Downtown Homes with Courtyard Exterior Features

Downtown Homes with Courtyard Exterior Features

Welcome to Downtown Sarasota, a vibrant gem nestled on Florida's stunning Gulf Coast. Known for its rich cultural scene, this area boasts an impressive array of art galleries, theaters, and live music venues, making it a haven for those who appreciate the finer things in life. With its picturesque waterfront, Downtown Sarasota provides residents with breathtaking views and a lifestyle that seamlessly blends relaxation with urban sophistication.

One of the most enchanting features of homes in this area is the captivating courtyard exterior. These charming homes often feature beautifully landscaped courtyards that serve as private retreats, perfect for enjoying the sunny Florida weather. Imagine sipping your morning coffee surrounded by lush greenery or hosting evening gatherings under the stars in your own serene oasis. The courtyard design not only enhances the aesthetic appeal of these homes but also promotes a sense of community and connection among neighbors.

In addition to their stunning exteriors, homes in Downtown Sarasota are conveniently located near an array of amenities, including trendy boutiques, gourmet restaurants, and vibrant farmer's markets. Residents can enjoy leisurely strolls along the picturesque bayfront or take advantage of the nearby parks and recreational areas for outdoor activities.

Whether you’re looking for a cozy bungalow or a modern townhome, Downtown Sarasota offers a diverse selection of properties that cater to every lifestyle. Experience the charm of courtyard living in this dynamic city, where every day feels like a vacation. Embrace the opportunity to call Downtown Sarasota home, and discover the perfect blend of culture, community, and coastal living.

Newest Downtown Homes with Courtyard Exterior Features

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 ⋅ 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

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

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

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

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

3 Beds ⋅ 2 Baths ⋅ Burns Owen SubDv. ⋅ 34236 Zip Code

A rare commercial-residential restoration opportunity for experienced rehabbers to revive a largely unaltered Mediterranean Revival bungalow in Burns Court—one of downtown Sarasota's most coveted historic neighborhoods. * Pre-listing home inspection report available upon request. Why restoration buyers will love this property: Prime Burns Court commercial/residential location — highly walkable, just steps from award- winning restaurants, boutiques, Burns Court Cinema, Five Points, and Bayfront Park. Original structural integrity — including hollow structural clay tile, lath and plaster construction, exceptionally durable and naturally resistant to moisture and termites. Largely unaltered original floor plan with hardwood floors, crown molding, plaster walls, decorative ironwork, and other preserved architectural details. One of the largest properties on Burns Court - 1,355 square feet of living space. Detached accessory building — the largest on Burns Court, with Pineapple Avenue frontage, ideal for guest quarters, artist’s studio, or an income-producing rental dwelling, retail or office space. Recent capital improvements — main house roof (2023), main house HVAC (2019), and under-main house pipe replacement (~2023). FEMA Flood Zone X while also being a short walk to the water Downtown Core (DTC) zoning with confirmed Transferable Development Rights (TDRs), providing additional investment potential. Also listed as Commercial under MLS# A471381.

411 Burns Court, Sarasota

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

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

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

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

Virtually Staged. Morning light filters in as you step outside and feel the breeze coming off the bay. Just across the street, the glistening waterfront and the 10th Street Boat Ramp invite you for a refreshing walk with coffee in hand, while the iconic Van Wezel Performing Arts Hall stands ready for evenings filled with culture and entertainment. Welcome to Unit 1406 at 1064 N Tamiami Trail—where everyday living feels effortlessly connected to the best of Sarasota. This 2-bedroom, 2-bath residence offers a smart split floor plan designed for both comfort and privacy, whether you're hosting guests or enjoying a quiet night in. Life here is designed to be easy. Start your day with a workout in the fitness center, unwind in the sauna, or spend afternoons by the heated pool and spa. Evenings can be as social or relaxed as you choose, with outdoor dining areas perfect for gathering and a billiards room and library for quieter moments. A 24-hour concierge ensures everything runs seamlessly, while guest suites make hosting effortless. Exciting news for future owners! The building is currently undergoing a modern transformation with fresh renovations started in April. The hallways are getting a complete face-lift, including brand-new flooring and a sleek, updated color palette. With new carpeting rolling out through June, you'll be stepping into a fresh, beautifully revitalized building that feels brand new!

1064 N Tamiami Trail Unit 1406, Sarasota

1 Beds ⋅ 2 Baths ⋅ Plat Of Sarasota SubDv. ⋅ 34236 Zip Code

Under Construction. The Grand Sanctuary Collection at The Gallery Sarasota offers the ease of a one-bedroom residence with the scale, storage, and livability of a larger home. This 1-bedroom, 1.5-bath residence features 938 square feet of thoughtfully designed interior living space, elevated by soaring 13-foot ceilings and dramatic full-height windows that fill the home with natural light. An open layout creates seamless flow between the kitchen, dining, and living areas, while an 11-foot-wide full-height window in the great room enhances the sense of volume and openness. The modern kitchen, featuring flat-panel Italian cabinetry, is anchored by an oversized island and complemented by two built-in pantries. The primary suite is designed as a quiet retreat with an ensuite bath and linen closet, while the entry foyer with closet and spacious walk-in laundry room add everyday convenience rarely found in comparable downtown one-bedroom residences. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio. Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.

1305 4th Street Unit 201I, Sarasota

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