1 of 50

Want to see this home?

900 Lake Jessie Drive

Winter Haven, FL 33881

3 beds
3 baths
1,828 sqft
~1/2 acre lot
$300 per sqft
1948 build
– on site

Live the ultimate lakefront lifestyle on Lake Jessie. This beautifully maintained single-story home on a 189 acre lake on the South end of Winter Haven's famed Chain of Lakes offers a rare combination of privacy, recreation, and breathtaking views — all just minutes from downtown and a quick trip to Central Florida’s top attractions. Key Features: •. metal roof 2019 • Updated interior with modern finishes • Spacious layout with 3 bedrooms and 3 bathrooms • Open-concept living area with large windows and lake views • Bedrooms thoughtfully separated from common areas for privacy • East-facing rear exposure for stunning morning sunrises • Large, flat front and back yards — ideal for games, entertaining, or outdoor yoga • Covered patio and private dock overlooking the lake Lake Life at Your Doorstep: • Direct access to Lake Jessie for boating, fishing, kayaking, paddleboarding, waterskiing, wakeboarding, and barefoot skiing • Close to multiple slalom courses and a seaplane base • Watch bald eagles, herons, osprey, and other tropical birds from your backyard • Cruise the Chain of Lakes to dine at on-the-water restaurants and bars Prime Location: • 8 minutes to downtown Winter Haven restaurants, theaters, and Central Park events • 20 minutes to LEGOLAND • 30–45 minutes to Walt Disney World and Universal Orlando • Access to top-tier waterski and barefooting schools nearby Take a look at 900 Lake Jessie Dr. The home has 3 bedrooms and 3 bathrooms and over 1800 square feet, making this move-in-ready lakefront home the perfect pick as a primary residence, vacation retreat, or investment property in the heart of Florida’s water-sports paradise. This Chain of Lakes home offers an open floor plan that offers a great split layout to allow privacy to the bedrooms. Stunning views of the lake are available from most windows in the home. Schedule your private tour today and start living the lakefront dream!

Listing courtesy of STELLAR_MLS / KELLER WILLIAMS REALTY SMART 1

Last checked: Checking… • Last updated May 21, 2025 •

MLS# P4934787 —

The Building

Year Built:

1948
New Construction:

false
Construction Materials:

HardiPlank Type
Levels:

One
Stories Total:

1
Roof:

Shingle
Foundation Details:

Slab
Building Area Total:

1828
Building Area Units:

Square Feet
Building Area Source:

Owner

Interior

Interior Features:

Ceiling Fan(s)
Flooring:

Luxury Vinyl
Fireplace:

false

Room Dimensions

Living Area:

1828
Living Area Units:

Square Feet
Living Area Source:

Owner

Location

Directions:

From Havendale Blvd, turn on Lake Jessie Drive, home will be on the right.
Latitude:

28.056417
Longitude:

-81.767062
Coordinates:

-81.767062, 28.056417

The Property

Parcel Number:

252812338500000140
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Size Acres:

0.38
Lot Size Area:

16365
Lot Size SqFt:

16365
Lot Size Dimensions:

79.2 x 195
Lot Size Units:

Square Feet
Total Acres:

1/4 to less than 1/2
Zoning:

R-1
Direction Faces:

West
View:

Water
View:

true
Exterior Features:

Rain Gutters
Water Source:

Public
Road Surface Type:

Paved
Flood Zone Code:

X AE
Additional Parcels:

true
Additional Parcels Description:

25-28-12-338500-000132
Homestead:

false
Lease Restrictions:

false
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

14
Tax Legal Description:

EAST VIEW PARKWAY PB 13 PG 4 LOT 14 & N 15 FT OF 15
Tax Book Number:

13-4
Tax Annual Amount:

$3,760.41

Beds

Bedrooms Total:

3

Baths

Total Baths:

3
Total Baths:

3
Full Baths:

3

The Listing

Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Cable Connected
Sewer:

Public Sewer

Appliances

Appliances:

Dishwasher
Laundry Features:

Inside

Schools

Elementary School:

Auburndale Central Elem
Middle Or Junior School:

Westwood Middle
High School:

Auburndale High School

The Community

Subdivision Name:

EAST VIEW PKWY
Senior Community:

false
Waterview:

Lake
Waterview:

true
Water Access:

Lake
Water Access:

true
Water Extras:

Skiing Allowed
Waterfront:

true
Waterfront Features:

Lake Front
Pool Private:

false
Pets Allowed:

Cats OK
Association:

false
Ownership:

Fee Simple

Parking

Garage:

false
Carport:

true
Carport Spaces:

2
Covered Spaces:

2
Open Parking:

true
Parking Features:

Covered

Monthly cost estimate

Asking price

$550,000

Expense	Monthly cost
Mortgage	$2,945
Taxes	$313
Insurance	$151
Utilities	$188 See report
Total	$3,597/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
5/21/25 May 21, 2025	Listed / Active	STELLAR_MLS	$550,000	100.7% (21.4% / YR)
9/4/20 Sep 4, 2020		STELLAR_MLS	$274,000

Want a closer look?

Go see 900 Lake Jessie Drive

Or Call Toll Free 1-800-377-0462

We guarantee that we’ll never spam you.

* indicates a required field

More homes

Newest listings in Winter Haven, FL

Similar sold homes

This house located in Lake Jessie, Winter Haven, FL 33881 is currently for sale for $550,000. 900 Lake Jessie Drive is a 1,828 square foot house with 3 beds and 3 baths that has been on Estately for 0 days. 900 Lake Jessie Drive is in the Lake Jessie neighborhood of Winter Haven and has a WalkScore® of 22, making it car-dependent. This house is in the attendance area of Frank E. Brigham Academy, Auburndale Central Elementary School, Lake Alfred Polytech Academy, Jewett Middle Academy Magnet, Westwood Middle School, Auburndale Senior High School, and Jewett School Of The Arts.

Listing Courtesy of: STELLAR_MLS and KELLER WILLIAMS REALTY SMART 1.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing 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. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.