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Litchfield County CT Homes for Sale

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  • /39

    $549,900

    $115K PRICE DROP
    • 1.5 Baths
    • 4,041 Sq Ft

    305 South St, Plymouth, CT 06782

    Exceptional redevelopment opportunity at 305 South Street in Plymouth, CT, directly across from beautiful Plymouth Lake. First time this property has been available since 1996. Currently operating as an upholstery shop, this versatile commercial property offers tremendous potential for investors, entrepreneurs, or owner occupants seeking a prime location with future upside. Plans were previously

    Carmelina Riccitelli Coldwell Banker Realty

    305 South St, Plymouth, CT 06782
  • /39

    $1,499,000

    • 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
  • /35

    $850,000

    • 2 Beds
    • 2.5 Baths
    • 1,940 Sq Ft

    26 Seminole Cir, Bantam, CT 06750

    Indian Knolls offers beautifully landscaped grounds and stylish home designs that create an elegant atmosphere in this 55+ community. Situated just a few miles from Litchfield center and a short distance from the chic Bantam hamlet, the location blends convenience with sophistication. Residents enjoy easy access to fine dining, as well as a variety of social, cultural, and recreational amenities,

    Sindy Butkus Klemm Real Estate Inc

    26 Seminole Cir, Bantam, CT 06750
  • /35

    $1,000,000

    $50K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,696 Sq Ft

    28 Garnet Rd, Roxbury, CT 06783

    Discover modern serenity in this private contemporary retreat nestled on 3.44 private acres. The ascending driveway assures a sense of quiet and seclusion, leading you to a home bathed in natural light from a soaring two-story wall of south-facing windows, this home perfectly blends architectural drama with a peaceful woodland backdrop. The exterior features an expansive, brand new composite deck

    Lisa Rollins Team Compass Connecticut, LLC

    28 Garnet Rd, Roxbury, CT 06783
  • /39

    $2,500,000

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

    34 Black Snake Ln, Bridgewater, CT 06752

    If you're seeking a private oasis with sweeping views, this exceptional property is the perfect retreat. Set on over 38 acres-28 of which are preserved-you'll enjoy lasting protection from future development and unparalleled tranquility. This expansive ranch-style home features a dozen rooms across two distinct wings, making it ideal for multi-generational living. Throughout the home, refinished

    Pat Catchpole William Raveis Real Estate

    34 Black Snake Ln, Bridgewater, CT 06752
  • /17

    $500,000

    • Land
    • 10.6 Acres
    • $47,170 per Acre

    Unlisted Address

    PROPERTY LOCATED VIA A LONG SHARED PRIVATE ROAD .9 MILE FROM STATE ROAD; Very remote and currently very private; Fabulous views to East and South; mountain stream flow along South boundary line; A Pond could be constructed. Subject to R.O.W. accessway, to other lots. Very special parcel for those seeking very quiet, removed-from 'active-traffic' activity. 4 miles to Salisbury; 14-20 miles to

    Robin Leech Robinson Leech Real Estate

    Unlisted Address
  • /33

    $619,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,410 Sq Ft

    255 Aspetuck Ridge Rd, New Milford, CT 06776

    History unfolds at the original Lower Merryall schoolhouse. Reimagined and preserved as a unique home and infused with contemporary flair. The creative artisanal touches are evident throughout the home from beautiful finishes to the custom renovations. The first floor unfolds in an open layout, featuring dual sitting areas, a cozy fireplace, and a stunning kitchen complete with an island,

    Phil Fox William Pitt Sotheby's Int'l

    255 Aspetuck Ridge Rd, New Milford, CT 06776
  • /33

    $399,000

    $26K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,596 Sq Ft

    33 Terrace View, Norfolk, CT 06058

    Located just minutes from the heart of Norfolk, this two-family home offers space, character and excellent income potential. The first-floor apartment features 2 bedrooms and 1 full bath, enhanced by a welcoming front porch-perfect for relaxing and enjoying the surroundings. The second-floor unit offers a generous layout with 4 bedrooms and 1 full bath, highlighted by a beautiful claw-foot tub

    Margaret Alexson Elyse Harney Real Estate

    33 Terrace View, Norfolk, CT 06058
  • /40

    $798,000

    $77K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,080 Sq Ft

    98 Carmel Hill Rd N, Bethlehem, CT 06751

    A turnkey Litchfield County retreat just 90 min from NYC, offering historic character, designer finishes, and effortless weekend living moments from Washington, Litchfield, and Woodbury.Originally an 1800s caretaker's cottage, this beautifully renovated antique has been thoughtfully expanded & extensively updated between 2023 and 2026, blending timeless New England charm w/modern luxury. Set on

    Agent Photo

    Rebecca Doh

    W. Raveis Lifestyles Realty

    98 Carmel Hill Rd N, Bethlehem, CT 06751
  • /15

    $988,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 2,815 Sq Ft

    134 Sherbrook Dr, Goshen, CT 06756

    Welcome to 134 Sherbrook Drive, a beautifully crafted home currently under construction on a picturesque property in Goshen. Thoughtfully designed to blend modern comfort with classic New England charm, this residence will offer a spacious layout ideal for both everyday living and entertaining once completed. Planned features include an inviting interior with soaring ceilings, wide-plank hardwood

    Jasen Meto William Pitt Sotheby's Int'l

    134 Sherbrook Dr, Goshen, CT 06756
  • /36

    $740,000

    $25K PRICE DROP
    • Land
    • 8.58 Acres
    • $86,247 per Acre

    202 Crane Hollow Rd, Bethlehem, CT 06751

    UNIQUE OPPORTUNITY WITH MULTIPLE POSSIBILITIES!!! Located in the classic New England town of Bethlehem on 8.5+ acres this is your opportunity for unlimited potential. Build your own Private Estate, Family Compound, Multi-Family Investment, Business Operations with Offices and Storage, Horse Property, Farm and Possible Residential Development. There are two Residential homes and additional

    Danielle Rownin Keller Williams Realty

    202 Crane Hollow Rd, Bethlehem, CT 06751
  • /40

    $1,025,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,556 Sq Ft

    336 South St, Roxbury, CT 06783

    Beautiful 4 bedroom, 2.5-bath Colonial set on a picturesque, park-like property in desirable southern Roxbury. A dramatic two-story foyer welcomes you into a thoughtfully designed layout featuring a formal dining room, a spacious living room with custom built-in bookshelves, and an impressive family room highlighted by a floor-to-ceiling fireplace and custom built-ins. The kitchen is

    Karen Gilmore Redfin Corporation

    336 South St, Roxbury, CT 06783
  • /40

    $299,900

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,003 Sq Ft

    46 Pleasant St, Torrington, CT 06790

    A diamond in the rough! Unique opportunity for investors or owner occupants to make this 2-family property shine. Recent updates include newer roof and windows, garage vinyl siding, 100 amp electrical service upgrades for each unit and 200 amp service on garage. Each floor has 2 bedrooms with additional spaces for home office or additional living areas. Numerous possibilities for unfinished space

    Heidi Weed Lamacchia Realty

    46 Pleasant St, Torrington, CT 06790
  • /28

    $745,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,060 Sq Ft

    86 Quail Run Rd, Woodbury, CT 06798

    QUAIL RUN On the cul de sac - 4 NEW HOMES ALL ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy, and BEAUTIFUL! Construction has begun with completion possible in early October. #86 is a 3 BR, 2.5

    Scott Volpe Coldwell Banker Realty

    86 Quail Run Rd, Woodbury, CT 06798
  • /40

    $915,000

    • 4 Beds
    • 3 Baths
    • 2,380 Sq Ft

    Unlisted Address

    Beautifully renovated antique colonial on 4.5 private acres with a tumbling brook. Hardwood floors and original beams throughout, two wood- burning fireplaces, custom lighting, original wide-plank floors in some rooms, and a gorgeous, country kitchen with built-in appliances, including a warming drawer. The formal dining room anchors the heart of the home, with a small private study for multiple

    Deborah Bain Bain Real Estate

    Unlisted Address
  • /28

    $1,200,000

    • 3 Beds
    • 2.5 Baths
    • 2,541 Sq Ft

    9 Old Paddock Ln, South Kent, CT 06785

    Set on 14+ private acres abutting Connecticut State land, this chic three-bedroom farmhouse offers the kind of quiet that's increasingly hard to find - and interiors that make you want to stay. The main floor is built around an open, light-filled plan that flows naturally from a chef's kitchen, featuring shaker-style cabinetry, butcher block counters, a farmhouse sink, and a professional range,

    Steve Pener William Pitt Sotheby's Int'l

    9 Old Paddock Ln, South Kent, CT 06785
  • /18

    $1,300,000

    $100K PRICE DROP
    • Land
    • 61.54 Acres
    • $21,124 per Acre

    0 Chestnut Land Rd Unit 24170226, New Milford, CT 06776

    An exceptional offering awaits with this beautiful 61.54-acre parcel ideally positioned in a prime New Milford location, bordering the charming village of Washington Depot. This property is designated agricultural land, while also offering exceptional potential for a variety of future uses, including subdivision, a vineyard, equestrian estate, or private country retreat, solar farm. Featuring

    Carol Hanlon Coldwell Banker Realty

    0 Chestnut Land Rd Unit 24170226, New Milford, CT 06776
  • /12

    $2,000,000

    • Land
    • 26.48 Acres
    • $75,529 per Acre

    55 Ranney Hill Rd, Roxbury, CT 06783

    If You are looking for land with views to build your dream home, this is it. This is truly an "Estate Property". The 27 acres is cleared and open. There are several building sites at the top with 180 degree views. The land slopes gently down with a brook and 2 small ponds at the bottom. There is a fairly large barn and a smaller shop on the property in need of repairs. They are being sold AS IS!

    Sharon McGuire William Pitt Sotheby's Int'l

    55 Ranney Hill Rd, Roxbury, CT 06783
  • /26

    $649,000

    • 4 Beds
    • 1.5 Baths
    • 3,708 Sq Ft

    76 S Canaan Rd, Canaan, CT 06018

    Historic 1762 Farmhouse - Rare Restoration Opportunity Bring your vision to life with this authentic 1762 New England farmhouse, rich in history and full of untapped potential. This 4-bedroom home offers a unique opportunity for restoration, blending original character with the chance to create something truly your own. Featuring classic colonial architecture, the home showcases solid structural

    Arlene Gonzalez The Gonzalez Property Group

    76 S Canaan Rd, Canaan, CT 06018
  • /40

    $795,000

    • 4 Beds
    • 4 Baths
    • 3,856 Sq Ft

    59 J Ryan Way, Watertown, CT 06795

    Welcome to 59 J Ryan Way in Watertown a stunning four-bedroom home thoughtfully designed for both everyday living and exceptional entertaining. Offering over 3,800 square feet of beautifully finished space, this residence makes an immediate impression from the moment you step into the dramatic two-story foyer. This expansive home features 11 well-appointed rooms, including four generously sized

    Agent Photo

    Ken Demirs

    Regency Real Estate, LLC

    59 J Ryan Way, Watertown, CT 06795
  • /8

    $375,000

    • Land
    • 8.56 Acres
    • $43,808 per Acre

    22 Old Paddock Ln, South Kent, CT 06785

    Wonderful opportunity to build your dream home in the Litchfield Hills. Privately situated 8.5 acre parcel at the end of a quiet country road, with a roughed-in driveway leading to a partially cleared house site surrounded by forestland. A prior engineered site plan and septic design for a five-bedroom home were completed in in 2020, providing a useful starting point for your own planning. Close

    Steve Pener William Pitt Sotheby's Int'l

    22 Old Paddock Ln, South Kent, CT 06785
  • /39

    $1,700,000

    • 4 Beds
    • 4 Baths
    • 3,905 Sq Ft

    130 Sharon Mountain Rd, Sharon, CT 06069

    Lovingly named "Nid D'Alcyon," French for Kingfisher Nest, by the current owner, this truly enchanting home is rich in history. This beautiful four-bedroom antique, dating to circa 1745, is set on one of Sharon's most scenic roads and tells a captivating story of life, travel, and love. Nestled within exquisite gardens and surrounded by a serene pond, mature trees, and perennial plantings, the

    Elisa Waysenson Elyse Harney Real Estate

    130 Sharon Mountain Rd, Sharon, CT 06069
  • /11

    $160,000

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    103 Belair Dr Unit 103, New Milford, CT 06776

    Remodeled 2 bedroom ranch style condo. Tons of parking. Well proportioned bedrooms. Laundry facilities on site. Public transportation near by. Minutes to Village Center. Pet friendly complex...hurry! Sold in "as-is" condition

    George Mclean William Raveis Real Estate

    103 Belair Dr Unit 103, New Milford, CT 06776
  • /36

    $329,000

    $6K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,020 Sq Ft

    50 Fall Mountain Lake Rd, Terryville, CT 06786

    Fully Renovated Lakefront Retreat - Move-In Ready. Welcome to your dream lakefront ranch on Fall Mountain Lake - where modern upgrades meet peaceful waterfront living. This beautifully renovated property has been completely transformed from top to bottom, offering the feel of new construction with the charm of a cozy lakeside escape. Key Features: 3 Bedrooms | 1.5 Bathrooms. Direct Lakefront

    Igor Teleshevsky Telesh Realty LLC

    50 Fall Mountain Lake Rd, Terryville, CT 06786
  • /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
  • /8

    $250,000

    • Land
    • 3 Acres
    • $83,333 per Acre

    307 North St, Roxbury, CT 06783

    Approved Building lot with DOT approval for the driveway. Driveway has been roughed in and leads to the building site set back well from the road. Beautiful outcroppings, mature hardwoods, antique stone walls all set in a private rolling terrain. Survey, perc test and soil survey are available. Peaceful wooded lot to build your weekend or forever home! Close to Washington and Roxbury centers

    Sindy Butkus Klemm Real Estate Inc

    307 North St, Roxbury, CT 06783
  • /40

    $645,000

    $42K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,806 Sq Ft

    35 Maple Ave, Norfolk, CT 06058

    Thoughtfully renovated, this 1890 Victorian village gem is rich in architectural character. Beautifully crafted porches give the home its distinctive presence & serve as gracious extensions of living & dining spaces. Once the residence of Isabella Beecher Hooker & her husband, John Hooker, this home has a notable place in Connecticut history. Original details have been preserved & enhanced with

    WENDY WESTCOTT W. Raveis Lifestyles Realty

    35 Maple Ave, Norfolk, CT 06058
  • /5

    $795,000

    • Land
    • 9.8 Acres
    • $81,122 per Acre

    77 Windy Ridge Rd, Warren, CT 06754

    Remarkable 9+ acres with 2 large hay fields and long eastern views. High flat land. 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

    Pels Matthews W. Raveis Lifestyles Realty

    77 Windy Ridge Rd, Warren, CT 06754
  • /20

    $475,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,765 Sq Ft

    229 Wimbledon Gate N, Torrington, CT 06790

    Newly built colonial expected to be completed by September of 2026. Plans available.

    Michelle Grant Coldwell Banker Premier Real Estate

    229 Wimbledon Gate N, Torrington, CT 06790
  • /21

    $595,000

    $30K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,611 Sq Ft

    2 Valley Rd, New Preston Marble Dale, CT 06777

    Experience riverside serenity in this masterfully updated country retreat overlooking the Shepaug River. Blending rustic soul with high-end modern comforts, this home offers a lifestyle defined by natural beauty and thoughtful design. The interior features a gourmet kitchen with a stunning live-edge bar, stone countertops, and a classic farmhouse sink positioned perfectly to overlook the water. A

    Kathryn Bassett William Pitt Sotheby's Int'l

    2 Valley Rd, New Preston Marble Dale, CT 06777
  • /26

    $239,000

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

    Unlisted Address

    Brand new to the market. Must see large 2 story Colonial featuring 13 rooms, 7 Bedrooms, 3 Bathrooms, Walk up attic and full basement. Includes a 2 story barn. Convenient location in the heart of town lends itself to easy access to many nearby amenities. As an investment this residence also has great potential to convert to a multi family home or could be renovated for commercial office space.

    Frank J. Berg Broker/Owner Town & Country Real Estate

    Unlisted Address
  • /5

    $399,000

    • Land
    • 4.01 Acres
    • $99,501 per Acre

    Lot 1 Chalybes Rd W, Roxbury, CT 06783

    Private, Rural setting within a short walk to Roxbury Tennis courts, library and the Roxbury Market.This 4.01 acre approved building lot offers the perfect blend of tranquility and convenience, making it an exceptional opportunity to create your custom dream home. Tucked away on a quiet road, this property features beautiful, light woods that provide a serene and private setting. Enjoy the best

    Kathryn Clair William Pitt Sotheby's Int'l

    Lot 1 Chalybes Rd W, Roxbury, CT 06783
  • /25

    $1,950,000

    • 3 Beds
    • 2.5 Baths
    • 3,777 Sq Ft

    19 Hemlock Ln, Salisbury, CT 06068

    Peaceful Country Living Near Twin Lakes - Discover tranquility in this beautifully renovated 3-bedroom, 2.5-bath home, ideally located on a quiet county road just minutes from Twin Lakes. Set on over 3 acres of remarkably private land, this property offers the perfect blend of seclusion and accessibility. Enjoy seamless indoor-outdoor living with a spacious two-level deck that connects the home

    Thomas Callahan Elyse Harney Real Estate

    19 Hemlock Ln, Salisbury, CT 06068
  • /2

    $1,495,000

    • 5 Beds
    • 4.5 Baths
    • 4,884 Sq Ft

    30 Hollow Rd, Woodbury, CT 06798

    Step through the doors of history and into one of Connecticut's most treasured colonial residences. Built in 1760 and proudly listed on the National Register of Historic Places, the Jabez Bacon House is a rare masterpiece of 18th-century American architecture that has endured with remarkable grace for over 260 years. This distinguished home has also been recognized for its exceptional

    Lisa Titcomb William Pitt Sotheby's Int'l

    30 Hollow Rd, Woodbury, CT 06798
  • /25

    $350,000

    $45K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,184 Sq Ft

    305 Cliffside Dr, Torrington, CT 06790

    Lookout model with finished walk-out basement. 4 Bedrooms, 3.5 baths. Remodelled kitchen & bathrooms. Living Room & family room on main level. Chimney has been recently repaired and can now be used as a wood burning fireplace. There are two decks, one off the main level and one from the lower level entertaining space. Primary bedroom has a vaulted ceiling and full bath. Two bedrooms and another

    MARY CLANCEY William Pitt Sotheby's Int'l

    305 Cliffside Dr, Torrington, CT 06790
  • /6

    $1,175,000

    • Land
    • 15.49 Acres
    • $75,855 per Acre

    101 Lower Church Hill Rd, Washington Depot, CT 06794

    Magnificent 15+ Acre Parcel in Top Washington Location. Directly Abuts Protected Land & Surrounded by Large Estates, this Represents an Extraordinary Opportunity. House Site Set Well Back off a Coveted, Low-Traveled Town Road. Very Private & Quiet. Special.

    Graham Klemm Klemm Real Estate Inc

    101 Lower Church Hill Rd, Washington Depot, CT 06794
  • /6

    $299,000

    $11K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    12 Saville Dam Rd, Barkhamsted, CT 06063

    To Settle Estate. Dream location! Optimum Potential in this 1960's 3 Bedroom 1.5 Bath Ranch set on a Gorgeous .93 Acre Level Park-Like Lot exudes serenity.Cute Galley Kitchen opens to the Dining Area. 14' x 15' Living Room with Wood Burning Fireplace. Oil Hot Water Baseboard Heat. 100 Amp Electrical Service which is already set up for an Emergency Generator. 10' x 18' Deck. Asphalt Driveway with

    Holly Blinkoff Cohen Agency

    12 Saville Dam Rd, Barkhamsted, CT 06063
  • /29

    $799,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,043 Sq Ft

    255 Dibble Hill Rd, West Cornwall, CT 06796

    Set on 18 picturesque acres in a tranquil country setting, this spacious ranch offers privacy, charm, and convenience-just moments from the covered bridge and village center. A long, welcoming driveway leads to the home. Inside, the sprawling floor plan features generously sized bedrooms and multiple rooms enhanced by large picture windows that fill the home with natural light. The living area is

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    255 Dibble Hill Rd, West Cornwall, CT 06796
  • /19

    $549,000

    $30K PRICE DROP
    • 11 Beds
    • 5.5 Baths
    • 5,233 Sq Ft

    150 Oak St, Winsted, CT 06098

    *PRICE REDUCTION* 150 Oak St. is a fully rented, rare, charming 1920's 5-family apartment home located in a beautiful residential neighborhood in Winsted/Winchester, CT. Old World charm with original woodwork, high ceilings, mostly hardwood floors, and hallways connecting the spacious rooms in 4 of the units -which feature 2 bedrooms and a dining room. The 5th floor is a 3-4 bedroom, 1 1/2 bath

    Pamela Silvestri Turning Point Realty, LLC

    150 Oak St, Winsted, CT 06098
  • /29

    $299,999

    • 3 Beds
    • 1 Bath
    • 1,624 Sq Ft

    82 Porter St, Watertown, CT 06795

    Back on Market & Mostly Cleared Out! For the first time since hitting the market, this property is almost empty, making it clean, safe, and incredibly easy to show. Now, buyers can truly see and appreciate every inch of this home's solid bones and massive potential. Step into timeless character with this classic 1919 Colonial nestled on a generous, level 0.52-acre lot. Offering 1,624 square feet

    Steve Schappert Connecticut Real Estate

    82 Porter St, Watertown, CT 06795

Showing Results 441 - 480, Page 12 of 18

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