4450 Kaipo Rd

3,117 Sq. Ft.
$199 / Sq. Ft.
3,117
Sq. Ft.
$199
per Sq. Ft.

Description

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,...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.
  1. Listed by Susan Benante, LLC • Brokerage DRE #2036368 • FATHOM REALTY FL LLC
    P: (407)-259-6211 C: (407)-259-6211 susanbenanterealtor@gmail.com
  2. Listed by Jonathan Morgan Bentick LLC • Brokerage DRE #2036368 • FATHOM REALTY FL LLC
    P: (407)-726-8389 C: (407)-726-8389 jonmorganbentickrealtor@gmail.com

Property Details for 4450 Kaipo Road

Subdivision Name
WINDSOR ISLAND RESIDENCE PH 3
Township
25
Garage Spaces
2
Waterfront
No
Furnished
Furnished
LISTING UPDATED: 12/12/2025 08:44 AM

Property Details for 4450 Kaipo Road

StatusActive
MLS #O6365374
Days on Market9
Taxes$9,421 / year
HOA Fees$8,424 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2023
Lot Size0.11 AC / 4,800 SF
CountyPolk County

Location

Listing Courtesy of FATHOM REALTY FL LLC, Susan Benante, LLC; FATHOM REALTY FL LLC, Jonathan Morgan Bentick LLC
Add your commute

Building Information for 4450 Kaipo Road

Stories-Year Built2023Building Size-Lot Size0.11 AC / 4,800 SF

Payment Calculator

$4,509 per month

30 year fixed, 6.15% Interest

Principal and Interest

$3,022

Property Taxes

$785

HOA Dues

$702

The Payment Calculator is for illustrative purposes only.

Property Information for 4450 Kaipo Road

Summary
Location and General Information
  • Building Area Source: Builder
  • Building Area Total: 3281.0
  • Building Area Units: Square Feet
  • Community Features: Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Pool
  • Direction Faces: North
  • Directions: Exit 55 on I4, turn R on US27 and then slight left to US27 N, Right on to Sandmine Rd and left into Windsor Island. Ask guard at gate for directions to Kaipo.
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 4450
  • Street Name: KAIPO
  • Street Suffix: ROAD
  • State: FL
  • City: DAVENPORT
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage Dimensions: 20x19
  • Garage: Yes
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Includes: 24-Hour Guard, Cable TV, Community Pool, Internet, Maintenance Grounds, Trash
  • Association Fee Requirement: Required
  • Association Name: Windsor Island HOA / Castle Group / Maricet Pulido
  • Association Phone: 863-438-5950
  • Association: Yes
  • CDD: Yes
  • Pet Restrictions: Refer to the HOA docs regarding pets.
  • Tax Book Number: 192-1-2
  • Tax Legal Description: WINDSOR ISLAND RESORT PHASE 3 PB 192 PGS 1-2 LOT 779
  • Tax Lot: 779
  • Tax Other Annual Assessment Amt: $1,898
  • Tax Year: 2024
Property
Lot Information
  • Additional Parcels: No
  • Parcel Number: 262513998016007790
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Living Area: 3117
Property and Assessments
  • Year Built Numeric: 2023
  • Association Amenities: Cable TV, Clubhouse, Fitness Center, Gated, Spa/Hot Tub
  • Flood Zone Code: X
  • Flood Zone Date: 12-22-2016
  • Flood Zone Panel: 12105C0100G
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 26
  • Public Survey Section: 13
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Public
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco, Wood Frame
  • Exterior Features: Other, Sidewalk, Sliding Doors, Sprinkler Metered
  • Foundation Details: Slab
  • Levels: Two
  • Pool Features: Heated, In Ground, Screen Enclosure
  • Pool Private: Yes
  • Pool: Private, Community
  • Pool Private: Yes
  • Roof: Shingle
  • Spa Features: Heated, In Ground
  • Spa: Yes
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 6
  • Bathrooms Full: 4
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace: No
  • 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
  • Living Area Source: Builder
  • Living Area Units: Square Feet
  • Room Count: 11.0
  • Water View: No
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Breed Restrictions

Property History for 4450 Kaipo Road

DateEvent & SourcePriceAppreciation
Dec 6, 2025

Listed (Active)

MFRMLS #O6365374

$620,000—
Nov 28, 2024

Withdrawn

MFRMLS #O6247614

$899,000—
Oct 4, 2024

Listed (Active)

MFRMLS #O6247614

$899,000—
Jun 23, 2023

Sold (Public Record)

Public Record #1514267372

$750,800—
DateEvent & SourcePrice
12/06/2025

Listed (Active)

MFRMLS #O6365374

$620,000
11/28/2024

Withdrawn

MFRMLS #O6247614

$899,000
10/04/2024

Listed (Active)

MFRMLS #O6247614

$899,000
06/23/2023

Sold (Public Record)

Public Record #1514267372

$750,800

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 4450 Kaipo Road

Taxable ValueLand$96,000Additions$462,953Total$558,953
Tax Record2024$9,421 ($785 / month)
Home Facts
Beds6Total Finished SqFt3,113 SqFtAbove Grade Finished SqFt3,113 SqFtStories2Lot Size4,800 SqFtStyleSingle Family ResidenceYear Built2023CountyPOLKAPN262513998016007790

Schools near 4450 Kaipo Road

This home is within Polk.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - PK to 5
Public - PK to 8
Public - PK to 8
Rating
School
Distance
Bethune Academy
PublicPK to 5

Dundee Elementary School
PublicPK to 5

Davenport School Of The Arts
PublicPK to 8

Citrus Ridge: A Civics Academy
PublicPK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

4450 Kaipo Road is a single family home for sale in Davenport, FL 33897. This property was listed for sale on December 6, 2025 by FATHOM REALTY FL LLC, it's currently listed at $620,000. It has been on the market for a total of 9 days and was last sold on June 23, 2023. This listing's school district is Polk. Nearby schools include Bethune Academy, Dundee Elementary School and Davenport School Of The Arts. 4450 Kaipo Road is a 6-bed, 5-bath, 3,117 sqft single family home built in 2023.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of FATHOM REALTY FL LLC, Susan Benante, LLC; FATHOM REALTY FL LLC, Jonathan Morgan Bentick LLC

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 12/12/2025 08:44 AM