Siesta Key, FL Homes

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  /31

  $599,900

  • 1 Bed
  • 1 Bath
  • 531 Sq Ft

  5858 Midnight Pass Rd Unit 27, Sarasota, FL 34242

  Beautifully remodeled 1 bedroom condo located in Beachaven on #1 voted beach, Siesta Key. You can sleep 4 in this unit. This community has a private beach directly on the Gulf of America. Remodeled by Licensed contractor with all necessary permits and building codes. Everything in the unit is new. Cabinetry, flooring, appliances, and furniture. Only steps away from putting your feet in the sand.

  

  Paula Mapp

  MAPP REALTY & INVESTMENT CO

  (941) 231-3520

  5858 Midnight Pass Rd Unit 27, Sarasota, FL 34242
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  /87

  $2,300 per month

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft
  • Condo for Rent

  5631 Midnight Pass Rd Unit 1001, Sarasota, FL 34242

  Live the Siesta Key dream at White Sands Village, just steps from world-renowned Siesta Key Public Beach—famous for its powdery white quartz sand and stunning Gulf sunsets. This beautifully furnished 1-bedroom, 1-bathroom beachside retreat is full of charm and comfort, featuring coastal décor, a nice screened lanai off the living room to enjoy outdoor living, and a covered carport just outside

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 279-3227

  5631 Midnight Pass Rd Unit 1001, Sarasota, FL 34242
• 

  

  /2

  $645,000 Sold Jun 17, 2025

  • 1,290 Sq Ft
  • $500/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  6415 Midnight Pass Rd Unit 710, Sarasota, FL 34242

  This northeast-facing corner residence at The Anchorage offers panoramic views of the Intracoastal Waterway and an exceptional blend of privacy and flexibility. Spanning 1,287 square feet, the two-bedroom, two-bath home features an open-concept living area and porcelain flooring throughout. Three oversized balconies extend from every major room—one off each bedroom and a third from the main

  Karen Whitaker PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6415 Midnight Pass Rd Unit 710, Sarasota, FL 34242
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  /42

  Est $887,366 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  5966 Midnight Pass Rd Unit G-42, Sarasota, FL 34242

  5966 Midnight Pass Rd Unit G-42, Sarasota, FL 34242
• 

  

  

  /77

  $475,000

  • 2 Beds
  • 2.5 Baths
  • 1,332 Sq Ft

  6157 Midnight Pass Rd Unit B42, Sarasota, FL 34242

  VIEWS, VALUE, & VACATION INCOME! Lowest price per sq. foot in Bay Oaks on the market with the best views! Siesta Key Waterfront for a Great Price! TWO-STORY, 2 BEDROOMS, 3 BATHROOMS, & 1-WEEK RENTALS PERMITTED gem in the popular Bay Oaks community. This spacious condo features two oversized ensuite bedrooms, a guest half bath, and three private lanais—two of them covered, and two with stunning

  

  Julia Montei

  COLDWELL BANKER REALTY

  (941) 909-3685

  6157 Midnight Pass Rd Unit B42, Sarasota, FL 34242
• 

  

  /45

  $6,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,260 Sq Ft
  • Condo for Rent

  5911 Midnight Pass Rd Unit 601, Sarasota, FL 34242

  RARE OPPORTUNITY to RENT THE PENTHOUSE. 3 BEDS/2.5 BATHS full size washer/dryer and a roof top deck with panoramic views available May 1, 2025 stay for a year, 2 or 3+ owner wants this beautiful turnkey home with a BOAT DOCK (no lift yet). Owner open to lift discussion. You will enjoy Penthouse end unit in Boca Siesta is located in the heart of Siesta Key the #1 Beach in the U.S.! This gem can

  

  Marianne LeBar

  ROSEBAY INTERNATIONAL REALTY, INC

  (941) 584-4825

  5911 Midnight Pass Rd Unit 601, Sarasota, FL 34242
• 

  /2

  $440,000 Sold Jun 17, 2025

  • 1,101 Sq Ft
  • $400/SF
  • 74 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1974

  6157 Midnight Pass Rd Unit E42, Sarasota, FL 34242

  Dreaming of relaxing on your balcony in your chaise lounge, overlooking the pool, Listening to Jimmy Buffet and sipping a cold margarita? Sure, sounds perfect. Well, It’s here, and just a short walk to the crystal powdery sand beach and turquoise waters of Siesta Key Beach. This is the #1 beach in the US and # 4 in the world! The dream of owning at Siesta Key is still possible. This 2nd floor

  Robin Jones EXIT KING REALTY

  6157 Midnight Pass Rd Unit E42, Sarasota, FL 34242
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  /60

  Est $741,670 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,043 Sq Ft

  5970 Midnight Pass Rd Unit 166, Sarasota, FL 34242

  5970 Midnight Pass Rd Unit 166, Sarasota, FL 34242
• 

  

  /35

  $850,000

  • 3 Beds
  • 1 Bath
  • 1,240 Sq Ft

  5026 Calle Minorga, Siesta Key, FL 34242

  **** Island Vibes with Office Perks—Yes, You Can Have Both! *Market shift = your opportunity to snag a little slice of Siesta Key magic! ?? This adorable 3-bedroom cottage, zoned OPI (Office, Professional, Institutional, Residential), is so versatile it might just be the real estate equivalent of a yoga instructor who also teaches accounting. **Whether you're a massage therapist who dreams of

  

  Kim Donahue

  PREFERRED SHORE LLC

  (941) 369-9175

  5026 Calle Minorga, Siesta Key, FL 34242
• 

  

  /28

  $2,800 per month

  • 2 Beds
  • 1.5 Baths
  • 1,055 Sq Ft
  • House for Rent

  601 Sandy Nook St, Sarasota, FL 34242

  Siesta Key - Annual Unfurnished Single-Family Home located at the heart of Siesta Key just blocks from Beaches and Siesta Village – Florida Living at its best!Comfortable 2 Bedroom, 1 Bath, with 1,055 square feet of living space with open Living area and Kitchen making the kitchen light and open. The open-concept kitchen provides granite counter tops and a large breakfast bar for casual dining

  

  Jeremy Myers

  274501900

  (941) 292-7325

  601 Sandy Nook St, Sarasota, FL 34242
• 

  /2

  $1,100,000 Sold Jun 16, 2025

  • 2,333 Sq Ft
  • $471/SF
  • 86 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1983

  5239 Siesta Cove Dr, Sarasota, FL 34242

  Nestled in the highly sought-after Siesta Cove neighborhood of Sarasota, 5239 Siesta Cove Drive is a stunning property offering an exceptional blend of luxury, tranquility, and prime location. This beautifully updated 4-bedroom, 4-bathroom residence spans 2,333 square feet of living space and is set on a lush 0.31-acre lot, making it the perfect retreat for those who appreciate both privacy and

  Christopher Grant GRANT TEAM REAL ESTATE, LLC

  5239 Siesta Cove Dr, Sarasota, FL 34242
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  /50

  Est $4,998,353 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,214 Sq Ft

  3954 Roberts Point Rd, Sarasota, FL 34242

  3954 Roberts Point Rd, Sarasota, FL 34242
• 

  

  /48

  $960,000

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  711 Birdsong Ln, Sarasota, FL 34242

  Located in the heart of Siesta Key, this three-bedroom, two-bath home with a two-car garage offers a rare opportunity to experience island living just one mile from Siesta Key Beach—consistently ranked the #1 beach in the United States for its white quartz sand, turquoise waters, and year-round appeal.This property is perched on an elevated lot that has never experienced flooding. Recent

  

  Julianna Burns

  BERKSHIRE HATHAWAY HOMESERVICE

  (941) 390-4919

  711 Birdsong Ln, Sarasota, FL 34242
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  /73

  $2,500 per month

  • 2 Beds
  • 2 Baths
  • 929 Sq Ft
  • Condo for Rent

  1215 S Portofino Dr, Siesta Key, FL 34242

  AVAILABLE NOW! Enjoy the island living in this cute and cozy 2 bedroom, 2 bathroom condo with canal views! Nestled in the heart of Siesta Key, this 55+ Community has it all! The unit is newly painted and adorned with coastal flair, a king size bed in the master bedroom and a queen size in the guest bedroom, vinyl flooring and a screened in lanai. One of the best features of this unit is the water

  1215 S Portofino Dr, Siesta Key, FL 34242
• 

  /2

  $680,000 Sold Jun 12, 2025

  • 1,352 Sq Ft
  • $503/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  1155 Lake House Cir Unit C119, Sarasota, FL 34242

  Professionally Redesigned, Renovated & Updated in 2021, this lake-front Contemporary Coastal Chic townhouse is sure to delight! Located just steps away from the cool quartz sand on Siesta Key Beach this open, light & bright townhouse lives large with high ceilings & 4 sets of glass sliders. This 2-bedroom, 2-full bathroom home has a 1-car garage under the unit with extra storage space for the

  Jennifer Putnam COLDWELL BANKER SARASOTA CENT.

  1155 Lake House Cir Unit C119, Sarasota, FL 34242
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  /60

  Est $7,626,745 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 6,369 Sq Ft

  5131 Jungle Plum Rd, Sarasota, FL 34242

  5131 Jungle Plum Rd, Sarasota, FL 34242
• 

  

  /85

  $1,800,000

  • 4 Beds
  • 2 Baths
  • 2,185 Sq Ft

  746 Plymouth St, Sarasota, FL 34242

  Nestled in the heart of Siesta Key, this home offers the perfect blend of relaxation and opportunity. Whether you're seeking a serene beach getaway, a lucrative vacation rental, or a full-time residence, this property checks all the boxes. The home’s unique floor plan is flooded with natural light, creating a bright, inviting atmosphere throughout. A rare find, both the home and the garage are

  

  Carla Rayman Kidd

  COLDWELL BANKER REALTY

  (941) 239-2641

  746 Plymouth St, Sarasota, FL 34242
• 

  

  /24

  $4,500 per month

  • 1 Bed
  • 1 Bath
  • 708 Sq Ft
  • Condo for Rent

  6006 Midnight Pass Rd Unit 21, Sarasota, FL 34242

  Discover your beachside retreat on world-famous Siesta Key! This beautifully updated 1-bedroom, 1-bath ground-floor condo in the sought-after Casa Mar community offers the ultimate in coastal convenience—just a short stroll to private deeded beach access and the whi te sands of Siesta Beach.Step inside to a smoke-free, pet-free unit featuring wood plank flooring, modern leather furnishings, and

  Robert Bevington SHOWTIME REALTY

  6006 Midnight Pass Rd Unit 21, Sarasota, FL 34242
• 

  /2

  $1,110,000 Sold Jun 12, 2025

  • 2,138 Sq Ft
  • $519/SF
  • 37 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  4818 Givens Ct, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Charming Key West Style Home on World-Renowned Siesta Key Step into coastal elegance with this beautifully maintained 3-bedroom, 2-bath elevated home with a versatile second-story loft, located on a private street with only 8 homes—just short drive down Ocean Blvd to the public beach access.As you ascend the newly updated stairs, you’re welcomed

  Lisa Bouck, PA RE/MAX ALLIANCE GROUP

  4818 Givens Ct, Sarasota, FL 34242
• 

  

  /62

  Est $639,394 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,359 Sq Ft

  5600 Beach Way Dr Unit 101, Sarasota, FL 34242

  5600 Beach Way Dr Unit 101, Sarasota, FL 34242
• 

  

  /86

  $1,500,000

  • 2 Beds
  • 2 Baths
  • 1,285 Sq Ft

  5830 Midnight Pass Rd Unit 502, Sarasota, FL 34242

  BRAND NEW A/C The Beach, Elevated this updated 5th floor high above the Gulf a Golden opportunity to own directly on Siesta Key Beach. Rarely available perfectly situated direct beach front with a weekly rental program managed on site 52 weeks a year. Endless BEACH VIEWs in the wrap around deck specific to this unit on the 5th floor you will be well protected from high tides. NEW HURRICANE

  

  Marianne LeBar

  ROSEBAY INTERNATIONAL REALTY, INC

  (941) 253-3534

  5830 Midnight Pass Rd Unit 502, Sarasota, FL 34242
• 

  

  /57

  $13,500 per month

  • 4 Beds
  • 3.5 Baths
  • 2,641 Sq Ft
  • House for Rent

  577 Venice Ln, Sarasota, FL 34242

  Experience luxury living in this 2021 custom pool home located in one of Siesta Key’s most desirable neighborhoods. Featuring four spacious bedrooms, 3.5 baths, and a dedicated office, this modern West Indies-inspired home offers an open floor plan with soaring ceilings, abundant natural light, and coastal design. The gourmet kitchen boasts quartz countertops, stainless appliances, a walk-in

  Robert Ruiz WILLIAM RAVEIS REAL ESTATE

  577 Venice Ln, Sarasota, FL 34242
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  /2

  $1,300,000 Sold Jun 11, 2025

  • 1,664 Sq Ft
  • $781/SF
  • 81 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  329 Avenida Leona, Sarasota, FL 34242

  LOWEST PRICED MOVE-IN READY WATERFRONT POOL HOME ON SIESTA KEY! PRICE REDUCTION FOR A FAST SALE!A must see and an incredible value on Siesta Key at prime location. BRING ALL REASONABLE OFFERS! Turn-key furnished opportunity to own a completely remodeled immaculate canal front/boat lift/pool home just steps from the No. 1 ranked U.S. beach and Siesta Key Village. Located on a quiet cul-sac and

  Randy Owens COLDWELL BANKER REALTY

  329 Avenida Leona, Sarasota, FL 34242
• 

  

  /72

  Est $732,556 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft

  101 Whispering Sands Dr Unit 206, Sarasota, FL 34242

  101 Whispering Sands Dr Unit 206, Sarasota, FL 34242
• 

  

  /37

  $699,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  145 Avenida Messina Unit 3, Sarasota, FL 34242

  Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic

  

  Joe Cleary

  RE/MAX ALLIANCE GROUP

  (941) 219-0452

  145 Avenida Messina Unit 3, Sarasota, FL 34242
• 

  

  /18

  $2,495 per month

  • 2 Beds
  • 1 Bath
  • 1,129 Sq Ft
  • House for Rent

  612 Canal Rd, Sarasota, FL 34242

  ANNUAL RENTAL! Again, an annual rental (12 months) on Siesta Key -- Fantastic Location!!!! Immaculate & Adorable, Beachy ! This 2 bedroom 1 bath Beach Cottage- Walk to beach and the Village! The first person to see it will want it - it's that nice! BIG YARD - and mowing is included in the rent. Owner is looking for a long term Renter! CREDIT, BACK GROUND, EVICTION CHECK FOR ALL TENANTS - ALL MUST

  Tony Andrews ANDREWS & ASSOCIATES REALTY

  612 Canal Rd, Sarasota, FL 34242
• 

  /2

  $1,221,750 Sold Jun 10, 2025

  • Land
  • 0.28 Acre
  • $4,363,393 per Acre

  • 8 Days On Market

  609 Lotus Ln, Sarasota, FL 34242

  Presenting an extraordinary opportunity to build your dream estate on one of Siesta Key’s desirable addresses—609 Lotus Lane, an exceptional canal-front vacant lot just off the prestigious Grand Canal. This quiet, private canal offers deep, navigable waters with direct access to the bay, only one tall (15-foot clearance) bridge away, ideal for the discerning boating enthusiast. Tucked away on a

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  609 Lotus Ln, Sarasota, FL 34242
• 

  

  /36

  Est $866,682 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,720 Sq Ft

  1600 Cove II Place Unit 420, Sarasota, FL 34242

  1600 Cove II Place Unit 420, Sarasota, FL 34242
• 

  

  /50

  $1,375,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,464 Sq Ft

  20 Whispering Sands Dr Unit 306, Sarasota, FL 34242

  ***PRICE REDUCED*** This stunning beachfront condo offers a rare combination of luxury, convenience, and breathtaking natural beauty. Nestled on the powdery soft white sands of Siesta Key Beach, this end unit features an additional window which floods the space with an abundance of natural light and provides panoramic views of the sparkling Gulf of Mexico.This condo isn’t just a home; it’s a

  

  Christa Spalding

  COLDWELL BANKER REALTY

  (941) 491-0855

  20 Whispering Sands Dr Unit 306, Sarasota, FL 34242
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  /36

  $3,500 per month

  • 2 Beds
  • 2 Baths
  • 1,340 Sq Ft
  • Condo for Rent

  5740 Midnight Pass Rd Unit 207, Sarasota, FL 34242

  Enjoy breathtaking Siesta Key sunsets from this beautifully appointed 2-bedroom, 2-bath condominium located in the highly sought-after Gulf & Bay Club. This 1,340 sq. ft. end-unit residence is turnkey furnished and move-in ready, offering the perfect blend of comfort and coastal charm. Extra side windows flood the space with natural light, while tranquil views of the meditation garden and treetop

  Robert Bevington SHOWTIME REALTY

  5740 Midnight Pass Rd Unit 207, Sarasota, FL 34242
• 

  /2

  $440,000 Sold Jun 10, 2025

  • 751 Sq Ft
  • $586/SF
  • 22 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1976

  5855 Midnight Pass Rd Unit 201, Sarasota, FL 34242

  Say Hello to a Good Buy! Best value -1BD/1BA condo with Open Balcony plus private Florida Room offers fabulous views of the pool area and Intercoastal. Enjoy peace of mind, HVAC, and a new dishwasher in 2024, a new water heater, and a new main electrical panel in 2023. The remodeled condo offers stunning travertine stone floors, granite countertops, stainless steel appliances, and a

  Lynn Brock BROCK REALTY INC.

  5855 Midnight Pass Rd Unit 201, Sarasota, FL 34242
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  /62

  Est $603,176 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 872 Sq Ft

  5962 Midnight Pass Rd Unit 132, Sarasota, FL 34242

  5962 Midnight Pass Rd Unit 132, Sarasota, FL 34242
• 

  

  /33

  $1,000,000

  • 2 Beds
  • 2 Baths
  • 1,259 Sq Ft

  5600 Beach Way Dr Unit 315, Sarasota, FL 34242

  Are you ready to create your lifestyle in the sun, steps away from the quartz crystal white powdery sands and warm Gulf waters of the award-winning Siesta Key Beach? This wonderfully located tun-key, furnished condo end unit is oh so unique on the top floor with views of the beautiful beach and Gulf waters, a rare, remodeled find on the spectacular Gulf coasts of Florida! This recently,

  

  Karie Backman

  KELLER WILLIAMS ON THE WATER S

  (941) 401-0728

  5600 Beach Way Dr Unit 315, Sarasota, FL 34242
• 

  

  /21

  $5,995 per month

  • 3 Beds
  • 2 Baths
  • 2,098 Sq Ft
  • House for Rent

  935 Contento St, Sarasota, FL 34242

  Rare waterfront Siesta Key pool home available for annual rental! This beautifully-renovated 3/2/2 pool home in Siesta Isles is available for immediate occupancy. This impressive property offers 100 feet of waterfront along Siesta Key's Grand Canal. The gourmet kitchen features quartz counters, stainless steel appliances, built-in microwave/wall-oven combo, island cooktop with hood vent, and

  Jennifer Herman MOUNT VERNON PROPERTY MGMT INC

  935 Contento St, Sarasota, FL 34242
• 

  /2

  $1,568,000 Sold Jun 09, 2025

  • 2,736 Sq Ft
  • $573/SF
  • 49 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1952

  288 Island Cir, Sarasota, FL 34242

  Auction Property. AUCTION - Renovated waterfront home in the heart of Siesta Key on Palm Island

  Derek Billib BILLIB & BILLIB P A

  288 Island Cir, Sarasota, FL 34242
• 

  

  /53

  Est $2,110,463 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,796 Sq Ft

  6925 Bochi Cir, Sarasota, FL 34242

  6925 Bochi Cir, Sarasota, FL 34242
• 

  

  /99

  $875,000

  • Land
  • 0.26 Acre
  • $3,365,385 per Acre

  5019 Commonwealth Dr, Sarasota, FL 34242

  A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision—whether you’re seeking a full-time

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 394-0942

  5019 Commonwealth Dr, Sarasota, FL 34242
• 

  

  /74

  $6,200 per month

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft
  • House for Rent

  1224 S View Dr, Sarasota, FL 34242

  Stunning Renovated Home for Long-Term Rent in Siesta Cove. Discover your dream coastal lifestyle in this beautifully renovated single-family home located in the exclusive neighborhood of Siesta Cove, just steps away from the acclaimed Siesta Key Beach—voted the number one beach in the United States! This elegant residence boasts 3 spacious bedrooms and 2 luxurious bathrooms, offering a high

  Beth Dilley ASCENDIA REAL ESTATE

  1224 S View Dr, Sarasota, FL 34242
• 

  /2

  $482,500 Sold Jun 06, 2025

  • 1,012 Sq Ft
  • $477/SF
  • 7 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  5643 Midnight Pass Rd Unit 909, Sarasota, FL 34242

  Your coastal oasis awaits! This charming 1st floor condo is a short walk away from the award-winning Siesta Key Beach, known for its quartz-filled, cool sand and turquoise waters. This tastefully furnished, spacious 2-bedroom, 2-bath condo is being offered turnkey furnished and features additional storage as well as an in-unit laundry, a thoughtful improvement by the current owners. Whether

  Linda Williams GULF SHORES REALTY

  5643 Midnight Pass Rd Unit 909, Sarasota, FL 34242
• 

  

  /35

  Est $2,157,588 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,774 Sq Ft

  6900 Bochi Cir, Sarasota, FL 34242

  6900 Bochi Cir, Sarasota, FL 34242

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