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$610,000

815 LAKE JESSIE DRIVE, WINTER HAVEN, FL 33881

3D Tour

Active59 days on market

Beds

Baths

Sq Ft

4,128 sq ft

Year Built

1949

Lot Size

0.34 acres

Garage

About This Property

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!

Property Overview

Property TypeResidential

Sub TypeSingle Family Residence

MLS #S5149974

StatusActive

Year Built1949

Total Rooms8

ConstructionStucco

RoofMetal, Other

FoundationCrawlspace

FacesEast

SubdivisionEAST VIEW PKWY

CountyPolk

OwnershipFee Simple

FurnishedNegotiable

Interior Features

InteriorCathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments

FlooringLaminate, Tile, Hardwood

AppliancesDishwasher, Microwave, Range, Refrigerator

LaundryInside

CoolingCentral Air

HeatingCentral

FireplaceYes ()

SecuritySmoke Detector(s)

Exterior & Lot

ExteriorIrrigation System, Other, Rain Gutters, Sliding Doors, Storage

FencingFenced

Other StructuresOther, Shed(s)

Lot Size0.34 acres (15,011 sq ft)

Lot FeaturesIn County, Oversized Lot, Sidewalk

Road SurfacePaved, Asphalt

ViewWater

Pool & Spa

Private PoolYes

Pool FeaturesHeated, In Ground, Salt Water

Utilities

WaterPublic

SewerSeptic Tank

UtilitiesCable Available, Electricity Connected, Public

Parking

GarageYes (2 spaces)

HOA & Community

HOANo

Senior CommunityNo

Financial Details

List Price$610,000

Original Price$650,000

Annual Taxes$7,136 (2025)

FinancingCash, Conventional, FHA, VA Loan

ZoningRM

Parcel #252812338500000340

Schools

ElementaryAuburndale Central Elem

MiddleWestwood Middle

HighAuburndale High School

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.

Location

815 LAKE JESSIE DRIVE, WINTER HAVEN, FL 33881

Listing Information

OfficeMETA ONE REALTY GROUP LLC

ListedMay 15, 2026

Schedule a Tour

Pick a Day

Preferred Time

Home Price

$610,000

Down Payment20% ($122,000)

Interest Rate6.75%

Loan Term

Principal & Interest$3,165

Property Tax (est.)$559

Insurance (est.)$150

Total Monthly$3,874

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Nearby Schools

Elementary School

Auburndale Central Elem

View on GreatSchools →

Middle School

Westwood Middle

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High School

Auburndale High School

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How to Buy This Home

Multiple financing options available for this $610,000 home in WINTER HAVEN.

🏛️

FHA Loan

$21,350 Down

Government-backed, low down payment. Credit scores as low as 580.

🎖️

VA Loan

$0 Down

Zero down for eligible veterans, active duty, and military families.

🏦

Conventional

$30,500 Down

Traditional financing. As low as 3-5% down with good credit.

Florida Down Payment Assistance Programs

You may qualify for up to $35,000 in assistance to cover your down payment and closing costs.

Florida Hometown Heroes

Up to $35,000

First-time buyers working in FL

FL Assist

Up to $10,000

FHA, VA, or USDA borrowers

FL HLP Second Mortgage

Up to $10,000

First-time buyers, 0% deferred

Polk County SHIP

Varies

Income-qualifying Polk residents

Can You Afford This Home?

Quick check based on the 28% debt-to-income rule. Not a guarantee — just a starting point.

Full Calculator →First-Time Buyer Guide →VA Loan Guide →

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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. 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. Data last updated: July 13, 2026.