27

Siesta Key, FL Open Houses

Section Image Section Image
  • /55

    $374,900 Open Sat 2PM - 4PM

    • 1 Bed
    • 2 Baths
    • 780 Sq Ft

    1350 N Portofino Dr Unit 107, Sarasota, FL 34242

    SIESTA HARBOR...55+...BEAUTIFUL CANAL & Intercoastal Water Way VISTAS with boats slowly IDILYING By and YOU HAVE BEACH ACCESS. BRING YOUR BOAT up to 30' because it only costs $1,000 ANNUALLY to berth your boat at your home! BUT WAIT till you see this TOTALLY RENOVATED BEAUTIFUL 1 bedroom 2 full bathroom condo! NEW, NEW, NEW...everything is new...Ceramic tile flooring, baseboards, interior doors &

    Agent Photo

    Scotty Ledford

    VUE REALTY, LLC

    (941) 207-7524

    1350 N Portofino Dr Unit 107, Sarasota, FL 34242
  • /75

    $2,450,000 Open Sat 1:30PM - 4PM

    • 3 Beds
    • 2 Baths
    • 2,276 Sq Ft

    4508 Woodside Rd, Sarasota, FL 34242

    Luxury Waterfront Living - Now Priced to Move Welcome to 4508 Woodside Rd., a true boater’s paradise on Siesta Key offering privacy, deep-water access, and refined coastal living. Positioned on one of the island’s deepest canals, this exceptional waterfront property provides quick access to the Intracoastal Waterway and Sarasota Bay, featuring 95 feet of waterfrontage and a 75-foot dock designed

    Derek Edwards KELLER WILLIAMS ON THE WATER S

    4508 Woodside Rd, Sarasota, FL 34242
  • /73

    $5,985,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 7 Baths
    • 6,928 Sq Ft

    5132 Jungle Plum Rd, Sarasota, FL 34242

    Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm

    Joel Schemmel DOUGLAS ELLIMAN

    5132 Jungle Plum Rd, Sarasota, FL 34242
  • /50

    $2,200,000 Open Sat 12AM - 3PM

    • 4 Beds
    • 2 Baths
    • 2,073 Sq Ft

    589 Commonwealth Ln, Sarasota, FL 34242

    Welcome to your canal front pool home on beautiful Siesta Key. It is a 4 bedroom,2 full bathroom home on approximately .24 acres (10,623 sq ft).It was built in 1972 and now rebuilt in 2026. The house is 2,154 sq ft under air with a 2 car garage which is 462 sq ft. There are brand new Champion windows and sliders,throughout all hurricane impact resistant. The new HVAC system was put in in 2024,

    June Mceleavy PREMIER PLUS REALTY

    589 Commonwealth Ln, Sarasota, FL 34242
  • /60

    $3,850,000 Open Sat 1PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 3,122 Sq Ft

    5263 Avenida de Cortez, Sarasota, FL 34242

    Welcome to a residence where inspired design meets the effortless elegance of Island living. Tucked away on the tranquil side of the Siesta Key Village, this extraordinary home places you at the heart of it all while having it all. With World-renowned beaches and the charming village just steps away... you truly can not beat the location. This 4 bedroom, 3100 sq.ft. home boasts a private boat

    Jessica Hoffman COLDWELL BANKER REALTY

    5263 Avenida de Cortez, Sarasota, FL 34242
  • /79

    $2,175,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,798 Sq Ft

    6140 Midnight Pass Rd Unit 401, Sarasota, FL 34242

    Full west-facing gulf and beach views from this exquisitely designed 3-bedroom condo on Siesta Key’s famed Crescent Beach. This highly desirable end-unit has views from Point of Rocks to the north end of Siesta Key Beach. Never miss a sunset from this turnkey-furnished, move in ready home. No expense was spared in creating this seaside oasis. The original space was reconfigured to add a 3rd

    Suki Scollo COLDWELL BANKER REALTY

    6140 Midnight Pass Rd Unit 401, Sarasota, FL 34242
  • /61

    $1,395,000 Open Sun 12PM - 2PM

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

    20 Whispering Sands Dr Unit 1102, Sarasota, FL 34242

    GET READY to experience breathtaking GULF-FRONT views unlike any other at this price! Completely remodeled with meticulous attention to detail, this exceptional two-bed, two-bath condo offers refined coastal living in one of Siesta Key’s most desirable areas...the heart of world-famous Siesta Key Village. From the moment you enter, panoramic Gulf views immediately capture your attention.

    Christa Spalding COLDWELL BANKER REALTY

    20 Whispering Sands Dr Unit 1102, Sarasota, FL 34242
  • /34

    $1,250,000 Open Sat 12PM - 2PM

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

    5400 Ocean Blvd Unit 6-4, Sarasota, FL 34242

    One or more photo(s) has been virtually staged. MAJOR PRICE REDUCTION! The lowest-priced 2-bedroom residence at Beach Terrace in over 8 years—this is the opportunity of the decade! Welcome to one of Siesta Key's most desirable addresses. This exceptional corner residence offers direct Gulf of Mexico frontage, perfectly positioned at the end of the village where luxury meets convenience. Prepare

    Mickey Kiernan MICHAEL SAUNDERS & COMPANY

    5400 Ocean Blvd Unit 6-4, Sarasota, FL 34242
  • /53

    $1,699,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,204 Sq Ft

    6144 Midnight Pass Rd Unit 2N, Sarasota, FL 34242

    It's all about THE VIEW and the Direct Beach Access!!! This first floor condominium has a Full Gulf View from the living room and glassed-in lanai. The water views are amazing, and the sunsets are gorgeous! You will walk out your front door right down to the sand to enjoy the warm Gulf water in minutes. There was no water intrusion and no water damage to this unit in past storms, as there are

    Susan Keal MICHAEL SAUNDERS & COMPANY

    6144 Midnight Pass Rd Unit 2N, Sarasota, FL 34242
  • /92

    $4,649,900 Open Sun 1PM - 4PM

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

    558 Venice Ln, Sarasota, FL 34242

    Newly completed and move-in ready, this Coastal Contemporary waterfront residence on Siesta Key by award-winning Heritage Builders offers 4,132 sq ft with 5 bedrooms, 4.5 baths, a private study, loft, and elevator—perfectly blending luxury, functionality, and coastal living. The main level features white oak wood floors, soaring beamed ceilings, and a bright open-concept layout designed for both

    Andrew Haddad COMPASS FLORIDA LLC

    558 Venice Ln, Sarasota, FL 34242
  • /74

    $1,190,000 Open Sat 2PM - 5PM

    • 2 Beds
    • 2 Baths
    • 1,263 Sq Ft

    6266 Midnight Pass Rd Unit 404, Sarasota, FL 34242

    RARELY AVAILABLE INCOME PRODUCING EXCELSIOR GULF FRONT UNIT This large unit has been completely updated and renovated with Impact windows and new HVAC in 2025, Upgraded kitchen and all appliances, plantation shutters, and Hunter Douglas window shades, in-unit washer/dryer, custom tile throughout, tastefully appointed with fine furnishings and all the accoutrements for the Siesta Beach lifestyle.

    Bob Stahlschmidt II BRIGHT REALTY

    6266 Midnight Pass Rd Unit 404, Sarasota, FL 34242
  • /64

    $1,500,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,840 Sq Ft

    1280 Dolphin Bay Way Unit 504, Sarasota, FL 34242

    At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island

    Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1280 Dolphin Bay Way Unit 504, Sarasota, FL 34242
  • /89

    $1,350,000 Open Sun 12PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,334 Sq Ft

    5920 Midnight Pass Rd Unit 1003, Sarasota, FL 34242

    Great Opportunity at Sarasota Surf & Racquet Club!! Beautifully turn-key furnished 2BR/2BA condo with a split bedroom floorplan for privacy in Tower 10 Unit 3 right on the beach with a gorgeous view of the Gulf and the beautiful quartz sand beach and shoreline. The onsite rental management team takes care of your investment. You use it when you want and enjoy the great revenue stream coming your

    Jay Mitchell COLDWELL BANKER REALTY

    5920 Midnight Pass Rd Unit 1003, Sarasota, FL 34242
  • /58

    $1,225,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,521 Sq Ft

    6140 Midnight Pass Rd Unit 603, Sarasota, FL 34242

    Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length

    Suki Scollo COLDWELL BANKER REALTY

    6140 Midnight Pass Rd Unit 603, Sarasota, FL 34242
  • /40

    $690,000 Open Sat 12PM - 2PM

    • 1 Bed
    • 1 Bath
    • 522 Sq Ft

    5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242

    BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home,

    Mickey Kiernan MICHAEL SAUNDERS & COMPANY

    5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242
  • /58

    $1,870,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,838 Sq Ft

    5334 Calle Florida, Sarasota, FL 34242

    Fantastic opportunity to own a unique home on Palm Island, in this exceptional Siesta Key residence, ideally located at 5334 Calle Florida. Situated on a large lot and elevated approximately 10 feet above sea level, the main home has never flooded during any storms, offering peace of mind along with island luxury. This 4-bedroom, 3-bathroom home features 2,838 square feet of thoughtfully designed

    Niall Phelan LPT REALTY, LLC

    5334 Calle Florida, Sarasota, FL 34242
  • /37

    $1,390,000 Open Sat 1PM - 4PM

    • 3 Beds
    • 3 Baths
    • 2,090 Sq Ft

    4939 Commonwealth Dr, Sarasota, FL 34242

    You can bike to the beach from this fully renovated coastal contemporary home in a highly desirable Siesta Key community just minutes from world-famous Siesta Key Beach. Ideal as a primary residence, second home, rental investment, or multigenerational property with private in-law suite. Upstairs offers 2BR/2BA with soaring ceilings, abundant natural light, and open-concept living. Downstairs

    Jessica Hoffman COLDWELL BANKER REALTY

    4939 Commonwealth Dr, Sarasota, FL 34242
  • /76

    $774,900 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,334 Sq Ft

    1218 Moonmist Cir Unit S2, Sarasota, FL 34242

    Welcome to your New Home, minutes from the world-renowned Siesta Key Beach, consistently ranked as one of the #1 beaches in the U.S famous for its powdery white quartz sand and crystal-clear Gulf waters. This impeccably remodeled turnkey furnished home offers an exceptional opportunity to enjoy the best of coastal living within the charming Polynesian Gardens community.This, home offers a

    Jayne Appleyard EXP REALTY LLC

    1218 Moonmist Cir Unit S2, Sarasota, FL 34242
  • /62

    $775,000 Open Sat 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft

    6204 Midnight Pass Rd Unit 205, Sarasota, FL 34242

    Welcome to your slice of paradise at Siesta Dunes Beach Community. This beautifully maintained 2-bedroom, 2-bath end-unit is located on the second floor and is offered turnkey furnished, making it ideal as a vacation getaway, investment property, or full-time residence. Being an end unit, the condo is filled with extra natural light and offers a charming peek-a-boo ocean view to remind you just

    Christine Green COLDWELL BANKER REALTY

    6204 Midnight Pass Rd Unit 205, Sarasota, FL 34242
  • /54

    $874,000 Open Sat 12PM - 2PM

    • 1 Bed
    • 1 Bath
    • 928 Sq Ft

    5400 Ocean Blvd Unit 9-4, Sarasota, FL 34242

    Rarely does an opportunity like this emerge on Siesta Key — priced below the last comparable 1-bedroom sale and reduced over $120,000, this is value that simply cannot be ignored. Welcome to Beach Terrace, one of Siesta Key's most sought-after Gulf-front addresses. Nestled at the end of the village in a gated community with direct Gulf frontage, this exceptional corner residence delivers the

    Mickey Kiernan MICHAEL SAUNDERS & COMPANY

    5400 Ocean Blvd Unit 9-4, Sarasota, FL 34242
  • /36

    $625,000 Open Sat 1AM - 3PM

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    137 Avenida Messina Unit 3, Sarasota, FL 34242

    Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to theSiesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastalescape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the

    Jackie Eberley COLDWELL BANKER REALTY

    137 Avenida Messina Unit 3, Sarasota, FL 34242
  • /54

    $1,450,000 Open Sat 10AM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 2,802 Sq Ft

    5201 Avenida Del Mare, Sarasota, FL 34242

    WELCOME to one of Siesta Key's hidden gems. From this Key West style home, you can walk or bike ride to the soft, quartz sands of Siesta Beach or the quaint Siesta Village in minutes. This exceptional home offers high end finishes throughout. The native yard features beach sunflowers and other native plants and shrubs.The front door entrance invites you into the main level with an easy flow

    Mary Kassen PREFERRED SHORE LLC

    5201 Avenida Del Mare, Sarasota, FL 34242
  • /78

    $2,450,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,940 Sq Ft

    6140 Midnight Pass Rd Unit 904, Sarasota, FL 34242

    Experience the pinnacle of island living in this 9th-floor, west-facing penthouse offering sweeping, unobstructed Gulf and Crescent Beach views from Point of Rocks to iconic Siesta Beach, where nightly sunsets paint the sky. Perfectly positioned above Siesta Key’s crystal-white sands, this spacious residence features 2 bedrooms and 2 baths with the rare opportunity to expand to a third bedroom

    Suki Scollo COLDWELL BANKER REALTY

    6140 Midnight Pass Rd Unit 904, Sarasota, FL 34242
  • /91

    $1,775,000 Open House 5/17

    • 3 Beds
    • 3 Baths
    • 1,788 Sq Ft

    5507 Contento Dr, Sarasota, FL 34242

    A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished with a few exceptions. The heated pool

    Livya Hament PREFERRED SHORE LLC

    5507 Contento Dr, Sarasota, FL 34242
  • /99

    $3,690,000 Open Sat 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 epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step inside, you are greeted

    Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

    603 Tremont St, Siesta Key, FL 34242
  • /80

    $1,895,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,798 Sq Ft

    6140 Midnight Pass Rd Unit 501, Sarasota, FL 34242

    Spacious and inviting, this TRUE 3-bedroom, 5th-floor end-unit condominium is located directly on Siesta Key’s world-renowned quartz crystal sand beach and offers sweeping west-facing Gulf and Crescent Beach views from Point of Rocks to northern Siesta Key. Enjoy water views from every room in this updated, move-in-ready residence that comes fully turnkey furnished—just bring your suitcase and

    Suki Scollo COLDWELL BANKER REALTY

    6140 Midnight Pass Rd Unit 501, Sarasota, FL 34242
  • /3

    $815,000 Open Sat 11AM - 6PM

    • 4 Beds
    • 2.5 Baths
    • 1,702 Sq Ft

    144 Garden Ln, Sarasota, FL 34242

    Exceptional opportunity on the highly sought-after North end of Siesta Key, just steps from Shell Beach. This property offers a prime location less than a block to the Gulf, with convenient access on and off the island via the North bridge. Located only 3 miles to Siesta Key’s world-renowned Main Beach, and under 15 minutes to the vibrant dining, shopping, and cultural scene of downtown

    Shane O'Neill COLDWELL BANKER REALTY

    144 Garden Ln, Sarasota, FL 34242

Home Trends in Siesta Key, FL

Housing Trends

Median Sale Price
$1,985,000
Median Single Family Sale Price
$3,325,000
Median 1 Bedroom Sale Price
$575,000
Average Price Per Sq Ft
$888
Number of Homes for Sale
8
Last 12 months Home Sales
4
Months of Supply
24.00
Median List Price
$3,325,000
Median Change From 1st List Price
33%
Median Home Sale Price YoY Change
-25%
How to Buy a Home How to Finance a Home How to Sell a Home