The 12 Dreamiest Places to Call Home in Wisconsin For Expats & Digital Nomads

Wisconsin completely surprised me during my three-week road trip across the state. Between kayaking on Lake Geneva and grabbing coffee at local spots in Madison’s bustling Capitol Square, I discovered a place that offers way more than just cheese (though let’s be real, the cheese is incredible). I especially fell for Eau Claire, where the music scene and creative energy reminded me of Austin before it got too crowded.

If you’re looking for the best places in Wisconsin to base yourself as a remote worker or expat, I’ve got you covered. From lakeside communities where you can actually afford waterfront living to vibrant university towns with fantastic food scenes, these 12 spots offer that perfect blend of Midwest charm and modern amenities. And yes, the internet is super fast here!

Best Places to Live in Wisconsin for Expats & Digital Nomads

Looking for the best places to live in Wisconsin for expats & digital nomads? Explore Brookfield, a suburb with excellent amenities and a strong community. Consider Cedarburg, known for its historic charm and arts scene. Experience Elm Grove, offering a peaceful, small-town atmosphere with easy access to Milwaukee. For a scenic and upscale option, Fox Point provides a great mix of nature and city conveniences. Whether you’re after a quiet retreat or a vibrant neighborhood, these are top choices in Wisconsin.

• Best for family living: Brookfield
• Best for historic charm: Cedarburg
• Best for upscale tranquility: Elm Grove
• Best for lakeside living: Fox Point
• Best for vibrant city life: Madison
• Best for exclusive community: Maple Bluff
• Best for suburban sprawl: Mequon
• Best for community engagement: Middleton
• Best for academic atmosphere: Shorewood
• Best for small-town feel: Waunakee
• Best for a balanced lifestyle: Wauwatosa
• Best for scenic beauty: Whitefish Bay

1. Brookfield

Just west of Milwaukee, Brookfield is where suburban comfort meets city convenience. With top-rated schools, sprawling parks, and a family-friendly vibe, it’s no surprise this is one of Wisconsin’s most desirable places to live.

Fox River Park and Mitchell Park offer miles of trails, picnic areas, and outdoor activities, making it easy to stay active year-round. The Corners of Brookfield, a vibrant shopping and dining hub, adds an urban touch with trendy boutiques and must-try restaurants like BelAir Cantina.

What really makes Brookfield stand out is its strong sense of community. From farmers’ markets to local festivals, there’s always something bringing neighbors together. Housing here ranges from classic mid-century homes to newer developments, with prices starting around $400K. It’s the kind of place where weekends mean neighborhood barbecues, and families put down roots for generations.

2. Cedarburg

If you love historic charm with a lively arts scene, Cedarburg is the place to be. Just 20 miles north of Milwaukee, this town is famous for its 19th-century stone buildings, boutique shops, and cozy cafés that give it a storybook-like atmosphere.

Stroll down Washington Avenue, where you’ll find art galleries, antique stores, and family-run bakeries like Cedarburg Bakery. The town is home to year-round festivals, from the Strawberry Festival in summer to the Festive Friday Eves in winter, making it a hub for community spirit.

Cedarburg also delivers on quality of life. The schools are highly rated, and outdoor lovers will appreciate the nearby Ozaukee Interurban Trail for biking and hiking. Housing options range from historic homes to modern developments, with prices starting around $375K. Living here means waking up in a place that feels like it belongs on a postcard—but with all the modern comforts you need.

3. Elm Grove

Tucked just outside Milwaukee, Elm Grove is a peaceful, tree-lined village that’s perfect for those craving suburban tranquility with big-city access. Often ranked among Wisconsin’s safest places, this community has a tight-knit, welcoming atmosphere that makes it feel like home from day one.

The downtown village area is small but charming, featuring local cafés, boutique shops, and community gathering spots. Families especially love Elm Grove Park, which offers sports fields, walking trails, and even an outdoor pool. The schools here are top-rated, making it a favorite for families looking for academic excellence.

Despite its serene vibe, Milwaukee is just 15 minutes away, giving residents the best of both worlds. Homes here range from classic ranch-style houses to larger estates, with prices typically starting at $450K. For those looking to slow down without feeling disconnected, Elm Grove strikes the perfect balance.

4. Fox Point

Nestled along Lake Michigan, Fox Point is a picturesque lakeside village that blends natural beauty with a relaxed, upscale vibe. Located just 10 miles north of Milwaukee, this community is known for its scenic parks, excellent schools, and peaceful atmosphere.

One of the biggest highlights? Doctors Park, a stunning shoreline retreat with sandy beaches, wooded trails, and picnic areas—perfect for anyone who loves outdoors or just being near the water. Fox Point also has a strong community focus, with events like the Fox Point Farmers’ Market bringing locals together.

The schools are top-rated, making it a popular choice for families, while its proximity to Milwaukee offers easy access to the city’s dining, shopping, and entertainment scene. Housing here includes charming mid-century homes and elegant lakefront properties, with prices starting around $500K. 

5. Madison

Wisconsin’s capital city is where college-town energy meets urban culture, making it one of the most exciting places to live in the state. With its lakeside setting, bike-friendly streets, and thriving food scene, Madison is perfect for anyone who loves an active and vibrant lifestyle.

The city is home to the University of Wisconsin-Madison, which keeps things lively with Big Ten sports, concerts, and a constant stream of events. Outdoor lovers will appreciate the hundreds of miles of biking trails, kayak-friendly lakes, and beautiful parks like the Olbrich Botanical Gardens. And if you’re a foodie? Madison delivers with legendary spots like The Old Fashioned for Wisconsin-style comfort food and the Dane County Farmers’ Market, one of the best in the country.

Housing ranges from downtown apartments to quiet suburban neighborhoods, with prices starting around $375K. Whether you’re a student, young professional, or retiree, Madison has a little something for everyone.

6. Maple Bluff

If you’re looking for lakeside luxury with a small-town feel, Maple Bluff is hard to top. This exclusive village along Lake Mendota, just outside Madison, is known for its elegant homes, tree-lined streets, and scenic lake views.

Residents here enjoy boating, paddleboarding, and lakeside picnics right in their backyard. The Maple Bluff Country Club is a social hub, offering golf, tennis, and a place to connect with neighbors. And while the village feels tucked away, downtown Madison is just minutes away, giving you access to the city’s restaurants, culture, and entertainment.

The homes here are spacious and stunning, many with direct lake access, and prices typically start around $900K. If you want the best of lake life with an upscale twist, Maple Bluff offers a front-row seat to Wisconsin’s most beautiful waterfront living.

7. Mequon

Set along the shores of Lake Michigan, Mequon offers a perfect mix of natural beauty and suburban ease. Known for its spacious homes, excellent schools, and outdoor lifestyle, it’s a go-to for families and professionals looking for peace and space without being too far from Milwaukee.

Nature lovers will appreciate the Mequon Nature Preserve, a sprawling 444-acre sanctuary with hiking trails, wetlands, and wildlife. Golfers can hit the greens at North Shore Country Club, while foodies can enjoy farm-to-table dining at local favorites like Café 1505.

Properties in Mequon range from classic lakefront estates to newer developments with large yards, with prices starting around $500K. It’s the kind of place where you can wake up to quiet mornings, enjoy nature, and still grab dinner in downtown Milwaukee in under 30 minutes.

8. Middleton

Nicknamed “The Good Neighbor City,” Middleton is consistently ranked as one of the best places to live in Wisconsin—and for good reason. This charming suburb of Madison blends tight-knit community vibes with modern amenities, making it a fantastic place to settle down.

Outdoor enthusiasts will love Pheasant Branch Conservancy, a beautiful nature reserve with hiking trails, birdwatching, and scenic overlooks. For water activities, Lake Mendota is just minutes away, perfect for kayaking, fishing, and paddleboarding. Downtown Middleton offers boutique shops, craft breweries like Capital Brewery, and a fantastic dining scene, from casual cafés to upscale restaurants.

The city also hosts festivals, farmers’ markets, and seasonal events, giving it a warm, small-town atmosphere. Housing options range from historic homes to new developments, with prices starting around $450K. With top-rated schools, a thriving local economy, and quick access to Madison, Middleton offers the best of suburban living with a touch of charm.

9. Shorewood

Perched along Lake Michigan, Shorewood is a charming, walkable village just north of Milwaukee. With its tree-lined streets, historic homes, and strong sense of community, it’s one of Wisconsin’s most sought-after places to live.

Shorewood offers the best of both worlds: a quiet, residential feel with easy access to city life. Residents love spending time at Atwater Park, which boasts stunning lake views, a scenic beach, and a bluff-top playground. The Oak Leaf Trail, a beloved multi-use path, runs through the village, making it easy to bike or jog along the lake. Shorewood’s local shops, farmers’ markets, and year-round events add to its friendly, small-town charm.

Homes here range from beautiful 1920s bungalows to modern condos, with prices starting around $450K. With its unbeatable lakeside location, strong schools, and active community, Shorewood offers an exceptional quality of life.

10. Waunakee

Just outside Madison, Waunakee is a fast-growing yet tight-knit community known for its top-rated schools, thriving local economy, and small-town warmth. Despite its growth, it has held onto its welcoming, neighborly feel, making it one of Wisconsin’s most desirable places to live.

Downtown Waunakee is full of locally owned shops, cozy cafés, and family-run businesses, giving it a distinct charm. The town’s parks and green spaces, including Ripp Park and Castle Creek Conservancy, offer walking trails, sports fields, and picnic areas. Community spirit shines through events like Waunafest, the holiday parade, and summer concerts in the park, which bring residents together year after year.

Housing options range from historic homes in tree-lined neighborhoods to spacious new developments, with prices starting around $425K. For those seeking a vibrant, family-friendly town with a strong community spirit, Waunakee is hard to beat.

11. Wauwatosa

Affectionately known as “Tosa”, Wauwatosa blends historic charm with modern urban energy. Located just west of Milwaukee, this city is a favorite for young professionals, families, and retirees alike, offering a balance of city convenience and suburban comfort.

Wauwatosa’s walkable village center is packed with independent boutiques, cozy cafés, and local markets, making it a lively spot day or night. The Menomonee River Parkway and Hansen Park provide miles of scenic trails, open fields, and riverfront paths, perfect for biking, jogging, or simply unwinding outdoors. The city also hosts community events, art fairs, and farmers’ markets, adding to its welcoming vibe.

Housing ranges from quaint 1920s bungalows to sleek new apartments, with prices starting around $400K. Whether you’re after a thriving social scene, family-friendly neighborhoods, or access to Milwaukee’s job market, Wauwatosa has something for everyone.

12. Whitefish Bay

Whitefish Bay is a picturesque village just north of Milwaukee that offers stunning waterfront views, walkable streets, and a strong sense of community. Its top-ranked schools and well-kept neighborhoods make it one of Wisconsin’s most desirable places to live.

Life here moves at a relaxed but engaging pace. Mornings might start with a stroll along Klode Park’s scenic trails, followed by shopping or brunch on Silver Spring Drive, where boutique stores and local cafés keep the village buzzing. Summers bring beach days at Big Bay Park, while the colder months are filled with festivals, ice skating, and cozy gatherings that bring neighbors together and strengthen the community.

With its welcoming community, scenic beauty, and unbeatable location, it’s easy to see why so many people are proud to call Whitefish Bay home.

Frequently Asked Questions (FAQs) About the Best Places to Live in Wisconsin                

Seeking insights into Wisconsin’s top living spots? Below are some frequently asked questions I receive regarding the finest places to call home in Wisconsin.

Where is the best place to live in WI?

Elm Grove stands out when considering where is the best place to live in WI. This village consistently ranks highly for its exceptional quality of life, low crime rates, and community involvement. The residents of Elm Grove enjoy a serene, park-like atmosphere with the convenience of being just a short drive from Milwaukee’s urban offerings. The local schools are top-notch, and there’s a strong sense of community spirit, with frequent social events and activities that bring neighbors together. Elm Grove offers a harmonious blend of tranquility and suburban living, making it an ideal spot for families, professionals, and retirees alike.

Is Wisconsin a good place to live in?

Absolutely, Wisconsin is known to be a good place to live in. The state boasts a diverse range of living environments to suit various preferences, from the bustling city life in Milwaukee and Madison to the peaceful, scenic rural areas. Wisconsin’s residents benefit from a lower cost of living compared to the national average, excellent educational institutions, and a strong job market, particularly in healthcare, education, and manufacturing sectors.

Outdoor enthusiasts will find Wisconsin’s four distinct seasons and its abundance of parks, lakes, and trails to be a haven for year-round activities. The state’s rich cultural heritage, from its Native American roots to its European influences, is celebrated in numerous festivals and its cuisine, especially the iconic cheese and beer. With its friendly communities, Wisconsin is a place where one can enjoy a balanced and fulfilling lifestyle.

Is Wisconsin an affordable state to live in?

Yes, Wisconsin is generally considered an affordable state to live in. Housing costs in many of its cities and towns are below the national average, which is a significant factor in overall affordability. Additionally, the cost of living, which includes groceries, utilities, and transportation, tends to be reasonable compared to many other states.

However, it’s important to note that affordability can vary depending on the specific area within the state. For instance, metropolitan areas like Madison and Milwaukee might have higher living expenses than smaller towns or rural areas. But even within cities, there are neighborhoods and suburbs that offer a cost-effective lifestyle, making Wisconsin a state that caters to a wide range of budgets.

Is Wisconsin a good place to live with kids?

Wisconsin is indeed a great place to live with kids. The state is known for its strong educational system, which includes a variety of high-performing public and private schools, as well as post-secondary institutions for future education.

Family-friendly communities are a hallmark of Wisconsin, offering numerous parks, playgrounds, and libraries that host child-oriented programs and events. The state’s rich natural environment provides plenty of outdoor activities to keep children engaged with nature, from hiking and biking in the summer to sledding and ice-skating in the winter.

Healthcare in Wisconsin is also commendable, with access to excellent medical facilities, ensuring that families have the support they need. With its safe neighborhoods, community-oriented lifestyle, and abundance of activities for all ages, Wisconsin is a nurturing place to raise a family.

What is the safest town in Wisconsin?

Cedarburg is often highlighted as one of the safest towns in Wisconsin. This charming city is known for its low crime rates and a strong sense of community that contributes to the residents’ overall sense of security. Cedarburg’s historic downtown, community events, and excellent schools create an environment that is not only safe but also rich in culture and engagement.

The police force in Cedarburg is highly visible and deeply involved in the community, which helps to maintain the city’s safety record. The city’s commitment to preserving a high quality of life is evident in its well-maintained streets, public spaces, and the active participation of its residents in neighborhood watch programs. Cedarburg’s safety, combined with its picturesque setting and community-oriented lifestyle, makes it a top choice for families and individuals prioritizing security.

How much money do you need to live comfortably in Wisconsin?

To live comfortably in Wisconsin, it’s estimated that an individual needs a yearly income of around $40,000 to $50,000, while for a family of four, this figure goes up to approximately $70,000 to $80,000. These estimates take into account the cost of housing, utilities, groceries, healthcare, transportation, and other essentials, along with a little extra for leisure activities and savings.

It’s important to consider that these numbers can fluctuate based on lifestyle choices, the specific area within Wisconsin (with urban areas generally being more expensive than rural ones), and personal financial obligations. However, these figures provide a general baseline for a comfortable life in one of Wisconsin’s best places to live.

Final Thoughts on the Best Places to Live in Wisconsin

In weaving through the tapestry of Wisconsin’s living options, we’ve traversed from the serene streets of Elm Grove to the historic charm of Cedarburg, each locale offering its unique embrace. Wisconsin’s allure isn’t just in its varied landscapes or the four-season festivities; it’s in the everyday moments and the quality of life that these communities foster.

For those seeking a place to call home, the Badger State presents a mosaic of choices, each with its own color and character. Whether it’s the family-centric suburbs, the vibrant urban beats of its cities, or the quiet, pastoral beauty of its rural areas, Wisconsin holds a promise of a life well-lived.

As we conclude, let’s remember that finding the best place to live is about aligning a locale’s offerings with your personal narrative. It’s about finding that corner of the world where the community becomes an extension of family, education is a pathway to dreams, and safety is a given, not a luxury.

For the wanderlust travelers and the home-seeking hearts, Wisconsin stands as a testament to the Midwest’s warm welcome. It beckons with open arms, offering a place not just to reside, but to thrive. So, take a moment, reflect on what you seek, and perhaps, you’ll find your next chapter waiting for you in the heart of America’s Dairyland.

And to you, dear reader, may your journey through Wisconsin’s landscapes be as enriching as the destinations themselves. Whether you’re just passing through or looking to plant roots, may you find the sense of place and peace you seek. If this guide has sparked your interest, take that step, explore, and who knows? You might just find your new home in the best Wisconsin cities.