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"West of the Trail" Homes for Sale by Price

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
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1575 S Lodge Dr

Sarasota, FL - $1,350,000

Residential, Single Family Home
Cherokee Park
A4429852
  • 3 Beds
  • 3 Baths
  • 2,661 SQFT
  • 137 DOM
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Separated From Osprey Avenue By A Gate Post Adorned With A Tiled Cherokee Rose And A Low, Stucco Wall, You’ll Find Cherokee Park, An Exclusive Neighborhood With Grand Lots Platted In 1926, Situated On Sarasota Bay And Just Steps To Sought After So...

2202 Mcclellan Pkwy

Sarasota, FL - $1,350,000

Residential, Single Family Home
Gillispie Place
A4425734
  • 5 Beds
  • 4 Baths
  • 3,738 SQFT
  • 159 DOM
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This Is A Shining Example Of Impeccably-restored Colonial Style. This Exquisite Property Spans A 3-bedroom Main Home And 2-bedroom Guest Cottage, All Nestled In One Of Downtown Sarasota’s Most Historic And Sought-after Neighborhoods: Mcclellan Par...

1716 Hawthorne St

Sarasota, FL - $1,325,000

Residential, Single Family Home
Hudson Bayou
A4417879
  • 4 Beds
  • 5 Baths
  • 4,050 SQFT
  • 252 DOM
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Old Charm (1925) Meets Contemporary Space (2012) On One Of The Most Popular Streets West Of Trail. Enjoy A One Block Walk To The Shops & Restaurants Of Southside Village & Morton's Market! This Unique Home Was Renovated And Added Onto In 2011-20...

8810 Fishermens Bay Dr

Sarasota, FL - $1,300,000

Residential, Single Family Home
Fishermens Bay
A4439707
  • 4 Beds
  • 3 Baths
  • 3,040 SQFT
  • 12 DOM
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Waterfront, Gated Community With Direct Bay Frontage And Sunset Views, Must Be Fishermen's Bay! This Waterfront Home Boasts Over 3,000 Square Feet With A 1,500 Square Feet Of Finished Basement, 5 Car Garage, And Florida Storage Area. The Elevated ...

7656 Peninsular Dr

Sarasota, FL - $1,300,000

Residential, Single Family Home
Southpointe Shores
A4425448
  • 3 Beds
  • 3 Baths
  • 2,768 SQFT
  • 167 DOM
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Mid Century Contemporary Home On Little Sarasota Bay With Wonderful Sunsets. Two Florida Brick Driveways, One Leading To A Brick Courtyard That Leads To The Front Door. Living Room, Dining Room And Master Bedroom Have Wonderful Views Of The Bay....

4600 Pine Harrier Dr

Sarasota, FL - $1,287,000

Residential, Single Family Home
The Landings
A4437463
  • 4 Beds
  • 4 Baths
  • 4,670 SQFT
  • 53 DOM
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Private Garden Enclave, Stately And Spacious, Open And Airy, Urban And Interesting Spaces. Vaulted Ceilings Grace The Foyer Of The Front Entrance, Leading To Formal Dining And Living Areas. Several Sets Of French Doors, In The Kitchen, Dining And ...

2500 Jamaica St

Sarasota, FL - $1,275,000

Residential, Single Family Home
Sarasota-venice Co River Sub
A4421074
  • 4 Beds
  • 3 Baths
  • 2,586 SQFT
  • 225 DOM
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The Owners Of This Nearly New One-half Acre Key West Styled Waterfront Home Are Also The Builder And Interior Designer. With Mark’s Unwavering, Meticulous Insistence On Quality And Deborah’s Uncanny Ability To Make A Home Really Feel Like The Perf...

1859 Magnolia St

Sarasota, FL - $1,250,000

Residential, Single Family Home
Poinsettia Park 2
A4404152
  • 3 Beds
  • 3 Baths
  • 2,230 SQFT
  • 405 DOM
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"pre-construction, To Be Built" The Metropolitan A Southside Village Contemporary Green Certified Great Room Home Built By Classic Homes By Clayton. References Available Of Past Customers, Each Found Beneficial A One-on-one Relationship With Duane...

1620 Bay Rd

Sarasota, FL - $1,249,000

Residential, Single Family Home
Hansen
A4436942
  • 3 Beds
  • 3 Baths
  • 2,456 SQFT
  • 61 DOM
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Pre-construction. To Be Built. Pre-construction - The Coquina By Heritage Builders Is Ideally Situated In West Bay, A Private Gated Enclave Of Only 4 Luxury Single Family Residences In Sarasota's Most Sought After West Of Trail Area. Two Of The Fo...

1815 Upper Cove Ter

Sarasota, FL - $1,249,000

Residential, Single Family Home
Coral Cove
A4415153
  • 3 Beds
  • 4 Baths
  • 2,742 SQFT
  • 293 DOM
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No Flood Insurance Required At This Fabulously Renovated Waterfront Home! Since 2014 This Home Has Undergone A Complete Renovation Including: New Metal Roof, New Pvc Plumbing, New Dual Zone Ac, New Heated Pool And Spa, New Kitchen, New Hurrican...

2502 Jamaica St

Sarasota, FL - $1,195,000

Residential, Single Family Home
Sarasota-venice Co River Sub
A4419539
  • 4 Beds
  • 4 Baths
  • 3,309 SQFT
  • 245 DOM
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Imagine Waking Up In Your Secluded, Poolside Home On One Of The Last Private 1.7 Acre Philippi Creekside Estates Available With 128 Waterfront Feet And Boat Dock Right On A Wide Section Of This Exceptional Waterway. Follow The Tree Lined Winding D...

4487 Camino Real

Sarasota, FL - $1,150,000

Residential, Single Family Home
Oyster Bay Estates
A4424993
  • 3 Beds
  • 3 Baths
  • 2,765 SQFT
  • 182 DOM
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Beautiful West Of The Trail Contemporary Home In The Sought-after Oyster Bay Area And Walking Distance To The Field Club. It’s Situated On ½ Acre With Beautiful Gardens Surrounding The Home Featuring Exotic And Lush Tropical Landscaping With A La...

1744 Fortuna St

Sarasota, FL - $1,150,000

Residential, Single Family Home
Granada
A4414961
  • 4 Beds
  • 4 Baths
  • 2,841 SQFT
  • 294 DOM
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Gorgeous 2014 West Of Trail Home, Custom Built By My Green Builders As A Certified Florida Green Home, With Interior Design By Kurt Lucas Of The Renowned Interior Design Firm Of Jkl Design. This One-of-a-kind Home Features A Cutting Edge Fresh New...

2131 Mcclellan Parkway

Sarasota, FL - $1,149,000

Residential, Single Family Home
Mcclellan Park
A4413142
  • 6 Beds
  • 4 Baths
  • 4,359 SQFT
  • 495 DOM
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Seller Motivated - Bring Offers. This Stunning Custom Home Is Located In The Historic Neighborhood Of Sarasota’s Mcclellan Park West Of The Trail. Dating Back To The Early 20th Century, This Prestigious Area Is Known As The “garden Spot” And Chara...

1842 Morris St

Sarasota, FL - $1,125,000

Residential, Single Family Home
Southside Village
A4435368
  • 4 Beds
  • 4 Baths
  • 3,432 SQFT
  • 301 DOM
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Reduced $240,000, This Motivated Seller Moving Out Of State Is Committed To Selling This Property By September 1st. One Of West Of The Trail’s Best Values Priced Below Recent Comps. Situated Quietly, Mid-block, This Property Is So Close To Downto...

4540 Camino Real

Sarasota, FL - $1,125,000

Residential, Single Family Home
Not Part Of A Subdivision
A4424026
  • 4 Beds
  • 5 Baths
  • 3,760 SQFT
  • 176 DOM
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Oyster Bay, One Of The Most Coveted Mainland Locations In All Sarasota. Over 18,000 Square Feet Of Land, With A Back Gate To The Members Only Field Club. This Rancho Santa Fe Style Home Has Been In The Same Family For Over 50 Years. Rarely Does S...

1521 Bay Rd

Sarasota, FL - $1,100,000

Residential, Single Family Home
Granada Park
A4437386
  • 6 Beds
  • 4 Baths
  • 3,306 SQFT
  • 25 DOM
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Build Your Dream Home! Rarely Available, Estate Sized Parcel Located West Of Trail In Sought After Granada Park. This 1/2 Acre Property Is Being Sold As One Parcel, But Can Be Subdivided Into Two Buildable Lots -- Zoned Residential. There Are F...

1716 Hansen St

Sarasota, FL - $1,095,000

Residential, Single Family Home
Hansen Court
A4437176
  • 4 Beds
  • 3 Baths
  • 2,928 SQFT
  • 43 DOM
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Enjoy All That Sarasota Has To Offer From This Great Central Location West Of Trail, Just Minutes From Red Rock Park, The Field Club, Southside School, Southside Village, Siesta Key And Downtown Sarasota. This Beautiful Newer Home In Hansen Court,...

1654 Prospect St

Sarasota, FL - $1,093,300

Residential, Single Family Home
Morton Terrace
A4431982
  • 3 Beds
  • 3 Baths
  • 2,667 SQFT
  • 82 DOM
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This One Of A Kind 1925 Spanish Mediterranean Home Is In The Highly Sought After West Of Trail Location. Within Walking Distance To Southside Village Or Selby Gardens And Just One Mile From Downtown Sarasota. The New Brick Paver Driveway Welcome...

1707 Waldemere St

Sarasota, FL - $1,050,000

Residential, Single Family Home
Midwood Manor
A4214792
  • 3 Beds
  • 4 Baths
  • 3,461 SQFT
  • 480 DOM
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Incredible Opportunity To Own This Competitively Priced, Unique, Large Property West Of The Trail! Very Private Home, Over 3,400 Square Feet With 3 Bedrooms Fully Fenced Including An Electric Gate. Upon Entrance, You Will Have A Fully Brick Paver ...

1413 Cedar Bay Ln

Sarasota, FL - $1,050,000

Residential, Single Family Home
Cloisters At The Landings The
A4421926
  • 4 Beds
  • 5 Baths
  • 3,269 SQFT
  • 210 DOM
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(price Reduction) Seller Financing Available...$100,000 Down 2 Years. This Home Has A New Tile Roof In June 2019 Valued At $50,000. The Cloisters Is One Of The Most Desired Locations In The Landings A Gated Community. Custom Home With 4 Bedroom/3 ...

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 23rd, 2019 at 4:00pm EDT.