4498 KAIPO ROAD, DAVENPORT, FL, 33897
Active1 days on marketListed Aug 14, 2026MLS #O6432989
About this home
4498 KAIPO ROAD
A fantastic corner-lot short-term rental and strong income producer. Located at Windsor Island Resort in Davenport, FL, just a few miles from Walt Disney World. Positioned close to Universal Orlando, Orlando International Airport, and all everyday necessities like supermarkets, shopping plazas, restaurants, coffee shops, and outlets, it offers an unbeatable location for any Central Florida getaway. From top to bottom, this property stands out for its high-end furnishings. Designed with a calm, serene aesthetic, it serves as the ultimate sanctuary to recharge after a long day at the theme parks. On the first floor, the open-concept main living space receives incredible natural light and offers beautiful views straight out to the outdoor area. The center of the room features an oversized, features a massive, deeply cushioned sofa that combines generous seating with maximum comfort for group relaxation. A large dining table with comfortable seating sets the stage for family meals, and the modern kitchen comes exceptionally well-equipped with premium, high-quality dishware and cookware. Stepping outside, you will find a private screened patio featuring a heated swimming pool, heated spa, and TV, ideal for soaking up the Florida sunshine, lounging, watching your favorite shows or games, and enjoying outdoor dining. The ground floor also hosts a luxurious primary suite with a king bed, baby crib, private pool access, and an en-suite bathroom with a soaking tub and walk-in shower. A second main-floor bedroom offers two queen beds, a dresser, and a desk space. Completing the first floor is a dedicated laundry room and an air-conditioned garage converted into an awesome game room featuring upgraded flooring, a pool table, basketball arcade game, foosball, and air hockey. Heading upstairs, the second floor opens into an incredible loft lounge designed for relaxation and entertainment. It boasts a stylish, plush leather sofa made for kicking back in front of the TV after park days. Right next to it, you will find a second game space with another pool table and TV to catch your favorite games, plus a convenient mini-fridge so cold drinks are always close by without needing to go downstairs. The second-floor bedrooms feature maximum privacy and flexibility for large groups. There are two king suites with private en-suite bathrooms, two queen suites with private en-suite bathrooms, two bedrooms with two twin beds each that share a full bathroom with a bathtub, as well as a Jack and Jill suite consisting of a two-twin bedroom and a two-queen bedroom connected by a shared bathroom with a walk-in shower. Each bedroom represents a significant investment in quality and design. Every space has been thoughtfully curated with meticulous attention to detail, featuring high-end furnishings and custom thematic accents. Windsor Island Resort offers an unmatched resort-style lifestyle, backed by the added value of internet and cable included directly in the HOA dues. Premium onsite features include a zero-entry pool, lazy river, dual water slides, splash pad, hot tub, mini-golf, sports courts for basketball, soccer, and volleyball, plus relaxing hammock gardens and a community firepit. From the custom interior design to the unmatched resort amenities, every detail of this premier corner-lot property is the ultimate turnkey opportunity in Windsor Island Resort. Don't miss your chance to make it yours!
Facts & features
The home at a glance
10
Bedrooms
8
Bathrooms
4,399
Sqft
0.15 ac
Lot size
2
Garage
2023
Year built
Two
Levels
$188
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$6,646 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$6,646/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
−1.4%
$/sqft vs WINDSOR ISLAND RESIDENCE PH 3
$188 vs $216
Days on market
1 vs 55 typical
Where $188/sqft sits among the 20 homes for sale in WINDSOR ISLAND RESIDENCE PH 3
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
The investor lens
Two ways this home pays
This home sits inside Windsor Island, a community zoned to allow true short-term rentals — so it can earn as a nightly rental or a traditional lease. Here’s how the two paths compare.
Short-term rental
Zoned & eligible
Projected nightly rate, occupancy and annual revenue for this exact home.
Long-term rental
$2,290/mo median
Live Davenport rental listing data — this home’s rate depends on size, condition and furnishing.
Where it sits
Inside Windsor Island
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Windsor Island is a short-term-rental community. See the full guide →
DAVENPORT 33897 — neighborhood snapshot
Population
29,206
Median age
38.9
Median income
$73,457
Median home value
$279,100
Avg household
2.85
Households w/ children
3,278
For the school run
Polk County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Davenport market
$350K → $370K
Davenport median sold, yr/yr
97.6%
Sale-to-list ratio (12 mo)
9 of 20
WINDSOR ISLAND RESIDENCE PH 3 have cut their price
Median sold price, Davenport, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 144% above the DAVENPORT 33897 median. See the full Davenport market guide →
Paper trail
This home's history
Reality check
What actually sold near 4498 KAIPO ROAD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Oct ’25$795,000
4141 LANA AVENUE · same community
10 bd · 8 ba · 4,399 sqft · $181/sqft · 279 DOM
Sold · Aug ’26$670,000
3919 LANA AVENUE · same community
7 bd · 5.5 ba · 3,294 sqft · $203/sqft · 23 DOM
Sold · Jul ’26$630,000
4057 LANA AVENUE · same community
7 bd · 5.5 ba · 3,281 sqft · $192/sqft · 100 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Iain Robinson
Broker Associate · CENTURY 21 Edge
Tours, negotiation, and every question about 4498 KAIPO ROAD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 4498 KAIPO ROAD — before you fall in love.
See it in person
Schedule a tour
Live availability from Iain's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
4498 KAIPO ROAD FAQs
What would the monthly payment be for 4498 KAIPO ROAD?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $6,646/mo — principal and interest, the actual property-tax bill, the $700/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 4498 KAIPO ROAD?+
The association fee works out to $700 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 4498 KAIPO ROAD?+
The most recent tax bill on record (2025) was $12,098. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 4498 KAIPO ROAD be rented short-term?+
Yes — this home sits inside Windsor Island, a community zoned to allow short-term rentals. Nightly-rental income could change the math on this purchase entirely; request a free rental income analysis and our team will prepare projections for this exact home.
Are pets allowed at 4498 KAIPO ROAD?+
The listing reports pets: No. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Davenport?+
At $828,000, this home is listed about 112% above the Davenport median of $389,900. The market section on this page shows how the area is trending.
Which schools are assigned to 4498 KAIPO ROAD?+
Loughman Oaks Elementary School (elementary), Ridge Community High School (high), Lake Alfred Polytech Academy (middle) — Polk County School District. Always verify school assignments with the district before relying on them.
The brief
Five things that matter here
01Positioned at the premium end
$828,000 runs 144% above the DAVENPORT 33897 median — but at 4,399 sqft it's also nearly twice the size of the typical Davenport listing.
02Zoned for nightly rentals
Windsor Island is one of the communities zoned to allow true short-term rentals — nightly income could change the math on this purchase entirely. Ask for the free rental analysis below.
03Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
04Know the monthly fee
The association fee is $700/mo. That usually buys real services — verify what's covered before comparing this home against fee-free alternatives.
05Fresh on the market
Only 1 day on market in a Davenport market that averages 55 — if it fits, move quickly.
Keep looking
Similar homes nearby
Listing courtesy of RE/MAX SELECT GROUP · Liane Lopes. MLS #O6432989.
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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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