One of the most popular communities provided by {{page_data.agentName}}

Long Boat Key

One of the most popular communities provided by The Graf Group of Coldwell Banker

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 The Graf Group of Coldwell Banker

455

# of Listings

2

Avg # of Bedrooms

$1,133

Avg. $ / Sq.Ft.

$2,061,237

Med. List Price

Browse Long Boat Key Real Estate Listings

$250,000 - $500,000

$3M - $5M

42 Properties Found. Page 1 of 3.

Welcome to a crisp & clean Florida ranch. Located in popular Emerald Harbor which is a bayside enclave of just 82 homes. Homes are located on broad lagoon-style canals that provide direct boating access to Sarasota Bay. 20 ft. private Beach access is a real bonus for sunworshippers. This 3 bedroom 3.5 bath custom home blends Dutch Cape and West Indies architectural style. It is a split design with the primary bedroom and office at one end of a large great room and two guest ensuites on the other end. The resulting clean lined design is resplendent with light. The open kitchen is without walls to design the space. Towering over the KitchenAid gas range is a custom-built plaster range hood. The primary bedroom features a vaulted pyramid cypress ceiling which enhances the beauty of the home. The primary bath features porcelain Calacatta tiles which adds to the floors of this light filled bathroom A terraced backyard takes outdoor living to a new level. There is an outdoor kitchen, fireplace, fire pit and a raised jacuzzi taking advantage of the water views. It's a real plus. The outdoor kitchen with grill has a dining area and a seating area with wood burning fireplace. The outdoor terrace runs the length of the terrace above mimicking the interior layout. The home is nicely landscaped with mature palm trees and lush tropical vegetation. New seawall (2024) with boat lift which is engineered to lift and store your vessel high above any rough waters--This Jewel is a must see!

LONGBOAT KEY

681 OLD COMPASS ROAD

3 Beds

3 Baths

2,520 Sq.Ft.

$4,995,000

MLS#: A4678515

Where every day unfolds like a private Gulf Coast retreat.

Set directly along the shimmering waters of the Gulf of Mexico, this refined 3-bedroom, 3½-bath residence at La Firenza offers an elevated expression of coastal living on Longboat Key. Encompassing approximately 3,582 square feet, the home pairs timeless elegance with a gracious, livable scale—designed to celebrate light, views, and an effortless indoor-outdoor lifestyle framed by unforgettable sunsets.

A private elevator opens to a formal foyer that immediately sets the tone, with paneled walls, mirrored accents, and classic detailing that transitions seamlessly into the main living areas. The layout unfolds into expansive living and dining spaces defined by soaring tray ceilings, custom millwork, and a coastal aesthetic. Walls of glass along the Gulf-facing side of the residence, drawing the horizon into nearly every principal room and creating a constant connection to the water. Multiple seating areas allow for both intimate moments and elegant entertaining, all oriented toward the terraces and the ever-changing Gulf beyond.

The primary suite is a tranquil sanctuary positioned to maximize sunset views, offering generous proportions, layered ceiling details, and direct access to the terrace. Guest suites are thoughtfully placed to provide privacy and comfort, each with well-appointed en-suite baths. Throughout the residence, finishes reflect a classic, refined style—stone flooring, bespoke cabinetry, architectural ceilings, and carefully curated lighting—creating a home that feels both polished and inviting.

Outdoor living is an essential extension of the interior, with a spacious terrace ideal for dining, lounging, and sunset gatherings, complete with a summer kitchen overlooking the beach. Residents of La Firenza enjoy a boutique, gated setting with private beach access, a heated beachfront pool and spa, fitness facilities, and secure garage parking. Ideally located near the dining, shopping, and cultural offerings of Longboat Key and St. Armands Circle, this exceptional residence offers a rare opportunity to experience beachfront living defined by elegance, privacy, and enduring coastal beauty.

LONGBOAT KEY

4127 GULF OF MEXICO DRIVE N-101

3 Beds

3 Baths

3,582 Sq.Ft.

$4,990,000

MLS#: A4676599

Price reduced

Longboat Key Waterfront Estate with Rare Beach and Boating Access. Designed by Stofft Cooney Architects and built in 2022 by Perrone Construction, one of the Gulf Coast’s premier luxury builders, this stunning coastal residence is a rare offering that blends modern design, structural integrity, and an exceptional location. Positioned on the desirable northern end of Longboat Key, the home offers a lifestyle few can match, with both deeded beach access directly across the street and canal frontage in the backyard. Where most homes require a choice between Gulf or Bay, this property offers the best of both. Step inside to discover a layout designed for both comfort and sophistication. The main level features a serene primary suite with a spa-inspired bathroom, a seated vanity, and a custom walk-in closet. A thoughtfully planned home office includes a custom built-in desk with dual workstations, offering dedicated space for both homeowners. The open-concept living area flows effortlessly into the designer kitchen, outfitted with quartz counters, Thermador appliances, a paneled refrigerator and freezer, wine fridge, and ice maker. A hidden walk-in pantry provides additional prep space and ample storage. Upstairs, a central family lounge connects three en-suite bedrooms, two with tranquil canal views where manatees are often spotted lingering at the water’s surface. The upper level is easily accessed by both a residential elevator and a beautifully crafted staircase with integrated storage. Every room has been carefully curated to reflect the home’s effortless luxury. For buyers seeking a fully realized, move-in-ready experience, furnishings can be negotiated separately. Outdoor living is elevated with a heated saltwater pool and spa, expansive lounging and dining terraces, and a fully equipped summer kitchen featuring stone counters, a Lynx grill, and built-in refrigeration, all protected by push-button retractable hurricane shutters. A dedicated pool bath adds convenience and keeps wet feet out of the house. The private dock includes a 16,000-pound boat lift, a 4,500-pound kayak or jet ski lift, plus additional space to dock a larger vessel in the water. The dock is fully outfitted with shore power, running water, integrated lighting, and a fish-cleaning station, ready for both adventure and convenience. Built high and dry, the home remained fully protected during recent storms, a true reflection of the enduring quality behind its construction. Combining beauty, function, and peace of mind, this is a rare opportunity to enjoy the very best of Longboat Key living, free from compromise.

LONGBOAT KEY

5840 GULF OF MEXICO DRIVE

4 Beds

4 Baths

4,145 Sq.Ft.

$4,950,000

MLS#: A4670094

Spectacular Gulf of Mexico views define this exceptional three-bedroom, three-and-a-half-bath residence that lives like a single-family home. A large wraparound terrace with a built-in grill offers seamless indoor-outdoor living, and private steps leading directly to the sandy beach – perfect for sunset entertaining or morning walks along the shore. Enter the home through a private elevator into a formal foyer with double door entry into the residence. The gracious living room is framed by expansive windows showcasing endless water views and exceptional sunsets flowing effortlessly to a built-in wet bar complete with wine refrigerator, ice maker, and a dedicated desk area—ideal for entertaining or casual work-from-home moments. A formal dining room with elegant ceiling detail makes hosting a dinner party a treat. Plantation shutters throughout the residence add a coastal and private touch. The gourmet kitchen is designed for both function and style, offering a large island for gathering, side-by-side Sub-Zero refrigerator and freezer, Wolf gas cooktop, Wolf oven with warming drawer, generous pantry, and a cozy desk area for browsing favorite recipes. A large center island and charming breakfast nook are the perfect spots for morning coffee or casual meals. Adjacent to the kitchen, the inviting keeping room opens to a private east-facing terrace with beautiful sunrise and views of Sarasota Bay. The expansive owner’s suite is a true retreat, featuring its own breakfast bar with sink and refrigerator for enjoying morning coffee while overlooking the Gulf. Two oversized, custom-built walk-in closets provide exceptional storage. The spa-inspired bath includes double vanities, a glass-enclosed shower, a private water closet with bidet, and refined finishes throughout. Two en-suite guest bedrooms with large custom-built closets open onto a private terrace with views of Sarasota Bay, ensuring comfort and privacy for family and guests alike. This rare beachfront residence combines luxury, privacy, and the ease of coastal living, all with breathtaking views and thoughtfully designed spaces for everyday enjoyment and elegant entertainment. Residents of La Firenza enjoy a boutique, gated setting with private beach access, a heated beachfront pool and spa, fitness facilities and secure garage parking.

LONGBOAT KEY

4127 GULF OF MEXICO DRIVE N102

3 Beds

3 Baths

3,521 Sq.Ft.

$4,900,000

MLS#: A4680618

New Construction - Discover the epitome of waterfront luxury with this newly built home in the heart of Longboat Key—competitively priced and move-in ready. Nestled along a private canal, this 4-bedroom plus den, 4,106 sq ft residence blends contemporary sophistication with coastal appeal. Designed for effortless indoor-outdoor living, the home boasts two spacious lanais, a private pool and spa, and an elevated foundation at 9.5 feet for added peace of mind.
Boaters will enjoy concrete canal bulkhead with quick access to the Gulf of Mexico, perfect for endless days on the water. Inside, the home features engineered hardwood flooring, sleek quartz countertops throughout, a large walk-in pantry, and the convenience of dual laundry rooms.
Set in a tranquil, private location just minutes from Longboat Key’s renowned beaches, golf courses, and upscale dining, this home is a rare gem. Don’t miss your opportunity to own a waterfront retreat in one of Florida’s most sought-after coastal communities.

LONGBOAT KEY

530 DE NARVAEZ DRIVE

4 Beds

4 Baths

4,106 Sq.Ft.

$4,895,000

MLS#: A4669195

Bay Isles Harbor, Longboat Key - Architecturally striking 4-bedroom, 5.5-bath waterfront residence located in the Bay Isles Harbor Area. This exceptional 5,080 SF contemporary home features a rare and dramatic three-pod circular design, seamlessly connected by custom corridors—offering outstanding privacy, abundant natural light, and refined indoor–outdoor living.

The primary living pod showcases a soaring wood-paneled ceiling, floor-to-ceiling glass, and an expansive great room ideal for entertaining. The semi-circular primary suite is a private retreat, featuring a spa-inspired bath with dual showers, private office, lounge area, and direct access to the pool and spa.

The circular kitchen pod is both sculptural and functional, featuring a curved island, two-story ceiling, skylight, radial appliance layout, and custom integrated storage. A separate bedroom pod offers two semi-circular en-suite bedrooms, each with walk-in closets and private outdoor patios.

Above the oversized 32' x 32' three-car garage is a fully self-contained secondary primary suite, complete with independent HVAC, Murphy beds, a spacious living area, and a luxury bath with steam shower and spa amenities—ideal for guests or extended stays.

Outdoors, enjoy a private dock on protected deep sailboat water with a 12,000 lb. boat lift. Bay Isles residents benefit from 24-hour gated security and exclusive access to the Bay Isles Beach Club on the Gulf of Mexico.

A true sculptural masterpiece designed for elegant, livable luxury.

LONGBOAT KEY

510 HARBOR GATE WAY

4 Beds

5 Baths

5,080 Sq.Ft.

$4,895,000

MLS#: A4671696

Price reduced

#A4661312

LONGBOAT KEY

569 BAYVIEW DRIVE

4 Beds

4 Baths

4,106 Sq.Ft.

$4,850,000

MLS#: A4661312

Price reduced

#A4666688

LONGBOAT KEY

1571 HARBOR CAY LANE

4 Beds

3 Baths

4,209 Sq.Ft.

$4,750,000

MLS#: A4666688

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

3,800 Sq.Ft.

$4,695,000

MLS#: A4643048

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. The residence is being sold furnished from Restoration Hardware. 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. The owner will consider a lease purchase with acceptable terms on this residence.

LONGBOAT KEY

1591 GULF OF MEXICO DRIVE 413

2 Beds

2 Baths

2,154 Sq.Ft.

$4,499,000

MLS#: A4627935

Experience unparalleled luxury in this beautifully updated 3-bedroom condo at the highly coveted L’Ambiance condominium behind the exclusive gates of the Longboat Key Club. This seventh floor sabal floorplan offers sweeping views of the Gulf of Mexico, the Bay and downtown Sarasota. The exceptional renovation was a collaboration between interior designer Chris Sloan and Markley Construction, known for their expertise in high end renovations at L’Ambiance. Fresh paint and designer wall treatments, white oak floors, and stunning new lighting enhance this flowing floor plan, where natural light cascades over spacious rooms designed for gorgeous entertaining and everyday moments. The kitchen has been reimagined to enhance functionality and opened to capture gorgeous views, creating a bright and airy floorplan with ample countertop space. A defining focal point, the dreamy white kitchen features Wolf and Sub-Zero appliances, quartzite countertops, white oak accents and plentiful storage. A stunning wet bar with a Sub-Zero wine fridge and refrigerator drawers provides a seamless connection from the kitchen to the great room. Included in this renovation was the transformation of the den/office into a third usable bedroom, with pocket doors for privacy. This is a rarely seen feature in L'Ambiance and is perfect for out of town guests. The bathrooms have been completely renovated with the latest design trends, and the primary bath offers a luxurious spa-like retreat with a separate makeup vanity. No detail has been overlooked: solid core doors, new baseboards, fresh paint, custom white oak beams, electric window treatments, upgraded hardware and impact rated windows and sliding glass doors through Mullets have been installed. Step outside and prepare to be captivated by the breathtaking views that surround you. Enjoy both sunrise and sunset from your expansive balconies—one offering panoramic views of the downtown skyline and sparkling Bay, and the other providing a front-row seat to the mesmerizing Gulf sunsets. Whether you’re relaxing on your terrace or watching the lights of downtown illuminate the evening sky, this residence delivers a front-row view of the best of Longboat Key. L’Ambiance residents enjoy luxury amenities such as 24-hour security, a 240' lap pool and patio, hot tub that is just steps to the sparkling Gulf waters. There are also 2 well maintained Har-Tru tennis courts. Building amenities include a full time manager and staff with concierge services, fitness center, clubhouse with catering kitchen, individual wine lockers, library, game room and 3 guest suites, storage, and a secured garage parking, surrounded by lush landscaping and walkways. Two parking spots are included with this condo with one of the spots being conveniently located right by the elevator. Furnishings may be available with separate agreement.

LONGBOAT KEY

435 L AMBIANCE DRIVE J703

3 Beds

2 Baths

2,820 Sq.Ft.

$4,495,000

MLS#: A4667475

Tucked along a quiet canal in Longboat Key’s Sleepy Lagoon Park, 761 Norton Street delivers the kind of waterfront lifestyle that’s increasingly rare—equal parts boating-centric, resort-style, and built for hosting at scale. With 4 bedrooms, 4 ensuite baths, 3 half baths, and 4,674 square feet under air, the home is thoughtfully designed for those who want space and flexibility without sacrificing flow, comfort, or privacy, ideal for multi-generational living, extended stays, and entertaining without compromise. Constructed for exceptional strength and durability, this home offers solid concrete block walls on all levels with reinforced rebar, and hurricane-rated windows and doors. A travertine foyer filled with natural light and a planter with water feature sets the tone, complemented by a 5-stop elevator. This home features smart home functionality. The living level features an open-concept eat-in kitchen, appointed with wood cabinetry, stainless steel KitchenAid appliances, a beverage cooler, and cooktop, created to serve both everyday ease and elevated entertaining. Designed to maximize indoor-outdoor living, the home opens to a travertine pool deck anchored by an infinity-edge pool and spa, an outdoor shower, and an outdoor kitchen with a Coyote grill, a true backyard retreat that feels like a private resort. For boating enthusiasts, the property’s canal-front setting is enhanced by a 28,000-lb boat lift and lift for two jet skis, offering exceptional convenience for water access and day-to-day coastal living. Inside, architectural details add warmth and dimension, including a two-tone tray ceiling, travertine fireplace, and curated art niches along the hallway. Guest accommodations are generous and private, including multiple en-suite bedrooms with walk-in closets. One suite offers a walk-in shower and vanity, while another features a more spa-like bath with a Jacuzzi tub, dual vanities, a walk-in shower, and a water closet with a bidet. Adding to the home’s standout appeal is its rare, mirrored design, featuring an additional living level with a second kitchen/bar/living arrangement, as well as matching guest suites, creating two complete living experiences under one roof. Whether hosting seasonal guests, accommodating extended family, or simply wanting room to spread out, the layout provides the ultimate “together-but-separate” lifestyle. Additional highlights include a 4-car tandem garage, solid, poured concrete construction and a prime Longboat Key location. Experience the best of island living at this canal-front address featuring seamless access to the Bay, Intracoastal Waterway and Gulf waters. Just minutes away from St. Armand’s Circle, the new St. Regis, downtown Sarasota, and Anna Maria Island, you’re perfectly positioned near celebrated restaurants, boutique shopping, and culture. And from your own dock, the boating lifestyle becomes part of everyday life, with restaurants visible across the way and just a quick boat ride from home, it’s easy to head out for lunch, sunset cocktails, or a spontaneous evening on the water.

LONGBOAT KEY

761 NORTON STREET

4 Beds

4 Baths

4,674 Sq.Ft.

$4,490,000

MLS#: A4677200

The Quintessence of Coastal Living: A British West Indies Masterpiece on Longboat Key - Where Architecture Meets Paradise. Offered turn-key, this exquisite 4,000+ sq. ft., 4-bedroom, 4.5-bath residence in Longboat Key’s prestigious Bonaire subdivision is a rare union of refined British West Indies architecture and the serene beauty of Florida’s Gulf Coast. Every inch of this home has been thoughtfully crafted to evoke a sense of effortless luxury—where sun-kissed days and gentle Gulf breezes blur the line between indoors and out. From the moment you step through the grand entrance, you’re embraced by light, texture, and tranquility. Creamy finishes, warm woods, and bespoke millwork elevate every space, while expansive windows and French doors invite in the turquoise glow of the Gulf and the soothing rhythm of coastal life. Main Level Elegance - The heart of the home features an open-concept chef’s kitchen with top-of-the-line appliances: a Wolf 6-burner gas range with custom vent hood, dual Asko dishwashers, Sub-Zero refrigerator/freezer, Wolf convection/microwave, and a 50-bottle wine captain. Quartz countertops, artisan pendant lighting, and a massive island with farmhouse sink make this space as beautiful as it is functional. The adjoining dining and great room flow effortlessly to an expansive balcony - perfect for indoor-outdoor entertaining. The main-floor Primary Suite offers tray ceilings, shiplap accents, dual walk-in closets, and a spa-inspired bath with soaking tub, double-entry stone shower, and sparkling stone vanities. Two additional ensuite guest rooms on this level echo the home’s airy, coastal elegance, and exceptional quality. Upper-Level Retreat - Ascend to a private owner’s sanctuary with dual custom closets and a lavish bath adorned with blue calcite counters, glass mosaic tile, and a freestanding tub. This level includes a substantial private balcony with access to the upper-level viewing balcony. The Observation Deck - Crowning the home is the ultimate vantage point—a “Sunset Terrace ” with panoramic Gulf and Sarasota Bay views. It’s here you’ll end each day watching sunsets paint the horizon in unforgettable color. Resort-Style Outdoor Living - The pool retreat is an absolute showstopper - pocketing sliding doors reveal coral stone terraces, a resort-style pool with sun shelf and tiled cocktail table, a 10-person spa, and a fully equipped outdoor kitchen with seating for eight. The entire area is lined with an automatic insect elimination system to ensure you can enjoy the outdoors all year long. Optical lighting enhances the overflowing water features which seem to dance in the glow of firelight, creating the perfect setting for stargazing or nightcaps. The community provides private beach access and is close to world-class golf, tennis, fine dining, and the largest deep-water marina on the Gulf coast. This is more than a home - it’s a sanctuary, a work of art, and a lifestyle. Delivered exactly as you see it, fully furnished and ready to enjoy, this British West Indies masterpiece awaits the one discerning buyer ready to claim the very best of Longboat Key coastal living.

LONGBOAT KEY

5005 GULF OF MEXICO DRIVE 5

4 Beds

4 Baths

4,044 Sq.Ft.

$4,424,000

MLS#: A4661988

Price reduced

#A4673592

LONGBOAT KEY

610 YARDARM LANE

4 Beds

4 Baths

4,138 Sq.Ft.

$4,350,000

MLS#: A4673592

Price reduced

BEACH FRONT OPPORTUNITY on Longboat Key! Rare chance to own DIRECT GULF FRONT property on the coveted south end of Longboat Key in Sarasota county. This charming, 1955 beach cottage sustained significant hurricane damage and is now being sold AS-IS for land value only. No HOA fees! Build your dream coastal retreat on this prime GULF-front lot and enjoy breathtaking sunsets, white-sand beaches- just steps to Publix grocery, 1.5 miles to the stunning St. Regis resort, and easy access to nearby St Armand’s dining/shopping, downtown Sarasota, golf, and marinas. You do not want to miss this opportunity to create your own piece of paradise on BEAUTIFUL Longboat Key!

LONGBOAT KEY

2819 GULF OF MEXICO DRIVE

3 Beds

2 Baths

1,173 Sq.Ft.

$4,249,000

MLS#: A4669533

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