Additional Information
Additional Lease Restrictions
Must contact the HOA directly to confirm all rental rules and restrictions. Any leasing must be approved by the HOA and tenants must pay an application fee and pass a background check
Additional Parcels YN
false
Additional Rooms
Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility
Alternate Key Folio Num
11-29-26-687423-000150
Appliances
Built-In Oven, Dishwasher, Dryer, Electric Water Heater, Range, Refrigerator, Washer
Approval Process
Must contact the HOA directly to confirm all rental rules and restrictions. Any leasing must be approved by the HOA and tenants must pay an application fee and pass a background check.
Architectural Style
Custom
Association Amenities
Gated, Park, Pickleball Court(s), Playground, Tennis Court(s), Vehicle Restrictions
Association Approval Required YN
1
Association Email
jturner@cassidyhomes.com
Association Fee Frequency
Annually
Association Fee Requirement
Required
Building Area Source
Public Records
Building Area Total Srch SqM
334.26
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
275.96
Community Features
Gated Community - Guard, Park, Playground, Tennis Court(s)
Construction Materials
Block, Stucco
Cumulative Days On Market
269
Elementary School
Chain O Lakes Elem
Exterior Features
Sliding Doors
Fireplace Features
Family Room, Wood Burning
Flood Zone Date
2016-12-22
Flood Zone Panel
12105C0530G
Flooring
Ceramic Tile, Hardwood, Wood
High School
Lake Region High
Interior Features
Ceiling Fans(s), High Ceilings, Primary Bedroom Main Floor, Solid Surface Counters, Stone Counters, Walk-In Closet(s)
Internet Address Display YN
true
Internet Automated Valuation Display YN
true
Internet Consumer Comment YN
true
Internet Entire Listing Display YN
true
Laundry Features
Inside, Laundry Room
Living Area Source
Public Records
Living Area Units
Square Feet
Lot Features
In County, Oversized Lot, Paved
Lot Size Square Feet
34948
Lot Size Square Meters
3247
Middle Or Junior School
Denison Middle
Modification Timestamp
2025-12-03T18:54:09.715Z
Other Equipment
Irrigation Equipment
Parcel Number
26-29-11-687423-000150
Patio And Porch Features
Covered, Rear Porch, Screened
Pet Restrictions
Must contact the HOA directly to confirm all pet rules and restrictions.
Previous List Price
725000
Price Change Timestamp
2025-10-04T18:52:22.000Z
Property Condition
Completed
Public Remarks
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.
RATIO Current Price By Calculated SqFt
275.96
Security Features
Gated Community
Showing Requirements
Appointment Only, Gate Code Required, ShowingTime
Status Change Timestamp
2025-09-04T22:56:10.000Z
Tax Book Number
100-34 THRU 38
Tax Legal Description
WYNDHAM AT LAKE WINTERSET PB 100 PGS 34 THRU 38 LYING IN SECS 11 & 14 T29 R26 LOT 15
Total Acreage
1/2 to less than 1
Universal Property Id
US-12105-N-262911687423000150-R-N
Unparsed Address
105 WYNDHAM DR
Utilities
Cable Connected, Electricity Connected, Propane, Sewer Connected, Water Connected
Vegetation
Mature Landscaping, Trees/Landscaped
Water Frontage Feet Pond
73
