The five highest-priced home sales reported in the Milwaukee metro area for the week ending October 18, 2026, added up to $22.32 million. Three of the five are in Waukesha County, two of them in Oconomowoc, and the rest are spread among Mequon, Milwaukee and Elm Grove.
The group runs from a lakefront stone estate to a single-story ranch, with river frontage, horse country and a city condominium in between. Four are single-family homes and one is a condominium, and all five were built between 1991 and 2008.
No. 1 — $12,500,000 · 4513 N Hewitts Point Road, Oconomowoc, Wisconsin
The week’s top sale is a stone estate on Oconomowoc Lake, set on 4.38 acres with about 580 feet of lake frontage and a pier. It sold for $12,500,000.
Built in 2006, the two-story home has seven bedrooms, nine bathrooms and 17,027 square feet of living space, the largest of the five. Inside are hardwood floors, high ceilings and detailed woodwork and millwork, along with eight fireplaces and an elevator. The home also has an indoor pool, a theater and a gym, and a guest suite occupies a wing of its own. The finished lower level walks out, and a heated, attached garage has space for nine cars.
Outside, a gated entry opens to a broad, level lawn in front of the home. The property also has a vintage wet boathouse, and the grounds are landscaped throughout.
The Bruce Gallagher Team of Keller Williams Realty-Lake Country was the listing agent. Stalle Realty Group represented the buyer.
See this property in Google Street View →
No. 2 — $3,600,000 · 13700 N Riverland Road, Mequon, Wisconsin
In Mequon, the second-highest sale of the week covers 38.66 wooded acres with close to 2,000 feet of frontage on the navigable Milwaukee River. Private trails wind down to the water. The home sold for $3,600,000.
The property is also set up for horses. An indoor arena has eight stalls and a heated tack room, and more than three acres are in pasture. The property now includes a five-acre buildable lot.
The Colonial home, built in 1991, has seven bedrooms, six bathrooms and about 7,000 square feet. It has a chef’s kitchen and two primary suites, each with a den of its own. The upper suite has two baths, and the finished lower level includes a private lounge. The property last sold for $1.16 million in 2007.
The home went under contract 29 days after it was listed. Desty Lorino of Keller Williams Milwaukee North Shore was the listing agent, and the Falk Ruvin Gallagher Team represented the buyer.
See this property in Google Street View →
No. 3 — $2,520,000 · 3277 N Canterbury Lane, Oconomowoc, Wisconsin
In the Summit Downs neighborhood of Oconomowoc, a brick Colonial on 12.79 acres sold for $2,520,000. Outside are an in-ground pool and a 1,300-square-foot pool house, along with a hot tub that seats 14 and a sport court. Horses are allowed on the land.
Built in 2004, the home has five bedrooms, five full baths and one half bath in 10,150 square feet, with garage space for six cars. The primary suite is on the main floor, with a spa-style bath and a large walk-in closet, and the kitchen is built around a big center island. Downstairs, the finished walk-out lower level has a theater room, a bar, a game room and a guest suite. A Control4 system runs the home’s technology.
The property last sold for $2.425 million in 2024.
Sewart Group of Compass RE WI-Northshore was the listing agent, and Katie Wakefield represented the buyer.
See this property in Google Street View →
No. 4 — $2,200,000 · 801 E Reservoir Avenue #801, Milwaukee, Wisconsin
The only condominium in this week’s group is a contemporary riverfront residence in Milwaukee’s Beerline neighborhood, with water views. It sold for $2,200,000.
Built in 2005, the home has four bedrooms, five full baths and one half bath in 5,730 square feet, with an elevator serving every floor. The design leans on clean lines and large expanses of glass. The main level has open living and dining spaces and a chef’s kitchen. It also has a 1,400-square-foot terrace with an inground pool, an outdoor kitchen and a covered lounge.
The guest suites share their floor with a second terrace. The primary suite takes the top floor by itself, with custom closets, a spa-style bath and a terrace of its own. The lower level has a theater, a gaming room and an office, as well as a heated three-car garage. The community has shared green space and trails. The property last sold for $814,900 in 2015.
Peter Mahler Team of Mahler Sotheby’s International Realty was on both sides of the sale.
See this property in Google Street View →
No. 5 — $1,500,000 · 14900 Watertown Plank Road, Elm Grove, Wisconsin
The newest home of the five is a ranch in Elm Grove, built in 2008 and since remodeled. It sold for $1,500,000, which was $10,000 above its asking price of $1.49 million.
Everything is on one level, including all three bedrooms. The home has two full baths and one half bath in 4,150 square feet, on 0.70 acres. A designer kitchen was redone in 2023 with quartz counters, an oversized island, new cabinetry, a Sub-Zero refrigerator and a Dacor range and oven. Ceilings rise to 10 feet in the kitchen and 12 feet in the living room, and the rooms are finished with crown molding, custom doors and ceramic stone floors.
The primary suite has two walk-in closets and an updated bath with granite counters. Next to the laundry, a bonus room could serve as a mudroom, a hobby room or a place to groom the dog. The property last sold for $950,000 in 2019.
The home went under contract six days after it was listed. Cathy Witkowski of Shorewest Realtors, Inc. was the listing agent, and Karla Florance represented the buyer.
See this property in Google Street View →
RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, October 18, 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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