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240 Santa Rosa Dr
For Sale $446,700 ($156.74 per Sq Ft)
$446,700 ($156.74 per Sq Ft)
- 4 Bedrooms
- 3 Bathrooms
- 2,850 Sq Ft
- 12,350 Sq Ft
Description
***NEW PRICE DROP***
Discover a remarkable private home in Winter Haven’s premier Overlook Estates. This spacious 4-bedroom, 2.5 bath residence boasts 2,850 square feet of elegant living space, featuring highly desirable outdoor amenities within an established and coveted neighborhood.
Built in 1988, the house combines classic style with significant modern enhancements. Inside, you’ll find soaring ceilings, generous rooms, and abundant sunlight that together create a refined yet welcoming setting, perfect for daily life or entertaining guests. Its open design effortlessly connects formal areas with casual ones, providing ample options for social gatherings, home offices, or multi-generational living arrangements.
At the heart of the home is a well-equipped kitchen, offering plenty of cabinetry and counter area, plus direct access to the outdoor entertainment spaces. The large primary suite serves as a peaceful sanctuary with its own en-suite bath and walk-in closet, while three additional bedrooms provide flexibility for family, guests, or other uses.
Step outside into your secluded backyard retreat, which includes a sparkling saltwater pool, detached hot tub, bar or pool house, and extensive patio ideal for relaxing or hosting year-round events, a true representation of Florida lifestyle.
Major recent updates add both security and enduring value: a new roof (2018), updated drain field and septic system (2024), and a brand-new second-floor air conditioning system (2025) ensure ongoing comfort and reliability.
Perfectly located just minutes from the Chain of Lakes, golf courses, shops, restaurants, and main routes to Tampa and Orlando, this home offers unparalleled prestige, privacy, and convenience.
Don’t miss this rare chance to own a luxurious, spacious, and upgraded residence in one of Winter Haven’s top communities. Schedule your private visit today before this outstanding property is sold.
Amenities
Garage
Pool
Garden
Security System
Internet
Telephone
Heating
Fireplace
Balcony & Patio
TV / Cable
Laundry
Hardwood Floors
Spa
Air Conditioning
Solar Power
Floor Plan
Great Views
Natural Light
Quiet
Water View
Elevator
Guest Unit(s)
Furnished
220 Volt
Property Details
| List Price | $446,700 |
| Property Type | Single Family Homes |
| Usable Sqft | 2,850 |
| Number of Stories | 0 stories |
| Parking Spots | 2 spots |
| Year Built | 1988 |
| Last Sold | Unknown |
| Sold Price | Unknown |
| HOA Fees: | $550 |
| Association Name: | Overlook Estates |
| Association Amenities: | Gated |
| APN # | 262835662927000220 |
| MLS # | L4958092 |
| Property ID | 319131989 |
| Lot Sqft | 12,350 |
| Zoning | 0 |
| Days on Market | 52 |
| Original List Price | $462,900 |
| Applicances | Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer% |
| Date Updated | February 05, 2026 |
| Date Created | December 24, 2025 |
Listing Provided By
Brian Surrency an agent of .
© 2026 STELLAR MLS. All rights reserved. Some listings on this website are from STELLAR as of February 05, 2026 The information being provided is 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.
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Robert Crawford
REAL ESTATE AGENT