18

Siesta Key, FL Homes under $500,000

Section Image Section Image
  • /77

    $475,000

    • 2 Beds
    • 2.5 Baths
    • 1,332 Sq Ft

    6157 Midnight Pass Rd Unit B42, Sarasota, FL 34242

    VIEWS, VALUE, & VACATION INCOME! Lowest price per sq. foot in Bay Oaks on the market with the best views! Siesta Key Waterfront for a Great Price! TWO-STORY, 2 BEDROOMS, 3 BATHROOMS, & 1-WEEK RENTALS PERMITTED gem in the popular Bay Oaks community. This spacious condo features two oversized ensuite bedrooms, a guest half bath, and three private lanais—two of them covered, and two with stunning

    Agent Photo

    Julia Montei

    COLDWELL BANKER REALTY

    (941) 909-3685

    6157 Midnight Pass Rd Unit B42, Sarasota, FL 34242
  • /57

    $499,000

    • 2 Beds
    • 2 Baths
    • 929 Sq Ft

    1257 S Portofino Dr Unit 306, Sarasota, FL 34242

    Live the Florida dream in this fully furnished, designer-finished 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering deeded beach access to world-famous Siesta Key Beach just across the street. Situated on the third floor with picturesque water views, this beautifully updated unit features granite countertops, white shaker cabinetry, stainless steel

    Toni Zarghami KW COASTAL LIVING III

    1257 S Portofino Dr Unit 306, Sarasota, FL 34242
  • /42

    $410,000

    • 1 Bed
    • 1 Bath
    • 656 Sq Ft

    105 Pass Key Rd Unit 105, Sarasota, FL 34242

    ATTENTION: ALL BEACH LOVERS!! Want to own a piece of paradise? Here is your chance!! This FIRST FLOOR 1+ bdrm is located in a private gulf front community. (That is PET FRIENDLY too!) This secluded enclave offers oceanfront panoramic views and just two blocks to Siesta Key VILLAGE! NO hurricane damage and NO upcoming assessments! New AC, hot water tank and hurricane sliders! Your condo boasts

    Laura Rodriguez COLDWELL BANKER REALTY

    105 Pass Key Rd Unit 105, Sarasota, FL 34242
  • /39

    $495,000

    • 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
  • /56

    $489,000

    • 1 Bed
    • 1 Bath
    • 751 Sq Ft

    5855 Midnight Pass Rd Unit 512, Sarasota, FL 34242

    Experience the epitome of coastal living in this beautifully renovated, turn-key furnished 1 bedroom, 1 bath condo, perfectly situated on the 5th floor with breathtaking views of the Intracoastal Waterway. This condo boasts an updated kitchen and bathroom, featuring modern finishes and appliances. Enjoy peace of mind with new hurricane windows and sliding glass doors complete with plantation

    Julie Kell COLDWELL BANKER REALTY

    5855 Midnight Pass Rd Unit 512, Sarasota, FL 34242
  • /35

    $499,000

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

    5665 Midnight Pass Rd Unit 410, Sarasota, FL 34242

    Price Reduction!!!.....Siesta Key Gem! Beautiful 2/2 - 2nd floor unit, Best Water view! Located in a lush 7 acres of property centrally located by the public beach. Quiet private corner of Siesta Key, walking distance to the number #1 beach, Siesta Key. Manager onsite Monday-Friday 9-4. This unit has its own stackable washer and dryer. It is being sold turnkey ready , both bathrooms remodeled

    Gail Runyon LLC COLDWELL BANKER REALTY

    5665 Midnight Pass Rd Unit 410, Sarasota, FL 34242
  • /51

    $470,000

    • 1 Bed
    • 1 Bath
    • 820 Sq Ft

    4822 Ocean Blvd Unit 11E, Sarasota, FL 34242

    One or more photo(s) has been virtually staged. Experience the Ultimate Oceanfront lifestyle at Siesta Towers!Discover the beauty of living at Siesta Towers from this stunning 11th-floor condo, where the view only shifts between gorgeous and truly spectacular. This bright, westward-facing one-bedroom residence is designed to maximize natural light and showcase the ever-changing Gulf panorama.

    Shantele Lace PREFERRED SHORE LLC

    4822 Ocean Blvd Unit 11E, Sarasota, FL 34242
  • /26

    $498,000

    • 1 Bed
    • 1 Bath
    • 751 Sq Ft

    5855 Midnight Pass Rd Unit 233, Sarasota, FL 34242

    Discover your chance to own a meticulously updated 1BD/1BA condo in the exclusive gated Harbor Towers Yacht & Racquet Club. This second-floor unit offers serene views of the pool and eastward vistas of Little Sarasota Bay.**Highlights Include:**- **Recent High-End Renovations:** Featuring premium appliances from LG and Fisher & Paykel, along with an in-unit laundry.- **Luxurious

    Larry Brzostek RE/MAX ALLIANCE GROUP

    5855 Midnight Pass Rd Unit 233, 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

    Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

    1300 N Portofino Dr Unit 305, 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
  • /31

    $450,000

    • 2 Beds
    • 1 Bath
    • 690 Sq Ft

    6157 Midnight Pass Rd Unit B51, Sarasota, FL 34242

    Investor Alert Rental History, Vacation home. SIESTA KEY BEACH! This is the #1 beach in the US and # 4 in the world! relax in your chaise lounge, on the beach, Listening to Jimmy Buffet and sipping a cold margarita? sounds perfect. Well, It’s here, and just a short walk to the crystal powdery white sandy beach and turquoise waters at your footsteps. The dream of owning Siesta Key is still

    Robin Jones EXIT KING REALTY

    6157 Midnight Pass Rd Unit B51, Sarasota, FL 34242
  • /33

    $449,900

    • 1 Bed
    • 2 Baths
    • 780 Sq Ft

    1250 N Portofino Dr Unit 304, Sarasota, FL 34242

    Wake up to sunrises over the marina, spend your afternoons boating or relaxing on the powdery sands of Siesta Key Beach, and unwind in the evening on your enclosed balcony, enjoying the tranquil views of the boats below and colorful evening skies. Located in Siesta Harbor, this furnished 1-bedroom, 2-bath condo offers a comfortable, coastal lifestyle just steps from the water. Beautifully updated

    Marci McFarland MICHAEL SAUNDERS & COMPANY

    1250 N Portofino Dr Unit 304, Sarasota, FL 34242
  • /59

    $442,000

    • 2 Beds
    • 2 Baths
    • 929 Sq Ft

    1250 N Portofino Dr Unit 303, Sarasota, FL 34242

    Huge $40,000 Price Reduction! Siesta Harbor is the BEST kept Secret on Siesta Key! This Lovely Turnkey Furnished 2BR/ 2 Bath - 3rd Floor - Unit Features: Gulf to Bay Access with Inter-coastal Canal Water Views, Located across the Street from the Famous Siesta Key Beaches w/Deeded Beach Access through Crescent Arms, Semi-Updated Kitchen w/2024 Refrigerator, Tastefully Furnished, New Interior

    Anne Thomas RE/MAX ALLIANCE GROUP

    1250 N Portofino Dr Unit 303, Sarasota, FL 34242
  • /41

    $445,000

    • 2 Beds
    • 1 Bath
    • 690 Sq Ft

    6157 Midnight Pass Rd Unit D31, Sarasota, FL 34242

    PRICE IMPROVEMENT! Live the Dream on Siesta Key!Discover the perfect blend of coastal luxury and investment opportunity. This beautifully furnished modern condo, SLEEPS UP TO SIX! Located just minutes from the world-famous Siesta Key Beach. Whether you're looking for a dream getaway or a highly desirable rental property—with weekly rentals allowed—this gem checks all the boxes!Built to last, this

    Dena Olson EXIT KING REALTY

    6157 Midnight Pass Rd Unit D31, Sarasota, FL 34242
  • /68

    $435,000

    • 2 Beds
    • 2 Baths
    • 991 Sq Ft

    1300 N Portofino Dr Unit 208, Sarasota, FL 34242

    MOTIVATED SELLER! Siesta Harbor is a unique condominium complex located on the famous Siesta Key, offering residents the opportunity to lease a boat dock on an annual basis along the Intercoastal Waterway. Residents enjoy deeded access to Siesta Beach through Crescent Arms, and the community boasts Gulf-to-Bay access, a beautiful pool area, fitness center, clubhouse, and an active community

    Jill Thomas BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

    1300 N Portofino Dr Unit 208, 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 which has withstood two hurricanes without any damage. The solid construction of this mid-rise complex and the strategic location on Siesta Key mean it has emerged unscathed from our recent storms. Convenient carport right outside your door means no waiting for elevators, making it

    Ingrid Caruso COLDWELL BANKER REALTY

    6157 Midnight Pass Rd Unit G11, Sarasota, FL 34242
  • /63

    $479,900

    • 1 Bed
    • 1 Bath
    • 748 Sq Ft

    6157 Midnight Pass Rd Unit E23, Sarasota, FL 34242

    RENOVATED, MODERN AND FRESH ** LOCATED ON THE 3RD FLOOR ** ENJOY SUBSTANTIAL CASH FLOW with SHORT TERM RENTAL PROGRAM ALREADY IN PLACE, 1 WEEK RENTALS ALLOWED ** Look no further than this open and bright 1 bedroom, 1 bath condo in sought-after Bay Oaks. This unit underwent many updates just 1 year and now boasts luxury vinyl flooring, coastal paint colors throughout, modern fans, contemporary

    Justin Shirley SHIRLEY INTERNATIONAL REALTY

    6157 Midnight Pass Rd Unit E23, 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
$1,062,500
Median Single Family Sale Price
$1,640,000
Median Townhouse Sale Price
$2,872,500
Median 2 Bedroom Sale Price
$850,000
Median 1 Bedroom Sale Price
$449,500
Average Price Per Sq Ft
$738
Number of Homes for Sale
154
Last 12 months Home Sales
138
Months of Supply
13.40
Median List Price
$1,200,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
9%
How to Buy a Home How to Finance a Home How to Sell a Home