25

Siesta Key, FL Condos for Sale under $500,000

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  • /53

    $475,000

    • 1 Bed
    • 1 Bath
    • 845 Sq Ft

    1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242

    Welcome to the world-famous Siesta Key! Now available a second-floor one-bedroom, one-bath condominium in the desirable Gulf and Bay Club Bayside. This particular condo had zero flood or storm damage. This home is just waiting for your personal touch! Enjoy direct deeded beach access just across the street to Siesta Key Beach and live a true resort-style life with wonderful amenities at your

    Agent Photo

    Jessica Ross, PA

    COLDWELL BANKER REALTY

    (941) 292-2778

    1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242
  • /44

    $419,000

    • 1 Bed
    • 1 Bath
    • 820 Sq Ft

    4822 Ocean Blvd Unit 11E, Sarasota, FL 34242

    11th-floor Gulf views, Siesta Key Beach right down the road, and a price point that gives you real upside. This the kind of condo/value comination people hope for. The unit has modest finishes as it sits, but the real play here is the value. You get a front-row seat to the Gulf, a private balcony for sunsets every night, and the chance to update it the way you want without paying a premium for

    Nathan Shirk EXP REALTY LLC

    4822 Ocean Blvd Unit 11E, Sarasota, FL 34242
  • /93

    $499,000

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

    225 Hourglass Way Unit 303, Sarasota, FL 34242

    3RD FLOOR FLOODPROOF CORNER UNIT TOP FLOOR PENTHOUSE PRIVATE BEACH RESORT APPROX.1,665 sf. The Treehouse at Beautiful Whispering Sands Siesta Key the World's Finest White Sand Beach. This is a unique opportunity to own a rare corner unit on the green belt Not a Parking Lot View, double Lanai flood proof no damage from Hurricanes. The breeze you get going through this condo is incredible, also

    Jonathan Minerick HOMECOIN.COM

    225 Hourglass Way Unit 303, Sarasota, FL 34242
  • /39

    $499,900

    • 1 Bed
    • 1 Bath
    • 835 Sq Ft

    5855 Midnight Pass Rd Unit 333, Sarasota, FL 34242

    THE VIEW, THE VIEW, Location, Location. This is IT! RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED, IMPRESSIVE ENTRANCE WITH WATERFALL, WALK INTO THE LUXURY APPOINTED HUGE FOYER--TURN KEY INCOME GENERATING VACATION HOME! STUNNINGLY SELECTED AND DESIGNED UNIT OVERLOOKING THE POOL AND VIEW OF INTRACOASTAL WATERWAY---DESIRABLE 2 WEEK RENTAL WHEN YOURE NOT HERE,

    Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC

    5855 Midnight Pass Rd Unit 333, Sarasota, FL 34242
  • /53

    $415,000

    • 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
  • /47

    $425,000

    • 2 Beds
    • 2 Baths
    • 929 Sq Ft

    1300 N Portofino Dr Unit 206, Sarasota, FL 34242

    Experience the best of waterfront living in this beautifully updated and fully furnished second-floor condo in the highly sought-after Siesta Harbor community. This TURNKEY 2-bedroom, 2-bath residence offers stunning canal and marina views and a prime location just steps from direct beach access across the street through Crescent Arms. Immaculately maintained and move-in ready, the condo features

    David Anthony MICHAEL SAUNDERS & COMPANY

    1300 N Portofino Dr Unit 206, Sarasota, FL 34242
  • /59

    $412,000

    • 1 Bed
    • 1 Bath
    • 522 Sq Ft

    5955 Midnight Pass Rd Unit 4E, Sarasota, FL 34242

    *Seller Financing Available* An exceptional opportunity awaits in Sea Club II, one of the limited Siesta Key communities permitting nightly rentals—positioning this residence as a prime option for short-term revenue potential. This ground-level one-bedroom, one-bath condo comes fully furnished and has a proven record of performance, grossing over $50,000 annually in rental income. Designed for

    Taylor Thompson WILLIAM RAVEIS REAL ESTATE

    5955 Midnight Pass Rd Unit 4E, Sarasota, FL 34242
  • /76

    $419,900

    • 2 Beds
    • 2 Baths
    • 929 Sq Ft

    1257 S Portofino Dr Unit 307, Sarasota, FL 34242

    PRICED TO SELL! LOWEST PRICE RENOVATED 2 bedroom 2 bath condo is Siesta Harbor! So many upgrades, granite counters, stainless appliances, ceramic tile, impact sliders, turnkey Furnished! Water views from the living room, main bedroom and lanai, screened in lanai, great active clubhouse, heated pool, outdoor spa, out door shower, shuffleboard, barbecue area and outdoor shower. Private Beach access

    Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

    1257 S Portofino Dr Unit 307, Sarasota, FL 34242
  • /40

    $469,900

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

    5661 Midnight Pass Rd Unit 401, Sarasota, FL 34242

    Welcome to coastal living at its best in White Sands Village, a desirable waterfront community ideally located in the middle of Siesta Key and 1 mile from The Village. This charming 2-bedroom, 2-bath end-unit condominium (no flood damage), offering added peace of mind and ease of ownership. The community is surrounded by lush tropical landscaping and features a clubhouse and sparkling community

    Lisa Blakeney COLDWELL BANKER REALTY

    5661 Midnight Pass Rd Unit 401, Sarasota, FL 34242
  • /28

    $480,000

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

    Unlisted Address

    Welcome to the World-famous Siesta Key Beach. Come check out This well maintained 2-bedroom 2 bath move in ready condo at Whitesands Village across the street from the public beach! Looking to enjoy living the beach lifestyle in Paradise at a great price. This property offers a heated swimming pool, sauna, nice club house, grills. Pet friendly! Siesta Key offers volleyball, pickle ball, yoga on

    Terry Millett GULF SHORES REALTY & RENTALS

    Unlisted Address
  • /29

    $499,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    5855 Midnight Pass Rd Unit 227, Sarasota, FL 34242

    Have you been searching for your own slice of tropical paradise on Siesta Key? Look no further than this pet-friendly, 2-bedroom, 2-bathroom residence in the perfectly located Harbor Towers Yacht & Racquet Club. This updated home feels fresh and inviting with new luxury vinyl wood-plank style flooring and brand-new hurricane impact-resistant windows for total peace of mind. Harbor Towers is a

    Steven Weiss REDFIN CORPORATION

    5855 Midnight Pass Rd Unit 227, Sarasota, FL 34242
  • /47

    $429,000

    • 1 Bed
    • 1 Bath
    • 952 Sq Ft

    1214 Moonmist Cir Unit S-01S, Sarasota, FL 34242

    Totally renovated and updated villa with one bedroom and one full bath plus a bonus room and a large glassed-in lanai. This property is located in beautiful Polynesian Gardens close to the community pool and clubhouse. Extra-large great room and primary bedroom. Bonus room large enough for a queen size bed. Extra-large glassed-in lanai. New appliances, new kitchen cabinets, new tile floors

    Helene Hyland COLDWELL BANKER REALTY

    1214 Moonmist Cir Unit S-01S, Sarasota, FL 34242
  • /68

    $495,000

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

    101 Whispering Sands Dr Unit 107, Sarasota, FL 34242

    One or more photo(s) has been virtually staged. Affordable GULF FRONT living! This is the BEST PRICED CONDO in Whispering Sands. Welcome to this recently updated 2 bed/2 bath, DOUBLE LANAI CORNER unit nestled in the southwest corner of the popular Tropic View building, the Whispering Sands midrise closest to the Gulf and 800' of private beach. The freshly painted interior features NEW luxury

    Harriet Stopher COLDWELL BANKER REALTY

    101 Whispering Sands Dr Unit 107, Sarasota, FL 34242
  • /49

    $445,000

    • 1 Bed
    • 1 Bath
    • 748 Sq Ft

    6157 Midnight Pass Rd Unit E23, Sarasota, FL 34242

    **** BIG PRICE REDUCTION *** MOTIVATED SELLER ****Live the Siesta Key lifestyle — right across the street from world-famous SIESTA BEACH—with the added bonus of SHORT-TERM rental / AIRBNB use for maximum flexibility and income potential 1-week rentals allowed and a rental program already in place). This RENOVATED condo is offered FULLY FURNISHED and turnkey, making it easy to enjoy immediately or

    Kathy VanDorne PREFERRED SHORE LLC

    6157 Midnight Pass Rd Unit E23, Sarasota, FL 34242
  • /60

    $425,000

    • 1 Bed
    • 1 Bath
    • 656 Sq Ft

    117 Pass Key Rd Unit 117, Sarasota, FL 34242

    One or more photo(s) has been virtually staged. Enjoy the best of Siesta Key living in beautiful Sandy Cove 3, an intimate and highly desirable community of just 16 units with a heated pool and exceptional Gulf-side amenities. This fully renovated 1-bedroom, 1-bath residence features all-new stainless-steel appliances, wood cabinetry, quartz countertops, a new bathroom vanity, an updated shower,

    Tim Yocum, Sr COLDWELL BANKER REALTY

    117 Pass Key Rd Unit 117, Sarasota, FL 34242
  • /93

    $500,000

    • 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. GREAT PRICE IMPROVEMENT! 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

    Harriet Stopher COLDWELL BANKER REALTY

    225 Hourglass Way Unit 103, Sarasota, FL 34242
  • /44

    $474,000

    • 1 Bed
    • 1 Bath
    • 748 Sq Ft

    6157 Midnight Pass Rd Unit E24, Sarasota, FL 34242

    Elevated Living on the 4th Floor! Discover this well appointed 1-bedroom, 1-bath condo just minutes from the world-renowned Siesta Key Beach. This TURN KEY residence offers the ideal blend of relaxed Florida living and exceptional value. Step into a bright and airy space where natural light pours into the east-facing screened balcony, overlooking lush tropical landscaping. The interior features

    Ingrid Caruso COLDWELL BANKER REALTY

    6157 Midnight Pass Rd Unit E24, Sarasota, FL 34242
  • /61

    $420,000

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

    6157 Midnight Pass Rd Unit E63, Sarasota, FL 34242

    Secure This Siesta Key Condo Before it's gone! Priced to sell and ready to rent! Don’t wait - own a turnkey 2-bedroom, 2-bath condo in the highly desirable Bay Oaks community. Just minutes from the world-famous white sands of Siesta Key Beach. With weekly rentals allowed, this condo is perfect for a vacation getaway, short-term rentals, your personal island retreat, or full-time Florida living.

    Greg Hudson COLDWELL BANKER REALTY

    6157 Midnight Pass Rd Unit E63, Sarasota, FL 34242
  • /52

    $499,000

    • 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
  • /58

    $455,000

    • 1 Bed
    • 1 Bath
    • 751 Sq Ft

    5855 Midnight Pass Rd Unit 314, Sarasota, FL 34242

    Attention Boaters, Kayakers and Tennis players! Located in the heart of Siesta Key overlooking the Sarasota Little Bay, the Harbor Towers Yach and Racquet Club is a resort-style community offering a long list of amenities including two heated pools, club house with adjacent outdoor grilling patio, state-of-the-art Fitness Center with treadmills, elliptical trainers, free weights, and sauna;

    Monika Szkorupova FLORIDA & NEW YORK REAL ESTATE

    5855 Midnight Pass Rd Unit 314, Sarasota, FL 34242
  • /52

    $495,000

    • 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
  • /45

    $428,000 Open Sat 1PM - 3PM

    • 1 Bed
    • 2 Baths
    • 780 Sq Ft

    1250 N Portofino Dr Unit 304, Sarasota, FL 34242

    Looking for a home for your boat, a beach lifestyle, or an investment? Enjoy sunrises over the marina, afternoons on Siesta Key Beach, and evenings on your enclosed balcony overlooking the boats and colorful skies. This furnished 1BR/2BA condo in Siesta Harbor is beautifully updated with an open floor plan, luxury vinyl flooring, remodeled kitchen (2022) with white shaker cabinetry, granite

    Marci McFarland MICHAEL SAUNDERS & COMPANY

    1250 N Portofino Dr Unit 304, Sarasota, FL 34242
  • /55

    $449,000

    • 2 Beds
    • 1 Bath
    • 690 Sq Ft

    6157 Midnight Pass Rd Unit G11, Sarasota, FL 34242

    SOLID CONSTRUCTION & STRATEGIC LOCATION...Discover peace of mind in this resilient first floor condo at Bay Oaks. Convenient carport right outside your door means no waiting for elevators, making it effortless to come and go. The versatile layout of this one-bedroom unit with den provides flexibility for guests and family. Ceramic tile throughout the living and dining room. Lovely outdoor patio

    Ingrid Caruso COLDWELL BANKER REALTY

    6157 Midnight Pass Rd Unit G11, Sarasota, FL 34242
  • /90

    $467,000

    • 1 Bed
    • 2 Baths
    • 780 Sq Ft

    1300 N Portofino Dr Unit 305, Sarasota, FL 34242

    SPACIOUS ONE BEDROOM 2 FULL BATHS, OPEN FLOOR PLAN! Stunning turn key unit at Siesta Harbor! Fabulous Lanai overlooking the canal with a view of the Intracoastal Waterway! Beautiful heated pool, outdoor spa, shower, shuffleboard, barbecue area, clubhouse, full kitchen with fitness room, sauna, library and Boat Slips available for rent through the Harbor Master.The complex and the fishing pier

    Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

    1300 N Portofino Dr Unit 305, Sarasota, FL 34242
  • /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

Home Trends in Siesta Key, FL

Housing Trends

Median Sale Price
$1,985,000
Median Single Family Sale Price
$3,250,000
Median 1 Bedroom Sale Price
$575,000
Average Price Per Sq Ft
$872
Number of Homes for Sale
7
Last 12 months Home Sales
4
Months of Supply
21.00
Median List Price
$3,250,000
Median Change From 1st List Price
33%
Median Home Sale Price YoY Change
-25%
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