$725,000
105 WYNDHAM DRIVE
WINTER HAVEN, FL, 33884
GATED AND GUARDED WATERFRONT PROPERTY – WYNDHAM AT LAKE WINTERSET – WELCOME TO 105 WYNDHAM DRIVE: Extraordinary custom residence within the prestigious gated and guarded community of Wyndham at Lake Winterset. From the moment you arrive, the community sets the tone for elegance and prestige with its brick-paved entry, charming guardhouse, and manicured landscaping that changes with the seasons. Behind the gates, oak-lined streets and impressive executive lots create an enduring setting, where neighbors enjoying leisurely walks and bike rides add to the warmth and charm of daily life. Perfectly positioned on a rare and expansive 0.80-acre waterfront lot, this home offers one of Wyndham’s most breathtaking settings, with tranquil pond views highlighted by a signature fountain. Mature trees, lush landscaping, and a classic tile roof frame the elegant façade and sweeping yard, establishing an immediate sense of sophistication and serenity. Inside, architectural detail meets everyday comfort. The 3-bedroom, 3-bath layout (plus an executive office that can easily serve as a fourth bedroom) offers soaring ceilings, crown moldings, upgraded wood floors, and walls of windows that flood the home with natural light and serene water views. The kitchen blends elegance and function with custom honey-toned cabinetry, dentil crown molding, glass-front display cabinets, a built-in desk nook, richly patterned granite countertops, granite backsplash, and stainless steel appliances. Just off the kitchen, the spacious family room features a cozy fireplace and built-in wine rack—ideal for entertaining or relaxed evenings at home. Whether it’s the elegance of the formal living and dining rooms or the comfort of the family room, each space is crafted for effortless entertaining. The private primary suite is a retreat with space for a sitting area, dual walk-in closets, and a spa-like bath featuring 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 offers true flexibility. Step outside to discover the ultimate in Florida outdoor living. A covered lanai with audio and TV connections, expansive paver patios, lagoon-style heated pool and spa, and an outdoor firepit all overlook the sparkling pond and fountain—an idyllic backdrop for both lively entertaining and peaceful relaxation.
The oversized two-car garage, finished with epoxy floors and wall-to-wall storage, easily accommodates vehicles while keeping household items neatly tucked away. 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, fresh landscaping, and new paint inside and out. This intimate lakefront enclave offers tennis/pickleball court, basketball, playground, and secure manned entry—all in a location that combines natural beauty with convenience. Less than an hour from Disney World and 1.5 hours from both Orlando and Tampa international airports, you’ll also enjoy close proximity to Winter Haven’s shopping, dining, medical facilities, and the renowned Chain of Lakes.
Don’t miss this rare opportunity to own one of Wyndham’s finest waterfront properties—a home that combines luxury, privacy, and the irreplaceable beauty of a sprawling 0.80-acre waterfront setting.
The oversized two-car garage, finished with epoxy floors and wall-to-wall storage, easily accommodates vehicles while keeping household items neatly tucked away. 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, fresh landscaping, and new paint inside and out. This intimate lakefront enclave offers tennis/pickleball court, basketball, playground, and secure manned entry—all in a location that combines natural beauty with convenience. Less than an hour from Disney World and 1.5 hours from both Orlando and Tampa international airports, you’ll also enjoy close proximity to Winter Haven’s shopping, dining, medical facilities, and the renowned Chain of Lakes.
Don’t miss this rare opportunity to own one of Wyndham’s finest waterfront properties—a home that combines luxury, privacy, and the irreplaceable beauty of a sprawling 0.80-acre waterfront setting.
Property Details
Price:
$725,000
MLS #:
P4935887
Status:
Active
Beds:
3
Baths:
3
Address:
105 WYNDHAM DRIVE
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WYNDHAM AT LAKE WINTERSET
Neighborhood:
33884winterhavencypressgardens
City:
WINTER HAVEN
Listed Date:
Sep 4, 2025
State:
FL
Finished Sq Ft:
2,591
Total Sq Ft:
3,598
ZIP:
33884
Lot Size:
34,948 sqft / 0.80 acres (approx)
Year Built:
1998
Schools
Elementary School:
Chain O Lakes Elem
Middle School:
Denison Middle
High School:
Lake Region High
Interior
Appliances
Built- In Oven, Dishwasher, Dryer, Electric Water Heater, Range, Refrigerator, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile, Engineered Hardwood, Hardwood
Heating
Central
Laundry Features
Inside, Laundry Room
Exterior
Architectural Style
Custom
Association Amenities
Gated, Park, Pickleball Court(s), Playground, Tennis Court(s), Vehicle Restrictions
Community Features
Gated Community – Guard, Park, Playground, Tennis Court(s)
Construction Materials
Block, Stucco
Exterior Features
Irrigation System, Sliding Doors
Parking Features
Driveway, Garage Door Opener, Garage Faces Side
Roof
Tile
Security Features
Gated Community
Financial
HOA Fee
$3,300
HOA Frequency
Annually
HOA Name
Wyndham at Lake Winterset / Jonathan Turner
Tax Year
2024
Taxes
$6,051
Mortgage Calculator
Map
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105 WYNDHAM DRIVE
WINTER HAVEN, FL
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