, with its expansive front lawn, mature trees and its timeless architecture.

    Marcia Weiss Halter Associates Realty

    43 Brittany Dr, West Hurley, NY 12491
  • /50

    $2,595,000

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

    169 Baker Rd, West Hurley, NY 12491

    Set at the end of a long, private driveway, Eagle Ridge Estate sits high above the Ashokan Reservoir on over nine secluded acres, offering rare peace, unbroken mountain views, and the quiet grace of a home rooted deeply in history. Surrounded by century-old lilacs and a broad open lawn, this 5-bedroom, 3-bathroom residence spans 3,566 square feet across three floors, with timeless design and

    Jake Garay Serhant LLC

    169 Baker Rd, West Hurley, NY 12491
  • /40

    $2,995,000

    • 4 Beds
    • 4.5 Baths
    • 4,167 Sq Ft

    245 Brown Rd, Olivebridge, NY 12461

    Welcome to Bucky’s Pond. A long, private driveway lined with tall pines and mountain laurel leads you to this newly built home, sited on ten acres with a beautiful pond. The single story home is the latest project from renowned Bone Hollow Studio, expertly sited with no neighbors in sight. It is NorCal meets Hudson Valley, it is 4,100+ square feet of polished living space. With a sparkling

    Annabel Taylor Four Seasons Sothebys Intl

    245 Brown Rd, Olivebridge, NY 12461
  • /25

    $499,000

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft

    27 Crosswell Manor Dr, Shokan, NY 12481

    Bright loft-style retreat with studio potential in low-tax Olive. Spacious and light, this open concept home is perfect for weekend escapes and full-time enjoyment. Set in a semi-private location with potential for lovely views with some selective cutting, the layout features Great rooms on both levels , ideal for live/work use, entertaining or a creative retreat. Upstairs,

    Laura Prince Hudson Dwellings Realty

    27 Crosswell Manor Dr, Shokan, NY 12481
  • /25

    $479,500

    • 3 Beds
    • 1 Bath
    • 1,164 Sq Ft

    44 Overlook Dr, Woodstock, NY 12498

    Three bedroom, one bath, 1124 ft.2 in Woodstock. Walking distance to the Bearsville theater formally owned by Bob Dylan's manager, Albert Grossman with music and restaurants. New refrigerator, new dishwasher, stove like new ( three years old). Hot water tank(3 years old) microwave, new carpet, professionally painted inside and out, living room and large multi use room (could be 4th bedroom) not

    Qizhan Yao Realmart Realty, LLC

    44 Overlook Dr, Woodstock, NY 12498
  • /31

    $645,000

    • 3 Beds
    • 2 Baths
    • 1,924 Sq Ft

    252 Upper Boiceville Rd, Boiceville, NY 12412

    OPEN HOUSE SUNDAY 8/24 FROM 11-1PM. This property is conveniently located between Woodstock and Phoenicia, This stunning .90 acre, 3bed/2bath renovated 2-story home with both floors having an open floor plan with skylights on the 2nd floor, transom windows, and has beautiful wood accents. The second floor has high ceilings, skylights and loft-like great room that showcase picturesque sunsets and

    Richard Greenspan Ruth Gale Realty

    252 Upper Boiceville Rd, Boiceville, NY 12412
  • /31

    $1,695,000

    • 3 Beds
    • 3.5 Baths
    • 3,072 Sq Ft

    253 Upper Byrdcliffe Rd, Woodstock, NY 12498

    Historic Byrdcliffe Estate on One of Woodstock's Most Beloved Roads. Step into a piece of Woodstock's storied past with this enchanting 1910 Arts & Crafts masterpiece, gracefully situated on nearly six bucolic acres along one of the town's most picturesque and sought-after roads. Originally owned by Jane BYRD Whitehead and Ralph RadCLIFFE Whitehead, two of the visionary founders of the Byrdcliffe

    John Kralik Compass Greater NY, LLC

    253 Upper Byrdcliffe Rd, Woodstock, NY 12498
  • /30

    $2,100,000

    • 9 Beds
    • 10 Baths
    • 8,452 Sq Ft

    0 Wittenberg Rd Unit 20252191, Woodstock, NY 12498

    Welcome to Happy Brooks , The much-loved compound for many years of Woodstock Festival co-founder and legendary music industry icon Michael Lang, this mythic Mt. Tremper property boasts true style, along with a creative pedigree that dates back to the 1920s. Originally built for the artist G. Adolph Anderson, the 17 acre estate features three architecturally significant & historic structures

    Nancy Felcetto Brown Harris Stevens Hudson

    0 Wittenberg Rd Unit 20252191, Woodstock, NY 12498
  • /42

    $1,495,000

    • 2 Beds
    • 4 Baths
    • 2,727 Sq Ft

    96 Meads Mountain Rd, Woodstock, NY 12498

    Tucked away on 7.26 acres of lush, storybook landscape with a stream-fed pond, this quintessential Woodstock home is more than a residence—it’s an experience. As you approach via a winding driveway that crosses a babbling stream and year-round waterfalls, the magic begins. You can hear the cascading water from the house itself, setting the tone for the serenity that follows. The main home offers

    Lisa Halter Halter Associates Realty Inc

    96 Meads Mountain Rd, Woodstock, NY 12498
  • /56

    $1,295,000

    • 4 Beds
    • 2 Baths
    • 2,377 Sq Ft

    35 Abbey Rd, Mount Tremper, NY 12457

    35 Abbey Road — A Mid-Century Sanctuary minutes from Woodstock TownTucked away off of Abbey Rd and just a short pass over a charming stream you'll arrive at this pristine, authentic mid-century retreat, nestled in the heart of Woodstock's beloved Abbey Road. Set on 5.4 magical acres, this serene property captures the essence of Catskills living- graceful, grounded, and surrounded by

    Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

    35 Abbey Rd, Mount Tremper, NY 12457
  • /33

    $2,100,000

    • 9 Beds
    • 10 Baths
    • 8,452 Sq Ft

    Unlisted Address

    Welcome to Happy Brooks , The much-loved compound for many years of Woodstock Festival co-founder and legendary music industry icon Michael Lang, this mythic Mt. Tremper property boasts true style, along with a creative pedigree that dates back to the 1920s. Originally built for the artist G. Adolph Anderson, the 17 acre estate features three architecturally significant & historic structures

    Nancy Felcetto Brown Harris Stevens HV LLC

    Unlisted Address
  • /10

    $158,000

    • Land
    • 2.10 Acres
    • $75,238 per Acre

    00 Whites Ln, Woodstock, NY 12498

    PRICE REDUCEDPrime location offering both privacy and proximity to the heart of Woodstock Village. Although the parcel's address is Whites Lane it is a fully wooded lot fronting Playhouse Lane Extension, a private and secluded road starting at the junction of Whites Lane and Playhouse. This setting is ideal for building your dream home while enjoying the convenience of walking to the Village.

    Daniel Hauspurg Potter Realty

    00 Whites Ln, Woodstock, NY 12498
  • /38

    $449,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    15 High St E, Shandaken, NY 12480

    Catskills Mountain Retreat - 28 Acres of Pure Privacy & AdventureEscape to your own private mountain sanctuary nestled on 28 secluded acres (bordering NY state land) in the heart of the breathtaking Catskills. This charming 3-bedroom, 1-bath home was completely renovated in 2015, blending modern comfort with rustic charm. Inside, you'll find a warm and inviting living space complete with a

    Alfred Peavy Ruth Gale Realty

    15 High St E, Shandaken, NY 12480
  • /21

    $515,000

    • 2 Beds
    • 1 Bath
    • 1,251 Sq Ft

    183 Mill Rd, Olivebridge, NY 12461

    Nestled in the Catskill Mountains on 2.2 private acres, this fully renovated 2-bedroom, 1-bath home offers the ideal retreat. Enjoy serene woodland views from the back porch or relax inside with cathedral ceilings and abundant natural light. The home boasts all-new plumbing and electric, a modern kitchen with custom wood cabinetry, quartz countertops, and high-end stainless appliances. Hardwood

    Michael Bussa K. Fortuna Realty, Inc.

    183 Mill Rd, Olivebridge, NY 12461
  • /28

    $1,150,000

    • 3 Beds
    • 2 Baths
    • 1,948 Sq Ft

    99 Cannon Cir, Woodstock, NY 12498

    Tucked away in the pristine Ohayo Mountain forest and less than a mile from the heart of Woodstock, Cannon House offers the rare combination of seclusion, comfort, and modern design. Set on 1.65 acres, this contemporary retreat, built in 2020, is thoughtfully designed to immerse you in the natural surroundings while providing every modern convenience. With three bedrooms and two and a half baths,

    Laurie Ylvisaker Coldwell Banker Village Green

    99 Cannon Cir, Woodstock, NY 12498
  • /33

    $2,175,000

    • 3 Beds
    • 2 Baths
    • 3,100 Sq Ft

    44 Old Wagon Rd, Wood Stock, NY 12498

    Just a short walk from the vibrant village of Woodstock, this exceptional modern contemporary home is truly one-of-a-kind. Designed by a renowned Park Avenue architect, this residence perfectly blends modern design and comfortable living, with no detail overlooked. As you enter through the foyer, you're immediately struck by the abundance of natural light streaming through the wall-to-wall

    Megan Rios Berardi Realty

    44 Old Wagon Rd, Wood Stock, NY 12498
  • /35

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,975 Sq Ft

    7202 New York 28, Shandaken, NY 12480

    CATSKILLS FINEST WITH ACCESSORY STUDIO BUILDING This Circa 1880 country home (totally renovated in 2007) sits on a grassy landscaped acre in the heart of the Catskill Mountains. This property has been a very successful Airbnb/VRBO. The fully insulated house has 1975 SF with 3 BRs, 2 BAs, large Foyer, open floor plan, stunning cobblestone fireplace, and a great cast iron clawfoot tub that leads

    Alfred Peavy Ruth Gale Realty

    7202 New York 28, Shandaken, NY 12480
  • /30

    $415,000

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

    62 Andrew Ln, Mount Tremper, NY 12457

    All the essentials are here—hardwood floors, an eat-in kitchen, and a light-filled living room that opens to a screened porch. Located in the Catskill foothills, just minutes from skiing, hiking, Woodstock, Kingston, and all the best of the Hudson Valley.This 3-bedroom, 2-bath home sits on 2.97 acres with a garage, barn, and outbuilding. With 2,343 sq ft and room to enjoy the outdoors,

    Robert Airhart Compass Greater New York, LLC

    62 Andrew Ln, Mount Tremper, NY 12457
  • /41

    $925,000

    • 6 Beds
    • 3.5 Baths
    • 2,610 Sq Ft

    204-208 New York 42, Shandaken, NY 12480

    Tucked away on 10 private, wooded acres in the heart of the Catskills, this unique compound offers the perfect blend of rustic charm, modern comfort, and income-generating potential. With a 4-bedroom, 2.5-bath main house and a separate 2-bedroom, 1-bath guest house, this serene escape is ideal for full-time living, weekend getaways, or as a turnkey investment property. The grounds feature a pool,

    Jason Nadeau Compass Greater NY, LLC

    204-208 New York 42, Shandaken, NY 12480
  • /36

    $1,995,995

    • 7 Beds
    • 6 Baths
    • 7,020 Sq Ft

    589-595 Plank Rd, Phoenicia, NY 12464

    This beautiful estate must be seen. Owned by the same family for over 40 years, the compound has been lovingly expanded and restored. It is anchored by an 1870 farmhouse with many amenities. You enter the house to a wonderful chef's kitchen with cathedral ceilings accompanied by a walk-in pantry. There are granite countertops and top appliances. The first floor includes a spacious entertaining

    Michael Shaughnessy Halter Associates Realty Inc

    589-595 Plank Rd, Phoenicia, NY 12464
  • /25

    $449,900

    • 3 Beds
    • 2 Baths
    • 1,746 Sq Ft

    88 Boyce Rd, Glenford, NY 12433

    Set back from the road and nestled on 1.40 acres atop a gentle hill, sits a sprawling ranch , surrounded by woods and nature. This lovely three-bedroom, two-bath home has been thoughtfully maintained over the years, offering peace, privacy, and a true sense of seclusion. The open floor plan features hardwood floors and large windows throughout, filling the home with natural sunlight and warmth.

    Megan Rios Berardi Realty

    88 Boyce Rd, Glenford, NY 12433
  • /36

    $1,295,000 Open House 9/21

    • 3 Beds
    • 4 Baths
    • 3,120 Sq Ft

    540 Mount Tobias Rd, Mount Tremper, NY 12457

    Step into the pages of Dwell magazine and immerse yourself in this architect-designed gem offering a harmonious blend of modern design and natural beauty. Feel a wave of calm wash over you, greeted by resplendent views, clean lines, and a wall of windows overlooking majestic mountain vistas. Modernists rejoice. Design aficionados delight. And nature enthusiasts revel. A minimalist aesthetic

    Alexander James Compass Greater NY, LLC

    540 Mount Tobias Rd, Mount Tremper, NY 12457
  • /39

    $1,100,000

    • 2 Beds
    • 2 Baths
    • 2,209 Sq Ft

    11 Louie Way, Woodstock, NY 12498

    A spectacular view of Bass Meadow and mountains is just one of the highpoints of this beautiful Cape Cod home on 6.1 acres located a few miles from Woodstock Village. From the home's wraparound stone patio and large windows, imagine looking out at a serene 70-acre vista of meadow and woods that is protected from development. This lovely, turnkey 2209-square-foot home features an open-plan living

    Gary Heckelman Halter Associates Realty Inc

    11 Louie Way, Woodstock, NY 12498
  • /44

    $1,299,000

    • 5 Beds
    • 3 Baths
    • 3,696 Sq Ft

    3207-3209 New York 212, Bearsville, NY 12409

    Enchanting Woodstock Compound with Craftsman Home, Historic Barn & Cottage. Welcome to a truly rare offering in the heart of the Catskills—just minutes from the center of Woodstock, yet tucked away in a storybook setting of trees, meadows, and the soothing sounds of the Sawkill stream. This private 1.85-acre homestead compound blends rustic charm with modern versatility, featuring three distinct

    Michelle Bergkamp Corcoran Country Living

    3207-3209 New York 212, Bearsville, NY 12409
  • /21

    $249,000

    • Land
    • 5 Acres
    • $48,824 per Acre

    TBD New York 28a, West Hurley, NY 12491

    LOCATED A FEW PARCELS PASSED THE LIVING WORLD CHAPEL@ 1555 RT 28A WITH SIGN ON. CURB CUT IN PLACESerene 5± Acres Near the Ashokan Reservoir - A Blank Canvas for Your Dream HomeTucked away on a quiet country road just minutes from the shimmering waters of the Ashokan Reservoir, this peaceful 5± acre parcel offers the perfect balance of seclusion and accessibility. A harmonious mix of

    Jeanne Boice Howard Hanna Rand Realty

    TBD New York 28a, West Hurley, NY 12491
  • /42

    $410,000

    • 2 Beds
    • 2 Baths
    • 1,196 Sq Ft

    2 Shokan Park Rd, Shokan, NY 12481

    Two bedroom, two bath ranch style home. Updates include brand new carpet, Vinyl plank flooring and some sheetrock. Home is freshly painted and just ready for you to move in. Home features floor to ceiling windows in the kitchen and living room. We are sure you will absolutely enjoy all the natural light all day long and watching all the changing of the seasons through them. Yard has beautiful

    Toni Scalici Asset Property Services

    2 Shokan Park Rd, Shokan, NY 12481
  • /38

    $2,300,000

    • 13 Beds
    • 5 Baths
    • 8,000 Sq Ft

    540 New York 42, Shandaken, NY 12480

    Experience the best of Catskills living at the Mountain Brook Inn, a beautifully restored historic home in Shandaken, NY. Originally built in 1805 and extensively renovated for 2025, this remarkable residence offers nearly 8,000 square feet of living space on a picturesque 1-acre lot along the tranquil Bushnellsville Creek. The home spans three levels, featuring seven spacious bedrooms on the

    Alicia Goldman Christie's Int. Real Estate

    540 New York 42, Shandaken, NY 12480
  • /28

    $575,000 Open Sat 12PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft

    196 Tinker St, Woodstock, NY 12498

    Country charm -- less than a mile from the Woodstock Village Green! A stream meanders by the massive screened porch and deck. There are also views of your own pond while you enjoy dining al fresco just outside the sliding glass kitchen door. This house transports you to a light, airy, simpler lifestyle. The kitchen opens to a gracious dining room (with a breakfast bar and additional kitchen

    Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

    196 Tinker St, Woodstock, NY 12498
  • /34

    $1,495,000

    • 3 Beds
    • 2 Baths
    • 2,496 Sq Ft

    8 Tannery Brook Rd, Woodstock, NY 12498

    Positioned just moments from the vibrant energy of Tinker Street and the heart of Woodstock, this 2,496 sqft mixed-use property offers an exceptional opportunity to live, work, and invest in one of the Hudson Valley’s most iconic artistic communities. The first floor is owner-occupied, the upstairs serves as a well-established Airbnb, while the street-level commercial space is separately rented,

    STEVEN WROBEL JR. Serhant LLC

    8 Tannery Brook Rd, Woodstock, NY 12498
  • /23

    $30,000

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

    Tbd New York 28, Oliverea, NY 12725

    2 acres of raw beauty in Big Indian NYNestled in the heart of the Catskill Mountains along the scenic route 28 corridor, this lush 2-acre parcel offers endless potential for the nature lover, investor or visionary dreamers. Surrounded by a peaceful mountain ridgeline and a tranquil stream, this peaceful haven invites you to escape the bustle and reconnect with nature.Located in the

    Jeivan Castro Keller Williams Realty HV Nort

    Tbd New York 28, Oliverea, NY 12725
  • /27

    $349,000

    • 2 Beds
    • 1 Bath
    • 999 Sq Ft

    894 Woodland Valley Rd, Phoenicia, NY 12464

    Phoenicia-Woodland Valley HomeWelcome to Woodland Valley-Phoenicia, one of the most desirable locations in the beautiful Catskill Mountains. Built in 1985 this 2 BR, 1 BA, 999 SF house is set on a half acre parcel. There is a full basement, 108 SF rear deck, oversize shed/carport for yard work equipment/toys and a whole house backup generator. It's perfect as a full-time residence or a

    Alfred Peavy Ruth Gale Realty

    894 Woodland Valley Rd, Phoenicia, NY 12464
  • /33

    $779,000

    • Land
    • 8 Acres
    • $95,232 per Acre

    281 Dewitt Rd, Olivebridge, NY 12461

    ONE OF THE MOST SPECTACULAR WATERFALLS IN ULSTER COUNTY is front and center on this extremely rare and unusual land offering. The visual beauty of the waterfall, stream, cliffs and land is unparalleled. Calming audio of the waterfall and rushing Mettacahonts stream is 24/7 and year-round. Pulling into the circular driveway you are greeted by a master stone worker's hand-built raised garden bed,

    Hilton Purvis Coldwell Banker Village GreenN

    281 Dewitt Rd, Olivebridge, NY 12461

Showing Results 81 - 120, Page 3 of 4

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