Welcome to 900 Lake Jessie Dr! - 900 LAKE JESSIE DR, WINTER HAVEN
Lake/Dock - 900 LAKE JESSIE DR, WINTER HAVEN
Lakeview living room - 900 LAKE JESSIE DR, WINTER HAVEN
Kitchen - 900 LAKE JESSIE DR, WINTER HAVEN
Dining Room - 900 LAKE JESSIE DR, WINTER HAVEN
Game room - 900 LAKE JESSIE DR, WINTER HAVEN
Floor plan - 900 LAKE JESSIE DR, WINTER HAVEN
Aerial - 900 LAKE JESSIE DR, WINTER HAVEN
Office - 900 LAKE JESSIE DR, WINTER HAVEN
Open patio - 900 LAKE JESSIE DR, WINTER HAVEN
Entry foyer - 900 LAKE JESSIE DR, WINTER HAVEN
Entry foyer - 900 LAKE JESSIE DR, WINTER HAVEN
Living room - 900 LAKE JESSIE DR, WINTER HAVEN
Living room - 900 LAKE JESSIE DR, WINTER HAVEN
Living room - 900 LAKE JESSIE DR, WINTER HAVEN
Game room - 900 LAKE JESSIE DR, WINTER HAVEN
Game room - 900 LAKE JESSIE DR, WINTER HAVEN
Kitchen - 900 LAKE JESSIE DR, WINTER HAVEN
Kitchen - 900 LAKE JESSIE DR, WINTER HAVEN
Kitchen - 900 LAKE JESSIE DR, WINTER HAVEN
Dining room - 900 LAKE JESSIE DR, WINTER HAVEN
Primary bedroom - lakeview - 900 LAKE JESSIE DR, WINTER HAVEN
Primary bedroom - 900 LAKE JESSIE DR, WINTER HAVEN
Primary bedroom - 900 LAKE JESSIE DR, WINTER HAVEN
2nd bedroom, inlawsuite - 900 LAKE JESSIE DR, WINTER HAVEN
This bedroom has it's own entrance - 900 LAKE JESSIE DR, WINTER HAVEN
Ideal for multi generation living! - 900 LAKE JESSIE DR, WINTER HAVEN
3rd bedroom - 900 LAKE JESSIE DR, WINTER HAVEN
Single Family Residence at 900 LAKE JESSIE DR, WINTER HAVEN, photo 29 of 50
Single Family Residence at 900 LAKE JESSIE DR, WINTER HAVEN, photo 30 of 50
Secondary bathroom - 900 LAKE JESSIE DR, WINTER HAVEN
Secondary bathroom - 900 LAKE JESSIE DR, WINTER HAVEN
Third bathroom - 900 LAKE JESSIE DR, WINTER HAVEN
Laundry room - 900 LAKE JESSIE DR, WINTER HAVEN
Back exterior - 900 LAKE JESSIE DR, WINTER HAVEN
Back exterior - 900 LAKE JESSIE DR, WINTER HAVEN
Back exterior/Open patio - 900 LAKE JESSIE DR, WINTER HAVEN
Back exterior - 900 LAKE JESSIE DR, WINTER HAVEN
Backyard/Lakefront - 900 LAKE JESSIE DR, WINTER HAVEN
Backyard/Lakefront - 900 LAKE JESSIE DR, WINTER HAVEN
Aerial - 900 LAKE JESSIE DR, WINTER HAVEN
Aerial - 900 LAKE JESSIE DR, WINTER HAVEN
Aerial - 900 LAKE JESSIE DR, WINTER HAVEN
Aerial - 900 LAKE JESSIE DR, WINTER HAVEN
Aerial - 900 LAKE JESSIE DR, WINTER HAVEN
Front exterior, plenty of parking space - 900 LAKE JESSIE DR, WINTER HAVEN
Front exterior - 900 LAKE JESSIE DR, WINTER HAVEN
Front exterior - 900 LAKE JESSIE DR, WINTER HAVEN
Make this wonderful home yours today! - 900 LAKE JESSIE DR, WINTER HAVEN
Front Exterior - 900 LAKE JESSIE DR, WINTER HAVEN
50 photos

$410,000

900 LAKE JESSIE DR
WINTER HAVEN, FL 33881
Listed by Patricia De Graaff, LLC · RE/MAX HERITAGE PROFESSIONALS
Bedrooms
3
Bathrooms
3
Living area
1,828 sqft
Year built
1948

About this home

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 and 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 and 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!

Highlights

Waterfront

Property details

MLS #
MFRS5146723
Property type
Single Family Residence
Subdivision
EAST VIEW PKWY
Status
Active
Days on market
186
On market date
March 28, 2026
Stories
N/A
Total bathrooms
3
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.38 acres
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
FRED G. GARNER ELEMENTARY SCHOOL
0.99 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
868
Student:teacher ratio
17.7:1
District
POLK
Middle
JERE L. STAMBAUGH MIDDLE
1.61 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
983
Student:teacher ratio
19.3:1
District
POLK
High
AUBURNDALE SENIOR HIGH SCHOOL
1.59 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,680
Student:teacher ratio
23.3:1
District
POLK

Walkability

Blended score for WINTER HAVEN's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

70
Walkable
out of 100
EPA National Walkability Index
11.2 / 20 -- Above average walkable
Google Places amenity density
90 / 100
Restaurants & cafes20
Grocery stores7
Parks1
Schools5
Transit stops20
Pharmacies4

Market position

How this listing compares to current activity in WINTER HAVEN, from live MLS data.

On the market 186 days -- 92 more days than WINTER HAVEN's current average of 94 days.
For reference, the median list price across 1,269 active listings in WINTER HAVEN right now is $247,500.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$2,619/mo
$82,000 down
$328,000 loan
Principal & interest$2,127
Property tax (est.)$342
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 5 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.