Searching on:
    1. Subdivision Like Oakland
    2. Listing Status = Active
    Details for 00 Airport Drive, Crestview, FL 32539
    Commercial
    1. Price: $8,000,000.00
    2. Days On Market: 117
    3. Acreage: 271.00 acres
    4. Pool: No
    5. Waterfront: No
    6. Year Built: Not Available
    MLS#: 783575
    1. County: OKALOOSA
    2. City: Crestview
    3. Zipcode: 32539
    4. Subdivision: Oakland Heights
    5. Provided by: NAI TALCOR
    6. Provided through
    7. DMCA Notice
    The Phillips Portfolio represents a once in a generation opportunity to invest in one of America's most dynamic growth markets. The Portfolio has been strategically assembled to include an inventory o
    Details for 1258 Ridge Lake Way, OAKLAND, FL 34787
    Single Family
    1. Price: $2,098,000.00
    2. Price sqft: $334.08 / sqft
    3. Previous Price: $1,998,000
    4. Last Price Change: 04/16/26
    5. Days On Market: 114
    6. Bedrooms: 4
    7. Baths: 4
    8. Garage / Parking Spaces: 3
    9. Bldg sqft: 6280
    10. Acreage: 0.25 acres
    11. Pool: No
    12. Waterfront: No
    13. Year Built: 2026
    MLS#: O6373776
    1. County: ORANGE
    2. City: OAKLAND
    3. Zipcode: 34787
    4. Subdivision: Oakland Park
    5. Elementary School: Tildenville Elem
    6. Middle School: Lakeview Middle
    7. High School: West Orange High
    8. Provided by: NEW HOMES REAL ESTATE, INC.
    9. mfrmls
    10. DMCA Notice
    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 ba
    Details for 720 Lake Brim Drive, WINTER GARDEN, FL 34787
    Single Family
    1. Price: $1,825,000.00
    2. Price sqft: $324.39 / sqft
    3. Previous Price: $1,850,000
    4. Last Price Change: 05/07/26
    5. Days On Market: 65
    6. Bedrooms: 4
    7. Baths: 4
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 5626
    10. Acreage: 0.21 acres
    11. Pool: Yes
    12. Waterfront: No
    13. Year Built: 2020
    MLS#: O6387519
    1. County: ORANGE
    2. City: WINTER GARDEN
    3. Zipcode: 34787
    4. Subdivision: Oakland Park
    5. Elementary School: Tildenville Elem
    6. Middle School: Lakeview Middle
    7. High School: West Orange High
    8. Provided by: BHHS FLORIDA REALTY
    9. mfrmls
    10. DMCA Notice
    Experience refined florida living in the heart of winter garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom built residence. Situ
    Details for 620 Tubb Street, OAKLAND, FL 34760
    Single Family
    1. Price: $1,499,000.00
    2. Price sqft: $221.81 / sqft
    3. Previous Price: $14,990,000
    4. Last Price Change: 03/10/26
    5. Days On Market: 169
    6. Bedrooms: 6
    7. Baths: 8
    8. Garage / Parking Spaces: 4
    9. Bldg sqft: 6758
    10. Acreage: 0.85 acres
    11. Pool: No
    12. Waterfront: No
    13. Year Built: 1903
    MLS#: O6362142
    1. County: ORANGE
    2. City: OAKLAND
    3. Zipcode: 34760
    4. Subdivision: Oakland
    5. Provided by: OAKSTRAND REALTY
    6. mfrmls
    7. DMCA Notice
    PRICE IMPROVEMENT! This exquisite gem has endless opportunities: a wellness center, wedding event venue, and Airbnb. Not looking to own a bed and breakfast? This would also make a fantastic stately re
    Details for 1040 Bass Boulevard, DUNEDIN, FL 34698
    Single Family
    1. Price: $1,395,000.00
    2. Price sqft: $465.00 / sqft
    3. Days On Market: 74
    4. Bedrooms: 5
    5. Baths: 4
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 3000
    8. Acreage: 0.13 acres
    9. Pool: No
    10. Waterfront: No
    11. Year Built: 2025
    MLS#: TB8479903
    1. County: PINELLAS
    2. City: DUNEDIN
    3. Zipcode: 34698
    4. Subdivision: Oakland Sub
    5. Provided by: COLDWELL BANKER REALTY
    6. mfrmls
    7. DMCA Notice
    One or more photo(s) has been virtually staged. The build is done!! If you hurry an opportunity beckons brand new all block dunedin construction home w/5 bedrooms, 4 baths & 3,000 sq. Ft. At the four
    Details for 1156 Civitas Way, OAKLAND, FL 34787
    Single Family
    1. Price: $1,268,000.00
    2. Price sqft: $200.98 / sqft
    3. Previous Price: $1,275,000
    4. Last Price Change: 05/02/26
    5. Days On Market: 73
    6. Bedrooms: 4
    7. Baths: 3
    8. Garage / Parking Spaces: 3
    9. Bldg sqft: 6309
    10. Acreage: 0.14 acres
    11. Pool: No
    12. Community Pool: Yes
    13. Waterfront: No
    14. Year Built: 2022
    MLS#: O6385496
    1. County: ORANGE
    2. City: OAKLAND
    3. Zipcode: 34787
    4. Subdivision: Oakland Parkb1
    5. Provided by: DALTON WADE INC
    6. mfrmls
    7. DMCA Notice
    Motivated seller!! 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 o
    Details for 250 Walker Street, OAKLAND, FL 34760
    Single Family
    1. Price: $1,195,000.00
    2. Price sqft: $302.30 / sqft
    3. Previous Price: $1,295,000
    4. Last Price Change: 05/06/26
    5. Days On Market: 25
    6. Bedrooms: 4
    7. Baths: 3
    8. Garage / Parking Spaces: 3
    9. Bldg sqft: 3953
    10. Acreage: 0.39 acres
    11. Pool: Yes
    12. Spa/HotTub: Yes
    13. Waterfront: No
    14. Year Built: 2000
    MLS#: G5110973
    1. County: ORANGE
    2. City: OAKLAND
    3. Zipcode: 34760
    4. Subdivision: Oakland Town
    5. Elementary School: Tildenville Elem
    6. Middle School: Lakeview Middle
    7. High School: West Orange High
    8. Provided by: COAST TO COAST REAL ESTATE PRO
    9. mfrmls
    10. DMCA Notice
    Nestled in the heart of downtown Oakland, FL, this newly renovated two story home features 4 bedrooms and 2.5 bathrooms. Situated on an oversized lot of nearly 1/2 acre, the property includes a resort
    Details for 12025 Carpenter Ln, BONITA SPRINGS, FL 34135
    Land
    1. Price: $995,000.00
    2. Acreage: 3.00 acres
    3. Pool: No
    4. Waterfront: Yes
    5. Wateraccess: Yes
    6. Waterfront Type: River Front
    7. Year Built: Not Available
    MLS#: 225075495
    1. County: LEE
    2. City: BONITA SPRINGS
    3. Zipcode: 34135
    4. Subdivision: Oakland Park Trailer Sites
    5. Provided by: Realty World J. PAVICH R.E.
    6. Bonita Springs-Estero Board of Realtors
    7. DMCA Notice
    SELLER FINANCING AVAILABLE. An extraordinary waterfront development opportunity awaits along the Imperial River in beautiful Bonita Springs. This eight parcel assemblage spans more than three acres of
    Details for 744 Lake Brim Drive, WINTER GARDEN, FL 34787
    Single Family
    1. Price: $969,000.00
    2. Price sqft: $245.44 / sqft
    3. Previous Price: $995,000
    4. Last Price Change: 05/07/26
    5. Days On Market: 60
    6. Bedrooms: 4
    7. Baths: 4
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 3948
    10. Acreage: 0.15 acres
    11. Pool: No
    12. Waterfront: No
    13. Year Built: 2016
    MLS#: O6388775
    1. County: ORANGE
    2. City: WINTER GARDEN
    3. Zipcode: 34787
    4. Subdivision: Oakland Park
    5. Elementary School: Tildenville Elem
    6. Middle School: Lakeview Middle
    7. High School: West Orange High
    8. Provided by: BHHS FLORIDA REALTY
    9. mfrmls
    10. DMCA Notice
    Perfectly positioned fronting one of Oakland Parks picturesque green spaces, this exceptional home offers a rare opportunity to enjoy PARK SIDE living in one of Winter Gardens most celebrated communit
    Details for 897 Landrum Drive, WINTER GARDEN, FL 34787
    Single Family
    1. Price: $899,900.00
    2. Price sqft: $223.47 / sqft
    3. Days On Market: 3
    4. Bedrooms: 4
    5. Baths: 4
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 4027
    8. Acreage: 0.21 acres
    9. Pool: No
    10. Waterfront: No
    11. Year Built: 2013
    MLS#: O6404632
    1. County: ORANGE
    2. City: WINTER GARDEN
    3. Zipcode: 34787
    4. Subdivision: Oakland Park
    5. Elementary School: Tildenville Elem
    6. Middle School: Lakeview Middle
    7. High School: West Orange High
    8. Provided by: COMPASS FLORIDA LLC
    9. mfrmls
    10. DMCA Notice
    Welcome to one of Winter Garden's most coveted addresses nestled in the heart of the Golf Cart District, this beautifully appointed Oakland Park home delivers the Florida lifestyle you've been waitin
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