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  1. Subdivision Like Oakland
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: 66
  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
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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 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: 216
  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.
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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 620 Tubb Street, OAKLAND, FL 34760
Single Family
  1. Price: $1,650,000.00
  2. Price sqft: $244.16 / sqft
  3. Days On Market: 51
  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
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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: 351
  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
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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 166 Hammock Preserve Loop, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,575,000.00
  2. Price sqft: $298.13 / sqft
  3. Previous Price: $1,675,000
  4. Last Price Change: 01/05/26
  5. Days On Market: 324
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5283
  10. Acreage: 0.16 acres
  11. Pool: No
  12. Waterfront: No
  13. 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
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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 744 Mease Plaza, DUNEDIN, FL 34698
Commercial
  1. Price: $1,469,000.00
  2. Price sqft: $346.63 / sqft
  3. Days On Market: 61
  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
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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
Details for 101 Starr Street, OAKLAND, FL 34760
Single Family
  1. Price: $1,450,000.00
  2. Price sqft: $355.22 / sqft
  3. Days On Market: 176
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4082
  8. Acreage: 0.39 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2020
MLS#: O6323162
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34760
  4. Subdivision: Oakland Town
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: BHHS FLORIDA REALTY
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Description
  1. Seller is offering First Mortgage Owner Financing up to $750,000 at 4.3% interest rate with a 3 year Balloon structure, to be organized by a real estate attorney. Welcome to 101 N Starr Street, an
Details for 624 Hull Island Drive, OAKLAND, FL 34787
Single Family
  1. Price: $1,000,000.00
  2. Price sqft: $259.74 / sqft
  3. Days On Market: 59
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3850
  8. Acreage: 2.55 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1983
MLS#: O6359887
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34787
  4. Subdivision: Hull Island At Oakland
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: RE/MAX EXCLUSIVE COLLECTION
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Description
  1. Find out about the unique chance to be the owner of a 2,700 sqft home which sits on 2.55 private acres which we think is the ideal setting for space, privacy, and great growth. This 1983 built home ha
Details for 1368 Union Club Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $849,000.00
  2. Price sqft: $243.55 / sqft
  3. Previous Price: $850,000
  4. Last Price Change: 11/05/25
  5. Days On Market: 141
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3486
  10. Acreage: 0.24 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2014
MLS#: G5100879
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Oakland Park
  5. Provided by: DENIZ REALTY PARTNERS LLC
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Description
  1. **new roof will be placed prior to closing**3/2. 5 folk victorian home with office and loft, available in oakland park. Located in the golf cart district and only minutes from downtown winter garden a
Details for 1970 Standing Rock Circle, OAKLAND, FL 34787
Single Family
  1. Price: $800,000.00
  2. Price sqft: $170.87 / sqft
  3. Days On Market: 53
  4. Bedrooms: 5
  5. Baths: 3
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4682
  8. Acreage: 0.20 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2019
MLS#: O6361226
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34787
  4. Subdivision: Oakland Trls Ph 2
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: WEMERT GROUP REALTY LLC
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Description
  1. Discover expansive living and modern sophistication in this stunning 5 bedroom, 3 bath home with a spacious, peaceful backyard in the highly desirable oakland trails community, minutes from the west o