Siesta Key Homes with Two Story Property Description

Siesta Key Homes with Two Story Property Description

Welcome to Siesta Key, Florida – a picturesque barrier island nestled in Sarasota County, known for its stunning beaches, vibrant community, and laid-back coastal lifestyle. With its powdery white sand beaches and crystal-clear turquoise waters, Siesta Key is a tropical paradise that attracts visitors and residents alike. Whether you’re strolling along the beach at sunset, exploring the local boutiques, or indulging in fresh seafood at waterfront restaurants, this charming island offers an idyllic setting for both relaxation and adventure.

When it comes to finding your dream home in Siesta Key, look no further than the exquisite selection of two-story properties available. These homes perfectly blend elegance and functionality, providing ample space for families and entertaining guests. Imagine waking up to breathtaking views from your master bedroom, with the gentle sound of waves lapping against the shore as your morning soundtrack. Two-story homes in Siesta Key often feature open-concept layouts that create a seamless flow between living, dining, and kitchen areas, making them perfect for hosting gatherings.

Additionally, many of these properties boast expansive outdoor spaces, including lush gardens, patios, and balconies where you can soak up the Florida sunshine. With easy access to the beach and nearby amenities, your two-story home in Siesta Key is not just a residence; it’s a lifestyle. Embrace the charm of island living and discover the perfect blend of comfort and coastal elegance in this enchanting community. Whether you’re looking for a vacation getaway or a permanent residence, Siesta Key has the ideal two-story home waiting for you!

Newest Siesta Key Homes with Two Story Property Description

$10,500,000
6 Beds ⋅ 7 Baths ⋅ Gulfmead Estates SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. This luxurious grand canal-front estate offers direct deep-water boating to the Gulf, out of one of the most exclusive neighborhoods on north Siesta Key. This in progress New Construction property by Pham Development is on an expansive 17,842 SF and 0.41 acre lot, with a 4,769 SF traditional-style home to be built. Enjoy two separate guests suites on top of the two 2-car garages, for a total of 4 garage spaces, both with elevator access to the above suites. The master bedroom will have water views, and the grand entry home hosts a total of 6 bedrooms, 6 baths, and 1 powder bath. This property's deep-water grand canal with no bridges is ideal for yachts and boats, with up to a 13-foot draft. A new dock and boat lift is set to be installed. Inside, expansive living spaces boast high-end finishes and top-of-the-line appliances, blending timeless elegance with modern comfort. Enjoy the water, and a large backyard perfect for entertaining, a private pool, and new lush landscaping—making this the ultimate waterfront estate for family.

3441 Gulfmead Drive, Sarasota
$824,000
2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code
Experience effortless island living in this immaculate, beautifully renovated 2-bedroom, 2-bath residence ideally situated directly across from world-famous Siesta Key Beach. The bright, open interior features a stylish kitchen with granite countertops and stainless-steel appliances. Hurricane-impact windows and sliding glass doors provide added security and efficiency, while the private lanai offers peaceful views of the community’s tranquil lake. Numerous recent improvements enhance the home’s move-in-ready appeal, including, in 2026, new windows, sliders, garage doors, a new air-conditioning system, and, in 2025, new blinds and water heater. Primary bathroom fully renovated in 2023. An attached oversized private garage provides generous space for vehicles, beach equipment and additional storage. The community’s beautifully maintained tropical grounds feature a heated swimming pool, tennis and pickleball courts, an outdoor shower, and a pavilion with grills for relaxed outdoor gatherings. Just beyond the property, the powder-soft sand and clear Gulf waters of Siesta Key Beach and the restaurants, boutiques and entertainment of Siesta Key Village are just minutes from home. Short-term rental flexibility makes this an especially attractive investment opportunity. Owners may take advantage of professional on-site property management or manage the residence independently, providing greater control over rental income and personal use. Most furnishings are negotiable, creating the possibility of a fully furnished, turnkey purchase ready for immediate enjoyment or rental. Whether envisioned as a primary residence, coastal getaway or income-producing investment, this exceptional Siesta Key property offers location, lifestyle and versatility in one of Florida’s most desirable beach communities.

1187 Lake House Circle Unit C127, Sarasota
$4,190,000
5 Beds ⋅ 6 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Currently under renovation. Welcome to an exceptional newly updated residence on he highly coveted Bay Island neighborhood on north Siesta Key, where timeless coastal architecture and modern luxury come together in one of Siesta Key’s most desirable locations. Situated on an expansive 0.48-acre homesite, this beautifully designed home offers 4,536 square feet of refined living space with a total of 5 bedrooms, 5 full bathrooms, and 1 half bath. Thoughtfully enhanced with new finishes, designer upgrades, and premium appliances throughout, the home also enjoys glimpses of the ocean water that complement its tranquil coastal setting. A private gated driveway leads to a detached 4-car garage, and guest suite with 2 bedrooms and 2 bathrooms, providing both privacy and convenience. At the center of the residence is a stunning chef’s kitchen designed for both everyday living and entertaining, complete with premium Sub-Zero refrigeration, professional-grade gas appliances, custom cabinetry, elegant stone surfaces, and a spacious center island. The adjoining great room and dining area seamlessly connect to the outdoor living spaces, while the luxurious primary suite provides a private retreat with a spa-inspired bathroom, generous walk-in closets, and peaceful views of the surrounding tropical landscape. Step outside to your own private coastal oasis, where a screened pool and expansive pool deck create the perfect setting for relaxation and entertaining year-round. Beautifully landscaped grounds and thoughtfully designed outdoor living areas enhance the home's resort-style atmosphere. Located just moments from Siesta Key’s world-renowned beaches, waterfront dining, boutique shopping, and Sarasota’s vibrant cultural amenities, this exceptional residence offers an unparalleled blend of privacy, sophistication, and convenience. A rare opportunity to own a luxury home on Norsota Way, where exceptional craftsmanship and the coveted island lifestyle come together. Photos and renderings may include virtual staging and virtual enhancements intended to illustrate the property's anticipated completion and design.

604 Norsota Way, Sarasota
$3,990,000
6 Beds ⋅ 6 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code
Exceptional investment opportunity featuring six fully renovated units just steps from the world-famous shores of Siesta Key Beach! Currently operating as an established vacation rental, this unique property offers six private one-bedroom, one-bath residences, each thoughtfully designed with a full kitchen, open-concept living and dining area, spacious king bedroom, and stylish coastal finishes. Offered fully furnished, this turnkey property is ready to continue generating income from day one. Completely renovated throughout, the property blends modern coastal style with the relaxed charm of island living. Bright, inviting interiors, beautifully appointed kitchens and baths, and a cohesive design create a welcoming atmosphere that perfectly complements one of Florida's most sought-after beach destinations. At the heart of the property, a beautifully landscaped brick-paver courtyard creates an inviting outdoor gathering space with lounge areas, outdoor dining, gas grills, and lush tropical landscaping. Additional amenities include onsite laundry and designated parking, adding convenience for owners and visitors alike. Ideally located within walking distance of Siesta Key Village, enjoy effortless access to award-winning beaches, locally owned restaurants, boutique shopping, live entertainment, and everything that makes Siesta Key one of the Gulf Coast's premier destinations. Combining six beautifully renovated residences, an established vacation rental business, and an unbeatable beachside location, this is a rare opportunity to own a premier income-producing property in the heart of Siesta Key.

104 Avenida Veneccia Unit 171, Sarasota
$4,150,000
4 Beds ⋅ 6 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Completed in 2025, this exceptional residence offers a rare opportunity to step into a brand-new partially furnished home without the wait. As opportunities to purchase newly built homes on Siesta Key become increasingly limited, this home delivers the quality, craftsmanship, and peace of mind of new construction in one of the island's most desirable neighborhoods, just moments from Siesta Beach. Spanning more than 5,200 sq ft, the home has been thoughtfully designed with a floor plan that feels as good as it looks. Natural light fills the interiors through expansive PGT impact-rated windows and sliding glass doors, while soaring cathedral and coffered ceilings, wide-plank wood flooring, and clean architectural detailing create a timeless backdrop throughout. The spaces flow naturally from one to the next, striking the right balance between openness and definition. At the center of the home, the kitchen anchors the main living spaces. An oversized quartz island, custom cabinetry, Sub-Zero refrigeration, a Wolf gas range, and generous prep space combine beauty with everyday practicality. Overlooking the great room and dining area, it's where family naturally comes together, while a beautifully appointed wet bar adds another gathering place when entertaining friends. Like any great Florida home, the living spaces don't stop at the back door. Walls of sliding glass open to a covered lanai with a wood-paneled ceiling, leading to a heated pool and spa surrounded by lush tropical landscaping. An outdoor kitchen, pool bath, and outdoor shower complete a backyard designed to be enjoyed year-round, whether hosting family and friends or simply enjoying the privacy of your own home. The thoughtful layout continues with a privately positioned primary suite on the first floor, offering cathedral ceilings, dual walk-in closets, and a beautifully finished bath with a freestanding soaking tub, oversized walk-in shower, and dual vanities. A dedicated office, mudroom, and laundry room complete the main level. Upstairs, three additional en-suite bedrooms, each with walk-in closets and private baths, are joined by a den overlooking the pool, a spacious bonus room with its own Romeo and Juliet balcony, and a second laundry room, providing flexibility as your needs evolve. Built with concrete block construction, a standing seam metal roof, and impact-rated windows and doors throughout, the home reflects the lasting quality buyers expect from a newly completed residence. A split three-car garage and generous paver driveway reinforce the home's thoughtful design and everyday functionality. The location is every bit as compelling as the home itself. Just moments from Siesta Key Beach, you'll have one of the country's most celebrated stretches of coastline practically at your doorstep, while Siesta Village's restaurants, boutiques, and cafés are just minutes away. Downtown Sarasota is an easy drive across the bridge, offering exceptional dining, waterfront parks, galleries, marinas, and the performing arts. It's a location that strikes a rare balance between the relaxed pace of island living and the conveniences of the city. For buyers considering building on Siesta Key, this presents an increasingly rare opportunity. Instead of spending years acquiring land, designing, permitting, and building, you can enjoy a brand-new home from day one, with the home being offered furnished. Beautifully executed and ready now, this is a home built for the next chapter.

656 Tropical Circle, Sarasota
$3,690,000
4 Beds ⋅ 5 Baths ⋅ Tortoise Estates SubDv. ⋅ 34242 Zip Code
With gulf sunset views, and 3-minute walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach. With 3,676 SF of thoughtfully designed space, this home offers ocean views throughout, multiple outdoor patios and terraces, rooftop deck, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.

8800 Midnight Pass Road, Sarasota
$11,900,000
5 Beds ⋅ 6 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Pre-Construction. To be built. The lot is also available as vacant land (MLS #A4682294) ($6.7M). Introducing the Miller Floorplan designed by award winning Konstant Architecture (plans complete and available), a to be built waterfront estate set on one of the most extraordinary parcels on the north end of Siesta Key, one of only 10 properties with water access on the east and west. This award-winning luxury custom build plan is the example of architectural excellence at the highest level. Positioned on over three quarters of an acre with 175 feet of pristine water frontage, this rare offering captures sweeping panoramic views from Big Pass to Bayou Louise. With unobstructed access to Sarasota Bay and the Gulf, boating enthusiasts can enjoy effortless days of fishing, cruising, or island hopping directly from their backyard. This is coastal living without compromise. Designed for both elevated beauty and resilience, the Miller Floorplan features approximately 4,325 square feet of conditioned living space with a raised main living level, private elevator access, and a multi-bay garage with dedicated boat storage below. The thoughtfully designed layout includes five bedrooms, five full bathrooms, and a powder room. The primary suite is privately positioned offering a spa-inspired bath with separate water closet, expansive closet space, and seamless connection to outdoor living. The heart of the home is an open-concept living and dining space anchored by a designer kitchen with pantry and butler’s area, all oriented toward breathtaking water views. Expansive porches, screened outdoor living areas, and a resort-style pool with integrated spa and swim-off areas create a true waterfront retreat. A standing seam metal roof and sophisticated coastal architectural detailing reflect timeless style while complementing the surrounding natural beauty. Located on the coveted north end of Siesta Key, this estate offers both privacy and convenience. The beach, boating, waterfront dining, and Sarasota’s vibrant cultural and entertainment scene are moments away. Large parcels of this caliber with 175 feet of frontage and water access on the east and west side of the property, are rarely available, making this an exceptional opportunity to secure a refined blend of modern luxury, prime location, and long-term value. Where coastal beauty, architectural sophistication, and thoughtful design converge, this residence delivers an unparalleled Siesta Key lifestyle.

3550 Bayou Louise Lane, Sarasota
$17,650,000
4 Beds ⋅ 6 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Four Seasons Hotel in Bali or private estate? Set on more than an acre of coveted waterfront property along the prestigious north end of Siesta Key, this extraordinary Balinese-inspired estate is a rare sanctuary where timeless architecture, unparalleled craftsmanship, and the restorative beauty of nature exist in perfect harmony. Offered fully furnished, the residence has been curated to provide an effortless, move-in-ready lifestyle, where every detail has been thoughtfully considered and every space evokes a sense of calm, balance, and understated luxury. Spanning more than 8,000 square feet, the home embraces the philosophy of seamless indoor-outdoor living. Expansive walls of glass dissolve the boundaries between the interiors and the surrounding tropical landscape, filling the home with natural light, gentle coastal breezes, and mesmerizing waterfront views. Rich exotic woods, natural stone, tranquil water features, and handcrafted architectural elements create an atmosphere reminiscent of an exclusive Balinese resort, where every room serves as a peaceful retreat. Designed as a private wellness oasis, the grounds are nothing short of breathtaking. Lush tropical gardens, mature specimen palms, fragrant flowering plants, and winding pathways lead through a series of serene outdoor spaces that inspire quiet reflection and effortless entertaining. A tranquil koi pond, crossed by picturesque footbridges, gently meanders alongside the residence, filling the air with the soothing sound of flowing water and creating a Zen-inspired tranquility throughout the estate. The resort-caliber outdoor living spaces are exceptional. An infinity-edge pool appears to merge effortlessly with the sparkling bay beyond and features a swim-up bar, spa, expansive sun shelves, and multiple terraces for lounging in the Florida sunshine. A dramatic sunken fire pit provides the perfect setting for evening gatherings beneath the stars, while the outdoor kitchen, covered dining pavilion, and numerous seating areas invite unforgettable alfresco entertaining against a backdrop of spectacular sunsets and panoramic waterfront vistas. With more than 700 feet of waterfront frontage, the property offers an extraordinary connection to the water that is rarely found. Whether setting out for a morning paddle through calm mangrove-lined waters or enjoying effortless boating from the private dock, every day begins and ends immersed in Sarasota's extraordinary coastal beauty. A dedicated waterfront garage, newer seawall, and abundant shoreline further enhance this exceptional waterfront lifestyle. Inside, every space has been thoughtfully designed to nurture both relaxation and recreation. A private theater, game room, fitness studio, and dedicated meditation room create an environment centered around wellness, entertainment, and everyday enjoyment. An oversized garage accommodating more than eight vehicles provides ample space for collectors and enthusiasts alike. Modern technology complements the home's timeless design with Crestron smart home automation, a three-stop elevator, whole-house generator, reverse osmosis water filtration system, and numerous additional upgrades that deliver effortless comfort, security, and peace of mind. This one-of-a-kind estate represents one of Siesta Key's most extraordinary luxury offerings and an exceptionally rare opportunity to own a true legacy property.

3799 Flamingo Avenue, Sarasota
$2,800,000
4 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Privately set on Palm Island in the heart of Siesta Key, this residence offers an exceptional combination of generous living space, thoughtful design and effortless access to the island’s most celebrated destinations. Just a short distance from the powdery, white quartz sands of Siesta Beach and the boutiques, dining and lively atmosphere of Siesta Village, this beautifully reimagined waterfront residence presents a rare opportunity to enjoy a relaxed coastal lifestyle without compromising comfort, privacy or quality. Nearly every aspect of the home was transformed, creating a fresh, modern interior, designed for both everyday living and gracious entertaining. Soaring ceilings, abundant natural light, a contemporary custom staircase and impact-rated windows and doors establish an open, airy atmosphere, while luxury vinyl and engineered hardwood flooring, recessed lighting and thoughtfully integrated storage add warmth and architectural interest. The expansive kitchen serves as the centerpiece of the home, featuring custom cabinetry, stone countertops, upgraded stainless steel appliances, wine storage and an oversized quartz island with generous seating. Designed to accommodate everything from casual mornings to larger gatherings, the kitchen flows naturally into the surrounding living and dining spaces and continues outdoors to the pool, lawn and waterfront beyond. The main-level primary suite provides a serene private retreat with direct access to the pool area, a spacious custom-fitted closet and a beautifully appointed spa-inspired bathroom. Three additional bedrooms offer comfortable accommodations for family and guests, while an upstairs, separate flex space is ideally suited for a private office, exercise room or personalized retreat. A sunroom and conveniently positioned pool bath further enhance the home’s easy indoor-outdoor connection. Outside, the property reveals one of its most distinctive features: an unusually spacious backyard for Siesta Key. A broad lawn surrounds the heated pool, creating room for outdoor dining, recreation, pets and relaxed afternoons beneath the Florida sun. Beyond the pool, peaceful canal views and a private dock provide a tranquil waterfront setting with boating access. A well supplies the irrigation system, helping maintain the lush tropical landscape. A detached two-car garage offers valuable parking and additional storage for beach equipment, bicycles, paddleboards and other island essentials to enjoy the Siesta Key lifestyle. Morning walks along Siesta Beach, afternoons beside the pool and evenings dining in Siesta Village can all become part of everyday life. Spacious, extensively remodeled, and ideally positioned near the beach, Village and boating water, 430 Island Circle is a sophisticated yet wonderfully comfortable island retreat designed for those who want to experience the very best of Siesta Key.

430 Island Circle, Sarasota
$1,150,000
4 Beds ⋅ 3 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code
Set along a quiet bayou in Roberts Point, one of North Siesta Key’s most coveted and established neighborhoods, this well-cared-for waterfront residence offers an appealing combination of immediate livability, flexible space and exceptional future potential. Enjoy the home as it is, thoughtfully update it over time or create an entirely new island retreat among the neighborhood’s impressive luxury residences. The primary living spaces are positioned on the upper level, where vaulted ceilings and an open layout create a bright, comfortable setting for everyday living and entertaining. Multiple decks extend the living areas outdoors, offering peaceful views of the water and surrounding tropical landscape. A hot tub overlooking the bayou provides a relaxing place to unwind at the end of the day. The legal ground level (non-conforming) adds valuable versatility with a private bedroom and bath, bonus room, screened lanai and two-car garage, well suited for guests, extended family, a home office or a recreational space. A new roof completed in August 2023, hurricane shutters and completed storm remediation provide added peace of mind. The property offers direct water access to Sarasota Bay for motorized craft, kayaks and paddleboards, making it easy to enjoy Siesta Key’s natural surroundings from your own backyard. Ideally located near Siesta Beach, Siesta Village, shopping, dining, and entertainment, and easy access to mainland Sarasota, this is a distinctive opportunity to live, renovate or rebuild in a coveted North Siesta Key setting.

4114 Roberts Point Circle, Sarasota
$509,000
2 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code
Opportunities to own in Sandy Cove are rare—and this residence presents the perfect chance to create your own island retreat in one of Siesta Key's most sought-after waterfront communities. Bring your vision and transform this well-located residence into the coastal getaway you've always imagined. Whether you're looking for a winter escape from the cold, a seasonal home to enjoy for years to come, or an investment in one of Florida's premier beach destinations, the value here lies in the location, lifestyle, and potential. Designed by renowned Sarasota architect Frank Folsom Smith, Sandy Cove is a boutique waterfront community celebrated for its timeless mid-century architecture, lush tropical landscaping, private shell beach, fishing pier, heated pool, kayak launch, and Gulf-front sunsets. Best of all, you're just a short stroll from Siesta Key Village, where local restaurants, boutiques, live music, and island charm await. Unlike buying someone else's renovation, this home offers the rare opportunity to update the interior to reflect your own style while investing in a community where demand remains consistently strong. Enjoy the property today, renovate at your own pace, and own a piece of Siesta Key in a location that continues to attract vacationers, seasonal residents, and investors alike. When the address is this exceptional, the possibilities are endless. Schedule your private showing today!

220 Pass Key Road Unit 220, Sarasota
$849,000
2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code
Discover this one-of-a-kind unit in Excelsior, featuring two spacious bedrooms and two bathrooms, complemented by an added staircase leading to a spacious second-story LOFT. A structural beam has been expertly installed to support the loft, and ceilings have been RAISED, enhanced with foam insulation throughout the attic for improved energy efficiency. The kitchen boasts custom solid wood cabinetry, elegant crown molding, and solid core doors. BRAND NEW carpet installed throughout bedrooms, loft and staircase. Enjoy year-round comfort with a Newer HVAC system (2023). Looking out from your front door, take in the breathtaking Gulf views, perfect for watching gorgeous sunsets. The Gulf to Bay community offers private deeded beach access and a wealth of amenities, including two large heated swimming pools with poolside restrooms and hot water showers, shuffleboard, two heated whirlpools, two lighted tennis courts, and two pickleball courts. For fitness enthusiasts, a well-equipped fitness center awaits, along with a spacious Gulf side sun deck, beach loungers and chairs, and outdoor barbecues and picnic areas. 2 Week rental minimums for those seeking to generate some income. Additionally, enjoy the intercoastal fishing pier with a shaded viewing area, a welcoming community room, and engaging monthly community events. Don’t miss your opportunity to own this exceptional property with unparalleled amenities!

6263 Midnight Pass Road Unit 403, Sarasota
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