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1638 Windsor Oak Court
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Details for 1638 Windsor Oak Court, KISSIMMEE, FL 34744
Townhome
  1. Price: $284,900.00
  2. Price sqft: $191.21 / sqft
  3. Previous Price: $295,000
  4. Last Price Change: 12/13/25
  5. Days On Market: 103
  6. Bedrooms: 3
  7. Baths: 3
  8. Bldg sqft: 1490
  9. Acreage: 0.02 acres
  10. Pool: No
  11. Community Pool: Yes
  12. Waterfront: No
  13. Year Built: 1999
MLS#: S5133782
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Windsor Oaks
  5. Provided by: PREFERRED REAL ESTATE BROKERS
  6. mfrmls
  7. DMCA Notice
Welcome to this beautifully maintained and fully upgraded townhome in the heart of Kissimmee, located in the quiet, gated community of Windsor Oaks. This spacious 3 bedroom, 2.5 bath home features a f
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1603 Emily Court
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Details for 1603 Emily Court, KISSIMMEE, FL 34744
Townhome
  1. Price: $269,900.00
  2. Price sqft: $147.49 / sqft
  3. Previous Price: $270,000
  4. Last Price Change: 10/22/25
  5. Days On Market: 223
  6. Bedrooms: 3
  7. Baths: 2
  8. Bldg sqft: 1830
  9. Acreage: 0.04 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 1997
MLS#: O6307235
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Windsor Oaks
  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: COLDWELL BANKER REALTY
  9. mfrmls
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Charming 3 bedroom, 2 bath home located in Kissimmee, near Hunters Creek and Buenaventura Lakes, across the street from Valencia Community College This well kept property features a bright living and
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1647 Windsor Oak Court
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Details for 1647 Windsor Oak Court, KISSIMMEE, FL 34744
Townhome
  1. Price: $255,000.00
  2. Price sqft: $171.14 / sqft
  3. Previous Price: $260,000
  4. Last Price Change: 12/11/25
  5. Days On Market: 79
  6. Bedrooms: 3
  7. Baths: 3
  8. Bldg sqft: 1490
  9. Acreage: 0.02 acres
  10. Pool: No
  11. Community Pool: Yes
  12. Waterfront: No
  13. Year Built: 1999
MLS#: S5134784
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Windsor Oaks
  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: ADVISERS REALTY & MANAGEMENT
  9. mfrmls
  10. DMCA Notice
This townhome is located in a gated community with a community pool. The open kitchen connects seamlessly to the spacious living room, complemented by a rear screened porch. Upon entering, you'll find
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51 Mac Ewen Drive 1
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Details for 51 Mac Ewen Drive 1, OSPREY, FL 34229
Rental
  1. Price: $2,500.00
  2. Price sqft: $4.01 / sqft
  3. Previous Price: $3,200
  4. Last Price Change: 11/04/25
  5. Days On Market: 751
  6. Bedrooms: 1
  7. Baths: 1
  8. Bldg sqft: 623
  9. Acreage: 0.00 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 1990
MLS#: A4589608
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Windsor Lodge At The Oaks
  5. Building: Windsor Lodge At The Oaks
  6. Provided by: AUDREY RAIN RENTALS, INC
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***AVAILABLE NOVEMBER 2025 THRU JANUARY 2026*** Welcome to THE OAK community, it's gated 24/7. private as private can be. Drenched in value and a fantastic community located in South Sarasota. Open
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1645 Windsor Oak Court
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Details for 1645 Windsor Oak Court, KISSIMMEE, FL 34744
Rental
  1. Price: $1,900.00
  2. Price sqft: $1.38 / sqft
  3. Previous Price: $2,000
  4. Last Price Change: 12/01/25
  5. Days On Market: 167
  6. Bedrooms: 3
  7. Baths: 3
  8. Bldg sqft: 1380
  9. Acreage: 0.02 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 1999
MLS#: S5130199
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Windsor Oaks
  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: LPT REALTY, LLC
  9. mfrmls
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Looking for space, comfort, and convenience? Welcome to this charming 3 bedroom, 2.5 bath townhome in the gated community of Windsor Oaks. This home offers a spacious layout with two master suites, pe
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1657 Windsor Oak Court
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Details for 1657 Windsor Oak Court, KISSIMMEE, FL 34744
Rental
  1. Price: $1,875.00
  2. Price sqft: $1.24 / sqft
  3. Previous Price: $1,900
  4. Last Price Change: 11/18/25
  5. Days On Market: 49
  6. Bedrooms: 3
  7. Baths: 3
  8. Bldg sqft: 1516
  9. Acreage: 0.02 acres
  10. Pool: No
  11. Community Pool: Yes
  12. Waterfront: No
  13. Year Built: 2000
MLS#: S5137580
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Windsor Oaks
  5. Provided by: ACKLEY FLORIDA PROPERTY MANAGEMENT INC
  6. mfrmls
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Lovely townhome for rent in the heart of Kissimmee! Features three bedrooms, two and a half baths in gated Windsor Oaks. Open floor plan, one bedroom on 1st floor, two main suites on 2nd floor. Open k
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1659 Windsor Oak Court
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Details for 1659 Windsor Oak Court, KISSIMMEE, FL 34744
Rental
  1. Price: $1,750.00
  2. Price sqft: $1.14 / sqft
  3. Previous Price: $1,800
  4. Last Price Change: 12/12/25
  5. Days On Market: 190
  6. Bedrooms: 3
  7. Baths: 3
  8. Bldg sqft: 1535
  9. Acreage: 0.02 acres
  10. Pool: No
  11. Community Pool: Yes
  12. Waterfront: No
  13. Year Built: 2000
MLS#: S5128804
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Windsor Oaks
  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: LA ROSA REALTY LLC
  9. mfrmls
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FOR RENT: Spacious 3 Bedrooms, 2 Bathrooms Townhome centrally located in the gated Windsor Oaks community in Kissimmee. Kitchen is well equipped with all appliances and a breakfast bar located on the
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