815 Lake Jessie Drive, FL815 Lake Jessie Drive, FL815 Lake Jessie Drive, FL
Stellar MLS
1 / 67

$615,000

815 Lake Jessie Drive

Winter Haven, FL 33881

Listing updated: June 24, 2026 at 10:56 AM ET

Active
Stellar MLSListing courtesy of Meta One Realty Group Llc · Aline Oliveira · MLS #S5149974 · Active · 407-223-3678
4
Beds
4
Baths
4,128
Sq Ft
0.34
Acres
1949
Built
Water viewWater accessPrivate poolFireplace$149/sqft360° tour
Single Family Residence

Property type

1949

Year built

15,011 sqft

Lot size

$149

Price / sq ft

No HOA

HOA dues

40

Days on market

2

Garage spaces

X

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

Principal & interest$3,110
Property taxes$595
Home insurance (est.)$282

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

  1. Status: Active
    May 15, 2026
  2. Listed$650,000
    May 15, 2026
  3. 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

ElementaryAuburndale Central ElemGreatSchools ↗
MiddleWestwood MiddleGreatSchools ↗
High SchoolAuburndale High SchoolGreatSchools ↗

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

RoomLevelDimensions
Living RoomFirst20x11
Family RoomFirst33.5x12
Primary BedroomFirst19x13
Bedroom 2First14x12
Bedroom 3First12x10
Bedroom 4First19x15
KitchenFirst11x10
Dining RoomFirst14x11

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 riskFEMA Zone X

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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MLS GRID

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