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 101 single-family homes for sale priced from $249,900 to $18,000,000. 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: 101
Average Price: $2,660,672
Highest Price: $18,000,000
Lowest Price: $249,900
Average Size: 2,767 ft²
Average Price Per Square Foot: $807 per ft²

Explore Other West of the Trail Communities

101 Homes for Sale West of the Trail

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Image 0: A4608565

3336 Old Oak Drive, SARASOTA, FL - $18,000,000

Residential, Single Family Residence
  • 3 Beds
  • 5 Baths
  • 5,932 SQFT
  • 190 DOM
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Nestled Within The Vibrant City Of Sarasota, Florida, This Exquisite Estate Offers An Unparalleled Blend Of Luxury, Privacy, And Natural Beauty. Situated On A Sprawling 2-acre Parcel Of Prime Bayfront Land, This Custom-built Residence Boasts Panor...

Image 1: A4611675

1490 Hillview Drive, SARASOTA, FL - $14,995,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 6,587 SQFT
  • 161 DOM
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Pre-construction. To Be Built. New Construction In The Highly Desirable Harbor Acres Estate Section. Situated On A ½ Acre With 100 Ft Of Waterfront And Southern Facing Open Bay Views. Beautifully Designed By Acclaimed Mhk Architects And Built By P...

Image 2: A4615836

1610 North Lodge Drive, SARASOTA, FL - $14,800,000

Residential, Single Family Residence
  • 5 Beds
  • 8 Baths
  • 7,110 SQFT
  • 112 DOM
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This Stunning Three Story, Coastal Modern, Single-family Waterfront Home Is The Perfect Blend Of Comfort And Luxury Located In The Treasured Cherokee Park Neighborhood. Nestled On A Street Adorned With Majestic Oak And Canopy Trees, This Exception...

Image 3: T3551430

900 Alameda Lane, SARASOTA, FL - $14,200,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,799 SQFT
  • 59 DOM
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High And Dry!!!! No Water Inside The Home During Hurricane Helene!! 17 Feet Above Sea Level!! This Breathtaking Estate On The Bay Presents A Rare Fusion Of Historic Charm And Modern Luxury. Nestled In The Heart Of Sarasota's Oldest Settlement And ...

Image 4: A4599458

1500 Bay View Drive, SARASOTA, FL - $11,499,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,031 SQFT
  • 258 DOM
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Note: No Flooding Intrusion From Hurricanes Debby, Helene Or Milton. No Damage To The Home Either. Dock Was Damaged In Milton And Is Being Replaced. Flood Insurance Currently $1,560 Per Year! Nestled In The Heart Of Sarasota, Florida, "the S...

4431 Camino Real, SARASOTA, FL - $6,975,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 5,527 SQFT
  • 11 DOM
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Pre-construction. To Be Built. Under Construction. Step Into The Pinnacle Of Modern Luxury With This Stunning Home Located In The Prestigious Oyster Bay Estates, Inspired By The Sarasota School Of Architecture And Built By The Holliday Group. Nes...

1804 North Lake Shore Drive, SARASOTA, FL - $6,295,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 6,854 SQFT
  • 200 DOM
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This Unique Home Is Designed To Assemble Your Family And Friends, To Share Good Food, And To Enjoy The Good Life. Esteemed Architect John Potvin Imagined Three Separate Buildings Connected By Covered Lanais To Provide Complete Privacy When Desired...

1429 North Lake Shore Drive, SARASOTA, FL - $5,995,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,545 SQFT
  • 162 DOM
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One Or More Photo(s) Has Been Virtually Staged. Under Construction. Welcome To A Life Of Unparalleled Luxury In An Unrivaled Location, Where Every Detail Has Been Meticulously Crafted To Create A Haven Of Sophistication And Comfort. Set Within Oys...

1607 Flower Drive, SARASOTA, FL - $5,590,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 4,769 SQFT
  • 217 DOM
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*one Or More Pictures Have Been Virtually Staged.* This Stunning Modern Home Is Located In A Lush, Mature-treed, Tropical Setting And Possibly The Best Neighborhood In Sarasota, Harbor Acres. Completely Walled For Privacy And Fronting On A Quiet S...

Image 9: A4622195

1620 North Lodge Drive, SARASOTA, FL - $5,490,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 4,660 SQFT
  • 56 DOM
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Waterfront Opportunity. Nestled In The Heart Of The Exclusive Cherokee Park, This Charming Old Florida Traditional Home Offers A Rare Opportunity To Own A Piece Of Sarasota's History. With 100 Feet Of Street Frontage And An Additional 100 Feet Of ...

Image 10: A4586511

1718 Bay Street, SARASOTA, FL - $4,735,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 4,015 SQFT
  • 378 DOM
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Newly Renovated Waterfront Home On Hudson Bayou.

3528 Chapel Drive, SARASOTA, FL - $4,500,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,706 SQFT
  • 203 DOM
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Under Construction. This Is A Unique Opportunity To Purchase A Custom-designed Home That Allows You To Be Part Of The Creation Process, Offered At $4,500,000 And Scheduled For Completion Near July Of 2024. The Mid-century Modern Home Boasts 4,706 ...

Image 12: A4613341

3301 Bay Shore Road, SARASOTA, FL - $4,500,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,703 SQFT
  • 123 DOM
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Exotic And Extremely Private Bay Front Property On The Market For The First Time In 40 Years. In Fact, This Is Only The Third Time It’s Been Available In 100 Years. Travel Back In Time To Find Ancient Oaks And Large Palms, Banyans, And Cedars. It’...

Image 13: A4627178

1802 Field Road, SARASOTA, FL - $4,395,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,020 SQFT
  • 0 DOM
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Pre-construction. To Be Built. Pre-construction A Unique Opportunity To Own A Nutter Custom Construction Home, Designed On An Expansive Lot In Field Club Estates. *limited Time Opportunity To Influence Finishes During The Pre/early Construction St...

3851 Tangier Terrace, SARASOTA, FL - $4,200,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 3,262 SQFT
  • 8 DOM
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Pre-construction. To Be Built. Pre-construction, To Be Built. Nestled In The Heart Of West Of The Trail, This Exceptional Estate Represents The Pinnacle Of Future Luxury Living. Designed And Developed By The Renowned M&j Pham Development Team, Thi...

Image 15: A4611837

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

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,801 SQFT
  • 149 DOM
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This Storied Waterfront Estate Occupies A 1.24-acre Lot Within The Largest Contiguous Parcel On The Gulf Coast, A Magnificent Private Park With A Majestic Landscape And Vistas On Par With Selby Gardens And The Grounds Of The Nearby Ringling Museum...

1908 Irving Street, SARASOTA, FL - $3,975,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,503 SQFT
  • 268 DOM
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Under Construction. Fabulously Located Within 3 Short Blocks Of Charming Southside Village With Its Tree-lined Streets, Family-friendly Atmosphere, Great Restaurants And Shopping, And Top-ranked Southside School. It Is Here You Will Find 1908 Irvi...

2174 Mcclellan Parkway, SARASOTA, FL - $3,950,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 3,478 SQFT
  • 59 DOM
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*no Hurricane Damage* This Stunning Custom-built, Coastal Contemporary West Of Trail Residence In Mcclellan Park Is A True Gem! Completed In June 2022, This Spacious Residence Features 5 Bedrooms, 4.5 Baths, And An In-home Elevator, Offering Comfo...

1805 Goldenrod Street, SARASOTA, FL - $3,800,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 3,595 SQFT
  • 131 DOM
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One Or More Photo(s) Has Been Virtually Staged. Welcome To This Stunning 2-story Luxury Home Built By M&j Pham Development, Featuring 5 Bedrooms, 4.5 Bathrooms, And 3,595 Square Feet Of Living Space. From The Moment You Step Inside, You'll Be Capt...

Image 19: A4626097

4526 Bay Shore Road, SARASOTA, FL - $3,600,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,838 SQFT
  • 7 DOM
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This Stunning Contemporary Home With Guest House Combines Convenient Secure Living In A Home Built To The Latest Codes With Living In The Sought After Historic Community Of Indian Beach. This Lovely Established Neighborhood Is Known For It's "old ...

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 November 2nd, 2024 at 12:19am 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.

Map of West of the Trail

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