157 LAKE ROY DRIVE, Winter Haven, FL 33884

• 5 beds |
• 5 baths |
• 3,839 sqft

Property Description

One or more photo(s) has been virtually staged. 157 Lake Roy Drive offers a rare combination of space, privacy, and lakefront living on the Winter Haven Chain of Lakes. Set on a quiet, crystal-clear lake with direct access to more than 20 connected lakes, the property includes a 3,289 sqft main residence (4 beds/4 baths), a 550 sqft detached apartment (1 bed/1 bath), extensive parking and storage for 15+ vehicles, and a variety of outdoor amenities designed for year-round enjoyment. Both structures received new roofs in 2018, and the property has been steadily updated over the years, including complete replumbing (2019), new flooring throughout the main residence (2020), remodeled bathrooms (2020), a brand-new 2-ton A/C system in the apartment (2025), a new irrigation pump (2023), upgraded landscape lighting (2025), and a natural-gas pool/spa heater (2019). Inside the main residence, the layout offers generous living areas that balance comfort and functionality. The kitchen includes abundant cabinetry, a center island, breakfast bar, and a lakeview dinette positioned to take in sunset views. Formal living and dining rooms accommodate gatherings of any size, while the family room features a natural-gas brick fireplace for added warmth and character. The primary suite includes dual walk-in closets, split vanities, a jetted tub, and a large walk-in shower. Secondary bedrooms are well-sized, and the home provides extensive storage throughout. Outdoor living is one of the property’s strongest features, with a natural-gas heated pool and spa, covered and open decking, a cabana bath, panoramic sunset views, and a private boathouse with lift. The expansive parking capacity makes the property well-suited for hosting large groups, and thoughtful landscape lighting enhances the setting after sunset. Those needing workspace, hobby space, or vehicle storage will find exceptional flexibility with the 29x21 attached garage (plus a 29x6 storage room), the 25x27 detached garage/workshop with a vaulted ceiling suitable for a lift, and an RV pad with 30-amp service. The detached apartment provides additional living accommodations for guests or multi-generational needs and is serviced by a new A/C system installed in 2025. Located on Lake Roy—known for its clarity, quiet setting, and direct access to the Chain—the property offers convenience to boating, fishing, lakefront dining, and seasonal entertainment. A public boat ramp located one house away provides easy launching and retrieval. With a central location between Tampa and Orlando, Winter Haven offers boutique dining, local events, and year-round recreation. 157 Lake Roy Drive is a distinctive waterfront property that brings together space, storage, updates, and the benefits of true Chain of Lakes living in a single, private setting.

Listing Status:

Active

Date Added:

November 15, 2025 at 06:00AM

Listing Office:

THE STONES REAL ESTATE FIRM : 863-412-2080

Listing Agent:

Michael Stone : 863-412-9733

MLS ID:

L4957283

Interior

• General: Ceiling Fans(s)Eat-in KitchenPrimary Bedroom Main FloorStone CountersWalk-In Closet(s)
• Rooms: Family RoomFormal Dining Room SeparateFormal Living Room SeparateGarage ApartmentInside Utility
• Appliances: Built-In OvenCooktopDryerGas Water HeaterMicrowaveRefrigeratorWasher
• Laundry: Laundry Room
• Flooring: CarpetLaminateTile
• A/C: Central Air
• Heating: CentralElectric
• Fireplace: Family RoomGasFireplace

Exterior

• General: LightingSliding DoorsStorageHeatedIn Ground
• Style: Custom
• Other Structures: Boat HouseGuest HouseStorageRear PorchScreenedCovered
• Pool: GuniteHeatedIn Ground
• Parking: BoatCircular DrivewayConverted GarageDrivewayGarage Door OpenerGarage Faces SideRV Access/Parking

Construction

• Roofing: Shingle
• Windows: BlindsShades
• General: BrickFrameOneSlab

Location

• Road/Access: Paved
• Originating MLS: Stellar MLS
• County: Polk

Lot

• Zoning: R-1ELOISE WOODS LAKE ROY UNIT PB 14 PG 19 19A 19B LOTS 15 & 1626-28-34-660000-000150
• View: Water

Utilities

• Utilities: Cable ConnectedElectricity ConnectedNatural Gas ConnectedWater Connected
• Water: Public
• Sewer: Septic Tank

Financial

• Source: Stellar MLS
• Ownership: Fee Simple

This listing courtesy of Michael Stone, THE STONES REAL ESTATE FIRM