WINTER HAVEN, FL 33884 240 SANTA ROSA DRIVE

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Presented By: LIVE FLORIDA REALTY with 863-868-8905. - 863-868-8905
  • MLS# L4958092
  • 12/24/2025
  • Request Tour
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Disclaimer: The information contained in this listing has not been verified by Homepride Group at EXP Realty and should be verified by the buyer.
  • Beds • 4
  • Full/Half Baths • 2 / 1
  • SQFT • 2,850
  • Garage • 2

Home Details

Luxury Meets Paradise in Winter Haven's Exclusive Overlook Estates! Experience the pinnacle of Florida living in this exceptional 4-bedroom, 2.5-bath pool home, offering 2,850 sq ft of light-drenched space in the established Overlook Estates neighborhood, where privacy and prestige define the community. Originally built in 1988, this residence masterfully blends timeless elegance with impressive modern upgrades, delivering move-in-ready comfort and lasting value. The inviting open-concept layout features soaring ceilings, expansive rooms bathed in natural light, and seamless flow between formal and casual areas, ideal for effortless entertainment, relaxed family gatherings, a dedicated home office, or accommodating multi-generational living. The heart of the home shines with a spacious, functional kitchen boasting abundant cabinetry, generous counter space, and convenient direct access to the incredible outdoor retreat. Retreat to the serene primary suite, your personal oasis complete with a private en-suite bath and large walk-in closet, while the three additional versatile bedrooms allow endless possibilities for family, guests, hobbies, or more. Outside awaits your own private Florida paradise: a pristine saltwater pool, separate hot tub, dedicated poolside bar or pool house, and a sprawling patio perfect for year-round al fresco dining, BBQs, lounging, or hosting unforgettable events under the Florida sun. Recent high-value updates provide total peace of mind: new roof (2018), fully updated septic system and drain field (2024), and a brand-new air conditioning system (2025), ensuring efficiency, reliability, and low-maintenance enjoyment for years to come. Nestled in one of Winter Haven's most coveted communities, you're just minutes from the world-famous Chain of Lakes (boating, fishing, kayaking, and endless water recreation), championship golf courses, premier shopping, diverse dining, and easy commutes to Tampa, Orlando, and beyond, including nearby Legoland thrills. This is the rare opportunity you've been waiting for: a spacious, impeccably updated, ultra-private luxury home in a top-tier location. Properties like this sell fast, don't wait! Schedule your exclusive showing today and make this dream residence yours before it's gone.
Presented By: LIVE FLORIDA REALTY with 863-868-8905. - 863-868-8905

Interior Features for 240 SANTA ROSA DRIVE

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths1
Total Baths3

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace FeaturesFamily Room, Living Room, Wood Burning
Fireplace Y/NYes
FlooringCarpet, Ceramic Tile
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesCathedral Ceiling(s), Ceiling Fan(s), Crown Molding, High Ceilings, PrimaryBedroom Upstairs, Split Bedroom, Walk-In Closet(s)
Laundry FeaturesInside
Window FeaturesBlinds, Window Treatments

General for 240 SANTA ROSA DRIVE

Additional Parcels Y/NNo
Additional RoomsAttic, Family Room, Florida Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility
AppliancesDishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer
Architectural StyleTraditional
Assoc Fee Paid PerAnnually
Association AmenitiesGated
Association NameOverlook Estates
Attached Garage Yes
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINTER HAVEN
Community FeaturesDeed Restrictions, Gated Community - No Guard
Construction MaterialsWood Frame, Wood Siding
CoolingCentral Air
CountyPolk
DirectionsFrom 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.
Elementary SchoolElbert Elem
Facing DirectionSouth
Flood Zone CodeX
Flood Zone Code XY
Full Baths2
Garage Spaces2
Garage Y/NYes
HOA Fee$550
HeatingCentral
High SchoolWinter Haven Senior
Home Warranty Y/NNo
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionOVERLOOK ESTATES PHASE 3 PB 83 PG 50 LOT 22
LevelsTwo
Listing TermsCash, Conventional, FHA, VA Loan
Living Area UnitsSquare Feet
Lot Size Square Feet12350
Lot Size UnitsSquare Feet
MLS Area33884 - Winter Haven / Cypress Gardens
Middle/Junior High SchoolDenison Middle
Minimum LeaseNo Minimum
Monthly HOA Amount45.83
New ConstructionNo
Occupancy TypeOwner
Other StructuresShed(s)
OwnershipFee Simple
Patio/Porch FeaturesCovered, Patio, Porch
Pets AllowedYes
Pool FeaturesGunite, In Ground, Salt Water
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Security FeaturesGated Community
Senior Community Y/NNo
SewerSeptic Tank
Spa FeaturesAbove Ground, Heated
Standard StatusActive
StatusActive
Subdivision NameOVERLOOK ESTS PH 3
Tax Annual Amount2790
Tax Lot22
Tax Year2023
Total Rooms11
UtilitiesCable Available, Electricity Connected, Fire Hydrant, Sprinkler Well
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built1988
Zoning0

Exterior for 240 SANTA ROSA DRIVE

Building Area Total4216
Covered Spaces2
Exterior AmenitiesFire Pit, Irrigation System, Outdoor Shower, Rain Gutters, Storage
FencingFenced
Foundation DetailsSlab
Lot Dimensions95.0 x 130.0
Lot FeaturesIn County, Landscaped
Lot Size Acres0.28
Lot Size Area12350
Parking FeaturesGarage Door Opener
Private PoolYes
Road Frontage TypeStreet Paved
Road ResponsibilityPrivate Maintained Road
Road Surface TypePaved
SpaYes
VegetationMature Landscaping, Trees/Landscaped
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Schools

High School Winter Haven Senior High School

Steven Pugh

Broker Associate | Team Leader
Price $445,000
MLS#L4958092
List Date 12/24/2025
Property Type Single Family
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