Liz Nason, Sales Associate, Premier Sotheby's Realty  50 Central Avenue, Sarasota, FL 34236   cell (941) 350-2243

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WEST OF THE TRAIL - SOUTHSIDE

NEIGHBORHOOD AMENITIES, HISTORY & BLOG

KATHERINE & DAISIETTA MCCLELLAN c. 1916

COURTESY OF THE SARASOTA COUNTY HISTORY CENTER

HISTORY, CHARM AND NATURAL BEAUTY.  The neighborhoods tucked between Sarasota Bay and Tamiami Trail is affectionately called by locals West of the Trail.  The specific area North of Bay Road and South of Mound (Southside district) is perfectly situated within minutes to the Heart of Downtown Sarasota, the powder white sand on Siesta Key and all the amenities on US-41 and Osprey Ave.  West of the Trail, is a mixture of charming vintage bungalows nestled among old growth Florida Oaks standing proudly next to exquisite New Construction homes that make a statement, all within minutes of the edges of the Bay and the bustling Downtown. The heart of this area is most definitely Southside Village where you can shop, dine and stroll and then walk home if you live close enough.  Morton's Market, our local gourmet food store boasts a wine shop, butcher, coffee shop and the best takeaway foods for those on the run.  Most people who live here, a blend of families, empty nesters and retirees, live year round.  Prices range from the mid $300s to over $6 million. 

LOCATION, LOCATION, LOCATION!

  • DOWNTOWN SARASOTA/WHOLE FOODS/SELBY GARDENS - 1.9 MILES

  • SIESTA KEY BEACH (VIA North Bridge) - 5.8 MILES

  • TURTLE BEACH (SIESTA KEY) - 7.8 MILES

  • PUBLIX (Siesta Row, formally Paradise Plaza) 1.3 MILES

  • WESTFIELD SIESTA KEY (Formally Southgate Mall) - 1.3 MILES

  • TRADER JOE'S - 1.7 MILES

  • COSTCO WHOLESALE - 6.8 MILES

  • RINGLING MUSEUM - 5.4 MILES

  • SARASOTA-MANATEE INT'L AIRPORT (SRQ) - 6.2 MILES 

  • LAKEWOOD RANCH/UTC MALL- 10.2 MILES

PUBLIC SCHOOL

3 outstanding "A-rated" schools serve the families West of the Trail (Southside):  Click the links to find out more:

Southside Elementary

Southside Elementary first opened its doors open in 1926, has a wonderful history and today people have been known to move to this area just to enroll their children here.  Located a few blocks south of Southside Village, Southside, which has  a mandatory uniform policy in place, has accomplished an A level grade, year after year!  In 2007, a building addition was completed to accommodate up to 630+ students, To find out more or set up a tour, please visit the Southside School Website.

Sarasota Memorial Hospital

Voted one of America’s Best Hospitals by US World Reports for the past 6 years, what became S.M.H. first opened in 1925 and has grown (and is still growing!) into South West Florida’s choice for superior healthcare.  Many physicians and their families chose to live West of the Trail as well as open their practices in the medical facilities here that use the hospital.  For more information on Sarasota Memorial visit their WEBSITE.

Southside Village

At the intersection of Osprey Avenue and Hillview Street, the Village offers those lucky enough to live here a location to walk to, to meet friends for lunch or to run errands, with numerous shops, cafes and fine dining restaurants that will suit any taste! Morton’s Gourmet Market is the Heart of Southside Village with fresh produce, prepared foods, wine, cheese and a butcher shop has been a local mainstay of Sarasota for many years.  Stop in and you’ll be welcomed like you’ve been a customer for years!  Power lunch (or Brunch) at Libby's and across the intersection of Hillview and Osprey Avenue you'll join the hipsters at Perq Coffee Bar.

Architectual Diversity

Sarasota is especially proud of the variety of architectural styles and there’s nowhere better will see that spectrum than West of the Trail.  Sweet Florida Bungalow with overgrown thickets of swaying bamboo,  bougainvillea and  jasmine will hold their own next to a stately, new Spanish Style ‘palace’ or an Ultra Modern manse with manicured grass, Traveller’s Palms and up-lighting, that’s next to the 1950s Mid-Century Modern artist studio tucked away under grand 100 year old Florida Oak trees and bromilliads.  West of the Trail is the farthest from the typical “Florida Subdivision on a Golf Course” where all the homes are exactly alike.   If visions of apricot colored rows of the same home street after street makes you queasy, then West of the Trail may be just what you are looking for.  Because of all the architectural styles, because of the proximity to downtown and the beaches, because this neighborhood attracts and welcomes every type of home owner, you will get an area as diverse as its residents! 

West of the Trail Blog

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