Longboat Key Listings

Some or all of the listings below are provided by the Longboat Key office.
$1,475,000 (USD)
Active

Longboat Key Area Condominium

Active

1445 Gulf Of Mexico Drive 304 Longboat Key, FL 34228

3 Bed
3 Baths
1859 sqft
MLS# A4663026
Timeless sophistication meets resort-style elegance in this fully renovated 3-bedroom residence at the coveted Players Club on Longboat Key. Ideally situated on the sought-after south end of the island, this home places you moments from the prestigious St. Regis Hotel, the Longboat Key Club, Publix, and the upscale dining, boutique shopping, and cultural attractions of St. Armands Circle and downtown Sarasota.
From the moment you enter, Gulf views and refined design elements set the tone. A complete interior transformation includes all-new flooring and doors throughout, freshly painted trim and doors, and upgraded Baldwin hardware and hinges. The expansive living area now showcases oversized marble tile, enhancing the natural light and coastal ambiance.
The kitchen has been reimagined with quartz countertops, new backsplash, sink, faucet, and cooktop, plus a more open layout created by a partial wall removal. A redesigned dry bar with new cabinetry and dual beverage coolers makes entertaining effortless.
Both guest and master suites have been thoughtfully upgraded. The guest bath features a new vanity faucet, mirror, sconces, shower glass, wallpaper removal, and polished nickel trim, while the guest bedroom’s bath is brightened with new lighting and fixtures. The primary suite serves as a private retreat with new floor tile, freshly painted walls, updated plumbing fixtures at the sinks, shower, and tub, custom California closets, and direct terrace access.
Additional updates include all new electrical, a new washer, a new HVAC system, and fresh quartz countertops throughout the kitchen and baths — giving buyers peace of mind and a truly move-in-ready experience.
Designed for effortless indoor-outdoor living, the living room, kitchen, and master bedroom all open onto a sprawling terrace, where sweeping views of lushly landscaped grounds and the sparkling Gulf of Mexico provide an inspiring backdrop.
Life at the Players Club is defined by luxury and leisure, with an impressive array of amenities including a newly renovated clubhouse with a state-of-the-art fitness center, library, catering kitchen, and both indoor and outdoor gathering spaces. Residents also enjoy four Har-Tru tennis courts with pickleball capabilities, a 70-foot heated saltwater pool and spa, beautifully maintained tropical grounds, deeded beach access, and the peace of mind of 24/7 gated security and on-site management.
This residence is being offered furnished (with a few personal exclusions) and includes under-building assigned parking, convenient bike racks, and a private storage closet just outside the front door.
With its comprehensive renovations, prime location, and access to premier resort-style amenities, this Players Club residence presents a rare opportunity to experience the very best of Longboat Key’s coastal lifestyle.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Mairead Smialek
$1,450,000 (USD)
Active

Sarasota Area Condominium

Active

1100 Benjamin Franklin Drive 603 Sarasota, FL 34236

2 Bed
2 Baths
1494 sqft
MLS# A4679104
Virtual Tour
BREATHTAKING, SWEEPING DIRECT GULF VIEWS set the stage for this spectacular corner, beachfront residence at the highly coveted Lido Surf & Sand. Perched on the 6th floor with a prized southwest exposure, this immaculate condo offers a front-row seat to Sarasota’s iconic turquoise waters and unforgettable sunsets—all you need to bring is your swimsuit.
From the moment you enter, your eyes are drawn to the Gulf, visible from nearly every room through floor-to-ceiling, high-impact sliding glass doors that bathe the home in natural light. This European-inspired residence features 2 bedrooms, 2 baths, and 1,494 square feet of thoughtfully designed living space, ideal for relaxed coastal living and effortless entertaining.
The pass-through kitchen enhances the open layout, allowing you to prepare meals and gather with guests while never losing sight of the water. The spacious great room is accented by white oak wood floors and elegant crown molding, beautifully framing the endless Gulf backdrop. The en-suite primary suite offers a walk-in closet and direct access to the expansive nearly 400-square-foot wraparound balcony, recently resurfaced with modern oversized tile—an idyllic setting for year-round sunset views. The inviting guest suite is also en-suite and includes its own walk-in closet.
Lido Surf & Sand delivers true resort-style living with a newly built Gulf-front heated pool and spa, poolside BBQ area, fitness center, shuffleboard, and a soon-to-be-completed social room. Additional conveniences include in-unit laundry, assigned covered parking, and a private storage unit. Enjoy direct access to the recently refurbished white-sand beach—perfect for morning walks, dolphin watching, and evening strolls. Just steps away, the nearby Rosewood Residences and adjacent protected nature preserve offer kayaking, paddleboarding, fishing, and scenic nature trails.
Located minutes from walkable distance to St. Armands Circle’s upscale boutiques and acclaimed dining, and a short drive to downtown Sarasota’s vibrant arts, culture, and world-class restaurants, this is beachfront living at its finest—effortless, elegant, and unmistakably Florida.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Nathalie Nolander
$1,449,000 (USD)
Pending

Sarasota Area Single Family Home

Pending

310 S Osprey Avenue Sarasota, FL 34236

3 Bed
3 Baths
1842 sqft
MLS# A4671855
Virtual Tour
Own a piece of Sarasota history, the sought-after Frederickson Home - a 1939 bungalow in Laurel Park. Meticulously and completely restored in 2022 to preserve its historic charm while incorporating modern luxury. Originally hand-built from old Florida pine by master craftsmen, this historically designated home underwent an extensive renovation, including a new foundation, plumbing, electrical wiring, HVAC, and roof. The original windows were fully restored by artisans from Wood Window Makeover – School of Window Craft. The main house features two bedrooms, two bathrooms, a family room, and a sunroom, with the primary suite offering an en suite bath. A professionally designed eat-in kitchen, screened back porch, and water softener system add to the home’s functionality and style. Enhancing the property is a newly constructed detached twostory accessory dwelling, completed in 2023. Built to hurricane-rated standards, it includes a climate-controlled two-car garage with epoxy floors, an EV charger, a home gym, a workshop, and ample storage. The second-floor one-bedroom, one-bath apartment with a full kitchen and walk-in closet is perfect for guests, a home office, or rental income. Thoughtful details, such as windows trimmed with historic salvaged pine, ensure the addition seamlessly blends with the original home. Located outside the flood zone, this private retreat is secured by a gated six-foot privacy fence and features a secluded yard and patio. Just blocks from downtown Sarasota, enjoy easy access to top restaurants, the Farmers Market, Selby Gardens, Payne Park, and the Legacy Trail. This is a rare opportunity to own a historically designated home, beautifully restored for modern living.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Ackerman
$1,395,000 (USD)
Pending

Osprey Area Condominium

Pending

393 N Point Road 801 Osprey, FL 34229

3 Bed
3 Baths
3029 sqft
MLS# A4626382
Rare in every way, this 3 bedroom, 3 bath penthouse, with private two car garage, is only one of six units in Meridian that enjoys this incredible floor plan. The elegant interior is punctuated by SPECTACULAR VIEWS. This residence provides everything you could desire for a luxury lifestyle in Coastal Florida. A former model, it has been lovingly maintained, and beautifully updated. From the moment you step off your private elevator you will be struck by how spacious and bright this unit is. Ten foot floor-to-ceiling windows and sliding doors let the light in and highlight the beautiful floors. The spacious master bedroom has two large closets, and a gorgeous marble bathroom. Everywhere you look you will find features that you will love, granite kitchen, formal dining room, plantation shutters, ceiling fans, electric hurricane shutters, and of course the piece de resistance, the drop dead gorgeous views of Sarasota Bay, and beyond to the Gulf. The sunsets here are what dreams are made of. OFFERED FURNISHED, this condo needs nothing but for you to move in and make it your home sweet home. Mandatory membership in The Oaks, Sarasota finest golf and country club, provides you with all the amenities you could want to compliment your beautiful abode; two championship golf courses, a top tier tennis program with 12 HAR-TRU courts, including 4 lighted, a WellFit health and fitness facility, and a wide range of recreational, social and dining options. Additionally, Meridian residents have exclusive use of their own pool and workout room.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Steve Abbe
$1,395,000 (USD)
Active

Longboat Key Area Condominium

Active

2301 Gulf Of Mexico Drive 101N Longboat Key, FL 34228

2 Bed
2 Baths
1235 sqft
MLS# A4671549
Virtual Tour
FULLY RENOVATED - Set high on the 10th floor with direct Gulf and beachfront vistas, this 2BR, 2BA residence in the Islander Club offers a front-row seat to a breathtaking panorama on Longboat Key. From the moment you step through the foyer, the horizon opens wide, unveiling sweeping blues and azures that stretch up the shoreline and out to the Gulf. Diagonal tile floors and neutral tones create a soft, calming backdrop that allows the views to take center stage, while floor-to-ceiling sliders in every room invite natural light and warm Gulf breezes inside. The beautifully renovated kitchen feels timeless and ahead of its era, featuring white shaker cabinetry with glass panel accents, stone countertops, stainless-steel appliances, white tile backsplash, recessed lighting and a generous breakfast bar that connects seamlessly to the living area. A wall of sliders opens to the terrace, where the Gulf becomes an extension of your living space. Both bedrooms offer terrace access and stunning floor-to-ceiling windows, making each space feel bright, airy and connected to the beauty outside. Each suite includes its own full bath, creating comfort and privacy for owners and guests alike. A continuous terrace spans the full length of the residence, allowing you to step out from any room and enjoy the Gulf’s shifting colors, uninterrupted breezes and nightly sunsets. Set in a prime mid-key location, Islander Club elevates the beachfront lifestyle with outstanding amenities, including a beachfront pool, tennis courts, updated clubhouse, new fitness center, library, billiards room and secure gated entry. All of it sits just steps from the sand and a short drive from the shopping, dining and cultural attractions of St. Armands Circle and downtown Sarasota.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Bruce Myer
$1,395,000 (USD)
Active

Longboat Key Area Condominium

Active

1485 Gulf Of Mexico Drive 303 Longboat Key, FL 34228

2 Bed
3 Baths
1569 sqft
MLS# A4679674
Virtual Tour
Coastal elegance meets effortless island living at The Player’s Club on Longboat Key. This 2-bedroom, 2.5-bath Gulf-front residence located in building #1 offers direct Gulf views from the private balcony, where nightly sunsets paint the sky in unforgettable color, your front-row seat to paradise. Located in a guard-gated, low-density community with 560 feet of private beachfront, this property delivers rare privacy and an elevated coastal lifestyle. Beach chairs, tables, and umbrellas are provided, making it easy to step outside and enjoy the sand shoreline just moments from your door. The residence offers both elevator and stair access, one assigned covered parking space under the building and convenient guest parking. Owners enjoy resort-style amenities including in ground salt water pool and spa, tennis and pickleball courts, a library and a clubhouse with indoor and outdoor kitchen spaces, perfect for entertaining or relaxing after a day on the water. Ideally positioned on coveted Gulf of Mexico Drive, this prime location places you steps from the St. Regis, minutes to Publix and the world-class dining and shopping of St. Armands Circle. Whether as a full-time residence, seasonal escape or investment opportunity, this condo offers the very best of Longboat Key living- private, serene, and undeniably beautiful. A rare opportunity to own a Gulf-front condo in one of Longboat Key’s most desirable beachfront communities.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Rinat Sikdar
$1,375,000 (USD)
Active

Bradenton Area Single Family Home

Active

5238 Title Row Drive Bradenton, FL 34210

3 Bed
3 Baths
2454 sqft
MLS# A4679220
Virtual Tour
Step into this stunning custom residence in the highly sought after Legends Bay community, where quality construction and thoughtful design come together beautifully. Built by Gibraltar, this home enjoys showcases refined craftsmanship at every turn.
Expansive 12-foot ceilings, elegant tray accents, impact pocketing sliders, and transom windows fill the main living spaces with soft, natural light. Overlooking a peaceful lake, the home offers 3 bedrooms plus a den and a seamless blend of indoor comfort and outdoor enjoyment. Wide plank hardwood flooring, detailed millwork, crown molding, and designer LED fixtures elevate the home’s timeless style.
The chef’s kitchen is both functional and impressive, featuring premium appliances, natural stone countertops, and an oversized island ideal for gatherings. A floor to ceiling walk in pantry adds exceptional storage.
The owner’s suite is a private retreat with serene water views, a spa inspired bath with a soaking tub and walk in shower, and an expansive custom closet. The den provides flexible space for an office, media room, OR quiet lounge.
Outdoors, enjoy a heated pool and spa with smart controls, a covered lanai, and a convenient pool bath—perfect for year round Florida living. The home also includes impact-rated windows and doors and is elevated well above sea level for added peace of mind.
Additional upgrades include oversized garage storage cabinets, automated ceiling mounted storage racks, and an expanded paver driveway accommodating a third vehicle.
Residents of Legends Bay enjoy a lakeside community pool, clubhouse, walking trail, and fishing pier. The HOA includes lawn care and cable/internet. With IMG Golf & Country Club (golf cart friendly), IMG Academy, and the beaches of Anna Maria Island and Longboat Key just minutes away, this home offers an exceptional lifestyle in an unbeatable location.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Peter Snyder
$1,375,000 (USD)
Active

Sarasota Area Condominium

Active

5300 Ocean Boulevard 301 Sarasota, FL 34242

2 Bed
2 Baths
1446 sqft
MLS# A4679017
Virtual Tour
The ultimate beach condo with sunrise and sunset and 270-degree views. Priceless. This beachy 1,446 square-foot 2-bedroom 2-bath with den corner residence offers a unique sunny, oversized corner, south-facing wraparound balcony with views of the beach, Gulf of Mexico and pool. Priceless. The unusual 1,130 square foot terrace adds extra space and is very special for romantic alfresco dining, a large space for entertaining family and friends, special parties, kid's play space, Florida sunning and more, which is not available in other condos. From this incredible Siesta Key location you just walk out to the sugar-white sands of #1 Siesta Key beach for a relaxing swim in the azure-blue Gulf of Mexico or get some exercise walking the 3 miles of beachfront, snorkel, paddleboard, or take your beach bike for a spin on the beach. Enjoy your morning coffee or a cocktail from your extensive terrace balconies while watching the colorful hues of the Florida sunrise and sunset without having to leave your condo. For a more lively experience, you are steps from quaint Siesta Village to indulge in fun shopping, dining and live music. The floor plan flows from the balcony on the beachside all the way through to the back of the building with sliding glass doors leading to both balconies and views looking east over Siesta Village and west over the Gulf of Mexico. This delightful light & bright larger corner residence features tile throughout perfect for beach living and a covered parking space. The elevator services only two condos per floor with an updated private foyer and private laundry facilities for two condos. The Terrace East has a modern updated lobby and social room, newly refinished pool with new grills & refrigerator, new pool furniture, new roof in 2025, and equipped fitness center. All the fixed windows in all the condos will be replaced by the association by January 2028. This is a secure gated building with onsite full-time manager and maintenance man, very well-run association with active board and no current special assessments, and secure surveillance system. Amenities include a heated pool for laps, a tennis court, pickleball, active fitness center, beautifully landscaped garden and grounds, and bicycle & paddleboard storage. Priceless!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Carolyn Donnelly