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  1. Michelle Hill, ABR,AHWD,PA,PSA,REALTOR ®,SFR
  2. Tropic Shores Realty
  3. Mobile: 352.247.2177
  4. 229.834.4988
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  1. School = Tildenville Elem
1244 Water Maple Drive
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Details for 1244 Water Maple Drive, OAKLAND, FL 34787
Single Family
  1. Price: $2,295,000.00
  2. Price sqft: $361.30 / sqft
  3. Days On Market: 108
  4. Bedrooms: 6
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6352
  8. Acreage: 0.24 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6296402
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34787
  4. Subdivision: Grove At The Harvest District
  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
Pre Construction. To be built. Introducing the Hamlin model by Element Home Buildersa stunning 4,859 square foot residence designed for luxurious living and modern comfort. With 6 spacious bedrooms an
Listing Details and 14 Additional Pictures
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15198 Oakland Avenue
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Details for 15198 Oakland Avenue, Winter Garden, FL 34787
Single Family
  1. Price: $2,195,000.00
  2. Price sqft: $414.62 / sqft
  3. Previous Price: $2,295,000
  4. Last Price Change: 06/11/25
  5. Days On Market: 47
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5294
  10. Acreage: 0.37 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2023
MLS#: O6312014
  1. County: ORANGE
  2. City: Winter Garden
  3. Zipcode: 34787
  4. Subdivision: Oakland Hills
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: IAD FLORIDA LLC
  9. Provided through
  10. DMCA Notice
Price reduction! Welcome to this stunning farmhouse style home nestled on a premium corner lot in one of the most sought after communities near Historic Winter Garden. Thoughtfully designed and beauti
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15198 Oakland Avenue
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Details for 15198 Oakland Avenue, WINTER GARDEN, FL 34787
Single Family
  1. Price: $2,195,000.00
  2. Price sqft: $414.62 / sqft
  3. Previous Price: $2,295,000
  4. Last Price Change: 07/21/25
  5. Days On Market: 47
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5294
  10. Acreage: 0.37 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2023
MLS#: O6312014
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Oakland Hills
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: IAD FLORIDA LLC
  9. mfrmls
  10. DMCA Notice
Price reduction! Welcome to this stunning farmhouse style home nestled on a premium corner lot in one of the most sought after communities near Historic Winter Garden. Thoughtfully designed and beauti
Listing Details and 30 Additional Pictures
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1256 Water Maple Drive
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Details for 1256 Water Maple Drive, OAKLAND, FL 34787
Single Family
  1. Price: $2,175,000.00
  2. Price sqft: $358.26 / sqft
  3. Days On Market: 108
  4. Bedrooms: 5
  5. Baths: 8
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6071
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6296458
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34787
  4. Subdivision: Grove At The Harvest District
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: REGENCY REAL ESTATE LLC
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  10. DMCA Notice
Pre Construction. To be built. Presenting the Citrus plan by Element Home Buildersa spacious home designed for modern living. With 5 bedrooms and 5 bathrooms, and 3 powder bathrooms, this expansive la
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1250 Water Maple Drive
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Details for 1250 Water Maple Drive, OAKLAND, FL 34787
Single Family
  1. Price: $2,150,000.00
  2. Price sqft: $394.79 / sqft
  3. Days On Market: 108
  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
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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
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260 Deer Isle Drive
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Details for 260 Deer Isle Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $2,000,000.00
  2. Price sqft: $328.73 / sqft
  3. Previous Price: $1,995,000
  4. Last Price Change: 07/16/25
  5. Days On Market: 704
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6084
  10. Acreage: 2.01 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front,Lake Privileges
  15. Year Built: 2023
MLS#: O6135342
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Deer Island
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: CREEGAN GROUP
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This BRAND NEW CONSTRUCTION home directly on John's Lake is one of a kind with over 2 acres behind, high and dry, over 500 feet of direct lake frontage, plus 4700 sqft of living space, 5 spacious bedr
Listing Details and 52 Additional Pictures
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1258 Ridge Lake Way
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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: 211
  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
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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
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1224 Union Club Drive
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Details for 1224 Union Club Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,975,000.00
  2. Price sqft: $265.96 / sqft
  3. Days On Market: 8
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7426
  8. Acreage: 0.30 acres
  9. Pool: No
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front,Lake Privileges
  14. Year Built: 2016
MLS#: O6326350
  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: EXP REALTY LLC
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EXQUISITE WATERFRONT RESIDENCE blends luxury and timeless Florida charm in award winning Oakland Park. Enjoy spectacular lake views with two wrap around decks, high ceilings which bathe the home in na
Listing Details and 87 Additional Pictures
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1149 Prado Lane Drive
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Details for 1149 Prado Lane Drive, OAKLAND, FL 34787
Single Family
  1. Price: $1,975,000.00
  2. Price sqft: $334.12 / sqft
  3. Days On Market: 108
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5911
  8. Acreage: 0.24 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6295799
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34787
  4. Subdivision: Grove At The Harvest District
  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
Pre Construction. To be built. Welcome to the Clementine Floorplan by Element Home Builders A Stunning New Home in Oakland's Premier Community! Discover your dream home with the Clementine Floorpl
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511 Briley Avenue
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Details for 511 Briley Avenue, OAKLAND, FL 34760
Single Family
  1. Price: $1,895,000.00
  2. Price sqft: $357.01 / sqft
  3. Days On Market: 355
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5308
  8. Acreage: 0.31 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2024
MLS#: O6228504
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34760
  4. Subdivision: Briley Farm Ph 1a
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: CORCORAN PREMIER REALTY
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Pre Construction. To be built. Introducing Briley Farm, an exquisite 111 acre sanctuary nestled in the historic charm of Oakland, Florida. Designed by renowned Element Home Builders, this brand new ar
Listing Details and 45 Additional Pictures
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