3,225

Oakland, FL Homes

Section Image Section Image
  • /2

    $630,990

    New Construction Pending
    • 4 Beds
    • 3 Baths
    • 2,650 Sq Ft

    3112 Namaste Dr, Oakland, FL 34787

    This Next Gen single-story home is the largest plan in this collection and features an attached private suite with its own living room, kitchenette, bedroom and bathroom. In the main home is an open space layout in the kitchen, nook and family room, which extends to the covered patio through sliding glass doors for outdoor living. There is a flex space to accommodate versatile needs and three

    Lennar Builder
    3112 Namaste Dr, Oakland, FL 34787
  • /2

    $785,000

    Sold Oct 24, 2025

    1212 Civitas Way, Winter Garden, FL 34787

    • 4 Beds
    • 2 Baths
    • 2,260 Sq Ft
    • Built 2022

    Last Sold Summary

    • 10% Below List Price
    • $347/SF
    • 128 Days On Market

    Current Estimated Value $817,939

    Last Listing Agent Kathie Glass BHHS FLORIDA REALTY

    1212 Civitas Way, Winter Garden, FL 34787
    • /2

      Est $978,396

      Not Listed For Sale

      13193 Tollcross Way, Oakland, FL 34787

      • 5 Beds
      • 4.5 Baths
      • 4,041 Sq Ft
      • Built 2024
      13193 Tollcross Way, Oakland, FL 34787

      Last Sold Summary

      • 232 Days On Market

      Last Listing Agent Chandra Maraj CHARLES RUTENBERG REALTY ORLANDO

  • /45

    $418,400

    $2K PRICE DROP Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,636 Sq Ft

    10648 Words Dr, Winter Garden, FL 34787

    Under contract-accepting backup offers. Storey Grove **YES IT HAS A BACKYARD!!*BACKS TO GREENSPACE!!** 2023 built ** Open floorplan * Beautiful wood ceramic tile entire 1st floor ** Attractive tv wall wood accent inlay in the family room ** White kitchen cabinetry with quartz counters and large cooking island ** All bedrooms are on the 2nd floor ** Nice size +/-16x20 brick paver patio area and 2

    Gabriella Philippone INDEPENDENCE REALTY GROUP LLC

    10648 Words Dr, Winter Garden, FL 34787
  • /2

    $4,383,239

    Sold Dec 15, 2025

    548 Walker St, Oakland, FL 34760

    • 5 Beds
    • 8 Baths
    • 6,203 Sq Ft
    • Built 2026

    Last Sold Summary

    • $707/SF
    • 0 Days On Market

    Last Listing Agent Matthew Burks CORCORAN PREMIER REALTY

    548 Walker St, Oakland, FL 34760
    • /2

      Not Listed For Sale

      14229 Lanyard Way, Oakland, FL 34787

      • 5 Beds
      • 3.5 Baths
      • 3,076 Sq Ft
      • Built 2024
      14229 Lanyard Way, Oakland, FL 34787

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /17

    $401,990

    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

    $616,150

    Sold Nov 01, 2025

    5826 Fabry St, Oakland, FL 34787

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

    Last Sold Summary

    • $240/SF

    Current Estimated Value $684,486

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

    5826 Fabry St, Oakland, FL 34787
    • /2

      Est $385,208

      Not Listed For Sale

      9145 Mellow Coral St, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,568 Sq Ft
      • Built 2020
      9145 Mellow Coral St, Oakland, FL 34787

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Dana Gold RE/MAX ASSURED

  • /26

    $577,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,893 Sq Ft

    Lexington Plan at Serenade at Ovation - 50' Collection, Oakland, FL 34787

    The Lexington floorplan is a spacious one-story design, featuring three comfortable bedrooms and two bathrooms, offering a total of 1,893 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

    $505,000

    Sold Jan 28, 2026

    222 Largovista Dr, Oakland, FL 34787

    • 4 Beds
    • 2 Baths
    • 2,094 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Above List Price
    • $241/SF
    • 7 Days On Market

    Current Estimated Value $497,081

    Last Listing Agent Sonia Jenkins ORANGE REALTY PROFESSIONALS LLC

    222 Largovista Dr, Oakland, FL 34787
    • /2

      Est $531,251

      Not Listed For Sale

      14115 Frasier St, Oakland, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,114 Sq Ft
      • Built 2024
      14115 Frasier St, Oakland, FL 34787

      Last Sold Summary

      • 81 Days On Market

      Last Listing Agent Tatiana Souza DAVILA HOMES

  • /28

    $433,000

    Open Thu 9AM - 7PM
    • 4 Beds
    • 2 Baths
    • 1,778 Sq Ft

    17802 Jefferson St, Oakland, FL 34787

    Virtually Staged. Step into 17802 Jefferson St, a residence presenting a refreshed exterior appeal from fresh exterior paint and modernized interior amenities. The kitchen is fully equipped with all stainless steel appliances, establishing a contemporary culinary space, while a central fireplace provides warmth and a welcoming ambiance in the living area. Updated style and comfort are ready for

    Karen Albright OPENDOOR BROKERAGE LLC

    17802 Jefferson St, Oakland, FL 34787
  • /2

    $701,270

    Sold Mar 17, 2026

    4732 Misty Forest Way, Oakland, FL 34787

    • 5 Beds
    • 3.5 Baths
    • 2,563 Sq Ft
    • Built 2026

    Last Sold Summary

    • $274/SF

    Current Estimated Value $705,991

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

    4732 Misty Forest Way, Oakland, FL 34787
    • /2

      Est $430,880

      Not Listed For Sale

      8149 Mosaic Ln, Oakland, FL 34787

      • 3 Beds
      • 3 Baths
      • 2,032 Sq Ft
      • Built 2020
      8149 Mosaic Ln, Oakland, FL 34787

      Last Sold Summary

      • 44 Days On Market

      Last Listing Agent Andrew Hess DON HARKINS REALTY LLC

  • /54

    $559,000

    • 4 Beds
    • 2.5 Baths
    • 2,854 Sq Ft

    2471 Sky Stone Ct, Oakland, FL 34787

    Welcome to 2471 Skystone Ct, located in the desirable Oakland area! This spacious two-story home offers a thoughtfully designed floor plan with 4 bedrooms, 3.5 bathrooms, a private study, upstairs game room, and a 2-car garage.The main level features a separate living room, a dedicated study perfect for a home office, and an open-concept kitchen overlooking the breakfast nook and

    Eric Jia NUMBER 1 BROKER, LLC

    2471 Sky Stone Ct, Oakland, FL 34787
  • /2

    $768,390

    Sold Sep 22, 2025

    16107 Honey Harvest St, Oakland, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 2,837 Sq Ft
    • Built 2025

    Last Sold Summary

    • $271/SF
    • 0 Days On Market

    Current Estimated Value $800,000

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

    16107 Honey Harvest St, Oakland, FL 34787
    • /2

      Est $551,632

      Not Listed For Sale

      12736 Lavender Bloom Aly Unit 170, Oakland, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,200 Sq Ft
      • Built 2024
      12736 Lavender Bloom Aly Unit 170, Oakland, FL 34787

      Last Sold Summary

      • 235 Days On Market

      Last Listing Agent Gretta Akellino K HOVNANIAN FLORIDA REALTY

  • /26

    $479,900

    • 3 Beds
    • 2.5 Baths
    • 2,082 Sq Ft

    2273 Standing Rock Cir, Oakland, FL 34787

    Location, location, location!! Incredible opportunity to own a popular Whitman II model in the desirable Oakland Trails community with direct walkable access to the West Orange Trail! Imagine walking or biking to dinner in downtown Winter Garden just minutes away! You're also just minutes from the Florida Turnpike and all the new shopping in Clermont, including Costco just down the road. The

    Maureen Sossa Nguyen REAL BROKER, LLC

    2273 Standing Rock Cir, Oakland, FL 34787
  • /2

    $395,000

    Sold Feb 19, 2026

    329 E Gulley Ave, Oakland, FL 34760

    • Land
    • 12,196 Sq Ft
    • $1,410,714 per Acre

    Last Sold Summary

    Current Estimated Value $421,000

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

    329 E Gulley Ave, Oakland, FL 34760
    • /2

      Est $847,883

      Not Listed For Sale

      1197 Wilder Oaks Way, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,254 Sq Ft
      • Built 2024
      1197 Wilder Oaks Way, Oakland, FL 34787

      Last Sold Summary

      • 135 Days On Market

      Last Listing Agent Jasmine Martz OLYMPUS EXECUTIVE REALTY INC

  • /94

    $1,500,000

    • 5 Beds
    • 4 Baths
    • 3,781 Sq Ft

    2010 Boss Hewett St, Oakland, FL 34787

    Welcome to this stunning, like-new home that perfectly blends luxury, comfort, and modern design in the highly desirable community of Hull Island. Boasting five spacious bedrooms and four full bathrooms, this thoughtfully designed residence offers an ideal layout for both everyday living and entertaining. This home offers two spacious owner’s suites, one conveniently located on the first floor

    Vilmari Caraballo RE/MAX ASSURED

    2010 Boss Hewett St, Oakland, FL 34787
  • /2

    $425,990

    Sold Nov 26, 2025

    17496 Northlake Grove Dr, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,577 Sq Ft
    • Built 2025

    Last Sold Summary

    • $270/SF

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

    17496 Northlake Grove Dr, Oakland, FL 34787
    • /2

      Est $836,593

      Not Listed For Sale

      1210 Oak Fort Ln, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,247 Sq Ft
      • Built 2024
      1210 Oak Fort Ln, Oakland, FL 34787

      Last Sold Summary

      • 121 Days On Market

      Last Listing Agent Abigail Belchick OLYMPUS EXECUTIVE REALTY INC

  • /2

    $1,660,000

    Sold Oct 23, 2025

    102 Hammock Preserve Loop, Oakland, FL 34787

    • 6 Beds
    • 5 Baths
    • 3,911 Sq Ft
    • Built 2024

    Last Sold Summary

    • 8% Below List Price
    • $424/SF
    • 102 Days On Market

    Current Estimated Value $1,707,652

    Last Listing Agent Ken Pozek REAL BROKER, LLC

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

      Est $559,716

      Not Listed For Sale

      Unlisted Address

      • 3 Beds
      • 2.5 Baths
      • 2,148 Sq Ft
      • Built 2023
      Unlisted Address

      Last Sold Summary

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

  • /24

    $980,000

    Sold Sep 08, 2026

    1234 Canyon Creek Trail, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,681 Sq Ft
    • Built 2024

    Last Sold Summary

    • 1% Below List Price
    • $366/SF
    • 5 Days On Market

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    1234 Canyon Creek Trail, Winter Garden, FL 34787
    • /2

      Est $836,954

      Not Listed For Sale

      1204 Oak Fort Ln, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,254 Sq Ft
      • Built 2024
      1204 Oak Fort Ln, Oakland, FL 34787

      Last Sold Summary

      • 108 Days On Market

      Last Listing Agent Abigail Belchick OLYMPUS EXECUTIVE REALTY INC

  • /2

    $645,954

    Sold Nov 21, 2025

    17579 Japonica Bloom Dr, Oakland, FL 34787

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

    Last Sold Summary

    • $303/SF

    Current Estimated Value $565,000

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

    17579 Japonica Bloom Dr, Oakland, FL 34787
    • /2

      Not Listed For Sale

      6259 Blissful St, Oakland, FL 34787

      • 5 Beds
      • 3 Baths
      • 2,455 Sq Ft
      • Built 2024
      6259 Blissful St, Oakland, FL 34787

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /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 $506,307

    Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

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

      Est $406,560

      Not Listed For Sale

      17005 Volume Aly, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,717 Sq Ft
      • Built 2020
      17005 Volume Aly, Oakland, FL 34787

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Abby Anderson Hayes REAL BROKER, LLC

  • /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
    • /2

      Not Listed For Sale

      6301 Blissful St, Oakland, FL 34787

      • 5 Beds
      • 3 Baths
      • 3,043 Sq Ft
      • Built 2024
      6301 Blissful St, Oakland, FL 34787

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /47

    $630,000

    Sold Sep 16, 2026

    710 Regina Cir, Oakland, FL 34787

    • 5 Beds
    • 4 Baths
    • 3,285 Sq Ft
    • Built 2002

    Last Sold Summary

    • 5% Below List Price
    • $192/SF
    • 61 Days On Market

    Current Estimated Value $658,860

    Last Listing Agent Brenda Anglada COLDWELL BANKER REALTY

    710 Regina Cir, Oakland, FL 34787
    • /2

      Not Listed For Sale

      6253 Blissful St, Oakland, FL 34787

      • 5 Beds
      • 3 Baths
      • 2,455 Sq Ft
      • Built 2024
      6253 Blissful St, Oakland, FL 34787

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /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 $867,000

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

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

      Not Listed For Sale

      6379 Blissful St, Oakland, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,023 Sq Ft
      • Built 2024
      6379 Blissful St, Oakland, FL 34787

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /2

    $850,000

    Sold Jul 01, 2026

    505 E Gulley Ave, Oakland, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 3,399 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Below List Price
    • $250/SF
    • 37 Days On Market

    Current Estimated Value $860,485

    Last Listing Agent Sandy Jones CLOCK TOWER REALTY

    505 E Gulley Ave, Oakland, FL 34787
    • /2

      Not Listed For Sale

      6391 Blissful St, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,782 Sq Ft
      • Built 2024
      6391 Blissful St, Oakland, FL 34787

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Ben Goldstein LENNAR REALTY

Showing Results 321 - 360, Page 9 of 18

How to Buy a Home How to Finance a Home How to Sell a Home