South Sarasota Homes with Courtyard Exterior Features

South Sarasota Homes with Courtyard Exterior Features

**Discover the Allure of South Sarasota, Florida**

Nestled in the heart of Sarasota County, South Sarasota is a vibrant community that perfectly blends the charm of coastal living with the conveniences of modern life. Known for its stunning beaches, lush landscapes, and a rich cultural scene, this area is a haven for those seeking a serene yet engaging lifestyle. With year-round sunshine and a warm climate, outdoor enthusiasts will find an abundance of recreational activities, from kayaking in the nearby bays to leisurely strolls along the picturesque shoreline.

One of the standout features of homes in South Sarasota is their enchanting courtyard exterior designs. These homes often boast beautifully landscaped courtyards that serve as private retreats, perfect for entertaining guests or enjoying tranquil mornings with a cup of coffee. The courtyard layout not only enhances the aesthetic appeal of the property but also provides a seamless blend of indoor and outdoor living. Imagine stepping out of your kitchen into a sun-kissed courtyard, where you can host barbecues, relax with a good book, or simply bask in the Florida sun.

South Sarasota is also home to a variety of shopping, dining, and entertainment options, ensuring that residents have everything they need right at their fingertips. With its friendly atmosphere, excellent schools, and a strong sense of community, South Sarasota is more than just a place to live; it’s a place to thrive. Whether you’re looking for a family home or a cozy retreat, the captivating homes with courtyard exterior features in South Sarasota are waiting to welcome you home.

Newest South Sarasota Homes with Courtyard Exterior Features

1841 Joyce Street, Sarasota
$429,000
2 Beds ⋅ 2 Baths ⋅ Vamo SubDv. ⋅ 34231 Zip Code
Morning paddle boarding on Little Sarasota Bay. An afternoon at Siesta Key Beach. Dinner back home on your own patio. At 1841 Joyce Street, Sarasota’s coastal lifestyle comes with a two-bedroom home, a fully fenced backyard, no HOA and a new roof in 2025. Located west of US 41 in Sarasota’s Vamo neighborhood, this single-story, two-bedroom home offers 1,318 square feet with a bright Florida room that gives you extra space to relax or entertain. The connected living, dining and kitchen areas keep everyone together, while white cabinetry, light countertops and stainless steel appliances give the kitchen a fresh, welcoming feel. A dedicated office area provides the flexibility to comfortably work from home, while the light-filled Florida bonus room offers even more versatile living space with Windows on three sides bringing natural light into the Florida room, an inviting place for morning coffee, a good book or gathering with friends. Outside, the long paver patio extends your living space into the fully fenced backyard, with room for outdoor dining, gardening, pets and keeping kayaks or bikes close at hand. Recent improvements include a new roof in 2025, stainless steel appliances, water heater, electrical panel, toilets and exterior stucco. Significant electrical preparation has also been completed for the addition of a future whole-house generator. Walk to Vamo Drive Park and its public canoe and kayak launch on Little Sarasota Bay, where you can get out on the water, enjoy the shoreline and watch for local wildlife. Nearby Wharf Road Park offers another waterfront spot to explore. When the beach calls, drive across the Stickney Point bridge to Siesta Key for quartz sand, swimming in the Gulf and sunsets, with island restaurants ready to round out the day. Gulf Gate dining, plus the exciting redevelopment of the former Sarasota Square Mall bringing many new restaurants, Shops and much more to the area for everyday convenience. Whether you’re looking for a year-round Sarasota home or a seasonal place to return to, 1841 Joyce Street brings together coastal recreation, comfortable indoor and outdoor living, and recent improvements that make this home worth a closer look.

1841 Joyce Street, Sarasota
2920 Clark Road Unit 102, Sarasota
$174,900
2 Beds ⋅ 1 Baths ⋅ Town N Country SubDv. ⋅ 34231 Zip Code
Enjoy a convenient Sarasota location just minutes from Siesta Key! Unit 102 at Town 'N Country offers easy access to everything that makes this area so desirable. Siesta Key Beach is less than 3 miles away, while Detwiler's Farm Market, Publix, shopping, restaurants, and everyday services are nearby. Sarasota-Bradenton International Airport is approximately 10 miles from the property. Residents enjoy a community swimming pool, courtyard, and shared laundry facilities. The building roof was also replaced in 2022. For buyers seeking a larger investment opportunity, Units 101, 102, and 204 at 2920 Clark Road are all being offered together by the owner. Acquiring multiple units within the same building creates a unique opportunity to establish or expand a Sarasota real estate portfolio while keeping properties in one convenient location.

2920 Clark Road Unit 102, Sarasota
2920 Clark Road Unit 101, Sarasota
$174,900
2 Beds ⋅ 1 Baths ⋅ Town N Country SubDv. ⋅ 34231 Zip Code
LOCATION, CONVENIENCE, AND OPPORTUNITY come together at Town 'N Country in Sarasota! Unit 101 is ideally positioned along the Clark Road corridor, less than 3 miles from Siesta Key Beach and close to shopping, dining, Detwiler's Farm Market, Publix, and everyday conveniences. Sarasota-Bradenton International Airport is approximately 10 miles away. The community offers a swimming pool, courtyard, and shared laundry facilities, while the building roof was replaced in 2022. Adding to the opportunity, Units 101, 102, and 204 at 2920 Clark Road are all being offered together by the same owner, providing the chance to acquire three units within the same building. Whether you're looking to expand your real estate portfolio or secure multiple Sarasota properties in one convenient location, this is an opportunity worth considering.

2920 Clark Road Unit 101, Sarasota
2920 Clark Road Unit 204, Sarasota
$174,900
2 Beds ⋅ 1 Baths ⋅ Town N Country SubDv. ⋅ 34231 Zip Code
Discover a conveniently located Sarasota condo just a short drive from Siesta Key. Unit 204 at Town 'N Country is less than 3 miles from Siesta Key Beach and near Detwiler's Farm Market, Publix, restaurants, shopping, and other everyday conveniences. Sarasota-Bradenton International Airport is approximately 10 miles away. Community amenities include a swimming pool, central courtyard, and shared laundry facilities, and the building roof was replaced in 2022. A particularly unique feature of this offering is the availability of Units 101, 102, and 204, all being offered together by the same owner. This provides an appealing opportunity for a buyer looking to acquire three properties within one Sarasota building, with beaches, shopping, dining, and recreation all within easy reach.

2920 Clark Road Unit 204, Sarasota
1519 Pelican Point Drive Unit 288, Sarasota
$375,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Welcome to your fully furnished, TURNKEY water view condo. Simply move-in and take in the tranquil Little Sarasota Bay and marvel at the dolphins, manatees, birds, and other wildlife. This remodeled 2 bed/2 bath condo features soaring cathedral ceilings, clerestory windows, generous open floor plan and luxury vinyl flooring throughout. This bright and peaceful second-floor unit is centrally located within the 75-acre, botanic garden-like setting of Pelican Cove. Across the way is the private picturesque 87-boat slip harbor. Boat and kayak to Midnight Pass and have direct access to the gulf. Residents gain entry to the unique blend of natural habitats, miles of scenic trails, a fitness room, multiple heated pools and hot tub. There are six new pickle-ball courts and resurfaced tennis courts with active clubs for play. Many more recreational and cultural events are hosted year around. Robust live music, art and culture, and educational seminars are abundant in season. The community is also conveniently located with shopping and restaurants nearby. Siesta Key and downtown Sarasota are in very close proximity as well.

1519 Pelican Point Drive Unit 288, Sarasota
5699 Westwind Ln, Sarasota
$319,000
2 Beds ⋅ 2 Baths ⋅ Villa Gardens SubDv. ⋅ 34231 Zip Code
Virtually Staged. Beautifully updated end-unit villa in Villa Gardens, ideally located just a few miles from world-famous Siesta Key Beach! This move-in-ready home has been extensively renovated and upgraded, combining stylish interiors with major improvements to the home’s systems valued to approximately $150,000. The updated eat-in kitchen features granite countertops, updated cabinetry and all newer appliances, while both the primary and guest bathrooms have been completely gutted and beautifully remodeled. The guest bath even features a jetted tub for a relaxing spa-like touch. Major improvements include a newer A/C system, newer water heater, new electrical panel, complete electrical rewiring and new outlets throughout the home. The windows have also been replaced with insulated windows, and hurricane-rated sliding doors enclose the lanai, creating wonderful additional flexible living space while allowing you to enjoy the peaceful surroundings year-round. One of the home's best features is its serene pond setting. Relax in the enclosed lanai and enjoy tranquil water views from this desirable end-unit location. Wood-look flooring, an insulated steel garage door and numerous thoughtful updates add even more appeal. Seller is also leaving a brand new portable generator which is in the garage and the entertainment center and TV will be left for the new buyer. Conveniently located near shopping, dining, everyday conveniences and the beautiful Gulf beaches, this extensively updated, maintenance-free villa offers the Florida lifestyle you've been looking for. Simply move in and enjoy!

5699 Westwind Ln, Sarasota
2213 Wason Road, 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
2741 Parma Street, Sarasota
$1,200,000
5 Beds ⋅ 5 Baths ⋅ Ridgewood SubDv. ⋅ 34231 Zip Code
**Rare Sarasota 4-Plex – No Flooding, Prime Location & Exceptional Investment Opportunity!** Seller Financing terms are available! 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
5652 Ashton Lake Drive Unit 5652, Sarasota
$325,000
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
5800 Hollywood Boulevard Unit 112, Sarasota
$129,000
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
2644 Moss Oak Drive Unit 47, Sarasota
$390,000
3 Beds ⋅ 3 Baths ⋅ Woodbridge SubDv. ⋅ 34231 Zip Code
1ST QTR ASSOCIATION DUES COVERED BY OWNER and Lender paid 1-0 Buydown Interest Rate by using our preferred lender! 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
3351 Thornwood Road Unit 3351, Sarasota
$349,000
3 Beds ⋅ 3 Baths ⋅ Crooked Creek SubDv. ⋅ 34231 Zip Code
JUST REDUCED $10,000 — AN INCREDIBLE SARASOTA VALUE! Where else can you find a 3-bedroom, 3-bath home with a 2-car garage and nearly 1,700 sq. ft. in this desirable Sarasota location—PLUS a maintenance-friendly lifestyle surrounded by nature? Welcome to Crooked Creek, one of Sarasota’s best-kept secrets. This rarely available end-unit villa offers the space and privacy you want without many of the exterior, and ground maintenance responsibilities of traditional homeownership. Your HOA fee includes roof, gutter and soffit maintenance, and replacement, exterior painting, pest control, irrigation, grounds maintenance, trash, Wi-Fi and community amenities—giving you more time to simply enjoy the Florida lifestyle. Inside, the flexible floor plan includes two spacious ensuite bedrooms, plus a third bedroom and full bath—ideal for guests, multigenerational living or a home office. With 1,683 sq. ft., a 2-car garage, no carpet, two skylights, an enclosed sunroom and 2 private outdoor patios, there is room to live comfortably without giving up the features buyers want. And then there’s the lifestyle. Crooked Creek offers a heated community pool, tennis and pickleball, gazebo and grilling areas, community kitchen, scenic walking areas and a private gated entrance to Red Bug Slough Preserve. Step outside your neighborhood and enjoy acres of natural Florida beauty with walking and biking trails, wildlife, fishing and picnic areas. LOCATION, LOCATION, LOCATION! You’re approximately 2 miles from Gulf Gate, with its popular restaurants, shopping and everyday conveniences; about 6 miles from world-famous Siesta Key Beach; approximately 6 miles from Downtown Sarasota for dining, arts, entertainment and the Bayfront; and roughly 10 miles from Sarasota-Bradenton International Airport (SRQ). It’s hard to find this combination of 3 bedrooms, 3 full baths, nearly 1,700 sq. ft., a 2-car garage, extensive HOA-covered exterior maintenance, community amenities, preserve access AND proximity to Siesta Key at this price. More home. Less maintenance. An incredible Sarasota location. Come discover why Crooked Creek deserves a closer look.

3351 Thornwood Road Unit 3351, Sarasota
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