South Sarasota Homes with Other Exterior Features

South Sarasota Homes with Other Exterior Features

Welcome to South Sarasota, a hidden gem nestled in the heart of Florida’s stunning Gulf Coast. Known for its vibrant community and picturesque landscapes, South Sarasota offers a unique blend of suburban charm and coastal living. With its proximity to the azure waters of the Gulf of Mexico, residents enjoy a laid-back lifestyle enriched by beautiful beaches, lush parks, and a plethora of recreational activities.

South Sarasota is renowned for its diverse neighborhoods, each offering a variety of homes that cater to different tastes and lifestyles. One of the standout features of this area is the abundance of properties with distinctive exterior features. From Mediterranean-style villas adorned with terracotta roofs to contemporary homes boasting sleek lines and expansive outdoor spaces, there’s something for everyone. Many properties come with beautifully landscaped yards, private pools, and outdoor entertaining areas, making them perfect for enjoying the Florida sunshine.

The community is also home to a rich cultural scene, with art galleries, theaters, and local festivals that celebrate the area’s vibrant spirit. With top-rated schools, excellent shopping options, and a variety of dining experiences, South Sarasota is not just a place to live; it's a place to thrive.

Whether you're seeking a cozy retreat or a luxurious estate, South Sarasota’s real estate market is brimming with opportunities. Discover your dream home in this enchanting city and embrace the lifestyle you’ve always wanted!

Newest South Sarasota Homes with Other Exterior Features

$229,000
2 Beds ⋅ 2 Baths ⋅ Baywood Colony Southwood SubDv. ⋅ 34231 Zip Code
Virtually Staged. **This is the One!** Move-in ready, updated 2-bedroom, 2-bathroom condo in South Sarasota! Walk into a light and inviting space offering comfortable living in a beautifully maintained community. The open living and dining area features updated flooring, plantation shutters, and plenty of natural light, with sliding glass doors extending the living space to a spacious screened lanai overlooking the lush surroundings. The updated kitchen features white cabinetry, quartz countertops, stainless steel appliances, subway tile backsplash, recessed lighting, and a breakfast bar that opens to the main living area. The spacious primary suite offers ample room to unwind, while the versatile layout provides plenty of space for guests or a home office. Enjoy the convenience of covered parking and a heated saltwater community pool surrounded by tropical landscaping. Updates include but not limited to, **2023 A/C, 2022 Guest Bathroom Renovation, Plantation Shutters in 2022, 2021 Primary Bathroom, 2023 Countertops, Washer and Dryer 2026** Ideally situated near shopping, dining, Downtown Sarasota, Siesta Key, and the area's beautiful Gulf beaches, this home offers an effortless Florida lifestyle in a prime location! Reach out to schedule a private tour and see for yourself!

1647 Southwood Street Unit 1647, Sarasota
$759,000
5 Beds ⋅ 3 Baths ⋅ River Forest SubDv. ⋅ 34231 Zip Code
3 bedroom pool home with attached 2/1 with full kitchen. 2 miles to Siesta Key, easy commute to downtown Sarasota. Has a screened in pool, storage shed, fenced in yard and generator. Offered fully furnished! Excellent rental income opportunity. Rent both , live in one /rent the other or make it your large single family home.

2213 Wason Road, Sarasota
$350,000
2 Beds ⋅ 2 Baths ⋅ Pirates Cove SubDv. ⋅ 34231 Zip Code
Virtually staged. Imagine Your Sarasota Life Here! West of Trail and just one mile from Siesta Key, this is where the best of Sarasota’s coastal lifestyle begins. Picture yourself starting your morning with coffee at home, walking down to your neighborhood’s private deeded boat ramp, and launching your kayak onto Little Sarasota Bay. Spend the afternoon exploring the water, biking toward Siesta Key, or simply enjoying the easygoing rhythm of life in Pirates Cove. Then come home to your own private retreat. Welcome to a property filled with possibilities. This solid block home offers 2 bedrooms, 2 bathrooms, a bonus room, and space for an office, along with a 2019 roof. But perhaps the most exciting feature is what you can create here. With no HOA restrictions and not in a flood zone, you have the freedom to reimagine the property and create a home that reflects your lifestyle, your vision, and the way you want to live in Sarasota. And the setting is hard to beat. Tucked into the charming Pirates Cove community, you are just steps from the private deeded boat ramp, with easy access for a kayak or small boat to Little Sarasota Bay and the Intracoastal Waterway. Follow the pedestrian-friendly route toward Siesta Key or hop on your bike along Captain Kidd Avenue without crossing major roads. Whether you envision a coastal getaway, an investment opportunity, a vacation retreat, or your future Sarasota home, this property gives you the location and flexibility to make it your own. West of Trail. Near Siesta Key. Waterfront access. No HOA. And endless possibilities. Some properties are simply homes. Others are the beginning of a lifestyle. Come imagine what could be. Your Sarasota coastal story could begin right here!

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
$789,000
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
$1,450,000
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
$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
$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
$160,000
2 Beds ⋅ 2 Baths ⋅ Pinewood Village SubDv. ⋅ 34231 Zip Code
Huge Price Reduction!!! Charming two bedroom with two full baths located minutes from Beautiful Siesta Key Beach. Come check out this freshly painted condo with tile through out located on the 1st floor. Enjoy the relaxing atmosphere of the private screened in patio, no upstairs neighbors and the convenience of your own parking right in front of your home. Community features include a heated pool, clubhouse, manicured grounds and much more. This community feels like you are on vacation year around. Conveniently located close to shopping, dining and beaches. This condo does need a few repairs and is being sold as is.

2640 Woodgate Lane Unit F6, Sarasota
$599,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Nestled in the heart of Sarasota’s coastal paradise, this stunning TURNKEY FURNISHED PENTHOUSE offers million-dollar views and an unparalleled Florida lifestyle. *LESS THAN A MILE FROM SIESTA KEY BEACH ACCESS (.7 MILES)* Located in the coveted Castel Del Mare—nicknamed “The Hidden Jewel on the Bay”—this prime waterfront condo places you just minutes from Siesta Key’s world-famous beaches, top-tier shopping, dining, and entertainment. Step inside and be captivated by breathtaking water views that greet you upon entry. This beautifully renovated fourth-floor residence has been thoughtfully updated with high-end finishes, ensuring both style and comfort. The heart of the home is the gourmet kitchen, where quartz countertops, elegant cabinetry, a modern backsplash, and stainless steel appliances create a sleek yet functional space. Enjoy casual dining at the barstool seating or gather in the dedicated dining area for a more formal setting. The primary suite serves as a tranquil retreat, complete with a walk-in closet and a spa-like ensuite bathroom featuring a seamless glass-enclosed shower. Crown molding in the bedrooms adds a refined touch to the space. Beyond the condo, Castel Del Mare offers an impressive selection of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, shuffleboard, a clubhouse, a scenic gazebo, kayak access with storage, and a picturesque boardwalk encircling the complex. Best of all, this waterfront haven is situated on the Intracoastal Waterway, where you can lounge by the bayfront pool, watch boats glide by, and take in spectacular sunsets. SOLD TURNKEY FURNISHED. Experience the best of Sarasota living—schedule your private showing today!

1602 Stickney Point Road Unit 404, Sarasota
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