Discover Six Desirable Cities of Greater Milwaukee

Waukesha, WI

From scenic lakefronts to vibrant suburban centers, the cities of Greater Milwaukee provide residents with a high quality of life, excellent amenities, and a range of housing options. Below, we explore six standout cities in the region, highlighting their key features and current real estate trends.

1. Oconomowoc

Oconomowoc is renowned for its scenic beauty, with multiple lakes offering ample opportunities for boating, fishing, and other water activities. The city’s vibrant, historic downtown area hosts local shops, restaurants, and cultural events, fostering a strong sense of community. Families are drawn to Oconomowoc for its highly rated schools and safe neighborhoods, making it an ideal place to raise children.

Oconomowoc’s diverse real estate market features everything from charming historic homes to expansive lakefront estates. The area is popular for those seeking a more tranquil setting while still being close enough to commute into Milwaukee. In February, Redfin reported a median sale price of a home at $539,900, reflecting a substantial 13.7% year-over-year increase. Homes typically sold after 76 days on the market, up from 38 days last year.

2. Oak Creek

Located just south of Milwaukee, Oak Creek offers suburban living with convenient access to urban amenities. The city is known for its excellent public schools, well-maintained parks, and a variety of shopping and dining options, particularly in the Drexel Town Square area. Oak Creek’s commitment to safety and community events enhances its appeal to families and professionals alike. 

Oak Creek’s housing market is experiencing growth, with a variety of new construction homes and established properties on offer. The median home sale price was $356,500 in February—marking a 1.9% increase from the previous year—and homes sold after 48 days on the market, according to Redfin. The city offers a mix of modern townhomes, mid-range single-family homes, and executive residences, making it an appealing market for a wide range of buyers.

3. New Berlin

New Berlin offers residents a peaceful suburban environment with the convenience of proximity to Milwaukee. The city is recognized for its top-rated schools, expansive parks, and numerous recreational facilities. A strong sense of community is evident through various local events and festivals held throughout the year.

New Berlin features a wide array of real estate options, from well-established homes in tree-lined neighborhoods to more expansive properties with larger lots. Its market is highly competitive, with homes frequently receiving multiple offers and selling in an average of 30 days. Buyers seeking single-family homes in a well-established neighborhood often find New Berlin an ideal choice due to its affordability compared to other surrounding luxury neighborhoods. According to Redfin, the median home sale price was $436,000 in February.

4. Waukesha

Waukesha combines rich history with modern amenities, featuring a charming downtown area with historic architecture, local shops, and a vibrant arts scene. The city offers numerous parks and trails along the Fox River, providing residents with ample outdoor recreational opportunities. Waukesha’s reputable schools and strong community engagement make it a desirable place for families. 

Waukesha offers a range of housing, from historic homes downtown to more spacious suburban properties, making it appealing to first-time buyers and growing families. Within its moderately competitive market, homes typically sell for around the list price and after 40 days on the market for a median price of $329,950, according to February data from Redfin.

5. Brookfield

Brookfield is known for its upscale living, exceptional schools, and abundant green spaces. The city offers a variety of shopping and dining options, particularly around Brookfield Square and The Corners of Brookfield. With a focus on community and safety, Brookfield provides a family-friendly environment with a suburban feel while remaining close to Milwaukee’s urban center. 

Brookfield’s highly desirable real estate market, known for large properties with high-end finishes, features luxury homes, custom-built properties, and well-maintained residential neighborhoods. Its reputation as a luxury market makes it one of the more exclusive areas in Greater Milwaukee, with a median sale price of $492,000 and homes selling after 31 days on average, according to Redfin data from February.

6. Mequon

Mequon offers a blend of rural appeal and suburban convenience, with sprawling estates, farmland, and water views. The city is known for its impressive schools, low crime rates, and numerous parks and nature preserves, some of which showcase picturesque views of Lake Michigan. Mequon’s commitment to preserving its natural beauty while providing modern amenities attracts both families and retirees.

Mequon’s housing market is centered around luxury, with expansive estates, golf course communities, and waterfront properties along Lake Michigan. According to February data from Redfin, it has a moderately competitive market, with homes selling after 44 days on the market for a median price of $540,000. The area’s combination of exclusivity, privacy, and natural beauty makes it one of the most prestigious communities in the region.