Sarasota's Premier Homes

111 S PINEAPPLE AVENUE 1210

SARASOTA , FL 34236

MLS#: A4650791

$3,300,000

Status: Active
Listing number: A4650791
Listing provided by: COLDWELL BANKER REALTY
Listing agent phone: None
Last update: 18 days ago
On site: 3 months ago
Browse Properties
MARK SARASOTA CONDO - Residential

Property

Beds

3

Full Baths

3

1/2 Baths

1

Year Built

2019

Sq.Footage

2,803

Sky-High Sophistication in Downtown Sarasota...Discover the pinnacle of luxury living in this rare penthouse condo with 2,803 square feet of modern elegance with panoramic bay views in the heart of Downtown Sarasota. This 3-bedroom, 3.5-bath residence stuns with floor-to-ceiling windows, a dynamic open layout, and designer finishes throughout. The main living area is built for both luxury and comfort, with sweeping views and natural light that transform every sunset into a private spectacle. The chef’s kitchen features sleek European cabinetry, premium appliances, and an oversized island—ideal for entertaining or quiet evenings in. The primary suite is a true retreat, complete with a spa-caliber en-suite and unobstructed water views. Two additional bedrooms with privacy and style for guests or family. Step outside to a impressive 1,450-square-foot wraparound terrace—your private perch for al fresco dining, lounging, and stargazing. Just floors below, access the exclusive amenities for the building. Downtown Sarasota offers a vibrant mix of dining, shopping, and culture—steps from your sky-high sanctuary. This is more than a residence—it’s a lifestyle where city energy meets water view calm, and every evening ends with a front-row sunset.

Features & Amenities

Interior

  • Other Interior Features

    Elevator, Eat-in Kitchen, High Ceilings, Open Floorplan, Stone Counters, Walk-In Closet(s)

  • Total Bedrooms

    3

  • Bathrooms

    3

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central

  • Pet friendly

    Number Limit, Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Concrete, Stucco

  • Other Exterior Features

    Balcony

  • Parking

    Assigned, Covered, Electric Vehicle Charging Station(s), Guest, On Street, Basement, Attached

  • Patio and Porch Features

    Covered, Patio, Wrap Around

  • Pool

    Yes

  • Pool Features

    Gunite, Heated, Lap, Salt Water

  • Waterfront YN

    NO

  • View

    Water, City

Area & Lot

  • Property Type

    Residential

  • Property Sub Type

    Condominium

Price

  • Sales Price

    $3,300,000

  • Tax Amount

    38800.0

  • Sq. Footage

    2, 803

  • Price/SqFt

    $1,177

HOA

  • Association

    NO

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    Sarasota High

Property Features

  • Stories

    12

  • Association Amenities

    Clubhouse, Elevator(s), Fitness Center, Pool, Security, Spa/Hot Tub, Storage

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    1210

  • Water Source

    Public

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

Sarasota

Elementary School

Middle School

High School

Sarasota High

Listing Courtesy of Dyrk Dahl , COLDWELL BANKER REALTY

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent MichaelGraf

Business Coach | Executive Sales Associate | Realtor®

MichaelGraf

Call Michael today to schedule a private showing.

(941) 315-6980

michael@thegrafgroupvip.com


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
Sky-High Sophistication in Downtown Sarasota...Discover the pinnacle of luxury living in this rare penthouse condo with 2,803 square feet of modern elegance with panoramic bay views in the heart of Downtown Sarasota. This 3-bedroom, 3.5-bath residence stuns with floor-to-ceiling windows, a dynamic open layout, and designer finishes throughout. The main living area is built for both luxury and comfort, with sweeping views and natural light that transform every sunset into a private spectacle. The chef’s kitchen features sleek European cabinetry, premium appliances, and an oversized island—ideal for entertaining or quiet evenings in. The primary suite is a true retreat, complete with a spa-caliber en-suite and unobstructed water views. Two additional bedrooms with privacy and style for guests or family. Step outside to a impressive 1,450-square-foot wraparound terrace—your private perch for al fresco dining, lounging, and stargazing. Just floors below, access the exclusive amenities for the building. Downtown Sarasota offers a vibrant mix of dining, shopping, and culture—steps from your sky-high sanctuary. This is more than a residence—it’s a lifestyle where city energy meets water view calm, and every evening ends with a front-row sunset.

111 S PINEAPPLE AVENUE 1210

Message successfully sent.

What would you like to know?

Related Properties

New on site 2 days ago
Fully renovated British West Indies–style waterfront estate in the Coral Cove Community, where homes rarely come to market. Situated on a 0.59-acre corner lot across from the private neighborhood park and boat launch, this elevated residence offers peace of mind with NO flooding during recent hurricanes. Spanning over 5,000 sq. ft., the home was extensively renovated from 1999–2004 and again in 2023–2024, giving it an effective year built of 2009. Featuring 4 bedrooms and 3.5 baths, including dual primary suites on both floors, this property is designed for comfort and flexibility. The upper-level primary suite includes a spa-style bathroom with a freestanding tub, dual vanities, walk-in shower, and an oversized custom closet. The heart of the home is the chef’s kitchen, showcasing Café Series appliances, fluted designer range hood, Dolomite countertops, soft-close cabinetry, a waterfall-edge peninsula, and walk-in pantry. Seamless indoor-outdoor living is achieved through French doors opening to the pool, limestone deck, lush lawn, and a new dock with floating jet ski pad. Additional upgrades include impact-rated windows and doors, a new metal roof, two fireplaces, solid core interior doors, engineered hardwood flooring, and custom organized closets. Located just minutes from Siesta Key beaches, shopping, dining, and Sarasota’s cultural arts scene, this home offers the ultimate West of Trail lifestyle.
#A4664166

SARASOTA

1707 CARIBBEAN DRIVE

4 Beds

3 Baths

5,819 Sq.Ft.

$3,090,000

MLS#: A4664166

New on site 2 days ago
Loaded with over $800,000 of upgrades and extra options. Welcome to 3582 Recurve Circle, where luxury living reaches new heights in Hampton Lakes. This newly constructed estate epitomizes sophistication on a spacious 12-acre lot in a secure, gated community. An oversized, six-car garage offers ample space and convenience for the car enthusiast or collector. Enjoy unparalleled elegance and serenity, highlighted by stunning lake vistas and assurance of no flood insurance required. As you approach this magnificent home via the grand paver driveway, you'll immediately sense the ambiance of opulence and calm. The inviting open foyer, illuminated by natural light, features soaring ceilings and tallwindows that beautifully frame the picturesque outdoors. Elegance and comfort in every detail: The heart of this home is the expansive living room, showcasing a striking stone-accented electric fireplace and a wet bar with custom cabinetry, ideal for entertaining and relaxation. Expansive sliders open to panoramic lake vistas, leading to a sprawling outdoor lanai designed for effortless gatherings. This outdoor oasis features a panoramic screen, a self-cleaning saltwater heated pool, a spa, and a covered area ideal for entertaining and unwinding. The den/office, with double French doors, provides a secluded space for work or calls, conveniently near the owner’s suite. A culinary masterpiece: The gourmet kitchen is a chef’s dream, equipped with thick Cambria quartz countertops, an induction cooktop, under-counter microwave and a warming drawer. An adjoining butler’s pantry/wet bar with seating and a beverage cooler enhances the space, ideal for grand entertaining and intimate meals. The open-concept design seamlessly connects the kitchen to the spacious family room, fostering a sense of togetherness. Luxurious retreats: The primary suite serves as a luxurious sanctuary, featuring a spa-like bath with a jetted tub, large shower and dual vanities. The oversized walk-in closet 15-by-18 feet is thoughtfully designed with custom built-ins and cabinetry. A morning bar with a beverage cooler and a picture window adds convenience and elegance. Each of the three additional guest en suites are generously sized, featuring walk-in closets and private baths for enhanced privacy and comfort. Modern sophistication: The home’s modern design is highlighted by sleek lines, tasteful color palettes and large-format porcelain tile throughout, creating a cohesive and stylish ambiance. Additional premium features include impact windows and doors, high-volume tray ceilings with concealed accent lighting and intricate detailing, all contributing to the home’s custom features and comfortable atmosphere. Just 5 miles from the vibrant Waterside Place and Lakewood Ranch, with easy access to downtown Sarasota, this luxurious estate embodies a seamless blend of modern elegance and serene comfort. Experience refined private country living at its finest at 3582 Recurve Circle. Pictures were taken when house was staged. The house is currently not staged and vacant of furniture and decor.
#A4663999

SARASOTA

3582 RECURVE CIRCLE

4 Beds

4 Baths

6,454 Sq.Ft.

$2,690,000

MLS#: A4663999

New on site 2 days ago
Welcome to 10808 Leafwing Drive, a private 3.64-acre estate in Sarasota’s exclusive gated community, The Forest at Hi Hat Ranch. Designed and built in 2021, this custom-crafted residence—known as The David—is a rare opportunity to experience modern luxury seamlessly blended with the tranquility of nature. Every element of this home was thoughtfully designed to deliver sophistication, privacy, and the finest in Florida living. The main residence spans more than 5,500 square feet in total, with 3,352 square feet of air-conditioned living space centered around an open, airy floorplan. A dramatic 23-by-34-foot great room serves as the heart of the home, with soaring ceilings, a fireplace, and expansive glass doors that frame peaceful views of Lake Wood and the surrounding conservation land. The chef’s kitchen is equally impressive, featuring custom wood cabinetry, stone counters, top-tier appliances, walk-in pantry, and generous workspace for both everyday living and large-scale entertaining. There are a total of 4 bedrooms - 1 is currently used as an office which has an adjacent bathroom. The primary suite was designed as a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized walk-in shower, dual vanities, and a spacious custom closet. Two additional guest suites with walk-in closets and en suite baths lend comfort and privacy. A versatile study with its own walk-in closet provides flexibility as a home office, library, or additional bedroom. Enhancing the property’s versatility, a detached casita offers an additional 600 square feet with a private bath and kitchenette—perfect for extended family, long-term guests, or multigenerational living. Outdoor living takes center stage in this estate, with a heated saltwater pool featuring a sun shelf, fiber optic lighting, and an integrated spa. The expansive screened lanai with summer kitchen, outdoor dining, and multiple lounge areas creates a seamless indoor-outdoor lifestyle. Mature landscaping, irrigation system, and private fencing further enhance the serene setting. Additional features include a four-car garage with carport parking, golf cart and RV accommodations, storm protection, whole-house water filtration and reverse osmosis systems, and energy-efficient design throughout. Beyond the property, residents of The Forest at Hi Hat Ranch enjoy the rare combination of seclusion and convenience. Just minutes from downtown Sarasota, world-class beaches, fine dining, golf, and cultural venues, this estate provides both privacy and access to everything that makes Sarasota one of Florida’s most desirable destinations. 10808 Leafwing Drive is more than a residence—it is an estate of distinction that offers timeless craftsmanship, luxurious amenities, and an unparalleled Florida lifestyle.
#TB8409835

SARASOTA

10808 LEAFWING DRIVE

4 Beds

4 Baths

5,540 Sq.Ft.

$3,250,000

MLS#: TB8409835

New on site 2 days ago
A Rare Opportunity on North Siesta Key – 350 Feet of Waterfront! Discover this unique single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—is truly a boater’s and fisherman’s paradise, just steps from Shell Beach and its breathtaking sunsets. The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless. All this just minutes from world-famous Siesta Key Beach, The Village shopping, dining, and nightlife, and vibrant downtown Sarasota.
#A4662830

SARASOTA

300 GARDEN LANE

4 Beds

4 Baths

4,876 Sq.Ft.

$3,250,000

MLS#: A4662830

New on site 3 days ago
Enjoy spectacular ‘Big Lake’ Views from this Brand-New Luxury Home in Wild Blue at Waterside. Step into refined elegance with this expansive, never-lived-in home—just one month new—boasting over 4,200 square feet of luxury living on a rarely available oversized homesite. Perfectly positioned to capture panoramic lake views, this 4-bedroom/4.5 Bath home includes a dedicated office and an exercise room, all designed around a wide-open floorplan that effortlessly blends indoor and outdoor living. From the moment you arrive, the home’s impressive curb appeal stands out, featuring a paver driveway, a split 4-car garage, and a grand foyer entry with hardwood flooring that opens to a soaring decorative recessed ceiling with a stunning lakeview. Inside, custom architectural details abound, including a spectacular floor-to-ceiling ledgestone wall with a linear fireplace and custom built-in shelving and cabinets with underlighting that anchors the great room in modern sophistication. The gourmet kitchen is a chef’s dream, featuring a striking combination of stained and painted cabinetry, Skara Brae quartz countertops, a massive island, and top-of-the-line professional paneled appliances. Designed for both everyday comfort and sophisticated entertaining, the expansive great room opens directly to your private resort-style oasis with pocket sliding glass doors. The primary suite occupies its own private wing with two custom walk-in closets and a spa-like bathroom, with split vanities, and offering ultimate luxury and convenience. Step outside to your personal retreat—an entertainer’s paradise, complete with a luxurious pool and spa with sun shelf, a shaded covered lanai with a linear fireplace, and a fully outfitted summer kitchen ideal for alfresco dining and gatherings. Wild Blue delivers an unparalleled lifestyle in the heart of Lakewood Ranch, offering a rich array of world-class amenities. Outdoor enthusiasts will love the scenic walking trails, yoga lawn, and putting green, while sports lovers can take full advantage of the Midway Sports Complex—featuring eight pickleball courts, six tennis courts, and a professional-grade pro shop. The community also includes a dog park and playground, catering to every member of the family. The resort-style clubhouse is currently under construction and will feature concierge service, a private theater, state-of-the-art fitness studio, golf simulator, billiards room, and an expansive pool complex with not one but two resort-style pools. A full-service restaurant and patio bar are coming soon, elevating the social experience even further. Wild Blue is ideally located near The Mall at UTC, Lakewood Ranch Main Street, Waterside Place, and some of the area's top dining and shopping destinations, Wild Blue represents the pinnacle of luxury living in this Lakewood Ranch multi-generational community.
#A4664061

SARASOTA

1122 BLUE SHELL LOOP

4 Beds

4 Baths

5,477 Sq.Ft.

$3,700,000

MLS#: A4664061

Amazing opportunity to create your waterfront estate in Sapphire Shores, where history, culture, and growth meet. This 16,378 sq. ft. lot offers 87 feet of water frontage, a private dock, and direct access to Sarasota Bay. Positioned along a quiet shoreline, it overlooks an almost 900-foot-wide deep-water basin, providing both privacy and natural beauty. Sapphire Shores combines legacy estates, striking new builds, and proximity to cultural landmarks such as The Ringling Museum and Asolo Theatre. With the North Trails ongoing transformation, including new developments, zoning updates, Ringling Colleges expansion the neighborhood is emerging as a prime location for luxury residences. Whether for a custom estate or a speculative project, this is a rare chance to secure a large waterfront property in one of Sarasota's most dynamic luxury neighborhoods.
#A4662448

SARASOTA

377 S SHORE DRIVE

3 Beds

2 Baths

2,989 Sq.Ft.

$2,750,000

MLS#: A4662448

Welcome to Island House, your ultimate island retreat, tailor-made to host an unforgettable Siesta Key vacation. Nestled just minutes away from the renowned Siesta Beach and Siesta Key Village, this exquisite vacation haven is designed to offer you the perfect blend of comfort and luxury. With a private pool featuring an exhilarating waterslide and a separate guest suite, your every need is catered to. Island House boasts a total of seven bedrooms and six bathrooms, with six of those bedrooms found in the main house, and an additional bedroom in the private suite for those seeking extra privacy. The main house greets you with a spacious and inviting living area, creating a perfect gathering spot for you and your guests to relax and unwind after a day filled with adventure. Your family's culinary aficionado will revel in the fully equipped modern kitchen, adorned with coastal finishes and all the amenities you'll need for your culinary endeavors. Meals can be savored at the kitchen counter or in the adjacent casual dining area, which complements the elegant dining room seamlessly. Venture to the second floor, and you'll discover five of the seven bedrooms and four of the six bathrooms. The primary bedroom is your tranquil vacation sanctuary and features an ensuite bathroom. The second bedroom also offers an ensuite bathroom with a shower and tub combination. The third bedroom showcases cheerful coastal décor and a spacious closet. Meanwhile, the fourth and fifth bedrooms are thoughtfully designed to delight younger guests. On the main floor, you'll find the sixth bedroom, featuring ample closet space and utilizing the shared hallway bathroom with a stunning walk-in shower. For those guests seeking more privacy and personal space, the private suite is the perfect solution. It offers a separate entrance and includes a TV, a convenient mini fridge, and a luxurious ensuite bathroom featuring a shower and tub combination. Island House also beckons you to experience a private backyard oasis where the fun never ends. Zoom down the waterslide and make a splash in the private pool. After your adventures exploring Siesta Key, unwind in the hot tub and let it soothe you. Engage in enjoyable conversations with your guests at the outdoor dining area and savor delicious meals prepared on the grill. Whether you're seeking relaxation or excitement, Island House is ready to make your Siesta Key vacation truly extraordinary. THIS PROPERTY IS A SUCCESSFUL RENTAL PROPERTY WITH PROVEN RENTAL INCOME AND FORWARD BOOKINGS IN PLACE!
#A4661400

SARASOTA

344 CANAL ROAD

7 Beds

6 Baths

3,175 Sq.Ft.

$3,495,000

MLS#: A4661400

Welcome to The Founders Club, Sarasota’s premier gated golf community, where timeless design meets modern luxury. This stunning John Cannon–built estate, situated on nearly an acre, offers over 6,300 square feet of living space all on one floor with 4 bedrooms, 4.5 bathrooms, and a thoughtful single-level layout designed for both entertaining and everyday living. From the moment you arrive, the home’s circular drive, lush landscaping, and elegant architectural details set the stage for what lies inside. Step through grand double doors and into open, light-filled living spaces where soaring ceilings, crown molding, and refined finishes create a warm and inviting atmosphere. The heart of the home is the chef’s kitchen, featuring solid wood cabinetry, granite counters, built-in shelving, and a spacious open layout that flows seamlessly into the family room and casual dining area. A separate formal dining space and living room provide options for intimate gatherings or larger celebrations. The private primary suite is a true retreat with dual walk-in closets, a spa-like bath boasting a whirlpool tub, multiple shower heads, and stone counters. Three additional bedrooms each feature en suite baths, offering privacy and comfort for family and guests. A dedicated office, media room, and bonus/game room with wet bar provide flexible space for work, play, or relaxation. Outdoor living is equally impressive. Step out to a covered lanai with an outdoor kitchen and grilling area, overlooking a sparkling pool and spa. Surrounded by a private courtyard, this backyard oasis is perfect for year-round enjoyment. Additional highlights include a 4-car side-entry garage, gas fireplace, French doors, and energy-efficient features with FGBC Green Certification and new interior paint work. Residents of The Founders Club enjoy a private, guard-gated lifestyle with optional golf and country club membership, just minutes from downtown Sarasota, world-class beaches, and A-rated schools. This estate is a rare opportunity to experience luxury living in one of Sarasota’s most exclusive communities.
#A4662879

SARASOTA

3218 SIGNET COURT

4 Beds

4 Baths

8,681 Sq.Ft.

$3,495,000

MLS#: A4662879

Rare opportunity on prime boating water on Bay Isle. This property offers over one hundred feet of canal frontage, a composite dock, and three boat lifts, ensuring seamless access to the water with no bridges to the intracoastal and Robert's Bay. The location is perfectly situated between Siesta Key and Downtown Sarasota, allowing you to spend mornings at the beach and enjoy evenings exploring restaurants and cultural events. This property is zoned for mixed-use multi-family and spans just under half an acre. It presents an incredible chance to reimagine your new family waterfront compound, with ample room for a pool and space for everyone. Additionally, there's an updated two-bedroom, two-bath cottage on-site, perfect for living in while you oversee your transformation. The possibilities are endless!
#A4661294

SARASOTA

428 SIESTA DRIVE

2 Beds

2 Baths

2,163 Sq.Ft.

$3,200,000

MLS#: A4661294

LOCATION, LOCATION, LOCATION ON BEAUTIFUL SIESTA KEY!!! Experience the ultimate in coastal luxury with this stunning new construction home by the renowned Eason Builders Group. Located on the tranquil and exclusive Peacock Road, this four-bedroom, four-and-a-half-bathroom waterfront residence offers a harmonious blend of modern elegance, tropical beauty, and thoughtful design. Be welcomed by sophistication as you enter the great room, where an open floor plan features inviting seating area and expansive sliding doors that bring the tropical breeze inside. The chef-inspired kitchen boasts top-of-the-line appliances, a generous center island, and a bar area with a wine fridge, creating the perfect space for entertaining or preparing gourmet meals. This home’s well-thought-out design includes four spacious bedrooms, each with its own en-suite bathroom adorned with designer finishes, ensuring comfort and privacy for every guest. This property is being offered turnkey furnished, allowing you to move in and start enjoying this exquisite home immediately or continue to use as a successful rental property. Outside, your personal paradise awaits. Surrounded by lush tropical landscaping and breathtaking water views, the outdoor living area features a sparkling pool with a water slide, an in-ground spa, and expansive patios perfect for hosting or relaxing. While part of an architecturally stunning paired estate, this home offers the independence and feel of a standalone residence- perfect for refined coastal living. Located in the heart of Siesta Key, this home offers the ultimate convenience. Just minutes from the renowned Siesta Key Beach—or less than a 10-minute walk—you can enjoy the powdery white sand and turquoise waters with ease. The home is also close to local restaurants, marinas, boutique shopping, and Sarasota’s vibrant arts and culture scene. Whether you’re seeking a serene personal retreat or a lucrative investment property with weekly rentals allowed, this home delivers it all. Don’t miss this rare opportunity to own a piece of paradise where luxury, breathtaking views, and the Siesta Key lifestyle come together to create your perfect coastal haven.
#A4660324

SARASOTA

6532 PEACOCK ROAD

4 Beds

4 Baths

4,486 Sq.Ft.

$3,295,000

MLS#: A4660324

- property

Send a message

Message successfully sent.

Your message

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to receive some additional information on this specific property or similar properties?

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here