By Kristine Hansen, FrontDoor.com | Published: 1/16/2009

Whitefish Bay has a reputation for good schools and a small-village feel. Kristine Hansen
BAY VIEW
Encouraged by an easy downtown commute, transformation of this South Side neighborhood began about seven years ago -- from a working-class neighborhood to a great place for young, first-home buyers. A three-bedroom bungalow, a popular style here, can be scored for around $200,000. Browse Bay View Real Estate
Flagship Address: Kinnickinic Avenue
Often called "the new East Side," this neighborhood has all the goods of its hip, older sibling, such as cafes serving Fair Trade coffee, a yoga studio, a natural-foods grocer, vintage furniture and clothing shops, and upscale ethnic restaurants. There is even a public-library branch and community center. South Shore Park hosts a Saturday-morning farmers market each summer that's got no shortage of energy (think violinists, dancers and cooking demos).
The Neighbors: Mix of old-timers turned empty nesters and a newer crop of artistic, creative and politically leftist individuals, couples and those with small children
Also consider: St. Francis
The Neighbors: Quieter and more conservative, but the proximity to Bay View (touching its northern border) wins out, as does a reduction on housing prices. View Saint Francis Homes for Sale
EAST SIDE
Beginning about 10 blocks north of the downtown core is where many recent college grads get their first apartment, for its proximity to the hottest bars and lounges.
But literally on the same blocks are new-construction condos (including high-rises on Prospect Avenue, the city's glitziest address) and historic mansions, costing more by proportion (you'd be hard-pressed to find a quality house for under $300,000), but providing convenience as most everything is within walking distance.
Flagship Neighborhood: Brady Street
Brady Street was settled by the Italians and there's still that flavor in Peter Sciortino's cookies and breads and the fresh mozzarella from Glorioso's. Yuppies and hippies come together over cups of tea at Rochambo and shopping ranges from fine lingerie to a plain old hardware store.
Also consider: Riverwest
The Neighbors: Grungier and more politically active, the neighborhood even has its own newspaper, a natural foods co-op and Peace Action Center
WHITEFISH BAY
With a reputation for good schools, and a small-village feel, some streets are named after California cities, like Hollywood and Santa Monica. Homes are pricier than the region's average. Browse Whitefish Bay Real Estate
Flagship Address: Silver Spring Drive
On Silver Spring Drive are several home furnishings shops, cafes (including Starbucks and a local roaster) and a packed-to-the-gills Hallmark store called Winkie's for all your gift needs. Bayshore Mall anchors one end and Lake Michigan is on the other.
Also consider: Shorewood
The Neighbors: Extremely politically active, and the most Democratic-leaning of all the suburbs north of downtown. One example of community activism is a grassroots movement to bring healthier foods into the high school.
NEXT: Wauwatosa