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  1. School = Whispering Oak Elem
Details for 16098 Johns Lake Overlook Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $2,399,222.00
  2. Price sqft: $429.66 / sqft
  3. Days On Market: 53
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5584
  8. Acreage: 0.49 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front
  13. Year Built: 2015
MLS#: O6323437
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Hickory Hammock Ph 1d
  5. Elementary School: Whispering Oak Elem
  6. Middle School: Hamlin
  7. High School: West Orange
  8. Provided by: COLDWELL BANKER REALTY
  9. mfrmls
  10. DMCA Notice
Description
  1. This lakefront home with primary and 3 secondary bedrooms on the main floor was renovated from top to bottom and is located in the very desirable gated community of hickory hammock. The moment you wal
Details for 15986 Johns Lake Overlook Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $2,150,000.00
  2. Price sqft: $340.03 / sqft
  3. Previous Price: $2,200,000
  4. Last Price Change: 09/22/25
  5. Days On Market: 38
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6323
  10. Acreage: 0.55 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front
  16. Year Built: 2015
MLS#: O6337081
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Hickory Hammock Ph 1d
  5. Elementary School: Whispering Oak Elem
  6. Middle School: Hamlin
  7. High School: West Orange
  8. Provided by: STOCKWORTH REALTY GROUP
  9. mfrmls
  10. DMCA Notice
Description
  1. Experience breathtaking lakefront living in this exceptional estate home with a private dock in one of Winter Gardens most sought after gated communities: Hickory Hammock at Johns Lake. Perfectly posi
Details for 16761 Broadwater Avenue, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,749,000.00
  2. Price sqft: $358.48 / sqft
  3. Previous Price: $1,825,000
  4. Last Price Change: 08/09/25
  5. Days On Market: 130
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4879
  10. Acreage: 0.47 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Spa/HotTub: Yes
  14. Waterfront: Yes
  15. Wateraccess: Yes
  16. Waterfront Type: Lake Front
  17. Year Built: 2018
MLS#: O6310760
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Waterside The Strand
  5. Elementary School: Whispering Oak Elem
  6. Middle School: SunRidge
  7. High School: West Orange
  8. Provided by: COMPASS FLORIDA LLC
  9. mfrmls
  10. DMCA Notice
Description
  1. Welcome to 16761 Broadwater Avenue, a stunning lakefront estate nestled in the beautiful community of Winter Garden, FL. Situated on an expansive 20,282 sq ft lot, this 5 bedroom, 5.5 bathroom residen
Details for 15208 Lake Claire Overlook Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,199,500.00
  2. Price sqft: $242.91 / sqft
  3. Previous Price: $1,246,100
  4. Last Price Change: 09/22/25
  5. Days On Market: 112
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4938
  10. Acreage: 0.41 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front
  16. Year Built: 2016
MLS#: O6310876
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Hickory Hammock Ph 2b
  5. Elementary School: Whispering Oak Elem
  6. Middle School: Hamlin
  7. High School: West Orange
  8. Provided by: CLOCK TOWER REALTY
  9. mfrmls
  10. DMCA Notice
Description
  1. Experience unmatched privacy and serenity on your own peninsula surrounded by lake claire, lake burnett and johns lake. This stunning, one of a kind home is tucked away at the end of a cul de sac with
Details for 16003 Tangerine Blossom Way, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,063,750.00
  2. Price sqft: $189.68 / sqft
  3. Previous Price: $1,113,750
  4. Last Price Change: 08/09/25
  5. Days On Market: 192
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5608
  10. Acreage: 0.31 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2015
MLS#: O6291109
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Hickory Hammock Ph 1d
  5. Elementary School: Whispering Oak Elem
  6. Middle School: Hamlin
  7. High School: West Orange
  8. Provided by: RE/MAX ASSURED
  9. mfrmls
  10. DMCA Notice
Description
  1. *OPPORTUNITY: Seller will contribute $31,912.50 towards the Buyers closing costs plus $31,912.50 towards a Buy Down on the Interest Rate with Sellers prefered lender with an acceptable offer.* Your dr
Details for 16079 Black Hickory Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,050,000.00
  2. Price sqft: $231.38 / sqft
  3. Days On Market: 6
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4538
  8. Acreage: 0.31 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2015
MLS#: O6343640
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Hickory Hammock Ph 1d
  5. Elementary School: Whispering Oak Elem
  6. Middle School: Hamlin
  7. High School: West Orange
  8. Provided by: EXP REALTY LLC
  9. mfrmls
  10. DMCA Notice
Description
  1. Come see this beautiful 5 bedroom and 4 bathrooms property! The exterior of the house was recently painted! It has a 3 car garage and a great driveway with enough space for all your cars! It is on an
Details for 15669 Citrus Harvest Road, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,049,000.00
  2. Price sqft: $245.78 / sqft
  3. Days On Market: 5
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4268
  8. Acreage: 0.18 acres
  9. Pool: No
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2015
MLS#: O6346904
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Hickory Hammock Ph 2a
  5. Elementary School: Whispering Oak Elem
  6. Middle School: Hamlin
  7. High School: West Orange
  8. Provided by: EMPIRE NETWORK REALTY
  9. mfrmls
  10. DMCA Notice
Description
  1. FULLY FURNISHED, including the Jacuzzi and mounted TVs. Located in the heart of Winter Garden, this stunning 2 story CORNER lot home has been fully remodeled (20222023) with over $250K in upgrades. Fe
Details for 15916 Citrus Knoll Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $929,000.00
  2. Price sqft: $241.55 / sqft
  3. Previous Price: $949,000
  4. Last Price Change: 09/20/25
  5. Days On Market: 24
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3846
  10. Acreage: 0.32 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2015
MLS#: O6341843
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Hickory Hammock Ph 1d
  5. Elementary School: Whispering Oak Elem
  6. Middle School: SunRidge
  7. High School: West Orange
  8. Provided by: KELLER WILLIAMS WINTER PARK
  9. mfrmls
  10. DMCA Notice
Description
  1. If youve been waiting for the right momentlower interest rates and a new $20K price improvement just made this home even easier to say yes to! Your Private Retreat in Winter Gardens Gated Hickory Hamm
Details for 15504 Sandfield Loop, WINTER GARDEN, FL 34787
Single Family
  1. Price: $925,000.00
  2. Price sqft: $178.85 / sqft
  3. Previous Price: $950,000
  4. Last Price Change: 09/22/25
  5. Days On Market: 32
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5172
  10. Acreage: 0.21 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2013
MLS#: O6339899
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Reservecarriage Point Ph 1
  5. Elementary School: Whispering Oak Elem
  6. Middle School: SunRidge
  7. High School: Windermere
  8. Provided by: HOMEVEST REALTY
  9. mfrmls
  10. DMCA Notice
Description
  1. Welcome to the gated community of Reserve at Carriage Pointe, where sophistication meets comfort on a private wooded lot. Offering more than 4,100 sq. ft. of beautifully designed living space, this ho
Details for 15301 Hayworth Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $910,000.00
  2. Price sqft: $150.61 / sqft
  3. Days On Market: 4
  4. Bedrooms: 7
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6042
  8. Acreage: 0.24 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2010
MLS#: O6346422
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Belle Meadeph I B D G
  5. Elementary School: Whispering Oak Elem
  6. Middle School: SunRidge
  7. High School: West Orange
  8. Provided by: EXP REALTY LLC
  9. mfrmls
  10. DMCA Notice
Description
  1. Gated Community | Dual Primary Suites | Large Loft for Entertaining |Located in the gated Belle Meade community, this two story home with private pool offers a versatile layout with both formal and ca
Wade M. Berlin