The five highest-priced home sales reported in Waukesha & Lake Country, Wisconsin for the week ending November 8, 2026 totaled $10.11 million. All five were in Waukesha County, and the group spans more than a century of building, from a lake cottage to a home completed this year. In two of the sales, the same agent was on both sides.
No. 1 — $3,550,000 · 14 White Tail Lane, Oconomowoc, Wisconsin
The week’s top sale is set on 4.58 wooded acres in the Ponds At Pabst Farms neighborhood of Oconomowoc, where 14 White Tail Lane sold for $3.55 million. Built in 2014, the contemporary ranch has 11,129 square feet of living space, the most of any home in the group, on the largest lot of the five. The property last sold for $221,000 in 2013, before the current home was built.
The single-story plan is arranged in two wings joined at the center of the home. One wing is given over to the primary suite, and the other is meant for family and guests. Each of the five bedrooms has its own bathroom, and four bedrooms are on the main level, with doors opening directly onto a large courtyard. The home has seven bathrooms in all.
Much of the home is designed for entertaining. There is a pool that works both indoors and out, as well as a basketball court and more than one bar. Ceilings rise to 20 feet, the floors are wood, and the kitchen has an island and a pantry. The exterior is brick and stone, and a patio sits outside. Below the main floor, a full finished basement has ceilings of at least eight feet.
The home went under contract 12 days after it was listed by the Tony Wendorf & Associates Team of Keller Williams Realty-Lake Country, one of two sales in this week’s Top 5 listed through that brokerage. Jacob Schneider represented the buyer.
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No. 2 — $2,250,000 · N50W35310 Wisconsin Avenue, Oconomowoc, Wisconsin
N50W35310 Wisconsin Avenue in Oconomowoc, which sold for $2.25 million, is a waterfront property with lake views, deeded water access, two piers in use all year and a working boat house with seating on its roof. Its lot, at 0.30 acres, is the smallest of the five.
The home has an unusual history. It was torn down and rebuilt in 1994, and the contemporary ranch has since been remodeled inside and out by Groskopf. On the main floor, the living room opens to a dining room with built-ins. The kitchen is finished in quartz and custom tile, with slow-close cabinetry. The primary suite is also on the main floor and has a walk-in closet.
An open staircase leads down to a full walkout lower level, where a family room with a gas fireplace sits near a wet bar with seating and a bonus area. That level also has a full bathroom. In all, the home has two bedrooms, two full bathrooms and a half bath in 2,010 square feet. Outside there is a wraparound composite deck and a lower patio, and the grounds include a water feature.
The Devine Team of The Real Estate Studio was the listing agent, and Nicole Zimmer represented the buyer.
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No. 3 — $1,800,000 · 1265 Lorien Court, Brookfield, Wisconsin
The Shire, a subdivision in Brookfield, is the setting for 1265 Lorien Court, which sold for $1.8 million. The custom contemporary home, built in 2014, stands high on a quiet cul-de-sac on a landscaped, wooded lot of 1.04 acres, with a covered front porch and two patios. The property last sold for $235,000 in 2013, before the current home was built.
Inside are 6,705 square feet on two stories. Each of the five bedrooms has its own bath, and the home has six full bathrooms and a half bath. Floors are acacia wood and counters are granite, stained alder is used for the cabinetry and woodwork, and there are gas fireplaces in more than one room.
The home has two kitchens. For leisure there is a theater room, a gym and a recreation room, while a three-season room and an office add to the living space. A mudroom and a first-floor laundry handle daily life, and the four-car garage has access to the lower level.
Dawn Wabiszewski of Wabi Realty LLC listed the home and also represented the buyer, so the same agent was on both sides of the sale. The home went under contract one day after it was listed and sold at its full asking price.
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No. 4 — $1,450,000 · 2564 N Huebner Road, Oconomowoc, Wisconsin
The oldest home in the group is a lake cottage built in 1913 at 2564 N Huebner Road in Oconomowoc. It sold for $1.45 million.
The wood-sided cottage is on Upper Nemahbin Lake, on a wooded lot of 1.36 acres that rises above the water along the west shore, with 102 feet of clear, sandy frontage and a pier. The single-story home has 1,000 square feet, the smallest living area of the five, with two bedrooms, one bathroom and wood floors. A garden shed stands on the property. The listing says the cottage has been in the owners’ family for generations, the site of picnics and celebrations with family and friends.
The home went under contract three days after it was listed. The Bruce Gallagher Team of Keller Williams Realty-Lake Country was on both sides of the sale as the listing agent and the buyer’s agent, and it was the second sale in this Top 5 listed through that brokerage.
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No. 5 — $1,059,313 · N58W20692 Darnoch Court, Menomonee Falls, Wisconsin
The newest home in the group, built in 2026, is a new-construction two-story home at N58W20692 Darnoch Court in the Fox River Falls neighborhood of Menomonee Falls. It sold for $1.06 million. The home has four bedrooms, three full bathrooms and a half bath in 4,040 square feet on a 0.39-acre lot. Stone and fiber cement face the exterior, there is an attached three-car garage, and the full basement has walkout access.
Erin Russell of Tim O’Brien Homes LLC was the listing agent, and Julie Bulgrin represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, November 8, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
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