Orlando Realtor Specializing in Family Relocation

Helping families move near Walt Disney World without the tourist traffic

4450 KAIPO ROAD
DAVENPORT, FL, 33897
$596,000
6 Beds
4.5 Baths
3,117 SqFt
0.11 Acres
Add
MLS #O6365374 image #0
This is the one investors wait for — a proven, high-occupancy vacation home in Windsor Island Resort with professionally themed rooms, a sun-drenched south-facing pool, and a price that makes the decision easy. The 6-bedroom, 4.5-bath Hideaway floor plan at 4450 Kaipo Road has earned its reputation as a guest favorite, and now it’s available at a price that opens the door wide for the next owner.

Inside, 3,117 sq. ft. of bright, open living space does exactly what a great vacation home should — it pulls people together. A sleek contemporary kitchen with large island seating, a spacious gathering room, and a dedicated dining area flow seamlessly together on the main floor, while the first-floor owner’s suite offers a private retreat away from the energy of the main living areas.

The upstairs is built for unforgettable group stays. A Mickey Mouse room, a Frozen-inspired suite, and a Harry Potter-styled bedroom — all professionally themed — are the kind of spaces guests search for specifically, book for, and rave about afterward. The expansive loft adds a second living and entertainment hub complete with pool table and oversized sectional, giving every guest their own corner of the house to claim.

Outside, the south-facing heated pool and spa deliver all-day Florida sunshine onto a lanai built for long, lazy afternoons and evenings that drift well past sunset. This is the kind of outdoor setup guests actively seek.

And then there’s Windsor Island Resort itself — the Hawaiian-inspired community that continues to set the bar for vacation living near Disney. Tropical waterpark-style pool, lazy river, splash zone, water slides, outdoor dining, fitness facilities, sports courts, firepit lounge, and a signature clubhouse that delivers island energy from the moment you arrive. Walt Disney World is just minutes away. Aloha!

Proven occupancy. Iconic themed rooms. South-facing pool. Windsor Island Resort. And a price that reflects a genuine opportunity — not a compromise. Be sure to check out the lifestyle video included with this listing. All information, including room dimensions, is deemed reliable but not guaranteed. Buyers and buyers agents are encouraged to verify all details independently.

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

Ask a Question

See this Listing

Send
  

Schools

Interior

Appliances
Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Tile
Heating
Central
Interior Features
Eating Space In Kitchen, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor
Laundry Features
Laundry Room
Levels
Two

Exterior

Association Amenities
Cable TV, Clubhouse, Fitness Center, Gated, Spa/Hot Tub
Attached Garage YN
1
Community Features
Clubhouse, Deed Restrictions, Fitness Center, Gated Community – Guard, Pool
Construction Materials
Block, Stucco, Wood Frame
Covered Spaces
2
Direction Faces
North
Exterior Features
Other, Sidewalk, Sliding Doors, Sprinkler Metered
Garage Spaces
2
Roof
Shingle
Spa Features
Heated, In Ground

Financial

HOA Fee
$702
HOA Fee Frequency
Monthly
HOA Includes
24-Hour Guard, Cable TV, Community Pool, Internet, Maintenance Grounds, Trash
HOA Name
Windsor Island HOA / Castle Group / Maricet Pulido
HOA Phone
863-438-5950
Tax Year
2024
Taxes
$9,421

Map

Community

Subdivisions in DAVENPORT

Market Summary

Current real estate data for Single Family in DAVENPORT as of Jun 09, 2026
1,394
Single Family Listed
127
Avg DOM
198
Avg $ / SqFt
$473,199
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 $198. The average listing price for Single Family in DAVENPORT is $473,199. To schedule a showing of MLS#o6365374 at 4450 KAIPO ROAD in DAVENPORT, FL, contact your Preferred Real Estate Brokers agent at 4076987254.

Similar Listings Nearby

broker reciprocity
MLS# O6394850broker reciprocity
12390 CLEAR SAPPHIRE UNIT 260
WINTER GARDEN, FL

$769,990

4.3 miles away

broker reciprocity
MLS# O6336265broker reciprocity
8904 TROPICAL HAVEN COURT
KISSIMMEE, FL

$760,000

1.4 miles away

broker reciprocity
MLS# O6370431broker reciprocity
3029 MAHALO DRIVE
DAVENPORT, FL

$760,000

0.2 miles away

broker reciprocity
MLS# S5148666broker reciprocity
2370 SALTY WINDS WAY
KISSIMMEE, FL

$759,500

0.7 miles away

broker reciprocity
MLS# A4693714broker reciprocity
7564 MARKER AVENUE
KISSIMMEE, FL

$759,000

5.0 miles away

broker reciprocity
MLS# O6351228broker reciprocity
1415 MOON VALLEY DRIVE
DAVENPORT, FL

$759,000

3.7 miles away

broker reciprocity
MLS# O6394575broker reciprocity
9158 WEDGE DRIVE
DAVENPORT, FL

$750,000

3.5 miles away

broker reciprocity
MLS# O6186937broker reciprocity
370 LASSO DRIVE
KISSIMMEE, FL

$750,000

4.8 miles away

broker reciprocity
MLS# O6364048broker reciprocity
3151 SUNSET WALK DRIVE UNIT 316/318
KISSIMMEE, FL

$750,000

3.8 miles away

broker reciprocity
MLS# O6410577broker reciprocity
1573 MAIDSTONE COURT
DAVENPORT, FL

$750,000

4.0 miles away

4450 KAIPO ROAD
DAVENPORT, FL