105 WYNDHAM DRIVE Winter Haven, FL $ 715,000
105 WYNDHAM DRIVE
$ 715,000
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105 WYNDHAM DRIVE

Winter Haven, FL, 33884
$ 715,000
Bedrooms4 Baths3.0 Sq 2,591

Monthly Estimate*

$ 4,461

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Single Family Home for sale in Winter Haven, FL

for $715,000 with 4 bedrooms and 3 full baths. This 2,591 square foot home was built in 1998 on a lot size of 0.8.

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.

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Single Family Active

Price

$ 715,000

Bedrooms

4

Full Bath

3

Property Type

Single Family

Taxes

$ 6,051

Style

Custom

Lot Size

0.8

Year Built

1998

Town/City

Winter Haven

County/Region

Polk

MLS | Web ID

P4935887

Features
Interior
Interior Amenities ceiling fan(s) high ceilings primary bedroom main floor solid surface counters stone counters walk-in closet(s)
Flooring ceramic tile engineered hardwood hardwood
Fireplace Features family room wood burning
Air Conditioning Y/N yes
Heating Y/N yes
Fireplace Y/N yes
Half Baths 0
Laundry Features inside laundry room
Total Bedrooms 4
Total Baths 3
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General
Sewer public sewer
Heating central
Cooling central air
Utilities cable connected electricity connected propane sewer connected water connected
Possession close of escrow
Roof tile
Appliances built-in oven dishwasher dryer electric water heater range refrigerator washer
HOA Fee 3300
Garage Spaces 2
Patio/Porch Features covered rear porch screened
Architectural Style custom
Pool Features gunite screen enclosure
Security Features gated community
Construction Materials block stucco
Pets Allowed yes
Year Built 1998
View water
Levels one
Property Subtype single family residence
Tax Year 2024
Ownership fee simple
Waterfront Features pond
Community Features gated community - guard park playground tennis court(s)
Assoc Fee Paid Per annually
County polk
New Construction no
Property Type residential
Association Amenities gated park pickleball court(s) playground tennis court(s) vehicle restrictions
HOA Y
Attached Garage yes
Subdivision Name wyndham at lake winterset
Facing Direction south
Garage Y/N yes
Total Rooms 12
Full Baths 3
Status active
Directions hwy 27 to thompson nursery rd - west on thompson nursery to wyndham drive - once through the gate make a right - home will be down on your left
High School lake region high
City winter haven
Association Name wyndham at lake winterset / jonathan turner
Senior Community Y/N no
MLS Area 33884 - winter haven / cypress gardens
Lot Size Units square feet
Lot Size Square Feet 34948
Carport Y/N no
Listing Terms cash conventional va loan
Spa Features heated
Elementary School chain o lakes elem
Land Lease Y/N no
Tax Annual Amount 6051
Middle/Junior High School denison middle
Property Condition completed
Additional Parcels Y/N no
Lease Considered Y/N yes
Virtual Tour https://www.propertypanorama.com/instaview/stellar/p4935887
Building Area Units square feet
Living Area Units square feet
Standard Status active
Occupancy Type vacant
Tax Lot 15
Legal Description wyndham at lake winterset pb 100 pgs 34 thru 38 lying in secs 11 & 14 t29 r26 lot 15
Water View pond
Water Access Type pond
Minimum Lease 1-2 years
Water Access Y/N yes
Monthly HOA Amount 275
Additional Rooms den/library/office family room formal dining room separate formal living room separate inside utility
Water View Y/N yes
Flood Zone Code x
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Exterior
Exterior Amenities irrigation system sliding doors
Vegetation mature landscaping trees/landscaped
Parking Features driveway garage door opener garage faces side
Lot Features in county oversized lot
Water Source public
Lot Size Area 34948
Foundation Details slab
Spa yes
Building Area Total 3598
Lot Size Acres 0.8
Road Surface Type paved
Private Pool yes
Waterfront Y/N yes
Covered Spaces 2
Road Frontage Type street paved
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Internal Only
Street Number 1 105
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* Excluded Features
List By
The Stones Real Estate Firm

Broker

info@soldbystones.com

Email

Affordability Calculator

$4,965
Per Month
90%
10%
0%
Monthly Principal & Interest
$4,461
Monthly Property Taxes
$504
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3221764 Elementary School
3324343 Middle School
Lake Region High High School
Pricing History
DatePricePrice ChangeDescription
10/4/2025$715,000 -1.38% Price Down
9/5/2025$725,000 Listed Price

Map


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105 WYNDHAM DRIVE, Winter Haven, FL, 33884 is a Single Family Home for sale at $715,000 with 2,591 sqft and a lot size of 0.8. 105 WYNDHAM DRIVE has 4 bedrooms, 3.0 baths, and was built in 1998. The property's zip code is 33884 which is in Winter Haven, FL