Sitting on Lake Jessie and on a beautiful lot along the Winter Haven Chain of Lakes, this property offers an incredible opportunity to own waterfront living at an affordable price point. Known as the “Chain of Lakes City,” Winter Haven features dozens of interconnected lakes perfect for boating, fishing, watersports, and enjoying the true Florida lifestyle. Whether you’re looking for a full-time residence, seasonal snowbird retreat, or a smart long-term investment opportunity, this home is priced right for someone ready to make a few updates while securing a spot on the highly desirable main Chain of Lakes. Opportunities like this are becoming harder and harder to find. The home includes a metal roof, updated AC system, and updated plumbing, giving you a solid foundation to make it your own. The oversized lot provides plenty of extra driveway space and room to add a large garage or additional storage for boats, trailers, or recreational vehicles. Relax and unwind in the screened-in area while enjoying the peaceful lake breeze and beautiful waterfront surroundings. With endless potential and a low price, this property is a rare chance to create your dream lakefront getaway without breaking the bank.
Sold for $265,000
$265,000
908 LAKE JESSIE DRIVE, WINTER HAVEN, FL 33881
3beds
1,200sqft
Single Family Residence
Built in 1952
0.58 Acres Lot
$264,800 Zestimate®
$221/sqft
$1,787 Estimated rent
Home value
$264,800
$249,000 - $283,000
$1,787/mo
Zestimate® history
Owner options
List your home for rent
$1,787/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$1,787/mo
Rent Zestimate®
Refinance and save
$1,777/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$1,777/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Waterfront livingUpdated plumbingBeautiful waterfront surroundingsUpdated ac systemMetal roofPeaceful lake breezeOversized lot
Zillow last checked:
Listing updated:
Listed by:
Keith St. Onge 863-651-1397,
LA ROSA REALTY PRESTIGE 863-940-4850
Bought with:
Keith St. Onge, 3357092
LA ROSA REALTY PRESTIGE
Source: Stellar MLS,MLS#: P4938735
Originating MLS: Lakeland
Originating MLS: Lakeland
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Built-in Closet
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Heating
- Electric
Cooling
- Central Air
Appliances
- Included: Refrigerator
- Laundry: Other
Features
- Ceiling Fan(s)
- Flooring: Terrazzo, Tile
- Has fireplace: No
Interior area
- Total structure area: 1,980
- Total interior livable area: 1,200 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Exterior features: Private Yard, Storage
- Has view: Yes
- View description: Lake
- Has water view: Yes
- Water view: Lake
- Waterfront features: Lake Front, Lake Privileges, Fishing Pier, Skiing Allowed
- Body of water: LAKE JESSIE
Lot
- Size: 0.58 Acres
Details
- Parcel number: 252812338500000160
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Stucco
- Foundation: Block
- Roof: Metal
Condition
- New construction: No
- Year built: 1952
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: EAST VIEW PKWY
HOA
- Has HOA: No
Location
- Region: Winter Haven
Financial & listing details
- Price per square foot: $221/sqft
- Tax assessed value: $251,325
- Annual tax amount: $3,908
- Date on market: 5/20/2026
- Cumulative days on market: 14 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 6/18/2026 | Sold | $265,000-11.6%$221/sqft |
Source:  Stellar MLS #P4938735 Report a problem | ||
| 6/3/2026 | Pending sale | $299,900$250/sqft |
Source: Stellar MLS #P4938735 Report a problem | ||
| 5/27/2026 | Price change | $299,900-2.9%$250/sqft |
Source: Stellar MLS #P4938735 Report a problem | ||
| 5/20/2026 | Listed for sale | $309,000+37.3%$258/sqft |
Source: Stellar MLS #P4938735 Report a problem | ||
| 5/4/2026 | Sold | $225,000+45.2%$188/sqft |
Source: Public Record Report a problem | ||
| 3/24/2014 | Sold | $155,000$129/sqft |
Source: Stellar MLS #P4625169 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,150 +5% | $228,551 +10% |
| 2024 | $3,000 +4% | $207,774 +10% |
| 2023 | $2,885 +8.2% | $188,885 +10% |
| 2022 | $2,666 +19.7% | $171,714 +10% |
| 2021 | $2,227 +1.7% | $156,104 +2.6% |
| 2020 | $2,189 +3.4% | $152,186 +6.5% |
| 2019 | $2,116 -16.4% | $142,836 -3.5% |
| 2018 | $2,532 +1.4% | $147,951 +20.8% |
| 2017 | $2,498 +36.5% | $122,509 +2.2% |
| 2016 | $1,829 +5.6% | $119,927 +8.1% |
| 2015 | $1,733 +67% | $110,893 +28.9% |
| 2014 | $1,038 +43.6% | $86,062 +29.7% |
| 2002 | $722 +2.6% | $66,376 +1.6% |
| 2001 | $704 | $65,331 |
Find assessor info on the county website
Neighborhood: 33881
Nearby homes
- $457,8004 bd2 ba2k sqft910 Lake Jessie Dr, Winter Haven, FL 33881Off Market
- $753,7004 bd6 ba2.9k sqft906 Lake Jessie Dr, Winter Haven, FL 33881Off Market
- $1,8002 bd1 ba1.1k sqft912 Lake Jessie Dr, Winter Haven, FL 33881For Rent
- $1,3001 bd1 ba800 sqft912 Lake Jessie Dr #B, Winter Haven, FL 33881For Rent
- $425,0003 bd3 ba1.8k sqft900 Lake Jessie Dr, Winter Haven, FL 33881For Sale
- $284,5003 bd3 ba1.8k sqft900 Lake Jessie Dr, Winter Haven, FL 33881Off Market
- $560,7003 bd3 ba1.9k sqft914 Lake Jessie Dr, Winter Haven, FL 33881Off Market
- $360,7003 bd2 ba1.9k sqft820 Lake Jessie Dr, Winter Haven, FL 33881Off Market
Nearby schools
GreatSchools rating
- 3/10Auburndale Central Elementary SchoolGrades: PK-5Distance: 1.3 mi
- 4/10Westwood Middle SchoolGrades: 6-8Distance: 1.7 mi
- 3/10Auburndale Senior High SchoolGrades: PK,9-12Distance: 1.6 mi
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$264,800
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$264,800
- Florida
- Polk County
- Winter Haven
- 33881
- 908 LAKE JESSIE DRIVE
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Winter Haven Topics
