12,226

Homes in ZIP Code 21550

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    • 39 Laurel Brook Dr, Oakland, MD 21550
      39 Laurel Brook Dr, Oakland, MD 21550
      39 Laurel Brook Dr, Oakland, MD 21550
      /32

      Est $354,692 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths

      39 Laurel Brook Dr, Oakland, MD 21550

      39 Laurel Brook Dr, Oakland, MD 21550
  • 1260 Gnegy Church Rd, Oakland, MD 21550
    1260 Gnegy Church Rd, Oakland, MD 21550
    1260 Gnegy Church Rd, Oakland, MD 21550
    /58

    $449,000

    • 3 Beds
    • 3 Baths
    • 4,420 Sq Ft

    1260 Gnegy Church Rd, Oakland, MD 21550

    Discover space, privacy, and mountain charm on this stunning property nestled on over 76.03 +/- wooded acres. The home offers 3 bedrooms, 3 bathrooms, a spacious main level with open-concept living, and a partially finished upstairs ready for your personal touch. An attached garage, oversized detached garage, and expansive outdoor space provide endless possibilities—whether you’re seeking a

    Nina Beitzel Railey Realty, Inc.

    1260 Gnegy Church Rd, Oakland, MD 21550
  • 929 Dogwood Dr, Oakland, MD 21550
    929 Dogwood Dr, Oakland, MD 21550
    929 Dogwood Dr, Oakland, MD 21550
    /30

    $200,000 Sold Oct 09, 2025

    929 Dogwood Dr, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • Built 1973

    Last Sold Summary

    • $174/SF
    • 15 Days On Market

    Last Listing Agent Laura Newhall Taylor Made Deep Creek Vacations & Sales

    929 Dogwood Dr, Oakland, MD 21550
    • 608 I St, Oakland, MD 21550
      608 I St, Oakland, MD 21550
      608 I St, Oakland, MD 21550
      /64

      Est $179,503 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,674 Sq Ft

      608 I St, Oakland, MD 21550

      608 I St, Oakland, MD 21550
  • ±18 Acres Cranesville Rd, Mount Lake Park, MD 21550
    ±18 Acres Cranesville Rd, Mount Lake Park, MD 21550
    ±18 Acres Cranesville Rd, Mount Lake Park, MD 21550
    /13

    $249,000

    • Land
    • 18 Acres
    • $13,833 per Acre

    ±18 Acres Cranesville Rd, Mount Lake Park, MD 21550

    ±18 Acres of Peace, Privacy & Possibility. Tucked into the scenic hills of the Cranesville countryside, this ±18-acre parcel offers the kind of privacy that’s hard to find — and impossible to forget. With wide-open pastures, stunning mountain views, and gently rolling terrain, it’s a blank canvas for your vision. Build your dream home, create a working farm, or craft a quiet homestead surrounded

    Brent Housley Railey Realty, Inc.

    ±18 Acres Cranesville Rd, Mount Lake Park, MD 21550
  • Lot 112 Biltmore View, Mc Henry, MD 21541
    Lot 112 Biltmore View, Mc Henry, MD 21541
    Lot 112 Biltmore View, Mc Henry, MD 21541
    /15

    $82,500 Sold Jun 20, 2025

    Lot 112 Biltmore View, Mc Henry, MD 21541

    • Land
    • 0.64 Acre
    • $128,906 per Acre

    Last Sold Summary

    • 33% Below List Price
    • 751 Days On Market

    Last Listing Agent Nick Fratz-Orr Railey Realty, Inc.

    Lot 112 Biltmore View, Mc Henry, MD 21541
    • 19 A St, Oakland, MD 21550
      19 A St, Oakland, MD 21550
      19 A St, Oakland, MD 21550
      /42

      Est $248,597 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,920 Sq Ft

      19 A St, Oakland, MD 21550

      19 A St, Oakland, MD 21550
  • 141 Truesdale Rd, Oakland, MD 21550
    141 Truesdale Rd, Oakland, MD 21550
    141 Truesdale Rd, Oakland, MD 21550
    /29

    $185,000 Under Contract

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

    141 Truesdale Rd, Oakland, MD 21550

    Bring your vision and put your own personal touch on this great starter home! This property has great bones and endless potential. Featuring three bedrooms, two and a half bathrooms, and a large/open family room; it’s ready for your creative touch. Offering a nice level yard on a dead-end lane, which feels very private. The attached 1-car garage and rear shed provide the perfect extra storage

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    141 Truesdale Rd, Oakland, MD 21550
  • 612 Harvey Winters Dr, Oakland, MD 21550
    612 Harvey Winters Dr, Oakland, MD 21550
    612 Harvey Winters Dr, Oakland, MD 21550
    /70

    $465,000 Sold Aug 12, 2025

    612 Harvey Winters Dr, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 2,473 Sq Ft
    • Built 2010

    Last Sold Summary

    • $188/SF
    • 6 Days On Market

    Current Estimated Value $467,725

    Last Listing Agent Zach Wesolowski Railey Realty, Inc.

    612 Harvey Winters Dr, Oakland, MD 21550
    • 14 Wanderer Ln, Oakland, MD 21550
      14 Wanderer Ln, Oakland, MD 21550
      14 Wanderer Ln, Oakland, MD 21550
      /74

      Est $755,355 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,355 Sq Ft

      14 Wanderer Ln, Oakland, MD 21550

      14 Wanderer Ln, Oakland, MD 21550
  • 0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    /5

    $79,000

    • Land
    • 8.73 Acres
    • $9,049 per Acre

    0 Bethlehem Rd, Oakland, MD 21550

    LOT A= 8.73 acre parcel, located off Bethlehem Rd, in Western Maryland! Separate lot B (7.02 acres) behind this lot, also for sale. Near Potomac State Forest, this country setting, offers level land, perfect for building a home or if you are looking for a recreational outdoor property, this is a perfect spot for your adventures. Located outside the town of Oakland, just 8 mins away from schools,

    Thomas Long Railey Realty, Inc.

    0 Bethlehem Rd, Oakland, MD 21550
  • 200 Lake Shore Dr, Oakland, MD 21550
    200 Lake Shore Dr, Oakland, MD 21550
    200 Lake Shore Dr, Oakland, MD 21550
    /31

    $745,000 Sold Sep 02, 2025

    200 Lake Shore Dr, Oakland, MD 21550

    • 4 Beds
    • 3.5 Baths
    • 2,559 Sq Ft
    • Built 2025

    Last Sold Summary

    • $291/SF
    • 16 Days On Market

    Current Estimated Value $744,623

    Last Listing Agent Jonathan Minerick Homecoin.com

    200 Lake Shore Dr, Oakland, MD 21550
    • 103 Overlook Dr, Oakland, MD 21550
      103 Overlook Dr, Oakland, MD 21550
      103 Overlook Dr, Oakland, MD 21550
      /62

      Est $347,020 Not Listed For Sale

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

      103 Overlook Dr, Oakland, MD 21550

      103 Overlook Dr, Oakland, MD 21550
  • 5202 Hutton Rd, Oakland, MD 21550
    5202 Hutton Rd, Oakland, MD 21550
    5202 Hutton Rd, Oakland, MD 21550
    /50

    $239,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,199 Sq Ft

    5202 Hutton Rd, Oakland, MD 21550

    First time homebuyer alert!! Charming ranch-style home offering 3 bedrooms, 1 full bath (jetted tub!), and loads of potential! This one-level home sits on over 12 beautiful acres with mature fruit trees, providing plenty of space for outdoor activities, gardening, or even future expansion. The attached garage adds convenience, and the layout makes for easy, comfortable living. Located just

    Nina Beitzel Railey Realty, Inc.

    5202 Hutton Rd, Oakland, MD 21550
  • 23 Limestone Cir, Mc Henry, MD 21541
    23 Limestone Cir, Mc Henry, MD 21541
    23 Limestone Cir, Mc Henry, MD 21541
    /6

    $42,500 Sold Feb 27, 2025

    23 Limestone Cir, Mc Henry, MD 21541

    • Land
    • 0.52 Acre
    • $81,731 per Acre

    Last Sold Summary

    • 57% Below List Price
    • 909 Days On Market

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    23 Limestone Cir, Mc Henry, MD 21541
    • 375 Ridge View Ct, Oakland, MD 21550
      375 Ridge View Ct, Oakland, MD 21550
      375 Ridge View Ct, Oakland, MD 21550
      /73

      Est $946,443 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 4,160 Sq Ft

      375 Ridge View Ct, Oakland, MD 21550

      375 Ridge View Ct, Oakland, MD 21550
  • 355 Lonesome Pine Rd, Oakland, MD 21550
    355 Lonesome Pine Rd, Oakland, MD 21550
    355 Lonesome Pine Rd, Oakland, MD 21550
    /22

    $585,000

    • 2 Beds
    • 2 Baths
    • 1,584 Sq Ft

    355 Lonesome Pine Rd, Oakland, MD 21550

    Escape to your own private mountain retreat! This contemporary 2-bed, 2-bath home is perfectly situated on approximately 84 acres of pristine land, offering breathtaking views overlooking a picturesque 7-acre field. Expansive windows, high vaulted ceilings and an open layout maximize the stunning scenery, allowing natural light to flood the space. Whether you're seeking a peaceful getaway, an

    Brody Monahan Lake Homes Realty, LLC

    355 Lonesome Pine Rd, Oakland, MD 21550
  • 3 Edens Ridge Rd, Oakland, MD 21550
    3 Edens Ridge Rd, Oakland, MD 21550
    3 Edens Ridge Rd, Oakland, MD 21550
    /6

    $57,500 Sold Aug 27, 2025

    3 Edens Ridge Rd, Oakland, MD 21550

    • Land
    • 5 Acres
    • $11,500 per Acre

    Last Sold Summary

    • 12 Days On Market

    Last Listing Agent Brent Housley Railey Realty, Inc.

    3 Edens Ridge Rd, Oakland, MD 21550
    • 644 Silver Knob Rd, Oakland, MD 21550
      644 Silver Knob Rd, Oakland, MD 21550
      644 Silver Knob Rd, Oakland, MD 21550
      /38

      Est $321,009 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,728 Sq Ft

      644 Silver Knob Rd, Oakland, MD 21550

      644 Silver Knob Rd, Oakland, MD 21550
  • 723 Kings Ct, Oakland, MD 21550
    723 Kings Ct, Oakland, MD 21550
    723 Kings Ct, Oakland, MD 21550
    /67

    $380,000

    • 4 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    723 Kings Ct, Oakland, MD 21550

    "Charming two-story home situated on a beautiful .292-acre level lot in a prime location (Kings Hills Estates) Enjoy the perfect blend of comfort and convenience with spacious living areas, a serene yard ideal for outdoor entertaining. Ideally located near a top-rate Hospital, popular shopping destinations, and just minutes to Broadford Lake. Whether you're enjoying a day on the water or running

    Debra Beitzel Long & Foster Real Estate, Inc.

    723 Kings Ct, Oakland, MD 21550
  • 215 Lower Penn Point Dr, Oakland, MD 21550
    215 Lower Penn Point Dr, Oakland, MD 21550
    215 Lower Penn Point Dr, Oakland, MD 21550
    /49

    $1,250,000 Sold Apr 11, 2025

    215 Lower Penn Point Dr, Oakland, MD 21550

    • 5 Beds
    • 4.5 Baths
    • 2,580 Sq Ft
    • Built 2001

    Last Sold Summary

    • $484/SF
    • 51 Days On Market

    Current Estimated Value $1,232,265

    Last Listing Agent Lauren McCann Railey Realty, Inc.

    215 Lower Penn Point Dr, Oakland, MD 21550
    • 840 Smouse Rd, Oakland, MD 21550
      840 Smouse Rd, Oakland, MD 21550
      840 Smouse Rd, Oakland, MD 21550
      /57

      Est $345,743 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,863 Sq Ft

      840 Smouse Rd, Oakland, MD 21550

      840 Smouse Rd, Oakland, MD 21550
  • 17 Fern Loop, Sang Run, MD 21541
    17 Fern Loop, Sang Run, MD 21541
    17 Fern Loop, Sang Run, MD 21541
    /18

    $119,900

    • Land
    • 0.63 Acre
    • $190,317 per Acre

    17 Fern Loop, Sang Run, MD 21541

    Golf Front Building Lot at Deep Creek Lake - This beautiful wooded homesite offers .63 acres of level building space and directly adjoins Hole #12 of Lodestone Golf Course. Located in the Sandy Shores Heights community, just minutes from local restaurants, state parks and Wisp Resort. All public utilities to site and ready to build. Call today for details!

    Michael Fenton Railey Realty, Inc.

    17 Fern Loop, Sang Run, MD 21541
  • 36 Jeffrey Ln Unit 6B, Oakland, MD 21550
    36 Jeffrey Ln Unit 6B, Oakland, MD 21550
    36 Jeffrey Ln Unit 6B, Oakland, MD 21550
    /35

    $235,000 Sold Oct 08, 2025

    36 Jeffrey Ln Unit 6B, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 660 Sq Ft
    • Built 1990

    Last Sold Summary

    • $356/SF
    • 11 Days On Market

    Last Listing Agent Nick Fratz-Orr Railey Realty, Inc.

    36 Jeffrey Ln Unit 6B, Oakland, MD 21550
    • 968 Paradise Heights, Oakland, MD 21550
      968 Paradise Heights, Oakland, MD 21550
      968 Paradise Heights, Oakland, MD 21550
      /30

      Est $383,418 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,080 Sq Ft

      968 Paradise Heights, Oakland, MD 21550

      968 Paradise Heights, Oakland, MD 21550
  • Lot 81 Sundance Way, Mc Henry, MD 21541
    Lot 81 Sundance Way, Mc Henry, MD 21541
    Lot 81 Sundance Way, Mc Henry, MD 21541
    /9

    $90,000

    • Land
    • 0.57 Acre
    • $157,895 per Acre

    Lot 81 Sundance Way, Mc Henry, MD 21541

    This stunning homesite offers a gentle slope—perfect for a walkout basement design—and is ideally situated just half a mile from Wisp Resort ski slopes. Whether you're hitting the greens at Lodestone Golf Course (just 3 minutes away) or enjoying the waters of Deep Creek Lake (a quick 5 minute drive), adventure is always at your doorstep. Convenient access to shopping, dining, healthcare, and

    Kelsey Meyers Railey Realty, Inc.

    Lot 81 Sundance Way, Mc Henry, MD 21541
  • 20160 Garrett Hwy Unit F503, Oakland, MD 21550
    20160 Garrett Hwy Unit F503, Oakland, MD 21550
    20160 Garrett Hwy Unit F503, Oakland, MD 21550
    /68

    $540,000 Sold Mar 31, 2025

    20160 Garrett Hwy Unit F503, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 1972

    Last Sold Summary

    • $318/SF
    • 0 Days On Market

    Current Estimated Value $536,601

    Last Listing Agent Nick Fratz-Orr Railey Realty, Inc.

    20160 Garrett Hwy Unit F503, Oakland, MD 21550
    • 1265 Bray School Rd, Oakland, MD 21550
      1265 Bray School Rd, Oakland, MD 21550
      1265 Bray School Rd, Oakland, MD 21550
      /105

      Est $425,335 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,920 Sq Ft

      1265 Bray School Rd, Oakland, MD 21550

      1265 Bray School Rd, Oakland, MD 21550
  • 3501 George Washington Hwy, Oakland, MD 21550
    3501 George Washington Hwy, Oakland, MD 21550
    3501 George Washington Hwy, Oakland, MD 21550
    /22

    $95,000

    • Land
    • 2.86 Acres
    • $33,217 per Acre

    3501 George Washington Hwy, Oakland, MD 21550

    Welcome to 3501 George Washington Highway, a premier property containing 2.86 acres of prime land perfect for personal, or commercial storage purposes. The property features a recently renovated garage with four spacious bays, providing versatility for automotive, storage, or workshop purposes. The large gravel storage lot and concrete pad are ideal for all outdoor storage needs. Two metal

    Zach Wesolowski Railey Realty, Inc.

    3501 George Washington Hwy, Oakland, MD 21550
  • Lots 59 & 60 Cedar Ln, Oakland, MD 21550
    Lots 59 & 60 Cedar Ln, Oakland, MD 21550
    Lots 59 & 60 Cedar Ln, Oakland, MD 21550
    /17

    $18,000 Sold Nov 14, 2025

    Lots 59 & 60 Cedar Ln, Oakland, MD 21550

    • Land
    • 0.98 Acre
    • $18,367 per Acre

    Last Sold Summary

    • 17 Days On Market

    Last Listing Agent Nick Fratz-Orr Railey Realty, Inc.

    Lots 59 & 60 Cedar Ln, Oakland, MD 21550
    • 325 Coolidge Ave, Oakland, MD 21550
      325 Coolidge Ave, Oakland, MD 21550
      325 Coolidge Ave, Oakland, MD 21550
      /29

      Est $168,367 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 834 Sq Ft

      325 Coolidge Ave, Oakland, MD 21550

      325 Coolidge Ave, Oakland, MD 21550
  • 0 Yough View Dr Unit 12 MDGA2009840, 14, West Oakland, MD 21550
    0 Yough View Dr Unit 12 MDGA2009840, 14, West Oakland, MD 21550
    0 Yough View Dr Unit 12 MDGA2009840, 14, West Oakland, MD 21550
    /5

    $35,000

    • Land
    • 2.92 Acres
    • $11,986 per Acre

    0 Yough View Dr Unit 12 MDGA2009840, 14, West Oakland, MD 21550

    Youghiogheny River access! LOT 12 is a 2.9 acre lot with private STREAM in the gated community of Timbers on the Yough. Mature pines, evergreens, and hardwoods. Riverfront community common area and trails for hiking - feels like a majestic forest and is conveniently located only minutes from downtown Oakland and the Deep Creek Lake area. Perc tested and approved for a 3BR dwelling.

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    0 Yough View Dr Unit 12 MDGA2009840, 14, West Oakland, MD 21550
  • 50 Village Dr Unit 7, Oakland, MD 21550
    50 Village Dr Unit 7, Oakland, MD 21550
    50 Village Dr Unit 7, Oakland, MD 21550
    /34

    $459,000 Sold Nov 25, 2025

    50 Village Dr Unit 7, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 2006

    Last Sold Summary

    • $455/SF
    • 17 Days On Market

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    50 Village Dr Unit 7, Oakland, MD 21550
    • 11 Trailside Ct, Oakland, MD 21550
      11 Trailside Ct, Oakland, MD 21550
      11 Trailside Ct, Oakland, MD 21550
      /56

      Est $570,289 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,442 Sq Ft

      11 Trailside Ct, Oakland, MD 21550

      11 Trailside Ct, Oakland, MD 21550
  • 635 Biltmore Ridge Trail, Mc Henry, MD 21541
    635 Biltmore Ridge Trail, Mc Henry, MD 21541
    635 Biltmore Ridge Trail, Mc Henry, MD 21541
    /64

    $1,049,999 Under Contract

    • 5 Beds
    • 5 Baths
    • 4,437 Sq Ft

    635 Biltmore Ridge Trail, Mc Henry, MD 21541

    GOLF COURSE living!! Don’t miss out on this custom-built, log-cabin. This beauty was built in 2024 and comes FULLY FURNISHED. With its proximity to Wisp Ski resort, hiking trails and lakes, this home can be enjoyed in all four seasons making it perfect for a vacation or primary home. There are 5 bedrooms, 5 baths and plenty of space for entertainment and recreation. Don’t forget the hot tub and

    Edward Bass EXP Realty, LLC

    635 Biltmore Ridge Trail, Mc Henry, MD 21541
  • 285 Winding Trail Ln Unit 10A, Oakland, MD 21550
    285 Winding Trail Ln Unit 10A, Oakland, MD 21550
    285 Winding Trail Ln Unit 10A, Oakland, MD 21550
    /50

    $559,250 Sold Sep 02, 2025

    285 Winding Trail Ln Unit 10A, Oakland, MD 21550

    • 5 Beds
    • 4.5 Baths
    • 3,300 Sq Ft
    • Built 2008

    Last Sold Summary

    • $169/SF
    • 62 Days On Market

    Current Estimated Value $561,751

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    285 Winding Trail Ln Unit 10A, Oakland, MD 21550
    • 478 Lake Forest Dr, Oakland, MD 21550
      478 Lake Forest Dr, Oakland, MD 21550
      478 Lake Forest Dr, Oakland, MD 21550
      /95

      Est $1,591,142 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 2,688 Sq Ft

      478 Lake Forest Dr, Oakland, MD 21550

      478 Lake Forest Dr, Oakland, MD 21550
  • 27 Biltmore Ridge Trail, Mc Henry, MD 21541
    27 Biltmore Ridge Trail, Mc Henry, MD 21541
    27 Biltmore Ridge Trail, Mc Henry, MD 21541
    /6

    $120,000

    • Land
    • 0.57 Acre
    • $210,526 per Acre

    27 Biltmore Ridge Trail, Mc Henry, MD 21541

    Welcome to Lot 27, an exceptional homesite in one of the area's most prestigious mountaintop golf course communities. Here, the golf course is literally in your backyard, offering unbeatable views and direct access to one of Deep Creek’s premier destinations—Lodestone Golf Course.Set against a backdrop of panoramic mountain scenery, this lot is the perfect place to bring your dream home

    Anet Harris Taylor Made Deep Creek Vacations & Sales

    27 Biltmore Ridge Trail, Mc Henry, MD 21541
  • 602 Overlook Pass Unit 2C, Mc Henry, MD 21541
    602 Overlook Pass Unit 2C, Mc Henry, MD 21541
    602 Overlook Pass Unit 2C, Mc Henry, MD 21541
    /78

    $829,900 Sold Apr 22, 2025

    602 Overlook Pass Unit 2C, Mc Henry, MD 21541

    • 4 Beds
    • 4.5 Baths
    • 4,086 Sq Ft
    • Built 2004

    Last Sold Summary

    • $203/SF
    • 3 Days On Market

    Current Estimated Value $853,622

    Last Listing Agent Jon Bell Railey Realty, Inc.

    602 Overlook Pass Unit 2C, Mc Henry, MD 21541
    • 771 Marsh Hill Rd, Mc Henry, MD 21541
      771 Marsh Hill Rd, Mc Henry, MD 21541
      771 Marsh Hill Rd, Mc Henry, MD 21541
      /75

      Est $1,864,458 Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 3,860 Sq Ft

      771 Marsh Hill Rd, Mc Henry, MD 21541

      771 Marsh Hill Rd, Mc Henry, MD 21541

Showing Results 321 - 360, Page 9 of 18

Maryland Garrett County Oakland 21550

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