24

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

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  • /96

    $449,900

    Open Sun 1PM - 3PM
    • 1 Bed
    • 2 Baths
    • 780 Sq Ft

    1257 S Portofino Dr Unit 104, Sarasota, FL 34242

    Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats

    Agent Photo

    Suzy Kolaz

    KELLER WILLIAMS ON THE WATER S

    1257 S Portofino Dr Unit 104, Sarasota, FL 34242
  • /38

    $299,000

    • 1 Bed
    • 1 Bath
    • 797 Sq Ft

    5641 Midnight Pass Rd Unit 902, Sarasota, FL 34242

    Discover one of Siesta Key's best values at White Sands Village, where island living meets exceptional affordability. This beautifully furnished one-bedroom, one-bath condominium is ideally located just across the street from world-famous Siesta Key Beach and only a short stroll to the public beach access. One of the few pet-friendly communities on Siesta Key, White Sands Village welcomes

    Agent Photo

    Renee Nadiv

    WILLIAM RAVEIS - FLORIDA LLC

    5641 Midnight Pass Rd Unit 902, Sarasota, FL 34242
  • /38

    $349,000

    • 1 Bed
    • 1 Bath
    • 797 Sq Ft

    5683 Midnight Pass Rd Unit 105, Sarasota, FL 34242

    Perfectly positioned in the highly sought-after White Sands Village, this beautifully updated first-floor condominium offers the ideal blend of coastal living, investment potential, and convenience—all just across the street from Siesta Key Beach.Offered turnkey furnished, this inviting one-bedroom, one-bath residence features an open-concept layout with tasteful coastal finishes

    Brian Wood COMPASS FLORIDA LLC

    5683 Midnight Pass Rd Unit 105, Sarasota, FL 34242
  • /57

    $449,500

    • 2 Beds
    • 2 Baths
    • 929 Sq Ft

    1300 N Portofino Dr Unit 103, Sarasota, FL 34242

    Welcome to your own piece of paradise on world renowned Siesta Key! This beautifully updated and freshly painted 2 bedroom, 2 bathroom residence in the highly desirable Siesta Harbor 55+ community is clean, bright, inviting, and ready for its next owner. Just steps from the soft, powdery sands of Siesta Beach, this is the perfect opportunity to enjoy the laid back island lifestyle you've been

    Rachelle Golden MICHAEL SAUNDERS & COMPANY

    1300 N Portofino Dr Unit 103, Sarasota, FL 34242
  • /53

    $469,900

    • 2 Beds
    • 2 Baths
    • 929 Sq Ft

    1250 N Portofino Dr Unit 202, Sarasota, FL 34242

    This second floor 2-bedroom, 2 bath condo is located in the Marlin House in the 55+ community of wonderful Siesta Harbor! This unit offers an open floor plan with plenty of light. Step out onto one of the balcony’s to view the peaceful water, boats going by and you may see dolphins playing while you are enjoying your morning beverage. This community offers more than just serene water views.

    Joshua Beckmann BECKMANN REAL ESTATE

    1250 N Portofino Dr Unit 202, Sarasota, FL 34242
  • /54

    $399,000

    • 1 Bed
    • 1 Bath
    • 656 Sq Ft

    115 Pass Key Rd Unit 115, Sarasota, FL 34242

    Virtually Staged. Welcome to Sandy Cove III, a highly sought-after waterfront community on the pristine Gulf shores of Siesta Key. Ideally located within a short stroll to both Siesta Key Village and the beach, this beautifully renovated ground-floor condo offers the perfect blend of coastal living and convenience. This 1-bedroom, 1-bath unit has been thoughtfully updated with all-new stainless

    Tim Yocum, Sr COLDWELL BANKER REALTY

    115 Pass Key Rd Unit 115, Sarasota, FL 34242
  • /53

    $399,000

    • 2 Beds
    • 1 Bath
    • 690 Sq Ft

    6157 Midnight Pass Rd Unit G11, Sarasota, FL 34242

    Enjoy easy island living in this beautifully maintained first-floor condominium at Bay Oaks on Siesta Key. With your assigned carport just steps from the front door, there's no need to wait for elevators, making everyday living and guest arrivals effortless. This versatile one-bedroom residence features a converted den that functions as a second bedroom, allowing the property to be successfully

    Ingrid Caruso COLDWELL BANKER REALTY

    6157 Midnight Pass Rd Unit G11, Sarasota, FL 34242
  • /68

    $479,000

    • 1 Bed
    • 1 Bath
    • 708 Sq Ft

    6006 Midnight Pass Rd Unit 60, Sarasota, FL 34242

    Beautifully Updated One-Bedroom Condo on Siesta KeyEnjoy the best of island living in this beautifully updated one-bedroom, one-bath condominium on Siesta Key. This inviting unit has been completely updated and features all-new appliances and a new water heater, offering a fresh, move-in-ready interior.The community offers an impressive selection of on-site amenities, including:• Two

    Dawn Lacey LACEY REALTY INC

    6006 Midnight Pass Rd Unit 60, Sarasota, FL 34242
  • /39

    $449,000

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft

    5673 Midnight Pass Rd Unit 201, Sarasota, FL 34242

    Welcome to Unit 201 at White Sands Condominium — a bright, airy coastal retreat perfectly positioned on iconic Midnight Pass Road, Siesta Key. This spacious 1,012 sq ft, two-bedroom, two-bathroom condo is your gateway to the laid-back island lifestyle you've been dreaming of. Whether you choose to walk, cycle, or simply stroll, the world-famous Siesta Key Beach — voted the #1 beach in the USA —

    Meredith French COLDWELL BANKER REALTY

    5673 Midnight Pass Rd Unit 201, Sarasota, FL 34242
  • /88

    $499,000

    Open Sat 1AM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,101 Sq Ft

    6157 Midnight Pass Rd Unit E12, Sarasota, FL 34242

    New Listing Photos now attached! Weekly rentals, prime Siesta Key location, and immediate income potential—this is the beach investment opportunity buyers wait for. Welcome to Bay Oaks, where island living meets exceptional rental flexibility in one of the most desirable communities on Siesta Key.This beautifully updated 2-bedroom, 2-bath condo is being offered fully turn-key furnished,

    Jason Wood CORCORAN DWELLINGS REALTY

    6157 Midnight Pass Rd Unit E12, Sarasota, FL 34242
  • /33

    $499,000

    $4K PRICE INCREASE
    • 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
  • /48

    $399,900

    $15K PRICE DROP
    • 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
  • /26

    $325,000

    $80K PRICE DROP
    • Studio
    • 1 Bath
    • 420 Sq Ft

    6006 Midnight Pass Rd Unit 48, Sarasota, FL 34242

    PRICE IMPROVEMENT! Private Beach Access and exceptional value on Siesta Key! Rare opportunity to own in highly desirable Casa Mar and create your own island retreat with outstanding value-add potential. This studio unit presents one of the most compelling opportunities to own on Siesta Key.The unit already features updated lower kitchen cabinetry, quartz countertops, and a stainless-steel

    Susan Beaver LPT REALTY, LLC

    6006 Midnight Pass Rd Unit 48, Sarasota, FL 34242
  • /44

    $340,000

    $79K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 820 Sq Ft

    4822 Ocean Blvd Unit 11E, Sarasota, FL 34242

    Milestone completed with no repairs required. THE LOWEST price in this building over the last 5 years to be had at an amazing bargain.Pound for pound dollar for dollar one of the best bargains on the beach.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 combination people hope for. The unit has

    Nathan Shirk EXP REALTY LLC

    4822 Ocean Blvd Unit 11E, Sarasota, FL 34242
  • /39

    $499,900

    • 1 Bed
    • 1 Bath
    • 751 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,

    Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

    5855 Midnight Pass Rd Unit 333, Sarasota, FL 34242
  • /78

    $419,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 929 Sq Ft

    1257 S Portofino Dr Unit 307, Sarasota, FL 34242

    WATERFRONT RENOVATED 2 bedroom 2 bath condo is Siesta Harbor! WATERFRONT HEATED POOL, HOT TUB, SHUFFLEBOARD,, GATHERING AREA...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,

    Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

    1257 S Portofino Dr Unit 307, Sarasota, FL 34242
  • /59

    $424,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 929 Sq Ft

    1215 S Portofino Dr Unit 406, Sarasota, FL 34242

    Escape the winter chill and step into your endless summer at this meticulously maintained, fully turn-key furnished 2-bedroom, 2-bathroom condo in the desirable Siesta Harbor community on Siesta Key. This 4th-floor gem has been lovingly cared for by the owners and offers charming peek-a-boo ocean views along with direct canal frontage — perfect for morning coffee with a waterfront breeze or

    Miao Whiteside BERKSHIRE HATHAWAY HOMESERVICE

    1215 S Portofino Dr Unit 406, Sarasota, FL 34242
  • /53

    $375,000

    $25K PRICE DROP
    • 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

    Jessica Ross Coldwell banker

    1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242
  • /58

    $455,000

    $40K PRICE DROP
    • 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
  • /33

    $449,900

    $50K PRICE DROP
    • Studio
    • 1 Bath
    • 392 Sq Ft

    5830 Midnight Pass Rd Unit 32, Sarasota, FL 34242

    Welcome to Jamaica Royale, a Gulf-side development on Siesta Key, with its award-winning, crystal powder soft sandy beach, just nearby. This studio offers a main-floor villa that has been renovated for comfort and durability. Enjoy the new kitchen with new stainless steel appliances, quartz counters throughout and a new bath. All furnishings have been tastefully replaced with a focus on quality

    Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5830 Midnight Pass Rd Unit 32, Sarasota, FL 34242
  • /68

    $499,000

    $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 929 Sq Ft

    1300 N Portofino Dr Unit 406, Sarasota, FL 34242

    WATER VIEWS FROM EVERY ROOM! WATERFRONT HEATED POOL, HOT TUB, SHUFFLEBOARD,GATHERING AREA,BOAT SLIP,BEACH ACCES- LIVE IN PARADISE EVERYDAY IN this STUNNING RENOVATED CANAL-FRONT condo designer 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering private beach access to world-famous Siesta Key Beach just across the street. Situated on the fourth floor with

    Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

    1300 N Portofino Dr Unit 406, Sarasota, FL 34242
  • /68

    $450,000

    $125K PRICE DROP
    • 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. Welcome to affordable GULF FRONT living! This is currently the best priced 2 bedroom/2 bath condo on the Gulf side of Siesta Key! The seller is also willing to offer a $10,000 SELLER CREDIT with an acceptable offer to offset any future improvements or assessments. This recently updated DOUBLE LANAI CORNER unit is nestled in the southwest corner of

    Harriet Stopher COLDWELL BANKER REALTY

    101 Whispering Sands Dr Unit 107, Sarasota, FL 34242
  • /68

    $467,000

    • 1 Bed
    • 2 Baths
    • 780 Sq Ft

    1300 N Portofino Dr Unit 305, Sarasota, FL 34242

    STUNNING TURNKEY ONE-BEDROOM, TWO-BATH CONDO AT SIESTA HARBOR! Welcome to your own slice of paradise on Siesta Key! This spacious, turnkey one-bedroom, two-full-bath condo features a bright, open floor plan and a fabulous private lanai overlooking the canal, with beautiful views toward the Intracoastal Waterway. Enjoy resort-style amenities including a heated pool, outdoor spa, poolside shower,

    Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC

    1300 N Portofino Dr Unit 305, Sarasota, FL 34242
  • /71

    $500,000

    $75K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,271 Sq Ft

    225 Hourglass Way Unit 106, Sarasota, FL 34242

    Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living,

    Harriet Stopher COLDWELL BANKER REALTY

    225 Hourglass Way Unit 106, Sarasota, FL 34242

Home Price Trends

Median Sale Price
$2,680,000
Median Single Family Sale Price
$3,250,000
Median 2 Bedroom Sale Price
$605,000
Average Price Per Sq Ft
$831
Number of Homes for Sale
4
Last 12 months Home Sales
7
Months of Supply
6.90
Median List Price
$3,250,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
3%
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