Featured Properties

Some or all of the listings below are provided by the Longboat Key office.
$2,500,000 (USD)
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Osprey Area Single Family Home

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65 Osprey Point Drive Osprey, FL 34229

4 Bed
4 Baths
5508 sqft
On the market for the first time, the sellers had this 4 bedroom (plus study), 3.5 bath house custom built by Baron as their dream home. And now, you can make this spectacular home yours! It will be love at first sight when you drive up to this sprawling abode with circular driveway. Walk through the double front doors, and the interior will treat your senses. In front of you lies the formal living room with a view out the enormous walls of glass overlooking the pool to an amazing lake view. To the right is the open formal dining room, which is a work of art unto itself. There is an incredible wet bar that serves all the entertaining areas of the house. Gather with your guests and loved ones in the open kitchen/den area, which is the heart of this home. Equipped with high-end appliances, including a gas range, the kitchen has everything the chef needs to create gourmet meals, including a built-in desk for menu planning. The adjoining breakfast area and den with fireplace have access to the lanai, and gorgeous lake views. The master suite is big and beautiful. The bedroom is spacious with room for a sitting area, it has a large walk-in closet and sliders to the lanai. The Vegas style en suite bathroom has two sides, which can serve as his-and-hers, and a shared walk-in shower. The study is reminiscent of another era yet has a timeless elegance. Quality wood, including built-ins, surround you. The fireplace lends a cozy touch to this versatile room that can be used an office, library or man cave. The large laundry room with window has a utility sink and tons of cabinets for storage. The screened lanai has two large covered areas, a built in grill and sink, free form pool with spa and those lovely lake views you will never get tired of. Add to all this a newer roof, soaring ceilings, 8 foot solid wood doors, ceiling fans, tray ceilings and crown molding and you couldn’t ask for anything more. Don’t let the opportunity to make this your Gulf Coast dream home. The Oaks Bayside is located on the west side of Tamiami Trail, on the banks of Little Sarasota Bay. Surrounded by Historic Spanish Point and conservation land, it enjoys a tranquil, natural setting. There is a community dock for use by residents; fish, launch a kayak or just sit quietly and watch the daily show of glorious color put on by the evening sunsets. The Oaks Club has two golf courses, a driving range, 12 HAR TRU tennis courts (4 lighted), 4 new pickleball courts, croquet court, a WellFit center, and 3 onsite restaurants. Club membership is required with homeownership.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Steve Abbe
$2,500,000 (USD)
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Longboat Key Area Single Family Home

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3365 Bayou Gate Longboat Key, FL 34228

4 Bed
5 Baths
3528 sqft
Discover coastal luxury in the prestigious, 24-hour guard-gated Bay Isles Bayou community on Longboat Key. Tucked away on a quiet cul-de-sac, this executive-style home sits on nearly a third of an acre, surrounded by lush tropical landscaping and mature oaks. Boasting over 3,500 square feet of refined living space, this 4-bedroom, 4.5-bathroom residence offers an inviting blend of elegance and comfort. A pavered driveway leads to a spacious three-car garage, with a private carriage house suite above—ideal for guests or extended stays. Inside, crown molding and tray ceilings enhance the expansive living room, where a designer fireplace and feature wall create a striking focal point. Warm hickory hardwood floors span the main level, with oversized Carrera tile adding a sleek touch to the kitchen. The open-concept kitchen is a chef’s dream, featuring a large island, breakfast bar seating, custom cabinetry, modern granite countertops, a glass tile backsplash, and top-of-the-line stainless steel appliances, including a Wolf range. A built-in wet bar with ample storage and dual beverage coolers enhances the space, perfect for entertaining. The primary suite, located on the first floor, is a serene retreat with a tray ceiling, private lanai access, a generous walk-in closet, and a luxurious ensuite with dual vanities, a walk-in shower, and a soaking tub. Two oversized guest suites, each with beautifully designed bathrooms, and a versatile den complete the main level. A well-appointed indoor laundry room offers ample storage and counter space. Designed for seamless indoor-outdoor living, a wall of sliding glass doors opens to the screened lanai, where a resort-style pool and spa set the stage for relaxation. The outdoor kitchen, equipped with granite countertops, a farm sink, a premium gas grill, and a mounted flat-screen TV, makes entertaining effortless. A convenient pool bathroom adds to the thoughtful layout. As a resident of Bay Isles, enjoy exclusive access to the Bay Isles Beach Club, a private, residents-only retreat with pristine sandy shores, a picnic area, restrooms, and dedicated parking. Situated near the Publix shopping plaza and just moments from the world-class dining and boutiques of St. Armands Circle, this exceptional home also offers easy access to Sarasota’s vibrant cultural attractions. Whether you're looking for a private coastal sanctuary or an entertainer’s dream home, this Longboat Key masterpiece delivers the best of Florida living.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Heers
$2,500,000 (USD)
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Longboat Key Area Condominium

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3030 Grand Bay Boulevard 393 Longboat Key, FL 34228

2 Bed
3 Baths
2580 sqft
Virtual Tour
Behold unparalleled style and luxury in this exceptional 2BR/2.5BA residence, spanning 2,369+/- sq. ft. in the renowned Grand Bay community on the bayside of Longboat Key. Step into a realm of sophistication as the entire space has been completely redone in 2021 by the esteemed designer Alice Sample of Alice Craig Design. Her meticulous attention to detail and impeccable flair is evident throughout, from the lighting fixtures and chandeliers to the gorgeous wood flooring and stylish touches that elevate every corner of the Cayman floor plan. Nestled on the 9th floor, this residence offers elevated ceilings, creating a more spacious and open ambiance, as a straight-on view of vibrant downtown Sarasota over Sarasota Bay and panoramic vistas over Harbourside Golf Course and the Gulf of Mexico set the scene. The living room is a masterpiece, boasting a fireplace, custom shelving and a wine cooler, creating a perfect setting for relaxation and entertainment. The kitchen has been thoughtfully redone with striking low-profile cabinetry, contrasting solid surface counter, and recently updated top-quality stainless-steel appliances. An adjacent eat-in area provides a charming space for meals with a stunning backdrop. Additional features include a built in 80 bottle wine cooler and large inner apartment storage area. A sanctuary of elegance, the primary suite features walls of glass leading to an open terrace that invites you to sip coffee or cocktails while overlooking the mesmerizing views. The beautifully redone primary bath is a work of art, showcasing a freestanding tub, amazing tilework, a glass-enclosed shower and a separate water closet. Along with its rarely found 2 garage spaces, residents of Grand Bay are invited to savor first-class amenities, including four EV charging stations available to residents and guests, a 24-hour guard gate, clubhouse with library and game room, fitness center with both a men's and a women's sauna, 2 Har-Tru tennis courts, 2 Olympic sized heated pools and a spa. Deeded access to the private beach is just a short bike ride away, with miles of walking paths and membership to the private Bay Isles Beach Club.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Bruce Myer
$2,500,000 (USD)
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Sarasota Area Single Family Home

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1919 Irving Street Sarasota, FL 34236

5 Bed
6 Baths
4956 sqft
Virtual Tour
Prepare to be “WOWED” by the unexpected! The understated elegance of this beautifully remodeled 5 bedroom / 5.5 bath home in the historic yet private Avondale neighborhood will take you by surprise. Showcasing 4,956 sq. ft. of refined living space on a generous 100’ x 150’ lot, this unique, desirable floor plan offers 4 bedrooms, a bonus / exercise room and the primary bedroom wing with separate office all on the first level. The second level highlights a spacious generational suite (5th bedroom) with its own living quarters overlooking the pool and gardens. A welcoming front porch and a beautiful old tumbled red brick walkway lead you to the entry, where a seamless open-concept design, enhanced by rich wood and tile floors and a soothing palette of neutral tones, exudes warmth and sophistication. Architectural accents such as pecky cypress details, crown molding, plantation shutters and custom built-ins evoke timeless charm, perfectly paired with current modern upgrades. The gourmet kitchen is a masterpiece featuring an expansive breakfast bar, chic tile backsplash, granite countertops, premium stainless-steel appliances, a large walk-in pantry and a wine cooler, flowing effortlessly into the great room. Here, a magnificent family room with stained wood tongue and groove ceiling creates an inviting atmosphere and opens to an impressive retractable screened lanai with outdoor kitchen & lounge area leading to the lush private tropical backyard oasis complete with a custom pool and heated spa—ideal for intimate gatherings or grand entertaining. Located just minutes from Southside Village, Morton’s Market, top-rated schools, downtown Sarasota’s vibrant arts scene and world-renowned beaches, this residence is a rare opportunity to embrace a lifestyle defined by luxury, comfort, and enduring charm.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Ackerman
$2,500,000 (USD)
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Sarasota Area Single Family Home

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1905 Goldenrod Street Sarasota, FL 34239

4 Bed
4 Baths
3176 sqft
Virtual Tour
Discover the pinnacle of contemporary, eco-conscious living in this newer-built, energy-efficient home nestled West of the Trail. Classic Homes by Clayton Inc. has masterfully crafted this modern marvel, setting new standards in sophisticated, yet comfortable living spaces. Situated in a family-friendly neighborhood that offers the serenity of suburban life alongside easy access to Sarasota's bustling cultural scene, this home embodies the ultimate Gulf Coast lifestyle. Upon arrival, professional landscaping and a paved driveway lead you through a secure entry gate, hinting at the modern style that lies within. Spanning nearly 3,200 square feet of living space, this residence showcases the lavish benefits of new construction, where every detail is a testament to quality and eco-friendly design. Features such as Energy Star green certified construction, vinyl insulated impact glass windows, LED lighting, and high-efficiency appliances contribute to its sustainable footprint, while solid-core doors, plantation shutters, and custom cabinetry add layers of luxury. The home welcomes you with a contemporary open-concept layout, anchored by a gourmet kitchen that seamlessly transitions into a spacious great room and dining area. Pocketing sliders open to an expansive outdoor living space, designed as a private resort oasis. Here, a summer kitchen equipped with a grill, sink, and under-counter refrigerator invites alfresco dining against a backdrop of a custom heated swimming pool with a dramatic waterfall, sun shelf, fire pits, and LED lighting, all complemented by a raised spa for ultimate relaxation. The primary suite, conveniently located on the main level, offers a serene retreat with direct access to the patio. Highlights include his and hers oversized walk-in closets, abundant natural light, and a sleek en-suite bathroom. The additional guest bedroom on this floor doubles as a gym. Upstairs, a dedicated family room with a wet bar and two bedroom suites—one currently utilized as an office—ensure privacy and comfort for guests. Living here places you minutes from the charm of Southside Village Shops and Morton's Plaza, offering an array of boutique shopping and dining experiences. Downtown Sarasota's vibrant activities and scenic Bayfront are within easy reach, along with the Main Street farmers market for those weekend outings. Moreover, the home's proximity to Siesta Key, Lido Key, and Longboat Key means that some of the region's most exquisite Gulf beaches are just a short drive away, completing this exceptional lifestyle offering. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$2,500,000 (USD)
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Anna Maria Area Single Family Home

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243 Willow Avenue Anna Maria, FL 34216

3 Bed
4 Baths
2554 sqft
Virtual Tour
SIGNIFICANT PRICE IMPROVEMENT: Easy Living in this single story Island classic designed by iconic Anna Maria architect H. Patterson Fletcher, who studied at Frank Lloyd Wright’s Taliesin. He has incorporated many of his signature elements into the design for the home, including indirect lighting and aquarium style windows. The current owner added roof mounted solar panels and supplemental solar hot water provide substantial utility savings.

As you enter the property you are greeted by a large pool and spa surrounded by a spacious travertine tile patio. Mature landscaping provides enhanced privacy and a welcoming outdoor environment, and a conveniently located garage area provides room to store bikes as well as pool and beach gear.

The central area of the home contains 2 Bedrooms and 3 full Bathrooms, along with an additional smaller room that is well suited as a study or children’s room, with enough space for a twin or trundle bed. A delightfully private third bedroom and bath opens directly onto the pool through French doors and is accessible separately from the main house. A huge living/dining area is graced by a working fireplace enhanced with coral stone, and a second living room overlooks your private dock and water view. A screened patio area provides additional space for secluded dining and lounging.



Enjoy an elegant yet laid back Island lifestyle in this unique home, hidden away on desirable Willow Ave on the North end of Anna Maria Island and located on Sailboat water, with direct access to Tampa Bay and Gulf waters. Enjoy your coffee and serene sunrises on dock, in the company jumping fish and the occasional visiting heron. Then, the hit the pool for a lively or laid back afternoon. In the evening stroll directly to the Gulf beach to watch awe inspiring sunsets. Enjoy this home as your private family retreat and also benefit from an impressive vacation rental income. VIEW 3D MATTERPORT TOUR.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Robin Kollar
$2,495,000 (USD)
Active

Longboat Key Area Condominium

Active

1281 Gulf Of Mexico Drive 906 Longboat Key, FL 34228

2 Bed
3 Baths
2655 sqft
MLS# A4648449
Virtual Tour
Welcome to The Water Club on Longboat Key, where refined Gulf-front living meets everyday comfort and effortless elegance. This ninth-floor residence delivers sweeping, unobstructed views from the Gulf of Mexico to Sarasota Bay. Spanning nearly 2,700 square feet, this three-bedroom (currently configured as two bedrooms plus den), three-bath home offers an ideal balance of indoor space and terrace access for those who crave the beach lifestyle without compromise. From the moment you step out of the private elevator lobby, you're met with clean architectural lines, serene tones, and expansive vistas through walls of floor-to-ceiling glass. The open-concept living and dining areas flow seamlessly from a granite-clad kitchen with crisp white cabinetry, custom tile backsplash, and island, creating a cohesive and functional space. The primary suite is its own private sanctuary—separated from the guest wing for ultimate privacy, it features three walk-in closets, a spa-style bath with soaking tub, glass shower, and a dedicated water closet. Step through sliding doors onto the primary’s dedicated Gulf-front terrace to soak in brilliant sunsets. Each guest bedroom includes its own terrace access and en-suite bath, ensuring comfort and privacy for visitors. The open den, located off the main living space, is ideally situated to serve as a flexible third bedroom, office, or media room. Ten-foot ceilings, crown molding, oversized tile and hardwood floors further elevate the interiors. A dedicated laundry room, wine storage, and secure, under-building parking add convenience and peace of mind. Residents at The Water Club enjoy a true resort-style living experience, with 24-hour staffed guard gate, impeccable concierge service, and a renovated beachfront clubhouse. Amenities include a social lounge, catering kitchen, state-of-the-art fitness center with spa services, four Har-Tru tennis courts, and a sprawling sun deck with heated pool and spa that overlooks the Gulf. Tucked along the pristine shoreline of Longboat Key, The Water Club offers an unmatched waterfront lifestyle with easy access to the island’s finest offerings. Enjoy nearby championship golf and marina amenities at the Longboat Key Club, explore the upscale shops and restaurants of St. Armands Circle, or take in the vibrant arts, dining, and cultural attractions of downtown Sarasota—just minutes away. Whether you're seeking a serene retreat or an active coastal lifestyle, this exceptional residence brings the best of Gulf-front living to your doorstep.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$2,495,000 (USD)
Pending

Longboat Key Area Condominium

Pending

2410 Harbourside Drive 151 Longboat Key, FL 34228

3 Bed
4 Baths
3825 sqft
MLS# A4666398
Virtual Tour
Under contract-accepting backup offers. This corner 3 BR / 3½ BA + Family Room Penthouse in Marina Bay on Longboat Key offers 3,825 sq. ft. of comfortable living with exceptional views of Sarasota Bay and tropical landscaping. A private elevator opens to a bright, open floor plan with tray ceilings, neutral finishes, and walls of glass that bring the outdoors in. The spacious living room extends to a wrap-around terrace, ideal for dining or relaxing. The formal dining area with wet bar connects to the updated kitchen, featuring custom cabinetry, stone counters, stainless appliances, a center island, and breakfast nook. The split-bedroom layout provides privacy, with a primary suite that includes bay views, terrace access, a custom walk-in closet, and a bath with dual vanities, soaking tub, and glass shower. Two guest suites each have their own baths and generous closets. Marina Bay has new roofs and includes 2 under building parking spaces. Marina Bay offers tennis and pickleball courts, heated pool & spa, on-site management, and 24-hour security. Ownership also includes deeded access to the Bay Isles Beach Club. For those seeking more, optional membership to the Longboat Key Club provides access to championship golf, a world-class marina, tennis, spa, dining, and social amenities.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Bruce Myer
$2,495,000 (USD)
Active

Longboat Key Area Condominium

Active

2410 Harbourside Drive 121 Longboat Key, FL 34228

3 Bed
4 Baths
3825 sqft
MLS# A4641064
Virtual Tour
This exceptional 3-bedroom, 3.5-bathroom + family room residence, with 3,825 square feet of living space, is located within the gated Marina Bay community on Longboat Key, offering an ideal blend of privacy, comfort, and waterfront living. Arrive by private elevator into a welcoming foyer that opens to a spacious, light-filled layout. Wood floors and expansive glass walls frame stunning views of Sarasota Bay and the city skyline, creating a refined, relaxing atmosphere. The main living area flows seamlessly to a large wraparound terrace - perfect for entertaining or enjoying the bay. The updated kitchen features a center island, casual dining area, high-end stainless-steel appliances, and a stylish tile backsplash. Both guest bedrooms are en suite with private terrace access. The primary suite offers panoramic bay views, terrace access, dual walk-in closets, and a spa-like bath with a freestanding soaking tub, dual vanities, and a glass-enclosed shower. Additional features include 2 under-building parking spaces and a well-appointed laundry room and ample storage. Marina Bay is a gated, pet-friendly community offering exceptional amenities, including on-site management, a fitness center, library, tennis courts, pickleball and a heated resort-style pool. As part of Bay Isles, residents also enjoy membership to the Bay Isles Beach Club, a private Gulf-front retreat with gated parking, pavilions, grilling areas, restrooms, and seating to take in Longboat Key’s spectacular sunsets. Deeded beach access ensures a premier spot on the sand. For those seeking a resort-style experience, membership to the nearby Longboat Key Club is available, offering 45 holes of championship golf, world-class tennis facilities, a full-service spa and wellness center, waterfront dining, and the Longboat Key Club Moorings, with 291 deep-water slips and concierge services.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Bruce Myer
$2,455,000 (USD)
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Longboat Key Area Single Family Home

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513 Yawl Lane Longboat Key, FL 34228

3 Bed
3 Baths
2346 sqft
Virtual Tour
This contemporary ranch style home is located in the distinguished neighborhood of Country Club Shores on Longboat Key. Enter through the recently updated grand entryway featuring new aluminum front doors into your own ethereal oasis. The light and airy space offers expansive cathedral ceilings and Travertine flooring throughout and an open floor plan. The primary suite opens to the lanai and has a sumptuous Jacuzzi tub, walk in shower and new custom cabinetry with dual sinks. The second bedroom features an en suite bathroom, a walk in shower, dual sinks and 2 large custom closets. The third bedroom offers privacy and an adjacent full bathroom. The fully equipped kitchen is bright and well laid out with granite countertops, all GE Profile stainless steel appliances, and a Kalamera wine storage unit. Large cascading sliding glass doors open from the great room onto a large outdoor patio with pavers, heated pool and plenty of space to entertain or lounge, including an outdoor shower! The lush landscaping surrounding the lanai leads you to canal front with over 100 feet of pristine seawall, a 60 ft dock, a 16K lb. capacity boat lift, and a swiveling jetski lift and new underwater dock lighting.
This property is ready for you to move in and enjoy resort-style living with it’s countless upgrades: two (2) new Carrier air conditioners, new ductwork, new Rheem water heater, new Pentair pool pump, new Aiper vacuum system, Eight (8) digital ARLO solar security cameras, new hurricane impact windows, new electronic shades throughout the home, new custom closets, new garage cabinetry and bike storage systems, a new pavered circular driveway, all new landscaping, and new sprinkler system. This beautiful home is sure to impress even the most discerning of buyers. With it’s idyllic location, on the Intracoastal waterway, no bridges, to the Gulf of Mexico, your own deeded beach access and minutes from The Longboat Key Club, it’s no wonder why Country Club Shores is one of the most sought-after neighborhoods on Longboat Key.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Julie "Jules" Lojacono Mackie