$596,000
4450 Kaipo Road
Davenport, FL 33897
Listing updated: June 5, 2026 at 11:58 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
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
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
- Status: ActiveDec 6, 2025
- Listed$620,000Dec 6, 2025
- 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
Ask about this home
Have a question? Ask the broker directly.
Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.
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
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 16x16 |
| Dinette | First | 13x8 |
| Primary Bedroom | First | 12x12.6 |
| Balcony/Porch/Lanai | First | 25x8 |
| Bedroom 2 | Second | 14x13 |
| Bedroom 3 | Second | 11x11 |
| Bedroom 4 | Second | 11x11 |
| Bedroom 5 | Second | 12x11 |
| Additional Bedroom | Second | 12x10 |
| Loft | Second | 16x18 |
| Kitchen | First | 14x15 |
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-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.
More homes like this


$489,000
4178 Lana Ave
Davenport, FL 33897
5 bd · 4 ba · 2,293 sqft
Windsor Island Residence Ph 3
MLS ID #O6411079, LA ROSA REALTY LLC.
Listing provided by Stellar MLS


$495,000
4030 Lana Ave
Davenport, FL 33897
5 bd · 5 ba · 2,293 sqft
Windsor Island Residence Ph 3
MLS ID #O6379542, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS


$535,000
4210 Lana Ave
Davenport, FL 33897
5 bd · 5 ba · 2,293 sqft
Windsor Island Residence Ph 3
MLS ID #S5151388, LPT REALTY, LLC.
Listing provided by Stellar MLS


$599,000
3922 Lana Ave
Davenport, FL 33897
5 bd · 5 ba · 2,283 sqft
Windsor Island Residence Ph 3
MLS ID #O6328460, JR CERQUEIRA REALTY CORP.
Listing provided by Stellar MLS
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