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  1. Zipcode = 34744
  2. Listing Status = Active
0 Simpson Road
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Details for 0 Simpson Road, KISSIMMEE, FL 34744
Land
  1. Price: $6,500,000.00
  2. Days On Market: 44
  3. Acreage: 21.09 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: S5142548
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Villa Sol Ph 1 Village 5
  5. Provided by: FLOTACAL
  6. mfrmls
  7. DMCA Notice
Excellent investment opportunity or long term hold with strong upside potential. Given the scarcity of large vacant land in this area, continued growth in Lake Nona, and existing infrastructure in pl
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High Plains Lane
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Details for High Plains Lane, KISSIMMEE, FL 34744
Land
  1. Price: $5,000,000.00
  2. Days On Market: 144
  3. Acreage: 5.00 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: O6354041
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: High Plains
  5. Provided by: KELLER WILLIAMS ADVANTAGE REALTY
  6. mfrmls
  7. DMCA Notice
Prime 5 acre Industrial Development Land with 345 FF on High Plains Lane. This parcel can be combined with the parcel next door to create 10 contiguous acres and 700 FF on High Plains Lane. The count
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4250 High Plains Lane
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Details for 4250 High Plains Lane, KISSIMMEE, FL 34744
Land
  1. Price: $5,000,000.00
  2. Days On Market: 144
  3. Acreage: 5.00 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: O6354140
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: High Plains
  5. Provided by: KELLER WILLIAMS ADVANTAGE REALTY
  6. mfrmls
  7. DMCA Notice
Prime 5 acre Industrial Development Land with 355 FF on High Plains Lane. This parcel can be combined with the parcel next door to create 10 contiguous acres and 700 FF on High Plains Lane. The count
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4281 Timber Lane
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Details for 4281 Timber Lane, KISSIMMEE, FL 34744
Land
  1. Price: $4,800,000.00
  2. Previous Price: $3,800,000
  3. Last Price Change: 02/04/26
  4. Days On Market: 392
  5. Acreage: 5.00 acres
  6. Pool: No
  7. Waterfront: No
  8. Year Built: Not Available
MLS#: O6278082
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: High Plains 1
  5. Provided by: AREATE REALTY
  6. mfrmls
  7. DMCA Notice
Seize this rare chance to invest in a promising 5 acre parcel strategically located in Kissimmee's rapidly growing corridor. This property presents an exceptional opportunity for savvy investors and d
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3440 Boggy Creek Road
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Details for 3440 Boggy Creek Road, KISSIMMEE, FL 34744
Land
  1. Price: $4,375,000.00
  2. Previous Price: $5,875,000
  3. Last Price Change: 03/07/26
  4. Days On Market: 217
  5. Acreage: 5.01 acres
  6. Pool: No
  7. Waterfront: No
  8. Year Built: Not Available
MLS#: O6334410
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Great Oaks
  5. Elementary School: East Lake Elem
  6. Provided by: PROPERTY WAREHOUSES OF AMERICA
  7. mfrmls
  8. DMCA Notice
Prime 5 Acre Development Opportunity on Boggy Creek Road Kissimmee, FL 34744 Strategically located at 3440 Boggy Creek Road, this 5 acre parcel offers a rare investment opportunity in the heart of
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3555 Boggy Creek Road
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Details for 3555 Boggy Creek Road, KISSIMMEE, FL 34744
Land
  1. Price: $4,300,000.00
  2. Days On Market: 327
  3. Acreage: 5.18 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: O6299624
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Logans Run
  5. Provided by: CENTURY 21 CARIOTI
  6. mfrmls
  7. DMCA Notice
Potential development parcel totaling over 5 acres located off Boggy Creek Road, adjacent to Tohopekaliga High School. Given the rapid growth of this area, evidenced by the recent widening of Boggy Cr
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2780 Vickie Court
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Details for 2780 Vickie Court, KISSIMMEE, FL 34744
Single Family
  1. Price: $3,499,000.00
  2. Price sqft: $257.62 / sqft
  3. Days On Market: 48
  4. Bedrooms: 10
  5. Baths: 8
  6. Garage / Parking Spaces: 7
  7. Bldg sqft: 13582
  8. Acreage: 5.84 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2008
MLS#: O6376322
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Florida Fruit Belt Sales Co 1
  5. Elementary School: Partin Settlement Elem
  6. Middle School: Neptune (
  7. High School: Gateway
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. mfrmls
  10. DMCA Notice
Discover the epitome of equestrian luxury with this pristine 5.85 acre estate, featuring a state of the art four stall barn, premier riding ring, and a meticulously designed custom home and guest hous
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Address Not Provided
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Details for Address Not Provided
Land
  1. Price: $3,300,000.00
  2. Days On Market: 130
  3. Acreage: 2.68 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: O6353345
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Provided by: OLDE TOWN BROKERS INC
  5. mfrmls
  6. DMCA Notice
Prime Commercial Corner Development Opportunity | Osceola Pkwy & Simpson Rd consisting of 2.68 Acres Location: Southeast Corner of Osceola Parkway & Simpson Road, Kissimmee, FL Size: Approx. 2.68
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4121 Boggy Creek Road
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Details for 4121 Boggy Creek Road, KISSIMMEE, FL 34744
Land
  1. Price: $3,000,000.00
  2. Days On Market: 183
  3. Acreage: 5.01 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: S5134495
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Provided by: LA ROSA REALTY LLC
  5. mfrmls
  6. DMCA Notice
5 15 acres on The Boggy Creek Road corridor which is South Orlando's best undeveloped opportunity. Surrounded by affluent communities, minutes from the Airport, Medical City and across from a very bus
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4151 Boggy Creek Road
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Details for 4151 Boggy Creek Road, KISSIMMEE, FL 34744
Single Family
  1. Price: $2,800,000.00
  2. Price sqft: $766.70 / sqft
  3. Days On Market: 288
  4. Bedrooms: 5
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3652
  8. Acreage: 4.99 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Pond
  13. Year Built: 1979
MLS#: B4901955
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Provided by: FAITH AND FAMILY REALTY LLC
  5. mfrmls
  6. DMCA Notice
Prime Investment Property! Property sits directly across from the ever growing Austin Tindall Sports Complex! Prime location for future development! This land will only go up as 2 milestones approach,
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Tropic Shores Realty - Crystal River
Equal Housing Opportunity
Listing Data ©2026 Greater Fort Lauderdale REALTORS®
Listings provided courtesy of The Hernando County Association of Realtors MLS.
Listing Data ©2026 REALTOR® Association of Citrus County
Listing Data ©2026 Royal Palm Coast Realtor® Association
The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
Datafeed Last updated on March 14, 2026 @ 12:00 am
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