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  1. Subdivision Like Windsor Oaks
Details for 1661 Windsor Oak Court, KISSIMMEE, FL 34744
Townhome
  1. Price: $307,000.00
  2. Price sqft: $201.97 / sqft
  3. Days On Market: 5
  4. Bedrooms: 3
  5. Baths: 3
  6. Bldg sqft: 1520
  7. Acreage: 0.02 acres
  8. Pool: No
  9. Community Pool: Yes
  10. Waterfront: No
  11. Year Built: 2000
MLS#: O6327343
  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: BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P
  9. mfrmls
  10. DMCA Notice
Cozy well kept in gated community. Community pool. It is convenient to educational facilities and Valencia College. Double doors open the first floor bedroom or household office. Elegant pedestal sink
Details for 1603 Emily Court, KISSIMMEE, FL 34744
Townhome
  1. Price: $289,000.00
  2. Price sqft: $157.92 / sqft
  3. Days On Market: 73
  4. Bedrooms: 3
  5. Baths: 2
  6. Bldg sqft: 1830
  7. Acreage: 0.04 acres
  8. Pool: No
  9. Waterfront: No
  10. 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
  10. DMCA Notice
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
Details for 1645 Windsor Oak Court, KISSIMMEE, FL 34744
Townhome
  1. Price: $289,000.00
  2. Price sqft: $209.42 / sqft
  3. Days On Market: 17
  4. Bedrooms: 3
  5. Baths: 3
  6. Bldg sqft: 1380
  7. Acreage: 0.02 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1999
MLS#: S5130196
  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
  10. DMCA Notice
Welcome to this beautifully maintained 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 rare and flexible la
Details for 1621 Emily Court, KISSIMMEE, FL 34744
Townhome
  1. Price: $279,900.00
  2. Price sqft: $213.18 / sqft
  3. Previous Price: $289,000
  4. Last Price Change: 07/15/25
  5. Days On Market: 78
  6. Bedrooms: 3
  7. Baths: 2
  8. Bldg sqft: 1313
  9. Acreage: 0.06 acres
  10. Pool: No
  11. Community Pool: Yes
  12. Waterfront: No
  13. Year Built: 1994
MLS#: O6305187
  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
  10. DMCA Notice
Welcome Home! Move In Ready 3 Bedroom Villa with Investment Potential Motivated Seller Step into comfort, style, and smart opportunity with this charming one story town villa boasting 3 spacious bed
Details for 1642 Windsor Oak Court, KISSIMMEE, FL 34744
Townhome
  1. Price: $274,500.00
  2. Price sqft: $180.59 / sqft
  3. Previous Price: $275,000
  4. Last Price Change: 07/15/25
  5. Days On Market: 57
  6. Bedrooms: 3
  7. Baths: 3
  8. Bldg sqft: 1520
  9. Acreage: 0.02 acres
  10. Pool: No
  11. Community Pool: Yes
  12. Waterfront: No
  13. Year Built: 1999
MLS#: O6311331
  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: IRON VALLEY REAL ESTATE CENTRAL FLORIDA
  9. mfrmls
  10. DMCA Notice
One of a Kind 3 Bed, 3 Bath Townhome in Kissimmee! This is the best value for square footage in all of Windsor Oaks! This rare gem stands out with three full bathrooms, including a custom tiled shower
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: 06/09/25
  5. Days On Market: 601
  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
  7. mfrmls
  8. DMCA Notice
***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
Details for 1645 Windsor Oak Court, KISSIMMEE, FL 34744
Rental
  1. Price: $2,000.00
  2. Price sqft: $1.45 / sqft
  3. Days On Market: 17
  4. Bedrooms: 3
  5. Baths: 3
  6. Bldg sqft: 1380
  7. Acreage: 0.02 acres
  8. Pool: No
  9. Waterfront: No
  10. 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
  10. DMCA Notice
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
Details for 1659 Windsor Oak Court, KISSIMMEE, FL 34744
Rental
  1. Price: $1,950.00
  2. Price sqft: $1.27 / sqft
  3. Days On Market: 40
  4. Bedrooms: 3
  5. Baths: 3
  6. Bldg sqft: 1535
  7. Acreage: 0.02 acres
  8. Pool: No
  9. Community Pool: Yes
  10. Waterfront: No
  11. 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
  10. DMCA Notice
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