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Columbia County NY Houses for Sale

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  • /44

    $1,295,000

    • 4 Beds
    • 3 Baths
    • 3,282 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
  • /43

    $1,120,000

    • 5 Beds
    • 2.5 Baths
    • 4,000 Sq Ft

    83 May Hill Road Stop 36, Ghent, NY 12075

    Ensconced in greenery, at the end of a quiet country road sits The Dome House: a mahogany-sided passive home that is equal parts function and form, on just over 5 acres. The home is sprawling and airy in nature, and contains a multitude of environments for living, creating, utility and play. Each carefully considered design decision was made in the pursuit of living in harmony with the natural

    Sarah Kardos Four Seasons Sotheby's Int.

    83 May Hill Road Stop 36, Ghent, NY 12075
  • /12

    $225,000

    • 3 Beds
    • 1.5 Baths
    • 1,243 Sq Ft

    524 Shaker Museum Rd, Old Chatham, NY 12136

    Charming two-story Home on a country road near Old Chatham. This delightful home offers 3 bedrooms and 1.5 baths, perfectly nestled on a quiet country road just minutes from Old Chatham. Being sold as-is with the interior contents included, it's a wonderful opportunity for those seeking a peaceful escape from the city or an ideal investment for an Airbnb. Bring your vision and make this home

    Mary Stapleton Berkshire Hathaway HomeService

    524 Shaker Museum Rd, Old Chatham, NY 12136
  • /50

    $2,350,000

    • 3 Beds
    • 4 Baths
    • 4,220 Sq Ft

    1202 Jackson Corners Rd, Red Hook, NY 12571

    Exquisite Mid-Century Home with scenic water views and luxury amenities. Nestled on the banks of the picturesque Roe Jansen Kill, this stunning three bedroom home offers an open, flowing floor plan perfect for modern living. The spacious great room features a custom kitchen with a Garland gas stove, double ovens, large pantry and s/s refrigerator. Relax by the stone wood burning fireplace or step

    Sharon Farley Corcoran Country Living

    1202 Jackson Corners Rd, Red Hook, NY 12571
  • /23

    $599,000

    • 3 Beds
    • 1 Bath
    • 2,154 Sq Ft

    2322 Us Route 9, Hudson, NY 12534

    Charming Home on 10.27 acres with Pond & Vineyard - Zoned Commercial.Welcome to 2322 US Route 9, a unique 10.27-acre property in the town of Livingston offering a blend of historic charm and modern opportunity.This 1930s single-family home includes a two-car detached garage with an attached shed, plus a spacious two-story barn in the back, providing ample storage or workspace.Zoned commercial,

    Laurel Jurkowski Coldwell Banker Advisor Realty

    2322 Us Route 9, Hudson, NY 12534
  • /50

    $3,199,000

    • 4 Beds
    • 4.5 Baths
    • 4,635 Sq Ft

    211 Mitchell St, Hillsdale, NY 12529

    Elevate Your Lifestyle in Columbia CountyDiscover the pinnacle of modern luxury in this extraordinary Columbia County estate, set against the breathtaking backdrop of the Berkshire Hills and Catamount Mountains. Spanning over 10 meticulously landscaped acres, this architectural gem blends serene country living with sophisticated design.Step into a grand double-height foyer that

    Christopher Halliburton Beach & Bartolo Realtors

    211 Mitchell St, Hillsdale, NY 12529
  • /24

    $875,000

    • 3 Beds
    • 2 Baths
    • 1,574 Sq Ft

    407 Lakeview Rd, Craryville, NY 12521

    Copake Lake, New YorkA Lifetime of MemoriesNow is the time for the next generation. There is no shortage of views from this 2 BR + sleeping loft, 2 BA, 1574 sf log home. Be it the rocking chair porch or the 46' deck on the water this is the place to be for those famous ''Copake Lake Sunsets''. Copake Lake is ~425 acre motorboat lake strategically located equal-distance

    Lindsay Lebrecht Copake Lake Realty Corp.

    407 Lakeview Rd, Craryville, NY 12521
  • /39

    $925,000

    • 3 Beds
    • 2 Baths
    • 1,991 Sq Ft

    85 Round Top Rd, Germantown, NY 12526

    Discover this enchanting 1880 farmhouse, thoughtfully renovated in 2022, where historic charm meets modern luxury on over two acres of pristine Hudson Valley countryside. Just minutes from Germantown's charming center and the Hudson River, breathtaking views of the Catskills greet you as approach the propertyStep inside to find an inviting layout perfect for both intimate gatherings and grand

    Chris Getman Houlihan Lawrence Inc.

    85 Round Top Rd, Germantown, NY 12526
  • /50

    $8,475,000

    • 6 Beds
    • 7.5 Baths
    • 12,418 Sq Ft

    367 Prospect Hill Rd, Ancramdale, NY 12503

    First time on the market! This magnificent 170-acre Modern Adirondack-styled estate near Millbrook, designed by architect Lloyd Taft, features a main house and three elegant guest cabins. Built by a third-generation builder of camps in upstate New York and the Thousand Islands, the cabin serves as the centerpiece of the compound. Meticulously maintained and tailor-made for year-round recreation,

    George Langa Houlihan Lawrence Inc.

    367 Prospect Hill Rd, Ancramdale, NY 12503
  • /29

    $649,900

    • 3 Beds
    • 2.5 Baths
    • 2,288 Sq Ft

    225 State St Unit Right, Hudson, NY 12534

    Welcome to this stunning, almost-new construction home located in the heart of vibrant Hudson, NY. This modern residence offers the perfect blend of contemporary style, urban convenience, and income potential. Featuring 3 spacious bedrooms and 2.5 luxurious bathrooms, the home is thoughtfully designed for comfortable living and entertaining. Just two hours from NYC, this is the ideal upstate

    Michael Castellano Gilcrest Properties

    225 State St Unit Right, Hudson, NY 12534
  • /29

    $649,900

    • 4 Beds
    • 3.5 Baths
    • 2,288 Sq Ft

    225 State St, Hudson, NY 12534

    Almost-new construction in the heart of Hudson, NY! This 3 bed, 2.5 bath home offers modern living just 2 hours from NYC. Open-concept layout with all-new kitchen, baths, appliances, windows, roof, and systems. Central air, spacious primary suite, and two additional bedrooms. Rare 2-car garage with alley access and a huge rear deck overlooking the city. Accessory unit above the garage offers

    Michael Castellano GILCREST PROPERTIES

    225 State St, Hudson, NY 12534
  • /31

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,430 Sq Ft

    797 State Route 203, Spencertown, NY 12165

    Charming 1923 Sears Arts & Crafts Bungalow - Timeless Elegance Meets Modern Comfort a rare and beautifully preserved home that radiates character, craftsmanship, and warmth. Nestled in the peaceful Spencertown hamlet this Sears home holds historic charm with thoughtful updates for today's lifestyle. Step inside through the inviting front porch(enclosed for year-round enjoyment) and experience the

    Qizhan Yao Realmart Realty, LLC

    797 State Route 203, Spencertown, NY 12165
  • /22

    $825,000

    • 3 Beds
    • 2.5 Baths
    • 1,980 Sq Ft

    590 New York 23b, Hudson, NY 12534

    Nestled in the heart of Claverack, Absolem House stands gracefully among some of the hamlet's most historic and picturesque properties, perfectly blending timeless architecture with thoughtful modern updates.A covered front veranda frames the entry and welcomes you into a light-filled interior with 9-foot ceilings, an open, flowing layout, and southern exposure that fills every room with

    James Male HOUSE Hudson Valley Realty

    590 New York 23b, Hudson, NY 12534
  • /19

    $625,000

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

    526 Taghkanic Rd, Elizaville, NY 12523

    Pond side wonder. Tucked on 8 acres privately situated off a quiet dirt road yet 10 minutes to Hudson. Bucolic fields with open areas for animals or organic gardens. Long private drive past stands of Norway spruce, ancient maples and beautiful mature hardwoods. Swim/skate pond with waterfall and fountain. Open floorplan with fieldstone fireplace and cathedral ceilings. Designed kitchen with

    Tracy Tassinari Gabel Real Estate

    526 Taghkanic Rd, Elizaville, NY 12523
  • /12

    $300,000

    • 3 Beds
    • 1 Bath
    • 959 Sq Ft

    37 Lake Shore Dr, Ancramdale, NY 12503

    Welcome to your lake front retreat! This 3 bedroom, 1 bathroom, ranch-style home is nestled on the shores of Long Lake in Ancram NY, offering the perfect blend of comfort and outdoor adventure. The open kitchen design leads to a living room. A large enclosed porch offers excellent views of the lake.Enjoy BBQ’s on the deck or sit and relax by the lake. Your own backyard invites you to enjoy

    Richard Brenner Rich Brenner Realty, LLC

    37 Lake Shore Dr, Ancramdale, NY 12503
  • /31

    $1,025,000

    • 4 Beds
    • 2.5 Baths
    • 2,189 Sq Ft

    308 Shaker Ridge Dr, Canaan, NY 12029

    Discover your own private sanctuary! Nestled in the woods, enjoy breathtaking Queechy Lake views from every level. Relax or entertain on spacious decks. Perfect retreat or full-time living with lake rights. The open floorplan floods the main living area with light and views. 3 bedrooms, a full bath on the bottom floor, the main bedroom ensuite on the top floor with an office or reading room. No

    Sharon McArdle Berkshire Hathaway Home Services Blake

    308 Shaker Ridge Dr, Canaan, NY 12029
  • /43

    $1,385,000

    • 4 Beds
    • 1.5 Baths
    • 6,100 Sq Ft

    18-20 S 6th St, Hudson, NY 12534

    Beautiful, renovated 1890's house tucked away between the action of Warren St and the elegant beauty of Union Street in Hudson, NY. This sunny, bright house boasts 4 large bedrooms, a full bath, a renovated kitchen, a new furnace and exquisite, refinished old-growth Douglas fir floors. Entering off 6th St sidewalk, you look across the front yard at the lovely front porch and the century-old

    Robert Huston Tri Hudson Realty, LLC

    18-20 S 6th St, Hudson, NY 12534
  • /33

    $650,000

    • 4 Beds
    • 1.5 Baths
    • 1,968 Sq Ft

    9 Jones Ave, Chatham, NY 12037

    Welcome home!This thoughtfully restored 1880's village residence maintains its original integrity. The home has been meticulously renovated, featuring spacious rooms with lofty ceilings, abundant natural sunlight, and beautiful hardwood floors throughout.A beautiful front entryway opens to an elegantly curved staircase and parlor. Just beyond the French doors an inviting dining

    Lenore Packet Stone House Properties, LLC

    9 Jones Ave, Chatham, NY 12037
  • /19

    $395,000

    • 4 Beds
    • 2 Baths
    • 1,400 Sq Ft

    438 Route 217, Hudson, NY 12534

    Originally built circa 1960, the updated and expanded four-bedroom rambling farmhouse, provides a blend of charm and modern convenience with a top-tier Mitsubishi Mini-Split system for AC, heat, and dehumidification backed by state-of-the-art Buderus hot water baseboard heating system. The ground floor includes the kitchen and breakfast area, open living/dining area, den (with glass sliding doors

    Peggy Lampman Peggy Lampman Real Estate

    438 Route 217, Hudson, NY 12534
  • /78

    $1,500,000

    • 4 Beds
    • 4.5 Baths
    • 2,658 Sq Ft

    788 White Mills Rd, Valatie, NY 12184

    Step back in time without sacrificing modern amenities in this fully renovated 1850's farmhouse, nestled on an expansive 163+ acre estate set within serene woods. This exceptional property offers a rare combination of historic charm and contemporary convenience, featuring 4 bedrooms and 4.5 modern baths - each designed during a down to the studs renovation completed within the last 10 years. The

    Faith Adamec RE/MAX Capital

    788 White Mills Rd, Valatie, NY 12184
  • /50

    $3,300,000

    • 4 Beds
    • 3 Baths
    • 2,825 Sq Ft

    88 Mac Brown Rd, Claverack-Red Mills, NY 12513

    Welcome to Mac Brown Waterhouse, a storied 119-acre estate set within a hidden valley offering complete seclusion and timeless beauty. The original 1830s farmhouse is tucked away at the end of a private lane in Claverack, NY, where the road terminates in a round gravel driveway anchored by the property’s original stone well. Two large ponds grace the land, one directly in front of the house that

    Anthony D'Argenzio Houlihan Lawrence, Inc

    88 Mac Brown Rd, Claverack-Red Mills, NY 12513
  • /47

    $499,900

    • 5 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    88 County Route 26a, Stuyvesant, NY 12173

    Charming, well-maintained ranch-style home in peaceful Stuyvesant! Offers 3 bedrooms and 2.5 baths on the main floor, plus 2 additional bedrooms with full egress windows and an office space in the finished basement. Enjoy a bright, open layout, ample storage, and a spacious yard. Includes electric car charging station, on-demand generator, and radon mitigation unit.Conveniently located near

    Dayton King KW Platform

    88 County Route 26a, Stuyvesant, NY 12173
  • /53

    $1,350,000

    • 7 Beds
    • 7 Baths
    • 3,896 Sq Ft

    91 & 95 Miller Rd, Canaan, NY 12029

    Income-Generating Historic Estate in Canaan, NY - Dual Homes, Proven Rental History, Prime LocationInvestor's Dream in the Berkshires Gateway: This exceptional two-home estate in Canaan, NY presents a rare opportunity to own income-producing property in a highly desirable location.This is the first time this meticulously maintained estate has been offered for sale (in over 40yrs) Live in

    Jessie Bennett William Pitt Sothebys Intn'l

    91 & 95 Miller Rd, Canaan, NY 12029
  • /37

    $575,000

    • 3 Beds
    • 2 Baths
    • 2,118 Sq Ft

    803 County Route 27, Ancram, NY 12502

    All offers considered, sellers want to sell! This spacious ranch-style home offers easy single-story living with room to spread out. 2+ acres featuring 3 bedrooms, 2 bathrooms, an office or spare room, and a second living room, the layout is both functional and inviting. Convenient laundry on primary floor tucked away. A cozy fireplace anchors the main living space, while the open kitchen flows

    Daniel Mahar Mahar Real Estate, LLC

    803 County Route 27, Ancram, NY 12502
  • /26

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,341 Sq Ft

    70 Shore Dr, Elizaville, NY 12523

    Brand New Cottage by the Lake! The "Twin Lakes" located in Elizaville, NY has more than a century year old history of being one of the most beautiful and sought after Upstate New York resort and vacation destinations. This new architectural gem is located at the end of a very quiet road directly across from the North Twin Lake and has deeded private rights & access just steps to the

    Terese Mondello MONDELLO UPSTATE PROPERTIES LLC

    70 Shore Dr, Elizaville, NY 12523
  • /30

    $795,000

    • 2 Beds
    • 2.5 Baths
    • 1,603 Sq Ft

    110 County Route 7a, Copake, NY 12516

    Introducing to the market for the first time in over 20 years, Three Willows, an adorable Cape Cottage built in 1954 in the historic hamlet of Copake, NY. This wonderfully situated 2 bedroom 2.5 bathroom residence is located in the quaint hamlet center within walking distance to both the Copake General Store and the local yoga studio. The grounds of this lovely home are a garden paradise with

    Parker Meyer Four Seasons Sotheby's Int.

    110 County Route 7a, Copake, NY 12516
  • /18

    $345,000

    • 6 Beds
    • 4 Baths
    • 6,046 Sq Ft

    170 County Route 7a Unit 1, Copake, NY 12516

    BRING ALL OFFERS! Put A Fork in Us, We're Done!! It's time for the next chapter of the Copake Inn. With a long-standing history in the center of Copake -- ahh, if only the walls could talk, the stories that could be told.The Horse Shoe bar remains, along with room for dining tables, dancing and a pool table on the main floor. Living space on the upper level includes single rooms with a hallway

    Lindsay Lebrecht Copake Lake Realty Corp.

    170 County Route 7a Unit 1, Copake, NY 12516
  • /25

    $1,575,000

    • 4 Beds
    • 4.5 Baths
    • 3,024 Sq Ft

    83 Schmeichel Rd, Hillsdale, NY 12529

    A Home of Distinction -- there are two distinct sections of this 4+ BR, 4.5 BA, 2 office spaces, 3,666 sf home that is sited on 18.5 private acres. Wood-burning fireplace, 2 gas wood stoves. Pond with gazebo. The main section has 3 BR's, living room, family room, eat-in kitchen, access to the deck with Catamount views and an attached 2-car garage. The addition has a welcoming entrance, 1 BR.

    Lindsay Lebrecht Copake Lake Realty Corp.

    83 Schmeichel Rd, Hillsdale, NY 12529
  • /8

    $299,000

    • 1 Bed
    • 0.5 Baths
    • 905 Sq Ft

    207 Maple Ave, Germantown, NY 12526

    1930 Cottage located in the hamlet of Germantown. Currently used as office space but could be converted back to residential use. Easily accessible to all village amenities.

    PATRICIA HINKEIN Patricia A. Hinkein Realty

    207 Maple Ave, Germantown, NY 12526
  • /30

    $1,295,000

    • 4 Beds
    • 2 Baths
    • 2,505 Sq Ft

    54 Fowler Lake Rd, Ghent, NY 12075

    Tucked away on a quiet country road, this peaceful farmhouse sits on fifteen acres of native gardens, expansive lawns, wildflower meadows, blue stone patio and porches, and private forest with trails leading to the second spring-fed pond. Enter the house through an airy mudroom, then the Great Room lays out before you. The patio and pond draw you to the far end of the room, where French doors

    Annabel Taylor Four Seasons Sothebys Intl

    54 Fowler Lake Rd, Ghent, NY 12075
  • /28

    $580,000

    • 3 Beds
    • 2 Baths
    • 1,936 Sq Ft

    34 Sunset Ave, Kinderhook, NY 12106

    Sunsets & Simplicity in the Heart of Kinderhook Village! On one of the most coveted, walkable streets in the historic village of Kinderhook sits this beautifully maintained turnkey Colonial, gracefully set on a full acre of landscaped grounds, perfect for a pool. Facing west over wide open farmland, the home lives up to its name—offering postcard-worthy sunsets from nearly every angle. Step back

    Brittany Craig Houlihan Lawrence Inc.

    34 Sunset Ave, Kinderhook, NY 12106
  • /37

    $595,900

    • 4 Beds
    • 4 Baths
    • 3,344 Sq Ft

    2323 Us Route 9, Hudson, NY 12534

    Burroughs-Foland Farm - A Timeless Treasure in Livingston - Prime Commercial Opportunity - 2 Houses -Discover a unique opportunity with this historic property, proudly listed on the National Register of Historic Places. Built-in 1908, this mission-style home combines Old World charm with modern potential, featuring a stucco facade and classic clay tile roof. On the market for the first time in

    Laurel Jurkowski Coldwell Banker Advisor Realty

    2323 Us Route 9, Hudson, NY 12534
  • /61

    $2,995,000

    • 5 Beds
    • 4.5 Baths
    • 2,400 Sq Ft

    361 Schnackenberg Rd, Ghent, NY 12075

    An incredible 188 acre property on a highly desirable rural road in the heart of the rolling farmlands of Columbia County. Spectacular west facing views make for incredible sunsets over the Catskill Mountains, the Hudson Valley spreads out beneath them. The acreage includes pastoral farm fields, largely maintained by the neighboring biodynamic farm, forest, and a beautiful swimming pond to cool

    Annabel Taylor Four Seasons Sotheby's Int.

    361 Schnackenberg Rd, Ghent, NY 12075
  • /27

    $399,800

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    623 New York 9j, Stuyvesant, NY 12173

    Tucked away along the serene banks of the Hudson River, this beautifully maintained three-bedroom home offers a rare blend of rustic charm and tranquil living. Centered around a stunning, oversized stone fireplace, the heart of the home radiates warmth and comfort, perfectly complemented by rich wood tones and exposed timber beams. Outdoors, the property feels like your own private nature

    Ryan Lane Gilcrest Properties

    623 New York 9j, Stuyvesant, NY 12173
  • /17

    $539,000

    • 3 Beds
    • 2 Baths
    • 1,972 Sq Ft

    1626 Route 9, Tivoli, NY 12583

    This delightful 3-bedroom*, 2-bath* home offers peaceful living just minutes from Red Hook and Hudson. Set on a private lot with a pond, this property combines the best of convenience and country charm. Step inside to find sun-filled rooms, hardwood floors, and a cozy, welcoming vibe throughout. Enjoy morning coffee on the front porch and unwind on the back deck while watching the sunset over

    Lindsay Schultz JFIVE HOMES REALTY LLC

    1626 Route 9, Tivoli, NY 12583
  • /32

    $395,000

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

    12 Mill St Unit 14, Chatham, NY 12037

    Charming and walkable 4BR home in the heart of Chatham village! Set on a spacious half-acre lot, this sun-filled home blends original character with modern updates—featuring hardwood floors, a flexible layout with home office/music room, and plumbing in place for a second bath. Enjoy golden hour on the front porch or entertain in the deep, private backyard with a stone patio. Steps to yoga,

    Joseph Briggs William Pitt Sotheby's

    12 Mill St Unit 14, Chatham, NY 12037
  • /14

    $360,000

    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft

    148 Lake Shore Dr, Copake, NY 12516

    A Home for All Seasons. The owners offer this beautiful renovated 3-bedroom 2 full bath home just in time for Summer 2025! Featuring 3 bedrooms (1 ensuite primary and 2 guest rooms), the home has been freshly painted and updated including brand new stainless steel appliances. The bathroom vanities and tiled showers with large glass doors are right out of the best HGTV shows. A corner lot

    Mark Saxby Berkshire Hathaway HomeService

    148 Lake Shore Dr, Copake, NY 12516
  • /70

    $650,000

    • 4 Beds
    • 5 Baths
    • 3,513 Sq Ft

    3121 High St, Valatie, NY 12184

    Step into timeless elegance with this charming 1870's home nestled in the Village of Valatie, Town of Kinderhook. Ideal for a full time residence, a weekend getaway or a turnkey Airbnb. Inside you'll find a rare piece of history offing you character, charm and tranquility. 4 bedrooms, 3 living rooms, 5 full baths, pine paneled study/office, Large kitchen with breakfast nook as well as 2

    Paul Fontane Coldwell Banker Prime Properties

    3121 High St, Valatie, NY 12184
  • /103

    $2,295,000

    • 5 Beds
    • 4.5 Baths
    • 4,484 Sq Ft

    1114 County Route 3, Ancram, NY 12502

    Welcome to Iris Valley Estatea€''a palatial, contemporary estate set on 24 acres with sweeping views of the Berkshire Mountains, thoughtfully designed for year-round living, gathering, and creative pursuits. At its center is a spacious three-level main house featuring an open-concept kitchen, breezeway-connected bedroom wings, a heated gunite pool, and outdoor entertaining areas. A modern guest

    Anthony D'Argenzio Houlihan Lawrence

    1114 County Route 3, Ancram, NY 12502
  • /35

    $1,995,000

    • 4 Beds
    • 3 Baths
    • 3,200 Sq Ft

    132 Decker Rd, Ancram, NY 12502

    Clockhouse | Ancram, Hudson Valley, NYPerched at one of Columbia County’s highest elevations, Clockhouse is a rare and storied escape—where history, design, and nature converge. Set on 5 landscaped acres and surrounded by over 100 acres of protected land, this 1820s gem offers 3,200 sq ft of exquisitely restored living space with sweeping views, privacy, and undeniable soul.Inside,

    Kathryn Johnson William Pitt Sothebys Int Rlty

    132 Decker Rd, Ancram, NY 12502

Showing Results 81 - 120, Page 3 of 8

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