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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

3,235

# of Listings

2

Avg # of Bedrooms

$671

Avg. $ / Sq.Ft.

$1,353,758

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

$1M - $3M

660 Properties Found. Page 11 of 44.

Pre-Construction. To be built. Welcome to this stunning 3,434 sq. ft. single-story residence, where modern luxury meets timeless Italian craftsmanship. Ideally located within Sarasota city limits, this property qualifies for weekly rentals—a rare and highly desirable feature that opens the door to significant income opportunities in one of the area’s most sought-after vacation rental markets. This 5-bedroom, 5.5-bathroom residence is designed with both style and functionality in mind. Showcasing imported Italian fixtures, custom cabinetry, and premium flooring throughout, every detail reflects Milano Homes’ signature quality and sophistication. The expansive open-concept kitchen and living area are perfect for entertaining, while floor-to-ceiling hurricane-rated windows and sliding glass doors bathe the space in natural light and create a seamless connection to the outdoors. Step outside to your private retreat featuring a sparkling pool, sun-soaked deck, and ample space for relaxation or entertaining under the Florida sky. Perfectly positioned just minutes from downtown Sarasota, residents and guests will enjoy easy access to boutique shopping, fine dining, award-winning beaches, the scenic Legacy Trail, and local parks with tennis and pickleball courts. Whether you’re looking for a full-time residence, seasonal escape, or an income-producing short-term rental, this home offers a rare opportunity to enjoy the Sarasota lifestyle while capitalizing on high-demand weekly rental potential. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.

SARASOTA

440 S LIME AVENUE

5 Beds

5 Baths

3,434 Sq.Ft.

$2,250,000

MLS#: A4666533

Under Construction. No expense has been spared in the construction of this luxurious new offering in the highly coveted Arlington Park Neighborhood! Featuring a solid block concrete exterior, aluminum impact windows, spray foam insulation, and a TPO roof to ensure your home LASTS; as well as tall ceilings, luxury vinyl plank and handpicked tile flooring, designer wood cabinets, walk-in closets, and premium quartz countertops to ensure that your home lasts…In Style! Another major bonus is the thoughtfully designed MIL suite above the garage, which offers flexibility to any buyer. It has its own private entrance, and is fully equipped with an en suite bathroom and kitchenette to be used as another bedroom, a guest suite for friends and family, or even supplementary rental income! Of course, the home is also paired with a gunite saltwater lounge pool, as well as professional fencing and landscaping to ensure your privacy. Centrally located a short drive or bike ride away from the restaurants and boutiques of downtown Sarasota, award-winning Siesta Key beaches, and several top-rated golf courses, you will be in the perfect location to take advantage of all the sun-soaked fun that Sarasota has to offer! Construction set to finish in April 2026. Don’t wait! Call and schedule your tour today for an exclusive builder walkthrough! Make every day in paradise count at 2079 Hibiscus!

SARASOTA

2079 HIBISCUS STREET

4 Beds

4 Baths

2,750 Sq.Ft.

$2,250,000

MLS#: A4672247

Spacious island living awaits in this beautifully maintained 5-bedroom, 3-bath furnished home on the coveted north end of Siesta Key, just steps from beach access No. 1, Shell Rd, on Big Pass and with convenient access to the Sarasota mainland. Fully gated and walled for privacy, the property is surrounded by lush tropical landscaping and offers the ideal blend of comfort, functionality, and a weekly rental. An oversized 3-car garage and large paver driveway provide plenty of space for vehicles, beach gear, and a golf cart—perfect for enjoying the Siesta Key lifestyle. Adding to its appeal, the home is built above base flood elevation, a valuable feature on Siesta Key. Inside, the large open floor plan is designed for entertaining, with 12-foot ceilings, crown molding, arched openings, and travertine flooring. The spacious kitchen features stainless steel appliances, oak cabinetry, and a breakfast nook overlooking the backyard oasis, while a separate dining area and large living room with a gas fireplace provide plenty of space to gather. French doors off the living room open to a large terrace overlooking the backyard oasis, while a second terrace off the side of the home offers a cozy, private spot to relax. The private main-floor primary suite offers direct terrace access, two walk-in closets, an oversized bedroom, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional large bedrooms and a full bath are also located on the first floor. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with a beverage fridge create an ideal retreat for visitors, while one of the bedrooms opens to a private terrace overlooking the backyard. Additional conveniences include multiple storage closets and a central vacuum system for easy maintenance. The backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen designed for entertaining, complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard provides a great space for dogs to roam. Ideally located, this property is just moments from world-renowned Siesta Key Beach and a short drive to downtown Sarasota’s celebrated restaurants, shopping, and cultural attractions. With three terraces, abundant indoor-outdoor living, strong weekly rental history, and a prime north Siesta Key location, this is an outstanding opportunity to enjoy the best of island living.

SARASOTA

3508 LA PALOMA AVENUE

5 Beds

3 Baths

3,195 Sq.Ft.

$2,250,000

MLS#: A4686192

One or more photo(s) has been virtually staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts to enjoy exploring the canals which lead out to the open waters of Sarasota Bay.

The heart of this distinguished home features an expansive open-concept main living area, chef's kitchen and spacious dining space, thoughtfully designed to accommodate family and guests while offering sweeping views of the sparkling pool and canal. The seamless flow of the layout and blending of the outdoor and indoor space creates an entertainer's paradise, perfect for culinary adventures and memorable gatherings.

Retreat to the luxurious primary bedroom, where panoramic canal vistas provide a serene backdrop for morning coffee or evening reflection. Unwind in the spa-like bathroom featuring a soaking tub, walk-in shower, dual vanities and frosted sliding glass doors to the outdoor shower. The SPLIT FLOORPLAN ensures ease and privacy for all. Bedroom 2 features an en-suite bathroom and long water views! Bedroom 3 has double doors and can be utilized as a den or office space if desired. Bedroom 4 has a private entrance with sliding glass doors overlooking the sunny front courtyard. This thoughtful layout offers many options for use of the generous space.

The coral stone tiled pool and lanai area transforms into your personal oasis, where gentle breezes dance across the water's surface, creating an atmosphere of pure indulgence after sun-soaked beach days. The fully fenced yard, greenspace, winding walkways, outdoor shower, 2 car garage with extended driveway and parking space complete this comfortable retreat.

The property's exceptional LOCATION places you moments (just .6mi) to the vibrant Siesta Village, where boutiques and acclaimed dining establishments await your discovery. (Just .7mi) to the nearest beach access! The main entrance to World-renowned Siesta Beach, celebrated for its powdery white sands and crystal-clear waters, beckons just over a mile away. This remarkable residence represents more than mere accommodation; it embodies a lifestyle where every detail has been carefully considered.

From the quality construction evident throughout to the thoughtful integration of indoor and outdoor living spaces, this home promises years of comfort in one of Sarasota's most coveted waterfront communities.

SARASOTA

5012 HIGEL AVENUE

4 Beds

3 Baths

3,541 Sq.Ft.

$2,249,000

MLS#: A4658844

Experience tranquility and peace of mind in Siesta Key! Located in the highly sought-after neighborhood of Siesta Cove, this 4-bedroom, 2.5-bath home has been meticulously maintained and generously updated. The current owners completed extensive renovations including a newly remodeled primary bathroom, a custom locally handcrafted iron front door, and stunning iron interior doors with switchable privacy glass in both full baths.

Peace of mind is paramount here: the home features new hurricane-rated windows, doors, skylights, and garage door. Further structural updates include a new flat roof connecting to the pool cage with new wood framing and super gutters. Additional upgrades include a conversion to a heated saltwater pool system, pre-wiring for security cameras, elegant alabaster chandeliers, a new Café dishwasher, and more. Situated at a high point on Siesta Key, this home experienced no flood water intrusion or damage during the historic 2024 hurricane season, with all improvements completed by the current owners prior to Hurricanes Helene and Milton.

The split-bedroom floor plan features pocket sliding doors throughout that practically vanish to offer seamless integration with the sprawling, travertine-floored screened lanai and pool—perfect for entertaining or filling the house with fresh Florida air. Mature tropical landscaping surrounds the home, accentuating the outdoor oasis while providing exceptional privacy. Inside, cathedral ceilings and skylights amplify the spacious, open atmosphere. From the kitchen’s quartz countertops, solid wood cabinetry, gas cooktop, and stainless appliances to the stunning granite-accented gas fireplace, every inch of this home exudes quality craftsmanship and luxury.

You will love the large laundry room, fully equipped with a sink and cabinetry matching the kitchen's high standards and aesthetic. The fourth bedroom is a private retreat located above the spacious, high-ceiling two-car garage; fully permitted by the current owners, it features its own mini-split system for comfort. Additional conveniences include a whole-home water softener, reverse osmosis kitchen filter, irrigation system, and outdoor shower. With glowing landscape lighting and the colorful Florida sky, this home is absolutely stunning at twilight. The icing on the cake is the location—just one mile from pristine beaches! Make an appointment today to experience the perfect balance of form and function in this incredible Siesta Key home.

SARASOTA

5361 SIESTA CT

4 Beds

2 Baths

2,774 Sq.Ft.

$2,249,000

MLS#: TB8455948

Welcome to The Mark, a contemporary residence in the heart of downtown Sarasota. This sixth-floor corner condominium spans 2,112 square feet of interior living space with an additional 170-square-foot terrace offering panoramic city views. The open-concept floor plan integrates the kitchen, dining, and living areas, all framed by 10-foot ceilings, motorized shades, ceiling fans, and custom porcelain tile flooring. The kitchen features an induction cooktop with a hood, a convection oven, a microwave, a tiled backsplash, an RO drinking water system, a French-door refrigerator with an ice and water dispenser, and a large island for entertaining. Each of the three bedrooms includes a private en-suite bath, with the primary suite offering two closets (including a walk-in), a ceiling fan, and a spa-inspired bath with dual vanities and a multi-head walk-in shower. A powder room, a dedicated laundry room with full-size appliances and cabinetry, and a den designed for work or leisure complete the interior. This 2019-built residence includes Cat-5 impact windows, Cat-5 ethernet wiring throughout and a secured storage space on the same floor. One reserved parking space is on the third level of the secured garage. The building is outside a designated flood zone. Amenities at The Mark include a 60-foot resort-style pool with an infinity edge, swim lane and full-length bench seating, a spa, two gas grills, a gas firepit with lounge seating, a fitness center with a spin/Pilates room, a clubroom with full bar, large TVs and a pool table, a business center and conference room for resident use. Residents benefit from 24/7/365 front desk staff, secured lobby access and overnight roving security. Enjoy immediate access to Sarasota’s renowned restaurants, shopping, arts venues and the harbor. The Mark, where downtown is downstairs.

SARASOTA

111 S PINEAPPLE AVENUE 601

3 Beds

3 Baths

2,112 Sq.Ft.

$2,249,000

MLS#: A4678825

One or more photo(s) has been virtually staged. Tucked beneath a canopy of mature trees in one of Sarasota’s most coveted neighborhoods, 1714 South Drive presents a rare opportunity to secure a prime homesite in Cherokee Park, West of the Trail and moments from the very best of Sarasota living. Set on a beautifully established lot with lush, mature landscaping, a paver driveway, and a combination of garage and carport parking, the property offers an immediate sense of privacy and presence. Inside, the home unfolds with a surprisingly expansive footprint and a floor plan that captures natural light throughout. A welcoming entry with a leaded stained-glass door opens to multiple living spaces, including a living room with a wood-burning fireplace, custom built-ins, and distinctive Saltillo tile flooring, alongside a light-filled family room wrapped in windows with views of the pool and direct access to the lanai. The dining room, positioned with a bay window overlooking the pool, connects seamlessly to the kitchen, which features granite countertops, glass-front cabinetry, a center island with cooktop, and a breakfast nook with access to a private side deck. The layout offers flexibility with multiple bedroom and office options, including a front bedroom or office with a wall of windows and an in-wall safe, and a private guest suite with its own bath showcasing vintage turquoise tile and retro detailing. A secondary guest bedroom includes built-in workspaces and shelving, ideal for dual office use or creative space. The primary suite is tucked privately toward the rear of the home, offering direct access to the lanai, abundant natural light, and a spacious bath with dual vanities, soaking tub, walk-in shower, and skylight above. Additional spaces include a bonus room off the garage with bedroom conversion potential, a pool bath, and a separate flex space off the lanai with wood-paneled walls and its own mini-split system, ideal for a studio, gym, or additional lounge. Outdoors, the home continues to deliver with an oversized, caged pool and covered lounging areas, surrounded by mature landscaping, stone walkways, and a fully fenced yard. An existing outdoor kitchen structure and multiple access points from the home create a true indoor-outdoor flow that aligns perfectly with Sarasota’s year-round lifestyle. What truly elevates this property is its location. Just moments from the shops and restaurants of Southside Village or downtown Sarasota’s waterfront, cultural venues, and marina. It is close to Sarasota Bay and just a short drive to Siesta Key’s north bridge. This is a setting that defines convenience and coastal luxury. Cherokee Park remains one of the most desirable addresses in Sarasota, and 1714 South Drive offers the rare combination of location, lot, and layout, an exceptional opportunity in the heart of Sarasota.

SARASOTA

1714 SOUTH DRIVE

4 Beds

4 Baths

3,105 Sq.Ft.

$2,245,000

MLS#: A4686448

#A4691044

SARASOTA

1111 RITZ CARLTON DRIVE 1205

2 Beds

2 Baths

2,011 Sq.Ft.

$2,245,000

MLS#: A4691044

Beaches, Boating & Bistros. This 3 bedroom, 3 bathroom home has it all. Beaches: Located on Palm Island, an Island on an Island only a 2-minute walk to the world-famous cool quartz sands of Siesta Beach (Beach Access #10). You can walk for miles along the sparkling Gulf waters and watch the dolphins play. Kick back on the white sand, go swimming in the clear water, or simply admire the sunset — it's up to you. Boating: Dock your boat at your back door and take a dip in your pool after spending your day on the water. Your private dock is equipped with a beamless 14,000 boatlift on the Grand Canal. Just a short boat ride to world class fishing and watersports. Bistros: You are less than a mile from Siesta Village, yet Palm Island is a secluded oasis accessed by a bridge. Siesta Village boasts a variety of world class restaurants and nightlife. The property is fully fenced with no homes on the other side of the canal. This private elevated Key West style home offers a great investment or a home for your family. Open floor plan with kitchen/dining/great room layout. Vaulted ceilings create a wonderful open feeling with sliders bringing in the outdoors. Lots of space for storage on the lower parking/storage area. Newer roof and HVAC.

SARASOTA

462 ISLAND CIRCLE

3 Beds

2 Baths

1,670 Sq.Ft.

$2,240,000

MLS#: A4641791

Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.

SARASOTA

8456 MIDNIGHT PASS ROAD

2 Beds

1 Baths

966 Sq.Ft.

$2,200,000

MLS#: TB8497342

Live ahead of the curve.

Canvas RADD is a modern condominium collection rooted in design, culture, and forward momentum, set inside Sarasota’s Rosemary Arts and Design District. This is where studios replace strip malls, mornings start at Project Coffee, afternoons reset at Shack Yoga, and the city feels alive again. Walkable, urban, and unapologetically modern, Canvas RADD sits at the edge of Downtown Sarasota, exactly where growth and creativity intersect.

The Sky Loft plan is 2,353 square feet, unfolding across three levels accesible by private elevator and a showpiece staircase. Offering 3 bedrooms and 3 baths designed around light, volume, and movement. High ceilings and expansive windows pull the outside in. Balconies layer in air and rhythm. Above it all, a private rooftop terrace and fourth-floor entertaining space becomes your vantage point, built for gatherings, sunsets, late nights, and watching the neighborhood evolve in real time.

The architecture is sharp and intentional. Clean lines. Modern materials. Spaces that feel collected, not conventional. Every home includes an oversized private garage, balancing urban energy with day-to-day ease, whether this is your year-round address, a strategic investment, or a quick creative escape.

Canvas RADD extends beyond private living. Residents have access to shared spaces designed for how you actually live now, including a fitness studio for daily resets and a conference room for focused work, creative sessions, or off-site energy without ever leaving the block.

From here, Sarasota opens up fast. Walk to the Sarasota Farmers Market on weekends. Explore dining and shopping throughout the Rosemary District. Catch a performance at Van Wezel Performing Arts Hall, experience concerts with the Sarasota Orchestra, enjoy evenings out at St. Armands Circle, and spend beach days just minutes away at Lido Beach.

SARASOTA

1343 4TH STREET 202

3 Beds

3 Baths

2,325 Sq.Ft.

$2,200,000

MLS#: TB8468784

Price reduced

#R4910990

SARASOTA

589 COMMONWEALTH LANE

4 Beds

2 Baths

2,073 Sq.Ft.

$2,200,000

MLS#: R4910990

This centrally located, five-parcel assemblage in Sarasota’s Park East neighborhood offers a rare redevelopment opportunity in an area experiencing ongoing growth. Totaling approximately 35,000 square feet (350 road frontage x 100) deep or (0.80 acres), the site currently includes five income-producing rental units bringing in a total of $8,250 per month. The property is also situated within an Opportunity Zone. Zoning allows for mixed-use development with ground-floor commercial and multifamily residential uses as well as hotel developments with ground-floor commercial. The property supports a base density of 25 units per acre, with the potential to achieve up to 100 units per acre through participation in the City of Sarasota’s Attainable Housing Density Bonus Program. Building heights of up to four stories are permitted under current zoning. The property is strategically located near downtown Sarasota, US-301, Fruitville Road, and I-75, offering convenient access to local employers, retail corridors, and regional transportation. Nearby recreational and cultural amenities include Bayfront Park, Payne Park, Gillespie Park, and the Rosemary District. Rental income provides holding revenue while entitlements and development planning are pursued. Buyer is responsible for verifying all zoning regulations, density bonuses, and development entitlements with the City of Sarasota.

SARASOTA

2050-2026 10TH

None Beds

None Baths

0.8 acres

$2,200,000

MLS#: TB8397724

Price reduced

Stunning direct Westerly water views of Sarasota Bay from every room, 3 bedrooms and 3 full baths, gourmet kitchen with new high-end appliances, private elevator/foyer, luxurious owner's suite with expansive covered balcony overlooking the water. Whether you seek a serene or active lifestyle, this beautiful home allows convenient access from one of the best locations in the city. Residents enjoy the building's own pool, theater room and gym, PLUS the luxury offerings of the Ritz-Carlton Hotel that includes 24-hour in-residence dining and membership availability to the Ritz Private Golf Club and Beach Club on Lido Beach. The building is walking distance to downtown Sarasota's vibrant and cultural amenities -- Marina Jack Park, Van Wezel Performing Arts Hall, The Bay, Opera House, ballet, orchestra, Selby Gardens, a vast variety of restaurants and shopping with St. Armands Circle and Lido Beach just over the causeway.

SARASOTA

35 WATERGATE DRIVE 1103

3 Beds

3 Baths

2,985 Sq.Ft.

$2,200,000

MLS#: A4643363

This centrally located, five-parcel assemblage in Sarasota’s Park East neighborhood offers
a rare redevelopment opportunity in an area experiencing ongoing growth. Totaling
approximately 35,000 square feet (350 road frontage x 100) deep or (0.80 acres), the site currently includes five income-
producing rental units bringing in a total of $8,250 per month. The property is also situated within an Opportunity Zone.
Zoning allows for mixed-use development with ground-floor commercial and multifamily
residential uses as well as hotel developments with ground-floor commercial. The
property supports a base density of 25 units per acre, with the potential to achieve up to
100 units per acre through participation in the City of Sarasota’s Attainable Housing
Density Bonus Program. Building heights of up to four stories are permitted under
current zoning.
The property is strategically located near downtown Sarasota, US-301, Fruitville Road, and
I-75, offering convenient access to local employers, retail corridors, and regional
transportation. Nearby recreational and cultural amenities include Bayfront Park, Payne
Park, Gillespie Park, and the Rosemary District.
Rental income provides holding revenue while entitlements and development planning
are pursued. Buyer is responsible for
verifying all zoning regulations, density bonuses, and development entitlements with the
City of Sarasota.

SARASOTA

2050-2026 10TH

8 Beds

None Baths

1,027 Sq.Ft.

$2,200,000

MLS#: TB8397140

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