3,195

Oakland, FL Homes

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    • /51

      Est $394,287 Not Listed For Sale

      12032 Holystone St, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,568 Sq Ft
      • Built 2022
      12032 Holystone St, Oakland, FL 34787

      Last Sold Summary

      • 7% Below List Price
      • $271/SF
      • 39 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Marcelo Lopes Santana FLORIDA CONNEXION PROPERTIES

  • /55

    $499,990 Pending

    • 3 Beds
    • 2 Baths
    • 1,791 Sq Ft

    17621 Japonica Bloom Dr, Oakland, FL 34787

    Enjoy comfortable and convenient living in Northlake at Ovation, where this thoughtfully designed home features a private primary suite with a spacious walk-in closet, creating a peaceful retreat at the end of the day. Ideally located, the community offers easy access to everyday conveniences and popular destinations—just 37 minutes from Orlando International Airport, 20 minutes from world-famous

    Reed Williams ASHTON WOODS FLORIDA REALTY LLC

    17621 Japonica Bloom Dr, Oakland, FL 34787
  • /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 $1,008,836

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    936 Allendale Ln, Winter Garden, FL 34787
    • /38

      Est $375,075 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

      • 9% Below List Price
      • $253/SF
      • 2 Days On Market

      Last Sold Price $410,000

      Last Listing Agent Cristina Ireland THE SIMON SIMAAN GROUP

  • /2

    $852,342 Pending

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

    15093 Tea Tree Dr, Oakland, FL 34787

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria w/ Bonus, an award-winning open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    15093 Tea Tree Dr, Oakland, FL 34787
  • /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
    • /42

      Est $774,119 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

      • $218/SF
      • 5 Days On Market

      Last Sold Price $776,000

      Last Listing Agent Rick Martin COLDWELL BANKER REALTY

  • /17

    $399,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    Harbor Plan at Serenade at Ovation - Townhomes, Oakland, FL 34787

    The Harbor floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath,

    Dream Finders Homes Builder
    14229 Lanyard Way Unit 36477638, Oakland, FL 34787
  • /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 $571,355

    Last Listing Agent Marcos Del Nero LA ROSA REALTY KISSIMMEE

    11015 Bostwick Aly, Oakland, FL 34787
    • /2

      Est $443,979 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

      Last Listing Agent Denise Batista ALLUX REAL ESTATE LLC

  • /3

    $577,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    Lexington Plan at Serenade at Ovation - Single Family Homes, Oakland, FL 34787

    The Lexington floorplan is a spacious one-story design, featuring three comfortable bedrooms and two bathrooms, offering a total of 1,856 square feet. This home includes a versatile three-car garage with tandem space, perfect for extra storage or a workshop area. The open-concept layout connects the great room, cafe, and kitchen, creating a welcoming atmosphere for entertaining and everyday

    Dream Finders Homes Builder
    14229 Lanyard Way Unit 36464864, Oakland, FL 34787
  • /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 $880,510

    Last Listing Agent Ken Pozek REAL BROKER, LLC

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

      Est $1,110,287 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

      Last Listing Agent Ashley Boyd BHHS FLORIDA REALTY

  • /53

    $875,000

    • 4 Beds
    • 4 Baths
    • 2,831 Sq Ft

    931 Kylee Aly, Winter Garden, FL 34787

    There is a specific frequency to life in Oakland Park that exists nowhere else in Central Florida. It is a rare, rhythmic harmony between the nostalgia of Old Florida and the crisp, clean lines of modern luxury. As you cross into the community, the atmosphere shifts. The air feels lighter, filtered through the canopy of ancient oaks and manicured greenery of a village designed for connection.

    Barbara Vance PA PREMIER SOTHEBYS INT'L REALTY

    931 Kylee Aly, Winter Garden, FL 34787
  • /20

    $705,000 Sold Mar 31, 2025

    13714 Fresh Ivy St, Oakland, FL 34787

    • 2 Beds
    • 2.5 Baths
    • 2,080 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Below List Price
    • $339/SF
    • 65 Days On Market

    Current Estimated Value $676,963

    Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    13714 Fresh Ivy St, Oakland, FL 34787
    • /2

      Est $629,058 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

      • 9% Below List Price
      • $335/SF
      • 37 Days On Market

      Last Sold Price $689,995

      Last Listing Agent Dayene Grubert ORLANDO TBI REALTY LLC

  • /14

    $440,000

    • Land
    • 0.26 Acre
    • $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

    $937,239 Sold Mar 26, 2025

    1179 Wilder Oaks Way, Oakland, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,773 Sq Ft
    • Built 2025

    Last Sold Summary

    • $338/SF

    Current Estimated Value $939,507

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

    1179 Wilder Oaks Way, Oakland, FL 34787
    • /57

      Est $831,378 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

      Last Listing Agent Denise Gregorie CLOCK TOWER REALTY

  • /3

    $374,900

    • Land
    • 0.24 Acre
    • $1,562,083 per Acre

    1215 Ridge Lake Way, Winter Garden, FL 34787

    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 for adorable Downtown Winter Garden,

    Tracey McFadden OAK AVENUE REAL ESTATE LLC

    1215 Ridge Lake Way, Winter Garden, FL 34787
  • /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 $791,623

    Last Listing Agent Lindsey Hahn ALL REAL ESTATE & INVESTMENTS

    101 W Oakland Ave, Oakland, FL 34760
    • /2

      Est $2,367,294 Not Listed For Sale

      15522 Shorebird Ln, Oakland, FL 34787

      • 7 Beds
      • 6.5 Baths
      • 6,400 Sq Ft
      • Built 2020
      15522 Shorebird Ln, Oakland, FL 34787

      Last Sold Summary

      • 3% Below List Price
      • $380/SF
      • 12 Days On Market

      Last Sold Price $2,430,000

      Last Listing Agent Carmen Gonzalez, Pa HORIZON WEST 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
    • /2

      Est $512,888 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

    $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 $685,666

    Last Listing Agent Ashley Pun DENIZ REALTY PARTNERS LLC

    570 Johns Landing Way, Oakland, FL 34787
    • /27

      Est $680,008 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

      • 6% Below List Price
      • $317/SF
      • 23 Days On Market

      Last Sold Price $720,000

      Last Listing Agent xTroy Nowak MANGROVE BAY REALTY LLC

  • /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 $777,828

    Last Listing Agent Gabriella Sadler SERHANT

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

      Est $637,681 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

      • 10% Below List Price
      • $337/SF
      • 78 Days On Market

      Last Sold Price $710,000

      Last Listing Agent Dayene Grubert ORLANDO TBI REALTY 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 $498,532

    Last Listing Agent Claire Jesso SERHANT

    16695 Herongate Dr, Oakland, FL 34787
    • /4

      Est $308,247 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

      • 21% Above List Price
      • $248/SF
      • 17 Days On Market

      Last Sold Price $255,000

      Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

  • /2

    $1,284,682 Sold May 08, 2025

    1245 Wilder Oaks Way, Oakland, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 3,852 Sq Ft
    • Built 2025

    Last Sold Summary

    • $334/SF

    Current Estimated Value $1,179,166

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

    1245 Wilder Oaks Way, Oakland, FL 34787
    • /19

      Est $452,956 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

      • 5% Below List Price
      • $260/SF
      • 16 Days On Market

      Last Sold Price $475,800

      Last Listing Agent Eusebio Salas LA ROSA REALTY LLC

  • /2

    $1,057,482 Sold Mar 27, 2025

    1216 Oak Fort Ln, Oakland, FL 34787

    • 5 Beds
    • 3.5 Baths
    • 3,046 Sq Ft
    • Built 2025

    Last Sold Summary

    • $347/SF

    Current Estimated Value $1,016,507

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

    1216 Oak Fort Ln, Oakland, FL 34787
    • /2

      Est $924,208 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

      • 5% Below List Price
      • $238/SF
      • 48 Days On Market

      Last Sold Price $974,995

      Last Listing Agent Dayene Grubert ORLANDO TBI REALTY LLC

  • /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 $565,332

    Last Listing Agent Tim Boon CREEGAN GROUP

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

      Est $779,072 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

      • 1% Below List Price
      • $243/SF
      • 268 Days On Market

      Last Sold Price $790,000

      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 $1,596,274

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    1096 Riverway Dr, Oakland, FL 34787
    • /5

      Est $522,161 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

      • 4% Below List Price
      • $274/SF
      • 30 Days On Market

      Last Sold Price $546,335

      Last Listing Agent Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

  • /2

    $450,000 Sold Jan 25, 2026

    510 N Nixon St, Oakland, FL 34760

    • Land
    • 0.45 Acre
    • $1,000,000 per Acre

    Last Sold Summary

    • 90% Below List Price
    • 0 Days On Market

    Current Estimated Value $448,965

    Last Listing Agent Chocky Burks CORCORAN PREMIER REALTY

    510 N Nixon St, Oakland, FL 34760
    • /17

      Est $573,978 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% Below List Price
      • $258/SF
      • 5 Days On Market

      Last Sold Price $602,480

      Last Listing Agent Ayrys Torres TALENT REALTY SOLUTIONS

Showing Results 361 - 400, Page 10 of 18

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