Sarasota Homes with Courtyard Exterior Features

Sarasota Homes with Courtyard Exterior Features

Welcome to Sarasota, Florida – a vibrant coastal gem that beautifully marries the allure of sun-soaked beaches with a rich cultural tapestry. Nestled along the Gulf of Mexico, Sarasota boasts stunning waterfront views, an array of outdoor activities, and a thriving arts scene that attracts residents and visitors alike. With its charming downtown filled with boutique shops, gourmet restaurants, and art galleries, Sarasota is not just a place to live; it’s a lifestyle.

One of the most enchanting features of homes in this picturesque city is the courtyard exterior. Imagine stepping into your own private oasis, where lush landscaping and serene spaces invite relaxation and entertainment. Courtyard homes in Sarasota often blend seamlessly with the natural beauty of the area, offering residents a tranquil retreat just steps away from the vibrant energy of the city.

These homes typically feature open layouts that extend into the courtyard, allowing for an abundance of natural light and a seamless indoor-outdoor flow. Whether you’re hosting a summer barbecue under the stars or enjoying a quiet morning coffee surrounded by nature, these courtyards provide the perfect backdrop for all of life’s moments.

In Sarasota, the allure of courtyard homes is not just about aesthetics; it’s about creating a sanctuary that enhances your lifestyle. With the beautiful beaches, cultural events, and a welcoming community, choosing a courtyard home in Sarasota means embracing a life filled with beauty, comfort, and endless possibilities. Explore the charm of Sarasota today and discover the perfect home that reflects your dreams!

Newest Sarasota Homes with Courtyard Exterior Features

500 N Jefferson Avenue Unit A1, Sarasota
$159,000
2 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code
Charming Sarasota Condo | 2 Bedrooms | 1 Bathroom. Welcome to Jefferson Club in Sarasota, Florida! This inviting 2-bedroom, 1-bathroom condo offers a wonderful opportunity to enjoy the Sarasota lifestyle, whether you're searching for a place to call home, a seasonal retreat, or an investment opportunity. The open living area creates a comfortable space to relax and entertain, while the functional layout offers flexibility for everyday living. The kitchen features classic cabinetry and a warm, welcoming feel, flowing into the main living space. Major updates provide added peace of mind! The condo has been recently re-piped, features a new water heater, and has a newer AC system. The roof was also recently replaced. Just minutes to Downtown, you don't want to miss this unit! Conveniently located in Sarasota, you'll have the opportunity to enjoy the area's shopping, dining, entertainment, and beautiful Gulf Coast attractions.

500 N Jefferson Avenue Unit A1, Sarasota
4091 Center Pointe Place Unit 40A, Sarasota
$265,000
2 Beds ⋅ 2 Baths ⋅ Courtyard Villas SubDv. ⋅ 34233 Zip Code
Your perfect opportunity to spend the 2027 season in sunny Sarasota awaits! This lovely home is being offered turnkey furnished, making your transition to Florida living effortless. Simply bring your suitcases, unpack, and start enjoying the sunshine! You'll be just steps away from one of two community pools, with the added benefit of low monthly maintenance fees that may even be reduced next year! Embrace the Florida lifestyle with wonderful outdoor living spaces, including a fully screened front entry and a spacious 25' x 17' screened paver patio. An additional garden area featuring artificial turf and built-in drainage creates the perfect private retreat for your furry friends! Inside, this charming home is tastefully appointed with coastal-inspired décor and furnishings, complemented by attractive vinyl-plank flooring throughout. The vaulted ceiling and textured walls in the living area create a bright, airy, and inviting atmosphere. The primary suite features an ensuite bathroom and a queen-size bed with an adjustable upper-body feature for added comfort. The guest bedroom offers a rarely used, three-year-old double bed, ready to welcome family and friends. Enjoy added peace of mind with hurricane-resistant windows and sliding glass doors, all installed just three years ago. The roof, replaced in 2020, is the association's responsibility. Additional updates and mechanical details include a 2014 water heater and a 2013 air-conditioning system. Location, lifestyle, and convenience—this home has it all! Ideally situated near the world-famous, powdery quartz-sand beaches of Siesta Key and just a short distance from the vibrant dining, shopping, arts, and cultural attractions of downtown Sarasota. Your Sarasota seasonal escape is waiting—come enjoy the sunshine and start living the Florida dream!

4091 Center Pointe Place Unit 40A, Sarasota
500 N Jefferson Avenue Unit C3, Sarasota
$149,900
1 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code
Discover your slice of Sarasota paradise in this charming villa at Jefferson Club! Ideally located just minutes from vibrant downtown Sarasota, beautiful Lido Beach, shopping, dining, and entertainment. Enjoy peace of mind with a **NEW ROOF and NEW AC (2025)!** This inviting retreat features thoughtful updates, including butcher block countertops, stainless steel appliances, soft-close cabinetry, and a newer front-loading washer and dryer. Enjoy your morning coffee or evening cocktails on your spacious, private gated patio, perfect for relaxing or entertaining. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this villa offers the perfect blend of comfort, convenience, and Florida living. Don't miss your chance to make it yours!

500 N Jefferson Avenue Unit C3, Sarasota
4307 Camino Real, Sarasota
$2,999,000
4 Beds ⋅ 3 Baths ⋅ Johnson Estates SubDv. ⋅ 34231 Zip Code
Distinctive Architecture. Space to Unwind. West of Trail. Set on a tropically landscaped half-acre corner lot on a private dead-end street off Camino Real, this custom home offers 3,933 square feet of single-level living with four bedrooms and 2.5 baths. Custom double doors and hand-peeled log columns introduce a striking great room with a 24-foot wood cathedral ceiling, gas fireplace, and oak and travertine flooring arranged in a parquet pattern. The kitchen features custom cabinetry, a Sub-Zero refrigerator, Viking gas cooktop, statement metal hood, large island, and spacious butler’s pantry with wine storage. Sliding glass doors connect the interior to a 2,176-square-foot screened lanai with a pool, spa, covered entertaining areas, and fully equipped outdoor kitchen and a new Koehler Whole House Generator. The expansive primary suite includes two sitting areas, vaulted ceilings, terrace access, a large walk-in closet, and a bath with a separate tub and shower, granite double vanity, and bidet. An adjoining bedroom provides flexibility for an office, den, or exercise room, while the guest bedrooms feature oak floors and built-in storage. Oversized garage spaces add everyday convenience, with generous room for parking and storage. Near Roberts Bay, the historic Field Club, and Oyster Bay Estates, this peaceful setting offers convenient access to downtown Sarasota, St. Armands Circle, and the beaches of Siesta Key, Lido Key, and Longboat Key. A distinctive West of Trail home with generous gathering spaces and a private tropical setting.

4307 Camino Real, Sarasota
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
1313 Dockside Place Unit 120, Sarasota
$1,090,000
2 Beds ⋅ 2 Baths ⋅ Harbour Towne SubDv. ⋅ 34242 Zip Code
RARE BOATER’S OPPORTUNITY! 45' BOAT SLIP with NEW 27,000-lb IMM/Quality Platinum Series boat lift on deep, sailboat water! Completely renovated waterfront townhouse-style residence with the slip directly behind the unit—a highly desirable and rarely available location. Ultimate Beach lifestyle with easy access to Siesta #1 Beach & Siesta Village, just a few minutes' walk away. Enjoy mornings on the beach, afternoons on the boat, and evenings sunsets & exploring the Village. With many restaurants, music & shops. Fully remodeled down to the block walls with new plumbing, electrical, HVAC and ductwork, drywall, raised ceilings, LED lighting, and beautiful wood-look porcelain tile throughout. Gourmet kitchen features custom cabinetry, GE Profile appliances, natural quartzite, and abundant storage. Both baths offer easy-entry showers, and the primary suite includes a walk-in closet with custom organization. Private one-car garage, additional parking, attic storage, and newly screened lanai for entertaining. Elevated to 11.5' floor level remained free of stormwater during the 2024 storms. The dock features new pilings, full-length finger pier, fresh water, 30-amp/120V service, remote-controlled lift with auto-stop, and approximately 7' of water depth. Protected harbor approximately 100 yards from the ICW and just 10 minutes to Sarasota Big Pass. HOA permits boats up to 45' feet. Complex is getting a look and remodel! See photos Beach. Boating. Village life. All from one exceptional Siesta Key location. Community is going through a major face lift!! Scope of renovations • Siding/Trim/Facia with Stain-paint • Railings • Stairs • Gutter/Downspouts • Lighting

1313 Dockside Place Unit 120, Sarasota
4050 Higel Avenue, Sarasota
$25,000,000
5 Beds ⋅ 7 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. To be complete in a few months. An unmatched luxury beach estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Designed and built by Pham Development, the iconic Mid-Century Modern residence is privately gated and designed to deliver resort-level living on one of Florida’s most coveted coastlines, with breathtaking views of the Gulf’s sparkling waters. Spanning 14,943 sq. ft. under roof, with 6,301 sq. ft. of air-conditioned interiors, the home features 5 bedrooms, 6 full baths, and 1 half bath. Engineered for longevity, it rests on a fortified foundation with a planned riprap seawall installation, complemented by a luxurious infinity pool and hot tub overlooking the gorgeous Gulf waters. Lifestyle amenities rival the finest resorts: a rooftop with spectacular ocean views and a full personal fitness center with a yoga studio. Entertainment spaces abound, with opportunities for a movie theater room, an ocean-view office, a gun and jewelry safe room, and an enclosed garage accommodating up to 16 cars. Paddle board and kayak access lead directly to the Gulf, with options for a beach volleyball or pickleball court. The grand primary suite features an expansive Gulf-facing terrace, his-and-hers walk-in closets, and spa-inspired baths, with stunning water views creating a serene coastal retreat. Multiple terraces, a Wolf-equipped outdoor kitchen, a chef’s kitchen, and a butler’s pantry add to the all-inclusive luxury lifestyle of this home. The chef’s kitchen will feature a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave. More than a residence, this estate is a legacy home crafted for generations, with an indoor-outdoor footprint tailored for both grand entertaining and intimate coastal living, all framed by extraordinary Gulf views. One or more photos have been virtually staged. Private showings are available upon request.

4050 Higel Avenue, 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
1749 Sandalwood Drive, Sarasota
$2,649,900
4 Beds ⋅ 4 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code
Imagine beginning your morning with coffee overlooking the water, spending the afternoon exploring Sarasota Bay by boat, and returning home for an evening beside the pool. At 1749 Sandalwood Drive, this is the appeal of waterfront living in Southpointe Shores, an established Sarasota neighborhood just a short drive from Siesta Key Beach. Surrounded by mature palms and tropical landscaping, this furnished residence offers a private, compound-style setting with distinctive architectural character. Its thoughtfully redesigned kitchen, dining, bar, and living areas create inviting spaces for both everyday routines and memorable gatherings. The transformation features imported Lube of Italy custom cabinetry, Thermador appliances including a warming drawer, Brazilian granite with semi-precious stone detailing, Italian marble flooring, and carefully selected lighting. Here, the transition from indoors to outdoors feels natural. Expansive gathering areas connect to a generous lanai, pool, and spa, inviting you to enjoy a quiet morning, an afternoon swim, or dinner with friends. The outdoor setting provides room to relax and make the most of Sarasota's warm coastal climate. For boating enthusiasts, the waterfront location adds another dimension to daily life. Situated just two homes from the Intracoastal Waterway, the property offers deepwater access, a 12,000-pound boat lift, and 50-amp dock service. Set out along the waterways toward Sarasota Bay, enjoy time on the water, and return to your own dock at the end of the day. Southpointe Shores is appreciated for its wide canals, boating culture, and established residential surroundings. Away from the water, the location keeps much of Sarasota within convenient reach. Enjoy the quartz sand of Siesta Key Beach, explore nearby dining and shopping, or take advantage of downtown Sarasota's galleries, theaters, and cultural attractions. The setting balances a quieter residential atmosphere with access to the activities that define the Gulf Coast lifestyle. Thoughtful improvements add comfort and convenience, including impact glass windows and doors, integrated indoor and outdoor Sonos audio, dedicated electronics infrastructure, and a whole-house security system with 12 cameras installed in 2024. Additional updates include a roof and room addition in 2018, full re-pipe in 2021, pool equipment replacement in 2023, and new air-conditioning systems in 2024. More than a collection of impressive finishes, 1749 Sandalwood Drive offers the opportunity to enjoy Sarasota from the water, welcome guests into beautifully designed spaces, and come home to a tropical waterfront setting. Discover the possibilities of life in Southpointe Shores.

1749 Sandalwood Drive, Sarasota
6005 Midnight Pass Road Unit S6, Sarasota
$839,000
2 Beds ⋅ 2 Baths ⋅ Provintial Gardens SubDv. ⋅ 34242 Zip Code
Escape the winter blues with this turnkey furnished free-standing villa ready for IMMEDIATE occupancy with DEEDED SIESTA KEY BEACH and BAY access steps away in a non age restricted community. No logistical headaches having to furnish a property in order to occupy or rent it. This beautifully decorated and extensively updated, maintenance-free, open floor plan, villa can be your very own piece of paradise. Offering two spacious bedrooms and bathrooms, a flex (den) space, a full size washer/dryer, and your very own lush private patio oasis, all designed with comfort and style in mind. Added peace of mind comes from no flooding or storm damage sustained from recent storms. Some of the many updates include an extensive renovation to replace the old 1960s cast iron drain lines under the property’s slab with all-new PVC lines. Once completed, designer selected wood look tile flooring was added throughout the majority of the home. This intrusive, time-consuming, and costly project has already been completed, putting a new owner at ease regarding future concerns and major costs. The roof and A/C are new as of 2025, exterior painting will be completed by December. The primary bathroom has been completely updated, along with new hardscaping and landscaping. Handpicked light fixtures and ceiling fans have been installed, along with brand new solid core doors throughout the home to reduce noise from room to room. New coastal colors and tones have been added to the interior, along with all new appliances within the past two years. For accessibility 36 inch doorways and grab bars are present, as well as smart home features such as keyless electronic front door entry, nest thermostat, and ring door bell. The residence invites plenty of natural light into the home, with multiple windows and sliding glass doors enhancing the appeal of the split floor plan. The primary and expansive guest suite are located on opposite sides of the villa, providing ample space and privacy for all. The kitchen features an abundance of soft close cabinets, granite countertops, a large pantry, water filter system, and stainless steel appliances. Throughout the villa, you will find plenty of built-in storage closets, crown molding, as well as both a walk-in shower (primary) and a soaking tub (guest). Open your three sliding glass doors to create a seamless extension of your living space into your private tropical sanctuary, complete with an outdoor shower. The guest suite includes its own private outdoor space with a water fountain. When you are ready to venture out and enjoy your surroundings, there is an endless list of options to keep you busy. Enjoy your morning coffee while watching the sunrise/wildlife at the community’s bay front park with a new seawall. Here, you will find a kayak launch with two storage racks specifically for your use. Head out on the water kayaking/paddle boarding among dolphins and manatees. The community’s bay front park includes a day dock for residents’ use. Choose between relaxing on the beach with the sand between your toes or reading a book by the pool, with deeded access to the beach and one of the largest heated pools on Siesta Key via Aloha Kai across the street. Catch the free trolley to enjoy a casual lunch or a fine dining dinner. Owners can rent their property on a monthly basis with three weekly rentals permitted a year (outside of Jan-March) and can have one pet. The monthly HOA fee is $1,113. Come enjoy winter on Siesta Key!

6005 Midnight Pass Road Unit S6, Sarasota
Start Your Search

How much is your home worth?

Get instant property value now!