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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: 105
    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
    Listing Details and 93 Additional Pictures
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    1632 Regal Cove Court
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    Details for 1632 Regal Cove Court, KISSIMMEE, FL 34744
    Single Family
    1. Price: $1,099,500.00
    2. Price sqft: $157.36 / sqft
    3. Previous Price: $1,099,700
    4. Last Price Change: 05/06/26
    5. Days On Market: 241
    6. Bedrooms: 6
    7. Baths: 6
    8. Garage / Parking Spaces: 3
    9. Bldg sqft: 6987
    10. Acreage: 0.49 acres
    11. Pool: Yes
    12. Spa/HotTub: Yes
    13. Waterfront: No
    14. Year Built: 1993
    MLS#: S5134100
    1. County: OSCEOLA
    2. City: KISSIMMEE
    3. Zipcode: 34744
    4. Subdivision: Regal Cove
    5. Elementary School: Partin Settlement Elem
    6. Middle School: Neptune (
    7. High School: Osceola
    8. Provided by: FIERCE REALTY
    9. mfrmls
    10. DMCA Notice
    Welcome to Regal Cove Modern Luxury Meets Country Charm! Imagine living in the exclusive, gated community of Regal Cove, where this fully renovated custom home offers both elegance and privacy. Set
    Listing Details and 75 Additional Pictures
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    1290 Cinder Lane
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    Details for 1290 Cinder Lane, KISSIMMEE, FL 34744
    Land
    1. Price: $995,000.00
    2. Days On Market: 933
    3. Acreage: 5.25 acres
    4. Pool: No
    5. Waterfront: No
    6. Year Built: Not Available
    MLS#: S5093500
    1. County: OSCEOLA
    2. City: KISSIMMEE
    3. Zipcode: 34744
    4. Elementary School: Partin Settlement Elem
    5. Middle School: Neptune (
    6. High School: St. Cloud
    7. Provided by: KELLER WILLIAMS REALTY AT THE LAKES
    8. mfrmls
    9. DMCA Notice
    This property is absolutely beautiful. The property is very secluded at the end of a dead end road. It has trees all the way around but open in the middle and cleared. It is a very ideal place for a l
    Listing Details and 28 Additional Pictures
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    1666 Marina Lake Drive
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    Details for 1666 Marina Lake Drive, KISSIMMEE, FL 34744
    Single Family
    1. Price: $975,000.00
    2. Price sqft: $188.73 / sqft
    3. Days On Market: 9
    4. Bedrooms: 5
    5. Baths: 4
    6. Garage / Parking Spaces: 3
    7. Bldg sqft: 5166
    8. Acreage: 0.35 acres
    9. Pool: Yes
    10. Spa/HotTub: Yes
    11. Waterfront: No
    12. Year Built: 2000
    MLS#: O6401678
    1. County: OSCEOLA
    2. City: KISSIMMEE
    3. Zipcode: 34744
    4. Subdivision: Ashley Cove
    5. Elementary School: Partin Settlement Elem
    6. Middle School: Neptune (
    7. High School: Osceola
    8. Provided by: MAINFRAME REAL ESTATE
    9. mfrmls
    10. DMCA Notice
    Welcome to this stunning 5 bedroom, 4 bathroom Colonial style pool home located in the highly sought after gated community of Ashley Cove. This exceptional residence blends timeless elegance with mode
    Listing Details and 47 Additional Pictures
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    1384 Lake Shore Boulevard
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    Details for 1384 Lake Shore Boulevard, KISSIMMEE, FL 34744
    Single Family
    1. Price: $939,900.00
    2. Price sqft: $200.06 / sqft
    3. Previous Price: $955,000
    4. Last Price Change: 04/24/26
    5. Days On Market: 449
    6. Bedrooms: 4
    7. Baths: 4
    8. Garage / Parking Spaces: 3
    9. Bldg sqft: 4698
    10. Acreage: 0.58 acres
    11. Pool: Yes
    12. Waterfront: No
    13. Year Built: 2008
    MLS#: O6278826
    1. County: OSCEOLA
    2. City: KISSIMMEE
    3. Zipcode: 34744
    4. Subdivision: East Lake Shores
    5. Elementary School: Partin Settlement Elem
    6. Middle School: Neptune (
    7. High School: Gateway
    8. Provided by: KELLER WILLIAMS ADVANTAGE III
    9. mfrmls
    10. DMCA Notice
    Experience resort style living at its finest in this elegant 4 bedroom, 4 bath, 3,606 sq ft single level home nestled on nearly half an acre in Tohopekaligas exclusive East Lake Shores. Behind custom
    Listing Details and 29 Additional Pictures
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    3335 Red Ash Circle
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    Details for 3335 Red Ash Circle, OVIEDO, FL 32766
    Single Family
    1. Price: $875,000.00
    2. Price sqft: $228.28 / sqft
    3. Previous Price: $900,000
    4. Last Price Change: 04/01/26
    5. Days On Market: 60
    6. Bedrooms: 5
    7. Baths: 3
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 3833
    10. Acreage: 0.30 acres
    11. Pool: Yes
    12. Community Pool: Yes
    13. Waterfront: No
    14. Year Built: 2001
    MLS#: O6389162
    1. County: SEMINOLE
    2. City: OVIEDO
    3. Zipcode: 32766
    4. Subdivision: Live Oak Reserve
    5. Elementary School: Partin
    6. Middle School: Chiles
    7. High School: Hagerty
    8. Provided by: LPT REALTY, LLC
    9. mfrmls
    10. DMCA Notice
    Price improvement!! Welcome to 3335 Red Ash Circle, located in the highly sought after Live Oak Reserve community. This beautifully maintained home offers the perfect blend of comfort, luxury, and fun
    Listing Details and 48 Additional Pictures
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    1475 Riviera Drive
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    Details for 1475 Riviera Drive, KISSIMMEE, FL 34744
    Single Family
    1. Price: $780,000.00
    2. Price sqft: $172.57 / sqft
    3. Days On Market: 10
    4. Bedrooms: 3
    5. Baths: 3
    6. Garage / Parking Spaces: 3
    7. Bldg sqft: 4520
    8. Acreage: 0.28 acres
    9. Pool: No
    10. Waterfront: Yes
    11. Wateraccess: Yes
    12. Waterfront Type: Lake Front
    13. Year Built: 1988
    MLS#: S5148691
    1. County: OSCEOLA
    2. City: KISSIMMEE
    3. Zipcode: 34744
    4. Subdivision: Regal Bay
    5. Elementary School: Partin Settlement Elem
    6. Middle School: Neptune (
    7. High School: Osceola
    8. Provided by: TOHO REALTY GROUP, LLC
    9. mfrmls
    10. DMCA Notice
    Welcome to refined lakefront living in the sought after Regal Bay community on the shores of Lake Tohopekaliga. Perfectly positioned at 1475 Riviera Drive, this exceptional 3 bedroom, 2.5 bath residen
    Listing Details and 83 Additional Pictures
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    3511 Hollow Oak Run
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    Details for 3511 Hollow Oak Run, OVIEDO, FL 32766
    Single Family
    1. Price: $750,000.00
    2. Price sqft: $252.95 / sqft
    3. Previous Price: $765,000
    4. Last Price Change: 04/09/26
    5. Days On Market: 44
    6. Bedrooms: 5
    7. Baths: 3
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 2965
    10. Acreage: 0.20 acres
    11. Pool: Yes
    12. Community Pool: Yes
    13. Waterfront: No
    14. Year Built: 2003
    MLS#: O6392818
    1. County: SEMINOLE
    2. City: OVIEDO
    3. Zipcode: 32766
    4. Subdivision: Live Oak Reserve
    5. Elementary School: Partin
    6. Middle School: Chiles
    7. High School: Hagerty
    8. Provided by: KELLER WILLIAMS ADVANTAGE REALTY
    9. mfrmls
    10. DMCA Notice
    One or more photo(s) has been virtually staged. Experience elevated living in this beautifully updated pool home located in the highly sought after Live Oak Reserve community in Oviedo. Thoughtfully d
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    1714 Cheryl Lane
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    Details for 1714 Cheryl Lane, KISSIMMEE, FL 34744
    Single Family
    1. Price: $749,000.00
    2. Price sqft: $148.58 / sqft
    3. Days On Market: 35
    4. Bedrooms: 4
    5. Baths: 4
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 5041
    8. Acreage: 0.45 acres
    9. Pool: No
    10. Waterfront: No
    11. Year Built: 1989
    MLS#: O6395426
    1. County: OSCEOLA
    2. City: KISSIMMEE
    3. Zipcode: 34744
    4. Subdivision: Regal Oak Shores
    5. Elementary School: Partin Settlement Elem
    6. Middle School: Neptune (
    7. High School: Osceola
    8. Provided by: EXP REALTY LLC
    9. mfrmls
    10. DMCA Notice
    One or more photo(s) has been virtually staged. Positioned on an expansive 0.45 acre lot with no HOA in Kissimmee, this custom built residence delivers space, privacy, and elevated finishes rarely fou
    Listing Details and 32 Additional Pictures
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    2743 Kissimmee Bay Circle
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    Details for 2743 Kissimmee Bay Circle, KISSIMMEE, FL 34744
    Single Family
    1. Price: $699,000.00
    2. Price sqft: $191.72 / sqft
    3. Previous Price: $715,000
    4. Last Price Change: 04/16/26
    5. Days On Market: 66
    6. Bedrooms: 4
    7. Baths: 3
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 3646
    10. Acreage: 0.24 acres
    11. Pool: Yes
    12. Spa/HotTub: Yes
    13. Waterfront: No
    14. Year Built: 2005
    MLS#: O6386876
    1. County: OSCEOLA
    2. City: KISSIMMEE
    3. Zipcode: 34744
    4. Subdivision: Kissimmee Bay
    5. Elementary School: Partin Settlement Elem
    6. Middle School: Neptune (
    7. High School: Gateway
    8. Provided by: RE/MAX EXCLUSIVE COLLECTION
    9. mfrmls
    10. DMCA Notice
    This spring, experience this exceptional property in Kissimmee Bay, a true hidden gem in Central Florida. Now featuring stunning twilight photos that bring this home to life after sunset. Schedule
    Listing Details and 55 Additional Pictures
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    Listings provided courtesy of The Hernando County Association of Realtors MLS.
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    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.
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    Datafeed Last updated on May 9, 2026 @ 12:00 am
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