South Sarasota Homes with Three+ Story Property Description

South Sarasota Homes with Three+ Story Property Description

Welcome to South Sarasota, a hidden gem nestled in the heart of Florida's picturesque Gulf Coast! Known for its stunning beaches, vibrant arts scene, and friendly community, South Sarasota offers a perfect blend of relaxation and excitement. With its lush landscapes, charming neighborhoods, and convenient access to both urban amenities and natural wonders, this city is an ideal place to call home.

One of the standout features of South Sarasota is its diverse real estate market, particularly for those seeking homes with three or more stories. These impressive properties not only provide ample living space but also offer breathtaking views of the surrounding landscape, allowing residents to soak in the beauty of Florida’s sunsets and lush greenery. Imagine waking up in a spacious master suite, enjoying your morning coffee on a private balcony, or entertaining friends in a rooftop lounge with panoramic vistas.

Many of these multi-story homes are designed with modern amenities and elegant finishes, ensuring a luxurious lifestyle for families and individuals alike. Whether you’re looking for a contemporary masterpiece or a charming coastal retreat, South Sarasota’s three-plus story homes cater to a variety of tastes and preferences.

In addition to the stunning homes, residents enjoy access to top-rated schools, a plethora of dining options, and an array of recreational activities, from boating to biking along scenic trails. With its warm climate and welcoming atmosphere, South Sarasota is not just a place to live; it's a place to thrive. Explore the possibilities today and discover your dream home in this vibrant community!

Newest South Sarasota Homes with Three+ Story Property Description

5544 Dinah Lane, Sarasota
$1,650,000
6 Beds ⋅ 5 Baths ⋅ Terra Bea Sub SubDv. ⋅ 34231 Zip Code
BOATING LIFESTYLE . . . ENTERTAINER’S DREAM . . . WATERFRONT . . . CENTRAL SARASOTA LOCATION . . . NO HOA! Virtually staged with before-and-after photos. What if one of Sarasota’s most unexpected waterfront homes was hiding in plain sight? Tucked at the end of an unassuming street is an incredible waterfront retreat offering more than 4,400 square feet of living space, 100 feet of waterfront, a 13,000-pound boat lift, two Jet Ski floating docks, pool and spa, 6 bedrooms, and room for all the toys. No country club fees and NO HOA—just an incredibly fun Sarasota waterfront lifestyle. Designed for those who love to boat, entertain and gather with family and friends, this spacious home offers exceptional versatility across three levels, with beautiful water views and unforgettable sunsets. Step inside to high ceilings, abundant natural light and an impressive main living area anchored by a beautiful coral stone fireplace. Walls of sliding glass doors draw your eye toward the water and open to a spacious main-level patio—the perfect setting for morning coffee, evening cocktails and spectacular Sarasota sunsets. The primary suite is conveniently located on the main living level and features its own fireplace, direct patio access, a generous walk-in closet with custom built-ins and a spacious bath with separate vanities. A second bedroom on this level offers flexibility as a guest suite, private office or den. Upstairs, exceptionally spacious bedrooms provide plenty of room for family and overnight guests while creating privacy away from the main living areas. Downstairs is where the fun really begins. The fully built-out lower level transforms the home into an entertainer’s dream with a bar, game room, additional bedroom or workout space, full pool bath and direct access to the pool, patio and waterfront. Guests can move effortlessly from indoors to the pool, fire pit and dock without passing through the main living areas. Outside, the property truly embraces the Florida lifestyle. The fenced yard is ideal for pets, while the waterfront pool and patio create your own private resort. Head to the composite dock, where the 13,000-pound boat lift and two Jet Ski floating docks make it easy to get out on the water and return home for an evening by the pool or around the fire pit. With approximately 4,433 square feet, 6 bedrooms, multiple gathering spaces, generous garage and driveway space, and exceptional indoor-outdoor living, this is anything but a cookie-cutter Florida home. Whether entertaining a houseful of friends, accommodating extended family, working from home, boating, swimming or simply watching the sun disappear over the water, every level offers something special and every day can feel like vacation. Come discover the surprise at the end of the street. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.

5544 Dinah Lane, Sarasota
5589 Cannes Circle Unit 4-102, Sarasota
$635,000
4 Beds ⋅ 3 Baths ⋅ Phillippi Landings SubDv. ⋅ 34231 Zip Code
Welcome to 5589 Cannes, a beautifully upgraded townhome in the sought-after waterfront community of Phillippi Landings, where luxury, convenience, and the Florida lifestyle come together. With 3 bedrooms, a versatile flex space with a closet that can easily be used as a 4th bedroom, and 3 full bathrooms, this home offers exceptional flexibility for full-time living, a second home, or an investment property. The beautifully upgraded kitchen is truly the heart of the home, featuring stylish finishes, GE Café appliances, and a sleek induction cooktop. The thoughtfully designed kitchen offers both functionality and sophistication, making it perfect for preparing everyday meals or entertaining family and friends. The open-concept design flows seamlessly into the living and dining areas while taking full advantage of the stunning water views. Throughout the home, you'll find no carpet, creating a clean, modern look and making maintenance a breeze. The private elevator provides effortless access between levels and will convey with a one-year service contract, offering added peace of mind to the new owner. The tandem garage provides plenty of room for vehicles, storage, bikes, and recreational equipment. Built with concrete block construction and featuring impact-rated windows and doors, this home offers durability, energy efficiency, and peace of mind. Phillippi Landings offers an incredible waterfront lifestyle with a fitness center, heated swimming pool and jacuzzi, large clubhouse, and monthly social events. Residents also enjoy waterfront boardwalks, a kayak launch, and an on-site dog park. The HOA includes water, trash, internet, and cable TV, adding tremendous value and convenience. For boating enthusiasts, this location is hard to beat, offering easy access to the area's waterways and a lifestyle centered around the water. You'll also be conveniently located near restaurants, shopping, entertainment, beaches, and everything Sarasota has to offer. Whether you're looking for a primary residence, vacation retreat, or investment property, 5589 Cannes delivers the perfect combination of upgraded finishes, incredible water views, resort-style amenities, and low-maintenance Florida living. Come see why life at Phillippi Landings is anything but ordinary!

5589 Cannes Circle Unit 4-102, Sarasota
2741 Parma Street, Sarasota
$1,200,000
5 Beds ⋅ 5 Baths ⋅ Ridgewood SubDv. ⋅ 34231 Zip Code
**Rare Sarasota 4-Plex – No Flooding, Prime Location & Exceptional Investment Opportunity!** Seller Financing terms are available! Don't miss this rare opportunity to acquire a well-located **4-unit multifamily property** in one of Sarasota's most desirable rental markets. A standout feature of this property is that **it has experienced no flooding**, providing added confidence for investors focused on long-term ownership. Ideally located just minutes from Siesta Key Beach, Gulf Gate, Downtown Sarasota, shopping, dining, hospitals, and major employers, this asset offers immediate rental income with excellent potential for future appreciation and rental growth. Whether you're adding to your portfolio, completing a 1031 exchange, or seeking a high-demand multifamily asset, this property offers the location and stability investors are looking for. With limited multifamily inventory available in Sarasota, opportunities like this are becoming increasingly scarce. **Schedule your private showing today—properties with this combination of location, income potential, and no flooding don't stay on the market for long.**

2741 Parma Street, Sarasota
1310 S Lake Shore Drive, Sarasota
$26,400,000
4 Beds ⋅ 6 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
Villa Meraviglia is a rare waterfront estate where architectural distinction and modern comfort come together in a home designed for an exceptional way of life. Fully reimagined and completed in 2020, the estate’s architecture, exterior grounds, and interiors are inspired by the world’s most iconic villas. Set on 1.22 bayfront acres in Oyster Bay Estates, the residence commands 146 feet of direct frontage along the shimmering waters of Little Sarasota Bay. Here, mornings begin with light dancing across the water, afternoons unfold poolside, and evenings linger over dinner as the sun slips below the horizon. With panoramic western views and year-round sunsets, every day offers a front-row seat to the ever-changing beauty of the bay. A striking custom gate creates a memorable arrival, while two gold-leafed gates provide privacy and discreet access—including a private entrance to the neighboring yacht club. Inside, nearly 10,700 square feet of refined living space is complemented by more than 4,000 additional air-conditioned space designed for leisure, entertainment, and everyday enjoyment. Four beautifully appointed en-suite bedrooms offer private retreats, complemented by two stylish powder rooms for guests. Covered terraces extend from the main living areas on both levels to enjoy spectacular sunsets and sweeping bay views. The heart of the home is designed around gathering. With dual Clive Christian-inspired kitchens, every occasion, from a quiet breakfast to a celebratory dinner, unfolds with ease. Throughout the residence, Venetian plaster walls, 23-carat gold-gilded millwork, hand-painted frescoes, pecky cypress ceilings, stone-inlaid courtyards, and imported Italian materials create an atmosphere that feels timeless, distinctive, and deeply personal. Thoughtful luxuries extend throughout, from bespoke hardware, statement lighting and finishes to an elevator, whole-house generator and three-car garage. And then there are the spaces designed simply for enjoying life. Whether it is a family movie night, a spirited game of pool, or an evening gathered with friends, every space encourages connection. Outside, life naturally moves toward the water. Layered terraces create intimate settings for morning coffee, sunset cocktails, and quiet evenings beneath the stars. The resort-style pool becomes the center of days spent outdoors. The octagonal pavilion and beautifully crafted summer kitchen, with Chicago brick and a herringbone ceiling adding warmth and character, set the stage for effortless outdoor entertaining. The pool terrace is a destination in itself. Italian marble unfolds across the deck with intricate mosaics framing the water. A dramatic Medusa-inspired walkway draws you toward the private dock, where boat and jet-ski lifts make spontaneous days on the bay part of everyday life. From a morning cruise to a sunset ride across the water, the bay is always within reach. Here, luxury is something to experience. It is barefoot afternoons by the pool, dinners that stretch late into the evening, boats heading out at golden hour, and quiet mornings when the bay is perfectly still. Private and serene, yet close to The Field Club, Sarasota’s celebrated arts and dining scene, and the Gulf’s beautiful beaches, Villa Meraviglia offers a rare opportunity to live surrounded by beauty while remaining within easy reach of everything that makes Sarasota special. A remarkable home, an extraordinary setting, and a lifestyle meant to be savored.

1310 S Lake Shore Drive, Sarasota
1780 Phillippi Shores Drive Unit F1-44, Sarasota
$169,000
Phillippi Harbor Club SubDv. ⋅ 34231 Zip Code
Welcome to the exciting waterfront lifestyle at Phillippi Harbor Club in Sarasota! This rarely available 1st Level T-top height rack measures 28Lx9.5Wx17.3H. Fits Boats Up To: 28’ L x 8.5’ W x 15.3’ H, the tallest 28ft rack in the facility. Imagine the convenience of having your boat ready to go whenever you are, thanks to the friendly and efficient staff. Hurricane-protected building ensures that your boat stays safe and secure, while you enjoy peace of mind. With reasonable monthly fees, you can enjoy all the perks of the PHC without breaking the bank. But that's not all! Phillippi Harbor Club also offers valet services, discounted fuel, wash stations, shower room, service racks, full detailing services, and private assigned lockers. The location on protected waters with no bridges to the Intracoastal Waterway means that your boating adventures are just moments away. Nestled on the picturesque Philippi Creek, PHC offers more than just a place to keep your boat; it's a community of passionate boaters. This boat rack facility is approximately 4 minutes to the Intracoastal Waterway and about 20 minutes to the Gulf of Mexico.

1780 Phillippi Shores Drive Unit F1-44, Sarasota
8963 Fishermens Bay Drive, Sarasota
$1,468,000
4 Beds ⋅ 4 Baths ⋅ Fishermens Bay SubDv. ⋅ 34231 Zip Code
Live the Dream in Fishermen’s Bay – Private Bayfront Paradise with Deeded Boat Slip & Designer Touches. Welcome to a rare opportunity in the exclusive gated enclave of Fishermen’s Bay, a serene waterfront community of just 20 custom luxury homes, perfectly situated West of the Trail on the shimmering shores of Little Sarasota Bay. Tucked away at the end of a quiet cul-de-sac and nestled on a lush half-acre tropical estate, this Key West-style masterpiece offers over 3,200 square feet of elegant indoor living and expansive outdoor spaces designed for the ultimate Florida lifestyle. Enjoy Sarasota Bay views, water access, and a deeded boat slip, and private gate leading to Vamo Park for easy kayak launching just steps away. Crafted by renowned Yoder Construction, the home is a stunning blend of craftsmanship, comfort, and coastal sophistication. Step inside to discover wood floors, crown moldings, and stone countertops throughout. The chef’s kitchen is a dream, featuring a Viking range, Sub-Zero refrigerator, Fisher & Paykel dishwasher, quartz countertops ideal for entertaining. The main living and dining area opens through sets of French doors to a screened-in deck where you can relax and soak in the tranquil views of the bay and your private heated pool with sun shelf and 5-person spa (installed in 2020). Whether you’re enjoying your morning coffee or hosting sunset dinners, the setting is simply magical. The 3rd-floor master suite is a private sanctuary complete with a fireplace, dual walk-in closets, updated spa bath, and a private balcony offering serene water views. On the ground floor, a large bonus area opens to lush, Selby Garden-style landscaping with rambling paver walkways, and plenty of storage for kayaks and beach toys. Enjoy peace of mind with electric hurricane shutters, a 3-zone A/C system, engineered walls, and a sprinkler system fed by your own well. Additional Highlights: • Deeded boat slip with quick access to the Intracoastal • kayak launch • 2 fireplaces • Screened and covered porches for year-round enjoyment • 2-car garage with ample storage • Minutes to Siesta Key Beach, Pine View School, shopping, and dining This is more than a home—it’s a lifestyle. Discover the timeless charm of Old Florida with every modern luxury you could desire. Paradise is calling in Fishermen’s Bay!

8963 Fishermens Bay Drive, Sarasota
Start Your Search