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  1. Michelle Hill, ABR,AHWD,PA,PSA,REALTOR ®,SFR
  2. Tropic Shores Realty
  3. Mobile: 352.247.2177
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  1. School = Lakeview Middle
Address Not Provided
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Single Family
  1. Price: $3,995,000.00
  2. Price sqft: $790.15 / sqft
  3. Days On Market: 17
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 5056
  8. Acreage: 5.58 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1919
MLS#: O6276817
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Unincoporated
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: THE REAL ESTATE COLLECTION LLC
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Situated on a total of 6.25 acres on one of Winter Garden's and Oaklands most exclusive real estate, this distinguished family estate dates back to the early 1900s. Offering both privacy and flexibili
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402 Pollard Street
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Details for 402 Pollard Street, OAKLAND, FL 34787
Single Family
  1. Price: $2,795,000.00
  2. Price sqft: $411.76 / sqft
  3. Days On Market: 19
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6788
  8. Acreage: 0.50 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2025
MLS#: O6275130
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34787
  4. Subdivision: Briley Farm Ph 1a
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: REGENCY REAL ESTATE LLC
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Under Construction. Introducing Briley Farm, an extraordinary 111 acre estate set in the historic beauty of Oakland, Florida. Crafted by Element Home Builders, a renowned name known for their commitme
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214 Woodland Street
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Details for 214 Woodland Street, WINTER GARDEN, FL 34787
Single Family
  1. Price: $2,200,000.00
  2. Price sqft: $580.94 / sqft
  3. Days On Market: 78
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 3787
  8. Acreage: 0.86 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1925
MLS#: G5090037
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Fries Winter Garden
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: KELLER WILLIAMS ELITE PARTNERS III REALTY
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Calling all Investors and Developers or anyone looking for a GREAT location to call home. Located in the heart of Downtown Winter Garden, this property offers a goldmine of opportunity for those looki
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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: $2,195,000.00
  2. Price sqft: $360.78 / sqft
  3. Previous Price: $2,100,000
  4. Last Price Change: 11/07/24
  5. Days On Market: 551
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6084
  10. Acreage: 2.01 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake
  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 Middle
  7. High School: West Orange High
  8. Provided by: CREEGAN GROUP
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POOL INCLUDED IN THE LIST PRICE! The pool will be a 32 long by 14 wide and is included in the new price! This BRAND NEW CONSTRUCTION home directly on John's Lake is one of a kind with over 2 acres beh
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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: 58
  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
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133 Park Avenue
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Details for 133 Park Avenue, WINTER GARDEN, FL 34787
Townhome
  1. Price: $1,480,000.00
  2. Price sqft: $430.86 / sqft
  3. Days On Market: 40
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3435
  8. Acreage: 0.03 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2019
MLS#: G5091240
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Park Placewinter Garden
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: ERA GRIZZARD REAL ESTATE
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Miami meets Winter Garden. Introducing a one of a kind Townhouse in the Winter Garden Historical District! This Modern & Ultra sleek Townhouse features high end details & quality finishes that you wou
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1112 Hull Island Drive
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Details for 1112 Hull Island Drive, OAKLAND, FL 34787
Single Family
  1. Price: $1,300,000.00
  2. Price sqft: $275.72 / sqft
  3. Days On Market: 44
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4715
  8. Acreage: 0.29 acres
  9. Pool: No
  10. Community Pool: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake
  14. Year Built: 2021
MLS#: O6268548
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34787
  4. Subdivision: Hull Island At Oakland
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: HOMEVEST REALTY
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Welcome to your stunning lake front home, enjoy breathtaking views the moment you walk through the front door. Discover this exquisite, one of a kind home featuring premium upgrades throughout. Kit
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501 Dillard Street
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Details for 501 Dillard Street, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,125,000.00
  2. Price sqft: $244.73 / sqft
  3. Previous Price: $1,175,000
  4. Last Price Change: 02/18/25
  5. Days On Market: 138
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4597
  10. Acreage: 0.16 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2020
MLS#: O6246364
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Dillard Pointe
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: REGENCY REAL ESTATE LLC
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Welcome to this stunning 4 bedroom, 3.5 bathroom residence that beautifully blends classic charm with modern luxury. Built in 2020 and nestled in the heart of Winter Garden, this home offers spacious
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137 Park Avenue
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Details for 137 Park Avenue, WINTER GARDEN, FL 34787
Townhome
  1. Price: $1,115,000.00
  2. Price sqft: $330.86 / sqft
  3. Previous Price: $1,120,000
  4. Last Price Change: 01/31/25
  5. Days On Market: 203
  6. Bedrooms: 3
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 3370
  10. Acreage: 0.03 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2019
MLS#: G5085278
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Park Placewinter Garden
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: DENIZ REALTY PARTNERS LLC
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Welcome to your dream home in the heart of downtown Winter Garden! This stunning 3 story townhome offers an expansive 2,938 sq ft of living space, featuring 3 bedrooms and 3.5 bathrooms, one of the fe
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210 Hammock Preserve Loop
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Details for 210 Hammock Preserve Loop, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,109,000.00
  2. Price sqft: $257.61 / sqft
  3. Days On Market: 38
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4305
  8. Acreage: 0.14 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2023
MLS#: O6270846
  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: BERGER REALTY & INVESTMENTS
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Luxury meets elegance in this extraordinary 5 Bedroom Home that can be described as a masterpiece of modern living. Located in the coveted Oakland Park community, This 5 bedroom, 4 FULL bathroom home
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