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

$929,000
4 Beds ⋅ 4 Baths ⋅ Sarasota-Venice Co River SubDv. ⋅ 34231 Zip Code
Spacious 4 Bed + Office, 4 Bath, 3-Car Garage, Heated Pool Home – Just 5.1 Miles to Siesta Key! Brand New Roof. This 3,330 sq. ft. home (built in 2004) sits on an oversized 77’ x 203’ lot with no HOA fees or deed restrictions—bring your RV, pets, and work vehicles with ease. The floor plan offers a spacious primary suite and office on the main level, while the remaining three bedrooms are upstairs, ensuring privacy and separation of space. The large kitchen boasts rich wood cabinetry, stone counters, and stainless steel appliances. Set far back from Swift Rd, the home is tucked away in a quiet, private setting—you’ll be surprised how peaceful it feels. A large, fully-fenced backyard and screened pool area create the perfect outdoor retreat. The pool is heated. Additional highlights include: 3-car garage + additional parking (seller owns the bridge and area before the bridge in front of the house, allowing parking for 3–4 more vehicles), Close to Downtown Sarasota, UTC, Sarasota Memorial Hospital, and just minutes from Siesta Key Beach. Homes like this rarely hit the market—don’t miss your chance to see it!

4250 Swift Road, Sarasota
$1,050,000
4 Beds ⋅ 3 Baths ⋅ Emerald Harbor SubDv. ⋅ 34231 Zip Code
Imagine this, morning bike rides to Siesta Key Beach, afternoons beside your private pool, sunsets from the west-facing deck and dinner under café lights in the screened lanai. Minutes from Siesta Key, The Hollywood House offers a coastal Sarasota lifestyle from a private setting right at the end of the street in Emerald Harbor. Surrounded by tropical landscaping, this renovated four-bedroom, three-bath residence brings together indoor/outdoor living with an expansive swimming pool, fenced backyard, screened-in lanai and outdoor shower. Above the two-car garage, an elevated west-facing rooftop deck provides another place to unwind as the sun sets. Inside, mid-century character meets thoughtful updates, with vaulted ceilings, exposed beams, updated flooring, quartz kitchen with new appliances and renovated baths. The primary suite delivers one of the home's must-see details, a clawfoot bathtub beside a window overlooking the private tropical landscaping. There are so many significant improvements throughout the residence so please ask for our detailed list. Experience a home that puts beaches, outdoor living and Sarasota lifestyle just minutes from your door. Shopping, fine dining, downtown, Sarasota cultural arts, and top-rated schools and medical facilities are a short drive from home.

6343 Hollywood Boulevard, Sarasota
$299,000
2 Beds ⋅ 2 Baths ⋅ Flora Villa Final Survey SubDv. ⋅ 34231 Zip Code
Welcome home to this charming and move-in-ready 2-bedroom, 2-bathroom home featuring a spacious open-concept design and desirable split-bedroom floor plan for added privacy. Freshly painted throughout, this home feels bright, clean, and ready for its new owners. The functional layout offers comfortable living and entertaining space, while the one-car garage provides additional storage and convenience. A brand-new driveway adds to the home's fresh curb appeal. Step outside to the screened lanai, the perfect spot to enjoy your morning coffee, relax in the evening, or entertain friends while overlooking the beautiful mature landscaping that surrounds the property and creates a peaceful Florida setting. Location is a major highlight! Situated just 5.3 miles from beautiful Siesta Key Beach, you'll have easy access to one of Florida's most popular beaches while still being conveniently close to shopping, restaurants, public transportation, and everyday necessities. Whether you're looking for a full-time residence, seasonal Florida getaway, or investment property, this home offers a wonderful combination of location, comfort, and convenience. Schedule your showing today!

4445 Worcester Road, Sarasota
$3,985,000
Gulf Gate SubDv. ⋅ 34231 Zip Code
**PRIME GULF GATE COMMERCIAL OPPORTUNITY WITH LIVE/WORK POTENTIAL!** THIS SUBSTANTIAL 10,273 SF COMMERCIAL PROPERTY offers an exceptional combination of size, visibility, access, and flexibility in the popular Gulf Gate commercial district of South Sarasota. Featuring approximately 85 feet of frontage and multiple access doors, the property provides excellent functionality for a variety of business uses and is positioned in a high-traffic area near the crossroads of US 41 (Tamiami Trail) and CR72 (Clark Road). The property features robust concrete construction, a generator, Flood Zone X, and impressive two-story ceilings in portions of the building, creating an expansive and versatile interior. Formerly home to Seascape Aquarium and Pet Center, the property offers particularly exciting potential for an owner or investor looking to continue an aquarium, pet, aquatic, specialty retail, or similar business concept, while also offering possibilities for a wide range of other commercial uses. Adding tremendous value and flexibility is the recently completed second-story apartment of nearly 2000sf, providing convenient living quarters, an owner/operator setup, or potential rental/short-term rental income opportunity. The beautifully finished apartment features 2 Bedrooms, 1 Full and 1 Half Bathrooms, a fully equipped kitchen with quartz countertops and stainless-steel appliances, a dedicated laundry room, and additional living space. Located within the distinctive Gulf Gate District, this property is surrounded by the area's signature retro vibe, walkable streets, locally owned independent shops, international restaurants, and neighborhood nightlife. With its substantial square footage, prominent frontage, versatile layout, commercial functionality, and newly finished residential component, this is a rare opportunity to own a highly adaptable property in one of South Sarasota's established commercial and social hubs.

2160 Gulf Gate Drive, Sarasota
$1,195,000
4 Beds ⋅ 2 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code
This is the one * LOCATED IN THE HIGHLY DESIRABLE AQUALANE ESTATES, JUST A MILE FROM WORLD FAMOUS SIESTA KEY BEACH, THIS CUSTOM HOME OFFERS AN INCREDIBLE OPPORTUNITY TO OWN IN ONE OF SARASOTA'S MOST SOUGHT AFTER WATERFRONT NEIGHBORHOODS * No HOA or CDD * NO Deed Restrictions * 'A' RATED SCHOOL DISTRICT * This IMMACULATE home features 3084/- sqft a/c * 4 Bedrooms+ 2 Full Baths * DOWNSTAIRS you'll find the Primary Bedroom & a Guest Room * 2 Guest Bedrooms are UPSTAIRS * HURRICANE IMPACT WINDOWS for your peace of mind * The home sits high & dry and has never had any flooding issues * The Open Floor Plan features a Formal Living Room, Formal Dining Room and a LARGE Family Room * The LOVNGLY RENOVATED Kitchen showcases NEW Shaker Wood Cabinets * * NEW Quartz Countertops * OVERSIZED Laundry Room * 2 Car Garage * PRIDE OF CURRENT OWNERSHIP SHOWS * This is a GREAT HOME for year round living or a winter getaway * It's also ideal for investors to live in while creating your dream home! * THIS IS A FABULOUS INVESTMENT FOR YOUR FUTURE * Location, location, location * Close to Siesta Key Beach, shopping, dining - everything you could want is nearby * 'A' RATED SCHOOL DISTRICT * One look & you'll fall in love with this Midcentury Home *

1820 Stanford Lane, Sarasota
$680,000
3 Beds ⋅ 3 Baths ⋅ Landings Treehouse SubDv. ⋅ 34231 Zip Code
Remodeled in 2021 by renowned French interior designer Gaëlle Wizenberg, this 3 bedroom, 2.5 bath townhouse blends European elegance with modern comfort. Thoughtfully upgraded from top to bottom, the home features beautiful oak hardwood floors and porcelain tile throughout, along with newer air conditioning, plumbing, and electrical systems. A series of inviting outdoor spaces enhances the home’s natural charm. Enjoy morning coffee on the front balcony or unwind on the private back terrace, both surrounded by lush vegetation and tranquil, tree-lined views that create a serene retreat. Inside, the gourmet kitchen features Miele appliances including a built-in refrigerator, induction cooktop and convection/microwave steamer oven, creating an elevated culinary environment. Sleek Tesoro quartz countertops complete the space with a refined, contemporary finish. Upstairs, three bedrooms each open to a private balcony, bringing in natural light and fresh air. The shared bathroom features a relaxing soaking tub, while the principal suite offers a walk-in closet and an en-suite bath designed for comfort and privacy. Located within The Landings, one of Sarasota’s most sought-after gated communities, residents enjoy 24-hour security and an impressive array of amenities. The community features a clubhouse, tennis courts, pool, gym, library, and multiple social areas. Convenience is unmatched with shopping, dining, beaches and other recreational venues all within close proximity to this location.

1372 Landings Point Unit 28, Sarasota
$1,425,000
4 Beds ⋅ 4 Baths ⋅ Portofino On The Bay SubDv. ⋅ 34231 Zip Code
Nestled within the gated community of Portofino on the Bay, an intimate Mediterranean-inspired enclave of just twenty homesites in the Sarasota/Vamo area, this residence offers an inviting coastal setting and an active Florida lifestyle. Enjoy deeded access to Little Sarasota Bay, complete with a community dock, kayak storage and launch, and the potential to purchase a private boat slip with lift separate to community homeowner when available. Double entrance doors open into a two-story foyer, introducing an open-concept floor plan complemented by soft, welcoming wall tones, custom window and door trim, and crown molding across both levels. Plantation windows shutters add a classic touch throughout the entire home—including the garage, which features durable epoxy flooring. In the main living room, an accent stone floor to ceiling gas fireplace serves as a centerpiece for gathering or relaxing in the evening. The adjacent kitchen offers bright, clean-lined soft-close cabinetry, a built-in cooktop, stainless steel appliances, and a convenient closet pantry. The main-floor Owner’s Retreat provides a comfortable private wing, complete with its own dedicated A/C zone (one of three independent systems in the home). The bedroom features a tray ceiling and French doors opening directly to the pool patio. The ensuite bathroom is equipped with dual sinks, a makeup vanity, a walk-in shower, a bidet, a generous walk-in closet with custom built-ins and a tub ready for relaxation with bubbles after a day on the water. A main-floor den with tray ceilings offers flexible space for a home office or reading room, complemented by a main-level guest half bath. Upstairs via the wrought-iron staircase railing, a central loft connects to three additional bedrooms—each accented with tray ceilings. Two of the guest rooms share direct access to a private outdoor balcony, while the fourth bedroom showcases soaring ceiling height and abundant natural light, all cooled by a dedicated second-floor A/C zone. Step out back to the newly extended panoramic-screened lanai, finished with travertine tile surrounding the heated salt-water pool and spa. A convenient pool half bath and an outdoor shower make outdoor living effortless. Situated in an X Flood Zone with no prior hurricane damage, this home is also exceptionally well-located: just a 10-minute drive (6 miles) to world-renowned Siesta Key Beach and 15 minutes (9 miles) to vibrant Downtown Sarasota for premier dining, arts, and shopping. The new Sarasota Square presently being remodel led with approximately 90,000 square feet of daily-needs retail scheduled for delivery in the first quarter of 2027 plus with easy Costco shopping.

1650 Assisi Drive Unit 16, Sarasota
$11,375,000
4 Beds ⋅ 8 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
Some properties offer a view. This extraordinary 1.41 acre Oyster Bay estate offers an entire waterfront world of its own and is one of the best waterfront locations that Sarasota has to offer, with more than 430 feet along Sarasota Bay and a setting that feels virtually irreplaceable. Spanish and Mediterranean inspired architecture lends warmth, character, and timeless sophistication to this remarkable six bedroom residence, while its expansive shoreline creates a front row seat to spectacular sunsets, passing boats, and the natural beauty of Sarasota’s coastal landscape. With access to the Intracoastal Waterway and Gulf of Mexico, this is a rare opportunity for the luxury buyer who believes life is best lived on the water. Spanning more than 10,000 total square feet, with nearly all principal living areas on one level, the home was created for both grand entertaining and relaxed waterfront living. Dramatic ceilings, distinctive architectural details, expansive windows, and a spectacular gallery space with an interior fountain establish a sense of occasion, while multiple intimate gathering areas make the estate equally comfortable for everyday life. A commercial grade chef’s kitchen with professional appliances is equipped for effortless entertaining, from elegant dinners to large celebrations. The primary suite is a private sanctuary framed by beautiful bay views, featuring an expansive custom wardrobe and an indulgent bath with soaking tub, oversized shower, and dedicated massage and sauna room. Five additional bedroom suites provide exceptional privacy for family and guests, each with its own bath and generous storage. Beyond the interiors, the estate unfolds like a private resort. A swimming pool, tennis court, fitness room, billiard room, private office, three car garage, abundant storage, and permitted dock replacement create a property designed for recreation, relaxation, and life on the water. A new roof completed in 2024 adds further value and peace of mind. The address is equally exceptional. Oyster Bay Estates places you near The Field Club, Siesta Key, Southside Village, Sarasota Memorial Hospital, and Downtown Sarasota, offering remarkable access to world class beaches, boating, fine dining, shopping, arts, and culture while remaining tucked within a prestigious waterfront enclave. For those with an even greater vision, the magnificent acreage and extraordinary bay frontage also present the opportunity to create a completely new custom waterfront estate. The property may offer potential for division into two buildable homesites if the existing residence is removed, subject to verification and applicable approvals. With its commanding Sarasota Bay frontage, boating access, acreage, privacy, and coveted location, 1136 N Lake Shore Drive is not simply a place to live. It is the opportunity to claim an extraordinary piece of Sarasota’s waterfront lifestyle.

1136 N Lake Shore Drive, Sarasota
$225,000
2 Beds ⋅ 2 Baths ⋅ Summerside SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to this beautifully updated 2 bedroom, 2 bathroom condo offering a refined blend of comfort, style, and effortless Florida living. Thoughtfully updated throughout, this light-filled residence features LVP flooring throughout the main living areas, inviting indoor and outdoor living spaces, a welcoming front porch, and a private rear porch, along with access to a beautifully maintained community pool. The updated kitchen combines modern style with warm, natural accents, featuring crisp white cabinetry, stainless steel appliances, and custom Acacia wood butcher-block countertops sealed with a water-based polyurethane finish. A sliding glass door off the kitchen opens directly to the private front porch. The spacious primary suite provides a peaceful retreat with a generously sized walk in closet featuring built-in shelving for exceptional storage and organization. The beautifully updated en-suite bathroom continues the home's custom finishes with an Acacia wood butcher-block vanity countertop, also sealed with a water-based polyurethane finish, complemented by a stylish vessel sink and matte-black faucet. A glass-enclosed walk-in shower finished with wood look tile completes this inviting, spa-inspired space. The second bedroom offers excellent flexibility for guests, a home office, or a hobby room and is conveniently served by a full guest bathroom featuring a tub and shower combination with tasteful tile accents. For added everyday convenience, the home includes a full size stacked washer and dryer along with additional shelving, making laundry and storage effortless. Outdoor living is just as inviting, with both a welcoming front porch and private rear porch providing comfortable spaces to enjoy morning coffee, outdoor dining, grilling, or relaxing in the Florida breeze. Residents also enjoy access to a sparkling community pool surrounded by lush landscaping, mature shade trees, and ample lounge seating, creating a peaceful retreat just steps from home. Ideally positioned near Siesta Key, this residence puts some of Sarasota's most desirable beaches, restaurants, shopping, and local attractions within easy reach. Whether you're looking for a full-time residence, seasonal retreat, or low maintenance investment, this beautifully updated condo offers the ideal blend of thoughtful upgrades, private outdoor living, community amenities, and an unbeatable Sarasota location.

5785 Summer Side Lane Unit 4A, Sarasota
$994,000
3 Beds ⋅ 2 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code
LIVE THE WATERFRONT & BOATING LIFESTYLE in highly desirable SOUTHPOINTE SHORES! Perfectly positioned DIRECTLY ACROSS THE STREET FROM THE COMMUNITY BOAT RAMP AND DOCK—approximately 100 feet away—this 3BR/2BA home offers exceptional convenience for boating enthusiasts. Keep your boat right on your property, prep it at home, and launch without the hassle or wait of a public boat ramp. At the end of the day, simply back your trailer from your driveway to the ramp, load up, and you're home! Southpointe Shores provides DIRECT ACCESS TO THE INTRACOASTAL WATERWAY and, with the reopening of Midnight Pass, offers convenient access to the Gulf of Mexico—making this an outstanding location for fishing, boating, and enjoying Sarasota's coastal lifestyle. Situated on an 14,000+ SQ. FT. LOT, the property features a large driveway with ample parking for multiple vehicles. A shelled side yard with a substantial privacy gate provides dedicated space for BOAT OR RV PARKING. There's also plenty of room to add a POOL and potentially a large garage, creating even more possibilities for this spacious property. Per the Sarasota County Property Appraiser, the structure is located in ZONE X. A private well at the rear of the property supplies irrigation, while the well house also provides convenient WATER AND POWER for a boat or recreational vehicle. For added peace of mind, the home is PRE-WIRED FOR A GENERATOR CONNECTION capable of powering the entire residence when paired with the appropriate generator. Inside, an open floor plan and large windows create a bright, welcoming living space filled with natural light. The front & rear entry doors, as well as the garage door, are HURRICANE-RATED DOORS, and all windows are protected by HURRICANE SHUTTERS. The spacious kitchen is light and bright with NEWER APPLIANCES, COUNTERTOPS, AND CABINETRY. Both bathrooms have been recently updated, including new in-ground plumbing, tile, and cabinetry. The remodeled primary bath is especially impressive, featuring a LARGE ZERO-ENTRY SHOWER with dual shower heads designed for both standing and seated bathing. The primary suite offers generous space along with a large walk-in closet. With its expansive lot, boat and RV accommodations, numerous updates, and a community boat ramp just steps from the driveway, this Southpointe Shores home offers a rare opportunity to enjoy the Sarasota boating lifestyle with exceptional ease and convenience.

7616 Cove Terrace, Sarasota
$5,650,000
4 Beds ⋅ 5 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code
Some homes are built. Others are envisioned. 1516 Ridgewood is the result of an uncompromising pursuit of excellence—a California Pacific Palisades-inspired waterfront estate where timeless architecture, extraordinary craftsmanship, and Sarasota's coveted boating lifestyle converge into one remarkable residence. Completely reimagined with virtually every surface, system, and space thoughtfully transformed, this exceptional home was designed to live as beautifully as it looks. Sunlight pours through expansive impact glass, illuminating sophisticated interiors where clean architectural lines, custom finishes, and seamless indoor-outdoor living create an atmosphere of effortless elegance. Every detail reflects a commitment to quality rarely found in today's market. Anchoring the home is a spectacular chef's kitchen designed for both culinary excellence and unforgettable entertaining. An extraordinary suite of Wolf and Sub-Zero appliances—including an eight-burner gas range with griddle, built-in coffee system, Cove dishwasher, designer refrigeration, oversized pantry, and a dramatic entertaining bar—is complemented by custom cabinetry, multiple beverage centers, ice makers, and a stunning temperature-controlled glass wine room worthy of the finest private collections. The primary suite offers a tranquil retreat inspired by the world's finest luxury resorts, while beautifully redesigned guest suites provide exceptional comfort and privacy. Throughout the residence, Turkish shell stone flooring, TruStile doors, EMTEK hardware, floating custom cabinetry, Level 5 wall finishes, and designer appointments create an understated elegance that feels both warm and sophisticated. Behind the walls lies a level of engineering that is seldom seen. A state-of-the-art Josh AI automation system seamlessly integrates lighting, climate, security, audio, and mechanical systems into one intuitive platform, placing the entire home at your fingertips. Whole-home True Audio speakers, buried fiber connectivity, dedicated IT infrastructure, multiple wireless access points, and integrated security provide technology equal to the home's extraordinary design. Constructed with longevity in mind, the residence showcases impact-rated windows and doors, concrete block construction, spray foam insulation, a standing seam metal roof, elevated mechanical systems, new electrical service, new plumbing, new water and sewer infrastructure, WiFi-enabled tankless water heaters, and countless improvements that reflect an unwavering commitment to enduring quality. Outside, the boundaries between home and resort disappear. A completely reimagined pool, expansive terraces, architectural ceilings, lush tropical landscaping, dramatic landscape lighting, and a fully appointed Wolf outdoor kitchen create an extraordinary backdrop for entertaining beneath Sarasota's spectacular sunsets. For boating enthusiasts, the experience is simply unmatched. With newly dredged water access, newer dock, and no bridges to Sarasota Bay, spontaneous afternoons on the water and unforgettable Gulf sunsets become part of everyday life. More than a luxury residence, 1516 Ridgewood is a home that inspires. It is the rare combination of visionary design, uncompromising construction, intelligent technology, and an incomparable waterfront setting—created for those who believe true luxury is measured not only by beauty, but by the extraordinary way a home makes you feel.

1516 Ridgewood Lane, Sarasota
$655,000
3 Beds ⋅ 3 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Escape to your own private retreat nestled amongst the trees in the desirable Landings Treehouse community! This stunning residence offers the perfect blend of modern elegance and comfort, just moments from Sarasota Bay and the area's beautiful beaches. Relax on the expansive screened deck overlooking lush greenery, or step inside to discover a spacious 3-bedroom, 2.5-bath layout featuring vaulted ceilings, skylights, a custom arched window, and an updated wood-burning fireplace. The beautifully renovated kitchen boasts premium appliances, sleek countertops, and a cozy breakfast area with tranquil views from both sides of the home. Neutral tones and elegant tile flooring create a warm and inviting atmosphere throughout. Upstairs, the spacious primary suite features high ceilings, a private balcony, and a fully renovated en-suite bath. Two additional guest bedrooms, each with its own balcony, share an updated bathroom. Enjoy the community's scenic tree-lined streets and nature trails leading to the Intracoastal Waterway, with optional membership available at The Landings Racquet Club, offering tennis, fitness, pool, spa, and social events. Conveniently located near shopping, dining, parks, and major highways.

1479 Landings Circle Unit 41, Sarasota
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