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

$1,105

Avg. $ / Sq.Ft.

$2,048,071

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

469 Properties Found. Page 17 of 32.

Price reduced

Stunning curb appeal duplex located in the highly desirable Longboat Key featuring two separate addresses, 578 Companion Way and 580 Companion Way. This bright and welcoming coastal retreat offers an elegant and comfortable living environment where refreshing sea air and natural sunlight fill the interior through expansive windows. The property features two separate units including one 2 bedroom 2 bathroom unit and one 2 bedroom 1 bathroom unit. Offered fully furnished and showcasing high quality updates throughout, the property includes a new roof, new AC systems, new water heaters, and all new appliances completed in 2025, delivering modern luxury and peace of mind. Residents may enjoy access to Cedars East resort style amenities including pool, fitness center, and tennis courts with a small optional membership fee. Ideally positioned just steps from the pristine, wide, and uncrowded Gulf beaches, this property provides the ultimate Longboat Key lifestyle. Conveniently located near world class dining and shopping at St Armands Circle, vibrant downtown Sarasota, championship golf courses, marinas, cultural attractions, and everything Sarasota has to offer. Vacation rentals are permitted, creating an outstanding opportunity for investors, seasonal residents, or families seeking to live in one unit while generating additional rental income from the second unit.

LONGBOAT KEY

578 - 580 COMPANION WAY

4 Beds

None Baths

1,792 Sq.Ft.

$1,000,000

MLS#: A4682264

Price reduced

Direct Ocean view from this Bright Airy corner unit in desirable building five. Catch the view of the Gulf of Mexico and Sunsets from your balcony. To see this property is to fall in love with easy living! You need to visit this unit to get a sense of the remarkable views , especially the amount of light that permeates the entire interior. Beachplace is a perfect get away on the south end of Longboat Key, and comprise many amenities. Pickle Ball, Tennis, two exercise facilities, Olympic pool, with designated lap lanes, over size hot tub , covered baby pool . Electric car chargers, gas grill

LONGBOAT KEY

1105 GULF OF MEXICO DRIVE 401

2 Beds

2 Baths

1,172 Sq.Ft.

$999,999

MLS#: A4680369

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

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

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

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

Welcome to Residence #103 at 1445 Gulf of Mexico Drive, located within the prestigious Players Club on Longboat Key. This exceptional 550-foot Gulf-front community offers an unparalleled coastal lifestyle, and this residence presents a rare opportunity—available for the first time in 37 years. Originally the building’s model home, this thoughtfully designed condominium combines timeless elegance with spacious comfort. This beautifully maintained residence features three bedrooms, two and a half baths. The third bedroom/den is complete with twin Murphy beds and built-in storage. The spacious living and dining area opens to a wall of sliding glass doors leading to an expansive 30-foot open-air balcony, where you will enjoy sweeping views of the Gulf of Mexico, overlooking the 70-foot heated saltwater swimming pool, spa, lush tropical landscaping, and breathtaking sunsets. Just steps from the pristine beach, this outdoor retreat invites you to relax, read, listen to the waves, and savor spectacular evening skies. Inside, the home offers a seamless blend of style and functionality. The spacious primary suite features sliding glass doors to the balcony, a generous walk-in closet, and a split en-suite bath with dual vanities, a spa-like soaking tub and shower, and a large window that fills the space with natural light. The second en-suite bedroom, privately positioned off the front hallway, is generously sized, offers abundant natural light, and includes a large walk-in closet—perfect for guests. Additional conveniences include a powder room, in-unit laundry, interior storage, and a private storage closet just outside the front door. The residence also includes assigned under-building parking and access to bike storage. Residents of Players Club enjoy resort-style amenities, including a newly renovated clubhouse with a state-of-the-art fitness center, library, catering kitchen, and inviting indoor and outdoor social spaces. Four Har-Tru tennis courts, pickleball, a putting green, beautifully maintained grounds, a security gate, and on-site management provide both luxury and peace of mind. Ideally situated on the desirable south end of Longboat Key, this community is just minutes from Publix, the renowned St. Regis Longboat Key Resort, the upscale boutiques and fine dining of St. Armands Circle, and the vibrant cultural attractions of downtown Sarasota. This is a rare opportunity to own a distinguished Gulf-front residence in one of Florida’s most sought-after coastal communities—where luxury, location, and lifestyle come together beautifully.

LONGBOAT KEY

1445 GULF OF MEXICO DRIVE 103

3 Beds

2 Baths

1,933 Sq.Ft.

$989,900

MLS#: A4683660

Nestled in the heart of Longboat Key, this exceptional two-bedroom, two-bathroom beachfront condo offers a rare blend of luxury, comfort, and high rental potential. Situated within the meticulously maintained Seagrape Inn, this turnkey furnished unit is an investor’s dream, boasting a potential gross annual revenue of $108,000 and a net operating income of $66,000. The Seagrape Inn's lush landscaping and upscale tropical ambiance create an idyllic setting along the stunning Gulf of Mexico, perfect for both personal enjoyment and income generation. Amenities at Seagrape Inn include a private entrance to each condo, a private heated pool, a private beach area with lounge chairs and umbrellas, on-site laundry and ice machine, upgraded Wi-Fi throughout the resort, cable TV, a gazebo with a gas BBQ grill, and beach towels and linens. Unit 7, perched on the second floor, provides breathtaking views of the ocean and the inviting pool below. Upon entry, the condo exudes sophistication, with a thoughtfully designed living space that seamlessly connects the living room, dining area, and upgraded kitchen. The kitchen, recently renovated to perfection, features new cabinets, countertops, recessed lighting, plumbing fixtures, and state-of-the-art appliances. The entire unit has been enhanced with new waterproof LVP flooring, fresh interior paint, and modern light fixtures, ensuring a contemporary and elegant aesthetic throughout. Both bedrooms are tastefully furnished, offering serene retreats after a day at the beach. The bathrooms have been completely remodeled, showcasing new vanities, tile work, shower doors, and plumbing fixtures. Step onto the screened balcony to savor unparalleled views of the ocean, pool, and lush greenery a perfect spot to relax and soak in the tranquil surroundings. Beyond the condo's exquisite interior, significant exterior improvements have been made, including the installation of hurricane windows and doors, new deck waterproofing, and exterior painting. The convenience of a designated parking spot adds to the property’s appeal. Located in a prime area of Longboat Key, this condo provides easy access to the beach, Gulf, and nearby restaurants and shops. Whether you're seeking a lucrative investment or a luxurious personal retreat, this beachfront condo offers an extraordinary opportunity to experience the best of coastal living in an unparalleled location.

LONGBOAT KEY

5125 GULF OF MEXICO DRIVE 7

2 Beds

2 Baths

961 Sq.Ft.

$975,000

MLS#: N6141238

Price reduced

Discover coastal tranquility and timeless island charm in this beautifully renovated five-
bedroom, three and 1/2 bath residence nestled in the highly sought-after Longbeach Village
community at the north end of Longboat Key. Offering over 2,700 square feet of thoughtfully
redesigned living space, this impressive two-story home seamlessly blends classic character
with modern luxury.
The designer kitchen is a chef's dream and showcases quartz countertops,
custom cabinetry, newer appliances, and updated flooring.
The entire first floor has been fully updated, featuring new electrical, drywall, stylish interior
doors, and reimagined spa-like bathrooms. Additional upgrades include impact-rated French
entry doors, a new impact-rated foyer door, two new HVAC systems, a tankless water heater,
and a new pool pump. Upstairs, soaring ceilings and abundant natural light create an airy,
welcoming ambiance.
Step outside to your private tropical oasis, where a resort-style pool and spa invite you to
swim, relax, or entertain in style. Lush landscaping, a fully fenced yard, an upper balcony with
serene views, and a generous covered poolside deck provide multiple spaces to unwind and
enjoy the Florida lifestyle.
Longbeach Village is a historic and vibrant bayfront community celebrated for its friendly
atmosphere and strong sense of community. Residents enjoy bay-to-beach living, with easy
access to Sarasota Bay, the Intracoastal Waterway, pristine Gulf beaches, a community
boat ramp, kayaking, fishing, and renowned waterfront dining and boutique shopping—all
within walking or golf-cart distance.
Begin your mornings with peaceful bayfront sunrises and end your evenings with spectacular
Gulf sunsets just moments away. This is a rare opportunity to own a fully updated, move-in-
ready island retreat in one of Longboat Key’s most treasured neighborhoods, with convenient
access to Sarasota’s world-class arts, dining, and entertainment. Schedule your private showing
today and experience island living at its finest.

LONGBOAT KEY

580 RUSSELL STREET

5 Beds

3 Baths

2,716 Sq.Ft.

$975,000

MLS#: O6380712

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