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"West of the Trail" Homes for Sale by Price, Over $1,000,000

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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1221 Hillview Dr

Sarasota, FL - $7,500,000

Residential, Single Family Home
Harbor Acres
A4434317
  • 4 Beds
  • 4 Baths
  • 4,187 SQFT
  • 89 DOM
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On Sarasota’s Shoreline And Most Desired Address Within Harbor Acres, Discover Unequivocal Excellence – Whether Building New Or Enjoying The Current And Impeccably Updated Residence. Surrounded By Undeniably The Area’s Most Luxurious Homes And As...

3544 San Remo Ter

Sarasota, FL - $4,750,000

Residential, Single Family Home
San Remo Estates
A4403580
  • 5 Beds
  • 7 Baths
  • 6,710 SQFT
  • 911 DOM
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Lake Tahoe Came To Sarasota Bay In 2009…and They Built A House Together. This Spectacular, Custom-designed Home Offers 2 Full Master Suites, Each With Their Own Private Terrace, And 3 Guest Suites For Visiting Family Or Friends. Pulling In To Your...

1807 Oleander St

Sarasota, FL - $4,499,000

Residential, Single Family Home
0364 Poinsettia Park 2
A4414354
  • 7 Beds
  • 9 Baths
  • 9,492 SQFT
  • 281 DOM
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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 ...

1404 Kenilworth St

Sarasota, FL - $4,385,000

Residential, Single Family Home
Oyster Bay Landings
A4424301
  • 4 Beds
  • 5 Baths
  • 5,428 SQFT
  • 165 DOM
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Art You Can Live In! World Renowned And Acclaimed Architect, Guy Peterson, Designed Another Modern Masterpiece Of Remarkable Craftsmanship And Pure Minimalist Aesthetic. It All Began With A Vision, An Ambitious Dream To Imagine And Design The Cons...

1430 Harbor Dr

Sarasota, FL - $4,300,000

Residential, Single Family Home
Harbor Acres Sec 2
A4423407
  • 4 Beds
  • 6 Baths
  • 6,631 SQFT
  • 195 DOM
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Ideally Situated On Deep Boating Water In One Of Sarasota’s Most Desirable Neighborhoods, Harbor Acres, This Stunning 4 Bedroom, 6 Bathroom Residence Is One To Be Desired. Positioned For Awe-inspiring Views Of Sailboats And Sunsets, This Home Span...

1744 Seminole Dr

Sarasota, FL - $3,995,000

Residential, Single Family Home
Mcclellan Park
A4424752
  • 7 Beds
  • 9 Baths
  • 10.3k SQFT
  • 182 DOM
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Overflowing With Charm, This Custom, Family-inspired Home In The Heart Of Sarasota Is A Rare Find. Completed In 2000, The Traditional Yet Whimsical Architecture Perfectly Complements A Modern Farmhouse Interior That Welcomes You Home. Despite Its ...

7350 Captain Kidd Ave

Sarasota, FL - $3,695,000

Residential, Single Family Home
Buccaneer Bay
A4415503
  • 3 Beds
  • 4 Baths
  • 4,608 SQFT
  • 274 DOM
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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...

1640 Bay Harbor Ln

Sarasota, FL - $3,499,500

Residential, Single Family Home
Stillwater On The Bay
C7410015
  • 4 Beds
  • 6 Baths
  • 5,093 SQFT
  • 197 DOM
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Refined Elegance Meets Luxurious Quality In This One Of A Kind Mediterranean Home, Located In The Heart Of Sarasota’s Prestigious Intracoastal Waterway. Approaching Through The Iron Gates Towards The Private Culdesac, The Prodigious 25’ Entrance G...

1352 Harbor Dr

Sarasota, FL - $3,495,000

Residential, Single Family Home
Harbor Acres
A4412879
  • 4 Beds
  • 4 Baths
  • 4,373 SQFT
  • 295 DOM
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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
Mcclellan Park
A4405569
  • 5 Beds
  • 8 Baths
  • 8,162 SQFT
  • 403 DOM
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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...

1534 Harbor Pl

Sarasota, FL - $2,995,000

Residential, Single Family Home
Harbor Acres
A4424649
  • 4 Beds
  • 6 Baths
  • 4,056 SQFT
  • 186 DOM
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Under Construction. Under Construction - Another Exceptionally Crafted Home By Coastal Luxury In Collaboration With Jonas Yoder Custom Homes. The Modern Farmhouse Design Will Be On An Oversized Lot In The Exclusive Neighborhood Of Harbor Acres. C...

1655 Bay Harbor Ln

Sarasota, FL - $2,990,000

Residential, Single Family Home
Stillwater On The Bay
A4427443
  • 5 Beds
  • 5 Baths
  • 6,402 SQFT
  • 370 DOM
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This Private Gated Enclave Of Six Homes Is Quiet And Relaxing. Close To Siesta Beaches And All Sarasota Has To Offer. This 6430 Square Foot Residence Has All The Upgrades Expected In A Bay Front Mansion. Five Bedrooms And Six And A Half Bathrooms ...

1726 Questar Ln

Sarasota, FL - $2,900,000

Residential, Single Family Home
None
A4437619
  • 4 Beds
  • 7 Baths
  • 6,719 SQFT
  • 53 DOM
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Enjoy Peaceful And Sweeping Views Of Sarasota Bay From This Incredible 4 Bedroom, 6.5 Bath Bayfront Estate. Built In 2004 And Located On 1.44 Acres, This Is Truly A Once In A Lifetime Opportunity. The Entire Home Is Upgraded And Has A Library, Med...

1621 N Lake Shore Dr

Sarasota, FL - $2,695,000

Residential, Single Family Home
Oyster Bay Estates
A4439843
  • 4 Beds
  • 5 Baths
  • 4,688 SQFT
  • 26 DOM
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The Pearl Of Oyster Bay Is A Brand New 4,688 Square Feet, Four-bedroom, Four-and-a-half Bath With Office Contemporary Home Built For Those Wanting Premier Function And Luxury. Highlights Include Custom European Richelieu Cabinetry, A Dramatic Floa...

1581 Hillview Dr

Sarasota, FL - $2,695,000

Residential, Single Family Home
Harbor Acres
A4183577
  • 4 Beds
  • 5 Baths
  • 4,508 SQFT
  • 831 DOM
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Construction Complete On This Warm Contemporary Home Built By Greenlife Luxury Homes, Offering An Exceptional Level Of Finishes And Attention To Detail. The Dramatic 22’ High Ceiling Allows A Perfect Canvas For Art. The Kitchen Boasts State Of The...

1449 Hillview Dr

Sarasota, FL - $2,550,000

Residential, Single Family Home
Harbor Acres Sec 2
A4407215
  • 4 Beds
  • 5 Baths
  • 4,982 SQFT
  • 735 DOM
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You Will Love The Stunning Coastal Contemporary Updates (completed In 2015) Offered From Every Room Of This Harbor Acres Waterfront Home. Set Back Far From The Road And Surrounded By Privacy Walls Of Lush Manicured Vegetation. The Sprawling Interi...

1502 Blue Heron Dr

Sarasota, FL - $2,499,000

Residential, Single Family Home
Paradise Shores
A4429273
  • 3 Beds
  • 2 Baths
  • 2,338 SQFT
  • 121 DOM
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Welcome To One Of The Best Locations In Sarasota With Astounding Unobstructed Views, Situated On A Quarter Acre Lot On The Sarasota Bay. Experience This One-of-a-kind Residence, Only A Few Minutes Away From Southside Village And Located In The Top...

1329 N Lake Shore Dr

Sarasota, FL - $2,495,000

Residential, Single Family Home
Oyster Bay Estates
A4414590
  • 3 Beds
  • 3 Baths
  • 3,160 SQFT
  • 299 DOM
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Introducing This Private 1-acre Old Florida Style Waterfront Estate Property With Open Views Of Sarasota Bay In One Of Sarasota’s Most Beloved Neighborhoods, Oyster Bay. This Property Enjoys 100 Feet On The Water And Old Oaks And Tropical Flora Se...

1555 Sandpiper Ln

Sarasota, FL - $2,450,000

Residential, Single Family Home
Paradise Shores
A4436047
  • 4 Beds
  • 4 Baths
  • 3,321 SQFT
  • 68 DOM
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Pre-construction. To Be Built. Master Builder Allegra Homes Expanded Two-story “gloria” Plan Infused With An Atmosphere Of Sophistication And Refinement. This 3,321-square-foot Residence Is Irresistible With 4 Bedrooms, 4 Baths, 4-car Garage, Bonu...

5848 Tidewood Ave

Sarasota, FL - $2,450,000

Residential, Single Family Home
Baywood Colony Westport Sec 1
A4427959
  • 4 Beds
  • 4 Baths
  • 5,099 SQFT
  • 144 DOM
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Gorgeous Bayfront Views. Boat And Jet Ski Lifts For Your Toys. No Fixed Bridges Between The Home And The Gulf. This 2-story Home Situated On Sarasota Mainland With Views Of The Bay And Siesta Key. On The Main Floor, Enjoy Views Of The Bay From The...

7692 Cove Ter

Sarasota, FL - $2,395,000

Residential, Single Family Home
Southpointe Shores
A4401935
  • 3 Beds
  • 3 Baths
  • 2,640 SQFT
  • 449 DOM
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A Rarely Available Point Property With An Astounding 210 Feet Of Mainland Bayfront Located On A Cul-de-sac In Coveted Southpointe Shores. This Is An Opportunity To Moor A 50 ‘ Yacht, In Protected Deep Water Without Disturbing The Remarkable View! ...

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 3:45pm EDT.