Siesta Key, FL Homes

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  $529,000

  • 2 Beds
  • 2 Baths
  • 1,460 Sq Ft

  1255 E Peppertree Dr Unit 201, Sarasota, FL 34242

  Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai.

  Mina Johnson MICHAEL SAUNDERS & COMPANY

  1255 E Peppertree Dr Unit 201, Sarasota, FL 34242
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  /21

  $8,970 per month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 22, Sarasota, FL 34242

  Villa 22 at Aloha Kai is where memories are made while spending time at the beach with family and friends, offering the perfect spacious setting. Its open floor plan fosters conversation and connection, encouraging moments away from screens. After a day of sunshine and sandy toes, gather in the updated kitchen, featuring a casual dining bar designed to invite everyone to join in meal preparation.

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 22, Sarasota, FL 34242
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  $2,900,000 Sold Jul 31, 2025

  875 Siesta Key Cir, Sarasota, FL 34242

  • 3 Beds
  • 3.5 Baths
  • 5,423 Sq Ft
  • Built 1990

  Last Sold Summary

  • 23% Below List Price
  • $535/SF
  • 117 Days On Market

  Current Estimated Value $2,976,488

  Last Listing Agent Thomas Cail RE/MAX ALLIANCE GROUP

  875 Siesta Key Cir, Sarasota, FL 34242
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  /60

  Est $1,231,999 Not Listed For Sale

  1660 Summerhouse Ln Unit 302, Sarasota, FL 34242

  • 3 Beds
  • 2.5 Baths
  • 2,110 Sq Ft
  • Built 2007

  1660 Summerhouse Ln Unit 302, Sarasota, FL 34242

  Last Sold Summary

  • 12% Below List Price
  • $664/SF
  • 175 Days On Market

  Last Sold Price $1,400,000

  Last Listing Agent Stacy Liljeberg Michael Saunders
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  /81

  $525,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft

  1125 W Peppertree Dr Unit 302, Sarasota, FL 34242

  Under contract-accepting backup offers. Discover the potential of this 2-bedroom, 2-bath condominium in the highly sought-after Peppertree Bay community on Siesta Key. Located on the Gulf side with deeded beach access, this residence offers easy, direct access to Siesta Key’s world-famous quartz sand beach, making it highly attractive to both owners and renters. The condo provides a great

  Christine Green COLDWELL BANKER REALTY

  1125 W Peppertree Dr Unit 302, Sarasota, FL 34242
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  /17

  $7,470 per month

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 48, Sarasota, FL 34242

  New photos coming soon! Villa 48 at Aloha Kai offers the perfect setting for your next beach escape. Located on Siesta Key—a popular barrier island on Florida’s West Coast—this family-friendly, gated resort community is nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known for its powdery white quartz sand and emerald-green waters, Siesta Key

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 48, Sarasota, FL 34242
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  /2

  $930,000 Sold May 16, 2025

  5780 Midnight Pass Rd Unit 205, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,473 Sq Ft
  • Built 1979

  Last Sold Summary

  • 7% Below List Price
  • $631/SF
  • 114 Days On Market

  Current Estimated Value $926,867

  Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

  5780 Midnight Pass Rd Unit 205, Sarasota, FL 34242
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  /48

  Est $1,657,116 Not Listed For Sale

  1660 Summerhouse Ln Unit 201, Sarasota, FL 34242

  • 3 Beds
  • 3.5 Baths
  • 2,490 Sq Ft
  • Built 2007

  1660 Summerhouse Ln Unit 201, Sarasota, FL 34242

  Last Sold Summary

  • 12% Below List Price
  • $759/SF
  • 59 Days On Market

  Last Sold Price $1,890,000

  Last Listing Agent Melissa Gissinger Michael Saunders
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  /43

  $1,147,500 Pending

  • 4 Beds
  • 2 Baths
  • 1,915 Sq Ft

  567 Venice Ln, Sarasota, FL 34242

  Under contract-accepting backup offers. Under the canopy of grand oaks and banyan trees, this move-in-ready FURNISHED Siesta Key POOL home offers the perfect blend of luxury and coastal charm. Located minutes from the world-famous beach and village, this retreat has been redesigned for island living with almost every inch of the home renovated to perfection! A freshly painted exterior, paver

  Conner Ashley PREFERRED SHORE LLC

  567 Venice Ln, Sarasota, FL 34242
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  /11

  $8,250 per month

  • 2 Beds
  • 2 Baths
  • 1,043 Sq Ft
  • House for Rent

  6154 Midnight Pass Rd Unit 201, Sarasota, FL 34242

  Welcome to this beautifully updated, Gulf-facing apartment located directly on the soft white sands of Crescent Beach. Designed for comfort and relaxation, this spacious unit offers sweeping views of the Gulf of Mexico and nightly sunsets that are nothing short of spectacular. Whether you're lounging in the tastefully decorated living room or enjoying a quiet moment on the private, screened-in

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit 201, Sarasota, FL 34242
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  /2

  $650,000 Sold Aug 22, 2025

  670 Venice Ln, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 2,114 Sq Ft
  • Built 1971

  Last Sold Summary

  • 34% Below List Price
  • $307/SF
  • 118 Days On Market

  Current Estimated Value $759,972

  Last Listing Agent Debbie Lane RE/MAX ALLIANCE GROUP

  670 Venice Ln, Sarasota, FL 34242
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  /57

  Est $1,702,341 Not Listed For Sale

  1660 Summerhouse Ln Unit 104, Sarasota, FL 34242

  • 3 Beds
  • 3.5 Baths
  • 2,490 Sq Ft
  • Built 2007

  1660 Summerhouse Ln Unit 104, Sarasota, FL 34242

  Last Sold Summary

  • 12% Below List Price
  • $773/SF
  • 171 Days On Market

  Last Sold Price $1,925,000

  Last Listing Agent Cole Collins COLDWELL BANKER REALTY
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  /41

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  1200 E Peppertree Ln Unit 305, Sarasota, FL 34242

  Beautifully appointed, bright and airy unit with all the right touches. Move right in just bring your toothbrush and you are ready to start enjoying Island Living! You will be able to watch Sunsets every day. Take the Elevator to this 3rd floor unit with western exposure and gulf horizon. Turnkey furnished. Private full size washer and dryer. Underground parking. Hurricane windows. Peppertree is

  Patti O Grady WATERSIDE REALTY LLC

  1200 E Peppertree Ln Unit 305, Sarasota, FL 34242
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  /13

  $7,470 per month

  • 1 Bed
  • 1 Bath
  • 572 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 32, Sarasota, FL 34242

  Villa 32 at Aloha Kai is ideally located on Siesta Key, a beloved barrier island along Florida’s beautiful West Coast. This cozy unit features 1 bedroom, 1 bathroom, and includes the convenience of an in-unit washer and dryer. Aloha Kai is a family-friendly, gated resort community nestled in the heart of Crescent Beach—consistently ranked the number one beach in the continental United States.

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 32, Sarasota, FL 34242
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  $1,650,000 Sold Apr 01, 2025

  5598 Siesta Estates Ct, Sarasota, FL 34242

  • 6 Beds
  • 5.5 Baths
  • 3,924 Sq Ft
  • Built 2000

  Last Sold Summary

  • 15% Below List Price
  • $420/SF
  • 353 Days On Market

  Current Estimated Value $1,634,908

  Last Listing Agent Darren Duffy RE/MAX PALM REALTY

  5598 Siesta Estates Ct, Sarasota, FL 34242
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  /43

  Est $679,621 Not Listed For Sale

  1080 W Peppertree Ln Unit 303A, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,365 Sq Ft
  • Built 1974

  1080 W Peppertree Ln Unit 303A, Sarasota, FL 34242

  Last Sold Summary

  • 12% Below List Price
  • $564/SF
  • 124 Days On Market

  Last Sold Price $770,000

  Last Listing Agent Cheryl Santelli PEPPERTREE BAY REALTY INC
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  /52

  $520,000

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  6020 Midnight Pass Rd Unit 63, Sarasota, FL 34242

  Welcome to Villa 63 at Aloha Kai, a beautifully renovated one-bedroom, one-bath villa located just steps from the world-famous quartz sands of Siesta Key Beach. This coastal retreat has been fully remodeled from top to bottom, offering the perfect combination of comfort, style, and income potential. From the moment you arrive, you’ll notice the fresh exterior with tropical landscaping, paver

  Natalie Gutwein MICHAEL SAUNDERS & COMPANY

  6020 Midnight Pass Rd Unit 63, Sarasota, FL 34242
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  /13

  $8,700 per month

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 35, Sarasota, FL 34242

  Toes in the sand and sunshine on your shoulder—welcome home to the spacious one-bedroom Villa 35 at Aloha Kai. This beautifully updated villa features granite countertops in both the kitchen and bath, while the bedroom offers ample space and a large closet. The open-concept layout extends to a front porch enclosed with windows and blinds, providing additional living space and privacy. Located on

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 35, Sarasota, FL 34242
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  /2

  $2,500,000 Sold Dec 04, 2025

  91 Avenida Veneccia, Sarasota, FL 34242

  • 5 Beds
  • 4 Baths
  • 2,498 Sq Ft
  • Built 1946

  Last Sold Summary

  • 28% Below List Price
  • $1,001/SF
  • 202 Days On Market

  Current Estimated Value $2,426,510

  Last Listing Agent Jay Travis RE/MAX ALLIANCE GROUP

  91 Avenida Veneccia, Sarasota, FL 34242
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  /41

  Est $1,270,081 Not Listed For Sale

  6150 Midnight Pass Rd Unit 40, Sarasota, FL 34242

  • 4 Beds
  • 3 Baths
  • 1,976 Sq Ft
  • Built 1967

  6150 Midnight Pass Rd Unit 40, Sarasota, FL 34242

  Last Sold Summary

  • 9% Below List Price
  • $709/SF
  • 89 Days On Market

  Last Sold Price $1,400,000

  Last Listing Agent Tina Johns COLDWELL BANKER REALTY
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  /17

  $3,959,000 New Construction

  • 5 Beds
  • 4 Baths
  • 3,723 Sq Ft

  5174 Sandy Cove Ave, Sarasota, FL 34242

  Under Construction. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Designed by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship, promising an unparalleled sanctuary for its new owner. Positioned just minutes from Sarasota's pristine white sand

  Troy Jenkins REALTY EXECUTIVES GALLERY

  5174 Sandy Cove Ave, Sarasota, FL 34242
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  /21

  $8,970 per month

  • 2 Beds
  • 2 Baths
  • 1,122 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 20, Sarasota, FL 34242

  Lush tropical landscaping surrounds the screened-in porch of Villa 10 at Aloha Kai, offering endless hours of relaxation in a serene setting. This one-bedroom, one-bath villa also features a private patio for your enjoyment. The kitchen is bright, well-appointed, and equipped with everything you need for cooking and dining. The spacious bedroom provides ample closet space for your comfort. Known

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 20, Sarasota, FL 34242
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  $625,000 Sold Sep 30, 2025

  1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft
  • Built 1988

  Last Sold Summary

  • 16% Below List Price
  • $553/SF
  • 115 Days On Market

  Current Estimated Value $620,084

  Last Listing Agent Marni Hayden CHROME REALTY LLC

  1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242
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  /33

  Est $772,374 Not Listed For Sale

  6150 Midnight Pass Rd Unit 35, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,220 Sq Ft
  • Built 1967

  6150 Midnight Pass Rd Unit 35, Sarasota, FL 34242

  Last Sold Summary

  • 11% Below List Price
  • $709/SF
  • 17 Days On Market

  Last Sold Price $865,000

  Last Listing Agent Domanic Calamese KW COASTAL LIVING III
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  /93

  $650,000

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

  225 Hourglass Way Unit 103, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant

  Harriet Stopher COLDWELL BANKER REALTY

  225 Hourglass Way Unit 103, Sarasota, FL 34242
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  /21

  $7,470 per month

  • 1 Bed
  • 1 Bath
  • 696 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 10, Sarasota, FL 34242

  Lush tropical landscaping surrounds the screened-in porch of Villa 10 at Aloha Kai, offering endless hours of relaxation in a serene setting. This one-bedroom, one-bath villa also features a private patio for your enjoyment. The kitchen is bright, well-appointed, and equipped with everything you need for cooking and dining. The spacious bedroom provides ample closet space for your comfort. Known

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 10, Sarasota, FL 34242
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  /2

  $635,000 Sold Jan 30, 2026

  1255 E Peppertree Dr Unit 506, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,462 Sq Ft
  • Built 1972

  Last Sold Summary

  • 15% Below List Price
  • $434/SF
  • 256 Days On Market

  Current Estimated Value $658,255

  Last Listing Agent Patti O Grady WATERSIDE REALTY LLC

  1255 E Peppertree Dr Unit 506, Sarasota, FL 34242
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  /59

  Est $652,650 Not Listed For Sale

  6150 Midnight Pass Rd Unit 18, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,101 Sq Ft
  • Built 1967

  6150 Midnight Pass Rd Unit 18, Sarasota, FL 34242

  Last Sold Summary

  • 16% Below List Price
  • $708/SF
  • 73 Days On Market

  Last Sold Price $780,000

  Last Listing Agent Domanic Calamese KW COASTAL LIVING III
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  /34

  $1,649,000

  • 2 Beds
  • 2 Baths
  • 1,187 Sq Ft

  5400 Ocean Blvd Unit 17-04, Sarasota, FL 34242

  The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey

  Carol Thomas MICHAEL SAUNDERS & COMPANY

  5400 Ocean Blvd Unit 17-04, Sarasota, FL 34242
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  /22

  $8,370 per month

  • 2 Beds
  • 1.5 Baths
  • 834 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 50, Sarasota, FL 34242

  Early risers and night owls can live in harmony at Villa 50 at Aloha Kai, where the thoughtful layout features bedrooms upstairs and a convenient bathroom downstairs. This beautifully renovated villa boasts new flooring, an updated kitchen with stainless steel appliances, granite countertops, and modern bathrooms. Whether you're enjoying a meal in the spacious dining room or dining al fresco on

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 50, Sarasota, FL 34242
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  $632,500 Sold Nov 12, 2025

  1200 E Peppertree Ln Unit 607, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1973

  Last Sold Summary

  • 27% Below List Price
  • $527/SF
  • 306 Days On Market

  Current Estimated Value $630,977

  Last Listing Agent Eliza Miller PEPPERTREE BAY REALTY INC

  1200 E Peppertree Ln Unit 607, Sarasota, FL 34242
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  /39

  Est $693,981 Not Listed For Sale

  6150 Midnight Pass Rd Unit 17, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 939 Sq Ft
  • Built 1967

  6150 Midnight Pass Rd Unit 17, Sarasota, FL 34242

  Last Sold Summary

  • 16% Below List Price
  • $884/SF
  • 6 Days On Market

  Last Sold Price $830,000

  Last Listing Agent Toni Zarghami KW COASTAL LIVING III
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  /44

  $620,000 Open Sun 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,575 Sq Ft

  1345 Moonmist Dr Unit T6, Sarasota, FL 34242

  Welcome to your dream villa! This spacious coastal villa retreat on Siesta Key boasts 2-bedrooms and 2-bathrooms and offers 1,575 square feet of comfortable, open-concept living space, perfect for both relaxing and entertaining. Step inside to a freshly painted interior featuring a modern, neutral palette that complements any décor. This wonderful detached-villa is in a serene location just

  Dean Hall WATERSIDE REALTY LLC

  1345 Moonmist Dr Unit T6, Sarasota, FL 34242
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  /13

  $7,470 per month

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 51, Sarasota, FL 34242

  New photos coming soon! Villa 51 at Aloha Kai is a beautifully updated retreat that offers the perfect setting for your beach getaway. Begin your day with coffee in the light and airy kitchen, then step out to enjoy it on your private front porch or back patio. The spacious living room features designer plantation shutters on the sliding doors, providing both elegance and privacy. The bedroom

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 51, Sarasota, FL 34242
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  $1,150,000 Sold Aug 28, 2025

  5790 Midnight Pass Rd Unit 702, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,335 Sq Ft
  • Built 1979

  Last Sold Summary

  • 11% Below List Price
  • $861/SF
  • 12 Days On Market

  Current Estimated Value $1,132,143

  Last Listing Agent Maurice Menager MICHAEL SAUNDERS & COMPANY

  5790 Midnight Pass Rd Unit 702, Sarasota, FL 34242
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  /57

  Est $694,861 Not Listed For Sale

  6150 Midnight Pass Rd Unit 7, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,101 Sq Ft
  • Built 1967

  6150 Midnight Pass Rd Unit 7, Sarasota, FL 34242

  Last Sold Summary

  • 12% Below List Price
  • $718/SF
  • 6 Days On Market

  Last Sold Price $790,000

  Last Listing Agent Linda Stowe Michael Saunders
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  /28

  $630,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,025 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

  145 Avenida Messina Unit 3, Sarasota, FL 34242
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  /16

  $7,500 per month

  • 1 Bed
  • 1 Bath
  • 696 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 29, Sarasota, FL 34242

  If the beach is calling your name, Villa 29 at Aloha Kai is the perfect retreat. Whether you’re grabbing a towel and heading to the shore or curling up with a good book by the pool, you’ll find plenty of sunshine and tranquility to enjoy. Unwind on your screened porch or sink into the comfort of a king-size bed as you rest and recharge. For your convenience, this villa also includes a washer and

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 29, Sarasota, FL 34242
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  /2

  $2,100,000 Sold Apr 14, 2025

  3927 Somerset Dr, Sarasota, FL 34242

  • 3 Beds
  • 3.5 Baths
  • 2,758 Sq Ft
  • Built 1990

  Last Sold Summary

  • 10% Below List Price
  • $761/SF
  • 64 Days On Market

  Current Estimated Value $1,816,573

  Last Listing Agent Patrick Dipinto, III OCEAN REAL ESTATE LLC

  3927 Somerset Dr, Sarasota, FL 34242
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  /61

  Est $697,913 Not Listed For Sale

  6150 Midnight Pass Rd Unit 5, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,101 Sq Ft
  • Built 1967

  6150 Midnight Pass Rd Unit 5, Sarasota, FL 34242

  Last Sold Summary

  • 13% Below List Price
  • $726/SF
  • 214 Days On Market

  Last Sold Price $799,500

  Last Listing Agent Linda Stowe Michael Saunders

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