Sarasota West Of The Trail Homes For Sale

/ Sarasota West Of The Trail Homes

Sarasota West of Trail Homes Community Guide

West of the Trail Homes features prime Sarasota neighborhoods near the bay and Siesta Key, appealing to buyers seeking location and long-term value.

West of the Trail Real Estate in Sarasota, FL.

West of Trail homes for sale rank among the most searched properties in Sarasota each year. The appeal is proximity. West of the Trail means west of Route 41, putting you close to downtown, the bayfront, and the barrier islands. Tamiami Trail runs from Tampa to Miami, which explains the name, though the history matters less than what the location offers today.

Homes here range from mid-century bungalows to modern rebuilds, with lot sizes and styles varying block by block. You’re minutes from Southside Village, Sarasota Memorial Hospital, and the bayfront, with Siesta Key and Lido Beach both a short drive out. Inventory moves fast, act quickly when something in your range hits the market.

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Additional West Of Trail Homes Neighborhood Information

In the Sarasota downtown area, West of The Trail is the earliest developed area in Sarasota, therefore, most homes tend to be built in the 50’s through 1970’s. However, due to the outstanding downtown Sarasota location, the older West of Trail homes are slowly being torn down and replaced by modern new construction homes of all styles. Additionally, many buyers like the fact that they are free to make their own design choices, as there are fewer communities with HOA deed restrictions in the downtown area west of the trail.

It’s such a popular area, that finding a West Of Trail “deal” is not common. Even homes that need renovation are selling for top prices. Real Estate is all about location, so don’t expect cheap homes to be found in this area. Location wise, it really doesn’t get much better than this.

Traveling north or south of downtown Sarasota, homes tend to become more affordable West of the Trail. Most homes will be older ranch style homes. There are some very popular neighborhoods in this area. We often show homes in Cherokee Park, Laurel Park, Desota Park, and the gated community of The Landings. If you are interested in homes in this area, please call us. We have lots of older homes to explore, and also some scattered site new construction homes with all the modern amenities!

West Of Trail Homes Frequently Asked Questions

West Of Trail Real Estate


What does “West of the Trail” mean?

“The Trail” refers to 275 miles of Route 41 which connects Tampa to Miami. (Hence, the nickname “Tamiami Trail”). Route 41 heads North and South from Tampa to Naples, then turns east at Naples FL., connecting Naples to Miami through the Everglades. It is considered the long, slow way to get to Miami however.

What type of homes are typically found West of Trail?

This area is considered “Old Florida”, due to the popularity of the area. Of course, this was one of the first areas to be built when Sarasota was established. There are many different types of architecture ranging from historical homes, old-style ranchers and bungalows, Mediterranean waterfront homes, as well as ultra-modern new construction masterpieces.

What are the schools like in the Sarasota West of the Trail area?

Southside Elementary school (founded in 1926) and Philiippi Shores Elementary School (founded in 1950’s) are top-rated schools in the Sarasota area.

What is located in close proximity to West of Trail homes in Sarasota?

This area is a popular choice for medical professionals, as Sarasota Memorial Hospital is located in the heart of the West of Trail area. It’s a popular area for commercial and professional services, as well as a variety of restaurants and fine dining options. The arts and Culture of Downtown Sarasota FL. is just a mile or two away.

What are some really popular neighborhoods West of the Trail in Sarasota?

There are many neighborhoods that I love here, however many buyers who enjoy historical homes will like McClellan Park. Mediterranean-style enthusiasts will have lots of choices in Cherokee Park, Avondale. Boaters will like San Remo Estates, Fisherman’s Bay, Coral Cove, and Southpointe Shores.

Where do I start if I want to buy a home West of the Trail in Sarasota?

Contact Bill and Cheryl McCue of the We Sell Sarasota Group @ Bright Realty. They are happy to assist you.

*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.

Insight For Sarasota West of Trail Homes

Learn our thoughts as professional Sarasota Realtors for the pros, cons, lifestyle, and proximity to beaches, shopping, and downtown.

West of the Trail homes in Sarasota, FL. - Aerial
Sarasota Homes Group Logo

Our Personal Sarasota West of Trail Homes Insights

Sarasota FL. Homes For Sale
"Pros" icon - Happy Face

Pros

  • High demand location with high resale value
  • Easy access to Rt. 41 for quicker traveling
  • Many prestigious homes in Sarasota
traffic jam
"Cons" icon - Indifferent Face

Considerations

  • Home prices are higher. Very expensive land prices
shopping district near UTC Mall
"Shopping" icon - Shopping Bag

Shopping

  • Grocery stores are peppered along Rt. 41
  • Costco is located in Palmer Ranch
Siesta Key Beach Residences Condos in Siesta Key, FL. - Beach
"Beach" icon - Beach and umbrella

Beach

  • Siesta Key Beach is easy access either by north or south bridge
Couple Outdoor Dining
"Lifestyle" icon - Fork & Knife

Lifestyle

  • Great neighborhoods for residents wanting to be close to city
  • Quieter areas but close to everything
  • Restaurants are close by
One Park Condos in Downtown Sarasota, FL - Exterior of Building at Sunset
"Downtown" icon - Downtown buildings

Downtown Sarasota

  • Very easy access from Rt. 41

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Homes For Sale West of the Trail

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Bill and Cheryl McCue - Sarasota's Best Realtors
Bill McCue, Broker Associate

Need a Sarasota West of Trail Homes real estate agent?

Bill & Cheryl McCue and their talented team are a top 2% selling team in Sarasota and Manatee County.

  • 23 years full-time experience.
  • Specializing in assisting buyers, listing & selling.
  • Market valuations for Sarasota West of Trail Homes owners.
  • 100’s of 5-star reviews on Google, Realtor.com, Zillow, Homes.com and more.
  • Sold over 400+ homes and counting.

Bill & Cheryl McCue

Sarasota Homes Group

Sarasota West Of Trail Condominiums Index

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Sarasota West Of Trail Neighborhoods Map

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Explore Sarasota West of Trail Neighborhoods

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1-12 of 33 Filtered Results
  • Aqualane Estates Homes For Sale in Sarasota, FL.

    Aqualane Estates

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    109

    1,834 - 4,060

    1958 - 2022

    No Minimum

    No Minimum

    $1.2M-$3.8M

    Amenities:

    None.

    Learn More
  • Avondale Homes For Sale in Sarasota, FL.

    Avondale

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    78

    1,644 - 3,906

    1925 - 2023

    No Minimum

    No Minimum

    $750k-$5.4M

    Amenities:

    None.

    Learn More
  • Ballentine Homes For Sale in Sarasota, FL.

    Ballentine Manor

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    137

    1,385 - 3,906

    1918 - 2024

    No Minimum

    No Minimum

    $500k-$3.5M

    Amenities:

    None.

    Learn More
  • Bay Acres Homes For Sale in Osprey, FL.

    Bay Acres

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    97

    1,760 - 4,893

    1952 - 2023

    1 Month

    12

    $400k-$5.4M

    Amenities:

    None.

    Learn More
  • Baypoint Park Homes For Sale in Sarasota, FL.

    Bay Point Park

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    45

    2,156 - 6,429

    1925 - 2014

    None

    None

    $2.8M-$15.0M

    Amenities:

    No Minimum.

    Learn More
  • Bay View Acres Homes For Sale in Sarasota, FL.

    Bay View Acres

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    127

    968 - 3,612

    1953 - 2022

    No Minimum

    No Minimum

    $400k-$2.7M

    Amenities:

    None

    Learn More
  • Bayside Homes For Sale in Osprey, FL.

    Bayside

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    40

    2,115 - 2,665

    2017 - 2019

    1 Month

    4

    $900k-$3.0M

    Amenities:

    Private Roads, Common Area Maintenance, Maintenance Grounds, Manager, Private Road, Recreational Facilities.

    Learn More
  • Buccaneer Bay Homes For Sale in Sarasota, FL.

    Buccaneer Bay

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    42

    2,135 - 5,175

    1958 - 2016

    No Minimum

    No Minimum

    $750k-$4.0M

    Amenities:

    Common grounds Maintenance

    Learn More
  • Bungalow Hill Homes For Sale in Sarasota, FL.

    Bungalow Hill

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    45

    1,361 - 3,591

    1915 - 2024

    None

    None

    $950k-$4.6M

    Amenities:

    None

    Learn More
  • Cedar Cove Homes For Sale in Sarasota, FL. - Aerial

    Cedar Cove

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    42

    1,700 - 4,065

    1952 - 1993

    No Minimum

    No Minimum

    $550k-$1.5M

    Amenities:

    None

    Learn More
  • Cherokee Park Homes For Sale in Sarasota, FL.

    Cherokee Park

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    76

    2,144 - 8,125

    1930 - 2019

    No Minimum

    No Minimum

    $2.0M-$13.0M

    Amenities:

    None

    Learn More
  • Coral Cove Homes For Sale in Sarasota, FL.

    Coral Cove

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    111

    1,432 - 5,222

    1954 - 2014

    1 Month

    12

    $450k-$4.5M

    Amenities:

    Common Area Maintenance

    Learn More
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