
900 Lake Jessie Dr Winter Haven, FL 33881
Estimated payment $3,277/month
Highlights
- Lake Front
- 0.38 Acre Lot
- In-Law or Guest Suite
- Frank E. Brigham Academy Rated 9+
- No HOA
- Living Room
About This Home
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. With a private entrance in-law suite, this would also make a great multi-generational house, or income possibility.
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 Agent
KELLER WILLIAMS REALTY SMART 1 Brokerage Phone: 863-508-3000 License #3305739 Listed on: 05/21/2025

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $3,760
Year Built
- Built in 1948
Lot Details
- 0.38 Acre Lot
- Lot Dimensions are 79.2x195
- Lake Front
- West Facing Home
- 2 Lots in the community
- Additional Parcels
Home Design
- Slab Foundation
- Shingle Roof
- HardiePlank Type
Interior Spaces
- 1,828 Sq Ft Home
- 1-Story Property
- Ceiling Fan
- Entrance Foyer
- Family Room
- Living Room
- Dining Room
- Chain Of Lake Views
- Laundry in unit
Kitchen
- Range
- Dishwasher
Flooring
- Luxury Vinyl Tile
- Vinyl
Bedrooms and Bathrooms
- 3 Bedrooms
- Split Bedroom Floorplan
- In-Law or Guest Suite
- 3 Full Bathrooms
Parking
- 2 Carport Spaces
- Driveway
Outdoor Features
- Access To Lake
- Access To Chain Of Lakes
- Water Skiing Allowed
- Rain Gutters
Schools
- Auburndale Central Elementary School
- Westwood Middle School
- Auburndale High School
Utilities
- Central Heating and Cooling System
- Electric Water Heater
- Cable TV Available
Community Details
- No Home Owners Association
- East View Pkwy Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 14
- Assessor Parcel Number 25-28-12-338500-000140
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2025 | $3,760 | $237,560 | -- | -- |
2024 | $3,520 | $215,964 | -- | -- |
2023 | $3,520 | $196,331 | $0 | $0 |
2022 | $3,306 | $178,483 | $0 | $0 |
2021 | $2,776 | $162,257 | $45,811 | $116,446 |
2020 | $1,368 | $104,716 | $0 | $0 |
2019 | $1,336 | $102,362 | $0 | $0 |
2018 | $1,300 | $100,453 | $0 | $0 |
2017 | $1,272 | $98,387 | $0 | $0 |
2016 | $1,230 | $96,363 | $0 | $0 |
2015 | $885 | $95,693 | $0 | $0 |
2014 | $1,164 | $94,934 | $0 | $0 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
08/28/2025 08/28/25 | Price Changed | $545,000 | -0.9% | $298 / Sq Ft |
05/21/2025 05/21/25 | For Sale | $550,000 | +100.7% | $301 / Sq Ft |
09/04/2020 09/04/20 | Sold | $274,000 | -8.4% | $150 / Sq Ft |
08/06/2020 08/06/20 | Pending | -- | -- | -- |
07/08/2020 07/08/20 | For Sale | $299,000 | -- | $164 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Warranty Deed | $274,000 | Real Estate Title Svcs Inc | |
Warranty Deed | -- | Attorney | |
Warranty Deed | -- | -- | |
Warranty Deed | -- | -- | |
Warranty Deed | -- | -- | |
Warranty Deed | -- | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Previous Owner | $154,950 | VA | |
Previous Owner | $13,610 | New Conventional | |
Previous Owner | $14,287 | New Conventional |
Similar Homes in the area
Source: Stellar MLS
MLS Number: P4934787

APN: 25-28-12-338500-000140
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