3,225

Oakland, FL Homes

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  • 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
    • 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 $731,321

      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

      • 65 Days On Market

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

  • 13343 Sunny Retreat Ln, Oakland, FL 34787
    13343 Sunny Retreat Ln, Oakland, FL 34787
    /2

    $765,000

    Sold Jul 10, 2026

    13343 Sunny Retreat Ln, Oakland, FL 34787

    • 3 Beds
    • 2 Baths
    • 2,214 Sq Ft
    • Built 2023

    Last Sold Summary

    • 23% Below List Price
    • $346/SF
    • 142 Days On Market

    Current Estimated Value $761,570

    Last Listing Agent John Hart PREMIER SOTHEBYS INT'L REALTY

    13343 Sunny Retreat Ln, Oakland, 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 $598,020

      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

      • 16 Days On Market

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

  • 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 $531,905

    Last Listing Agent Matthew Wheatley WHEATLEY REALTY GROUP

    610 Strihal Loop, Oakland, 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 $1,593,406

      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

      • 30 Days On Market

      Last Listing Agent Debbie Harris OAK AVENUE REAL ESTATE 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 $668,408

    Last Listing Agent Lindsay Seibert SERHANT

    207 Largovista Dr, Oakland, FL 34787
    • 1173 Riverway Dr, Oakland, FL 34787
      1173 Riverway Dr, Oakland, FL 34787
      1173 Riverway Dr, Oakland, FL 34787
      /4

      Est $830,500

      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

      • 62 Days On Market

      Last Listing Agent Debbie Harris OAK AVENUE REAL ESTATE LLC

  • 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
    • 234 Hammock Preserve Loop, Oakland, FL 34787
      234 Hammock Preserve Loop, Oakland, FL 34787
      /2

      Est $839,312

      Not Listed For Sale

      234 Hammock Preserve Loop, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,255 Sq Ft
      • Built 2023
      234 Hammock Preserve Loop, Oakland, FL 34787

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Lianna D'Angelo SOTERA LIVING

  • 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
    • 1513 Sweet Apple St, Oakland, FL 34760
      1513 Sweet Apple St, Oakland, FL 34760
      1513 Sweet Apple St, Oakland, FL 34760
      /33

      Est $360,368

      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

      • 59 Days On Market

      Last Listing Agent Luciana Lima Chaves FLORIDA CONNEXION PROPERTIES

  • 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

    Current Estimated Value $599,000

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

    17703 Sharp Pummelo Aly, Oakland, FL 34787
    • 12337 Bracco St, Oakland, FL 34787
      12337 Bracco St, Oakland, FL 34787
      /2

      Est $543,471

      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

      • 92 Days On Market

      Last Listing Agent Tatiana Souza DAVILA HOMES

  • 1185 Wilder Oaks Way, Oakland, FL 34787
    1185 Wilder Oaks Way, Oakland, FL 34787
    /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 $1,000,735

    Last Listing Agent Ashlen Hayward OAK AVENUE REAL ESTATE LLC

    1185 Wilder Oaks Way, 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 $1,256,932

      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

      • 128 Days On Market

      Last Listing Agent Mark Raumaker SERHANT

  • 14748 Field Daisy Dr, Oakland, FL 34787
    14748 Field Daisy Dr, Oakland, FL 34787
    14748 Field Daisy Dr, Oakland, FL 34787
    /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
    • 10678 Words Dr, Oakland, FL 34787
      10678 Words Dr, Oakland, FL 34787
      /2

      Est $447,818

      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

  • 8937 Matriarca Aly, Oakland, FL 34787
    8937 Matriarca Aly, Oakland, FL 34787
    /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 $428,150

    Last Listing Agent Tony Wong, LLC SANCTUM REALTY PROFESSIONALS LLC

    8937 Matriarca Aly, 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

      • 6 Days On Market

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

  • 529 N Pollard St, Winter Garden, FL 34787
    529 N Pollard St, Winter Garden, FL 34787
    /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 $888,000

    Last Listing Agent Alexis Anderson REGENCY REAL ESTATE LLC

    529 N Pollard St, Winter Garden, 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 $415,575

      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

      • 66 Days On Market

      Last Listing Agent Jorge Trejo KELLER WILLIAMS ADVANTAGE III

  • 2930 Good Vibes Way, Oakland, FL 34787
    2930 Good Vibes Way, Oakland, FL 34787
    /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
    • 4540 Gliding Wave St, Oakland, FL 34787
      4540 Gliding Wave St, Oakland, FL 34787
      4540 Gliding Wave St, Oakland, FL 34787
      /40

      Est $585,816

      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

      Last Listing Agent Melissa Vance MAINFRAME REAL ESTATE

  • 5802 Fabry St, Oakland, FL 34787
    5802 Fabry St, Oakland, FL 34787
    /2

    $642,670

    Sold Jan 05, 2026

    5802 Fabry St, Oakland, FL 34787

    • 5 Beds
    • 3.5 Baths
    • 2,563 Sq Ft
    • Built 2025

    Last Sold Summary

    • $251/SF

    Current Estimated Value $651,708

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

    5802 Fabry St, Oakland, 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 $488,184

      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

      Last Listing Agent Robert Schott TEAMCONNECT REALTY LLC

  • 15099 Tea Tree Dr, Oakland, FL 34787
    15099 Tea Tree Dr, Oakland, FL 34787
    /2

    $833,210

    Sold Apr 15, 2026

    15099 Tea Tree Dr, Oakland, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,688 Sq Ft
    • Built 2026

    Last Sold Summary

    • 8% Below List Price
    • $310/SF
    • 0 Days On Market

    Current Estimated Value $836,000

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    15099 Tea Tree Dr, Oakland, FL 34787
    • 12320 Bracco St, Oakland, FL 34787
      12320 Bracco St, Oakland, FL 34787
      /2

      Est $521,432

      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

      Last Listing Agent Tatiana Souza DAVILA HOMES

  • 1210 Johns Cove Ln, Oakland, FL 34787
    1210 Johns Cove Ln, Oakland, FL 34787
    /2

    $1,500,000

    Sold Apr 03, 2026

    1210 Johns Cove Ln, Oakland, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,842 Sq Ft
    • Built 2016

    Last Sold Summary

    • 3% Below List Price
    • $528/SF
    • 8 Days On Market

    Current Estimated Value $1,491,576

    Last Listing Agent Heidi Pfeffer-Morgan DALTON WADE INC

    1210 Johns Cove Ln, Oakland, FL 34787
    • 12332 Bracco St, Oakland, FL 34787
      12332 Bracco St, Oakland, FL 34787
      /2

      Est $523,145

      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

      Last Listing Agent Tatiana Souza DAVILA HOMES

  • 3148 Repose Dr, Oakland, FL 34787
    3148 Repose Dr, Oakland, FL 34787
    /2

    $307,490

    Sold Jul 07, 2026

    3148 Repose Dr, Oakland, FL 34787

    • 2 Beds
    • 2 Baths
    • 1,421 Sq Ft
    • Built 2026

    Last Sold Summary

    • 4% Above List Price
    • $216/SF
    • 3 Days On Market

    Last Listing Agent Ben Goldstein LENNAR REALTY

    3148 Repose Dr, 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 $933,804

      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

      Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

  • 17603 Japonica Bloom Dr, Oakland, FL 34787
    17603 Japonica Bloom Dr, Oakland, FL 34787
    /2

    $639,658

    Sold Nov 21, 2025

    17603 Japonica Bloom Dr, Oakland, FL 34787

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

    Last Sold Summary

    • $300/SF

    Current Estimated Value $676,000

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

    17603 Japonica Bloom Dr, 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 $738,279

      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

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

  • 3367 Hanging Tide St, Oakland, FL 34787
    3367 Hanging Tide St, Oakland, FL 34787
    /2

    $767,500

    Sold Aug 03, 2026

    3367 Hanging Tide St, Oakland, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 4,440 Sq Ft
    • Built 2021

    Last Sold Summary

    • 4% Below List Price
    • $173/SF
    • 52 Days On Market

    Current Estimated Value $784,395

    Last Listing Agent Jeffrey Petch GECKO REALTY, INC

    3367 Hanging Tide St, Oakland, FL 34787
    • 2025 South Old Killarney St, Winter Garden, FL 34787
      2025 South Old Killarney St, Winter Garden, FL 34787
      2025 South Old Killarney St, Winter Garden, FL 34787
      /21

      Est $689,765

      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

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

  • 15093 Tea Tree Dr, Oakland, FL 34787
    15093 Tea Tree Dr, Oakland, FL 34787
    /2

    $833,342

    Sold Mar 30, 2026

    15093 Tea Tree Dr, Oakland, FL 34787

    • 6 Beds
    • 4.5 Baths
    • 3,412 Sq Ft
    • Built 2026

    Last Sold Summary

    • 4% Above List Price
    • $244/SF
    • 124 Days On Market

    Current Estimated Value $599,000

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    15093 Tea Tree Dr, Oakland, FL 34787
    • 2021 South Old Killarney St, Winter Garden, FL 34787
      2021 South Old Killarney St, Winter Garden, FL 34787
      2021 South Old Killarney St, Winter Garden, FL 34787
      /38

      Est $582,910

      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

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

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

    $560,000

    Sold Mar 23, 2026

    229 Largovista Dr, Oakland, FL 34787

    • 5 Beds
    • 4 Baths
    • 3,449 Sq Ft
    • Built 2004

    Last Sold Summary

    • 14% Below List Price
    • $162/SF
    • 163 Days On Market

    Current Estimated Value $590,267

    Last Listing Agent Richard Lokhnauth RL LUXURY REAL ESTATE

    229 Largovista Dr, Oakland, FL 34787
    • 15926 Moonlight Bay St, Oakland, FL 34787
      15926 Moonlight Bay St, Oakland, FL 34787
      15926 Moonlight Bay St, Oakland, FL 34787
      /55

      Est $515,461

      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

      Last Listing Agent Buyana Espad Espada CHARLES RUTENBERG REALTY ORLANDO

Showing Results 521 - 560, Page 14 of 18

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