Sarasota Homes with Courtyard Exterior Features

Sarasota Homes with Courtyard Exterior Features

Welcome to Sarasota County, Florida, a vibrant coastal paradise known for its stunning beaches, rich cultural scene, and warm, inviting climate. Nestled along the Gulf of Mexico, Sarasota is a haven for outdoor enthusiasts and art lovers alike. With its picturesque waterfront parks, world-class dining, and a plethora of shopping options, this county truly offers something for everyone.

One of the standout features of homes in Sarasota is the charming courtyard exterior. These beautifully designed homes often feature private courtyards that serve as serene outdoor retreats, perfect for enjoying the balmy Florida weather. Imagine sipping your morning coffee surrounded by lush landscaping or hosting a delightful evening gathering under the stars. The courtyard design not only enhances the aesthetic appeal of the home but also provides a sense of privacy and tranquility.

Many properties in Sarasota with courtyard features are designed with an open-concept layout, seamlessly blending indoor and outdoor living spaces. This thoughtful design allows homeowners to enjoy the natural beauty of their surroundings while still having the comforts of modern living. Whether you’re looking for a cozy retreat or a spacious family home, the courtyard properties in Sarasota cater to a variety of lifestyles.

With its stunning natural beauty, vibrant community, and unique architectural offerings, Sarasota County is not just a place to live—it's a lifestyle. Discover your dream home with a charming courtyard and experience the best that Florida living has to offer!

Newest Sarasota Homes with Courtyard Exterior Features

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 ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code

SUNSETS, SUNSETS, SUNSETS! Experience the Siesta Key lifestyle in this turnkey furnished 5th-floor residence located in the highly desirable Peppertree Bay community. Situated on the Bayside, this 2-bedroom, 2-bath condo offers panoramic views of Siesta Key and spectacular Florida sunsets, along with private deeded beach access just across the property. Tile flooring flows throughout the residence, while the custom kitchen features granite countertops, a tile backsplash, abundant cabinetry, and brand-new stainless steel appliances. The open-concept dining and living areas extend into the enclosed lanai, creating additional space to relax, entertain, and enjoy the beautiful views. Additional features include a newer (2024) HVAC system, a new 80 gallon hot water heater, an in-unit washer and dryer, generous storage, and convenient under-building parking. Offered turnkey furnished, this residence is ready to enjoy from day one. Peppertree Bay is a sought-after Gulf-to-Bay community offering an exceptional array of amenities, including private deeded beach access, two heated swimming pools, two clubhouses with full kitchens, tennis and pickleball courts, a fitness center, fishing pier, BBQ grills, picnic areas, and an active social calendar in season. Ideally located on Siesta Key with easy access to Siesta Key Village, enjoy nearby dining, shopping, live entertainment, and everything Sarasota offers. Whether you're searching for a full-time residence, seasonal retreat, or investment property, this condo delivers the location, amenities, and lifestyle that make Siesta Key so desirable.

1200 E Peppertree Lane Unit 505, 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

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

3 Beds ⋅ 2 Baths ⋅ Oakley Green SubDv. ⋅ 34235 Zip Code

Welcome to 4449 Oakley Greene, a spacious three-bedroom, two-bath end-unit villa in the desirable Meadows community of Sarasota. Offering added privacy and natural light, this inviting residence provides a wonderful opportunity to enjoy the relaxed Florida lifestyle in one of Sarasota’s most established and beautifully landscaped communities. The versatile three-bedroom floor plan offers plenty of space for guests, a home office or hobby room. The primary suite features an updated bath, creating a comfortable private retreat. As an end unit, the villa enjoys a more open feel and additional privacy, ideal for year-round living or a seasonal Sarasota getaway. Life in The Meadows is about so much more than your home. This vibrant community is known for its miles of recreational and biking trails, mature landscaping, lakes and natural surroundings, creating a peaceful setting for an active Florida lifestyle. Residents can enjoy the community’s many recreational and social opportunities, with golf, tennis, pickleball and additional amenities available through The Meadows Community. The location is exceptional. Just minutes from University Town Center (UTC), you'll have an impressive selection of shopping, restaurants and entertainment nearby. Downtown Sarasota, cultural attractions, medical facilities and the area's renowned Gulf Coast beaches are also within easy reach. Whether you're looking for a full-time residence or a Florida retreat, 4449 Oakley Greene offers the space, location and lifestyle that make The Meadows such a sought-after Sarasota community.

4449 Oakley Greene Unit 1, Sarasota

5 Beds ⋅ 3 Baths ⋅ River Forest SubDv. ⋅ 34231 Zip Code

3 bedroom pool home with attached 2/1 with full kitchen. 2 miles to Siesta Key, easy commute to downtown Sarasota. Has a screened in pool, storage shed, fenced in yard and generator. Offered fully furnished! Excellent rental income opportunity. Rent both , live in one /rent the other or make it your large single family home.

2213 Wason Road, Sarasota

5 Beds ⋅ 6 Baths ⋅ Roberts Point 2 SubDv. ⋅ 34242 Zip Code

Under Construction. To be built. Brought to you by Noah Thomas Builders, this newly constructed coastal residence inspired by classic West Indies architecture and situated in the exclusive Roberts Point neighborhood on Siesta Key. This thoughtfully designed home pairs timeless island style with modern coastal construction, offering refined living in a highly desirable island setting. Built to meet today’s highest coastal standards, the residence will feature solid concrete block construction, elevated foundation systems, hurricane-impact windows and doors, metal roofing, and other structural elements designed for durability and long-term peace of mind in a waterfront-adjacent environment. The interior layout emphasizes open, airy living spaces with high ceilings with abundant natural light that create an effortless connection to the outdoors. The kitchen is designed as both a functional workspace and gathering area, featuring premium appliances, custom cabinetry, and a generous island ideal for entertaining and everyday living. The primary suite serves as a private retreat with a spa-inspired bathroom, including a freestanding soaking tub, dual vanities, and a spacious walk-in shower. Additional bedrooms offer en-suite baths and refined finishes, while a flexible bonus space allows for a home office, fitness room, or lounge. Outdoor living is a focal point of the design, with covered entertaining areas, an outdoor kitchen, and a resort-style pool and spa—perfect for enjoying Siesta Key’s year-round sunshine and relaxed island atmosphere. Located on the quiet north end of Siesta Key, Roberts Point is known for its privacy, natural surroundings, and convenient proximity to Siesta Beach, Siesta Village, and downtown Sarasota. This new construction home presents a rare opportunity to experience elevated coastal living by Noah Thomas Builders in one of Sarasota’s most coveted island communities. All images, renderings, and descriptions are for illustrative purposes and represent the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications are subject to change during construction. Pricing, availability, and final details may be modified prior to completion.

4179 Roberts Point Circle, Sarasota

8 Beds ⋅ 4 Baths ⋅ Desoto Terrace SubDv. ⋅ 34234 Zip Code

Rare investment opportunity in Sarasota's highly sought-after Indian Beach neighborhood for under $800K! This vintage mid-century 4-plex features durable concrete block construction, thoughtfully designed as two facing duplexes surrounding a private, complex-only pool. Each of the 4 units offers 2 bedrooms, 1 bathroom, its own dedicated carport, and an individual laundry room for maximum tenant convenience. The back two units highlight recent remodeling upgrades and new appliances. With 2 units currently rented below market value, & 2 still vacant, this property offers immediate upside potential and increased cash flow for investors. Unbeatable location just minutes from Ringling College, Downtown Sarasota, US-41, and local beaches. Don't miss this high-demand, low-turnover income generator!

3509 Norwood Court, Sarasota

Longboat Key Moorings SubDv. ⋅ 34228 Zip Code

A much sought after inside-the-T 48 x 23.5 foot slip at Longboat Key Club Moorings! Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping - close to Publix, CVS, and other specialty shops - recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 43 LOA; beam depends on the vessel. Call to discuss!

2600 Harbourside Drive Unit Q-10, Longboat Key

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

Welcome to this gorgeous WATER FRONT condo in desirable Midnight Cove II on beautiful Siesta Key! This coastal designed, TURNKEY furnished 2 bedroom beauty is move-in ready.. just bring your bathing suit and a toothbrush and you are off to the beach with its deeded beach access or hop on your boat , (docks subject to availability to rent for 100.00 a week) just steps away! Huge glass sliding doors open to the screened and tiled lanai with a stunning and expansive view of the inter-coastal waterway and south bridge. It's your private birds eye view to watch boats, dolphins, birds and all the abundant nature in your own little piece of paradise! Kitchen is updated and charming with granite counters, soft close cabinets and drawers, a coffee bar and eat-on counter, all open to the tropical views and updated tiled living areas. Bathrooms are stylish with a newly tiled walk-in shower and raised vanities. Condo has a convenient laundry closet with washer and dryer, and an outside storage closet with plenty of room for your sports equipment and beach toys. If you are looking for a rental investment, it may be leased on a weekly basis and offers an onsite management company. The amenities are top-notch and include a heated pool, clubhouse, deeded beach access, direct inter-coastal waterway access, fishing, boat docks, basketball court, tennis/pickle ball courts, grilling areas, and kayak storage. New roof 2025. Location of Midnight Cove II is sought after...walking distance to the local market, famed restaurants and bars, and shopping. Also it's close to pop over the bridge to the mainland to enjoy the arts scene, downtown and all Sarasota has to offer! Or... jump on the free trolley.. access just outside of the community and it takes you to the bustle of the Siesta Village or to the South end of the island to Turtle Beach! So much to explore and enjoy in your new Siesta Key home! ISLAND LIFE at it's FINEST!

1900 Cove Ii Place Unit 127, Sarasota

5 Beds ⋅ 6 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

Pre-Construction. To be built. UNDER CONSTRUCTION — HEMINGWAY LUXURY MODEL BY COURTYARD MODERN HOMES- OR BUILD TO SUIT STARTING AT $4,500,000.00 -- A striking new expression of modern luxury is taking shape in Harbor Acres. Courtyard Modern Homes introduces the **Hemingway**, a sophisticated custom residence designed to capture the essence of Sarasota living with bold architecture, refined finishes, expansive interiors, and a seamless connection to the outdoors. This exceptional 5-bedroom, 5-bath luxury home is thoughtfully designed for both impressive entertaining and comfortable everyday living. The dramatic great room serves as the heart of the residence, featuring soaring ceilings, architectural detailing, and walls of glass that open the home to a spacious covered lanai, resort-style pool, and fully equipped outdoor summer kitchen. At the center of the open floor plan is a beautifully appointed chef’s kitchen featuring premium appliances, custom cabinetry, generous stone countertops, and an oversized island overlooking the great room and dining areas. The result is one expansive living environment where indoor and outdoor spaces come together effortlessly. The main-level primary suite is designed as a private retreat with expansive walk-in closets and a luxurious spa-inspired bath. A separate guest suite provides privacy for visitors, while a dedicated home office and additional bonus space offer flexibility for today's lifestyle. Upstairs, three generously sized bedrooms are complemented by a spacious game room and loft, creating an ideal second living area for family and guests. A three-car garage and substantial homesite complete the residence. Located in Harbor Acres, one of Sarasota's most established and sought-after neighborhoods, the Hemingway offers an exceptional combination of luxury, location, and lifestyle. Just moments from Southside Village, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, downtown Sarasota, and the bayfront, the home also provides convenient access to St. Armands Circle and the celebrated beaches of Lido Key and Siesta Key. Currently under construction by Courtyard Modern Homes, the Hemingway represents an opportunity to own a brand-new luxury residence in one of Sarasota's premier neighborhoods—where contemporary design, exceptional craftsmanship, and the best of Sarasota living come together.

1740 S Orange Avenue, Sarasota

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