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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

3,169

# of Listings

2

Avg # of Bedrooms

$671

Avg. $ / Sq.Ft.

$1,350,047

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

$1M - $3M

640 Properties Found. Page 24 of 43.

A rare opportunity to secure a build-ready homesite in one of Sarasota’s most iconic island locations. This 0.30-acre vacant lot is professionally cleared and ready for development, ideally positioned just steps from the energy and charm of St. Armands Circle.

Surrounded by world-class dining, boutique shopping, and vibrant coastal culture, this premier parcel places you at the center of the Sarasota lifestyle. Lido Beach’s sugar-white sands and turquoise waters are just moments away, while downtown Sarasota’s arts, dining, and waterfront attractions are a short drive over the Ringling Bridge. The location offers an exceptional blend of island living and everyday convenience.

This property provides the freedom to design a home that complements its distinguished surroundings.

Vacant land opportunities of this caliber in the heart of St. Armands are increasingly rare. Whether envisioned as a luxury primary residence, refined seasonal retreat, or long-term investment, this offering presents a unique chance to create something exceptional in a setting where prestige, walkability, and island living converge.

SARASOTA

130 N BLVD OF THE PRESIDENTS

None Beds

None Baths

0.3 acres

$1,500,000

MLS#: A4675641

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

Wake each morning to sweeping Gulf views and end each day with Sarasota’s legendary sunsets from this ninth-floor residence at L’Elegance on Lido Beach.

Positioned directly on the Gulf, this 2-bedroom, 2-bath residence offers 1,350 square feet of living space and an expansive Gulf-front terrace designed to capture panoramic water views and coastal breezes. The living area, primary suite, and guest bedroom all enjoy direct Gulf exposure—an exceptional feature that allows nearly every primary living space to capture breathtaking beachfront views.

What truly sets this residence apart is the rare opportunity already in motion. A full coastal-modern renovation was planned, with open permits in place and a contractor ready to begin. Renovation plans allow the next owner to move forward without typical delays while personalizing finishes.

Recent Sarasota County-led beach renourishment, completed just weeks ago, has significantly widened the shoreline, enhancing both the beauty and long-term stability of this Gulf-front setting.

Ideally located on the quiet south end of Lido Key, this residence enjoys a more private beachfront environment while remaining just moments from the renowned shopping and dining of St. Armands Circle and the cultural attractions of downtown Sarasota.

L’Elegance is one of Lido Key’s most sought-after beachfront communities, offering a 24-hour guarded entrance, resort-style Gulf-front pool and spa, newly updated fitness center with modern equipment, tennis courts, clubhouse, and private deeded beach access. The community is currently enhancing each residential floor with modern finishes, reflecting ongoing investment and pride of ownership throughout the building.

Whether envisioned as a refined seasonal escape or a full-time coastal residence, this property presents a rare opportunity to create a custom-designed Gulf-front home in one of Sarasota’s premier beachfront locations.

SARASOTA

1800 BENJAMIN FRANKLIN DRIVE A905

2 Beds

2 Baths

1,350 Sq.Ft.

$1,500,000

MLS#: A4692060

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

An unparalleled opportunity in Sarasota’s desirable Rosemary District! Discover .30 acres of prime, DTE-zoned real estate in the heart of Sarasota — a rare and remarkable offering poised at the corner of Blvd of the Arts and Orange Avenue. With two contiguous parcels, this corner property sits at the epicenter of one of Sarasota’s dynamic and culturally rich neighborhoods, the sought-after Rosemary District. Whether you envision a vibrant mixed-use development or a legacy investment, this location offers immediate value and long-term potential. You’re just moments from Sarasota’s most iconic destinations — Lido Beach, Siesta Key, Longboat Key and Anna Maria Island — along with the elegant shopping and dining of St. Armands Circle. Go outside and immerse yourself in a lifestyle defined by convenience and culture. Within this corridor, you will encounter charming galleries, theaters, vast array of restaurants, the iconic John Ringling Bridge and excitement of the Sarasota Farmers Market. Culture thrives here — from the Asolo Repertory Theatre to the Van Wezel Performing Arts Hall and the John & Mable Ringling Museum of Art. The soon-to-be-completed 50-acre Bay Sarasota Park will only amplify the lifestyle appeal of this one-of-a-kind property. Downtown Sarasota’s vibrant energy, art scene and culinary experiences are at your doorstep. This is more than a development site — it’s a rare chance to be part of the fabric of Sarasota’s future in one of the city’s vibrant and rapidly evolving neighborhoods. Look no further, the opportunity is now.

SARASOTA

1575 BLVD OF THE ARTS

None Beds

None Baths

0.3 acres

$1,500,000

MLS#: A4649157

A Rare Piece of Sarasota History with current income of over 167,000 / yr. 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

Nestled in the heart of Siesta Key, this home offers the perfect blend of relaxation and opportunity. Whether you're seeking a serene beach getaway, a vacation rental, or a full-time residence, this property checks all the boxes. The interior style will delight those who love mid-century modern decor! The home’s unique floor plan is flooded with natural light, creating a bright, inviting atmosphere throughout. A rare find, both the home and the garage are elevated, ensuring that all living spaces are conveniently located on a single level. This thoughtful design and high elevation (including the driveway) provide easy access to the pool and give peace of mind – no flooding in the house or garage from recent storms. As you step inside, soaring 12-foot ceilings greet you in the foyer and main living area, with expansive glass sliding doors framing the view of the pool. The floor plan includes 3 spacious bedrooms, plus a versatile mother-in-law suite. The primary bedroom boasts enough room for a separate sitting area and direct access to the pool, while the second bedroom also enjoys direct pool views and access. The dining room and fourth bedroom have been reconfigured to form a cozy mother-in-law suite, but the original layout could be easily reinstated. Outdoor living takes center stage in this tropical oasis, with a heated pool offering the perfect retreat. The oversized, 26-foot deep two-car garage provides ample space for your toys and beach gear. Recent updates include a tankless hot water system and a new pool heater installed in 2022. Whether you choose to update the home to suit your personal style or enjoy its current mid-centrury modern vibe, the possibilities are endless. Located in a tranquil, natural setting, this property can become your peaceful beach escape, a rental investment, or a combination of both. Currently being used for short term rentals with owner in residence. Just a short walk or bike ride to the renowned Siesta Key beaches, along with easy access to local dining, shopping, and nightlife. This is a rare opportunity you won’t want to miss!

SARASOTA

746 PLYMOUTH STREET

4 Beds

3 Baths

2,185 Sq.Ft.

$1,500,000

MLS#: A4639522

Price reduced

One or more photo(s) has been virtually staged. Charming Mid-Century Ranch on Saint Armands | Oversized Lot. Welcome to your slice of paradise on the coveted Saint Armands in Sarasota, Florida. This sturdy mid-century ranch home offers the perfect blend of timeless character and modern comfort. Situated on an oversized lot, this 3-bedroom, 2-bathroom residence provides ample space for relaxation, entertaining, or future expansion. Step inside to discover a natural light-filled floor plan with classic mid-century details and an inviting atmosphere. The generous living area with vaulted ceilings flows seamlessly, creating a warm, welcoming environment ideal for both everyday living and entertaining guests. Enjoy peace of mind with major updates already in place, including a newer roof (2021) and HVAC system (2023)—ensuring comfort and efficiency for years to come. Outside, the expansive yard offers endless possibilities—from 2 existing outdoor hot water showers to lush landscaping and outdoor dining spaces to room for a pool or garden oasis. Just a short stroll to the boutiques and dining of Saint Armands Circle and minutes to the pristine shores of Lido Beach, this home is perfectly positioned to enjoy the best of coastal Sarasota living. Don’t miss this rare opportunity to own a classic gem in one of Sarasota’s most desirable neighborhoods. Private showings available.

SARASOTA

130 N ADAMS DRIVE

3 Beds

2 Baths

1,894 Sq.Ft.

$1,500,000

MLS#: A4654087

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