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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 #A4461875 FEATURED

2545 Clipper Ship Way, Sarasota, FL - $285,000

Residential, Single Family Home
  • 2 Beds
  • 2 Baths
  • 2,027 SQFT
  • 26 DOM
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Attn: Investors, Snow Birds And First Time Home Owners! This Large Mid-century Home In Popular Gulf Gate Has Lots To Offer. Located Close To World Famous Siesta Key. This 2 Bedroom/2 Bath Home Features A Large Open Floor Plan With Separate Dining ...

Photo of Listing #C7427382

N/A, Sarasota, FL - $225,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,578 SQFT
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Attention All Handyman And Investors! Not Bank Owned. A Perfect Deal For A First Time Rehab Or As A Rental Prospect. This 3 Bedroom 2 Bath 1578 Sq Ft Home Pool Home Has Loads Of Potential. Ideal Location In Sarasota, Close To Virtually Everything ...

Photo of Listing #A4464222

2836 Trinidad St, Sarasota, FL - $325,000

Residential, Single Family Home
  • 5 Beds
  • 3 Baths
  • 3,100 SQFT
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Investors And Savvy Buyers, Come Check Out This Income Producing Opportunity. This Is A 3 Bedroom 2 Bath Pool Home With An Attached 2 Bedroom One Bath Apartment. Live In The Front Home And Rent Out The Back Apartment For Approximately $1,300 Or Mo...

Photo of Listing #A4463139

5275 Heron Way, Sarasota, FL - $299,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,588 SQFT
  • 1 DOM
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Inviting And Comfortable Ground Floor Coachhouse In The Coveted Landings Community. Sold Turnkey Furnished, This Home Is The Perfect Winter Escape. Warm Wood Floors Flow Throughout The Unit. The Updated Kitchen Provides Room For A Breakfast Table ...

Photo of Listing #C7427657

5363 Lake Arrowhead Trl #16a, Sarasota, FL - $260,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 1,778 SQFT
  • 1 DOM
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A Rare Lake Arrowhead 3/3 Condominium With Spectacular Lake View And Pool Side. Beautiful Multi Color Wood Flooring In Living/dining Room, Completely Upgraded Kitchen With New Shaker Cabinets, Beautiful Granite Counters And Stainless Appliances. ...

Photo of Listing #A4463348

2763 Woodgate Ln #108, Sarasota, FL - $115,000

Residential, Condo
  • 2 Beds
  • 1 Baths
  • 874 SQFT
  • 1 DOM
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Enjoy The Ultimate Florida Lifestyle In This Amazing First Floor Condominium. Minutes From Beaches, Restaurants, Shopping And The Interstate. This Unit Is Also Walking Distance To Some Schools, Local Restaurants And Light Shopping. Modern Faux Woo...

Photo of Listing #A4464103

1349 Tearose Pl, Sarasota, FL - $645,000

Residential, Single Family Home
  • 2 Beds
  • 3 Baths
  • 1,912 SQFT
  • 2 DOM
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Home Is Vacant. Welcome To The Only West Of The Trail Gated Community Of Mandarin Park. This Home Is A Few Minutes' Walk To Sarasota Memorial Hospital And Is Near To Shops, Sarasota High School, Art Museum, Downtown Sarasota And Southside Village!...

Photo of Listing #A4464140

3439 Clark Rd #140, Sarasota, FL - $110,000

Residential, Condo
  • 1 Bed
  • 1 Bath
  • 555 SQFT
  • 2 DOM
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Come See This 1 Bedroom/1 Bathroom, Ground Floor Condominium In The Desirable Community Of Sienna Park, Just A Short Drive To Siesta Key. This Unit Has Been Entirely Updated To Meet All Your Finest Expectations!! When You First Arrive, You Will No...

Photo of Listing #A4464138

2048 Oak Ter, Sarasota, FL - $175,000

Residential, Single Family Home
  • 2 Beds
  • 1 Baths
  • 768 SQFT
  • 2 DOM
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Have You Been Looking For An Absolutely Picture Perfect Florida Bungalow!? You Found It! This Home Is Simply Too Cute For Words! With All The Original Charm And Yet So Very Well Maintained, This Is The One. Whether You're Looking For A First Home,...

Photo of Listing #A4463456

2165 Orchid St, Sarasota, FL - $315,000

Residential, Single Family Home
  • 4 Beds
  • 2 Baths
  • 1,570 SQFT
  • 3 DOM
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Located On The Desirable "flower Streets" Of City Of Sarasota, Orchid Street Is A Quiet Dead End Street, Stroll To South Gate Mall And Have Lunch At Conners Steakhouse Or Other Nearby Restaurants. The House Is Set Up With A Mother In Law Studio Wi...

Photo of Listing #A4464086

7312 Cove Terrace 7312 Cove Terrace, Sarasota, FL - $1,395,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 3,476 SQFT
  • 3 DOM
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Prime Canal Front Home “west Of The Trail” With 100 Feet Of Frontage. No Flood Insurance Required. This Fabulous Two-story Home Offers 3br 4 Bath With 3,476 Sq Ft Cathedral Ceilings In The Main Living, Dining Area Open Views Of The Water Canal Po...

Photo of Listing #A4464091

6616 Bowline Dr, Sarasota, FL - $325,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,000 SQFT
  • 3 DOM
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Great Family Home In Gulf Gate With Fabulous Lake View! Beautiful Caged Pool/spa. Tile Throughout. Paver Brick Driveway. Open, Versatile Floor Plan With Combination Living/dining Room. Family Room Facing Pool Is Currently Used As Separate Dining R...

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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 March 31st, 2020 at 12:45pm EDT.