34242 Homes with Bay View Water Frontage

34242 Homes with Bay View Water Frontage

Welcome to Siesta Key, Florida, where the sun-kissed shores and azure waters of the Gulf of Mexico create an idyllic paradise for homeowners and vacationers alike. Nestled within the charming zip code 34242, this vibrant community in Sarasota County is renowned for its stunning beaches, lush landscapes, and a laid-back lifestyle that attracts visitors from all over the globe.

Siesta Key is not just a destination; it's a lifestyle. The area boasts a variety of exquisite homes with bay view waterfrontage, offering breathtaking vistas that stretch across the shimmering waters. Imagine waking up to the gentle sound of waves lapping against the shore, with the sun rising over the horizon, painting the sky in hues of orange and pink. These properties provide a unique blend of luxury and tranquility, perfect for those seeking a serene escape or an active coastal lifestyle.

In addition to its stunning real estate, Siesta Key is home to an array of amenities that cater to all tastes. Enjoy leisurely strolls along the picturesque beaches, indulge in fresh seafood at local eateries, or explore the vibrant arts scene that showcases the area's rich cultural heritage. With close proximity to Sarasota's bustling downtown, residents can easily access shopping, dining, and entertainment options.

Whether you are searching for a permanent residence or a vacation home, Siesta Key's waterfront properties in zip code 34242 offer an unparalleled living experience. Embrace the charm of coastal living and make your dream home a reality in this enchanting slice of paradise.

Newest 34242 Homes with Bay View Water Frontage

1300 N Portofino Drive Unit 102, Sarasota
$449,995
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
THE SIESTA KEY LIFESTYLE, ALL IN ONE EXCEPTIONAL WATERFRONT COMMUNITY! Imagine starting your day with coffee overlooking a picturesque harbor, spending the afternoon with your toes in Siesta Key’s powdery white sand, and gathering with friends for sunset cocktails as another spectacular Florida day draws to a close. Welcome to Siesta Harbor Condominiums Association, a vibrant 55+ community where boating, beach days, and an inviting social scene come together in one extraordinary island setting. DIRECT WATERFRONT LIVING! Perfectly positioned on the ground floor, this beautifully updated, fully furnished 2-bedroom, 2-bath residence feels more like a private coastal home than a condo. Forget elevators and stairs - simply walk through your front door with groceries or beach bags and you’re home! Inside, a bright, breezy interior features attractive tile floors throughout and an open layout designed for easy entertaining. The remodeled kitchen is a showpiece, with gorgeous granite countertops, crisp white cabinetry, stainless steel appliances, a stylish glass backsplash, a generous breakfast bar opening to the living room, and the everyday luxury of a KITCHEN PANTRY—all with gorgeous views of the harbor! The living room flows into a spectacular glass-enclosed lanai, where walls of impact-resistant glass sliders frame intimate views of the harbor, lush tropical grounds, and boats gently resting along the waterway just beyond your windows. Imagine lingering here with a good book, watching the boats drift by, or savoring an evening cocktail in your own waterfront retreat. Two welcoming bedrooms include a flexible guest room with a Murphy bed, ideal for visitors or a home office. Updated bathrooms include a bidet toilet in the primary suite. Impact glass, tasteful furnishings, a private LOCKED STORAGE CAGE just down the hall, and on-site laundry and covered parking are welcome perks. Beyond your front door, the Florida lifestyle unfolds! Boaters will love the harbor's DIRECT INTRACOASTAL WATERWAY ACCESS WITH NO BRIDGES, situated just north of the South Bridge no-wake zone for convenient cruises south toward Venice. Imagine stepping aboard your boat just outside your home and setting off for a day on the water (slips subject to availability). Beach lovers will treasure DEEDED BEACH ACCESS directly across the street at Crescent Arms, opening the door to Siesta Key’s world-famous white quartz sand and sparkling Gulf waters. Spend sun-drenched afternoons by the community pool, relax in the hot tub, or enjoy the clubhouse, fitness center, library, billiards, and lively social activities. One of Siesta Harbor’s most cherished traditions is sunset happy hour on the waterfront sunset deck, where neighbors gather to toast another beautiful evening in paradise. Tucked into a peaceful waterfront setting, Siesta Harbor is just moments from South Siesta Key Village, with its grocery store, restaurants, bars, and charming boutiques. The nearby South Bridge makes mainland Sarasota wonderfully accessible, while the Breeze transit stops right in front of the clubhouse for a convenient way to explore the island. Whether your perfect day means cruising the Intracoastal, strolling the beach, sharing sunset cocktails, or simply relaxing beside the water, this is more than a condominium—it’s your invitation to live the SIESTA KEY LIFESTYLE you’ve always imagined! WHERE ELSE can you enjoy waterfront living and resort-style amenities under $500K on Siesta Key?

1300 N Portofino Drive Unit 102, Sarasota

9203 Midnight Pass Road Unit 2, Sarasota
$1,895,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
SIESTA KEY WATERFRONT LIVING WITH BRAND-NEW PRIVATE DOCK, 16,000-LB BOAT LIFT, AND INTRACOASTAL WATERWAY VIEWS! Discover the ultimate coastal lifestyle at 9203 Midnight Pass Road, a beautifully renovated three-bedroom, two-and-a-half-bath waterfront residence ideally situated on the peaceful southern end of Siesta Key, just a short walk from Turtle Beach. Combining stylish interiors, exceptional boating amenities, and an unbeatable island location, this inviting retreat offers the perfect blend of comfort, convenience, and waterfront living. Thoughtfully updated throughout, the residence features a beautifully remodeled kitchen with contemporary finishes, renovated bathrooms, and comfortable living spaces designed for both everyday enjoyment and effortless entertaining. Two enclosed lanais provide an additional 356 square feet of versatile space, creating inviting areas to relax, entertain, or simply take in the tranquil Intracoastal Waterway views. For boating enthusiasts, this property truly shines. A brand-new private deep-water dock and newly installed 16,000-pound boat lift offer outstanding convenience and direct access to the Intracoastal Waterway and Sarasota's spectacular boating destinations. Whether spending the day fishing, cruising Sarasota Bay, or exploring the Gulf waters, the boating lifestyle is right outside your door. With these substantial waterfront improvements already completed, you can begin enjoying the freedom of waterfront living from day one. Additional highlights include a waterfront community swimming pool, convenient ground-level lanai access, and a pet-friendly community. With a three-month minimum rental period, this residence offers flexibility for year-round living, a seasonal Siesta Key getaway, or potential rental income. Most furnishings are also available separately, offering an opportunity for a convenient transition to island living. Ideally positioned near Turtle Beach, residents can enjoy beautiful Gulf sunsets, beachcombing, and leisurely shoreline strolls, while nearby waterfront restaurants, shopping, and the vibrant attractions of Siesta Key Village complete the coastal experience. Whether you're searching for a Siesta Key waterfront home, a boating retreat, or a seasonal Florida escape, 9203 Midnight Pass Road delivers an exceptional opportunity to enjoy the very best of waterfront living on Siesta Key.

9203 Midnight Pass Road Unit 2, Sarasota

3200 Higel Avenue, Sarasota
$22,000,000
4 Beds ⋅ 7 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Under Construction. Welcome to 3200 Higel Avenue, an extraordinary new waterfront residence by Pham Development, nearing completion on one of North Siesta Key’s most exceptional stretches of shoreline, with construction anticipated to be complete within the next few months. Commanding approximately 190 feet of sailboat-water frontage along two sides, this two-story contemporary estate overlooks Sarasota Bay and Big Pass, with sweeping views toward South Lido Beach Park, Bird Key, and the Downtown Sarasota Skyline. Encompassing approximately 5,453 square feet under air and 6,852 square feet under roof, the residence features 4 bedrooms, 4 full baths, and 3 half baths, thoughtfully designed to embrace its spectacular waterfront setting. Rare Big Pass dockage, protected access along Bayou Louise, and private boating infrastructure—including a 30,000-pound boat lift for deep-water boating and a separate 10,000-pound jet-ski/kayak lift—provide effortless access to Sarasota Bay and the Gulf. Designed with a refined contemporary aesthetic, the interiors pair dramatic scale with refined materials and meticulous attention to detail. Soaring ceilings and expansive walls of glass frame the water and skyline, while engineered hardwood flooring, level-five finishes, and custom built-in walk-in closets elevate the home throughout. A striking glass elevator offers water views as it connects the home’s living spaces and rooftop level. The chef’s kitchen is centered around an oversized island and complemented by a walk-in pantry, high-end finishes, a Sub-Zero refrigerator, and Wolf oven, creating a beautifully appointed space for living and entertaining. The primary suite is a private waterfront sanctuary, capturing panoramic views and featuring a spa-inspired bath with dual vanities, a rain shower, and separate soaking tub. The primary-suite level also features its own private secondary living room, creating an intimate retreat separate from the main entertaining spaces, while a dedicated indoor gym provides space for wellness and fitness. Multiple balconies and covered lanais extend the living spaces outdoors, while a private saltwater pool and spa create a resort-inspired setting at the water’s edge. Crowning the residence, an expansive rooftop deck offers breathtaking panoramic views across Sarasota Bay, Big Pass, Bird Key, South Lido, and the downtown Sarasota skyline—an unforgettable setting for sunset cocktails and evening entertaining. Dolphins, manatees, fish, and native coastal birds are part of the remarkable natural setting almost daily, while the surrounding waterways invite paddleboarding, fishing, snorkeling, windsurfing, and boating directly from home. The residence remains just minutes from the powder sand of Siesta Key Beach and the restaurants, boutiques, and energy of Siesta Village. Downtown Sarasota’s acclaimed dining, galleries, performing arts, and cultural attractions are also easily accessible, providing a rare combination of privacy and proximity to the best of Sarasota. With approximately 190 feet of waterfront, exceptional deep-water boating capabilities, dedicated lifts for boating and watersports, a glass elevator with water views, an incredible rooftop deck, private wellness and living spaces, panoramic views spanning some of Sarasota’s most iconic landmarks, and a newly constructed residence just months from completion, 3200 Higel Avenue represents a rare opportunity to experience an elevated level of waterfront living on Siesta Key.

3200 Higel Avenue, Sarasota

3941 Hamilton Club Circle Unit 9, Sarasota
$2,195,000
3 Beds ⋅ 4 Baths ⋅ Hamilton Club SubDv. ⋅ 34242 Zip Code
Discover an exceptional waterfront lifestyle in Hamilton Club, an intimate community on Siesta Key where coastal elegance meets the convenience of private boating. This beautifully updated 3-bedroom, 3.5-bath residence offers spacious living, thoughtful upgrades, and an outstanding location just minutes from the island’s famous beaches, dining, and entertainment. Designed with both comfort and functionality in mind, the residence features a private elevator, impact-rated windows and doors, and a private 10,000-pound boat lift, providing convenient access to Sarasota’s scenic waterways and the Gulf of Mexico. Enjoy peaceful water views from the expansive screened lanai, an inviting outdoor retreat perfect for relaxing, entertaining, or simply enjoying the coastal breeze. Inside, a spacious and well-appointed floor plan provides plenty of room for everyday living and hosting guests. Each of the three bedrooms features its own en-suite bathroom, creating comfortable private accommodations for family and visitors alike. Recent improvements bring a fresh, modern feel throughout the home, including beautifully renovated bathrooms (2022–2023), kitchen updates (2023), new wood flooring, and updated lighting. A new water softener and water pressure pump, both installed in 2025, add to the home's extensive list of improvements. Offered furnished or unfurnished, this residence provides the flexibility to move right in or create your own personalized coastal retreat. Additional community enhancements include planned landscaping improvements and exterior building painting scheduled for 2027, with both projects covered by HOA dues. Ideally situated in the heart of Siesta Key, Hamilton Club offers a rare opportunity to enjoy waterfront living with your boat just steps away, while remaining close to the powdery white sands of Siesta Beach and the vibrant restaurants, boutiques, and entertainment of Siesta Key Village. Whether you're seeking a full-time residence or a seasonal island escape, this exceptional property brings together the best of waterfront living, modern comfort, and the Siesta Key lifestyle.

3941 Hamilton Club Circle Unit 9, Sarasota

6157 Midnight Pass Road Unit E75, Sarasota
$419,000
1 Beds ⋅ 1 Baths ⋅ Bay Oaks SubDv. ⋅ 34242 Zip Code
Experience the best of Siesta Key living in this beautifully updated, turnkey furnished condo located in the desirable Bay Oaks community. Situated on the top floor in a quiet corner of Building E, this one-bedroom, one-bathroom residence offers added privacy, abundant natural light, and peaceful views toward the Intracoastal Waterway. With its inviting coastal atmosphere and convenient island location, this property is an ideal beach getaway, seasonal retreat, or investment opportunity. The thoughtfully designed interior features an open living and dining area that flows into an updated kitchen complete with granite countertops, stainless steel appliances, and generous cabinet space. Sliding glass doors lead to a private screened lanai, perfect for enjoying the morning breeze and relaxing in the Florida sunshine. The spacious primary bedroom comfortably accommodates a king-size bed and includes a separate vanity area and large walk-in closet. A built-in Murphy bed provides additional sleeping accommodations for guests, while an in-unit washer and dryer adds everyday convenience. The residence also includes its own assigned covered parking space, a valuable feature for island living. Bay Oaks offers a wonderful selection of amenities surrounded by mature tropical landscaping, including a heated swimming pool, tennis and pickleball courts, saunas, a clubhouse with billiards, and an on-site manager. Along the Intracoastal Waterway, residents can enjoy a fishing pier and a shaded waterfront picnic and grilling area, ideal for watching boats pass by. Just minutes from Siesta Key's world-famous white sand beaches, Bay Oaks is perfectly positioned to enjoy everything the island has to offer. The free Siesta Key Trolley stops directly outside the community, providing easy access to Siesta Key Village, restaurants, shopping, and entertainment. The nearby Stickney Point Bridge also offers convenient access to mainland Sarasota. Whether you're looking for a personal island escape or an income-producing property, Bay Oaks offers the flexibility of weekly rentals in a sought-after Siesta Key location. With its top-floor corner setting, covered parking, updated interior, and excellent community amenities, this condo presents a wonderful opportunity to enjoy the Siesta Key lifestyle.

6157 Midnight Pass Road Unit E75, Sarasota

7535 Midnight Pass Road, Sarasota
$4,500,000
5 Beds ⋅ 2 Baths ⋅ Sub Of Us Lt 7 Of 20-37-18 SubDv. ⋅ 34242 Zip Code
For the first time since 1925, the same Sarasota family is bringing 7535 and 7539 Midnight Pass Road to market, offered together as nearly one acre on Siesta Key. The two parcels total 0.95 acres, with 7535 offering over 100 feet of direct waterfrontage on Little Sarasota Bay, a reinforced concrete seawall, and access to the Intracoastal Waterway. The main home was designed by Jack West, a celebrated architect of the Sarasota School of Architecture. The charming second home on the adjoining parcel was designed by his onetime partner, Elizabeth Boylston, the first woman in Florida elected to the American Institute of Architects. This second residence offers two bedrooms, one bathroom, and 1,016 square feet, in addition to the MLS-listed totals. A detached two-car garage provides additional parking and storage. Walls of sliding glass and graceful midcentury lines open the main house to the garden and the water. Framed by lush tropical greenery, the combined site presents a rare opportunity to create a waterfront compound with a main residence, guest house and gardens. An additional adjacent 0.53-acre lot may also be available for purchase at an additional price, offering an opportunity to expand the property even further. A 2016 dock with a 13,000 lb boat lift provides access to the Intracoastal Waterway, where mornings begin with soft golden light over Little Sarasota Bay. Turtle Beach, Crescent Beach, and the powder-soft white sand of Siesta Beach are minutes away, with Siesta Key Village, downtown Sarasota, and Sarasota Bradenton International Airport all within easy reach. For the buyer who has been waiting for the right piece of Siesta Key, this is it: nearly an acre of land with direct bayfrontage, a seawall, dock and lift already in place, complemented by an architectural legacy and history that cannot be replicated. Create the waterfront home you have always imagined on land that has been cherished by the same family for over a century and is now ready for its next chapter.

7535 Midnight Pass Road, Sarasota

8569 Midnight Pass Road, Sarasota
$7,450,000
4 Beds ⋅ 5 Baths ⋅ Saah Sub SubDv. ⋅ 34242 Zip Code
This private waterfront estate on Siesta Key combines modern Mediterranean architecture, beautifully updated interiors, and sweeping views of Little Sarasota Bay to create an exceptional coastal retreat. Set on over an acre of lush property behind a gated entrance and winding pavered driveway, this custom residence offers more than 100 feet of direct bay frontage, exceptional privacy, and unobstructed boating access to Sarasota Bay and the Intracoastal Waterway. Built in 2012 and extensively refreshed, the home encompasses more than 6,000 square feet of living space, four en-suite bedrooms, a four-car split garage, and an impressive collection of indoor and outdoor entertaining spaces. Offered fully furnished with contemporary pieces throughout, this remarkable home is ready for immediate enjoyment. A dramatic entry introduces soaring cathedral ceilings, a neutral color palette, and walls of floor-to-ceiling glass framing the waterfront. The grand living room features a fireplace and spectacular two-story windows, while the adjoining formal dining room provides an elegant setting for entertaining. Tile flooring complements the main living level, with beautiful hardwood flooring upstairs. The light-filled gourmet kitchen features quartz countertops, custom cabinetry, all-white appliances, gold fixtures, oversized center island, separate breakfast bar, dual built-in ovens, six-burner gas cooktop, and concealed 6-by-10-foot walk-in pantry. The adjoining informal dining area and spacious family room create an inviting gathering space overlooking the bay. Walls of pocketing glass sliders open completely to the covered outdoor cabana and fully equipped summer kitchen, seamlessly connecting indoor and outdoor living. Privately positioned on the main level, the beautiful primary suite features peaceful water views, an oversized dual walk-in closet, and a luxurious marble-appointed bathroom. A nearby office/den offers a quiet retreat, while private access to the pool deck enhances the suite's connection to the outdoors. A secluded second en-suite bedroom with its own exterior entrance provides an ideal arrangement for guests or extended family. The first-floor laundry room offers generous built-in storage. Upstairs, two spacious bedroom suites feature hardwood flooring, walk-in closets, updated en-suite bathrooms, and private balconies overlooking Little Sarasota Bay. An additional bonus room with dual closets and a wet bar overlooks the dramatic living room below and offers flexibility as a fifth bedroom, media room, or additional office. Outside, lush tropical landscaping surrounds an expansive pavered pool deck with a heated swimming pool, raised spa, and covered outdoor living area. A waterfront firepit, private basketball court, and extended dock with a 20,000-lbs. lift complete this exceptional setting. Boaters will appreciate the property's 103 feet of shoreline and direct access to the open waters of Sarasota Bay. Recent improvements include a new roof in 2025, three updated bathrooms, and HVAC replacements in 2024 and 2022. Ideally situated on Siesta Key, this private bayfront estate offers convenient access to Siesta Key Beach, Turtle Beach, Siesta Key Village, and the island's waterfront restaurants and recreational opportunities, just minutes away. Nearby mainland destinations include Downtown Sarasota, Marina Jack, Selby Botanical Gardens, renowned theaters, galleries, and cultural attractions.

8569 Midnight Pass Road, Sarasota

4317 Midnight Pass Road, Sarasota
$9,500,000
5 Beds ⋅ 6 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code
Virtually Staged. A Private Waterfront Paradise on Siesta Key Nearly one acre. Extraordinary tropical gardens. Private beach access. Bridge-free boating. An architectural masterpiece. Some properties are simply impossible to replicate. Hidden behind private gates along the peaceful waters of Coconut Bayou, this extraordinary Siesta Key estate is a world of its own. The grounds are nothing short of spectacular! a lush botanical paradise filled with flowering tropical plants, mature trees, vibrant colors, and winding garden scenery that creates a sense of complete seclusion. With nearly an acre of land, this is a rare opportunity to enjoy the beauty, privacy, and space of a true waterfront sanctuary, with room to envision a pickleball court or additional resort-style amenities. Designed by acclaimed architect Mark Sultana and built by Voigt Construction, the four-bedroom residence is a striking celebration of contemporary architecture. Soaring ceilings, dramatic walls of glass, and a sculptural floating staircase create light-filled interiors that flow effortlessly into the surrounding landscape. Above it all, a spectacular 2,500-square-foot rooftop terrace offers sweeping panoramic views of Siesta Key, Coconut Bayou, the Sarasota skyline, and surrounding waterways. Accessible by private elevator, this extraordinary rooftop retreat is made for sunset cocktails, unforgettable entertaining, and evenings beneath the stars. And then there is the water. Enjoy direct, bridge-free boating access to the Intracoastal Waterway and Gulf of Mexico, with an existing boat lift, kayak and paddleboard launch. Even more special, the property enjoys private access to the secluded Cocoanut Bayou beach, an intimate stretch of shoreline reserved for neighborhood residents, a hidden gem offering a peaceful escape just moments from home. Inside, refined luxury meets effortless entertaining. The chef's kitchen features custom Italian cabinetry, premium appliances, a generous service pantry, and a temperature-controlled wine cellar. A dedicated theater room, expansive terraces, and beautifully connected indoor-outdoor living spaces offer endless opportunities to gather and unwind. The primary suite is a private retreat with two custom walk-in closets, a waterfront balcony, a versatile loft ideal for an office or fitness space, and a luxurious Champagne Jacuzzi infinity tub. Outdoors, the saltwater pool, dramatic fire bowls, and fully equipped summer kitchen are surrounded by the property's magnificent flowering gardens, creating an atmosphere reminiscent of an exclusive tropical resort. A fully detached guest house offers privacy for family and visitors, while garage parking for five vehicles provides exceptional convenience. Thoughtfully elevated above Coconut Bayou, the residence and pool area remained free from flooding during last storms, an important distinction in waterfront living. Just minutes from Siesta Key Village, world-famous Siesta Beach, and The Out-of-Door Academy, this one-of-a-kind estate offers a remarkable combination of architectural beauty, boating freedom, private beach access, and breathtaking natural surroundings. A tropical sanctuary. An architectural statement. An extraordinary way of life.

4317 Midnight Pass Road, Sarasota

1260 Dolphin Bay Way Unit 203, Sarasota
$1,150,000
2 Beds ⋅ 2 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code
Discover the relaxed elegance of waterfront living at Dolphin Bay, one of Siesta Key’s desirable gated condominium communities. Enjoy beautiful views of Sarasota Bay from this spacious two-bedroom, two-bath residence offering 1,915 square feet of thoughtfully designed living space, complemented by multiple outdoor areas that invite you to embrace the coastal lifestyle. Bright, welcoming interiors feature an expansive living and dining area, a separate family room, and a beautifully refreshed kitchen with white quartz countertops, freshly painted cabinetry and an inviting breakfast bar. A unique and thoughtful feature is the remote-controlled privacy screen that separates the family room from the kitchen, creating a comfortable, temporary guest retreat when needed. This versatile space offers added flexibility for visiting family and friends while preserving the home's open, inviting design. Hard-surface flooring flows throughout, while the split-bedroom floor plan provides privacy and comfort, with both bedrooms featuring en-suite baths. The generous covered rear lanai extends the living space outdoors, offering peaceful views of the tropical grounds and sparkling bay beyond. A covered front terrace and additional sunning deck provide even more opportunities to enjoy Siesta Key's beautiful weather. Additional highlights include a private one-car garage beneath the building, ample guest parking, and a new HVAC system and water heater installed in 2024. Dolphin Bay offers an exceptional combination of waterfront beauty and resort-style amenities, including a clubhouse, swimming pool, spa, tennis courts, fitness center and day dock. This gated, pet-friendly community enjoys a convenient location near Siesta Key's celebrated beaches, with the island trolley just outside the entrance connecting you to the restaurants, shopping and entertainment of Siesta Village. Whether enjoying a quiet morning overlooking the water, entertaining friends or spending the afternoon at the beach, this inviting residence captures the comfort, versatility and effortless enjoyment of the Siesta Key lifestyle.

1260 Dolphin Bay Way Unit 203, Sarasota

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