Residential Property - Single Family Residence in Winter Haven
Listing Price: $715,000Cumulative Days on Market: 269
Description of Property
One or more photo(s) has been virtually staged. Discover luxury living in Wyndham at Lake Winterset, one of Winter Haven’s most prestigious gated and guarded lakefront communities. Welcome to 105 Wyndham Drive, an elegant waterfront residence on a sprawling 0.80-acre lot with peaceful pond views, mature landscaping, and timeless architectural appeal. Stately wrought-iron gates, a brick-paved entry, and manicured grounds set the tone for the executive lifestyle this enclave is known for. Inside, the beautifully maintained 4-bedroom, 3-bath layout offers refined living spaces filled with natural light, soaring ceilings, crown moldings, upgraded wood flooring, and wide windows framing serene water views. A flexible executive office can easily function as a fourth bedroom. The chef-inspired kitchen features custom cabinetry, glass-front displays, granite countertops, stainless-steel appliances, and a built-in desk nook. The adjoining family room includes a cozy fireplace and custom wine storage, while the formal living and dining rooms add sophistication for gatherings. The private primary suite is a true retreat with room for a sitting area, dual walk-in closets, and a spa-like bath with jetted tub, walk-in shower, dual sinks, and elegant sconce lighting. Additional bedrooms are generously sized and well-separated for privacy. Step outside to enjoy resort-style Florida waterfront living. A covered lanai with audio/TV connections opens to an expansive paver patio, lagoon-style heated pool and spa, outdoor firepit, and tranquil pond and fountain views—ideal for entertaining or quiet evenings at home. The oversized two-car garage includes epoxy floors and extensive built-in storage. Recent upgrades include new wood flooring in all bedrooms and the office, new tile in both baths, expanded patios, upgraded irrigation, refreshed landscaping, and new interior/exterior paint. Wyndham residents enjoy tennis and pickleball courts, basketball, a playground, and manned security—all in a beautifully maintained lakefront setting near the Winter Haven Chain of Lakes, shopping, dining, medical care, and major highways. Disney World is under an hour away, with convenient access to Tampa and Orlando airports. A rare opportunity to own one of Wyndham’s finest waterfront executive homes, offering luxury, privacy, and a stunning natural setting.
Property Details At A Glance
Property Type: Residential
Property Use or Sub Type: Single Family Residence
City: Winter Haven
County: Polk
Subdivision: Wyndham At Lake Winterset
Bedrooms: 4
Bathrooms: 3
Sq. Ft. Gross: 3,598
Sq. Ft. Living Area: 2,591
Cost per (heated) sqare foot: $276
Year built: 1998
Annual Tax: $6,051
HOA Fee: $3,300 Annually
Taxes and fees can change periodically, and other fees may apply. Please check with your Realtor for more details.
Appliances: Washer
Fireplace: Yes
Fireplace Features: Wood Burning
Additional Rooms: Inside Utility
Flooring: Hardwood
Schools
Elementary School: Chain O Lakes Elem
Middle/Junior High School: Denison Middle
High School: Lake Region High
Pool & Waterfront Info
Private Pool: Yes
Pool Features: Screen Enclosure
Spa Features: Heated
Water Front: Yes
Water Frontage: Pond
Water Access: Yes
Water Access Type: Pond
Exterior & Construction
Architectural Style: Custom
Construction: Stucco
Foundation: Slab
Roof: Tile
Exterior Features: Sliding Doors
Garage: Yes
Garage Spaces: 2
Parking Features: Garage Faces Side
Floors in Unit: One
Cooling: Central Air
Heating & Fuel: Central
Electric:
Patio & Porch Features: Screened
Security Features: Gated Community
Other Structures:
View: Water
Fencing:
Sewer: Public Sewer
Water Source: Public
Community Features: Tennis Court(s)
Association Amenities: Vehicle Restrictions
Lot Information
Lot Features: Oversized Lot
Lot Size (acres): 0.8
Lot Size (sq. ft.): 34,948 square feet
Road Frontage: Street Paved
Front Exposure: South
Legal Description & Other Information
Financing Available: VA Loan
Parcel Number: 262911687423000150
Pets Allowed/Pet Policies: Yes
Tax Legal Desc.: WYNDHAM AT LAKE WINTERSET PB 100 PGS 34 THRU 38 LYING IN SECS 11 & 14 T29 R26 LOT 15
Section: 11
Range: 26
Listing courtesy of THE STONES REAL ESTATE FIRM. The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.

