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$445,000

240 SANTA ROSA DRIVE, WINTER HAVEN, FL 33884

3D Tour
Active155 days on market

Beds

4

Baths

3

Sq Ft

2,850 sq ft

Year Built

1988

Lot Size

0.28 acres

Garage

2

About This Property

Back on the market! Beautiful 4 bedroom, 2 1/2-bathroom, pool home with new roof (2024), septic (2024), A/C (2025) in gated Overlook Estates. Fresh price reduction, bring your offers! Experience the pinnacle of Florida living in this exceptional pool home, offering 2,850 sq ft of light-drenched space in the established Overlook Estates neighborhood, where privacy and prestige define the community. This is the rare opportunity you've been waiting for: a spacious, ultra-private luxury home in a top-tier location. Schedule your showing today and make this dream residence yours before it's gone.

Property Overview

Property TypeResidential
Sub TypeSingle Family Residence
MLS #L4958092
StatusActive
Year Built1988
Total Rooms11
ConstructionWood Frame, Wood Siding
RoofShingle
FoundationSlab
FacesSouth
SubdivisionOVERLOOK ESTS PH 3
CountyPolk
OwnershipFee Simple

Interior Features

InteriorCathedral Ceiling(s), Ceiling Fan(s), Crown Molding, High Ceilings, PrimaryBedroom Upstairs, Split Bedroom, Walk-In Closet(s)
FlooringCarpet, Ceramic Tile
AppliancesDishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer
LaundryInside
WindowsBlinds, Window Treatments
CoolingCentral Air
HeatingCentral
FireplaceYes ()
SecurityGated Community

Exterior & Lot

ExteriorFire Pit, Irrigation System, Outdoor Shower, Rain Gutters, Storage
FencingFenced
Other StructuresShed(s)
Lot Size0.28 acres (12,350 sq ft)
Lot Dimensions95.0 x 130.0
Lot FeaturesIn County, Landscaped
Road SurfacePaved

Pool & Spa

Private PoolYes
Pool FeaturesGunite, In Ground, Salt Water
SpaAbove Ground, Heated

Utilities

WaterPublic
SewerSeptic Tank
UtilitiesCable Available, Electricity Connected, Fire Hydrant, Sprinkler Well

Parking

GarageYes (2 spaces)

HOA & Community

HOAYes
HOA Fee$550 / Annually
Senior CommunityNo

Financial Details

List Price$445,000
Original Price$462,900
Annual Taxes$2,790 (2023)
FinancingCash, Conventional, FHA, VA Loan
Zoning0
Parcel #262835662927000220

Schools

ElementaryElbert Elem
MiddleDenison Middle
HighWinter Haven Senior

Directions

From Hwy 27: Turn onto Dundee Rd. Follow to Carl Floyd Rd, then turn left. Follow to Overlook Dr., then veer right onto Wakulla. Overlook Estates will be the first community on the right. Once through the gates turn right and follow the road to the back of the community, and the home is on the right. From Cypress Gardens Blvd: Turn onto Overlook Dr., follow to Wakulla and turn left. Overlook Estates will be the first community on the right. Once through the gates turn right and follow the road to the back of the community, and the home is on the right.

Location

240 SANTA ROSA DRIVE, WINTER HAVEN, FL 33884

Listing Information

OfficeLIVE FLORIDA REALTY
ListedDecember 24, 2025

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Home Price

$445,000

20% ($89,000)
6.75%

Loan Term

Principal & Interest$2,309
Property Tax (est.)$408
Insurance (est.)$150
Total Monthly$2,867
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Nearby Schools

How to Buy This Home

Multiple financing options available for this $445,000 home in WINTER HAVEN.

🏛️

FHA Loan

$15,575 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

$22,250 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.

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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: September 30, 2026.

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