391

Litchfield County CT Homes for Sale with Acreage

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  • /10

    $800,000

    • Land
    • 34.46 Acres
    • $23,215 per Acre

    198-1 Beebe Hill Rd, Canaan, CT 06031

    This incredible 34+ acre parcel has a new access from the town road; this lot has been subdivided from a former 72 acre parcel. A beautiful drive (4 wheelers only for now) through a field and a picturesque forest will take you one of the nicest views in Litchfield County, near the top of Beebe Hill itself. New perc tests have been done and approved. This is an estate site, with views into

    David Mallison William Pitt Sotheby's Int'l

    198-1 Beebe Hill Rd, Canaan, CT 06031
  • /5

    $200,000

    • Land
    • 15.9 Acres
    • $12,579 per Acre

    00 Chapel Rd, Winchester, CT 06098

    Look no further for A Very Private location to build your Dream Home. A Wooded Hill top building site overlooking beautiful Winchester Center which can provide peace and solitude for your home or vacation retreat . Historical Winchester Center is deep with rich heritage and History of Winchester. Convenient access agreement to the Rear lot is though 151 Chapel Rd. property.

    Linda Ganem Borla & Associates Real Estate

    00 Chapel Rd, Winchester, CT 06098
  • /35

    $1,450,000

    • 1 Bed
    • 3.5 Baths
    • 4,881 Sq Ft

    2540 Norfolk Rd, Torrington, CT 06790

    This one-of-a-kind custom designed home is a peaceful sanctuary, situated on top of a hill on 18 secluded acres and bordered by conservation land. To access the home, you drive over a bridge and up a paved driveway. The home is fine for entertaining, featuring a cook's kitchen with stainless steel appliances, a breakfast bar and granite leather suede countertops. The expansive dining area

    Roland Leal William Pitt Sotheby's Int'l

    2540 Norfolk Rd, Torrington, CT 06790
  • /30

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft

    137 Davenport Rd, Roxbury, CT 06783

    INCREDIBLE OPPORTUNITY TO OWN IN THE PAINTER HILL RD AREA OF ROXBURY! This 1,600 sq ft, 3-bedroom, 2-bathroom Ranch home with a 2-car garage sits on a sun-filled, gently sloping lot with tremendous potential for the new Homeowner. The home features a new roof, furnace, water heater and bilco doors giving you a solid foundation to make it your own. The septic was last pumped September 2025, and

    Lisa Provino The Provino Group LLC

    137 Davenport Rd, Roxbury, CT 06783
  • /25

    $179,000

    • Land
    • 4.31 Acres
    • $41,531 per Acre

    320 Clearview Ave, Torrington, CT 06790

    This one is for the builders, investors, and ESPECIALLY those looking to BUILD their DREAM home! Privacy, Seclusion, and what feels like endless space. Let's sweeten the deal, shall we? With a good portion of the paperwork process already completed and/or approved combined with this amount of land in Harwinton, this is nearly impossible to come by! Property values in this area are hitting record

    Lauren Hill Mark Tavares Realty, LLC

    320 Clearview Ave, Torrington, CT 06790
  • /40

    $4,490,000

    $710K PRICE DROP
    • 6 Beds
    • 7.5 Baths
    • 5,671 Sq Ft

    210 Doolittle Dr, Norfolk, CT 06058

    Nestled in the heart of the completely private 1700 acres of the Doolittle Lake Company woods on 2 parcels, this 100 acre 5,670 sq ft beautifully maintained 1780 center hall colonial boasts colonial & art deco architectural details. Moved to its current location in the 1930s NY architect Robert Carrere renovations include generous reception rooms, wide red pine floors, high ceilings, 2 wet bars,

    Martha Mullins William Pitt Sotheby's Int'l

    210 Doolittle Dr, Norfolk, CT 06058
  • /40

    $2,120,500

    • 4 Beds
    • 3.5 Baths
    • 5,328 Sq Ft

    110 Chestnut Land Rd, New Milford, CT 06776

    Fully reimagined and expanded in 2024, this exceptional modern farmhouse offers the rare combination of like-new construction and timeless Litchfield County charm, set on over 13 private acres surrounded by protected land. Taken down to the studs and thoughtfully rebuilt with over 2,000 square feet of additional living space and attached 3-vehicle garage, this 4-bedroom, 3 full and 1 half bath

    Laureen Murphy Coldwell Banker Realty

    110 Chestnut Land Rd, New Milford, CT 06776
  • /18

    $3,995,000

    • Land
    • 57.19 Acres
    • $69,855 per Acre

    20 Painter Hill Rd, Roxbury, CT 06783

    A masterclass in privacy and scale. A newly constructed stone-lined & gated driveway ascends through 57+ acres of pristine Litchfield County landscape to a magnificent hilltop sanctuary. This estate-quality offering, spanning two separate parcels, is defined by its dramatic sweeping views and an extraordinary sense of quietude. Enveloped by the protected forests of the Roxbury Land Trust, the

    Maria Taylor Klemm Real Estate Inc

    20 Painter Hill Rd, Roxbury, CT 06783
  • /39

    $599,900

    • 4 Beds
    • 3.5 Baths
    • 2,576 Sq Ft

    197 Preston Rd, Terryville, CT 06786

    Set on nearly 3 private acres abutting the Bristol Water Company, this beautifully updated Colonial offers space, privacy, and over $300k in thoughtful upgrades. The level yard presents like a manicured field & creates an ideal backdrop for entertaining, recreation, or relaxing by the pool, fire pit, and deck. Inside, a grand foyer welcomes you to a refreshed interior highlighted by a kitchen

    Lorrie Maiorano Calcagni Real Estate

    197 Preston Rd, Terryville, CT 06786
  • /40

    $799,000

    • 4 Beds
    • 3 Baths
    • 2,448 Sq Ft

    92 Minortown Rd, Woodbury, CT 06798

    Charming Gentleman's Farm on 5.76 Acres. Welcome to this beautifully maintained gentleman's farm, perfectly set on 5.76 level acres of open pasture and riding space. Ideal for horse enthusiasts, the property features four barns with a total of 10 stalls, two wash stalls, and a 20x60 meter riding arena with quality stone dust and sand footing. The grounds offer a wonderful mix of functionality and

    Heather Crabtree RE/MAX RISE

    92 Minortown Rd, Woodbury, CT 06798
  • /7

    $499,900

    Coming Soon
    • 6 Beds
    • 5 Baths
    • 2,864 Sq Ft

    205 Old New Hartford Rd, Winchester, CT 06098

    Charming Multi-Family Property with steady income potential! Welcome to your next lucrative investment venture! Nestled on an expansive 1-acre lot, this multi-family property features 5 distinct living spaces, making it an ideal addition to your real estate portfolio. This property comprises 4 studio apartments and a spacious 2-bedroom apartment, catering to a variety of tenants and maximizing

    TK Krumm Berkshire Hathaway NE Prop.

    205 Old New Hartford Rd, Winchester, CT 06098
  • /4

    $525,000

    • Land
    • 8.22 Acres
    • $63,869 per Acre

    0 Mount Mauwee Rd, Kent, CT 06757

    8.22 acre parcel in private and exclusive St. John's Peak subdivision of Kent! Take the winding road through this peaceful and secluded area to find your future home site! With road frontage of 75 feet, the topography of this lot is mostly level, and it gently slopes down from the approved home site to the Mauwee Brook. 2004 Perc/Soil tests on file with the health district, was previously

    Katherine Parlato Drakeley Real Estate, Inc.

    0 Mount Mauwee Rd, Kent, CT 06757
  • /34

    $835,000

    • 4 Beds
    • 2.5 Baths
    • 3,126 Sq Ft

    150 Sunset Ridge Rd, Norfolk, CT 06058

    IDEAL NORFOLK RETREAT - Easy living is yours in this spacious, bright Contemporary with a 1st floor Primary Bedroom Suite. Tucked into one of the prettiest areas in Norfolk, close to Tobey Pond, Yale Summer Music, Infinity Theatre, and all of the outdoor recreation that the beautiful Litchfield Hills have to offer. Oak flooring, pocket doors, a dramatic vaulted ceiling and balcony, an updated

    David Taylor Elyse Harney Real Estate

    150 Sunset Ridge Rd, Norfolk, CT 06058
  • /23

    $449,000

    $81K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,074 Sq Ft

    392 Hillside Ave, Torrington, CT 06790

    Very First Time Offered For Sale! Original Family Home "Hand Crafted" from the Ground Up by Professional Mason Contractor. Rock Solid 73-Year-Old Unique Cape-Style Residence Radiates European Charm & Character, along with Modern Energy-Efficient Updates. Every Room has a Special Meaning of Warmth & Love for Relaxed Living. From the Brick Paver Driveway to the 1.2 Acre Professionally Landscaped

    chris marino Cohen Agency

    392 Hillside Ave, Torrington, CT 06790
  • /40

    $890,000

    $135K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,948 Sq Ft

    34 Kent Rd, Warren, CT 06754

    This 4-Acre home is nestled along scenic Kent Road in the heart of charming Warren, Connecticut. Located a short drive from many of Litchfield County's active downtowns and amenities. Whether you seek fine dining, boutique shopping, skiing, hiking, or lakeside leisure, this location is in the heart of it all. This exceptional property offers a rare blend of serene privacy, natural beauty, and

    Michael Caporizzo William Pitt Sotheby's Int'l

    34 Kent Rd, Warren, CT 06754
  • /7

    $400,000

    • Land
    • 7.14 Acres
    • $56,022 per Acre

    11 Old Paddock Ln, Kent, CT 06757

    Private 7.14 acres of beautiful scenic land, located on quiet country rd in the South Kent area, this magnificent lot offers a level site set among a mature forest and stonewalls. Located minutes from Kent Center, New Preston, and Lake Waramoug.

    Jency Rojas William Raveis Real Estate

    11 Old Paddock Ln, Kent, CT 06757
  • /11

    $475,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,417 Sq Ft

    646 Torringford St, Torrington, CT 06790

    To Be Built! Customize this beautiful 3-bedroom, 2 bath Hi-Ranch style home or bring your own plans to use! This home features eat-in kitchen, dining room, and spacious living room with gas fireplace. Stylish vinyl flooring and a large deck make it ideal for everyday living and entertaining. Two-car garage with shared driveway. Private yet convenient to everything. Buyers may select custom

    Tony Goia The Washington Agency

    646 Torringford St, Torrington, CT 06790
  • /40

    $2,850,000

    $250K PRICE DROP
    • 4 Beds
    • 6 Baths
    • 5,387 Sq Ft

    4 Sunrise Ln, Bridgewater, CT 06752

    Turnkey Estate with Over $2M in Renovations. A rare opportunity to own a fully reimagined, turnkey estate where nature, privacy, and modern infrastructure come together seamlessly. Set amidst sweeping natural beauty with views for miles, this property has undergone over $2 million in documented renovations and re-engineering, with detailed spreadsheets and invoices available. Thoughtfully

    Joseph Lorino Klemm Real Estate Inc

    4 Sunrise Ln, Bridgewater, CT 06752
  • /40

    $2,895,000

    • 4 Beds
    • 4.5 Baths
    • 4,570 Sq Ft

    220 Painter Hill Rd, Roxbury, CT 06783

    Perched atop Painter Hill-Roxbury's highest elevation and one of its most coveted addresses-this newly renovated residence offers breathtaking, year-round Sunrise and Sunset views. Spanning over 4,500 sq ft, featuring 4-5 bedrooms and is thoughtfully designed for both comfort and entertaining, complete with a three-story elevator & dedicated game/media room. The chef's kitchen is a showpiece,

    Stacey Matthews W. Raveis Lifestyles Realty

    220 Painter Hill Rd, Roxbury, CT 06783
  • /39

    $1,499,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 3.5 Baths
    • 3,614 Sq Ft

    168 Fern Ave, Litchfield, CT 06759

    Welcome to Fern House at 168 Fern Avenue-an extraordinary private country estate set on 3.71 picturesque acres in one of Litchfield's most coveted enclaves. Perfectly tucked behind mature landscaping and approached by a graceful circular drive, this quintessential New England retreat offers the rare combination of luxury living, equestrian amenities, and resort-style outdoor spaces just moments

    Danielle Murray William Raveis Real Estate

    168 Fern Ave, Litchfield, CT 06759
  • /27

    $779,900

    • 5 Beds
    • 3.5 Baths
    • 3,475 Sq Ft

    1460 Guernseytown Rd, Watertown, CT 06795

    Welcome to your private retreat set on 2.7 beautifully maintained acres, offering the perfect blend of space, comfort, and lifestyle. This expansive 5-bedroom, 3.5-bath home spans approximately 3,400 square feet and features a bright, open layout designed for both everyday living and entertaining. Vaulted ceilings with exposed wood beams create a warm, architectural statement, while updated

    Sid Elahmad Crystal Realty, LLC

    1460 Guernseytown Rd, Watertown, CT 06795
  • /8

    $195,000

    $80K PRICE DROP
    • Land
    • 9.33 Acres
    • $20,900 per Acre

    153 White Hollow Rd, Lakeville, CT 06039

    Build your dream home on this 9.33-acre parcel in the highly sought-after town of Salisbury, CT. Set on a scenic country road in the picturesque Northwest Hills, the site features completed engineering for a 3-bedroom residence, with the potential for a larger home. This property offers a quintessential New England lifestyle just minutes from prestigious private schools and bucolic villages.

    Mimi Harson William Pitt Sotheby's Int'l

    153 White Hollow Rd, Lakeville, CT 06039
  • /39

    $1,825,000

    • 3 Beds
    • 2.5 Baths
    • 1,910 Sq Ft

    68 Anderson Rd, Kent, CT 06757

    Tucked along the scenic beauty of Anderson Road-one of Kent's most coveted addresses - this enchanting country estate offers a true escape. A pea-stone driveway guides you past lush landscaping, field stone walkways, the charming 1835 main house, and on toward the stunning barns, revealing the property's timeless elegance, piece by piece. The main residence brims with original character - wide

    Stacey Matthews W. Raveis Lifestyles Realty

    68 Anderson Rd, Kent, CT 06757
  • /37

    $779,000

    • 4 Beds
    • 3.5 Baths
    • 2,508 Sq Ft

    305 Westledge Dr, Torrington, CT 06790

    Elegant and truly one of a kind, this modernized contemporary home delivers privacy, sophistication, and lifestyle appeal in one of Litchfield County's most desirable settings an opportunity buyers will want to see immediately. Privately set at the end of a quiet drive on 1.85 landscaped acres, the property offers generous outdoor space for entertaining, recreation, gardening, etc. A two-car

    Arlene Gonzalez The Gonzalez Property Group

    305 Westledge Dr, Torrington, CT 06790
  • /23

    $1,250,000

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

    222 W Cornwall Rd, Sharon, CT 06796

    Set along one of Sharon's most scenic country roads, this inviting property offers a rare blend of country charm, flexible living space, and timeless Litchfield County appeal. Anchored by a 1948 main residence and complemented by an original guest cottage and substantial barn, the offering presents a versatile compound ideal for weekend living or full-time retreat. The main house is warm and

    John Panzer Elyse Harney Real Estate

    222 W Cornwall Rd, Sharon, CT 06796
  • /34

    $1,750,000

    $245K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 4,442 Sq Ft

    552 Twin Lakes Rd, Salisbury, CT 06068

    "The Taconic School House" 1st Time on the Market in over 25 Years. Special Salisbury Location Set Amongst Large Estates & the Twin Lakes in the Coveted Taconic Section of Salisbury CT. A Gracious & Magical Paneled Room with Large Fireplace Welcomes All to this Whimsical & Eclectic c1890 Home. 3-4 Bedrooms, 4 Full Baths. Lower Level Acts as Pool Cabana & Contains Glass Enclosed Siting Room,

    Graham Klemm Klemm Real Estate Inc

    552 Twin Lakes Rd, Salisbury, CT 06068
  • /40

    $629,900

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,990 Sq Ft

    8 Pebble Ln, New Milford, CT 06776

    Tucked away at the end of a peaceful country road, this solid Contemporary Colonial offers the perfect blend of privacy and convenience. Boasting nearly 3,000 SF of finished living space, this 4BR/2.5BA beauty features a versatile main-level bedroom, soaring vaulted ceilings, and a dramatic 2-story foyer that sets the tone the moment you walk in. The heart of the home shines with an updated

    Todd Sargent Coldwell Banker Realty

    8 Pebble Ln, New Milford, CT 06776
  • /12

    $949,000

    • Land
    • 20.13 Acres
    • $47,144 per Acre

    Lot 7 & Lot 8 Willow Brook Dr, Roxbury, CT 06783

    Welcome to Willow Brook Drive! If your dream has been to build your new home in what feels like a Monet painting, this property will make your dream a reality. Here is your chance to have two prime lots of land, together making 20+ acres of endless possibility! With year-round beautiful meadows and enchanting woods, you can have the best of both worlds. Originally cattle pasture, the vast fields

    Ryan Bollard William Pitt Sotheby's Int'l

    Lot 7 & Lot 8 Willow Brook Dr, Roxbury, CT 06783
  • /4

    $495,000

    • Land
    • 10.97 Acres
    • $45,123 per Acre

    215 Melius Rd, Warren, CT 06754

    10+ acres with 2 large hay fields and long eastern views. Driveway approved and health dept approval for 5 bedroom house. Final septic design required. Seller is one of areas finest builders to work with partner architectural firm for possible design/build scenario. Fabulous land, possible to buy contiguous lot(s) with 2 additional hay fields or large forest tracts and views. Major compound

    Pels Matthews W. Raveis Lifestyles Realty

    215 Melius Rd, Warren, CT 06754
  • /39

    $800,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 4.5 Baths
    • 5,729 Sq Ft

    341 High Street Extension, Thomaston, CT 06787

    Hidden Estate at High Street: A private Litchfield County retreat offering relaxed country living with exceptional versatility. This secluded country estate features fantastic outdoor spaces, 5 bedrooms, 6 baths, 12x24 salt water fountained pool, pool house and 2 studio apartments. Boasting 4,291 sq ft on 3.69 acres, this secluded oasis is the perfect hideaway to relax and refresh. The heart of

    Patricia Guarantano William Pitt Sotheby's Int'l

    341 High Street Extension, Thomaston, CT 06787
  • /8

    $425,000

    • Land
    • 10.29 Acres
    • $41,302 per Acre

    77 Belgo Rd, Salisbury, CT 06039

    This exceptional 10 acre, fully build-ready parcel is set just off Belgo Road via a private drive and is quiet, private, and centrally located. It is an increasingly rare opportunity to secure a truly improved homesite with close proximity to the villages of Lakeville and Salisbury. Significant infrastructure is already in place, streamlining the path to construction. A cleared primary building

    William Melnick Elyse Harney Real Estate

    77 Belgo Rd, Salisbury, CT 06039
  • /31

    $7,500,000

    • 9 Beds
    • 8 Baths
    • 12,057 Sq Ft

    138 Amenia Rd, Sharon, CT 06069

    Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original

    Dan Kessler Compass Connecticut, LLC

    138 Amenia Rd, Sharon, CT 06069
  • /17

    $1,995,000

    • Land
    • 14.19 Acres
    • $140,592 per Acre

    52 Calhoun St, Washington Depot, CT 06794

    Stunning estate property located on coveted Calhoun Street close to Washington Depot featuring large swimming pond & hillside views. 14+/- private acres with long driveway, apple orchard, tennis court, shed abutting Steep Rock Land Trust. Premier building site to build your dream home.

    Peter Klemm Klemm Real Estate Inc

    52 Calhoun St, Washington Depot, CT 06794
  • /38

    $539,900

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 2,011 Sq Ft

    257 Wallens Hill Rd, Winsted, CT 06098

    Set on 6 beautiful acres of open meadows with extensive road frontage and picturesque views, this exceptional Cape offers privacy, efficiency, and convenience...... Thoughtfully updated throughout, the home features 3 spacious bedrooms, 2.5 baths, a dedicated office, and a functional floor plan designed for comfortable living. Energy-conscious buyers will appreciate the solar system with backup

    Kelly Sullivan Sullivan Real Estate Inc

    257 Wallens Hill Rd, Winsted, CT 06098
  • /9

    $150,000

    • Land
    • 2.69 Acres
    • $55,762 per Acre

    0 Windy Ridge Rd Unit 24166848, Warren, CT 06754

    2.69 +/- acres on a quiet town road. Lightly wooded with nice plateau for potential building site in the center of the lot. Some beautiful ledge and abundant Mountain Laurel. Minutes to the conveniences of Warren Town Center. Access to Warren Town Beach on Lake Waramaug and Fiddler's Pond. Buyers to preform due diligence. Great Opportunity to Build your Litchfield County home. Located between #s

    Melinda Dubow Klemm Real Estate Inc

    0 Windy Ridge Rd Unit 24166848, Warren, CT 06754
  • /14

    $149,900

    $25K PRICE DROP
    • Land
    • 4.97 Acres
    • $30,161 per Acre

    100 S Kent Rd, Gaylordsville, CT 06755

    Residential lot available at 100 South Kent Road, New Milford. Excellent opportunity to build in a desirable location with convenient access to town amenities and major roadways. Buyer to verify zoning, utilities, and building requirements. Can be purchased with adjacent lot for a package deal

    Levi Judqin Brass Moon Realty

    100 S Kent Rd, Gaylordsville, CT 06755
  • /25

    $499,900

    • 5 Beds
    • 3 Baths
    • 3,404 Sq Ft

    441 Platt Hill Rd, Winsted, CT 06098

    Tucked away on 2.09 private acres in the desirable Platt Hill area of Winchester, this custom-built contemporary offers the perfect blend of architectural character, space, and recent updates. With over 3,400 square feet, 5 bedrooms, 3 full baths, and a 2-car garage, this home provides flexibility for everyday living, entertaining, or multi-generational needs. Inside, you'll find a thoughtfully

    Meagan Albert Tier 1 Real Estate

    441 Platt Hill Rd, Winsted, CT 06098
  • /33

    $595,000

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

    31 Sunset Ridge Rd, Norfolk, CT 06058

    Historic Norfolk Village Home on 3.4 Acres Classic Litchfield County setting defines this 3.4-acre property at the edge of Norfolk village. Lovingly held within the same family for generations, this captivating 1907 antique home sits on flat, open land with a classic large country barn, hay fields, and a spring-fed seasonal brook. The charming five-bedroom, two-bath residence retains its finest

    John Harney William Pitt Sotheby's Int'l

    31 Sunset Ridge Rd, Norfolk, CT 06058
  • /17

    $559,000

    $36K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,144 Sq Ft

    437 Middle Road Turnpike, Woodbury, CT 06798

    Everything has already been done for you. Just move in, unpack, and enjoy the ease of single-floor living in this beautifully renovated ranch with endless potential below. Completely renovated and truly move-in ready, this home offers effortless living with every major updated already completed. From the brand-new HVAC system and newly installed septic to new windows, lighting, interior and

    Erin Loucks BHGRE Gaetano Marra Homes

    437 Middle Road Turnpike, Woodbury, CT 06798
  • /22

    $360,000

    • Land
    • 21.5 Acres
    • $16,744 per Acre

    405 Route 7 Route, Sharon, CT 06069

    Sharon CT Acreage! Nice parcel on a main road near the Housatonic River. Two or three home sites are possible and lot access is granted by Rights of Way over existing driveways. A majority of this parcel abuts State of CT land to the north and west. Must be seen to be appreciated!

    David Mallison William Pitt Sotheby's Int'l

    405 Route 7 Route, Sharon, CT 06069

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