Southwest floridians are a stylish bunch, and the proof is hanging in their closets. Local businessmen, socialites, young professionals and working moms dress impeccably wherever they go. And the best dressed among them know that the secret to great style is living by a simple mantra: Make it your own. We dug through the closets of five very different, yet quite fashionable, Gulfshore residents to learn how they pull it all together. From the businessman's meticulous racks of monogrammed shirts to the trendsetter's drawers of chunky vintage jewelry, we uncovered classic pieces, new must-haves and a few surprises hidden behind the hatboxes.

THE PHILANTHROPIST

Retired hotel executive and North Carolina native Martha Fligg has a packed social calendar. Regularly attending luncheons or charity galas, she often has to dress by each event's code. So her classic style has to adapt to fit those "cocktail attire" or "black-tie" requests. "Naples tends to be pretty dressy," she says. "My idea of 'casual' had to change after moving here."

Secrets of Martha's Style

Style icon: Audrey Hepburn.

Shopping tactics: "I shop with a purpose [such as an upcoming event]. I don't shop for labels; I shop for what I like, but I go through patterns. Last year I was buying Akris. This year I love everything Ralph Lauren. And when I lived in Chicago, I was the St. John queen."

Favorite shopping destination: Chicago and its Oak Street boutiques. "Chicago has every store you could want, and it's easier to shop there than it is in New York."

Newest fashion discovery: Australian designers like Collette Dinnigan. "Australian fashion is young and casual. And the fabrics are soft."

Buys in bulk: Cashmere sweaters.

Wouldn't be seen dead in: frou-frou, like ruffles or feathers.

Get Martha's Look

Dress, Bill Blass. Pearl bracelet and necklace, Autore. Shoes, Jimmy Choo. Purse, Bottega Veneta.

What's in Martha's Closet?

Floor-to-ceiling shoes (from the standard sandal to the surprising rhinestone-encrusted high heels), bags, clutches, flowing skirts in all colors and fabrics, gala gowns, suits and cocktail dresses. Martha pairs pearls with every outfit, whether casual or dressy. "Pearls are the epitome of class," she says. She also keeps a stock of small clutches (like this diamond one by Judith Leiber), and she never, ever runs out of Chanel No. 5.

THE WEEKEND MAN

Financial consultant Jeff Leach has spent more than four years perfecting his look with the help of Keith Sandman, an image consultant for Brodeur Carvell. Life before Keith? "It was challenging," he admits. An avid golfer, Leach spends his weekends on the course or sampling the local restaurant fare. His weekend style has evolved into clean and crisp, but with a slight colorful, funky edge. "Style is like anything in life," he says, "You have to want to put an effort in it."

Secrets of Jeff's Style

The look: "On the edge of mainstream, otherwise you just blend in."

Weekend wear: "Every man should have a great leather jacket and a pair of high-end jeans. I'm not talking Levi's."

Most important: A talented tailor. "A good tailor can make something OK look good and something good look great."

Shopping pattern: "A once-a-year major wardrobe overhaul, but I shop once a month for new items. I buy one piece at a time."

On local style: "You want to be edgy, but you can't go too far here. Keith has definitely pushed me to be a little more edgy."

How he stays stylish: Jeff gets a phone call when new shipments, merchandisers or trunk shows arrive at his favorite stores. "It's a great way to be in the know. I can even ask sales assistants to put things aside for me when they call."

Get Jeff's Look

Shoes and belt, Mezlan. Slacks, Zanella. Shirt, St. Croix. Watch, Bvlgari.

What's in JEFF's Closet?

A rack of custom button-down shirts, a rainbow of limited-production ties, one tuxedo, one suit, 30 pairs of shoes and 30 matching belts. New additions? His Mezlan alligator shoes, Revo sunglasses (he owns seven pairs) and a set of great watches, like this Bvlgari. "Every man should have three watches: a casual one, a dressy one and a sportswatch," he says.

THE STYLISH MOM

As a CBS reporter in Charleston, N.C., Mary Parent quickly learned to adapt her style to suit the fashion demands of broadcast news. But having three daughters and moving to Naples brought along all new reasons for a massive wardrobe overhaul. "You have to have a soft front with children-no buttons or pins on your tops-and everything became washable. Forget the silks," she jokes. Mary combines these tricks to create a trendy but functional look.

Secrets of Mary's Style

Lessons learned: "At CBS, my style had to become more classic, less trendy. I learned to never wear patterns around my face."

Everyday wear: Mary pairs expensive designer skirts with inexpensive Gap camisoles. "And I always wear shoes with a little heel. You feel better about yourself, it makes you feel prettier."

Shopping tactics: Mary redoes her wardrobe quarterly. "Salespeople can't talk me into buying something I don't want. I finally know what I like and what looks best on me."

On kids' style: "If you don't buy your kids what they want, you end up wasting money by picking something you think is adorable but they'll hate when they see it." Her seven-year-old even asks her for receipts to return clothing that doesn't suit her.

This spring's shopping list: Pairing black with white. Also, anything in periwinkle blue. "It flatters everyone."

Get Mary's Look

Starfish skirt, Trina Turk. Sweater, Trina Turk. Jeweled heels, Nina. White camisole, Tammy Mars. Pearl necklace, Ribbon Pearls Jewelry. One-and-a-half karat diamond stud earrings, Jose Aragon Jewelers.

What's in MARY's Closet?

Mary converted an extra bedroom into an enormous walk-in closet for the whole family. It's filled with his-and-hers racks of clothes and a rack of school uniforms for the kids. But Mary always makes sure there's a little leopard print in there, like this Antonio Melani purse. She's also well stocked with antique crystal jewelry and fashionable Italian heels, like these Giuseppe Zanottis.

THE BUSINESSMAN

Longtime Naples resident George Leamon still credits his disciplined personal style to his career in the military. The heavy emphasis on having shoes polished and fatigues pressed has stuck with him ever since. And as a health and life insurance specialist, he has continued the suit-and-tie tradition. "It's important as a businessman to look the part. I don't want to look like an unmade bed," he jokes.

Secrets of George's Style

Style mantra: "You can't overdress. You can't always put a tie on in a hurry, but you can easily take it off."

Dressing up: "Dressing well shows respect. It's bad when the restaurant staff is dressed better than the patrons."

Make it personal: Leamon monograms his business shirts, and he collects unusual cuff links to add some flair to his look.

Style staple: "Every man should own a blue blazer. It's versatile and can be worn with anything."

Newest look: French cuff shirts and tone-on-tone. "They make a statement."

On shoes: Leamon keeps his shoes classic. He doesn't own a pair of lace-ups. "But I do own a pair of navy blue shoes," he admits.

Fashion moment: For a recent family wedding where George officiated (as a notary public), groomsmen left their shirt collars open for a more relaxed look. Leamon kept his buttoned to keep his look more polished.

Get George's Look

Custom suit and shirt by Ron Brodeur. Tie, Vitaliano Pancaldi. Pocket square, Robert Talbott.

What's in GEORGE's Closet?

Suits, sports coats and shirts are exceptionally organized. Two tie racks and racks of sweaters and pullovers hang overhead; and tucked away, hiding, are a cowboy hat, a set of large belt buckles and a pair of cowboy boots for special occasions. He also has a collection of assorted cufflinks, ranging from cigars to clocks, like these. And a collection of silk pocket squares and brown leather suspenders to match any suit.

THE TRENDSETTER

"I'm a clothes horse," jokes Lisa Anderson, as she pulls open her white closet doors. Anderson is an assistant at the designer salon in Saks Fifth Avenue in Naples, but she also looks for fashion finds outside of the store. While she loves couture, she likes to pair trendy designer pieces with vintage jewelry and clothing. She also adds ribbons and lace to plain dresses and skirts, and she makes long skirts into dresses by sewing ribbon on for straps.

Secrets of Lisa's Style

Her look: Very ecletic, but feminine. "I like to mix things up. I do my own thing, I don't care what people think."

Classic piece: Mom's Cartier crocodile watch.

Best fashion oops: Accidentally shrinking a favorite black cashmere cardigan. "Now it's three-quarter-length sleeves and a little more fitted, and it's my favorite."

What every fashionista should own: A vintage little black dress, a great pair of shoes and matching bag. "Even if you are wearing an inexpensive outfit, if you have a great pair of shoes and a bag to match, you will look great."

Shopping extravagance: Vintage purses. Lisa shops in Treasure Island for her pick of vintage styles. She also pairs vintage petticoats with new dresses, showing a little lace at the bottom.

Shopping for this spring: "Edwardian and Victorian tops, white baby doll dresses and a great pair of platforms."

Get Lisa's Look

Dress, Gadzooks. Shoes, Nine West. Petticoat, vintage. Sequined bolero, Saks Fifth Avenue. Earrings, Anthropologie. Bracelets, B Fashion. Watch, Cartier.

What's in LISA's Closet?

More than 200 pairs of shoes-from gold Manolo Blahniks to black and white Chanels (like these velvet and satin Mary Janes)-are stacked in shoeboxes on the floor. Vintage Louis Vuitton, Prada and Fendi bags have spilled out onto the floor around her dresser. Sweaters are stacked to the ceiling. And rows of large, glittering rings, brooches and bangles add sparkle while a rainbow of ribbons softens things up.