Windermere Partners with Esterre to Reimagine Second Home Ownership
As more and more people desire an escape from everyday life, the appeal of second home ownership has grown stronger. But when the dream of owning a vacation home meets the reality of maintenance, expenses, and logistics, many buyers begin to question whether the rewards outweigh the challenges. Esterre, in partnership with Windermere Real Estate, is changing the narrative by introducing a fresh, innovative approach to second homeownership that redefines what’s possible. Here’s all you need to know about this exciting new partnership.
The Challenges of Owning a Vacation Home
Beyond the upfront purchase of a vacation home, the ongoing costs of maintenance, landscaping, and furnishing can quickly add up, making the experience feel less like a relaxing retreat and more like managing a second job. On top of that, many owners find themselves traveling less and tied to their vacation homes to make the most of their investment. While the idea of having a dedicated getaway is appealing, it can limit the freedom to explore new destinations and create diverse experiences. These common hurdles have left many wondering if there’s a more flexible, hassle-free way to enjoy the benefits of second home ownership.
Meet Esterre
Esterre, founded in Seattle in partnership with Windermere in 2024, is redefining what it means to own a second home. By introducing a fresh approach to second homeownership, Esterre enables individuals to have an equal equity ownership in a portfolio of carefully curated properties in some of Washington State’s most desirable destinations. This model eliminates the headaches and stress of maintenance, furnishing, landscaping, cleaning, and financial management, offering owners a seamless, stress-free experience. Each home in the portfolio is thoughtfully designed and fully managed, allowing owners to simply enjoy their time away.
How Windermere and Esterre Are Simplifying Second Home Ownership
Windermere’s collaboration with Esterre marks an exciting step forward in the real estate world. Combining Windermere’s trusted expertise with Esterre’s innovative concept, this partnership offers a flexible, transparent, and economically sensible solution to traditional vacation home ownership challenges. For a fraction of the cost of purchasing a single vacation home, buyers gain equity in a portfolio of high-end properties across Washington State’s most scenic destinations, including Snoqualmie Summit, San Juan Island, Whidbey Island, Fidalgo Island, and the Olympic Peninsula, with more locations to come. These homes, all within a 2- to 3-hour drive from Seattle, are thoughtfully chosen to provide guests with various environments and experiences. Owners can enjoy over a month of annual access to these luxurious properties, with unlimited short notice stays available within 5 days of booking. And, unlike traditional timeshares, Esterre also incorporates a built-in exit strategy, selling the portfolio after 12 years and distributing the proceeds to owners.
Whether it’s a serene island retreat or a mountain escape, this partnership creates a unique opportunity for agents to connect with clients who dream of owning a second home but are deterred by the high costs and responsibilities. Together, Windermere and Esterre are opening doors to a more accessible, flexible, and memorable way to explore Washington State and build lasting memories.
Don't miss out on the exciting opportunities at Esterre!
Written by Windermere Staff
