Price Reduced 6.05%

$434,900 ($152.60 per sqft)

Est. Mortgage $2,142/mo *

Quick Pre-Approval

Price History

$462,900
12/24/2025

$452,900
1/2/2026

$450,000
1/16/2026

$446,700
2/5/2026

$445,000
3/8/2026

$434,900
3/24/2026


240 SANTA ROSA DRIVE, Winter Haven, FL, 33884

240 SANTA ROSA DRIVE, Winter Haven, FL, 33884

11 rooms

4 beds

2 Full / 1 Half baths

1988

Traditional

2,850 sqft

*** Motivated seller! Beautiful 4/2.5 pool home with new roof (2024), septic (2024), A/C (2025) in gated Overlook Estates. Fresh price reduction, bring your offers! Seller willing to consider concessions with full-priced offers. *** 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.


Status:

Active

Type:

Single-family residential

Furnished Remarks:

Unfurnished

Laundry Remarks:

Inside

Subdivision:

OVERLOOK ESTS PH 3

Garage:

2-car Garage Door Opener

Heating:

Central

Cooling:

Central Air

Common Charge:

$550 Annually

Lot Size:

95.0 x 130.0

Acreage:

0.28

Est. Taxes:

$2,790

HOA Fee

$550

Construction

Wood Frame, Wood Siding

Utilities

Cable Available, Electricity Connected, Fire Hydrant, Sprinkler Well

Lot Description:

In County, Landscaped

Amenities:

Gated

Elementary School:

Elbert Elem

Middle School:

Denison Middle

High School:

Winter Haven Senior

Days on Market:

89

Pet Policy:

Yes

Appliances:

Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer

Pool:

Gunite, In Ground, Salt Water

Min Lease Term:

No Minimum

MLS #:

L4958092


Community Info

School Info

Walk Score

Yelp


Listing courtesy of LIVE FLORIDA REALTY 863-868-8905