3,209

Oakland, FL Homes

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  • 1143 Bobcat Chase Blvd, Oakland, FL 34787
    1143 Bobcat Chase Blvd, Oakland, FL 34787
    /2

    $500,000 Sold Oct 09, 2025

    1143 Bobcat Chase Blvd, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,811 Sq Ft
    • Built 2020

    Last Sold Summary

    • 2% Below List Price
    • $276/SF
    • 15 Days On Market

    Current Estimated Value $494,856

    Last Listing Agent Vincent Cordaro SERHANT

    1143 Bobcat Chase Blvd, Oakland, FL 34787
    • 11307 Great Rock St, Winter Garden, FL 34787
      11307 Great Rock St, Winter Garden, FL 34787
      11307 Great Rock St, Winter Garden, FL 34787
      /10

      Est $457,072 Not Listed For Sale

      11307 Great Rock St, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 2023
      11307 Great Rock St, Winter Garden, FL 34787

      Last Sold Summary

      • 6% Below List Price
      • $243/SF
      • 14 Days On Market
      • Last Sold Price $485,070
      • Dec 20, 2023

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • Unlisted Address
    Unlisted Address
    /2

    $475,990 Sold Feb 06, 2026

    Unlisted Address

    • 4 Beds
    • 3 Baths
    • 2,023 Sq Ft
    • Built 2026

    Last Sold Summary

    • $235/SF

    Current Estimated Value $471,786

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    Unlisted Address
    • 11301 Great Rock St, Oakland, FL 34787
      11301 Great Rock St, Oakland, FL 34787
      11301 Great Rock St, Oakland, FL 34787
      /12

      Est $440,989 Not Listed For Sale

      11301 Great Rock St, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,755 Sq Ft
      • Built 2023
      11301 Great Rock St, Oakland, FL 34787

      Last Sold Summary

      • 6% Below List Price
      • $269/SF
      • 9 Days On Market
      • Last Sold Price $471,440
      • Dec 20, 2023

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • 544 Walker St, Oakland, FL 34760
    544 Walker St, Oakland, FL 34760
    /2

    $950,000 Sold Sep 25, 2025

    544 Walker St, Oakland, FL 34760

    • Land
    • 1.23 Acres
    • $772,358 per Acre

    Last Sold Summary

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    544 Walker St, Oakland, FL 34760
    • 12338 Bracco St, Oakland, FL 34787
      12338 Bracco St, Oakland, FL 34787
      /2

      Est $492,686 Not Listed For Sale

      12338 Bracco St, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,788 Sq Ft
      • Built 2023
      12338 Bracco St, Oakland, FL 34787

      Last Sold Summary

      • 3% Above List Price
      • $268/SF
      • 132 Days On Market
      • Last Sold Price $480,000
      • Mar 08, 2024

      Last Listing Agent Christine Kim SOGO REAL ESTATE SERVICES LLC

  • 1017 Johns Point Dr, Oakland, FL 34787
    1017 Johns Point Dr, Oakland, FL 34787
    /2

    $2,050,000 Sold Feb 13, 2026

    1017 Johns Point Dr, Oakland, FL 34787

    • 5 Beds
    • 6 Baths
    • 6,141 Sq Ft
    • Built 2001

    Last Sold Summary

    • 5% Below List Price
    • $334/SF
    • 6 Days On Market

    Current Estimated Value $2,066,784

    Last Listing Agent peipei Qiao BAY STREET GROUP FLORIDA LLC

    1017 Johns Point Dr, Oakland, FL 34787
    • 1775 Standing Rock Cir, Oakland, FL 34787
      1775 Standing Rock Cir, Oakland, FL 34787
      1775 Standing Rock Cir, Oakland, FL 34787
      /25

      Est $520,868 Not Listed For Sale

      1775 Standing Rock Cir, Oakland, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,239 Sq Ft
      • Built 2020
      1775 Standing Rock Cir, Oakland, FL 34787

      Last Sold Summary

      • 3% Below List Price
      • $239/SF
      • 48 Days On Market
      • Last Sold Price $535,000
      • Oct 13, 2023

      Last Listing Agent Raymond Tong LPT REALTY, LLC

  • 8935 Sonoma Coast Dr, Oakland, FL 34787
    8935 Sonoma Coast Dr, Oakland, FL 34787
    /2

    $750,000 Sold Sep 18, 2025

    8935 Sonoma Coast Dr, Oakland, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,181 Sq Ft
    • Built 2021

    Last Sold Summary

    • 3% Below List Price
    • $344/SF
    • 56 Days On Market

    Current Estimated Value $740,330

    Last Listing Agent Bruno Dasilva, LLC MS LAND & BUILDING LLC

    8935 Sonoma Coast Dr, Oakland, FL 34787
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /5

      Est $919,148 Not Listed For Sale

      Unlisted Address

      • 4 Beds
      • 3.5 Baths
      • 2,653 Sq Ft
      • Built 2023
      Unlisted Address

      Last Sold Summary

      • 5% Above List Price
      • $331/SF
      • Last Sold Price $878,916
      • Jul 14, 2023

      Last Listing Agent Stellar Non-Member Agent FL_MFRMLS

  • 16195 Point Rock Dr, Oakland, FL 34787
    16195 Point Rock Dr, Oakland, FL 34787
    16195 Point Rock Dr, Oakland, FL 34787
    /32

    $794,990 Sold Sep 16, 2025

    16195 Point Rock Dr, Oakland, FL 34787

    • 5 Beds
    • 4 Baths
    • 2,866 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $277/SF
    • 7 Days On Market

    Current Estimated Value $753,000

    D.R. Horton Waterleigh

    16195 Point Rock Dr, Oakland, FL 34787
    • 2120 Standing Rock Cir, Oakland, FL 34787
      2120 Standing Rock Cir, Oakland, FL 34787
      2120 Standing Rock Cir, Oakland, FL 34787
      /21

      Est $576,750 Not Listed For Sale

      2120 Standing Rock Cir, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,060 Sq Ft
      • Built 2018
      2120 Standing Rock Cir, Oakland, FL 34787

      Last Sold Summary

      • 3% Below List Price
      • $289/SF
      • 30 Days On Market
      • Last Sold Price $595,000
      • Sep 25, 2023

      Last Listing Agent Chandra Mosley, PA OLIVER MOSLEY REALTY INC

  • 1808 Western Trailway Dr, Oakland, FL 34787
    1808 Western Trailway Dr, Oakland, FL 34787
    /2

    $578,000 Sold Feb 06, 2026

    1808 Western Trailway Dr, Oakland, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,857 Sq Ft
    • Built 2019

    Last Sold Summary

    • 6% Below List Price
    • $311/SF
    • 45 Days On Market

    Current Estimated Value $574,838

    Last Listing Agent Daniel McGrath UNLOCK REALTY GROUP INC

    1808 Western Trailway Dr, Oakland, FL 34787
    • 1266 Civitas Way, Oakland, FL 34787
      1266 Civitas Way, Oakland, FL 34787
      1266 Civitas Way, Oakland, FL 34787
      /28

      Est $1,038,000 Not Listed For Sale

      1266 Civitas Way, Oakland, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,914 Sq Ft
      • Built 2023
      1266 Civitas Way, Oakland, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $360/SF
      • 48 Days On Market
      • Last Sold Price $1,050,000
      • Apr 09, 2024

      Last Listing Agent Matt McKee COMPASS FLORIDA LLC

  • 1873 White Feather Loop, Oakland, FL 34787
    1873 White Feather Loop, Oakland, FL 34787
    /2

    $539,000 Sold Nov 13, 2025

    1873 White Feather Loop, Oakland, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,418 Sq Ft
    • Built 2017

    Last Sold Summary

    • 13% Below List Price
    • $223/SF
    • 19 Days On Market

    Current Estimated Value $538,451

    Last Listing Agent Ana Bruder FLORIDA CONNEXION PROPERTIES

    1873 White Feather Loop, Oakland, FL 34787
    • 11343 Great Rock St, Oakland, FL 34787
      11343 Great Rock St, Oakland, FL 34787
      11343 Great Rock St, Oakland, FL 34787
      /12

      Not Listed For Sale

      11343 Great Rock St, Oakland, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 2022
      11343 Great Rock St, Oakland, FL 34787

      Last Sold Summary

      • $242/SF
      • 0 Days On Market
      • Last Sold Price $483,520
      • Jan 31, 2024

      Last Listing Agent Tiago Ferreira MANAGER PROP

  • 1382 Foltz Loop, Oakland, FL 34787
    1382 Foltz Loop, Oakland, FL 34787
    /2

    $635,000 Sold Sep 12, 2025

    1382 Foltz Loop, Oakland, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,268 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $280/SF
    • 69 Days On Market

    Current Estimated Value $638,291

    Last Listing Agent Brooke Cangro RE/MAX 200 REALTY

    1382 Foltz Loop, Oakland, FL 34787
    • 11367 Great Rock St, Oakland, FL 34787
      11367 Great Rock St, Oakland, FL 34787
      /2

      Est $435,260 Not Listed For Sale

      11367 Great Rock St, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,717 Sq Ft
      • Built 2023
      11367 Great Rock St, Oakland, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $256/SF
      • 142 Days On Market
      • Last Sold Price $440,000
      • Nov 06, 2024

      Last Listing Agent Valquiria Gomes Pidgeon FLORIDA 360 REALTY LLC

  • 1118 Eagles Pass Way, Winter Garden, FL 34787
    1118 Eagles Pass Way, Winter Garden, FL 34787
    /2

    $770,000 Sold May 16, 2025

    1118 Eagles Pass Way, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,982 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $388/SF
    • 32 Days On Market

    Current Estimated Value $780,765

    Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

    1118 Eagles Pass Way, Winter Garden, FL 34787
    • 1400 Planted Pine St, Oakland, FL 34760
      1400 Planted Pine St, Oakland, FL 34760
      1400 Planted Pine St, Oakland, FL 34760
      /51

      Est $379,251 Not Listed For Sale

      1400 Planted Pine St, Oakland, FL 34760

      • 2 Beds
      • 2.5 Baths
      • 1,620 Sq Ft
      • Built 2019
      1400 Planted Pine St, Oakland, FL 34760

      Last Sold Summary

      • 5% Below List Price
      • $247/SF
      • 11 Days On Market
      • Last Sold Price $400,000
      • Aug 08, 2023

      Last Listing Agent Rema Perras CORCORAN PREMIER REALTY

  • 2135 Standing Rock Cir, Oakland, FL 34787
    2135 Standing Rock Cir, Oakland, FL 34787
    /2

    $475,000 Sold Apr 30, 2026

    2135 Standing Rock Cir, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,078 Sq Ft
    • Built 2020

    Last Sold Summary

    • 4% Below List Price
    • $229/SF
    • 64 Days On Market

    Current Estimated Value $474,315

    Last Listing Agent Joseph Sipp KELLER WILLIAMS WINTER PARK

    2135 Standing Rock Cir, Oakland, FL 34787
    • 15779 Water Spring Blvd, Winter Garden, FL 34787
      15779 Water Spring Blvd, Winter Garden, FL 34787
      15779 Water Spring Blvd, Winter Garden, FL 34787
      /85

      Est $459,416 Not Listed For Sale

      15779 Water Spring Blvd, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 2023
      15779 Water Spring Blvd, Winter Garden, FL 34787

      Last Sold Summary

      • 5% Below List Price
      • $242/SF
      • 15 Days On Market
      • Last Sold Price $485,000
      • Aug 15, 2023

      Last Listing Agent Teresa Valdes VALSTAR REALTY LLC

  • 4580 Maple Waltz, Oakland, FL 34787
    4580 Maple Waltz, Oakland, FL 34787
    /2

    $460,000 Sold Feb 20, 2026

    4580 Maple Waltz, Oakland, FL 34787

    • 4 Beds
    • 3 Baths
    • 1,847 Sq Ft
    • Built 2025

    Last Sold Summary

    • 8% Below List Price
    • $249/SF
    • 86 Days On Market

    Last Listing Agent Marta Faustino DTB FLORIDA REALTY, INC.

    4580 Maple Waltz, Oakland, FL 34787
    • 0 Orange Ave, Winter Garden, FL 34787
      0 Orange Ave, Winter Garden, FL 34787
      /2

      Not Listed For Sale

      0 Orange Ave, Winter Garden, FL 34787

      0 Orange Ave, Winter Garden, FL 34787

      Last Sold Summary

      • 402 Days On Market
      • Last Sold Price $1,650,000
      • Oct 22, 2024

      Last Listing Agent Matthew Wheatley WHEATLEY REALTY GROUP

  • 610 Strihal Loop, Oakland, FL 34787
    610 Strihal Loop, Oakland, FL 34787
    /2

    $535,000 Sold Jan 15, 2026

    610 Strihal Loop, Oakland, FL 34787

    • 4 Beds
    • 2 Baths
    • 2,490 Sq Ft
    • Built 2001

    Last Sold Summary

    • $215/SF
    • 13 Days On Market

    Current Estimated Value $531,788

    Last Listing Agent Matthew Wheatley WHEATLEY REALTY GROUP

    610 Strihal Loop, Oakland, FL 34787
    • 13364 Pontoon Rd, Oakland, FL 34787
      13364 Pontoon Rd, Oakland, FL 34787
      /2

      Est $394,202 Not Listed For Sale

      13364 Pontoon Rd, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,567 Sq Ft
      • Built 2023
      13364 Pontoon Rd, Oakland, FL 34787

      Last Sold Summary

      • 4% Below List Price
      • $262/SF
      • Last Sold Price $410,740
      • Jun 15, 2023

      Last Listing Agent Jesus Diaz THOMAS LYNNE REALTY GROUP LLC

  • 2683 Bobcat Chase Blvd, Oakland, FL 34787
    2683 Bobcat Chase Blvd, Oakland, FL 34787
    /2

    $582,000 Sold May 13, 2025

    2683 Bobcat Chase Blvd, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,853 Sq Ft
    • Built 2020

    Last Sold Summary

    • 1% Above List Price
    • $314/SF
    • 5 Days On Market

    Current Estimated Value $572,329

    Last Listing Agent Matthew Sutton BERGER REALTY & INVESTMENTS

    2683 Bobcat Chase Blvd, Oakland, FL 34787
    • 2157 White Feather Loop, Winter Garden, FL 34787
      2157 White Feather Loop, Winter Garden, FL 34787
      2157 White Feather Loop, Winter Garden, FL 34787
      /30

      Est $486,737 Not Listed For Sale

      2157 White Feather Loop, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,078 Sq Ft
      • Built 2019
      2157 White Feather Loop, Winter Garden, FL 34787

      Last Sold Summary

      • $235/SF
      • 2 Days On Market
      • Last Sold Price $487,500
      • Jul 27, 2023

      Last Listing Agent Jeremy Gamble SIMPLESHOWING INC

  • 1763 White Feather Loop, Oakland, FL 34787
    1763 White Feather Loop, Oakland, FL 34787
    /2

    $555,000 Sold May 21, 2025

    1763 White Feather Loop, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,152 Sq Ft
    • Built 2017

    Last Sold Summary

    • 3% Below List Price
    • $258/SF
    • 51 Days On Market

    Current Estimated Value $535,888

    Last Listing Agent Kim Byerly THE REAL ESTATE COLLECTION LLC

    1763 White Feather Loop, Oakland, FL 34787
    • 2219 Gopher Tortoise Terrace, Oakland, FL 34760
      2219 Gopher Tortoise Terrace, Oakland, FL 34760
      2219 Gopher Tortoise Terrace, Oakland, FL 34760
      /23

      Est $379,029 Not Listed For Sale

      2219 Gopher Tortoise Terrace, Oakland, FL 34760

      • 2 Beds
      • 2.5 Baths
      • 1,503 Sq Ft
      • Built 2020
      2219 Gopher Tortoise Terrace, Oakland, FL 34760

      Last Sold Summary

      • 5% Below List Price
      • $266/SF
      • 20 Days On Market
      • Last Sold Price $400,000
      • Aug 14, 2023

      Last Listing Agent Nydia Rivera LA ROSA REALTY LLC

  • 207 Largovista Dr, Oakland, FL 34787
    207 Largovista Dr, Oakland, FL 34787
    /2

    $649,000 Sold Jan 30, 2026

    207 Largovista Dr, Oakland, FL 34787

    • 5 Beds
    • 4 Baths
    • 4,246 Sq Ft
    • Built 2003

    Last Sold Summary

    • $153/SF
    • 12 Days On Market

    Current Estimated Value $649,582

    Last Listing Agent Lindsay Seibert SERHANT

    207 Largovista Dr, Oakland, FL 34787
    • 6159 Juneberry Way, Oakland, FL 34787
      6159 Juneberry Way, Oakland, FL 34787
      6159 Juneberry Way, Oakland, FL 34787
      /30

      Est $413,357 Not Listed For Sale

      6159 Juneberry Way, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,560 Sq Ft
      • Built 2021
      6159 Juneberry Way, Oakland, FL 34787

      Last Sold Summary

      • 3% Below List Price
      • $272/SF
      • 1 Day On Market
      • Last Sold Price $425,000
      • Jul 07, 2023

      Last Listing Agent Rich Henry FUTURE HOME REALTY INC

  • 524 N Pollard St, Winter Garden, FL 34787
    524 N Pollard St, Winter Garden, FL 34787
    /2

    $2,700,000 Sold Nov 19, 2025

    524 N Pollard St, Winter Garden, FL 34787

    • 4 Beds
    • 6 Baths
    • 5,282 Sq Ft
    • Built 2026

    Last Sold Summary

    • 27% Above List Price
    • $511/SF

    Last Listing Agent Blaine Dooley REGENCY REAL ESTATE LLC

    524 N Pollard St, Winter Garden, FL 34787
    • 11078 Robert Frost Dr, Oakland, FL 34787
      11078 Robert Frost Dr, Oakland, FL 34787
      11078 Robert Frost Dr, Oakland, FL 34787
      /54

      Est $624,857 Not Listed For Sale

      11078 Robert Frost Dr, Oakland, FL 34787

      • 3 Beds
      • 2 Baths
      • 2,089 Sq Ft
      • Built 2021
      11078 Robert Frost Dr, Oakland, FL 34787

      Last Sold Summary

      • 5% Below List Price
      • $316/SF
      • 2 Days On Market
      • Last Sold Price $660,000
      • Jun 30, 2023

      Last Listing Agent Leslie Kokontis LPT REALTY, LLC

  • 2660 Bobcat Chase Blvd, Oakland, FL 34760
    2660 Bobcat Chase Blvd, Oakland, FL 34760
    /2

    $500,000 Sold May 05, 2026

    2660 Bobcat Chase Blvd, Oakland, FL 34760

    • 3 Beds
    • 2.5 Baths
    • 1,811 Sq Ft
    • Built 2020

    Last Sold Summary

    • 5% Below List Price
    • $276/SF
    • 23 Days On Market

    Last Listing Agent Tania Matthews KELLER WILLIAMS ELITE PARTNERS III REALTY

    2660 Bobcat Chase Blvd, Oakland, FL 34760
    • 613 Cheekwood Aly, Winter Garden, FL 34787
      613 Cheekwood Aly, Winter Garden, FL 34787
      613 Cheekwood Aly, Winter Garden, FL 34787
      /70

      Est $860,012 Not Listed For Sale

      613 Cheekwood Aly, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,414 Sq Ft
      • Built 2021
      613 Cheekwood Aly, Winter Garden, FL 34787

      Last Sold Summary

      • 3% Above List Price
      • $346/SF
      • 1 Day On Market
      • Last Sold Price $835,000
      • Jul 07, 2023

      Last Listing Agent Ashley Boyd BHHS FLORIDA REALTY

  • 5320 Citrus Leaf Blvd, Oakland, FL 34787
    5320 Citrus Leaf Blvd, Oakland, FL 34787
    /2

    $853,595 Sold Aug 22, 2025

    5320 Citrus Leaf Blvd, Oakland, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 3,300 Sq Ft
    • Built 2025

    Last Sold Summary

    • $259/SF
    • 26 Days On Market

    Current Estimated Value $851,356

    Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

    5320 Citrus Leaf Blvd, Oakland, FL 34787
    • 13958 Title Way, Winter Garden, FL 34787
      13958 Title Way, Winter Garden, FL 34787
      /2

      Est $435,753 Not Listed For Sale

      13958 Title Way, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 1,992 Sq Ft
      • Built 2023
      13958 Title Way, Winter Garden, FL 34787

      Last Sold Summary

      • 14% Above List Price
      • $191/SF
      • Last Sold Price $380,840
      • Jun 01, 2023

      Last Listing Agent Stellar Non-Member Agent FL_MFRMLS

  • 17703 Sharp Pummelo Aly, Oakland, FL 34787
    17703 Sharp Pummelo Aly, Oakland, FL 34787
    /2

    $566,226 Sold Dec 19, 2025

    17703 Sharp Pummelo Aly, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,134 Sq Ft
    • Built 2025

    Last Sold Summary

    • $265/SF

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    17703 Sharp Pummelo Aly, Oakland, FL 34787
    • 1502 Sweet Apple St, Oakland, FL 34787
      1502 Sweet Apple St, Oakland, FL 34787
      1502 Sweet Apple St, Oakland, FL 34787
      /65

      Est $366,562 Not Listed For Sale

      1502 Sweet Apple St, Oakland, FL 34787

      • 2 Beds
      • 2.5 Baths
      • 1,472 Sq Ft
      • Built 2019
      1502 Sweet Apple St, Oakland, FL 34787

      Last Sold Summary

      • 6% Below List Price
      • $265/SF
      • 3 Days On Market
      • Last Sold Price $390,000
      • Jul 14, 2023

      Last Listing Agent Liz Jennifer Vazquez REAL LIVING R E SOLUTIONS

Showing Results 521 - 560, Page 14 of 18

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