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Columbia County NY Homes for Sale

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  • /39

    $375,000

    • 5 Beds
    • 2 Baths
    • 2,500 Sq Ft

    60 Prospect St, Philmont, NY 12565

    In the heart of Philmont, this two-family home offers steady investment value alongside original details that maintain character and charm of its era. The lower level offers 3 bedrooms and 1 bath with generous living space, while the upper unit features 2 bedrooms and 1 bath--each enjoying abundant natural light and its own outdoor patio. Both apartments are separately metered, making management

    Paige Backhaus William Raveis Real Estate

    60 Prospect St, Philmont, NY 12565
  • /10

    $1,590,000

    • Land
    • 1.83 Acres
    • $868,852 per Acre

    469 Fairview Ave, Hudson, NY 12534

    Seller will entertain a 99 yr ground lease or will hold paper. Prime Commercial Property in Hudson, NY with frontage on 2 roads plus traffic light, Fairview Ave and Joslen Blvd, with high visibility. Flat, 1.83 acres zoned for commercial use and is ready to build. 2 curb cuts for easy access. Ideal for gas station, convenience store, or any other retail business that LOVES high traffic counts!

    Michael Castellano Gilcrest Properties

    469 Fairview Ave, Hudson, NY 12534
  • /17

    $399,000

    $150K PRICE DROP
    • Land
    • 83.22 Acres
    • $4,795 per Acre

    50 - 61 Dugway Rd, Hillsdale, NY 12529

    Located between the charming towns of Chatham, NY, and Great Barrington, MA, this 83 acre parcel offers you exceptional potential awaiting your vision, and ideal escape. Two adjoining proprieties come together to form this large property that is a unique blend of privacy and accessibility. Enjoy impressive road frontage on two roads that in total offer is over 33,000 feet of frontage ensuring

    Jeffrey McKinney Beach & Bartolo Realtors

    50 - 61 Dugway Rd, Hillsdale, NY 12529
  • /44

    $1,275,000

    Open Sat 12:30PM - 2PM $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,395 Sq Ft

    9960 New York 22, Hillsdale, NY 12529

    Step into a world of timeless charm and understated luxury with this impeccably restored 18th-century farmhouse, nestled on over 6 acres of landscaped lawns, flowering gardens, and river frontage along the trout-rich Roe-Jan Kill. The residence exudes warmth and authenticity, offering luminous interiors and inviting outdoor living spaces ideal for entertaining or quiet retreat.The grand

    Pamela King-Belfor Four Seasons Sotheby's Int.

    9960 New York 22, Hillsdale, NY 12529
  • /4

    $295,000

    • Land
    • 6.8 Acres
    • $43,382 per Acre

    5 Stonegate Off Birch Hill Rd, Copake, NY 12521

    Build your dream home at Stonegate, an exclusive, tranquil subdivision with 425 acre Copake Lake access, an HOA private community dock and available boat slip.This 6+ acre prime vacant lot (Lot 5) is BOHA approved and offers serene natural surroundings with utilities available. Lot 5 is at the end of a cul-de-sac. The mature four-trunk white oak, as you drive into the lot, estimated to be

    Maria DiSalvo Coldwell Banker Prime

    5 Stonegate Off Birch Hill Rd, Copake, NY 12521
  • /12

    $95,000

    • Land
    • 6.25 Acres
    • $15,200 per Acre

    0 Stone Ledge Rd, Hillsdale, NY 12529

    Quiet parcel with a small cabin and a shed. Shed with loft area and porch. Nestled on a dead end road in Hillsdale. Cleared paths with trails. Quiet location close to MA. Great value.

    Tracy Tassinari Gabel Real Estate

    0 Stone Ledge Rd, Hillsdale, NY 12529
  • /6

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,904 Sq Ft

    178 Route 20, New Lebanon, NY 12125

    Tucked away on 17 private acres bordering the 11,000-acre Pittsfield State Forest, this exceptional 3,900 sq. ft. home offers the perfect balance of luxury, privacy, and outdoor adventure. Reached by a winding 1,500-foot drive, the property enjoys sweeping mountain views, dark-sky stargazing, and direct access to miles of hiking, snowshoeing, and ATV trails. Built in 2001 with quality

    Allison Rada Stone House Properties, LLC

    178 Route 20, New Lebanon, NY 12125
  • /17

    $949,000

    • 3 Beds
    • 2 Baths
    • 1,858 Sq Ft

    345 State St, Hudson, NY 12534

    Welcome to 345 State Street. Built in 1920, it is one of the few bespoke brick homes in Hudson. It includes a private alley connecting State Street to your garden and parking for three cars, a coveted Hudson rarity. The listed 1,858 square feet does not include a large basement and a generous attic. It is minutes walking to all Hudson offers. Leave your cars at home and walk to the train station.

    Charles E. Williams Rouse + Co Real Estate

    345 State St, Hudson, NY 12534
  • /23

    $2,900,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 3,556 Sq Ft

    8025 Route 22 Stop 84, Copake, NY 12516

    This is a home under construction nearing completion late in the spring. Discover the epitome of sophisticated living in this meticulously crafted modern logged home. Sleek lines and an open concept layout flow seamlessly to create light filled ambiance and far reaching stunning views from every room. The kitchen is a chefs dream. Relax and unwind in the view trenched primary suite or by the

    Theresa Westlake Copake Lake Realty Corp.

    8025 Route 22 Stop 84, Copake, NY 12516
  • /40

    $1,295,000

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft

    4 Bobolink Rd, Craryville, NY 12521

    Beautifully renovated circa-1900 lakefront cottage on Copake Lake, just over two hours from New York City and minutes from golf, dining, and year-round Hudson Valley and Berkshire attractions. Blending timeless charm with modern comforts, this four-bedroom, two-bath home offers the perfect waterfront retreat. Inside, exposed beams, hardwood floors, and an electric fireplace create a warm and

    Heather Cohen Compass, Hillsdale

    4 Bobolink Rd, Craryville, NY 12521
  • /32

    $469,000

    $51K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,566 Sq Ft

    692 County Route 2, Red Hook, NY 12571

    Tucked in a quiet Hudson Valley hamlet, 90 miles from NYC, a storybook cottage—fully rebuilt for modern living. Butternut Cottage is an 1800s-era home, named for the 250-year-old butternut tree on its grounds, and thoughtfully restored with so much attention to detail. The aesthetics preserved include wide board floors that flow throughout the home, authentic doors and hardware, as well as the

    Catherine Mondello Mondello Upstate Properties

    692 County Route 2, Red Hook, NY 12571
  • /40

    $2,300,000

    • 4 Beds
    • 3.5 Baths
    • 4,500 Sq Ft

    300 Dugway Rd, Chatham, NY 12037

    Camp DugwayA home that evokes the great camps of the Adirondacks within 2 hours of Manhattan. Cross the bridge over a babbling brook to a setting straight out of a Cooper novel. Three cascading waterfalls frame the view. The pond sits just off the bluestone patio. Inside a blend of craftsman style and great camp ambiance in every room. The fieldstone in the fireplace came from the land as did

    Andrea Gabel Gabel Real Estate

    300 Dugway Rd, Chatham, NY 12037
  • /14

    $795,000

    • Land
    • 95.24 Acres
    • $8,347 per Acre

    0 Scannell Rd, Ghent, NY 12075

    Estate parcel. One parcel with no restrictions that has the potential for many uses. Keep it as one parcel to build the end all estate on, develop the parcel into a compound of multiple parcels, farming, hunting, recreation. The potential in this parcel is beyond belief. End of the road parcel for complete privacy and tranquility. Potential for western views of the Catskills and local Punsit and

    Tracy Tassinari Gabel Real Estate

    0 Scannell Rd, Ghent, NY 12075
  • /48

    $5,150,000

    • 5 Beds
    • 3.5 Baths
    • 5,440 Sq Ft

    315 Weed Mine Rd Unit 2B, Copake, NY 12516

    Exceptional Hudson Valley Estate, Where Modern Living Meets Mountain Majesty. The uniqueness of this impressive property begins with its siting. Nineteen acres at the base of Mount Washington, flanked by Taconic State Park to the east and the Harlem Valley Rail Trail to the west, deliver sunrise over the Taconic Range and spectacular sunsets over the Catskills, with open Hudson Valley views.

    John Barbato Compass Greater NY, LLC

    315 Weed Mine Rd Unit 2B, Copake, NY 12516
  • /7

    $312,000

    $312K PRICE INCREASE
    • Land
    • 61 Acres
    • $5,115 per Acre

    0 Frenchs Hill Rd Unit 20255469, New Lebanon, NY 12125

    Great wooded parcel with long frontage on town maintained gravel road, great privacy. Approval for minor subdivision has lapsed: 1.843ac, 1.805ac, 5.408ac, 55.5 acs. for a total of 60.556 Easy access to Albany and Pittsfield via Route 20. Owner will consider subdividing. Owner financing available.

    David Birch Barns & Farms Realty, LLC

    0 Frenchs Hill Rd Unit 20255469, New Lebanon, NY 12125
  • /18

    $305,000

    $70K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,868 Sq Ft

    26 Bloody Hill Rd, Craryville, NY 12521

    Bloody Hill Road is a quintessinal farmhouse with 4 bedrooms and two baths on two plus wooded acres with a small pond that is a diamond in the rough! The home and acreage are comfortable, quiet and serene set among rolling hills and scenic countryside nestled within the foothills of the Taconic Mountains. The Road is named for the 1777 Battle of Egremont, a revolutionary war battle and subsuquent

    Lisa Fountain Corcoran Country Living

    26 Bloody Hill Rd, Craryville, NY 12521
  • /42

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,496 Sq Ft

    682 New York 203, Spencertown, NY 12165

    Looking for a country home without large acreage to maintain and manage? Or looking to downsize but still have space for guests? This 3 bed, 2 bath, 1496 Sq ft ranch in Spencertown checks all those boxes. Built in 1965, the home sits back from the road in a park like setting on just 0.77 acres. With a beautiful view out back overlooking the neighbor's pasture it feels like you have much more

    Jennifer Sesma Beach & Bartolo Realtors

    682 New York 203, Spencertown, NY 12165
  • /28

    $825,000

    • 3 Beds
    • 3 Baths
    • 2,304 Sq Ft

    82 Near Rd, Red Hook, NY 12571

    Beautifully reimagined 1924 home blends character with modern comfort and thoughtful design. Completely renovated in 2020 the residence offers 2,304 finished square feet with 3 bedrooms and 3 full baths. Vaulted ceilings, exposed beams abundant windows and an open-concept floor plan create a sense of beauty and spaciousness. The main level features warm wood floors, radiant heat throughout, and

    Linda Lindsay Upstate Down

    82 Near Rd, Red Hook, NY 12571
  • /30

    $750,000

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    11 Dunbar Rd, Hudson, NY 12534

    Tucked away in the heart of Columbia County, 11 Dunbar Rd offers a truly rare opportunity to own a legacy property with space, views, and remarkable development potential. Set on 31.5 private acres, this 4-bedroom, 2 bath farmhouse colonial home is gracefully positioned off the road, creating a peaceful retreat with Catskill and Berkshire Mountain views. The home has remained in the same family

    Heather Davala Davala Real Estate, LLC

    11 Dunbar Rd, Hudson, NY 12534
  • /21

    $1,600,000

    $150K PRICE DROP
    • 9 Beds
    • 6 Baths
    • 4,104 Sq Ft

    208 Warren St, Hudson, NY 12534

    For investors seeking ease of ownership and reliable returns, 208 Warren Street offers a fully gut-renovated six-unit building in Hudson's walkable core. The property has been completely updated with all brand-new systems and clean, modern apartments featuring updated kitchens and baths, premium appliances, split-unit heat and A/C, and preserved architectural details where possible. A strong fit

    Zev Eisenberg Hudson Modern

    208 Warren St, Hudson, NY 12534
  • /28

    $469,000

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,520 Sq Ft

    20 8th St, Hudson, NY 12534

    Offered for the first time in many years, this Hudson 1890's Townhouse has much potential. Located on desirable Eighth Street in a quiet neighborhood of similar homes, yet within easy reach of the local amenities. Large back yard for entertaining, gardening, or your four legged friends. Bring your vision to take this charmer to its next chapter.

    Greg Kendall The Kinderhook Group, Inc.

    20 8th St, Hudson, NY 12534
  • /63

    $1,950,000

    • 19 Beds
    • 7 Baths
    • 6,192 Sq Ft

    514 State St, Hudson, NY 12534

    Fully Renovated Apartment House with six three-bedroom apartments and one one-bedroom unit. The three-bedroom units have one larger bedroom with two smaller bedrooms or offices. The one-bedroom apartment in the basement level, which is above grade in the rear. The renovated barn, in the rear of the building is currently rented as art studio space, brings the total rentable units to eight. Classic

    Victor Mendolia The Kinderhook Group, Inc.

    514 State St, Hudson, NY 12534
  • /5

    $399,000

    • Land
    • 12.18 Acres
    • $32,759 per Acre

    3551 County Rd 7, Copake, NY 12516

    A true beauty! Discover the perfect setting for your dream home on this stunning 12.18-acre parcel featuring mostly open, sprawling fields and breathtaking distant countryside views. With ample space for a private estate, hobby farm, gardens, or recreational enjoyment, this picturesque property offers the ideal blend of rural tranquility and convenient access to area amenities.Enjoy a prime

    Theresa Westlake Copake Lake Realty Corp.

    3551 County Rd 7, Copake, NY 12516
  • /22

    $349,000

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 2,100 Sq Ft

    4649 Ccrt 9, New Lebanon, NY 12125

    Price Drop!!Easy one floor living in this sprawling ranch. On nearly 7 acres with an oversized kitchen and living room there is plenty of space for large gatherings. Mostly original hardwood floors. Three bedrooms, one full bath. This is home just needs your personal touch. It includes a spacious finished attic to make into an office, work out room, or another bedroom. Large garage with work

    Leonard Brown Berkshire Hathaway HomeService

    4649 Ccrt 9, New Lebanon, NY 12125
  • /74

    $2,950,000

    $300K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 3,703 Sq Ft

    33 Broad St, Kinderhook, NY 12106

    Down a long maple-lined driveway, an early Kinderhook home and newer guest house has been given a new life as a 7BR/7BA private estate with many options for indoor and outdoor entertainment on almost nine acres. The main home, with over 3700 square feet of living space, boasts five beds and five baths, formal and informal dining areas, and a lower level rathskeller complete with a 250+ bottle

    Jennifer Wall Anderson Agency

    33 Broad St, Kinderhook, NY 12106
  • /26

    $1,195,000

    Open Sat 11AM - 2PM
    • 3 Beds
    • 2.5 Baths
    • 1,931 Sq Ft

    523 Breezy Hill Rd, Hillsdale, NY 12529

    Imagine never tiring of your own backyard. Nestled on one of the prettiest roads in Hillsdale, this beautiful single-level home is a front-row seat to rolling meadows, distant hills, and the quiet magic of the changing seasons. This sun-drenched, single-level home offers an effortless lifestyle framed by stunning, panoramic views. Inside, an expansive open floor plan invites the outside in. The

    Mimi Harson William Pitt Sotheby's

    523 Breezy Hill Rd, Hillsdale, NY 12529
  • /29

    $415,000

    • 3 Beds
    • 1.5 Baths
    • 1,712 Sq Ft

    219 Main Street County Route 7a, Copake, NY 12516

    Formerly known as the Hotchkin Tourist Home, this classic Main Street village property in Copake offers charm, history, and opportunity. The home features 3 bedrooms and 1.5 bathrooms, along with warm wood floors and vintage details throughout. A vintage Hoosier kitchen cabinet adds nostalgic character and complements the home's historic appeal. A rare and memorable feature of this property is

    Lindsay Lebrecht Copake Lake Realty Corp.

    219 Main Street County Route 7a, Copake, NY 12516
  • /71

    $3,148,000

    New Construction $247K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,855 Sq Ft

    110 Mansfield Rd, Hillsdale, NY 12529

    Welcome to a newly built modern farmhouse estate set on 11.7 private acres in the heart of Hillsdale. Arriving via a sweeping driveway, rolling lawns unfold into cultivated fields and far-reaching pastoral and mountain views in every direction. Designed for indoor-outdoor living, this 4-bedroom, 4-bath residence blends modern architecture with the warmth and ease of Hudson Valley living. Clean

    Peter Yates Four Seasons Sotheby's Int.

    110 Mansfield Rd, Hillsdale, NY 12529
  • /48

    $3,850,000

    • 5 Beds
    • 5.5 Baths
    • 5,083 Sq Ft

    335 Dawson Rd, Hillsdale, NY 12529

    Presiding over 27 acres of rolling hills, meadows, and dramatic mountain views, Southview Farm is a fully reimagined country estate in the heart of Hillsdale farm country. Once part of a 300-acre dairy farm with a grand farmhouse on this site for over a century, the property has been expanded and rebuilt from the ground up to deliver modern luxury, efficiency, and comfort while honoring its

    Norah Burden Brown Harris Stevens HV LLC

    335 Dawson Rd, Hillsdale, NY 12529
  • /38

    $2,499,000

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft

    192 Lakeview Rd, Craryville, NY 12521

    Dual waterfront dock rights, the only house that has it on Copake Lake and Zekys Pond! Welcome to The Barn of Copake Lake, a rare and striking blend of historic charm and modern luxury set in one of the Hudson Valley's most desirable lake communities. Originally constructed in the 1800s and thoughtfully reimagined in 2012, this 3,000-square-foot barn conversion preserves its authentic character

    Austin Urban Venture Fox Realty Group LLC

    192 Lakeview Rd, Craryville, NY 12521
  • /19

    $479,900

    • 3 Beds
    • 1.5 Baths
    • 1,744 Sq Ft

    617 Empire Rd, Copake, NY 12516

    Historic Colonial Charm in the Heart of the Hudson Valley Welcome to 617 Empire Rd, a character-rich 1900 Colonial nestled in the scenic hamlet of Copake, NY, one of Columbia County's most beloved rural escapes. Set on a 0.30-acre lot with beautiful mountain views, this 3-bedroom, 2-bath home offers a rare blend of historic character and everyday comfort. Inside, you'll find 1,744 square feet of

    Daniel Mahar Mahar Real Estate, LLC

    617 Empire Rd, Copake, NY 12516
  • /9

    $125,000

    • 3 Beds
    • 1.5 Baths

    1903 Route 203 Unit 76, Chatham, NY 12037

    NEW 3 bedroom, 1.5 bath manufactured home available for sale. $125,000 + tax. Edgewood Acres is a quiet neighborhood with an authentic country vibe. You can walk to Chatham Village and find one-of-a-kind retail stores, restaurants and galleries. This rural upstate New York community is open, friendly, and welcoming. Crellin Community Park is walking distance from downtown Chatham with

    Darice Joerman Garden Homes Management

    1903 Route 203 Unit 76, Chatham, NY 12037
  • /31

    $890,000

    • 4 Beds
    • 3 Baths
    • 2,040 Sq Ft

    49 Knapp Hollow Ln, Hillsdale, NY 12529

    Sited on 5 beautifully landscaped acres on a very quiet, park-like setting off a private road, this well maintained and thoughtfully designed home overlooks a tranquil pond and offers the perfect country escape. Designed by architect Dennis Wedlick, to maximize space and ease of living, the home features 3-4 bedrooms, and 3 baths, of which one is a primary ensuite and another a separate guest

    marylou Kersten Copake Lake Realty Corp.

    49 Knapp Hollow Ln, Hillsdale, NY 12529
  • /29

    $898,000

    • 3 Beds
    • 3 Baths
    • 1,944 Sq Ft

    2407 County Road 7, Copake, NY 12516

    Upper Rhoda Pond in Copake, New York (Southern Columbia County) is a very special place. About 2 hours from New York City, it is a private body of water with no public access. The waterfront area includes docks and a kayak to row out to your exclusive floating raft. This 3 bedrooms (plus office) has 3 bathrooms and is approximately 1944 square feet. The open floor plans lends itself to family,

    Lindsay Lebrecht Copake Lake Realty Corp.

    2407 County Road 7, Copake, NY 12516
  • /6

    $199,900

    • Land
    • 14 Acres
    • $14,279 per Acre

    L34.111 County Route 9, Lebanon Springs, NY 12125

    Land is partially cleared for a building lot and it percs. South-West exposure, with potential views. Nice homes all around. So come build your dream home on your own piece of paradise. Conveniently located within 30 minutes of Albany, Berkshires, Chathams, TSP, Thruway.

    Leonard Brown Berkshire Hathaway HomeService

    L34.111 County Route 9, Lebanon Springs, NY 12125
  • /28

    $1,300,000

    • 3 Beds
    • 2 Baths
    • 1,858 Sq Ft

    1100 Harlemville Rd, Ghent, NY 12075

    Welcome to 1100 Harlemville Road, a c.1850 farmhouse set on more than nine bucolic acres with sweeping views across the Taconic Hills. Perched above the road, the property enjoys a sense of privacy and a setting that feels quintessentially upstate. The drive approaches the rear of the home, where a covered porch offers the perfect vantage point to enjoy the landscape. Enter through a mudroom clad

    MATTHEW CAREY Rouse + Co Real Estate

    1100 Harlemville Rd, Ghent, NY 12075
  • /47

    $2,900,000

    New Construction Open Sat 12PM - 3PM
    • 4 Beds
    • 4.5 Baths
    • 5,056 Sq Ft

    397 Viewmont Rd, Germantown, NY 12526

    Just one mile from the center of Germantown, Viewmont House is a newly completed 4-bedroom, 4.5-bath home offering a rare combination of privacy, scale, and ease: over 5,000 square feet of bright, open living on 6.86 private acres, with all-new systems, finishes, and appliances throughout. Designed by a Hudson Valley artist, the house pairs a classically proportioned five-bay colonial exterior

    PAMELA MORIN Corcoran Country Living

    397 Viewmont Rd, Germantown, NY 12526
  • /17

    $119,888

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,144 Sq Ft

    45 County Route 26a, Stuyvesant, NY 12173

    Opportunity awaits as this affordable 3-bedroom 2 bath Stuyvesant home hits the market! This home needs some work and would need to be a rehab loan or cash but there is tremendous potential here. Two fireplaces, hardwood floors, laundry room and extra summer kitchen are all positives! Convenient location and great yard!

    Wayne Newcomb Newcomb Realty Group LLC

    45 County Route 26a, Stuyvesant, NY 12173
  • /7

    $169,000

    $26K PRICE DROP
    • Land
    • 13.21 Acres
    • $12,793 per Acre

    0 County Route 19 Unit 156770, Livingston, NY 12541

    This is a great lot with your own 10 acre lake and views of the Catskill Mountains. And only 10 minutes from Hudson NY. The parcel is 13+ acres and has an installed septic for a 4 bedroom home in a quiet country setting. Easy access to Dutchess County and New York City via the Taconic Parkway or Route 9 through Red Hook.

    David Birch Barns & Farms Realty, LLC

    0 County Route 19 Unit 156770, Livingston, NY 12541
  • /72

    $1,535,000

    • 5 Beds
    • 4 Baths
    • 3,349 Sq Ft

    13 Conster Rd, East Chatham, NY 12060

    Tucked into five acres of private hillside with sweeping mountain views, this sophisticated five-bedroom, four-bathroom retreat offers a rare blend of seclusion and convenience -- close to charming Berkshires towns and the cultural riches of Tanglewood and Jacob's Pillow, four ski slopes, hiking trails and the delights of the Hudson Valley. From the moment you step into the welcoming foyer, the

    Gary Lazarus Compass Greater NY LLC

    13 Conster Rd, East Chatham, NY 12060

Showing Results 441 - 480, Page 12 of 14

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