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Long Boat Key

One of the most popular communities provided by Michael Graf

Long Boat Key

About Long Boat Key

Longboat Key, Florida, is a tranquil paradise that offers the perfect blend of luxurious living and natural beauty. Nestled between the sparkling waters of the Gulf of Mexico and Sarasota Bay, residents enjoy stunning beaches, picturesque sunsets, and a laid-back, island lifestyle. The community is renowned for its upscale amenities, including gourmet dining, boutique shopping, and world-class golf courses, all while maintaining a quaint, small-town charm. With year-round warm weather, ample outdoor recreational activities, and a strong sense of community, Longboat Key is an ideal place for both relaxation and adventure, making it a highly desirable destination for those seeking a serene coastal retreat.

One of the most popular communities provided by Michael Graf

494

# of Listings

2

Avg # of Bedrooms

$951

Avg. $ / Sq.Ft.

$1,701,329

Med. List Price

Browse Long Boat Key Real Estate Listings

$250,000 - $500,000

$3M - $5M

37 Properties Found. Page 1 of 3.

Experience beachfront luxury in this spacious 3,800-square-foot 3-bedroom, 3.5-bath + den/office residence in the prestigious En Provence community on Longboat Key. A private elevator opens to a grand foyer with marble floors and tray ceilings. Expansive glass sliders in the living room frame stunning Gulf views and lead to an oversized terrace, perfect for seamless indoor-outdoor living. The expansive terrace is ideal for entertaining, featuring a built-in gas grill and outdoor cooking space overlooking the beach and lush grounds. The kitchen is both stylish and functional, featuring a center island, white cabinetry, and pristine white stone countertops. High-end appliances, including a natural gas cooktop, enhance the space, while a bold blue tile backsplash adds a striking contrast. The adjacent eat-in area, with Gulf views and a built-in desk, enhances both charm and practicality. The primary suite offers terrace access and a spa-like bath with a soaking tub, dual vanities, a makeup area, and a glass-enclosed shower. Two guest suites each include en-suite baths and scenic views. A large office provides flexibility and could easily convert into a fourth bedroom. Additional features include an in-residence laundry room and 2 car garage. Set on nearly six acres of pristine beachfront, En Provence blends elegance and convenience with a clubhouse, resort-style pool and spa, fitness center, and 24-hour guard gate. For those seeking additional amenities, optional membership to the nearby Longboat Key Club provides access to world-class golf, tennis, dining, a marina, and a spa.

LONGBOAT KEY

2161 GULF OF MEXICO DRIVE 3

3 Beds

3 Baths

4,600 Sq.Ft.

$4,995,000

MLS#: A4643048

#A4643220

LONGBOAT KEY

6453 GULFSIDE ROAD

None Beds

None Baths

0.7 acres

$4,995,000

MLS#: A4643220

DISCOVER THE DIFFERENCE—A TRUE LUXURY CONDO IN A BUYER’S MARKET

Why This Longboat Key Residence Stands Above the Rest:

This isn’t just another beachfront condo—this is a thoughtfully curated, luxury retreat where every detail has been considered, and every upgrade already completed. Enjoy peace of mind with all updates required by Florida’s new condo legislation already done and paid for—no surprise assessments here. From new roofs in 2024 to updated elevator systems, fire alarms, and lush new landscaping, this is one of the few buildings on Longboat Key where the heavy lifting is complete.

Unmatched Perks You’ll Rarely Find Elsewhere:

Full-time, on-site staff provide concierge-level service whether you're in residence or away.
No size restrictions on two dogs—finally, bring your big dogs to the beach.
Private two-car garage with additional storage—a true rarity for beachfront condos.
Grill on your terrace—yes, it’s allowed here.
A SHOWCASE OF COASTAL SOPHISTICATION
Step into over 3,000 sq ft of fully renovated, elegantly appointed interior living space—complete with 3 bedrooms and 3 baths, designed for both upscale entertaining and serene daily living. The crown jewel? A 1,000 sq ft wraparound balcony with a built-in outdoor kitchen, where panoramic Gulf views set the scene for unforgettable evenings.

Interior Highlights:

Expansive open-concept floorplan with high-end finishes throughout
Chef’s kitchen with Wolf appliances and a custom eat-in island
Luxury primary suite with separate his-and-hers en-suite baths, private toilet rooms, and dual vanities
Private guest wing with sitting room, terrace, and separate entrance—perfect for long-term guests
Floor-to-ceiling hurricane-impact glass for maximum light and storm security (no damage from recent hurricanes)
Gas appliances, including outdoor grill permitted on your terrace
EXCLUSIVE COMMUNITY AMENITIES:

Only 32 residences ensure a quiet, boutique feel
Pet-friendly: 2 dogs allowed with no size restrictions
Beachfront pool, sundeck, and direct beach access
Fitness center, sauna, and steam room
Clubhouse for resident events
Private fishing pier
24-hour security and on-site management
Full-time maintenance, landscaping, and housekeeping staff ensure the grounds are always immaculate
Walkable to grocery, pharmacy, golf, and tennis
And yes... 365 sunsets a year
A UNIQUE AND PRIVATE COASTAL RETREAT—READY NOW
This is a rare opportunity to own a move-in ready, beachfront condo in a well-managed building with no looming assessments or headaches. Every detail has been handled—just bring your flip-flops and start living the Longboat lifestyle.

Schedule your private tour today.

LONGBOAT KEY

2333 GULF OF MEXICO DR 1A2

3 Beds

2 Baths

4,179 Sq.Ft.

$4,950,000

MLS#: A4646994

Spectacular unobstructed views of Sarasota Bay and the Intercoastal Waterway! This 4 bedroom, 4 bath, 4233 square foot home is in the sought-after Queens Harbour neighborhood behind the gates of Bay Isles. You enter the home through its unique entry centerpiece: the courtyard with a garden, pool, and spa. As you step through the gorgeous coastal French doors into the two-story foyer with a grand staircase to the upstairs, your eyes capture the wonderful, unobstructed views of the Bay and Intercoastal. You have arrived in your sanctuary on the fabulous Longboat Key. The open floor plan has two masters, one up and one down, each with fabulous baths and spacious closets with built-in cabinetry. The upstairs master even has its own washer and dryer! Architectural features include dome-tiered ceilings, crown molding, decorative columns, floor-to-ceiling windows, and abundant light. A chef's kitchen with a large family room and a Hemmingway private office overlooking the courtyard provide finishing touches to the downstairs. Outside is the covered rear deck, with a dining patio leading to the large dock. Upstairs is a true haven of spacious bedrooms, a master sitting room with built-in desk and cabinets, and two guest bedrooms with a roomy Jack and Jill bath with two sinks and a separate tub and shower. This well-maintained home has upgraded appliances, a 5-year-old roof, hardwood floors, complete impact-glass hurricane wind protection, and a new Generac generator. The home's outside attraction is complete with the tide-changing wildlife sanctuary at your bayfront back door, where dolphins cruise the bay, pelicans dive bomb for fish, and eagles and osprey hunt. Queens Harbour is a planned, semi-maintenance-free luxury community of 102 single-family homes. The Association provides turnkey landscaping services, including wells and irrigation, maintains the heated community pool, and is responsible for painting the exterior of each home every five years. Homeownership includes membership in the Bay Isles Beach Club, which provides private beach facilities including restrooms with showers, BBQ grills, volleyball, covered pavilion and various other covered eating areas, and, of course, the beautiful sands of Longboat Key's spectacular Gulf beach! Bay Isles offers easy access to Publix and CVS, plus a short drive to the famous St. Armands Circle. Memberships are available at The Longboat Key Club with access to 27 holes of pristine golf, 20 Har-Tru tennis courts at the renowned Tennis Gardens, 8 pickleball courts, a fantastic private marina with direct access to the intercostal, and 2 restaurants.

LONGBOAT KEY

3628 FAIR OAKS PLACE

4 Beds

4 Baths

5,226 Sq.Ft.

$4,850,000

MLS#: A4639155

Priced to sale!!Unbelievable price on a gorgeous home on Longboat Key!! Motivated seller!!A lifestyle of uncompromising luxury awaits in this beautiful residence in the exclusive Gulf side community of Bonaire, where beachfront sophistication meets breathtaking vistas, and every detail is crafted with the utmost elegance. This immaculately cared for British West Indies home is only steps away from a residence ONLY private beach access and has everything you could dream of in a coastal luxury home. Upon entering the 3-level floor plan haven, a harmonious blend of engineered hardwoods and ceramic tile unfolds, creating an ambiance exuding both panache and character. The expansive living room and dining area are seamlessly combined and a spectacular panorama of the outdoor living area through walls of windows and sliders, delivering breathtaking views from every angle. The kitchen is an extraordinary masterpiece, featuring an eat-in area, a large pantry, sleek shaker style cabinets with glass upper panels, granite countertops and Wolf/Subzero stainless-steel appliances, 2 side by side dishwashers, and a custom paneled refrigerator. The open balconies beckon you to savor the beauty that surrounds you, providing optimal spaces to bask in the splendor of the tropical views. The master bedroom is a sumptuous retreat, with beautifully crafted engineered hardwood floors, a ship lap wall and two expansive walk-in closets, while the master bath boasts a large free standing soaking tub, separate shower, and dual vanities. The 2nd master bedroom suite with engineered hardwood floors and large walk-in closet, offers an exceptional vantage point with a wall of windows opening to its own private balcony. This bedroom features an ensuite bathroom with custom tile work, a free-standing soaking tub, separate show, dual vanities. Two additional bedrooms that also boasts full ensuite bathrooms with showers, completing the ensemble of luxurious spaces. An elevator travel to all three floors and starts the ground level. The allure of this residence extends beyond aesthetics with practical features like a large walk-in laundry room, adorned with side-by-side washer and dryers and ample storage. Large and open decks on all levels including custom spiraling staircase leading you to a rooftop deck with spectacular sweeping Gulf views as well as an expansive views of the Intercoastal Waterway. Outside a resort style pool with new pool heater, awaits with wrap around swim area, extra-large swim up table and an oversized heated spa surrounded by custom waterfall features and newly installed outdoor shower. A Bug Mister provides bug free outdoor relaxation. Enjoy alfresco dinning with the newly installed outdoor kitchen enriched with high end appliances and teak cabinetry. Freshly established tropical landscaping and turf completes the exterior and offers privacy for the expansive covered outdoor entertaining area. Minutes to enjoy a tennis in the renovated tennis center, a round of championship golf on the 45 hole golf course, or sail out of the Longboat Key Mooring marina, the 2nd largest marina on the West Coast of Florida. Enjoy the amenities of the nationally acclaimed Longboat Key Club or venture just a few minuted drive to Publix, CVS and a Post Office. It is a short drive to St Armands Circle & Downtown Sarasota where you'll experience endless fine dining, theatre and more!

LONGBOAT KEY

5005 GULF OF MEXICO DRIVE 5

4 Beds

4 Baths

6,402 Sq.Ft.

$4,799,000

MLS#: A4602726

Bayfront Living in Country Club Shores

Discover timeless luxury in this custom-built solid block 4,438 sq. ft. waterfront estate in coveted Country Club Shores. Perfectly positioned on an oversized lot with deep sailboat water and panoramic views of Sarasota Bay extending to the Ca’ d’Zan, this 2008 residence offers an extraordinary blend of craftsmanship, comfort, and coastal charm.

Enter through handcrafted mahogany doors into a luminous interior with soaring 12-foot ceilings, leaded glass transoms, and sweeping views of the water. The grand living room flows effortlessly to the poolside terrace, creating a seamless indoor-outdoor experience.
At the heart of the home lies a chef’s dream kitchen, featuring rich two-tone cabinetry, granite countertops, Sub-Zero and Wolf appliances, and an oversized island perfect for gatherings. Adjacent, a full wet bar and wine cooler complement the dining area, which extends to a fully equipped summer kitchen with charming Spanish tile accents.
The first-floor primary suite is a serene retreat with wood floors, private balcony, custom walk-in closets, and a spa bath with soaking tub and walk-in shower. Upstairs, a private guest suite, media room, and additional bedrooms with terrace access offers comfort and stunning bay vistas.
Close proximity to Longboat Key Club, deeded beach access, St. Armands Circle, and Downtown Sarasota's cultural hub and world class food scene.
Outdoors, enjoy a gas-heated, self-cleaning pool and spa beside your 40' x 4'’ dock with 14,000-lb lift and dual jet ski lifts—designed for the nautical lifestyle. Complete with hurricane-rated windows, elevator, dual laundry rooms, every detail has been curated for comfort, luxury, and peace of mind coastal living.
Longboat Key has been named top destinations in 2025!

LONGBOAT KEY

524 SCHOONER LANE

4 Beds

4 Baths

5,776 Sq.Ft.

$4,725,000

MLS#: A4648699

Enjoy an exceptional lifestyle at this coveted Country Club Shores canal home ideal for boaters and less than three blocks from the beach. With direct access to Sarasota Bay and within two minutes of open water, this stately elevated waterfront villa is an exquisite blend of elegant design and modern coastal luxury. Thoughtfully laid out with an inviting primary suite on the main level and four en suite bedrooms on the second floor, the home features oversized windows and incredible sight lines that showcase beautiful views and abundant natural light throughout. Fully remodeled by Klar and Klar Architects, the interior of more than 4,300 square feet boasts a chic harmony of contemporary and classic styles, with large format porcelain tile floors on the main level, a striking marble feature wall surrounding the gas fireplace, gorgeous light fixtures, crown molding, and coffered ceilings.

Setting the luxurious tone, double paneled oak doors open to a bright entrance foyer with direct views of the waterfront. Beyond the main living room’s stunning fireplace surround, the primary suite enjoys first-floor convenience and privacy, with an elegant tray ceiling and designer lighting, private terrace access, a sizeable walk-in closet, and an enormous bathroom with dual vanities, a hydro-spa soaker tub, and glass enclosed walk-in shower. On the opposite side of the main level, past the central living space that opens to the elevated waterfront terrace, a chef’s kitchen overlooks picturesque canal views through hurricane impact glass sliding doors that fully recess. Premium Thermador appliances include double in-wall convection ovens, a built-in microwave, undercounter wine refrigerator, six-burner gas range, and a paneled double door refrigerator. Adjacent to the kitchen and breakfast nook, the dining area offers ample room to accommodate a table for eight, and a spacious family room is ideally situated to enjoy tv-watching from any perch. The open design of the first floor enables a seamless flow between living spaces and indoor-outdoor areas, ideal for both downtime and entertaining.

Upstairs, the large light-filled landing opens to an enormous secondary family room for additional tv and lounge seating, with fabulous views from an oversized window and terrace. Wood flooring throughout the second floor continues the home’s elevated design, with four en suite bedrooms luxuriously updated and echoing the elegance of the main level with tray ceilings, molding, and beautiful lighting. Two of the suites enjoy direct access to terraces that overlook the pool and waterfront.

Outside, a saltwater pool and spa are surrounded by a manicured tropical landscape, with dense palms offering privacy on either side of the home. The new boat dock includes a 28,000 lb lift to accommodate a large vessel, as well as a lower platform for easily embarking on paddleboards or kayaks. Additional luxuries include a pool-side bathroom and another interior powder room, two-car garage with spacious storage, and - for ultimate convenience - an elevator that serves the garage and both living levels. This home enjoys deeded beach access nearby and is within minutes of St. Armands Circle and the cosmopolitan amenities of Downtown Sarasota. Custom-built in 2013, meticulously maintained, and recently updated, this waterfront home is an exceptional blend of refined style and ultimate coastal luxury.

LONGBOAT KEY

510 BOWSPRIT LANE

5 Beds

6 Baths

5,170 Sq.Ft.

$4,600,000

MLS#: A4631032

Discover an elegant and gracious two-bedroom residence featuring spacious rooms, expansive glass windows, and soaring ceilings that create an airy, inviting atmosphere. The well-appointed gourmet kitchen boasts top-of-the-line Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, and a side-by-side refrigerator—perfect for culinary enthusiasts.
Retreat to the large owner's suite, complete with a luxurious primary bath that features double vanities, a deep soaking tub, a frameless walk-in shower, and a private water closet. Host unforgettable gatherings on your terrace, equipped with an outdoor gas grill and views of Sarasota Bayfront. Residents will have the ease and convenience of a private 2-car garage on the first level with easy access to your semi-private elevator opening directly into your residence.
Nestled within the first branded residential community and ultra-luxe 5-star resort on the Gulf of Mexico, The Residences at The St. Regis Longboat Key blend legendary service with the serene allure of a seaside getaway on the secluded barrier island of Longboat Key, FL. Spanning over 17 acres with 800 feet of direct beachfront, this community offers unparalleled amenities, including the signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in-residence dining, a private resident-only pool and spa, a Clubhouse, a fitness center, and beachside cabanas.
Experience luxury living at its finest. Welcome home to The St. Regis Longboat Key.

LONGBOAT KEY

1591 GULF OF MEXICO DRIVE 413

2 Beds

2 Baths

2,800 Sq.Ft.

$4,499,000

MLS#: A4627935

DIRECT BEACH FRONT WALKOUT !! Completely redone in 2024!!The west facing private terrace off the living room and master bedroom has the exclusive feature of a Gulf front terrace with a private staircase that leads directly to the sandy beach and azure waters of the Gulf of Mexico. This rarely available floor plan is a stunning residence with front and back terraces. The east private terrace captures vistas of the beautiful sunrises and the west terrace looks over the beach to the Gulf of Mexico plus spectacular evening sunsets. This home is both casual and elegant. The floor plan offers two bedrooms and a third room as an office or a bedroom with a full bath nearby. The Gulf front master has spectacular views plus a sliding door that leads to the large terrace. The master suite features ample closet space plus his and her private bath areas. L' Ambiance amenities include a concierge in the lobby, 24 hour guard gate for security and an Olympic size Gulf side pool surrounded by lush landscaping. Other amenities include two har-tru tennis courts, state-of-the-art fitness center with his and her locker rooms, game and billiard rooms, library, wine room and three private guest suites. This condo has two underground parking spaces plus a private storage locker. The location of L'Ambiance is minutes away from the shopping and dining on St.Armands Circle plus walking distance to Longboat Key Club restaurants and amenitie

LONGBOAT KEY

415 L AMBIANCE DRIVE C204

3 Beds

3 Baths

3,770 Sq.Ft.

$4,495,000

MLS#: A4636316

This exquisite two-story waterfront home located in the coveted Harbor section of Bay Isles has been meticulously renovated to embody modern elegance and luxurious coastal living. Surrounded by lush tropical landscaping, the home welcomes you through an elegant French door entrance into the grand foyer, where soaring ceilings, gleaming travertine flooring, and a striking wrought iron floating staircase with rich, dark wood steps set the tone for the refined elegance that unfolds throughout the home. The lower level boasts a bright and airy open space with hardwood floors throughout, creating a welcoming atmosphere that effortlessly combines sophistication with the timeless beauty of natural materials. The spacious family room is anchored by a stunning fireplace with decorative columns and an elegant mantel, complemented by French doors leading to the expansive waterfront lanai, reinforcing the home's seamless connection to its stunning natural surroundings. A culinary enthusiast’s dream, the generously sized kitchen features a large island with a waterfall granite countertop, custom cabinetry, ample storage space, and high-end stainless steel appliances, including a six-burner gas range and double ovens. Adjacent to the kitchen, the dining area and great room spaces flow seamlessly into each other. The great room is both grand and inviting, showcasing a dramatic wood-clad cathedral ceiling that adds warmth and character. A second stone fireplace enhances the ambiance, while three sets of French doors that open onto the lanai offer an effortless transition between indoor and outdoor living. Also on this level are two generous guest suites, each with a full bath, one with direct lanai access, and a den with full bath. Upstairs, the primary suite is a true retreat. Floor-to-ceiling windows illuminate the space, and French doors open to a spacious private balcony, offering captivating water views that create a peaceful escape. A cozy fireplace adds to the intimate atmosphere, while the spa-inspired en-suite bath indulges with marble flooring, soaking tub, dual vanities, frameless glass walk-in shower, and water closet, all overlooking the serene waterway. The outdoor living space is equally spectacular, designed for both relaxation and entertaining. The expansive lanai features multiple covered areas with a rich wood-clad ceiling and retractable screens, a sun-drenched open-air section, and a stunning saltwater pool with travertine decking framed by verdant tropical landscaping. Just beyond the pool, a private dock with a boat lift sits on a deep-water basin and wide canal with no bridges to Sarasota Bay, offering quick and direct access for boating enthusiasts. Bay Isles Beach Club membership is included. This extraordinary home seamlessly blends elegance, comfort, and the unparalleled beauty of waterfront living, creating a sanctuary that is as functional as it is breathtaking.

LONGBOAT KEY

520 HARBOR CAY DRIVE

4 Beds

4 Baths

6,095 Sq.Ft.

$4,495,000

MLS#: A4643565

Why choose between breathtaking beach views, serene golf course vistas, or the twinkling city lights when you can have them all? Welcome to Regent Place on Longboat Key, where this sixth-floor residence offers 270-degree panoramic views spanning the Gulf of Mexico, Sarasota Bay and downtown Sarasota. This 3,150-square-foot masterpiece features three bedrooms, 3.5 baths, and an incredible open floor plan designed to maximize space and scenery. Step onto the western balcony for unobstructed gulf and beach views, visible from the expansive great room and gourmet kitchen. On the eastern balcony, take in stunning bay and golf course views leading to the city skyline. Thoughtfully reimagined by its owners, this residence has been completely remodeled, incorporating unique storage solutions and a layout that allows for customized living spaces. Behind the gates of the Longboat Key Club, Regent Place is one of the island’s most exclusive luxury communities, with just 36 residences ensuring privacy and premier amenities including heated beachfront pool and spa, resident clubhouse and fitness center, on-site management and 24/7 security, 500-plus feet of private beach access, and is a pet-friendly community. Enjoy the unparalleled resort lifestyle with golf, tennis, spa services, fine dining and boating right at your doorstep. Just moments away, St. Armands Circle and downtown Sarasota offer world-class shopping, dining and entertainment. This is a one-of-a-kind opportunity to own a spectacular residence. Schedule your private showing today!

LONGBOAT KEY

655 LONGBOAT CLUB ROAD 16B

3 Beds

3 Baths

3,683 Sq.Ft.

$4,395,000

MLS#: A4643650

Million-dollar Gulf views. Lowest square foot price on any newer built home on the Island! Enjoy watching waves crash from the comforts of your living room. New Construction (2021). PRIVATE PERSONAL BOAT DOCK and irrigation with optional HOA Membership. Hurricane windows and doors. Raised home so no worries of hurricane flood damage! One-of-a-kind Mid-Island Longboat Key custom-built home across the street from the Gulf of Mexico! Just steps from the very quiet, often private beach. Rare find on LBK - With BOTH gulf and bay views AND a boat dock! 4,868 square feet under air, breathtaking gulf views from every floor! Amazing sunset views -- Every Single Night -- from every single floor, including a fully screened, covered 35-ft deck and screened, heated pool and firepit. You can hear waves crash on the beach, only 400 feet from your decks. The coolest thing about this house -- the 4th floor open air deck with 360-degree views and a hot tub under the stars and you can even watch the space shuttle launches from Port Canaveral. This all-block home is a 4-story home and includes 4 bedrooms, 4 baths, an elevator, front and back stairways, a theater room with sound control, and oversized garages for 3 SUVs/Trucks, plus a workshop, extra garage storage and room for a trailer. There is a paved circle drive and as a bonus - extra overflow parking spaces. So much storage in this house! More than 800 sf of climate-controlled storage area to use as you wish. 6,720 total square feet! Every living space is zoned and has its own thermostat for individual comfort. The Master suite has amazing gulf views, a separate home office, and a spacious bathroom with luxurious soaking tub, and a no-door walk-in shower. The best part of this master retreat is the private deck overlooking the Gulf of Mexico. The stunning gourmet kitchen includes quartz countertops and even a quartz sink, custom cabinetry, large pantry, extra-large island with a breakfast bar, appliance package with double ovens (Both are convection. One is also an air fryer), and a huge 60-inch stainless steel refrigerator ready for your large family gatherings! There are 13' ceilings, extra-wide panel pocket sliding doors, and a beautiful floor to ceiling fireplace. There is also an outdoor kitchen with a Napoleon grill and built-in dining area on the 3rd floor for your sunset dining pleasure. Professionally wired for any tech devices you desire. Beautiful landscaping surrounded by privacy bushes on all sides and abundant Palm Trees (because...Florida) adorn the front yard. This home is conveniently located in Sarasota County. Minutes to the Sarasota International Airport (SRQ) and convenient to three more major airports. The home is at the center of the island, and a quick walk/bike to Publix and town center conveniences. There is an awesome wide sidewalk to shopping or to the beach, with light-protected crosswalk to the beach just one block away. Upscale shopping (the famous St. Armands Circle) and the area’s finest restaurants in one direction and more beaches (Anna Maria Island) and fun attractions in the other. Lucky you if you lock this one up!

LONGBOAT KEY

500 BUTTONWOOD DRIVE

4 Beds

4 Baths

6,720 Sq.Ft.

$4,390,000

MLS#: A4616824

#A4655358

LONGBOAT KEY

590 DE NARVAEZ DRIVE

4 Beds

3 Baths

4,195 Sq.Ft.

$4,340,000

MLS#: A4655358

GULF AND BAY VIEWS! THREE OUTDOOR PATIOS! Discover an extraordinary coastal contemporary masterpiece by Floridian Crafted Homes, perfectly positioned on Longboat Key with breathtaking Gulf and Bay views. This 13 FEET ELEVATED, hurricane-fortified residence offers 5 bedrooms, 5 full bathrooms, and 2 partial bathrooms across 4,176 square feet of luxurious living space. Home has elevator shaft blocked in and ready to receive elevator mechanics. Designed for both elegance and functionality, this home features three expansive outdoor living spaces, including two private balconies and a stunning rooftop deck, perfect for capturing the serene Gulf sunsets. The open-concept great room flows effortlessly into the gourmet kitchen, creating an entertainer’s dream, while the second-floor club room offers a private retreat for relaxation. Outdoors, a private pool and spa provide a tranquil escape, while the 5+ car garage ensures ample storage for vehicles and beach essentials. Located just steps from the beach and steps to the upcoming retail and dining destination (Est. Fall 2025), this home also offers access to a community marina with available boat slips, making it ideal for boating enthusiasts. Experience the pinnacle of modern coastal luxury in this exceptional Longboat Key residence—where timeless design, breathtaking views, and an unparalleled location create the ultimate island retreat.

LONGBOAT KEY

597 BUTTONWOOD DRIVE

5 Beds

5 Baths

7,589 Sq.Ft.

$4,299,000

MLS#: A4640902

Spectacular Gulf front location! Rarely available A floorpan Three bedroom, three bath direct beach corner residence with southern exposure with vistas to the beach, azure Gulf waters and sunsets plus views of the Longboat key Club golf course, Sarasota Bay and downtown Sarasota lights. Sunrise, sunsets are all enjoyed from this third floor spacious, open floor plan. A private, secured elevator opens to the interior of the residence while a separate elevator brings guests to the front door. Special features of this luxurious residence include 10' foot ceilings, floor to ceiling sliding glass doors, 8' solid mahogany doors plus porches on east and west side of this 3400 sq.ft. home. The kitchen has a wonderful center island plus a breakfast room. The master suite has expansive walls of windows enhancing the gulf views. The master bath is appointed with marble floors and walls, dual vanities and spa tub. Regent Place offers 24 hour security, a 25 -meter heated pool and spa overlooking the Gulf, summer kitchen by the pool, club house with social room and fitness center.

LONGBOAT KEY

675 LONGBOAT CLUB ROAD 23A

3 Beds

3 Baths

3,564 Sq.Ft.

$4,195,000

MLS#: A4648954

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