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Image 0: A4424412

820 Siesta Key Cir, Sarasota, FL - $1,149,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,318 SQFT
  • 212 DOM
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Immerse Yourself In The Tropical Key West Vibe Of This Pristine Siesta Key Waterfront Home. Just A Few Steps From This Cozy Home Your Boat Awaits At Your Private Dock. Nearly Immediate Access To The Intracoastal Waterway From Your Deep-water Canal...

Image 1: A4424226

622 Tropical Cir, Sarasota, FL - $879,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,900 SQFT
  • 214 DOM
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Fully Restored Coastal Modern Masterpiece On Siesta Key ** Prominent Tropical Circle Address, Surrounded By Custom Estate Homes ** Nestled In A Lush, Private Setting With Soaring Palms, Winding Roads And Rolling Lawns, This Contemporary Home Sits ...

Image 2: A4423798

800 Siesta Key Cir, Sarasota, FL - $1,195,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 2,419 SQFT
  • 215 DOM
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Reduced $180,000.00 Since Originally Listed- This Siesta Key Waterfront Home Has Abundant Natural Light That Filters Through-out All Living Areas. The Easy And Open Flow Of This Home Is Accentuated By The Numerous Sets Of Sliding Glass Doors Leadi...

Image 3: A4423999

4934 Commonwealth Dr, Sarasota, FL - $2,095,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,284 SQFT
  • 215 DOM
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Custom-built In 2016 This Stunning Coastal Contemporary, Siesta Key Smart Home Presents A Relaxed Yet Luxurious Waterfront Lifestyle. Nestled On Fabulous Boating Water Along The Grand Canal With A New Seawall, Cap And 13,000 Lb Boat Lift, The Prop...

Image 4: A4423040

N/A, Sarasota, FL - $1,250,000

Residential, Single Family Home
  • 4 Beds
  • 2 Baths
  • 2,694 SQFT
  • 222 DOM
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Over 84 Feet Of Deep Sailboat Water.....enough To Dock Most Larger Boats~~no Bridges To Gulf. Owner Will Consider Financing And Cooperate With Builders. Unique Siesta Key Direct Sailboat Water Property. First Time On The Market Since The 80's. Or...

Image 5: A4422909

5178 Oakmont Pl, Sarasota, FL - $1,195,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,860 SQFT
  • 225 DOM
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Inspired By Beautiful Caribbean Estates, This Fabulous Custom Home By Award-winning Builder Lee Wetherington On An Estate-sized Double Lot On Siesta Key’s Grand Canal Is The Perfect Island Getaway. Relax On The Front Porch Or The Wide Rear Veranda...

5207 Winding Way, Sarasota, FL - $465,000

Residential, Single Family Home
  • 4 Beds
  • 2 Baths
  • 2,200 SQFT
  • 225 DOM
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Short Sale. Third Party Approval Required. Exceptional Value Opportunity To Live Within Blocks Of The #1 Beach In Florida. Located Within This Quaint Neighborhood Of Only 37 Homes In Twin Oak Pond. This Home Is Secluded Among The Enclaves Of Matur...

Image 7: A4422524

1258 Tree Bay Ln, Sarasota, FL - $1,100,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 2,556 SQFT
  • 227 DOM
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Come See For Yourself, Upon Personal Inspection You Can Appreciate The Attention To Detail In Everything That Has Been Done To Update, Fortify And Add Beauty To This Home. Some Features Include A Natural Gas 25kw Generator That Can Power The Entir...

Image 8: A4422130

3640 Flamingo Ave, Sarasota, FL - $1,640,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 2,984 SQFT
  • 239 DOM
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From Boating To Beaches And Everything In The Between, This Siesta Key Home Is Best-in-class For Its Location And Amenities. Boaters And Fisherman Will Delight In The Deep-water Access From The Bay Island Location. City-enthusiasts Will Revel In T...

Image 9: A4421223

5303 Hidden Harbor Rd, Sarasota, FL - $1,259,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 3,201 SQFT
  • 250 DOM
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Wonderful Siesta Key Calif Contemporary Waterfront Home In Exclusive Hidden Harbor Enclave Of 36 Homes. Timelessly Designed By A Prominent Modern Architect, And Is A Great Example Of Late Mid-century Architecture. Private Pavered Streets With A He...

Image 10: A4420743

3799 Flamingo Ave, Sarasota, FL - $13,900,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 8,138 SQFT
  • 254 DOM
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Inspired Island Living. Located On The North End Of World-famous Siesta Key, This Impressive Estate Is Brilliantly Designed To Deliver The Perfect Balance Between Architecture, Design And Home Décor While Taking Full Advantage Of Its Incredible Pe...

311 Ogden St, Sarasota, FL - $1,225,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 3,592 SQFT
  • 257 DOM
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This Freshly Updated And Impeccably Designed, Bright And Open 5 Bedroom And 4.5 Bathroom Heated Pool Home On A Highly Sought After Street On North Siesta Key Is Sure To Impress. As Soon As You Enter You Will Be Wowed With The Grand Entryway And Op...

5329 Siesta Ct, Sarasota, FL - $799,999

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,538 SQFT
  • 257 DOM
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Come Home To Your Private Tropical Coastal Paradise In A Key West Style Home That Has The Charm Of A Cottage With The Space Of An Estate. #1 Siesta Beach Is Just A Couple Blocks Away. The Charming Exterior With Many French Doors, A Metal Roof, Wr...

Image 13: A4419992

3975 Shell Rd #lot 1, Sarasota, FL - $4,500,000

Land, Single Family Home
  • 264 DOM
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Situated On The Sought-after North End Of Siesta Key, This 1.3 Acre Property Features 132.5 Ft. Of Gulf-frontage. The Graceful Residence Features Over 5,000 Sq. Ft. Of Living Area, With Four En-suite Bedrooms And Separate Two-bedroom Accommodation...

Image 14: A4418480

1356 Point Crisp Rd, Sarasota, FL - $5,925,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 7,443 SQFT
  • 264 DOM
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Arrive By Boat Or By Car! Rarely Available With Front And Back Bay Views. This North-south Facing Grand Villa Is Perfectly Set On The Exclusive Point Crisp Peninsula On World-famous Siesta Key. With Its Own Private Beach, Boat Dock And Lift, This ...

Image 15: A4419238

5823 Riegels Harbor Rd, Sarasota, FL - $1,695,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 4,822 SQFT
  • 275 DOM
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$195,000 Less! Tranquil Views Of The Deep-water Protected Sailboat Harbor With Direct Access To The Intracoastal Waterway And Under A Mile To The Usa’s Top-rated Siesta Beach. Beautifully Remodeled Former Home Of Legendary Music Producer, Jerry We...

Image 16: A4418802

5167 Dewey Pl, Sarasota, FL - $1,545,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,329 SQFT
  • 278 DOM
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Immerse Yourself In A Secluded, Tropical Wonderland Just ½ A Mile From Siesta Key Beach. This Unique 0.80 Acre Waterfront Estate Property Spans Two Private Roads And Offers Incredible Possibilities: Whether You Choose To Move Right Into The Update...

Image 17: A4430828

6841 Peacock Rd, Sarasota, FL - $3,400,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 6,688 SQFT
  • 280 DOM
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This Reimagined & Redefined Siesta Key Bay Front Estate Truly Honors A Piece Of Sarasota’s History & Its Quintessential Architect, Ralph Twitchell. A Masterpiece Of Glass, Steel, Copper, & Cypress This Residence Was Completely Renovated & Rebuilt ...

Image 18: A4418164

7722 Sanderling Rd, Sarasota, FL - $5,275,000

Residential, Single Family Home
  • 2 Beds
  • 3 Baths
  • 2,580 SQFT
  • 281 DOM
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Direct Gulf Front Siesta Key Home With Private Gulf Front Beach And Private Gulf Access. Striking Siesta Key Beach Home Set On 1.25 Acres And 203 Linear Feet Of Private Beachfront And Private Gulf Access To Enjoy Majestic Views Of The Gulf Of Mexi...

Image 19: A4418216

3975 Shell Rd #lots 1 & 2, Sarasota, FL - $15,000,000

Residential, Single Family Home
  • 7 Beds
  • 9 Baths
  • 9,000 SQFT
  • 284 DOM
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Pre Construction - To Be Built. Discover The Extraordinary Opportunity To Own An Iconic, Gulf-front Estate On 2.4 Acres With 264ft On A Private Beach. Western Exposure Creates Spectacular Sunset Views, For An Unforgettable Backdrop To Your Island...

Image 20: A4418178

5025 Sandy Beach Ave, Sarasota, FL - $773,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,100 SQFT
  • 285 DOM
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*****new Construction ******** A Charming Brand New Siesta Key Home Just Minutes From The Village And The Beaches. This Home Exudes All The Best Qualities Of Island Living From The Moment You Walk Through The Door You'll Notice The Open Floor Plan...

Image 21: A4418207

862 Freeling Dr, Sarasota, FL - $2,200,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,002 SQFT
  • 285 DOM
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Enjoy Spectacular Southern Views Of Roberts Bay And The Intracoastal Waterway From This Home Located On Bay Island On The Northern Tip Of Siesta Key. This 2-story Home Has 4 Bedrooms With 2nd Floor Balcony, 3.5 Baths, Wine Bar/wet Bar, 2-car Garag...

Image 22: A4415833

4619 Higel Ave, Sarasota, FL - $1,300,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 3,370 SQFT
  • 295 DOM
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Bring Your Boat, Bathing Suit And Beach Chair.  this Modern Styled Home Has Lots Of Privacy And Has Been Remodeled Extensively. Effective Age Of Home 2008. The Entire First Floor Of The Property Has 10" X 48" Ceramic Wood Tile.  all The Bathrooms...

Image 23: A4440131

1320 Point Crisp Rd, Sarasota, FL - $3,149,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 5,182 SQFT
  • 301 DOM
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Your Personal Paradise Is Found With This Water Front Home Located In Point Crisp, An Exclusive Ultra-private Community With Only 14 Estates! Upon Entering This Modern Home You Will Be Greeted By An Abundance Of Light From Floor To Ceiling Windows...

99 Beach Rd, Sarasota, FL - $2,650,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 1,742 SQFT
  • 304 DOM
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Are You Looking For That Siesta Key Beach House That Has Tremendous Beach Views And Walking Distance To The Village? This House Was Completely Renovated In 2007, New Plumbing, New Electrical, New Hurricane Impact Windows, New Roof, Hardy Board Sid...

Image 25: A4416282

314 Avenida De Paradisio, Sarasota, FL - $1,175,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 1,590 SQFT
  • 305 DOM
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Prime Siesta Key Village Location For A 3 Bedroom, 3 Bath Home With Heated, Salt Water, Pebble Tec Pool, Boat Dock, 10,000 Lb. Boat Lift And 2 Car Garage. Split Plan With 2 Bedrooms And 2 Baths On One Side And Master Bedroom And Spa Bath On The Ot...

Image 26: A4414886

4415 Mangrove Pl, Sarasota, FL - $2,490,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 4,535 SQFT
  • 319 DOM
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Discover Peaceful, Waterfront Living In The Luxury Enclave Of Cocoanut Bayou, A Premier Neighborhood On Siesta Key With Private Beach And Direct Access To Roberts Bay. Both Regal And Friendly, This Five-bedroom, John Cannon Estate Is The Perfect G...

Image 27: A4414147

303 Givens St, Sarasota, FL - $685,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 1,678 SQFT
  • 330 DOM
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Welcome To Your New Home On The Nationally Renowned Island Of Siesta Key! Location! Location! Location! Leave Your Car At Home And Walk Across The Street To The Public Beach Access At 200 Givens To Gaze At The Stunning Siesta Key Sunsets Or Walk...

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 August 17th, 2019 at 7:15pm EDT.