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 ⋅ 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 tile 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 offer 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 tile 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 marble 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 ⋅ 2 Baths ⋅ Village At Beekman Place SubDv. ⋅ 34235 Zip Code

Virtually staged. Driving into Beekman place is like driving into a park, beautiful trees line the streets. Located behind the gates of the Village at Beekman Place, you will find a small, maintenance free neighborhood of single-family homes. Inside this home, all walls, ceilings, closets, and baseboards have been freshly painted. Volume ceilings, big bay windows, and ceramic tile throughout. The living room and dining room flow out to the lanai with its own private pool. Great place to gather for alfresco meals. Enjoy maintenance free living with HOA fee including lawn care, internet, security gate, 2 community pools and tennis court. Just minutes to UTC mall, downtown Sarasota, Interstate 75 and short drive to beaches. This easy living home with 2-car garage and move in ready condition is waiting for new owner.

4350 Beekman Place Unit 108, Sarasota

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

Bellagio is the only gated residential community on Venice Island, offering clubhouse amenities, community pool, tennis, pickle ball, and opportunities for socializing. The courtyard layout at 209 Rio Terra is among the most desired plans. The customized courtyard in this home adds over 700 sq. ft. of bright but sheltered and very private space to enjoy. Each room inside has been thoughtfully updated. The great room, kitchen and dining room are designed as one flowing, open living space. It's kitchen features an ample breakfast bar, seemingly miles of granite tops, all newer stainless appliances and transom window that adds to the natural lighting ambiance. The great room features coffered ceiling, luxury vinyl flooring and custom Plantation shutters. A restful primary bedroom has coffered ceilings and ensuite bath, all updated in smooth ocean tones. A whimsically appointed guest bath with extra deep soaker tub makes just the spot for total relaxation. A stand-alone Casita provides the ultimate private guest suite or home office space and whether for exercise or relaxation, the heated saltwater pool is a favorite for all ages. This beautiful home is ideally located close to all that Venice Island has to offer.

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. Thoughtfully updated 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

4 Beds ⋅ 3 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code

Welcome to Ten35 Seaside Drive, a newer mid-rise community at the south end of world-renowned Siesta Key Beach, where turquoise Gulf waters meet pristine quartz sand. Ten35 Seaside elevates island living with luxurious residences designed to highlight the area’s natural beauty. Gulf-view residence 502 offers four bedrooms, three baths and 2,385 square feet of thoughtfully designed living space. Floor-to-ceiling glass, an open-concept interior, and expansive terraces frame sweeping views of the sea, sand and sky. Refined finishes include porcelain tile floors, premium cabinetry, top-of-the-line appliances and a spacious primary suite with a spa-inspired bath. The main terrace is ideal for enjoying spectacular sunsets, while a second terrace off the en-suite guest bedroom captures beautiful sunrises. The kitchen features solid-wood cabinetry, Wolf and Sub-Zero appliances, a gas cooktop and a wine refrigerator. Additional highlights include solid-core entry and interior doors, floor-to-ceiling, hurricane-resistant balcony doors with laminated solar-tinted glass, sound-reducing laminated windows with solar-tinted glass, a recirculating hot-water system, high-efficiency heating and air conditioning, stained tongue-and-groove cypress terrace ceilings, tiled terrace floors and two covered parking spaces. Ten35 Seaside offers amenities that complement its beachfront setting, including a swimming pool and spa, fire pit, beach lounge chairs and umbrellas, kayaks, paddleboards, concierge-arranged water activities, fitness center and Gulf-front barbecue area. Daily beach chairs and umbrellas are also available. Residence 502 presents a rare opportunity to own a fully operational, potential income-producing property on Siesta Key’s Crescent Beach, one of Florida’s desirable vacation rental destinations. The residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue while eliminating the setup time and day-to-day demands of vacation-rental ownership. Marketing, guest services, housekeeping and operations are managed on-site, allowing owners to potentially earn income while reserving time for personal use. Rental terms permit one-week minimum stays during the off-season and two-week minimum stays during peak season, balancing revenue potential with property preservation. Just moments from the dining and shopping of Siesta Key’s South Village, the property consistently attracts repeat visitors, supporting strong occupancy. Whether you are expanding an investment portfolio, completing a 1031 exchange or seeking a vacation home that can offset ownership costs, Residence 502 offers a rare combination of a Gulf-front location, professional management and potential rental income from day one. A must-see opportunity.

1035 Seaside Drive Unit 502, Sarasota

2 Beds ⋅ 2 Baths ⋅ Broadway Promenade SubDv. ⋅ 34236 Zip Code

Imagine Trading Winter for Sarasota - Imagine a January morning when there is no windshield to scrape or heavy coat waiting by the door. Instead, you step outside into a warm Sarasota morning and decide whether the day begins with coffee downtown, a workout, pickleball or a walk along the waterfront. That is life at Broadway Promenade, whether one chooses this property for an oasis getaway, or a perfectly delightful full time residence. This beautifully updated 2 bedroom, 2 bath residence offering 1,084 square feet is more than a Sarasota home. It is a place to escape to, return to and perhaps, eventually, never want to leave. Bright, open and inviting, the residence features a comfortable floor plan equally suited to everyday living and entertaining. The split bedroom design provides privacy for owners and guests, making it ideal as a full time residence or seasonal Sarasota retreat. Step onto the covered balcony overlooking the landscaped courtyard, mature greenery and fountain, and mornings become a little slower and evening glasses of wine seem to last a little longer. A particularly valuable downtown luxury comes with the residence: two assigned and deeded garage parking spaces (#142, #456 - a large benefit), along with additional storage just down the hall for beach chairs, bicycles, golf clubs and everything that accompanies the Florida lifestyle. Broadway Promenade surrounds you with resort style amenities including a heated pool and spa, fitness center, sauna, library, billiards room, community room, outdoor kitchen and grilling areas, beautifully maintained common spaces, 24 hour concierge service and security. Community guest accommodations provide additional convenience when family and friends come to visit. Then there is the location. Pioneer Park and its public tennis, pickleball and basketball courts are just outside your door, with Publix conveniently simply steps away. Downtown Sarasota's acclaimed restaurants, cafés, boutiques, galleries, theaters and Farmers Market are all within easy reach. Just moments away is The Bay, Sarasota's extraordinary 53 acre waterfront park, offering walking trails, gardens, kayak launches, performance spaces and year round events along Sarasota Bay. The Van Wezel Performing Arts Hall and Sarasota's celebrated waterfront are also nearby. For those coming from Northern climes, perhaps the greatest luxury is simply the change in rhythm. Winter coats give way to sandals. Snow covered sidewalks become waterfront walking paths. Weekends spent indoors become mornings beside the pool, afternoons enjoying Sarasota and evenings deciding which downtown restaurant to try next. And should the time come to head north, simply lock the door and go. No lawn waiting to be maintained and no private pool demanding attention while you are hundreds of miles away. It is the freedom that makes condominium living so appealing to seasonal owners, combined with the space, parking, storage and amenities that allow this residence to work equally well as a full time Sarasota home.

1064 N Tamiami Trail Unit 1206, Sarasota

3 Beds ⋅ 2 Baths ⋅ Riviera Club Village At Longwood SubDv. ⋅ 34243 Zip Code

Virtually Staged. Charming end-unit villa featuring three bedrooms, two full bathrooms, an attached two-car garage, and a covered outdoor patio. The home offers a bright, comfortable layout with fresh interior paint, crown molding, large baseboards, and convenient parking in both the garage and driveway. Recent upgrades include a new HVAC system installed in 2024 and a new Culligan whole-home water filtration and softening system with reverse osmosis drinking water. Major appliances, including the washer and dryer, are included. Exterior maintenance and lawn care are covered by the HOA, providing an easy, low-maintenance lifestyle. The community has no age restrictions, allows cats and small dogs, and is conveniently located near Longwood Park, UTC shopping, restaurants, and entertainment. HOA approval and a background check are required.

5706 Monte Rosso Road, Sarasota

2 Beds ⋅ 2 Baths ⋅ Longboat Arms SubDv. ⋅ 34228 Zip Code

Longboat Arms - 2BR / 2BA / 1,187 sq ft - Bring your boat and enjoy a slice of paradise! This lovely second-floor condo offers views of the bay, pool, and marina from the front. Open and light-filled, it features a covered front porch and was completely remodeled in 2017. Highlights include all-new hurricane-impact windows, a kitchen with stainless steel appliances and granite countertops, and a hall closet with washer/dryer hookup (or use the convenient laundry facility on the same floor). Tastefully decorated and move-in ready. Located in the low-density Longboat Arms community of just 45 residences with approximately 1,000 feet of waterfront and abundant green space. Enjoy covered parking, a private community boat ramp (perfect for boats, kayaks, paddleboards, jet skis), and offering boat dockage - available to residents on waitlist basis (currently open), heated pool, tennis court, outdoor amenities, and deeded Gulf beach access just across the street. The separate community building is currently undergoing extensive renovation. This is an outstanding opportunity for full-time living, a seasonal retreat, or a smart investment in one of mid-island Longboat Key’s most appealing bay-side communities. Don’t miss your chance to own in Longboat Arms — schedule your private showing today!

3320 Gulf Of Mexico Drive Unit 206C, Longboat Key

2 Beds ⋅ 2 Baths ⋅ Venice Gulf View SubDv. ⋅ 34285 Zip Code

Located on Venice Island at 146 E. Tampa Avenue, this exceptional residence delivers the perfect blend of coastal convenience and refined living just moments from downtown Venice, Venice Avenue, the Intracoastal Waterway, and the Gulf beaches. Set within Tra Ponti Villaggio—a boutique, deed-restricted, fee-simple community of only 19 courtyard homes and four multilevel townhomes—this property features the desirable Acerra II floor plan, thoughtfully designed to maximize privacy, natural light, and seamless indoor-outdoor living. Built with quality at every turn, the home includes full hurricane-impact windows and sliding glass doors, custom wood cabinetry, granite countertops, and a luxury appliance package with natural gas service available. A two-car garage and X-flood-zone location offer additional peace of mind. The backyard is a true highlight, offering a private, resort-style setting under the screened enclosure. A stunning covered pavilion anchors the space, complete with warm wood accents, decorative lighting, and room for lounging or dining. The surrounding turf courtyard keeps the area low-maintenance and usable year-round, while wide sliding glass doors connect the outdoor retreat to the interior living areas—perfect for entertaining, relaxing, or enjoying the island breeze. The unmatched convenience of this Venice Island location places you minutes from Venice Beach, Caspersen Beach, and Brohard Paw Park—the region’s only dog-friendly beach. Outdoor enthusiasts will appreciate the adjacent Venetian Waterway Trail, Legacy Trail access, and nearby nature parks such as Centennial Park, Graser Park, Sleeping Turtles Preserve, and Shamrock Park & Nature Center. Dog lovers enjoy close proximity to Paw Park and Woodmere Park’s dog amenities. Everyday essentials are within easy reach, including Publix, Venice Farmers Market, and specialty shops throughout downtown Venice. Venice Regional Medical Center and Sarasota Memorial Hospital Venice Campus provide trusted medical services. Public transportation options include SCAT and downtown trolley routes. Major roads such as Tamiami Trail, Laurel Road, and I-75 connect you quickly to Sarasota, Nokomis, Osprey, Englewood, North Port, and beyond. For longer trips, choose from Venice Municipal Airport for private aviation or Sarasota-Bradenton International Airport for commercial flights. Blending island charm, walkability, and a refined courtyard-home lifestyle, this property offers a rare opportunity to own on Venice Island in a highly desirable community.

146 E Tampa Avenue, Venice

3 Beds ⋅ 3 Baths ⋅ Condo On The Bay SubDv. ⋅ 34236 Zip Code

Residence 109 has soaring 10-FOOT HIGH CEILINGS, was fully renovated (COMPLETED IN 2026), and comes with a 2-Year Platinum Home Warranty covering everything. Wide-Open Water Views from inside, including stunning views of the Ringling Bridge lit up in all its splendor in the evening, which is also seen from inside the primary suite. To promote buyer confidence, there is an Extensive, Online-Due-Diligence-Package that includes: A Pre-Home Inspection Report, 2-Year Platinum Home Warranty, Complete Community Information plus the two certified appraisals. This is the LARGEST, 3-BEDROOM floor plan +++ PLUS ++ an 1,800 S.F. ELEVATED (pet-friendly) PRIVATE GARDEN TERRACE with a PRIVATE GATED ENTRANCE to and from the amenities below, including a SAUNA, heated pool, fitness center, and MARINA WITH BOAT AND KAYAK LIFTS. Your pet(s) will love the fact that there’s NO ELEVATOR EVER REQUIRED. There’s also a CONCEALED SCULLERY/SECOND KITCHEN hidden behind pocket doors with a 2nd kitchen sink, 2nd dishwasher, a wall oven, and food & beverage prep space — KEEPING THE MAIN WATERFRONT KITCHEN PRISTINE WHILE ENTERTAINING. With 1,800 square feet of very private, ELEVATED outdoor living, Residence 109 is the largest floor plan in the entire community and lives much more like a private waterfront home than a condo. The UNOBSTRUCTED SARASOTA BAY SUNSETS and the colorful RINGLING BRIDGE LIGHTS are visible from both outside and inside the home. Offshore enthusiasts have direct access to Sarasota Bay and quick access to the Gulf. Located adjacent to Sarasota's acclaimed 53-acre waterfront park, called “The Bay” — with concerts, trails, dining, grocery store and 20+ restaurants and cultural attractions within 10 blocks.

988 Blvd Of The Arts Unit 109, Sarasota

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