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1140 Seaside Drive Unit 301 & Penthouse, Siesta Key
$4,599,000
6 Beds ⋅ 5 Baths ⋅ Sarasota By The Sea SubDv. ⋅ 34242 Zip Code
MOTIVATED SELLER - NOW REDUCED OVER $650,000! An exceptional opportunity to own TWO stunning residences in one purchase, located beach block to the powdery white sands of world-renowned Crescent Beach. Beach House Residences #301 AND the Penthouse together create a rare, turnkey coastal retreat where modern elegance and relaxed island living exist in harmony. Offered fully furnished and move-in ready, this one-of-a-kind, two-unit residence presents exceptional flexibility to embrace the ultimate Siesta Key lifestyle. Suited as a full-time or seasonal residence, a multi-generational family retreat, or a flexible ownership opportunity that allows you to enjoy or use one floor while renting another, short- or long-term. Spanning the top two floors, this unique offering includes six generously sized bedrooms and five full baths (a four-bedroom, three-bath residence plus a two-bedroom, two-bath penthouse), thoughtfully designed to accommodate family and guests with ease. Expansive open floor plans welcome you with immediate Gulf views, while floor-to-ceiling glass and spacious balconies offer coastal breezes and blazing sunsets. Chef’s kitchens on each level are beautifully appointed to host unforgettable gatherings or intimate dinners, blending function with refined coastal style. Each residence enjoys its own private, secured entry, access to a state-of-the-art elevator, full kitchens, laundry rooms, luxury countertops, soft-close wood cabinetry, upscale lighting and designer fixtures. Additional highlights include spa-inspired baths, plush furnishings, 10-foot ceilings, spacious closets, a secure lobby, a private two-car garage and a hot tub on the penthouse-level balcony. Chic contemporary architecture enhances the building’s coastal presence, while sweeping Gulf and sunset views create a sense of escape. A private pet run oasis adds a thoughtful touch for four-legged companions. Outdoor living is equally inviting, and as members of the community association, residents enjoy access to the pool and private beach entry, providing a seamless connection to the Gulf. Ideally within a half block of Siesta Key’s vibrant South Village, you are moments from beloved restaurants, cafés, tiki bars, boutiques, rentals and everyday conveniences. Complimentary trolley service provides easy access to Siesta Village, evoking the charm of a relaxed island-style experience, while quick access to the Stickney Point Bridge allows effortless travel on and off the island. With its prime beach-block location, thoughtful design and rare dual-residence configuration, this is a coastal offering that feels timeless and irreplaceable, an opportunity to create lasting memories on one of Florida’s celebrated shorelines.

1140 Seaside Drive Unit 301 & Penthouse, Siesta Key

1220 Siesta Bayside Drive Unit 1220-A, Sarasota
$699,000
2 Beds ⋅ 2 Baths ⋅ Gulf'n Bay SubDv. ⋅ 34242 Zip Code
Welcome to your slice of Paradise on Siesta Key! This beautifully renovated 2 bedroom, 2 bath, 1 car garage end unit condo is located in the highly sought after Gulf & Bay Club Bayside, offering private, deeded beach access to the world-famous Siesta Key Beach. Best of all, the property has No Hurricane Damage, providing peace of mind for full time residents, and investors alike. Enjoy the tranquil views of the pond, tennis and Pickleball courts, and the community pool from this light filled unit. Vaulted ceilings and No Unit above enhance the sense of space and privacy. The home has been thoughtfully updated with porcelain tile throughout the living areas, and a stunning fully renovated kitchen featuring Quartz countertops(including the breakfast bar), custom wood cabinetry, and stainless steel appliances. A built in desk with cabinetry creates an ideal home office or workspace. The spacious owner’s suite includes a walk in closet and an updated en-suite bathroom with new vanity, Quartz countertops, and tiled walk in shower. Adjacent to the living room, an enclosed patio offers versatile flex space, perfect for additional seating, dining, or simply enjoying your morning coffee while soaking in the Florida sunshine. Gulf & Bay Club Bayside is a resort style community offering deeded beach access, two heated pools, tennis and Pickleball courts, outdoor grilling areas, a fitness facility, and a fishing dock on the Intercoastal Waterway. With one week minimum rentals allowed and an optional on site rental office, this condo presents an excellent investment opportunity. Furnishings available under a separate contract. Ideally located just steps from the white sands of Siesta Key Beach and short distance to Siesta Key Village’s restaurants and shopping, this is a rare opportunity to own a beautifully updated condo in one of the island’s most desirable communities.

1220 Siesta Bayside Drive Unit 1220-A, Sarasota

6308 Midnight Pass Road Unit 6, Sarasota
$995,000
2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code
Make Florida home by Dec. 31 and get the bigger 2027 homestead exemption. Wait until 2027 and it’s a 4-year wait! PROVEN SIESTA KEY INCOME PROPERTY – 2026 IS SHAPING UP TO BE ONE OF ITS BEST RENTAL YEARS YET Own a turnkey, income-producing villa in Crescent Arms, a gated beachfront community with private beach access to world-famous Siesta Key Beach. This renovated two-bedroom, two-bath home has a proven vacation rental track record with strong year-round bookings, and this year is on track to be one of its strongest. Weekly rentals allowed (one-week minimum). Rental income history is available to qualified buyers through the listing agent. THE HOME The open-concept layout flows easily from kitchen to dining to living, ideal for guests and everyday living alike. The kitchen features quartz countertops, stainless steel appliances and island seating. Both bathrooms have been updated with spa-style finishes, including a walk-in shower. Step outside to a private courtyard patio for morning coffee, grilling or unwinding after a day on the sand. THE COMMUNITY With onsite management and private beach access, Crescent Arms makes ownership simple whether you rent it full time, enjoy it yourself, or do both. The community pool adds to the guest experience and keeps bookings strong. Sold turnkey – start earning from day one, or make it your own coastal retreat.

6308 Midnight Pass Road Unit 6, Sarasota

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