
ISLAND WAY, WINTER HAVEN, FL, 33884
Active253 days on marketListed Nov 25, 2025MLS #L4957543
About this home
ISLAND WAY
PRICE REDUCED!!! This is an incredible opportunity to own 5 acres of pristine, buildable land in one of Winter Haven’s most exclusive gated residential communities. Currently comprised of five separate parcels that will be combined and conveyed as one expansive 5-acre homesite, this property offers the privacy, space, and beauty rarely found in today’s market. Surrounded by majestic grandfather oaks and gorgeous dappled sunlight, the land is flat, cleared, and ready for construction. Build your custom dream estate and enjoy the tranquility of this picturesque setting. Community requirements include the construction of one single-family residence with a minimum of 2,700 sq ft, ensuring a neighborhood of quality homes. Opportunities like this are truly a unicorn—spacious, private, and located in a stunning setting just minutes from all that Winter Haven entails. This will not last long—call today to schedule your private showing!
Facts & features
The home at a glance
0 ac
Lot size
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.
$2,678 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
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
Estimated payment
$2,678/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. 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.
Where it sits
Inside Orchid Springs
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Haven. See the full Winter Haven guide →
Orchid Springs — neighborhood snapshot
Population
1,058
Median age
33
Median income
$57,534
Median home value
$265,200
Avg household
3
Households w/ children
188
For the school run
Polk County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Winter Haven market
$283K → $280K
Winter Haven median sold, yr/yr
97.2%
Sale-to-list ratio (12 mo)
Median sold price, Winter Haven, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 32% above the WINTER HAVEN 33884 median. See the full Winter Haven market guide →
Paper trail
This home's history
Reality check
What actually sold near ISLAND WAY
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · May ’26$60,000
4925 CYPRESS GARDENS ROAD UNIT 20
2 bd · 1 ba · 378 sqft · $159/sqft · 0 DOM
Sold · Dec ’25$145,000
3308 FOX RIDGE DRIVE
2 bd · 2 ba · 1,130 sqft · $128/sqft · 15 DOM
Sold · Jul ’26$275,000
3407 FOX RIDGE STREET
3 bd · 2 ba · 1,143 sqft · $241/sqft · 15 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
Tommy Trainer
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about ISLAND WAY — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for ISLAND WAY — before you fall in love.
See it in person
Schedule a tour
Live availability from Tommy's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
ISLAND WAY FAQs
What would the monthly payment be for ISLAND WAY?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,678/mo — principal and interest, the actual property-tax bill, the $100/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 ISLAND WAY?+
The association fee works out to $100 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on ISLAND WAY?+
The most recent tax bill on record (2025) was $540. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at ISLAND WAY?+
The listing reports pets: Yes. 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 Winter Haven?+
At $375,000, this home is listed about 32% above the Winter Haven median of $285,000. The market section on this page shows how the area is trending.
Which schools are assigned to ISLAND WAY?+
Elbert Elementary School (elementary), Winter Haven Senior High School (high), Denison Middle School (middle) — Polk County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$375,000 runs 32% above the WINTER HAVEN 33884 median.
02Time on market is leverage
253 days on market against a Winter Haven median of 48 — sellers in this position are usually ready to negotiate.
03The price has already moved
Listed at $450,000, now $375,000 — a $75K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of COLDWELL BANKER REALTY · Deborah Grogan. MLS #L4957543.
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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