3,232

Oakland, FL Homes

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    • /2

      Est $721,989

      Not Listed For Sale

      13234 Spring Grove Way, Oakland, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,346 Sq Ft
      • Built 2021
      13234 Spring Grove Way, Oakland, FL 34787

      Last Sold Summary

      • 18 Days On Market

  • /25

    $780,000

    Open Fri 5PM - 7PM
    • 5 Beds
    • 4 Baths
    • 2,840 Sq Ft

    8807 Sonoma Coast Dr, Oakland, FL 34787

    Welcome to resort-style living in Waterleigh, one of Horizon West's most sought-after master-planned communities. This stunning 5-bedroom, 4-bathroom home offers the perfect blend of space, serenity, and lifestyle, all anchored by breathtaking pond views right from your own backyard. Step outside to your private patio and take in the tranquil water view, the ideal backdrop for morning coffee,

    Kerstin Crow LOKATION

    8807 Sonoma Coast Dr, Oakland, FL 34787
  • /2

    $1,525,000

    Sold Apr 06, 2026

    15722 E Oakland Ave, Oakland, FL 34760

    • 3 Beds
    • 2 Baths
    • 3,340 Sq Ft
    • Built 1952

    Last Sold Summary

    • 2% Above List Price
    • $457/SF
    • 4 Days On Market

    Current Estimated Value $1,364,839

    Last Listing Agent Matt Erickson RE/MAX PRIME PROPERTIES

    15722 E Oakland Ave, Oakland, FL 34760
    • /2

      Est $511,997

      Not Listed For Sale

      14086 Frasier St, Oakland, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,082 Sq Ft
      • Built 2024
      14086 Frasier St, Oakland, FL 34787

      Last Sold Summary

  • /76

    $1,225,000

    Open Sat 12AM - 3PM $75K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,710 Sq Ft

    1156 Civitas Way, Winter Garden, FL 34787

    Prive Improvement!! Experience luxury in this immaculate 2022 custom RCB home, featuring high-end upgrades and a versatile floor plan. The main-level flex suite with a massive closet is perfect as an office, 4th bedroom, or playroom. The living area features a dramatic two-story fireplace and open staircase flowing into a chef’s kitchen with upgraded GE Cafe Appliances. The oversized 3-car garage

    Heidi Pfeffer-Morgan DALTON WADE INC

    1156 Civitas Way, Winter Garden, FL 34787
  • /2

    $950,000

    Sold Sep 23, 2025

    100 Demens St, Oakland, FL 34760

    • 4 Beds
    • 3 Baths
    • 3,025 Sq Ft
    • Built 1999

    Last Sold Summary

    • 14% Below List Price
    • $314/SF
    • 100 Days On Market

    Current Estimated Value $965,622

    Last Listing Agent David Dorman CENTURY 21 CARIOTI

    100 Demens St, Oakland, FL 34760
    • /2

      Est $875,456

      Not Listed For Sale

      9122 Sonoma Coast Dr, Oakland, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 3,334 Sq Ft
      • Built 2021
      9122 Sonoma Coast Dr, Oakland, FL 34787

      Last Sold Summary

      • 6 Days On Market

  • /3

    $2,098,000

    New Construction $100K PRICE INCREASE
    • 4 Beds
    • 4 Baths
    • 4,557 Sq Ft

    1258 Ridge Lake Way, Winter Garden, FL 34787

    Pre-Construction. To be built. Pre-Construction. To be built. A Custom home in the Reserve of the sought-after Oakland Park community. This is a RCB Homes custom-built two story, four-bedroom, four-bath floor plan that you will customize with all the luxury finishes you will pick yourself! The floorplan is an open concept design, but you can still make changes to the floorplan if you want! The

    Chris Herlihy NEW HOMES REAL ESTATE, INC.

    1258 Ridge Lake Way, Winter Garden, FL 34787
  • /2

    $460,000

    Sold Sep 23, 2025

    17055 Wynford Ln, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,345 Sq Ft
    • Built 2021

    Last Sold Summary

    • 16% Below List Price
    • $196/SF
    • 160 Days On Market

    Current Estimated Value $517,645

    Last Listing Agent Lori Lucente-Nelson RE/MAX PRIME PROPERTIES

    17055 Wynford Ln, Oakland, FL 34787
    • /2

      Est $439,916

      Not Listed For Sale

      13460 Princess St, Oakland, FL 34787

      • 2 Beds
      • 2 Baths
      • 1,579 Sq Ft
      • Built 2024
      13460 Princess St, Oakland, FL 34787

      Last Sold Summary

      • 159 Days On Market

  • /71

    $1,548,000

    Open Sat 12PM - 3PM $40K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,613 Sq Ft

    1412 Johns Cove Ln, Oakland, FL 34787

    Virtually Staged. BACK ON MARKET! And Reimagined to IMPRESS! Gorgeous Lake Front Property on John's Chain with so many NEW UPGRADES! ALL NEW Flooring throughout! NEW Completely Repainted interior! Updated vanities and accents throughout bathrooms. Feels like a brand new home! "Triple-split" bedroom plan is a winner for those who desire 1-story living--all wrapped around those beautiful lake

    Betsey West NEXT RESIDENCE REALTY LLC

    1412 Johns Cove Ln, Oakland, FL 34787
  • /2

    $580,109

    Sold Dec 23, 2025

    17597 Japonica Bloom Dr, Oakland, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,791 Sq Ft
    • Built 2025

    Last Sold Summary

    • $324/SF

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

    17597 Japonica Bloom Dr, Oakland, FL 34787
    • /2

      Est $455,080

      Not Listed For Sale

      13418 Princess St, Oakland, FL 34787

      • 2 Beds
      • 2 Baths
      • 1,579 Sq Ft
      • Built 2024
      13418 Princess St, Oakland, FL 34787

      Last Sold Summary

      • 185 Days On Market

  • /24

    $1,059,000

    $1M PRICE INCREASE
    • 5 Beds
    • 4 Baths
    • 3,951 Sq Ft

    219 Largovista Dr, Oakland, FL 34787

    Beautiful house, fully remodeled luxury residence in the exclusive gated community of John's Landing. Offering nearly 4,000 sq/ft, this impressive 5 bedrooms, 4 bath home features, 2 of the bedrooms is a suite, high-end finishes, and a seamless modern design throughout.Porcelain tile flooring, a stunning gourmet kitchen with island with quartz countertops, custom cabinetry and a premium

    Durval Da Rocha NOVARE REAL ESTATE LLC

    219 Largovista Dr, Oakland, FL 34787
  • /2

    $860,990

    Sold Apr 20, 2026

    4628 Golden Birch Ave, Oakland, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,379 Sq Ft
    • Built 2026

    Last Sold Summary

    • $362/SF

    Current Estimated Value $872,588

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

    4628 Golden Birch Ave, Oakland, FL 34787
    • /2

      Est $421,199

      Not Listed For Sale

      15169 Aqua Sol Ln, Oakland, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,579 Sq Ft
      • Built 2024
      15169 Aqua Sol Ln, Oakland, FL 34787

      Last Sold Summary

      • 71 Days On Market

  • /3

    $409,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,715 Sq Ft

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

    The Porter floorplan is an inviting two-story townhome designed with thoughtful spaces throughout. Featuring three bedrooms and two full bathrooms, the layout offers a smooth flow between living spaces. The first floor boasts a bright great room that opens into the dining area and lanai, perfect for entertaining or relaxation. Upstairs, all three bedrooms are thoughtfully arranged alongside a

    Dream Finders Homes Builder
    14229 Lanyard Way Unit 36452383, Oakland, FL 34787
  • /2

    $88,000

    Sold Apr 29, 2026

    406 W Herriott Ave, Oakland, FL 34760

    • Land
    • 3,920 Sq Ft
    • $977,778 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 36 Days On Market

    Current Estimated Value $94,215

    Last Listing Agent Migdalia Ramos V PROPERTIES INC

    406 W Herriott Ave, 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

  • /76

    $1,299,500

    Pending
    • 5 Beds
    • 3.5 Baths
    • 3,911 Sq Ft

    8978 Sonoma Coast Dr, Oakland, FL 34787

    Under contract-accepting backup offers. LUXURY POOL HOME on PREMIUM LAKE FRONT LOT! Unique Opportunity to Enjoy an Outdoor PARADISE with STUNNING LAKE, CONSERVATION & SUNSET Views! The HOA is Allowing Docks on these Special Lots – Relax, Fish or Kayak! Most POPULAR Floor Plan – North Haven – has 5 Bedrooms, 3.5 Baths, Gourmet Kitchen, First Floor Primary Suite, TONS OF STORAGE, Tile Roof and 3

    JoAnn Best CHARLES RUTENBERG REALTY ORLANDO

    8978 Sonoma Coast Dr, Oakland, FL 34787
  • /2

    $849,000

    Sold Jun 23, 2026

    624 Hull Island Dr, Oakland, FL 34787

    • 4 Beds
    • 2 Baths
    • 2,708 Sq Ft
    • Built 1983

    Last Sold Summary

    • 15% Below List Price
    • $314/SF
    • 186 Days On Market

    Current Estimated Value $873,673

    Last Listing Agent Carmelo Nuccio RE/MAX EXCLUSIVE COLLECTION

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

      Est $371,178

      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

  • /49

    $679,900

    $20K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 3,583 Sq Ft

    729 Strihal Loop, Oakland, FL 34787

    Prince drastically reduced for quick sale !!! Luxury, Location, and Lake Access !! This elegant 5 bedrooms, 3.5 baths home is located in an exclusive gated community on Johns Lake, offering privacy and luxury lifestyle. Home boasts vaulted ceilings and designer quartz counter tops. Step outside to your private pool or take advantage of the community's private boat ramp with direct lake access to

    Subhas C Sawh LIBERTY HOME SALES INC

    729 Strihal Loop, Oakland, FL 34787
  • /2

    $785,000

    Sold Oct 24, 2025

    16152 Point Rock Dr, Oakland, FL 34787

    • 5 Beds
    • 4 Baths
    • 2,866 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $274/SF
    • 48 Days On Market

    Current Estimated Value $784,000

    Last Listing Agent Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

    16152 Point Rock Dr, Oakland, FL 34787
    • /2

      Est $517,772

      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

  • /4

    $1,975,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 3,596 Sq Ft

    1106 Sarah Mathews Dr, Oakland, FL 34787

    Pre-Construction. To be built. Nestled within the exclusive Grove community, the Clementine Plan by Element Home Builders is a bespoke pre-construction offering that showcases timeless architecture, refined luxury, and exceptional craftsmanship. This thoughtfully designed residence features 5 bedrooms, 5 full bathrooms, a powder room, loft across 3,596 square feet of elegantly curated living

    Heather Spirazza REGENCY REAL ESTATE LLC

    1106 Sarah Mathews Dr, Oakland, FL 34787
  • /52

    $580,000

    Sold Oct 31, 2025

    2642 Bobcat Chase Blvd, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,811 Sq Ft
    • Built 2019

    Last Sold Summary

    • 6% Below List Price
    • $320/SF
    • 38 Days On Market

    Current Estimated Value $572,886

    Last Listing Agent Johna Jennings Coastal Life Properties LLC

    2642 Bobcat Chase Blvd, Oakland, FL 34787
    • /2

      Est $427,746

      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

  • /78

    $1,025,000

    Pending
    • 5 Beds
    • 3 Baths
    • 2,999 Sq Ft

    1108 Riverway Dr, Oakland, FL 34787

    Under contract-accepting backup offers. OAKLAND PARK—-a Parade of Homes Winning Community! This beautifully designed home (built in 2024) offers the perfect blend of comfort, style, and functionality. Featuring 4 bedrooms, 3 full baths, a LOFT, and an additional flex room with elegant glass FRENCH DOORS — ideal for a home OFFICE or study — this property is thoughtfully laid out for both everyday

    Ashley Boyd BHHS FLORIDA REALTY

    1108 Riverway Dr, Oakland, FL 34787
  • /2

    $420,000

    Sold Apr 30, 2026

    1227 Ridge Lake Way, Winter Garden, FL 34787

    • Land
    • 12,196 Sq Ft
    • $1,500,000 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 69 Days On Market

    Last Listing Agent Dawn Pickard THE C SMITH REAL ESTATE GROUP LLC

    1227 Ridge Lake Way, Winter Garden, FL 34787
    • /2

      Est $569,873

      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

  • /4

    $498,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,836 Sq Ft

    Brantley Plan at Serenade at Ovation - Bungalows, Oakland, FL 34787

    Discover the charm of the Brantley Floor Plan, a bungalow perfect for families and entertaining. This plan features 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The gourmet kitchen boasts top-end designer finishes and flows seamlessly into the living areas, ideal for gatherings. An extra-large corner pantry provides ample storage for bulk purchases, enhancing functionality. Check out

    Dream Finders Homes Builder
    14229 Lanyard Way Unit 36498626, Oakland, FL 34787
  • /2

    $900,000

    Sold Sep 12, 2025

    619 Largovista Dr, Oakland, FL 34787

    • 5 Beds
    • 3.5 Baths
    • 3,728 Sq Ft
    • Built 2005

    Last Sold Summary

    • 9% Below List Price
    • $241/SF
    • 52 Days On Market

    Current Estimated Value $893,456

    Last Listing Agent Farhad Haniff EXP REALTY LLC

    619 Largovista Dr, Oakland, FL 34787
    • /2

      Est $807,465

      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

  • /18

    $2,238,120

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 4,204 Sq Ft

    1173 Prado Ln, Oakland, FL 34787

    Pre-Construction. To be built. Introducing the Sunburst Model by Davila HomesDiscover the perfect blend of modern luxury and everyday comfort in the Sunburst, a beautifully designed 4,204-square-foot residence by Davila Homes. With 5 spacious bedrooms and 5.5 elegantly finished bathrooms, this home offers the ideal balance of open living and private retreat—crafted to meet the needs of

    Alexis Anderson REGENCY REAL ESTATE LLC

    1173 Prado Ln, Oakland, FL 34787
  • /2

    $1,200,000

    Sold Mar 10, 2026

    1120 Civitas Way, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,563 Sq Ft
    • Built 2022

    Last Sold Summary

    • $468/SF
    • 4 Days On Market

    Current Estimated Value $1,192,161

    Last Listing Agent Ashlen Hayward THE AGENCY FL

    1120 Civitas Way, Winter Garden, FL 34787
    • /2

      Est $808,177

      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

  • /3

    $411,995

    New Construction $50K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,863 Sq Ft

    13873 Easdale Aly, Oakland, FL 34787

    Under Construction. Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026. Our Crowley Townhome features a covered entry that leads to an open and expansive living space, kitchen, and dining. The home features a spacious courtyard with access to the detached 2 cars garage. The master bedroom is highlighted by a large walk-in closet

    Dayene Grubert ORLANDO TBI REALTY LLC

    13873 Easdale Aly, Oakland, FL 34787
  • /2

    $914,390

    Sold Nov 25, 2025

    4649 Golden Birch Ave, Oakland, FL 34787

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

    Last Sold Summary

    • $214/SF

    Current Estimated Value $930,378

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

    4649 Golden Birch Ave, Oakland, FL 34787
    • /2

      Est $537,678

      Not Listed For Sale

      Unlisted Address

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

      Last Sold Summary

Showing Results 241 - 280, Page 7 of 18

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