Siesta Key, FL Homes for Sale

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  /50

  $599,000

  • 2 Beds
  • 2 Baths
  • 1,075 Sq Ft

  1046 W Peppertree Ln Unit 115B, Sarasota, FL 34242

  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 furnished so no need to start shopping. Owner used unit November and March and April. Renovations were completed in 2012, HVAC 2022, Hot water 2024. Tile throughout living, dinning lanai, guest bed, kitchen and bathrooms, Private

  Lisa Beach WATERSIDE REALTY LLC

  1046 W Peppertree Ln Unit 115B, Sarasota, FL 34242
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  /48

  $699,900

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  5855 Midnight Pass Rd Unit 617, Sarasota, FL 34242

  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 every room. The lanai provides a tranquil setting to enjoy the beautiful view of the Intracoastal Waterway. The condo is turnkey furnished, making it move-in ready and perfect for those looking for a hassle-free transition. With

  Kaitlin Kuhn MICHAEL SAUNDERS & COMPANY

  5855 Midnight Pass Rd Unit 617, Sarasota, FL 34242
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  /36

  $1,795,000

  • Land
  • 0.25 Acre
  • $7,180,000 per Acre

  9238 Midnight Pass Rd, Sarasota, FL 34242

  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 ready with permits and plans approved and in hand, This lot lies within RMF zoning which allows for short-term rentals. This is the perfect location for your new home or your next income property: close to the restaurants and shopping

  Robert Louloudes STARZ REAL ESTATE, LLC

  9238 Midnight Pass Rd, Sarasota, FL 34242
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  /30

  $4,850,000

  • Land
  • 2.00 Acres
  • $2,425,000 per Acre

  7707 Midnight Pass Rd, Sarasota, FL 34242

  Two-acre+/ Lot on Little Sarasota Bay with exceptional privacy, views, boating access and development potential. This listing includes two contiguous buildable parcels (ID#s 0127030017 & 0127030018) offered together. This unique and visually stunning property with mature trees and lush landscaping includes a secluded bay offering protection of your lot and future dock from the elements and prying

  Fiordaliza Maria 1st Vision Realty of Florida Inc

  7707 Midnight Pass Rd, Sarasota, FL 34242
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  /33

  $499,000

  • 1 Bed
  • 1 Bath
  • 748 Sq Ft

  6157 Midnight Pass Rd Unit E22, Sarasota, FL 34242

  BEAUTIFUL 1 BEDROOM 1 BATH UNIT IN BAY OAKS on SIESTA KEY ** TURNKEY FURNISHED ** 1 WEEK RENTALS ALLOWED ** The waves crash, the sand is sugar-coated and the sunsets are striking on Siesta Key.. There is no better location to invest in a 2nd home or investment property. This condo is located on the 2nd floor of building E in Bay Oaks. You will love the large open kitchen and expansive design of

  Justin Shirley SHIRLEY INTERNATIONAL REALTY

  6157 Midnight Pass Rd Unit E22, Sarasota, FL 34242
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  /2

  $629,000

  • Land
  • 0.25 Acre
  • $2,516,000 per Acre

  4522 Banan Place, Sarasota, FL 34242

  Seller MotivatedRefurbish or Start Fresh! NO HOA! Adorable little house that's ready for to make your own for 2nd home, Rental or Primary home. Property is walking distance to Siesta Village and Patriot's Pier. Has Newer Pool.

  Michelle Shiver KELLER WILLIAMS ON THE WATER S

  4522 Banan Place, Sarasota, FL 34242
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  /7

  $1,705,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,824 Sq Ft

  312 Avenida Leona, Siesta Key, FL 34242

  Pre-Construction. To be built. Build Your Coastal Dream on Siesta Key – Hurricane-Ready Luxury by SeaSafe Homes. This offering includes both the canal-front lot on Avenida Leona in Siesta Key and the construction of the Battery Point Model by SeaSafe Homes. This is a rare opportunity to build a high-performance coastal home in one of Siesta Key’s most desirable neighborhoods. Located just a short

  Ron Pepka KELLER WILLIAMS ON THE WATER

  312 Avenida Leona, Siesta Key, FL 34242
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  /64

  $4,990,000 New Construction

  • 8 Beds
  • 8.5 Baths
  • 4,380 Sq Ft

  135 Avenida Veneccia, Sarasota, FL 34242

  Newly Built Estate in the Heart of Siesta Key!A rare and remarkable offering, this newly constructed residence on Avenida Veneccia captures the essence of elevated island living just moments from Siesta Key’s most treasured attractions. Perfectly situated a short stroll from both the powdery quartz sands of Siesta Key Beach and the vibrant shops and restaurants of Siesta Key Village, this

  Curtis Ware KW COASTAL LIVING III

  135 Avenida Veneccia, Sarasota, FL 34242
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  /35

  $28,000,000 New Construction

  • 7 Beds
  • 9 Baths
  • 8,570 Sq Ft

  4050 Higel Ave, Siesta Key, FL 34242

  Pre-Construction. To be built. This unmatched luxury beach estate on direct gulf frontage will show sweeping ocean views, with its own private beach on Siesta Key. The upcoming iconic estate plan hosts resort-level amenities in its privately gated and tucked away property, which is being developed, built, and designed by M&J Pham Development. The stunning newly constructed home will have 16,547

  Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

  4050 Higel Ave, Siesta Key, FL 34242
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  /28

  $2,830,950 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,750 Sq Ft

  105 Island Cir, Sarasota, FL 34242

  Pre-Construction. To be built. Pre-Construction. To be built. IMAGINE a Custom Coastal Contemporary Home on Palm Island, Siesta Key. Picture a thoughtfully designed residence offering 2,750 sf of indoor living space and 3,467 sf of total indoor/outdoor space. E/M Custom Homes is renowned for their impeccable craftsmanship and modern coastal design creating a one-of-a-kind residence to be

  Linda Scheller COLDWELL BANKER REALTY

  105 Island Cir, Sarasota, FL 34242
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  /13

  $18,905,000 New Construction

  • 5 Beds
  • 9 Baths
  • 6,985 Sq Ft

  4214 Higel Ave, Sarasota, FL 34242

  Pre-Construction. To be built. Presenting an unparalleled opportunity to bring a world-class waterfront estate to life. 4214 Higel Avenue is one of only 7 estates on this ultra-exclusive stretch of Siesta Key boasting a private beach. Designed by Stofft-Cooney Architects in collaboration with Perrone Construction, this visionary concept offers the foundation for an extraordinary coastal

  Hailey Kendall WILLIAM RAVEIS REAL ESTATE

  4214 Higel Ave, Sarasota, FL 34242
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  /6

  $6,000,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,482 Sq Ft

  4644 Higel Ave, Sarasota, FL 34242

  Pre-Construction. To be built. Pre-Construction. To be built. Designed and developed by the renowned M&J Pham Development team, this residence is a masterpiece of innovative design and flawless craftsmanship, offering unparalleled luxury and coastal elegance at 4644 Higel Avenue, Sarasota. Nestled on a nearly 14,000-square-foot lot with 118 feet of prime canal frontage, this waterfront home

  Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

  4644 Higel Ave, Sarasota, FL 34242
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  /60

  $3,657,625 New Construction

  • 3 Beds
  • 4.5 Baths
  • 3,034 Sq Ft

  5103 Windward Ave, Sarasota, FL 34242

  Pre-Construction. To be built. Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white

  Karen Greco GRECO REAL ESTATE

  5103 Windward Ave, Sarasota, FL 34242
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  /44

  $2,800,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,970 Sq Ft

  6924 Bochi Cir, Sarasota, FL 34242

  Under Construction. **Short term promotional pricing, take advantage now while it's available!**Discover La Linda, an exclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in the highly sought-after Siesta Key, these elevated residences are crafted to the highest standards, featuring solid block construction on all levels,

  Jeremy Hartmark LPT REALTY, LLC

  6924 Bochi Cir, Sarasota, FL 34242
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  /6

  $3,250,000 New Construction

  • 4 Beds
  • 4 Baths
  • 3,146 Sq Ft

  4903 Commonwealth Dr, Siesta Key, FL 34242

  Pre-Construction. To be built. An opportunity to own a Custom Home on Siesta Key built by Nutter Custom Construction. Limited time during the pre-construction phase to influence selections. This beautifully designed Coastal Contemporary Home has 3200 sf of indoor living space and 5500 sf of total indoor/outdoor space with 3 balconies including outdoor kitchen and fantastic covered lanai. Inside

  Terence Nutter NCC PROPERTIES LLC

  4903 Commonwealth Dr, Siesta Key, FL 34242
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  /100

  $4,299,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 4.5 Baths
  • 3,996 Sq Ft

  603 Tremont St, Siesta Key, FL 34242

  Perfectly positioned in the heart of Siesta Key, this masterfully crafted new construction estate by M&J Pham Development epitomizes modern luxury and architectural brilliance, offering 3,996 square feet of exquisitely designed living space with 4 bedrooms and 4.5 bathrooms. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot

  Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

  603 Tremont St, Siesta Key, FL 34242
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  /13

  $6,270,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 5,400 Sq Ft

  44 Rockwell Ln, Sarasota, FL 34242

  Pre-Construction. To be built. WALK TO YOUR OWN PRIVATE BEACH!New construction on Sandy Hook.Inspirational photo only. Buyer may use our design, or work with our team for custom design requirements.Final Plans "must" be approved by Sandy Hook HOA.All rules to met and approved before construction begins.Call for all details. Many possibilities. 12 month build

  Joseph Russo COURTYARD MODERN

  44 Rockwell Ln, Sarasota, FL 34242
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  /18

  $29,995,000 New Construction

  • 7 Beds
  • 11 Baths
  • 13,035 Sq Ft

  3990 Higel Ave, Sarasota, FL 34242

  Under Construction. Welcome to 3990 Higel Avenue, set to be completed in early 2026 and can be offered fully furnished. Where architectural brilliance meets unrivaled luxury on Sarasota’s exclusive Gulf-front shores. 3990 Higel is 1 of 1. Having direct ocean frontage while having the ability to have your own private bock/lift. This 13,035 square-foot masterpiece is designed by the acclaimed DSDG

  Adnan Dedic COMPASS FLORIDA LLC

  3990 Higel Ave, Sarasota, FL 34242
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  /58

  $3,367,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,757 Sq Ft

  616 Mangrove Point Rd, Sarasota, FL 34242

  Pre-Construction. To be built. Island retreat meets waterfront luxury in this custom-built masterpiece by renowned builder Allegra Homes. Situated in an exclusive Siesta Key location, this "Laurie Coastal" floor plan offers an extraordinary 2,757 sq. ft. of open, bright living space. Designed with the utmost attention to detail, the home includes 3 spacious bedrooms, 3.5 baths, a study, and a

  Karen Greco GRECO REAL ESTATE

  616 Mangrove Point Rd, Sarasota, FL 34242
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  /12

  $1,950,000 New Construction

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

  5174 Sandy Cove Ave, Sarasota, FL 34242

  Pre-Construction. To be built. PLEASE READ Pre-Construction. This is your opportunity to take over this project in it's current condition. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Crafted by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship,

  Troy Jenkins REALTY EXECUTIVES GALLERY

  5174 Sandy Cove Ave, Sarasota, FL 34242
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  /4

  $5,399,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,007 Sq Ft

  4544 Woodside Rd, Sarasota, FL 34242

  Under Construction. Welcome to your dream home on Siesta Key! This home, crafted by the esteemed custom home builder Maglich Homes, boasts over 4,000 square feet of luxurious living space with an open floor plan designed to maximize natural light and showcase breathtaking canal views. Situated on the pristine Grand Canal, this exquisite residence offers unparalleled access to the water, with just

  Thomas Cail RE/MAX ALLIANCE GROUP

  4544 Woodside Rd, Sarasota, FL 34242
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  /37

  $8,500,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 6,206 Sq Ft

  89 Beach Rd Unit 202 & 203, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Experience luxury living at its finest in this breathtaking one-of-a-kind new construction condominium nestled directly on the pristine shores of world famous Siesta Beach. Spanning over 6200 square feet, this exclusive residence offers unparalleled opulence and panoramic views of the azure waters and fiery sunsets. Elegance meets convenience with a

  Thomas Cail RE/MAX ALLIANCE GROUP

  89 Beach Rd Unit 202 & 203, Sarasota, FL 34242
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  /9

  $4,985,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,132 Sq Ft

  558 Venice Ln, Sarasota, FL 34242

  Under Construction. –A luxury, Coastal Contemporary Home on Siesta Key. Welcome to your future coastal retreat, brought to life by Heritage Builders, an award-winning custom home builder known for excellence in design and craftsmanship. This stunning two-level waterfront residence on Siesta Key offers the pinnacle of luxury living, with 4,132 square feet of thoughtfully designed space, four

  Sara Boudarga HB REALTY GROUP INC.

  558 Venice Ln, Sarasota, FL 34242
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  /15

  $4,795,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,995 Sq Ft

  601 Tremont St, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Under Construction. Set in a hammock of old growth oak trees and mature landscaping, this masterpiece of a home sits on over 1/3 of an acre and is located on one of the most treasured streets on Siesta Key. It is just a short walk from The Out-of-Door Academy, minutes from the world-famous Siesta Key Village and another few blocks to our cherished

  Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

  601 Tremont St, Sarasota, FL 34242
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  /66

  $1,290,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  6480 Midnight Pass Rd Unit 211, Sarasota, FL 34242

  Rare, exquisitely curated beachfront condo on Siesta Key. This lightly used - meticulously cared for - end unit home has never been rented, although the community allows much desired weekly rentals generating healthy investment income. Located on Crescent Beach, known for its tranquil beach vibe, enjoy 300 feet of prime location deeded beach access with quartz-crystal, powder-soft fine white sand

  Suki Scollo COLDWELL BANKER REALTY

  6480 Midnight Pass Rd Unit 211, Sarasota, FL 34242
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  /59

  $1,175,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  6480 Midnight Pass Rd Unit 503, Sarasota, FL 34242

  Gulf Views, Poolside Charm & Prime Weekly Rental Potential on Siesta KeyWelcome to Siesta Breakers, your ticket to coastal living with incredible flexibility — whether you're looking for a high-performing short-term rental, a seasonal escape, or a place to call home year-round.This fully furnished bright and breezy 2-bedroom, 2-bath condo sits on the 5th floor of the north

  Josh Jankowski CORCORAN DWELLINGS REALTY

  6480 Midnight Pass Rd Unit 503, Sarasota, FL 34242
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  /23

  $3,950,000

  • Land
  • 0.52 Acre
  • $7,596,154 per Acre

  542 Freeling Dr, Sarasota, FL 34242

  Boating access and large lot opportunity. This rare 22,671 SF (.52 acres) lot on Siesta Key offers a unique opportunity to build your dream home in one of the most sought-after areas. Fit up to a 42-foot boat on the private dock, and boat off the canal into Roberts Bay. There is 170 ft of waterfront to enjoy. This property is a short drive past the north bridge, in a mature and developed luxe

  Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

  542 Freeling Dr, Sarasota, FL 34242
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  /11

  $879,900

  • 2 Beds
  • 2 Baths
  • 1,725 Sq Ft

  129 Pierson Ln, Sarasota, FL 34242

  Single family home on OVERSIZED LOT(over 2) in A+ Siesta Key location. Walk to Shell Beach in 5 minutes. This home sustained storm damage, has been gutted and is being sold as-is.

  William True TRUE REAL ESTATE INC

  129 Pierson Ln, Sarasota, FL 34242
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  /65

  $1,068,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242

  Siesta Breakers #311 – Turnkey Beachfront Condo with Income PotentialPrime opportunity to own a fully furnished 2-bedroom, 2-bathroom condo directly on Crescent Beach, Siesta Key—no roads to cross! Located in the sought-after Siesta Breakers community, this unit offers immediate rental income with transferable bookings and weekly rental allowance.Property Features:Direct beachfront

  Robert Bevington SHOWTIME REALTY

  6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242
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  /53

  $4,200,000

  • 4 Beds
  • 3 Baths
  • 3,471 Sq Ft

  1444 Ridgewood Ln, Sarasota, FL 34231

  Nestled along the pristine bay-front of Sarasota, this rare waterfront property offers an unparalleled opportunity for builders and investors alike. Boasting an impressive 255 feet of water frontage, this 4-bedroom, 3-bath home is perfectly positioned to capture breathtaking sunsets and panoramic bay views. Whether you choose to renovate the existing residence or create a custom luxury estate to

  Barbara Dumbaugh MICHAEL SAUNDERS & COMPANY

  1444 Ridgewood Ln, Sarasota, FL 34231
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  /9

  $1,998,000

  • 3 Beds
  • 3 Baths
  • 2,628 Sq Ft

  3721 Flamingo Ave, Sarasota, FL 34242

  Highly Motivated Sellers! Bring All Offers to rebuild your dream home in the exclusive community of Bay Island nestled on the Barrier Island of Siesta Key! Remodel, Rebuild or bring a development opportunity to desirable north Siesta Key. Bay Island is a true gem - this highly sought-after community of single-family neighborhoods on Siesta Key, offers unparalleled privacy and luxury. Great

  Sandra McCourtney FINE PROPERTIES

  3721 Flamingo Ave, Sarasota, FL 34242
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  /70

  $5,950,000

  • 4 Beds
  • 4.5 Baths
  • 6,827 Sq Ft

  749 Freeling Dr, Sarasota, FL 34242

  Experience coastal elegance and ultimate island living in this extraordinary gated waterfront estate, Casa della Fontana, the Fountain House. This home offers the ideal blend of luxury, privacy, and convenience on a tranquil street on Siesta Key's coveted north end. Just minutes from everything on and off the island, this residence is poised on a deep sailboat water bayou just off Sarasota Bay

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  749 Freeling Dr, Sarasota, FL 34242
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  /94

  $7,400,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,711 Sq Ft

  3550 Flamingo Ave, Sarasota, FL 34242

  READY FOR OCCUPANCY. CONSTRUCTION COMPLETED. LOWEST NEW CONSTRUCTION price on highly desirable North Siesta Key. Situated on 1/3 acre with 102 feet of wide canal waterfront and no bridges to the bay. The 4,711 square foot home is solid block construction on all levels. The house has been thoughtfully designed, maximizing privacy and use of space. The main level features a designer kitchen with an

  Barbara May MICHAEL SAUNDERS & COMPANY

  3550 Flamingo Ave, Sarasota, FL 34242

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