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

469

# of Listings

2

Avg # of Bedrooms

$1,150

Avg. $ / Sq.Ft.

$2,116,768

Med. List Price

Browse Long Boat Key Real Estate Listings

$250,000 - $500,000

$500,000 - $1M

161 Properties Found. Page 1 of 11.

**Pirce Improvement ~ Motivated Seller** Step into the island lifestyle you’ve always imagined at Privateer North, located behind the gates of the Longboat Key Club. This CORNER residence with over 1,400 sq. ft. invites you to wake each morning to the sound of waves and natural light streaming through wide glass doors. Sip your coffee on the balcony as Gulf breezes drift in, and in the evening, watch the sky transform with unforgettable Longboat Key sunsets. Inside, thoughtful UPDATES create a fresh, welcoming home. The owners have recently installed a NEW ELECTRIC PANEL, added NEW LIGHTING, FRESH PAINT in areas where needed, and are offering the property FULLY TURN-KEY FURNISHED — so you can start enjoying it from day one. The OPEN LIVING AND DINING area flows easily for entertaining, while the SPLIT-BEDROOM design ensures privacy. The spacious primary suite features a WALK-IN CLOSET and SPA-STYLE BATH, while the guest suite provides a comfortable retreat for family and friends.
Privateer North has just completed a STUNNING MODERNIZATION of its common areas and elevators, complementing its prime beachfront setting. Amenities include a BEACHFRONT POOL AND SPA, FITNESS CENTER, SAUNA, TENNIS and PICKLEBALL courts, CONCIERGE service, and DIRECT BEACH ACCESS — everything you need for a true resort lifestyle. With the new St. Regis Resort just minutes away, and St. Armands Circle and downtown Sarasota within easy reach, this home blends relaxation and sophistication in one of the Gulf Coast’s most desirable locations. Whether a seasonal retreat or full-time residence, Unit 204 offers the perfect balance of LUXURY, LIFESTYLE, and ISLAND CHARM. Call the listing agent today for a V.I.P. tour!

LONGBOAT KEY

1050 LONGBOAT CLUB ROAD 204

2 Beds

2 Baths

1,409 Sq.Ft.

$874,900

MLS#: A4662463

Privacy is key for this sprawling, estate-size lot tucked down a quiet street on the north end of Longboat Key. While addressed on Gulf of Mexico Drive, the property is uniquely positioned off the main roadway, set back beyond two estate-sized parcels, offering a tranquil, quiet and peaceful canal-front setting. This rare location offers one of the largest single-family home lots available on Longboat Key and provides a blank canvas to build your dream home. With the additional purchase of the adjacent lot at 6608 Gulf of Mexico Drive, nearly one acre of land can be assembled, creating the ultimate family estate and a rare opportunity in this area. Featuring approximately 140 feet of canal frontage with access to Sarasota Bay and the Intracoastal Waterway, this sought-after location invites you to fully immerse yourself in the island lifestyle. Enjoy deeded beach access just across the street, where white sand beaches and sparkling waters of the Gulf of Mexico await. Ideally just a short drive from the shopping and dining of St. Armands Circle, along with golf, tennis, boating, Holmes Beach, Anna Maria Island, and all the Sarasota–Bradenton area has to offer, you really can have it all.

LONGBOAT KEY

6608 GULF OF MEXICO DRIVE

None Beds

None Baths

0.45 acres

$1,000,000

MLS#: A4679437

Privacy is key for this sprawling, estate-size lot tucked down a quiet street on the north end of Longboat Key. While addressed on Gulf of Mexico Drive, the property is uniquely positioned off the main roadway, set back beyond three estate-sized parcels, offering a tranquil, quiet and peaceful canal-front setting. This rare location offers one of the largest single-family home lots available on Longboat Key and provides a blank canvas to build your dream home. With the additional purchase of adjacent lot at 6608 Gulf of Mexico Drive, nearly one acre of land can be assembled, creating the ultimate family estate and a rare opportunity in this area. Featuring approximately 140 feet of canal frontage with access to Sarasota Bay and the Intracoastal Waterway, this sought-after location invites you to fully immerse yourself in the island lifestyle. Enjoy deeded beach access just across the street, where white sand beaches and sparkling waters of the Gulf of Mexico await. Ideally just a short drive from shopping and dining of St. Armands Circle, along with golf, tennis, boating, Holmes Beach, Anna Maria Island and all the Sarasota–Bradenton area has to offer, you really can have it all.

LONGBOAT KEY

6604 GULF OF MEXICO DRIVE

None Beds

None Baths

0.44 acres

$1,000,000

MLS#: A4679263

One or more photo(s) has been virtually staged. Perfectly positioned in the sought-after Islander Club Condominium, this 2-bedroom, 2-bath residence offers commanding Gulf and beach views from the living room, dining room, and both bedrooms. Expansive windows frame the sparkling waters of the Gulf of Mexico, creating a breathtaking backdrop for everyday living while showcasing spectacular sunset skies each evening. Situated front and center on the 4th floor, the residence enjoys one of the most desirable vantage points in the building, elevated enough for panoramic shoreline views yet close enough to feel immersed in the beauty and rhythm of the beach below. Competitively priced, the condominium presents a rare opportunity for the next owner to create their own vision of coastal living. Whether designing a sophisticated modern retreat or a relaxed island escape, the residence offers a blank canvas ready to be transformed to your personal taste and style—truly a chance to make it your own.
Residents of the Islander Club enjoy a collection of resort-style amenities including direct access to the pristine Gulf Beach, a beachfront Olympic size swimming pool, tennis courts, fitness center, clubhouse, library, and beautifully landscaped tropical grounds. Located on the coveted south end of Longboat Key, the community offers convenient access to Publix, the world-class shopping and dining of St. Armands Circle as well as the vibrant arts, cultural venues, and waterfront restaurants of downtown Sarasota. Go ahead – Make it your own and have it your way!

LONGBOAT KEY

2301 GULF OF MEXICO DRIVE 43N

2 Beds

2 Baths

1,235 Sq.Ft.

$1,000,000

MLS#: A4686190

Imagine living the coastal lifestyle only dreams are made of! Wake each morning to the sunrise over your local beach—just a short stroll down the street—where you can sink your toes into sugary white sand, take an early walk, or collect seashells along the shore. Return home to enjoy coffee outdoors by your heated pool, relaxing on the deck as tranquil water views set the tone for the day. Take a refreshing dip, then unwind as nature’s canvas unfolds before you, with shifting light and brilliant shades of blue and azure.

In the evening, hop on your boat from your backyard and cruise effortlessly to waterfront restaurants and sunset destinations. With a 20,000-lb boat lift, personal watercraft lift, and a 40-foot dock on a deep-water canal, you’ll enjoy immediate access to Sarasota Bay, the Intracoastal Waterway, and the Gulf—with no fixed bridges along the way. End your days with breathtaking sunsets as the sky ignites in color, dolphins play, and manatees glide by.

Inside, the home offers an optimal floor plan ready for your personal touches. The spacious eat-in kitchen features an expansive island perfect for casual entertaining, complemented by new stainless-steel appliances. A wall of sliding glass doors seamlessly blends indoor and outdoor living, filling the home with natural light and water views. All main living areas open to the pool and outdoor spaces. Recent updates include a new AC system and a recently refinished pool. The home offers three bedrooms and four baths, with the flexibility to modify the layout or easily add a fourth bedroom. A wood-burning fireplace adds warmth and charm to the living room.

Located on the barrier island of Longboat Key, this exceptional property is perfectly suited for the most discerning buyers. Enjoy nearby golf, pickleball, boutique shopping, and dining, with St. Armands Circle and downtown Sarasota just minutes away. Convenient access to SRQ Airport makes this an ideal full-time residence or luxury vacation retreat.

Call today to schedule your private showing and experience coastal living at its finest.

LONGBOAT KEY

552 JUAN ANASCO DRIVE

3 Beds

3 Baths

1,846 Sq.Ft.

$999,999

MLS#: A4680786

Lives like a single family home! This 3 bedroom, 2 1/2 bath villa with over 2,200 sq.ft and an attached 2-car garage offers all the privacy and convenience of a private home and all the convenience of a maintenance free community. Located on #2 hole of the White Egret course on the Harbourside Golf Course in the Longboat Key Country Club. This home is in a secure gated community with only 42 villas in Harbour Circle with a community pool and spa and membership access to the deeded private beach club. This home boasts vaulted ceilings, multiple hurricane skylights, hurricane windows, sliders and front door, private atrium and new roof with trusses in 2025, coming completely furnished. Enjoy your morning coffee and dozens of magnificent sunsets on your large two level lanai. Enjoy a walk to Publix, CVS and several Banks close to your community. Only a short drive to Saint Armand's Circle and downtown Sarasota where you will find numerous options for shopping, dinning, theatres, ballet, opera and galleries.

LONGBOAT KEY

2367 HARBOUR OAKS DRIVE

3 Beds

2 Baths

2,219 Sq.Ft.

$999,500

MLS#: A4670055

Stunning Beachplace Condo with Gulf Views.
Perfectly suited for investors, seasonal residents, or full-time coastal living, this beautifully renovated fifth-floor, two-bed, two-bath condo delivers style, comfort, and an unbeatable location.
Step inside to an inviting open and spacious split floor plan featuring elegant finishes, coastal-inspired décor, and abundant natural light. The fully updated gourmet kitchen boasts sleek hard-surface countertops, modern cabinetry, and stainless steel appliances—ideal for cooking or entertaining. The living and dining spaces flow effortlessly to the generous balcony, where you’ll enjoy serene pond views, a tranquil fountain, lush landscaping, and a gorgeous white-sand Gulf backdrop.
Both bedrooms are thoughtfully designed for privacy and comfort, and the home is equipped with hurricane-rated front door, impact sliders, and impact windows for peace of mind. This residence is move-in ready and meticulously maintained.
Beachplace is one of Longboat Key’s most desirable communities, offering exceptional amenities including:
Heated junior Olympic-sized pool
Three tennis courts
Fitness center
Clubhouse with activity room
On-site management
24-hour gated security
Located on the coveted south end of Longboat Key, you're just minutes from the Longboat Key Club, Avenue of the Flowers, St. Armands Circle, and Sarasota’s world-class dining, shopping, arts, and culture.
With flexible rental options—up to 12 times per year, minimum one-month lease—this property offers outstanding income potential as well.
Don’t miss this rare opportunity! Schedule your private showing today and make your dream of beachfront living a reality.

LONGBOAT KEY

1095 GULF OF MEXICO DRIVE 502

2 Beds

2 Baths

1,392 Sq.Ft.

$999,000

MLS#: A4674457

Spacious 3-Bedroom End-Unit Residence in Sought-After Beachplace

Welcome to this beautifully maintained three-bedroom, two-bath end-unit condominium offering exceptional natural light, generous living spaces, and serene views in one of South Longboat Key’s most desirable beachfront communities.

The open living and dining areas are thoughtfully designed for comfort and entertaining, featuring expansive sliders and windows that flood the space with sunlight and create seamless indoor-outdoor flow. A spacious living room opens to a south-facing screened lanai—perfect for enjoying morning light, golf course views, and gentle coastal breezes.

The kitchen is bright and functional, offering ample cabinetry, full appliance package, and convenient in-unit laundry tucked neatly into a dedicated closet. Adjacent dining space provides flexibility for everyday living or hosting guests.

The primary suite is generously sized and enjoys tranquil views, abundant natural light, and direct access to the lanai. Two additional bedrooms are versatility for guests, family, or a home office, all thoughtfully laid out to maximize privacy and comfort.

Being an end unit, this residence benefits from additional windows and enhanced light throughout, creating an airy, welcoming atmosphere. Neutral finishes and tasteful furnishings allow for immediate enjoyment while offering an excellent canvas for personalization.

Residents of Beachplace enjoy resort-style amenities, including a heated pool with lap lanes, spa, tennis courts, a fully equipped clubhouse with gathering spaces, on-site management, and private deeded beach access complete with lounge chairs and umbrellas. The community’s prime location places you moments from St. Armands Circle, Longboat Key Club, and downtown Sarasota’s dining, shopping, and cultural attractions.

This well-cared-for residence presents an outstanding opportunity—whether as a primary home, vacation retreat, or income-producing investment in a premier Gulf-front community.

LONGBOAT KEY

1085 GULF OF MEXICO DRIVE 205

3 Beds

2 Baths

1,819 Sq.Ft.

$999,000

MLS#: A4681713

A corner A+ junior suite with a walk-down rarely becomes available. It offers quiet and private golf course views and was completely renovated, with the added benefit of being in the hotel program. A separate bedroom from the living room, with a pullout sofa, offers more flexible sleeping arrangements. The living room and bedroom open directly to your private balcony, with stairs leading to the additional open patio area, which is the advantage of the walk-down. There is also added luxury of in-unit laundry. The primary en-suite bath has double sinks and a full shower, with private access for your guests. There is also plenty of closet space. The resort at Inn on the Beach offers a variety of dining experiences, including a pool, a fitness center, a full-service spa, championship golf, tennis and more. Conveniently on southern Longboat Key, just minutes to St. Armands Circle, with its restaurants and shopping, along with Sarasota and all it offers.

LONGBOAT KEY

250 SANDS POINT ROAD 5101

1 Beds

1 Baths

716 Sq.Ft.

$995,000

MLS#: A4672352

Price reduced

#A4647430

LONGBOAT KEY

1050 LONGBOAT CLUB ROAD 903

2 Beds

2 Baths

1,409 Sq.Ft.

$995,000

MLS#: A4647430

Experience elevated coastal living in this beautifully renovated, second-floor beachfront condominium, offering sweeping Gulf views and the tranquility that comes with a higher vantage point. Nestled within the intimate, gated community of Sea Pines on the serene north end of Longboat Key, this end-unit residence effortlessly blends updated sophistication with the soothing rhythm of the sea. This light and airy floor plan features two bedrooms, two full baths, and a flexible den that easily converts to a third sleeping area for guests. Designed with a relaxed, coastal aesthetic, the interior showcases neutral flooring and paint tones, stylish plumbing fixtures, updated lighting, plantation shutters, and solid surface countertops throughout. The kitchen is a true showpiece, offering Gulf views, modern cabinetry, sleek open shelving, shiplap accent walls, a statement tile backsplash, premium GE Café appliances, and a large pantry—perfect for any home chef.
The primary suite is a peaceful retreat with views of the Gulf and community pool, a generous walk-in closet, and a spa-style en-suite featuring a spacious walk-in shower. Step outside from either the living area or the primary suite onto a 26-foot screened lanai—ideal for morning coffee, al fresco dining, or simply unwinding to the sound of waves and the sight of spectacular sunsets. The guest suite offers its own en-suite bath and large walk-in closet, providing comfort and privacy for visitors. A full-size, side-by-side washer and dryer add everyday convenience. Sea Pines is a boutique complex of just 28 residences, offering a relaxed and secure lifestyle with gated entry. Amenities include a heated pool with lounging and dining areas, a private beach access path, tropical landscaping, outdoor grilling stations, and a pet-friendly atmosphere with strong rental potential. Don’t miss this rare opportunity.

LONGBOAT KEY

6925 GULF OF MEXICO DRIVE 24

2 Beds

2 Baths

1,170 Sq.Ft.

$995,000

MLS#: A4658776

Huge price reduction now under $1mm for direct 180 degree gulf front!
Imagine waking up every morning to the sound of gentle waves and stepping onto your balcony to enjoy uninterrupted, straight-on Gulf views—this rarely available 01-stack residence delivers beachfront living exactly the way it should be. Perfectly positioned behind the private gates of the Longboat Key Club and nestled between the iconic Resort at Longboat Key Club and the spectacular new St. Regis Resort, Unit 301 at Privateer North is an ISLAND BEAUTY designed to delight the most discerning buyers.

Picture yourself relaxing in the living room or primary suite, both opening to separate private balconies where you can sip your morning coffee, feel the warm Gulf breeze, and watch dolphins glide by almost daily. Then finish the day with some of the best sunsets in the state! With a layout tailored for coastal comfort, this home invites you to settle into a lifestyle where every day feels like a vacation.

Residents enjoy a refined, resort-style environment with a secure lobby, on-site manager, tennis and pickleball courts, a heated pool and spa, well-equipped fitness center, and beautifully refurbished amenities. Everything has been updated: lobby, hallways, elevators, social room, and enhanced beachfront landscaping—creating an unmistakably fresh and upscale atmosphere.

For golf, tennis, and pickleball enthusiasts, optional Longboat Key Club membership unlocks two championship golf courses (27 holes at Harbourside and 18 holes at Links on Longboat), 25 Har-Tru tennis courts, 8 new pickleball courts, professional instruction, and a top-tier pro shop.

And when you venture beyond the gates, you’re moments from 10 miles of pristine beaches, boating, fishing, fine and casual dining, boutique shopping at the famous St Armands Circle, and Sarasota’s world-class cultural offerings just over the Ringling Bridge.

Imagine living where every day ends with a beachfront sunset and every moment feels effortless—this is Longboat Key luxury at its finest, and it can be yours. Call for your private tour!

LONGBOAT KEY

1050 LONGBOAT CLUB ROAD 301

2 Beds

2 Baths

1,409 Sq.Ft.

$995,000

MLS#: A4672422

This lot is located in The Preserve at Longbeach with plans and design already to go, an exclusive enclave of 12 new homes, light filled and luxurious contemporary homes. Refinement meets relaxation at the north end of LBK in Longbeach Village - where beach-to-bay access with waterfront amenities, al fresco dining, multiple kayak launch points, a neighborhood boat dock and ramp, and a free-spirited lifestyle await. Exhale and enjoy a neighborhood where the waterfront is at your fingertips and peacocks walk the streets. All that makes Coastal Florida living so enchanting is yours to enjoy here - be one of only 12. Located a short distance from the public beach access, the tranquil beaches of Longboat Key are yours to enjoy whether going for a swim in warm, Gulf waters, walking the beach or enjoying the sunset. Whether by boat or car, you're only minutes from world-class dining and shopping, a host of cultural amenities, and nearby barrier islands.

LONGBOAT KEY

6800 LONGBOAT DRIVE S

None Beds

None Baths

0.16 acres

$995,000

MLS#: A4660982

Two-bedroom, two-bath residence offering sweeping sixth-floor views of the Gulf of Mexico from Longboat Harbor Towers. This rare southwest corner condominium has completely unobstructed views west and south providing one of the most interesting and protected waterfront visages available anywhere on the key. In largely original condition, this spacious property presents an exceptional opportunity for renovation and customization in one of Longboat Key’s most coveted waterfront locations. Few properties combine this level of potential with such a remarkable setting. Positioned directly on the Gulf with more than 400 feet of pristine beach frontage, this fully amenitized community also enjoys eastern views of Sarasota Bay and the downtown Sarasota skyline—delivering breathtaking sunrises and sunsets from the same home. The southwest exposure also provides much more to view and enjoy with site lines extending down the entire length of the key. Common areas have been recently renovated and include a beachfront, heated, saltwater pool, a complete exercise room and spacious lounge with pool baths. Longboat Key is a sought-after barrier island community known for its relaxed coastal lifestyle, pristine beaches, and upscale residential atmosphere. Ideally located just minutes from the cultural and social energy of Sarasota, residents enjoy convenient access to world-class arts, dining, and entertainment while maintaining a sense of privacy and tranquility. A short drive south leads to iconic St. Armands Circle, renowned for its eclectic mix of boutiques, fine dining, cafés, and year-round events. Beyond St. Armands, downtown Sarasota offers theaters, galleries, live music, waterfront parks, and a thriving culinary scene, making Longboat Key an exceptional blend of island serenity and vibrant city living. This seller also has a BOAT SLIP for sale at The Boathouse, adjacent to the Dry Dock Restaurant just minutes away. Buy the condo and the slip for a complete Florida lifestyle!

LONGBOAT KEY

4401 GULF OF MEXICO DRIVE 601

2 Beds

2 Baths

1,524 Sq.Ft.

$995,000

MLS#: A4679728

Price reduced

Introducing a Cedars East condominium unit offering the space and privacy of a single-family home with the ease of condo living. Elevated among the treetops on the Bay side of the island, the home enjoys partial Sarasota Bay views and exceptional access to the water perfect for launching a kayak, fishing, enjoying the tide pools. This premier tennis community home features 2 garage spaces, wood floors throughout the first elevated floor, a bright, open great room with a large open kitchen for entertaining, with water views of Sarasota Bay, and inviting fireplace, screened decks for bay breezes, and an office/den. Upstairs is the primary bedroom with multiple walk-in closets, ensuite bathroom and screened porch where you can unwind and catch a glimpse of the sunset glow over the treetops. Two guest bedrooms share a full bathroom. Offered furnished. Cedars East is filled with amenities. From the clubhouse with a restaurant and Tiki Bar, pool, to walking trails through the mangroves, a kayak launch and a bayside community pier for gathering, fishing and enjoying the sunrise. A tennis club membership allows access to tennis and pickleball courts, tournaments and more. There's even an onsite tennis pro if you need lessons. Joan Durante Park Community Park and the Gulf beaches are nearby. What are you waiting for? Make this your home today.

LONGBOAT KEY

836 EVERGREEN WAY

3 Beds

2 Baths

2,813 Sq.Ft.

$995,000

MLS#: A4674750

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