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One or more photo(s) has been virtually staged. Welcome to 157 Lake Roy Drive"”a rare lakefront offering on the world-famous Winter Haven Chain of Lakes. 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.
| DAYS ON MARKET | 34 | LAST UPDATED | 11/15/2025 |
|---|---|---|---|
| TRACT | ELOISE WOODS LAKE ROY UNIT | YEAR BUILT | 1987 |
| COMMUNITY | 33884 - Winter Haven / Cypress Gardens | GARAGE SPACES | 4.0 |
| COUNTY | Polk | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| Elementary School | Chain O Lakes Elem |
|---|---|
| Jr. High School | Denison Middle |
| High School | Lake Region High |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Cooktop, Dryer, Gas Water Heater, Microwave, Refrigerator, Washer |
| AREA | 33884 - Winter Haven / Cypress Gardens |
| CONSTRUCTION | Brick, Frame |
| EXTERIOR | Dock, Lighting, Storage |
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | Central, Electric |
| INTERIOR | Eat-in Kitchen, Stone Counters, Walk-In Closet(s) |
| LOT | 0.65 acre(s) |
| LOT DESCRIPTION | Paved, Waterfront |
| LOT DIMENSIONS | 137x188 |
| PARKING | Boat, Circular Driveway, Converted Garage, Driveway, Garage Door Opener, Garage Faces Side, RV Access/Parking, Attached |
| POOL | Yes |
| POOL DESCRIPTION | Gunite, Heated, In Ground, Private |
| SEWER | Septic Tank |
| STORIES | 1 |
| STYLE | Custom |
| SUBDIVISION | ELOISE WOODS LAKE ROY UNIT |
| TAXES | 8990.13 |
| UTILITIES | Cable Available, Natural Gas Available, Cable Connected, Electricity Connected, Natural Gas Connected, Water Connected |
| VIEW | Yes |
| VIEW DESCRIPTION | Lake, Water |
| WATER | Public |
| WATER ACCESS | LAKE ROY |
| WATERFRONT | Yes |
| WATERFRONT DESCRIPTION | Lake Privileges, Lake Front |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing provided by Michael Stone, THE STONES REAL ESTATE FIRM, 863-412-2080
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 12/18/25 4:57 PM PST.
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