105 Wyndham Drive

One or more photo(s) has been virtually staged. Gated and guarded waterfront property in the prestigious community of Wyndham at Lake Winterset—welcome to 105 Wyndham Drive. This premium residence is ideally positioned within one of the area’s most desirable executive enclaves. From the moment you arrive, you’re greeted by an elegant brick-paved entry, stately wrought-iron gates, and manicured landscaping that changes beautifully with the seasons. Beyond the gates, oak-lined streets and impressive custom estates create a timeless setting where neighbors enjoy leisurely walks and bike rides beneath the canopy of mature trees.

Perfectly situated on an oversized 0.80-acre waterfront lot, the home captures one of Wyndham’s most tranquil settings, with peaceful pond views and the soothing sounds of a cascading fountain. The elegant façade, classic tile roof, and lush landscaping create undeniable curb appeal. Inside, architectural detail meets modern comfort. The 4-bedroom, 3-bath design offers flexibility for today’s lifestyle, including a dedicated office or den that can easily serve as the fourth bedroom. Throughout the home, you’ll find soaring ceilings, crown moldings, upgraded wood flooring, and expansive windows that bathe the interiors in natural light and serene water views.

The kitchen blends elegance and function with custom cabinetry, glass-front display cases, granite countertops and backsplash, detailed moldings, a built-in desk nook, and stainless-steel appliances. The adjoining family room features a cozy fireplace and built-in wine rack—perfect for relaxed evenings or entertaining guests. Whether it’s the sophistication of the formal living and dining rooms or the inviting warmth of the family room, each space has been thoughtfully designed for effortless living.
The private primary suite serves as a retreat, offering space for a sitting area, dual walk-in closets, and a spa-like bath with sconce lighting, jetted tub, walk-in shower, and dual sinks. Additional bedrooms are generously sized and thoughtfully separated for privacy, while the executive office with built-ins and a closet adds exceptional flexibility.
Step outside to experience the best of Florida living. A covered lanai with audio and TV connections opens to an expansive paver patio, lagoon-style heated pool and spa, and an outdoor firepit—all overlooking the sparkling pond and fountain for a truly serene backdrop.
The oversized two-car garage features epoxy flooring and extensive built-in storage. Recent updates include new wood flooring in all bedrooms and the office, new tile flooring in the primary and guest baths, expanded patios, upgraded irrigation, refreshed landscaping, and new paint inside and out.

Residents of Wyndham enjoy private community amenities including tennis and pickleball courts, basketball, a playground, and secure manned entry—all within a beautifully maintained lakefront setting. Conveniently located less than an hour from Disney World and about 1.5 hours from both Tampa and Orlando International Airports, you’ll also enjoy close proximity to Winter Haven’s shopping, dining, medical facilities, and the world-famous Chain of Lakes.

Don’t miss this rare opportunity to own one of Wyndham’s finest waterfront homes—combining luxury, privacy, and the irreplaceable beauty of a sprawling 0.80-acre waterfront setting.