Downtown Homes with Courtyard Exterior Features

Downtown Homes with Courtyard Exterior Features

Welcome to Downtown Sarasota, Florida, a vibrant hub of culture, art, and community living that embodies the essence of coastal charm. Nestled along the sun-kissed shores of the Gulf of Mexico, this bustling downtown area is renowned for its picturesque views, eclectic dining options, and a lively arts scene that attracts residents and visitors alike.

As you stroll through the tree-lined streets, you’ll discover an array of boutique shops, galleries, and cafes that reflect the unique character of Sarasota. The nearby beautiful beaches, such as Lido Key and Siesta Key, offer perfect escapes for sunbathing and water activities, while the famous Ringling Museum and the historic Asolo Repertory Theatre provide a taste of the rich cultural heritage that defines this city.

When it comes to real estate, Downtown Sarasota features stunning homes that often showcase exquisite courtyard exterior designs. These properties not only offer a beautiful aesthetic but also provide a private oasis for relaxation and entertainment. Imagine sipping your morning coffee in a serene courtyard surrounded by lush landscaping or hosting evening gatherings under the stars. The courtyard design enhances the living experience, blending indoor and outdoor spaces seamlessly, which is perfect for the Florida lifestyle.

Whether you’re seeking a charming bungalow or a modern condo, Downtown Sarasota’s real estate market has something for everyone. Embrace the vibrant community, the stunning architecture, and the luxurious lifestyle that awaits you in this enchanting part of Florida. Your dream home is just a step away in Downtown Sarasota!

Newest Downtown Homes with Courtyard Exterior Features

750 Tamiami Trail Unit 1506, Sarasota
$799,000
2 Beds ⋅ 2 Baths ⋅ Renaissance SubDv. ⋅ 34236 Zip Code
Discover refined coastal living in this beautifully modernized residence in Sarasota’s desirable Rosemary District. Offering 1,400 square feet under air and 1,520 square feet total, this east-facing, two-bedroom, two-full bath home features the sought-after Donatello split-bedroom floor plan and an expansive balcony with sweeping views of the downtown cityscape and beautiful sunrise skies. Step inside to a light-filled, open layout, where large windows brighten the spacious living area and create an airy feel on the fifteenth floor. Luxury vinyl plank flooring, richly detailed crown molding and custom blinds add polished touches throughout. The custom gourmet kitchen pairs white stone countertops with custom cabinetry and premium stainless-steel appliances. A convenient walk-in laundry room featuring, stackable washer and dryer with cabinetry. The peaceful primary suite features an en-suite bath with a spa-inspired walk-in shower and a spacious custom walk-in wardrobe. The generously sized second bedroom has large windows and can serve as a guest suite, den or home office. Italian-inspired The Renaissance offers an extensive range of services and amenities, including on-site management, secured parking and key-card entry, plus a 24-hour front desk concierge and guard. Residents can enjoy the clubroom, business center, conference and meeting rooms, guest suites, theater, fitness center and fully equipped gym, saunas, massage room, pool and hot tub. The property also features a heated pool, outdoor grilling area and landscaped plazas. Nearby attractions include the Van Wezel Performing Arts Center, music venues, weekly events, a waterfront beach, playground, kayak rentals, concessions and walking paths. Ocean Prime at Quay Commons is close by, while galleries, opera and theater provide plenty of cultural options. Enjoy outdoor recreation at The Bay Park across the way or walk to Main Street around the corner. The Westin and The Ritz-Carlton offer additional dining and cocktail options. Marina Jack is nearby for boaters, and Lido Beach is just minutes away. Enjoy the vibrant surroundings and all the conveniences of downtown Sarasota living in this exceptional residence.

750 Tamiami Trail Unit 1506, Sarasota
1513 Oak Street Unit 18, Sarasota
$1,549,000
3 Beds ⋅ 3 Baths ⋅ Burns Court Villas SubDv. ⋅ 34236 Zip Code
Located in the heart of Sarasota’s iconic Burns Court, this three-bedroom, two-story residence at Burns Court Villas offers the privacy and comfort of a single-family home with the walkability and energy of downtown just outside your door. Spanning nearly 2,000 square feet, the thoughtfully designed layout is enhanced by multiple outdoor living spaces—including the largest private courtyard in the community and three private bedroom balconies. Beyond the solid mahogany front door, refined interiors showcase travertine flooring, crown molding, high ceilings, impact-rated windows and doors, and an abundance of natural light throughout. The main level is designed for effortless everyday living and entertaining, flowing seamlessly from the formal living room—anchored by a gas fireplace and custom built-ins—to the dining area and sunlit family room overlooking the lush courtyard. The 2023-remodeled gourmet kitchen is appointed with custom wood cabinetry featuring soft-close drawers and pull-out storage, under-cabinet lighting, thick quartz countertops, and an oversized island with seating. Premium appliances include a Sub-Zero refrigerator (2025), Viking gas range and hood (2007), and Miele dishwasher (2022), while upgraded LED lighting enhances both ambiance and functionality. Upstairs, Brazilian cherry engineered hardwood flooring leads to a serene primary suite featuring a private balcony, custom walk-in closet, and a fully renovated en-suite bath completed in 2025 with dual quartz-topped vanities, a tile-and-glass walk-in shower with bench seating, and a dedicated makeup area. Two additional guest bedrooms—each with its own balcony—share a beautifully updated bath with designer finishes. A second-floor laundry room with additional storage cabinetry adds convenience. Burns Court Villas is known for its tranquil, tucked-away atmosphere in the center of downtown Sarasota, offering covered trellised walkways, lush tropical landscaping, peaceful fountains, and charming courtyard spaces that create a uniquely serene residential setting. Residents enjoy a heated pool and spa, lounge area with outdoor fireplace, secure parking, fob-access gates, and enhanced perimeter security. The association also covers many utilities and services, including management, grounds maintenance, pest control, water, sewer, and waste collection. Perfectly positioned moments from downtown Sarasota’s Cultural Coast, this residence places you near Marina Jack, the Bayfront, theaters, galleries, farmers markets, boutique shopping, and acclaimed dining along Main Street. St. Armands Circle, Lido Beach, and Sarasota’s Gulf beaches are just minutes away, creating an exceptional opportunity to enjoy refined downtown living paired with Sarasota’s celebrated coastal lifestyle. A rare opportunity to enjoy refined city living within one of Sarasota’s most distinctive downtown enclaves.

1513 Oak Street Unit 18, Sarasota
850 S Tamiami Trail Unit 530, Sarasota
$299,950
2 Beds ⋅ 3 Baths ⋅ Central Park SubDv. ⋅ 34236 Zip Code
Virtually Staged. Virtually Staged. Offered at an outstanding value in the epicenter of Sarasota, this two-level condo puts you just steps from downtown, the bayfront, and the adjacent Legacy Trail. This 2nd & 3rd level residence features two bedrooms, two-and-a-half bathrooms, fresh paint throughout, stainless-steel appliances, a built-in microwave, and abundant storage with eight spacious closets. Enjoy two private lanais—one on each level—offering full views of the pond, swimming pool, and tennis court. Located in one of the best-positioned and quiet sections of this sought-after development, this unit represents a rare combination of exceptional value, prime location, and strong rental history—making it an incredible opportunity for homeowners and investors alike. Living at Central Park II comes with resort-style living for an active lifestyle along the Hudson Bayou, complete with a kayak launch, fishing dock, heated pool, hot tub, pickleball and tennis courts, bike sheds, kayak storage, and a clubhouse fitness center with showers. Neighborhood events by the pool make it easy to connect and enjoy the vibrant community.

850 S Tamiami Trail Unit 530, Sarasota
1064 N Tamiami Trail Unit 1206, Sarasota
$416,900
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
988 Blvd Of The Arts Unit 109, Sarasota
$2,299,000
3 Beds ⋅ 3 Baths ⋅ Condo On The Bay SubDv. ⋅ 34236 Zip Code
10-FT CEILINGS, versus 8 ft on other floors. FLOOD CONCERNS? This elevated end unit sits HIGH & DRY above and behind two pool walls. Largest 3 BEDROOM floor plan. TWO KITCHENS, including a scullery chef's prep kitchen normally found only in far pricier new construction. WIDE-WATER AND BRIDGE VIEWS that photos can't capture, so watch the video tour. 1,800 SF PRIVATE PET-FRIENDLY TERRACE with a gated stairway straight to the pools, sauna, fitness center and marina with boat lifts. It's condo living with the yard of a single-family home, and no elevator needed. Largest 3BR in the community. 24-hr guard gate, with a 53-acre park and a BEACH just outside. NEW roofs, NEW exterior, NEW landscaping and pool. LOW HOA. Be sure to watch the VIDEO tour attached.

988 Blvd Of The Arts Unit 109, Sarasota
1685 6th Street, Sarasota
$1,595,000
5 Beds ⋅ 5 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34236 Zip Code
LOCATION, LOCATION, LOCATION! If you are seeking a premier home which is steps from the dining, culture, boutiques, and waterfront recreation of Downtown Sarasota/Main St, The Bay Park, the Rosemary District, Five Points Park, and Gillespie Park, this is the one! This beautifully renovated, Key West–inspired 5-bedroom, 2938 sf pool home welcomes you with a magnificent oak tree and gorgeous tropical landscaping. Inside, the chef-owner’s kitchen is a culinary dream complete with a professional Forno gas range, custom soft-close cabinetry, and sleek quartz countertops. High-end finishes elevate the open living areas, including rich hardwood floors, an electric fireplace, and a custom temperature-controlled wine room. A flexible downstairs bonus area with a half bath and closet can easily convert to a luxurious primary suite/5th bedroom. A 600 sf guest apartment, The Pineapple Loft, is consistently ranked 5 stars on Airbnb and features a vaulted ceiling, full kitchen, induction cooking, laundry, and a private balcony— fully qualifying for high-demand weekly rentals! The exterior features a screened courtyard lanai and a heated pool with a waterfall, while the local 10-acre park provides tennis, pickleball, walking trails, and a lively neighborhood scene. Don't miss this perfect blend of historic character, modern luxury, and ultimate flexibility in an incredible location.

1685 6th Street, Sarasota
1064 N Tamiami Trail Unit 1122, Sarasota
$399,000
2 Beds ⋅ 2 Baths ⋅ Broadway Promenade SubDv. ⋅ 34236 Zip Code
Location, Location, Location! Welcome to Broadway Promenade, where downtown Sarasota living meets exceptional value. This beautifully maintained first floor residence offers the perfect combination of comfort, convenience, and lifestyle in Sarasota's highly sought after Arts and Theater District. Directly across the street from the Van Wezel Performing Arts Hall and The Bay Sarasota, this is your opportunity to own in one of the city's most exciting and rapidly evolving waterfront neighborhoods. Just outside your door, The Bay Sarasota is transforming 53 acres of waterfront into a spectacular public destination featuring expansive bayfront lawns, walking trails, waterfront dining, outdoor art installations, live entertainment, family gathering spaces, fitness activities, kayaking, community events, and year round concerts. Enjoy the very best of Sarasota with downtown restaurants, boutiques, galleries, theaters, Marina Jack, and the waterfront all within walking distance. Inside, this spacious two bedroom, two bathroom residence offers an inviting open floor plan with soaring ceilings, rich dark wood flooring, large bathrooms, beautiful stone countertops, quality wood cabinetry, stainless steel appliances, and a kitchen that opens seamlessly to the living and dining areas, making it ideal for everyday living and entertaining. The oversized private courtyard patio extends your living space outdoors and creates the perfect setting for morning coffee, evening cocktails, or dining al fresco. Conveniently located within the building, this residence also includes two assigned parking spaces under the building, abundant additional owner and guest parking, and a private storage room located just down the hall, providing plenty of space for bicycles, beach gear, and seasonal items. Broadway Promenade offers an exceptional collection of resort style amenities, including 24 hour concierge service, a heated swimming pool and spa, a well equipped fitness center, separate men's and women's locker rooms with private saunas, beautifully renovated hallways, and inviting common areas that create a true sense of community. Whether you are searching for a full time residence, a seasonal retreat, or an outstanding investment opportunity, this property checks every box. The residence is currently leased to an exceptional tenant who would love to remain, offering immediate rental income for investors while still providing flexibility for future occupancy. Downtown Sarasota continues to grow, and opportunities like this are becoming increasingly rare. Offering an unbeatable location, outstanding amenities, generous living space, and exceptional value, this is one of the best opportunities available in downtown Sarasota. Schedule your private showing today and experience everything Broadway Promenade and Sarasota have to offer.

1064 N Tamiami Trail Unit 1122, Sarasota
433 Central Avenue, Sarasota
$695,000
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
161 Golden Gate Point, Sarasota
$2,995,000
4 Beds ⋅ 4 Baths ⋅ Golden Gate Point SubDv. ⋅ 34236 Zip Code
One of the Last Remaining Legacy Properties on Golden Gate Point | Rare Trophy Ownership, Redevelopment & Strategic Hold Opportunity A truly rare offering in one of Sarasota’s most exclusive and rapidly evolving luxury enclaves. With no true single-family homes currently remaining on Golden Gate Point and only a small handful of original legacy properties left, 161 Golden Gate Point represents one of the final opportunities to control a meaningful piece of “old Golden Gate” before the peninsula is fully transformed. Positioned in the heart of downtown Sarasota, across from the Ritz-Carlton and adjacent to Marina Jack, the property currently consists of a fully updated Four-unit building featuring newer central A/Cs, five-piece stainless kitchens, quartz countertops, new roof (2025), separate electrical meters, gated courtyards, hot tub, and gazebo — offering immediate usability and meaningful interim income while future plans are explored. Located within the City of Sarasota weekly vacation rental zone, this creates a rare opportunity not commonly found in downtown Sarasota — operate the property similarly to a boutique hotel. For the visionary buyer, this may represent a once-in-a-generation opportunity to create what could become Golden Gate Point’s only true single-family estate — a one-of-one trophy residence in the heart of downtown Sarasota. The property also presents compelling redevelopment potential. Golden Gate Point benefits from alternative development standards intended to support a more urban, pedestrian-friendly environment, including reduced setbacks, increased building coverage allowances, and flexible dimensional standards — enhancing redevelopment possibilities in this highly sought-after peninsula location. Similar RMF-5 sites on Golden Gate Point have supported boutique luxury residential concepts, while the adjacent rear assemblage totaling approximately 21,600 SF is also available, creating a rare opportunity for a larger strategic assemblage in one of Sarasota’s most supply-constrained luxury micro-markets. 161 also represents a compelling long-term hold opportunity. As Golden Gate Point continues its luxury transformation — and remaining legacy properties disappear — the opportunity to control irreplaceable downtown Sarasota land becomes increasingly rare. Just moments to Marina Jack, downtown Sarasota dining, St. Armands Circle, Lido Beach, and Sarasota’s transformative bayfront destination, The Bay. Whether envisioned as: • Rare short-term rental building where you control the entire property • One of Golden Gate Point’s final legacy holdings • A future one-of-one single-family estate • A boutique luxury redevelopment site • A strategic assemblage opportunity • A family office or long-term scarcity hold • Or a rare downtown Sarasota land play with meaningful interim income potential …opportunities of this nature are becoming increasingly difficult to replicate.

161 Golden Gate Point, Sarasota
1064 N Tamiami Trail Unit 1304, Sarasota
$449,000
2 Beds ⋅ 2 Baths ⋅ Broadway Promenade SubDv. ⋅ 34236 Zip Code
Offering an immediate opportunity for investors seeking an income-producing property in downtown Sarasota. Annual tenant in place through August 1, 2027. This isn’t just a home—it’s a lifestyle. Come live where others only vacation! Experience the perfect blend of upscale downtown living, resort-style amenities, and exceptional value at Broadway Promenade in the heart of Sarasota. Ideally located near Sarasota’s renowned cultural district, world-class performances, art galleries, exceptional restaurants, waterfront dining, the public boat ramp, Marina Jack Yacht Basin, and The Ritz-Carlton Sarasota, this residence places you in the center of it all. The Bay Park is just steps away, offering 53 acres of beautifully designed green space with concerts, yoga, kayaking, dining, and a scenic mangrove bayou. The nearby Rosemary District adds even more appeal with trendy cafés, boutique shopping, and wellness studios. Inside Broadway Promenade, residents enjoy an impressive array of resort-style amenities, including 24-hour concierge service, a heated pool and spa, BBQ areas, fitness center, saunas, massage room, business center, social lounges, guest suites, and community activities. On-site conveniences such as Publix, a UPS Store, and salons make everyday living remarkably easy. This beautifully remodeled 2-bedroom, 2-bath residence, updated in 2019, offers a stylish and comfortable retreat in one of Sarasota’s most desirable downtown locations. The residence includes one under-building parking space and additional same-floor storage. Secure, fob-controlled entrances, a pet-friendly community, and leasing flexibility add convenience and versatility.

1064 N Tamiami Trail Unit 1304, Sarasota
1111 Ritz Carlton Drive Unit 1205, Sarasota
$2,245,000
2 Beds ⋅ 2 Baths ⋅ The Residences SubDv. ⋅ 34236 Zip Code
Perched above the sparkling waters of Sarasota Bay, Residence #1205 at The Ritz-Carlton Residences delivers an elevated standard of luxury defined by world-class service, refined design, and an unmatched downtown location. Designed for both privacy and flexibility, this residence features two expansive primary suites—a rare and highly desirable split layout ideal for multigenerational living, hosting guests, or effortless seasonal use. The primary suite is a true sanctuary, finished in marble with a spa-inspired jacuzzi soaking tub and separate shower. In addition to the walk-in closet, the suite is appointed with custom-designed built in wardrobes. The second suite mirrors this level of comfort with dual sinks and a dedicated makeup vanity area, offering a private retreat for family or guests. Light-filled living spaces open to a generous private terrace, where panoramic Sarasota Bay views and vibrant sunsets create a stunning everyday backdrop. The seamless indoor-outdoor flow is ideal for both relaxed living and elegant entertaining. Ownership includes access to the full suite of amenities at The Ritz-Carlton Sarasota, offering a true hotel-lifestyle experience with 24-hour concierge, valet, in-residence dining, and a newly renovated spa. Residents also enjoy a waterfront pool and sun deck, private boat dock, exclusive residential entry, climate-controlled storage, and private club spaces. Just steps away, enjoy renowned dining within the hotel at Jack Dusty and Rufa, along with the vibrant energy of downtown Sarasota. Ideally positioned near The Quay and The Bay Sarasota, residents are moments from waterfront parks, cultural venues, boutique shopping, and acclaimed restaurants. With two covered parking spaces and a flexible rental policy, Residence #1205 offers both a luxurious personal retreat and a compelling investment opportunity—delivering the very best of Sarasota’s waterfront lifestyle within the iconic Ritz-Carlton brand.

1111 Ritz Carlton Drive Unit 1205, Sarasota
722 S Blvd Of The Presidents Unit 201, Sarasota
$459,850
1 Beds ⋅ 1 Baths ⋅ Chateau Village SubDv. ⋅ 34236 Zip Code
Situated on the second story of a 4 unit building within the complex this turnkey Lido Key condo looks and feels like a cozy beach cottage. Enjoy morning coffee on your south facing balcony. Refresh yourself in the beautiful blue Gulf waters at the end of the street then pop over to the adjacent beach bar for lunch, happy hour, or sunset! Walk (or rent a bike) to nearby St Armands Circle and enjoy its myriad of shopping and dining choices - day and night. There's a romantic fireplace (heat optional)for curling up with a good book if we have a cold snap, a full size W/D, lots of closet space, a carport, and (drumroll)..... excellent income potential! Why is the price higher than some? Because of the income potential. The complex is one of the few on Lido Key that doesn't require long term rentals - this allows you to maximize income. It is very popular on Airbnb and VRBO, with many guests returning regularly year 'round. Summer rates for this floorplan are apprx. $240 nt. and Season '27 bookings are $365+ nt.. Upgrades have created a roomy space that adapts well to dual purpose use. While there's a carport, a car isn't really needed to get around the island, and there is a free trolley to/from Whole Foods and adjacent Main Street restaurants and shops, as well as an almost free taxi type service.

722 S Blvd Of The Presidents Unit 201, Sarasota
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