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Downtown Sarasota

One of the most popular communities provided by Michael Graf

Downtown Sarasota

About Downtown Sarasota

Living in downtown Sarasota, Florida offers a vibrant blend of urban sophistication and coastal charm. This lively neighborhood is known for its stunning bayfront views, cultural attractions, and a diverse array of dining and shopping options. Residents enjoy easy access to world-class art galleries, theaters, and festivals that showcase the area’s rich artistic heritage. The nearby sandy beaches provide a perfect escape for sun-seekers and outdoor enthusiasts, while the city's parks and waterfront promenades promote an active, healthy lifestyle. With a strong sense of community and a dynamic atmosphere, downtown Sarasota is not just a place to live; it’s a lifestyle that embraces both relaxation and excitement.

One of the most popular communities provided by Michael Graf

4,252

# of Listings

2

Avg # of Bedrooms

$492

Avg. $ / Sq.Ft.

$870,672

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4252 Properties Found. Page 41 of 284.

Rare Income-Producing Portfolio on South Lido Key – 5 Turnkey STR Units
A rare opportunity to acquire a fully operating short-term rental portfolio on South Lido Key, one of Sarasota’s most coveted coastal markets. This offering includes five updated studio units within a boutique beachside community just steps from two direct beach access points and a short ride to St. Armands Circle.

Each unit is managed, actively listed, and consistently booked, delivering proven performance and strong guest demand year-round. These condos have a long track record as successful Airbnb rentals, with 2024 gross income averaging $38,470 per unit and portfolio-wide net income of $113,255 after HOA, taxes, utilities, and cleaning expenses. This is a cash-flowing, turnkey asset in a high-barrier-to-entry vacation rental market.

The property features a community pool and sliding glass access private patios for each unit, creating the indoor/outdoor lifestyle guests expect on Lido. Interiors have been updated over the years and show pride of ownership throughout. Major mechanical systems are in good condition, with recent A/C and hot water tank replacements across the portfolio for peace of mind.

Unit Renovation & Mechanical Summary:
• Unit 2 – Updated | AC ~4 yrs | WH < 6 yrs
• Unit 6 – Updated | AC ~4 yrs | WH < 6 yrs
• Unit 10 – Updated | AC ~2 yrs | WH < 6 yrs
• Unit 11 – Updated | AC ~3 yrs | WH < 3 yrs
• Unit 12 – Updated | AC ~2 yrs | WH < 3 yrs

This type of offering is rarely available — a multi-unit STR package on Lido Key with documented income history, repeat traveler base, and proven operational infrastructure already in place. Keep as a turnkey portfolio, self-manage, or explore value-add improvements and dynamic pricing to further enhance returns.

5 units. One unbeatable coastal investment. Opportunities like this do not come around often.

SARASOTA

170 ROOSEVELT DRIVE 6

None Beds

None Baths

1,470 Sq.Ft.

$1,600,000

MLS#: A4670924

Rare Half-Acre Development Opportunity in Gillespie Park | DTN-Zoned Corner Lot

Located in Sarasota’s vibrant Gillespie Park neighborhood, this combined half-acre corner site at 624 Goodrich Avenue and 1705 6th Street presents a unique opportunity for infill development in one of the city’s most sought-after downtown-adjacent districts.

The property is zoned DTN (Downtown Neighborhood), allowing for multi-unit residential or townhouse development by-right, with approval through the City of Sarasota’s administrative site plan review—no rezoning required. The zoning supports up to three stories (45 feet) in height and an approximate density of 12 units per acre, offering excellent flexibility for urban residential design.

Surrounded by mature streetscapes and walkable to downtown Sarasota’s dining, shopping, and cultural attractions, this site combines convenience with strong neighborhood appeal. Gillespie Park continues to attract attention for its mix of historic charm, new construction, and proximity to Sarasota Bay, The Bay Park, and Lido Beach.

This is a rare opportunity to design and build within a centrally located district that embodies Sarasota’s evolving urban lifestyle. All zoning, density, and development potential should be confirmed directly with the City of Sarasota Planning Department.

SARASOTA

1705 6TH STREET

None Beds

None Baths

0.28 acres

$1,600,000

MLS#: A4635694

Rare Half-Acre Development Opportunity in Gillespie Park | DTN-Zoned Corner Lot

Located in Sarasota’s vibrant Gillespie Park neighborhood, this combined half-acre corner site at 624 Goodrich Avenue and 1705 6th Street presents a unique opportunity for infill development in one of the city’s most sought-after downtown-adjacent districts.

The property is zoned DTN (Downtown Neighborhood), allowing for multi-unit residential or townhouse development by-right, with approval through the City of Sarasota’s administrative site plan review—no rezoning required. The zoning supports up to three stories (45 feet) in height and an approximate density of 12 units per acre, offering excellent flexibility for urban residential design.

Surrounded by mature streetscapes and walkable to downtown Sarasota’s dining, shopping, and cultural attractions, this site combines convenience with strong neighborhood appeal. Gillespie Park continues to attract attention for its mix of historic charm, new construction, and proximity to Sarasota Bay, The Bay Park, and Lido Beach.

This is a rare opportunity to design and build within a centrally located district that embodies Sarasota’s evolving urban lifestyle. All zoning, density, and development potential should be confirmed directly with the City of Sarasota Planning Department.

SARASOTA

1705 6TH STREET

None Beds

None Baths

1,369 Sq.Ft.

$1,600,000

MLS#: A4635909

#A4651049

SARASOTA

816 GOODRICH AVENUE

4 Beds

3 Baths

2,822 Sq.Ft.

$1,600,000

MLS#: A4651049

Downtown Sarasota | Boutique Five-Unit Investment Residence

Tucked quietly just beyond Sarasota’s Main Street energy, Delmar Apartments on 13th captures the essence of downtown living — walkable, timeless, and effortlessly stylish. This fully renovated five-unit multifamily property blends mid-century architecture with contemporary finishes, offering an investment that lives beautifully and performs efficiently.

Each of the four one-bedroom residences showcases curated interiors, full kitchens, and thoughtful design that balances form and function. The two-bedroom owner’s suite extends the charm — a residence of its own, complete with 1.5 baths, den (or third bedroom), and a light-filled bonus room ideal for work, guests, or creative pursuits.

Set within the City of Sarasota, Delmar Apartments falls under the city’s seven-day minimum rental regulation, allowing flexible use for short-term, seasonal, or annual leasing strategies. Each unit is fully furnished and turnkey, providing the rare combination of immediate utility and enduring appeal.

Amenities include covered parking, outdoor storage, on-site laundry, and a spacious shared patio perfect for entertaining or quiet evenings under the palm canopy. Located in Flood Zone X, this property requires no flood insurance — another layer of peace of mind.

Steps from Bayfront Park, Whole Foods, the Saturday Farmers Market, and the waterfront arts district, Delmar Apartments on 13th offers more than a sound investment — it’s a front-row seat to the Sarasota lifestyle.

SARASOTA

1236 13TH STREET

6 Beds

None Baths

4,402 Sq.Ft.

$1,600,000

MLS#: A4614669

Turnkey-furnished 8th-floor gem in Crystal Sands on Siesta Key! Renovated in 2022 with stunning Gulf views, custom wood beam ceilings, granite counters, laminate floors, and wind-rated glass. Designer kitchen with built-in banquet and seamless fridge/cabinet design. Both bedrooms feature walk-in closets; primary bath has dual sinks and luxe shower. Huge lanai for sunset views. This unit grossed $150K income (January 2024 through May 2025). Art Deco-style beachfront complex with pool on the beach. Trolley service up and down the key, providing rides to beaches, dining, and Siest Key Village.

SARASOTA

6300 MIDNIGHT PASS ROAD 809

2 Beds

2 Baths

1,471 Sq.Ft.

$1,600,000

MLS#: N6139568

Price reduced

Set among soaring palms in the heart of The Estates of Prestancia, this 4-bedroom, 3-bath residence combines timeless curb appeal with a thoughtfully reimagined interior. A circular paver drive leads to a double-door entry, where high ceilings and open sightlines immediately introduce the home’s seamless connection to the lanai, pool, and water views beyond. Spanning 3,669 square feet, the home blends modern upgrades with effortless livability. Porcelain tile runs throughout, complementing dramatic ceiling heights and expansive entertaining spaces. The formal living room is anchored by a striking 100" LED fireplace, while adjoining the dining area and family room, offering a natural open flow into the heart of the home, a custom kitchen by Sheldon Campbell. Designed with entertaining in mind, the kitchen features central and serving islands, abundant storage, wall oven and microwave, a paneled refrigerator, a mirrored backsplash, a wine refrigerator, and an airy dining space overlooking the pool. The split-plan primary suite offers a private retreat with lanai access, vaulted ceilings, and polished tile floors, alongside a spa-like bath with dual vanities, a frameless glass shower with rainfall and handheld sprayers, and a dedicated tankless water heater. A hidden-entry guest suite with lanai access and en-suite bath provides a unique private haven, while two additional guest bedrooms share a bright, well-appointed bath. An office with built-ins, a spacious laundry room, and ample storage complete the interior. Outdoors, a resort-style lanai invites year-round living with imported shell stone pavers, a heated saltwater pool, an elevated spa, a sundeck, and a fully equipped outdoor kitchen. Lush landscaping creates privacy, while updates, including impact glass, two newer HVAC systems, a generator, irrigation, and drainage upgrades, and fresh paint inside and out, ensure peace of mind. A side-entry two-car garage completes the offering. In Prestancia, residents enjoy optional TPC memberships with golf and social opportunities, plus convenient access to The Legacy Trail, Siesta Key Beach, downtown Sarasota, St. Armands Circle, and the barrier islands. Blending thoughtful renovations, custom details, and seamless indoor-outdoor living, this Prestancia estate offers a move-in-ready lifestyle in one of Sarasota’s premier gated golf communities.

SARASOTA

4177 ESCONDITO CIRCLE

4 Beds

3 Baths

4,747 Sq.Ft.

$1,600,000

MLS#: A4665115

#A4650292

SARASOTA

33 S PALM AVENUE 1602

2 Beds

2 Baths

1,683 Sq.Ft.

$1,599,000

MLS#: A4650292

Experience an elevated expression of downtown Sarasota luxury at Residence 1013 in Mark Sarasota, where contemporary elegance meets resort-style sophistication. Positioned on the sought-after 10th floor, regarded as one of the building’s most distinguished residential levels, this residence offers a refined sense of exclusivity shared by its discerning residents. In the heart of Sarasota’s dynamic cultural and coastal district, this exceptional home embodies modern design, subtle comfort, and the vibrant convenience of downtown living. The split floor plan features two bedrooms plus a den and two-and-a-half baths, spanning 1,577 heated square feet and 1,711 total square feet, including a covered terrace, optimally square in design, providing defined depth and width. The expansive outdoor living space feels secluded yet connected, among lush treetops with park-like views of Smithsonian-registered Mermaid Fountain in nearby Paul Thorpe Park, formerly known as Pineapple Park, offering shaded seating. Enjoy distant southern city vistas, westerly views of the tropical pool deck and glowing Sarasota Bay sunsets. The open-concept layout highlights soaring ceilings, floor-to-ceiling glass, 10-foot ceilings, distinctive, architectural grand-format porcelain tile flooring with a textured finish and exquisite designer finishes. A gourmet kitchen showcases an upgraded induction cooktop for fast, energy efficient cooking, imported custom cabinetry, stone countertops, a bespoke backsplash and premium stainless steel appliances, flowing effortlessly into radiant living and dining areas ideal for entertaining or quiet reflection. The southern-facing living room enjoys tranquil natural light without the need for shades and each bedroom adorns top-tier Silhouette blinds. The south and southwest orientation provides privacy, protection from wind and rain, as well as a quiet and serene ambiance. The primary en suite serves as a peaceful sanctuary with a spa-inspired bath, electrified mirrors with custom lighting, a spacious walk-in closet and a door that opens to direct terrace access. Two deeded VIP parking spaces, fully covered, centrally located, protected from the elements and are located just steps from the elevator. A generous climate-controlled storage unit in a secure room, where packages are safely held, adds exceptional convenience only steps down the hall. The fifth-floor amenity deck crowns Mark Sarasota with resort-style indulgence: a heated saltwater infinity pool, spa, fire-pit lounge, grilling pavilion, bar, club room with catering kitchen, billiards, newsroom, and a premier fitness center with yoga and spin studios equipped for virtual workouts. Beyond your door, experience the best of downtown Sarasota, from fine dining at Hyde Park Steakhouse, State Street Eating House, for more casual fare, Boca or Besos for tapas, to evenings at Sugar, Sarasota’s glamorous piano and champagne bar. Explore nearby luxury car dealership, galleries, salons, smoothies at Toastique, Bodybar Pilates and Ride Cycling Studio. Cultural treasures such as the Sarasota Opera House, Florida Studio Theatre, and Sarasota Art Museum are walking distance, while boaters will enjoy Marina Jack. Lido Beach is over the Ringling Bridge. With 24-hour concierge service, secure access, on-site management and a pet-friendly atmosphere, effortless grandeur unites luxury, convenience and Sarasota’s signature coastal charm in one unforgettable downtown address.

SARASOTA

111 S PINEAPPLE AVENUE 1013

2 Beds

2 Baths

1,711 Sq.Ft.

$1,599,000

MLS#: A4668818

Price reduced

Positioned on a premium south-facing lakefront homesite with tranquil water views, this exceptional residence in Lakewood Ranch Waterside combines luxury, comfort, and versatility in one of the area’s most desirable settings. The main level showcases a thoughtfully designed great room floor plan with soaring volume ceilings, crown molding, and custom coffered detailing, creating an open and inviting atmosphere. The kitchen serves as the heart of the home, featuring a large leathered quartz island with seating, a gas cooktop, stainless steel appliances, and an expansive walk-in pantry. Step outside to an impressive outdoor living space, where a saltwater pool and spa are perfectly screened with clear-view panels, maximizing the expansive lake views. The covered lanai offers generous space for both dining and lounging, creating an ideal environment for relaxation and entertaining. Inside, the primary suite offers a peaceful retreat with a walk-in shower, private water closet, and an oversized dressing room with custom organization. Two additional bedrooms and bathrooms on the main floor provide comfortable accommodations for family or guests, while the second level offers a spacious bonus room, fourth bedroom, and full bath—perfect for visitors, working from home, or recreation. Shoreview residents enjoy resort-style amenities including a clubhouse with pool, spa, indoor and outdoor bar, lakeside dock with kayak launch, tennis, pickleball, bocce, fitness center, fire pit, event lawn, and dog parks. Easy access to Water Taxi to Waterside Place where you can enjoy vibrant shops, restaurants, and events. This residence is also just minutes to Lakewood Ranch Main Street, University Town Center, I-75, highly-ranked schools, premier healthcare facilities, and the pristine white-sand beaches of the Gulf Coast.

SARASOTA

7889 MAINSAIL LANE

4 Beds

4 Baths

5,202 Sq.Ft.

$1,599,000

MLS#: A4663799

Elevate Your Lifestyle at Bay Plaza — A Rare Corner Gem in the Heart of Sarasota. Step into refined luxury with this expansive and elegant condominium in the highly coveted Bay Plaza. Perched on the 4th floor, this stunning corner residence offers sweeping views of the bay, marina, and downtown skyline — all from two private terraces above the treetops, creating a serene escape from the energy of the city below. One of the largest two-bedroom plus study layouts in the building, this residence enjoys an open and airy floor plan, with nearly 9-foot ceilings, impact-rated windows and sliders, and timeless architectural design by renowned Sarasota School architect Tim Seibert. Built in 1982, Bay Plaza blends classic elegance with modern comforts. A spacious foyer welcomes you into a 20' x 27' combined living and dining area, featuring warm oak wood floors and two sets of triple-glass sliders that open to a generous terrace — perfect for entertaining or watching the fireworks over the bay on the Fourth of July. The kitchen layout is designed for both function and flow and includes an abundance of counter and cabinet space. A separate laundry room offers extra storage and convenience. The two private terraces invite morning coffee or sunset cocktails surrounded by nature — a true luxury in downtown living. Bay Plaza offers an unmatched lifestyle with 5-star amenities, including: 24-hour valet parking & concierge (each with call button), Full-time on-site management and maintenance, Fitness center with locker rooms, sauna, and steam rooms, Lap pool, hot tub, EV charging stations, Elegant lobby with grand piano Media room, party/catering kitchen, card & board rooms, Seasonal and bike storage, Pet friendly. Located on exclusive Palm Avenue, you're just steps from Sarasota’s finest dining, boutique shopping, cultural attractions, and the waterfront. Walk the Ringling Bridge, join a Bayfront yoga class, or hop on the Bay Runner Trolley for a day at Lido Beach or a visit to St. Armands Circle. The building is impeccably maintained, and the association is known for being proactive and well-managed. Don't miss the opportunity to live in one of Sarasota’s most prestigious addresses — Bay Plaza — where luxury, location, and lifestyle come together seamlessly.

SARASOTA

1255 N GULFSTREAM AVENUE 408

2 Beds

2 Baths

2,372 Sq.Ft.

$1,599,000

MLS#: A4670428

#A4650059

SARASOTA

801 SEASCAPE PLACE

4 Beds

4 Baths

5,107 Sq.Ft.

$1,599,000

MLS#: A4650059

One or more photo(s) has been virtually staged. Siesta Key Waterfront Retreat – Walk to the Beach & Village! Ready for immediate enjoyment this winter, this 3-bedroom, 2-bath Key West–inspired home embodies the essence of the Siesta Key lifestyle—boating from your backyard and strolling to the powdery white sands and vibrant Siesta Key Village with its renowned dining, boutiques, and nightlife. Nestled on a quiet cul-de-sac, this canal-front retreat offers 100 feet of waterfront, a covered 5,000-lb boat lift, and direct access to the Intracoastal Waterway. The expansive outdoor living area invites relaxation and entertaining with a heated pool featuring a cascading stone waterfall, covered bar & and wide open fenced area surrounded by tropical landscape creating a private island ambiance. Inside, a neutral palate, high ceilings, and open layout feels light and airy. The white kitchen features granite countertops, stainless steel appliances, dual sinks, a center cooking island, and a breakfast bar perfect for casual dining. Warmth and character is further enhanced by a marble fireplace in the main living and dining areas. The primary suite offers a peaceful retreat with an ensuite bath, dual vanities, a walk-in shower, and a charming window seat. Guests & children have their own wing with a full bath and a convenient laundry room. Enjoy peace of mind with impact windows, hurricane-rated doors, and major upgrades including a metal roof, Trex decking, Nichiha siding, and reinforced lanai. Positioned at one of the highest elevations on the street, the home has never experienced flooding. And there’s an additional ground floor BONUS…a generously sized sunlit air-conditioned play & storage room! Whether you seek a seasonal escape, full-time residence, or high-performing vacation rental, this move-in-ready home has it all!

SARASOTA

521 CUMMINGS STREET

3 Beds

2 Baths

4,795 Sq.Ft.

$1,595,000

MLS#: A4667165

Welcome to Casa de Flores, a one-of-a-kind, Spanish Revival estate nestled in the coveted, west of the trail, Granada neighborhood. Built in the 1920s, this beautifully restored residence includes a main home with two bedrooms and two baths, plus two separate guest cottages. The pool house cottage offers two-story living with a private balcony overlooking the pool courtyard, evoking the charm of a secluded European inn—perfect for quiet mornings or relaxing evenings. The first level features a bedroom, and convenient laundry access. Upstairs, a bedroom and a full-service kitchen with dining area. The second guest cottage includes a bedroom, full bath, kitchenette, and a comfortable sitting area with views of the courtyard. These detached spaces are ideal for hosting in-laws, college or guests, and also work beautifully as a private home office, art studio, or creative retreat. At the heart of the main house is a thoughtfully updated chef’s kitchen with a 6-burner Dacor gas stove, double ovens, Sub-Zero refrigerator, and beautiful tile accents—designed to inspire culinary creativity. The home also offers a formal dining room, a comfortable family room, and a welcoming front living room. The primary bedroom is large enough for a king-sized bed, includes a walk-in closet, and has a separate sitting area or reading nook, currently adorned with a daybed. Architectural details such as a hand-carved wood door, a charming clawfoot bathtub, original parquet and tile floors, arched doorways, textured plaster walls, and built-in bookcases all contribute to the home’s Spanish Mediterranean character, blending old-world warmth with modern comfort. Outdoors, a charming front patio sets the tone for relaxed Florida living, while the private walled courtyard is a resort-like retreat with a heated pool and spa, lush tropical landscaping, and a trellis ideal for shaded dining. Ample parking ensures effortless hosting for family and friends. Roofs were replaced in 2021, and additional features such as a whole-house generator and hurricane shutters provide peace of mind for year-round living or seasonal enjoyment. Whether you envision a forever home, multi-generational compound, flexible live/work setup, or a high-performing Airbnb, Casa de Flores offers unmatched character and lifestyle versatility. With its prime location just minutes from world-renowned Siesta Key Beach and the charming boutiques and dining spots of Southside Village, you’ll enjoy the best of Sarasota’s coastal living. Experience the magic for yourself—take a personal tour today by enjoying the walk-through video - https://vimeo.com/1110461692

SARASOTA

3838 FLORES AVENUE

5 Beds

4 Baths

3,476 Sq.Ft.

$1,595,000

MLS#: A4661399

Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid concrete block construction for lasting durability, recent improvements include new UV purification in air-conditioning units, a new roof and fresh exterior paint. The well-designed floor plan offers four bedrooms and three baths, with a flowing open layout that connects the great room, dining area and kitchen beneath high ceilings filled with natural light. A private guest suite above the garage provides flexible space for multi-generational living, a studio or fitness retreat. Throughout the home, refined details like solid-wood cabinetry, deep-trimmed windows and fine millwork reflect craftsmanship and quality. The great room impresses with a two-story ceiling and fireplace, while the kitchen showcases shaker cabinetry, quartz countertops, a center island, stainless-steel appliances and a walk-in pantry. Living in Granada Park provides the ease of a lock-and-go lifestyle in a gated, established neighborhood. This pleasant haven is conveniently just .3 miles from Publix, .5 miles to CineBistro, 1.3 miles to Southside Village, two miles to Sarasota Memorial Hospital, 2.6 miles to downtown Sarasota and five miles to Siesta Key Beach. It’s the best of Sarasota living, wrapped in a maintenance-free, West of Trail lifestyle.

SARASOTA

1775 STAPLETON STREET

5 Beds

4 Baths

3,807 Sq.Ft.

$1,595,000

MLS#: A4670359

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