100 Wyndham Drive, FL

$799,000

100 Wyndham Drive

Winter Haven, FL 33884

Pending
5
Beds
3
Baths
3,974
Sq Ft
0.69
Acres
2001
Built
Private poolFireplace3-car garage$201/sqft
Single Family Residence

Property type

2001

Year built

30,000 sqft

Lot size

$201

Price / sq ft

$258/mo

HOA dues

45

Days on market

3

Garage spaces

X

Flood zone

About this home

Don’t miss the opportunity to own a home in the exclusive gated community of Wyndham, featuring manned security, fewer than 45 homes, and beautifully tree-lined streets shaded by mature oak trees. Situated on a private .69-acre lot, this exceptional one-story estate offers both privacy and space in one of the area’s most desirable neighborhoods. Expanded to 3,974 square feet, this beautifully updated home now offers 5 bedrooms and 3 bathrooms, including a 448-square-foot addition completed in July 2024 with two bedrooms and a full bathroom, making it ideal for guests, multi-generational living, or flexible space. Inside, the home showcases hardwood-style flooring throughout most of the living areas, with LVP and ceramic tile in the remaining spaces. The layout features a spacious formal dining room and a formal living room with a wood-burning fireplace overlooking the private enclosed pool area, creating a warm and inviting setting. The spacious kitchen is a chef’s dream, offering abundant cabinet and counter space, a mini wine and beverage refrigerator, and new appliances including a Bosch dishwasher and Frigidaire refrigerator, microwave, and range. Charming bay windows surround the breakfast nook, creating a bright and inviting space for casual dining. The kitchen flows seamlessly into the main living areas, providing open sightlines that make the space perfect for entertaining while enjoying abundant natural light. The private primary suite is located on its own wing of the home and features a separate sitting area, two walk-in closets, and a spa-like ensuite bathroom with a soaking tub, oversized shower, and dual vanities. This bedroom also features French doors leading directly to the pool area. The four additional bedrooms are generously sized, with two full bathrooms thoughtfully positioned for convenience and functionality for family and guests. Step outside to enjoy the fully enclosed saltwater pool and outdoor entertaining area, perfect for relaxing or hosting family and friends. Recent upgrades include a new roof (2023), a new AC system, a whole-house water softener, a kitchen filtration system, and the two-bedroom, one-bath addition (July 2024.) Additional highlights include a central vacuum system, pest control with a termite bond, a 3-car garage with built-in storage, a bonus room ideal for an office, gym, or playroom, and a mudroom conveniently located just off the garage for everyday organization. Residents of Wyndham enjoy community amenities including tennis and pickleball courts, as well as a playground, all within a short distance. Conveniently located near Highway 27, the home is less than an hour from Walt Disney World and approximately 1.5 hours from both Orlando International Airport (MCO) and Tampa International Airport (TPA). With shopping, dining, and everyday conveniences nearby, Winter Haven offers an exceptional quality of life with endless opportunities for recreation, adventure, and relaxation. Don't miss out on your new dream home and schedule your private showing today!

Estimated monthly payment

Principal & interest$4,040
Property taxes$682
Home insurance (est.)$366
HOA dues$258

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history45 days on market

  1. Status: Pending
    Apr 27, 2026
  2. Listed$950,000
    Mar 12, 2026
  3. Price reduced$799,000

Virtual Tour

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Pending
Days on market
45
Subdivision
Wyndham At Lake Winterset
County
Polk
Year built
2001
Living area
3,974 sq ft
Price/sq ft
$201
Building area
5,032 sq ft (Public Records)
Lot size
30,000 sq ft
Lot category
1/2 to less than 1
Flood zone
X (12105C0530G)
Garage
3 spaces
Pool
Private pool
Annual taxes
$8,188 (2025)
Parcel #
26-29-11-687423-000180
MLS #
L4960173

Interior Details

Bedrooms
5
Full bathrooms
3
Flooring
Hardwood, Luxury Vinyl
Appliances
Bar Fridge, Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator, Water Purifier, Water Softener, Wine Refrigerator
Interior features
Ceiling Fans(s), Central Vaccum, Eat-in Kitchen, In Wall Pest System, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments
Laundry
Inside, Laundry Room
Stories / Levels
One
Direction faces
Southwest
Fireplace
Yes

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
3
Attached garage
Yes

HOA & Financial

HOA fee
$3,100 / Annually
Monthly HOA
$258/mo
Total monthly fees
$258/mo
Total annual fees
$3,100
HOA name
Jonathan Turner- Park Lake Property Management
CDD
No
Homestead exemption
Yes
Min lease term
8-12 Months
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Please verify with the HOA directly any lease restrictions.
Approval process
All leases must be approved by the HOA and tenants must pay an application fee and pass a background check.

Exterior & Construction

Exterior features
French Doors, Lighting, Private Mailbox, Rain Gutters, Sliding Doors
Construction materials
Block
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryChain O Lakes ElemGreatSchools ↗
MiddleDenison MiddleGreatSchools ↗
High SchoolLake Region HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Family RoomFirst30.1x21.4
KitchenFirst18.1x15.11
Dining RoomFirst15.7x13.2
OfficeFirst12x13.1
Living RoomFirst20x14.4
Primary BedroomFirst14.4x16
Primary BathroomFirst14.4x12.5
Bonus RoomFirst14.4x9.1
Bedroom 1First13.11x13.7
Bedroom 2First13.11x12.11
Bedroom 3First10.1x14.4
Bedroom 4First14.7x10.8
LaundryFirst8.5x15.11

Listing Details

Listing date
2026-03-12
On market date
2026-03-12
Original list price
$950,000
Occupant type
Owner
MLS area
33884 - Winter Haven / Cypress Gardens
Listing AOR
Suncoast Tampa
Status changed
2026-04-27
Tax legal description
WYNDHAM AT LAKE WINTERSET PB 100 PGS 34 THRU 38 LYING IN SECS 11 & 14 T29 R26 LOT 18

Flood risk

Minimal riskFEMA Zone XPanel 12105C0530G

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

From cypress garden road turn onto ninth st se, then go 2.6 miles and turn right on Helena Rd, then go 1.5 miles and turn left on Eloise Loop Rd, The go .3 mi and turn left onto Wyndham Dr, turn right onto Wyndham drive and the home is on your right

Property sale history

Public records

100 WYNDHAM DR, WINTER HAVEN 33884

  • Feb 2024$675,000

5,032 sq ft · Built 2001 · 0.6887 acres

Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of May 31, 2026 at 5:13 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA