West of the Trail refers to all the properties that are west of Tamiami Trail.   All properties in this area are within 5 to 10 minutes of the water, and some are even on the beach.   These are established neighborhoods, rich with history, a mix of homes ranging from “old Florida” to elegant historical architecture to modern upscale, and a mix of residents from retirees to young professionals to families with children. Click here to view an interactive map of West of the Trail properties.

Aqualane Estates

If you are looking for prime waterfront property, this neighborhood south of downtown Sarasota and just across from Siesta Key provides you with the perfect opportunity to live the Florida lifestyle!  Aqualane Estates is a perfect community for boating families.

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Avondale

One of the biggest draws to the Avondale community in Sarasota is its proximity to everything.  From a home in Avondale you can easily bike to downtown Sarasota, Lido Key, St. Armands Circle, or even Siesta Key!  This neighborhood could be perfect for you!

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Ballentine Manor Estates

Ballantine has been described as unpretentious with a quiet dignity. Homes range from modest ranch homes near Tamiami Trail to very impressive homes by the waterfront.  And there is the Theisen Residence, Ballentine Manor Estates’s 9,600+ sq. ft. mansion crown jewel built in 1988.

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Bay Point Park

Bay Point Park is a highly sought after neighborhood West of the Trail.  With a combination of waterfront home and inland houses, this wonderful neighborhood can meet the needs of an avid boater or someone just looking to get close to all the action in downtown Sarasota and the barrier keys.

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Bayview Heights

Bayview Heights is just steps from everything that Sarasota has to offer.  From this smaller, quiet neighborhood, you can easily get to the Saturday Farmer’s Market, and then bike over to the beach for the afternoon.

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Buccaneer Bay

Many boaters are proud to call Buccaneer Bay home.  This soft spoken community provides beautiful waterfront views of the canal or Intracoastal Waterway and  is close to Siesta Key and downtown Sarasota.

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Bungalow Hill

Just south of downtown Sarasota is the quaint, older community of Bungalow Hill.  For boaters, some of the homes are on Hudson Bayou.  For everyone, the neighborhood of just 56 homes is shaded by towering oaks and lush foliage, and so convenient to everything.

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Burns Court

This historic district of just 15 bungalows built in 1924 and 1925 in the Mediterranean-Revival style is tucked right in the heart of downtown Sarasota. But more than just homes, Burns Court is also a cinema and shops, and undoubtedly one of the most unique and quaint communities in Sarasota.

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Cherokee Park

This magnificent, highly sought after neighborhood sits just south of downtown Sarasota with tree-lined boulevards and a graceful, quiet dignity.  Cherokee Park’s long, rich history shows in the lush landscaping and the architecture of its homes, from historic old Florida style to Mediterranean revival style to recently built mansions.

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Coral Cove

Coquina, Starfish, Cove, Cockleshell, Nautilus…the street names in this almost-hidden waterfront community tell you you’re seaside.  The main road, Caribbean Drive, goes from a non-descript entrance on Tamiami Trail and continues toward the water onto a peninsula that stretches out into the Intracoastal Waterway. Every home on the peninsula has water frontage. There are about 200 homes in Coral Cove, with a range of prices to suit almost everyone.

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Desota Park

History and location are the greatest selling points of Desota Park in West of the Trail.  First developed in the 1920’s, Desota Park gives you a taste of Sarasota’s heritage while being within walking distance to Southside Village and near to downtown Sarasota and the beach.

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Graham Heights

Graham Heights is another beautiful West of the Trail neighborhood.  With just a short drive or bike ride you could be lounging on the beach on the number one beach in the world, shopping on St. Armands Circle, or checking out downtown Sarasota.

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Granada

Homes in the Granada neighborhood West of the Trail are about as close as you can get to Siesta Key.  This well established neighborhood has a mixture of Old Florida style bungalows and more modern homes that are conveniently located near eating and shopping.

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Hansens

Looking for a neighborhood that has a certain charm to it?  Look no further than Hansens community.  Here you will find high end homes, many of which overlook the water, tropical landscaping and mature trees, and homeowners with great pride in where they live.

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Harbor Acres

Driving through Harbor Acres you’ll see mature palm trees lining the street, two and three story homes bordering the sparkling Sarasota Bay, and tasteful architecture that is reminiscent of Florida’s heritage, a little piece of paradise right in Sarasota.  Harbor Acres is just a short drive to Sarasota’s medical community and downtown shopping and dining.

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Hartsdale

The Hartsdale community is the perfect place to raise a family in Sarasota.  Kids walk to schools in the sought after Southside school district.   This beautiful neighborhood has an appreciation and for  the charming old Florida homes as well as modern upgrades.  Closeby to everything, you couldn’t ask for a better place to live with children than Hartsdale.

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Indian Beach

If you are tired of the same old cookie-cutter houses, Indian Beach could be the breath of fresh air that you are looking for.  In fact, eclectic only begins to describe the beautiful variety of its residents and houses.  This neighborhood still has lovingly cared for homes from the 1920’s as well as multi-million dollar waterfront estates.

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The Landings

If you want to live in a sophisticated, gated neighborhood with a tennis club, a nature preserve, and beautiful areas for walking or jogging, The Landings could be just what you are looking for. This newer neighborhood was built in the 1980’s and is a mix of single family homes, maintenance-free villas, and condominiums ranging from 1,600 to 7,300 square feet.

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Laurel Park

Historic Laurel Park is referred to as the walk-to-town neighborhood, the urbanist’s ideal.  A quaint community with the benefit of living close to all of Sarasota’s wonderful amenities, this nine-block neighborhood of single family homes, duplexes and apartments with original brick streets pleases residents and renters alike.

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Mandarin Park

Mandarin Park is quite new, with homes built in 2000’s.   A deed-restricted, gated community, Mandarin Park is close to everything that Sarasota has to offer, including sought after Southside school district.  This in-town sanctuary has homes that range from roughly $1 million to over $10 million.

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McClellan Park

Developed in 1916 by two sisters, Katherine and Daisietta McClellan, this community is is one of the oldest and most historic neighborhoods in Sarasota.  Largely rooted in history, the vintage old Florida homes have been cared for, many undergoing faithful renovations preserving the neighborhoods architecture despite its positive changes over the past 100 years.

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Morton Terrace

Only minutes from Sarasota Memorial and Southside Village, Morton Terrace is nestled in an area of Sarasota where nothing is far away.  Built in 1924, this neighborhood has great character with many of the original homes still standing.  It is situated near the Hudson Bayou, Marie Selby Botanical Gardens, and Bay Front Park.

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Oyster Bay Estates

Oyster Bay is a quiet and peaceful neighborhood south of downtown that many long-time Sarasota residents call home.  This distinguished neighborhood is home to many mature trees and sophisticated architecture that give Oyster Bay an old world charm.

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Paradise Shores

Paradise Shores provides something for people in all walks of life just south of downtown Sarasota. Near the popular Southside Village with it’s cafe, trendy shops, Paradise Shores is a premier waterfront neighborhood has a great sense of community where it is not uncommon to meet friends around the corner at the local café.  Because so many of the homes are either on the bay or one of the canals, Paradise Shores is a boater’s paradise!  And due of its close proximity to Sarasota Memorial Hospital, many of the residents are medical professionals.

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Pine Shores Estates

If you want to be in the center of everything you may want to consider Pine Shores Estates,  where you are only a 15 minute drive from almost anywhere in town, and right across the Intracoastal Waterway from Siesta Key.  If you’d rather travel by boat, take one of the deep water canals out to the water.  Homes range from modest ranch homes inland to fabulous waterfront homes.

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Poinsettia Park

Poinsettia Park is known as the “flower streets” area, with names like Magnolia, Orchid, Rose and Bougainvillea.  Poinsettia Park is near the hospital, and is walking distance to the acclaimed Southside elementary school.  The homes in this neighborhood range from Old Florida to remodels to million dollar homes.  Many of the older homes have been razed and replaced with creative and beautifully designed homes that blend with the rest of the community.

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Pomelo Place

Pomelo Place is a quaint neighborhood with many older homes that have been recently restored or remodeled.  This small community is just south of downtown Sarasota, Selby Gardens and Bayfront Park.  The 26 homes in Pomelo Place range from beautiful bungalows to larger homes along streets with mature oaks and lush tropical landscaping.

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San Remo Estates

The homes of San Remo Estates are located south of downtown near the north bridge to Siesta Key. This tucked away and gorgeous community is considered on of the best kept secrets in Sarasota.  Its water access, deep yacht basin, and close proximity to Siesta Beach is simply unbeatable.

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Shoreland Woods

Shoreland Woods is a small neighborhood north of the road to Siesta Key that features mostly inland homes and 4 estates that front on Sarasota Bay. From Shoreland Woods you can easily walk or drive to the Southgate Mall, Southside village, and Sarasota Memorial Hospital, and in 10 minutes drive to Siesta Key and downtown Sarasota.

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Southpointe Shores

Looking for some variety? Southpointe Shores is a neighborhood that people of all walks of life call home. This versatile neighborhood has homes that border the bay, a canal, but even inland homes can enjoy the water thanks to a community park.

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Whitakers Landing and Tocobaga

Whitakers Landing and Tocoboga are two adjacent, gated waterfront neighborhoods tucked away in a secluded off-the-beaten-path section on Sarasota Bay just north of downtown Sarasota. Close to shopping and fine dining, excellent schools, the performing arts and Museum districts, and the beaches, these communities are in Sarasota’s most coveted area.

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Contact Us to schedule your personal tour of homes West of the Trail or call the Wilson HomeTeam at (941) 321-8686 now for immediate answers to your questions


  1. 2 beds, 3 baths
    Home size: 1,305 sq ft
    Lot size: 35,719 sqft
    Year built: 2011
    Days on market: 1
  2. 6 beds, 3 baths
    Home size: 4,637 sq ft
    Lot size: 38,768 sqft
    Year built: 1967
    Days on market: 2
  3. 3 beds, 2 baths
    Home size: 1,664 sq ft
    Year built: 1982
    Days on market: 3
  4. 4 beds, 7 baths
    Home size: 3,912 sq ft
    Lot size: 14,810 sqft
    Year built: 1949
    Days on market: 3
  5. 2 beds, 2 baths
    Home size: 1,164 sq ft
    Year built: 1980
    Days on market: 4
  6. 2 beds, 2 baths
    Home size: 1,712 sq ft
    Year built: 1986
    Days on market: 4
  7. 2 beds, 2 baths
    Home size: 1,575 sq ft
    Year built: 1974
    Days on market: 4
  8. 5 beds, 5 baths
    Home size: 3,619 sq ft
    Lot size: 7,405 sqft
    Year built: 2013
    Days on market: 4
  9. 1 bed, 1 bath
    Home size: 785 sq ft
    Year built: 1998
    Days on market: 5
  10. 2 beds, 3 baths
    Home size: 1,224 sq ft
    Year built: 1998
    Days on market: 5
  11. 3 beds, 2 baths
    Home size: 1,728 sq ft
    Lot size: 9,583 sqft
    Year built: 2000
    Days on market: 5
  12. 3 beds, 2 baths
    Home size: 2,005 sq ft
    Lot size: 9,147 sqft
    Year built: 1950
    Days on market: 5
  13. 5 beds, 3 baths
    Home size: 2,626 sq ft
    Lot size: 15,245 sqft
    Year built: 1977
    Days on market: 5
  14. 4 beds, 4 baths
    Home size: 4,750 sq ft
    Lot size: 14,810 sqft
    Year built: 2004
    Days on market: 5
  15. 4 beds, 4 baths
    Home size: 4,251 sq ft
    Lot size: 17,424 sqft
    Year built: 1984
    Days on market: 6
  16. 2 beds, 2 baths
    Home size: 1,380 sq ft
    Lot size: 10,018 sqft
    Year built: 1933
    Days on market: 9

See all West of the Trail.
(all data current as of 10/21/2017)

Listing information deemed reliable but not guaranteed. Read full disclaimer.