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Oakland Single Family Homes For Sale in Oakland - 17 homes

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

Location: Oakland, Oakland

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  • 1937 STANDING ROCK CIR, OAKLAND, FL 34787

    $499,00047 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


  • 2017 BOSS HEWETT ST, OAKLAND, FL 34787

    $724,90038 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


  • 250 N WALKER ST, OAKLAND, FL 34760

    $1,145,00048 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


  • 16 OAKLAND POINTE CIR, OAKLAND, FL 34760

    $799,9994 Days on yellowkey   MLS ID: TB8513260

    For Sale TB8513260 - 16 OAKLAND POINTE CIR, OAKLAND, FL 34760 12 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3413
       Built: 1998
    Monthly Fee: $38
       Tax: $5,812 (2025)
    Community: Oakland Pointe
    Single Family


    Estimated Monthly Payment: $4,906 (change assumption)
    Mortgage ($4,383) + Fees ($38) + Taxes in 2025 ($484)


    Taxes:$5,812

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1108 RIVERWAY DR, OAKLAND, FL 34787

    $1,025,00018 Days on yellowkey   MLS ID: O6407380

    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


  • 1507 WILD SWEETGRASS WAY, OAKLAND, FL 34787

    $565,00012 Days on yellowkey   MLS ID: O6409105

    0 Days Off yellowkey (back on 5/23/2026)

    For Sale O6409105 - 1507 WILD SWEETGRASS WAY, OAKLAND, FL 34787 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1975
       Built: 2019
    Monthly Fee: $286
       Tax: $8,748 (2025)
    Community: Longleaf At Oakland
    Single Family


    Estimated Monthly Payment: $4,111 (change assumption)
    Mortgage ($3,096) + Fees ($286) + Taxes in 2025 ($729)


    Taxes:$8,748

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1216 HULL ISLAND DR, OAKLAND, FL 34787

    $1,799,00020 Days on yellowkey   MLS ID: G5112107

    2 Days Off yellowkey (back on 5/22/2026)

    For Sale G5112107 - 1216 HULL ISLAND DR, OAKLAND, FL 34787 82 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4224
       Built: 2021
    Monthly Fee: $165
       Tax: $20,050 (2025)
    Community: Hull Island/Oakland
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,693 (change assumption)
    Mortgage ($9,857) + Fees ($165) + Taxes in 2025 ($1,671)


    Taxes:$20,050

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 624 HULL ISLAND DR, OAKLAND, FL 34787

    $849,000201 Days on yellowkey   MLS ID: O6359887

    2 Days Off yellowkey (back on 5/19/2026)

    REDUCED by $45,000 (5.0%) on 05/02/2026

    For Sale O6359887 - 624 HULL ISLAND DR, OAKLAND, FL 34787 55 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2708
       Built: 1983   Tax: $2,454 (2024)
    Community: Hull Island At Oakland
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,856 (change assumption)
    Mortgage ($4,652) + Taxes in 2024 ($205)


    Taxes:$2,454

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 620 N TUBB ST, OAKLAND, FL 34760

    $1,499,000192 Days on yellowkey   MLS ID: O6362142

    For Sale O6362142 - 620 N TUBB ST, OAKLAND, FL 34760 62 photos

    Bed: 6   Bath: 7.5
    Liv Area Sq Ft: 5614
       Built: 1903   Tax: $13,798 (2024)
    Community: Oakland
    Single Family


    Estimated Monthly Payment: $9,363 (change assumption)
    Mortgage ($8,213) + Taxes in 2024 ($1,150)


    Taxes:$13,798

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2259 WHITE FEATHER LOOP, OAKLAND, FL 34787

    $525,000109 Days on yellowkey   MLS ID: O6381627

    1 Days Off yellowkey (back on 5/5/2026)

    For Sale O6381627 - 2259 WHITE FEATHER LOOP, OAKLAND, FL 34787 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2204
       Built: 2017
    Monthly Fee: $110
       Tax: $5,025 (2024)
    Community: Oakland Trls Ph 1
    Single Family


    Estimated Monthly Payment: $3,405 (change assumption)
    Mortgage ($2,877) + Fees ($110) + Taxes in 2024 ($419)


    Taxes:$5,025

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 1970 STANDING ROCK CIR, OAKLAND, FL 34787

    $796,000194 Days on yellowkey   MLS ID: O6361226

    For Sale O6361226 - 1970 STANDING ROCK CIR, OAKLAND, FL 34787 39 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3528
       Built: 2019
    Monthly Fee: $133
       Tax: $7,172 (2024)
    Community: Oakland Trls Ph 2
    Single Family


    Estimated Monthly Payment: $5,092 (change assumption)
    Mortgage ($4,362) + Fees ($133) + Taxes in 2024 ($598)


    Taxes:$7,172

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 38 S POLLARD ST, OAKLAND, FL 34760

    $659,99963 Days on yellowkey   MLS ID: O6394442

    REDUCED by $39,001 (5.6%) on 05/04/2026

    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: $3,684 (change assumption)
    Mortgage ($3,616) + Taxes in 2025 ($68)


    Taxes:$815

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1156 CIVITAS WAY, OAKLAND, FL 34787

    $1,268,00096 Days on yellowkey   MLS ID: O6385496

    REDUCED by $7,000 (0.5%) on 04/25/2026

    For Sale O6385496 - 1156 CIVITAS WAY, OAKLAND, FL 34787 76 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2710
       Built: 2022
    Monthly Fee: $208
       Tax: $11,208 (2024)
    Community: Oakland Parkb-1
    Single Family


    Estimated Monthly Payment: $8,090 (change assumption)
    Mortgage ($6,948) + Fees ($208) + Taxes in 2024 ($934)


    Taxes:$11,208

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2065 WHITE FEATHER LOOP, OAKLAND, FL 34787

    $549,900116 Days on yellowkey   MLS ID: O6379741

    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: $3,576 (change assumption)
    Mortgage ($3,013) + 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


  • 1258 RIDGE LAKE WAY, OAKLAND, FL 34787

    $2,098,000137 Days on yellowkey   MLS ID: O6373776

    For Sale O6373776 - 1258 RIDGE LAKE WAY, OAKLAND, FL 34787 3 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4557
       Built: 2026
    Monthly Fee: $209
       Tax: $7,255 (2025)
    Community: Oakland Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $12,309 (change assumption)
    Mortgage ($11,496) + Fees ($209) + Taxes in 2025 ($605)


    Taxes:$7,255

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1231 FOLTZ LOOP, OAKLAND, FL 34787

    $874,90065 Days on yellowkey   MLS ID: O6393970

    For Sale O6393970 - 1231 FOLTZ LOOP, OAKLAND, FL 34787 30 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3134
       Built: 2022
    Monthly Fee: $165
       Tax: $11,389 (2025)
    Community: Hull Island/Oakland Ph 2
    Single Family


    Estimated Monthly Payment: $5,908 (change assumption)
    Mortgage ($4,794) + Fees ($165) + Taxes in 2025 ($949)


    Taxes:$11,389

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1207 RIDGE LAKE WAY, OAKLAND, FL 34787

    $1,700,000357 Days on yellowkey   MLS ID: O6316643

    0 Days Off yellowkey (back on 3/27/2026)

    For Sale O6316643 - 1207 RIDGE LAKE WAY, OAKLAND, FL 34787 7 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 3909
       Built: 2026
    Monthly Fee: $204
       Tax: $1,815 (2024)
    Community: Oakland Park Reserve
    Single Family


    Estimated Monthly Payment: $9,670 (change assumption)
    Mortgage ($9,315) + Fees ($204) + Taxes in 2024 ($151)


    Taxes:$1,815

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle




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.