Date
Details
Price
Change
Source
8/25/2026
Listed
$2,495
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/17
$2,495 Just Listed
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1/17
Property Description
This beautiful single-family home includes 4 bedrooms and 2 & ½ baths. Sitting on a corner lot allows for an extra spacious backyard. The windows throughout provide an abundance of natural lighting. The open floor plan includes a wraparound kitchen bar with upgraded kitchen cabinets that feature beautiful crown molding. The great room opens up to the second floor allowing for extremely high ceilings. The dining room is decorated with beautiful wall moldings and an archway entry. The master bath includes two separate sinks and a separate bathtub and shower.
Full Property Details
Full Property Details for 1023 Whirlaway Dr
General
- Rent: $2,495
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6436597
- Updated: 8/25/2026
- Added to Site: 1 day(s) ago
Interior
- Interior Features: Ceiling Fan(s), High Ceilings, Walk-In Closet(s), Window Treatments
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Carpet, Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room
Additional Information
- Security/Safety: Smoke Detector(s)
Parking
- Garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 34744 - Kissimmee
- County: Osceola
- Development Name: 34744 - Kissimmee
- Subdivision: LEGACY PARK PH 1
- Driving Directions: from Orlando take Florida turnpike south exit 244. turn left on hwy 192. At the next light, turn left on part in settlement. the legacy park is about 1 mile
Community
- Community Name: 34744 - Kissimmee
- Community Features: Pool
- Association: Yes
- Assoc. Name: Cino International Inc
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Structural Information
- Common Walls: Corner Unit
- Windows: Blinds, Window Treatments
- Stories/Levels: Two
- Square Feet: 2,967
- Sq. Ft. Source: Public Records
- Year Built: 2006
Lot Features
- Lot Size (Acres): 0.21
- Lot Size (Sq. Ft.): 8,973
- Lot Size: 8973
- Street/Road Desc.: Concrete
Financial Considerations
- Lease Price: $2,495
- Assoc Fee Desc.: Optional
- Application Fee: $75
Disclosures and Reports
- Flood Zone Info: x
- APN: 282530399300010180
- Property ID: 282530399300010180
Listed by Cino International Inc
Schools
Schools serving 1023 Whirlaway Dr
School District:Osceola County School District
| Name | Grades | Distance |
|---|---|---|
Partin Settlement Elementary School 2434 Remington Boulevard, Kissimmee, FL 34744 | PK-5 | 0.5 mi |
Neptune Middle School 2727 Neptune Road, Kissimmee, FL 34744 | 6-8 | 1.6 mi |
Gateway High School 93 Panther Paws Trail, Kissimmee, FL 34744 | 9-12 | 2.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 1023 Whirlaway Dr
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- Single Family
- Active
- 4Beds
- 3Total Baths
- 2,114Sq. Ft.
Listed by Premier Sothebys Int'l Realty
- Single Family
- Active
- 4Beds
- 3Total Baths
- 1,993Sq. Ft.
Listed by Weichert Realtors Hallmark Pro
- Single Family
- Active
- Updated 6 days ago
- 4Beds
- 3Total Baths
- 2,022Sq. Ft.
Listed by Tropical Springs Realty
- Single Family
- Active
- Updated 13 days ago
- 4Beds
- 3Total Baths
- 2,071Sq. Ft.
Listed by Melin Realty Llc
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- Single Family
- Active
- Updated 4 hours ago
- 4Beds
- 2Total Baths
- 1,859Sq. Ft.
Listed by The Sweethome Group (407) 352-1040
- Single Family
- Active
- Updated 16 hours ago
- 5Beds
- 5Total Baths
- 3,617Sq. Ft.
Listed by Vastardis Team (407) 947-6264
- Condo
- Active
- Updated 5 days ago
- 3Beds
- 2Total Baths
- 1,594Sq. Ft.
Listed by Celebration Rental Group
- Townhouse
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 1,823Sq. Ft.
Listed by Dalton Wade Inc
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- Townhouse
- Active
- Updated 22 hours ago
- 3Beds
- 3Total Baths
- 1,798Sq. Ft.
Listed by La Rosa Realty Llc
- Single Family
- Active
- Updated 5 days ago
- 4Beds
- 3Total Baths
- 1,790Sq. Ft.
Listed by Roman's Pro Realty Llc
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 3Total Baths
- 1,782Sq. Ft.
Listed by Central Florida Real Estate Management Llc
- Townhouse
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,268Sq. Ft.
Listed by Keller Williams Realty At The Parks
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- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,289Sq. Ft.
Listed and Sold by Radius Realty Group Llc
- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,289Sq. Ft.
Listed and Sold by La Rosa Realty Kissimmee
![[Address not provided], Kissimmee, FL 34744 - Photo 1](https://m.cbhomes.com/p/647/S5146873/EA373895551E40d/s23cc.webp)
- Single Family
- Closed
- 4Beds
- 2Total Baths
- 1,784Sq. Ft.
Listed and Sold by La Rosa Realty Orlando Llc
- Single Family
- Closed
- 4Beds
- 2Total Baths
- 1,784Sq. Ft.
Listed and Sold by Nexthome Sunshine Realty
1023 Whirlaway Drive, Kissimmee, FL 34744 (MLS# O6436597) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 1023 Whirlaway Drive is currently listed for rent at $2,495 and was received on August 25, 2026. Want to learn more about 1023 Whirlaway Drive? Do you have questions about finding other real estate for sale or rent in Kissimmee? You can browse all Kissimmee rentals or contact a Coldwell Banker agent to request more information.