West of Trail Homes For Sale

West of Trail Homes

Cherokee Park and Harbor Acres are lovely, peaceful neighborhoods located West of the Trail and also slightly south of the downtown area. Residents here can enjoy easy access to St. Armand’s Circle with its world-class shopping and dining as well as premier golf at Palmer Ranch. Siesta Key beach also situated within just a short distance.

If you are interested in living on the water, look no further than San Remo Estates. This cozy community features lush, mature landscaping and convenient access to amenities throughout the Sarasota area. Siesta Key Beach is only a short ten minutes away.

The Indian Beach neighborhood is located within the highly desirable and popular Museum District located in North Sarasota. You will find a wide range of different home styles here. Whether you are looking for a quaint cottage or a multi-million dollar showplace, you will be sure to find something that suits your style in the many lovely homes around Indian Beach. Not only is Indian Beach comprised of several home styles, but convenience also abounds here. Residents are only minutes away from an array of restaurants as well as art galleries, theatres and more. Read more about West of Trail homes

Homes & Condos For Sale West of Trail

All Listings $200,000 - $300,000 $300,000 - $400,000
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1447 Tangier Way, Sarasota $4,595,000

  • 4 Beds
  • 5.0 Baths
  • 5,040 SqFt
  • 0.42 Acres

This Classic Coastal Retreat Is Designed To Fully Embrace Its Breathtaking Location On Roberts Bay In The Sought After Neighborhood Of San Remo Estates, Overlooking Siesta Key. Over 200' Of Rare Basin To Bay Waterfront, With Spectacular Water Views From Ev...

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1905 Datura St, Sarasota $1,895,000

  • 4 Beds
  • 4.0 Baths
  • 3,711 SqFt

2016 British West Indies Inspired Model Home Located In The Most Coveted ‘west Of Trail’ Area. Impressive Exterior Greats You As You Approach This Smashing, Drop Dead Gorgeous Home. Beautiful Hardwood Floors And Open Floor Plan With Beautiful Finishes That ...

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1955 Datura St, Sarasota $620,000

  • 3 Beds
  • 2.0 Baths
  • 1,837 SqFt
  • 0.28 Acres

West Of Trail Fabulous Location On One Of Favoured Streets. 100x120 Lot With Excellent Condition 1837 Sq Ft Block Construction Home. Terrazzo Floors, New Roof In 2013 And Air In 2011. Electrical Updated. Oversized Screened Lanai With Wood Ceiling. Terrazzo...

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521 Parkview Dr, Sarasota $309,000

  • 3 Beds
  • 2.0 Baths
  • 1,942 SqFt
  • 0.33 Acres

Well-built Retro 50's Home Located West Of Trial Between Ringling Museum And Crosley Estate. Only 300 Yards From Sarasota Bay, But Not In A Flood Zone. This Home Offers 3 Large Bedrooms And 2 Baths. Separate Large Laundry Room With Sink, Also Use For Office...

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1720 Alta Vista St, Sarasota $735,000

  • 3 Beds
  • 2.0 Baths
  • 1,795 SqFt
  • 0.39 Acres

This Updated House, In A Desirable Location West Of The Trail, Is Situated On An Oversized Lot And Quiet Street. The House Features A Formal Living Room, An Open Family Room And Kitchen Combination, 3 Bedrooms, 2 Bathrooms And A Two Car Garage. Enjoy Many ...

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1757 Shoreland Dr, Sarasota $1,298,000

  • 3 Beds
  • 3.0 Baths
  • 2,551 SqFt
  • 0.25 Acres

New Stylish And Modern Home Built By Award Winning Allegra Homes. Coveted ‘west Of Trail” Location And Close To Siesta Key’s White Sandy Beach. High Level Finishes Throughout Home With Island Flow Over Counter Top In Kitchen With Wolf And Sub Zero Appliance...

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2121 Chippawa Pl, Sarasota $425,000

  • 3 Beds
  • 2.0 Baths
  • 1,468 SqFt
  • 0.23 Acres

The Singing Birds And Tranquil Breezes Will Surely Put You In A Tropical State Of Mind As You Sit On Either Front Or Back Porch And Enjoy This Quiet Street In This Highly Coveted West Of Trail Neighborhood. India Shores Sapphire Beach Is A Convenient Drivi...

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7507 Westmoreland Dr, Sarasota $549,000

  • 3 Beds
  • 3.0 Baths
  • 2,650 SqFt
  • 0.38 Acres

You Will Love This Unique, Contemporary Sarasota Home With Year-round Views Of Sarasota Bay And Access To Launch Your Kayaks And Explore The Bay, Islands And Gulf Of Mexico. The Large 16,650-square-foot Lot Has Mature Trees, In-ground Pool And A Private Wel...

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1685 Chapline Ln, Sarasota $756,500

  • 4 Beds
  • 4.0 Baths
  • 2,548 SqFt
  • 0.25 Acres

Pre-construction. To Be Built. It Is Your Opportunity To Build The Custom Home You Have Always Wanted In A Dream Neighborhood Less Than One Mile From The World Renowned White Sands And Tropical Breezes Of Siesta Key With No Homeowners Association. Relax You...

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6416 Elmwood Ave, Sarasota $339,900

  • 3 Beds
  • 2.0 Baths
  • 1,372 SqFt
  • 0.34 Acres

'west Of The Trail" Close To South Bridge To Siesta Beaches. 3 Bedroom, 2 Bath Home On Beautiful 1/3 Acre Fenced Lot. Third Bedroom Has Separate Entrance, Could Be Mother-in-law Apartment With Full Bath And Laundry Hookup. This Charming Home Has Tile, Car...

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1675 Chapline Ln, Sarasota $799,900

  • 4 Beds
  • 4.0 Baths
  • 2,730 SqFt
  • 0.25 Acres

Pre-construction. To Be Built. It's Your Opportunity To Build The Custom Home You Have Always Wanted In A Dream Neighborhood Less Than One Mile From The World Renowned White Sands And Tropical Breezes Of Siesta Key With No Homeowners Association. Relax Your...

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1665 Chapline Ln, Sarasota $978,500

  • 4 Beds
  • 4.0 Baths
  • 3,363 SqFt
  • 0.25 Acres

Pre-construction. To Be Built. By Far The Most Luxurious Floor Plan On The Most Sought After Home Sight. It's Your Opportunity To Build The Custom Home You Have Always Wanted In A Dream Neighborhood Less Than One Mile From The World Renowned White Sands And...

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Reviews for West of Trail

 
5 Based on 1 Rating
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Recent Ratings & Reviews

5
, Resident
Pros:

Super convenient to everything in Sarasota. A great diversity in homes - from tear downs to waterfront mansions. School district

Cons:

Highly sought after = Expensive

Summary:

West of the Trail is a wonderful place to live.


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Oyster Bay Estates is also located West of the Trail and is situated directly on Sarasota Bay. Take a drive down streets such as South Lakeshore Drive, Field Road or Camino Real and you will see what makes this exclusive neighborhood so desirable. If you happen to be a boater, you will certainly appreciate living so close to deep water canals and being able to awaken each day to stunning bay views. Oyster Bay is also conveniently located to Siesta Key Beach as well as downtown Sarasota, restaurants, shopping and numerous cultural amenities. The Field Club is also located in Oyster Bay, offering tennis, boating, dining and pool facilities as well as social events. 

For maximum security and privacy, consider The Landings. You will find this neighborhood in central Sarasota, complete with a retail shopping center, marina, racquet club and nature preserve. With meandering streets through lush natural tropical landscaping, this neighborhood is one of the most desirable in Sarasota. There are numerous choices for prospective home buyers here, including waterfront condos estate homes, maintenance-free villas, and exclusive single-family homes. 

No matter what type of neighborhood you are seeking, you will be certain to find just the right community for your needs in the many fabulous communities located West of the Trail in Sarasota, Florida.


Five Things You Should Know about West of the Trail Neighborhoods

 It really is one of the hottest and most sought after areas in Sarasota. 

 Diverse selection of homes with an abundance of character.

 Extreme convenience to Siesta Key beach, downtown Sarasota, St. Armands Circle and Lido Key. 

 Great for families, snowbirds, young professionals and empty nesters.

  Want to scrape an old home and build something? Look in this area.  


 

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on February 14th, 2016 at 8:48am EST.