4450 Kaipo Road, FL4450 Kaipo Road, FL4450 Kaipo Road, FL
Stellar MLS
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$596,000

4450 Kaipo Road

Davenport, FL 33897

Listing updated: June 5, 2026 at 11:58 AM ET

Active
Stellar MLSListing courtesy of Fathom Realty Fl Llc · Susan Benante, LLC · MLS #O6365374 · Active · 888-455-6040
6
Beds
5
Baths
3,117
Sq Ft
0.11
Acres
2023
Built
Private pool$191/sqft
Single Family Residence

Property type

2023

Year built

4,800 sqft

Lot size

$191

Price / sq ft

$702/mo

HOA dues

181

Days on market

2

Garage spaces

X

Flood zone

About this home

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.

Local Insight

At $191/sqft for a 2023 build with six bedrooms and a pool, you're getting solid new construction value, but the 0.11-acre lot is genuinely tight—this feels designed for rental income or seasonal use rather than someone wanting privacy or outdoor space. The $702 monthly HOA is reasonable for a resort-style community with amenities, but factor in Davenport's heavy short-term rental market positioning; resale appeal here depends significantly on whether you're buying to occupy or invest, and comps can fluctuate based on vacation-rental demand cycles tied to tourism.

AI-generated insight based on listing data and neighborhood context. Verify independently.

Estimated monthly payment

Principal & interest$3,014
Property taxes$785
Home insurance (est.)$273
HOA dues$702

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history181 days on market

  1. Status: Active
    Dec 6, 2025
  2. Listed$620,000
    Dec 6, 2025
  3. Price reduced$596,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
181
Subdivision
Windsor Island Residence Ph 3
County
Polk
Year built
2023
Living area
3,117 sq ft
Price/sq ft
$191
Building area
3,281 sq ft (Builder)
Lot size
4,800 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12105C0100G)
Garage
2 spaces
Pool
Private pool
Annual taxes
$9,421 (2024)
Parcel #
26-25-13-998016-007790
MLS #
O6365374

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Interior Details

Bedrooms
6
Full bathrooms
4
Half bathrooms
1
Flooring
Carpet, Tile
Appliances
Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Interior features
Eat-in Kitchen, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor
Laundry
Laundry Room
Stories / Levels
Two
Direction faces
North

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

HOA fee
$702 / Monthly
Monthly HOA
$702/mo
Total monthly fees
$702/mo
Total annual fees
$8,424
HOA name
Windsor Island HOA / Castle Group / Maricet Pulido
CDD
Yes
Min lease term
1-7 Days
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
This is a short term rental community. 30 days max per owner/guest per year. Refer to HOA docs for complete information.

Exterior & Construction

Exterior features
Other, Sidewalk, Sliding Doors, Sprinkler Metered
Construction materials
Block, Stucco, Frame
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
BB/HS Internet Available, Cable Connected, Electricity Connected, Public

Community

Pets allowed
Breed Restrictions

Room Details

RoomLevelDimensions
Living RoomFirst16x16
DinetteFirst13x8
Primary BedroomFirst12x12.6
Balcony/Porch/LanaiFirst25x8
Bedroom 2Second14x13
Bedroom 3Second11x11
Bedroom 4Second11x11
Bedroom 5Second12x11
Additional BedroomSecond12x10
LoftSecond16x18
KitchenFirst14x15

Listing Details

Listing date
2025-12-01
On market date
2025-12-06
Original list price
$620,000
Occupant type
Vacant
MLS area
33897 - Davenport
Listing AOR
Orlando Regional
Status changed
2025-12-06
Tax legal description
WINDSOR ISLAND RESORT PHASE 3 PB 192 PGS 1-2 LOT 779

Flood risk

Minimal riskFEMA Zone XPanel 12105C0100G

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of June 5, 2026 at 11:58 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA