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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

3,386

# of Listings

2

Avg # of Bedrooms

$698

Avg. $ / Sq.Ft.

$1,383,398

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3386 Properties Found. Page 17 of 226.

#TB8447872

SARASOTA

2426 S TAMIAMI TRAIL

None Beds

None Baths

20,018 Sq.Ft.

$4,500,000

MLS#: TB8447872

Price reduced

SIESTA KEY INVESTMENT PROPERTY. Great location! Welcome to the Wildflower. Just steps from the #1 Beach in USA. Nestled within a tropical oasis, this charming 8 plex 4 ground level units and 4 second level units, with 8 parking spaces offers a unique blend of comfort and natural beauty. Surrounded by vibrant tropical flora, enter the common area courtyard centered around a sparkling heated pool, perfect for relaxing after a day at the beach. The courtyard backdrop includes a standing waterfall that offers the tranquil sounds of nature. A very unique detail to any outdoor living space. Adjacent from the pool are two screened communal areas. A game room, with tv, ping pong table, pool table, arcade & washer/dryers and restroom with shower. The second lanai has a sectional sitting area with tv, fire pit and sauna. Plenty of beach and pool accessories, noodles, rafts, beach chairs, carts, etc,. for guests to enjoy. There is also a dock, across the street that is included with the sale of the property. Ideal for kayak launching or fishing. The canal leads to the Siesta Key Grand Canal. The interiors are adorned with NEW modern finishes, appliances, and furnishings. Interior spaces can be combined by interior door. Each room has been eloquently decorated with a coastal theme. Guests can take leisurely strolls to Siesta Key Village shops, restaurants and entertainment. The free trolley stop is also around the corner. This turnkey property is in like NEW CONDITION and is the perfect investment opportunity. Schedule your showing to see this amazing slice of paradise.

SARASOTA

544 CANAL ROAD

8 Beds

None Baths

6,490 Sq.Ft.

$4,500,000

MLS#: A4657990

STUNNING ESTATE ON LIDO KEY!!! WELCOME TO YOUR COASTAL DREAM HOME!!! This 6 bedroom 5 1/2 bath property is TURNKEY FURNISHED, has an ELEVATOR to all levels, and boasts vaulted ceilings. The owner spared no expense when building this home. High end designer finishes and attention to detail are evident throughout. The master bedroom is a tranquil oasis and offers a private balcony providing breathtaking views. You will also find a large walk in closet and an oversized bathroom featuring double vanities, free standing bath tub, and a walk in shower. The additional four bedrooms are all en-suite and are laid out perfectly. The chef's kitchen has high end wood cabinets, quartz countertops, stainless steel appliances and a large center island. The great room floor plan is expansive and features high ceilings with wood beams. Step into your outdoor oasis with a private heated pool with a sun shelf, perfect for both kids and adults to soak up the Florida sun. A covered spa ensures year-round enjoyment. The expansive covered patio extends nearly the entire space beneath the home, ample bar-top seating, dining, TVs, and gaming areas, including a pool table and foosball. Convenience is key as you're just a short stroll to Lido Key Beach and or to St. Armand's Circle with wonderful shops and restaurants. With a 2-car garage and space for up to four cars in the driveway, you have ample parking options. This is the ultimate vacation home for you and your family. Currently a successful vacation rental with forward bookings in place.

SARASOTA

340 JACKSON DRIVE

6 Beds

5 Baths

3,470 Sq.Ft.

$4,500,000

MLS#: A4653979

Welcome to your dream home on Lido Key! This impressive 3-story residence offers a luxurious living experience with breathtaking water views from its private rooftop oasis. With 6 bedrooms, 6 full bathrooms, and 2 half-bathrooms spread across 3,914 square feet, this home is a masterpiece of modern design, boasting sleek clean lines, abundant natural light, and high-end finishes throughout. As you step into the grand entrance on the main floor, you'll be captivated by the open-concept layout and the panoramic wall-to-wall windows that showcase the stunning living, dining, and gourmet kitchen areas. The kitchen is a chef's delight, featuring stylish pendant lighting, gold accents, a massive island with a waterfall quartz countertop, and herringbone wood tile flooring. Top-of-the-line stainless steel appliances, double ovens, and elegant fixtures complete the sleek design. This home offers multiple dining options, perfect for entertaining. The open-concept dining area is ideal for indoor dining, while the adjacent lanai provides an al fresco experience where you can savor the warm sea breezes. For a more intimate setting, descend the stairs to your own tropical oasis. Surrounded by lush palm trees and greenery, this tranquil retreat features a sparkling heated pool and spa, creating a private resort-like experience. With 6 bedrooms and 6.5 bathrooms, this home provides ample space for your family and guests, each room more luxurious than the last, with unique features adding to the overall opulence. The master retreat, located between the 1st and 2nd levels, offers a serene escape. Relax in the deep soaker stand-alone bathtub while enjoying fantastic views, or pamper yourself in the en-suite bathroom with his and her custom-built vanity sinks, a large walk-in shower with designer tile and fixtures, a water closet, and a walk-in closet. This home also offers the rare convenience of a commercial elevator, allowing easy access to the next level, where you'll find four additional bedrooms, each with its own en-suite bathroom featuring porcelain tile in the bathrooms and wood tile flooring in the bedrooms. Gold accents and custom built-ins add to the beauty found throughout this floor. A full-sized laundry room with two stacked washers and dryers ensures convenience and efficiency. Ascend another flight of stairs, and you'll discover an additional bedroom, attached en-suite bathroom, and a half bath that lead to the spectacular rooftop deck. Enjoy stunning views of the Gulf, dine on the covered deck year-round, and relish in the Florida sunshine from multiple seating areas. Whether you're sunbathing, entertaining guests, playing a game of corn hole, or witnessing awe-inspiring sunsets, the possibilities are endless in this magical space. Located in the heart of desirable Lido Key, just steps away from one of Florida's most beautiful beaches and the renowned St. Armands Circle, this home offers easy access to fabulous dining and shopping. What's more, this neighborhood has no CDD fees or HOA restrictions, providing you with the freedom to truly enjoy the luxury of coastal living.Don't miss the opportunity to turn your dream into a reality. Embrace the true meaning of luxury living in this stunning Lido Key home.

SARASOTA

135 GRANT DRIVE

6 Beds

6 Baths

3,914 Sq.Ft.

$4,500,000

MLS#: A4649296

#N6141577

SARASOTA

3550 SARASOTA GOLF CLUB BOULEVARD

5 Beds

5 Baths

9,018 Sq.Ft.

$4,500,000

MLS#: N6141577

An extraordinary statement of modern coastal elegance, this custom waterfront residence built in 2018 is a masterclass in refined living, where architectural detail, craftsmanship, and setting converge in the coveted enclave of Siesta Cove. Framed by sweeping water views and constructed with hurricane-rated windows and doors, the residence offers both elevated design and enduring peace of mind. Spanning five bedrooms and six full bathrooms, the home is thoughtfully curated for effortless luxury. The primary en-suite retreat on the main level provides a private sanctuary, while light-filled interiors and tranquil water vistas create a seamless connection to the outdoors from nearly every room. The great room commands attention with intricate ceiling artistry, custom built-in shelving, and a sleek electric fireplace—an inviting yet dramatic centerpiece for both intimate evenings and grand entertaining. A temperature-controlled walk-in wine cellar and elegant wet bar elevate the experience further. At the heart of the home, the kitchen is a vision of light and sophistication, featuring new designer Cambria countertops (Wolf & Subzero appliances) including double ovens, built-in refrigerated drawer and a built-in freezer drawer, a generous walk-in pantry, and a welcoming eat-in layout complemented by an adjacent breakfast bar. Plantation shutters and discreet electric blinds throughout the home enhance the ambiance with effortless control of light and privacy. A richly appointed den or office behind French doors offers quiet refinement, while a sweeping staircase ascends to an upper level designed for both comfort and indulgence. Here, a spacious bonus room opens to a private screened balcony, ideal for sunrise reflections or sunset cocktails. Four additional bedrooms include three luxurious en-suite accommodations and a fourth with a dedicated full bath just beyond. One suite is distinguished by its own wet bar with refrigeration for morning coffee or evening refreshment, along with custom built-in closet drawers—an unexpected touch of indulgence. The outdoor living experience is nothing short of resort-caliber. A sparkling pool and spa, enhanced by a new electric pool heater, are complemented by an outdoor shower, built-in grill, and beverage cooler—creating a private oasis for entertaining under the stars. Boaters will appreciate the 39-foot private dock with water, electric, and lift, just moments (only 3 properties away) from the Intracoastal Waterway. Additional features include an elevator servicing all levels from the oversized three-car garage, abundant storage, a fully fenced yard, and lush, mature landscaping that envelops the property in privacy and beauty. Perfectly positioned near world-class beaches, upscale shopping, and fine dining, this exceptional Siesta Cove residence is more than a home—it is a lifestyle defined by grace, comfort, and uncompromising waterfront luxury.

SARASOTA

5326 SIESTA COVE DRIVE

5 Beds

6 Baths

4,435 Sq.Ft.

$4,499,000

MLS#: A4677992

Price reduced

#A4674568

SARASOTA

7340 PINE NEEDLE ROAD

4 Beds

4 Baths

3,780 Sq.Ft.

$4,495,000

MLS#: A4674568

#A4627178

SARASOTA

1802 FIELD ROAD

4 Beds

4 Baths

4,020 Sq.Ft.

$4,495,000

MLS#: A4627178

Price reduced

One or more photo(s) has been virtually staged. LOWEST PRICED NEW CONSTRUCTION WEST OF TRAIL HOSPITAL/SOUTHSIDE VILLAGE AREA! Truly a Coastal Classic Modern Masterpiece Located in One of the MOST Sought After Neighborhoods West of the Trail in Sarasota! This Gorgeous HARBOR ACRES Home is NOT your Typical Very Traditional Boring Florida Home! This Home was Built for the Discerning Buyer who Appreciates Modern Art and Design! Every Room is Unique and Designed with Attention to Detail and Gracefully Incorporates the Outside Indoors via Walls with Large Picture Windows. This Amazing Property Features: A MAIN HOUSE w/5 Bedrooms, 5.5 Baths, 2 Master Suites (Up & Down) both w/Zen-like 5-Piece Master Baths w/Whirlpool Soaking Tubs and Separate Showers; Fabulous Great Room w/Soaring Ceilings, Wall Fireplace and Sliders Looking Out to the Aqua Pool and Spa and Tropical Landscape; Extra Flex Room off Kitchen w/Built in Art Niche makes a Perfect Dining Room, Den/Office w/Built-ins, Fabulous Kitchen w/Separate Refrigerator, Freezer & Wine Refrigerator, Luxury Dacor Appliances, Quartz Counters, Designer Kitchen Cabinetry, Pantry, Eating Bar; Media Bonus Room w/Balcony, Laundry Room w/Storage, Open Glass Staircase to Upstairs, Elevator Shaft to All Floors, Porcelain Tile and Elegant Lighting Fixtures throughout, Bosch AC Units, 2 Balconies Upstairs, En-Suite Bedrooms, Powder Room w/Glass Art Sink, Impact Windows and Sliders w/Low E Glass, Oversized 2 Car Garage and an Oversized 1 Car Garage w/Electric Charging Stations, Smart Home w/Fully Integrated Wifi System, Covered Lanai w/Fully Equipped Out Door Kitchen and Fire Pit. A Detached CASITA GUEST HOUSE w/Separate Entrance, Full Bath, Kitchenette and One Bedroom overlooking the Pool Court Yard, Perfect for a Nanny, House Keeper, Teen, MIL or Pool Party Room. The Outdoor Features: Gorgeous 35 Foot Saltwater Pool w/Waterfall, Huge Sun Shelf and Hot Tub Spa; Lush Tropical Landscaping, Tiered Flower Planters, Low Maintenance Yard, Irrigation, Circular Driveway and Privacy Wall. Home was Built nearly 2 FT above the Flood Zone and does NOT Require Flood Insurance. This Never Before Been Lived in Home is Ready and Waiting for It's New Owner! Located just Minutes to Sarasota Memorial Hospital and Medical Center, Morton's Market, Downtown Sarasota, Shopping, Dining, St Armand's and the Best Beaches!

SARASOTA

1607 FLOWER DRIVE

5 Beds

6 Baths

4,769 Sq.Ft.

$4,490,000

MLS#: A4653737

#A4673373

SARASOTA

150 GRANT DRIVE

8 Beds

8 Baths

3,899 Sq.Ft.

$4,475,000

MLS#: A4673373

Located within Orchid Beach Club, the premier direct-beachfront building on the south end of Lido Beach, this expansive 3BR/3.5BA, 3,654-square-foot residence offers an exceptional blend of luxury, privacy, and coastal elegance. A private elevator lobby and double-door entry open to a light-filled floor plan designed for both everyday living and effortless entertaining. Main living areas feature soaring 10-foot ceilings, clean architectural lines, and generous wall space ideal for displaying artwork, all flowing seamlessly to the outdoors. The expansive beachfront terrace is a standout feature, showcasing unobstructed Gulf & sunset views and a built-in grill, perfect for al fresco dining, hosting guests, or just relaxing to the sound of the waves cascading on the shoreline. The gourmet kitchen is thoughtfully designed for culinary enthusiasts, offering a five-burner gas range, warming drawer, and spacious walk-in pantry. The primary suite serves as a peaceful retreat with a sitting area, wet bar, and sweeping panoramic views from Siesta Key to Longboat Key. Its spa-inspired bath includes dual vanities, a soaking tub with city views, an oversized walk-in shower with dual shower heads, and two private water closets. Two guest suites, each with en-suite baths, share access to a private terrace overlooking South Lido Park, with scenic vistas toward downtown Sarasota and St. Armands Circle, providing comfort, privacy, and memorable scenery. A rare and highly desirable offering, this residence includes a private two-car under-building garage just steps from the elevator with direct access to the unit, offering unmatched convenience, security, and ease of access rarely found in beachfront condominiums. Orchid Beach Club residents enjoy world-class amenities, including a 24-hour manned security gate, concierge services, and two elegant guest suites. Additional features include a heated beachfront pool and spa with private cabanas, a state-of-the-art fitness center with steam room and sauna, dedicated massage and treatment rooms, a social lounge with bar, fireside library, game room, and even an on-site dog run for that special pet. Just outside your door, you are moments from the sand and within walkable distance of South Lido Park and the Ted Sperling Nature Trail, while downtown Sarasota’s vibrant dining, arts, and culture are just around the bend. This exceptional residence offers a front-row Gulf Coast lifestyle, blending resort-style luxury with the tranquility of a private island enclave at one of Lido Beach’s most coveted addresses.

SARASOTA

2052 BENJAMIN FRANKLIN DRIVE D702

3 Beds

3 Baths

3,654 Sq.Ft.

$4,475,000

MLS#: A4672832

Recipient of eleven awards, including Residential Design and Build Design Excellence and Home of the Year by SRQ Magazine, this exceptional residence is the result of a thoughtful collaboration between Jonathan Parks Architect and Michael A. Gilkey Inc landscape designer. Located in one of Sarasota’s oldest and most established neighborhoods, the home seamlessly blends a traditional 1920s architectural vocabulary with a modern appreciation for simplicity and precision. The result is a sophisticated four-bedroom residence with a British Colonial sensibility—elegant, timeless, and thoughtfully designed for today’s lifestyle. Set on an unusually large 20,000-square-foot lot and located outside of any flood zone, the property offers a rare sense of space and privacy. An artistic pool and a series of designated outdoor living areas, framed by curated garden vignettes, complete this tranquil retreat. The striking foyer welcomes you with understated elegance, gleaming wood floors, and an immediate sense of refinement. Walls of glass define the main living spaces, filling the interior with natural light and highlighting the fireplace as a focal point. While the classic elements of a traditional home remain—stucco exterior, white roof, and ironwork details—the overall aesthetic is contemporary and quietly confident. Large windows and an open floor plan are designed to maximize light and create a seamless connection to the outdoors. A spacious screened patio offers an inviting setting for both relaxation and al fresco dining. Mature Mahoe trees, native to South Africa, line the exterior and rise gracefully to the level of the home’s high windows, enhancing privacy and serenity. The primary suite occupies its own private wing on the first floor, complete with a secluded courtyard, while an ensuite guest bedroom and office balance the opposite wing. Upstairs, two additional ensuite bedrooms each enjoy private balconies overlooking the lush grounds. Throughout the home, a Zen-like sense of peace and tranquility prevails—a true sanctuary of thoughtful design and quiet luxury.

SARASOTA

1729 CHEROKEE DRIVE

4 Beds

4 Baths

4,353 Sq.Ft.

$4,450,000

MLS#: A4682051

There is only one – Endless Summer. They say some homes are built, and others are dreamt into existence. More than a residence, this is a coastal heirloom designed as a reverie on Lido Key, where days stretch long and golden nights are spent under twinkling stars. Here, morning begins with salt-kissed air drifting through balconies that open like quiet invitations to the sea. Crafted with designer precision, nearly 3,300 square feet of refined interiors unfold in soft whites and warm golds. Quartz catches the light like sun on shallow water, balanced by warm woods and soft textures that echo the shore just beyond the walls. A perfect complement to the chef’s kitchen, the great room offers dining and living spaces where laughter and long meals linger. A second lounge area, the club space feels like a hidden chapter—where stories unfold over amber drinks, rain-softened afternoons, and the kind of company that never watches the clock. Each of the six suites offer a private retreat – like personal chapters in a story meant to be shared across generations. Outside, time slows. The saltwater pool shimmers like a private lagoon, complete with spa, sun shelf, and lush greenery that wraps the grounds in quiet seclusion. Covered terraces whisper of morning coffee and midnight talks, and above it all, a rooftop deck offers a front-row seat to the Gulf’s ever-changing poetry. A love letter to your legacy, this luxe sanctuary sits just moments from powder-soft white sands and the romantic St. Armands Circle, blending tranquility with world-class dining, boutique shopping, and the cultural intrigue of nearby Sarasota. For those who collect memories the way others collect assets, this is where the story is written and passed down through generations. More than a home, Endless Summer is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

SARASOTA

234 GRANT DRIVE

6 Beds

7 Baths

3,601 Sq.Ft.

$4,450,000

MLS#: A4668250

Experience coastal luxury at its finest in Siesta Key’s exclusive Cocoanut Bayou. This extraordinary waterfront estate spans 0.7 meticulously landscaped acres, adorned with mature Royal Palms and lush tropical vegetation, delivering a seamless blend of sophistication and island tranquility. Recently reimagined beyond expectations, the home introduces a striking new architectural design, including a roof, new Hardie board siding and new stucco plus three new AC systems. Go through the elegant entryway into luminous living spaces wrapped in panoramic waterfront views, framed by new impact-rated windows and doors. This five-bedroom home includes two designer-appointed primary suites that provide ultimate comfort for you and guests. Express your culinary talents in your show-stopping chef’s kitchen, featuring premium Thermador appliances, double dishwashers, dual sinks, wall and speed ovens, a 36-inch induction cooktop and a 48-inch built-in refrigerator. All appointed to inspire culinary artistry and effortless entertaining. The custom lounge bar with built-in bar refrigerator and icemaker is ideal for elegant gatherings or casual relaxation, all with captivating Bayou views. Awake to breathtaking sunrises over the water and unwind in your private oasis. The newly installed 2024 resort-style pool, architecturally shaded lounge with Cyprus wood-inlay ceiling and pre-wired space for a Jacuzzi invite outdoor enjoyment year-round. From the new pool deck to the expansive marine-grade dock, always cool on your feet, you’ll find two new boat lifts (12,000-pound and 20,000-pound capacity) for endless boating adventures. Take advantage of quick access to the open water and no fixed bridges. Or perhaps, kick back and just watch as an abundance of marine and wildlife frolic in your private sanctuary. With only 54 homes in the Coconut Bayou Association, exclusivity and privacy are built in. Enjoy gated private beach access across the street with a tiki hut for gatherings, sunbathing and a huge white sandy beach to enjoy front-row seats to Siesta Key’s world-famous sunsets. Welcome home to the ultimate in island living!

SARASOTA

225 LITTLE POND LANE

5 Beds

4 Baths

3,867 Sq.Ft.

$4,450,000

MLS#: A4668094

New construction without the wait and room to live beautifully. Welcome to the largest residence at The Evolution, a move-in-ready 5-bedroom, 5.5-bath home offering 3,527 square feet of refined interior space plus 562 square feet of private balcony living. Designed by Mark Sultana of DSDG, this residence lives like a single-family home, combining wide-open layouts with designer finishes, premium Wolf and Sub-Zero appliances, a built-in coffee station, wine fridge, and imported European cabinetry throughout. The oversized island and walk-in pantry make both everyday living and entertaining feel effortless. Engineered oil-rubbed hardwoods add warmth to the additional bedrooms, while the upgraded primary suite brings spa-like serenity with custom finishes and water views. A deeded 2-car private garage offers everyday convenience, while The Evolution’s boutique amenities include a rooftop lounge with spa and fireplace, resort-style pool, fitness studio, sauna, yoga room, and full-time concierge. Enjoy panoramic views of Sarasota Bay, the marina, and downtown, all just moments from shopping, dining, and the Gulf’s best beaches. If you’re ready for new construction that’s finished and flawless, let’s schedule your private tour today.

SARASOTA

111 GOLDEN GATE POINT 602

5 Beds

5 Baths

3,527 Sq.Ft.

$4,450,000

MLS#: A4674587

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