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

5 Beds ⋅ 4 Baths ⋅ De Soto Lakes SubDv. ⋅ 34235 Zip Code

Rare opportunity to own two separate homes on one legally established parcel in the heart of Sarasota. Set on an oversized 0.38-acre double lot in desirable DeSoto Lakes, this property offers incredible flexibility for homeowners, investors, and multi-generational living. While the interiors are ready for your personal vision and cosmetic touches, the costly updates are already done making it FULLY FINANCEABLE AND INSUREABLE. Brand new roof, July 2026. Brand new central A/C in the main home, July2026. New split system A/Cs in the smaller home, July 2026. New water heater and brand new windows throughout, July 2026. Brand new electric panel, July 2026. The main home features four bedrooms, three baths, and just under 1800 square feet. The detached second home is a true one-bed, one-bath residence with five hundred and seventy-two square feet. Live in one, rent the other to help offset your mortgage. Lease both for investment income. Carve out a suite within the main home for added flexibility or enjoy a private guest house for friends and family. Buyers may also explore future redevelopment options. Location, location, location. You are minutes to University Town Center, US-41, I-75, SRQ Airport, Downtown Sarasota, Downtown Bradenton, and our world-famous Gulf Beaches. This is a rare chance to secure a versatile property in one of Sarasota's most connected pockets, priced to sell and ready for your vision.

4734 Delmonte Avenue, Sarasota

8 Beds ⋅ 9 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Steps from Siesta Beach. A brief stroll to the Village. A lifetime away from your tenants worries and cares. Prime Siesta Key investment opportunity or dream family compound just steps from the world-famous Siesta Key Public Beach! This exceptional multi-family property features two beautifully updated duplexes (totaling 8 bedrooms and 8.5 baths across 5,331 sq ft) on combined large lots, offering flexible zoning for short-term rentals (1-7 days), long-term income, or a luxurious private residence. Enjoy breathtaking Gulf sunrises and sunsets, a heated exotic lagoon-style pool with waterfall, Rocky Mountain quartz deck, professional tropical landscaping (updated 2024/2025), Miami-Dade impact windows/doors, newer roofs/insulation, and meticulous maintenance throughout. One building designed by renowned Lee Wetherington. Wake up to morning coffee overlooking the sugar-white sands, with Siesta Key Village shops and dining 0.5 miles away. Turnkey, versatile, and perfectly positioned for endless possibilities—your beachfront lifestyle awaits!

5610 Avenida Del Mare, Sarasota

2 Beds ⋅ 2 Baths ⋅ Harbor Cove SubDv. ⋅ 34287 Zip Code

Bring your boat and enjoy the Florida lifestyle in this charming turnkey home situated on a desirable corner lot in Harbor Cove, a vibrant 55+ mobile home community just off US 41. With an abundance of activities, amenities, and a welcoming atmosphere, Harbor Cove is the perfect place to call home. Inside, you'll find plenty of space for entertaining, including a bright and inviting Florida room that adds even more living space. The spacious kitchen features abundant cabinetry, a dishwasher, stove/range, refrigerator, and a charming window above the sink that fills the room with natural light. Step outside to enjoy the beautifully landscaped yard with mature tropical plantings, an oversized driveway offering plenty of parking, and a paver patio out back—the perfect spot to relax or entertain guests on warm Florida evenings. When you're not enjoying Harbor Cove's resort-style amenities, you'll love the nearby attractions. Historic downtown Venice is just 20 minutes away, offering boutique shopping, dining, and entertainment. Wellen Park, featuring the scenic 80-acre Grand Lake, nature trails, restaurants, and community events, is just a short drive away. Sports fans will appreciate being only 5 minutes from CoolToday Park, home of the Atlanta Braves Spring Training, where you can enjoy baseball and year-round events. And, of course, Florida's beautiful Gulf Coast beaches are just a short drive away. This move-in-ready home offers comfort, convenience, and an unbeatable location—everything you need to enjoy the best of Southwest Florida living!

321 Blackburn Boulevard, North Port

3 Beds ⋅ 3 Baths ⋅ Heathers Two SubDv. ⋅ 34293 Zip Code

Perfectly positioned overlooking the first green of the renowned Bobcat Course at Plantation Golf & Country Club, this beautifully renovated home captures peaceful golf and water views from many of its principal living spaces. Extensive updates completed in 2023 combine the confidence of modern improvements with the timeless appeal of one of Plantation's most intimate enclaves. Nestled on an oak-canopied street of just fifteen custom homes, a winding walkway leads to the entrance where soaring 16-foot cathedral ceilings and a dramatic wall of windows and French doors frame the sparkling pool and spa, canal, and golf course views beyond. Natural light fills the home, creating an extraordinary sense of space and seamless indoor-outdoor living. The spacious main-floor primary suite enjoys water and golf course views, direct lanai access, dual closets and a beautifully renovated spa-inspired bathroom. A split floor plan offers two additional bedrooms, two full bathrooms and a generous second-floor loft that serves as a second living area, home office or potential fourth bedroom. The updated gourmet kitchen features abundant cabinetry, stone countertops and casual dining overlooking the private front courtyard—the perfect setting for morning coffee. A new roof, new flooring, fresh interior and exterior paint, whole-house replumbing and updated electrical provide peace of mind for the new owner. Beyond the lanai, the peaceful waterway attracts an ever-changing parade of Florida wildlife, from wading birds and sandhill cranes to the occasional turtle, creating a backdrop that's uniquely Florida. Optional membership at Plantation Golf & Country Club offers championship golf, tennis, pickleball, bocce, fitness facilities, swimming, dining and an active social calendar just moments away. With Venice beaches, Historic Downtown Venice, Wellen Park and everyday conveniences nearby, this is a home where light, views and thoughtful design come together to celebrate the very best of Florida living.

404 Cardiff Road Unit 17, Venice

2 Beds ⋅ 2 Baths ⋅ Kingston Arms SubDv. ⋅ 34236 Zip Code

Whether your primary residence, second home, or investment property, this first-floor 2 bed/2 bath condo in Kingston Arms provides a walkable lifestyle second to none. This "hidden gem" is directly behind the shops, dining, and entertainment destinations found on St Armands Circle, and just a short walk to Lido Beach. Kingston Arms rarely has availability due to its amazing location. This fully renovated and turnkey furnished condo offers an open floor plan filled with light from the sliding doors opening to your private screened patio. The kitchen and 2 bathrooms have been beautifully updated with thoughtful finishes, including gorgeous new counters, cabinetry, appliances, and beautiful tiles in both showers. Custom blinds, fresh paint, modern floorboards, and large neutral tiles enhance each room. The primary suite is large enough for a king-size bed and features a walk-in closet, linen closet, and en-suite bathroom with step in shower. The guest bedroom has loads of closet space and an en-suite bath. Additional upgrades include new A/C and wi-fi thermostat, recessed LED lighting, and an interior laundry closet with full size washer/dryer. One covered parking space is included. A small pet is allowed, as are one-month rentals, up to 12 times a year.

500 S Washington Drive Unit 6A, Sarasota

2 Beds ⋅ 2 Baths ⋅ Bella Costa SubDv. ⋅ 34285 Zip Code

Coastal Style Turnkey Furnished Condominium at Bella Costa is situated on the sparkling blue waters of the Intracoastal Waterway on desirable Venice Island! Offering a relaxed Florida West Coast lifestyle and premiere location you are just one mile from the sandy shores of gorgeous Venice Beach and a short stroll to charming Downtown Venice. The walkable, tree-lined streets of downtown Venice feature delightful boutique shops, inviting alfresco dining at local cafes and restaurants, the Venice Theater, Saturday Farmer's Market, Friday night music under the stars at the Gazebo and regular community events including art fairs, car shows and holiday parades. The southern trailhead of scenic Legacy Trail, for outdoor enthusiasts, is adjacent to the historic Venice Train Depot. You will love the garden style setting of this first-floor condo. Step outside to an outdoor patio where you can relax and unwind with friends and family and enjoy an open-concept Great Room design, Turnkey Coastal Style decor and furnishings, 18" ceramic tile throughout, and a split bedroom plan both with roomy walk-in closets and ensuite bathrooms. Kitchen includes stainless steel appliances, solid surface countertops, casual dining bar and stackable washer/dryer. Wind-compliant windows and slider, assigned covered parking, and storage complete this delightful condo. Residents also enjoy access to lifestyle amenities including a socially active clubhouse with gathering room, heated pool, fitness center, and scenic waterfront picnic areas to enjoy the stunning waterfront sunsets. We invite you to begin your Venice Island lifestyle!

220 Santa Maria Street Unit 139, Venice

Longboat Key Moorings SubDv. ⋅ 34228 Zip Code

An easy access slip with the views to along with the superb amenity package, Slip B-16 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 85 x 29.5, and a usable beam of 25 feet and a long and extra wide finger pier. This 'inside the T-head' slip location provides close proximity to the Marina Village, Restaurant, and Pool. The Longboat Key Club Moorings Marina is a World Class deep water marina providing direct access to Sarasota Bay and ICW. Yacht Club membership at the Longboat Key Club Moorings provides members access to the private clubhouse, which is well appointed with TV, conference room, private pool area, outside seating and tables, grill, and bathhouse all in a relaxing atmosphere. Additionally, the Longboat Key Club offers multiple restaurants, world class tennis and golf facilities, fitness center, with spa and beach access. The Club also reciprocates with 400 of Clubs throughout the country. The Marina is also located within close proximity to Publix, CVS, and world class shopping at St. Armand's Circle. The longest vessel this slip will accommodate is 80 feet. Beam depends on the vessel type and measure. Vessel must be approved by the Board of Directors prior to entering the Marina. Membership in the Longboat Key Club is required.

2600 Harbourside Drive Unit B-16, Longboat Key

3 Beds ⋅ 3 Baths ⋅ Englewood Isles SubDv. ⋅ 34223 Zip Code

Beautiful 3-bedroom, 2.5-bath lakefront pool home in the highly sought-after community of Englewood Isles. Offering 2,909 square feet of living space, this well-maintained home sits on an oversized waterfront lot and features a circular driveway, tropical landscaping, and a private courtyard entrance with a fountain and paver walkway. Inside, you’ll find vaulted ceilings, diagonal tile flooring throughout the main living areas, and an abundance of natural light. The formal living and dining rooms flow into the spacious great room, highlighted by a floor-to-ceiling stone fireplace and pocketing sliders that open to the lanai, showcasing beautiful pool and lake views. The kitchen features custom wood cabinetry, brand new quartz countertops, stainless steel appliances, a decorative tile backsplash, ample storage, a center island with bar seating, and a sunny breakfast nook overlooking the water. The private primary suite offers lanai access, a custom walk-in closet, and an ensuite bath with dual vessel sinks, a whirlpool soaking tub, and a tiled Roman-style walk-in shower. The guest bedrooms are thoughtfully arranged, with one ideal for a home office or nursery and the other conveniently located near the full pool bath. Step outside to enjoy the screened lanai, heated pool, paver deck, lush landscaping, and peaceful lake views, plus an additional open sun deck for soaking up the Florida sunshine. Additional updates include a tile roof and A/C, both replaced in 2019. Conveniently located just minutes from Englewood Beach, historic Dearborn Street, shopping, dining, golf courses, marinas, and more. Englewood Isles also offers the opportunity to purchase a private boat slip, subject to availability.

373 Eden Drive, Englewood

2 Beds ⋅ 3 Baths ⋅ Rosemary Park SubDv. ⋅ 34236 Zip Code

Experience the best of downtown Sarasota living in this exceptional luxury condominium, where sophisticated design, walkable convenience, and the vibrant energy of the Rosemary District come together in one remarkable residence. This beautifully appointed TURNKEY two-bedroom, two-and-a-half-bath home is located in an exclusive boutique building with only six private residences, offering a level of privacy rarely found in the heart of downtown. Designed with timeless elegance, the open-concept floor plan showcases soaring ceilings, real hardwood flooring throughout, designer Italian cabinetry, granite countertops, stainless steel appliances, a new refrigerator, and a built-in wine bar with beverage refrigerator. Both bedrooms feature luxurious ensuite bathrooms, while the spacious primary suite opens to a private balcony overlooking the Rosemary District and downtown skyline. Thoughtfully upgraded throughout, this residence includes custom California Closets, remote-controlled blinds, new HVAC systems installed in 2024 and 2025, and a new water heater installed in 2025, all backed by transferable warranties for added peace of mind. Residents enjoy assigned covered parking, elevator access, gated entry, and additional storage, all just moments from Sarasota's most celebrated destinations. Stroll to The Bay Park, Bayfront Marina, Whole Foods, Main Street, the Saturday Farmers Market, art galleries, award-winning restaurants, live entertainment, and the flourishing Rosemary Arts District, or spend the afternoon at Lido Key Beach, just minutes away. Offering an unmatched combination of luxury finishes, boutique living, recent high-value upgrades, and one of Sarasota's most desirable walkable locations, this exceptional residence delivers the very best of downtown Sarasota living.

433 Central Avenue, Sarasota

2 Beds ⋅ 2 Baths ⋅ Park Lane SubDv. ⋅ 34237 Zip Code

This is the one! Two bedroom, two bathroom, first floor, back corner unit, directly adjacent to Payne Park in highly desirable Downtown Sarasota at the Retro Chic Park Lane community! Split floor plan for privacy means a primary bedroom with ensuite bath & dedicated full bath for guests. Vintage details include custom built ins and original terrazzo floors! Open living area with glass sliders leads to an enclosed lanai overlooking the lushly landscaped courtyard with inground pool. Recent updates include a New Stove, Microwave, Refrigerator, Water Heater, Roof, Sewer Line & Parking Lot! Embrace the best of Sarasota living with the beautiful Payne Park at your doorstep featuring 29 acres of recreation & relaxation complete with walking trails, bike path, skate park, playground, frisbee golf, tennis courts & more! Dedicated parking space in front of unit, separate & secure storage space & two laundry facilities on site. Adjacent to Publix supermarket, & close proximity to Selby Botanical Gardens, amazing restaurants and urban amenities like the Bayfront Park, weekly farmers market & so much more including the boutiques of St. Armand's circle, white sands of Lido Beach & the world renowned Siesta Key! Perfect choice for a snowbird's winter retreat, in town escape, affordable primary residence or investment property!

2155 Wood Street Unit A26, Sarasota

2 Beds ⋅ 2 Baths ⋅ Windrush Bourne SubDv. ⋅ 34235 Zip Code

Enjoy carefree Florida living in this turnkey-furnished 2-bedroom, 2-bath villa with a one-car garage, nestled in the desirable Windrush Bourne community of The Meadows. This bright, open home features soaring 14-foot ceilings, an updated kitchen with granite countertops, custom cabinetry, stainless steel appliances, remodeled bathrooms, and an enclosed lanai overlooking a peaceful lake. Residents enjoy two community pools and optional membership to The Meadows Golf & Country Club, featuring 54 holes of golf, tennis, pickleball, fitness facilities, dining, and miles of scenic walking and biking trails. Ideally located less than three miles from UTC, six miles from downtown Sarasota, and under ten miles from Lido Key and Siesta Key beaches, this villa offers the perfect blend of comfort, convenience, and low-maintenance living.

3174 Windrush Unit 25, Sarasota

3 Beds ⋅ 2 Baths ⋅ Pipers Waite SubDv. ⋅ 34235 Zip Code

You are absolutely going to love this elegantly updated villa in the highly sought-after Pipers Waite neighborhood at The Meadows! From the moment you step through your private courtyard, the home welcomes you with spectacular volume ceilings, an abundance of natural light, and gorgeous new flooring throughout—including premium vinyl plank that leads into a custom dream kitchen sporting a newer stove and double oven, and Corian Countertops. You will have total peace of mind knowing the home has been meticulously maintained, featuring a complete re-plumb in 2025, a new water heater, an updated primary shower, and handy generator hookups. But the real showstopper is the incredible outdoor setting; the ultra-private Florida room offers a front-row seat to peaceful pond views and a fantastic daily parade of local wildlife, from elegant spoonbills to the occasional alligator. Step outside, and you’re just a block away from a heated pool and spa, all nestled within a 1,650-acre park-like oasis packed with fitness facilities, pickleball & tennis courts, and miles of gorgeous walking and biking trails. It truly offers the ultimate resort lifestyle, managing to feel completely serene and tucked away while remaining just minutes from world-class shopping at the UTC Mall, fabulous dining, and the vibrant heart of downtown Sarasota.

5676 Pipers Waite Unit 56, Sarasota

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