Siesta Key Homes with Three+ Story Property Description

Siesta Key Homes with Three+ Story Property Description

Welcome to Siesta Key, Florida—a sun-soaked paradise nestled in Sarasota County, renowned for its pristine beaches and vibrant coastal lifestyle. This charming barrier island is a haven for those seeking a blend of relaxation and adventure, offering stunning views of the Gulf of Mexico, world-class dining, and a plethora of outdoor activities. With its powdery white sand beaches, Siesta Key is consistently ranked among the top beaches in the United States, making it an ideal destination for both residents and visitors alike.

Siesta Key is not just about breathtaking sunsets and turquoise waters; it also boasts a diverse real estate market that caters to a variety of lifestyles. Among its most coveted properties are the stunning three-plus story homes that grace the island. These architectural gems offer expansive living spaces, panoramic views, and luxurious amenities. Imagine waking up to the gentle sound of waves lapping against the shore, with your own private balcony overlooking the ocean—a perfect setting for morning coffee or evening cocktails.

These multi-story residences often feature open-concept designs, gourmet kitchens, and spacious outdoor areas, perfect for entertaining friends and family. Many homes are strategically located within walking distance to the beach, boutique shops, and lively restaurants, ensuring that the best of Siesta Key is always at your fingertips.

Whether you’re looking for a permanent residence, a vacation getaway, or an investment property, Siesta Key’s three-plus story homes offer the perfect blend of luxury and coastal charm. Discover your slice of paradise in this idyllic community and embrace the laid-back lifestyle that Siesta Key has to offer!

Newest Siesta Key Homes with Three+ Story Property Description

5970 Midnight Pass Road Unit 177, Sarasota
$650,000
1 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code
Beach to bay, turnkey and ready to enjoy—this one-bedroom residence at the Palm Bay Club offers an approachable way to own a piece of the Siesta Key lifestyle without sacrificing the amenities that make this community so desirable. Positioned on the Gulf side of Midnight Pass Road, the powder-white sands and turquoise waters of Crescent Beach are just steps from your door. Inside, the thoughtfully designed floor plan makes excellent use of every space. Handsome vinyl plank flooring provides a durable, low-maintenance foundation for relaxed coastal décor, while the kitchen pairs crisp white cabinetry with bold black granite countertops and stainless-steel appliances. The open living and dining area is comfortably furnished and ready for everything from quiet mornings to recharging between Siesta Key adventures. An enclosed lanai has been incorporated into the living space, where three large glass sliders welcome abundant natural light and open to capture the island breeze. The peaceful bedroom features two beds to maximize guest accommodations, while the updated bath continues the condo’s fresh, easygoing aesthetic. Offered turnkey furnished, this residence makes the transition from closing day to beach day refreshingly simple. And at Palm Bay Club, ownership extends well beyond your front door. Enjoy private Crescent Beach access, two heated swimming pools, a waterfront hot tub overlooking the Intracoastal, fitness center, lighted tennis and pickleball courts, BBQ grills, fishing pier and boat docks available for daily rental. With a three-night minimum rental policy and established onsite management, this efficient one-bedroom residence presents a compelling combination of personal enjoyment, rental flexibility and exceptional Siesta Key value.

5970 Midnight Pass Road Unit 177, Sarasota
3740 Bayou Louise Lane, Sarasota
$4,975,000
3 Beds ⋅ 4 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
An exceptionally rare opportunity on the coveted north end of Siesta Key, 3740 Bayou Louise Lane is set in a remarkable waterfront location at the tip of a protected peninsula, surrounded by the beauty of the Gulf and Bay. Enjoy extraordinary water views, spectacular sunsets, and exceptional boating access to the Gulf and Intracoastal Waterway all from one of Sarasota's most desirable and distinctive settings. Built in 1995, this three-bedroom residence offers approximately 2,330 square feet of living area, three full baths, and a powder room. Inside, a gourmet kitchen with high-end appliances is complemented by custom wood flooring, extensive crown molding, and refined architectural millwork. The home's special location offers easy access to the mainland, downtown Sarasota, and Siesta Key's beaches.

3740 Bayou Louise Lane, Sarasota
3210 Higel Avenue, Sarasota
$11,950,000
4 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Under Construction. Set along the coveted north end of Siesta Key, this waterfront residence overlooks the aquamarine waters of Big Pass and the Gulf of Mexico, where dolphins and manatees swim just beyond your backyard. Being built by Trend Homes and designed in collaboration with Blu Interiors, the home is anticipated to be complete by the end of summer 2027, with a thoughtfully curated selection of finishes and materials already in place. Offering over 4,500 square feet of living space, the residence includes four bedrooms, four and a half bathrooms, and a four-car garage. Expansive windows frame water views from nearly every room and bring natural light into the open living spaces. The kitchen features custom cabinetry and top-of-the-line appliances, complemented by a walk-in pantry with a Miele coffee maker. Natural gas service adds to the home’s amenities, while elegant stonework and refined millwork carry throughout the interiors. The spacious primary suite offers generous walk-in closets. Outside, a saltwater swimming pool with both a heater and chiller provides comfort throughout the seasons, while a private boat dock and seawall complete the waterfront setting. Spend afternoons on the water and evenings overlooking the pass, just minutes from shopping, dining, and Siesta Key’s celebrated white-sand beaches.

3210 Higel Avenue, Sarasota
304 Calle Miramar Unit 304S, Sarasota
$2,495,000
4 Beds ⋅ 4 Baths ⋅ Beach Villas At The Oasis SubDv. ⋅ 34242 Zip Code
Experience exceptional Siesta Key living in this distinctive two-level penthouse, crowned by an expansive private rooftop terrace with Gulf glimpses, spectacular sunsets and refreshing coastal breezes. Ideally situated in the heart of Siesta Village, just a short stroll from the world-renowned sands of Siesta Beach, this turnkey furnished residence offers 3,236 square feet of beautifully appointed living space, four bedrooms, four baths and multiple private outdoor terraces. The rooftop terrace is a true highlight, creating an extraordinary setting for sunset gatherings, entertaining under the stars or simply relaxing above the vibrant Village atmosphere. Inside, spacious open-concept living areas are designed for comfort and entertaining, complemented by a well-appointed kitchen with a generous center island, breakfast bar and seamless access to outdoor terraces. A separate entertainment room features a wet bar and expansive terrace, providing additional space for family and guests. The inviting primary suite offers a private terrace and spacious bath with soaking tub and walk-in shower, while a second en-suite bedroom and two additional guest bedrooms provide comfortable accommodations. A private elevator connects the oversized attached two-car garage to the living levels, offering convenience and ample storage for beach and recreational gear. Within an intimate, gated community of just 12 residences in three four-unit buildings, each building enjoys its heated pool and spa. Offered turnkey furnished for immediate enjoyment, this exceptional penthouse places the boutiques, restaurants and lively atmosphere of Siesta Village nearby, with Siesta Beach an easy distance from home. Whether enjoyed as a full-time residence, luxurious island retreat or vacation property with rental potential, subject to community restrictions, this remarkable offering combines generous living spaces, exceptional outdoor retreats and one of Siesta Key's desirable locations.

304 Calle Miramar Unit 304S, Sarasota
214 Tenacity Lane, Sarasota
$7,500,000
3 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
A truly rare offering on Siesta Key, this elevated, direct beachfront residence is one of only seven homes on private Tenacity Lane. With the powdery white sands of Siesta Beach just beyond your backyard and sweeping western and northern facing Gulf views from multiple levels, this is the kind of property that seldom becomes available. Positioned to take full advantage of its setting, this 5,444-square-foot, 3-bedroom, 4-bath residence captures a sweeping, wide-open coastal panorama and an exceptionally unobstructed northern view. The main living level is designed around the view. Nearly 40 feet of impact sliding glass doors span the living and dining areas, creating a dramatic connection to the Gulf and filling the open-concept living, kitchen, and dining spaces with natural light. Step outside to an impressive approximately 40-by-13-foot beachfront deck — an exceptional setting for morning coffee, sunset dinners, grilling, stargazing or simply watching the waves just beyond your backyard. The kitchen features white wood cabinetry, granite countertops, stainless steel appliances and a Thermador six-burner gas range, complemented by a full butler’s pantry with beverage fridge, ice maker and sink. Just beyond the butler’s pantry is a dedicated laundry room, followed by a private guest suite offering its own full kitchen, bath, living and sleeping areas, plus a separate exterior entrance. Upstairs, the primary suite is a private beachfront retreat, with Gulf views directly from the bedroom and a large private covered deck overlooking Siesta Key Beach and the Gulf. The expansive suite also includes generous closet space, an additional washer and dryer, and his and hers bathrooms. Outdoor living continues beneath the home with a large composite-decked entertaining area and additional yard space. A gated entrance, impact windows and sliders, two full sets of washers and dryers, a three-car garage and oversized driveway add to the home’s privacy and functionality. Here, the Gulf is not simply a view—it is part of everyday life, with the beach literally at your back door, sunsets unfolding across the horizon and Siesta Key Village only steps away. This is the kind of setting that turns everyday living into something extraordinary.

214 Tenacity Lane, Sarasota
1256 Riegels Landing Drive, Sarasota
$1,895,000
3 Beds ⋅ 4 Baths ⋅ Riegels Landing SubDv. ⋅ 34242 Zip Code
Designed by Sarasota School of Architecture.

1256 Riegels Landing Drive, Sarasota
420 Beach Road Unit 507, Sarasota
$1,695,000
2 Beds ⋅ 2 Baths ⋅ Siesta Gulf View SubDv. ⋅ 34242 Zip Code
Siesta Key Beach paradise! Wake up to Gulf breezes and end each day with a sunset on the beach from this direct beachfront condo at Siesta Gulf View. This fifth floor center unit 2-bedroom, 2-bath residence offers a full west-facing panorama of Siesta Beach and the Gulf from its expansive 31-foot screened balcony, accessible from the living room, kitchen, and primary suite. This beautifully updated unit with open floor plan, newly installed 2026 air conditioner with coastal coil, reverse osmosis both refrigerator water/ice, full granite counter tops, all stainless steel appliances, shaker cabinets throughout and beach decor with Restoration hardware custom leather sectional. Primary bedroom has his/her walk in closets and built-in linen closet. This income producing TURNKEY FURNISHED with Recent community updates give peace of mind: milestone inspections complete, all cast iron plumbing replaced in 2024, and new clubhouse roof and landscaping., with no special assessments. Siesta Gulf View is a sought-after, gated, 59-unit community offering private boardwalk access to the quartz sands of Siesta Key Beach, plus resort-style amenities: a 25’x40’ heated pool, tennis and pickleball courts, fitness room, grilling areas, and clubhouse. Assigned under-building parking, ample guest parking, first-floor storage, and an on-site management office add convenience. Best of all, you’re just blocks from vibrant Siesta Key Village: restaurants, shops, and live music are a short stroll away. Whether you’re seeking a vacation retreat, investment property (one-month minimum rentals allowed up to 12 times/year), or full-time Gulf-front living, this condo delivers the ultimate Beach resort living this is a MUST SEE! Land, Site, and Tax Information

420 Beach Road Unit 507, Sarasota
662 Calle Del Otono, Sarasota
$6,400,500
Sarasota Beach SubDv. ⋅ 34242 Zip Code
Steps from Siesta Beach. A brief stroll to the Village. A lifetime away from your tenants worries and cares. Prime Siesta Key investment opportunity at a 7 cap or dream family compound just steps from the world-famous Siesta Key Public Beach! This exceptional multi-family property features two beautifully updated duplexes (totaling 8 bedrooms and 8.5 baths across 5,331 sq ft) on combined large lots, offering flexible zoning for short-term rentals (1-7 days), long-term income, or a luxurious private residence. Enjoy breathtaking Gulf sunrises and sunsets, a heated exotic lagoon-style pool with waterfall, Rocky Mountain quartz deck, professional tropical landscaping (updated 2024/2025), Miami-Dade impact windows/doors, newer roofs/insulation, and meticulous maintenance throughout. One building designed by renowned Lee Wetherington. Wake up to morning coffee overlooking the quartz sands, with Siesta Key Village shops and dining 0.5 miles away. Turnkey, versatile, and perfectly positioned for endless possibilities—your beachfront lifestyle awaits!

662 Calle Del Otono, Sarasota
116 Garden Lane, Sarasota
$1,995,000
4 Beds ⋅ 4 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code
Experience luxury coastal living in this bespoke, move-in-ready residence built in 2017 by award-winning custom builder MGB. Perfectly situated on prestigious North Siesta Key, this home pairs sophisticated architecture with lock-and-leave convenience. With partial water views and deeded beach access just steps away, this is an opportunity to embrace the ultimate Florida dream. Crafted for low-maintenance luxury, the residence features solid concrete construction, a standing-seam metal roof, impact glass throughout, and spray foam insulation—yielding minimal upkeep, low utility costs, and no HOA restrictions. An elevator provides effortless access across all four levels. The ground floor welcomes you with an oversized single-car garage, an entry foyer, and a versatile storage room that opens directly to a private, sunlit patio for intimate outdoor entertaining. The second level serves as a guest sanctuary complete with three bedrooms, two designer full baths, and a dedicated secondary lounge. On the third floor, the core gathering space centers around a chef-inspired gourmet kitchen equipped with custom cabinetry, premium quartz countertops, stainless steel appliances, and a grand center island. Adjacent luminous living and dining areas flow seamlessly to a covered patio with water views. The top floor serves as an exclusive primary suite—featuring a dedicated executive home office space and a secluded balcony overlooking the water. Complete with natural gas, tankless water heating, and high-end eco-conscious finishes throughout, this exceptional residence presents a turnkey opportunity for luxurious personal living or a high-yielding luxury rental investment.

116 Garden Lane, Sarasota
70 Island Circle, Sarasota
$3,400,000
5 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Set along the coveted waterways of Siesta Key, this exceptional newer-construction home is a refined coastal sanctuary where sophisticated design, effortless boating, & the relaxed beauty of island living come together. Thoughtfully designed for everyday enjoyment, the home offers a rare opportunity to embrace the Siesta Key lifestyle from a private waterfront setting, complete with a boat lift & kayak launch. The home reveals an elevated level of craftsmanship & thoughtful design. Soaring ceilings, engineered hardwood floors, plantation shutters, crown molding, and carefully considered architectural details create an atmosphere of understated elegance & comfort. An elevator provides access to all levels while expansive sliders open the main living spaces to the balcony, pool & tropical surrounds. The beautifully appointed kitchen combines sophisticated finishes w/exceptional functionality. Luxurious quartz countertops, oversized island w/seating, custom soft-close cabinetry, tile backsplash, farmhouse sink, KitchenAid appliances, Vitafresh refrigeration & under-cabinet lighting create an inviting culinary environment suited to quiet mornings & memorable gatherings. The dining area elevates with a beautifully appointed wet bar, wine/beverage fridge, dedicated wine storage & distinctive hammered sink. The family room offers an inviting gathering space centered around a Dimplex electric fireplace w/marble surround, illuminated custom cabinetry & electric sunshades. Pocket sliders open to the covered balcony, where tongue-and-groove wood cypress ceiling & ceiling fans create a warm & sophisticated setting for enjoying the tropical surroundings. The primary suite is designed as a private retreat w/engineered hardwood flooring, plantation shutters, crown molding & direct balcony access. The spa-inspired primary bath features elegant quartz & marble detailing, statement pendant lighting, a glass marble shower & luxurious soaking tub. A walk-in closet with custom built-ins completes this serene sanctuary. Upstairs, beautifully appointed guest accommodation provides privacy for family & visitors. A charming music/reading nook framed by a stained-glass window adds a unique sense of character, while an expansive bonus room with built-in desk, wine fridge & dramatic open-to-below design offers an extraordinary space for an office, lounge, or additional entertaining. The outdoor spaces transform the property into a private retreat. A fully enclosed, 2 story caged pool & lanai are surrounded by lush tropical landscape and thoughtfully designed gathering spaces. The outdoor living area features a tongue-and-groove cypress ceiling, ceiling fans, minimalist stone landscaping, and a crystal fire pit, creating an inviting setting for long afternoons by the pool. The private boat lift provides effortless access to the surrounding waterways, while the kayak launch invites leisurely exploration of Siesta Key beach coastal landscape only .3 miles away. An oversized garage w/epoxy non-slip flooring, hanging storage & convenient elevator access provides exceptional functionality of the home's elevated lifestyle. Mornings can begin on the waters of Siesta Key, afternoons can unfold along the powder-soft sands of world-renowned Siesta Key Beach & evenings can be spent wandering through Siesta Village where charming boutiques, restaurants & cafés capture the spirit of island living.

70 Island Circle, Sarasota
548 Beach Road Unit A, Sarasota
$1,599,000
3 Beds ⋅ 4 Baths ⋅ Tiffany Sands SubDv. ⋅ 34242 Zip Code
Exceptional opportunity to own a slice of heaven on Siesta Key Beach. The sparkling turquoise water and quartz sand beach await you. This sought after renovated townhouse has lovely Gulf Views and fabulous deeded Beach front access for everyday enjoyment. TURNKEY furnished & spacious with 3-bedrooms and 3.5 baths. Open floor plans to capture great light and an airy feeling created by coastal living. Enjoy the magnificent decks off the Primary Suite and Living Room to capture beautiful sunsets and Gulf breezes. Also, it is a great place just to relax on a lounge chair in the Florida Sunshine. The Gourmet Kitchen has a lovely wood painted cabinetry, granite counters cook-top island, Breakfast Bar with counter seating and all Stainless Appliances. The main level offers a bonus room that is very versatile with a full bath & separate entrance. Perfect for guests, home office or media room. The Primary Suite has Views of the Gulf from Sliders that opens to a great deck. The Master Bath has dual marble vanities and a large frameless glass shower & separate water closet. The other two bedrooms share a Full Bath. Laminate flooring and Plantation Shutters throughout. So close to Siesta Key Villate for boutique shopping, fabulous restaurants & island entertainment. Ready for the next buyer to own this spectacular beach retreat. Motivated Seller.

548 Beach Road Unit A, Sarasota
1209 Sea Plume Way, Sarasota
$1,350,000
3 Beds ⋅ 3 Baths ⋅ Mangroves Sub The SubDv. ⋅ 34242 Zip Code
Virtually Staged. Old Florida Charm on Siesta Key's Quiet South End Hidden beneath a canopy of mature tropical trees on one of South Siesta Key's most desirable residential streets, this distinctive three-story home captures the timeless character and charm that make island living so special. Located within a small enclave of established homes where short-term vacation rentals are restricted, the neighborhood is known for its lush landscaping, beautiful waterfront residences, and authentic sense of community that has become increasingly rare on Siesta Key. Thoughtfully spread across three levels, the home blends timeless coastal architecture with modern updates. Exposed wood beams, a fireplace, and an abundance of outdoor living spaces give the residence a sense of warmth and character rarely found in newer construction. Multiple terraces provide private places to relax throughout the day, while the newly built Trex rooftop deck elevates the experience with sweeping sunset views and refreshing Gulf breezes. Offering 3 bedrooms, 3 bathrooms, a two-car garage, a newer metal roof, high-velocity HVAC system, Hardi board siding, and a generously sized fenced yard, the property strikes a balance between charm, functionality, and laid-back island living. Just a short walk to Point of Rocks, beach access, South Siesta Village, Captain Curt's, Crescent Beach Market, the Crescent Club, and other local favorites, the location places the best of Siesta Key at your doorstep. Spend your days exploring the island by bike, trolley, or on foot, with Siesta Key Beach, Turtle Beach, waterfront dining, and endless coastal activities all nearby. Whether it's a morning walk along the shore, an afternoon spent enjoying the island's vibrant beach culture, or sunset from the rooftop deck, this home is perfectly positioned to experience everything that has made Siesta Key one of Florida's most beloved destinations. Properties like this are becoming increasingly difficult to find on Siesta Key. Combining architectural character, modern improvements, walkability to the beach and dining, a large private yard, and a neighborhood centered around homeowners rather than vacation rentals, this is a rare opportunity to enjoy the authentic charm of island living on the quieter south end of the Key.

1209 Sea Plume Way, Sarasota
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