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New Luxury Home Communities in Oakland

The Oakland, FL area is a great place to buy a luxury home. With over 22 builders across 110 communities you’ll find a great selection of high-end homes in communities with upscale amenities.

In your new luxury home you will enjoy fine architectural details as well as thoughtful interior design and high quality products and appliances. From hardwood flooring to granite countertops and connectivity to the internet of things, your luxury home will be unique to you. Enjoy the latest in building technologies and eco-friendly appliances to help save you money and keep your home running efficiently for years to come.

Oakland is a growing market for luxury homes. Whether your budget starts at $227,990 or extends beyond $1,672,490 there’s an option for you in the high-end market. Luxury homes run the gamut of sizes from 1,194 to 8,619 square feet. Whether your family is large or small, upgrading or downsizing, the luxury market is a great place to begin your search.

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    110 Communities

    All Quick Move-In

    All Hot Deals

    Oakland, FL Communities

    Oakland Trails by Meritage Homes

    Oakland Trails by Meritage Homes in Orlando Florida

    Grand Opening

    homes in Oakland Trails by Meritage Homes
    Meritage Homes in Oakland, FL

    From $335,990 - $446,923

    1751 Standing Rock Circle
    Oakland, FL 34787

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    Builder Community
    1 home matches your search

    • Deal
    • Green
    • Offers
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    Nearby Communities

    Oakland Park - Village Series by David Weekley Homes

    Oakland Park - Village Series by David Weekley Homes in Orlando Florida
    homes in Oakland Park - Village Series by David Weekley Homes
    David Weekley Homes in Winter Garden, FL

    From $516,466 - $522,055

    836 Kingstree Lane
    Winter Garden, FL 34787

    Map

    Builder Community
    2 homes match your search

    1.3 Miles Away

    Oakland Park - Cottage Series by David Weekley Homes

    Oakland Park - Cottage Series by David Weekley Homes in Orlando Florida
    homes in Oakland Park - Cottage Series by David Weekley Homes
    David Weekley Homes in Winter Garden, FL

    From $454,320 - $491,165

    836 Kingstree Lane
    Winter Garden, FL 34787

    Map

    Builder Community
    2 homes match your search

    1.3 Miles Away

    The Overlook at John's Lake Pt by CalAtlantic Homes

    The Overlook at John's Lake Pt by CalAtlantic Homes in Orlando Florida
    homes in The Overlook at John's Lake Pt by CalAtlantic Homes
    CalAtlantic Homes in Winter Garden, FL

    From $451,990 - $536,990

    15119 Johns Lake Point Blvd.
    Winter Garden, FL 34787

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    Builder Community
    4 homes match your search

    1.8 Miles Away

    Oxford Chase by Mattamy Homes

    Oxford Chase by Mattamy Homes in Orlando Florida
    homes in Oxford Chase by Mattamy Homes
    Mattamy Homes in Winter Garden, FL

    From $344,990 - $705,990

    608 Oxford Chase Drive
    Winter Garden, FL 34787

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    Builder Community
    10 homes match your search

    2.1 Miles Away

    Hawksmoor by Mattamy Homes

    Hawksmoor by Mattamy Homes in Orlando Florida
    homes in Hawksmoor by Mattamy Homes
    Mattamy Homes in Winter Garden, FL

    From $240,990 - $494,990

    608 Oxford Chase Drive
    Winter Garden, FL 34787

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    Builder Community
    2 homes match your search

    2.1 Miles Away

    Cypress Reserve by Taylor Morrison

    Cypress Reserve by Taylor Morrison in Orlando Florida
    homes in Cypress Reserve by Taylor Morrison
    Taylor Morrison in Winter Garden, FL

    From $344,995 - $609,000

    14193 Jomatt Loop
    Winter Garden, FL 34787

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    Builder Community
    3 homes match your search

    2.3 Miles Away

    Emerald Pointe by CalAtlantic Homes

    Emerald Pointe by CalAtlantic Homes in Orlando Florida
    homes in Emerald Pointe by CalAtlantic Homes
    CalAtlantic Homes in Winter Garden, FL

    From $450,990 - $1,079,844

    16190 Johns Lake Overlook Drive
    Winter Garden, FL 34787

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    Builder Community
    10 homes match your search

    2.6 Miles Away

    Hickory Hammock 90s 100s by CalAtlantic Homes

    Hickory Hammock 90s 100s by CalAtlantic Homes in Orlando Florida
    homes in Hickory Hammock 90s 100s by CalAtlantic Homes
    CalAtlantic Homes in Winter Garden, FL

    From $430,990 - $445,990

    16190 Johns Lake Overlook Drive
    Winter Garden, FL 34787

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    Builder Community
    1 home matches your search

    2.6 Miles Away

    Twinwaters by Meritage Homes

    Twinwaters by Meritage Homes in Orlando Florida

    Close Out

    homes in Twinwaters by Meritage Homes
    Meritage Homes in Winter Garden, FL

    From $434,410 - $484,590

    Selling from Fullers Oak
    Winter Garden, FL 34787

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    Builder Community
    2 homes match your search

    • Deal
    • Green
    • Offers
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    2.6 Miles Away

    Popular Searches Near Oakland, FL

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