South Sarasota Homes with Two Story Property Description

South Sarasota Homes with Two Story Property Description

Welcome to South Sarasota, Florida, a vibrant community that perfectly blends the charm of suburban living with the allure of coastal paradise. Nestled in Sarasota County, South Sarasota is renowned for its stunning beaches, lush parks, and a warm, welcoming atmosphere that makes it an ideal place to call home. With year-round sunshine and a plethora of recreational activities, residents enjoy an enviable lifestyle that includes access to world-class dining, shopping, and cultural experiences.

One of the standout features of South Sarasota is its array of beautiful two-story homes, which offer both style and practicality. These properties are designed with families in mind, providing ample space for living, entertaining, and enjoying the Florida lifestyle. Imagine waking up to panoramic views from your master suite, or hosting gatherings in your spacious backyard that seamlessly connects to your home's open-concept living area.

Two-story homes in South Sarasota often feature modern amenities, including gourmet kitchens, luxurious master baths, and energy-efficient designs that cater to today's discerning buyer. Many of these homes are situated in family-friendly neighborhoods, complete with parks, playgrounds, and community events that foster a sense of belonging and connection among residents.

Whether you’re seeking a serene retreat or an active lifestyle, South Sarasota’s two-story homes offer the perfect backdrop for your next chapter. Discover the charm of this vibrant city and find your dream home today, where every day feels like a vacation in paradise!

Newest South Sarasota Homes with Two Story Property Description

2308 Fiesta Drive, Sarasota
$1,250,000
4 Beds ⋅ 4 Baths ⋅ Ridgewood SubDv. ⋅ 34231 Zip Code
Welcome to 2308 Fiesta Dr, an architectural contemporary sanctuary built in 2021 offering 4 bedrooms, 3.5 bathrooms, and 2,540 sq. ft. of luxury living area in Sarasota, Florida. Designed with industrial modern sophistication, the open-concept main floor features polished concrete floors, soaring 10-foot ceilings, and high-impact windows flooding the space with natural light. At the center of the home sits a chef-inspired gourmet kitchen appointed with custom waterfall-edge granite countertops, seamless cabinetry, integrated stainless steel appliances, and sleek pendant lighting. A floating open-riser staircase serves as a focal point, leading to an elevated second-floor loft flex space, guest accommodations, and a secondary primary suite. This primary suite features large-format tile, floor-to-ceiling modern windows overlooking lush treetop views, custom window treatments, and a spa-inspired primary bathroom with dual sinks and shower heads and curated tile work. Transition outdoors through sliding glass doors to a resort-style private lanai enclosed in a screened pool cage, complete with a custom travertine sun deck, private swimming pool, and covered alfresco dining area framed by lush tropical landscaping. Live efficiently with gas powered tankless water heater, gas pool heater and gas range supplied by a 500lb propane tank. Completely fenced yard and low maintenance landscaping define the exterior. Offered TURN KEY furnished, this IMMACULATE, move-in-ready Sarasota home is located minutes from A-rated public schools, world-famous Siesta Key beaches, and vibrant downtown Sarasota shopping and dining. Schedule your private showing today.

2308 Fiesta Drive, Sarasota
1740 Assisi Drive, Sarasota
$2,200,000
4 Beds ⋅ 6 Baths ⋅ Portofino On The Bay SubDv. ⋅ 34231 Zip Code
Pre-Construction. To be built. Located in the highly sought-after Portofino on the Bay neighborhood in Sarasota, this cleared homesite presents a rare opportunity to build your dream home in one of the area’s most desirable coastal communities. The property has already been cleared and is ready for construction, offering a smooth and convenient start for your custom build. A select builder has plans ready for this lot, providing the opportunity to streamline the building process with a thoughtfully designed home. Buyers may choose to utilize the existing plans or customize them to suit their vision and lifestyle. The style of the home must match the community guidelines. The property is also located close to the highly regarded Pine View School, along with other highly rated public and private schools nearby. This private and gated neighborhood is great for boaters, offering community deeded access to the bay to relax, and a community day dock available upon reservation. If a resident is selling, a private boat slip may become available. Enjoy direct access to the Intracoastal Waterway. Located just 2 miles from downtown Sarasota, residents enjoy quick access to vibrant dining, shopping, and entertainment while still enjoying the privacy and tranquility of this waterfront-friendly community.

1740 Assisi Drive, Sarasota
3950 Red Rock Way, Sarasota
$8,995,000
5 Beds ⋅ 9 Baths ⋅ Red Rock Terrace SubDv. ⋅ 34231 Zip Code
Under Construction. Why choose between your perfect sanctuary and stunning sunsets when you can have both. Every evening, the horizon performs a breathtaking masterpiece and from your private terrace at 3950 Red Rock Way, you hold the best seat in the house. Set upon a rare half-acre waterfront lot with 50 feet of frontage on Roberts Bay, this 6,850-square-foot modern coastal estate captures the essence of Sarasota luxury: enchanting artistry, seductive serenity, and a seamless connection to water and light. This new-construction residence, designed for those who refuse to compromise beauty for function, rises with quiet confidence above manicured grounds. A private courtyard garden greets you—tranquil, lush, and softly lit. Inside, 12-foot ceilings and walls of glass erase the boundary between indoors and out, filling each space with western light that glows from sunrise to sunset. Warmed by dual fireplaces, the heart of the home flows through a grand open living area. The chef’s kitchen, a pristine and stylish space for guests, is anchored by Miele appliances, two sculptural islands and features a well-appointed scullery, the engine that drives a flawless entertaining experience. A whisper of a push opens the retractable glass, where the world outside becomes part of the home and reveals the infinity-edge pool where the horizon of the pool disappears into the bay. The surrounding terraces are intended for sun, laughter, and unforgettable evenings under painted skies. This residence offers five bedrooms, including two primary suites, each a world of privacy and refinement with spa-inspired baths, water views, and terraces that invite the morning breeze. A dedicated gym and flex space await your vision—transform it into a golf simulator, media lounge, or wellness retreat. The custom wine cellar stands ready for your finest vintages, while a five-car garage accommodates every passion you choose to explore. Beyond luxury lies peace of mind: a new dock with double jet ski lift, elevator, whole-home generator, and the enduring protection of superior and meticulous modern construction. As twilight settles over Roberts Bay, the pool catches the last light, and the sound of water laps softly at the shore. Here, time slows, your world quiets, and moments feels both rare and deeply familiar. This isn’t just a home—it’s a front-row seat to the soul of every sunset.

3950 Red Rock Way, Sarasota
5273 Heron Way Unit 202, Sarasota
$450,000
3 Beds ⋅ 2 Baths ⋅ Landings South SubDv. ⋅ 34231 Zip Code
Expansive water views, an enviable location just a short walk from the Landings Racquet Club, and upgrades including hurricane-impact windows throughout and a newer air-conditioning system (2024) with transferable warranty distinguish this second-floor coach house from other similar residences in The Landings. Bright, spacious, and beautifully maintained, the home also benefits from a newer roof and gutters (2023), offering an exceptional combination of comfort, convenience, and peace of mind. High vaulted ceilings and abundant natural light create an immediate sense of space, while the generous living and dining areas flow seamlessly into an open-plan kitchen featuring granite countertops, a breakfast bar, and stainless steel appliances. Continuous flooring throughout the main living area, without the traditional step-down, further enhances the open layout. The spacious primary suite enjoys beautiful water views, a large en-suite bathroom, and walk-in closet. Two additional generously sized bedrooms share a second full bathroom. Plantation shutters throughout and a separate laundry room add to the home's comfort and practicality. Furnishings are available for purchase separately, offering an opportunity for an easy transition. The nearby Landings Racquet Club offers eight Har-Tru tennis courts, a fitness center, pro shop, meeting rooms, a temperature-controlled lap pool, spa, and an active calendar of social events. Residents can also enjoy nature trails leading to a covered dock and fishing pier, with storage facilities for kayaks, canoes, and paddle boards. Ideally located west of the Trail, The Landings provides convenient access to Siesta Key, Southside Village, downtown Sarasota, and nearby shopping and dining, including The Landings shopping center.

5273 Heron Way Unit 202, Sarasota
3465 Clark Road Unit 263, Sarasota
$148,000
2 Beds ⋅ 2 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code
Ready now for a new owner! This well maintained, freshly painted and updated unit is located upstairs with a balcony view of mature oak trees. Two bedrooms and two bathrooms make for a very comfortable living space. Sienna Park offers great community amenities including a heated pool, fitness center, dog park, and more. This central location puts you close to shopping, restaurants and beaches. This condo is close to everything Sarasota has to offer!

3465 Clark Road Unit 263, Sarasota
5848 Tidewood Avenue, Sarasota
$7,199,000
4 Beds ⋅ 5 Baths ⋅ Baywood Colony Westport SubDv. ⋅ 34231 Zip Code
Under Construction. Exceptional New Construction | Sarasota Bayfront Living. Experience extraordinary waterfront living in this stunning new-construction residence, perfectly positioned directly on Sarasota Bay to capture breathtaking, unobstructed water views and spectacular sunsets. Combining sophisticated coastal architecture, expansive living spaces, and exceptional boating amenities, this remarkable home has been thoughtfully designed to embrace the very best of Florida's waterfront lifestyle. Offering over 4,000 square feet of air-conditioned living space, the residence features four generously sized ensuite bedrooms, including a luxurious first-floor primary suite. A dedicated office and spacious bonus room provide exceptional flexibility, with the office offering the potential to serve as a fifth bedroom when additional accommodations are needed. The home's impressive open-concept design features soaring ceilings, abundant natural light, and expansive gathering spaces that flow effortlessly between indoor and outdoor living. Thoughtfully designed for both everyday comfort and gracious entertaining, the residence takes full advantage of its spectacular waterfront setting. More than 900 square feet of covered outdoor living space creates an extraordinary extension of the home, complete with a summer kitchen and generous areas for dining, entertaining, and relaxation. Beyond the covered terrace, an expansive pool deck features a beautiful swimming pool and heated spa, all overlooking the sparkling waters of Sarasota Bay. Whether hosting family and friends or enjoying a quiet evening, the setting provides a front-row seat to some of Sarasota's most magnificent sunsets. For boating enthusiasts, the property offers direct Sarasota Bay frontage, deep-water access, a private dock, and a 16,000-pound boat lift. With the bay just steps from your backyard, endless opportunities for cruising, fishing, and exploring Southwest Florida's beautiful waterways await. Additional highlights include a spacious three-car garage, thoughtfully designed outdoor terraces, tropical landscaping, and a versatile floor plan that seamlessly blends luxury, functionality, and coastal elegance. A rare opportunity to enjoy the finest in new-construction bayfront living, where unobstructed panoramic water views, spectacular sunsets, exceptional boating, and inspired architectural design come together in one extraordinary Sarasota residence.

5848 Tidewood Avenue, Sarasota
1614 Stickney Point Road Unit 1614-1, Sarasota
$330,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Location, Location, Location! Enjoy the best of the Sarasota lifestyle at Castel Del Mare, a beautifully maintained waterfront community ideally located just before the Stickney Point Bridge to Siesta Key. This charming 2-bedroom, 1.5-bath condominium is offered fully furnished and features a new A/C system, making it truly move-in ready. Set on approximately eight acres along Little Sarasota Bay, Castel Del Mare offers an exceptional array of amenities, including two swimming pools—one overlooking the bay—tennis, shuffleboard, a waterfront boardwalk, bayside gazebo and clubhouse. Enjoy peaceful waterfront surroundings while being just minutes from the world-famous beaches of Siesta Key, as well as nearby restaurants, shopping and entertainment. Whether you’re looking for a full-time residence, seasonal retreat or investment opportunity, this furnished condo offers an outstanding combination of location, lifestyle and convenience.

1614 Stickney Point Road Unit 1614-1, Sarasota
2170 Robinhood Street Unit A1-302, Sarasota
$866,250
2 Beds ⋅ 3 Baths ⋅ Bath And Racquet SubDv. ⋅ 34231 Zip Code
Under Construction. Condominium A1-302. This 3rd & 4th Floor European Loft Residence invites with a Huge Balcony on the Living Level plus a Catwalk Balcony from the Bedroom Level! Spacious Kitchen w/ Island Seating, Large Dining & Living Areas, Powder Room & Laundry Room on the Living Level. Private Owner’s Suite w/ Glamour Bath plus “Loft” Guest Ensuite plus a "Wall of Windows" providing abundant natural lighting!!! You’ll find peace of mind in the Rock Solid Construction of Block, Concrete and Steel, the high site elevation, Impact Glass Windows & Doors, Extraordinary Architectural Design & Superb Finishes!!! The Condominiums have access to the Community Pool, Walking/Jogging/Running Trail around the 15 Acre site, Playground, Green Space and Dog Park. _________________________________________________________________________________________________________________You will most likely want to join the new SARASOTA BATH + RACQUET CLUB, an Icon Reimagined, by separate membership. For Half a Century, the original Sarasota Bath & Racquet Club stood as a social and athletic cornerstone to Sarasota. Born in 1969 on this very site, the private tennis club quickly became Sarasota’s heartbeat. Lifelong friendships were forged across clay courts. Laughter echoed over the pool deck. Championship Tennis drew the eyes of the world on Sarasota! During the 1970s, the Bath & Racquet hosted the Virginia Slims of Sarasota, bringing icons like Chris Evert and Martina Navratilova to our local courts. Through the decades that followed, the club expanded to nearly 30 courts, hosted tournaments, added racquetball and squash courts, pool, fitness center, and became the social scene that reflected Sarasota’s golden era of recreation and community. Ranked players from all over the world would show up for a visit while vacationing in Florida. But time took its toll. By the late 2010s, age and the pause of the Covid-19 pandemic left the storied facility shuttered; its once-bustling courts and facilities fell silent. Then came a vision and a rebirth. After careful planning, the City of Sarasota approved the 256 luxury condominiums on the same lush, walkable setting while requiring the perfect balance of Architecture, Landscaping, Preservation and Legacy. The housing component is now in place to assure a vibrant future! The new Bath + Racquet Club is being built on the exact site, but is independent from the condominiums, allowing each owner the freedom of choice to join the Bath + Racquet or simply to live in Urban Luxury and enjoy nearby Siesta Key, Lido Key and downtown Sarasota. The new club will feature a 28,000+sf Indoor Racquet Facility for Tennis, Pickleball & Padel, Golf Simulator, Racquet Simulator, Cold Plunge, Sauna, Juice Bar and Fan Seating all in AIR-CONDITIONED COMFORT. The facility will also serve as an Events Center for special events! Outdoor Tennis will include Red European Clay Courts, Green Clay Courts, 1 Hard Court, and Outdoor Padel and Pickleball. A Restaurant and Lounge will provide In-Resident Dining. Sports Performance Centre, Stretch Lab and Fitness Center, Full Spa, 72' Massive Outdoor Pool with Cabanas w/ Food & Beverage Services, Pro Shop, Youth Tennis Program, Mahjong & Other Card Clubs, European Travel, and more are inspired to keep you connected resident and club members. Wellness Real Estate believes we All Live Our Best Lives when aligned with Active, Healthy Lifestyles that are Highly Connected Socially. This is your invitation to all!

2170 Robinhood Street Unit A1-302, Sarasota
1703 Starling Drive Unit 1703, Sarasota
$645,000
3 Beds ⋅ 3 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Eagles Point Villa | The Landings, West of the Trail Tucked behind The Landings’ 24 hour manned gatehouse in the coveted area West of the Trail, this Eagles Point villa offers the kind of easy, lock and leave living that makes Sarasota feel like a permanent vacation. A private gated courtyard welcomes you into a light and bright home with southern exposure and serene preserve views. The main level is designed for the way people actually live: an open living and dining area with volume ceilings flows out to a screened lanai with soaring 24 foot ceilings and wonderful privacy. A pass through connects to the eat in kitchen, complete with granite counters, stainless appliances and a walk in pantry, along with a separate laundry room and a powder room for guests. The first floor primary suite is a true retreat, featuring an updated en suite bath and a custom walk in closet. Upstairs, a skylit loft overlooks the living area below, ready to become an office, den or reading nook. Two additional bedrooms and a full bath complete the level, offering plenty of room for family, guests or a creative studio. Designer lighting and fans add a polished finish, while storage is abundant throughout. The two car garage with built in storage is a rare find in The Landings. Very good news for anyone who owns more beach chairs than they care to admit. Membership in The Landings Racquet Club brings lighted Har-Tru tennis courts, pickleball, a heated pool, fitness center and a lively social calendar. Stroll to the Intracoastal to watch the boats drift by, then enjoy nearby shopping and dining, with Sarasota Memorial Hospital and Siesta Key’s famed Crescent Beach just minutes away. The residence is staged to showcase its possibilities and is offered unfurnished, a blank canvas ready for your own style.

1703 Starling Drive Unit 1703, Sarasota
7413 Summer Court, Sarasota
$1,100,900
5 Beds ⋅ 5 Baths ⋅ Grandura SubDv. ⋅ 34231 Zip Code
Under Construction. Pre-Construction. Welcome to the Yorkshire, an impressive two-story residence designed for comfortable everyday living and effortless entertaining. This spacious five-bedroom home offers 3,415 square feet of air-conditioned living space, with thoughtfully designed gathering areas and flexible spaces throughout. At the heart of the home is a generous open-concept living area featuring a large Gathering Room, Café, and well-appointed Kitchen, creating an ideal setting for entertaining family and friends. The main level also offers a dedicated Flex Room, providing the versatility to create a home office, study, playroom, or additional living space. Step outside to the expansive covered lanai, offering an exceptional extension of the home's living space and the perfect setting for outdoor dining, relaxing, and entertaining. Pre-plumbing for an outdoor kitchen provides the opportunity to further enhance the outdoor living experience. The second floor offers a spacious Owner's Suite along with three additional bedrooms and a large Loft, providing plenty of room for family, guests, or a dedicated home office. With five bedrooms and up to 4.5 baths, the Yorkshire Grande is designed to accommodate today's lifestyle with room to grow. A standout feature is the three-car tandem garage, providing flexibility for vehicles, recreational equipment, or additional storage needs. Ideally located in Grandura, this new construction home puts you 10 minutes from Sarasota's beautiful beaches, top-rated schools, vibrant dining and shopping, cultural attractions, outdoor recreation, and all the amenities that make Sarasota one of Florida's most desirable places to call home.

7413 Summer Court, Sarasota
1423 Landings Place Unit 59, Sarasota
$670,000
3 Beds ⋅ 3 Baths ⋅ Landings Treehouse SubDv. ⋅ 34231 Zip Code
Virtually Staged. Step inside this beautifully renovated treehouse in the desired Landings Community. Enter under a majestic oak tree at the front door. Elegant walnut wood flooring throughout, stunning grass cloth focal wall, neutral paint throughout and tongue and groove woodwork on the vaulted living room ceiling. The mature landscaping Treehouse community is nature at its finest. Expansive wrap around porch allows you to enjoy the views and entertain year round.The kitchen is a chef's delight with custom wood cabinetry, granite countertops, center island and high end appliances. Wolf induction cooktop, SubZero refrigerator and Bosch dishwasher. On the second level is the upgraded master ensuite and custom designed master closet. A guest suite is currently used as an office and opens with double pocket doors to overlook the mail living space- a well thought our option for anyone working from home.The laundry has been relocated to the second floor.. The third bedroom has a walk-in closet and a private balcony. The guest bathroom has a spa tub. The attention to detail and luxury is a must see in this treehouse.2 new AC units were installed in 2023. Move in ready. Large dogs welcome. Membership to the Landings Racquet Club is optional.

1423 Landings Place Unit 59, Sarasota
4726 Rivetta Court, Sarasota
$2,550,000
5 Beds ⋅ 5 Baths ⋅ Rivetta SubDv. ⋅ 34231 Zip Code
Get ready for this Parade of Homes featured 5 Bedroom, 4.5 bath stunner! Welcome to this nearly new boutique construction that has been substantially upgraded and elevated with high-end designer touches throughout every room. Custom Cabinetry, custom finished ample walk-in closets, custom electric window treatments, large scale kitchen and Island, ample storage, butler's pantry, wood floors and porcelain tile, with spacious main areas and bedrooms give this home a unique presence that brings warmth and individuality within the modern and contemporary design. Plenty of room to spread out with 4 suites upstairs and one bedroom downstairs. Carefully curated spaces with sun-kissed light, meet you at every turn and create a finished feel that is truly move in ready. Fully furnished option available! Tucked away on a quiet cul-de-sac in one of Sarasota’s most convenient locations, this impressive 5-bedroom, 4.5-bath residence offers over 4300 square feet of beautifully designed living space, a private saltwater pool and an exceptional indoor-outdoor Florida lifestyle with private backyard and luscious greenery at every turn for a zen oasis experience. Four upstairs bedrooms all equipped with ample bathrooms attached and generous, custom walk in closets. One bedroom downstairs provides a hideaway in itself. Enjoy your own private Sarasota escape while having Phillippi Creek access in community and private dog park! Come see and feel this beautiful home for yourself!

4726 Rivetta Court, Sarasota
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