South Sarasota Homes with Other Exterior Features

South Sarasota Homes with Other Exterior Features

Welcome to South Sarasota, Florida—a hidden gem nestled in the heart of Sarasota County, known for its stunning landscapes, vibrant community, and a lifestyle that perfectly balances relaxation and adventure. This charming area boasts a rich tapestry of culture, with beautiful beaches, lush parks, and an array of dining and shopping options that cater to every taste. Whether you're an outdoor enthusiast seeking sun-soaked days at Siesta Key Beach or a culture aficionado eager to explore the local art scene, South Sarasota has something for everyone.

The real estate market in South Sarasota is as diverse as its residents. Here, you’ll find homes that not only offer comfort and style but also come with unique exterior features that elevate your living experience. Many properties boast beautiful landscaping, spacious patios, and outdoor kitchens, perfect for entertaining or enjoying quiet evenings under the stars. Some homes feature stunning swimming pools, lush gardens, and even private docks for those who love water activities.

Living in South Sarasota means embracing a lifestyle filled with sunshine, community spirit, and endless opportunities for exploration. With its proximity to the Gulf of Mexico and a plethora of recreational activities, you’ll find that this area is not just a place to live, but a place to thrive. Whether you’re looking for a cozy retreat or a lavish estate, South Sarasota’s diverse housing options are sure to meet your needs and exceed your expectations. Come discover the charm of South Sarasota—your dream home awaits!

Newest South Sarasota Homes with Other Exterior Features

$350,000
2 Beds ⋅ 2 Baths ⋅ Pirates Cove SubDv. ⋅ 34231 Zip Code
Virtually Staged. West of Trail and just one mile from Siesta Key, this home is nestled in the coveted Pirates Cove community, offering the coastal lifestyle so many dream of. Just steps from the community's private deeded boat ramp, you can launch your kayak or small boat and explore Little Sarasota Bay, the Intracoastal Waterway, and the warm turquoise waters of the Gulf. Whether you envision thoughtfully renovating the existing home and reimagining the spaces or creating your own custom home, this property offers endless possibilities. With an unbeatable location and an exceptional community, this is your chance to bring your vision to life and create the coastal home you have always imagined. With solid block construction, not in a flood zone, and no HOA restrictions, this is a rare opportunity to enjoy the freedom of coastal living. Pirates Cove is a charming community where boating, beaches, and a relaxed lifestyle come together. Its prime location also offers excellent potential for income-producing opportunities, making it appealing as both a personal coastal retreat and an investment.

1909 Buccaneer Drive, Sarasota
$1,925,000
3 Beds ⋅ 2 Baths ⋅ Bay View Acres SubDv. ⋅ 34231 Zip Code
ATTENTION BOATERS!! Waterfront dream home – move-in ready! Just a quick (429 yard) boat ride to the ICW - no bridges - a straight shot to the water. Head out to the newly opened Midnight Pass where pristine waters flow freely into the Gulf. 10,000 pound boat lift - gorgeous trex decking - 45+ foot dock with fish stand. Walk to Siesta Key. This beautifully updated waterfront residence offers refined Florida coastal living in a truly exceptional setting. Positioned on a picturesque “Y” intersection of two canals, the property provides serene water views, privacy, and effortless access for deep water boating and outdoor enjoyment—just minutes from Siesta Key’s renowned white sand beaches. A stately approach framed by mature oaks and professional landscaping leads to a custom paver drive and striking hurricane-impact glass entry. Inside, the open, light-filled floor plan showcases original terrazzo and travertine flooring, PGT impact windows, and seamless indoor-outdoor flow. Impact French doors open to expansive gardens, tranquil fountains, a private pool, and classic Chicago brick pavers. Designed for entertaining, the home features multiple outdoor living spaces, including an expansive Trex deck overlooking the canal, a pergola, screened patio, boat dock and covered cabana. The kitchen is appointed with quartz countertops, ceiling-height shaker cabinetry, stainless steel appliances, reverse-osmosis water, and generous windows overlooking the backyard. Living and dining spaces flow effortlessly, complemented by a separate family room, opening to a screened lanai. Renovated guest accommodations complete the main level with 2 bedrooms including sun-drenched guest room, office with Murphy bed and full bath. The second level is devoted entirely to the primary suite, a private retreat with resort quality features as: hardwood floors, water views in every direction, French doors with retractable screens, a private balcony, and a spa-inspired bath with dual vanities, a Carrara-tiled walk-in shower, and custom walk-in closets. Ideally located near Siesta Key, downtown Sarasota, and the region’s cultural, dining, and shopping destinations. Evening relaxation - picture this: you’ve had an amazing day on the water and now you’re ready to cook up your catch right in your own backyard. Perfect sunset dinner awaits! This waterfront gem offers everything you need for the ultimate boaters lifestyle – easy access, premium amenities, and the perfect set up for enjoying your evenings. Ready to make waves in your new home? **No hurricane damage. HOME NOT IN A FLOOD ZONE.

1827 Baywood Drive, Sarasota
$155,000
2 Beds ⋅ 2 Baths ⋅ Pinewood Village SubDv. ⋅ 34231 Zip Code
Enjoy convenient Sarasota living in this beautifully updated first-floor 2-bedroom, 2-bath condominium. With covered parking located just outside the front door, everyday access is easy and hassle-free. Freshly painted throughout. This home offers comfort, style, and convenience. Recent improvements include remodeled bathrooms, tile flooring, a roof replaced approximately five years ago, an air conditioning system that is about five years old, and a water heater installed just one year ago, giving buyers added peace of mind. The community is pet-friendly and ideally situated just 10 minutes from Siesta Beach, approximately 15 minutes from Downtown Sarasota, and close to some of the area's top-rated schools, shopping, dining, and everyday conveniences.

2653 Woodgate Lane Unit E-3, Sarasota
$284,900
2 Beds ⋅ 2 Baths ⋅ Lake Arrowhead SubDv. ⋅ 34231 Zip Code
Discover the perfect blend of comfort, convenience, and Florida lifestyle in this spacious 1,214 sq. ft. FIRST-FLOOR 2-bedroom, 2-bath condominium in the highly desirable Lake Arrowhead community. This main-floor residence features a covered entryway, 1-Assigned COVERED-Carport, updated interior. Step outside and unwind in your private screened patio retreat, surrounded by lush landscaping and highlighted by a beautiful water view—the perfect backdrop for enjoying Sarasota’s year-round sunshine. The thoughtfully designed floor plan offers generous living spaces, while the kitchen is equipped with appliances updated within the last 2–5 years. Main bathroom has new flooring and Vanity. The ground-floor location provides easy access and carefree living with no stairs to navigate and its located in Flood-Zone-X. Just a short walk away, enjoy the community's charming Key West-style clubhouse and heated lakeside pool. Lake Arrowhead is known for its lush landscaping, mature shade trees, cypress, willows, water lilies, fishing pier, and picturesque lake views. The clubhouse serves as a vibrant social hub for gatherings, events, and recreational activities. Outdoor enthusiasts will love the direct access to nearby Red Bug Slough Preserve, a 72-acre natural sanctuary offering scenic trails for walking, jogging, biking, birdwatching, fishing, and enjoying Florida's natural beauty. Best of all, you're only about 4 miles from world-famous Siesta Key Beach, consistently ranked among America's top beaches. Enjoy easy access to Sarasota's vibrant coastal lifestyle, including charming neighborhoods, local eateries, boutique shopping, waterfront dining, arts and entertainment, and countless opportunities to enjoy the Gulf Coast lifestyle. Whether you're seeking a full-time residence or seasonal retreat, this beautifully situated condo offers exceptional value in one of Sarasota's most desirable locations.

5326 Lake Arrowhead Trail Unit 7, Sarasota
$799,000
5 Beds ⋅ 4 Baths ⋅ Sarasota-Venice Co Sub SubDv. ⋅ 34231 Zip Code
FULLY RENOVATED TWO-HOME COMPOUND JUST MINUTES FROM SIESTA KEY BEACH! Welcome to a rare Sarasota opportunity: TWO separate residences on one oversized 0.37-acre lot, completely renovated from top to bottom and ready for its next chapter - whether that's a thriving short-term rental business, multi-generational living, or your family's primary home near the #1 beach in America. The spacious main house offers a bright, open layout with brand-new finishes throughout - new flooring, fully updated kitchen and bathrooms, fresh interior and exterior paint, and modern fixtures that give the home a clean, coastal-contemporary feel. The detached guest house features its own private entrance, full kitchen and bathroom, making it ideal for Airbnb income, visiting family, an in-law suite, or a private home office. Live in one and let the other pay your mortgage! Tucked at the end of a quiet dead-end street, you'll enjoy privacy and space with NO HOA and NO CDD - short-term rentals welcome under county zoning (buyer to verify). All of this just minutes from the powdery quartz sand of Siesta Key Beach, with Gulf Gate's shops and restaurants, Riverview High School, Costco, and downtown Sarasota's arts and dining scene a short drive away. Turn-key, income-producing potential in one of Florida's most in-demand vacation markets - opportunities like this don't last. Schedule your private showing today!

2818 Olympic Street, Sarasota
$1,500,000
4 Beds ⋅ 3 Baths ⋅ Tamiami Terrace SubDv. ⋅ 34231 Zip Code
Virtually Staged. 2225 Florinda Street — arrival as destination. Pull into the driveway, pass the two car garage and follow a landscaped walkway to arrive at a gracious covered entry; decorative metal screening catches the Florida light accenting the french pattern travertine entry and frames an oversize full glass door. Step inside and the experience unfolds: Large format porcelain tile, 10' ceilings and abundant windows bathing the open plan in natural light. Gulfside Homes, a Sarasota Custom Home builder for over 25 years, crafted this over 2,600 sq ft Calista model showcase with thoughtful and custom upgrades you’ll notice throughout—builtin conveniences, premium appliances and finish selections that read like an owner’s wish list already checked. The main level is made for living and entertaining: an elegant dining area flows to a true gourmet kitchen with gas range, pot filler, LG stainless appliances, microwave drawer and an oversized quartz waterfall island. The family room sits beyond, flooded by light from large windows and glass doors that frame the ivory travertine pool deck and spa. Opposite the island and tucked under the stairs is a purposeful coffee bar and prep station with a deep sink (cuttingboard/dryingrack/colander), coordinated floating shelving, abundant storage and a twozone undercabinet beverage refrigerator—one of the many touches that make daily rituals effortless. Also on the first floor is a flexible, large en-suite guest room whose bath doubles as a powder room and provides direct access to the outdoors and access to the pool—perfect for visitors and carefree pool days. Upstairs the home is arranged for privacy and function: a split bedroom plan placing the primary suite apart from two large secondary bedrooms. The primary is a serene retreat with a spa caliber bath—soaking vessel tub, floor to ceiling Calacatta porcelain shower with double rain heads, dual vanities—and generous closet space. A dedicated laundry on the bedroom level adds convenience. A roomy office/den/media room opens to a covered deck for quiet moments or flexible workspace. Outside is your private Sarasota oasis: 12×24 pool with six person spa, travertine decking and glass waterline tile, pre-plumbed for heating and framed by an 8' fenced yard.  Premium systems and Gulfside upgrades that other builders don’t automatically provide—impact windows, underground 500gal propane tank, Rinnai tankless water heater with recirculating system, large format porcelain tile on the main level, waterproof luxury vinyl plank upstairs, timber stairs with stainless cable railing, upgraded lighting and hardware, Ring cameras and low maintenance tropical landscaping—deliver comfort, security and low upkeep. Only blocks to The Landings shopping center with several restaurants, gym, and Publix. Minutes from the John and Mable Ringling Museum of Art, Sarasota Art Museum, Van Wezel Performing Arts Hall, Marina Jack, downtown dining, farmers’ markets, marinas and Siesta Key and gulf beaches, 2225 Florinda is a refined, turnkey Sarasota lifestyle crafted by an experienced custom builder. Schedule your private showing to experience the details in person.

2225 Florinda Street, Sarasota
$1,795,000
6 Beds ⋅ 5 Baths ⋅ Terra Bea Sub SubDv. ⋅ 34231 Zip Code
You’ll love entertaining guests and embracing the tranquility of waterfront living in this one-of-a-kind classic Key West home on Philippi Creek Bayou. Enter through mahogany doors to soaring cathedral ceilings that fill the home with natural light and create an open, airy atmosphere. Expansive water views can be enjoyed in most rooms, while the outdoor deck provides the perfect setting to relax and take in stunning sunset skies. Inside, the Key West coral fireplace, luxury vinyl plank flooring and thoughtful architectural details create warmth and character throughout. The kitchen is designed for gathering and entertaining, featuring stainless steel appliances, a stainless-steel chef’s cooking area, quartz countertops and a wraparound bar that encourages memorable moments with family and friends. The enormous primary suite serves as a private retreat with its own water-view balcony, charming gas fireplace and bay windows. The spa-inspired en suite bath offers dual vanities and a relaxing spa tub. Dedicated office space provides flexibility for working from home or creating a quiet study area for the kids. Upstairs, you’ll find four bedrooms, a balcony and two full baths. The lower level features an expansive entertaining area ideal for a growing family, game room, gym or play space, along with a convenient pool bath for hosting guests. Outside, enjoy the private open pool area positioned at the water’s edge with long, peaceful canal views. The waterfront lifestyle continues with a kayak launch, Jet Ski floats and a newer composite boat dock with a 13,000-pound lift ready for boating adventures. Adding even more appeal for boating enthusiasts, the county is currently dredging the canal to further improve water access and navigation. The home has also been thoughtfully updated with a newer roof and freshly repainted interior and the property has been well maintained with no known storm-related damage or water intrusion. Just minutes from Philippi Shores Elementary and Riverview High School, this exceptional property is ideal for a growing family that loves the outdoors. A treasured Suncoast oasis where privacy, comfort and waterfront living come together beautifully.

5544 Dinah Lane, Sarasota
$299,000
2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code
Experience the ease of coastal living just minutes from the world-renowned shores of Siesta Key with this inviting, free-standing villa, an ideal retreat for buyers seeking comfort, convenience, and value. Perfectly positioned in Sarasota's desirable 34231 corridor, this residence offers a rare opportunity to enjoy the beach lifestyle without the premium price typically associated with island living. Designed for relaxed, low-maintenance ownership, the villa features a spacious, open-concept layout with abundant natural light, neutral finishes, and easy-care ceramic tile flooring throughout. Recent updates include new HVAC in 2024, roof 2019, water heater and Impact windows in 2022. The well-appointed kitchen provides ample cabinetry and workspace, flowing seamlessly into the main living and dining areas, with functionally elegant built-ins with storage, and perfect for entertaining or hosting seasonal guests. Generous bedroom accommodations offer privacy and comfort, while updated baths enhance the home's move-in-ready appeal. A highlight of the property is the private outdoor living space, ideal for morning coffee, evening cocktails, or simply enjoying the coastal breezes. Residents also enjoy serene sunsets on Sarasota Bay, access to community amenities such as a pool, clubhouse, and beautifully maintained grounds, perfect for a lock-and-leave seasonal.

5940 Driftwood Avenue Unit 15, Sarasota
$69,900
Phillippi Harbor Club SubDv. ⋅ 34231 Zip Code
Boating starts here at Phillippi Harbor Club in a secure, hurricane-resistant, conveniently located Sarasota facility. This 28-foot rack (#D3-39) at 1780 Phillippi Shores Dr measures 28'L x 10'W x 8'H and offers protected, hurricane-rated storage right on beautiful Phillippi Creek. Enjoy valet launch service, discounted fuel, wash-down stations, showers, service racks, professional detailing, and your own private locker. The friendly staff makes every trip easy — call ahead, and your boat is splashed and ready when you arrive. No bridges to the Intracoastal and Gulf, with Sarasota Bay just minutes away, and Venice an easy cruise south. With reasonable monthly fees and a welcoming community of boaters, this is the hassle-free way to keep your boat safe and accessible year-round. Don’t miss this opportunity!

1780 Phillippi Shores Drive Unit D3-39, Sarasota
$3,500,000
4 Beds ⋅ 3 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code
Perfectly positioned along the water, this exceptional residence offers the coveted Siesta Key waterfront lifestyle—without living on the island. Tucked away on a quiet street, this contemporary home enjoys desirable southern exposure and approximately 100 feet of canal frontage with direct boating access to Sarasota Bay. Designed for both entertaining and everyday living, the open-concept interior features soaring ceilings exceeding 14 feet and expansive walls of impact-rated pocketing glass. Open the sliders to seamlessly extend the living spaces to a covered outdoor lounge, resort-style pool and spa, and fully equipped outdoor kitchen—all overlooking the water and creating the indoor-outdoor lifestyle Sarasota is known for. Privately positioned on the east side of the home, the primary suite is a serene retreat with oversized windows and expansive glass sliders opening directly to the waterfront pool terrace. A custom walk-in closet and spa-inspired en-suite bath complete the luxurious space. On the opposite wing, two sun-filled guest bedrooms feature generous walk-in closets and share a beautifully appointed bath. A versatile bonus or media room offers additional flexibility as a fourth bedroom, complete with its own en-suite bath and walk-in closet—ideal for guests, extended family, or a private retreat. Additional features include a dedicated study or den and a fully air-conditioned split three-car garage, with thoughtfully designed spaces throughout that balance contemporary style with everyday functionality. For those drawn to life on the water, approximately 100 feet of canal frontage provides direct boating access to Sarasota Bay and the Intracoastal, with the opportunity to create a custom dock for your boat and water toys. With no HOA restrictions, the property offers exceptional flexibility to enjoy the waterfront lifestyle on your terms. Spend your days by the pool, head out by boat to explore Sarasota Bay and the Intracoastal, and return home to breathtaking sunsets over the water from your own backyard. From this private waterfront setting, you’ll also enjoy front-row views of Siesta Key’s Fourth of July fireworks—bringing some of the area’s most memorable coastal experiences right to your doorstep. Just minutes from Siesta Key Beach, Downtown Sarasota, and the area’s premier dining, shopping, and cultural destinations—including The Bay Park, Marie Selby Botanical Gardens, and the Van Wezel Performing Arts Hall—this exceptional residence brings together contemporary design, privacy, boating access, and the best of Sarasota’s coastal lifestyle.

1643 Stanford Lane, Sarasota
$4,695,000
4 Beds ⋅ 6 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
Perfectly positioned on a spacious, private lot in the prestigious and highly sought-after Oyster Bay Estates community, the residence embodies exceptional design, architectural intention, and refined livability. Custom designed and built by distinguished, award-winning Platinum Coast Construction and completed in 2021, this 4-bedroom / 4 full & 2 half bath modern masterpiece was crafted with uncompromising detail and a focus on seamless indoor–outdoor living. Inside, a host of elevated finishes creates a sophisticated yet welcoming atmosphere. Level 5 flat-smooth walls, engineered oak hardwood flooring, 8' solid-core and obscure glass interior doors, 10" baseboards, floating vanities in all baths, and Quartz surfaces throughout promote a clean, modern aesthetic. A dramatic 72" glass fireplace anchors the living area, while the gourmet kitchen boasts high-performance appliances including a Thermador push-to-open column refrigerator, column freezer, 24" wine preserver, Bosch dishwasher, Bosch combo oven/microwave, and 36” induction cooktop. The striking 175-bottle wine room with stone wall adds a stunning design focal point for entertainers and collectors alike. The primary suite offers a spa-like retreat with marble finishes, a Wetstyle soaking tub, and an enclosed outdoor garden area with tropical landscaping, wood decking, and a private outdoor shower. Guest suites each feature en-suite baths and access to a serene outdoor spa-like space with lush plantings, decking, and an outdoor tub and shower—creating peaceful, private escapes separate from the main living areas. Designed for true resort-style living, the exterior features a spectacular 18' x 30' pool and spa with a custom waterfall wall, surrounded by tropical landscaping. The fully equipped outdoor kitchen includes a 42” Blaze gas grill, under-counter refrigerator, outdoor sink, and storage drawers. Additional features include hurricane-impact windows, an advanced security system, irrigation system, and a distinctive 2-car garage with wood-look paneling and a stunning mahogany double-door entry with obscure glass. Situated just moments from Siesta Key, downtown Sarasota, and within walking distance of the prestigious Field Club, Oyster Bay Estates is celebrated for its beautiful streetscapes, active social atmosphere, and proximity to the water and premier amenities. This exceptional residence offers luxurious contemporary living in one of Sarasota’s most desirable neighborhoods.

1421 N Lake Shore Drive, 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
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