Open Houses in 34242

Luxury Exclusive Living – Boaters’ Paradise Welcome to 4508 Woodside Rd., a true waterfront retreat on Siesta Key offering privacy, boating convenience, and refined coastal living. Positioned on one of the deepest canals on the island, this home delivers three-minute access to the Intracoastal and Sarasota Bay. With 97 feet of water frontage and a 75-foot new dock, this is a legitimate boater’s

Derek Edwards KELLER WILLIAMS ON THE WATER S

One or more photo(s) has been virtually staged. Pre-Construction. To be built. EXQUISITE NEW CONSTRUCTION ON SIESTA KEY: ISLAND LUXURY REDEFINED | Estimated to be substantially completed by 3/31/2026 | A rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible

Lisa Otte DOUGLAS ELLIMAN

Nestled in the quaint neighborhood along the Grand Canal on Siesta Key, this Key West style home offers the perfect blend of old-world charm and modern living. This well-appointed custom-built home has a spectacular open floor plan. The home's grand entrance welcomes you through a covered porch that leads to an oversized foyer. An abundance of natural light, beautiful canal views, soaring

Gabi Charity CHARITY & WEISS INTERNATIONAL LLC

You can bike to the beach from this fully renovated coastal contemporary home in a highly desirable Siesta Key community just minutes from world-famous Siesta Key Beach. Ideal as a primary residence, second home, rental investment, or multigenerational property with private in-law suite. Upstairs offers 2BR/2BA with soaring ceilings, abundant natural light, and open-concept living. Downstairs

Jessica Hoffman COLDWELL BANKER REALTY

Experience effortless coastal luxury in this brand-new residence, thoughtfully designed and new built from the studs on in. Professionally staged to showcase the very best of waterfront living. Offered fully furnished and truly turnkey, this stunning 2-bedroom, 2-bath home allows you to move right in—or begin generating rental income—without lifting a finger.Perfectly positioned on the

Eliza Miller PEPPERTREE BAY REALTY INC

Bay Tree Club ground-floor condo on Siesta key with a beautiful view out to the beach. You will be impressed with the overall feel and condition of the property. Bay Tree Club is a Gulf to Bay property, with beautiful St. Augustine lawns, mature oaks and common areas that are pristine and well maintained. Relaxing Pool and deck area, convenient, and close. Unique, beach-side storage cabanas are

Larry Starr SVN COMMERCIAL ADVISORY GROUP

Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and

Stacey Andrews ANDREWS & ASSOCIATES REALTY

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 start generating rental revenue from day one.

Kathy VanDorne PREFERRED SHORE LLC

Commanding a dramatic Gulf-front position atop Point of Rocks, this extraordinary coastal compound offers a front-row seat to sweeping 180 panoramic views and unforgettable sunsets over the Gulf of Mexico. Built to the highest Florida Green Building Coalition standards, this home is majestically poised 13.9' above sea level to appreciate rolling waves gently lapping against the rocks and sandy

Kim Ogilvie MICHAEL SAUNDERS & COMPANY

Everything is brand new in this beautifully renovated, turnkey furnished two bedroom, two bath end-unit villa offering an exceptional Siesta Key beach lifestyle just steps from the Gulf. The desirable split floor plan features spacious bedrooms, generous closets, and an open-concept living area filled with natural light, enhanced by a sun-lit Florida room. The updated kitchen is thoughtfully

Bev Murray BERKSHIRE HATHAWAY HOMESERVICE

One or more photo(s) has been virtually staged. This exquisitely reimagined waterfront estate embodies modern luxury and serene exclusivity, offering 174 feet of prime waterfrontage in the prestigious Sanderling Club on Siesta Key. On a lush, nearly half-acre parcel, the residence enjoys a southern orientation, where panoramic views of a bridgeless bay unfold through walls of glass. A backdrop of

Louis Wery PREMIER SOTHEBY'S INTERNATIONAL REALTY

Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to theSiesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastalescape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the

Jackie Eberley COLDWELL BANKER REALTY

Boater’s Dream on Siesta Key! Experience the ultimate waterfront lifestyle in this beautifully renovated Siesta Key home, offering an extraordinary 268 feet of waterfront and immediate access to the Intracoastal Waterway. No bridges to the bay. This is truly a boater’s paradise, complete with a private dock featuring two lifts, perfect for accommodating your vessels and exploring the surrounding

Toni Schemmel MICHAEL SAUNDERS & COMPANY

FABULOUS Siesta Key property on protected canal with direct Intracoastal and Little Sarasota Bay access. The star of this property is the protected canal with cement seawall and dock just 5 homes from the Intracoastal Waterway. Easy Gulf access via newly opened Midnight Pass allows expanded boating options. The 0.39 acre lot has plenty of room to expand the current home if desired. The location

Suki Scollo COLDWELL BANKER REALTY

A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift. Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished with a few exceptions. The heated pool and panoramic pool cage create a

Livya Hament PREFERRED SHORE LLC

Imagine living in Paradise...Welcome to your dream home on Siesta Key, where every day feels like a vacation. This beautiful beachfront corner unit in the prestigious GULF & BAY CLUB is located on the #1 Beach in America per Tripadvisor. Step into this stunning two-bedroom, two-bathroom unit, filled with natural light from expansive windows. Enjoy breathtaking sunrise and sunset views as part of

Melanie Albaric MICHAEL SAUNDERS & COMPANY

Welcome to the most adorable condo on world famous SIESTA KEY. Start enjoying the island lifestyle in this TURNKEY condo with great water and pool views! Very comfortable open floor plan with balcony to sip your cocktails and relax. The PRIVATE DEEDED BEACH ACCESS to the quartz sand Siesta beach in priceless. Midnight Cove offers tennis, pickleball, barbecue areas, fitness, pool, on site

Livya Hament PREFERRED SHORE LLC

Located on Siesta Key, this updated first-floor 2-bedroom, 2-bath condo at 1166 W Peppertree Drive offers an excellent combination of coastal living and rental potential. This home is offered TURN KEY! Just steps from the world-famous Siesta Key Beach, residents enjoy easy access to the island’s renowned white-sand shoreline, along with nearby shopping, dining, and local restaurants. The

Mike Aveni KELLER WILLIAMS ISLAND LIFE REAL ESTATE