Sarasota Homes with Courtyard Exterior Features

Sarasota Homes with Courtyard Exterior Features

Welcome to Sarasota County, Florida, a picturesque paradise known for its stunning coastline, vibrant cultural scene, and an array of outdoor activities. Nestled on the southwestern coast of Florida, Sarasota boasts beautiful sandy beaches, including the renowned Siesta Key Beach, consistently ranked among the best in the nation. The county is not just a haven for sun-seekers; it’s also a cultural hub, home to the Ringling Museum of Art, the Sarasota Opera, and a thriving arts community that adds a unique charm to the region.

Sarasota’s real estate market is as diverse as its attractions, offering a variety of home styles to suit every lifestyle. Among the most captivating are homes featuring courtyard exterior designs. These properties are perfect for those who appreciate outdoor living and a sense of privacy. Courtyard homes provide a serene oasis, often surrounded by lush landscaping, where residents can enjoy morning coffee, host gatherings, or simply unwind in their own tranquil space.

Imagine stepping through your front door into a beautifully designed courtyard, where the gentle sound of water from a fountain creates a peaceful backdrop. These homes often boast an open-concept layout that seamlessly integrates indoor and outdoor living, making them ideal for entertaining or enjoying family time.

In Sarasota County, you’re not just buying a home; you’re embracing a lifestyle filled with sunshine, culture, and community. Explore the enchanting homes with courtyard exterior features and discover your own slice of paradise in this vibrant coastal gem!

Newest Sarasota Homes with Courtyard Exterior Features

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

3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code

Wonderfully connected to nature! Be surrounded by mesmerizing tropical views and absolute calm in The Highlands, the crown jewel of The Meadows - a park-like oasis in a phenomenal location. Canopied streets, a paver driveway and gated courtyard welcome you to this spotless maintenance-free villa. Inside, you will love the natural light, ideal split-plan with high ceilings, coastal wood-look tile floors, and walls of sliders overlooking majestic oaks, native palms and a glimpse of the golf course in the distance. The setting feels private, tranquil and wonderfully connected to nature. The spacious kitchen features a breakfast nook, grilling patio and a high opening to admire the view. All just half a block to the heated community pool, near all the fun The Meadows has to offer and a 5-minute ride to 90+ restaurants. Set on 1,600 lush acres just 15 minutes from Downtown Sarasota, The Meadows combines resort living with the beauty of untouched nature. Enjoy 14 miles of scenic trails, an active social calendar, new fitness center, Junior Olympic pool, 10 pickleball courts, two 18-hole golf courses, and 15 Har-Tru tennis courts. Ideally located near award-winning beaches, cultural attractions, Nathan Benderson Park, Mote SEA Aquarium, Whole Foods, Trader Joe’s, the Legacy Trail and The Mall at University Town Center, a world-class destination for shopping, dining, and entertainment. A fabulous Florida lifestyle awaits. Features a 2023 Trane A/C with 10-year transferable warranty, 2023 water heater, 2009 re-plumbing, 2007 tile roof which is the condo’s responsibility, fully-funded condo association, and above flood plain in zone X

3477 Hadfield Greene Unit 2, Sarasota

2 Beds ⋅ 2 Baths ⋅ Myrtle Trace At Plan SubDv. ⋅ 34293 Zip Code

Myrtle Trace at Plantation Golf and County Club ideally located to the Island of Venice, the Gulf beaches, brand new Wellen Park district where you can dine, watch a baseball game, enjoy a concert, fish, or simply enjoy a walk in the new downtown. This villa features two Master Suites, each with an "en-suite" bathroom, open living room with vaulted ceilings that flows over into the sunny Florida room. Some of the upgrades include fresh new paint interior, updated bathrooms, newer kitchen cabinets and granite, tile throughout, new decking on the courtyard, newer AC and electrical panel. Villa is situated on the cul-de-sac, with ample of privacy, overlooking serene lake. Come see this move-in-ready villa today.

268 Southampton Drive Unit 309, Venice

2 Beds ⋅ 2 Baths ⋅ Calumet At Centergate SubDv. ⋅ 34233 Zip Code

Charming villa in Calumet , close to I75 and Doctors Hospital . Lovely community with club house and pool . Maintenance free landscaping and building exterior . Open courtyard entry with lake view .

4582 Citation Lane Unit D, Sarasota

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

2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code

OPPORTUNITY KNOCKS - UNOBSTRUCTED WATER VIEWS!!! RARE OPPORTUNITY, INCREDIBLE PRICE - DIRECT INTRACOASTAL WATERFRONT | DEEDED BEACH ACCESS | 2 OVERSIZED BEDROOMS | WEEKLY RENTALS. Experience the best of both worlds at Midnight Cove II—complete privacy and breathtaking direct Intracoastal Waterway views, combined with a deeded beach walkway just across the street to the pristine sands of Crescent Beach and world-famous Siesta Key Beach. This beautifully furnished, move-in-ready 2-bedroom, 1½-bath condo offers an exceptional waterfront lifestyle and the flexibility of weekly rentals, making it an ideal vacation retreat, personal residence, or investment property. Step inside and immediately take in the abundance of natural light and the unobstructed direct-water views. This is the only building in Midnight Cove II offering a direct east-facing Intracoastal view, creating a spectacular setting to watch boats and jet skis pass by, dolphins glide through the water, and Florida's beautiful birds soar overhead. The open kitchen has been thoughtfully updated with beautiful new lighting, attractive cabinetry, abundant storage, an appliance garage, newer appliances, and a large granite countertop with seating for two. The walls have been removed from the lanai, creating a more expansive living area and allowing the spectacular waterfront setting to become part of the living space. Both bedrooms are generously sized to accommodate king-size beds. The primary bedroom is beautifully furnished with a quality King bedroom suite, while the second bedroom features comfortable twin beds and equally attractive modern furnishings. Both bedrooms include excellent closet and storage space. A stackable washer and dryer are conveniently tucked behind mirrored glass doors, along with additional storage. Even more storage is available just steps from the front door—perfect for beach chairs, umbrellas, and other beach essentials. Midnight Cove II offers an impressive resort-style amenity package, including: Large heated swimming pool and expansive pool deck, Newly rebuilt pickleball and tennis courts, Basketball court, Fitness center, Clubhouse, Lush tropical landscaping and mature oak trees, Kayak storage near the water, Fishing pier extending toward the Intracoastal Waterway, Rental dock space for boats, subject to availability and applicable fees, Multiple BBQ areas, Car wash area, Active community programming, including live music, yoga, and tennis. For investors, weekly rentals are permitted, and the on-site rental management operation provides an attractive option for owners who want professional assistance managing their vacation rental. For personal enjoyment, the location is hard to beat. Cross the street to the deeded beach walkway and you're on the way to the spectacular quartz-rich sands of Crescent Beach and Siesta Key Beach. Enjoy nearby restaurants, shopping, entertainment, and an easy trolley ride to Siesta Key Village for dining, dancing, live music, shops, and more. Waterfront privacy. Beach access. Weekly rental potential. Two spacious bedrooms. Resort amenities. And an extraordinary direct Intracoastal view. This is the kind of Siesta Key property that offers something for everyone—a place to enjoy, a place to escape, and an opportunity to generate rental income when you're away.

1900 Cove Ii Place Unit 122, Sarasota

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

2 Beds ⋅ 3 Baths ⋅ Gulf Haven SubDv. ⋅ 34242 Zip Code

RARELY AVAILABLE CONDO IN GULF HAVEN ON SIESTA KEY BEACH! This nicely updated 2-bedroom, 2.5-bath unit in the highly desirable Gulf Haven community won't be on the market for long. With limited availability in this intimate beachfront community, you have a special opportunity to be a part of the Siesta Key community. This unit offers comfortable coastal living with a practical layout and inviting spaces. With two bedrooms and two-and-a-half baths, there is plenty of room for owners and guests to relax and enjoy everything island living has to offer. Private beach access is one of the standout features of Gulf Haven, giving you the ability to enjoy the soft white sands and beautiful Gulf waters. After a day at the beach, take a refreshing dip in the inviting community pool. A covered carport that is connected to the unit provides convenient, protected parking—another valuable feature on Siesta Key. The location puts you close to the best of Siesta Key and Sarasota. Enjoy easy access to Siesta Key Village, local shops and restaurants, boating, and more. When you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering exceptional dining, shopping, arts, entertainment, and cultural attractions. Whether you're looking for a vacation home, seasonal retreat, investment property, or full-time residence, this rarely available Gulf Haven condo offers an exceptional way to enjoy the Sarasota Gulf Coast lifestyle. Updated interiors, private beach access, a community pool, covered parking, and a location close to it all make this a property worth seeing. Opportunities to own in Gulf Haven don't come along often—come experience the Siesta Key lifestyle for yourself.

5860 Midnight Pass Road Unit 23, Sarasota

3 Beds ⋅ 3 Baths ⋅ Venice Golf & Country Club SubDv. ⋅ 34292 Zip Code

Welcome to this enchanting, remodeled three-bedroom, three-bath, move-in-ready courtyard residence, the largest home in the maintained Vestavia community. Within the desirable, gated, private, member-owned Venice Golf & Country Club, this exceptional home blends designer-inspired finishes, custom upgrades and effortless Florida living. Double front doors open to a private courtyard oasis featuring a pool, spa, outdoor shower, summer kitchen and covered seating with an electric awning. This secluded retreat offers exceptional privacy for relaxing and entertaining. Inside, luxury wood-laminate and marble flooring complement custom ceiling moldings, tall baseboards, plantation shutters, hurricane-impact glass windows and more. The chef-inspired kitchen showcases soapstone counters, an enamel farmhouse sink, subway-tile backsplash and GE Café appliances. A spacious laundry room adds convenience with a soapstone countertop, utility sink, newer washer/dryer, and ample storage. The adjacent family room has a casual dining area and direct access to the enclosed rear lanai, where peaceful Florida and golf course views await. A versatile bonus room, used as an office, features a large picture window overlooking lush tropical foliage and the golf course. The spacious primary suite includes a walk-in closet and luxurious en-suite bath with marble tile flooring that carries into the walk-in shower with a glass surround. Dual separate vanities with marble tops and built-in storage, a designer soaking tub, private water closet and linen closet are sure to please. The second bedroom sliders allow direct courtyard access, and a separate door allows the second bath to double as a convenient pool bath. Its remodel mirrors the primary bath with marble floor, a marble-top wood vanity and walk-in shower with glass door. Across the courtyard rests the exceptionally large pool cabana that is ideal for family or guests. It includes a large living room with sliders to the pool area and comfortably fits a couch with a pull-out bed. Down the hall is another small bedroom leading to a primary cabana bedroom. The cabana bath also mirrors the other baths with luxurious laminate tile floors, walk-in tile shower with river rock floor and a marble-top wood vanity. The Venice Golf and Country Club has been recently reimagined. The expanded clubhouse features a spacious gathering bar, gourmet and commercial kitchens and a cozy fire pit. Members enjoy casual and special event dinners throughout the year. The state-of-the-art Wellness Center offers massage therapy, fitness classes, yoga, physical therapy and personal training, providing a holistic approach to health and well-being. Beautifully renovated Ted McAnlis-designed 18-hole championship golf course is treasured and highly rated as one of the best and well-maintained golf courses in the region. Residents enjoy Har-Tru tennis courts, bocce ball, and a Junior Olympic-sized pool and spa, balancing active living with relaxation. As a Geo-Certified Audubon Cooperative Sanctuary, VGCC embraces environmental stewardship and sustainability. With an A+ financial rating, the community is as solid as it is serene. Ideally just minutes from airports, shopping, dining, Interstate 75, cultural venues and Wellen Park. It's a short drive to charming Venice Island, where 14 miles of pristine beaches meet the sparkling Gulf Coast. A rare combination of privacy, style, flexibility and resort-inspired outdoor living awaits.

228 Vestavia Drive, Venice

3 Beds ⋅ 3 Baths ⋅ Bellagio At Venice Island SubDv. ⋅ 34285 Zip Code

Bellagio is the only gated residential community on Venice Island, offering an inviting lifestyle with clubhouse amenities, a community pool, tennis, pickleball, and plenty of opportunities to socialize. The courtyard design of 209 Rio Terra is one of the community’s most desirable floor plans, and this home takes it a step further with a customized courtyard offering more than 700 square feet of bright, sheltered, and exceptionally private outdoor living space. Thoughtfully updated for comfort, style, and peace of mind, the home features a newer tile roof, insulated hurricane-rated garage door with newer opener, and hurricane-rated Andersen entry doors. Inside, each room has been carefully refreshed with attention to both beauty and functionality. The great room, kitchen, and dining area flow seamlessly together, creating a spacious and welcoming setting for everyday living and entertaining. The kitchen features an expansive breakfast bar, abundant granite countertops, newer stainless steel appliances, and a transom window that enhances the natural light. The great room is equally impressive with a coffered ceiling, luxury vinyl flooring, and custom plantation shutters. The restful primary suite features a coffered ceiling and an updated en suite bath finished in soothing ocean-inspired tones. A charming guest bath, complete with an extra-deep soaking tub, provides another relaxing retreat. A private, stand-alone casita offers wonderful flexibility as a guest suite or home office. Outside, the newer heated saltwater pool creates the perfect setting for exercise, relaxation, or simply enjoying Florida living. Beautifully updated and ideally located, this exceptional home puts you close to everything that makes Venice Island such a special place to live.

209 Rio Terra, Venice

3 Beds ⋅ 3 Baths ⋅ Sara Sea SubDv. ⋅ 34242 Zip Code

SHORT TERM RENTAL ALLOWED. Island living at 6796 Sarasea Circle, ideally located near Point of Rocks on Siesta Key. This spacious 3-bedroom, 3-bath, three-story residence offers 1,890 SF of living area plus an additional 333 SF of air-conditioned studio/efficiency space, for a total of 2,223 SF of air-conditioned space. Additional features include an oversized two-car garage, Large outside balcony/deck 16.6.x 7.7 PLUS private beach access and private heated pool access, all just a short walk from several restaurants like the local favorite "Lenny'z" Pizza and Island Bar , shops and entertainment on South Siesta Key. The main living level features an open floor plan with volume ceilings, kitchen, dining area and family room with fireplace. A oversized balcony provides additional outdoor living and entertaining space. The upper level includes the primary suite with ensuite plus a large second bedroom and full bathroom. The downstairs third bedroom and bathroom can also function as a private in-law suite or studio efficiency, complete with kitchenette and separate entrance—providing flexibility for guests, extended family or additional living space. A private fenced courtyard adds another outdoor area. Recent improvements include a complete NEW A/C system in 2026, metal roof in 2023 and new window coverings. All appliances, including washer and dryer, are included. Average power bill around $180

6796 Sarasea Circle Unit 3, Sarasota

3 Beds ⋅ 3 Baths ⋅ Deer Creek SubDv. ⋅ 34238 Zip Code

Welcome home to this one-of-a-kind Indoor-Outdoor Courtyard Oasis in Deer Creek on Palmer Ranch. Set within the exclusive, 24-hour guard-gated community of Deer Creek, this uniquely designed custom courtyard residence offers refined Florida living with remarkable privacy and seamless indoor/outdoor connection. This motivated seller has thoughtfully updated the home with significant improvements including a 2025 classic flat tile roof with third nail construction, new LG refrigerator & Bosch stove, new electric fireplace with upgraded electrical service, a 2026 water heater, 2024 AC filtration system, 3M Sun Control window films, and plumbed gas lines for the BBQ and patio fire table. With the courtyard at its heart, the home lives beautifully around it, expanding living space dramatically. Views from the home include mature, thoughtfully designed landscaping and a lily pond. The private guest suite/casita includes a bedroom, walk-in closet, updated bath, and independently zoned HVAC—ideal for guests, multigenerational living, an office, or private retreat. From the courtyard, step through the doors into a sanctuary featuring wide-plank oak luxury vinyl flooring, crown molding, oversized baseboards, 8-foot doors, and soaring ceilings creating a timeless, contemporary feel. Pocketing glass sliders disappear completely into the walls, opening the main living areas to the private courtyard and screened lanai. Elegant window treatments with automated (remote control) darkening feature adorn all three bedrooms. The floor plan of this one-of-a-kind home offers superbly proportioned living spaces. The living room opens to a private, screened lanai with views of the lily pond. The expansive primary suite with updated en suite bath boasts a large walk-in closet, soaking tub, and walk-in shower. From the dining room, stroll through the open kitchen showcasing quartz countertops, new high-end appliances and bar seating, which flows into the family room and breakfast area. An irrigation well and multi-zone system support the lush grounds, while the outdoor space and fireplace create an inviting setting for entertaining. Deer Creek offers a peaceful setting in the heart of Palmer Ranch, conveniently located near Siesta Key Beach, Legacy Trail, Costco, Sarasota Square, the YMCA, dining, shopping, and everyday conveniences. Schedule your showing now to view this impeccably maintained custom home offering privacy, quality updates, and coastal courtyard living in one of Palmer Ranch’s most desirable communities.

8708 Woodbriar Drive, Sarasota

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