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Oakland Single Family Homes For Sale - 33 homes

Oakland Single Family Homes for Sale are located in Orange County, Florida. Find single family homes for sale in Oakland with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Oakland single family houses.

Location: Oakland

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  • 710 REGINA CIR, OAKLAND, FL 34787

    $669,90015 Days on yellowkey   MLS ID: O6415350

    For Sale O6415350 - 710 REGINA CIR, OAKLAND, FL 34787 47 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3285
       Built: 2002
    Monthly Fee: $96
       Tax: $4,432 (2025)
    Community: Johns Landing
    Single Family


    Estimated Monthly Payment: $4,136 (change assumption)
    Mortgage ($3,671) + Fees ($96) + Taxes in 2025 ($369)


    Taxes:$4,432

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 219 LARGOVISTA DR, OAKLAND, FL 34787

    $1,059,00065 Days on yellowkey   MLS ID: O6401756

    REDUCED by $40,000 (3.6%) on 05/26/2026

    For Sale O6401756 - 219 LARGOVISTA DR, OAKLAND, FL 34787 24 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3951
       Built: 2004
    Monthly Fee: $96
       Tax: $5,294 (2025)
    Community: Johns Landing
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,340 (change assumption)
    Mortgage ($5,803) + Fees ($96) + Taxes in 2025 ($441)


    Taxes:$5,294

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14001 RUGBY ST, OAKLAND, FL 34787

    $825,00031 Days on yellowkey   MLS ID: G5112905

    REDUCED by $20,000 (2.4%) on 06/25/2026

    For Sale G5112905 - 14001 RUGBY ST, OAKLAND, FL 34787 43 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4240
       Built: 2015
    Monthly Fee: $121
       Tax: $5,903 (2025)
    Community: Verde Park Ph 1
    Single Family


    Estimated Monthly Payment: $5,133 (change assumption)
    Mortgage ($4,520) + Fees ($121) + Taxes in 2025 ($492)


    Taxes:$5,903

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1143 HULL ISLAND DR, OAKLAND, FL 34787

    $749,00025 Days on yellowkey   MLS ID: O6413213

    REDUCED by $25,900 (3.3%) on 06/25/2026

    For Sale O6413213 - 1143 HULL ISLAND DR, OAKLAND, FL 34787 63 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2788
       Built: 2021
    Monthly Fee: $165
       Tax: $11,129 (2025)
    Community: Hull Island At Oakland
    Single Family


    Estimated Monthly Payment: $5,196 (change assumption)
    Mortgage ($4,104) + Fees ($165) + Taxes in 2025 ($927)


    Taxes:$11,129

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 529 JOHNS LANDING WAY, OAKLAND, FL 34787

    $639,0003 Days on yellowkey   MLS ID: O6419615

    For Sale O6419615 - 529 JOHNS LANDING WAY, OAKLAND, FL 34787 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2650
       Built: 2004
    Monthly Fee: $96
       Tax: $3,911 (2025)
    Community: Johns Landing Ph 02 48 138
    Single Family


    Estimated Monthly Payment: $3,923 (change assumption)
    Mortgage ($3,501) + Fees ($96) + Taxes in 2025 ($326)


    Taxes:$3,911

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1412 JOHNS COVE LN, OAKLAND, FL 34787

    $1,548,00099 Days on yellowkey   MLS ID: O6391735

    REDUCED by $40,000 (2.5%) on 04/15/2026

    For Sale O6391735 - 1412 JOHNS COVE LN, OAKLAND, FL 34787 71 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3613
       Built: 2002
    Monthly Fee: $173
       Tax: $13,832 (2025)
    Community: Johns Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,808 (change assumption)
    Mortgage ($8,482) + Fees ($173) + Taxes in 2025 ($1,153)


    Taxes:$13,832

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1270 STATIONSIDE DRIVE DR, OAKLAND, FL 34787

    $509,000129 Days on yellowkey   MLS ID: O6376429

    2 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $10,000 (1.9%) on 06/01/2026

    For Sale O6376429 - 1270 STATIONSIDE DRIVE DR, OAKLAND, FL 34787 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2046
       Built: 2002
    Monthly Fee: $29
       Tax: $6,010 (2024)
    Community: Trailside Station Replat 44/23
    Single Family


    Estimated Monthly Payment: $3,319 (change assumption)
    Mortgage ($2,789) + Fees ($29) + Taxes in 2024 ($501)


    Taxes:$6,010

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2247 WHITE FEATHER LOOP, OAKLAND, FL 34787

    $457,90029 Days on yellowkey   MLS ID: S5150852

    For Sale S5150852 - 2247 WHITE FEATHER LOOP, OAKLAND, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1838
       Built: 2018
    Monthly Fee: $105
       Tax: $6,845 (2025)
    Community: Oakland Trails
    Single Family


    Estimated Monthly Payment: $3,184 (change assumption)
    Mortgage ($2,509) + Fees ($105) + Taxes in 2025 ($570)


    Taxes:$6,845

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 100 W RAILWAY AVE, OAKLAND, FL 34760

    $2,186,92141 Days on yellowkey   MLS ID: O6408609

    0 Days Off yellowkey (back on 5/17/2026)

    For Sale O6408609 - 100 W RAILWAY AVE, OAKLAND, FL 34760 11 photos

    Bed: 3   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3555
       Built: 2026
    Monthly Fee: $150
       Tax: $2,949 (2024)
    Community: Briley Farm
    Single Family


    Estimated Monthly Payment: $12,379 (change assumption)
    Mortgage ($11,983) + Fees ($150) + Taxes in 2024 ($246)


    Taxes:$2,949

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 812 JOHNS POINT DR, OAKLAND, FL 34787

    $2,699,00092 Days on yellowkey   MLS ID: O6393574

    REDUCED by $51,000 (1.9%) on 06/22/2026

    For Sale O6393574 - 812 JOHNS POINT DR, OAKLAND, FL 34787 78 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4373
       Built: 2001
    Monthly Fee: $173
       Tax: $23,334 (2025)
    Community: Johns Cove 43/104
    Spa: No

    Single Family


    Estimated Monthly Payment: $16,906 (change assumption)
    Mortgage ($14,789) + Fees ($173) + Taxes in 2025 ($1,945)


    Taxes:$23,334

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 38 S POLLARD ST, OAKLAND, FL 34760

    $629,99989 Days on yellowkey   MLS ID: O6394442

    REDUCED by $30,000 (4.5%) on 06/21/2026

    For Sale O6394442 - 38 S POLLARD ST, OAKLAND, FL 34760 56 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1872
       Built: 2026   Tax: $815 (2025)
    Community: Oakland Town
    Single Family


    Estimated Monthly Payment: $3,520 (change assumption)
    Mortgage ($3,452) + Taxes in 2025 ($68)


    Taxes:$815

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 402 N POLLARD ST, OAKLAND, FL 34760

    $3,495,00023 Days on yellowkey   MLS ID: O6405707

    0 Days Off yellowkey (back on 6/4/2026)

    For Sale O6405707 - 402 N POLLARD ST, OAKLAND, FL 34760 63 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5001
       Built: 2026
    Monthly Fee: $175
       Tax: $2,383 (2025)
    Community: Briley Farm
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,524 (change assumption)
    Mortgage ($19,150) + Fees ($175) + Taxes in 2025 ($199)


    Taxes:$2,383

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 729 STRIHAL LOOP, OAKLAND, FL 34787

    $679,900138 Days on yellowkey   MLS ID: O6381069

    3 Days Off yellowkey (back on 5/18/2026)

    For Sale O6381069 - 729 STRIHAL LOOP, OAKLAND, FL 34787 49 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3583
       Built: 2001
    Monthly Fee: $92
       Tax: $4,417 (2024)
    Community: Johns Landing Ph 01 44/47
    Single Family


    Estimated Monthly Payment: $4,185 (change assumption)
    Mortgage ($3,725) + Fees ($92) + Taxes in 2024 ($368)


    Taxes:$4,417

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 1108 RIVERWAY DR, OAKLAND, FL 34787

    $1,025,00044 Days on yellowkey   MLS ID: O6407380

    0 Days Off yellowkey (back on 6/16/2026)

    For Sale O6407380 - 1108 RIVERWAY DR, OAKLAND, FL 34787 78 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2999
       Built: 2024
    Monthly Fee: $208
       Tax: $8,430 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $6,527 (change assumption)
    Mortgage ($5,616) + Fees ($208) + Taxes in 2025 ($703)


    Taxes:$8,430

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2017 BOSS HEWETT ST, OAKLAND, FL 34787

    $724,90064 Days on yellowkey   MLS ID: O6402045

    REDUCED by $25,000 (3.3%) on 05/30/2026

    For Sale O6402045 - 2017 BOSS HEWETT ST, OAKLAND, FL 34787 46 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2852
       Built: 2022
    Monthly Fee: $165
       Tax: $9,043 (2025)
    Community: Hull Island/Oakland Ph 2
    Single Family


    Estimated Monthly Payment: $4,891 (change assumption)
    Mortgage ($3,972) + Fees ($165) + Taxes in 2025 ($754)


    Taxes:$9,043

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1146 PRADO LN, OAKLAND, FL 34787

    $2,130,760224 Days on yellowkey   MLS ID: O6359354

    For Sale O6359354 - 1146 PRADO LN, OAKLAND, FL 34787 17 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3992
       Built: 2026
    Monthly Fee: $150
       Tax: $399 (2025)
    Community: Grove At The Harvest District
    Single Family


    Estimated Monthly Payment: $11,858 (change assumption)
    Mortgage ($11,675) + Fees ($150) + Taxes in 2025 ($33)


    Taxes:$399

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1173 PRADO LN, OAKLAND, FL 34787

    $2,238,120224 Days on yellowkey   MLS ID: O6359359

    For Sale O6359359 - 1173 PRADO LN, OAKLAND, FL 34787 18 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4204
       Built: 2026
    Monthly Fee: $150
       Tax: $399 (2025)
    Community: Grove At The Harvest District
    Single Family


    Estimated Monthly Payment: $12,447 (change assumption)
    Mortgage ($12,263) + Fees ($150) + Taxes in 2025 ($33)


    Taxes:$399

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 250 N WALKER ST, OAKLAND, FL 34760

    $1,145,00074 Days on yellowkey   MLS ID: G5110973

    REDUCED by $50,000 (4.2%) on 05/17/2026

    For Sale G5110973 - 250 N WALKER ST, OAKLAND, FL 34760 76 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2469
       Built: 2000   Tax: $10,745 (2025)
    Community: Oakland Town
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,169 (change assumption)
    Mortgage ($6,274) + Taxes in 2025 ($895)


    Taxes:$10,745

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 2065 WHITE FEATHER LOOP, OAKLAND, FL 34787

    $539,900142 Days on yellowkey   MLS ID: O6379741

    REDUCED by $10,000 (1.8%) on 06/04/2026

    For Sale O6379741 - 2065 WHITE FEATHER LOOP, OAKLAND, FL 34787 45 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2089
       Built: 2019
    Monthly Fee: $105
       Tax: $5,490 (2024)
    Community: Oakland Trls Ph 2
    Single Family


    Estimated Monthly Payment: $3,521 (change assumption)
    Mortgage ($2,958) + Fees ($105) + Taxes in 2024 ($457)


    Taxes:$5,490

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 1937 STANDING ROCK CIR, OAKLAND, FL 34787

    $499,00073 Days on yellowkey   MLS ID: O6398113

    REDUCED by $16,000 (3.1%) on 05/29/2026

    For Sale O6398113 - 1937 STANDING ROCK CIR, OAKLAND, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2069
       Built: 2018
    Monthly Fee: $105
       Tax: $5,728 (2025)
    Community: Oakland Trails Ph 2
    Single Family


    Estimated Monthly Payment: $3,317 (change assumption)
    Mortgage ($2,734) + Fees ($105) + Taxes in 2025 ($477)


    Taxes:$5,728

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


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Why Bother Searching Elsewhere for Oakland Single Family Homes for Sale?

Oakland home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Oakland . You can use our website to view Multiple Listing Service (MLS) data on Oakland single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Oakland single family home listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.