3,043

Oakland, FL Homes

Section Image
    • /33

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,381 Sq Ft

      14413 Shaman Way, Winter Garden, FL 34787

      14413 Shaman Way, Winter Garden, FL 34787
  • /2

    $455,000 Sold Mar 07, 2025

    • 1,835 Sq Ft
    • $248/SF
    • 18 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2017

    1769 White Feather Loop, Oakland, FL 34787

    This upgraded & spacious 3/2.5 is just down the road from Winter Garden and only one house away from the community center and pool in Oakland Trails by Meritage Homes.Step into the stunning Kipling model home, where a spacious open kitchen flows seamlessly into the living and dining room on the first floor. Upstairs, a cozy loft ensures privacy between the master suite and secondary bedrooms.

    Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

    1769 White Feather Loop, Oakland, FL 34787
    • /41

      Est $532,972 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,000 Sq Ft

      2490 Standing Rock Cir, Oakland, FL 34787

      2490 Standing Rock Cir, Oakland, FL 34787
  • /2

    $675,000 Sold Feb 27, 2025

    • Land
    • 0.30 Acre
    • $2,250,000 per Acre
    • 0 Days On Market

    1245 Ridge Lake Way, Winter Garden, FL 34787

    LOT 252: 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 Orang 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, and

    Tracey McFadden OAK AVENUE REAL ESTATE LLC

    1245 Ridge Lake Way, Winter Garden, FL 34787
    • /2

      Est $602,517 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,751 Sq Ft

      921 Mckinnon Square, Winter Garden, FL 34787

      921 Mckinnon Square, Winter Garden, FL 34787
  • /2

    $1,000,000 Sold Feb 03, 2025

    • 3,894 Sq Ft
    • $257/SF
    • 161 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2024

    13229 Tollcross Way, Oakland, FL 34787

    Under Construction. Toll Brothers New Construction at Winter Garden Horizonwest. Home with opportunity to customize Design Studio selection. The arched openings in the foyer create an impressive entry into this home, with large formal dining room and spacious kitchen. The well-equipped kitchen features a walk-in pantry and an open view of the breakfast area and great room. The great room opens

    Dayene S. Grubert ORLANDO TBI REALTY LLC

    13229 Tollcross Way, Oakland, FL 34787
    • /22

      Est $445,200 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,755 Sq Ft

      15809 Water Spring Blvd, Winter Garden, FL 34787

      15809 Water Spring Blvd, Winter Garden, FL 34787
  • /2

    $650,000 Sold Jan 28, 2025

    • Land
    • 0.30 Acre
    • $2,166,667 per Acre
    • 0 Days On Market

    1233 Ridge Lake Way, Winter Garden, FL 34787

    LOT 250: 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 Orang 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, and

    Tracey McFadden OAK AVENUE REAL ESTATE LLC

    1233 Ridge Lake Way, Winter Garden, FL 34787
    • /2

      Est $870,746 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,562 Sq Ft

      1316 Southern Sun Dr, Oakland, FL 34787

      1316 Southern Sun Dr, Oakland, FL 34787
  • /2

    $523,905 Sold Jan 27, 2025

    • 1,908 Sq Ft
    • $275/SF
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    12494 Westhaven Oak Dr, Oakland, FL 34787

    Sold data entry listing.

    Stellar Non-Member Agent Stellar Non-Member Office

    12494 Westhaven Oak Dr, Oakland, FL 34787
    • /2

      Est $774,359 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,032 Sq Ft

      794 Hull Island Dr, Oakland, FL 34787

      794 Hull Island Dr, Oakland, FL 34787
  • /2

    $435,000 Sold Jan 14, 2025

    • 1,867 Sq Ft
    • $233/SF
    • 4 Beds
    • 2.5 Baths
    • Built 2025

    3119 Armstrong Ave, Oakland, FL 34787

    4 bed 2 bath single family new construction home in Clermont, FL Wellness Ridge Community.

    Stellar Non-Member Agent Stellar Non-Member Office

    3119 Armstrong Ave, Oakland, FL 34787
    • /2

      Est $915,741 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,562 Sq Ft

      1364 Foltz Loop, Oakland, FL 34787

      1364 Foltz Loop, Oakland, FL 34787
  • /2

    $835,050 Sold Dec 27, 2024

    • 3,860 Sq Ft
    • $216/SF
    • 5 Beds
    • 4.5 Baths
    • Built 2024

    Unlisted Address

    SOLD DATA ONLY

    Stellar Non-Member Agent Stellar Non-Member Office

    Unlisted Address
    • /3

      Est $73,468 Not Listed For Sale

      528 W Hull Ave, Oakland, FL 34760

      528 W Hull Ave, Oakland, FL 34760
  • /2

    $981,728 Sold Dec 18, 2024

    • 3,248 Sq Ft
    • $302/SF
    • 4 Beds
    • 3.5 Baths
    • Built 2024

    3021 Avalon Ridge Ln, Oakland, FL 34787

    New construction.

    Stellar Non-Member Agent Stellar Non-Member Office

    3021 Avalon Ridge Ln, Oakland, FL 34787
    • /14

      Est $841,357 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,562 Sq Ft

      1024 Catori Rd, Oakland, FL 34787

      1024 Catori Rd, Oakland, FL 34787
  • /2

    $566,000 Sold Dec 16, 2024

    • 2,424 Sq Ft
    • $233/SF
    • 142 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2024

    14103 Frasier St, Oakland, FL 34787

    Under Construction. Brand new, energy-efficient home available by Aug 2024! Entertain with ease in this open floorplan, with a chef-inspired kitchen overlooking the dining and great room. A rear home study allows the quiet space you need for work focus and relaxation. Visit the Highland Ridge community and explore new bungalow homes for sale in Winter Garden, FL. This neighborhood offers easy

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    14103 Frasier St, Oakland, FL 34787
    • /13

      Est $650,933 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,277 Sq Ft

      1032 Catori Rd, Oakland, FL 34787

      1032 Catori Rd, Oakland, FL 34787
  • /2

    $617,430 Sold Dec 13, 2024

    • 2,424 Sq Ft
    • $255/SF
    • 152 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2024

    14087 Frasier St, Oakland, FL 34787

    Under Construction. Brand new, energy-efficient home available by Aug 2024! Entertain with ease in this open floorplan, with a chef-inspired kitchen overlooking the dining and great room. A rear home study allows the quiet space you need for work focus and relaxation. Visit the Highland Ridge community and explore new bungalow homes for sale in Winter Garden, FL. This neighborhood offers easy

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    14087 Frasier St, Oakland, FL 34787
    • /49

      Est $434,701 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,624 Sq Ft

      16449 Prairie School Dr, Oakland, FL 34787

      16449 Prairie School Dr, Oakland, FL 34787
  • /2

    $545,000 Sold Dec 12, 2024

    • 2,088 Sq Ft
    • $261/SF
    • 131 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    14099 Frasier St, Oakland, FL 34787

    Under Construction. Brand new, energy-efficient home available by Aug 2024! An open-concept floorplan with a kitchen island overlooking the great room, dining and patio. As well as a detached two car garage. Professionally curated interior finishes including granite or quartz countertops and tile flooring. Visit the Highland Ridge community and explore new bungalow homes for sale in Winter

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    14099 Frasier St, Oakland, FL 34787
    • /3

      Est $632,577 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,281 Sq Ft

      1031 Catori Rd, Oakland, FL 34787

      1031 Catori Rd, Oakland, FL 34787
  • /2

    $759,735 Sold Dec 10, 2024

    • 3,142 Sq Ft
    • $242/SF
    • 4 Beds
    • 3.5 Baths
    • Built 2024

    Unlisted Address

    Beautiful home. Perfect location.

    Stellar Non-Member Agent Stellar Non-Member Office

    Unlisted Address
    • /32

      Est $859,883 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,769 Sq Ft

      8774 Sonoma Coast Dr, Oakland, FL 34787

      8774 Sonoma Coast Dr, Oakland, FL 34787
  • /2

    $619,040 Sold Dec 09, 2024

    • 2,861 Sq Ft
    • $216/SF
    • 5 Beds
    • 4.5 Baths
    • Built 2024

    15014 Summer Harvest St, Oakland, FL 34787

    new construction

    Stellar Non-Member Agent Stellar Non-Member Office

    15014 Summer Harvest St, Oakland, FL 34787
    • /28

      Est $996,171 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 2,693 Sq Ft

      1037 Eaglecrest Dr, Winter Garden, FL 34787

      1037 Eaglecrest Dr, Winter Garden, FL 34787
  • /2

    $1,017,951 Sold Nov 22, 2024

    • 2,985 Sq Ft
    • $341/SF
    • 5 Beds
    • 4 Baths
    • Built 2024

    1144 Riverway Dr, Oakland, FL 34787

    NEW CONSTRUCTION

    Stellar Non-Member Agent Stellar Non-Member Office

    1144 Riverway Dr, Oakland, FL 34787
    • /7

      Est $965,602 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,693 Sq Ft

      939 Bradenville Ln, Oakland, FL 34787

      939 Bradenville Ln, Oakland, FL 34787
  • /2

    $625,060 Sold Nov 21, 2024

    • 2,080 Sq Ft
    • $301/SF
    • 1 Day On Market
    • 4 Beds
    • 2 Baths
    • Built 2024

    16219 Silver Brook Way, Oakland, FL 34787

    Under Construction. Brand new, energy-efficient home available by Oct 2024! This home’s family room is open to a functional kitchen that features a casual dining area. Flex room makes an excellent office or hobby space. The primary suite offers a corner soaking tub, separate shower, and dual vanities. Silverleaf Reserve offers spacious open floorplan concepts fit for every lifestyle. Located in

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    16219 Silver Brook Way, Oakland, FL 34787
    • /7

      Est $1,000,001 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,693 Sq Ft

      945 Bradenville Ln, Oakland, FL 34787

      945 Bradenville Ln, Oakland, FL 34787
  • /2

    $814,265 Sold Nov 18, 2024

    • 3,057 Sq Ft
    • $266/SF
    • 4 Beds
    • 3 Baths
    • Built 2024

    13803 Fresh Ivy St, Oakland, FL 34787

    sold data entry only

    Stellar Non-Member Agent Stellar Non-Member Office

    13803 Fresh Ivy St, Oakland, FL 34787
    • /32

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,554 Sq Ft

      2695 Bobcat Chase Blvd, Oakland, FL 34760

      2695 Bobcat Chase Blvd, Oakland, FL 34760
  • /2

    $692,995 Sold Nov 14, 2024

    • 1,889 Sq Ft
    • $367/SF
    • 3 Beds
    • 3 Baths
    • Built 2024

    13763 Fresh Ivy St, Oakland, FL 34787

    The Mystique home design has ample space in the owner's suite featuring a large bath and walk-in closet. Not to mention - a secondary bedroom that is ideal for hosting guests, featuring its own full bath. Enjoy the versatility of a flex room just off the foyer that can serve as an extra bedroom, study, or office. Don't miss a beat in the kitchen, that opens up to the cafe and gathering room.

    Stellar Non-Member Agent Stellar Non-Member Office

    13763 Fresh Ivy St, Oakland, FL 34787
    • /34

      Est $724,986 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,750 Sq Ft

      1213 Saddleback Dr, Winter Garden, FL 34787

      1213 Saddleback Dr, Winter Garden, FL 34787
  • /2

    $473,690 Sold Nov 08, 2024

    • 1,881 Sq Ft
    • $252/SF
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    Unlisted Address

    N/A

    Stellar Non-Member Agent Stellar Non-Member Office

    Unlisted Address
    • /9

      Est $921,747 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,693 Sq Ft

      1120 Tilden Oaks Trail, Oakland, FL 34787

      1120 Tilden Oaks Trail, Oakland, FL 34787
  • /2

    $460,000 Sold Nov 05, 2024

    • 1,770 Sq Ft
    • $260/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    12867 Westhaven Oak Dr, Oakland, FL 34787

    Toll Brother new build

    Stellar Non-Member Agent Stellar Non-Member Office

    12867 Westhaven Oak Dr, Oakland, FL 34787
    • /47

      Est $555,957 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,014 Sq Ft

      16134 Harbor Mist Alley, Oakland, FL 34787

      16134 Harbor Mist Alley, Oakland, FL 34787
  • /2

    $1,167,609 Sold Oct 30, 2024

    • 3,894 Sq Ft
    • $300/SF
    • 5 Beds
    • 4.5 Baths
    • Built 2024

    13247 Tollcross Way, Oakland, FL 34787

    Brand New Griffin Farmhouse Toll Brothers home in Westhaven at Ovation.

    Stellar Non-Member Agent Stellar Non-Member Office

    13247 Tollcross Way, Oakland, FL 34787

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