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West of the Trail Homes for Sale

west of trail sarasota homes for saleAccess all of Sarasota's West of the Trail homes for sale below!

West of the Trail refers to Sarasota neighborhoods that are to the west of US 41, also known as the Tamiami Trail. Just minutes from downtown Sarasota and the #1 rated beach in the country, West of the Trail is one of Sarasota's most prestigious areas, and is a true mix of the old and the new. Home buyers will find a wide range of West of Trail real estate opportunities throughout the area's quaint and historical neighborhoods and along Sarasota Bay.

 

Browse the eclectic mix of West of the Trail real estate below or learn more about West of the Trail homes for sale!

Search West of Trail Real Estate for Sale

All Listings $100,000 - $200,000 $200,000 - $300,000
$300,000 - $400,000 $400,000 - $500,000 $500,000 - $600,000
$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
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Photo of Listing #A4448502 FEATURED

3929 Rockefeller Ave, Sarasota, FL - $270,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,149 SQFT
  • 5 DOM
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Charming 3 Bedroom, 2 Bath Home With A Desirable Split-floor Plan Offering Both Private Space And Open Design With Vaulted Ceilings In Common Areas Such As Kitchen And Living Room. Attractive Kitchen Features Modern Stainless Steel Appliances, Bea...

Photo of Listing #A4448180

7336 Captain Kidd Ave, Sarasota, FL - $2,495,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 4,355 SQFT
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With The Breathtaking Sunset Views Over The Bay, This 4 Bedroom 3.5 Bath Home Is Situated On Over A Third Of An Acre On A Quiet Cul-de-sac Community. As You Enter The Foyer Off The Great Room Of The Home, The Open Floor Plan, Cathedral Ceilings A...

Photo of Listing #A4449017

2572 Jefferson Cir, Sarasota, FL - $259,500

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,234 SQFT
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Rarely Available In South Gate, This 3 Bed 2 Bath Home With A Large Lot And Fenced In Back Yard Is Ready For The Right Buyer To Enjoy. All New Hurricane Window Shutters, Plumbing Was Replaced Under The Slab, Roof, Ac And All Mechanical Items Have ...

Photo of Listing #T3205295

1826 Boyce St, Sarasota, FL - $775,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 3,270 SQFT
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Short Sale. Short Sale. Property Requires Specific Repairs And Has A Substantial Amount Of Deferred Maintenance.

Photo of Listing #A4448343

2871 Bahia Vista St, Sarasota, FL - $210,000

Residential, Single Family Home
  • 2 Beds
  • 1 Baths
  • 840 SQFT
  • 1 DOM
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Come See This Charming Florida Cottage That Has An Eye-catching Turnkey Furnished Interior. This 2 Bedroom 1 Bath Cutie That Includes An Updated Kitchen And Appliances, Newer Ac, Newer Windows, Newer Pvc Fencing And Fresh Exterior Paint In 2018. N...

Photo of Listing #A4448826

1646 Baywinds Ln, Sarasota, FL - $395,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,300 SQFT
  • 1 DOM
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Decorator Ready - Rare Opportunity To Purchase A "west Of Trail" Single-family Home A Few Homesites To The Bay With Partial Water Views (through A Neighboring Property). This Property Is Located On A Street Of Million + Homes As Your Neighbors Wi...

Photo of Listing #A4448799

3944 Red Rock Ln, Sarasota, FL - $895,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,359 SQFT
  • 1 DOM
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Peaceful. Quiet. Secluded. Yet In The Middle Of It All! Captivating From The Moment You Arrive, New England Charm Meets Old-florida Block Construction In This Warm And Gracious 3 Bedroom Plus Den, 2 Bath Home On An Over One-half Acre Estate-sized ...

Photo of Listing #A4448688

2604 Monterey St, Sarasota, FL - $300,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,629 SQFT
  • 2 DOM
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You Will Love This Beautiful, Cozy Home In Its Convenient Central Sarasota Location! It Is A 3 Bedroom 2 Bathroom Home With An Attached Two Car Garage, With A Wonderfully Sized, Fenced, Private Yard. There Is Plenty Of Room To Add A Pool! It Of...

Photo of Listing #A4448179

2311 Waldemere St, Sarasota, FL - $389,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,855 SQFT
  • 4 DOM
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Location Location Location This Is One Of The Hidden Gems That Only Pop Up Very Rarely And Will Also Make You Money With A Rental Attached To It On This Over Sized Lot! This Is One Of The Hottest's Place To Live In Sarasota And Buying In The Right...

Photo of Listing #A4448621

1790 Assisi Dr #2, Sarasota, FL - $834,900

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 2,959 SQFT
  • 4 DOM
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Visit This Turnkey/furnished Immaculate Home Nestled Against The Sarasota Bay In The Private Gated Maintenance Enclave "portofino On The Bay". Perfectly Situated, This Location "west Of Trail" Comes With It's Own Deeded Boat Slip To Take Younquick...

Photo of Listing #A4448632

2211 Pinehurst St, Sarasota, FL - $338,500

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,853 SQFT
  • 4 DOM
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Location Location Location! This Home Is Only Minutes From Siesta Key, Near Gulf Gate With Lots Of Shopping, Restaurants And Things To Do. 3 Br/ 2 Ba Home Has A Split Floor Plan With Lots Of Privacy So You Can Enjoy Your Large Heated Pool. Livi...

Photo of Listing #A4448681

2709 Safe Harbor Dr, Sarasota, FL - $269,900

Residential, Single Family Home
  • 2 Beds
  • 2 Baths
  • 1,476 SQFT
  • 4 DOM
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Charming Gulf Gate Home On A Quiet Street With Wonderful Neighbors! Hard To Find Split Plan With Large Bedrooms! Formal Living-dining Room Combination, Large 10 X 26 Family Room And A 12 X 20 Florida Room. Kitchen Cabinets Replaced, Granite Tops, ...

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West of Trail Real Estate Market

The West of Trail real estate market features a wide and varied selection of Sarasota homes for sale. Prospective buyers will find everything from small cottages and restored single-family homes to new construction townhomes and luxury estates. As such, properties here are available at a variety of price points, suitable for almost any budget.

Older West of Trail homes that haven't been torn down and completely rebuilt, have typically been renovated and restored to maintain their historical charm. There are also many waterfront properties available, with direct and private access to Sarasota Bay and the Intracoastal Waterway. Some of the many wonderful communities in the West of the Trail area include Harbor AcresSouthside Village and Cherokee Park.

Living West of the Trail

west of trail real estate, sarasota, FLLiving West of the Trail is the best of both worlds: residents are able to take advantage of the convenience of living downtown, while still getting to experience that Old Florida charm.

Southside Village, at the community's center, has a little bit of everything, from quaint cafes and markets to unique shops and fine dining. Anything else you need can be found just minutes away in downtown Sarasota or across the causeway at St. Armands Circle. Nearby top-rated schools and health care facilities make West of the Trail especially attractive for families and medical professionals.

 

Have questions about West of the Trail homes for sale?

The team at Key Solutions Real Estate Group can help you with all of your Sarasota real estate needs. Send us a message or call us at (941) 894-1255 for more information about homes West of the Trail!


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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 DBA Stellar MLS.

Listing information last updated on October 16th, 2019 at 11:15pm EDT.