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$950,000 Just Listed
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Property Description
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!
Full Property Details
Full Property Details for 100 Wyndham Dr
General
- Price: $950,000
- HOA FEE: $258/month
- HOA FEE FREQ.: Annually
- Taxes: $8,187 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: L4960173
- Updated: 3/12/2026
- Added to Site: 4 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 13
- Interior Features: Ceiling Fan(s), Central Vacuum, Eating Space In Kitchen, In Wall Pest System, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments
- Fireplace: Yes
- Fireplace(s): Living Room, Wood Burning
- Appliances: Bar Fridge, Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator, Water Purifier, Water Softener, Wine Refrigerator
- Furnishings: Unfurnished
- Flooring: Engineered Hardwood, Luxury Vinyl
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Shared Amenities: Gated, Pickleball Court(s), Playground, Tennis Court(s)
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground, Salt Water, Screen Enclosure
- Security/Safety: Gated Community, Security System
Exterior
- Exterior Features: French Doors, Irrigation System, Lighting, Private Mailbox, Rain Gutters, Sliding Doors
- Deck/Patio: Covered, Front Porch, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Front Porch, Rear Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
Location
- Area: 33884 - Winter Haven / Cypress Gardens
- County: Polk
- Development Name: 33884 - Winter Haven / Cypress Gardens
- Subdivision: WYNDHAM AT LAKE WINTERSET
- Driving 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
- Direction Faces: Southwest
School Information
- Elementary School: Chain O Lakes Elem
- Middle School: Denison Middle
- High School: Lake Region High
Community
- Community Name: 33884 - Winter Haven / Cypress Gardens
- Community Features: Deed Restrictions, Gated Community - Guard, Playground, Tennis Court(s)
- Optional Amenities: Gated, Pickleball Court(s), Playground, Tennis Court(s)
- Association: Yes
- Assoc. Name: Jonathan Turner- Park Lake Property Management
- Assoc. Fees Include: Private Road
- Pet Restrictions: Please verify with the HOA any pet restrictions.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected
Structural Information
- Exterior Const.: Block
- Roof: Shingle
- Windows: Shades
- Stories/Levels: One
- Square Feet: 3,974
- Sq. Ft. Source: Public Records
- Year Built: 2001
Lot Features
- Lot Size (Acres): 0.69
- Lot Size (Sq. Ft.): 30,000
- Lot Size: 30000
- Lot Dimensions: 150 x 200
- Frontage: Private Road
- Street/Road Desc.: Paved
Financial Considerations
- Association Fee: $3,100
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $8,187.6
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WYNDHAM AT LAKE WINTERSET PB 100 PGS 34 THRU 38 LYING IN SECS 11 & 14 T29 R26 LOT 18
- Flood Zone Info: X
- APN: 262911687423000180
- Property ID: 262911687423000180
Listed by Live Florida Realty
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Schools
Schools serving 100 Wyndham Dr
School District:Polk County School District
| Name | Grades | Distance |
|---|---|---|
Chain Of Lakes Elementary School 7001 State Highway 653, Winter Haven, FL 33884 | PK-5 | 0.9 mi |
Denison Middle School 400 Avenue A Southeast, Winter Haven, FL 33880 | 6-8 | 4.2 mi |
Lake Region High School 1995 Thunder Road, Eagle Lake, FL 33839 | 9-12 | 3.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 100 Wyndham Dr
Date
Details
Price
Change
Source
3/12/2026
Listed
$950,000
40.74%
MLS
2/14/2024
Sold
$675,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 100 Wyndham Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,449
42%
$602,424
56%
2024
$5,231
5%
$387,055
3%
2023
$5,004
1%
$375,782
6%
2021
$4,934
1%
$354,211
-3%
2022
$4,894
-1%
$364,837
4%
2021
$4,934
1%
$349,321
2%
2019
$4,873
4%
$341,467
2%
2017
$4,688
—
$335,100
2%
2017
$4,688
30%
$328,208
30%
2016
$3,603
-2%
$252,440
1%
2015
$3,663
1%
$250,685
1%
2014
$3,615
-1%
$248,695
1%
2013
$3,635
—
$245,020
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 100 Wyndham Dr
100 Wyndham Drive, Winter Haven, FL 33884 (MLS# L4960173) is a Single Family property with 5 bedrooms and 3 full bathrooms. 100 Wyndham Drive is currently listed for $950,000 and was received on March 12, 2026. Want to learn more about 100 Wyndham Drive? Do you have questions about finding other Single Family real estate for sale in Winter Haven? You can browse all Winter Haven real estate or contact a Coldwell Banker agent to request more information.

