West of the Trail Sarasota Real Estate

  • Description
  • Listings
  • Map
  • Contact

Overview

Below are the current West of the Trail Sarasota real estate listings. Our website allows you to easily search through the 240 single family homes for sale priced from $179,000 to $6,950,000. 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!

… Read More

MLS® Listing Statistics

Total Listings: 240
Average Price: $1,308,259
Highest Price: $6,950,000
Lowest Price: $179,000
Average Size: 2,866 ft²
Average Price Per Square Foot: $417 per ft²

Explore Other West of the Trail Communities

240 Homes for Sale West of the Trail

Map Save this Search
Sort listings by:Price, High to Low
Image 0: A4209083

929 Alameda Way, Sarasota, FL - $6,950,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 9,067 SQFT
  • 342 DOM
View details More Photos Save

Perfectly Positioned On The Shores Of Sarasota Bay, This Contemporary Home Is Recognized By Any And All Who Sail The Waters Between Longboat Key And The Mainland. The Stunning Masterpiece Is More Than A House – It’s The Quintessential Florida Life...

Image 1: A4419283

1433 Bay Point Dr, Sarasota, FL - $6,000,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,915 SQFT
  • 58 DOM
View details More Photos Save

Incredible Opportunity To Purchase Bayfront Property With Magnificent Views To Build Your Estate In One Of The Most Exclusive Waterfront West Of Trail Neighborhoods. Bay Point Park Is Tucked Between Harbor Acres & Downtown Sarasota, This Premium H...

Image 2: A4213954

2211 Alameda Ave, Sarasota, FL - $5,750,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 6,822 SQFT
  • 301 DOM
View details More Photos Save

Casa De Familia, One Of Sarasota's Most Beautiful Bay Front Homes, Is Offered For Purchase For The Very First Time. This Exquisite Family Residence Is Masterfully Nestled Among Majestic Grand Oaks On A 1.6 Acre Walled And Gated Estate With 140 Ft...

Image 3: A4416416

1509 S Lodge Dr, Sarasota, FL - $4,995,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 5,800 SQFT
  • 70 DOM
View details More Photos Save

The Spectacular Location Of This Waterfront Home Is Quite Unique. Resting On Nearly 2/3-acre Of Property At The End Of A Quiet Cul-de-sac, Just One Parcel In From The Point-lot Location That Overlooks Sarasota Bay. There Are Aspects At This Custom...

Image 4: A4423245

1435 Hillview Dr, Sarasota, FL - $4,995,000

Residential, Single Family Home
  • 3 Beds
  • 5 Baths
  • 4,876 SQFT
  • 6 DOM
View details More Photos Save

Enter This Grand Harbor Acres Estate Through Antique Wrought Iron Gates And Proceed Down The Long Winding Paver Driveway To This Very Private Setting On 115 Ft Of Protected Yacht Basin. The Lushly Landscaped And Manicured Grounds Comprise Over Thr...

Image 5: A4405978

1409 S Lake Shore Dr, Sarasota, FL - $4,950,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 5,193 SQFT
  • 214 DOM
View details More Photos Save

Pre-construction: To Be Built. This Incredibly Beautiful Home Will Be Built On Prestigious South Lake Shore Drive– A Long-established, Highly-regarded Oyster Bay Estates Neighborhood. Tucked Away On Sarasota’s Mainland, This Private Waterside Oas...

Image 6: A4423407

1430 Harbor Dr, Sarasota, FL - $4,700,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 6,631 SQFT
  • 5 DOM
View details More Photos Save

Ideally Situated On Deep Boating Water In One Of Sarasota’s Most Desirable Neighborhoods, Harbor Acres, This Stunning 4 Bedroom, 4 Bathroom Residence Is One To Be Desired. Positioned For Awe-inspiring Views Of Sailboats And Sunsets, This Home Span...

Image 7: A4412754

3246 Old Oak Dr, Sarasota, FL - $4,600,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 4,037 SQFT
  • 109 DOM
View details More Photos Save

Pre Construction. To Be Built. Are You Ready To Build Your Dream? Welcome To Le Rêve, A Tropical Bayfront Paradise In Sarasota, Florida. With Nearly 200’ Of Frontage On Sarasota Bay, This Beautiful Home Offers You A Look Into The Best Of Florida… ...

3850 Tangier Ter, Sarasota, FL - $4,500,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,984 SQFT
  • 137 DOM
View details More Photos Save

Pre-construction. To Be Built. Imagine. Yes, Close Yourself From Distractions And Imagine The Next Great Waterfront Estate Proposed To Be Built On The Deepest Protected Yacht Basin In Sarasota. Visualize An Ultra-premium Custom Home With Lots Of S...

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

Residential, Single Family Home
  • 7 Beds
  • 9 Baths
  • 9,492 SQFT
  • 91 DOM
View details More Photos Save

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 10: A4194135

1479 Bay Point Dr, Sarasota, FL - $4,295,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 3,783 SQFT
  • 516 DOM
View details More Photos Save

Rare Opportunity To Purchase Land In One Of The Most Exclusive Waterfront Areas West Of Trail Neighborhoods. Breathtaking Views Of Sarasota Bay And Golden Gate Point. Centrally Located Between Lido Key, Siesta Key And Downtown, Our Art Venues, Fin...

Image 11: A4414337

2145 Alameda Ave, Sarasota, FL - $4,280,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 6,439 SQFT
  • 109 DOM
View details More Photos Save

This Gated Waterfront Estate Is Situated On An Acre Of Gardens, Ancient Oaks And Walkways Directly On Sarasota Bay. Discover A Rare Combination Of Tranquility And Location Within The Desirable Museum District. The Home Itself Is Architecturally T...

Image 12: A4418276

1535 Bay Point Dr, Sarasota, FL - $4,275,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 4,285 SQFT
  • 68 DOM
View details More Photos Save

Thoughtfully Designed And Built To The Most Exacting Standards, This Stunning Example Of Santa Barbara Mission-style Architecture Is Strategically Located In The Midst Of Sarasota's Dazzling Waterfront And Cultural Scene. Located On Hudson Bayou, ...

Image 13: A4401320

1726 Questar Ln, Sarasota, FL - $4,000,000

Residential, Single Family Home
  • 4 Beds
  • 7 Baths
  • 6,719 SQFT
  • 5 DOM
View details More Photos Save

Short Sale. Short Sale. Built In 2004, Home Has Been Pre-inspected To Confirm Its Top Condition. This Private, Gated, Resort Like Bayfront Property, Close To The City And Very Close To Area’s Most Beautiful Beach On Siesta Key, Offers Everything F...

Image 14: A4415376

1545 Mallard Ln, Sarasota, FL - $3,995,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 5,279 SQFT
  • 101 DOM
View details More Photos Save

Perfectly Situated On A Corner Waterfront Lot In This Prime West Of Trail Location Sits This 3 Year New "voigt Brothers" Custom Built Home. Entering The Stunning Double Wood & Glass Doors, The Expansive Great Room With Water Views Sets The Tone Fo...

Image 15: A4415503

7350 Captain Kidd Ave, Sarasota, FL - $3,895,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 4,608 SQFT
  • 84 DOM
View details More Photos Save

Why Wait For New Construction When You Can Have It All Right Now! Built In 2016, This Magnificent Gated Bayfront Estate With Over 160 Feet Of Frontage Is Idyllically Set At The End Of A Cul-de-sac To Deliver Panoramic Bay Views And Stunning Sunset...

Image 16: A4413641

7799 Holiday Dr N, Sarasota, FL - $3,695,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,751 SQFT
  • 108 DOM
View details More Photos Save

Enjoy Unobstructed Bay Views And Endless Sunsets From This One-of-a-kind Bay Front Home Custom Built By Jonas Yoder Custom Homes In 2016. Perfectly Positioned To Take Advantage Of Its 273 Waterfront Feet And To Maximize The Water Views From Almost...

Image 17: A4412879

1352 Harbor Dr, Sarasota, FL - $3,695,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 4,373 SQFT
  • 105 DOM
View details More Photos Save

Exclusive Waterfront Living At Its Best From This Stunning, Newer Harbor Acres Home! Perfectly Positioned Just A Few Lots In From The Open Bayfront, Fall In Love With Impeccable Views Of Sarasota Bay And John Ringling Bridge From Nearly Every Room...

2231 Oriole Dr, Sarasota, FL - $3,495,000

Residential, Single Family Home
  • 5 Beds
  • 8 Baths
  • 8,162 SQFT
  • 213 DOM
View details More Photos Save

This Magnificent Estate Sits Gracefully On An Oversized Lot In One Of Sarasota’s Most Sought-after “west Of Trail” Neighborhoods, Mcclellan Park. Impressive From The Moment One Ascends The Limestone Walkway And Staircase To The Front Porch, This R...

Image 19: A4193735

1329 Vista Dr, Sarasota, FL - $3,400,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,762 SQFT
  • 521 DOM
View details More Photos Save

Looking For A Peaceful Home On A Large Lot, Overlooking The Boat Basin In Harbor Acres? One That Is Perfect For Entertaining With A Large Refreshing Pool, Abundant Windows For Viewing The Beauty Of The Bay, Four Comfortable And Private Bedroom Sui...

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 January 15th, 2019 at 8:30pm EST.

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 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.

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.

No image

The Landings

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

No image

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.

Map of West of the Trail

Save this Search
Sort listings by:Price, High to Low
Sort listings by: Price

Ask a Question. We are here to help!

Please provide a valid email address.