West of the Trail Sarasota Real Estate

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Overview

Below are the current West of the Trail Sarasota real estate listings. Our website allows you to easily search through the 188 single-family homes for sale priced from $153,000 to $6,500,000. Our database is updated throughout the day from the Multiple Listing Service (MLS). BuySarasota.com is committed to providing you with the most up-to-date and freshest local listings on the Internet.

Allen Real Estate Services, Inc. is a full service, boutique real estate brokerage offering specialized service and expertise to customers selling and buying real estate in Sarasota. To learn more about any of these properties or receive email updates when new listings hit the market, simply give us a call at 941-544-6467 or send us an email. We are here to help!

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MLS® Listing Statistics

Total Listings: 188
Average Price: $1,278,065
Highest Price: $6,500,000
Lowest Price: $153,000
Average Size: 2,843 ft²
Average Price Per Square Foot: $414 per ft²

Explore Other West of the Trail Communities

188 Homes for Sale West of the Trail

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Image 0: A4452913

1814 Roland St, Sarasota, FL - $6,500,000

Residential, Single Family Home
  • 6 Beds
  • 9 Baths
  • 10.6k SQFT
  • 117 DOM
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Weave Your Way Up To This Unassumingly Majestic ~2.5 Acre Gated Residence On Wide Water Of Sarasota’s Tranquil Intracoastal Waterway And Discover Easy Elegance And Coastal Comfort. Just Paces From The South Bridge To Siesta Key, The #1 Beach In Us...

Image 1: A4450162

1364 Harbor Dr, Sarasota, FL - $6,495,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 5,244 SQFT
  • 152 DOM
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Hailed As One Of The Best Lots In Harbor Acres, Spectacular Direct Views Of Sarasota Bay, John Ringling Bridge, Downtown’s Cityscape And Sights Of Sailboats Abound Around Every Corner Of This Five-bedroom Estate. Chic Upgrades, High-end Finishes A...

Image 2: U8063396

929 Alameda Way, Sarasota, FL - $5,750,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 7,108 SQFT
  • 142 DOM
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Paradise On Sarasota Bay! This Trophy Waterfront Estate Property Is Perfectly Positioned To Draw The Sparkling Bay Into The Heart Of The Property, Through Three Levels Of Floor-to-ceiling Windows. This 5 Bedroom, 6 And 1/2-bathroom, 7,108 Square F...

Image 3: A4455314

1441 Rebecca Ln, Sarasota, FL - $4,650,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 5,889 SQFT
  • 81 DOM
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Inspired Coastal Design. Located In The Private Gated Enclave Of Oyster Bay Landings, This Amazing Waterfront Residence Combines Unique Architecture And Incredible Interior Design To Create A Stunning Yet Comfortable And Functional Home. Set On A ...

1807 Oleander St, Sarasota, FL - $4,499,000

Residential, Single Family Home
  • 7 Beds
  • 9 Baths
  • 9,492 SQFT
  • 496 DOM
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Prepare To Be Enchanted. Imagine Being Swept Away To A Vine-covered French Chateau Nestled On A Hillside In The Wine Country Of France. Open Your Eyes And Realize You Are In This Walled, Gated Estate In The Coveted West Of Trail Neighborhood Just ...

Image 5: A4449047

2043 Alameda Ave, Sarasota, FL - $4,225,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 4,632 SQFT
  • 171 DOM
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Experience Seaside Whimsey Along Sarasota Bay Where Over 200’ Of Waterfront Splendor, Majestic Oak Trees, And Unforgettable Sunsets Evoke Daily Inspiration And Wonder. Envision A Custom Estate, Completely Suited To Your Family’s Taste And Lifestyl...

1775 Cherokee Dr, Sarasota, FL - $4,000,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,559 SQFT
  • 27 DOM
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Iconic Modern Design By World-renowned Architect Guy Peterson Is Combined With The Quality Of Builder Murray Homes And The Landscape Artistry Of Michael Gilkey To Create This Stunning Compound On Almost One Acre In The Heart Of Cherokee Park, One ...

Image 7: A4442067

1516 Sandpiper Ln, Sarasota, FL - $3,999,999

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 5,014 SQFT
  • 254 DOM
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Newly Built. This Coastal Residence Captivates With Its Impeccably Designed Décor And Outdoor Living Spaces In A Scenic Waterfront Setting Only Seconds To The Open Waters Of Sarasota Bay. Located West Of Trail, Sandpiper Is A Quiet Street Situated...

Image 8: A4450740

315 S Shore Dr, Sarasota, FL - $3,890,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 5,099 SQFT
  • 150 DOM
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Lavishly Embellished With Old-world Authenticity, This Waterfront Estate Replicates The Grandeur Of A 17th Century Tuscan Farmhouse. Artistic Beauty Blends With Panoramic Water Views In A Custom Home Built By John Cannon. From The Moment Of Arriva...

Image 9: A4425602

1575 Bay Point Dr, Sarasota, FL - $3,849,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,407 SQFT
  • 423 DOM
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Tranquil, Private And In The Heart Of It All! Situated On The Widest Banks Of The Hudson Bayou In Downtown Sarasota This Remarkable Custom Home Will Simply Take Your Breath Away. Through The Beautiful Wood & Glass Double Door Entry You’re Immediat...

Image 10: A4460962

1585 Bay Point Dr, Sarasota, FL - $3,825,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,827 SQFT
  • 265 DOM
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Pre-construction. To Be Built. Wow! The Dream-home Opportunity With This Property Is Just Incredible! The Location Simply Cannot Be Rivaled, And The Large 1/2 Acre Size Is Also A Rarity. Nestled West Of The Trail Just Off Pretty & Winding Orang...

Image 11: A4426055

2610 Cardinal Pl, Sarasota, FL - $3,500,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 4,605 SQFT
  • 389 DOM
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Introducing An Exquisite Waterfront, Tropical Paradise Where Panoramic Views Surround You. Tucked Behind The Barrier Islands With Your Own Dock And 16,000 Lbs. Boat Lift, The Home Offers Privacy With A View Over Open Water, Glistening Lights Refle...

Image 12: A4449105

1545 Hillview Dr, Sarasota, FL - $3,499,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,625 SQFT
  • 170 DOM
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Extraordinary Estate Located In One Of Sarasota's Most Coveted Neighborhoods… Harbor Acres. This Premier Waterfront Property Features Two Levels Of Luxurious Living Offering Four Bedrooms, Four-and-a-half Baths, Library/den, Formal Dining, Chef’s ...

2231 Oriole Dr, Sarasota, FL - $3,295,000

Residential, Single Family Home
  • 5 Beds
  • 8 Baths
  • 8,162 SQFT
  • 160 DOM
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Price Based On Appraised Value. Enjoy Comfort, Style, And Functional Design In This Impressive “west Of Trail” Home. Sited On An Oversized Lot In Mcclellan Park, One Of The Area’s Most Sought After Neighborhoods, This Residence Offers A Little Som...

1534 Harbor Pl, Sarasota, FL - $2,995,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 3,652 SQFT
  • 443 DOM
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Under Construction. Under Construction - Watch It Rise, Construction Is Underway! Another Exceptionally Crafted Home By Coastal Luxury In Collaboration With Jonas Yoder Custom Homes. The Modern Farmhouse Design Will Be On An Oversized Lot In The...

Image 15: A4442286

1522 N Lake Shore Dr, Sarasota, FL - $2,995,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,783 SQFT
  • 249 DOM
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Tucked Away On Lakeshore Drive In A Storybook Lakefront Setting, This Exquisite Estate Embodies Tropical Elegance And Style. Luxurious Appointments, State-of-the-art Amenities, And A Romantic Water View Present An Artful Backdrop For Living. Beaut...

Image 16: A4449717

7903 Longbay Blvd, Sarasota, FL - $2,775,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 5,530 SQFT
  • 163 DOM
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Set On Over An Acre Of Impeccably Manicured Grounds Along The Beautiful Shores Of Sarasota Bay, This Pristine Estate Built In 2012 By Reputable Lee Wetherington Homes Is Sure To Impress. Entering The Grand Foyer, The Attention To Detail Is Evident...

Image 17: A4452303

1562 South Dr, Sarasota, FL - $2,760,000

Residential, Single Family Home
  • 6 Beds
  • 6 Baths
  • 5,944 SQFT
  • 135 DOM
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Arguably, One Of The Most Classic And Unique Homes To Come On The Market In Sarasota County In Years. Located On A Double Lot (almost 3/4 Of An Acre) At The End Of A Dead-end Street In The Historic And Iconic Cherokee Park Neighborhood Sits A 5900...

1658 Hawthorne St, Sarasota, FL - $2,495,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 2,939 SQFT
  • 139 DOM
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Nestled West Of The Trail In One Of The Most Sought-after Neighborhoods In Sarasota Is A Symphony Of Glass, Steel, And Concrete Woven Together With Light, Water And Natural Elements. This Poetic 3-bedroom Residence Was Designed By Architect Guy Pe...

Image 19: A4446722

1898 High Point Dr, Sarasota, FL - $2,440,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 4,106 SQFT
  • 194 DOM
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Under Construction. Under Construction. Home To Be Completed June 2020. You Must Move Quickly To Pick Your Finishes! This 4100 Sq. Ft. Coastal Waterfront Home By Yoder Built Properties Has It All! Great Location West Of The Trail At The End Of A Q...

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 April 5th, 2020 at 2:45pm EDT.

West of the Trail Description (continued)

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 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.

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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