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 89 single-family homes for sale priced from $419,000 to $14,750,000. 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: 89
Average Price: $2,823,636
Highest Price: $14,750,000
Lowest Price: $419,000
Average Size: 2,957 ft²
Average Price Per Square Foot: $877 per ft²

Explore Other West of the Trail Communities

89 Homes for Sale West of the Trail

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Image 0: A4561241

4645 Ainsley Place, SARASOTA, FL - $14,750,000

Residential, Single Family Residence
  • 7 Beds
  • 6 Baths
  • 4,272 SQFT
  • 90 DOM
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Introducing A Landmark Waterfront Estate On The Idyllic Sarasota Bay, This Extraordinary 4.15 Acre Parcel Offers Unmatched Beauty, Location, Historical Charm, And Potential. The Estate Is Perfectly Situated On One Of The Widest Points Of Sarasota ...

Image 1: A4558525

1610 North Lodge Drive, SARASOTA, FL - $11,700,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 6,800 SQFT
  • 128 DOM
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Under Construction. Waterfront. Under Construction. Encapsulating A Perfect Combination Of Comfort And Luxury This Spectacular Two Story Coastal Modern Single Family Home Is Situated In Cherokee Park. This Secluded Street In Which The House Is Loc...

Image 2: U8188295

900 Alameda Lane, SARASOTA, FL - $10,900,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,799 SQFT
  • 132 DOM
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Fall Under The Spell Of Ventana, Named After The Owner’s Idyllic Visit To The Ventana Inn On Big Sur, In California. Located In The Oldest Settlement In Sarasota, On 210 Feet Of Indian Beach. This Is Your Private Window To Peace And Tranquility; N...

Image 3: A4570541

309 Ringling Point Drive, SARASOTA, FL - $8,950,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 7,009 SQFT
  • 19 DOM
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Villa Di Amore Is A Stunning Italian Renaissance Styled Home On Sarasota Bay. 270-degree Views Of Water Extend For Miles Taking In Longboat Key And Sarasota’s North Shore, Home To The Gilded Era Mansions Ca D'zan Built By John Ringling And The Pal...

Image 4: A4522100

1515 Hillview Drive, SARASOTA, FL - $8,400,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,424 SQFT
  • 408 DOM
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Under Construction. Imagine Living On One Of Sarasota's Most Desirable Streets In A Gorgeous, New, Waterfront Home...your Dreams Can Come True! Presenting Another Stunning Design By Coastal Luxury Homes. Located On The Western Portion Of Hillview...

Image 5: A4561284

1479 Bay Point Drive, SARASOTA, FL - $6,850,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,783 SQFT
  • 107 DOM
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Rare Opportunity To Build Your "dream Home" In One Of The Most Exclusive Waterfront Areas West Of Trail Neighborhoods. The Property Offers Breathtaking Views Of Sarasota Bay And Golden Gate Point. Centrally Located Between Lido Key, Siesta Key, An...

Image 6: A4570776

1718 Bay Street, SARASOTA, FL - $6,150,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 4,016 SQFT
  • 19 DOM
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Recently Remodeled By M&j Pham Development, This Exquisite Home Boasts A Stunning Waterfront Location In One Of Sarasota's Most Desirable Neighborhoods, The Hudson Bayou. This 4,016 Sqft Property Is Nestled Within A Short Distance Of Downtown Sara...

Image 7: A4560986

2040 Alameda Avenue, SARASOTA, FL - $5,091,075

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 3,993 SQFT
  • 107 DOM
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Welcome To Casa Robles. Recently Completed. The Perfect Escape. Take Just One Step Thru The Front Door And Let Your Eyes Wander. This Newly Built Modern Home Boasting Luxurious Indoor-outdoor Spaces With Bay And City Views Just Ten Minutes From Th...

Image 8: A4561288

4521 Bay Shore Road, SARASOTA, FL - $4,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,801 SQFT
  • 102 DOM
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Experience Sweeping Bay Views That Go On Forever. Poised On A Stunning 1.2+ Acre Lot With 112 Ft Of Shoreline Sits One Of The Finest Examples Of Classic Revival With Georgian Influenced Homes You Will See. Private And Gated, The Lush Grounds Surro...

1630 South Orange Avenue, SARASOTA, FL - $4,995,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,692 SQFT
  • 75 DOM
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Under Construction. Welcome To Tdi Coastal Homes’ Newly Constructed Masterpiece Perfectly Situated In The Heart Of Mainland Sarasota, Highly Sought After For Its Proximity To Top Rated Schools, The Vibrant Southside Village And The Arts & Entertai...

1739 Cherokee Drive, SARASOTA, FL - $4,885,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,538 SQFT
  • 50 DOM
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Situated On Cherokee Drive, Perhaps The Most Coveted Address In Sarasota On A Gracious And Grand Parcel, This Home Was Designed And Constructed By Two Of Sarasota’s Most Revered And Talented Professionals. The Flawless, Clean Design Of Award-winni...

Image 11: A4551985

4526 Bay Shore Road, SARASOTA, FL - $4,770,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,838 SQFT
  • 129 DOM
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Under Construction. This Stunning Contemporary Home With Guest House, Designed By Award-winning Dsdg Architects, Combines Convenient Secure Living In A Home Built To The Latest Building Codes With Living In The Sought After Historic Community Of I...

1924 Lincoln Drive, SARASOTA, FL - $4,750,000

Residential, Single Family Residence
  • 4 Beds
  • 7 Baths
  • 5,434 SQFT
  • 9 DOM
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Location. Character. Privacy. The Trifecta Of Superlatives Is Realized In This 2005-built Kurt Lucas Designed Home. This Architectural Icon With Its Distinct European Styling Is In The Highly Sought After Avondale Neighborhood Just Minutes From Do...

1550 South Orange Avenue, SARASOTA, FL - $4,438,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,189 SQFT
  • 48 DOM
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Under Construction. Available Luxury Custom Home With Leaseback.welcome To The Epitome Of Luxury Living In The Coveted Harbor Acres Community! This Magnificent 2-story Custom Home Boasts Over 4,000 Square Feet Of Living Space, Featuring 4 Bedrooms...

2540 S Osprey Avenue, SARASOTA, FL - $4,100,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 3,613 SQFT
  • 19 DOM
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Under Construction. Introducing An Exquisite 3,613 Sqft New Construction Home Nestled In One Of The Most Highly Sought After Neighborhoods In Sarasota, Cherokee Park. Built By M&j Pham Development, This Remarkable Residence Offers An Unparalleled ...

1960 Boyce Street, SARASOTA, FL - $3,900,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,674 SQFT
  • 541 DOM
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Newly Constructed Spectacular Home Featuring 4 Bedrooms, 4 1/2 Bathrooms, And A 3 Car Garage In The Highly Sought After Prime "west Of The Trail" Neighborhood. Ks Contracting Services And Del Vescovo Design Group Have Worked Together To Bring You ...

2624 Mulberry Terrace, SARASOTA, FL - $3,750,000

Residential, Single Family Residence
  • 3 Beds
  • 5 Baths
  • 3,744 SQFT
  • 38 DOM
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Trifecta In Real Estate: Top Location, Award Winning Dsdg Designed And Top Rated Voigt Brothers Construction. Located In A Coveted West Of Trail Setting Behind A Gated And Walled Homesite Is This 2021 Stunning Two-story Contemporary Residence Whic...

Image 17: A4546473

1727 Bahia Vista Street, SARASOTA, FL - $3,650,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,829 SQFT
  • 280 DOM
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Ct Now As This Won't Be Available For Long. This Highly Coveted “west Of Trail” Custom Home With Two Story Guest-house, Designed By A Phipps Design Llc And Built By Colton Construction, Is Ready For Immediate Occupancy! Opportunity Knocks With Thi...

Image 18: A4553636

1843 Morris Street, SARASOTA, FL - $3,575,000

Residential, Single Family Residence
  • 3 Beds
  • 5 Baths
  • 3,183 SQFT
  • 181 DOM
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Brand New Fully Furnished Model~ Close And Builder Will Lease Back Until June Of 2024. The Brilliant Professionals At Alllegra Homes Have Yet Again Masterfully Designed And Expertly Crafted Their Newest 2023 Model That’s Fresh, Modern, And Sophist...

Image 19: A4553534

2704 Bay Shore Road, SARASOTA, FL - $3,500,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,900 SQFT
  • 180 DOM
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A Brilliant Fusion Of Historical Beauty And Modern Luxuries Is Epitomized Throughout This Private Home That Soaks In Bygone Era Architecture, Regal Comforts, And Breathtaking Bay Views. In A Park-like Setting Behind A Stone Wall And Iron Gates, “s...

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 June 4th, 2023 at 6:19am 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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