SoldJun 2, 2026

Listed and Bought with Jenna Henderson from LIVE FLORIDA REALTY

Source: Stellar MLS #L4960173

100 Wyndham Dr, Winter Haven, FL, 33884

$750,000

5
3
3
5032 sq. ft.
30000 sq. ft.

SingleFam

•

30+ days on the market

Sold: Jun 2, 2026

What's around 100 Wyndham Dr

About this property

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!

Looking for more information on 100 Wyndham Dr?

Explore comparables, sales history and growth for this property.
Learn more

Similar properties sold nearby

SoldOct 11, 2026
$366,499
5437 San Pietro Drive
Winter Haven FL 33884
5
3
2
Single-Family
Listing courtesy of CASA FRESCA REALTY
SoldOct 6, 2026
$317,230
6228 Botticella Boulevard
Winter Haven FL 33884
5
3
2
Single-Family
Listing courtesy of LENNAR REALTY and WRA BUSINESS & REAL ESTATE
SoldSep 30, 2026
$510,000
3205 La Salle Street
Winter Haven FL 33884
5
4
2
Single-Family
Listing courtesy of Berkshire Hathaway HomeServices Florida Properties Group (Lakeland, 33803) and Keller Williams Realty Smart

Other properties sold by LIVE FLORIDA REALTY

SoldOct 23, 2026
$430,000
1033 Rosetree Lane
Tarpon Springs FL 34689
3
2
2
Single-Family
Listing courtesy of SANDPEAK REALTY and LIVE FLORIDA REALTY
SoldOct 22, 2026
$9,000
313 Bougainville Drive
Indian Lake Estates FL 33855
Land
Listing courtesy of KB REALTY TEAM LLC and LIVE FLORIDA REALTY
SoldOct 16, 2026
$100,000
41/733 Carpenters Way
Lakeland FL 33809
2
2
1
Townhouse
Listing courtesy of LIVE FLORIDA REALTY

Browse properties sold in nearby areas

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Email
© 2026 RateMyAgent