3,197

Oakland, FL Homes

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  • /57

    $725,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 3,725 Sq Ft

    3294 Hanging Tide St, Oakland, FL 34787

    Under contract-accepting backup offers. 3.625% VA Assumable Loan! Welcome home to 3294 Hanging Tide, located in the premier community of Lakeview Preserve. This home is known as the Yorkshire model and was built by Pulte Homes in 2021. This is your opportunity to buy a new home, without the wait! The Yorkshire model is known for its space. The Yorkshire plan is highly desired, because of the

    Ken Pozek REAL BROKER, LLC

    3294 Hanging Tide St, Oakland, FL 34787
  • /26

    $3,750 per month

    • 4 Beds
    • 3.5 Baths
    • 2,489 Sq Ft
    • House for Rent

    15663 Pelican Cay Dr, Oakland, FL 34787

    Welcome to this beautifully maintained two-story home located in the heart of Winter Garden, FL, within one of the area’s most sought-after communities. This spacious residence features 4 bedrooms, including a convenient in-law suite, and 3.5 bathrooms, providing a flexible and functional layout.The open-concept kitchen includes stainless steel appliances and granite countertops, flowing

    Steven Koleno BEYCOME OF FLORIDA LLC

    15663 Pelican Cay Dr, Oakland, FL 34787
  • /2

    $690,000 Sold May 13, 2025

    2157 Bay Line Rd, Oakland, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,274 Sq Ft
    • Built 2020

    Last Sold Summary

    • 10% Below List Price
    • $303/SF
    • 69 Days On Market

    Current Estimated Value $685,503

    Last Listing Agent Jamie Stolinas Crame CENTURY 21 CARIOTI

    2157 Bay Line Rd, Oakland, FL 34787
    • /2

      Est $613,826 Not Listed For Sale

      15030 Summer Harvest St, Oakland, FL 34787

      • 5 Beds
      • 4.5 Baths
      • 2,861 Sq Ft
      • Built 2024
      15030 Summer Harvest St, Oakland, FL 34787

      Last Sold Summary

      • 4% Above List Price
      • $206/SF

      Last Sold Price $588,332

      Last Listing Agent Elio Serpa AUTHENTIC REAL ESTATE TEAM

  • /63

    $759,000

    • 5 Beds
    • 4.5 Baths
    • 3,682 Sq Ft

    3351 Current Ave, Oakland, FL 34787

    Welcome to this stunning two-story Tortola floor plan by Taylor Morrison, ideally located in the gated community of Lakeview Preserve in Winter Garden. Perfectly positioned on an oversized 75-foot-wide corner homesite with no rear neighbors, this home offers exceptional privacy, beautiful rear views, and a welcoming front porch that sets the tone from the moment you arrive. The elegant

    Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

    3351 Current Ave, Oakland, FL 34787
  • /76

    $5,500 per month

    • 5 Beds
    • 4.5 Baths
    • 3,653 Sq Ft
    • House for Rent

    15511 Shorebird Ln, Oakland, FL 34787

    Welcome to this open plan 5 Bedroom, 4 and a half bathroom water front home including a 3 car garage.Flooring includes tile, laminate and carpet. You will never run out of storage with the abundance of cabinets. Chef's kitchen include upgraded appliances and wall oven. Large sliders allow plenty of light and gorgeous water view and open to a covered lanai. Some of the amenities include a

    Mark Volchko REALTY WORLD PREFERRED

    15511 Shorebird Ln, Oakland, FL 34787
  • /2

    $470,000 Sold Feb 14, 2026

    17562 Northlake Grove Dr, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,726 Sq Ft
    • Built 2025

    Last Sold Summary

    • $272/SF

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

    17562 Northlake Grove Dr, Oakland, FL 34787
    • /2

      Est $483,043 Not Listed For Sale

      9231 Gran Teatro Dr, Oakland, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,833 Sq Ft
      • Built 2024
      9231 Gran Teatro Dr, Oakland, FL 34787

      Last Sold Summary

      • 8% Below List Price
      • $286/SF

      Last Sold Price $523,835

      Last Listing Agent Eusebio Salas LA ROSA REALTY LLC

  • /57

    $795,000

    • 4 Beds
    • 3 Baths
    • 2,909 Sq Ft

    9611 Lost Creek Dr, Oakland, FL 34787

    No rear neighbors! Situated on a premium conservation lot with lake views, this fully furnished 4-bedroom, 3-bathroom two-story home in the desirable Waterleigh community offers privacy, upgrades, and true move-in-ready convenience. Exceptional curb appeal features a brick paver driveway and welcoming front porch. Inside, enjoy wood-look tile throughout the main living areas, a flexible formal

    Mariana Micheti M2M REALTY

    9611 Lost Creek Dr, Oakland, FL 34787
  • /2

    $395,000 Sold Nov 21, 2025

    13322 Pontoon Rd, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft
    • Built 2023

    Last Sold Summary

    • 1% Below List Price
    • $252/SF
    • 46 Days On Market

    Current Estimated Value $390,629

    Last Listing Agent Denise Gregorie CLOCK TOWER REALTY

    13322 Pontoon Rd, Oakland, FL 34787
    • /2

      Est $361,372 Not Listed For Sale

      2226 Gopher Tortoise Terrace, Oakland, FL 34760

      • 2 Beds
      • 2.5 Baths
      • 1,472 Sq Ft
      • Built 2020
      2226 Gopher Tortoise Terrace, Oakland, FL 34760

      Last Sold Summary

      • 5% Below List Price
      • $258/SF
      • 1 Day On Market

      Last Sold Price $380,000

      Last Listing Agent Cristina Ireland THE SIMON SIMAAN GROUP

  • /38

    $794,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,547 Sq Ft

    4653 Golden Birch Ave, Oakland, FL 34787

    Stunning 3-bedroom, 2.5-bath home with soaring ceilings, a versatile front room, a gourmet kitchen. This is the beautiful Mahogany Estate Floor plan By Pulte, lots of upgrades Slide into this beautiful home, starting with a flexible front room—perfect as an office, study, or formal living space—welcoming you right at the entry. Just beyond, the high-end gourmet kitchen is a showstopper, featuring

    Armando Torres POWERHOUSE REAL ESTATE NETWORK

    4653 Golden Birch Ave, Oakland, FL 34787
  • /2

    $855,000 Sold Apr 10, 2025

    234 Hammock Preserve Loop, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,255 Sq Ft
    • Built 2023

    Last Sold Summary

    • $379/SF
    • 6 Days On Market

    Current Estimated Value $859,174

    Last Listing Agent Lianna D'Angelo SOTERA LIVING

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

      Est $620,706 Not Listed For Sale

      12742 Lavender Bloom Aly, Oakland, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,743 Sq Ft
      • Built 2024
      12742 Lavender Bloom Aly, Oakland, FL 34787

      Last Sold Summary

      • 5% Below List Price
      • $238/SF

      Last Sold Price $653,836

      Last Listing Agent Nicole Duque Estrada Almeida Per TALENT REALTY SOLUTIONS

  • /39

    $796,000

    • 5 Beds
    • 3 Baths
    • 3,528 Sq Ft

    1970 Standing Rock Cir, Oakland, FL 34787

    Discover expansive living and modern sophistication in this STUNNING 5-bedroom, 3-bath home with a Spacious, Peaceful backyard in the highly desirable Oakland Trails community, minutes from the West Orange Trail and the Winter Garden Plant Street Market. Offering over 3,500 SQUARE FEET of beautifully designed space and built in 2019, this residence combines contemporary comfort with UPSCALE

    Jennifer Wemert WEMERT GROUP REALTY LLC

    1970 Standing Rock Cir, Oakland, FL 34787
  • /2

    $522,000 Sold May 23, 2025

    15657 Pelican Cay Dr, Oakland, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,685 Sq Ft
    • Built 2021

    Last Sold Summary

    • 1% Above List Price
    • $310/SF
    • 5 Days On Market

    Current Estimated Value $510,935

    Last Listing Agent Kevin Pribell ACRES INC

    15657 Pelican Cay Dr, Oakland, FL 34787
    • /2

      Est $497,250 Not Listed For Sale

      14015 Lochend Way, Oakland, FL 34787

      • 4 Beds
      • 3 Baths
      • 1,996 Sq Ft
      • Built 2024
      14015 Lochend Way, Oakland, FL 34787

      Last Sold Summary

      • 1% Above List Price
      • $245/SF

      Last Sold Price $490,000

      Last Listing Agent Stellar Non-Member Agent FL_MFRMLS

  • /57

    $725,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 4,440 Sq Ft

    3387 Current Ave, Oakland, FL 34787

    Under contract-accepting backup offers. Gorgeous home at Winter Garden gated community LakeView Preserve, San Benita model with upgrade of extended lanai and a lot of home improvement, Gourmet Kitchen, open floor plan, engineer wood flooring, NO CARPET in the house, crown molding, study room, dining room, and huge game room in second floor, first floor master bedroom suite, second floor with

    Li Xue AGENT GROUP REALTY

    3387 Current Ave, Oakland, FL 34787
  • /2

    $1,260,826 Sold Sep 26, 2025

    1143 Bulwark Oaks Ln, Oakland, FL 34787

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

    Last Sold Summary

    • $414/SF

    Current Estimated Value $1,156,437

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

    1143 Bulwark Oaks Ln, Oakland, FL 34787
    • /2

      Not Listed For Sale

      6343 Blissful St, Oakland, FL 34787

      • 3 Beds
      • 3 Baths
      • 1,685 Sq Ft
      • Built 2024
      6343 Blissful St, Oakland, FL 34787

      Last Sold Summary

      Last Listing Agent Eduardo Pavone CELEBRITY GLOBAL REALTY LLC

  • /51

    $649,900

    • 4 Beds
    • 2.5 Baths
    • 2,235 Sq Ft

    5679 Orange Orchard Dr, Oakland, FL 34787

    Move-In Ready Home Near Hamlin Town Center with Open Layout and Private Backyard. Built in 2021 and located in the sought-after Wincey Groves community of Winter Garden, this beautifully maintained energy efficient 4-bedroom, 2.5-bath home offers thoughtfully designed living space with modern finishes and a functional open layout. The spacious main living area is filled with natural light and

    Helen Thompson RE/MAX SELECT GROUP

    5679 Orange Orchard Dr, Oakland, FL 34787
  • /2

    $895,000 Sold Nov 06, 2025

    521 N Pollard St, Winter Garden, FL 34787

    • Land
    • 1 Acre
    • $895,000 per Acre

    Last Sold Summary

    • 59 Days On Market

    Last Listing Agent Blaine Dooley REGENCY REAL ESTATE LLC

    521 N Pollard St, Winter Garden, FL 34787
    • /2

      Not Listed For Sale

      13437 Princess St, Oakland, FL 34787

      • 2 Beds
      • 2 Baths
      • 1,579 Sq Ft
      • Built 2024
      13437 Princess St, Oakland, FL 34787

      Last Sold Summary

      • $285/SF
      • 5 Days On Market

      Last Sold Price $449,530

      Last Listing Agent Ellie Hunter PULTE REALTY OF NORTH FLORIDA LLC

  • /3

    $655,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,843 Sq Ft

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

    The Captiva floorplan offers a spacious two-story design with 4 bedrooms, 2.5 bathrooms, and plenty of extra room for customization. This thoughtfully laid-out home includes a flex space on the first floor, which can be transformed into a guest suite or home office, adding versatility to the design. A bonus room on the second floor provides additional living space, perfect for a media room or

    Dream Finders Homes Builder
    14229 Lanyard Way Unit 36490537, Oakland, FL 34787
  • /2

    $537,000 Sold Feb 24, 2026

    326 Largovista Dr, Oakland, FL 34787

    • 4 Beds
    • 3 Baths
    • 3,182 Sq Ft
    • Built 2004

    Last Sold Summary

    • 23% Below List Price
    • $169/SF
    • 135 Days On Market

    Current Estimated Value $635,156

    Last Listing Agent Chris Sanford EXP REALTY LLC

    326 Largovista Dr, Oakland, FL 34787
    • /2

      Not Listed For Sale

      17971 Hither Hills Cir, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,097 Sq Ft
      • Built 2022
      17971 Hither Hills Cir, Winter Garden, FL 34787

      Last Sold Summary

      • $283/SF
      • 10 Days On Market

      Last Sold Price $594,000

      Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 12911 Westhaven Oak Dr, Oakland, FL 34787

    $528,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,908 Sq Ft

    12911 Westhaven Oak Dr, Oakland, FL 34787

    Superior contemporary design. The Liston's welcoming covered porch and entry open immediately onto the expansive great room, with views to the lovely dining room and desirable large covered lanai beyond. The well-equipped gourmet kitchen is enhanced by a large center island with breakfast bar, plenty of counter and cabinet space, and generous walk-in pantry. The gorgeous primary bedroom suite is

    Toll Brothers, Inc. Builder
    12911 Westhaven Oak Dr, Oakland, FL 34787
  • /2

    $642,120 Sold Oct 16, 2025

    5810 Fabry St, Oakland, FL 34787

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

    Last Sold Summary

    • $251/SF

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

    5810 Fabry St, Oakland, FL 34787
    • /2

      Est $830,640 Not Listed For Sale

      14384 Wabasso Loop, Oakland, FL 34787

      • 5 Beds
      • 3 Baths
      • 3,562 Sq Ft
      • Built 2022
      14384 Wabasso Loop, Oakland, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $236/SF
      • 7 Days On Market

      Last Sold Price $839,000

      Last Listing Agent Viviane Rocha WRA BUSINESS & REAL ESTATE

  • /48

    $579,999

    • 5 Beds
    • 3.5 Baths
    • 3,248 Sq Ft

    1490 Stone Arrow Ct, Oakland, FL 34787

    This stunning 5 BEDROOM + LOFT + DEN, 3.5 BATH home is situated on a spacious CONSERVATION LOT in the all-new Oakland Trail community. Once you step inside you will immediately appreciate the modern open first floor feat NEW VINYL PLANK flooring int the living room/ dining room. The spacious kitchen feat stainless steel appliance package, lots of cabinet storage under beautiful granite counters,

    Eric Jia NUMBER 1 BROKER, LLC

    1490 Stone Arrow Ct, Oakland, FL 34787
  • /2

    $826,850 Sold Jan 27, 2026

    4684 Golden Birch Ave, Oakland, FL 34787

    • 5 Beds
    • 3.5 Baths
    • 3,810 Sq Ft
    • Built 2026

    Last Sold Summary

    • $217/SF

    Current Estimated Value $555,000

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

    4684 Golden Birch Ave, Oakland, FL 34787
    • /2

      Est $476,789 Not Listed For Sale

      14011 Lochend Way, Oakland, FL 34787

      • 4 Beds
      • 3 Baths
      • 1,996 Sq Ft
      • Built 2024
      14011 Lochend Way, Oakland, FL 34787

      Last Sold Summary

      • 2% Below List Price
      • $244/SF

      Last Sold Price $487,365

      Last Listing Agent Stellar Non-Member Agent FL_MFRMLS

  • /2

    $617,990 New Construction

    • 3 Beds
    • 2 Baths
    • 2,278 Sq Ft

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

    The Lexington with Bonus floorplan offers a versatile layout perfect for both comfort and functionality. This one-story design includes 3 bedrooms and 2 bathrooms, complemented by a spacious three-car garage, providing ample storage and parking options. What sets this plan apart is the large bonus room on the second floor, ideal for creating a personalized space, whether it be a media room, home

    Dream Finders Homes Builder
    14229 Lanyard Way Unit 36473362, Oakland, FL 34787
  • /2

    $635,000 Sold Dec 01, 2025

    546 Egret Place Dr, Oakland, FL 34787

    • 5 Beds
    • 4 Baths
    • 3,156 Sq Ft
    • Built 2014

    Last Sold Summary

    • 2% Below List Price
    • $201/SF
    • 44 Days On Market

    Current Estimated Value $636,571

    Last Listing Agent Matthew Blanco MARK SPAIN REAL ESTATE

    546 Egret Place Dr, Oakland, FL 34787
    • /2

      Est $1,557,678 Not Listed For Sale

      10081 Atwater Bay Dr, Oakland, FL 34787

      • 5 Beds
      • 3.5 Baths
      • 3,920 Sq Ft
      • Built 2024
      10081 Atwater Bay Dr, Oakland, FL 34787

      Last Sold Summary

      • 3% Below List Price
      • $408/SF
      • 5 Days On Market

      Last Sold Price $1,600,000

      Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • /24

    $597,990 Pending

    • 4 Beds
    • 3 Baths
    • 2,650 Sq Ft

    3112 Namaste Dr, Oakland, FL 34787

    One or more photo(s) has been virtually staged. This lovely Riviera Next Gen® single-story home 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

    Ben Goldstein LENNAR REALTY

    3112 Namaste Dr, Oakland, FL 34787
  • /2

    $787,000 Sold Feb 23, 2026

    3375 Hanging Tide St, Oakland, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 2,741 Sq Ft
    • Built 2021

    Last Sold Summary

    • 9% Below List Price
    • $287/SF
    • 62 Days On Market

    Current Estimated Value $834,705

    Last Listing Agent Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

    3375 Hanging Tide St, Oakland, FL 34787
    • /2

      Est $459,961 Not Listed For Sale

      14047 Lochend Way, Oakland, FL 34787

      • 4 Beds
      • 3 Baths
      • 1,996 Sq Ft
      • Built 2024
      14047 Lochend Way, Oakland, FL 34787

      Last Sold Summary

      • 3% Above List Price
      • $223/SF

      Last Sold Price $445,000

      Last Listing Agent Carolina Mariano Da Silva PREMIER SOTHEBYS INT'L REALTY

  • /2

    $637,325 Pending

    • 4 Beds
    • 3 Baths
    • 2,102 Sq Ft

    17138 Ingram Hills Aly, Oakland, FL 34787

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Berkley floorplan by Dream Finders Homes features 2,102 square feet of well-designed living space across two stories. This home includes 4 bedrooms, 3 full bathrooms, and a 2-car garage. The open-concept main floor boasts a spacious family room, dining area, and a modern kitchen with ample counter space—ideal for

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    17138 Ingram Hills Aly, Oakland, FL 34787
  • /2

    $420,000 Sold Nov 18, 2025

    4576 Maple Waltz, Oakland, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,652 Sq Ft
    • Built 2025

    Last Sold Summary

    • $254/SF

    Current Estimated Value $416,083

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

    4576 Maple Waltz, Oakland, FL 34787

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