Downtown Homes with Shingle Roof

Downtown Homes with Shingle Roof

Welcome to Downtown Sarasota, Florida, where vibrant city life meets the tranquility of coastal living. Nestled along the stunning Gulf Coast, this charming downtown area is a hub of culture, dining, and entertainment, making it one of the most sought-after locations in Sarasota County.

As you stroll through the picturesque streets of Downtown Sarasota, you'll discover an eclectic mix of art galleries, boutique shops, and gourmet restaurants, all set against a backdrop of beautiful architecture and lush greenery. The iconic Sarasota Opera House and the Ringling Museum of Art are just a stone's throw away, offering a rich cultural experience for residents and visitors alike.

When it comes to housing, Downtown Sarasota boasts a variety of options, including charming homes featuring classic shingle roofs. These homes not only exude character and charm but also offer durability and style, perfectly complementing the coastal aesthetic of the area. With their inviting façades and well-maintained gardens, homes with shingle roofs in Downtown Sarasota provide a warm and welcoming atmosphere for families and individuals alike.

Living in Downtown Sarasota means enjoying a lifestyle filled with outdoor activities, from sun-soaked days at nearby beaches to evening strolls along the vibrant waterfront. The community is known for its friendly atmosphere, making it easy to connect with neighbors and create lasting friendships.

Whether you’re looking for a cozy retreat or a lively urban experience, Downtown Sarasota offers the perfect blend of both. Come explore the charm of this beautiful city and discover your dream home today!

Newest Downtown Homes with Shingle Roof

1 Beds ⋅ 1 Baths ⋅ O6440169 MLS ⋅ Building 3 BLDG.

LOCATION, LOCATION, LOCATION! Welcome to Central Park II, where downtown Sarasota living meets a relaxed waterfront lifestyle. This charming 1 bedroom, 1 bath ground floor condo offers a peaceful interior setting overlooking the community pond, complete with a screened lanai perfect for enjoying your morning coffee or unwinding at the end of the day. ** Potential to also get a car included in the sale that is being kept at the property with an acceptable offer, gray 2019 honda civic sedan EX CVT engine with 58000 miles in perfect condition** Inside, you'll find an efficient, easy to maintain layout with a spacious bedroom, walk in closet, in unit washer and dryer, central A/C and plenty of natural light. The real showstopper is the location and incredible array of community amenities. Central Park II sits along Hudson Bayou and offers residents access to a kayak launch and storage, fishing/day dock, heated swimming pool and spa, tennis and pickleball courts, fitness center, clubhouse with kitchen and library, BBQ area, bike storage and beautifully landscaped grounds. Publix is conveniently located directly across the street, while Marie Selby Botanical Gardens, Sarasota's Bayfront, Marina Jack, downtown shopping, dining, entertainment and cultural attractions are all nearby. Sarasota Memorial Hospital is less than a mile away. And when it's time for the beach, you're approximately 4 miles from Lido Beach and St. Armands Circle and about 6 miles from world-famous Siesta Key Beach. Whether you're looking for a primary residence, seasonal Sarasota retreat or investment opportunity, this condo puts you minutes from some of the very best Sarasota has to offer downtown, beaches, boating, kayaking, dining, shopping and entertainment all from one incredibly convenient location. Come experience the Sarasota lifestyle at Central Park II!

850 S Tamiami Trail Unit 309, Downtown

3 Beds ⋅ 4 Baths ⋅ A4704756 MLS ⋅ East BLDG.

Motivated Seller! Don’t miss your chance to own one of the best-priced units in Laurel Park Enclave in years. Exceptional downtown Sarasota value! Experience downtown living at The Enclave in historic Laurel Park. This nearly 2,500-square-foot, four-level townhome combines the privacy of a single-family residence with an exceptional walkable Sarasota lifestyle. A private elevator serves every level, from the attached two-car garage to the upper bedroom suites. The thoughtfully designed floor plan offers 3 bedrooms, 3.5 baths, a dedicated home office, generous storage, and multiple private balconies with views of Payne Park and the downtown skyline. The main living level features warm hardwood floors and an open-concept living and dining area centered around a beautifully appointed kitchen with quartz countertops, bright cabinetry, herringbone backsplash, stainless appliances, apron-front sink, and a large island with induction cooking and breakfast seating. The private owner's level includes a spacious bedroom, walk-in closet, balcony, and spa-inspired bath with dual vanities and an oversized rainfall shower. A nearby office with its own balcony, dry bar with beverage refrigerator, and dedicated laundry room adds convenience. Upstairs, two additional en-suite bedrooms each feature walk-in closets, private balconies, and stylish baths. Additional highlights include hurricane-rated windows and doors, smart-home features, gated outdoor space, covered entry, and abundant storage throughout. Located directly across from Payne Park and moments from the Legacy Trail, The Enclave puts Downtown Sarasota, the Farmers Market, Bayfront, restaurants, shopping, Sarasota Memorial Hospital, and Morton’s Market within easy reach—with the beaches of Siesta Key just a short drive away. Urban living, private-home comfort, and one of Sarasota’s most desirable downtown locations—all in one exceptional residence.

516 Laurel Park Drive, Downtown

4 Beds ⋅ 5 Baths ⋅ A4703102 MLS

Behind a private gate and beneath a canopy of tropical foliage, 1621 Bay Point Court offers a secluded waterfront retreat just moments from downtown Sarasota and the open waters of Sarasota Bay. Set along Hudson Bayou, the home blends timeless coastal architecture and bright interiors with tropical surroundings, covered terraces, a private pool, and a new dock with a 13,000-pound boat lift. Completed in 2025, the residence encompasses 3,647 square feet of air-conditioned living space with 4 bedrooms, 4.5 baths, 2 private offices, a bonus room with sauna and custom details throughout. Upper transoms fill the main living areas with natural light and capture views of the pool, landscape and bayou. Beyond the foyer, the dining room, great room and kitchen flow together for daily living and entertaining. The great room features a floor-to-ceiling quartz fireplace wall and opens to the covered lanai, and heated pool. Travertine and limestone decking, a fountain, fiber-optic pool lighting and several gathering areas complete the outdoor space. A powder bath is positioned nearby. The kitchen features floor-to-ceiling custom cabinetry, quartz countertops, a pearlized herringbone backsplash and a center island with storage on 3 sides. The Thermador appliance suite includes dual convection wall ovens, cooktop, coffee system, microwave, paneled refrigerator, beverage cooler and dishwasher. A concealed walk-in pantry offers custom storage. The main-level primary suite opens to the lanai and overlooks the pool and water. Its Calacatta Gold marble bath includes a freestanding tub, dual vanity, makeup station and oversized glass-enclosed shower. A custom walk-in closet connects to the laundry room, which features built-in cabinetry, a utility sink and Speed Queen appliances. A second en suite bedroom and a custom office with built-in bookcases and cabinetry complete the first floor. Upstairs are 2 additional en suite bedrooms, a private office and a bonus or fitness room with a mirrored wall, closet storage and sauna. Both bedrooms open to an oversized covered terrace overlooking the bayou, treetops and Sarasota skyline. A finished storage area provides additional space. The gated and fully fenced 0.26-acre property encompasses approximately 67 feet of waterfront and includes a new 322-square-foot dock and boardwalk with a 13,000-pound boat lift. The climate-controlled 2-car garage offers custom flooring, extensive storage and provisions for an electric vehicle charger. Additional features include reinforced masonry construction, impact-rated windows, doors and sliders, spray-foam insulation, whole-house water filtration and softening, instant hot water, commercial-grade Wi-Fi, structured media wiring, surround sound, security cameras, smart lighting and a generator panel. The finished-floor elevation is approximately 12 feet, 4 inches NAVD, and there are no association dues. Offering the privacy of a tropical waterfront retreat in the heart of Sarasota, the property is convenient to downtown dining, shopping and cultural venues, Southside Village, Sarasota Memorial Hospital and St. Armand's Circle. Lido Key and Siesta Key beaches are easily accessible, while Sarasota-Bradenton International Airport is nearby, placing Sarasota’s boating, beaches and other destinations within easy reach.

1621 Bay Point Court, Downtown

3 Beds ⋅ 2 Baths ⋅ A4703716 MLS

Welcome to Gillespie Park, one of Sarasota’s most distinctive historic neighborhoods, where established residential streets meet the energy, growth, and convenience of Downtown Sarasota. This 5,000-square-foot parcel with DTE zoning is being offered for its land value and the existing structure is being conveyed in its present As-Is condition. A great opportunity for a developer, builder, investor, or long-term landholder seeking a strategically positioned site near the heart of the city. Downtown Edge zoning is intended to provide a transition between Sarasota’s downtown core and surrounding neighborhoods while accommodating a mix of residential and compatible nonresidential uses. The property is also located within a zoning district eligible for the City of Sarasota’s Downtown Attainable Housing Density Bonus Program, which may provide additional density opportunities for qualifying developments, subject to City requirements, approvals, development standards, and site-specific feasibility. The location adds another layer to the opportunity. Gillespie Park combines historic neighborhood character with newer construction, redevelopment, green space, and convenient access to the many destinations surrounding Downtown Sarasota. Restaurants, coffee shops, entertainment, cultural venues, the Rosemary District, Main Street, The Bay, and Sarasota’s waterfront are nearby, while St. Armands Circle, Lido Key, and the Gulf beaches are within easy reach. For those looking beyond the existing improvements and toward the potential of the site itself, this is an opportunity to control DTE-zoned land within Sarasota’s downtown area and explore what may be possible today or in the future. Buyers and developers are encouraged to independently verify zoning, allowable uses, density, setbacks, demolition requirements, utilities, and eligibility for applicable development incentives with the City of Sarasota.

919 Goodrich Avenue, Downtown

2 Beds ⋅ 1 Baths ⋅ A4703543 MLS

Rare Gillespie Park infill lot opportunity! 5,040 SF just steps from Downtown Sarasota in one of the city's most walkable neighborhoods (Walk Score 87). Existing 1941 cottage sold as-is — an ideal teardown/redevelopment infill lot for a builder, developer, or end-user ready to design a custom modern home. Surrounded by new construction, minutes to the Rosemary District, restaurants, and the Sarasota bayfront. Land value — bring your builder! Buyer to verify zoning/FAR with the City of Sarasota.

614 N Osprey Avenue, Downtown

2 Beds ⋅ 2 Baths ⋅ A4702950 MLS ⋅ Dolphin Tower BLDG.

Luxury Downtown Sarasota Condo Living, Completely Reimagined. Discover the best of downtown Sarasota at 101 Condominium (Dolphin Tower), where city sophistication meets effortless waterfront living. Located directly across from Sarasota Bay and just steps from Main Street, this fully remodeled 2 bedroom, 2-bath, spacious 1084 sq ft residence with a versatile flex space (Den, Office, 3rd bedroom, has closet) puts the very best of Sarasota right outside your door. Thoughtfully renovated from top to bottom, both the building and residence have been transformed with a fresh, contemporary aesthetic designed for today's discerning buyer. Beautiful 14th floor city views complement the property's stylish interior, while the additional flex space provides a rare advantage in downtown living, ideal for a home office, fitness room, creative studio, or guest retreat. Enjoy full and open spacious kitchen area. Entire ceiling is fully enhanced with beautiful crown molding. You will be amazed at how much storage space this light and bright unit provides, and the primary bedroom's walk in closet is a space which needs to be experienced! Beautiful fixtures throughout the property including a brand new Rue toilet in the primary bath, new thermostat. Each unit comes with its own 6'x6' off property climate controlled storage area for beach, holiday or various storage items. Beyond your front door, an exceptional walkable lifestyle awaits. Stroll to Sarasota's celebrated restaurants, galleries, theaters, marina, Bayfront Park, O'Leary's, and the weekly Farmers Market, or simply head across the street for a morning walk along the bay. With up to two pets allowed, the residence combines the convenience of downtown living with the flexibility of a true home. Whether you're enjoying coffee with a city view, dining on Main Street, or watching the sunset over Sarasota Bay, this is lock-and-leave living at its finest, a beautifully updated urban retreat in the heart of one of Sarasota's most sought-after downtown locations. The furnishings are beautiful, professionally decorated and negotiable.

101 S Gulfstream Avenue Unit 14D, Downtown

2 Beds ⋅ 3 Baths ⋅ A4702360 MLS ⋅ 3 BLDG.

Central Park ll is located close to the downtown area of Sarasota and also just minutes to a large hospital when emergency or hospital care is needed. You could walk or ride a bicycle to the downtown area in minutes. The unit is located in the back of the complex. It is a two bedroom, two and half bath townhouse. The kitchen has been updated with cabinets, counter tops, stove and microwave. The flooring is laminate and carpet. Both bedrooms are upstairs, each having a bathroom. The half bath is downstairs. A stackable washer and dryer are also located in the unit. There is a small storage area under the stairs in the living room. There are two storage rooms located on the side of each patio. This community offers a community pool, fitness center and clubhouse. There is also a kayak launch and storage that residents may use. Buyers to verify all room sizes.

850 S Tamiami Trail Unit 325, Downtown

3 Beds ⋅ 4 Baths ⋅ A4701749 MLS ⋅ The Enclave BLDG.

Welcome to 501 Lafayette Court, perfectly positioned in historic Laurel Park just steps away from downtown Sarasota. Built in 2019 and offering 2,434 square feet, three bedrooms, three-and-a-half baths, this beautifully designed residence combines modern luxury, thoughtful functionality, and an exceptional walkable lifestyle. The Enclave is an intimate community of just 17 residences, offering a rare sense of privacy just moments from the heart of downtown. Inside, the multi-level floor plan is filled with natural light and designed for both everyday living and effortless entertaining. The main living level features an open-concept kitchen, dining, and great room with high ceilings and warm wood flooring. The beautifully appointed kitchen is anchored by a generous center island and features quartz countertops, white cabinetry, stainless steel appliances, and breakfast bar seating. A private elevator connects every level, adding convenience to the thoughtfully designed floor plan. The spacious primary suite offers his and hers walk-in closets, and a beautifully finished en suite bath with dual vanities and a spa-like shower and soaking tub. Two additional bedroom suites provide privacy for family and guests. Beyond the interiors, the location is what truly sets this home apart. Step outside and enjoy one of Sarasota’s most desirable walkable neighborhoods, with downtown just a few blocks away. Stroll to acclaimed restaurants, cafés, boutique shopping, galleries, the Saturday Farmers Market, Selby Gardens, and Sarasota’s beautiful Bayfront Park. The home is also located within the highly regarded Southside Elementary School district. Whether you’re searching for a full-time residence or a lock-and-leave downtown retreat, 501 Lafayette Court offers high quality and low-maintenance living in a location that makes it easy to enjoy the very best of Sarasota.

501 Lafayette Court, Downtown

4 Beds ⋅ 2 Baths ⋅ A4701927 MLS

Rare corner-lot duplex in Sarasota’s highly desirable Laurel Park Historic District, located approximately 0.5 miles from downtown Sarasota’s dining, shopping, arts, bayfront, and cultural attractions. Set beneath mature trees and surrounded by the timeless character of Laurel Park, this well-maintained property blends classic Old Florida charm with substantial recent improvements. Each residence offers 2 bedrooms, 1 bathroom, spacious living areas, a full kitchen, a dedicated laundry area, and its own private screened lanai overlooking fully fenced outdoor spaces that provide privacy and separation between the units. Recent improvements include a new roof installed in November 2024, new windows installed in September 2022, a full exterior repaint completed in January 2025, a remodeled bathroom, custom paver hardscaping, and refreshed landscaping. One residence also features a private putting green, a distinctive outdoor amenity rarely found near downtown Sarasota. Laurel Park is known for its historic character and convenient proximity to Burns Court, Payne Park, downtown Sarasota, and Sarasota Bay. Lido Key and Siesta Key beaches are also just a short drive away. Whether used as an owner-occupied residence with supplemental rental income, a long-term investment property, or a flexible downtown retreat, this duplex offers a variety of possibilities in one of Sarasota’s most charming and centrally located neighborhoods. An exceptional opportunity to own a versatile property offering character, privacy, recent improvements, and an outstanding downtown Sarasota location.

507 Madison Court, Downtown

3 Beds ⋅ 3 Baths ⋅ A4701211 MLS

Discover exceptional West of Trail living in Lincoln Park, an intimate waterfront enclave located along Hudson Bayou in Sarasota, Florida. This beautifully appointed residence offers the rare combination of privacy, boating access, and proximity to Downtown Sarasota, complete with a private deeded boat slip and 10,000 lb lift providing direct access to Sarasota Bay and the Gulf of Mexico. Situated on a quiet, tree-lined cul-de-sac shared by only eight residences, this distinctive 3-bedroom, 2.5-bath home offers 4,234 square feet of thoughtfully designed living space. Built in 2001, the residence blends timeless architectural details, refined craftsmanship, and comfortable everyday living in one of Sarasota’s most desirable West of Trail locations. The spacious floor plan features a private first-floor primary suite, soaring ceilings, crown molding, French doors, custom built-ins, hardwood and marble flooring, and a gas fireplace. Formal and casual living areas flow seamlessly throughout the home, creating an inviting setting for both entertaining and relaxation. At the heart of the residence, the chef’s kitchen features quality finishes, generous workspace, an eat-in dining area, and convenient access to the home’s main gathering spaces. Upstairs, two additional bedrooms share a Jack-and-Jill bathroom, with one bedroom offering a spacious adjoining sitting room and private terrace. A separate office provides a quiet and flexible space for working from home, reading, or managing daily tasks. The outdoor living spaces are equally impressive. Professionally landscaped gardens, bluestone terraces, ambient landscape lighting, and multiple seating and entertaining areas create a peaceful private sanctuary. An outdoor kitchen provides the perfect setting for alfresco dining, while the deeded dock and boat lift make it easy to enjoy boating, fishing, kayaking, and waterfront adventures throughout Sarasota Bay and the Gulf Coast. Tasteful updates completed over the years enhance the home’s comfort and enduring appeal while preserving its classic character. Whether enjoying quiet mornings in the garden, entertaining beneath the stars, or departing from your private boat slip for a day on the water, this Sarasota waterfront home offers an exceptional coastal lifestyle. Ideally located near Downtown Sarasota, Southside Village, Marie Selby Botanical Gardens, Sarasota Memorial Hospital, the Sarasota Bayfront, St. Armands Circle, and the renowned beaches of Siesta Key and Lido Key, this residence delivers an outstanding balance of privacy, convenience, and boating access.

1798 Lincoln Park Circle, Downtown

32 Beds ⋅ 16 Baths ⋅ A4699070 MLS ⋅ 1555/1551/1569/1563 BLDG.

SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion. NOTE: future development plans viable on request!

1555 7th Street, Downtown

4 Beds ⋅ 4 Baths ⋅ A4696009 MLS

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, Downtown

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