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Siesta Key Real Estate Search

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SIESTA KEY | Southwest FL Real Estate

Siesta Key Homes - Sarasota, FL

Siesta Key has been voted the #1 beach by Trip Advisor Travelers in 2015!  It is reached by 2 bridges from Sarasota and has 4 distinct areas:  Siesta Beach, Crescent Beach, Turtle Beach and Siesta Key Village.  It has miles of "the world's finest, whitest sand" and offers fishing, boating, parasailing, kayaking, jet skiing and more.  You can find yoga on the beach and live music in the Village.  Homes on the island include condominiums, villas and townhouses and single family homes from the $200,000s to over $10,000,000.  Let us help you find your "Piece of Beach Paradise"!  More information can be found at www.siestakeychamber.com.

 

Siesta Key | Latest Homes for Sale on Siesta Key

1273 Siesta Bayside Drive Unit 1273, Sarasota image
1273 Siesta Bayside Drive Unit 1273, Sarasota — 1273 $715,000

Welcome to Gulf and Bay Club Bayside the perfect Siesta Key retreat where you will feel like you are in paradise. This one bedroom, one bath also has a den that acts as a...

  • 1 Beds
  • 1 Baths
  • Gulf & Bay Club Bayside SubDv.
  • 34242 Zip Code
1104 S Moonmist Court Unit M-10, Sarasota image
1104 S Moonmist Court Unit M-10, Sarasota — 1104 $750,000

Absolutely beautiful Villa in condominium complex, Villas are stand-alone homes with their own private yard, there are very few of these on Siesta key, most condos are in...

  • 2 Beds
  • 2 Baths
  • Polynesian Gardens SubDv.
  • 34242 Zip Code
1046 W Peppertree Lane Unit 115B, Sarasota image
1046 W Peppertree Lane Unit 115B, Sarasota — 1046 $727,500

Gulfside Downstairs Garden Unit, what a wonderful location to beach and a great view overlooking one of the interior lakes and fountain with estuary area. Going furnishe...

  • 2 Beds
  • 2 Baths
  • Peppertree Bay SubDv.
  • 34242 Zip Code
6006 Midnight Pass Road Unit 51, Sarasota image
6006 Midnight Pass Road Unit 51, Sarasota — F $625,000

WELCOME TO LIFE ON SIESTA KEY PRIVATE BEACH! TURNKEY FURNISHED! AND READY FOR YOU TO ENJOY THIS GORGEOUS Beach Condo with 300 feet of PRIVATE Sand on the World Famous Sie...

  • 1 Beds
  • 1 Baths
  • Saah Sub SubDv.
  • 34242 Zip Code
6140 Midnight Pass Road Unit 902, Sarasota image
6140 Midnight Pass Road Unit 902, Sarasota — 902 $1,350,000

Spectacular 9th floor Penthouse on Siesta Key’s famous Crescent Beach. Full Gulf of Mexico views ensure you’ll never miss a sunset from this stunning contemporary propert...

  • 1 Beds
  • 1 Baths
  • Horizons West SubDv.
  • 34242 Zip Code
9150 Blind Pass Road Unit 606, Sarasota image
9150 Blind Pass Road Unit 606, Sarasota — Fishermans Haven / 7295 $1,000,000

Your Slice of Paradise - Set against the picturesque tapestry of the Intracoastal Waterway and the vast expanse of the Gulf, this residence epitomizes the essence of luxu...

  • 3 Beds
  • 2 Baths
  • Fishermans Haven SubDv.
  • 34242 Zip Code
301 Avenida Madera, Sarasota image
301 Avenida Madera, Sarasota $2,575,000

Do Not Miss This Opportunity... Investor ALERT! This home, which lives as a duplex, located within the heart of Siesta Key in Siesta Village, is YOUR beach dream! This un...

  • 4 Beds
  • 4 Baths
  • Siesta Manor SubDv.
  • 34242 Zip Code
6937 Midnight Pass Road, Sarasota image
6937 Midnight Pass Road, Sarasota $2,500,000

Location, location, location! Talk about a rare opportunity on Siesta Key, situated on a private .41-acre canal-front lot, the property offers a boat dock and 234 feet of...

  • 4 Beds
  • 3.5 Baths
  • Princes Gate SubDv.
  • 34242 Zip Code
1350 N Portofino Drive Unit 403TAR, Sarasota image
1350 N Portofino Drive Unit 403TAR, Sarasota — Tarpon $799,000

Along with incredible Intracoastal views this is one fantastic floor to ceiling remodel. As you enter this 4th floor corner unit you will immediately notice the quality...

  • 2 Beds
  • 2 Baths
  • Siesta Harbor SubDv.
  • 34242 Zip Code
5613 Cape Leyte Drive, Sarasota image
5613 Cape Leyte Drive, Sarasota $2,800,000

One or more photo(s) has been virtually staged. Discovering the ideal abode is a cherished aspiration, and when it comes to waterfront properties, this turnkey furnished ...

  • 3 Beds
  • 2 Baths
  • Siesta Isles SubDv.
  • 34242 Zip Code
8779 Midnight Pass Road Unit 202H, Sarasota image
8779 Midnight Pass Road Unit 202H, Sarasota — 8779 $650,000

BEACH! BOATS DOCKS! BAY VIEWS! Come experience Siesta Key living just steps from the gentle bay waters at beautiful, tranquil Island Reef on the quiet end of the Island....

  • 2 Beds
  • 2 Baths
  • Island Reef SubDv.
  • 34242 Zip Code
1001 Point Of Rocks Road Unit 412, Sarasota image
1001 Point Of Rocks Road Unit 412, Sarasota — Building C $1,795,000

SIESTA SANDS BEACH RESORT: a rare opportunity to own one of the highest grossing vacation rental condos, with direct beach views of Siesta Key’s legendary powdery white q...

  • 2 Beds
  • 2 Baths
  • Siesta Sands Resort SubDv.
  • 34242 Zip Code
8625 Midnight Pass Road Unit B303, Sarasota image
8625 Midnight Pass Road Unit B303, Sarasota — B $674,900

Welcome to The Bay Tree Club. What living in Siesta Key is all about. Peaceful and secluded but close to everything that is Siesta Key. This close knit friendly community...

  • 2 Beds
  • 2 Baths
  • Bay Tree Club SubDv.
  • 34242 Zip Code
6150 Midnight Pass Road Unit VILLA 19, Sarasota image
6150 Midnight Pass Road Unit VILLA 19, Sarasota — 6150 $850,000

Nestled in the quiet Island House community on Siesta Key, this two bedroom two bathroom stand-alone villa offers a modern rustic aesthetic. Florida sunshine warms the sp...

  • 2 Beds
  • 2 Baths
  • Island House SubDv.
  • 34242 Zip Code
6532 Peacock Road, Sarasota image
6532 Peacock Road, Sarasota $2,850,000

Under Construction. Welcome to your dream home on Siesta Key! This stunning new construction home, crafted by the renowned Eason Builders Group, embodies luxury and elega...

  • 4 Beds
  • 4.5 Baths
  • Stickney Point Sub SubDv.
  • 34242 Zip Code
6630 Midnight Pass Road, Sarasota image
6630 Midnight Pass Road, Sarasota $3,000,000

Wonderfully updated and maintained duplex with amazing income potential. One bedroom, one bath residence is complete with newer kitchen and bath, washer and dryer, and ti...

  • Sarasota By The Sea SubDv.
  • 34242 Zip Code
1140 Seaside Drive Unit 301, Sarasota image
1140 Seaside Drive Unit 301, Sarasota — Beach House Residences $5,995,000

Two stunning residences in one package! Beach House Residences unit 301 and the Penthouse, built in 2019, offer 6 bedrooms, 5 full bathrooms, and are only steps away from...

  • 6 Beds
  • 5 Baths
  • Sarasota By The Sea SubDv.
  • 34242 Zip Code
4725 Gleason Avenue, Sarasota image
4725 Gleason Avenue, Sarasota $1,900,000

Nestled in the heart of Siesta Key, this 3,030 S.F. canal-front pool home exudes the charm of a bungalow with all the modern comforts. Situated on a prime corner lot, its...

  • 3 Beds
  • 3.5 Baths
  • Ocean Beach SubDv.
  • 34242 Zip Code
767 Tropical Circle, Sarasota image
767 Tropical Circle, Sarasota $4,799,000

Nestled along the pristine quiet street along the Grand Canal of Siesta Key, this magnificent two-story residence redefines the concept of upscale coastal living in a way...

  • 5 Beds
  • 5.5 Baths
  • Siesta Beach SubDv.
  • 34242 Zip Code
6006 Midnight Pass Road Unit 65, Sarasota image
6006 Midnight Pass Road Unit 65, Sarasota — A $600,000

Your slice of paradise of Siesta Key is here with this captivating 1-bedroom, 1-bathroom condo boasting 708 square feet of comfortable living space with its prime locatio...

  • 1 Beds
  • 1 Baths
  • Casa Mar SubDv.
  • 34242 Zip Code
1215 S Portofino Drive Unit 202, Sarasota image
1215 S Portofino Drive Unit 202, Sarasota — Dolphin $547,500

VALUE on the Water, PRICED TO SELL! ! 2 Bedroom, 2 Bathroom Waterfront condo in the highly sought after Siesta Harbor community on Siesta Key. From the enclosed lanai, y...

  • 2 Beds
  • 2 Baths
  • Siesta Harbor SubDv.
  • 34242 Zip Code
1355 S Portofino Drive Unit 402, Sarasota image
1355 S Portofino Drive Unit 402, Sarasota — Pompano $949,000

All you need is your toothbrush! Prepare to be “wowed” by this turn-key, exquisite 2 bedroom, 2 bathroom, corner condominium waterfront oasis. The spectacular intercoasta...

  • 2 Beds
  • 2 Baths
  • Siesta Harbor SubDv.
  • 34242 Zip Code
5263 Avenida De Cortez, Sarasota image
5263 Avenida De Cortez, Sarasota $3,575,000

Welcome home to the house that dreams are made of...a rich and many-layered world deeply-grounded in place and community. This exquisite residence is located on the quiet...

  • 4 Beds
  • 3.5 Baths
  • Siesta Beach SubDv.
  • 34242 Zip Code
6480 Midnight Pass Road Unit 506, Sarasota image
6480 Midnight Pass Road Unit 506, Sarasota — Siesta Breakers $1,295,000

Welcome to your coastal oasis at Siesta Breakers! This meticulously updated two-bedroom, two-bathroom property is the epitome of beachside living. Nestled within the well...

  • 2 Beds
  • 2 Baths
  • Siesta Breakers SubDv.
  • 34242 Zip Code
6480 Midnight Pass Road Unit 311, Sarasota image
6480 Midnight Pass Road Unit 311, Sarasota — 311 $1,150,000

Investment Opportunity Alert! Discover your beachfront haven in unit #311 at Siesta Breakers—a beachcomber's dream come true. This exceptional property offers more than j...

  • 2 Beds
  • 2 Baths
  • Siesta Breakers SubDv.
  • 34242 Zip Code
3535 La Paloma Avenue, Sarasota image
3535 La Paloma Avenue, Sarasota $1,475,000 ▼

PRICE JUST REDUCED! Welcome to Siesta Key's La Paloma! “The Dove”. This stunning real estate gem offers the perfect blend of comfort, luxury, and convenience. With 4 bedr...

  • 4 Beds
  • 3 Baths
  • Siesta Rev SubDv.
  • 34242 Zip Code
5330 Siesta Cove Drive, Sarasota image
5330 Siesta Cove Drive, Sarasota $3,900,000 ▼

This stunning home is located on Siesta Key, known for its exquisite beaches, and offers direct access to the Intracoastal Waterway. With four balconies, you can enjoy br...

  • 4 Beds
  • 4 Baths
  • Siesta Cove Sub SubDv.
  • 34242 Zip Code
113 Vista Hermosa Circle Unit 3-A, Sarasota image
113 Vista Hermosa Circle Unit 3-A, Sarasota $649,900 ▼

HUGE PRICE DROP! FULLY FURNISHED! Experience the epitome of absolute paradise with this beautiful turnkey, fully furnished and equipped 2BR/2BA villa just a 4 minute wal...

  • 2 Beds
  • 2 Baths
  • Vista Hermosa SubDv.
  • 34242 Zip Code
167 Vista Hermosa Circle, Sarasota image
167 Vista Hermosa Circle, Sarasota $625,000

Your beautiful Siesta Key getaway awaits with plenty of live-in and rental potential! Enter into this cozy beach cottage and you're greeted with an updated quaint kitchen...

  • 2 Beds
  • 2 Baths
  • Vista Hermosa SubDv.
  • 34242 Zip Code
1369 Moonmist Drive Unit T-2, Sarasota image
1369 Moonmist Drive Unit T-2, Sarasota $975,000

Experience coastal elegance like never before at 1369 MOONMIST DRIVE, Unit #T-2, freshly renovated, furnished and ready to astonish in the heart of Siesta Key. An unmatch...

  • 3 Beds
  • 2 Baths
  • Polynesian Gardens SubDv.
  • 34242 Zip Code
1240 Dolphin Bay Way Unit 402, Sarasota image
1240 Dolphin Bay Way Unit 402, Sarasota — 1240 $1,395,000

BRIGHT SPACIOUS open floor plan with HIGH CEILINGS, oversized PRIVATE GARAGE, grand living spaces, and INCREDIBLE WATER VIEWS in this turnkey furnished Siesta Key Condomi...

  • 2 Beds
  • 2 Baths
  • Dolphin Bay-Siesta Key SubDv.
  • 34242 Zip Code
6148 Midnight Pass Road Unit 1S, Sarasota image
6148 Midnight Pass Road Unit 1S, Sarasota — 1 $2,200,000

Welcome to the paradise of Siesta Key! This fabulous investment beach front condo is a dream come true for those looking for a smart investment opportunity and a luxuriou...

  • 2 Beds
  • 2 Baths
  • Island House SubDv.
  • 34242 Zip Code
515 Cummings Street, Sarasota image
515 Cummings Street, Sarasota $3,300,000

One or more photo(s) has been virtually staged. Under Construction. Incredible opportunity to own a Luxury Custom Coastal Contemporary Waterfront pool home on Siesta Key...

  • 3 Beds
  • 3.5 Baths
  • Ocean Beach SubDv.
  • 34242 Zip Code
5855 Midnight Pass Road Unit 617, Sarasota image
5855 Midnight Pass Road Unit 617, Sarasota — 5855 $699,900

Don't miss out on this chance to own a piece of paradise! This 6th floor condo offers an open floor plan, allowing for natural light to stream through and illuminate ever...

  • 2 Beds
  • 2 Baths
  • Harbor Towers Y & R SubDv.
  • 34242 Zip Code
173 Vista Hermosa Circle, Sarasota image
173 Vista Hermosa Circle, Sarasota $589,000

Looking for a beach getaway as a second home OR a vacation rental with great income potential? This rarely available and move-in ready 2 bedroom, 2 bathroom VILLA is jus...

  • 2 Beds
  • 2 Baths
  • Vista Hermosa SubDv.
  • 34242 Zip Code
1700 Cove Ii Place Unit 310, Sarasota image
1700 Cove Ii Place Unit 310, Sarasota — 3 $675,000

Experience coastal living with this 2-bedroom, 2-bathroom turnkey condo perfectly situated in an unbeatable location. This first floor unit is move-in ready and offers br...

  • 2 Beds
  • 1.5 Baths
  • Midnight Cove Ii SubDv.
  • 34242 Zip Code
6157 Midnight Pass Road Unit D21, Sarasota image
6157 Midnight Pass Road Unit D21, Sarasota — Bay Oak D Building $415,000 ▼

Come and view a beautiful condo in the middle of Siesta Key. This amazing 2-bedroom / 1-bath / first floor unit is just off Sarasota's Intracoastal Waterway and just ste...

  • 2 Beds
  • 1 Baths
  • Bay Oaks SubDv.
  • 34242 Zip Code
6334 Midnight Pass Road Unit 41, Sarasota image
6334 Midnight Pass Road Unit 41, Sarasota — 41 $679,000

Siesta Royale is a Beachfront complex on Siesta Key located on the world famous Crescent Beach. This unit is Located right by the pool and close to the beach. This unit h...

  • 1 Beds
  • 1 Baths
  • Siesta Royale SubDv.
  • 34242 Zip Code
8730 Midnight Pass Road Unit 203, Sarasota image
8730 Midnight Pass Road Unit 203, Sarasota — Tortuga $724,900

Tortuga Club is a private beachfront community located on the South end of Siesta Key directly on the Gulf of Mexico. This two bedroom beach-front residence presents oppo...

  • 2 Beds
  • 2 Baths
  • Tortuga SubDv.
  • 34242 Zip Code
5855 Midnight Pass Road Unit 412, Sarasota image
5855 Midnight Pass Road Unit 412, Sarasota — Harbor Towers Yacht & Racquet $499,000

Recently updated 1 bedroom/ 1 bath condo at the beautiful Gated Harbor Towers Yacht & Racquet Club. Life proof Waterproof LVT flooring throughout, New stainless-steel ap...

  • 1 Beds
  • 1 Baths
  • Harbor Towers Y & R SubDv.
  • 34242 Zip Code
7811 Midnight Pass Road, Sarasota image
7811 Midnight Pass Road, Sarasota $10,600,000 ▼

This 3.7-acre property of old Florida beauty with 346 feet of shoreline is one of the largest estates on Siesta Key with wide bay views. This is a rare opportunity to dev...

  • 2 Beds
  • 3 Baths
  • Cedars Of Siesta Key The SubDv.
  • 34242 Zip Code
7811 Midnight Pass Road, Sarasota image
7811 Midnight Pass Road, Sarasota $10,600,000 ▼

This 3.7-acre property of old Florida beauty with 346 feet of shoreline is one of the largest estates on Siesta Key with wide bay views. This is a rare opportunity to dev...

  • Cedars Of Siesta Key The SubDv.
  • 34242 Zip Code
5600 Beach Way Drive Unit 107, Sarasota image
5600 Beach Way Drive Unit 107, Sarasota — Beach Way $599,900 ▼

Excellent location, Condo across from Siesta Key Public beach, unit offer 2 bedrooms, 2 baths, central AC, upgrades 6 years ago, carport outside unit door, common laundry...

  • 2 Beds
  • 2 Baths
  • Beachway Apts SubDv.
  • 34242 Zip Code
5855 Midnight Pass Road Unit 119, Sarasota image
5855 Midnight Pass Road Unit 119, Sarasota — Harbor Towers $750,000

Looking for a beautiful condo on Siesta Key with a marina to keep your boat in the beautiful Harbor Towers & Racquet Club? Check out this rarely available first-floor cor...

  • 2 Beds
  • 2 Baths
  • Harbor Towers Y & R SubDv.
  • 34242 Zip Code
101 Whispering Sands Drive Unit 204TRO, Sarasota image
101 Whispering Sands Drive Unit 204TRO, Sarasota — 101 Whispering Sands $665,000

Is it all about the VIEWS or is it all about the LOCATION? With this waterside Siesta Key location you won't have to choose. Whispering Sands is located in the heart of t...

  • 2 Beds
  • 2 Baths
  • W B Harvards Sub SubDv.
  • 34242 Zip Code
5143 Oxford Drive, Sarasota image
5143 Oxford Drive, Sarasota $2,897,000

Welcome to your updated and move-in ready haven, perfectly situated on the most coveted street in Siesta Key's North Village, right alongside the majestic Grand Canal. Ca...

  • 4 Beds
  • 4.5 Baths
  • Siesta Beach SubDv.
  • 34242 Zip Code
8773 Midnight Pass Road Unit 505G, Sarasota image
8773 Midnight Pass Road Unit 505G, Sarasota — G/8773 $639,000 ▼

Nestled on the South end of Siesta Key, on the top floor your Florida Oasis awaits! This clean, turn-key 2 bedroom, 2 bathroom 5th floor unit is ready to be your next cha...

  • 2 Beds
  • 2 Baths
  • Island Reef SubDv.
  • 34242 Zip Code
600/602 Beach Road Unit 1 & 2, Sarasota image
600/602 Beach Road Unit 1 & 2, Sarasota $5,750,000

RARE SIESTA KEY BEACHFRONT PROPERTY! Direct Gulf-front with private beach access and full Gulf views and just a short walk to fun, eclectic Siesta Village. The property...

  • 6 Beds
  • 4.5 Baths
  • Siesta Pines SubDv.
  • 34242 Zip Code
608 Treasure Boat Way, Sarasota image
608 Treasure Boat Way, Sarasota $1,200,000

The residence features an appealing and well-designed layout, boasting ample space throughout. It offers generous gathering areas and benefits from an excellent location....

  • 3 Beds
  • 2 Baths
  • Siesta Beach SubDv.
  • 34242 Zip Code
116 Vista Hermosa Circle Unit 208C, Sarasota image
116 Vista Hermosa Circle Unit 208C, Sarasota — Building C $525,000

Island Retreat! Enjoy living an idyllic Island Lifestyle in the charming, condominium community of Vista Hermosa on beautiful Siesta Key. This bright, 2 bedroom/2 bath ...

  • 2 Beds
  • 2 Baths
  • Vista Hermosa SubDv.
  • 34242 Zip Code
6154 Midnight Pass Road Unit VILLA4C, Sarasota image
6154 Midnight Pass Road Unit VILLA4C, Sarasota $850,000

Rarely available Villa in the highly sought after Gulf side community, Casa Blanca. This updated and fully furnished 2 bedroom 1 bath villa with a screened Lanai is mere ...

  • 2 Beds
  • 1 Baths
  • Casa Blanca Villas SubDv.
  • 34242 Zip Code
4822 Ocean Boulevard Unit 2D, Sarasota image
4822 Ocean Boulevard Unit 2D, Sarasota — 4822 $739,000

One or more photo(s) has been virtually staged. This beautiful waterfront condo offers a luxurious and tranquil living experience on the shores of the Gulf of Mexico and...

  • 2 Beds
  • 2 Baths
  • Siesta Towers SubDv.
  • 34242 Zip Code
684 Freeling Drive, Sarasota image
684 Freeling Drive, Sarasota $12,900,000

A truly unparalleled building opportunity on the coveted North end of Siesta Key —a remarkable 1.48-acre walled and gated waterfront estate parcel that beckons the discer...

  • 3 Beds
  • 3.5 Baths
  • Bay Island SubDv.
  • 34242 Zip Code
8750 Midnight Pass Road Unit 103, Sarasota image
8750 Midnight Pass Road Unit 103, Sarasota — C $985,000

You are in for a very special treat upon entering this spectacularly remodeled and professionally designed home which includes all furnishings. At 1650 sq. ft., this is ...

  • 2 Beds
  • 2 Baths
  • Tortuga SubDv.
  • 34242 Zip Code
5600 Beach Way Drive Unit 113, Sarasota image
5600 Beach Way Drive Unit 113, Sarasota — Beach Way Apartments $740,000

Walk, run or skip to world famous Siesta Key Beach! Just steps away from the cool, silky quartz sand of Siesta Key Beach is the perfect place to invest or call home. Thi...

  • 2 Beds
  • 2 Baths
  • Beachway Apts SubDv.
  • 34242 Zip Code
420 Beach Road Unit 407, Sarasota image
420 Beach Road Unit 407, Sarasota — Gulf View $1,690,000

BEST LOCATION and GULF VIEWS on SIESTA KEY BEACH. Enjoy life on the beach. Watch the the boats and amazing sunsets from your very private OVERSIZED LANAI. Take a stroll i...

  • 2 Beds
  • 2 Baths
  • Siesta Gulf View SubDv.
  • 34242 Zip Code
6415 Midnight Pass Road Unit 510, Sarasota image
6415 Midnight Pass Road Unit 510, Sarasota — 6415 $824,900 ▼

Beautiful Views AND Deeded Beach Access! This 2-Bedroom, 2-Bath, light and bright, turnkey furnished condo awaits. You’ll love the views from the living, kitchen and slee...

  • 2 Beds
  • 2 Baths
  • Anchorage SubDv.
  • 34242 Zip Code
3913 Hamilton Club Circle Unit 2, Sarasota image
3913 Hamilton Club Circle Unit 2, Sarasota — Hamilton Club $1,749,000

Welcome to an exquisite freestanding townhome nestled within the exclusive Siesta Key boating community of Hamilton Club, accessible through a private gated entrance. Rev...

  • 3 Beds
  • 3.5 Baths
  • Hamilton Club SubDv.
  • 34242 Zip Code
8701 Midnight Pass Road Unit 505A, Sarasota image
8701 Midnight Pass Road Unit 505A, Sarasota — Turtle Bay $710,000 ▼

PRICE IMPROVEMENT! Bay and gulf views, boat docks and beach access! Who could ask for more? Welcome to this rare opportunity on the southern end of Siesta Key: Turtle Bay...

  • 2 Beds
  • 2 Baths
  • Turtle Bay SubDv.
  • 34242 Zip Code
6415 Midnight Pass Road Unit 206, Sarasota image
6415 Midnight Pass Road Unit 206, Sarasota $704,900 ▼

GREAT INVESTMENT! 52 times a year rental. Newly painted and carpet, Siesta key 2 bedrooms and 2 baths, Split plan condo. Deeded beach access within steps, Huge Lenai, enj...

  • 2 Beds
  • 2 Baths
  • Anchorage SubDv.
  • 34242 Zip Code
6342 Midnight Pass Road Unit 425, Sarasota image
6342 Midnight Pass Road Unit 425, Sarasota — 6342 $1,350,000

Rare Opportunity! Soak-up the sunshine! Retire, invest, or simply escape northern winters in this lovely Gulf-front condominium at the highly desirable Midnight Cove comp...

  • 2 Beds
  • 2 Baths
  • Midnight Cove Ph 1 & 2 SubDv.
  • 34242 Zip Code
816 Edgemere Ln, Sarasota image
816 Edgemere Ln, Sarasota $3,200,000

Experience the pinnacle of modern coastal living in this extraordinary four-bedroom-plus-office, four-and-a-half-bath waterfront residence. Ideally located on Siesta Key,...

  • 4 Beds
  • 4.5 Baths
  • Siesta Isles SubDv.
  • 34242 Zip Code
1001 Beach Road Unit A-403, Sarasota image
1001 Beach Road Unit A-403, Sarasota — 1001 $995,000

Ready for you to move in, unpack, and relax! There's nothing for you to do but appreciate this completely renovated, gorgeous fourth-floor condo, ideally located directly...

  • 2 Beds
  • 2 Baths
  • Our House At The Bch SubDv.
  • 34242 Zip Code
111 Whispering Sands Circle Unit V-38, Sarasota image
111 Whispering Sands Circle Unit V-38, Sarasota $880,000

Welcome to your dream coastal retreat! this 2-bedroom, 2-bathroom home has undergone a complete and exquisite remodel, ensuring a luxurious and comfortable living experie...

  • 2 Beds
  • 2 Baths
  • Whispering Sands SubDv.
  • 34242 Zip Code
5740 Midnight Pass Road Unit 407, Sarasota image
5740 Midnight Pass Road Unit 407, Sarasota — Gulf & Bay Building F $1,250,000 ▼

Price reduced $50,000!! Gulf & Bay has long been know as the premier condo developement on Siesta Key. It got that reputation from having one of the largest private beach...

  • 2 Beds
  • 2 Baths
  • Gulf & Bay Club SubDv.
  • 34242 Zip Code
6300 Midnight Pass Road Unit 20, Sarasota image
6300 Midnight Pass Road Unit 20, Sarasota $910,000 ▼

Crystal Sands is the best Gulf-front community where the fine powdery quartz sands of Siesta Key are just steps away. Siesta Key is rated #1 beach in the USA! You found i...

  • 2 Beds
  • 2 Baths
  • Crystal Sands SubDv.
  • 34242 Zip Code
711 Beach Road Unit 412, Sarasota image
711 Beach Road Unit 412, Sarasota — Sunset Royale $1,499,000

Discover your own slice of paradise in this breathtaking and spacious two-bedroom, two-bath condo, perfectly positioned just steps away from the world-renowned Siesta Key...

  • 2 Beds
  • 2 Baths
  • Sunset Royale SubDv.
  • 34242 Zip Code
601 Venice Lane, Sarasota image
601 Venice Lane, Sarasota $1,295,000 ▼

SELLER FINANCING AVAILABLE AND FULLY FURNISHED! Your Siesta Key Home Awaits - 2 Bed, 2 Bath Move-In Ready! Welcome to your dream home on Siesta Key! This delightful 2 be...

  • 2 Beds
  • 2 Baths
  • Waterside East SubDv.
  • 34242 Zip Code
1325 S Portofino Drive Unit 210, Sarasota image
1325 S Portofino Drive Unit 210, Sarasota — Pompano $1,200,000

1400 square foot, fabulous, corner unit has been completely updated to create a beautiful open floor plan that makes use of every nook and cranny. Gorgeous views of the i...

  • 2 Beds
  • 2 Baths
  • Siesta Harbor SubDv.
  • 34242 Zip Code
1336 Siesta Bayside Drive Unit 1336-C, Sarasota image
1336 Siesta Bayside Drive Unit 1336-C, Sarasota $855,000

Welcome to Gulf and Bay Club Bayside! This immaculate two bedroom two bath sits on the second level offering privacy and an abundance of wildlife to enjoy. This unit has ...

  • 2 Beds
  • 2 Baths
  • Gulf & Bay Club Bayside SubDv.
  • 34242 Zip Code
1125 W Peppertree Drive Unit 407, Sarasota image
1125 W Peppertree Drive Unit 407, Sarasota — 1125 $859,000

On the gulf side paradise is found on Siesta Key at Peppertree Bay. The light and bright corner unit 2 Bedroom, 2 Bath residence comes tastefully Turn-Key furnished. It h...

  • 2 Beds
  • 2 Baths
  • Peppertree Bay SubDv.
  • 34242 Zip Code
1223 Lyric Lane, Sarasota image
1223 Lyric Lane, Sarasota $1,325,000 ▼

Step inside this thoughtfully designed home to be greeted by an ambiance of sophistication and style. The modern aesthetic flows seamlessly throughout, from the sleek flo...

  • 2 Beds
  • 2 Baths
  • 34242 Zip Code
9238 Midnight Pass Road, Sarasota image
9238 Midnight Pass Road, Sarasota $1,995,000 ▼

Building Permit Has been issed for this property. INCREDIBLE WATERFRONT OPPORTUNITY ON WORLD RENOWNED SIESTA KEY !!! This 10,857 square foot vacant lot is shovel r...

  • Stevens Sub SubDv.
  • 34242 Zip Code
901 Beach Road Unit 403, Sarasota image
901 Beach Road Unit 403, Sarasota — 901 $600,000

Location, Location, Location! The allure of having an up-to-the-minute, move-in-ready furnished condo is beyond compare! Imagine waking up to breathtaking full Gulf of Me...

  • 1 Beds
  • 1 Baths
  • La Siesta SubDv.
  • 34242 Zip Code
6300 Midnight Pass Road Unit 4, Sarasota image
6300 Midnight Pass Road Unit 4, Sarasota — 6300 $925,000 ▼

This beautifully renovated free-standing villa in the desirable Crystal Sands community on Siesta Key is your key to vacation paradise. The coveted complex is just a shor...

  • 2 Beds
  • 2 Baths
  • Crystal Sands SubDv.
  • 34242 Zip Code
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Community Info & Listings

Sarasota County (click on each line)

  • Palmer Ranch
  • Longboat Key
  • Siesta Key
  • Venetian Golf & River
  • Downtown Sarasota
  • East Sarasota
  • Lido Key
  • South Sarasota
  • Osprey & Nokomis
  • Venice & Venice Island
  • North Port
  • Englewood

Manatee County (click on each line)

  • Anna Maria Island
  • Lakewood Ranch
  • Palma Sola
  • University Park
  • Greyhawk Landing
  • Heritage Harbour
  • Mote Ranch
  • Waterlefe
  • East Bradenton
  • West Bradenton
  • Parrish
  • Palmetto

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Testimonials

Lisa Salvato - 5 stars! John is fabulous! He listened to what we wanted and emailed us only properties that applied.  We live in New York and were interested in purchasing a Florida property.  Having never met him prior to our visit to view the key properties of interest, from his e-mails, we didn't know what to expect .  We feel like we hit the jackpot, John was professional, courteous and went out of his way to show us condos in a spread-out area.  We have now closed on that purchase.  Thank-you John for being a great negotiator and knowledgeable in your field.  Your follow-through beyond the closing is appreciated and impressive.  Thank-you Leslie for your work in the background to follow-up with all of the condo documents.  We have sold and purchased homes before and John is at the top!  February 2018

Robert Theofel — Above and beyond!  Every aspect of the home buying process from initial search to closing went without a hitch due to Leslie and John’s expertise.  When searching for a home, we received recommendations that were within our search criteria and the team was always available to show the homes that we selected.  The recommendations we received during the negotiating, buying and closing process were excellent and we were able to close within a month of the initial viewing of the property.  I would highly recommend them to anyone looking to buy a home!

Curt Johnson — My wife and I needed to sell our house, however there was much to do to get it ready. John and Leslie let us know how to fix-up the house to get the best possible response at the showings.  We got it done and sold our house within 2 days of listing it with them. I think one of the best things I walked away with from the experience is how I felt trusting them with my home knowing that they had my best interest at hand.  I would recommend John and Leslie to anyone who wants to be successful in selling or buying a home.

Jennifer Pearson —  Leslie and John went above and beyond to help us sell our home! We had relocated 1900 miles away as we were trying to sell our house.  They were in constant contact with us regarding the house and showings.  They helped us find maintenance people when needed and even completed some things themselves.  We would highly recommend them and should we return to the area, we will definitely use them to purchase a home!

Valerie Bologna — 5 stars! John helped my husband and I find a condo in Sarasota while we are living in another state. If there was something that we were interested in, he would go out right away and take pictures of the place and e-mail them to us. He never made us feel like we were wasting his time even though our purchase was not a million dollar listing! In a few years we will be calling on John again to find us a permanent place to live instead of seasonally. My husband and I appreciate all that he and his wife Leslie have done for us to make this purchase go as smooth as possible and we feel like we have gained new friends as well!

Victoria Harlow — 5 stars!  Leslie went above and beyond with advice on staging, open houses, and cleaning and caring for my property while I was absent. Her teammate and husband John make a stellar team. I was so happy to get a great offer so close to my asking price.  Awesome work! Thank-you for being vigilant and for the awesome care you took with selling my house.  Your are the best that I've encountered after selling three houses over the years!

Edy Campos —  5 stars! -  Can't get any better than John!  He helped me all the way until the end, gives great advice, works fast, follows up and doesn't waste time.  If you are serious about finding a place to call "home", I really recommend John Gregory!

Nancy Gallagher —  If you're looking for a new home in Florida, John is a tireless agent to have on your side!  If he doesn't know the answer to a question (which is rare) he will find it and in a timely manner!  I highly recommend his services.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

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Leslie Gregory
   

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FINE Properties
5224 Paylor Lane
Sarasota, FL 34240
John Gregory: 941-725-9946
Leslie Gregory: 941-238-7714

 

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