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  1. School = Gateway High School (9 12)
7744 Fairfax Drive
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Details for 7744 Fairfax Drive, KISSIMMEE, FL 34747
Single Family
  1. Price: $699,900.00
  2. Price sqft: $188.35 / sqft
  3. Days On Market: 0
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3716
  8. Acreage: 0.23 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2017
MLS#: O6374093
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Reunion West Ph 3 West
  5. Elementary School: Westside Elem
  6. Middle School: Celebration K 8
  7. High School: Gateway High School (9 12)
  8. Provided by: KELLER WILLIAMS ADVANTAGE 2 REALTY
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Welcome to your opportunity to own an immaculate luxury home. It is perfect for use as a primary residence, vacation retreat, or income producing investment. This open concept, fully furnished, design
Listing Details and 55 Additional Pictures
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2033 Rankin Street
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Details for 2033 Rankin Street, KISSIMMEE, FL 34744
Single Family
  1. Price: $515,000.00
  2. Price sqft: $175.05 / sqft
  3. Previous Price: $525,000
  4. Last Price Change: 01/19/26
  5. Days On Market: 78
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 2942
  10. Acreage: 0.17 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2023
MLS#: O6355793
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Kindred Ph 3a
  5. High School: Gateway High School (9 12)
  6. Provided by: HAMILTON GROUP REALTY
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Better than builder equipped with exceptional upgrades move in ready motivated seller! Experience the perfect balance of sophistication and comfort in this immaculate newly built 2023, highly desi
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2211 Jessica Lane
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Details for 2211 Jessica Lane, KISSIMMEE, FL 34744
Single Family
  1. Price: $505,000.00
  2. Price sqft: $180.16 / sqft
  3. Days On Market: 4
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2803
  8. Acreage: 0.37 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1996
MLS#: S5141806
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Woods At Kings Crest The Ph 1
  5. Elementary School: Neptune Elementary
  6. Middle School: Neptune Middle (6 8)
  7. High School: Gateway High School (9 12)
  8. Provided by: REMAX PREMIER PROPERTIES
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JUST LISTED! This spacious and well maintained home 4 Bedrooms, 2 Baths, Living, Family room with a Fireplace, Inground Pool, Storage Shed, sits on an almost acre lot and features a private in groun
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1831 Bright Sky Drive
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Details for 1831 Bright Sky Drive, KISSIMMEE, FL 34744
Single Family
  1. Price: $502,701.00
  2. Price sqft: $197.99 / sqft
  3. Days On Market: 50
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2539
  8. Acreage: 0.13 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6364329
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Tohoqua 50s
  5. Elementary School: Neptune Elementary
  6. Middle School: Neptune Middle (6 8)
  7. High School: Gateway High School (9 12)
  8. Provided by: LENNAR REALTY
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Under Construction. Why not replace that cluttered & dated home with a modern classic that is built to last. The magnificent Eastham is an open plan dream home with four bedrooms, three bathrooms, and
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1377 Levy Bend Drive
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Details for 1377 Levy Bend Drive, KISSIMMEE, FL 34744
Single Family
  1. Price: $440,000.00
  2. Price sqft: $167.43 / sqft
  3. Days On Market: 1
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 2628
  8. Acreage: 0.19 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2024
MLS#: S5142082
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Seasons At Big Sky Ph 2
  5. Elementary School: Partin Settlement Elem
  6. Middle School: Neptune Middle (6 8)
  7. High School: Gateway High School (9 12)
  8. Provided by: NQ REALTY LLC
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Stunning move in ready 4 bedroom, 2 bathroom residence featuring a rare and spacious 3 car garage. This meticulously maintained home offers a modern open concept floor plan, ideal for contemporary liv
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2717 Scarborough Court
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Details for 2717 Scarborough Court, KISSIMMEE, FL 34744
Single Family
  1. Price: $429,000.00
  2. Price sqft: $200.94 / sqft
  3. Days On Market: 124
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2135
  8. Acreage: 0.16 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2018
MLS#: O6345463
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Remington
  5. Elementary School: Partin Settlement Elem
  6. Middle School: Neptune Middle (6 8)
  7. High School: Gateway High School (9 12)
  8. Provided by: PREMIER SOTHEBYS INT'L REALTY
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The Newest home in the community custom built in 2018 with designer finishes and exceptional quality, offering modern style and refined craftsmanship throughout. This exquisite four bedroom split flo
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1975 Cacutta Way
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Details for 1975 Cacutta Way, KISSIMMEE, FL 34744
Single Family
  1. Price: $399,999.00
  2. Price sqft: $167.01 / sqft
  3. Days On Market: 0
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2395
  8. Acreage: 0.14 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2022
MLS#: O6374918
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Kindred
  5. Elementary School: Neptune Elementary
  6. Middle School: Neptune Middle (6 8)
  7. High School: Gateway High School (9 12)
  8. Provided by: CENTURY 21 ALTON CLARK
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Practically brand new house at this price means instant equity! This four bedroom, two bath home offers 1,828 square feet of thoughtfully designed living space and is located in the Kindred subdivisio
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2416 Good Will Alley
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Listing Details for 2416 Good Will Alley, KISSIMMEE, FL 34744
Townhome
  1. Price: $365,000.00
  2. Price sqft: $164.71 / sqft
  3. Previous Price: $382,000
  4. Last Price Change: 01/19/26
  5. Days On Market: 68
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2216
  10. Acreage: 0.07 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2021
MLS#: O6360415
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Tohoqua Ph 1
  5. Elementary School: Neptune Elementary
  6. Middle School: Neptune Middle (6 8)
  7. High School: Gateway High School (9 12)
  8. Provided by: ONE TEAM REALTY
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Beautifull town home located in the exclusive tohoqua community in kissimmee, fl. This property offers 3 spacious bedrooms, 2 full bathrooms, and a half bathroom, combining comfort and modern style.
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1895 Hickory Bluff Rd
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Details for 1895 Hickory Bluff Rd, KISSIMMEE, FL 34744
Single Family
  1. Price: $349,900.00
  2. Price sqft: $154.41 / sqft
  3. Days On Market: 1
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2266
  8. Acreage: 0.16 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2017
MLS#: S5142089
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Kindred Ph 1c Pb 25 Pgs 127134
  5. Elementary School: Neptune Elementary
  6. Middle School: Neptune Middle (6 8)
  7. High School: Gateway High School (9 12)
  8. Provided by: LA ROSA REALTY LLC
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This charming 3 bedroom, 2 bath home features a spacious backyard perfect for entertaining and family gatherings. Ideally located in a central, convenient area, just steps from main avenues, shopping
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1797 Red Canyon Drive
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Details for 1797 Red Canyon Drive, KISSIMMEE, FL 34744
Townhome
  1. Price: $329,900.00
  2. Price sqft: $143.50 / sqft
  3. Days On Market: 12
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 2299
  8. Acreage: 0.10 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2021
MLS#: O6371990
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Kindred Ph 1fb
  5. Elementary School: Neptune Elementary
  6. Middle School: Neptune Middle (6 8)
  7. High School: Gateway High School (9 12)
  8. Provided by: LPT REALTY, LLC
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One or more photo(s) has been virtually staged***A unique opportunity you dont want to miss! Welcome to 1797 Red Canyon***, the most affordable townhome in the subdivision, built in 2021 and still fee
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Tropic Shores Realty - Crystal River
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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 January 21, 2026 @ 12:00 am
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