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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 #A4450620 FEATURED

2412 Nassau St, Sarasota, FL - $399,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,087 SQFT
  • 80 DOM
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Don’t Miss This Wonderful Opportunity To Own A Coastal Waterfront Property In Sarasota! If Your Buyer Is Looking For A Great Investment On Boating Water, This Is It! This Split Plan, Three Bedroom-two Bath Pool Home On Phillippi Creek (in Phillipp...

Photo of Listing #A4459697

4389 Iola Dr, Sarasota, FL - $324,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,937 SQFT
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Location, Location, Location. Have You Been Looking For A Hip House In A Natural Private Location Convenient To Everything Sarasota Is Famous For? Don’t Wait To See This 1,937 Sq. Ft. Two-story, Three Bedroom, Two Bath Iola Street Property With I...

Photo of Listing #A4460200

4967 Kestral Park Way N #6, Sarasota, FL - $435,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,983 SQFT
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Spacious And Bright End Unit At At Carriagehouse 2 In The Landings. The Interior Has Been Completely Redesigned To Maximize The Living Space. The Large Master Bedroom Suite Includes Two Walk-in Closets, And A Generously Sized Bathroom With Walk-in...

Photo of Listing #A4460206

1865 Clematis St, Sarasota, FL - $650,000

Residential, Single Family Home
  • 2 Beds
  • 2 Baths
  • 1,635 SQFT
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West Of The Trail And Just 2 Short Blocks From Southside Village Is Where You Will Find This 2 Bedroom, 2 Bathroom, Block Construction, Florida Ranch Style Home Ready For Either A Complete Renovation, Maybe Even An Addition While Renovating Or Sim...

Photo of Listing #A4460214

6420 White Sands Ter, Sarasota, FL - $279,900

Residential, Single Family Home
  • 2 Beds
  • 3 Baths
  • 1,926 SQFT
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This Large Home Sits On A Very Quiet & Peaceful Street With Wonderful Neighbors! Large In Size Compared To Most Others (1,926 Under Air; 2,334 Gross Sq Ftg). The Back Of The Home Is Rented Out Month To Month For $700. Access Can Be Made Through Th...

Photo of Listing #A4459472

1711 Pelican Cove Rd #343, Sarasota, FL - $239,000

Residential, Townhouse
  • 2 Beds
  • 2 Baths
  • 1,112 SQFT
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On Sarasota’s South Side, Find Your New Paradise Close To Siesta Key & And A Myriad Of Shopping & Dining Delights. Amidst This 75 Acre Enclave Of Lushly Landscaped Grounds On Sarasota Bay, You Will Encounter Miles Of Scenic Walking Trails, Botanic...

Photo of Listing #A4460209

5731 Merrimac Dr, Sarasota, FL - $265,000

Residential, Single Family Home
  • 2 Beds
  • 2 Baths
  • 1,571 SQFT
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Located Within Minutes Of Everything Sarasota Has To Offer, This Mid-century Home Has Many Updates And Is Ready For Its New Owners! Some Of The Most Recent Updates Include A Roof, Water Heater, Flooring, Appliances, Interior Paint, Exterior Doors ...

Photo of Listing #A4459927

1906 Orchid St, Sarasota, FL - $399,900

Residential, Single Family Home
  • 2 Beds
  • 2 Baths
  • 1,378 SQFT
  • 1 DOM
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Wonderful Opportunity To Live West Of The Trail On The "flowers Streets". This Adorable 2 Bedroom 2 Bathroom Home With A 1 Car Garage Is Located On The Same Street As Million Dollar Homes. With A New A/c 2019, New Garage Door 2017, New Roof Oct 2...

Photo of Listing #N6109192

2639 Grand Cayman St, Sarasota, FL - $239,000

Residential, Single Family Home
  • 2 Beds
  • 1 Baths
  • 1,006 SQFT
  • 2 DOM
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This Adorable House Is Decorated Like The Grand Cayman Island But Located In Sunny Sarasota. This Two-bedroom, One Bath Home Would Make The Perfect Vacation Home, Investment Property Or Retirement Home. Turn Key Furnished! Close Proximity To Siest...

Photo of Listing #A4459235

3224 Kenmore Dr, Sarasota, FL - $319,900

Residential, Single Family Home
  • 2 Beds
  • 2 Baths
  • 1,655 SQFT
  • 3 DOM
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A Home With A Provenance, A Home With A Name. This Delightful Ruth Richmond Home Has Been Sympathetically Updated, Retaining Original Features And Enhancing The Square Footage. Ruth Richmond Was The First Woman Grade A Licensed General Contracto...

Photo of Listing #N6109188

2252 Mill Ter, Sarasota, FL - $185,000

Residential, Single Family Home
  • 2 Beds
  • 1 Baths
  • 1,008 SQFT
  • 3 DOM
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Enjoy Living In This Prime Location In Sarasota, Fl With A 2 Bedroom, 1 Bathroom Home. Located Just Minutes From The Beaches And Downtown. Handyman Special !

Photo of Listing #T3225945

2855 Upper Tangelo Dr, Sarasota, FL - $369,000

Residential, Single Family Home
  • 2 Beds
  • 2 Baths
  • 1,488 SQFT
  • 3 DOM
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This Mid Century Modern Two Bedroom, Two Bath Home Is A Gem In The Desirable Southgate Neighborhood. Close To Schools, Dining, Shopping, And Great Beaches. The Interior Includes Updated Thermopane Windows, Plumbing, Roof And A/c(2016). Bamboo Floo...

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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 February 18th, 2020 at 9:45am EST.