900 Lake Jessie Dr, Winter Haven, FL 33881
$550,000
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Home Description
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!
- Elementary School: Auburndale Central Elem
- Middle School: Westwood Middle
- High School: Auburndale High School
- Water View: Lake,Lake - Chain of Lakes
- Water Frontage: Lake Front,Lake Privileges
- Water Feet: 0
- Water Extras: Skiing Allowed
- Water Access: Lake,Lake - Chain of Lakes
- Interior Features: Ceiling Fans(s),Split Bedroom
- Appliances: Dishwasher,Electric Water Heater,Range,Refrigerator
- Floor Covering: Luxury Vinyl
- Exterior Features: Rain Gutters
- Exterior Contruction: HardiPlank Type
- Foundation: Slab
- Front Exposure: West
- Roof: Shingle
- Building Sqft: 1828
Available now at $550,000
Approximate Room Sizes / Descriptions
| Living Room | 12x21 | First | Vinyl |
| Dining Room | 8x12 | First | Vinyl |
| Kitchen | 7x12 | First | Vinyl |
| Foyer | 7x12 | First | Vinyl |
| Family Room | 11x15 | First | Vinyl |
| Primary Bedroom | 11x14 | First | Vinyl |
| Bedroom 2 | 10x12 | First | Vinyl |
| Bedroom 3 | 11x18 | First | Vinyl |
| Primary Bedroom 2 | 19x24 | First | |
- Garage: False
- Garage Spaces: 0
- Garage Feature: Covered,Driveway
- Carport: True
- Carport Spaces: 2
- Air Conditioning: Central Air
- Heating: Central
- Utilities: Cable Connected,Electricity Connected,Sewer Connected,Water Connected
- Lot Sqft: 16365.00
- Lot Dim: 79.2x195
- Lot Acres: 0.3800
- Total Acre: 1/4 to less than 1/2
- Lot Num: 14
- Style: Single Family Residence
- Building Num Floors: 1
- Pets Allowed: Cats OK,Dogs OK
- : 863-508-3000
Neighborhood
The average asking price of a 3 bedroom Winter Haven home in this zip code is
$317,633 (42.2% less than this home).
This home is priced at $301/sqft,
which is 35.2% less than similar homes
in the 33881 zip code.
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Financial
- Approx Payment:$2,676*
- Taxes:$3,760
Area Stats
These statistics are updated daily from the My Florida Regional MLS. For further analysis or
to obtain statistics not shown below please call EasyStreet Realty at
(407) 967-1435 and speak with one of our real estate consultants.
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Listing Courtesy of KELLER WILLIAMS REALTY SMART 1.
For information or to schedule a viewing of this property (MLS# P4934787), call: 407-967-1435
900 Lake Jessie Dr, Winter Haven FL is a single family home of 1828 sqft and
is currently priced at $550,000
.
This single family home has 3 bedrooms.
A comparable home for sale at 3017 Country Club Cir in Winter Haven is listed at $309,500.
In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures
in Winter Haven, FL.
Haven Shores, Island Lakes and Casarena On Lakes are nearby neighborhoods.
MLS P4934787 has been posted on this site since 5/21/2025 (today).
2025
5/22/2025.