Sarasota Homes with Courtyard Exterior Features

Sarasota Homes with Courtyard Exterior Features

Welcome to Sarasota, Florida – a vibrant coastal gem that perfectly blends serene living with a rich cultural tapestry. Nestled along the Gulf of Mexico, Sarasota is renowned for its stunning beaches, world-class dining, and thriving arts scene. Whether you're strolling along the iconic Siesta Key Beach, exploring the eclectic shops of St. Armands Circle, or taking in a performance at the Sarasota Opera, this region promises an enriching lifestyle that captivates residents and visitors alike.

In this picturesque paradise, homes with courtyard exterior features stand out for their charm and elegance. These thoughtfully designed residences offer a unique blend of indoor and outdoor living, creating a private oasis where you can unwind and entertain. Imagine sipping your morning coffee in a sunlit courtyard, surrounded by lush landscaping, or hosting friends for an evening barbecue under the stars. The courtyard serves as a peaceful retreat, enhancing the overall ambiance of your home.

Sarasota's real estate market is diverse, with options ranging from luxurious waterfront estates to cozy bungalows, each showcasing distinctive architectural styles. Homes with courtyard features not only provide aesthetic appeal but also foster a sense of community and connection with nature. With year-round sunshine and a mild climate, the courtyard becomes an extension of your living space, perfect for gardening, outdoor dining, or simply soaking in the tranquil atmosphere.

Discover the allure of Sarasota living and explore the charming homes that await you. Your dream home with a delightful courtyard is just around the corner, ready to welcome you to this enchanting slice of Florida paradise.

Newest Sarasota Homes with Courtyard Exterior Features

5105 W Country Club Drive, Sarasota
$585,000
4 Beds ⋅ 2 Baths ⋅ De Soto Country Club Colony SubDv. ⋅ 34243 Zip Code
Contemporary style, generous gathering spaces, and inviting outdoor living come together at 5105 W Country Club Drive. Set on a half-acre corner lot directly across from Palm Aire Country Club, this four-bedroom, two-bath pool home offers a distinctive setting for a primary residence or potential short-term rental. A covered entry courtyard creates a welcoming arrival and introduces the home’s emphasis on outdoor living. Inside, an open, connected layout brings the kitchen, two dining areas, and spacious living room together, with views overlooking the pool. Matching laminate flooring throughout most of the home provides a cohesive backdrop for the contemporary interior. The recently updated kitchen anchors the main living spaces with beautiful stone countertops, stainless steel appliances, light shaker cabinetry, and stylish open shelving. A striking 10-foot island provides generous preparation and serving space, making it equally suited to everyday meals and entertaining. An adjacent dining nook offers a comfortable gathering spot, while a separate dining area accommodates more formal occasions. Two oversized bedrooms enhance the spacious layout, including a generous primary suite with an ensuite bath and private patio. Just off the pool, a versatile bonus room, currently arranged as an additional sleeping space, offers flexibility for a home office, fitness room, or guest retreat. Outside, the pool and surrounding outdoor spaces invite relaxed afternoons, weekend gatherings, and year-round enjoyment of Sarasota’s warm climate. The expansive corner lot adds breathing room and complements the home’s indoor-outdoor appeal. With no HOA, the property also presents potential for short-term rental use, subject to applicable local requirements and buyer verification. Convenient access to shopping, Sarasota Bradenton International Airport, and major roadways rounds out a property that combines contemporary finishes, a flexible floor plan, and multiple possibilities for ownership. Enjoy it as your everyday home or explore its potential as a Sarasota getaway with rental opportunities.

5105 W Country Club Drive, Sarasota
1023 Tocobaga Lane, Sarasota
$2,995,000
3 Beds ⋅ 4 Baths ⋅ Tocobaga Bay SubDv. ⋅ 34236 Zip Code
Sophisticated gated living just moments from the heart of downtown Sarasota. Evoking the timeless elegance of Palm Beach with the warmth of Old Florida charm, this exceptional Spanish Mediterranean residence is tucked within the exclusive gated waterfront enclave of Tocobaga Bay. One of only 9 private residences in the community, ideally positioned just moments from Sarasota's renowned dining, arts, shopping and waterfront attractions. Surrounded by lush tropical landscaping and tranquil water views, the home is thoughtfully designed for both sophisticated entertaining and relaxed everyday living. Expansive interiors are filled with natural light, highlighted by a grand foyer, travertine flooring, oversized floor-to-ceiling picture windows, motorized shades, and custom window treatments throughout. The residence features 3 bedrooms, each with its own en-suite bath, along with a media room or private office and a private 3-stop elevator. The oversized 4-car garage offers exceptional storage and ample spaces for vehicles, golf carts, kayaks, and recreational equipment, while the air-conditioned bonus room appointed with premium finishes including a La Cornue gas cooktop, Sub-Zero refrigerator, custom Campbell Cabinetry, spacious walk-in pantry, oversized center island and Taj Mahal quartz countertops and backsplash. The oversized living room offers an inviting atmosphere for gathering, while the separate formal dining room is perfectly suited for elegant dinners and entertaining. The primary suite serves as a peaceful sanctuary complete with its own Juliette balcony, dual custom walk-in closets, and a spacious en-suite bath. Two additional guest suites occupy the third floor, each with private baths, offering ideal comfort and separation for family and guest. Designed to embrace Sarasota's indoor-outdoor lifestyle, the open-air heated saltwater pool is surrounded by lush tropical landscaping and expansive patio space for lounging and dining. Additional improvements: new tile roof (2023), new irrigation system (2024), updated water heaters (2023 & 2024), electrical panels (2024), and updated A/C units. Residents enjoy access to the community day dock with direct bay access, perfect for boating and waterfront enjoyment. Perfectly located near Sarasota's renowned beaches, St. Armanda Circle, The Bay Park, and the iconic Ringling Bridge, this remarkable residence offers an exceptional lifestyle just minutes from the energy and culture of downtown Sarasota. Offered fully furnished and ready for immediate enjoyment.

1023 Tocobaga Lane, Sarasota
7739 33rd Lane E, Sarasota
$445,000
3 Beds ⋅ 2 Baths ⋅ Maple Lakes SubDv. ⋅ 34243 Zip Code
Lakefront Living in North Sarasota’s Desirable Maple Lakes Community. Welcome to this inviting 3-bedroom, 2-bathroom lakefront home in North Sarasota's desirable Maple Lakes community. Featuring an open-concept floor plan, tranquil pond views, spacious outdoor living areas, and smart-home upgrades, this home offers a wonderful blend of comfort, convenience, and Florida lifestyle living. The thoughtfully designed interior features a spacious living area that flows seamlessly into the dining room and bonus room, creating an ideal setting for everyday living and entertaining. Natural light pours in through French doors, and the bonus room offers picturesque pond views and a welcoming connection to the outdoors. Enjoy Florida’s beautiful surroundings from the expansive 44' x 10' backyard paver patio overlooking the pond. Watch fish, ducks, turtles, egrets, and a variety of birds while relaxing in your own peaceful outdoor retreat. The kitchen features Shaker-style cabinetry, stainless steel appliances, a convenient bar counter, and a cozy dinette area. Sliding glass doors open to an additional 35' x 9' side-yard paver patio, providing even more space for cooking on your outdoor barbecue, entertaining, or simply enjoying the Florida sunshine. The bright and airy primary suite overlooks the pond, offering a relaxing retreat at the end of the day. The primary bathroom features a custom smart mirror with color-changing, illuminated framing for a modern touch. Notable updates and features include a new roof in 2025, stainless steel appliances, smart-home controls for select lighting, ceiling fans, and the sprinkler system, a smart lock on the primary entry door, and smart garage door control. With no CDD fees, this property offers additional value and flexibility. Conveniently located just off Tallevast Road, Maple Lakes is a tucked-away neighborhood across from Kinnan Elementary School and minutes from Sarasota Bradenton International Airport. Enjoy convenient access to University Town Center, Nathan Benderson Park and its world-class rowing facilities, downtown Sarasota, the Ringling Museum, USF, New College, Ringling College of Art and Design, theaters, art galleries, and an excellent selection of restaurants. Beautiful Gulf Coast beaches, including Siesta Key Beach and Lido Beach, plus the shopping and dining of St. Armands Circle, are just a short drive away. Whether you're seeking a peaceful pond-side retreat or easy access to Sarasota’s shopping, dining, arts, and coastal attractions, this home offers an appealing mix of neighborhood charm and Florida living. Experience the immersive 3D interactive panoramic tour to explore every detail and discover this home’s beauty!

7739 33rd Lane E, Sarasota
3182 Windrush Bourne Unit 29, Sarasota
$335,000
2 Beds ⋅ 2 Baths ⋅ Windrush Bourne SubDv. ⋅ 34235 Zip Code
Beautifully updated 2-bedroom, 2-bathroom villa with a 1-car garage in Windrush Bourne, a desirable community within The Meadows in Sarasota. This inviting home features a bright, open floor plan with vaulted ceilings in the living room, creating a spacious and comfortable atmosphere. The updated kitchen offers granite countertops, stainless steel appliances, and ample storage while both bathrooms have been tastefully renovated. The spacious primary suite includes an en-suite bath and generous closet space. Relax and enjoy peaceful pond views from the enclosed lanai, perfect for morning coffee or entertaining. Residents of Windrush Bourne can enjoy two community pools along with the many amenities of The Meadows. The Meadows is known for its scenic walking and biking trails, fitness center, tennis courts, golf courses and social events. Conveniently located near UTC, downtown Sarasota, award-winning beaches, shopping, dining, and more. If you're looking for an updated Sarasota villa with pond views and maintenance-free living, this home is a must-see!

3182 Windrush Bourne Unit 29, Sarasota
4173 Center Pointe Circle Unit 87B, Sarasota
$295,000
2 Beds ⋅ 3 Baths ⋅ Center Gate Village SubDv. ⋅ 34233 Zip Code
Experience the best that Sarasota has to offer in the most ideal location with this lovley townhouse now available in Courtyard Villas! END UNIT, two story, maintenance free villa boasts a PRIVATE COURTYARD, and a one car attached garage! This maintenance free villa offers privacy and convenience with its thoughtful, OPEN layout. The two bedrooms and two full bathrooms are on the second floor which creates a peaceful retreat away from the main living areas and kitchen. One half bath is located downstairs for the convenience of your guests. Enjoy excellent schools within the best location of Sarasota County. Enjoy being just minutes away from shopping, world renowned beaches, grocery stores, and some of the best dining in all of Florida. Residents also have access to a refreshing community pool making every day living feel like a vacation. Schedule your showing today!

4173 Center Pointe Circle Unit 87B, Sarasota
4711 Hollingsworth Avenue, Sarasota
$655,000
1 Beds ⋅ 3 Baths ⋅ Sunset SubDv. ⋅ 34233 Zip Code
The Hollingsworth presents a unique income-producing investment opportunity in central Sarasota featuring three separately accessed furnished-rental spaces and favorable seller financing. The property has a strong historical furnished-rental operating record, averaging approximately $102,000 in annual revenue during 2024–2025, with current underwriting reflecting a projected 7.60% Year 1 cap rate and approximately 14% Year 1 cash-on-cash return based on modeled seller-financing assumptions. Complementing its strong rental performance, the property has an established historical Airbnb operating record with a strong guest review track record. The interiors have been extensively updated with renovated kitchens and bathrooms, updated flooring, HVAC improvements, new entry doors, recessed lighting and additional upgrades. The property also offers dedicated on-site parking and an inviting fenced rear common area with outdoor seating, mature shade trees and string lighting. Its central Sarasota location provides convenient access to Siesta Key, area beaches, dining, shopping and other major Sarasota demand drivers. Favorable seller financing available; see Offering Memorandum for financial details and modeled terms.

4711 Hollingsworth Avenue, Sarasota
5535 Hampstead Heath Unit 45, Sarasota
$287,000
2 Beds ⋅ 2 Baths ⋅ Hampstead Heath SubDv. ⋅ 34235 Zip Code
Virtually Staged. Welcome home to this peaceful, maintenance-free courtyard villa in the highly desirable community of The Meadows! Tucked away in Hampstead Heath amid mature landscaping and majestic shade trees, this move-in-ready 2-bedroom, 2-bath villa with a garage offers effortless Florida living. Step through the updated courtyard gate into a private outdoor retreat with a pergola—perfect for sipping morning coffee, tending to plants, or grilling in total privacy. Inside, the home has been freshly painted top-to-bottom, including the ceilings, and enhanced with modern upgrades throughout. Highlights include new luxury vinyl flooring, new bifold doors, stylish window coverings, updated ceiling fans and light fixtures, and modern switches and outlets, including added GFI protection in the kitchen. The kitchen and laundry area feature BRAND NEW APPLIANCES , including a FRIDGE, STOVE, MICROWAVE, and WASHING MACHINE. Soaring vaulted ceilings and bright skylights fill the home with natural light, while sliders along the great room open to an enclosed lanai with tranquil views of lush greenspace. The ideal split-floor plan ensures complete privacy for hosts and guests alike. The primary suite features a generous walk-in closet, dual vanities, and a walk-in shower. Additional highlights include pull-out pantry shelving, a utility sink, and major peace-of-mind updates: NEW ROOF (2024), HVAC 2022 and NEW WATER HEATER 2024. ENTIRE COMMUNITY EXTERIOR PAINTED beginning of 2026. NEW LATTICE & GATE added. Just steps from the community pool, this home gives you access to 1,600 park-like acres in The Meadows, complete with 14 miles of trails, a fitness center, a Jr. Olympic pool, pickleball courts, and active community events. Minutes from downtown Sarasota, UTC Mall, Nathan Benderson Park, Gulf beaches, I-75, and SRQ Airport. Easy to show—schedule your tour today!

5535 Hampstead Heath Unit 45, Sarasota
2319 Lakeside Mews Unit B3, Sarasota
$240,000
2 Beds ⋅ 2 Baths ⋅ Meadowlake SubDv. ⋅ 34235 Zip Code
Enjoy an exceptional pool view with green space beyond and low-maintenance living in this updated, move-in-ready, single-story end-unit villa with no residence above. Just 50 feet from the lanai, the pool feels like your own backyard retreat—without the maintenance. Centrally located just minutes from UTC shopping and dining, with convenient access to I-75, Downtown Sarasota, restaurants, entertainment, cultural attractions and Gulf beaches. Inside, the bright living and dining area features abundant natural light and luxury vinyl plank flooring. The kitchen features granite countertops and stainless steel appliances. The split-bedroom floor plan provides privacy, while the primary suite includes an en-suite bath and direct access to a private courtyard. Upgraded fans and light fixtures add a fresh, modern touch. Recent improvements include a 2023 roof, 2025 AC, 2026 dishwasher, fresh interior paint and a completely refreshed modern exterior completed in September 2026. Meadowlake COA provides substantial value, including roof and exterior maintenance, lawn and landscaping care, pest control, two pools, 150+ cable channels and high-speed internet. The Meadows offers an active lifestyle with two golf courses, 15 Har-Tru tennis courts, eight new pickleball courts, Fitness Center, Junior Olympic-size pool, scenic walking and biking trails, dog park, playground, wellness programs and more. It’s easy to meet people and make new friends through a growing calendar of clubs, socials, holiday events, bingo, dancing, movie and comedy nights, educational programs, fitness and wellness activities. Offered turnkey for immediate enjoyment, with flexibility for buyers who prefer to purchase without furnishings. Quick close available. Property is not in a flood zone so no flood insurance is required. Ideal as a full-time home or seasonal retreat, this villa combines a beautiful setting, extensive amenities and easy Florida living.

2319 Lakeside Mews Unit B3, Sarasota
4621 Hidden View Place Unit 27, Sarasota
$339,900
3 Beds ⋅ 2 Baths ⋅ Hunters Walk - Hamlets SubDv. ⋅ 34235 Zip Code
Discover serene lakefront living in the charming and beautifully landscaped community of Beekman Lakes (formerly known as Hunters Walk at Hamlets Grove) — an upscale townhouse/villa neighborhood uniquely designed around mature oak canopies, tropical plantings, expansive green spaces, and sparkling lakes with illuminated fountains. Ideally located just minutes from the cultural energy of Downtown Sarasota, the conveniences of Downtown Bradenton, the Sarasota International Airport, and premier shopping and dining at University Town Center, this community offers a perfect balance of tranquility and accessibility. This beautifully updated single-story contemporary-style lakefront villa offers 1,620 square feet of air-conditioned living space with a thoughtfully designed layout that blends comfort, style, and scenic outdoor/lake views all around . Inside, the residence welcomes you with dramatic vaulted ceilings and an open living environment filled with natural light. The spacious interior includes two bedrooms and two full bathrooms, complemented by a formal living room with an elegant formal living room/dining room combination, and a charming breakfast nook in the kitchen. The updated kitchen features granite countertops, rich wood cabinetry, and modern finishes, while the breakfast nook opens through sliding glass doors to a private front garden patio oasis, creating a peaceful setting for morning coffee or quiet relaxation. At the rear of the home, the living and dining areas transition into a lakefront lanai the full width of the home, with panoramic views of the community’s largest lake and fountain. Enjoy a daily backdrop of rock-lined banks, shimmering water, and abundant Florida wildlife—including fish, turtles, and birds—all from the comfort of your home. The primary suite offers a spacious retreat with access to the backyard lanai's sitting area overlooking the lake, a walk-in closet and private en-suite bath, while the second and third bedrooms are located at center and forward, complemented by a second full bathroom to provide comfortable accommodations for visiting family or guests. Additional conveniences include an inside utility closet with space for full-size washer and dryer. Outdoor living is equally functional, with an all-weather covered rear patio lanai—a perfect space for a barbecue grill, patio furniture, and other outdoor equipment. The villa includes a rare private two-car garage with driveway parking spaces for two vehicles as well! Freshly painted interior walls and ceilings! Brand new Carrier Central AC System prior to listing! Lovingly maintained with obvious pride of ownership, this home has been tastefully updated and impeccably cared for, making it completely move-in ready. Residents of Beekman Lakes enjoy a relaxed Florida lifestyle with amenities that include: • Junior Olympic–sized heated swimming pool overlooking the lake • Community hot tub/spa • Monthly social poolside community events and activities • Poolside restrooms with open and covered deck areas • Beautifully landscaped walking areas and scenic lakes with its exceptional lakefront views • Updated interior design • Prime Sarasota location. This villa presents a rare opportunity to enjoy peaceful waterfront living just moments from the region’s best dining, shopping, and cultural destinations. Make it yours today, before someone else does!

4621 Hidden View Place Unit 27, Sarasota
750 Tamiami Trail Unit 1506, Sarasota
$799,000
2 Beds ⋅ 2 Baths ⋅ Renaissance SubDv. ⋅ 34236 Zip Code
Discover refined coastal living in this beautifully modernized residence in Sarasota’s desirable Rosemary District. Offering 1,400 square feet under air and 1,520 square feet total, this east-facing, two-bedroom, two-full bath home features the sought-after Donatello split-bedroom floor plan and an expansive balcony with sweeping views of the downtown cityscape and beautiful sunrise skies. Step inside to a light-filled, open layout, where large windows brighten the spacious living area and create an airy feel on the fifteenth floor. Luxury vinyl plank flooring, richly detailed crown molding and custom blinds add polished touches throughout. The custom gourmet kitchen pairs white stone countertops with custom cabinetry and premium stainless-steel appliances. A convenient walk-in laundry room featuring, stackable washer and dryer with cabinetry. The peaceful primary suite features an en-suite bath with a spa-inspired walk-in shower and a spacious custom walk-in wardrobe. The generously sized second bedroom has large windows and can serve as a guest suite, den or home office. Italian-inspired The Renaissance offers an extensive range of services and amenities, including on-site management, secured parking and key-card entry, plus a 24-hour front desk concierge and guard. Residents can enjoy the clubroom, business center, conference and meeting rooms, guest suites, theater, fitness center and fully equipped gym, saunas, massage room, pool and hot tub. The property also features a heated pool, outdoor grilling area and landscaped plazas. Nearby attractions include the Van Wezel Performing Arts Center, music venues, weekly events, a waterfront beach, playground, kayak rentals, concessions and walking paths. Ocean Prime at Quay Commons is close by, while galleries, opera and theater provide plenty of cultural options. Enjoy outdoor recreation at The Bay Park across the way or walk to Main Street around the corner. The Westin and The Ritz-Carlton offer additional dining and cocktail options. Marina Jack is nearby for boaters, and Lido Beach is just minutes away. Enjoy the vibrant surroundings and all the conveniences of downtown Sarasota living in this exceptional residence.

750 Tamiami Trail Unit 1506, Sarasota
1513 Oak Street Unit 18, Sarasota
$1,549,000
3 Beds ⋅ 3 Baths ⋅ Burns Court Villas SubDv. ⋅ 34236 Zip Code
Located in the heart of Sarasota’s iconic Burns Court, this three-bedroom, two-story residence at Burns Court Villas offers the privacy and comfort of a single-family home with the walkability and energy of downtown just outside your door. Spanning nearly 2,000 square feet, the thoughtfully designed layout is enhanced by multiple outdoor living spaces—including the largest private courtyard in the community and three private bedroom balconies. Beyond the solid mahogany front door, refined interiors showcase travertine flooring, crown molding, high ceilings, impact-rated windows and doors, and an abundance of natural light throughout. The main level is designed for effortless everyday living and entertaining, flowing seamlessly from the formal living room—anchored by a gas fireplace and custom built-ins—to the dining area and sunlit family room overlooking the lush courtyard. The 2023-remodeled gourmet kitchen is appointed with custom wood cabinetry featuring soft-close drawers and pull-out storage, under-cabinet lighting, thick quartz countertops, and an oversized island with seating. Premium appliances include a Sub-Zero refrigerator (2025), Viking gas range and hood (2007), and Miele dishwasher (2022), while upgraded LED lighting enhances both ambiance and functionality. Upstairs, Brazilian cherry engineered hardwood flooring leads to a serene primary suite featuring a private balcony, custom walk-in closet, and a fully renovated en-suite bath completed in 2025 with dual quartz-topped vanities, a tile-and-glass walk-in shower with bench seating, and a dedicated makeup area. Two additional guest bedrooms—each with its own balcony—share a beautifully updated bath with designer finishes. A second-floor laundry room with additional storage cabinetry adds convenience. Burns Court Villas is known for its tranquil, tucked-away atmosphere in the center of downtown Sarasota, offering covered trellised walkways, lush tropical landscaping, peaceful fountains, and charming courtyard spaces that create a uniquely serene residential setting. Residents enjoy a heated pool and spa, lounge area with outdoor fireplace, secure parking, fob-access gates, and enhanced perimeter security. The association also covers many utilities and services, including management, grounds maintenance, pest control, water, sewer, and waste collection. Perfectly positioned moments from downtown Sarasota’s Cultural Coast, this residence places you near Marina Jack, the Bayfront, theaters, galleries, farmers markets, boutique shopping, and acclaimed dining along Main Street. St. Armands Circle, Lido Beach, and Sarasota’s Gulf beaches are just minutes away, creating an exceptional opportunity to enjoy refined downtown living paired with Sarasota’s celebrated coastal lifestyle. A rare opportunity to enjoy refined city living within one of Sarasota’s most distinctive downtown enclaves.

1513 Oak Street Unit 18, Sarasota
4319 Woodmans Chart Unit 130, Sarasota
$309,000
3 Beds ⋅ 2 Baths ⋅ Meadows The SubDv. ⋅ 34235 Zip Code
4319 Woodmans Chart offers three bedrooms and two baths overlooking a peaceful, private wooded setting. The first-floor primary suite, vaulted ceilings, loft, screened lanai and central courtyard atrium give the unit a very distinctive layout. The unit has 2 private parking spots, and the community offers dedicated guest parking. Updates include a late-2024 roof and new skylight, 2025 exterior paint, luxury vinyl plank flooring, oak hardwood stairs, and a refreshed / updated kitchen with porcelain countertops and brass finishes. The primary bath, closets, lighting, and window coverings have also been updated. Woodmans Chart’s condo fees cover the exterior maintenance, landscaping, exterior insurance, cable, pest control and heated pool maintenance. The Meadows offers a peaceful setting with lakes, mature landscaping, and miles of walking and biking paths, and a full calendar of community events. Golf and club membership options add to the lifestyle, while University Town Center’s shopping and dining are nearby and downtown Sarasota is about 15 minutes away. A Renaissance membership provides access to fitness, tennis, pickleball, the dog park and community pool, plus discounted golf.

4319 Woodmans Chart Unit 130, Sarasota
Start Your Search

How much is your home worth?

Get instant property value now!