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  1. Subdivision Like Oakland
Details for 1238 Water Maple Drive, OAKLAND, FL 34787
Single Family
  1. Price: $2,150,000.00
  2. Price sqft: $394.79 / sqft
  3. Days On Market: 252
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5446
  8. Acreage: 0.26 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6296225
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34787
  4. Subdivision: The Grove At Oakland
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: REGENCY REAL ESTATE LLC
  9. mfrmls
  10. DMCA Notice
Description
  1. Pre Construction. To be built. Welcome to the Blossom home plan by Element Home Builders, where elegance meets functionality in a spacious, open layout. Boasting soaring ceilings and an expansive 12 f
Details for 1258 Ridge Lake Way, OAKLAND, FL 34787
Single Family
  1. Price: $1,996,500.00
  2. Price sqft: $317.91 / sqft
  3. Days On Market: 354
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6280
  8. Acreage: 0.25 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6265275
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34787
  4. Subdivision: Oakland Park
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: COMPASS FLORIDA LLC
  9. mfrmls
  10. DMCA Notice
Description
  1. Pre Construction. To be built. Welcome 1258 Ridge Lake Way, nestled in the final phase of the sought after Oakland Park community. This custom built modern farmhouse by RCB Homes offers a perfect blen
Details for 1101 Eagles Pass Way, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,850,000.00
  2. Price sqft: $332.79 / sqft
  3. Days On Market: 36
  4. Bedrooms: 6
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5559
  8. Acreage: 0.18 acres
  9. Pool: No
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2023
MLS#: O6358083
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Oakland Park
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: LAKESIDE REALTY WINDERMERE INC
  9. mfrmls
  10. DMCA Notice
Description
  1. One or more photo(s) has been virtually staged. Modern Luxury in the Heart of Winter Gardens Golf Cart District! Welcome to 1101 Eagles Pass Way, an exquisite 6 bedroom, 5 bathroom home situated on
Details for 854 Tilden Oaks Trail, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,775,000.00
  2. Price sqft: $444.75 / sqft
  3. Previous Price: $1,795,000
  4. Last Price Change: 11/16/25
  5. Days On Market: 106
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3991
  10. Acreage: 0.26 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2020
MLS#: O6339333
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Oakland Park
  5. Elementary School: Tildenville Elem
  6. Middle School: SunRidge
  7. High School: West Orange
  8. Provided by: OAK AVENUE REAL ESTATE LLC
  9. mfrmls
  10. DMCA Notice
Description
  1. This former J & J Building model home has never been lived in and has been carefully cared for. With 3,453 sq. ft. in the main house, it offers 4 bedrooms, 3.5 baths, and an oversized 2.5 car garage w
Details for 1207 Ridge Lake Way, OAKLAND, FL 34787
Single Family
  1. Price: $1,700,000.00
  2. Price sqft: $303.08 / sqft
  3. Days On Market: 187
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5609
  8. Acreage: 0.24 acres
  9. Pool: No
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2026
MLS#: O6316643
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34787
  4. Subdivision: Oakland Park
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: NEW HOMES REAL ESTATE, INC.
  9. mfrmls
  10. DMCA Notice
Description
  1. Pre Construction. To be built. This is a pre construction, to be built, custom home located in the final phase (The Reserve) of the Oakland Park community. This two story custom RCB home can be custom
Details for 1096 Riverway Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,700,000.00
  2. Price sqft: $300.41 / sqft
  3. Days On Market: 39
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5659
  8. Acreage: 0.25 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6357557
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Oakland Pk Un 7 South 112136 L
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: REAL BROKER, LLC
  9. mfrmls
  10. DMCA Notice
Description
  1. Welcome to 1096 Riverway Drive, a fully custom home built by RCB Homes, currently under construction in the award winning community of Oakland Park. Scheduled for completion in December 2025, this hom
Details for 166 Hammock Preserve Loop, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,675,000.00
  2. Price sqft: $317.06 / sqft
  3. Days On Market: 294
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5283
  8. Acreage: 0.16 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6283425
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Oakland Park
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: CORCORAN PREMIER REALTY
  9. mfrmls
  10. DMCA Notice
Description
  1. Under Construction. UPDATE: Ahead of schedule with an estimated completion is FEB 2026. Please see attached package for full renderings and finishes. 166 Hammock Preserve Loop offers one of the finest
Details for 620 Tubb Street, OAKLAND, FL 34760
Single Family
  1. Price: $1,650,000.00
  2. Price sqft: $244.16 / sqft
  3. Days On Market: 21
  4. Bedrooms: 6
  5. Baths: 8
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 6758
  8. Acreage: 0.85 acres
  9. Pool: No
  10. Waterfront: No
  11. 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
Description
  1. 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 residential home! Thi
Details for 1046 Bass Boulevard, DUNEDIN, FL 34698
Single Family
  1. Price: $1,599,000.00
  2. Price sqft: $533.00 / sqft
  3. Previous Price: $1,649,000
  4. Last Price Change: 11/05/25
  5. Days On Market: 322
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3000
  10. Acreage: 0.13 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2025
MLS#: TB8341570
  1. County: PINELLAS
  2. City: DUNEDIN
  3. Zipcode: 34698
  4. Subdivision: Oakland Sub
  5. Provided by: COLDWELL BANKER REALTY
  6. mfrmls
  7. DMCA Notice
Description
  1. Brand new custom built all block construction 5 bedroom home at the four corners of americas hometown, dunedin, florida. From a breathtaking front facade framed in contrasting black and white trim, ch
Details for 744 Mease Plaza, DUNEDIN, FL 34698
Commercial
  1. Price: $1,469,000.00
  2. Price sqft: $346.63 / sqft
  3. Days On Market: 31
  4. Bldg sqft: 4238
  5. Acreage: 0.37 acres
  6. Pool: No
  7. Waterfront: No
  8. Year Built: 1986
MLS#: TB8447182
  1. County: PINELLAS
  2. City: DUNEDIN
  3. Zipcode: 34698
  4. Subdivision: Oakland Sub
  5. Provided by: INTERNATIONAL TOP AGENTS REALTY
  6. mfrmls
  7. DMCA Notice
Description
  1. A rare opportunity to own a well maintained six unit, one floor apartment complex in desirable Dunedin. Five 2 bedroom, and one 1 bedroom units. With attached laundry room. Block building. 10 parkin