240 SANTA ROSA DRIVE Winter Haven, FL $ 446,700
240 SANTA ROSA DRIVE
$ 446,700
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240 SANTA ROSA DRIVE

Winter Haven, FL, 33884
$ 446,700
Bedrooms4 Baths2.1 Sq 2,850

Monthly Estimate*

$ 2,750

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Single Family Home for sale in Winter Haven, FL

for $446,700 with 4 bedrooms and 2 full baths, 1 half bath. This 2,850 square foot home was built in 1988 on a lot size of 0.28.

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 second-floor 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.

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Single Family Active

Price

$ 446,700

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 2,790

Style

Traditional

Lot Size

0.28

Year Built

1988

Town/City

Winter Haven

County/Region

Polk

MLS | Web ID

L4958092

Features
General
Sewer Septic Tank
Heating Central
Cooling Central Air
Utilities Cable Available Electricity Connected Fire Hydrant Sprinkler Well
Roof Shingle
Appliances Dishwasher Disposal Dryer Gas Water Heater Microwave Range Refrigerator Washer
Zoning 0
HOA Fee 550
Garage Spaces 2
Patio/Porch Features Covered Patio Porch
Architectural Style Traditional
Pool Features Gunite In Ground Salt Water
Security Features Gated Community
Construction Materials Wood Frame Wood Siding
Pets Allowed Yes
Year Built 1988
Levels Two
Property Subtype Single Family Residence
Tax Year 2023
Ownership Fee Simple
Community Features Deed Restrictions Gated Community - No Guard
Assoc Fee Paid Per Annually
County Polk
New Construction false
Property Type Residential
Association Amenities Gated
Attached Garage true
Subdivision Name OVERLOOK ESTS PH 3
Facing Direction South
Garage Y/N true
Other Structures Shed(s)
Total Rooms 11
Full Baths 2
Status Active
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.
High School Winter Haven Senior
City WINTER HAVEN
Association Name Overlook Estates
Senior Community Y/N false
MLS Area 33884 - Winter Haven / Cypress Gardens
Lot Size Units Square Feet
Lot Size Square Feet 12350
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Spa Features Above Ground Heated
Elementary School Elbert Elem
Land Lease Y/N false
Tax Annual Amount 2790
Home Warranty Y/N false
Middle/Junior High School Denison Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/L4958092
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 22
Legal Description OVERLOOK ESTATES PHASE 3 PB 83 PG 50 LOT 22
Minimum Lease No Minimum
Water Access Y/N false
Monthly HOA Amount 45.83
Additional Rooms Attic Family Room Florida Room Formal Dining Room Separate Formal Living Room Separate Inside Utility
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Cathedral Ceiling(s) Ceiling Fan(s) Crown Molding High Ceilings PrimaryBedroom Upstairs Split Bedroom Walk-In Closet(s)
Flooring Carpet Ceramic Tile
Furnished Y/N Unfurnished
Fireplace Features Family Room Living Room Wood Burning
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Window Treatments
Fireplace Y/N true
Half Baths 1
Laundry Features Inside
Total Bedrooms 4
Total Baths 3
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Exterior
Exterior Amenities Fire Pit Irrigation System Outdoor Shower Rain Gutters Storage
Vegetation Mature Landscaping Trees/Landscaped
Fencing Fenced
Parking Features Garage Door Opener
Lot Features In County Landscaped
Water Source Public
Lot Size Area 12350
Foundation Details Slab
Spa true
Building Area Total 4216
Lot Dimensions 95.0 x 130.0
Lot Size Acres 0.28
Road Surface Type Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
Road Responsibility Private Maintained Road
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* Excluded Features
List By
Live Florida Realty

Broker

brian@liveflrealty.com

Email

Affordability Calculator

$2,983
Per Month
92%
8%
0%
Monthly Principal & Interest
$2,750
Monthly Property Taxes
$233
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Haven Senior High School High School
Pricing History
DatePricePrice ChangeDescription
2/22/2026$446,700 Listed Price

Map


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240 SANTA ROSA DRIVE, Winter Haven, FL, 33884 is a Single Family Home for sale at $446,700 with 2,850 sqft and a lot size of 0.28. 240 SANTA ROSA DRIVE has 4 bedrooms, 2.1 baths, and was built in 1988. The property's zip code is 33884 which is in Winter Haven, FL