Sarasota, FL Homes

• 

  

  

  /70

  $729,000

  • 2 Beds
  • 2 Baths
  • 1,264 Sq Ft

  143 Whispering Sands Dr Unit V-30, Sarasota, FL 34242

  Enjoy effortless coastal living in this beautifully REMODELED, 2 bed/2 bath GULFSIDE villa with GARAGE, offered TURNKEY FURNISHED - with BRAND NEW 2025 furniture and furnishings! From the moment you arrive, you'll appreciate the thoughtful updates and fresh cohesive coastal decor that make this residence a stunner - and completely move-in ready. The all NEW galley kitchen boasts white custom

  Harriet Stopher COLDWELL BANKER REALTY

  143 Whispering Sands Dr Unit V-30, Sarasota, FL 34242
• 

  

  

  /30

  $4,995 per month

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft
  • Condo for Rent

  5770 Midnight Pass Rd Unit 405, Sarasota, FL 34242

  Immaculate well maintained 2 beds 2 bath condo situated in the desirable Gulf & Bay Club on Siesta Key. This 4th floor unit is meticulously maintained and tastefully decorated. Amenities include three pools, saunas, fitness center, tennis, basketball, racquetball, & 24hr security. A must see! Wake up to views of the Gulf and enjoy living your Siesta Key dream. Available for annual rent at $4,500

  Pamala Casey CASEY REALTY CORPORATION

  5770 Midnight Pass Rd Unit 405, Sarasota, FL 34242
• 

  

  /2

  $1,450,000 Sold Jun 23, 2025

  • 1,316 Sq Ft
  • $1102/SF
  • 56 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  420 Beach Rd Unit 502, Sarasota, FL 34242

  Experience sophisticated coastal living in this turnkey redesigned and remodeled 5th-floor unit, featuring an extended wraparound balcony, offering expansive outdoor space and panoramic views. Located at Siesta Gulf View, a gated 59-unit building, this residence stands apart with its unparalleled proximity to the beach. Bathed in natural light, the rare west-facing angle offers breathtaking

  Anthony Dalesandro BRIGHT REALTY

  420 Beach Rd Unit 502, Sarasota, FL 34242
• 

  

  

  /42

  Est $815,485 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 816 Sq Ft

  5966 Midnight Pass Rd Unit G-62, Sarasota, FL 34242

  5966 Midnight Pass Rd Unit G-62, Sarasota, FL 34242
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  /62

  $1,299,000

  • 2 Beds
  • 2 Baths
  • 1,335 Sq Ft

  5790 Midnight Pass Rd Unit 702, Sarasota, FL 34242

  Gulf-front living at its finest in the exclusive Gulf & Bay Club on Siesta Key! This updated 2BD/2BA condo offers breathtaking, unobstructed views of the Gulf and Siesta Key Beach with their stunning nightly sunsets. The open layout features a modern kitchen with granite counters and white contemporary cabinetry. A spacious living/dining area that opens to a private beachfront balcony. The

  Maurice Menager MICHAEL SAUNDERS & COMPANY

  5790 Midnight Pass Rd Unit 702, Sarasota, FL 34242
• 

  

  /23

  $2,500 per month

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

  111 Pass Key Rd Unit 111, Sarasota, FL 34242

  Welcome to your perfect beach getaway with this 1 Bedroom 1 Bath Condo in Sandy Cove II, located in beautiful Sarasota, FL. This cozy condo offers a serene escape with a partial ocean view, private beach access, and a fishing pier for those who love to cast a line. Enjoy the convenience of in-unit laundry and make use of the outdoor BBQ for al fresco dining. The clubhouse is perfect for social

  Ray Shope ROSEBAY INTERNATIONAL REALTY, INC

  111 Pass Key Rd Unit 111, Sarasota, FL 34242
• 

  /2

  $1,800,000 Sold Jun 23, 2025

  • 3,744 Sq Ft
  • $481/SF
  • 3 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2007

  4941 Commonwealth Dr, Sarasota, FL 34242

  Welcome to your tropical beach house retreat on Siesta Key! This stunning 3 story, 4-bedroom, 4.5-bath ensuite Key West-style home was built in 2007 by a local builder as his personal residence, ensuring unmatched craftsmanship and attention to detail. An open paver driveway with lush tropical landscaping welcomes you home. Step inside to a light-filled, open-concept design where hardwood floors,

  Steve Abbe COLDWELL BANKER REALTY

  4941 Commonwealth Dr, Sarasota, FL 34242
• 

  

  /43

  Est $710,311 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft

  5963 Midnight Pass Rd Unit 362, Sarasota, FL 34242

  5963 Midnight Pass Rd Unit 362, Sarasota, FL 34242
• 

  

  /70

  $1,599,900

  • 2 Beds
  • 2 Baths
  • 1,433 Sq Ft

  5790 Midnight Pass Rd Unit 104, Sarasota, FL 34242

  Welcome to the Gulf & Bay Club. Here you will experience the ultimate in coastal living with this luxury, maintenance-free beachfront condo located directly on world-renowned Siesta Beach in Sarasota, Florida. This fully renovated 2-bedroom, 2-bathroom residence showcases designer finishes and top-of-the-line appliances, offering a seamless blend of modern elegance and relaxed beachside

  Jon Patella WAGNER REALTY

  5790 Midnight Pass Rd Unit 104, Sarasota, FL 34242
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  /43

  $17,000 per month

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Condo for Rent

  6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242

  Beachfront Bliss at Casa Mar – Siesta KeyDiscover this beautifully updated two-bedroom, two-bathroom beachfront condo in Casa Mar, offering direct access to Crescent Beach, a serene and less crowded alternative to Siesta Key’s main beach.Why You’ll Love This Condo:Prime Beachfront Location – Step right onto the powdery white sands of Crescent BeachClassic Coastal Charm – Thoughtfully designed

  Robert Bevington SHOWTIME REALTY

  6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242
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  /2

  $655,000 Sold Jun 20, 2025

  • 1,152 Sq Ft
  • $569/SF
  • 48 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1976

  5855 Midnight Pass Rd Unit 204, Sarasota, FL 34242

  Coastal living at it's best at Harbor Towers Yacht & Racquet Club. You will fall in love from the moment you enter this gated premier waterfront paradise on Siesta Key which recently completed a $13 million, four-year hurricane hardening and structural upgrade program in 2024, meeting all new safety standards for hurricane/wind protection. WOW this beautifully furnished 2-Bedroom, 2-Bathroom

  Susan Retzke RE/MAX PLATINUM

  5855 Midnight Pass Rd Unit 204, Sarasota, FL 34242
• 

  

  /73

  Est $637,853 Not Listed For Sale

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

  5600 Beach Way Dr Unit 215, Sarasota, FL 34242

  5600 Beach Way Dr Unit 215, Sarasota, FL 34242
• 

  

  /41

  $1,895,000

  • 4 Beds
  • 3 Baths
  • 2,450 Sq Ft

  4879 Commonwealth Dr, Sarasota, FL 34242

  Own a Rare Piece of Sarasota's Architectural History on Siesta Key!Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Originally crafted in 1957 by Frank Coleman and Tollen Twitchell, two influential figures in the Original Sarasota School of Architecture, this home seamlessly

  Daniel Petrilla PREFERRED SHORE LLC

  4879 Commonwealth Dr, Sarasota, FL 34242
• 

  

  /84

  $16,000 per month

  • 3 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • House for Rent

  327 Avenida Milano, Sarasota, FL 34242

  Welcome to this amazing Siesta Key vacation home! This beautiful 3 bed/2 bath canal-front beach home is ideally located just a short stroll to Siesta Key Village, with its array of shops, dining options, and entertainment. Situated on a quiet residential street, this home has so much to offer. As you enter this exquisite home, you will find original and restored terrazzo floors, wood beams with

  Chrissie Cummings JENNETTE PROPERTIES INC

  327 Avenida Milano, 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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  /45

  Est $631,231 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  5963 Midnight Pass Rd Unit 359, Sarasota, FL 34242

  5963 Midnight Pass Rd Unit 359, Sarasota, FL 34242
• 

  

  /54

  $775,000

  • 2 Beds
  • 2 Baths
  • 939 Sq Ft

  6150 Midnight Pass Rd Unit 38, Sarasota, FL 34242

  Step into your slice of paradise with this amazing lifestyle opportunity in Siesta Key's esteemed Island House Beach Resort. This impeccable 2-bedroom, 2-bath luxurious coastal Villa, which was completely renovated in 2025, seamlessly blends comfort, style, and investment potential, making it the perfect choice for discerning buyers, seasonal residents, and savvy investors alike. From the moment

  Domanic Calamese KW COASTAL LIVING III

  6150 Midnight Pass Rd Unit 38, Sarasota, FL 34242
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  /81

  $9,000 per month

  • 2 Beds
  • 2 Baths
  • 1,435 Sq Ft
  • Condo for Rent

  4822 Ocean Blvd Unit 2F, Sarasota, FL 34242

  Gulf Views!!Siesta Key! This captivating 2-bedroom, 2-bathroom condominium is found in Siesta Towers in Siesta Key and is close to restaurants and outdoor recreation. The complex is an easy pedestrian distance to Siesta Key Village, and convenient to Siesta Key Beach. The interior welcomes you with stylish fixtures blending seamlessly with bounteous window light and neutral decor. The large

  Jane Hunter JENNETTE PROPERTIES INC

  4822 Ocean Blvd Unit 2F, 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
• 

  

  /45

  Est $664,220 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  5963 Midnight Pass Rd Unit 328, Sarasota, FL 34242

  5963 Midnight Pass Rd Unit 328, Sarasota, FL 34242
• 

  

  /62

  $1,890,000

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  1201 Big Oak Ln, Sarasota, FL 34242

  Once in a lifetime opportunity for a turnkey destination vacation home OR a rare short-term rental with high income production capacity! This Siesta Key, canal front, 3-bed 2-bath, coastal style home is absolutely gorgeous from the minute you walk in the door, to the moment you are on the back patio grilling some steaks, all the way until you are enjoying an after-dinner drink by the heated

  Thatcher Miner THE REAL ESTATE STORE

  1201 Big Oak Ln, Sarasota, FL 34242
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  /56

  $5,250 per month

  • 3 Beds
  • 2 Baths
  • 1,822 Sq Ft
  • House for Rent

  726 Birdsong Ln, Sarasota, FL 34242

  AVAILABLE October, November 2025! Currently booked through September 2025. Also booked December - March 2026. WOW! Enjoy a little slice of heaven on the World Famous Siesta Key! This beautifully renovated turnkey 3 bedroom 2 bath, heated pool home, is just a short distance to the #1 rated beaches and the quaint shops and restaurants in the downtown village. Whether it’s our million-dollar

  Scott Nold TNG PROPERTY MANAGEMENT

  726 Birdsong Ln, 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
• 

  

  /47

  Est $997,560 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,282 Sq Ft

  20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242

  20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242
• 

  

  /45

  $749,900

  • 2 Beds
  • 2 Baths
  • 1,469 Sq Ft

  6265 Midnight Pass Rd Unit 205, Sarasota, FL 34242

  Don’t miss this rare opportunity to own a beautifully updated 2-bedroom, 2-bath condo in the highly sought-after Excelsior community on world-famous Siesta Key Beach. This spacious unit offers an open-concept layout with coastal-inspired finishes, updated kitchen and baths, in-unit laundry, and a private screened lanai.Enjoy resort-style amenities including two heated pools, tennis and

  Jake Wittmer THE SUNSHINE STATE COMPANY

  6265 Midnight Pass Rd Unit 205, Sarasota, FL 34242
• 

  

  /45

  $9,500 per month

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Condo for Rent

  1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL 34242

  Welcome to this beautifully designed 2-bedroom, 2-bathroom first floor condo located in the sought-after Gulf and Bayside Bay Club, offers breathtaking views of the boat harbor and Intracoastal Waterway.The kitchen is a chef's delight, boasting stainless steel appliances and sleek countertops. The living room is the perfect place to kick back and relax after a day of adventure, with

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL 34242
• 

  /2

  $1,165,000 Sold Jun 13, 2025

  • 1,173 Sq Ft
  • $993/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1971

  5916 Midnight Pass Rd Unit 404, Sarasota, FL 34242

  Resort Gated condominium in Siesta Key with 300' of beachfront with powdery sand to enjoy the most beautiful sunsets.All buildings are in 13 acre property to provide all the amenities they have. This unit has 2 bedrooms, 2 baths and is in Building W, second building from the beach. Beautifully furnished, 3 days min rentals. Great Income property with on-site management makes this one of

  Gloria Totti-Cervoni COLDWELL BANKER REALTY

  5916 Midnight Pass Rd Unit 404, Sarasota, FL 34242
• 

  

  /27

  Est $722,776 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft

  6140 Midnight Pass Rd Unit VILLA D3, Sarasota, FL 34242

  6140 Midnight Pass Rd Unit VILLA D3, Sarasota, FL 34242
• 

  

  /55

  $719,000

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

  101 Whispering Sands Dr Unit 307, Sarasota, FL 34242

  Experience the pinnacle of coastal luxury in this completely updated, FULLY FURNISHED end-unit condo located in the relaxing community of Whispering Sands on Siesta Key. Overlooking a tranquil lagoon and offering private beachfront access, this 2-bedroom, 2-bath residence seamlessly blends modern comfort with serene island living. This rare end-unit offers extra privacy and natural light, along

  Todd Goodman KELLER WILLIAMS ON THE WATER S

  101 Whispering Sands Dr Unit 307, Sarasota, FL 34242
• 

  

  /51

  $6,500 per month

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft
  • Condo for Rent

  5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242

  Available August l - October 31 -2025 - 6500.00 per month plus taxes and fees. this Luxury Siesta Key Beach Front Unit in The Exclusive Gulf and Bay Club... - Enjoy Full Gulf of Mexico Views for the entire month in Paradise of Siesta Key Enjoy panoramic views of the #1 beach in the USA, Siesta Key! This beautiful 2 Bedroom, 2 Bathroom unit is fully updated with hardwood floors, granite

  Robert Bevington SHOWTIME REALTY

  5740 Midnight Pass Rd Unit 303, Sarasota, 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
• 

  

  /73

  Est $608,690 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 860 Sq Ft

  1500 Cove II Place Unit 532, Sarasota, FL 34242

  1500 Cove II Place Unit 532, Sarasota, FL 34242
• 

  

  /46

  $1,795,000

  • 3 Beds
  • 2.5 Baths
  • 2,511 Sq Ft

  4108 Roberts Point Rd, Sarasota, FL 34242

  Welcome to one of the most desirable streets on Siesta Key, Roberts Point Road. Just steps from Shell Beach and minutes from the north bridge, this home blends island charm with thoughtful updates, including a brand-new roof in 2024. Enter through a tranquil, private courtyard, ideal for quiet mornings or intimate entertaining before stepping into a stunning interior with soaring 22' ceilings and

  Melissa Gissinger MICHAEL SAUNDERS & COMPANY

  4108 Roberts Point Rd, Sarasota, FL 34242
• 

  

  /50

  $8,000 per month

  • 2 Beds
  • 2 Baths
  • 1,645 Sq Ft
  • Condo for Rent

  1315 Siesta Bayside Dr Unit 1315B, Sarasota, FL 34242

  Welcome to this stunning 2-bedroom, 2-bathroom lakefront condo located on the second floor in Gulf and Bay Bayside, Siesta Key. This two-story retreat features two primary bedrooms, each with a luxurious king-size bed, spacious walk-in closets, and beautifully appointed bathrooms with walk-in showers. In the second floor primary bedroom there is additional sleeping accommodations with a full-size

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1315 Siesta Bayside Dr Unit 1315B, 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
• 

  

  /79

  Est $716,012 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,139 Sq Ft

  1325 S Portofino Dr Unit 505 PH-D, Sarasota, FL 34242

  1325 S Portofino Dr Unit 505 PH-D, Sarasota, FL 34242
• 

  

  /81

  $1,695,000

  • 4 Beds
  • 3 Baths
  • 2,120 Sq Ft

  5581 Shadow Lawn Dr, Sarasota, FL 34242

  Your Siesta Key dream starts right here! This spectacular, fully renovated 4-bedroom, 3-bath home in the highly sought-after Siesta Isles community is the total package—modern, stylish, move-in ready, and just a short walk to the world-famous white sands of Siesta Beach and the vibrant energy of Siesta Village. Homes like this are rare, and this one truly checks every box. Step inside and be

  Jonathan Abrams MICHAEL SAUNDERS & COMPANY

  5581 Shadow Lawn Dr, Sarasota, FL 34242
• 

  

  /26

  $3,400 per month

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

  5400 Ocean Blvd Unit 1-5, Sarasota, FL 34242

  Available 08/01/2026 Annually or 2026 Season $6000/mo.This gorgeous 1 bedroom 1 bathroom fully furnished unit in the exclusive Terrace building on Siesta Key beach steps away from Siesta Key Village. Enjoy a swim from the elevated pool and catch a sunset with a drink steps away from the unit. This unit includes a private parking spot, direct beach access, WIFI, cable and all utilities

  Brenda Cozy COLDWELL BANKER REALTY

  5400 Ocean Blvd Unit 1-5, Sarasota, FL 34242
• 

  /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
• 

  

  /79

  Est $827,931 Not Listed For Sale

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

  1600 Cove II Place Unit 424, Sarasota, FL 34242

  1600 Cove II Place Unit 424, Sarasota, FL 34242

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