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  1. Subdivision Like Oakland Park
Details for 3301 Dixie Highway, Oakland Park, FL 33334
Land
  1. Price: $3,500,000.00
  2. Acreage: 0.37 acres
  3. Pool: No
  4. Waterfront: No
  5. Year Built: Not Available
MLS#: F10527110
  1. County: BROWARD
  2. City: Oakland Park
  3. Zipcode: 33334
  4. Subdivision: Oakland Park 2nd Add
  5. Provided by: Coldwell Banker Realty
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Exceptional development opportunity in the heart of Downtown Oakland Parks Mixed Use District. Currently improved with an income producing office, the site is fully approved for 4363 residential units
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: 22
  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 Middle
  7. High School: West Orange High
  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
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: 341
  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 Middle
  7. High School: West Orange High
  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
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: 23
  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 Middle
  7. High School: West Orange High
  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
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
  6. Provided through
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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
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: 11/22/25
  5. Days On Market: 93
  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 Middle
  7. High School: West Orange High
  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
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: 173
  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 Middle
  7. High School: West Orange High
  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
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: 281
  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 Middle
  7. High School: West Orange High
  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
Details for 1402 34th Street, Oakland Park, FL 33334
Single Family
  1. Price: $1,200,000.00
  2. Acreage: 0.00 acres
  3. Pool: No
  4. Waterfront: No
  5. Year Built: 1984
MLS#: F10528734
  1. County: BROWARD
  2. City: Oakland Park
  3. Zipcode: 33334
  4. Subdivision: Oakland Park 2 38 B
  5. Provided by: RWE Real Estate Services
  6. Provided through
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Beautifully updated duplex in the heart of Oakland Parks Culinary Arts & Entertainment District. Rare multi family opportunity featuring two spacious 3BR/2BA units, each with private fenced yards, vau
Details for 985 Huntspoint Street, WINTER GARDEN, FL 34787
Single Family
  1. Price: $929,500.00
  2. Price sqft: $226.98 / sqft
  3. Previous Price: $935,000
  4. Last Price Change: 11/10/25
  5. Days On Market: 255
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4095
  10. Acreage: 0.13 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2018
MLS#: O6287898
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Oakland Parkb
  5. Provided by: EXP REALTY LLC
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This stunning 5 bedroom, 4 bathroom single family home is located in the highly desirable Oakland Park community, offering resort style amenities such as a clubhouse, zero entry pool, community firepi