3,209

Oakland, FL Homes

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  • /2

    $512,500 Sold Dec 08, 2025

    1787 White Feather Loop, Oakland, FL 34787

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

    Last Sold Summary

    • 8% Below List Price
    • $238/SF
    • 155 Days On Market

    Current Estimated Value $507,158

    Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    1787 White Feather Loop, Oakland, FL 34787
    • /2

      Est $800,432 Not Listed For Sale

      1221 Wilder Oaks Way, Oakland, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,240 Sq Ft
      • Built 2024
      1221 Wilder Oaks Way, Oakland, FL 34787

      Last Sold Summary

      • 2% Above List Price
      • $352/SF
      • 162 Days On Market
      • Last Sold Price $788,500
      • Dec 18, 2024

      Last Listing Agent Jasmine Martz OLYMPUS EXECUTIVE REALTY INC

  • /14

    $440,000

    • Land
    • 11,325 Sq Ft
    • $1,692,308 per Acre

    1161 Prado Ln, Oakland, FL 34787

    Nestled in the heart of Oakland, Florida, this expansive homesite offers the perfect canvas to build your dream home with custom home builder, Pioneer Builders. Set in an illustrious community, called the Grove, this generously sized lot is ideal for crafting your unique custom home. The Grove is situated within Oakland’s most sought-after neighborhood known for its upscale charm and ideal

    Alexis Anderson REGENCY REAL ESTATE LLC

    1161 Prado Ln, Oakland, FL 34787
  • /2

    $591,290 Sold Jan 09, 2026

    2823 Haze Rd, Oakland, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 2,201 Sq Ft
    • Built 2025

    Last Sold Summary

    • $269/SF
    • 0 Days On Market

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

    2823 Haze Rd, Oakland, FL 34787
    • /56

      Est $775,198 Not Listed For Sale

      5633 Orange Orchard Dr, Oakland, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,688 Sq Ft
      • Built 2021
      5633 Orange Orchard Dr, Oakland, FL 34787

      Last Sold Summary

      • 5% Below List Price
      • $305/SF
      • 13 Days On Market
      • Last Sold Price $820,000
      • Jun 07, 2024

      Last Listing Agent Rema Perras CORCORAN PREMIER REALTY

  • /3

    $374,900 Pending

    • Land
    • 10,454 Sq Ft
    • $1,562,083 per Acre

    1215 Ridge Lake Way, Winter Garden, FL 34787

    Under contract-accepting backup offers. LOT 247: Don't miss your final opportunity to build your dream home in Oakland Park, a charming golf cart community along Lake Apopka and the West Orange Trail. These recently released lots are part the final phase of this coveted neighborhood and some of the best lots available. This is your chance to build an estate or lake front home that is only 2 miles

    Tracey McFadden OAK AVENUE REAL ESTATE LLC

    1215 Ridge Lake Way, Winter Garden, FL 34787
  • /2

    $819,006 Sold Sep 17, 2025

    16125 Honey Harvest St, Oakland, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 2,837 Sq Ft
    • Built 2024

    Last Sold Summary

    • $289/SF
    • 0 Days On Market

    Current Estimated Value $821,000

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

    16125 Honey Harvest St, Oakland, FL 34787
    • /2

      Est $530,694 Not Listed For Sale

      13031 Tollcross Way, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,908 Sq Ft
      • Built 2024
      13031 Tollcross Way, Oakland, FL 34787

      Last Sold Summary

      • 2% Below List Price
      • $283/SF
      • 141 Days On Market
      • Last Sold Price $540,000
      • Sep 25, 2024

      Last Listing Agent Dayene Grubert ORLANDO TBI REALTY LLC

  • /2

    $1,025,000 Sold Jul 21, 2025

    936 Allendale Ln, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,711 Sq Ft
    • Built 2023

    Last Sold Summary

    • 11% Below List Price
    • $378/SF
    • 77 Days On Market

    Current Estimated Value $1,036,117

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    936 Allendale Ln, Winter Garden, FL 34787
    • /2

      Est $609,473 Not Listed For Sale

      13109 Tollcross Way, Oakland, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,182 Sq Ft
      • Built 2024
      13109 Tollcross Way, Oakland, FL 34787

      Last Sold Summary

      • 6% Below List Price
      • $298/SF
      • 42 Days On Market
      • Last Sold Price $650,000
      • Aug 05, 2024

      Last Listing Agent Dayene Grubert ORLANDO TBI REALTY LLC

  • /2

    $394,990 Sold Jul 08, 2025

    5860 Meditation Dr, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $244/SF
    • 20 Days On Market

    Last Listing Agent Ben Goldstein LENNAR REALTY

    5860 Meditation Dr, Oakland, FL 34787
    • /34

      Est $412,141 Not Listed For Sale

      9085 Legado Dr, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,513 Sq Ft
      • Built 2020
      9085 Legado Dr, Oakland, FL 34787

      Last Sold Summary

      • 2% Below List Price
      • $278/SF
      • 1 Day On Market
      • Last Sold Price $421,000
      • Jun 04, 2024

      Last Listing Agent ALLISON JOHNSTON THE SIMON SIMAAN GROUP

  • /2

    $575,000 Sold May 16, 2025

    11015 Bostwick Aly, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 2023

    Last Sold Summary

    • 2% Below List Price
    • $261/SF
    • 4 Days On Market

    Current Estimated Value $576,492

    Last Listing Agent Marcos Del Nero LA ROSA REALTY KISSIMMEE

    11015 Bostwick Aly, Oakland, FL 34787
    • /2

      Est $571,460 Not Listed For Sale

      15169 Summer Harvest St, Oakland, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,338 Sq Ft
      • Built 2024
      15169 Summer Harvest St, Oakland, FL 34787

      Last Sold Summary

      • $245/SF
      • Last Sold Price $572,240
      • Mar 21, 2024

      Last Listing Agent Antonio Cardoso Desmarais TALENT REALTY SOLUTIONS

  • /2

    $886,000 Sold Jul 31, 2025

    9068 Sonoma Coast Dr, Oakland, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 3,267 Sq Ft
    • Built 2020

    Last Sold Summary

    • 6% Below List Price
    • $271/SF
    • 11 Days On Market

    Current Estimated Value $905,844

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    9068 Sonoma Coast Dr, Oakland, FL 34787
    • /2

      Est $635,605 Not Listed For Sale

      3303 Buoy Cir, Oakland, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,741 Sq Ft
      • Built 2021
      3303 Buoy Cir, Oakland, FL 34787

      Last Sold Summary

      • 3% Above List Price
      • $226/SF
      • 128 Days On Market
      • Last Sold Price $620,000
      • Aug 19, 2024

      Last Listing Agent Kyle Madorin UPWELL REALTY LLC

  • /2

    $795,000 Sold Jul 18, 2025

    101 W Oakland Ave, Oakland, FL 34760

    • 4 Beds
    • 3 Baths
    • 2,505 Sq Ft
    • Built 2014

    Last Sold Summary

    • 1% Below List Price
    • $317/SF
    • 25 Days On Market

    Current Estimated Value $798,575

    Last Listing Agent Lindsey Hahn ALL REAL ESTATE & INVESTMENTS

    101 W Oakland Ave, Oakland, FL 34760
    • /31

      Est $443,682 Not Listed For Sale

      16287 Prairie School Dr, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,818 Sq Ft
      • Built 2021
      16287 Prairie School Dr, Oakland, FL 34787

      Last Sold Summary

      • 5% Below List Price
      • $257/SF
      • 6 Days On Market
      • Last Sold Price $467,500
      • Apr 22, 2024

      Last Listing Agent Thomas Moffett BHHS FLORIDA REALTY

  • /2

    $459,006 Sold Nov 25, 2025

    17705 Japonica Bloom Dr, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,726 Sq Ft
    • Built 2025

    Last Sold Summary

    • $266/SF

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

    17705 Japonica Bloom Dr, Oakland, FL 34787
    • /11

      Est $494,898 Not Listed For Sale

      2035 White Feather Loop, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,082 Sq Ft
      • Built 2018
      2035 White Feather Loop, Oakland, FL 34787

      Last Sold Summary

      • 5% Below List Price
      • $250/SF
      • 7 Days On Market
      • Last Sold Price $520,000
      • Apr 26, 2024

      Last Listing Agent James Goodyear COMPASS FLORIDA LLC

  • /2

    $1,790,000 Sold Apr 27, 2026

    15198 E Oakland Ave, Winter Garden, FL 34787

    • 4 Beds
    • 4 Baths
    • 3,616 Sq Ft
    • Built 2023

    Last Sold Summary

    • 3% Below List Price
    • $495/SF
    • 9 Days On Market

    Last Listing Agent Melody Niederst IAD FLORIDA LLC

    15198 E Oakland Ave, Winter Garden, FL 34787
    • /38

      Est $380,881 Not Listed For Sale

      2212 Gopher Tortoise Terrace, Oakland, FL 34760

      • 2 Beds
      • 2.5 Baths
      • 1,620 Sq Ft
      • Built 2020
      2212 Gopher Tortoise Terrace, Oakland, FL 34760

      Last Sold Summary

      • 7% Below List Price
      • $253/SF
      • 2 Days On Market
      • Last Sold Price $410,000
      • Apr 12, 2024

      Last Listing Agent Cristina Ireland THE SIMON SIMAAN GROUP

  • /2

    $692,000 Sold Mar 13, 2026

    570 Johns Landing Way, Oakland, FL 34787

    • 5 Beds
    • 4 Baths
    • 4,030 Sq Ft
    • Built 2003

    Last Sold Summary

    • $172/SF
    • 6 Days On Market

    Current Estimated Value $685,992

    Last Listing Agent Ashley Pun DENIZ REALTY PARTNERS LLC

    570 Johns Landing Way, Oakland, FL 34787
    • /42

      Est $786,661 Not Listed For Sale

      1826 Western Trailway Dr, Oakland, FL 34787

      • 5 Beds
      • 3 Baths
      • 3,561 Sq Ft
      • Built 2021
      1826 Western Trailway Dr, Oakland, FL 34787

      Last Sold Summary

      • 1% Above List Price
      • $218/SF
      • 5 Days On Market
      • Last Sold Price $776,000
      • Apr 19, 2024

      Last Listing Agent Rick Martin COLDWELL BANKER REALTY

  • /2

    $775,000 Sold Sep 29, 2025

    8972 Sonoma Coast Dr, Oakland, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,758 Sq Ft
    • Built 2021

    Last Sold Summary

    • $281/SF
    • 27 Days On Market

    Current Estimated Value $786,027

    Last Listing Agent Gabriella Sadler SERHANT

    8972 Sonoma Coast Dr, Oakland, FL 34787
    • /2

      Est $444,782 Not Listed For Sale

      11337 Great Rock St, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,717 Sq Ft
      • Built 2023
      11337 Great Rock St, Oakland, FL 34787

      Last Sold Summary

      • 4% Below List Price
      • $268/SF
      • Last Sold Price $461,000
      • Jan 31, 2024

      Last Listing Agent Denise Batista ALLUX REAL ESTATE LLC

  • /2

    $500,000 Sold Dec 03, 2025

    16695 Herongate Dr, Oakland, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,685 Sq Ft
    • Built 2020

    Last Sold Summary

    • 4% Below List Price
    • $297/SF
    • 3 Days On Market

    Current Estimated Value $501,908

    Last Listing Agent Claire Jesso SERHANT

    16695 Herongate Dr, Oakland, FL 34787
    • /2

      Est $1,105,677 Not Listed For Sale

      111 Millholland St, Oakland, FL 34760

      • 4 Beds
      • 3 Baths
      • 3,333 Sq Ft
      • Built 2001
      111 Millholland St, Oakland, FL 34760

      Last Sold Summary

      • 1% Above List Price
      • $330/SF
      • 7 Days On Market
      • Last Sold Price $1,100,000
      • Mar 17, 2025

      Last Listing Agent Ashley Boyd BHHS FLORIDA REALTY

  • /2

    $537,000 Sold Jan 29, 2026

    2090 Standing Rock Cir, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,010 Sq Ft
    • Built 2019

    Last Sold Summary

    • 17% Below List Price
    • $267/SF
    • 147 Days On Market

    Current Estimated Value $534,005

    Last Listing Agent Tim Boon CREEGAN GROUP

    2090 Standing Rock Cir, Oakland, FL 34787
    • /2

      Est $589,248 Not Listed For Sale

      13121 Tollcross Way, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,062 Sq Ft
      • Built 2024
      13121 Tollcross Way, Oakland, FL 34787

      Last Sold Summary

      • 15% Below List Price
      • $335/SF
      • 37 Days On Market
      • Last Sold Price $689,995
      • Jul 20, 2024

      Last Listing Agent Dayene Grubert ORLANDO TBI REALTY LLC

  • /2

    $1,575,000 Sold Jan 23, 2026

    1096 Riverway Dr, Oakland, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 4,171 Sq Ft
    • Built 2025

    Last Sold Summary

    • 7% Below List Price
    • $378/SF
    • 32 Days On Market

    Current Estimated Value $1,581,217

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    1096 Riverway Dr, Oakland, FL 34787
    • /57

      Est $833,144 Not Listed For Sale

      15104 Heron Hideaway Cir, Oakland, FL 34787

      • 6 Beds
      • 4 Baths
      • 4,237 Sq Ft
      • Built 2012
      15104 Heron Hideaway Cir, Oakland, FL 34787

      Last Sold Summary

      • 3% Below List Price
      • $202/SF
      • 2 Days On Market
      • Last Sold Price $857,500
      • Jun 03, 2024

      Last Listing Agent Denise Gregorie CLOCK TOWER REALTY

  • /2

    $450,000 Sold Jan 25, 2026

    510 N Nixon St, Oakland, FL 34760

    • Land
    • 19,602 Sq Ft
    • $1,000,000 per Acre

    Last Sold Summary

    • 90% Below List Price
    • 0 Days On Market

    Last Listing Agent Chocky Burks CORCORAN PREMIER REALTY

    510 N Nixon St, Oakland, FL 34760
    • /2

      Est $518,348 Not Listed For Sale

      14347 Braemar St, Oakland, FL 34787

      • 4 Beds
      • 3 Baths
      • 1,897 Sq Ft
      • Built 2024
      14347 Braemar St, Oakland, FL 34787

      Last Sold Summary

      Last Listing Agent Linda O'Grady PREMIER SOTHEBYS INT'L REALTY

  • /2

    $1,018,670 Sold Jan 23, 2026

    4677 Golden Birch Ave, Oakland, FL 34787

    • 5 Beds
    • 4 Baths
    • 4,272 Sq Ft
    • Built 2025

    Last Sold Summary

    • $238/SF

    Current Estimated Value $1,016,787

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

    4677 Golden Birch Ave, Oakland, FL 34787
    • /27

      Est $682,448 Not Listed For Sale

      16265 Misty Hills Ave, Oakland, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,270 Sq Ft
      • Built 2020
      16265 Misty Hills Ave, Oakland, FL 34787

      Last Sold Summary

      • 5% Below List Price
      • $317/SF
      • 23 Days On Market
      • Last Sold Price $720,000
      • Apr 26, 2024

      Last Listing Agent xTroy Nowak MANGROVE BAY REALTY LLC

  • /2

    $1,125,000 Sold Apr 01, 2026

    552 Walker St, Oakland, FL 34760

    • Land
    • 35,719 Sq Ft
    • $1,371,951 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 274 Days On Market

    Last Listing Agent Alexis Anderson REGENCY REAL ESTATE LLC

    552 Walker St, Oakland, FL 34760
    • /2

      Est $652,152 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

      • 8% Below List Price
      • $337/SF
      • 78 Days On Market
      • Last Sold Price $710,000
      • Jul 26, 2024

      Last Listing Agent Dayene Grubert ORLANDO TBI REALTY LLC

  • /2

    $879,000 Sold May 13, 2025

    1073 Sadler Oaks Way, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,246 Sq Ft
    • Built 2023

    Last Sold Summary

    • $391/SF
    • 28 Days On Market

    Current Estimated Value $865,383

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    1073 Sadler Oaks Way, Winter Garden, FL 34787
    • /4

      Est $292,337 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

      • 15% Above List Price
      • $248/SF
      • 17 Days On Market
      • Last Sold Price $255,000
      • Mar 27, 2024

      Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

Showing Results 361 - 400, Page 10 of 18

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