4450 KAIPO ROAD DAVENPORT FL 33897 MLS #O6365374

4450 KAIPO ROAD
DAVENPORT, FL, 33897
$596,000
6 Beds
4.5 Baths
3,117 SqFt
0.11 Acres
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MLS #O6365374 image #0
MAJOR PRICE IMPROVEMENT FOR FAST SALE! This exceptional 6-bedroom, 4.5-bath resort home in the iconic, Hawaiian-inspired Windsor Island Resort captures everything guests and owners love about the Orlando vacation lifestyle. Aloha! Set within one of the most in-demand short-term rental communities near Disney, this beautifully designed Hideaway floor plan offers 3,117 sq. ft. of bright, modern living space, exceptional themed rooms, and a south-facing heated pool and spa that guests seek out year-round.

From the moment you step inside, the home feels open, inviting, and thoughtfully furnished for comfort and entertainment. The main floor features a spacious gathering room, dining/café area, and a sleek contemporary kitchen with large island seating—ideal for hosting, relaxing, and creating memorable moments. The first-floor owner’s suite provides convenience and privacy, while the additional 5 bedrooms upstairs offer flexibility for larger groups, multigenerational stays, or repeat vacation rental bookings.

The expansive loft on the second level acts as a second living space/game room, perfect for movie nights, games, or unwinding after days at the parks. This fun-filled area features a pool table and large sectional seating, creating a central hangout spot that guests of all ages will love and adds even more entertainment value, offering a fun and engaging space that consistently enhances guest satisfaction and occupancy rates. The professionally decorated character bedrooms—including a Mickey Mouse–themed room, a Frozen-inspired room, and a Harry Potter–styled room elevate the guest experience, creating exactly the type of standout moments guests look for when choosing a vacation rental in today’s market.

Step outside to the south-facing heated pool and spa—positioned to enjoy all-day sun and a peaceful backdrop. The outdoor area is well-appointed for relaxation and dining, offering a refreshing setting for morning coffee, afternoons by the water, or evenings spent unwinding under Florida skies.

Windsor Island Resort continues to set the standard for world-class vacation communities, offering a spectacular lineup of amenities including a tropical waterpark-style pool, lazy river, splash zone, slides, outdoor dining, fitness facilities, sports courts, firepit lounge, and an impressive clubhouse that highlights the community’s signature island-inspired style. Located just minutes from Walt Disney World, it delivers the perfect blend of convenience, excitement, and resort-level luxury.

With its spacious layout, character spaces, entertainment-ready areas, and access to one of Orlando’s premier resort communities, this home is ideally positioned for buyers seeking a vacation retreat or a top-performing short-term rental investment in a high-demand market. A turnkey opportunity in one of the most desirable destinations near Disney, this property stands ready to impress guests and generate strong future bookings. CHECK OUT THE LIFESTYLE VIDEO CONTAINED IN THIS LISTING. All information provided and contained herein this listing, including room sizes, is deemed reliable but is not guaranteed and should be independently verified by buyer or buyer’s agent.

Property Details

Price:
$596,000
MLS #:
O6365374
Status:
Active
Beds:
6
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDSOR ISLAND RESIDENCE PH 3
Neighborhood:
33897davenport
Listed Date:
Dec 6, 2025
Finished Sq Ft:
3,117
Total Sq Ft:
3,281
Lot Size:
4,800 sqft / 0.11 acres (approx)
Year Built:
2023
PoolPrimary Bedroom Main FloorCommunity GatedCommunity Club House33897 – Davenport33897davenportWindsor Island Residence Ph 3This Is A Short Term Rental Community. 30 Days Max Per Owner/guest Per Year. Refer To Hoa Docs For Complete Information.1-7 DaysBreed Restrictions

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Schools

Interior

Appliances
Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Tile
Heating
Central
Laundry Features
Laundry Room

Exterior

Association Amenities
Cable TV, Clubhouse, Fitness Center, Gated, Spa/Hot Tub
Community Features
Clubhouse, Deed Restrictions, Fitness Center, Gated Community – Guard, Pool
Construction Materials
Block, Stucco, Wood Frame
Exterior Features
Other, Sidewalk, Sliding Doors, Sprinkler Metered
Roof
Shingle

Financial

HOA Fee
$702
HOA Frequency
Monthly
HOA Includes
24-Hour Guard, Cable TV, Community Pool, Internet, Maintenance Grounds, Trash
HOA Name
Windsor Island HOA / Castle Group / Maricet Pulido
Tax Year
2024
Taxes
$9,421

Map

Community

Subdivisions in DAVENPORT

Market Summary

Current real estate data for Single Family in DAVENPORT as of Mar 11, 2026
1,330
Single Family Listed
130
Avg DOM
203
Avg $ / SqFt
$476,149
Avg List Price

Property Summary

    Located in the WINDSOR ISLAND RESIDENCE PH 3 subdivision, 4450 KAIPO ROAD DAVENPORT FL is a Single Family for sale in DAVENPORT, FL, 33897. It is listed for $596,000 and features 6 beds, 5 baths, and has approximately 3,117 square feet of living space, and was originally constructed in 2023. The current price per square foot is $191. The average price per square foot for Single Family listings in DAVENPORT is $203. The average listing price for Single Family in DAVENPORT is $476,149. To schedule a showing of MLS#o6365374 at 4450 KAIPO ROAD in DAVENPORT, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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4450 KAIPO ROAD
DAVENPORT, FL