3,195

Oakland, FL Homes

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  • 1304 Foltz Loop, Oakland, FL 34787
    1304 Foltz Loop, Oakland, FL 34787
    /2

    $950,000 Sold Jan 09, 2026

    1304 Foltz Loop, Oakland, FL 34787

    • 5 Beds
    • 3 Baths
    • 3,563 Sq Ft
    • Built 2022

    Last Sold Summary

    • 5% Below List Price
    • $267/SF
    • 9 Days On Market

    Current Estimated Value $950,211

    Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

    1304 Foltz Loop, Oakland, FL 34787
    • 2034 South Old Killarney St, Winter Garden, FL 34787
      2034 South Old Killarney St, Winter Garden, FL 34787
      2034 South Old Killarney St, Winter Garden, FL 34787
      /38

      Est $560,283 Not Listed For Sale

      2034 South Old Killarney St, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,108 Sq Ft
      • Built 2023
      2034 South Old Killarney St, Winter Garden, FL 34787

      Last Sold Summary

      • 3% Below List Price
      • $275/SF
      • 16 Days On Market

      Last Sold Price $578,990

      Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

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

    $895,000 Sold Dec 19, 2025

    505 N Pollard St, Winter Garden, FL 34787

    • Land
    • 1.54 Acres
    • $581,169 per Acre

    Last Sold Summary

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

    505 N Pollard St, Winter Garden, FL 34787
    • 2038 South Old Killarney St, Winter Garden, FL 34787
      2038 South Old Killarney St, Winter Garden, FL 34787
      2038 South Old Killarney St, Winter Garden, FL 34787
      /34

      Est $693,327 Not Listed For Sale

      2038 South Old Killarney St, Winter Garden, FL 34787

      • 5 Beds
      • 4.5 Baths
      • 3,345 Sq Ft
      • Built 2022
      2038 South Old Killarney St, Winter Garden, FL 34787

      Last Sold Summary

      • 2% Above List Price
      • $203/SF
      • 65 Days On Market

      Last Sold Price $677,429

      Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 2029 White Feather Loop, Winter Garden, FL 34787
    2029 White Feather Loop, Winter Garden, FL 34787
    /2

    $482,500 Sold Feb 19, 2026

    2029 White Feather Loop, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,909 Sq Ft
    • Built 2018

    Last Sold Summary

    • 2% Below List Price
    • $253/SF
    • 21 Days On Market

    Current Estimated Value $478,881

    Last Listing Agent Eric Bress, Jr ERIC BRESS REAL ESTATE LLC

    2029 White Feather Loop, Winter Garden, FL 34787
    • 2041 South Old Killarney St, Winter Garden, FL 34787
      2041 South Old Killarney St, Winter Garden, FL 34787
      2041 South Old Killarney St, Winter Garden, FL 34787
      /38

      Est $560,072 Not Listed For Sale

      2041 South Old Killarney St, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,108 Sq Ft
      • Built 2023
      2041 South Old Killarney St, Winter Garden, FL 34787

      Last Sold Summary

      • 4% Below List Price
      • $278/SF
      • 16 Days On Market

      Last Sold Price $585,990

      Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 1203 Ridge Lake Way, Winter Garden, FL 34787
    1203 Ridge Lake Way, Winter Garden, FL 34787
    /2

    $425,000 Sold Mar 14, 2026

    1203 Ridge Lake Way, Winter Garden, FL 34787

    • Land
    • 0.23 Acre
    • $1,847,826 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 375 Days On Market

    Last Listing Agent Tracey McFadden OAK AVENUE REAL ESTATE LLC

    1203 Ridge Lake Way, Winter Garden, FL 34787
    • 1222 Oak Fort Ln, Oakland, FL 34787
      1222 Oak Fort Ln, Oakland, FL 34787
      1222 Oak Fort Ln, Oakland, FL 34787
      /4

      Est $987,333 Not Listed For Sale

      1222 Oak Fort Ln, Oakland, FL 34787

      • 6 Beds
      • 5 Baths
      • 4,446 Sq Ft
      • Built 2024
      1222 Oak Fort Ln, Oakland, FL 34787

      Last Sold Summary

      • 44% Below List Price
      • $394/SF
      • 30 Days On Market

      Last Sold Price $1,751,000

      Last Listing Agent Debbie Harris OAK AVENUE REAL ESTATE LLC

  • 15133 Summer Harvest St, Oakland, FL 34787
    15133 Summer Harvest St, Oakland, FL 34787
    /2

    $685,000 Sold Mar 12, 2026

    15133 Summer Harvest St, Oakland, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 2,908 Sq Ft
    • Built 2024

    Last Sold Summary

    • 1% Below List Price
    • $236/SF
    • 10 Days On Market

    Current Estimated Value $701,295

    Last Listing Agent Doug Addeo COMMUNITY REALTY ASSOCIATES

    15133 Summer Harvest St, Oakland, FL 34787
    • 1173 Riverway Dr, Oakland, FL 34787
      1173 Riverway Dr, Oakland, FL 34787
      1173 Riverway Dr, Oakland, FL 34787
      /4

      Est $864,500 Not Listed For Sale

      1173 Riverway Dr, Oakland, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 3,134 Sq Ft
      • Built 2024
      1173 Riverway Dr, Oakland, FL 34787

      Last Sold Summary

      • 46% Below List Price
      • $506/SF
      • 62 Days On Market

      Last Sold Price $1,587,269

      Last Listing Agent Debbie Harris OAK AVENUE REAL ESTATE LLC

  • 14399 Wabasso Loop, Oakland, FL 34787
    14399 Wabasso Loop, Oakland, FL 34787
    /2

    $740,000 Sold Dec 10, 2025

    14399 Wabasso Loop, Oakland, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 3,074 Sq Ft
    • Built 2022

    Last Sold Summary

    • 3% Below List Price
    • $241/SF
    • 15 Days On Market

    Current Estimated Value $738,560

    Last Listing Agent David Wood EXP REALTY LLC

    14399 Wabasso Loop, Oakland, FL 34787
    • 1513 Sweet Apple St, Oakland, FL 34760
      1513 Sweet Apple St, Oakland, FL 34760
      1513 Sweet Apple St, Oakland, FL 34760
      /33

      Est $348,174 Not Listed For Sale

      1513 Sweet Apple St, Oakland, FL 34760

      • 2 Beds
      • 2.5 Baths
      • 1,472 Sq Ft
      • Built 2019
      1513 Sweet Apple St, Oakland, FL 34760

      Last Sold Summary

      • 7% Below List Price
      • $255/SF
      • 59 Days On Market

      Last Sold Price $374,990

      Last Listing Agent Luciana Lima Chaves FLORIDA CONNEXION PROPERTIES

  • 1118 Sarah Mathews Dr, Oakland, FL 34787
    1118 Sarah Mathews Dr, Oakland, FL 34787
    /2

    $2,300,000 Sold Feb 23, 2026

    1118 Sarah Mathews Dr, Oakland, FL 34787

    • 4 Beds
    • 6 Baths
    • 3,902 Sq Ft
    • Built 2025

    Last Sold Summary

    • $589/SF
    • 26 Days On Market

    Current Estimated Value $1,579,000

    Last Listing Agent Alexis Anderson REGENCY REAL ESTATE LLC

    1118 Sarah Mathews Dr, Oakland, FL 34787
    • 12337 Bracco St, Oakland, FL 34787
      12337 Bracco St, Oakland, FL 34787
      /2

      Est $534,992 Not Listed For Sale

      12337 Bracco St, Oakland, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,114 Sq Ft
      • Built 2023
      12337 Bracco St, Oakland, FL 34787

      Last Sold Summary

      • 4% Below List Price
      • $263/SF
      • 92 Days On Market

      Last Sold Price $555,000

      Last Listing Agent Janet Quinones MAGNUS REALTY GROUP LLC

  • 16198 Honey Harvest St, Oakland, FL 34787
    16198 Honey Harvest St, Oakland, FL 34787
    /2

    $629,745 Sold Oct 24, 2025

    16198 Honey Harvest St, Oakland, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 2,904 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Above List Price
    • $217/SF
    • 23 Days On Market

    Last Listing Agent Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

    16198 Honey Harvest St, Oakland, FL 34787
    • 9851 Beach Port Dr, Oakland, FL 34787
      9851 Beach Port Dr, Oakland, FL 34787
      9851 Beach Port Dr, Oakland, FL 34787
      /81

      Est $1,206,849 Not Listed For Sale

      9851 Beach Port Dr, Oakland, FL 34787

      • 5 Beds
      • 3.5 Baths
      • 3,911 Sq Ft
      • Built 2020
      9851 Beach Port Dr, Oakland, FL 34787

      Last Sold Summary

      • 6% Below List Price
      • $329/SF
      • 128 Days On Market

      Last Sold Price $1,285,000

      Last Listing Agent Mark Raumaker SERHANT

  • 1312 Painted Bunting Ave, Oakland, FL 34760
    1312 Painted Bunting Ave, Oakland, FL 34760
    /2

    $388,000 Sold Jul 03, 2025

    1312 Painted Bunting Ave, Oakland, FL 34760

    • 2 Beds
    • 2.5 Baths
    • 1,620 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $240/SF
    • 86 Days On Market

    Current Estimated Value $373,549

    Last Listing Agent Gavin Hatch SERHANT

    1312 Painted Bunting Ave, Oakland, FL 34760
    • 10678 Words Dr, Oakland, FL 34787
      10678 Words Dr, Oakland, FL 34787
      /2

      Est $438,707 Not Listed For Sale

      10678 Words Dr, Oakland, FL 34787

      • 4 Beds
      • 3 Baths
      • 1,992 Sq Ft
      • Built 2023
      10678 Words Dr, Oakland, FL 34787

      Last Sold Summary

      • $221/SF

      Last Sold Price $440,285

      Last Listing Agent Renato Oliveira LA ROSA REALTY LLC

  • 1011 Johns Cove Ln, Oakland, FL 34787
    1011 Johns Cove Ln, Oakland, FL 34787
    /2

    $600,000 Sold Apr 25, 2025

    1011 Johns Cove Ln, Oakland, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,579 Sq Ft
    • Built 2001

    Last Sold Summary

    • 6% Below List Price
    • $233/SF
    • 96 Days On Market

    Current Estimated Value $605,131

    Last Listing Agent Heidi Pfeffer-Morgan DALTON WADE INC

    1011 Johns Cove Ln, Oakland, FL 34787
    • 2029 South Old Killarney St, Winter Garden, FL 34787
      2029 South Old Killarney St, Winter Garden, FL 34787
      2029 South Old Killarney St, Winter Garden, FL 34787
      /38

      Not Listed For Sale

      2029 South Old Killarney St, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,108 Sq Ft
      • Built 2023
      2029 South Old Killarney St, Winter Garden, FL 34787

      Last Sold Summary

      • $277/SF
      • 6 Days On Market

      Last Sold Price $583,990

      Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 1740 Standing Rock Cir, Oakland, FL 34787
    1740 Standing Rock Cir, Oakland, FL 34787
    /2

    $585,000 Sold Aug 13, 2025

    1740 Standing Rock Cir, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,995 Sq Ft
    • Built 2020

    Last Sold Summary

    • 2% Below List Price
    • $293/SF
    • 50 Days On Market

    Current Estimated Value $576,155

    Last Listing Agent Melissa Vance MAINFRAME REAL ESTATE

    1740 Standing Rock Cir, Oakland, FL 34787
    • 16284 Admirals Cove Ln, Oakland, FL 34787
      16284 Admirals Cove Ln, Oakland, FL 34787
      16284 Admirals Cove Ln, Oakland, FL 34787
      /49

      Est $608,717 Not Listed For Sale

      16284 Admirals Cove Ln, Oakland, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,117 Sq Ft
      • Built 2020
      16284 Admirals Cove Ln, Oakland, FL 34787

      Last Sold Summary

      • 5% Below List Price
      • $301/SF
      • 104 Days On Market

      Last Sold Price $638,000

      Last Listing Agent Claudia Centesimo LIONHEART BROKERS

  • 5689 Meditation Dr, Oakland, FL 34787
    5689 Meditation Dr, Oakland, FL 34787
    /2

    $422,240 Sold Aug 29, 2025

    5689 Meditation Dr, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,647 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $256/SF
    • 17 Days On Market

    Last Listing Agent Ben Goldstein LENNAR REALTY

    5689 Meditation Dr, Oakland, FL 34787
    • 6224 Aralia Ivy Ln, Oakland, FL 34787
      6224 Aralia Ivy Ln, Oakland, FL 34787
      6224 Aralia Ivy Ln, Oakland, FL 34787
      /25

      Est $406,457 Not Listed For Sale

      6224 Aralia Ivy Ln, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,560 Sq Ft
      • Built 2020
      6224 Aralia Ivy Ln, Oakland, FL 34787

      Last Sold Summary

      • 3% Below List Price
      • $269/SF
      • 66 Days On Market

      Last Sold Price $420,000

      Last Listing Agent Jorge Trejo KELLER WILLIAMS ADVANTAGE III

  • 896 Tilden Oaks Trail, Winter Garden, FL 34787
    896 Tilden Oaks Trail, Winter Garden, FL 34787
    /2

    $890,000 Sold May 12, 2025

    896 Tilden Oaks Trail, Winter Garden, FL 34787

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

    Last Sold Summary

    • 9% Below List Price
    • $392/SF
    • 57 Days On Market

    Current Estimated Value $879,631

    Last Listing Agent Rema Perras CORCORAN PREMIER REALTY

    896 Tilden Oaks Trail, Winter Garden, FL 34787
    • 4540 Gliding Wave St, Oakland, FL 34787
      4540 Gliding Wave St, Oakland, FL 34787
      4540 Gliding Wave St, Oakland, FL 34787
      /40

      Est $580,287 Not Listed For Sale

      4540 Gliding Wave St, Oakland, FL 34787

      • 3 Beds
      • 2 Baths
      • 2,144 Sq Ft
      • Built 2022
      4540 Gliding Wave St, Oakland, FL 34787

      Last Sold Summary

      • 2% Below List Price
      • $275/SF
      • 67 Days On Market

      Last Sold Price $590,000

      Last Listing Agent Melissa Vance MAINFRAME REAL ESTATE

  • 625 Cheekwood Aly, Winter Garden, FL 34787
    625 Cheekwood Aly, Winter Garden, FL 34787
    /2

    $1,835,000 Sold May 27, 2025

    625 Cheekwood Aly, Winter Garden, FL 34787

    • 6 Beds
    • 4.5 Baths
    • 3,796 Sq Ft
    • Built 2022

    Last Sold Summary

    • 5% Below List Price
    • $483/SF
    • 17 Days On Market

    Current Estimated Value $1,812,020

    Last Listing Agent Ashley Boyd BHHS FLORIDA REALTY

    625 Cheekwood Aly, Winter Garden, FL 34787
    • 1975 White Feather Loop, Oakland, FL 34787
      1975 White Feather Loop, Oakland, FL 34787
      1975 White Feather Loop, Oakland, FL 34787
      /37

      Est $472,164 Not Listed For Sale

      1975 White Feather Loop, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,082 Sq Ft
      • Built 2018
      1975 White Feather Loop, Oakland, FL 34787

      Last Sold Summary

      • 3% Below List Price
      • $233/SF
      • 3 Days On Market

      Last Sold Price $485,000

      Last Listing Agent Robert Schott TEAMCONNECT REALTY LLC

  • 9554 Bolero Rd, Oakland, FL 34787
    9554 Bolero Rd, Oakland, FL 34787
    /2

    $865,000 Sold Jun 05, 2025

    9554 Bolero Rd, Oakland, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,916 Sq Ft
    • Built 2021

    Last Sold Summary

    • $297/SF
    • 0 Days On Market

    Current Estimated Value $847,106

    Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    9554 Bolero Rd, Oakland, FL 34787
    • 12308 Bracco St, Oakland, FL 34787
      12308 Bracco St, Oakland, FL 34787
      /2

      Est $520,327 Not Listed For Sale

      12308 Bracco St, Oakland, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,114 Sq Ft
      • Built 2024
      12308 Bracco St, Oakland, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $247/SF
      • 73 Days On Market

      Last Sold Price $522,990

      Last Listing Agent Marcelo Lopes Santana FLORIDA CONNEXION PROPERTIES

  • 2883 Transformation Way, Oakland, FL 34787
    2883 Transformation Way, Oakland, FL 34787
    /2

    $395,890 Sold Jul 08, 2025

    2883 Transformation Way, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $222/SF
    • 21 Days On Market

    Last Listing Agent Ben Goldstein LENNAR REALTY

    2883 Transformation Way, Oakland, FL 34787
    • 12320 Bracco St, Oakland, FL 34787
      12320 Bracco St, Oakland, FL 34787
      /2

      Est $514,143 Not Listed For Sale

      12320 Bracco St, Oakland, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,114 Sq Ft
      • Built 2024
      12320 Bracco St, Oakland, FL 34787

      Last Sold Summary

      • $242/SF
      • 45 Days On Market

      Last Sold Price $512,000

      Last Listing Agent Cristiane Carneiro Spfndola Rocha L WRA BUSINESS & REAL ESTATE

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

    $800,000 Sold Jul 10, 2025

    517 N Pollard St, Winter Garden, FL 34787

    • Land
    • 0.95 Acre
    • $842,105 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Blaine Dooley REGENCY REAL ESTATE LLC

    517 N Pollard St, Winter Garden, FL 34787
    • 12332 Bracco St, Oakland, FL 34787
      12332 Bracco St, Oakland, FL 34787
      /2

      Est $515,288 Not Listed For Sale

      12332 Bracco St, Oakland, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,114 Sq Ft
      • Built 2024
      12332 Bracco St, Oakland, FL 34787

      Last Sold Summary

      • $243/SF
      • 45 Days On Market

      Last Sold Price $513,590

      Last Listing Agent Cristiane Carneiro Spfndola Rocha L WRA BUSINESS & REAL ESTATE

  • 6672 Juneberry Way, Oakland, FL 34787
    6672 Juneberry Way, Oakland, FL 34787
    /2

    $489,990 Sold Apr 14, 2025

    6672 Juneberry Way, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,846 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $265/SF
    • 155 Days On Market

    Current Estimated Value $482,891

    Last Listing Agent Adam Schott DRB GROUP REALTY, LLC

    6672 Juneberry Way, Oakland, FL 34787
    • 15119 Johns Lake Pointe Blvd, Oakland, FL 34787
      15119 Johns Lake Pointe Blvd, Oakland, FL 34787
      15119 Johns Lake Pointe Blvd, Oakland, FL 34787
      /42

      Est $955,552 Not Listed For Sale

      15119 Johns Lake Pointe Blvd, Oakland, FL 34787

      • 4 Beds
      • 4.5 Baths
      • 4,048 Sq Ft
      • Built 2013
      15119 Johns Lake Pointe Blvd, Oakland, FL 34787

      Last Sold Summary

      • 3% Below List Price
      • $245/SF
      • 69 Days On Market

      Last Sold Price $990,000

      Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

  • 17693 Japonica Bloom Dr, Oakland, FL 34787
    17693 Japonica Bloom Dr, Oakland, FL 34787
    /2

    $460,252 Sold Nov 20, 2025

    17693 Japonica Bloom Dr, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,635 Sq Ft
    • Built 2025

    Last Sold Summary

    • $281/SF

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

    17693 Japonica Bloom Dr, Oakland, FL 34787
    • 3367 Hanging Tide St, Oakland, FL 34787
      3367 Hanging Tide St, Oakland, FL 34787
      3367 Hanging Tide St, Oakland, FL 34787
      /77

      Est $823,816 Not Listed For Sale

      3367 Hanging Tide St, Oakland, FL 34787

      • 5 Beds
      • 4.5 Baths
      • 4,440 Sq Ft
      • Built 2021
      3367 Hanging Tide St, Oakland, FL 34787

      Last Sold Summary

      • 4% Above List Price
      • $179/SF
      • 25 Days On Market

      Last Sold Price $795,000

      Last Listing Agent Li Xue AGENT GROUP REALTY

  • 16029 Honey Harvest St, Oakland, FL 34787
    16029 Honey Harvest St, Oakland, FL 34787
    /2

    $750,000 Sold Jan 28, 2026

    16029 Honey Harvest St, Oakland, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 3,101 Sq Ft
    • Built 2025

    Last Sold Summary

    • 9% Below List Price
    • $242/SF
    • 176 Days On Market

    Last Listing Agent Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

    16029 Honey Harvest St, Oakland, FL 34787
    • 2042 South Old Killarney St, Winter Garden, FL 34787
      2042 South Old Killarney St, Winter Garden, FL 34787
      2042 South Old Killarney St, Winter Garden, FL 34787
      /34

      Est $709,772 Not Listed For Sale

      2042 South Old Killarney St, Winter Garden, FL 34787

      • 5 Beds
      • 4.5 Baths
      • 3,314 Sq Ft
      • Built 2023
      2042 South Old Killarney St, Winter Garden, FL 34787

      Last Sold Summary

      • 2% Above List Price
      • $211/SF
      • 85 Days On Market

      Last Sold Price $697,990

      Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

Showing Results 441 - 480, Page 12 of 18

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