157 Lake Roy Drive, Winter Haven, FL 33884
- $875,000
- 5
- BD
- 5
- BA
- 3,839
- SqFt
- Sold Price
- $875,000
- List Price
- $919,000
- Status
- Sold
- Days on Market
- 72
- Closing Date
- Feb 27, 2026
- MLS#
- L4957283
- Property Style
- Single Family
- Architectural Style
- Custom
- Year Built
- 1987
- Bedrooms
- 5
- Bathrooms
- 5
- Baths Half
- 2
- Living Area
- 3,839
- Lot Size
- 28,192
- Acres
- 0.65
- Total Acreage
- 1/2 to less than 1
- Legal Subdivision Name
- Eloise Woods Lake Roy Unit
- MLS Area Major
- Winter Haven / Cypress Gardens
Property Description
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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Additional Information
- Taxes
- $8990
- Minimum Lease
- 6 Months
- Location
- In County, Paved
- Community Features
- No Deed Restriction
- Property Description
- One Story
- Zoning
- R-1
- Interior Layout
- Ceiling Fans(s), Eat-in Kitchen, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
- Interior Features
- Ceiling Fans(s), Eat-in Kitchen, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
- Floor
- Carpet, Laminate, Tile
- Appliances
- Built-In Oven, Cooktop, Dryer, Gas Water Heater, Microwave, Refrigerator, Washer
- Utilities
- Cable Connected, Electricity Connected, Natural Gas Connected, Water Connected
- Heating
- Central, Electric
- Air Conditioning
- Central Air
- Fireplace Description
- Family Room, Gas
- Exterior Construction
- Brick, Frame
- Exterior Features
- Lighting, Sliding Doors, Storage
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private
- Pool Type
- Gunite, Heated, In Ground
- Garage Carport
- 4 Car Garage
- Garage Spaces
- 4
- Garage Features
- Boat, Circular Driveway, Converted Garage, Driveway, Garage Door Opener, Garage Faces Side, RV Access/Parking
- Garage Dimensions
- 25x27
- Elementary School
- Chain O Lakes Elem
- Middle School
- Denison Middle
- High School
- Lake Region High
- Water Name
- Lake Roy
- Water Extras
- Boathouse, Lift - Covered, Skiing Allowed
- Water View
- Lake, Lake - Chain of Lakes
- Water Access
- Lake, Lake - Chain of Lakes
- Water Frontage
- Lake Front, Lake Privileges
- Pets
- Allowed
- Flood Zone Code
- X
- Parcel ID
- 26-28-34-660000-000150
- Legal Description
- ELOISE WOODS LAKE ROY UNIT PB 14 PG 19 19A 19B LOTS 15 & 16
Listing courtesy of THE STONES REAL ESTATE FIRM. 863-412-2080
Selling Office: THE STONES REAL ESTATE FIRM.Mortgage Calculator
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