CENTURY 21 Edge
$410,000$469,9003 bd3 ba1,828 sqft$224 /sqft≈$3,090 /mo all-in ↓

900 LAKE JESSIE DRIVE, WINTER HAVEN, FL, 33881

Active204 days on marketListed Mar 28, 2026MLS #S5146723

✦ Reduced $60KWaterfrontSingle Family ResidenceEAST VIEW PKWY

About this home

900 LAKE JESSIE DRIVE

One or more photo(s) has been virtually staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Haven’s renowned Chain of Lakes, this lakefront retreat is more than just a home, it’s a lifestyle defined by water, sunshine & unforgettable experiences. Start your mornings with breathtaking sunrises shimmering across the lake, coffee in hand from your private dock or patio. Spend your days exactly how you choose, cruising the Chain of Lakes by boat, casting a line in some of Central Florida’s best freshwater fishing, or enjoying world-class watersports like skiing, wakeboarding & paddleboarding right from your backyard. With nearby slalom courses & open water, this is truly a paradise for water enthusiasts. Lake Jessie is especially cherished for its tranquil atmosphere, offering a rare sense of calm while still being full of life. One of its most unique features is the seaplane activity, where you can watch planes gracefully land and take off across the water, an experience that never gets old and adds to the charm of lakeside living. Nature lovers will also appreciate the frequent sightings of all kinds of birds & other beautiful wildlife. The home itself offers a thoughtfully designed single-story layout with over 1,800 square feet, featuring 3 bedrooms & 3 bathrooms. An open-concept living space is filled with natural light and showcases stunning lake views, while a split-bedroom design provides comfort & privacy. A private in-law suite with its own entrance adds flexibility for guests, multi-generational living, or additional income potential. This residence offers plenty of parking space with its oversized driveway & an additional carport providing covered parking as well. The home has been updated with modern finishes and includes a metal roof installed in 2019. This home would make a perfect full time residence, investment property or second home. Beyond the water, the location is just as appealing. You’re right around the corner from a brand new Publix store and minutes from the heart of Winter Haven, where you’ll find charming local restaurants, shops, parks, and community events. Legoland Florida Resort is just a short drive away and there is convenient access to both Tampa and Orlando, so world-class attractions, dining & entertainment are always within reach. Whether you're seeking adventure, relaxation, or a smart investment, this Lake Jessie property delivers it all, offering the rare opportunity to live, play & unwind in one of Florida’s most iconic lakefront settings. Book your showing today!

Facts & features

The home at a glance

3

Bedrooms

3

Bathrooms

1,828

Sqft

0.38 ac

Lot size

1948

Year built

One

Levels

$224

Per sqft

WaterfrontWater viewNegotiablePets allowed

Inside

FlooringLuxury Vinyl · Tile
AppliancesDishwasher · Dryer · Electric Water Heater · Microwave · Range · Refrigerator · Washer
InteriorCeiling Fan(s) · Open Floorplan · Primary Bedroom Main Floor · Split Bedroom · Thermostat · Window Treatments
LaundryInside · Laundry Room
CoolingCentral Air
HeatingCentral
FurnishedNegotiable

Outside & construction

RoofMetal
ConstructionCement Siding · Wood Frame
FoundationCrawlspace · Slab
ViewWater
FacesWest
ParkingDriveway
ExteriorPrivate Mailbox · Private Yard · RV Hookup

Community & fees

Taxes (2025)$4,023/yr
PetsYes

Utilities & systems

UtilitiesCable Available · Electricity Connected · Sewer Connected · Water Connected
WaterPublic

The numbers

What it really costs

Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.

$3,090 /mo · 3.5% down FHA, 30-yr fixed at 6%

Principal & interest$2,414
FHA mortgage insurance (est.)$181
Property tax — 2025 actual bill$335
Insurance (FL estimate)$160

The assumptions

Loan typeFHADown payment3.5% · $14,350Loan30-yr fixed at 6%Mortgage insuranceIncludedTaxesActual bill on recordInsuranceFlorida estimate

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

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Run your own numbers

Loan type
Down payment3.5% · $14,350
Interest rate6.00%
Loan term

Estimated payment

$3,090/mo

Principal & interest$2,414
FHA mortgage insurance (est.)$181
Property taxes (actual bill)$335
Est. insurance$160

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.

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.

List $410K
$281KedgeAI estimate $324,762 · range $292K–$357K$426K

vs edgeAI estimate

+26.2%

$/sqft vs Winter Haven actives

$224 vs $170

Days on market

204 vs 74 typical

Where $224/sqft sits among the 400 Winter Haven actives

40
63
118
101
42 · this home
36
$96–122$122–148$148–174$174–200$200–226$226+

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.

Where it sits

Inside Winter Haven

Drive times from this address

Walt Disney World≈ 42 min
Universal Orlando≈ 52 min
Downtown Orlando≈ 58 min
Downtown Tampa≈ 58 min
Orlando Int’l Airport (MCO)≈ 63 min
Tampa Int’l Airport (TPA)≈ 69 min

Estimated driving times, typical traffic. Data © OpenStreetMap contributors.

Get to know Winter Haven. See the full Winter Haven guide →

WINTER HAVEN 33881 — neighborhood snapshot

Population

39,189

Median age

43.6

Median income

$53,867

Median home value

$177,400

Avg household

2.61

Households w/ children

3,730

For the school run

Polk County School District

ElementaryFred G. Garner Academy★★★★★
HighWinter Haven Senior High School★★★★★
MiddleLake Alfred Polytech Academy★★★★★

School assignments and ratings via edgeAI — always verify with the district.

The numbers that matter

The Winter Haven market

Seller’s marketLeans seller — 5.0 months of inventoryBuyer’s market

$283K → $279K

Winter Haven median sold, yr/yr

97.2%

Sale-to-list ratio (12 mo)

214 of 400

Winter Haven actives have cut their price

Median sold price, Winter Haven, trailing 36 months (3-month rolling) · live MLS data.

This home is listed 71% above the WINTER HAVEN 33881 median. See the full Winter Haven market guide →

Paper trail

This home's history

CurrentPrice reduced to $410,000 ▼ $60K
Mar 28, 2026Listed at $469,900 · 204 days on market since
1948Built · EAST VIEW PKWY

Reality check

What actually sold near 900 LAKE JESSIE DRIVE

Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.

908 LAKE JESSIE DRIVESold · Jun ’26

$265,000

908 LAKE JESSIE DRIVE · same community

3 bd · 2 ba · 1,200 sqft · $221/sqft · 14 DOM

1663 W LAKE CANNON DRIVE NWSold · Feb ’26

$260,000

1663 W LAKE CANNON DRIVE NW

2 bd · 2 ba · 1,850 sqft · $141/sqft · 351 DOM

2634 TRINITY CIRCLE NWSold · Dec ’25

$265,000

2634 TRINITY CIRCLE NW

3 bd · 2 ba · 1,859 sqft · $143/sqft · 99 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.

Frederick Paige

Your agent

Frederick Paige

REALTOR® · CENTURY 21 Edge

Tours, negotiation, and every question about 900 LAKE JESSIE DRIVE — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 900 LAKE JESSIE DRIVE — before you fall in love.

See it in person

Schedule a tour

Live availability from Frederick's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.

Straight answers

900 LAKE JESSIE DRIVE FAQs

What would the monthly payment be for 900 LAKE JESSIE DRIVE?+

With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,090/mo — principal and interest, the actual property-tax bill 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.

What are the property taxes on 900 LAKE JESSIE DRIVE?+

The most recent tax bill on record (2025) was $4,023. 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 900 LAKE JESSIE DRIVE?+

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 $410,000, this home is listed about 43% above the Winter Haven median of $286,450. The market section on this page shows how the area is trending.

Which schools are assigned to 900 LAKE JESSIE DRIVE?+

Fred G. Garner Academy (elementary), Winter Haven Senior 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

Four things that matter here

01Positioned at the premium end

$410,000 runs 71% above the WINTER HAVEN 33881 median.

02Waterfront living

This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.

03Time on market is leverage

204 days on market against a Winter Haven median of 74 — sellers in this position are usually ready to negotiate.

04The price has already moved

Listed at $469,900, now $410,000 — a $60K cut. The full history is in the market section below.

Listing courtesy of RE/MAX HERITAGE PROFESSIONALS · Patricia De Graaff, LLC. MLS #S5146723.

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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