9,151

Siesta Key, FL Homes

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  • /31

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,652 Sq Ft

    755 Edgemere Ln, Sarasota, FL 34242

    One or more photo(s) has been virtually staged. Nestled in a tropical setting, this charming newly updated 3-bedroom 2-bath "beach retreat" located one mile from Siesta Key ‘s #1 ranked beach internationally …checks all the boxes! New roof, new doors & hurricane impact windows – check! Upon entering a fresh, airy feeling is welcoming. From the ceramic-tiled living room your eye travels beyond

    Ryan Ackerman COLDWELL BANKER REALTY

    755 Edgemere Ln, Sarasota, FL 34242
  • /22

    $7,200 per month

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

    1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242

    Relax in the spacious living area or enjoy a glass of wine on the lanai.This condo is turnkey furnished including washer /dryer and private garage. Guests are walking distance away from private beach access to Siesta Key's world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key!**Taxes and fees not included.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242
  • /2

    $3,995,000 Sold Mar 27, 2025

    • 4,974 Sq Ft
    • $803/SF
    • 4 Beds
    • 5.5 Baths
    • Built 1981

    5306 Siesta Cove Dr, Sarasota, FL 34242

    This elegant 5,000-square-foot waterfront home offers an exceptional blend of timeless style and modern functionality, with 4 en-suite bedrooms, 6 bathrooms, 2 home offices, 2 laundry rooms, and unmatched storage. A conforming home elevated to 10’ and recently remodeled (2023) with no detail overlooked, it exudes sophistication from the authentic copper lanterns outside to the finest-quality

    Nick Gard COLDWELL BANKER REALTY

    5306 Siesta Cove Dr, Sarasota, FL 34242
    • /41

      Est $1,280,011 Not Listed For Sale

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

      19 Whispering Sands Dr Unit 1005, Sarasota, FL 34242

      19 Whispering Sands Dr Unit 1005, Sarasota, FL 34242
  • /53

    $1,299,900

    • 2 Beds
    • 1.5 Baths
    • 725 Sq Ft

    643 Calle Del Otono, Sarasota, FL 34242

    Beachside Bliss – Just 100 Yards from Siesta Key!Dreaming of a beach retreat, an income-producing short-term rental, or the perfect combination of both? This fully renovated 2-bedroom coastal gem offers luxury, flexibility, and an unbeatable location—just steps (only 100 yards!) from the world-famous white sands of Siesta Key Beach.Step inside to discover a beautifully upgraded interior,

    Dennis Perkins CORAL BAY REALTY LLC

    643 Calle Del Otono, Sarasota, FL 34242
  • /24

    $9,300 per month

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

    1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242

    This fabulous two bedroom features the primary bedroom with a King bed and the guest with a queen bed. The spacious living area opens onto a tiled lanai surrounded with sliding windows/doors that can be opened or closed as desired. Enjoy your breakfast there in the morning sun or relax with a glass of wine as the sun sets.The condo is turnkey furnished including washer / dryer and private

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242
  • /2

    $2,260,000 Sold Mar 26, 2025

    • 3,677 Sq Ft
    • $615/SF
    • 9 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1961

    815 Paradise Way, Sarasota, FL 34242

    Luxury Waterfront Home on Siesta Key - Boater's and Entertainer's Paradise! Welcome to your dream waterfront retreat on Siesta Key! This stunning 4 bedroom, 3.5-bathroom home plus bonus room comes FULLY turnkey furnished ready to live in or make it an income earning vacation rental (monthly rentals allowed -some wall art is not included). There are 3 bedrooms on the main floor each with walk-in

    Doug Addeo COMMUNITY REALTY ASSOCIATES

    815 Paradise Way, Sarasota, FL 34242
    • /72

      Est $5,184,546 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 4,131 Sq Ft

      5119 Jungle Plum Rd, Sarasota, FL 34242

      5119 Jungle Plum Rd, Sarasota, FL 34242
  • /63

    $1,195,000

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

    19 Whispering Sands Dr Unit 805, Sarasota, FL 34242

    Welcome to Unit 805 at Whispering Sands – Your Gulf-Front Oasis AwaitsStep into paradise at Unit 805 in the North Tower of Whispering Sands, where the bright sands and shimmering aqua waters of the Gulf of Mexico are just outside your door. This beautifully turnkey-furnished 2-bedroom, 2-bath condo offers breathtaking, panoramic views from its 8th-floor balcony—balcony completion expected

    David Stasney COLDWELL BANKER REALTY

    19 Whispering Sands Dr Unit 805, Sarasota, FL 34242
  • /21

    $9,300 per month

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

    1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242

    This spacious, private and light-colored 2-bedroom/2-bathroom end unit has a lanai that overlooks a lake with frequent bird sightings. Walk right out to an inland waterway and fishing dock. A large, heated pool is just across from the unit. Beach accessories as well as fishing gear and bicycles are available in the private garage.THIS CONDO REQUIRES A TWO WEEK MINIMUM

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242
  • /2

    $1,200,000 Sold Mar 26, 2025

    • 3,017 Sq Ft
    • $398/SF
    • 24 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1977

    1225 S View Dr, Sarasota, FL 34242

    Welcome to Siesta Cove, a hidden tropical paradise with around 80 homes, just a breezy bike ride away from the world-famous Siesta Key Beach. Larger lots and no-cookie cutter feel here. For a buyer's convenience, this charming residence is offered furnished. Its tucked away from the road, enveloped by mature trees and lush landscaping, offering a serene retreat with its spacious rooms, soaring

    Pam Charron COMPASS FLORIDA LLC

    1225 S View Dr, Sarasota, FL 34242
    • /45

      Est $1,557,721 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,555 Sq Ft

      313 Beach Rd Unit 313S1, Sarasota, FL 34242

      313 Beach Rd Unit 313S1, Sarasota, FL 34242
  • /64

    $1,695,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,902 Sq Ft

    572 Commonwealth Ln, Sarasota, FL 34242

    INCREDIBLE VIEWS!.....INCREDIBLE ISLAND LOCATION!....INCREDIBLE INDOOR/OUTDOOR LIVING!....Turnkey Furnished & Located on a Quiet Cul-de-Sac street along the GRAND CANAL with Long Water Views ..... YOU will be "Wowed" by this 3 Bedroom/ 2 Bath Bright and Spacious Open Floor Plan that Seamlessly Flows to Over-Sized Screened Lanai with Heated Salt Water Pool--- Excellent for Entertaining as well as

    Michael A Martino KELLER WILLIAMS ON THE WATER S

    572 Commonwealth Ln, Sarasota, FL 34242
  • /27

    $12,000 per month

    • 3 Beds
    • 2 Baths
    • 1,495 Sq Ft
    • Condo for Rent

    1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242

    Enjoy your vacation on Siesta Key in this spacious three bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key.**Taxes and fees not included.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242
  • /2

    $520,000 Sold Mar 26, 2025

    • 975 Sq Ft
    • $533/SF
    • 36 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1974

    1048 W Peppertree Ln Unit 118B, Sarasota, FL 34242

    Prime second floor walkup, ready for you to enjoy the laid back Siesta Key lifestyle. Meticulously maintained by the current owners for the last 15 years. Warm neutral coastal decor, with an emphasis on preserving the mid-century modern Siesta Key beach vibe. Features include new fridge, range, microwave and dryer (2024). Hurricane grade window installed in 2019. Flatscreen TV's in living area

    Marc Rasmussen CORCORAN DWELLINGS REALTY

    1048 W Peppertree Ln Unit 118B, Sarasota, FL 34242
    • /49

      Est $1,502,111 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,520 Sq Ft

      308 Calle Miramar Unit 308S1, Sarasota, FL 34242

      308 Calle Miramar Unit 308S1, Sarasota, FL 34242
  • /72

    $4,799,000

    • 4 Beds
    • 4 Baths
    • 3,721 Sq Ft

    244 Cedar Park Cir, Sarasota, FL 34242

    Located in an exclusive enclave of multi-million-dollar homes, this custom residence offers a special combination of privacy, prestige, and move-in-ready waterfront living. Ideal for boating and car enthusiasts, this residence was completely updated in 2018 and is set on a beautifully landscaped 0.6-acre lot. Cedar Park owners can enjoy private beach access to a pristine beach overlooking Big

    Bev Murray BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

    244 Cedar Park Cir, Sarasota, FL 34242
  • /26

    $6,900 per month

    • 2 Beds
    • 1 Bath
    • 959 Sq Ft
    • Condo for Rent

    1204 Siesta Bayside Dr Unit 1204D, Sarasota, FL 34242

    This lovely well-maintained and upgraded condo in a gated community, is located on the ground floor and offers one bedroom plus an additional den furnished as a small guest bedroom. The condo is turnkey furnished including washer /dryer and private garage, an approximate 5-minute walk, via deeded, walking access across the street, to the #1 beach in the U.S.A., Siesta Key! Choose to enjoy two

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1204 Siesta Bayside Dr Unit 1204D, Sarasota, FL 34242
  • /2

    $300,000 Sold Mar 25, 2025

    • 975 Sq Ft
    • $308/SF
    • 4 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    6063 E Peppertree Way Unit 111, Sarasota, FL 34242

    Opportunity knocks in the highly sought-after Peppertree community on Siesta Key! This 2-bedroom, 2-bathroom condo boasts stunning views of the Intercoastal Waterway and is just a short walk to the world-famous Siesta Key Beach. Located minutes from the South Bridge, you’ll enjoy easy access to shopping, dining, and all the best island amenities. While the unit was affected by flooding during the

    Terri West MICHAEL SAUNDERS & COMPANY

    6063 E Peppertree Way Unit 111, Sarasota, FL 34242
    • /100

      Est $7,707,367 Not Listed For Sale

      • 6 Beds
      • 9 Baths
      • 8,615 Sq Ft

      4300 Higel Ave, Sarasota, FL 34242

      4300 Higel Ave, Sarasota, FL 34242
  • /25

    $1,895,000

    • 3 Beds
    • 2 Baths
    • 2,037 Sq Ft

    5880 Midnight Pass Rd Unit 207, Sarasota, FL 34242

    See this beautifully decorated three-bedroom home, at the top rated condominium, Casarina. Escape winter's gloom and embrace the sun-kissed shores of Siesta Key, America's number one beach. Go from your door onto the sugar white sands for sunset visits, invigorating swims, or lively tennis and pickleball matches. This rare three-bedroom condominium, ideal for year-round living or as a seasonal

    Maureen Morris PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5880 Midnight Pass Rd Unit 207, Sarasota, FL 34242
  • /36

    $9,300 per month

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

    1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242

    Spacious two bedroom/two full bathroom vacation rental at the Gulf and Bay Club Bayside. Private beach access – 5 minute walk. Tile floors throughout and completely re-decorated and furnished with many amenities for your family’s enjoyment. King bed in the master and two doubles in the guest room.*Taxes and fees not included.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242
  • /2

    $2,750,000 Sold Mar 25, 2025

    • 3,198 Sq Ft
    • $860/SF
    • 5 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1979

    5412 Siesta Cove Dr, Sarasota, FL 34242

    Set on 110+ feet of waterfront with an impressive 11’ elevation, this exceptional 4BR/3BA, 2-story home is in beautiful condition and is perfectly located in the highly sought-after Siesta Cove neighborhood. Offering peace of mind and luxury living directly on the Intracoastal Waterway in a quiet no-wake zone, the setting is idyllic, with abundant wildlife and frequent dolphin sightings

    Ryan Ackerman COLDWELL BANKER REALTY

    5412 Siesta Cove Dr, Sarasota, FL 34242
    • /68

      Est $572,941 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 900 Sq Ft

      1113 N Moonmist Ct Unit L3, Sarasota, FL 34242

      1113 N Moonmist Ct Unit L3, Sarasota, FL 34242
  • /40

    $1,249,900

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

    1280 Dolphin Bay Way Unit 204, Sarasota, FL 34242

    Enjoy one of the best views on Siesta Key ~ unobstructed direct WATER VIEWS of the Bay/Intercoastal from your large enclosed lanai with all impact glass doors! Have coffee on your own private brick patio with water views that leads right out to the dock/fishing pier. This 2 BEDROOM/DEN/2 BATH unit is in one of Siesta Key's best and newest complexes ~ Dolphin Bay. This updated unit has a large

    Tony Andrews ANDREWS & ASSOCIATES REALTY

    1280 Dolphin Bay Way Unit 204, Sarasota, FL 34242
  • /31

    $9,300 per month

    • 2 Beds
    • 2 Baths
    • 1,130 Sq Ft
    • Condo for Rent

    1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242

    Relax in this spacious two bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private, walking beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key*Taxes and fees not included.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242
  • /2

    $1,295,000 Sold Mar 24, 2025

    • 1,009 Sq Ft
    • $1283/SF
    • 11 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1968

    6312 Midnight Pass Rd Unit 301S, Sarasota, FL 34242

    Don’t miss this one. Crescent Arms direct gulf front unit. This unit has a 180 degree view of beautiful Crescent Beach. This unit has been updated completely and the rental numbers reflect it. Two bedrooms Two bath split plan offers complete privacy to all guests. Large family room with fabulous views of the gulf. This unit comes equipped with Hurricane protective doors and was untouched by the

    Tom Ward WATERSIDE REALTY LLC

    6312 Midnight Pass Rd Unit 301S, Sarasota, FL 34242
    • /26

      Est $549,246 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 728 Sq Ft

      6154 Midnight Pass Rd Unit 1, Sarasota, FL 34242

      6154 Midnight Pass Rd Unit 1, Sarasota, FL 34242
  • /24

    $459,000

    • 1 Bed
    • 1 Bath
    • 748 Sq Ft

    6157 Midnight Pass Rd Unit E73, Sarasota, FL 34242

    STEPS TO SIESTA KEY BEACH ** RENOVATED, MODERN CHIC DECOR including TURNKEY FURNISHINGS ** ESTABLISHED RENTAL HISTORY with EXCELLENT CASH FLOW ** This 1 bedroom, 1 bath unit is one of the most charming residences on Siesta Key. Nestled in a private corner of building "E" in Bay Oaks, you will love the peaceful, boutique energy of this property. Wood looking vinyl floor provides low maintenance,

    Justin Shirley SHIRLEY INTERNATIONAL REALTY

    6157 Midnight Pass Rd Unit E73, Sarasota, FL 34242
  • /30

    $7,000 per month

    • 2 Beds
    • 1 Bath
    • 959 Sq Ft
    • Condo for Rent

    1360 Siesta Bayside Dr, Sarasota, FL 34242

    This fabulous one bedroom, plus a full sleep-in den, provides additional space for a quiet sitting room or a guest retreat. Relax in the spacious living area or enjoy a glass of wine on the lanai.The condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private beach access to Siesta Key's world- renowned white sandy beach on the

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1360 Siesta Bayside Dr, Sarasota, FL 34242
  • /2

    $1,000,000 Sold Mar 24, 2025

    • 1,271 Sq Ft
    • $787/SF
    • 46 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1970

    6300 Midnight Pass Rd Unit 810, Sarasota, FL 34242

    Ten stack of Crystal Sands on the 8th floor overlooking Crescent Beach on Siesta Key! Original owner, this unit was never rented as an income property. Partially updated over the years, this unit is a blank canvas ready for your vision and beach-inspired design. Onsite management available with a two week minimum. Crystal Sands offers private beach access, two heated swimming pool, and

    Rudy Dudon MICHAEL SAUNDERS & COMPANY

    6300 Midnight Pass Rd Unit 810, Sarasota, FL 34242
    • /72

      Est $471,637 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 748 Sq Ft

      6157 Midnight Pass Rd Unit E75, Sarasota, FL 34242

      6157 Midnight Pass Rd Unit E75, Sarasota, FL 34242
  • /39

    $495,000 Open Sun 12PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft

    5669 Midnight Pass Rd Unit 308, Sarasota, FL 34242

    Welcome to your own slice of paradise on stunning Siesta Key! This turnkey-furnished 2-bedroom, 2-bathroom condo is perfectly situated in the sought-after White Sands Village—just 367 steps from the world-renowned Siesta Key Beach, proudly ranked the #1 beach in the U.S. Whether you're seeking a full-time residence, a sun-soaked vacation getaway, or a high-performing income property, this condo

    David Anthony MICHAEL SAUNDERS & COMPANY

    5669 Midnight Pass Rd Unit 308, Sarasota, FL 34242
  • /31

    $9,300 per month

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

    1269 Siesta Bayside Dr Unit 1269-C, Sarasota, FL 34242

    Deeded Walking Access Directly to the Beach!New on the rental program - Beautifully updated 2-bedroom near the pool, tennis courts and path to the beach! Please be one of our first Guests!The moment you arrive at Gulf & Bay Club Bayside, you’ll appreciate the beauty, serenity, and charm of this "Key West” style village. Located on the bay across the street from world-famous Siesta

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1269 Siesta Bayside Dr Unit 1269-C, Sarasota, FL 34242
  • /2

    $1,350,000 Sold Mar 18, 2025

    • 1,258 Sq Ft
    • $1073/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 1949

    5448 Avenida Del Mare, Sarasota, FL 34242

    - Canal front, mangrove lined 100 ft. on the Grand Canal.- 2 buildable lots of record according to Sarasota County- Opportunity to build beautiful waterfront home or develop 2 waterfront homes on separate lots.- Short stroll to the Crystal sands of Siesta Key Beach and Siesta Key Village- Cottage has water damage from recent storms- Property being sold for Land Value

    Constantine Stratos COLDWELL BANKER REALTY

    5448 Avenida Del Mare, Sarasota, FL 34242
    • /17

      Est $458,542 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 748 Sq Ft

      6157 Midnight Pass Rd Unit E73, Sarasota, FL 34242

      6157 Midnight Pass Rd Unit E73, Sarasota, FL 34242
  • /51

    $525,000

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft

    5681 Midnight Pass Rd Unit 104, Sarasota, FL 34242

    Welcome to your relaxation destination- White Sands Village- located across from Tripadvisor's #1 RATED BEACH IN THE U.S. AND #4 IN THE WORLD- SIESTA BEACH! Let the cool quartz white powder sand and clear water soothe your soul. This comfortable 1,012 sqft, TURN KEY FURNISHED, 2 bedroom/ 2 bath condo has recently been refreshed by a professional designer. The UPDATED, opened up kitchen features

    Rachelle Tirey PREFERRED SHORE LLC

    5681 Midnight Pass Rd Unit 104, Sarasota, FL 34242
  • /38

    $9,350 per month

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

    Unlisted Address

    Make yourself at home in our spacious two bedroom, two bath second floor condo located at the beautiful Gulf and Bay Club Bayside. The Key West style cluster buildings afford you a quiet residential feel while you are just a short walk to the powdery white quartz sand of the world famous Siesta Key/Crescent Beach.New to the rental program, our condo has previously been owner occupied and

    Andy Moore GULF COAST REALTY & MANAGEMENT

    Unlisted Address
  • /2

    $2,210,000 Sold Mar 17, 2025

    • 3,889 Sq Ft
    • $568/SF
    • 18 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1979

    5235 Siesta Cove Dr, Sarasota, FL 34242

    You will absolutely fall in love with this carefully curated masterpiece on Siesta Key! Nestled in the coveted Siesta Cove neighborhood, this stunning, fully renovated home offers a rare blend of old Florida charm and modern luxury. Situated just half a mile from Siesta Beach, this exceptional residence rests on nearly half an acre, adorned with majestic live oak trees, creating a serene and

    Jen Topjun COLDWELL BANKER REALTY

    5235 Siesta Cove Dr, Sarasota, FL 34242
    • /31

      Est $573,967 Not Listed For Sale

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

      6157 Midnight Pass Rd Unit E35, Sarasota, FL 34242

      6157 Midnight Pass Rd Unit E35, Sarasota, FL 34242

Showing Results 281 - 320, Page 8 of 18

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