Sarasota West Of The Trail Condos For Sale

/ Sarasota West Of The Trail Condos

Sarasota West of Trail Condos Community Guide

West Of Trail Condos features properties near the bay and Siesta Key, appealing to buyers seeking prime Sarasota location.

Sarasota West Of Trail Condominiums

Sarasota West of Trail condominiums offer a lifestyle built around location, convenience, and long term value. This area sits between U.S. 41 and Sarasota Bay, just south of downtown and minutes from Siesta Key. Buyers focus here because you are close to everything without paying full waterfront pricing.

West of Trail condos range from small, low density buildings to established bayfront communities. Many were built before today’s zoning limits, which means larger units, wider setbacks, and mature landscaping you cannot replicate. Some communities offer deeded beach access, boat slips, or bay views. Others provide quiet residential living near Southside Village and Hillview Street.

From a market standpoint, west of trail condos hold value well. Inventory is limited. New construction is rare. Demand stays steady from full time residents and seasonal buyers who want proximity to the water, culture, and dining.

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Additional West Of Trail Condos Information

Most West of Trail condo buildings predate current zoning and setback rules, so you get larger footprints and lower density than anything built today. That’s not replaceable once these buildings sell out or get redeveloped. Rentals are more restricted here too, most associations require 30 to 90 day minimums, so this area skews toward owner occupants and seasonal residents over short term investors.

You’re buying into scarcity. Very little land remains for new condo construction west of the Trail, and teardowns tend to go toward single family rebuilds, not condo towers. If long term appreciation matters more to you than amenities or square footage, this is one of the tighter supply markets in Sarasota.

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 Condos

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
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Our Personal Sarasota West of Trail Condos Insights

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

Pros

  • Established, older buildings, low density
  • Larger units than new construction
  • No bridge traffic to downtown
traffic jam
"Cons" icon - Indifferent Face

Considerations

  • Rentals restricted to 30 or 90 day minimums
  • Older buildings, updates often needed
  • Prices rising, few deals available
shopping district near UTC Mall
"Shopping" icon - Shopping Bag

Shopping

  • Local grocery and specialty markets nearby
  • Boutique shops within the area
Siesta Key Beach Residences Condos in Siesta Key, FL. - Beach
"Beach" icon - Beach and umbrella

Beach

  • Short drive to the beaches
Couple Outdoor Dining
"Lifestyle" icon - Fork & Knife

Lifestyle

  • Walkable neighborhoods with restaurants and cafes
  • Close to hospital and top schools
  • Gardens and art museum nearby
One Park Condos in Downtown Sarasota, FL - Exterior of Building at Sunset
"Downtown" icon - Downtown buildings

Downtown Sarasota

  • Depends on location.
  • Downtown Sarasota is very accessible from RT 41.

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Condos For Sale West of the Trail in Sarasota Area

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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.
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Sarasota West Of Trail Condominiums Index

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1-12 of 36 Filtered Results
  • Aqua Condos For Sale in Downtown Sarasota, FL.

    AQUA

    Total Homes:

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    8

    3,590 - 7,645

    2015 - 2017

    12 Months

    1

    $5.5M–$10.0M

    Amenities:

    Concierge, Private elevators, Private Boat Slip with lifts, Yoga Room, Fitness Studio, Spa, Temperature Controlled Wine Room, Boardroom, Lounging Pool, Heated Pool, Waterfront Putting Green, Outdoor BBQ area.

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  • Bays Bluff Condos in Downtown Sarasota, FL. - Building Aerial

    Bays Bluff

    Total Homes:

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    47

    793 - 1,262

    1970 - 1971

    1 Month

    1

    $330k–$625k

    Amenities:

    Heated Pool, Bay Front Location.

    Learn More
  • Beau Ciel Condos For Sale in Downtown Sarasota, FL.

    Beau Ciel

    Total Homes:

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    44

    2,335 - 4,032

    2002 - 2004

    3 Months

    2

    $2.0M–$4.0M

    Amenities:

    Concierge, Covered Parking, Valet, Fitness Room, Sauna, Massage Room, Media Room, Club Room, Pool.

    Learn More
  • Blackburn Harbor Residences Condos For Sale in Osprey FL.

    Blackburn Harbor

    Total Homes:

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    137

    1,425 - 3,771

    1985 - 2006

    1 Month

    12

    $435k–$900k

    Amenities:

    Pool, clubhouse, boat slips, docks, tennis, fitness room, waterfront.

    Learn More
  • Castel Del Mare Condos For Sale in Sarasota, FL.

    Castel Del Mare

    Total Homes:

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    184

    516 - 1,432

    1975 - 2022

    1 Month

    3

    $225k–$550k

    Amenities:

    Dock, Recreation Building, Tennis Courts, Waterfront Complex.

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  • Central Park Condos For Sale in Downtown Sarasota, FL.

    Central Park

    Total Homes:

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    64

    721 - 1,320

    1984 - 1999

    1 Month

    12

    $300k–$500k

    Amenities:

    Heated Pool, Spa, Tennis, Barbecue Area, Clubhouse, Canoe & Bike Storage.

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  • Condo On The Bay Condos For Sale in Downtown Sarasota, FL.

    Condo On The Bay

    Total Homes:

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    272

    1,288 - 3,284

    1982 - 1984

    Building 888 – 4 months / Building 988 -1 year

    1

    $800k–$3.2M

    Amenities:

    Assigned Covered Parking, Heated Pool, Fitness Room, Two Sauna Rooms, Tennis Courts, Game Room, Library, Guest Rooms, Meeting Room, Day Docks, Kayak Racks, Fishing Pier, Boat Slips Available, Gated, Full-time Security, Concierge.

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  • Golden Bay Condos For Sale in Downtown Sarasota, FL

    Golden Bay

    Total Homes:

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    10

    2,130 - 2,132

    2001 - 2002

    6 Months

    2

    $1.8M–$2.2M

    Amenities:

    Oversized 2-car garage, Additional Storage Area, Private Elevator Lobby, Bay-Front Heated Pool, Roof Deck, Fishing Pier with Day Dock.

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  • Grande Riviera Condos For Sale in Downtown Sarasota, FL.

    Grande Riviera

    Total Homes:

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    13

    2,650

    2004 - 2005

    3 Months

    4

    $2.5M–$3.0M

    Amenities:

    Heated Pool, Luxurious Pool Deck, Elevators, Terraces, Private Boat Dock, Two-Car, Garage, Concierges, Waterfront.

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  • Harbor House Condos For Sale in Downtown Sarasota, FL.

    Harbor House

    Total Homes:

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    13

    1,168 - 1,735

    1967 - 1968

    4 Months

    1

    $800k–$1.3M

    Amenities:

    Community Boat Docks, Elevators, Parking with Carports, Fishing Pier.

    Learn More
  • Harbor House South Condos For Sale in Downtown Sarasota, FL.

    Harbor House South

    Total Homes:

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    14

    1,312 - 2,979

    1964 - 1965

    4 Months

    1

    $1.3M–$2.0M

    Amenities:

    Waterfront, Barbeque Picnic Area, Elevators, Pets Friendly.

    Learn More
  • Harbor House West Condos For Sale in Sarasota, FL.

    Harbor House West

    Total Homes:

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    Pricing:

    24

    1,396 - 1,823

    1967 - 1968

    3 Months

    1

    $800k–$1.5M

    Amenities:

    Dock, Elevator, Barbecue Picnic Area, Covered Parking, Small Pets OK.

    Learn More
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