Longboat Key Listings

Some or all of the listings below are provided by the Longboat Key office.
$1,195,000 (USD)
Active

Longboat Key Area Condominium

Active

1445 Gulf Of Mexico Drive 101 Longboat Key, FL 34228

3 Bed
3 Baths
2092 sqft
MLS# A4684021
Virtual Tour
Step into this highly desirable corner residence featuring three bedrooms, three full baths, and an expansive 36’ x 11’ sunroom at The Players Club. You’ll immediately be drawn to the impressive 31-foot balcony, offering sweeping views of the resort-style pool, lush, landscaped grounds, and breathtaking sunsets over the Gulf of Mexico. The outdoor space is perfect for alfresco dining, entertaining friends, or simply enjoying the tranquil Gulf breezes. Inside, the sun-filled kitchen is thoughtfully designed with custom cabinetry and a built-in breakfast table that expands both workspace and storage. It flows seamlessly into the main living and dining areas, creating a warm and open environment for entertaining or daily living. Just off the kitchen, elegant French doors open to a generous multipurpose sunroom that can serve as a home office, reading retreat, casual lounge, or even a fourth bedroom for guests. The owner’s suite provides a private sanctuary with a spa-inspired bathroom featuring a soaking tub, separate glass-enclosed shower, dual vanities, and a spacious walk-in closet. The second bedroom functions as a true secondary master, complete with dual sinks, a full vanity, and a fitted walk-in closet, offering comfort and privacy for family or visitors. A third bedroom adds flexibility for guests, workspace, or hobbies. A unique feature of this residence is the private garage, offering rare security and convenience for residents, plus an additional covered parking space underneath the building for extra guest or secondary vehicle use. Set on 11 acres of beachfront with 560 feet of Gulf frontage, The Players Club offers abundant green space, four Har-Tru tennis courts, a 70-foot heated saltwater pool, spa, fitness center, renovated clubhouse with catering kitchen, outdoor grilling areas, putting green, on-site management, and fully funded reserves. Just minutes from St. Armands Circle, downtown Longboat Key, and Longboat Key Club, with championship golf, premier tennis, and a deep-water marina, this corner residence blends privacy, convenience, and resort-style coastal living. Units with this versatile layout and resort-ready features are highly sought after. Offered partially furnished. Seller is willing to discuss a subsidy on the quarterly condominium fee for reserve increase over the next two years!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Ryan Ackerman, Coldwell Banker Realty
$1,170,000 (USD)
Pending

Sarasota Area Single Family Home

Pending

428 Sapphire Drive Sarasota, FL 34234

3 Bed
2 Baths
2174 sqft
MLS# A4679800
Virtual Tour
Discover the ultimate coastal retreat at 428 Sapphire Drive, a stunning block-construction residence situated on a rare and expansive double lot in the prestigious Sapphire Shores area. A long driveway and winding sidewalk lead you through a beautifully landscaped front yard to this secluded haven, which is set back from the street for maximum privacy. Inside, the home exudes a modern, industrial-chic aesthetic featuring sleek polished concrete floors, soaring vaulted ceilings, and a fresh interior paint palette.

The open-concept gourmet kitchen is a focal point, illuminated by a bright skylight and appointed with premium Quartz countertops, abundant cabinetry, and a high-end stainless appliance suite including a Bosch cooktop and refrigerator alongside a KitchenAid double oven. The thoughtful layout offers exceptional flexibility; the current library, featuring a recently replaced north-facing impact window, was originally a third bedroom and can easily be restored to its original configuration. Seamlessly connecting the interior to the outdoor oasis are sliding pocket glass doors that retreat to open the living area to the lanai, offering both an elegant architectural feature and an added layer of protection for the block-construction core.

The master suite serves as a private sanctuary with its own bay-facing impact window, a spacious walk-around closet, and a luxurious ensuite bathroom featuring a deep soaker tub and a separate walk-in shower. Significant structural upgrades provide peace of mind, including a new metal roof installed in 2023 and brand-new hurricane-rated garage doors added in 2025. The epoxy-finished garage also comes equipped with a Tesla charging station, catering to modern efficiency.

The outdoor living space is a true oasis, fully enclosed by a vinyl privacy fence. Relax in the heated saltwater pool surrounded by elegant Shellock pavers, or enjoy the convenience of the lanai’s solar shower. The sprawling backyard is a nature lover’s dream, boasting a dedicated butterfly garden, a cozy fire pit, and an irrigation system powered by well water. A versatile detached storage building, currently utilized as a home gym, is equipped with its own air conditioning unit and dedicated kayak storage. Perfectly positioned just minutes from Downtown Sarasota, this home is also a short stroll from the Ringling Museum and the scenic bayfront paths of Sapphire Shores Park.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Mairead Smialek, Coldwell Banker Realty
$1,150,000 (USD)
Active

Longboat Key Area Condominium

Active

3460 Winding Oaks Drive 38 Longboat Key, FL 34228

3 Bed
4 Baths
2608 sqft
MLS# A4695005
Virtual Tour
Tucked within Winding Oaks, one of Longboat Key’s most sought-after villa communities, this 3BR/3BA residence offers the scale and comfort of a single-family home paired with the simplicity of maintenance-free living. From the paver drive and walkway to the stepped front entry, the residence creates an inviting first impression before opening into a home defined by volume, light and connection to the outdoors. Step inside and soaring ceilings immediately create a sense of openness, while high-set windows invite natural light to move throughout the living spaces. Tile flooring and soft neutral tones create a clean backdrop that complements the peaceful setting just beyond the glass. Renovated in November 2025, the kitchen has been thoughtfully opened and redesigned into a true centerpiece for gathering and everyday living. A substantial island with seating anchors the space, along with stone countertops, white cabinetry, stainless steel appliances, a range hood, wine refrigerator and tile backsplash. An abundance of windows and an adjoining sitting area create a bright, welcoming space whether hosting guests or enjoying a quiet morning. The dining area transitions naturally into the living room, where cathedral ceilings, a corner fireplace and sliding glass doors connect the interior to the outdoors. Beyond, an expansive screened deck overlooks the community lake and fountain, creating a peaceful setting with multiple areas for dining, relaxing or entertaining. Privacy walls on either side enhance the feeling of seclusion while keeping the water views front and center. The primary suite is spacious and calming, featuring vaulted ceilings, engineered wood floors, a wall of sliding glass doors opening to the deck and a large walk-in closet with extensive built-ins. Also renovated in November 2025, the primary bath offers dual vanities, a walk-in shower, dressing area and separate water closet. Guest accommodations are equally well planned. One bedroom includes an en suite bath and walk-in closet, while another is currently configured as an office space with sliding glass doors opening to a private patio. Updated baths throughout, an in-residence laundry room and a 2-car garage add convenience. Set within the Harbourside golf course community, Winding Oaks offers a serene environment with a gated entrance, community pool and spa, and access to the full range of Bay Isles amenities, including deeded beach access through the private Bay Isles Beach Club.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Bruce Myer, Coldwell Banker Realty
$1,150,000 (USD)
Pending

Longboat Key Area Condominium

Pending

3040 Grand Bay Boulevard 234 Longboat Key, FL 34228

3 Bed
4 Baths
2550 sqft
MLS# A4675109
Virtual Tour
Under contract-accepting backup offers. Arrive by private elevator into this TURNKEY FURNISHED 2BR + den, 3.5BA residence offering 2,550 sq. ft. in Grand Bay. Wood floors run throughout the main living areas, leading to floor-to-ceiling sliders with views of the Harbourside Golf Course and Sarasota Bay. The covered terrace extends the living space and is well suited for enjoying daylight and coastal breezes. The living and dining areas are well proportioned for everyday living and entertaining, with a tray ceiling in the dining room. A den with custom built-ins is currently used as an office and sitting area and offers flexibility as a potential third bedroom. The kitchen features white cabinetry, stone countertops, tile backsplash and ample counter space, along with an eat-in area that opens to the outdoor living area. The primary suite enjoys floor-to-ceiling glass and a bath with a walk-in glass shower, soaking tub, distinctive tilework and separate water closets. The guest bedroom offers quiet community views. A powder bath and an in-residence laundry room add convenience. Grand Bay amenities include a staffed lobby, clubhouse, two pools and spas, fitness center with saunas and Har-Tru tennis courts. Bay Isles privileges include walking paths and membership to the private Bay Isles Beach Club with gated Gulf-front access on Longboat Key, parking, restrooms and shaded picnic areas. Optional membership to the Longboat Key Club provides access to championship golf courses, private beach club, marina, tennis facilities, fitness center, dining venues and a full-service spa.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Bruce Myer, Coldwell Banker Realty
$1,150,000 (USD)
Pending

Bradenton Area Single Family Home

Pending

509 Sand Crane Court Bradenton, FL 34212

4 Bed
3 Baths
2562 sqft
MLS# A4687438
Virtual Tour
Under contract-accepting backup offers. Welcome to refined Florida living in the highly sought-after Waterlefe Golf & River Club, a premier gated community offering 24/7 manned security, championship golf, and direct boating access from the Manatee River to the Gulf of Mexico. This impeccably updated 4-bedroom, 3 full bathroom, 3-car garage residence blends luxury, comfort, and peace of mind with an extensive list of recent upgrades—making it truly move-in ready.

From the moment you arrive, you’ll appreciate the home’s fresh exterior appeal, highlighted by a new roof and gutters (2024), lush landscaping, and enhanced landscape lighting (2023). Step inside to discover a completely reimagined interior (2022), featuring neutral wood-tone flooring, fresh interior and exterior paint, custom window treatments, and thoughtfully designed custom closet systems throughout the entire home.

At the heart of the home is a stunning, fully renovated kitchen showcasing a 9.5-foot custom-built island with quartz countertops, custom cabinetry with high-end hardware, soft-close drawers, pull-out shelving, and an upgraded vent hood—perfectly designed for both everyday living and entertaining. The adjacent laundry room has also been beautifully updated with a custom pantry tower and pull-out storage for maximum functionality.

The luxurious upgrades continue into 2025 with fully remodeled, modern bathrooms, featuring Kohler fixtures, sleek glass enclosures, and a breathtaking primary suite bath complete with custom vanities and a designer chandelier elegantly suspended over a brand-new soaking tub—creating a true spa-like retreat.

Major system upgrades provide added value and peace of mind, including a new AC unit and hot water heater (2025) and a fully upgraded pool system with all new Pentair equipment—pump, heater, filter, and automation (2025). Step outside to your private oasis where the pool has been resurfaced with a new aggregate finish, and the enclosure has been freshly painted and re-screened—perfect for enjoying Florida’s year-round sunshine.

The garage is equally impressive with epoxy flooring, wall cabinetry, and custom built-in storage solutions across all three bays, ensuring both style and practicality.

Located within the amenity-rich Waterlefe Golf & River Club, residents enjoy championship golf, marina access, boating to the Gulf, a clubhouse, fitness center, dining, and a vibrant social lifestyle—all within a beautifully maintained, guard-gated community.

This is a rare opportunity to own a meticulously upgraded home where every detail has been thoughtfully curated—offering the ultimate Florida lifestyle.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Sheryl Van Duren, Coldwell Banker Realty
$1,145,000 (USD)
Pending

Longboat Key Area Condominium

Pending

3060 Grand Bay Boulevard 155 Longboat Key, FL 34228

3 Bed
4 Baths
2250 sqft
MLS# A4685023
Virtual Tour
Under contract-accepting backup offers. Framed by sweeping vistas that span the manicured Harbourside golf course, Sarasota Bay, and the distant city skyline, this 3BR/3.5BA residence in Grand Bay offers an exceptional vantage point that captivates from the moment you arrive. Positioned on the fifth floor, the perspective is both expansive and elevated, showcasing breathtaking panoramic views while maintaining a strong visual connection to the surrounding landscape. The living room is thoughtfully designed to highlight this remarkable setting, with a full wall of sliding glass doors opening to a balcony that extends the entire length of the residence. From this elevated perch, corner walls of glass draw the eye outward, creating a dramatic focal point where golf course, bay, and skyline converge in one uninterrupted panorama. High ceilings with crown molding and tile flooring provide a clean, timeless foundation throughout the main living areas. The kitchen offers generous space and functionality, featuring stone countertops, under-cabinet lighting, a center island, stainless steel appliances, a tray ceiling, and an adjacent dining area. Well laid out and highly functional, it also presents an excellent opportunity to personalize finishes and reflect your own design vision. A versatile bonus room with an enclosure feature adds flexibility, ideal for a private office, media room, or additional guest accommodations. The primary suite serves as a comfortable retreat, complete with direct terrace access and serene sunrise views over Sarasota Bay. The spacious bath includes dual vanities, a soaking tub, glass-enclosed shower, and a separate water closet. Additional conveniences include an in-residence laundry room and under-building parking. Residents of Grand Bay enjoy a refined, amenity-rich lifestyle, with access to a clubhouse, two pools and spas, a fitness center with saunas, and Har-Tru tennis courts. Ownership also includes the privileges of Bay Isles, featuring gated entry, scenic walking paths, and membership to the private Bay Isles Beach Club. Large dogs are welcome.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Bruce Myer, Coldwell Banker Realty
$1,100,000 (USD)
Active

Longboat Key Area Condominium

Active

210 Sands Point Road 2405 Longboat Key, FL 34228

1 Bed
1 Baths
650 sqft
MLS# A4664039
Virtual Tour
Located behind the gates of the highly desirable Longboat Key Club, this 1BR/1BA Club Suite at Inn on the Beach offers a unique opportunity to own within the prestigious Longboat Key Club Resort. Spanning 650 sq. ft., this residence provides both convenience and privacy, with an expansive covered terrace offering peaceful Gulf views while keeping you close to every amenity. Completely renovated and meticulously styled, the interior pairs warm wood accents with neutral tones, complemented by faux wood tile floors flowing throughout. Dual sliders frame shimmering Gulf waters and invite natural light into the living space. The kitchen is a standout, with stone countertops, harmonizing cabinetry with glass panel accents and a colorful tile backsplash that adds just the right touch of vibrancy. Off the bedroom space, a beautifully updated bath features all-white cabinetry, a separate water closet and a glass walk-in shower with striking tilework. For added ease, in-unit laundry utilities are included. This unit participates in the Resort Rental Program and has a healthy rental history, with nightly rentals allowed, making it both an enjoyable retreat and a strong investment. As an owner, you’ll have access to the exclusive amenities of the 410-acre Longboat Key Club, including 45 holes of championship golf, 20 Har-Tru tennis courts at the award-winning Tennis Gardens, a full-service marina, private Gulf-front beach with umbrellas and attendant service, a world-class fitness and wellness center, spa and five private dining options. Recently renovated guest services, dining areas, and resort amenities have elevated the experience even further, earning accolades such as the AAA Four-Diamond Award and recognition from Condé Nast Traveler as a Top Florida Resort.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Bruce Myer, Coldwell Banker Realty
$1,099,000 (USD)
Active

Bradenton Area Multi-Family Home

Active

2713 4th Avenue W Bradenton, FL 34205

6 Bed
4 Baths
2710 sqft
MLS# A4636303
Virtual Tour
Welcome to 2713 4th Ave W, an exceptional multi-family investment property in Bradenton’s highly sought-after Riverview District, perfectly suited for investors or multi-generational living. This fully renovated, turnkey-furnished property is projected to generate $165,000+ in annual short-term rental income, making it ideal for investors seeking a high-performing Airbnb, VRBO, or vacation rental opportunity on Florida’s Gulf Coast. The property includes a beautifully updated 3-bedroom, 2-bath single-family home plus a stacked duplex with a 1/1 and a 2/1—each unit professionally designed in a modern boho-chic style and sold fully furnished. The main home features an open-concept layout, a gourmet kitchen with farmhouse sink, butcher block island, concrete countertops, and custom range hood with pot filler, along with a serene master suite and custom mudroom. The duplex units include private entrances, luxury plank flooring, updated kitchens, and stylish bathrooms—ready for immediate income generation. Outdoor amenities include a shared courtyard perfect for entertaining, covered storage for RVs, boats, or trailers, and ample parking—all with no HOA or rental restrictions, allowing maximum flexibility for short-term rental operations. This property also affords the space to add a private pool, pickleball court, putting green, or outdoor entertainment area, creating even greater appeal for short-term rental guests and significantly enhancing future income potential. Enjoy the true Florida lifestyle this property and location provide as you are a short distance to Robinson Preserve, De Soto National Memorial, and Palma Sola Bay—just bring your paddle boards and kayaks! Boaters can drop in nearby at Warner’s Bayou Boat Ramp, while the powdery white sand beaches of Anna Maria Island and the Gulf of Mexico are just a short drive or boat ride away. Sports enthusiasts will love the proximity to Bradenton Golf & Country Club, GT Bray Park (featuring a brand-new 20-court pickleball facility), world-renowned IMG Academy, and LECOM Park for Pirates and Marauders baseball games. You’re also minutes from downtown Bradenton, offering rooftop and waterfront dining, the scenic Riverwalk, and a lively Main Street farmers market. Whether you choose to live in one unit and rent the others or operate all three as high-income short-term rentals, this fully furnished property offers unmatched versatility, strong cash flow potential, and room to expand—making it a premier investment opportunity in Bradenton’s most desirable coastal neighborhood.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Matthew Huffman, Coldwell Banker Realty
$1,099,000 (USD)
Active

Bradenton Area Single Family Home

Active

2713 4th Avenue W Bradenton, FL 34205

6 Bed
4 Baths
2710 sqft
MLS# A4670122
Virtual Tour
Welcome to 2713 4th Ave W, an exceptional multi-family investment property in Bradenton’s highly sought-after Riverview District, perfectly suited for investors or multi-generational living. This fully renovated, turnkey-furnished property is projected to generate $165,000+ in annual short-term rental income, making it ideal for investors seeking a high-performing Airbnb, VRBO, or vacation rental opportunity on Florida’s Gulf Coast. The property includes a beautifully updated 3-bedroom, 2-bath single-family home plus a stacked duplex with a 1/1 and a 2/1—each unit professionally designed in a modern boho-chic style and sold fully furnished. The main home features an open-concept layout, a gourmet kitchen with farmhouse sink, butcher block island, concrete countertops, and custom range hood with pot filler, along with a serene master suite and custom mudroom. The duplex units include private entrances, luxury plank flooring, updated kitchens, and stylish bathrooms—ready for immediate income generation. Outdoor amenities include a shared courtyard perfect for entertaining, covered storage for RVs, boats, or trailers, and ample parking—all with no HOA or rental restrictions, allowing maximum flexibility for short-term rental operations.
This property also affords the space to add a private pool, pickleball court, putting green, or outdoor entertainment area, creating even greater appeal for short-term rental guests and significantly enhancing future income potential.
Enjoy the true Florida lifestyle this property and location provide as you are a short distance to Robinson Preserve, De Soto National Memorial, and Palma Sola Bay—just bring your paddle boards and kayaks! Boaters can drop in nearby at Warner’s Bayou Boat Ramp, while the powdery white sand beaches of Anna Maria Island and the Gulf of Mexico are just a short drive or boat ride away. Sports enthusiasts will love the proximity to Bradenton Golf & Country Club, GT Bray Park (featuring a brand-new 20-court pickleball facility), world-renowned IMG Academy, and LECOM Park for Pirates and Marauders baseball games. You’re also minutes from downtown Bradenton, offering rooftop and waterfront dining, the scenic Riverwalk, and a lively Main Street farmers market.
Whether you choose to live in one unit and rent the others or operate all three as high-income short-term rentals, this fully furnished property offers unmatched versatility, strong cash flow potential, and room to expand—making it a premier investment opportunity in Bradenton’s most desirable coastal neighborhood.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Matthew Huffman, Coldwell Banker Realty