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Downtown Sarasota

One of the most popular communities provided by Michael Graf

Downtown Sarasota

About Downtown Sarasota

Living in downtown Sarasota, Florida offers a vibrant blend of urban sophistication and coastal charm. This lively neighborhood is known for its stunning bayfront views, cultural attractions, and a diverse array of dining and shopping options. Residents enjoy easy access to world-class art galleries, theaters, and festivals that showcase the area’s rich artistic heritage. The nearby sandy beaches provide a perfect escape for sun-seekers and outdoor enthusiasts, while the city's parks and waterfront promenades promote an active, healthy lifestyle. With a strong sense of community and a dynamic atmosphere, downtown Sarasota is not just a place to live; it’s a lifestyle that embraces both relaxation and excitement.
One of the most popular communities provided by Michael Graf
4,255
# of Listings
2
Avg # of Bedrooms
$476
Avg. $ / Sq.Ft.
$837,777
Med. List Price

Browse Downtown Sarasota Real Estate Listings

4255 Properties Found. Page 10 of 284.

New Construction. Come see this coastal Siesta Key home located on the Grand Canal.  The home is located on prime waterfront property with the best views of the Grand Canal, which provides easy access to the bay.  A boater's dream!  This three-level waterfront property offers the best in luxurious living, with four spacious bedrooms and four full baths and two half baths. Step inside the impressive front doors into the bright foyer which leads to the spacious great room, well-planned kitchen and bonus and/or dining room.  Take in the beautiful wide views of the Grand Canal from your gorgeous pool, spa and travertine deck or while cooking from your outdoor kitchen.  The first floor also features the primary bedroom, powder bath, and laundry room.  The beauty of the home is the open concept living area which allows for natural light to flow from large windows and slider throughout the space.  Located on the second floor are the second and third bedrooms each with their en suite bathroom.  On the third floor, you will find another master suite where you can enjoy more waterfront views from its balcony.  Enjoy your private den or office with walk in closet and mechanical storage closet.  This home is situated in a prime location, just moments away from the world-famous Siesta Key Beach, known for its pristine beaches and clear waters. Close enough to famous Siesta Key Village but still out of the hustle and bustle. Also this home is in walking distance to The Out of Door Academy.  Explore local dining and shopping or enjoy all the activities that Siesta Key living provides, fishing, boating, kayaking, walking, biking.  You can even golf cart to the Siesta Key Village.  Come see for yourself, this brand new residence and feel the Siesta Key life style.  This is an exceptional custom home with well appointed extra features that will give you the best, easiest coastal living in Sarasota.  Don't miss out on this home!
#A4620571

SARASOTA

4819 HIGEL ROAD

4 Beds

4 Baths

5,679 Sq.Ft.

$5,392,000

MLS#: A4620571

An architectural masterpiece reimagined for those with a passion for modernist living. The Ness House, named for its original owners who worked with architect Tim Seibert on a 1971 renovation, was originally built in 1961 using the innovative Lambo lithic poured concrete method developed by builder John Lambie Sr.—a pioneering example of Sarasota School of Architecture design. It features an advanced rainwater collection system and stays naturally cool with roof outlets and north-facing walls. Awarded historic designation in 2011, this waterfront retreat masterfully blends Seibert’s vision with modern, design-forward living, all in harmony with its lush subtropical setting. Set on nearly an acre with 135 feet along Heron Lagoon, the 4,006-square-foot home was meticulously renovated to enhance flow and entertaining. The minimalist yet inviting interior features large-format white tile floors, abundant skylights and seamless transitions between spaces. Clean lines, natural light and a strong connection to the outdoors define the living experience. The gallery-style foyer serves as a striking entry and an elegant space to showcase the home’s architecture and proficiency. Large solid wood and frosted glass sliding doors reveal a versatile space, currently a lounge but easily converted to an office or private guest room with its walk-in closet, floor-to-ceiling windows, built-in bookcase and separate entrance from the front door. Just beyond the private room and through the gallery, the home unfolds into the expansive family living area. The seating area, great room, and thoughtfully reimagined kitchen are designed for aesthetic appeal and everyday function. Outfitted with a Samsung induction cooktop, built-in oven and refrigerator, as well as an LG microwave, the kitchen’s minimalist composition is enhanced by a walk-in pantry featuring quartz countertops and concealed appliances, creating a seamless, gallery-like feel. A dramatic tiled counter-to-ceiling backsplash encloses an oversized picture view of nature, connecting interior life to the outdoors and beyond. The Florida room, wrapped in retractable glass, offers the ultimate flexibility—fully enclosed for intimate dinners or opened wide for breezy indoor-outdoor entertaining. The primary suite provides a tranquil sanctuary with designated seating, sleeping and dressing areas. The en-suite bath combines clean-lined surfaces with warm wood accents, stone countertops, a soaking tub, and a walk-in shower, creating a spa-like ambiance. Three well-appointed guest bedrooms include two with private courtyards, one features an en-suite bath, while the other two share a beautifully designed full bath. Designed for entertaining, the home’s open gathering spaces flow seamlessly to a striking outdoor setting with a covered kitchen, bar seating, grill, beverage area, spacious lounge and dining zones, and an open-air space for yoga, meditation or evening soirées. True to its roots in the Sarasota School’s philosophy, the feeling of being outside when inside the home is seamless. Native landscaping, shell-inlaid hardscape, and a one-of-a-kind Ipe wood treehouse are thoughtfully designed to withstand the test of time. In the gated Sanderling Club—a private enclave with 24-hour security, a private beach and marina access—The Ness House is a celebration of art, architecture and the Florida lifestyle at its most refined.
#A4653020

SARASOTA

7647 SANDERLING ROAD

4 Beds

3 Baths

5,178 Sq.Ft.

$5,300,000

MLS#: A4653020

Welcome to Seashell Esta, a stunning coastal retreat nestled in the heart of Siesta Key, offering the epitome of luxury living. Boasting 7 bedrooms and 7.5 baths, this brand-new home is turnkey furnished is only steps to the beach and offers an elevator. Step inside and discover a haven of sophistication, where chic, modern furnishings grace every corner. The private balconies and rooftop deck offer panoramic views of the gulf, setting the stage for unforgettable sunsets against the golden horizon. Meanwhile, the resort-style backyard beckons with its inviting ambiance, perfect for entertaining and relaxation alike. The layout of this multi-level home is both spacious and inviting. On the second floor, guests can gather in the great room, where the open-concept design seamlessly integrates the living room, gourmet kitchen, and dining area. Sink into the plush sofa while streaming your favorite shows, or join the family chef in the fully equipped kitchen, complete with state-of-the-art appliances and ample counter space for meal preparation. For more casual dining, the kitchen island offers seating for quick bites, while the generous dining table sets the scene for intimate family meals. Retreat to one of the 7 dreamy bedrooms, each offering its own slice of paradise. On the second level, three guest bedrooms feature king beds and ensuite bathrooms with luxurious step-in showers, promising a spa-like experience. Ascend to the third level to find the primary bedroom, adorned with serene hues, a king bed, and a private deck for moments of relaxation. The ensuite bathroom boasts a double vanity, a glass-enclosed step-in shower, and a walk-in closet. Adjacent to the primary bedroom, two additional guest bedrooms offer king beds and ensuite bathrooms with soothing step-in showers. The final bedroom features a full over full bunk bed and an ensuite bathroom with a tub/shower combo. Outside, the allure of Siesta Key awaits. Spend sun-soaked days on the sugary-sanded beaches of the Gulf, then return to your secluded oasis to cool off in the heated lagoon-style pool, unwind in the jetted spa, or test your putting skills on the green. Dine al fresco under the covered outdoor living space, grill up a family feast in the BBQ area, or explore the vibrant shopping and dining district at Siesta Key Village, just a minute's walk away. Embark on adventures aplenty, from kayaking and paddleboarding the intracoastal waterway to sunset cruises and charter fishing trips. With endless possibilities for fun and relaxation, your island escape at Seashell Esta promises memories to last a lifetime.
#A4649303

SARASOTA

89 AVENIDA MESSINA

7 Beds

7 Baths

6,040 Sq.Ft.

$5,250,000

MLS#: A4649303

Located in the sought-after Bay Point Park neighborhood, this 20,389± SF waterfront lot offers the opportunity to build a custom residence in a premier West of Trail setting. With 90 feet of frontage on deep, protected water where Hudson Bayou meets Sarasota Bay, the property provides direct boating access and captures panoramic views of Selby Gardens, the city skyline, the Ringling Bridge and open bay waters.
Recent site improvements include a newly constructed seawall and an engineered drainage system designed to channel rainwater directly into Hudson Bayou, helping maintain a dry, well-maintained property. These enhancements add long-term stability and readiness for development.
This prime location is just minutes from Downtown Sarasota, Southside Village, St. Armand's Circle, and the area’s renowned Gulf beaches. The property is offered with a build contract through Dynan Construction, providing two sets of building plans that can be used as-is or customized. Buyers also have the flexibility to work with their own architect or collaborate with Dynan’s design team to create a fully tailored residence. Based in Sarasota, Dynan Construction is known for delivering distinctive, turnkey homes and has completed numerous luxury properties in the immediate area, overseeing every stage from site preparation to final delivery.
#A4662152

SARASOTA

1521 BAY POINT DRIVE

None Beds

None Baths

0.47 acres

$5,250,000

MLS#: A4662152

Pre-Construction. To be built. Harbor Acres, Sarasota's ultimate neighborhood in downtown living. The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 3,970 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
#A4638291

SARASOTA

1519 HARBOR DRIVE

4 Beds

4 Baths

5,366 Sq.Ft.

$5,100,000

MLS#: A4638291

One or more photo(s) has been virtually staged. Pre-Construction. To be built. Open views of Sarasota Bay greet all who enter Residence #1003 in this 20-story Ritz-Carlton Residences tower in its prime waterfront location in the heart of Sarasota’s downtown cultural district. In this Residence C floor plan, the entry foyer, set on a diagonal, leads to the expansive great room featuring a full width of dramatic, large-scale windows and sliding glass doors that open to a deep private terrace. An open-plan kitchen with an adjacent walk-in butler’s pantry is particularly helpful when entertaining, while a den provides a quiet space from main living areas. Two guest suites with en-suite baths are set in their wing and open to a shared terrace with shimmering city views. The primary bedroom, which overlooks the bay, features two equally large walk-in closets and a spa-style bath with double vanity, and a wet room with a double shower and deep soaking bathtub. In The Ritz-Carlton global tradition of peerless service, this private residence will enjoy a dedicated on-site team that takes pride in anticipating every need and fulfilling every wish. A 24-hour dedicated staff and concierge, food and beverage services available from private, on-site service kitchen, dedicated 24-hour valet, housekeeping services and an impressive array of private amenities overlooking the sparkling yacht harbor. In addition to the exceptional private amenities and services available exclusively to our tower residents, membership in The Harbor Club provides access to nearly 20,000 square feet of amenities dedicated to socializing, health and wellness. There’s always more at The Ritz-Carlton Residences, Sarasota Bay.
#A4652949

SARASOTA

555 QUAY COMMON 1003

3 Beds

3 Baths

4,419 Sq.Ft.

$5,099,000

MLS#: A4652949

Host your family, friends, or dream vacations at this New Construction Luxury Beach House with Ocean Views on Siesta Key. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath luxury home with walking access to Turtle Beach. With 3,676 SF of thoughtfully designed space, this home offers breathtaking 360-degree ocean views, multiple outdoor patios and terraces, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. The expansive living space hosts plenty of flexible area for an office, gym, game room, or media room.

Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath.

Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining.

Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.
#A4649391

SARASOTA

8800 MIDNIGHT PASS ROAD

4 Beds

4 Baths

6,800 Sq.Ft.

$4,995,000

MLS#: A4649391

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!
#A4653737

SARASOTA

1607 FLOWER DRIVE

5 Beds

6 Baths

6,628 Sq.Ft.

$4,995,000

MLS#: A4653737

Under Construction. –A luxury, Coastal Contemporary Home on Siesta Key. Welcome to your future coastal retreat, brought to life by Heritage Builders, an award-winning custom home builder known for excellence in design and craftsmanship. This stunning two-level waterfront residence on Siesta Key offers the pinnacle of luxury living, with 4,132 square feet of thoughtfully designed space, four spacious bedrooms, and four and a half luxurious baths. Step through the open, light-filled foyer and into the grand room, where white oak wood floors, beamed ceilings, and smooth finish walls create an atmosphere of relaxed elegance. Enjoy serene views of the sparkling pool and the Grand Canal through expansive impact resistant 10' sliding glass doors that flood the space with natural light. As with every Heritage Builder's home, the main level includes a primary suite with spa-inspired bath and an ensuite guest bedroom—a hallmark of their commitment to convenience and comfort. The heart of the home is the open-concept living area, anchored by a gourmet kitchen and complemented by a cozy study, stylish powder bath, and a spacious utility room. An elevator ensures ease of access to the upper level.
Upstairs, discover a VIP suite complete with expansive balcony overlooking the Grand Canal—an elegant retreat for guests or owners alike. The second floor also features a versatile TV room perfect for movie nights, a fitness room or secondary study, and a custom wet bar for entertaining. The outdoors is your personal paradise. Take a dip in the sparkling pool and spa, lounge on one of the two deep balconies, and enjoy peaceful water views in every direction. Ideally located just minutes from world-renowned Siesta Key Beach, this home places you near pristine white sands, turquoise waters, and a vibrant coastal lifestyle filled with dining, shopping, boating, fishing, and paddleboarding.
Don't miss your chance to own this exceptional waterfront residence—experience coastal living at its finest and claim your own slice of paradise on Siesta Key.
#A4589732

SARASOTA

558 VENICE LANE

4 Beds

4 Baths

5,504 Sq.Ft.

$4,985,000

MLS#: A4589732

One or more photo(s) has been virtually staged. RARE OPPORTUNITY to purchase a mixed use building in the heart of Downtown Sarasota. This exceptional three-story mixed used building offers an unparalleled blend of luxury and convenience. With a prime location just steps from premier dining, shopping, and cultural attractions, this unique property invites you to embrace city living at its finest.
Constructed in 2000, the first floor welcomes visitors with a bright, coastal-inspired entrance, 
featuring luxury vinyl plank flooring in a light oak finish. This level includes a spacious open area with an abundance of natural light pouring in. This floor was previously a salon sitting 12 stations, 6 wash stations, 4 drying stations, along 
with 2 well-appointed bathrooms. The salon area has a state of the art mixing station, accented by high-end sleek dark tile. 
Upstairs, accessible by both staircase and elevator, you'll find 7 generously sized treatment rooms with plumbing,  2 additional bathrooms, a dedicated breakroom, and an office. One of the standout features is a unique room with a stunning wall crafted from Himalayan salt bricks, adding a luxurious and tranquil touch. The second floor also includes a naturally well lit break room that accommodates both the first and second floor. 
Ascend to the private penthouse on the 3rd Floor via the private access  elevator and discover a breathtaking four-bedroom residence designed for modern sophistication. The expansive open floor plan is accentuated by soaring ceilings and abundant natural light streaming through floor-to-ceiling windows.
The chef’s kitchen is a masterpiece, featuring a grand island, wine fridge, built-in oven and microwave, and a six-burner gas cooktop with a dedicated grilling area. A separate full-length wet bar and coffee station, complete with two dishwashers and ample storage makes this private residence perfect entertaining. The seamless flow between the dining and living areas—anchored by a soothing fireplace—creates a warm and inviting atmosphere. Step outside onto the private balcony off the kitchen, where city views provide a picturesque backdrop for dining and entertaining A space perfectly designed for gardening or grilling out with friends. A striking spiral staircase leads to the third-floor bedroom with an en-suite half-bath and its own rooftop terrace for a tranquil retreat. This space is currently being used as a short term rental.
The building offers two assigned covered parking spaces.
In addition to the building, the offering includes a 5,250 SF lot in close proximity for additional parking located at 1374 Fruitville Rd.  
This is a great opportunity for an owner occupier to run their dream business while living above.  
The building is being sold as vacant however the med spa on the 2nd floor would consider staying on a long term lease.
Schedule a private showing today to learn more about this opportunity!
#A4653927

SARASOTA

1345 2ND STREET

4 Beds

2 Baths

10,347 Sq.Ft.

$4,950,000

MLS#: A4653927

One-of-a-Kind Gulf-Front Luxury at Ten35 Seaside- 

Welcome to Unit #503, an exquisite, custom-designed Gulf-front residence at Ten35 Seaside on South Siesta Key. This one-of-a-kind unit has been thoughtfully reimagined with over $400,000 in bespoke upgrades, elevating it to a level of luxury and exclusivity rarely seen on the market.

From the moment you arrive, convenience and prestige take center stage—this residence includes two deeded parking spaces and one of just eleven private storage lockers in the building. Inside, every detail has been meticulously curated, with a reconfigured layout that maximizes breathtaking, unobstructed Gulf views. The residence is adorned with exquisite precious stone slabs, state-of-the-art AV and automation, and acoustic paneling, ensuring an immersive living experience that seamlessly blends style and function.

The chef’s kitchen is a true showpiece, featuring a backlit precious stone backsplash, high-end appliances, and custom cabinetry designed for both beauty and practicality. Whether preparing meals for intimate gatherings or grand entertaining, this space is as functional as it is stunning. The adjacent wet bar further enhances the home’s entertaining appeal, boasting custom shelving, a full-size Sub-Zero wine fridge, and a beverage cooler—the perfect setting to host in style.

The primary suite is a private Gulf-front retreat, offering panoramic Siesta Key views, a spacious walk-in closet, and an elegant en-suite bath with dual vanities and a large walk-in shower. Three additional guest suites provide luxurious accommodations, each designed for comfort, convenience, and privacy. Extending the home’s grandeur beyond its interiors, the expansive outdoor living area features a custom outdoor kitchen, making it an idyllic space for dining al fresco while enjoying the sights and sounds of the Gulf.

Beyond the residence itself, Ten35 Seaside offers an unparalleled resort-style lifestyle with exclusive amenities, including beach attendants to set up chairs and umbrellas for effortless relaxation, a Gulf-front pool with breathtaking water view, on-site rental program providing income potential, on-site property management for a stress-free ownership experience, fire pits, grilling areas, and a state-of-the-art fitness center.

A rare offering in one of Siesta Key’s most coveted addresses, Unit #503 is the pinnacle of Gulf-front luxury. With its exceptional customization, unmatched design, and breathtaking location, this is more than a residence—it’s a coastal masterpiece. Welcome home!
#A4639170

SARASOTA

1035 SEASIDE DRIVE 503

4 Beds

3 Baths

2,773 Sq.Ft.

$4,950,000

MLS#: A4639170

New price! Exclusive waterfront opportunity on Siesta Key. Discover the pinnacle of waterfront living with this gated, estate-sized 1.27-acre property located on highly coveted Bay Island at the desirable north end of Siesta Key. This exceptional property is a boater's paradise, offering 178 feet of sailboat (no bridges) waterfront with oversized dockage and unparalleled access to the Gulf of Mexico via deep boating waters through Big Pass.
The current main residence, storm-damaged and slated for demolition, presents a rare opportunity to design and build your dream coastal retreat on this expansive lot. Architectural plans for a stunning 5,000-square-foot coastal-contemporary residence are available, providing a seamless vision for this premier property. Meanwhile, a newly constructed, elevated guest house offers immediate accommodations, blending modern luxury with breathtaking views of the serene surroundings.
This estate also boasts a professional-grade tennis court for the sports enthusiast, an oversized dock and boat lift capable of accommodating larger vessels, and a separate kayak dock and jet ski dock, ensuring seamless enjoyment of the water. 
Situated just minutes from world-famous Siesta Beach and the mainland’s vibrant Sarasota lifestyle, this prime location offers the best of both worlds: the tranquility of island living and the convenience of world-class dining, shopping, and cultural amenities.
This is more than a property - it’s a canvas to create a legacy estate in one of Florida’s most sought-after waterfront enclaves.
#A4629840

SARASOTA

3460 FLAMINGO AVENUE

1 Beds

1 Baths

3,000 Sq.Ft.

$4,950,000

MLS#: A4629840

Welcome to 1364 Point Crisp, a breathtaking waterfront home on one of the most private and interesting streets on Siesta Key. With only seven homes on this secluded section of road, you’ll enjoy peace, quiet, and incredible views of Little Sarasota Bay and the Intracoastal Waterway. Watch sailboats glide by or fishermen return from a great day out in the Gulf. This home is a boater’s dream, featuring a 16,000# boat lift and a 10,000# personal watercraft lift not to mention a separate day dock and kayak Launch in the back yard. The heated saltwater pool was custom built and features a spacious deck, and plenty of room to entertain family and friends. Relax on one of the two large second-floor balconies with an outdoor grill area and roll-down screens—perfect for enjoying a glass of wine while watching the sunset. Other features include: a 100KW Kohler commercial backup generator powered by natural gas, Impact-rated doors and windows, well water for irrigation and city water access at multiple points, including the dock. Six climate-controlled garage spaces plus tons of extra storage on the first level, with easy access to the backyard and pool. Inside, with an elevator serving all levels of the home, you’ll find 4 spacious bedrooms, 5 full bathrooms, and a modern kitchen with a Sub-Zero refrigerator, Thermador induction cooktop, and GE Monogram appliances. The wet bar includes a beverage fridge and extra storage—perfect for entertaining. This home has been meticulously maintained and offers countless hidden conveniences that make life easier. Don’t miss your chance to own this incredible waterfront retreat!
#A4643388

SARASOTA

1364 POINT CRISP ROAD

4 Beds

5 Baths

8,734 Sq.Ft.

$4,950,000

MLS#: A4643388

New price! Exclusive waterfront opportunity on Siesta Key to build your waterfront estate. Discover the pinnacle of waterfront living with this gated, estate-sized 1.27-acre property on wonderful Bay Island at the desirable north end of Siesta Key. This exceptional property is a boater's paradise, offering 178 feet of sailboat with no bridges waterfront with oversized dockage and unparalleled access to the Gulf of Mexico via deep boating waters through Big Pass. The main residence, storm-damaged and slated for demolition, presents a rare opportunity to design and build your dream coastal retreat on this expansive lot. Architectural plans are available for a stunning 5,000-square-foot coastal-contemporary residence, providing a seamless vision for this premier property. A newly constructed, elevated guest house offers immediate accommodations, blending modern luxury with breathtaking views of the serene surroundings. This estate also boasts a professional-grade tennis court for the sports enthusiast, an oversized dock and boat lift capable of accommodating larger vessels, and a separate kayak dock and jet ski dock, ensuring seamless enjoyment of the water. Just minutes from world-famous Siesta Beach and the mainland’s vibrant Sarasota lifestyle, this prime location offers the best of both worlds such as the tranquility of island living and the convenience of world-class dining, shopping and cultural amenities. This is more than a property, it’s a canvas to create a legacy estate in one of Florida’s sought-after waterfront enclaves.
#A4633793

SARASOTA

3460 FLAMINGO AVENUE

None Beds

None Baths

1.28 acres

$4,950,000

MLS#: A4633793

Discover the ultimate in Florida coastal living at this stunning seven-bedroom, seven-bathroom luxury retreat, located just moments from the pristine sands of Siesta Key Beach. Perfectly designed for relaxation, entertainment, and upscale comfort, this expansive home is an exceptional blend of style, space, and convenience.
Step inside and be greeted by an open, airy floor plan infused with beachy elegance and high-end finishes throughout. The beautifully decorated interior boasts stylish furnishings, ensuring a stay that is both comfortable and luxurious. The gourmet kitchen equipped with top-of-the-line appliances, a large island and designer touches, flows seamlessly into the dining and living areas—creating an ideal space for entertaining family and friends.
Unwind in the spacious primary suite, which offers a serene retreat with a large walk-in shower, double vanity, and spa-like ambiance. Each of the additional six bedrooms is thoughtfully appointed with ensuite bathrooms, providing privacy and comfort for all guests.
Head outside to your private tropical oasis featuring a sparkling pool, rejuvenating spa, and plenty of lounge space to soak up the sun or relax in the shade. The covered patio area is perfect for outdoor dining and entertaining.
This home also includes practical features such as an elevator for easy access to all levels, a convenient stackable washer and dryer, and a spectacular rooftop balcony with views perfect for sunsets and stargazing.
Whether you’re looking for a high-performing vacation rental investment or a second home to enjoy the Florida lifestyle year-round, this exceptional property delivers it all. Life on Siesta Key feels like a permanent vacation. Just minutes from downtown Sarasota yet worlds away in ambiance, this barrier island is known for its laid back luxury, vibrant community, and stunning natural beauty. Don’t miss your chance to own a piece of paradise just minutes from the vibrant shops and restaurants of Siesta Key Village and the world-renowned beach.
#A4654000

SARASOTA

5219 CALLE MENORCA

7 Beds

7 Baths

5,528 Sq.Ft.

$4,900,000

MLS#: A4654000

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