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  1. School = Osceola High School
1886 Pleasant Hill Road
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Details for 1886 Pleasant Hill Road, KISSIMMEE, FL 34746
Single Family
  1. Price: $2,500,000.00
  2. Price sqft: $2,136.75 / sqft
  3. Days On Market: 30
  4. Bedrooms: 3
  5. Baths: 2
  6. Bldg sqft: 1170
  7. Acreage: 10.87 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1957
MLS#: S5128052
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Elementary School: Pleasant Hill Elem
  5. Middle School: Bellalago Charter Academy (K 8
  6. High School: Osceola High School
  7. Provided by: HOLISTIC REALTY FLORIDA, LLC
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Prime Development Opportunity at 1886 Pleasant Hill Road, Kissimmee, FL 34746! The best time to secure an exceptional vacant land located in a rapidly growing area of Kissimmee. This expansive parcel
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0 Kings Point Boulevard
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Details for 0 Kings Point Boulevard, KISSIMMEE, FL 34744
Land
  1. Price: $2,000,000.00
  2. Previous Price: $2,175,000
  3. Last Price Change: 04/23/25
  4. Days On Market: 239
  5. Acreage: 8.50 acres
  6. Pool: No
  7. Waterfront: Yes
  8. Wateraccess: Yes
  9. Waterfront Type: Lake Front
  10. Year Built: Not Available
MLS#: S5114931
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Florida Drainland Co
  5. Elementary School: Partin Settlement Elem
  6. Middle School: Neptune Middle (6 8)
  7. High School: Osceola High School
  8. Provided by: SIGNATURE COLLECTION REALTY IN
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8.5 ACRES..PRICE REDUCTION Bring your imagination to this amazing property! A rare gem, 2 combined lots sold together that total 8.5 acres+/ of high and dry land, with 390 feet of lakefront on West
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1501 Sunset Pointe Place
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Details for 1501 Sunset Pointe Place, KISSIMMEE, FL 34744
Single Family
  1. Price: $1,650,000.00
  2. Price sqft: $274.54 / sqft
  3. Days On Market: 178
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 6010
  8. Acreage: 0.66 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake
  14. Year Built: 2000
MLS#: S5117808
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Sunset Pointe
  5. Elementary School: Partin Settlement Elem
  6. Middle School: Neptune Middle (6 8)
  7. High School: Osceola High School
  8. Provided by: PORTFOLIO REAL ESTATE GROUP
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Experience breathtaking florida lakefront sunsets from this stunning and unique custom home in the exclusive gated community of sunset pointe. Situated near shopping, disney/universal/sea world, major
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1491 Gateway Lane
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Details for 1491 Gateway Lane, KISSIMMEE, FL 34746
Single Family
  1. Price: $1,300,000.00
  2. Price sqft: $168.66 / sqft
  3. Days On Market: 91
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 7708
  8. Acreage: 0.43 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front
  13. Year Built: 2016
MLS#: O6293540
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: Bellalago Ph 1x
  5. Elementary School: Bellalago Charter Academy (K 8
  6. Middle School: Bellalago Charter Academy (K 8
  7. High School: Osceola High School
  8. Provided by: NONA LEGACY POWERED BY LA ROSA
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Welcome to 1491 Gateway Lane, a breathtaking 5 bedroom, 5.5 bath builders model home in the highly sought after Bellalago community. Spanning an impressive 5,280 square feet under air, this lakefront
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1425 Riviera Drive
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Details for 1425 Riviera Drive, KISSIMMEE, FL 34744
Single Family
  1. Price: $975,000.00
  2. Price sqft: $172.11 / sqft
  3. Days On Market: 31
  4. Bedrooms: 6
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5665
  8. Acreage: 0.22 acres
  9. Pool: No
  10. Community Pool: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front
  14. Year Built: 2002
MLS#: O6312746
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Regal Bay
  5. Elementary School: Partin Settlement Elem
  6. Middle School: Neptune Middle (6 8)
  7. High School: Osceola High School
  8. Provided by: WEMERT GROUP REALTY LLC
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One or more photo(s) has been virtually staged. Florida lake life is calling are you ready to answer? Welcome to regal bay, a small gated community tucked along the shores of lake toho where nature
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111 Monument Avenue 801
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Details for 111 Monument Avenue 801, KISSIMMEE, FL 34741
Condominium
  1. Price: $925,000.00
  2. Price sqft: $199.96 / sqft
  3. Days On Market: 5
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4626
  8. Acreage: 0.00 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front
  13. Year Built: 2012
MLS#: O6320369
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Park View At City Centre Kiss
  5. Building: Park View At City Centre Kiss Residence Condo
  6. Elementary School: Central Avenue Elem
  7. Middle School: Denn John Middle
  8. High School: Osceola High School
  9. Provided by: KELLER WILLIAMS CLASSIC
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Penthouse perfection meets downtown renaissance discover the crown jewel of historic downtown kissimmee an architect designed penthouse that redefines luxury living in central florida's fastest grow
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2436 Chateau Loop
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Details for 2436 Chateau Loop, KISSIMMEE, FL 34741
Single Family
  1. Price: $850,000.00
  2. Price sqft: $180.97 / sqft
  3. Previous Price: $875,000
  4. Last Price Change: 06/22/25
  5. Days On Market: 224
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4697
  10. Acreage: 0.19 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2018
MLS#: TB8321799
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Tapestry Ph 3
  5. Elementary School: Floral Ridge Elementary
  6. Middle School: Kissimmee Middle
  7. High School: Osceola High School
  8. Provided by: HOMETRUST REALTY GROUP
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One or more photo(s) has been virtually staged. Motivated Seller!!!Extraordinary property with 4 bedrooms, 3 and a half bathrooms with private pool in Kissimmee, Fl. Elegance, space and beauty is what
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3041 Cardillino Way
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Details for 3041 Cardillino Way, KISSIMMEE, FL 34741
Single Family
  1. Price: $799,999.00
  2. Price sqft: $193.47 / sqft
  3. Previous Price: $850,000
  4. Last Price Change: 06/25/25
  5. Days On Market: 83
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4135
  10. Acreage: 0.15 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2017
MLS#: O6297779
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Tapestry
  5. Elementary School: Floral Ridge Elementary
  6. Middle School: Kissimmee Middle
  7. High School: Osceola High School
  8. Provided by: COLDWELL BANKER RESIDENTIAL RE
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Welcome to this stunning 5 bedroom, 4 bath pool home located in the highly sought after Tapestry community. From the moment you arrive, the charming front porch invites you inand once inside, youll be
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2424 Varenna Loop
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Details for 2424 Varenna Loop, KISSIMMEE, FL 34741
Single Family
  1. Price: $798,000.00
  2. Price sqft: $247.06 / sqft
  3. Previous Price: $815,000
  4. Last Price Change: 06/22/25
  5. Days On Market: 111
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 3230
  10. Acreage: 0.32 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2020
MLS#: O6288777
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Tapestry Ph 5
  5. Elementary School: Floral Ridge Elementary
  6. Middle School: Kissimmee Middle
  7. High School: Osceola High School
  8. Provided by: BRIGHT TRUST REALTY LLC
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If you thought you couldn't get an incredible 3 bedroom property with an upstairs entertaining area, 2.5 bathrooms with a private pool, elegant and comfortable spaces. Spacious rooms, a large kitchen,
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1003 Shore Drive
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Details for 1003 Shore Drive, KISSIMMEE, FL 34744
Single Family
  1. Price: $790,000.00
  2. Price sqft: $209.49 / sqft
  3. Previous Price: $820,000
  4. Last Price Change: 06/07/25
  5. Days On Market: 68
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 3771
  10. Acreage: 1.13 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Privileges
  16. Year Built: 1970
MLS#: O6302213
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Cypress Shores Rep
  5. Elementary School: Partin Settlement Elem
  6. Middle School: Neptune Middle (6 8)
  7. High School: Osceola High School
  8. Provided by: EXP REALTY LLC
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LAKE ACCESS | OVER 1 ACRE LOT | NEW WELL (2024) | NEW AC (2024) | NO HOA | 20 x 30 DETACHED SHOP | BOAT DOCK | 3 CAR GARAGE | Welcome to 1003 Shore Drive, a beautifully updated 3 bedroom, 2 bathroom l
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