100 Wyndham Dr

Off Market

100 Wyndham Dr

Winter Haven FL 33884

5032 sq. ft.

30000 sq. ft.

Single-Family

Last sold for $750,000

Jenna Henderson, last sold this property on 02 June 2026 after 81 days on market.

Overview

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!

Features

5 bedrooms

3 bathrooms

3 carspaces

3 garage spaces

5032 sq. ft. floor area

30000 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Winter Haven over the last 12 months, the estimated median property value of 100 Wyndham Dr is $334.24k.

Median value

$334.24k

Estimated value range

$255.99k - $875k

Median days on market

Estimated value trend

-5%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Winter Haven. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 100 Wyndham Dr

2026

Sold

$750,000

02 Jun 2026 by Jenna Henderson, of LIVE FLORIDA REALTY

2024

Sold

$675,000

14 Feb 2024 by Angie Reynolds, of PORCHLIGHT HOMES LLC

2016

Sold

$458,000

09 Jun 2016 by Rick Hemenway, of REAL ESTATE CENTRAL GROUP LLC

Happy sellers in Winter Haven

77%

77% of sellers in Winter Haven reported that their sale price either exceeded or met their price expectations.

Winter Haven stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 23 reviews in Winter Haven over the last 12 months.

Local market activity for 5 bedroom single-family properties in Winter Haven

In the last 12 months, 78 five-bedroom single-family properties similar to 100 Wyndham Dr, have been sold.

This represents a 19% increase in five-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Winter Haven for a market analysis.

Patricia de Graaff

at REMAX Heritage Professionals | Winter Haven

(225 reviews)

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Brad Kirwan

at Global Lifestyle LLC

(83 reviews)

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Lori Raath

at LAKE ASHTON REALTY INC.

(88 reviews)

Get a market analysis

Vicmarie Vega Torres

at REMAX Heritage Professionals | Winter Haven

(23 reviews)

Get a market analysis

Nearby agents

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Vicmarie Vega Torres

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