$615,000
815 Lake Jessie Drive
Winter Haven, FL 33881
Listing updated: June 24, 2026 at 10:56 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Step into timeless elegance with this stunning Mediterranean-style estate in the heart of Winter Haven. Offering over 4,100 square feet of living space, this one-of-a-kind property features a private casita, private pool, and endless possibilities for multi-generational living, guest accommodations, or a home office. Recent updates include a new roof and new AC, giving buyers peace of mind while preserving the home's unique character and charm. Enjoy spacious living areas, beautiful architectural details, and plenty of room for entertaining both indoors and outdoors. With no HOA, ample parking for boats, RVs, and recreational vehicles, and a prime location near Winter Haven's famous Chain of Lakes, this property combines flexibility, privacy, and convenience. Whether you're looking for a family retreat, a home with income potential, or a distinctive property that stands out from the ordinary, this exceptional residence is a must-see. Schedule your private tour today and discover everything this remarkable home has to offer!
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history40 days on market
- Status: ActiveMay 15, 2026
- Listed$650,000May 15, 2026
- Price reduced$615,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 40
- Subdivision
- East View Pkwy
- County
- Polk
- Year built
- 1949
- Living area
- 4,128 sq ft
- Price/sq ft
- $149
- Building area
- 4,587 sq ft (Public Records)
- Lot size
- 15,011 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $7,136 (2025)
- Parcel #
- 25-28-12-338500-000340
- Zoning
- RM
- MLS #
- S5149974
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 4
- Flooring
- Laminate, Tile, Wood
- Appliances
- Dishwasher, Microwave, Range, Refrigerator
- Interior features
- Cathedral Ceiling(s), Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
- Laundry
- Inside
- Stories / Levels
- One
- Direction faces
- East
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- No
- Parking features
- Driveway, Off Street, Open, Workshop in Garage
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Other, Rain Gutters, Sliding Doors, Storage
- Construction materials
- Stucco
- Roof
- Metal, Other
- Foundation
- Crawlspace
- Pool
- Private pool
- Water access
- Yes
- Water view
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Septic Tank
- Water source
- Public
- Utilities
- Cable Available, Electricity Connected, Public
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 20x11 |
| Family Room | First | 33.5x12 |
| Primary Bedroom | First | 19x13 |
| Bedroom 2 | First | 14x12 |
| Bedroom 3 | First | 12x10 |
| Bedroom 4 | First | 19x15 |
| Kitchen | First | 11x10 |
| Dining Room | First | 14x11 |
Listing Details
- Listing date
- 2026-05-12
- On market date
- 2026-05-15
- Original list price
- $650,000
- Occupant type
- Vacant
- MLS area
- 33881 - Winter Haven / Florence Villa
- Listing AOR
- Osceola
- Status changed
- 2026-05-15
- Tax legal description
- EAST VIEW PARKWAY PB 13 PG 4 LOTS 34 & 35
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From 1st Street North, left on Hwy 544/Havendale Blvd., turn right onto Jersey Road, right onto E. Derby Avenue, left onto Lake Jessie Drive, property will be on your left.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information 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.
Based on information submitted to the MLS GRID as of June 24, 2026 at 10:56 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA