South Sarasota Homes with Courtyard Exterior Features

South Sarasota Homes with Courtyard Exterior Features

Welcome to the enchanting South Sarasota, Florida, a hidden gem nestled within the vibrant Sarasota County. This charming city boasts a unique blend of natural beauty, cultural richness, and a tight-knit community feel, making it an ideal place to call home. With its sun-kissed beaches, lush parks, and a variety of recreational activities, South Sarasota offers an unparalleled lifestyle that beckons both families and retirees alike.

One of the standout features of the homes in this picturesque area is the captivating courtyard exterior. These thoughtfully designed residences often showcase inviting outdoor spaces that provide a seamless transition between indoor and outdoor living. Imagine sipping your morning coffee in a serene courtyard, surrounded by lush landscaping and the gentle sound of nature. The courtyard not only enhances the aesthetic appeal of your home but also creates a private sanctuary for relaxation and entertaining.

In South Sarasota, you'll find a diverse selection of homes, from charming single-family residences to modern townhouses, all featuring the delightful courtyard design. This architectural style promotes a sense of community while ensuring privacy, making it perfect for gatherings with family and friends or enjoying a quiet evening under the stars.

Beyond the beauty of the homes, South Sarasota is rich in amenities, including top-rated schools, vibrant shopping districts, and delightful dining options. With easy access to stunning beaches and outdoor adventures, life here is truly a dream come true. Discover the allure of South Sarasota and find your perfect home with a charming courtyard exterior today!

Newest South Sarasota Homes with Courtyard Exterior Features

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
2609 Woodgate Lane Unit K4, Sarasota
$209,900
2 Beds ⋅ 2 Baths ⋅ Pinewood Village SubDv. ⋅ 34231 Zip Code
The work is done, so you can relax and enjoy life. This totally transformed ground-floor condo in Pinewood Village sits less than 10 minutes from the Siesta Key beaches, and every room shows the care that went into it. A private sidewalk winds between palms, crotons, and oversized elephant ears to a deep covered porch, where a café table waits for morning coffee and a good book. Step through the glass-paneled storm door and the home opens up in light: crisp white walls, clean white baseboards, and wide wood-look luxury vinyl planks in a pale natural oak tone running uninterrupted from the entry to the sliding glass doors. The kitchen is where the transformation hits first. White shaker uppers sit over warm honey-toned wood lowers, finished with brushed gold bar pulls. White quartz counters with a soft sparkle wrap around to an undermount stainless sink with a sleek pull-down faucet, set against a glossy handmade-look tile backsplash that catches the light. A stainless French-door refrigerator, glass-top range, dishwasher, and under-cabinet hood complete the space, while recessed lighting and a modern ring-light ceiling fan give the room a polished, contemporary glow. A pass-through with a quartz ledge keeps the kitchen connected to the dining area, so whoever is cooking is never left out of the conversation. The bathrooms are the moment you'll remember. In one, the shower is wrapped floor to ceiling in fluted wood-look tile, grounded by a river-pebble floor and finished with a recessed niche trimmed in gold, a square rain showerhead, and a brushed gold handheld on a slide bar. A wood shaker vanity with quartz top and gold faucet sits beneath an arched black-framed mirror and a soft LED light bar. The second bath takes a different mood: glossy sea-green vertical tile surrounds the tub, paired with a gold rain showerhead, a round gold-framed mirror, and a light wood vanity with brushed gold hardware. Two bathrooms, two personalities, and both feel like a personal spa. Every room has a fan with lights, there are no popcorn ceilings, and even the doors have been freshly painted. There's also a separate laundry room with a washer, dryer, and utility sink. Slide open the glass doors and the Florida room pulls you in. Tall PGT windows wrap the space, overlooking green lawn and swaying palms, with the pool just steps away. It's the spot for slow mornings and sunset evenings. The building is concrete construction, including concrete ceilings, for a quiet, near-soundproof living experience. HVAC and heat pump are brand NEW (Sept 2026) and ducts replaced 2023. The home is in flood zone X, and water, cable, internet, and grounds maintenance are included. Pinewood Village offers a heated community pool, a fitness center, a sauna, a clubhouse with a kitchen, and shuffleboard courts. Enjoy an afternoon close to home, then head out to explore what makes this location so appealing: Siesta Key Beach for a day on the sand, Phillippi Estate Park for a walk beneath the trees, or Gulf Gate for its restaurants and neighborhood gathering spots. Downtown Sarasota brings waterfront walks at Bayfront Park, performances at the Sarasota Opera, and dining along Main Street and Palm Avenue. Whether you're making Sarasota your year-round home or returning each season, 2609 Woodgate Lane is ready for you. All you have to bring is your toothbrush.

2609 Woodgate Lane Unit K4, 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
1601 Bayhouse Point Drive Unit 204, Sarasota
$399,000
3 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Move-in and take in the tranquil Little Sarasota Bay and marvel at the dolphins, manatees, birds, and other wildlife. Enjoy incredible sunsets and star gazing in the evenings from your private porch. This 3 bed/2 bath townhome condo features soaring cathedral ceilings, clerestory windows, generous open floor plan with a high-capacity AC system and water heater. This bright and peaceful second & third floor unit is centrally located within the 75-acre, botanic garden-like setting of Pelican Cove. The historic Wilbanks clubhouse and pool are only steps away, where the main heated resort-style pool awaits. 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 near by. Siesta Key and downtown Sarasota are in very close proximity as well. You will love this phenomenal unit in this one-of-the-kind, gated, maintenance-free living community of Pelican Cove!

1601 Bayhouse Point Drive Unit 204, 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
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