Back 106 Palm Street
Off Market

106 Palm Street

Windermere FL 34786

5
5
2
3647 sq. ft.
16010 sq. ft.
Single-Family
Last sold for $1,375,000
Jill HealeyJill Healey, last sold this property on 11 June 2026 after 76 days on market.

Overview

Set on a large, tree-lined lot just moments from historic downtown Windermere, this fully reimagined residence blends modern luxury with timeless charm—delivering a level of craftsmanship and detail that truly stands out. Every inch of this home has been thoughtfully redesigned, including a newly configured floor plan, all new interior doors and trim, and beautiful wide-plank flooring throughout. Light pours into the home, creating a bright, inviting atmosphere from the moment you step inside. At the center of it all is a completely NEW kitchen—designed for both everyday living and elevated entertaining. Featuring an impressive 10-foot quartz island with seating, custom wood cabinetry, a double-door pantry, and a stunning suite of GE Café appliances including a four-panel refrigerator, double ovens, 6-burner gas cooktop, microwave drawer, dishwasher, and a custom hood. A dedicated coffee bar adds the perfect finishing touch. The family room is equally striking, with high ceilings and a custom dry bar complete with dual beverage refrigerators—creating a seamless space for gathering and hosting. The private primary suite has been elevated to feel like a true retreat, now featuring dual walk-in closets and a beautifully renovated spa-style bathroom with a quartz-topped double vanity and a luxurious walk-in shower with rain head. A newly created private office with glass French doors and a decorative fireplace offers a quiet, stylish workspace. The home also features a newly added fourth bathroom and additional bedroom / or flex space, enhancing both functionality and flexibility. Step outside to your own backyard escape, where a private pool is surrounded by mature trees, offering both shade and privacy. Beyond the stunning design, this home offers true peace of mind with major system upgrades including a 50-year architectural shingle roof, full home replumb (2024), new tankless water heater (2025), and a new well, pump, and irrigation system (2025). All of this just minutes from the charm of downtown Windermere and the shops and restaurants along Conroy-Windermere Road. This is more than a renovation—it’s a complete reimagination of what Windermere living can be.

Features

5 bedrooms
5 bathrooms
2 carspaces
2 garage spaces
3647 sq. ft. floor area
16010 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Windermere over the last 12 months, the estimated median property value of 106 Palm Street is $1.36m.

Median value
$1.36m
Estimated value range
$526.05k - $11.5m
Median days on market
56
Estimated value trend
1%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Windermere. 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 106 Palm Street

2026
Sold
$1,375,000
11 Jun 2026 by Jill Healey, of KELLER WILLIAMS WINTER PARK
2023
Sold
$852,500
31 Jul 2023 by Bill Martini, of BHHS FLORIDA REALTY
2010
Sold
$400,000
20 Aug 2010 by Kari Fleck, of THE REAL ESTATE COLLECTION LLC

Happy sellers in Windermere

78%
78% of sellers in Windermere reported that their sale price either exceeded or met their price expectations.

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

This is based on voluntary sentiment collected from 16 reviews in Windermere over the last 12 months.

Local market activity for 5 bedroom single-family properties in Windermere

In the last 12 months, 134 five-bedroom single-family properties similar to 106 Palm Street, have been sold.

This represents a 15% increase in five-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Windermere

or
Skip the list and find your ideal agent to sell your propertyFind My Agent
© 2026 RateMyAgent