3,233

Oakland, FL Homes

Section Image
    • /2

      Est $633,458

      Not Listed For Sale

      14084 Lochend Way, Oakland, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,109 Sq Ft
      • Built 2024
      14084 Lochend Way, Oakland, FL 34787

      Last Sold Summary

      • 78 Days On Market

  • /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 $947,823

    Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

    1304 Foltz Loop, Oakland, FL 34787
    • /4

      Est $314,958

      Not Listed For Sale

      411 W Hull Ave, Oakland, FL 34760

      • 3 Beds
      • 1.5 Baths
      • 1,029 Sq Ft
      • Built 1999
      411 W Hull Ave, Oakland, FL 34760

      Last Sold Summary

      • 17 Days On Market

  • /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
    • /19

      Est $444,218

      Not Listed For Sale

      15817 Tollington Aly, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,833 Sq Ft
      • Built 2024
      15817 Tollington Aly, Oakland, FL 34787

      Last Sold Summary

      • 16 Days On Market

  • /2

    $484,000

    Sold May 18, 2026

    1051 Stationside Dr, Oakland, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,120 Sq Ft
    • Built 2001

    Last Sold Summary

    • 1% Below List Price
    • $228/SF
    • 4 Days On Market

    Current Estimated Value $485,723

    Last Listing Agent Steve Healy CORCORAN PREMIER REALTY

    1051 Stationside Dr, Oakland, FL 34787
    • /2

      Est $921,140

      Not Listed For Sale

      14054 Lochend Way, Oakland, FL 34787

      • 5 Beds
      • 4.5 Baths
      • 4,094 Sq Ft
      • Built 2024
      14054 Lochend Way, Oakland, FL 34787

      Last Sold Summary

      • 48 Days On Market

  • /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 $479,404

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

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

      Est $818,161

      Not Listed For Sale

      14090 Lochend Way, Oakland, FL 34787

      • 5 Beds
      • 4 Baths
      • 3,256 Sq Ft
      • Built 2024
      14090 Lochend Way, Oakland, FL 34787

      Last Sold Summary

      • 268 Days On Market

  • /2

    $425,000

    Sold Mar 14, 2026

    1203 Ridge Lake Way, Winter Garden, FL 34787

    • Land
    • 10,018 Sq Ft
    • $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
    • /5

      Est $523,668

      Not Listed For Sale

      15105 Summer Harvest St, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,992 Sq Ft
      • Built 2023
      15105 Summer Harvest St, Oakland, FL 34787

      Last Sold Summary

      • 30 Days On Market

  • /2

    $683,000

    Sold Apr 17, 2026

    310 E Gulley Ave, Oakland, FL 34760

    • 3 Beds
    • 2 Baths
    • 1,763 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Below List Price
    • $387/SF
    • 11 Days On Market

    Current Estimated Value $667,790

    Last Listing Agent Matt Kester THE REAL ESTATE COLLECTION LLC

    310 E Gulley Ave, Oakland, FL 34760
    • /17

      Est $572,364

      Not Listed For Sale

      15113 Summer Harvest St, Oakland, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,338 Sq Ft
      • Built 2024
      15113 Summer Harvest St, Oakland, FL 34787

      Last Sold Summary

      • 5 Days On Market

  • /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 $679,178

    Last Listing Agent Doug Addeo COMMUNITY REALTY ASSOCIATES

    15133 Summer Harvest St, Oakland, FL 34787
    • /17

      Est $658,246

      Not Listed For Sale

      15149 Summer Harvest St, Oakland, FL 34787

      • 3 Beds
      • 3.5 Baths
      • 2,963 Sq Ft
      • Built 2024
      15149 Summer Harvest St, Oakland, FL 34787

      Last Sold Summary

      • 15 Days On Market

  • /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 $743,106

    Last Listing Agent David Wood EXP REALTY LLC

    14399 Wabasso Loop, Oakland, FL 34787
    • /2

      Est $589,629

      Not Listed For Sale

      15094 Summer Harvest St, Oakland, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,120 Sq Ft
      • Built 2024
      15094 Summer Harvest St, Oakland, FL 34787

      Last Sold Summary

      • 276 Days On Market

  • /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 $2,271,000

    Last Listing Agent Alexis Anderson REGENCY REAL ESTATE LLC

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

      Est $418,756

      Not Listed For Sale

      10768 Rhett Butler Aly, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,636 Sq Ft
      • Built 2023
      10768 Rhett Butler Aly, Winter Garden, FL 34787

      Last Sold Summary

  • /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
    • /59

      Est $426,867

      Not Listed For Sale

      10786 Rhett Butler Aly, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,717 Sq Ft
      • Built 2023
      10786 Rhett Butler Aly, Winter Garden, FL 34787

      Last Sold Summary

  • /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 $381,754

    Last Listing Agent Gavin Hatch SERHANT

    1312 Painted Bunting Ave, Oakland, FL 34760
    • /21

      Est $885,491

      Not Listed For Sale

      1100 Ridge Lake Way, Oakland, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,693 Sq Ft
      • Built 2024
      1100 Ridge Lake Way, Oakland, FL 34787

      Last Sold Summary

      • 12 Days On Market

  • /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 $578,529

    Last Listing Agent Melissa Vance MAINFRAME REAL ESTATE

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

      Est $810,310

      Not Listed For Sale

      1167 Wilder Oaks Way, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,254 Sq Ft
      • Built 2024
      1167 Wilder Oaks Way, Oakland, FL 34787

      Last Sold Summary

      • 49 Days On Market

  • /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
    • /2

      Est $801,679

      Not Listed For Sale

      1173 Wilder Oaks Way, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,247 Sq Ft
      • Built 2024
      1173 Wilder Oaks Way, Oakland, FL 34787

      Last Sold Summary

      • 27 Days On Market

  • /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
    • /53

      Est $645,692

      Not Listed For Sale

      2252 Bay Line Rd, Oakland, FL 34760

      • 4 Beds
      • 3 Baths
      • 2,274 Sq Ft
      • Built 2021
      2252 Bay Line Rd, Oakland, FL 34760

      Last Sold Summary

      • 43 Days On Market

  • /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

    Current Estimated Value $466,000

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

    17693 Japonica Bloom Dr, Oakland, FL 34787
    • /36

      Est $530,863

      Not Listed For Sale

      2520 Standing Rock Cir, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 2018
      2520 Standing Rock Cir, Oakland, FL 34787

      Last Sold Summary

      • 47 Days On Market

  • /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
    • /19

      Est $732,073

      Not Listed For Sale

      9518 Beautiful Way, Oakland, FL 34787

      • 5 Beds
      • 3 Baths
      • 3,296 Sq Ft
      • Built 2021
      9518 Beautiful Way, Oakland, FL 34787

      Last Sold Summary

      • 87 Days On Market

  • /2

    $45,000

    Sold Feb 12, 2026

    515 W Herriot Ave, Oakland, FL 34760

    • Land
    • 3,920 Sq Ft
    • $500,000 per Acre

    Last Sold Summary

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

    515 W Herriot Ave, Oakland, FL 34760
    • /21

      Est $691,430

      Not Listed For Sale

      15121 Canopy Cover Dr, Oakland, FL 34787

      • 2 Beds
      • 2.5 Baths
      • 2,114 Sq Ft
      • Built 2024
      15121 Canopy Cover Dr, Oakland, FL 34787

      Last Sold Summary

      • 5 Days On Market

  • /2

    $895,000

    Sold Jan 02, 2026

    513 N Pollard St, Winter Garden, FL 34787

    • Land
    • 41,817 Sq Ft
    • $932,292 per Acre

    Last Sold Summary

    • 161 Days On Market

    Current Estimated Value $912,000

    Last Listing Agent Heather Spirazza REGENCY REAL ESTATE LLC

    513 N Pollard St, Winter Garden, FL 34787
    • /11

      Est $440,248

      Not Listed For Sale

      15186 Aqua Sol Ln, Oakland, FL 34787

      • 2 Beds
      • 2 Baths
      • 1,579 Sq Ft
      • Built 2024
      15186 Aqua Sol Ln, Oakland, FL 34787

      Last Sold Summary

      • 102 Days On Market

  • /2

    $592,500

    Sold Sep 05, 2025

    1219 Foltz Loop, Oakland, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,860 Sq Ft
    • Built 2022

    Last Sold Summary

    • 4% Below List Price
    • $319/SF
    • 27 Days On Market

    Current Estimated Value $588,671

    Last Listing Agent Ashley Boyd BHHS FLORIDA REALTY

    1219 Foltz Loop, Oakland, FL 34787
    • /2

      Est $421,572

      Not Listed For Sale

      8103 Sayings Dr, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,636 Sq Ft
      • Built 2023
      8103 Sayings Dr, Oakland, FL 34787

      Last Sold Summary

      • 0 Days On Market

  • /2

    $474,000

    Sold Mar 31, 2026

    717 Strihal Loop, Oakland, FL 34787

    • 4 Beds
    • 2 Baths
    • 2,065 Sq Ft
    • Built 2002

    Last Sold Summary

    • 1% Below List Price
    • $230/SF
    • 62 Days On Market

    Current Estimated Value $470,327

    Last Listing Agent Erica Sadelfeld THE REAL ESTATE COLLECTION LLC

    717 Strihal Loop, Oakland, FL 34787

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