157 Lake Roy Drive, Winter Haven, FL 33884
Local realty services provided by:Gulf Shores Realty ERA Powered
Listed by: michael stone, deanna stone
Office: the stones real estate firm
MLS#:L4957283
Source:MFRMLS
Price summary
- Price:$919,000
- Price per sq. ft.:$201.62
About this home
Lakefront pool home on the Winter Haven Chain of Lakes with a detached apartment, 4 car garage, abundant open parking, RV parking pad, pool, dock and more! Perfectly positioned on Lake Roy, one of the Chain’s quietest and clearest lakes, this property delivers sunset views, calm waters, and direct boat access to 20 canal-connected lakes for endless fishing, skiing, cruising, lakefront dining, live music, and seasonal LEGOLAND fireworks. The main residence features over 3,800 sqft of living space with 4 bedrooms, 2 full baths, and 2 half baths, plus a detached 550 sqft apartment with its own living room, bedroom, and bath—ideal for guests and extended family. Inside the main home, formal living and dining spaces lead to a well-equipped kitchen with center island, breakfast bar, abundant cabinetry, and a lakeview dinette designed to capture nightly sunsets. The inviting family room—with its brick natural-gas fireplace—adds warmth and comfort for everyday living. The primary suite offers dual walk-in closets, split vanities, a jetted tub, and walk-in shower, while secondary bedrooms provide generous space and excellent storage.
Outdoor living is where this property excels. Enjoy a natural gas–heated pool and spa, expansive covered and open decking, cabana bath, panoramic lake views, and a private boathouse with lift—creating the ultimate lakefront playground. A public boat ramp just one home away adds exceptional convenience.
Major updates ensure peace of mind, including: new roofs on both structures (2018), complete replumbing (2019), new flooring throughout (2020), remodeled bathrooms (2020), new irrigation pump (2023), upgraded landscape lighting (2025), natural-gas pool/spa heater (2019), and a brand-new 2-ton A/C in the apartment (2025).
Located between Tampa and Orlando, this property offers the perfect blend of small-town charm, recreation, and waterfront living. 157 Lake Roy Drive is more than a home—it’s a fully updated lakefront compound offering space, versatility, and true Winter Haven Chain of Lakes lifestyle.
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Home facts
- Year built:1987
- Listing ID #:L4957283
- Added:54 day(s) ago
- Updated:January 09, 2026 at 01:46 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:3
- Half bathrooms:2
- Living area:3,839 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central, Electric
Structure and exterior
- Roof:Shingle
- Year built:1987
- Building area:3,839 sq. ft.
- Lot area:0.65 Acres
Schools
- High school:Lake Region High
- Middle school:Denison Middle
- Elementary school:Chain O Lakes Elem
Utilities
- Water:Public, Water Connected
- Sewer:Septic Tank
Finances and disclosures
- Price:$919,000
- Price per sq. ft.:$201.62
- Tax amount:$8,990 (2025)
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