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 Sarasota

All Listings $200,000 - $300,000 $300,000 - $400,000
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8835 Fishermens Bay Dr, Sarasota $770,000

  • 4 Beds
  • 3.0 Baths
  • 3,300 SqFt
  • 0.48 Acres

This Stunning Key West Style Pool Home Is Nestled Behind The Gates Of Fishermens Bay, A Quaint Sarasota Waterfront Community. Lush Landscaping & Beautiful Curb Appeal Will Invite You In To This Tri-level Floor Plan. Built In True Key West Style This Home Of...

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50 W Bay St, Osprey $3,680,000

  • 7 Beds
  • 7.0 Baths
  • 6,659 SqFt
  • 3.68 Acres

Discover A Once-in-a-lifetime Opportunity To Restore, Build, Or Develop On 3.68 Acres Directly On Sarasota Bay In Scenic, Historic Osprey Just South Of The Oaks. Dating Back To The Late 1800's And Known As One Of The First Properties To Be Settled, This Swe...

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1618 Pocatello St, Sarasota $385,000

  • 3 Beds
  • 2.0 Baths
  • 1,586 SqFt
  • 0.30 Acres

This Is A Great Opportunity To Own A Spectacular Single-family Home That Is Located In The Highly Desirable West Of Trail Neighborhood Of Bay View Acres. The Updated Home Features Three Bedrooms, Two Full Baths, A Den And A Two-car Garage. Additional Featur...

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1804 Livingstone St, Sarasota $214,900

  • 3 Beds
  • 2.0 Baths
  • 1,180 SqFt
  • 0.17 Acres

Adorable Home On The West Side Of 41. Minutes From Shopping And Beaches! Interior Is Relaxing And Has Lots Of Natural Lighting From All The Windows. Upgrades Include New Interior Paint, New Attic Insulation, Newer Hot Water Heater, Newer Shingles On Roof, N...

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1855 Orchid St, Sarasota $999,000

  • 3 Beds
  • 3.0 Baths
  • 2,971 SqFt
  • 0.21 Acres

Because It's All About Location…west Of The Trail And Minutes To The Beach And Downtown! Newer Craftsman Style Home Featuring 3 Bedrooms, 2 1/2 Baths! Perfectly Appointed In One Of The Most Sought After Locations In Sarasota… Framed By A Scalloped Picket Fe...

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1640 Waldemere St, Sarasota $695,000

  • 3 Beds
  • 2.0 Baths
  • 1,826 SqFt
  • 0.25 Acres

Prime West Of Trail Location, 1 Block To Sarasota Memorial Hospital, 3 Blocks To Southside Village Shops And Restaurants, In Southside Elementary School Zone. This Home Is A Blend Of Old And New, With The Original Part Dating From 1950 With Hardwood Floors ...

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5121 Kestral Park Pl, Sarasota $929,000

  • 5 Beds
  • 5.0 Baths
  • 3,663 SqFt
  • 0.37 Acres

This Meticulously Maintained 3,700sf 5-bedroom Split Floorplan Residence Is Perfect For Family Living. The High Vaulted Ceiling In The Living Room Offers Ample Space For Family And Friends. The Open Kitchen And Large Family Room Have Wonderful Views And Acc...

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1400 Kenilworth St, Sarasota $2,250,000

  • 3 Beds
  • 3.0 Baths
  • 2,582 SqFt
  • 0.43 Acres

This Is A Rare Opportunity To Live On A Private Peninsula In Oyster Bay Landings, A Gated Community West Of Trail In Sarasota’s Exclusive Oyster Bay. Secluded, Quiet And Surrounded By Water, This One-of-a-kind Property Is A Haven Of Peace And Relaxation. Th...

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1614 Hansen St, Sarasota $759,000

  • 4 Beds
  • 3.0 Baths
  • 2,340 SqFt
  • 0.33 Acres

Enter Through Your Own Private Solar Gate To This 4 Bedroom, 3 Bath Updated West Of The Trail Home Just South Of Granada Near Red Rock Park. Lushly Landscaped With Two Separate Outdoor Areas, And Has A Designer Touch, From The Plank Tongue & Groove Ceilings...

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3933 Maravic Pl, Sarasota $537,000

  • 2 Beds
  • 2.0 Baths
  • 1,857 SqFt
  • 0.18 Acres

Location! Location! Location! A Cute West Of The Trail 2 Bedroom, 2 Bathroom Home On A Rare Cul-de-sac That Is Walking Distance From Red Rock Park, Shopping, Dining, And Of Course Minutes Away From The #1 Beach In The U.s.a. The Home Was Updated By Jonas Yo...

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5155 Flicker Field Cir, Sarasota $735,000

  • 4 Beds
  • 3.0 Baths
  • 2,687 SqFt
  • 0.28 Acres

Updated, Move-in Ready Single Family Home Located In The Landings Gated Community. This Split Bedroom Home Features Four Bedrooms And Two And A Half Baths, Vaulted Ceilings, And A Large Great Room Perfect For Entertaining. The Separate Living Room Overlooks...

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933 Windsor Dr, Sarasota $499,900

  • 3 Beds
  • 2.0 Baths
  • 2,170 SqFt
  • 0.33 Acres

Pre-construction. To Be Built. Location. Location. Location. Museum District. Wow, Look At That Price For A Brand New Quality Home! This Listing Is A Package Deal That Includes A Large Vacant Parcel In An Old Florida Setting And A Beautifully Appointed Ho...

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Reviews for West of Trail

 
5 Based on 2 Ratings
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Recent Ratings & Reviews

5
, Resident
Pros:

Simply, the best area of Sarasota. Convenient, not stuck out on the barrier islands. Great families. Great diversity in houses. Great schools.

Cons:

Expensive for what you get.

Summary:

Love it here. No plans of leaving. I try to get all of my friends to move here.


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 July 24th, 2017 at 12:03am EDT.