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$1,049,000 Just Listed
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Property Description
Don't miss this incredible opportunity to own a BREATHTAKING luxury vacation retreat in the sought after WINDSOR ISLAND Resort Community! This exceptional residence is ideally situated near world famous theme parks, Tampa, Orlando, and Florida's stunning beaches. Built in 2023, this generously sized short term rental is being sold FULLY FURNISHED, making it a RARE TURNKEY investment featuring 8 bedrooms, 5 bathrooms, and 4,025 SqFt of living space in an open concept design. Upon entering, an EXPANSIVE great room welcomes you with sweeping views out to the pool. The living and dining areas flow seamlessly into the kitchen, creating an ideal setting for gatherings. The BRIGHT, sun filled kitchen is FULLY EQUIPPED with an oversized granite island, STAINLESS STEEL APPLIANCES, 42" contemporary cabinetry, and ample pantry storage. Sliding glass doors open to the pool and SCREENED lanai. Fire up the grill, dine al fresco on the covered lanai, or take a refreshing dip in the sparkling private POOL! The first floor owner's suite features a spacious private bath with double vanities, a tub, and a generous walk in closet. Upstairs, an oversized loft offers additional living space, along with a dedicated MEDIA and ENTERTAINMENT ROOM, perfect for movie nights with family and friends. Every bedroom comes EQUIPPED with its own television, so everyone will feel right at home! Nestled within the highly desirable Windsor Island Resort, a gated community in an unbeatable location, residents enjoy an impressive array of amenities, including the Blue Marlin Grille (an on site restaurant and bar), a fitness center, a resort style pool, a lazy river, a spa, twin waterslides, a children's splash pad, a basketball court, cabana rentals, mini golf, and a fire pit. Just minutes from Disney World and all of Central Florida's major attractions. Book your private showing today and experience the ultimate in resort style living!
Full Property Details
Full Property Details for 4421 Kaipo Rd
General
- Price: $1,049,000
- HOA FEE: $700/month
- Taxes: $11,619 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: S5158564
- Updated: Today (10/10/2026)
- Added to Site: Today
Rental Information
- Min. Lease: 1-7 Days
Interior
- Number of Rooms: 6
- Interior Features: Eating Space In Kitchen, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Solid Wood Cabinets, Stone Counters
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
- Furnishings: Furnished
- Flooring: Carpet, Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 5
Bedrooms
- Total Bedrooms: 8
Other Rooms
- Laundry: Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground, Screen Enclosure
Exterior
- Exterior Features: Irrigation System, Lighting, Sidewalk, Sliding Doors
Parking
- Garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 33897 - Davenport
- County: Polk
- Development Name: 33897 - Davenport
- Subdivision: WINDSOR ISLAND RESIDENCE PH 3
- Driving Directions: From I-4 take exit 64 to US-192 West for 10 miles, then go south on Highway Highway 27, turn Left onto Sand Mine Road and the community will be on the left.
- Direction Faces: South
School Information
- Elementary School: Citrus Ridge
- Middle School: Daniel Jenkins Academy of Technology Middle
- High School: Davenport High School
Community
- Community Name: 33897 - Davenport
- Community Features: Clubhouse, Fitness Center, Gated Community - Guard, Park, Playground, Pool, Restaurant, Sidewalks
- Association: Yes
- Assoc. Name: Castle Management Group/Catrina Smith
- Assoc. Fees Include: Community Pool, Recreational Facilities
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Sewer Connected, Water Connected
Structural Information
- Exterior Const.: Stucco, Wood Frame
- Roof: Shingle
- Windows: Wood Frames
- Stories/Levels: Two
- Square Feet: 4,025
- Sq. Ft. Source: Public Records
- Year Built: 2023
Lot Features
- Lot Size (Acres): 0.14
- Lot Size (Sq. Ft.): 6,003
- Lot Size: 6003
- Street/Road Desc.: Asphalt
Financial Considerations
- Association Fee: $700
- Assoc Fee Freq.: Monthly
- Assoc Fee Desc.: Required
- CDD: Yes
- Tax Amount: $11,619.92
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WINDSOR ISLAND RESORT PHASE 3 PB 192 PGS 1-2 LOT 751
- Flood Zone Info: x
- APN: 262513998016007510
- Property ID: 262513998016007510
Listed by Lpt Realty, Llc
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Schools
Schools serving 4421 Kaipo Rd
School District:Polk County School District
| Name | Grades | Distance |
|---|---|---|
Citrus Ridge: A Civics Academy 1775 Sand Mine Road, Davenport, FL 33897 | PK-5 | 0.6 mi |
Davenport High School 1915 South Floral Avenue, Bartow, FL 33830 | 9-12 | 32.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 4421 Kaipo Rd
Date
Details
Price
Change
Source
10/10/2026
Listed
$1,049,000
18.91%
MLS
8/07/2023
Sold
$882,200
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 4421 Kaipo Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,843
—
$682,082
—
2025
$8,843
-22%
$683,932
2%
2024
$11,361
210%
$672,084
586%
2023
$3,667
356%
$98,000
829%
2022
$804
—
$10,545
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 4421 Kaipo Rd
4421 Kaipo Road, Davenport, FL 33897 (MLS# S5158564) is a Single Family property with 8 bedrooms and 5 full bathrooms. 4421 Kaipo Road is currently listed for $1,049,000 and was received on October 10, 2026. Want to learn more about 4421 Kaipo Road? Do you have questions about finding other Single Family real estate for sale in Davenport? You can browse all Davenport real estate or contact a Coldwell Banker agent to request more information.

