5,000

Homes in ZIP Code 21629

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  • 8605 Hickory Place, Denton, MD 21629
    8605 Hickory Place, Denton, MD 21629
    8605 Hickory Place, Denton, MD 21629
    /38

    $479,000

    • 4 Beds
    • 2.5 Baths
    • 2,747 Sq Ft

    8605 Hickory Place, Denton, MD 21629

    Beautiful Colonial Farmhouse nestled on a wooded lot at the end of a cul-de-sac private lane. This 4 bedroom, 2.5 bath home has been meticulously maintained and features a traditional floor plan with a large kitchen/breakfast area, large family room with vaulted ceilings and a gas fireplace, separate dining room, living room/office. Second floor includes a primary suite with large bathroom with a

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    8605 Hickory Place, Denton, MD 21629
  • 500 High St, Denton, MD 21629
    500 High St, Denton, MD 21629
    /2

    Starting at $670 Per Month

    • 1 - 4 Beds

    500 High St, Denton, MD 21629

    Riverview Gardens

    500 High St, Denton, MD 21629
  • 1303 Blue Heron Dr, Denton, MD 21629
    1303 Blue Heron Dr, Denton, MD 21629
    1303 Blue Heron Dr, Denton, MD 21629
    /32

    $227,500

    Sold Aug 20, 2025

    1303 Blue Heron Dr, Denton, MD 21629

    • 3 Beds
    • 2.5 Baths
    • 1,816 Sq Ft
    • Built 2004

    Last Sold Summary

    • $125/SF
    • 27 Days On Market

    Current Estimated Value $251,090

    Last Listing Agent Justin Pokrywka Taylor Properties

    1303 Blue Heron Dr, Denton, MD 21629
    • 25612 Auction Rd, Federalsburg, MD 21632
      25612 Auction Rd, Federalsburg, MD 21632
      25612 Auction Rd, Federalsburg, MD 21632
      /71

      Est $470,182

      Not Listed For Sale

      25612 Auction Rd, Federalsburg, MD 21632

      • 3 Beds
      • 1 Bath
      • 1,648 Sq Ft
      • Built 1984
      25612 Auction Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 29 Days On Market

  • 322 S 2nd St, Denton, MD 21629
    322 S 2nd St, Denton, MD 21629
    322 S 2nd St, Denton, MD 21629
    /87

    $1,550,000

    • 5 Beds
    • 4.5 Baths
    • 4,853 Sq Ft

    322 S 2nd St, Denton, MD 21629

    Wake up to sunrise on the Choptank River and wind down with some of the most stunning sunsets on the Eastern Shore — with Ospreys, Eagles, Herons, and an abundance of wildlife as your daily backdrop. This stunning 4,853 sq ft waterfront estate sits on 2.44 acres with 268 feet of private river frontage, putting you right on the water and just steps from the best of historic downtown Denton. Built

    Agent Photo

    Elizabeth Osborn

    Coldwell Banker Realty

    322 S 2nd St, Denton, MD 21629
  • 203 S 2nd St, Denton, MD 21629
    203 S 2nd St, Denton, MD 21629
    203 S 2nd St, Denton, MD 21629
    /13

    $1,800 Per Month

    • 3 Beds
    • 1.5 Baths
    • House for Rent

    203 S 2nd St, Denton, MD 21629

    Charming 3 bedroom, 1 1/2 bath Victorian house in the town of Denton. Foyer, living room, 1/2 bath, kitchen, laundry and dining room downstairs. All bedrooms and full bath upstairs. Wood floors throughout with slate floor in kitchen and carpet in 2 of the bedrooms. Screened porch, nice size yard with off-street parking and shed. Propane heat, central air. Appliances included. Tenant takes care of

    203 S 2nd St, Denton, MD 21629
  • 8664 Mitchell Rd, Denton, MD 21629
    8664 Mitchell Rd, Denton, MD 21629
    8664 Mitchell Rd, Denton, MD 21629
    /22

    $500,000

    Sold May 28, 2026

    8664 Mitchell Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • Built 2003

    Last Sold Summary

    • 5% Below List Price
    • $238/SF
    • 43 Days On Market

    Current Estimated Value $524,434

    Last Listing Agent Cheryl Knotts Chesapeake Real Estate Associates, LLC

    8664 Mitchell Rd, Denton, MD 21629
    • 24771 Woods Dr, Denton, MD 21629
      24771 Woods Dr, Denton, MD 21629
      24771 Woods Dr, Denton, MD 21629
      /22

      Est $449,984

      Not Listed For Sale

      24771 Woods Dr, Denton, MD 21629

      • 3 Beds
      • 3 Baths
      • 1,816 Sq Ft
      • Built 1991
      24771 Woods Dr, Denton, MD 21629

      Last Sold Summary

      • 2 Days On Market

  • 509 S 2nd St, Denton, MD 21629
    509 S 2nd St, Denton, MD 21629
    509 S 2nd St, Denton, MD 21629
    /43

    $424,900

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft

    509 S 2nd St, Denton, MD 21629

    Welcome to one of Denton’s most enchanting hidden retreats — a beautifully restored and thoughtfully updated 1941 Cape Cod tucked among towering trees, lush gardens, and comfortable living spaces in the heart of town.Lovingly renovated while preserving its original charm and architectural character, the main residence offers timeless warmth and understated elegance throughout. Rich hardwood

    Judith Germain Benson & Mangold, LLC

    509 S 2nd St, Denton, MD 21629
  • 1901 Blue Heron Dr, Denton, MD 21629
    1901 Blue Heron Dr, Denton, MD 21629
    1901 Blue Heron Dr, Denton, MD 21629
    /10

    $2,300 Per Month

    • 4 Beds
    • 3.5 Baths
    • Townhouse for Rent

    1901 Blue Heron Dr, Denton, MD 21629

    Spacious 4-bedroom, 3.5-bath home located in a desirable Denton community. This well-maintained property offers plenty of room for comfortable living in a quiet neighborhood while remaining close to schools, shopping, and major routes. Monthly Rent: $2,300, Security Deposit: $2,300, No pets, Minimum credit score: 650, Non-smoking property. Tenant responsible for all utilities. This is a great

    1901 Blue Heron Dr, Denton, MD 21629
  • 28241 Hickman Cannery Rd, Denton, MD 21629
    28241 Hickman Cannery Rd, Denton, MD 21629
    28241 Hickman Cannery Rd, Denton, MD 21629
    /25

    $230,000

    Sold Jul 10, 2026

    28241 Hickman Cannery Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft
    • Built 1885

    Last Sold Summary

    • 18% Below List Price
    • $160/SF
    • 128 Days On Market

    Current Estimated Value $246,011

    Last Listing Agent Billy Mister Keller Williams Realty

    28241 Hickman Cannery Rd, Denton, MD 21629
    • 24706 Pealiquor Rd, Denton, MD 21629
      24706 Pealiquor Rd, Denton, MD 21629
      24706 Pealiquor Rd, Denton, MD 21629
      /41

      Est $446,500

      Not Listed For Sale

      24706 Pealiquor Rd, Denton, MD 21629

      • 4 Beds
      • 2 Baths
      • 1,976 Sq Ft
      • Built 1978
      24706 Pealiquor Rd, Denton, MD 21629

      Last Sold Summary

      • 25 Days On Market

  • 803 Market St, Denton, MD 21629
    803 Market St, Denton, MD 21629
    803 Market St, Denton, MD 21629
    /27

    $369,900

    $5K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,268 Sq Ft

    803 Market St, Denton, MD 21629

    This inviting Victorian offers 4 bedrooms and 1.5 baths, that’s perfect for unwinding at the end of the day. Inside, natural light fills the main level, highlighting warm hardwood floors and comfortable living spaces. The living and dining areas connect seamlessly, creating an easy flow for everyday living. The kitchen features ample cabinet and counter space, stainless steel appliances, and a

    Steven Parsons Coldwell Banker Realty

    803 Market St, Denton, MD 21629
  • 25790 Herring Ln, Denton, MD 21629
    25790 Herring Ln, Denton, MD 21629
    25790 Herring Ln, Denton, MD 21629
    /34

    $469,000

    Sold Oct 10, 2025

    25790 Herring Ln, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 2,132 Sq Ft
    • Built 1989

    Last Sold Summary

    • $220/SF
    • 18 Days On Market

    Current Estimated Value $508,076

    Last Listing Agent Elizabeth Tryon Coldwell Banker Realty

    25790 Herring Ln, Denton, MD 21629
    • 1202 Trice Meadows Cir, Denton, MD 21629
      1202 Trice Meadows Cir, Denton, MD 21629
      1202 Trice Meadows Cir, Denton, MD 21629
      /27

      Est $346,113

      Not Listed For Sale

      1202 Trice Meadows Cir, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,540 Sq Ft
      • Built 2010
      1202 Trice Meadows Cir, Denton, MD 21629

      Last Sold Summary

      • 25 Days On Market

  • 8409 Harmony Rd, Denton, MD 21629
    8409 Harmony Rd, Denton, MD 21629
    8409 Harmony Rd, Denton, MD 21629
    /34

    $315,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    8409 Harmony Rd, Denton, MD 21629

    Tucked away in a peaceful rural setting, this beautifully updated home offers space, privacy, and modern convenience on 1.14 acres. Welcome to 8409 Harmony Road—a truly special property with access from both Harmony Road and the rear of the property via Towers Road, providing added flexibility and convenience. This move-in-ready 3-bedroom, 2-bath home blends thoughtful updates with a functional

    Barbara McCaffrey Redfin Corp

    8409 Harmony Rd, Denton, MD 21629
  • 1111 Daylily Ln, Denton, MD 21629
    1111 Daylily Ln, Denton, MD 21629
    1111 Daylily Ln, Denton, MD 21629
    /26

    $402,000

    Sold Dec 09, 2025

    1111 Daylily Ln, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 3,838 Sq Ft
    • Built 2007

    Last Sold Summary

    • $105/SF
    • 7 Days On Market

    Current Estimated Value $449,018

    Last Listing Agent Terri Murray RE/MAX Executive

    1111 Daylily Ln, Denton, MD 21629
    • 1101 Trice Meadows Cir, Denton, MD 21629
      1101 Trice Meadows Cir, Denton, MD 21629
      1101 Trice Meadows Cir, Denton, MD 21629
      /10

      Est $407,023

      Not Listed For Sale

      1101 Trice Meadows Cir, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 2,300 Sq Ft
      • Built 2023
      1101 Trice Meadows Cir, Denton, MD 21629

      Last Sold Summary

      • 95 Days On Market

  • 25699 Auction Rd, Federalsburg, MD 21632
    25699 Auction Rd, Federalsburg, MD 21632
    25699 Auction Rd, Federalsburg, MD 21632
    /46

    $445,000

    • 4 Beds
    • 2 Baths
    • 1,986 Sq Ft

    25699 Auction Rd, Federalsburg, MD 21632

    Opportunity to purchase this remodeled residence situated on over 18 acres. Improements include new luxury vinyl plank flooring and Advantech subfloors to a fully replaced middle beam for lasting structural integrity. Nearly all windows and doors are brand new, the heating system has been upgraded to an efficient heat pump, and the electrical system now features a 200-amp panel, a dedicated

    Barbara McCaffrey Redfin Corp

    25699 Auction Rd, Federalsburg, MD 21632
  • 7922 Detour Rd, Denton, MD 21629
    7922 Detour Rd, Denton, MD 21629
    7922 Detour Rd, Denton, MD 21629
    /10

    $215,000

    Sold May 28, 2026

    7922 Detour Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,286 Sq Ft
    • Built 1990

    Last Sold Summary

    • 16% Below List Price
    • $167/SF
    • 24 Days On Market

    Current Estimated Value $259,287

    Last Listing Agent Barbara Blosser Long & Foster Real Estate, Inc.

    7922 Detour Rd, Denton, MD 21629
    • 21994 Main St, Hillsboro, MD 21641
      21994 Main St, Hillsboro, MD 21641
      21994 Main St, Hillsboro, MD 21641
      /29

      Est $376,193

      Not Listed For Sale

      21994 Main St, Hillsboro, MD 21641

      • 3 Beds
      • 3 Baths
      • 4,000 Sq Ft
      • Built 1800
      21994 Main St, Hillsboro, MD 21641

      Last Sold Summary

      • 139 Days On Market

  • 225 S 2nd St, Denton, MD 21629
    225 S 2nd St, Denton, MD 21629
    225 S 2nd St, Denton, MD 21629
    /50

    $419,000

    • 5 Beds
    • 2.5 Baths
    • 2,382 Sq Ft

    225 S 2nd St, Denton, MD 21629

    Welcome to one of Denton's most charming historic homes, where timeless Victorian architecture, thoughtful updates, and small-town living come together beautifully. Situated on a picturesque corner lot in Denton's historic district, this lovingly maintained five-bedroom home offers more than 2,300 square feet of character-filled living space, abundant natural light, original architectural

    Barbara McCaffrey Redfin Corp

    225 S 2nd St, Denton, MD 21629
  • 123 Briarwood Cir, Denton, MD 21629
    123 Briarwood Cir, Denton, MD 21629
    123 Briarwood Cir, Denton, MD 21629
    /30

    $340,000

    Sold Aug 20, 2025

    123 Briarwood Cir, Denton, MD 21629

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Built 2015

    Last Sold Summary

    • $170/SF
    • 64 Days On Market

    Current Estimated Value $376,023

    Last Listing Agent Lou Chirgott Core Maryland Real Estate LLC

    123 Briarwood Cir, Denton, MD 21629
    • 26302 Sennett Rd, Denton, MD 21629
      26302 Sennett Rd, Denton, MD 21629
      26302 Sennett Rd, Denton, MD 21629
      /5

      Est $54,713

      Not Listed For Sale

      26302 Sennett Rd, Denton, MD 21629

      26302 Sennett Rd, Denton, MD 21629

      Last Sold Summary

      • 233 Days On Market

  • 7805 Dyer Rd, Denton, MD 21629
    7805 Dyer Rd, Denton, MD 21629
    7805 Dyer Rd, Denton, MD 21629
    /57

    $950,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    7805 Dyer Rd, Denton, MD 21629

    Experience the perfect harmony of modern luxury and timeless countryside living with this exceptional 3 bedroom 2.5 bath farmhouse, built in 2022, gracefully set on approximately 62 acres in the heart of Denton, Maryland. Surrounded by a serene, bucolic landscape, this remarkable property offers a rare opportunity to embrace refined rural living without sacrificing contemporary comfort. From the

    Brody Sergent Northrop Realty

    7805 Dyer Rd, Denton, MD 21629
  • 614 Market St, Denton, MD 21629
    614 Market St, Denton, MD 21629
    614 Market St, Denton, MD 21629
    /29

    $325,000

    Sold Oct 06, 2025

    614 Market St, Denton, MD 21629

    • 3 Beds
    • 2.5 Baths
    • 2,508 Sq Ft
    • Built 1890

    Last Sold Summary

    • $130/SF
    • 53 Days On Market

    Current Estimated Value $355,959

    Last Listing Agent Michael Bozek Michael J. Bozek

    614 Market St, Denton, MD 21629
    • 21968 Main St, Hillsboro, MD 21641
      21968 Main St, Hillsboro, MD 21641
      21968 Main St, Hillsboro, MD 21641
      /40

      Est $370,656

      Not Listed For Sale

      21968 Main St, Hillsboro, MD 21641

      • 4 Beds
      • 2 Baths
      • 2,704 Sq Ft
      • Built 1900
      21968 Main St, Hillsboro, MD 21641

      Last Sold Summary

      • 6 Days On Market

  • American Corner Rd, Denton, MD 21629
    American Corner Rd, Denton, MD 21629
    American Corner Rd, Denton, MD 21629
    /30

    $52,000

    • Land
    • 5.2 Acres
    • $10,000 per Acre

    American Corner Rd, Denton, MD 21629

    5.20 Acres Wooded Land on Paved American Corner Road in Caroline County, MarylandCash Price: $52,000Reservation Fee: $900 non-refundable reservation fee secures this property. Reservation fee will be counted toward purchase price or down payment.With your Purchase You Get:1. A Deed in Your Own Name2. 4. NO Closing Fees if you Close Directly In-House with our BBB A+

    Elegment Land Elegment.com

    American Corner Rd, Denton, MD 21629
  • 1105 Market St, Denton, MD 21629
    1105 Market St, Denton, MD 21629
    1105 Market St, Denton, MD 21629
    /29

    $261,000

    Sold Jan 13, 2026

    1105 Market St, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 2021

    Last Sold Summary

    • $201/SF
    • 85 Days On Market

    Current Estimated Value $302,710

    Last Listing Agent Kathleen Brenton Brenton Realty Group

    1105 Market St, Denton, MD 21629
    • 1103 Trice Meadows Cir, Denton, MD 21629
      1103 Trice Meadows Cir, Denton, MD 21629
      1103 Trice Meadows Cir, Denton, MD 21629
      /37

      Est $394,549

      Not Listed For Sale

      1103 Trice Meadows Cir, Denton, MD 21629

      • 3 Beds
      • 2.5 Baths
      • 2,816 Sq Ft
      • Built 2010
      1103 Trice Meadows Cir, Denton, MD 21629

      Last Sold Summary

      • 3 Days On Market

  • 501 Lincoln St, Denton, MD 21629
    501 Lincoln St, Denton, MD 21629
    501 Lincoln St, Denton, MD 21629
    /15

    $118,000

    • 3 Beds
    • 1.5 Baths
    • 1,664 Sq Ft

    501 Lincoln St, Denton, MD 21629

    Property is being sold As/ Is. Located on a corner lot. Owner has completed some work to the property, but additional work will be required. Please contact Denton Planning and Codes to verify remaining requirements to obtain an occupancy permit.

    Diane Wenk Wright Real Estate

    501 Lincoln St, Denton, MD 21629
  • 334 Deep Shore Rd, Denton, MD 21629
    334 Deep Shore Rd, Denton, MD 21629
    334 Deep Shore Rd, Denton, MD 21629
    /48

    $350,000

    Sold Jan 14, 2026

    334 Deep Shore Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft
    • Built 1957

    Last Sold Summary

    • $213/SF
    • 15 Days On Market

    Current Estimated Value $379,562

    Last Listing Agent Laura Anthony Benson & Mangold, LLC

    334 Deep Shore Rd, Denton, MD 21629
    • 344 Meadow Vale Ln, Denton, MD 21629
      344 Meadow Vale Ln, Denton, MD 21629
      344 Meadow Vale Ln, Denton, MD 21629
      /19

      Est $361,987

      Not Listed For Sale

      344 Meadow Vale Ln, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,580 Sq Ft
      • Built 2010
      344 Meadow Vale Ln, Denton, MD 21629

      Last Sold Summary

      • 52 Days On Market

  • 28402 Liden School Rd, Denton, MD 21629
    28402 Liden School Rd, Denton, MD 21629
    28402 Liden School Rd, Denton, MD 21629
    /32

    $625,000

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    28402 Liden School Rd, Denton, MD 21629

    This is the one! Approx. 16.77 acres with an owner built 3 bedroom home. One acre with home plus additional acreage. Some acreage is wooded with wild life including, but not limited to, rabbit, deer, and turkey. This home has magnificent kitchen with custom cabinetry and SS appliances, including a 5 burner stove and double wall oven. Pellet stove is included for those cool evenings and damp days.

    Michael Shipley Benson & Mangold, LLC.

    28402 Liden School Rd, Denton, MD 21629
  • 9709 Foy Rd, Denton, MD 21629
    9709 Foy Rd, Denton, MD 21629
    9709 Foy Rd, Denton, MD 21629
    /3

    $94,900

    Sold Oct 03, 2025

    9709 Foy Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 2,312 Sq Ft
    • Built 1900

    Last Sold Summary

    • $41/SF
    • 13 Days On Market

    Current Estimated Value $173,741

    Last Listing Agent Matthew Altizer ANR Realty, LLC

    9709 Foy Rd, Denton, MD 21629
    • 1108 Trice Meadows Cir, Denton, MD 21629
      1108 Trice Meadows Cir, Denton, MD 21629
      1108 Trice Meadows Cir, Denton, MD 21629
      /12

      Est $382,040

      Not Listed For Sale

      1108 Trice Meadows Cir, Denton, MD 21629

      • 4 Beds
      • 2 Baths
      • 1,500 Sq Ft
      • Built 2023
      1108 Trice Meadows Cir, Denton, MD 21629

      Last Sold Summary

      • 147 Days On Market

  • 1308 Chesapeake Dr, Denton, MD 21629
    1308 Chesapeake Dr, Denton, MD 21629
    1308 Chesapeake Dr, Denton, MD 21629
    /21

    $319,000

    $31K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft

    1308 Chesapeake Dr, Denton, MD 21629

    Well maintained ranch style home located in Cul -de -sac backing to trees. Three bedrooms ,two full baths , Eat in Kitchen, bright Living room plus den overlooking wooded back yard. Deck is ideal for that outdoor space to entertain. Two car garage offers space for storage in addition to parking. Sellers are offering allowance for new flooring. Make this your new home!

    Bonnie Johnson Keller Williams Realty

    1308 Chesapeake Dr, Denton, MD 21629
  • 213 S 6th St, Denton, MD 21629
    213 S 6th St, Denton, MD 21629
    213 S 6th St, Denton, MD 21629
    /31

    $260,000

    Sold Aug 01, 2025

    213 S 6th St, Denton, MD 21629

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Built 1983

    Last Sold Summary

    • $232/SF
    • 5 Days On Market

    Current Estimated Value $279,283

    Last Listing Agent Christian Schou TTR Sotheby's International Realty

    213 S 6th St, Denton, MD 21629
    • 1211 Painted Fern Rd, Denton, MD 21629
      1211 Painted Fern Rd, Denton, MD 21629
      1211 Painted Fern Rd, Denton, MD 21629
      /14

      Est $394,376

      Not Listed For Sale

      1211 Painted Fern Rd, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 3,238 Sq Ft
      • Built 2006
      1211 Painted Fern Rd, Denton, MD 21629

      Last Sold Summary

      • 19 Days On Market

  • 8590 Briar Patch Dr, Denton, MD 21629
    8590 Briar Patch Dr, Denton, MD 21629
    8590 Briar Patch Dr, Denton, MD 21629
    /64

    $527,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,942 Sq Ft

    8590 Briar Patch Dr, Denton, MD 21629

    Enjoy the space and privacy of this beautiful home situated on over 2 acres just outside of Denton. The main level features a formal dining room, a spacious primary suite with separate his-and-her closets, and a private bath with a walk-in shower. The kitchen opens to the family room, creating an inviting space for everyday living and entertaining.Custom window treatments enhance both the

    Barbara Blosser Long & Foster Real Estate, Inc.

    8590 Briar Patch Dr, Denton, MD 21629

Showing Results 1 - 40, Page 1 of 18

Maryland Caroline County Denton 21629

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