3,232

Oakland, FL Homes

Section Image Section Image
    • /24

      Est $401,075

      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

  • /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 $750,000

    D.R. Horton Waterleigh

    16195 Point Rock Dr, Oakland, FL 34787
    • /40

      Est $584,600

      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

      • 67 Days On Market

  • /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 $575,906

    Last Listing Agent Daniel McGrath UNLOCK REALTY GROUP INC

    1808 Western Trailway Dr, Oakland, FL 34787
    • /37

      Est $472,709

      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 Days On Market

  • /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 $550,144

    Last Listing Agent Ana Bruder FLORIDA CONNEXION PROPERTIES

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

      Est $530,825

      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

      • 45 Days On Market

  • /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 $644,723

    Last Listing Agent Brooke Cangro RE/MAX 200 REALTY

    1382 Foltz Loop, Oakland, FL 34787
    • /2

      Est $532,738

      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

      • 45 Days On Market

  • /2

    $630,000

    Sold May 13, 2026

    2451 Sky Stone Ct, Oakland, FL 34787

    • 5 Beds
    • 3.5 Baths
    • 3,007 Sq Ft
    • Built 2020

    Last Sold Summary

    • 14% Below List Price
    • $210/SF
    • 91 Days On Market

    Current Estimated Value $623,309

    Last Listing Agent Krichely Gonzalez Rodriguez KELLER WILLIAMS ADVANTAGE III

    2451 Sky Stone Ct, Oakland, FL 34787
    • /42

      Est $967,882

      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

      • 69 Days On Market

  • /2

    $755,000

    Sold Jun 11, 2026

    9062 Sonoma Coast Dr, Oakland, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,909 Sq Ft
    • Built 2021

    Last Sold Summary

    • 4% Below List Price
    • $260/SF
    • 191 Days On Market

    Current Estimated Value $787,950

    Last Listing Agent Asher Chen AAA GLOBAL VENTURES PA

    9062 Sonoma Coast Dr, Oakland, FL 34787
    • /34

      Est $766,066

      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

      • 85 Days On Market

  • /2

    $450,000

    Sold Sep 25, 2025

    0 N Daniels St, Oakland, FL 34760

    • Land
    • 13,503 Sq Ft
    • $1,451,613 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 14 Days On Market

    Last Listing Agent Matt Kester THE REAL ESTATE COLLECTION LLC

    0 N Daniels St, Oakland, FL 34760
    • /21

      Est $675,932

      Not Listed For Sale

      2025 South Old Killarney St, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,787 Sq Ft
      • Built 2023
      2025 South Old Killarney St, Winter Garden, FL 34787

      Last Sold Summary

      • 38 Days On Market

  • /2

    $409,696

    Sold Jan 29, 2026

    6080 Zen Way, Oakland, FL 34787

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

    Last Sold Summary

    • $249/SF

    Current Estimated Value $409,744

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

    6080 Zen Way, Oakland, FL 34787
    • /38

      Est $578,452

      Not Listed For Sale

      2021 South Old Killarney St, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,108 Sq Ft
      • Built 2023
      2021 South Old Killarney St, Winter Garden, FL 34787

      Last Sold Summary

      • 50 Days On Market

  • /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 $475,550

    Last Listing Agent Joseph Sipp KELLER WILLIAMS WINTER PARK

    2135 Standing Rock Cir, Oakland, FL 34787
    • /55

      Est $502,001

      Not Listed For Sale

      15926 Moonlight Bay St, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,029 Sq Ft
      • Built 2021
      15926 Moonlight Bay St, Oakland, FL 34787

      Last Sold Summary

      • 83 Days On Market

  • /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 $532,399

    Last Listing Agent Matthew Wheatley WHEATLEY REALTY GROUP

    610 Strihal Loop, Oakland, FL 34787
    • /34

      Est $739,308

      Not Listed For Sale

      2037 South Old Killarney St, Winter Garden, FL 34787

      • 5 Beds
      • 4.5 Baths
      • 3,345 Sq Ft
      • Built 2023
      2037 South Old Killarney St, Winter Garden, FL 34787

      Last Sold Summary

      • 96 Days On Market

  • /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 $652,139

    Last Listing Agent Lindsay Seibert SERHANT

    207 Largovista Dr, Oakland, FL 34787
    • /26

      Est $514,688

      Not Listed For Sale

      5977 Painted Leaf Dr, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,128 Sq Ft
      • Built 2020
      5977 Painted Leaf Dr, Oakland, FL 34787

      Last Sold Summary

      • 15 Days On Market

  • /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
    • /28

      Est $427,670

      Not Listed For Sale

      7718 Bowery Dr, Oakland, FL 34787

      • 3 Beds
      • 3 Baths
      • 2,032 Sq Ft
      • Built 2019
      7718 Bowery Dr, Oakland, FL 34787

      Last Sold Summary

      • 36 Days On Market

  • /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
    • /57

      Est $585,142

      Not Listed For Sale

      2511 Sky Stone Ct, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 3,449 Sq Ft
      • Built 2018
      2511 Sky Stone Ct, Winter Garden, FL 34787

      Last Sold Summary

      • 72 Days On Market

  • /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 $861,257

    Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

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

      Est $977,603

      Not Listed For Sale

      126 Hammock Preserve Loop, Oakland, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,811 Sq Ft
      • Built 2023
      126 Hammock Preserve Loop, Oakland, FL 34787

      Last Sold Summary

      • 19 Days On Market

  • /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

    Current Estimated Value $577,000

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

    17703 Sharp Pummelo Aly, Oakland, FL 34787
    • /21

      Est $457,078

      Not Listed For Sale

      2093 Standing Rock Cir, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,744 Sq Ft
      • Built 2020
      2093 Standing Rock Cir, Winter Garden, FL 34787

      Last Sold Summary

      • 5 Days On Market

  • /2

    $999,000

    Sold Feb 17, 2026

    1185 Wilder Oaks Way, Oakland, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,789 Sq Ft
    • Built 2024

    Last Sold Summary

    • $358/SF
    • 1 Day On Market

    Current Estimated Value $991,328

    Last Listing Agent Ashlen Hayward THE AGENCY FL

    1185 Wilder Oaks Way, Oakland, FL 34787
    • /2

      Est $454,492

      Not Listed For Sale

      Unlisted Address

      • 3 Beds
      • 2.5 Baths
      • 1,992 Sq Ft
      • Built 2023
      Unlisted Address

      Last Sold Summary

  • /15

    $600,000

    Sold Apr 24, 2026

    14748 Field Daisy Dr, Oakland, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 2,149 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 2% Below List Price
    • $279/SF
    • 4 Days On Market

    Taylor Morrison Harvest at Ovation

    14748 Field Daisy Dr, Oakland, FL 34787
    • /2

      Est $435,823

      Not Listed For Sale

      10623 Words Dr, Oakland, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 1,992 Sq Ft
      • Built 2023
      10623 Words Dr, Oakland, FL 34787

      Last Sold Summary

      • 0 Days On Market

  • /2

    $435,000

    Sold Apr 20, 2026

    8937 Matriarca Aly, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,730 Sq Ft
    • Built 2021

    Last Sold Summary

    • 6% Below List Price
    • $251/SF
    • 154 Days On Market

    Current Estimated Value $430,340

    Last Listing Agent Tony Wong, LLC SANCTUM REALTY PROFESSIONALS LLC

    8937 Matriarca Aly, Oakland, FL 34787
    • /35

      Est $744,948

      Not Listed For Sale

      50 Demens St, Oakland, FL 34760

      • 4 Beds
      • 3.5 Baths
      • 2,652 Sq Ft
      • Built 2003
      50 Demens St, Oakland, FL 34760

      Last Sold Summary

      • 1 Day On Market

  • /2

    $895,000

    Sold Feb 09, 2026

    529 N Pollard St, Winter Garden, FL 34787

    • Land
    • 1.03 Acres
    • $868,932 per Acre

    Last Sold Summary

    • 0 Days On Market

    Current Estimated Value $896,000

    Last Listing Agent Alexis Anderson REGENCY REAL ESTATE LLC

    529 N Pollard St, Winter Garden, FL 34787
    • /28

      Est $513,983

      Not Listed For Sale

      3295 Hanging Tide St, Oakland, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 2021
      3295 Hanging Tide St, Oakland, FL 34787

      Last Sold Summary

      • 46 Days On Market

  • /2

    $612,990

    Sold Apr 17, 2026

    2930 Good Vibes Way, Oakland, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,692 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $228/SF
    • 79 Days On Market

    Last Listing Agent Ben Goldstein LENNAR REALTY

    2930 Good Vibes Way, Oakland, FL 34787

Showing Results 521 - 560, Page 14 of 18

How to Buy a Home How to Finance a Home How to Sell a Home