Thelen-Built Luxury Lakefront Estate on Middle Lake, Wisconsin, Seeks $4.95 Million

On the sparkling shores of Middle Lake, a spectacular estate has entered the market with an asking price of $4,950,000. Located at W5539 Oak Park Road, this contemporary residence exemplifies the grandeur of Wisconsin Real Estate, blending modern craftsmanship with timeless waterfront living. Built in 2008 by Thelan, the property offers more than 7,000 square feet of refined interiors spread between the main house and a carriage home, creating a total of 11 bedrooms and 9.5 baths. With 154 feet of prime shoreline, private docks, and a boathouse, the home is designed for both intimate family moments and large-scale entertaining.

SEE MORE: Elegance and Functionality Combined: Open Layout Property in Wisconsin, Asking $3.2 Million

Lakefront Living with Distinction

Soaring windows frame panoramic water views, hardwood floors flow throughout, and multiple chef’s kitchens cater to gatherings of every scale. The estate is anchored by a voluminous living room measuring 23 by 23 feet, while additional features such as a wine cellar, heated screened porch, and cathedral ceilings enhance the sense of luxury. Beyond the main residence, the carriage house offers comfortable accommodations for extended family or guests—an increasingly coveted feature in today’s high-end market.

“The homeowners have envisioned this not just as a residence, but as a legacy retreat,” said a representative from Keefe & Blay Real Estate Group in a conversation with Luxury Houses Magazine. “It’s rare to find a waterfront estate in Elkhorn that delivers both privacy and scale on this level.”

The home’s thoughtful design ensures practical living as well. Multiple ensuite bedrooms across different wings allow for generational enjoyment, and laundry on every level brings convenience to everyday life. Two garages, one for cars and one tailored for boat storage, highlight the estate’s dual focus on land and water lifestyles.

SEE MORE: Lakeside Paradise Offering Luxury, Seclusion, and Recreation, Listed for $6.35 Million in Wisconsin

A Prime Location in Elkhorn Real Estate

The address W5539 Oak Park Road is set within one of Elkhorn’s most desirable enclaves. The property sits directly on Middle Lake, part of the Lauderdale Lakes chain, celebrated for boating, fishing, and clear swimming waters. Residents can walk to the Lauderdale Landings restaurant or explore the adjacent 30-acre nature preserve, which offers trails and wildlife observation.

“Middle Lake is a jewel of southern Wisconsin, and this estate is positioned on one of its finest stretches of shoreline,” noted a Compass Wisconsin–Lake Geneva agent to Luxury Houses. “It offers both vibrant recreation and tranquil sunsets, making it an unparalleled lifestyle investment.”

The surrounding Elkhorn Real Estate market is buoyed by proximity to Lake Geneva, golf courses, and boutique shopping in downtown Elkhorn. Dining options range from lakeside casual spots to locally beloved cafés like Someplace Else. For golf enthusiasts, Lauderdale Lakes Country Club provides a historic nine-hole course just minutes away. Accessibility is also a strength: the home is located within easy reach of Milwaukee and Chicago, ideal for weekend retreats or full-time living.

SEE MORE: Wisconsin All-Stone Estate on 33 Acres Hits Market at $4.5 Million

Design, Craftsmanship, and History

Constructed in 2008, the home remains in pristine condition with wood siding, zoned heating, and high-speed internet—balancing traditional craftsmanship with modern comforts. Tax records reflect a 2022 assessment of $3,095,000 with annual property taxes around $21,803, underlining its stature within the Wisconsin Real Estate market. Historical data indicates the property was previously transacted in 2017, with its value appreciating significantly in the years since, reflecting growing demand for luxury lakefront estates.

Inside, bespoke finishes include central vacuum, walk-through bedrooms, expansive walk-in closets, and a kitchen island that anchors the culinary heart of the home. Outdoors, the estate’s amenities extend to jet ski stations, dual boat slips, and a fire-pit at the water’s edge—elements that make it as much a private resort as a residence.

“What truly distinguishes this listing is its versatility,” another Keefe & Blay representative told Luxury Houses Magazine. “From hosting holiday gatherings to enjoying peaceful morning swims, it adapts effortlessly to every lifestyle vision.”

A Rare Offering

With 11 bedrooms, 10 baths, and nearly 7,000 square feet of interiors framed by 0.64 acres of landscaped grounds, W5539 Oak Park Road stands as one of the most significant offerings in the region. It is not simply a property, but a retreat where generations can gather, celebrate, and unwind in comfort. For buyers seeking an estate that combines scale, style, and prime lake frontage, this Elkhorn home presents a rare opportunity.

For further details, visit the official Zillow listing or explore the property through the Keefe & Blay Real Estate Group website

* This property might not for sale at the moment you read this post; please check property status at the above Zillow or Agent website links*

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