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 41 single-family homes for sale priced from $345,000 to $13,950,000. 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!

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MLS® Listing Statistics

Total Listings: 41
Average Price: $2,014,632
Highest Price: $13,950,000
Lowest Price: $345,000
Average Size: 2,773 ft²
Average Price Per Square Foot: $647 per ft²

Explore Other West of the Trail Communities

41 Homes for Sale West of the Trail

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Image 0: A4499907

1486 Hillview Drive, SARASOTA, FL - $13,950,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 8,433 SQFT
  • 82 DOM
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One Or More Photo(s) Has Been Virtually Staged. Amid A Canopied Oasis, Resort-like Bliss Awaits You On Sarasota Bay, Surrounded By Magnificent Works Of Nature. Constructed In 2008, The Exquisitely Crafted Estate Pays The Utmost Attention To Elegan...

Image 1: A4497369

3731 Indian Beach Place, SARASOTA, FL - $6,495,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 6,172 SQFT
  • 104 DOM
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The Gorgeous, Lush Landscaping Welcoming You To This Five-bedroom Direct Bayfront Estate Is Tied To Its Sought-after Indian Beach Locale With A Winding Curved Driveway And Private Gated Entry. Built In 2006 With The Exceptionally High Standards O...

Image 2: A4506713

1605 Caribbean Drive, SARASOTA, FL - $4,495,000

Residential, Single Family Residence
  • 3 Beds
  • 5 Baths
  • 4,200 SQFT
  • 13 DOM
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Spectacular View Situated West Of The Trail On Caribbean Drive! Breathtaking Views Overlooking Little Sarasota Bay Located In The Highly Desirable Coral Cove Neighborhood. This Home Is Exceptional Featuring A Floor Plan On One Level While Capturin...

Image 3: N6115705

1460 Rebecca Lane, SARASOTA, FL - $3,985,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,030 SQFT
  • 54 DOM
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One Or More Photo(s) Has Been Virtually Staged. Summer Price! Exceptional And Unique Custom Contemporary West Indies Courtyard Style Residence Built In 2016 (never Lived-in) With Luxury, Quality And Style. Located In The Exclusive Gated Community ...

Image 4: T3294850

1558 Sandpiper Lane, SARASOTA, FL - $3,695,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,942 SQFT
  • 137 DOM
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Brand New Barrel Tile Roof Completed 6/2021. This Is A Rare Opportunity For Waterfront Living In Highly Sought Paradise Shores. For The Boating And Watersports Enthusiast, There Is 190 Feet Of Waterfront With A Newer ('19) Seawall, 20,000 Lb. Rem...

1765 Floyd Street, SARASOTA, FL - $3,600,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,067 SQFT
  • 74 DOM
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One Or More Photo(s) Has Been Virtually Staged. Under Construction. Introducing The Coastal Craftsman Rejuvenation At Southside Village. Constructed By The Award-winning Custom Home Builder, Dynan Construction, This Brand New Residence Will Be Tim...

4406 Westwood Lane, SARASOTA, FL - $3,490,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,066 SQFT
  • 76 DOM
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Pre-construction. To Be Built. Heritage Builders Proudly Unveils Their Newest Luxury Custom Home, The Windley. This Lakefront Estate Is Situated In Sarasota's Highly Sought After West Of Trail Neighborhood, Oyster Bay Estates. Clean Lines And Symm...

1519 North Lake Shore Drive, SARASOTA, FL - $3,447,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,294 SQFT
  • 81 DOM
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Pre-construction. To Be Built. Another Dazzling Display Of Award-winning Design And Construction To Be Built By The Notable Custom Homebuilding Team At Allegra Homes. This Contemporary Oyster Bay Beauty Will Have An Exciting Array Of Amenities Thr...

Image 8: A4507668

950 Alameda Way, SARASOTA, FL - $3,300,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,593 SQFT
  • 3 DOM
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Strikingly Luxurious, This Architectural Masterpiece Is Located On A Bayou With Enviable Views Of Sarasota Bay, Longboat Key, Surrounding Oaks, Tropical Landscape, And Butterfly Garden. A Work Of Art, Site-specific Designed So That Each Level Capt...

4414 Westwood Lane, SARASOTA, FL - $3,149,800

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,531 SQFT
  • 119 DOM
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Under Construction. This Expansive Lakefront Custom Home Is Situated On An Estate Home Site In Sarasota's Coveted West Of Trail Area. Through A Striking Entry Courtyard, Owners Are Greeted By A Wide Great Room With Side Vistas Of The Ample Outdoor...

1865 Clematis Street, SARASOTA, FL - $2,900,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,990 SQFT
  • 130 DOM
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Another Dazzling Display Of Award-winning Design And Construction To Be Built By The Notable Custom Homebuilding Team At Allegra Homes. Presenting The 2021 “kristi Ann” Model With An Exciting Array Of Amenities Throughout The Open 2,975-square-foo...

1807 Grove Street, SARASOTA, FL - $2,184,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,551 SQFT
  • 52 DOM
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Pre-construction. To Be Built. You’ll Love Coming Home To This Gorgeous Brand New 3-bedroom, 3-bath “hibiscus” Model With 2-1/2 Side Load Garage And Being Built By Award-winning Allegra Homes For A 2022 Completion. All On One Living Level, This 2,...

2146 Mcclellan Parkway, SARASOTA, FL - $2,170,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,538 SQFT
  • 329 DOM
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Under Construction. Pre-construction "pricing" Ready For Permitting!!! 8-9 Month Build Time. With Rising Construction Costs And Demand For Materials And Labor, Lock-in Price Now, As Price Will Increase As Construction Starts! Another Courty...

Image 13: A4500086

1851 Oleander Street, SARASOTA, FL - $1,975,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,738 SQFT
  • 58 DOM
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This Elegant West Of The Trail Estate Home With Large Homesite Is Located On One Of The Most Attractive Flower Streets. Walking Distance To Southside Elementary, Blocks To Southside Village With Morton's Gourmet Market And Many Local Favorite Rest...

Image 14: A4500992

1631 Laurel Street, SARASOTA, FL - $1,950,000

Residential, Single Family Residence
  • 8 Beds
  • 8 Baths
  • 5,068 SQFT
  • 70 DOM
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Special Offering In Historic Laurel Park!!! Charming Enclave Of Four Dwellings Positioned On Almost 15,000 Square Foot Lot In Downtown Sarasota! The Beautifully Restored Key West Style Main Home Has 4 Or 5 Bedrooms, 4 Baths, Bonus Room, Office/stu...

1526 Oak Street, SARASOTA, FL - $1,759,000

Residential, Single Family Residence
  • 2 Beds
  • 1 Baths
  • 808 SQFT
  • 19 DOM
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With A Great Tenant In Place, This Is A Wonderful Investment Property, Rental Or Airbnb. Zoned For Condos--or An Amazing New Home Location In A Neighborhood Of Multi-million Dollar Condos. It Is The Only House On The Block. Coveted Piece Of La...

Image 16: A4500645

4014 Bay Shore Road, SARASOTA, FL - $1,597,500

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,696 SQFT
  • 74 DOM
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Grand Mediterranean Revival In Indian Beach With Two Single Family Parcels Along The North Shore Of Sarasota Bay. A Long, Palm Lined Drive Leads Up To This Classic Residence And The First Thing Which Greats You Is A 40 Foot Long Front Porch. Thi...

Image 17: A4506338

2141 Mcclellan Parkway, SARASOTA, FL - $1,575,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,253 SQFT
  • 6 DOM
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West Of Trail/mcclellan Park Elegant 4200+ Sq Ft 3 Car Garage John Cannon Home Has An Open Floor Plan With A Formal Living Room, Fireplace And Spacious Dining Room. The Family Room With 20' Ceiling And Built-in Entertainment Center Enjoys Views Of...

Image 18: T3317719

1763 Baywood Drive, SARASOTA, FL - $1,499,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,889 SQFT
  • 13 DOM
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Location! Rare Opportunity Waterfront House! 3 Bedrooms 3 Bathrooms Waterfront Home Located 2 Minutes From Siesta Key And 1 Minute To The Open Sarasota Bay By Boat. The House Features 3 Bedrooms 3 Bathrooms, Huge Living Area, 2 Cars Garage, Larg...

Image 19: N6114499

7779 Holiday Drive, SARASOTA, FL - $1,384,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,363 SQFT
  • 120 DOM
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Boat Lovers Must See! Motivated Seller! Home Located Not In Flood Zone. Double Lot! This Property Is Not Currently Homesteaded. Make This Immaculate Home In Private Hidden Harbor Your Own Personal Paradise Seconds Away From Boat Marina! Everythi...

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 July 26th, 2021 at 12:05pm 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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