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15201 Oakland Avenue
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Listing Details for 15201 Oakland Avenue, WINTER GARDEN, FL 34787
Single Family
  1. Price: $3,000,000.00
  2. Price sqft: $458.65 / sqft
  3. Days On Market: 15
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6541
  8. Acreage: 0.44 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2020
MLS#: O6358957
  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: COMPASS FLORIDA LLC
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Step into a life of refined Southern charm and modern luxury at 15201 E Oakland Ave, nestled in the coveted Oakland Park community of Winter Garden. This custom Modern Farmhouse sits on a .44 acre ful
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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: 334
  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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1101 Eagles Pass Way
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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: 16
  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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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
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1383 34th Ct
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Details for 1383 34th Ct, Oakland Park, FL 33334
Land
  1. Price: $1,825,000.00
  2. Acreage: 0.57 acres
  3. Pool: No
  4. Waterfront: No
  5. Year Built: Not Available
MLS#: F10520886
  1. County: BROWARD
  2. City: Oakland Park
  3. Zipcode: 33334
  4. Subdivision: Oakland Park 2 38 B
  5. Provided by: Serhant
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Highly Motivated Seller, willing to look at all offers... Rare Opportunity to own over a half acre, prime for Multi Family development in synergetic downtown Oakland Park where over $400 million is be
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854 Tilden Oaks Trail
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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: 86
  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
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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
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854 Tilden Oaks Trail
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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: 86
  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
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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
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1207 Ridge Lake Way
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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: 166
  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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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
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166 Hammock Preserve Loop
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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: 274
  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
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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
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166 Hammock Preserve Loop
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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: 274
  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
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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
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877 Tilden Oaks Trail
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Details for 877 Tilden Oaks Trail, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,050,000.00
  2. Price sqft: $250.42 / sqft
  3. Days On Market: 72
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4193
  8. Acreage: 0.18 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2021
MLS#: O6343042
  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: CLOCK TOWER REALTY
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Modern Craftsman Charmer in Oakland Park Corner Lot, No Rear Neighbors, and Steps from the West Orange Trail! Welcome to 877 Tilden Oaks Trail, a beautifully designed David Weekley Modern Craftsman
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