South Sarasota Homes with Courtyard Exterior Features

South Sarasota Homes with Courtyard Exterior Features

Welcome to South Sarasota, Florida, a hidden gem nestled in the heart of Sarasota County. This vibrant community offers a perfect blend of natural beauty, cultural richness, and a laid-back lifestyle, making it an ideal destination for families, retirees, and anyone seeking a slice of paradise. Just a stone’s throw from the stunning beaches of Siesta Key and the lively downtown Sarasota, South Sarasota is characterized by its lush landscapes, friendly neighborhoods, and a welcoming atmosphere.

One of the standout features of homes in South Sarasota is the charming courtyard exterior. These thoughtfully designed homes often boast private courtyards that serve as serene outdoor retreats, perfect for morning coffee or evening gatherings with friends and family. The courtyard designs not only enhance the aesthetic appeal of the properties but also create a sense of intimacy and privacy, allowing residents to enjoy the beautiful Florida weather year-round.

In South Sarasota, you’ll find a variety of architectural styles, from Mediterranean-inspired villas to modern single-family homes, all featuring these delightful courtyard spaces. Imagine stepping out of your living room into your own personal oasis, surrounded by lush greenery and vibrant flowers, where you can unwind and connect with nature without leaving your home.

With a plethora of parks, recreational facilities, and top-rated schools nearby, South Sarasota is not just a place to live, but a community to thrive in. Whether you’re looking for a cozy retreat or a family-friendly neighborhood, South Sarasota’s homes with courtyard exterior features offer the perfect blend of comfort and charm in this idyllic Florida locale. Come discover your dream home in South Sarasota today!

Newest South Sarasota Homes with Courtyard Exterior Features

2 Beds ⋅ 2 Baths ⋅ Ashton Lakes SubDv. ⋅ 34231 Zip Code

Welcome to Ashton Lakes, a maintenance-free community set on 33 acres of lush landscaping with four lakes — less than two miles from the beaches of Siesta Key. This beautifully maintained 2—bedroom, 2-bath residence has been thoughtfully updated throughout and delivers an easy blend of comfort, convenience, and coastal charm. Step inside to soaring vaulted ceilings and an abundance of natural light that gives the entire home an airy, light coastal feel. Sweeping lake views frame the living space, and a desirable one-car garage — a rarity at this price point — adds everyday practicality. The primary bath has been fully renovated, with additional updates in the guest bath, and a newly installed Murphy bed maximizes flexibility for guests, a home office, or both. Life at Ashton Lakes centers on its exceptional amenities: a recently updated clubhouse, two heated pools including a large pool with a dedicated lap lane, two tennis courts and four pickleball courts, shuffleboard, grilling stations, and more. A private footbridge connects residents directly to Merchants Mart shopping center, home to CVS, ACE Hardware, a Dollar store, restaurants, and Detwiler's Farm Market. You're also minutes from the Whole Foods anchored redevelopment at Sarasota Square and Siesta Promenade, the new 24-acre mixed-use project at the northwest corner of U.S. 41 and Stickney Point Road. Downtown Sarasota and I-75 are both an easy reach. Recent updates include: HVAC in Jan 2026, deluxe fabric roller shade throughout in Feb 2026, murphey bed in Feb 2026, smart garage open in Feb 2026, refrigerator and washer in 2023, dry bar, primary bathroom, and guest bathroom.

5652 Ashton Lake Drive Unit 5652, Sarasota

5 Beds ⋅ 5 Baths ⋅ Ridgewood SubDv. ⋅ 34231 Zip Code

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

2741 Parma Street, Sarasota

2 Beds ⋅ 2 Baths ⋅ Woodside Village West SubDv. ⋅ 34231 Zip Code

Beautiful location, in a quiet, well-kept 55+ community, excellent opportunity for rental investment or new home. Located less than 2 miles from Siesta Key beach, 15 minutes from Nokomis Beach, centrally located in Gulf Gate Sarasota, 20 minutes to downtown Sarasota or downtown Venice. New AC system in 2023 and New Roof in 2025. Short-term rentals are allowed with a minimum stay of 2 months, rentals are allowed after one year of ownership. One minute walk to community pool. One assigned parking spot with plenty of guest parking. Painted and ready to move in!

2105 Pueblo Circle Unit V2, Sarasota

1 Beds ⋅ 1 Baths ⋅ Baywood Colony Gdn Apts SubDv. ⋅ 34231 Zip Code

Welcome to effortless Sarasota living at 5800 Hollywood Blvd—an inviting 1-bedroom, 1-bath condo ideally positioned for both comfort and convenience. This well-appointed residence offers a light and functional layout, perfect as a primary home, seasonal retreat, or investment opportunity—your chance to own a piece of paradise. Enjoy a relaxed coastal lifestyle just minutes from the world-renowned Siesta Key Beach, where powdery white sands and turquoise Gulf waters await. Everyday conveniences are at your doorstep, with an array of shopping, dining, and entertainment options nearby, creating the perfect balance of tranquility and accessibility. The interior offers a comfortable living space with a seamless flow, providing a welcoming environment to unwind or entertain. Whether you're enjoying a quiet morning or returning after a day at the beach, this residence delivers easy, low-maintenance living in a highly desirable location. An exceptional opportunity to own a piece of paradise in Sarasota at an attractive price point, close to everything that makes this area so sought after.

5800 Hollywood Boulevard Unit 112, Sarasota

3 Beds ⋅ 3 Baths ⋅ Woodbridge SubDv. ⋅ 34231 Zip Code

Welcome to Woodbridge Estates, where peaceful surroundings and natural beauty meet convenience and comfort. This VILLA feels like a single family home. Spacious 3-bedroom, 2 full and 1 half bath home has a large 2 car garage, offers an open floor plan with vaulted ceilings designed for easy Florida living and entertaining. The large living area flows seamlessly into the dining space and kitchen, creating an inviting atmosphere filled with natural light. The eat-in kitchen features stainless steel appliances, a pocket door for added privacy, an eat-at pass-through to the dining area, and a slider leading to a private courtyard—perfect for enjoying your morning coffee or evening relaxation. Sliders from both the living area and the primary suite open to a sunroom, extending your living space and bringing the outdoors in. The primary suite is a true retreat with a large walk-in closet and an en suite bath complete with dual sinks, a garden tub, separate shower, and private water closet. Bedrooms two and three each have sliders to a screened porch, providing private outdoor access and peaceful views. A convenient half bath is located off the foyer, while the laundry room includes a utility sink for added functionality. Surrounded by mature oak trees and lush landscaping, this pet-friendly community is ideal for walking and enjoying the outdoors. Residents of Woodbridge Estates enjoy access to a pond, pickleball and tennis courts, a HEATED community swimming pool, and an Association Manor House for social gatherings and events. Tucked away in a quiet setting yet just minutes from shopping, I-75, city conveniences, and some of the best beaches in the United States, this home offers the perfect balance of tranquility and accessibility. Gates are open 7am to 7pm daily

2644 Moss Oak Drive Unit 47, Sarasota

2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code

Enjoy the coastal Sarasota lifestyle just minutes from world-famous Siesta Key Beach! Located in the waterfront community of Castel Del Mare, this turnkey furnished 2-bedroom, 2-bath condo combines comfort, convenience, and scenic surroundings in one of Sarasota’s most desirable locations. Inside, the condo features over 1,000 sqft of space with an open living and dining area, laminate flooring, and direct access to the spacious glass-enclosed lanai overlooking lush greenery and the community tennis court. The updated kitchen is designed for both function and style, with solid surface counters, stainless steel appliances, generous cabinet storage, and tiled backsplash. The primary suite offers a spacious walk-in closet and private en-suite bath, while the secondary bedroom includes simple closet space and easy access to the second full bathroom. This residence is ready for immediate enjoyment as a full-time home, seasonal retreat, or investment opportunity. Castel Del Mare is a beautifully maintained intracoastal waterfront community featuring resort-style amenities including two heated pools, tennis courts, kayak storage and launch access, a club house, grilling areas, walking paths, and scenic waterfront seating areas perfect for watching sunsets over Sarasota Bay. Residents also enjoy elevator access, assigned parking, and easy access to a variety of shopping, dining, and boating opportunities. Positioned just over the south bridge to Siesta Key, this location places you moments from powder-soft Gulf beaches, waterfront restaurants, marinas, and vibrant entertainment options. Whether enjoying a day at the beach, exploring nearby nature preserves, or dining along the water, this property delivers the ideal blend of relaxation and access!

1624 Stickney Point Road Unit 1624-208, Sarasota

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

3 Beds ⋅ 3 Baths ⋅ Crooked Creek SubDv. ⋅ 34231 Zip Code

Hey… have you heard about this little hidden gem called Crooked Creek? Tucked away alongside the natural beauty of Red Bug Slough, this community is one of Sarasota’s best-kept secrets—and this rarely available end-unit villa might just be the one you’ve been waiting for. Offering 3 bedrooms, 3 bathrooms, and a 2-car garage, this spacious residence just under 1,700 sq ft lives large with a flexible layout that’s hard to find. Two of the bedrooms are generous ensuites, perfect for guests or multi-generational living, while the third bedroom offers versatility as a home office or den with its own patio. Inside, you’ll love the no-carpet lifestyle with stylish vinyl plank and tile flooring throughout, complemented by two skylights that fill the home with natural light. Enjoy the large enclosed sunroom as well as an open outdoor private patio, ideal for morning coffee or unwinding in the peaceful, lush surroundings of mature Florida landscaping. This amazing community was Designed by renowned Sarasota School of Architecture architect Tim Seibert, and this villa blends timeless design with a serene, nature-inspired setting. The lifestyle? It’s just as impressive. Residents enjoy a heated pool, pergolas, large Gazebo, wooden footbridge, scenic walking paths, and the tranquility of nearby Red Bug Slough Preserve—all while being minutes from shopping, dining, and Siesta Key beaches. The HOA offers exceptional value, covering roof maintenance, exterior building care, ground maintenance, private roads, cable, and WIFI, Pest control, and trash, making for truly low-maintenance living. Plus, no age restrictions—this is NOT a 55+ community. Opportunities like this don’t come around often… especially in Crooked Creek. Come take a look—you may just fall in love.

3351 Thornwood Road Unit 3351, Sarasota

1 Beds ⋅ 1 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code

This one-bedroom ground floor condominium has stunning views of Sarasota Bay and is nestled under a canopy of oak trees with storybook views. The open floor plan with the sunny & bright Florida lanai room boasts loads of storage in and out. This condo is centrally located within Pelican Cove, one of Sarasota's most popular gated, waterfront complexes. The open kitchen has been renovated to make a more open flow and easy living or entertaining. The fence enclosed courtyard, off the primary bedroom, is a wonderful spot any time of the day. It's a short walk from the front door to the most picturesque of the six heated pools, or to the serene deck at Pelican Point to watch the sun set over the bay. Pelican Cove is spread out over 75 acres of natural beauty, built along Sarasota Bay. Pelican Cove has to be seen to be appreciated with manicured tropical foliage, tennis courts, 6 pools, exercise room and workshops of all kinds. Activities of every type are present: Art, Music, Wood working, Boating, and Fitness & Pelican University, kayaking, fishing, 6 pools, 4 tennis courts, a private harbor and numerous clubs and activities. Additional storage has been added to this condo for new owners' convenience. Pelican Cove is spread over 75 acres and amenities include/gated community of botanical setting on Little Sarasota Bay, within a gated community that offers sailboat, canoe, kayaking & fishing 6 pools, 4 tennis courts, a private harbor and numerous clubs and activities. This condo comes with an outdoor storage shed.

1520 Pelican Point Drive Unit 155, Sarasota

3 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code

Located in Pelican Cove, this TRUE 3-bedroom condo has exceptional light/bright views with complete privacy all around. The living areas enjoy natural light and are surrounded by lush, mature foliage. The master suite includes a sitting/reading area, walk-in closet/storage. Two additional split bedrooms and a laundry room with additional storage, complete this condo. As you drive past the gate, the lush tropical setting, fruit trees, bird watching and manatee sightings in the harbor will offer instant serenity and relaxation. Amenities include: art studio, woodworking shop, sculpting garden, 6 pools, yoga, tennis, pickle-ball, water aerobics, biking, new exercise room and kayak launches to name a few activities. Enjoy an impressive offering of performing arts, annual art show, cinema & culinary club, bridge and fiber arts club.

1636 Brookhouse Drive Unit 230, Sarasota

2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code

Life at Pelican Cove moves at a different pace. Mornings begin with filtered sunlight through the trees and the quiet calm of nature just outside your window. Coffee tastes better when enjoyed in a place where walking paths wind along the bay, kayaks glide across the water, and neighbors gather not out of obligation — but because they genuinely love where they live. Inside this 2-bedroom, 2-bath residence, the space feels easy and inviting — designed for both peaceful solitude and welcoming guests. The split-bedroom layout allows for privacy, making it ideal for hosting visiting family, friends escaping winter, or creating a comfortable home office that doesn’t feel tucked away from life. But the real magic begins beyond your front door. Pelican Cove isn’t just a community — it’s an experience. Afternoons might find you: • strolling beneath the canopy of mature oaks • watching boats ease in and out of the private harbor • joining a tennis match or pickleball game • attending an art class in the on-site studios • or simply lounging by one of the heated pools with a good book Evenings bring glowing sunsets over the bay and the sense that you’re tucked into one of Sarasota’s most beloved hidden gems. And when you’re ready for the world beyond? Siesta Key Beach, waterfront dining, and downtown Sarasota’s culture and energy are only minutes away. This is where nature, creativity, and coastal living quietly come together. Not just a home — a lifestyle that feels like a retreat every day. BRAND NEW AC, BRAND NEW WATER HEATER, BRAND NEW ELECTRICAL PANEL, NEW PAINT, NEW APPLIANCES, NEW FLOORING IN LIVINGROOM AND BATHROOMS!

1711 Pelican Cove Road Unit 341, Sarasota

2 Beds ⋅ 3 Baths ⋅ Bath And Racquet SubDv. ⋅ 34231 Zip Code

Under Construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This beautifully designed two bed 2.5-bath duplex residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and a large outdoor patio overlooking the tennis courts. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—perfect for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2 pickleball courts, 4 padel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.

2170 Robinhood Street Unit C2-102, Sarasota

Start Your Search