West of the Trail Homes for Sale

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Overview

Sarasota's "West of the Trail" neighborhoods are all established communities west of US 41. Many of the homes in these highly desirable areas have been completely remodeled or torn down and rebuilt. This area offers an ideal location for jogging and biking. Many of the Sarasota's best amenities are within walking distance including restaurants, shopping, Southside Elementary School and the Sarasota Memorial Hospital.

There are a wide range of architectural styles including Spanish Mediterranean, contemporary, and old-Florida. West of the Trail real estate prices range from the $400,000 to the millions.

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MLS® Listing Statistics

Total Listings: 175
Average Price: $1,251,807
Highest Price: $6,249,000
Lowest Price: $179,000
Average Size: 2,944 ft²
Average Price Per Square Foot: $395 per ft²

Explore Other West of the Trail Communities

Newest Listings West of the Trail Sarasota

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Image 0: A4192402

1703 Kenilworth St, Sarasota, FL - $1,195,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 4,429 SQFT
  • 0 DOM
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Unrivaled Location, Exceptional Value. This Impeccably Maintained West Of Trail Home Has It All- Space, Location, Features, Convenience, And Value. Upon Entering This Home, You Will At Once Be Captivated By Its Fine Décor, Quality Features And Fin...

Image 1: A4192049

1618 Pocatello St, Sarasota, FL - $385,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,586 SQFT
  • 5 DOM
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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. Additio...

1640 Waldemere St, Sarasota, FL - $695,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,826 SQFT
  • 10 DOM
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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 Hardwo...

1614 Hansen St, Sarasota, FL - $759,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 2,340 SQFT
  • 11 DOM
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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 & Groov...

5121 Kestral Park Pl, Sarasota, FL - $929,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 3,663 SQFT
  • 11 DOM
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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 Vie...

3933 Maravic Pl, Sarasota, FL - $537,000

Residential, Single Family Home
  • 2 Beds
  • 2 Baths
  • 1,857 SQFT
  • 12 DOM
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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 B...

5155 Flicker Field Cir, Sarasota, FL - $735,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 2,687 SQFT
  • 13 DOM
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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...

933 Windsor Dr, Sarasota, FL - $499,900

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,170 SQFT
  • 13 DOM
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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 Ap...

1874 Oleander St, Sarasota, FL - $1,495,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 3,823 SQFT
  • 15 DOM
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Fantastic West-of-trail Home...walk To "a" Rated Southside School! Wonderful Like-new Home, Built In 2008 With High-end Finishes And Attention To Detail! Hardwood Floors, One Consistent Paint Color, Volume Ceilings, Eight Foot Solid Wood Doors A...

2516 S Osprey Ave, Sarasota, FL - $760,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,437 SQFT
  • 16 DOM
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Mcclellan Park-unique West Of The Trail Single-family Home In The Southside School District, 5 Blocks From Sarasota Memorial Hospital And The Hillview Area. 5 Minute Drive To Siesta Key, The #1 Beach In The U.s. Study/sunroom, Plus Enclosed Enter...

1822 Oleander St, Sarasota, FL - $1,595,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 3,038 SQFT
  • 16 DOM
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Under Construction. To Be Built. Sought After West Of Trail - Another Beautiful Quality Allegra Home - 2 Story - 4 Bed, 3 Bath With Pool And Outdoor Kitchen. Close To All Great Schools.

1955 Oleander St, Sarasota, FL - $1,349,500

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,470 SQFT
  • 16 DOM
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Under Construction.....by Allegra Homes. Introducing The Buccaneer, A Modern One Story Home In Sarasota's Most Sought After Location, West Of Trail. Home Under Final Design, Please Call For Plan. This Open Concept Home Will Be Finished February/...

1732 North Dr, Sarasota, FL - $2,700,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 4,468 SQFT
  • 16 DOM
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This Under Construction Home Is The Ultimate Illustration Of British West Indies, Nestled On A Mainland Tree-lined Street In What Is Considered Sarasota’s Best Neighborhood, Cherokee Park. Between Downtown Sarasota And Siesta Key This Home Is A Ha...

1654 Landings Blvd, Sarasota, FL - $2,195,000

Residential, Single Family Home
  • 5 Beds
  • 8 Baths
  • 6,531 SQFT
  • 18 DOM
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The Newer Smart Home Features Offered At This Stunning Traditional-style, 6-bedroom Estate, Create A Level Of Convenient Luxury For The Modern Family, Providing Access To Everything At The Touch Of A Button. Situated On More Than A Quarter-acre In...

1825 Laurel St #2, Sarasota, FL - $724,900

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 1,945 SQFT
  • 20 DOM
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Under Construction. This Glorious Home Is In Historic Laurel Park. Gracious Living On 2 Levels Await. The Open Floor Plan Offers A Bright Chef's Kitchen With A Spacious Island, Gas Cooking, Stainless Steel Hood And Appliances, Walk In Pantry, B...

16410 Hillside Cir, Lakewood Ranch, FL - $469,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,039 SQFT
  • 23 DOM
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Ready For Immediate Occupancy ** Fabulous Pool Home In Sought After Country Club East ** Florenica Model 3br, 2 Bath, 2 Car Side Load Garage On Private Home Site. Home Features 2039 Sq.ft. Upgrades Included Wood Floors Thru Out Living Areas And Ma...

1727 Hyde Park St, Sarasota, FL - $1,299,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,134 SQFT
  • 23 DOM
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West Of Trail Southside Village - Perfection At Its Best. A Casually Sophisticated Residence With Luxurious High-end Finishes In One Of Sarasota's Most Desirable Neighborhoods. Impeccable 4-bedroom, 4.5 Bath Home To Enjoy The Extensive Updates ...

4153 Camino Real, Sarasota, FL - $1,200,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,775 SQFT
  • 24 DOM
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Surrounded By Lush, Tropical Foliage, This West Of Trail, Four-bedroom Home Expresses A Sense Of Serene Comfort And Style. An Open And Inviting Main Floor Makes It Enjoyable To Host Social Occasions With Panache From The Dining Room Or Relax In Th...

1019 S Osprey Ave, Sarasota, FL - $1,649,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,520 SQFT
  • 24 DOM
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Get Ready To Fall In Love With This Tuscan Villa Under The Sarasota Sun. New Construction A Short Distance To Downtown And Southside Village. The Glow Begins At First Glance! Architecture, Landscape, And Interiors Are Rich In Style And Quality Wit...

8255 Longbay Blvd, Sarasota, FL - $590,000

Residential, Single Family Home
  • 3 Beds
  • 5 Baths
  • 2,324 SQFT
  • 27 DOM
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One Block From The Stunning Views Of Sarasota Bay In The Ringling Museum Area. This Well Maintained And Updated 3 Bedroom 4 1/2 Bath With Self Contained In Law Suite Is Situated On A Corner Double Lot On A Dead End Street. The Property Is Surround...

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 25th, 2017 at 5:18am EDT.

West of the Trail Description (continued)

West of the Trail Home

Popular Neighborhoods West of US 41

Cherokee Park

Cherokee Park

Established neighborhood with homes from the $500,000s to over $5,000,000.

Coral Cove

Coral Cove

Located south of Stickney Point, Coral Cove is a favorite among many avid boaters.

Harbor Acres

Harbor Acres

This prestigious west of the trail waterfront neighborhood is a favorite of many physicians and downtown Sarasota professionals.

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The Landings

Gated community located just south of proctor and west of 41.

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Oyster Bay Estates

This Mature neighborhood features tropical vegetation and homes into the millions.

Southpointe Shores

Southpointe Shores

This south Sarasota boating community features 112 homes with about half directly on the water.

Do you have any questions or need more information on West of the Trail real estate in Sarasota? Contact me today so we can talk about your real estate needs.

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