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Downtown Sarasota

One of the most popular communities provided by The Graf Group of Coldwell Banker

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 The Graf Group of Coldwell Banker

2,939

# of Listings

2

Avg # of Bedrooms

$667

Avg. $ / Sq.Ft.

$1,353,646

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

2939 Properties Found. Page 43 of 196.

Welcome to the home you've been waiting for! Your opportunity to own a fully updated island retreat pool home on world-famous Siesta Key. Imagine waking up minutes from powdery white quartz sand beaches, spending your afternoons poolside under the Florida sun, and ending your evenings with sunset walks along the water. This four-bedroom, three-bathroom home offers the flexibility, comfort, and lifestyle today’s buyers are looking for — whether as your primary residence, second home, or income-producing weekly rental.
Inside, the home has been completely updated and thoughtfully designed for modern coastal living. With three separate living room areas, there is space for everyone to gather, relax, and spread out comfortably. Whether hosting friends, accommodating extended family, or welcoming vacation guests, the multiple living spaces provide both connection and privacy — a rare and valuable feature in Siesta Key homes. Natural light fills the interiors, creating a bright and inviting atmosphere that reflects the relaxed elegance of island life.
Step outside to your new private pool and expansive outdoor living space designed for year-round enjoyment. Lounge poolside with morning coffee, host dinners, or unwind after a day at the beach. The seamless indoor-outdoor flow captures what Siesta Key living is all about.
One of the most compelling features of this property is the one-week minimum rental allowance — a highly sought-after benefit on Siesta Key. Weekly rental flexibility allows you to generate strong short-term rental income while still enjoying personal time in your island home. With Siesta Key consistently ranked among the top beaches in the world, demand for updated weekly rental properties remains strong throughout the year. Residents of this neighborhood also enjoy private access to a beach area on the Pass — a peaceful waterfront setting perfect for sunset strolls, kayaking, paddle boarding, fishing, or simply relaxing away from the main beach crowds. Located just minutes from Siesta Key Village, you are close to dining, boutique shopping, live music, and vibrant island culture. Downtown Sarasota, marinas, golf courses, and Sarasota-Bradenton International Airport are all within easy reach. Whether you are searching for your own Siesta Key escape, a turnkey beach home with a pool, or a high-performing weekly rental investment in Sarasota, 3360 Higel Avenue offers the rare combination of lifestyle, flexibility, and location in one of Florida’s most coveted coastal communities.

SARASOTA

3360 HIGEL AVENUE

4 Beds

3 Baths

2,006 Sq.Ft.

$1,549,000

MLS#: A4682008

One or more photo(s) has been virtually staged. Positioned in the heart of downtown Sarasota, 711 S Palm Avenue offers a rare blend of privacy, scale, and walkability along one of the city’s most desirable streets. Set just moments from the bayfront, marina, and Sarasota’s top dining and cultural destinations, this residence captures the essence of effortless downtown living. The home is thoughtfully designed with a layout that balances everyday comfort and entertaining, featuring light-filled living spaces, well-proportioned rooms, and a seamless connection between indoor and outdoor areas. Expansive windows invite natural light throughout, while carefully considered design elements create a sense of warmth and livability. The kitchen serves as the central gathering space, designed for both function and hosting, with ample storage, quality appliances, and an easy flow into the main living and dining areas. Private bedroom suites provide comfortable retreats, while the primary suite offers a quiet escape with generous proportions and a well-appointed bath. Outdoor spaces are equally inviting, offering room to relax or entertain while enjoying the energy of downtown just beyond. Whether as a full-time residence or seasonal retreat, the property presents a compelling opportunity to own in a location where everything Sarasota has to offer is just outside your door.

SARASOTA

711 S PALM AVENUE 302

3 Beds

3 Baths

1,815 Sq.Ft.

$1,525,000

MLS#: A4688989

Price reduced

NOW OFFERED AT A SIGNIFICANTLY IMPROVED PRICE, this is an outstanding opportunity to own a custom WEST-OF-TRAIL home in one of Sarasota's most desirable GATED COMMUNITIES. Soaring ceilings and an abundance of natural light define this spacious 4-bedroom, 4-bath residence, thoughtfully designed and custom built by the original owner for both everyday living and effortless entertaining. Rich Cypress siding, elegant crown molding, plantation shutters, and imported Italian porcelain tile add warmth, architectural refinement, and timeless style throughout the home. The open floor-plan creates a seamless flow between living spaces, while a striking floor-to-ceiling white brick wood-burning fireplace serves as a dramatic focal point in the great room. Clerestory windows and skylights enhance the bright, airy ambiance, and custom built-in cabinetry compliments the home's clean, coastal-inspired design. Step outside to a private pool with an inviting setting for relaxing or hosting guests. A flexible office/den provides the ideal space for working from home or enjoying a quiet retreat, while generously sized bedrooms ensure comfort and privacy for family and visitors alike. Located within The Landings, a highly sought-after and gated West-of-Trail community, residents enjoy a lush, park-like environment with mature landscaping, scenic walking trails, and access to the Intracoastal Waterway. Community amenities include a kayak launch, kayak racks (as available), and a fishing pier situated at the end of a scenic nature trail, perfect for embracing Sarasota's waterfront lifestyle. Optional membership to the Landings Racquet Club offers tennis courts, a fitness center, clubhouse, and a vibrant social calendar. Ideally situated just minutes from downtown Sarasota, fine dining, shopping, and the world-renowned beaches of Siesta Key, The Landings offers an exceptional blend of privacy, natural beauty, and active living.

SARASOTA

4937 LANDINGS COURT

4 Beds

4 Baths

3,504 Sq.Ft.

$1,525,000

MLS#: A4689027

Located in the dynamic Rosemary District, 420 Kumquat Court presents a compelling opportunity for investors and developers seeking position and flexibility in a downtown growth corridor. The property includes an existing triplex generating more than $5,000 per month in potential rental income, offering immediate cash flow while future development plans are evaluated.

Zoned Downtown Edge (DTE), the site allows for residential, commercial or mixed-use development. The property is adjacent to Villa Ballada, a newly constructed five-story mixed use condominium featuring 24 residences, reinforcing the area’s continued investment and redevelopment momentum.

An additional opportunity exists with the neighboring parcel to the south currently available. With a combined acquisition cost of $3,220,000, this option presents the potential for increased density, with the possibility to develop up to 24 residential units, subject to municipal approvals. The seller can also transfer plans for a seven-unit condominium project designed by award-winning Halflants + Pichette, providing a ready framework for development.

Positioned within approximately six blocks of more than 60 restaurants, Sarasota Farmers Market, Sarasota Bayfront, Whole Foods Market and Sarasota’s arts and theater district, the location supports strong walkability and long-term demand. The Bay Park, a 53-acre waterfront park, is approximately four blocks away, with additional access to Payne Park and Legacy Trail.

Connectivity is enhanced by the Bay Runner Trolley, offering service from downtown to St. Armands Circle and Lido Beach.

This offering combines current income with future development potential in one of Sarasota’s most active urban districts.

SARASOTA

420 KUMQUAT COURT

4 Beds

None Baths

1,824 Sq.Ft.

$1,525,000

MLS#: A4689791

Price reduced

#A4692327

SARASOTA

2215 HIBISCUS STREET

4 Beds

3 Baths

2,757 Sq.Ft.

$1,524,000

MLS#: A4692327

LOCATION LOCATION LOCATION! Sarasota's hottest zip code is Presenting a strong multifamily investment opportunity just minutes from Siesta Key, this 5-unit hotel/ motel property offers current income, flexible rental options, and long-term upside in one of Sarasota’s most desirable rental markets. Located in a non-flood zone approximately 4 miles from Siesta Key Beach, the property is well positioned for long-term tenants, seasonal rentals, or potential short-term rental strategies.

The building includes five 2-bedroom, 1-bath units, each offering broad tenant appeal and turnkey convenience. Long-term tenants are currently in place, while the property has the availability to hold a motel/hotel license, creating additional flexibility for future ownership and rental operations.

Investor-friendly features include individually metered utilities, public water and sewer, paved parking, no required flood insurance, and reported general liability insurance of approximately $460. Recent improvements include exterior paint in 2024, remodeled kitchens in Units 2, 3, and 4 in 2024, updated bathrooms, major plumbing replacement completed in 2009 and 2010, roof replacement in 2014, blown-in roof insulation.

The property also offers private amenities that help set it apart from typical multifamily options, including a heated and cooled swimming pool, screened patio room, and tropical outdoor space designed to enhance tenant or guest enjoyment.

With current income, multiple rental strategy options, turnkey units, and a prime Sarasota location near Siesta Key, this property is a compelling opportunity for investors seeking cash flow, flexibility, and long-term appreciation potential. Schedule your private showing today.

SARASOTA

4001 GROVELAND AVENUE

10 Beds

None Baths

4,291 Sq.Ft.

$1,500,000

MLS#: A4691652

Prime 1.72-Acre Lot – Centrally Located Near Sarasota, FL

Own 1.72 acres in a high-demand central location, just minutes from everything:

6 minutes to Sarasota-Bradenton International Airport (SRQ)

9 minutes to Indian Beach

Easy access to I-75

Surrounded by top-tier dining and shopping

This versatile property is ideal for commercial development — perfect for an office complex, medical clinic, or small warehouse. With its proximity to major highways, airports, and Sarasota’s growing business and residential areas, this lot offers excellent visibility and convenience.

Zoning and utilities ready.
Location = Opportunity.

SARASOTA

8405 LOUISIANA STREET

None Beds

None Baths

1,282 Sq.Ft.

$1,500,000

MLS#: TB8424799

#A4688782

SARASOTA

5618 BRITANNIA DRIVE

3 Beds

3 Baths

3,163 Sq.Ft.

$1,500,000

MLS#: A4688782

At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.

SARASOTA

1280 DOLPHIN BAY WAY 504

2 Beds

2 Baths

1,840 Sq.Ft.

$1,500,000

MLS#: A4686981

Prime property in a premier Sarasota location, just minutes from Downtown Sarasota and within easy walking distance to the vibrant Southside Village. This central, walkable parcel offers an ideal canvas for a custom home with open-plan living, lush outdoor spaces, and modern conveniences at your doorstep. Enjoy urban amenities—shops, dining, galleries, and cultural attractions—plus quick access to beaches, parks, and marina activity. A rare opportunity to secure a central, desirable lot in a growing market, with strong potential for appreciation and lifestyle convenience in one of Florida’s most sought-after neighborhoods.

SARASOTA

1740 S ORANGE AVENUE

None Beds

None Baths

0.34 acres

$1,500,000

MLS#: A4687499

Positioned along the tenth fairway within the gates of the highly coveted Prestancia Golf & Country Club, this exceptional contemporary residence offers a rare opportunity to embrace refined luxury and elite golf course living. Architectural drama unfolds through soaring vaulted ceilings, a grand cherry and mahogany staircase, custom Wenge wood accents, and curated marble and granite finishes, all illuminated by bespoke designer lighting that elevates the home’s elegant interior.

At the heart of the home, the gourmet kitchen is thoughtfully designed to cater to both everyday elegance and upscale entertaining. Overlooking a tranquil fountain and private courtyard, the space seamlessly connects indoor and outdoor living. Premium stone countertops, custom cabinetry, a Wolf gas range with double ovens and warming tray, a Grohe faucet, and a Fisher & Paykel dishwasher underscore the kitchen’s exceptional quality. Generous counter seating invites casual gatherings, while the adjacent walk-in catering room—currently styled as an elevated coffee bar with sink—adds a layer of convenience befitting luxury living.

The main living area is anchored by a dramatic 20-foot Jerusalem stone feature wall enveloping an electric fireplace, creating an atmosphere of warmth and architectural distinction. Floor-to-ceiling views of shimmering water features and manicured fairways provide a constant reminder of the home’s coveted golf course setting.

The primary suite serves as a private sanctuary, offering direct access to both the patio and a secluded courtyard retreat. The spa-inspired ensuite bath is designed for indulgence, featuring a deep soaking tub, walk-in shower with full-body system, dual vanities, a bidet, and a custom walk-in closet that balances elegance with functionality.

Guest accommodations are equally refined, with multiple en-suite bedrooms providing privacy and comfort. A flexible first-floor bonus room offers the ideal space for a private office or additional guest suite. Upstairs, guests may enjoy a secluded bedroom and bath, complemented by a gorgeous bonus lounge overlooking the main living area perfect for movie nights or entertaining, complete with a wet bar for evening cocktails.

Meticulously maintained, this residence is ideally located moments from Sarasota’s world-class dining, luxury shopping, and cultural attractions. Prestancia offers a premier country club lifestyle. Optional membership to TPC Prestancia Golf, Social and Sport provides championship golf. The association provides community pool conveniently located across the street. All these exclusive benefits make this home an exceptional offering for those seeking prestige, privacy, and an elevated club-centric way of life.

SARASOTA

7716 CLUB LANE

2 Beds

3 Baths

3,313 Sq.Ft.

$1,500,000

MLS#: A4679759

A Rare Piece of Sarasota History. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.

SARASOTA

941 VIRGINIA DRIVE

6 Beds

4 Baths

3,492 Sq.Ft.

$1,500,000

MLS#: A4684540

Best beachfront value on Siesta Key!!!
This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai.

The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more.

Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property.

While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty.

SARASOTA

6146 MIDNIGHT PASS ROAD 12S

2 Beds

2 Baths

1,204 Sq.Ft.

$1,500,000

MLS#: A4680754

Situated on 5 beautiful acres, this versatile Sarasota property offers the perfect combination of space, functionality, and country living while still being conveniently located. The property features a large barn/warehouse with soaring ceilings, easily accommodating RV parking and equipped with a car lift, making it ideal for hobbyists, car enthusiasts, contractors, or anyone needing significant workspace or storage.

In addition to the main home, the property includes a separate 1-bedroom in-law suite complete with a full kitchen, bathroom, living room, and its own laundry, providing excellent flexibility for guests, extended family, or potential rental income.

The main home is thoughtfully designed with the primary suite located on the ground floor, while additional bedrooms and a spacious upstairs playroom provide plenty of room for family and guests. The property is partially fenced and currently home to horses and cattle, and also includes a horse stall, making it well suited for equestrian or agricultural use.

Additional features include a well system and owned solar panels, helping keep monthly utility costs low.

With acreage, usable outbuildings, and a flexible layout, this property offers a rare opportunity to enjoy privacy, space, and functionality in Sarasota.

SARASOTA

16031 WINBURN DRIVE S

3 Beds

2 Baths

1,944 Sq.Ft.

$1,500,000

MLS#: A4685972

Discover the timeless allure of Indian Beach Sapphire Shores, one of Sarasota’s most captivating neighborhoods where history and modern living intertwine seamlessly. Established in the 1920s, this enchanting enclave exudes old-world charm while offering the vibrant lifestyle of a contemporary coastal community. Positioned perfectly between the glistening waters of Sarasota Bay and the bustling energy of downtown Sarasota, this neighborhood is where tranquility meets cultural sophistication. It's no wonder that John and Mable Ringling chose to make this neighborhood their home.
Here in Sapphire Shores, life effortlessly blends outdoor beauty with unmatched convenience. Just beyond your doorstep, the iconic John and Mable Ringling Museum invites you to explore world-class art, history, and the grandeur of John and Mable's iconic home, the Ca’ d’Zan mansion—a Mediterranean Revival masterpiece that embodies the area’s rich heritage. This property gives you the rare opportunity to bring the home back to its mid-century grandeur, or build anew, the home of your dreams, in the most iconic neighborhood in Sarasota. This property has been previewed by home builders and contractors, if you would like to speak with them regarding the home's possible potential. Imagine starting your day with a serene walk along the bayfront at Sapphire Shores Park or Indian Beach Bayfront Park, where panoramic water views and golden sunsets create a picture-perfect backdrop or grab a cup of coffee and take a stroll up to the Ringling Museum and gaze at their famed banyan trees.
This home is a major rehab with great character and good bones set on a lush .39 acre lot, with plenty of room for a pool. Stroll along the picturesque, tree-canopied Bay Shore Road, where majestic live oaks, sprawling banyans, and stately royal palms provide dappled shade. Despite its proximity to bustling U.S. 41, the area feels like an oasis, inviting you to explore its eminently walkable streets.
Indian Beach Sapphire Shores also boasts proximity to Sarasota's cultural gems, including theaters, galleries, and fine dining, while serene beaches like Lido Key and Longboat Key beckon just minutes away. Adding to the neighborhood’s vibrancy are renowned institutions like New College, USF Sarasota-Manatee, and the Ringling College of Art and Design, infusing the community with creativity and intellectual energy.
More than just a place to live, Indian Beach/Sapphire Shores offers a lifestyle of elegance, inspiration, and connection. Whether you’re drawn by its historic character, its artistic pulse, or the sheer beauty of Sarasota Bay, you’ll find yourself immersed in a neighborhood that truly has it all. Welcome to a place where every day feels extraordinary.

SARASOTA

5013 BAY SHORE ROAD

3 Beds

2 Baths

2,671 Sq.Ft.

$1,500,000

MLS#: A4685711

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