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  1. School = Denn John Middle
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304 Lakeshore Boulevard
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Details for 304 Lakeshore Boulevard, KISSIMMEE, FL 34741
Multi-Family
  1. Price: $1,650,000.00
  2. Price sqft: $483.73 / sqft
  3. Days On Market: 174
  4. Bldg sqft: 3411
  5. Acreage: 0.18 acres
  6. Pool: No
  7. Waterfront: No
  8. Year Built: 1930
MLS#: O6408922
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Toliga Lake View
  5. Elementary School: Central Avenue Elem
  6. Middle School: Denn John Middle
  7. High School: Osceola High School
  8. Provided by: ROMAN'S PRO REALTY LLC
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Positioned along the storied shoreline of Lakeshore Boulevard, this rare income producing property and location captures the timeless character of Historic Downtown Kissimmee with an address that plac
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111 E Monument Avenue 801
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Details for 111 E Monument Avenue 801, KISSIMMEE, FL 34741
Condominium
  1. Price: $797,500.00
  2. Price sqft: $172.40 / sqft
  3. Previous Price: $925,000
  4. Last Price Change: 10/23/26
  5. Days On Market: 67
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4626
  10. Acreage: 0.17 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2012
MLS#: S5156778
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: City Centre Kissimmee Resident
  5. Building: City Centre Kissimmee Residential Condo Cb 12 Pg 1
  6. Elementary School: Central Avenue Elem
  7. Middle School: Denn John Middle
  8. High School: Osceola High School
  9. Provided by: ROYAL REALTY REAL ESTATE, LLC
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Experience one of a kind penthouse living in the heart of Downtown Kissimmee. This architect designed top floor residence offers 4 bedrooms, 3 full baths, 3,577 square feet under air, soaring 10 foot
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501 Sumner Street
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Details for 501 Sumner Street, KISSIMMEE, FL 34741
Single Family
  1. Price: $765,999.00
  2. Price sqft: $166.23 / sqft
  3. Days On Market: 131
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4608
  8. Acreage: 0.20 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1926
MLS#: S5152826
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Oneal Osborns Add
  5. Elementary School: Central Avenue Elem
  6. Middle School: Denn John Middle
  7. High School: Osceola High School
  8. Provided by: KELLER WILLIAMS LEGACY REALTY
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FULLY REMODELED | NO HOA | PRIVATE IN LAW SUITE | IN GROUND POOL | PRIME IN CITY LOCATION Welcome to 501 W. Sumner St., a rare opportunity to own a beautifully remodeled, move in ready residence th
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2430 Marcasite Loop
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Details for 2430 Marcasite Loop, KISSIMMEE, FL 34743
Single Family
  1. Price: $449,999.00
  2. Price sqft: $151.06 / sqft
  3. Days On Market: 30
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 2979
  8. Acreage: 0.33 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2002
MLS#: S5159252
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34743
  4. Subdivision: Emerald Pointe Ph 3
  5. Elementary School: Cypress Elem (K 6)
  6. Middle School: Denn John Middle
  7. High School: Gateway High School (9 12)
  8. Provided by: THE REAL ESTATE GALLERY LLC
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Spacious 4BR/2.5BA home featuring 2,419 sq. ft. of living space on an oversized 0.33 acre lot. This two story residence offers generous living areas, spacious bedrooms, an attached garage, and plenty
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524 & 526 Sumner Street
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Details for 524 & 526 Sumner Street, KISSIMMEE, FL 34741
Multi-Family
  1. Price: $425,000.00
  2. Price sqft: $172.62 / sqft
  3. Previous Price: $440,000
  4. Last Price Change: 10/26/26
  5. Days On Market: 75
  6. Bedrooms: 4
  7. Baths: 2
  8. Bldg sqft: 2462
  9. Acreage: 0.17 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 1952
MLS#: O6436231
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Oneal Osborns Add
  5. Elementary School: Central Avenue Elem
  6. Middle School: Denn John Middle
  7. High School: Osceola County School for Arts
  8. Provided by: WEMERT GROUP REALTY LLC
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Virtually staged. Opportunity knocks in the heart of kissimmee! This full duplex offers two separate 2 bedroom, 1 bath residences and the flexibility to generate income from both units or live in one
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1461 Amanda Road
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Details for 1461 Amanda Road, KISSIMMEE, FL 34744
Single Family
  1. Price: $421,990.00
  2. Price sqft: $185.49 / sqft
  3. Previous Price: $429,990
  4. Last Price Change: 10/26/26
  5. Days On Market: 73
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2275
  10. Acreage: 0.18 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1989
MLS#: S5156449
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Mill Run
  5. Elementary School: Mill Creek Elem (K 5)
  6. Middle School: Denn John Middle
  7. High School: Gateway High School (9 12)
  8. Provided by: SOUTHERN GROUNDS REALTY LLC
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Amazing Price Improvement!! Welcome HOME! To this beautifully updated 3 bedroom, 2.5 bath pool home located in the well established Mill Run community of Kissimmee with NO HOA! Light, bright, and fre
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2452 Winchester Boulevard
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Details for 2452 Winchester Boulevard, KISSIMMEE, FL 34743
Single Family
  1. Price: $420,000.00
  2. Price sqft: $159.45 / sqft
  3. Days On Market: 17
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2634
  8. Acreage: 0.12 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1999
MLS#: O6452127
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34743
  4. Subdivision: Remington Pointe Ph 4
  5. Elementary School: Cypress Elem (K 6)
  6. Middle School: Denn John Middle
  7. High School: Gateway High School (9 12)
  8. Provided by: RE/MAX PRIME PROPERTIES
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Private pool, no rear neighbors, and beautiful conservation views your own florida backyard retreat awaits! Welcome to this beautiful 4 bedroom, 2 bathroom home offering over 1,800 square feet of livi
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2633 Dixie Lane
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Details for 2633 Dixie Lane, KISSIMMEE, FL 34744
Single Family
  1. Price: $419,000.00
  2. Price sqft: $220.88 / sqft
  3. Days On Market: 11
  4. Bedrooms: 3
  5. Baths: 2
  6. Bldg sqft: 1897
  7. Acreage: 0.17 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Year Built: 1985
MLS#: O6453708
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Mill Run
  5. Elementary School: Mill Creek Elem (K 5)
  6. Middle School: Denn John Middle
  7. High School: Gateway High School (9 12)
  8. Provided by: CENTRAL REALTY GROUP AND PROPERTIES
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**WELCOME HOME!** Step into a beautifully designed home featuring elegantly updated bathrooms and a modern kitchen with stylish cabinetry, stainless steel appliances, and stunning stone countertops. E
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2525 Hikers Court
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Details for 2525 Hikers Court, KISSIMMEE, FL 34743
Single Family
  1. Price: $394,500.00
  2. Price sqft: $147.37 / sqft
  3. Days On Market: 43
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2677
  8. Acreage: 0.28 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1997
MLS#: O6443255
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34743
  4. Subdivision: Westlake Hammock
  5. Elementary School: Cypress Elem (K 6)
  6. Middle School: Denn John Middle
  7. High School: Gateway High School (9 12)
  8. Provided by: PROPERTY WAREHOUSES OF AMERICA
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This beautiful property is back on the market. Be prepared to be impressed with this home that shows pride of ownership. Lovely move in ready home in desirable Lakeside area, featuring 4 bedrooms and
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1212 Shawnee Drive
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Details for 1212 Shawnee Drive, KISSIMMEE, FL 34744
Single Family
  1. Price: $390,000.00
  2. Price sqft: $167.53 / sqft
  3. Days On Market: 98
  4. Bedrooms: 4
  5. Baths: 2
  6. Bldg sqft: 2328
  7. Acreage: 0.37 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1964
MLS#: S5153705
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Osceola Acres
  5. Elementary School: Mill Creek Elem (K 5)
  6. Middle School: Denn John Middle
  7. High School: Osceola High School
  8. Provided by: AXEN REALTY, LLC
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Welcome to this spacious 4 bedroom, 2 bath single family home in Kissimmee, ideally located approximately 2 miles from Osceola Parkway and the Florida Turnpike with NO HOA! Situated on a generous .3
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