Homes in 34242 under $500,000

Welcome to Your Private Oasis on Siesta Key!Discover the ultimate coastal retreat on the serene southern end of Siesta Key. This top-floor end-unit condo offers gorgeous partial Gulf views with coveted western exposure—perfect for soaking in breathtaking sunsets over the water. Just a short stroll to Turtle Beach and nestled along the picturesque Blind Pass saltwater canal, this hidden gem

Robert Bevington SHOWTIME REALTY

Welcome to Vista Hermosa on Siesta Key! This 2-bedroom, 2-bath top-floor corner unit offers an exceptional opportunity for both personal enjoyment and strong investment potential. Located just across the street from the public entrance to Crescent Beach, this turnkey-furnished condo (with a small exclusions list) offers the perfect blend of comfort, convenience, and coastal charm.Positioned on

Michelle Morin REALTY ONE GROUP MVP

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

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 700 steps from 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 has it all. Step

David Anthony MICHAEL SAUNDERS & COMPANY

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

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

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

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

Welcome to your dream coastal retreat in the exclusive Vista Hermosa community on Siesta Key! Perfect as a forever home, a seasonal escape, or a lucrative investment, this turnkey villa combines recent upgrades with an unbeatable location in one of Florida’s most coveted coastal enclaves. This stunning 2-bedroom, 1-bath villa has been meticulously reimagined, blending modern elegance with island

Jessica VanBuskirk PREMIER PROPERTIES OF SRQ LLC

Looking for your piece of paradise? This fully furnished one-bedroom, one-bath unit is near Siesta Key's stunning beaches. Just bring your clothes and toothbrush. Ideal for snowbirds, investors, or those seeking island life. Conveniently located near the Village of Siesta Key's amenities.

Toni Lyon PREFERRED SHORE LLC

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

Incredible Waterviews... Don't miss this opportunity to embrace the ultimate island lifestyle with this stunning Siesta Key condo, offering breathtaking water views and unparalleled coastal charm. Nestled in the sought-after Inlet Apts community at 9200 Midnight Pass Road #24, this 1-bedroom, 1-bathroom retreat has been thoughtfully designed for comfort and relaxation. The spacious king-sized

Robert Bevington SHOWTIME REALTY

Endless Potential in a Prime Location! Located in the highly desirable Turtle Bay on South Siesta Key, this two-bedroom, two-bath condo is a blank canvas- original and ready for its new owner to bring their vision to life. With stunning views of Little Sarasota Bay from the living room and private balcony, this unit offers the perfect foundation to create your dream coastal retreat. Enjoy access

Samantha Jennen PREFERRED SHORE LLC

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

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

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 Paint, Tile Flooring throughout,

Anne Thomas RE/MAX ALLIANCE GROUP

Bay Tree Club offers exclusive Gulf/Ocean-to-Bay private access w/expansive boat docks, w/water, electric, lighting & fishing stations. A boater's dream w/Midnight Pass reopened. Have your pick of basking by the bay side heated pool or gulf side heated pool. Beach lovers enjoy deeded access to the Gulf/Ocean. Along the way, grab your gear from your own private cabana located steps to paradise. 2

Aurelia Gilbert COLDWELL BANKER REALTY

Prime Siesta Key location! Incredible opportunity to build a dream home in one of Sarasota's most sought-after locations. This 0.14 acre lot sits on a charming, tropical street just minutes from Siesta Key Beach, shopping and dining. Land value only - the existing 2-bedroom, 2-bathroom on site requires demolition. Perfect for investors, builders, or anyone looking for a custom home in a premier

Jim Nagy PALM ISLAND REALTY

Prime Siesta Key location! Incredible opportunity to build a dream home in one of Sarasota's most sought-after locations. This 0.14 acre lot sits on a charming, tropical street just minutes from Siesta Key Beach, shopping and dining. Land value only - the existing 2-bedroom, 2-bathroom on site requires demolition. Perfect for investors, builders, or anyone looking for a custom home in a premier

Jim Nagy PALM ISLAND REALTY

Located in the heart of Siesta Key, this updated 2-bedroom, 2-bathroom condo offers the ideal combination of coastal living and modern convenience. This property also presents a lucrative investment opportunity, with a a proven track record of strong rental income, with annual earnings exceeding $31,000 and $35,000 in the past two years. Just minutes from the world-famous Siesta Key Beach and its

Patrick Brogley KELLER WILLIAMS ON THE WATER S

Don’t miss this exceptional investment opportunity at Sea Club II, where you can rent units for a minimum of just one night—a rare perk for Siesta Key condominiums. This updated turnkey furnished one-bedroom, one-bath ground-floor unit which sustained no flood damage, offers an excellent rental history and comes fully equipped for guests to enjoy a seamless beach vacation experience. Sea Club II

Taylor Thompson WILLIAM RAVEIS REAL ESTATE

Imagine calling this delightful first-floor condo your home, perfectly situated across from the world-renowned Siesta Key Beach. Located within the serene Sea Winds community, this property offers the perfect mix of tranquility and convenience. Positioned just past the vibrant South Village, you’ll enjoy easy access to an array of boutiques, charming restaurants, lively bars, ice cream parlors,

Josie Cline MICHAEL SAUNDERS & COMPANY

Price Reduction!! If you are looking for incredible views, look no further! The Pointe is surrounded by water on three sides allowing for stunning views of the bay and the gulf. Midnight Pass connecting the Gulf to the Bay, just south of The Pointe, has reopened as the result of the recent storms. This is great for estuaries, marine life, boating, and real estate values! The perfect place to

Robert Ruiz WILLIAM RAVEIS REAL ESTATE

This charming updated ground floor condo, featuring 2 bed rooms, 1 bath room, a full kitchen and reserved parking, has a water view from the lanai and is located in beautiful Siesta Key, Florida. This particular unit is located about 30 feet from the intracoastal waterway, so soak up pristine gulf views right from your ownlanai! It is also a stone's throw away from the community's heated pool.

Geoff Scalera AUM FLORIDA REAL ESTATE LLC

PRICED TO SELL SELL SELL! BEAUTIFUL VIEWS FROM MOST ROOMS OF THE CANAL AND INTRACOASTAL WATERWAY!END UNIT, 2 BED, 2 BATH, ARTICALLY DONE! IMPACT WINDOWS AND DOORS THROUGH OUT! TILE FLOORS! OPEN FLOOR PLANPRICED TO SELL!SIESTA HARBOR OFFERS A FISHING DOCK ON THE WATERWAY, BEACH ACCESS RIGHT ACROSS THE STREET, WALK TO ALL SHOPS, RESTAURANTS ETC, EASY ON AND OFF THE KEY! THE SCAT AND TROLLEY RIGHT

Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

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 calendar. This sunny

Jill Thomas BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

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

High and Dry on the 4th floor! Check out this beautifully appointed 1 bed/1 bath just minutes from Siesta Beach. Rest assured, this property has weathered two storms without any damage. In fact, the Bay Oaks community as a whole fared very well. This TURN-KEY residence offers the perfect blend of laid back Florida living at an incredible value. Natural light floods the East facing screened

Ingrid Caruso COLDWELL BANKER REALTY

MOTIVATED SELLERS!!! Welcome to Paradise at Tortuga on Siesta Key - Nestled on the tranquil southern tip of Siesta Key, Tortuga offers the perfect fusion of vibrant island living and serene coastal retreat. This sought-after community boasts stunning Gulf of Mexico vistas and easy access to the peaceful Bay, creating a haven for relaxation and recreation.From the moment you arrive, Tortuga

Steve Daria MAXIM LLC

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

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