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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
417
# of Listings
2
Avg # of Bedrooms
$1,122
Avg. $ / Sq.Ft.
$2,032,790
Med. List Price

Browse Long Boat Key Real Estate Listings

417 Properties Found. Page 12 of 28.

Sands Point, a sought-after beachfront community within the gates of the Longboat Key Club, set on the gorgeous southern tip of Longboat Key. This newly remodeled 3BR/2BA, split plane with a large open living space to relax or entertain family and friends. The kitchen has been remarkably redone, featuring a breakfast bar, dining area, and custom solid surface countertops to complement the all-white cabinetry, designer tile and backsplash and stainless-steel appliances. The Master suite provides a wall of windows to enjoy morning sunlight and views, this spacious ensuite w/bath and walk-in shower.  The 2& 3rd guest bedroom is well-sized and arranged to ensure the comfort of your visitors,  with a beautiful tropical backdrop beyond. Residents of Sands Point indulge in a resort lifestyle, with a heated pool, Kayaking, clubhouse and optional boat docks at the Sands Point Marina. Shorts drive to the restaurants and shops of St. Armands Circle as well as downtown Sarasota.
#A4635400

LONGBOAT KEY

100 SANDS POINT ROAD 323

3 Beds

2 Baths

1,941 Sq.Ft.

$1,395,000

MLS#: A4635400

Looking for a beautifully renovated, easy-care coastal home with a sparkling saltwater pool and spa—all under $1,400,000 on Longboat Key? This is the one.  Thoughtfully updated throughout, this 3-bedroom, 2-bath residence with a 1-car garage is ideal as a relaxed full-time home or the perfect vacation retreat. Located on the desirable south end of Longboat Key in Country Club Shores, you’ll enjoy effortless access to everything: a private beach access right across the street, the boutiques and dining of St. Armands Circle less than 3 miles away, and Publix and CVS just minutes from your door.  Set on an oversized lot with a peek-a-boo view of Sarasota Bay and stunning sunset views reflected off Ca da Zan across the Bay, the home’s outdoor living is just as impressive as its interiors. A screened-in saltwater pool and spa invite year-round enjoyment, while the covered dining and lounge areas make outdoor entertaining a breeze—yet there’s still plenty of lush green space to enjoy.Inside, luxury vinyl plank flooring flows throughout, complementing the light, coastal design. The fully remodeled kitchen features crisp white cabinetry, a spacious island with seating, and newer stainless steel appliances. Both bathrooms have been stylishly updated with wood vanities and vessel sinks. Additional peace of mind comes with on-demand tankless hot water and the reassuring fact that the home sustained no flooding or storm damage during the 2024 hurricanes. THE ROOF WAS JUST REPLACED IN DECEMBER 2025! Move-in ready, low-maintenance, and steps from the beach—this Longboat Key gem makes coastal living refreshingly simple.
#A4673367

LONGBOAT KEY

1050 BOGEY LANE

3 Beds

2 Baths

1,706 Sq.Ft.

$1,395,000

MLS#: A4673367

FULLY RENOVATED - Set high on the 10th floor with direct Gulf and beachfront vistas, this 2BR, 2BA residence in the Islander Club offers a front-row seat to a breathtaking panorama on Longboat Key. From the moment you step through the foyer, the horizon opens wide, unveiling sweeping blues and azures that stretch up the shoreline and out to the Gulf. Diagonal tile floors and neutral tones create a soft, calming backdrop that allows the views to take center stage, while floor-to-ceiling sliders in every room invite natural light and warm Gulf breezes inside. The beautifully renovated kitchen feels timeless and ahead of its era, featuring white shaker cabinetry with glass panel accents, stone countertops, stainless-steel appliances, white tile backsplash, recessed lighting and a generous breakfast bar that connects seamlessly to the living area. A wall of sliders opens to the terrace, where the Gulf becomes an extension of your living space. Both bedrooms offer terrace access and stunning floor-to-ceiling windows, making each space feel bright, airy and connected to the beauty outside. Each suite includes its own full bath, creating comfort and privacy for owners and guests alike. A continuous terrace spans the full length of the residence, allowing you to step out from any room and enjoy the Gulf’s shifting colors, uninterrupted breezes and nightly sunsets. Set in a prime mid-key location, Islander Club elevates the beachfront lifestyle with outstanding amenities, including a beachfront pool, tennis courts, updated clubhouse, new fitness center, library, billiards room and secure gated entry. All of it sits just steps from the sand and a short drive from the shopping, dining and cultural attractions of St. Armands Circle and downtown Sarasota.
#A4671549

LONGBOAT KEY

2301 GULF OF MEXICO DRIVE 101N

2 Beds

2 Baths

1,235 Sq.Ft.

$1,395,000

MLS#: A4671549

Embrace beachfront living with this two-bedroom, two-bath residence, offering mesmerizing direct views of the Gulf of Mexico. An exceptional feature is the oversized private terrace with breathtaking ocean views, a rarity in beachfront properties. Your private rooftop terrace seamlessly connects to your balcony, extending your outdoor oasis to over 60 feet. Imagine stepping outside and being greeted by the gentle sea breeze, with the vast expanse of the ocean stretching out before you in all its splendor. This generous space offers the ideal retreat for enjoying the coastal lifestyle to the fullest. Whether you're hosting lively gatherings with friends or simply unwinding, you'll have ample room to spread out and make the most of this idyllic setting without leaving the comfort of your home. Retreat to the spacious primary suite, where panoramic ocean views and an en-suite bath redefine serenity. The second bedroom serves as an inviting guest retreat or productive home office. The open-concept living and dining area are for entertaining or simply relaxing while taking in the incredible scenery. The kitchen is equipped with stainless steel appliances and abundant cabinet space for all your culinary needs. The Islander Club is a sought-after community with 400 feet of private beach frontage. Islander Club offers residents on-site management, a heated pool, renovated clubhouse, billiards and table tennis room, fitness center, saunas and two Har-Tru tennis courts. The shopping, dining and cultural attractions of St. Armands Circle and downtown Sarasota are just a short drive away.
#A4641512

LONGBOAT KEY

2301 GULF OF MEXICO DRIVE 33N

2 Beds

2 Baths

1,235 Sq.Ft.

$1,395,000

MLS#: A4641512

RARE DOUBLE-SIZED ESTATE LOT ON LONGBOAT KEY – 18,000 SQ FT OF ISLAND LUXURY READY FOR YOUR VISION.  Opportunities like this are few and far between. Nestled in one of the most coveted areas of Longboat Key, this expansive 18,000-square-foot estate lot at 560 Gulf Bay Road offers a blank canvas for your dream coastal retreat—just steps from the sugar-white sands of the Gulf of Mexico. Perfectly situated between the charm of Anna Maria Island and the upscale allure of St. Armands Circle, this oversized lot provides unparalleled space, privacy, and freedom—with no HOA and no deed restrictions limiting your design.  Bordering the award-winning Joan Durante Park, you'll enjoy direct access to peaceful nature trails, scenic bayfront views, and regular visits from local wildlife including ospreys, eagles, and herons. Plus, enjoy private deeded beach access to a tranquil stretch of the Gulf, and walkable access to beloved Longboat Key staples like Euphemia Haye, Harry’s Continental Kitchen, and charming neighborhood shops.  Whether you're building a serene getaway or a luxury showpiece, this one-of-a-kind homesite blends natural beauty, prime location, and limitless potential—a rare find on Florida’s Gulf Coast.  Schedule your private showing today to walk the property and begin planning your Longboat Key dream build.  Representative photos added, all information provided is deemed reliable but not guaranteed. The Buyer/Buyer's Agent should independently verify all information provided.,
#A4649200

LONGBOAT KEY

560 GULF BAY ROAD

None Beds

None Baths

0.41 acres

$1,370,000

MLS#: A4649200

Nestled behind the exclusive gates of the Longboat Key Club, Longboat Key Towers stands as one of the island’s most distinguished Gulf-front communities. Within the north tower, this elegant fourth-floor residence captures breathtaking views from sunrise to sunset — with two expansive balconies overlooking the shimmering Gulf of Mexico to the west and the rolling greens and bay waters to the east.
The living and dining areas frame the Gulf like a work of art, with floor-to-ceiling picture windows that make you feel as though you’re floating above the shoreline. A thoughtfully designed kitchen offers generous cabinetry, pantry storage, a full suite of appliances, and a convenient service entrance. A gracious double-door entry opens to a welcoming foyer that leads to the guest quarters and bath. The spacious primary suite features a walk-in closet, a separate vanity area, and a private bath, with both bedrooms sharing access to the eastern balcony for tranquil morning views across the golf course. In this secure, modernized building, residents enjoy covered and guest parking, private storage, and a breezeway that connects both towers — enhancing the sense of community. Amenities abound: a Gulf-front heated pool and spa surrounded by a paver-brick sundeck, a well-equipped fitness center, and attentive on-site management and staff.
A $12 million renovation in 2008 brought new impact-rated windows, roofing, exterior resurfacing, spa and pool enhancements, paver decks, and refreshed lobbies and fitness facilities. The 2015 plumbing project further modernized the infrastructure with new domestic water piping and lining. Every detail has been considered, offering peace of mind and timeless appeal.
This is truly an owner’s retreat.
Just beyond your door lies The Links on Longboat, a spectacular seaside golf course reimagined for today’s player — a par-71 layout spanning 6,748 yards of beautifully maintained greens. Membership options at the Longboat Key Club provide access to a second Harbourside course, world-class tennis, fine and casual dining venues, a full-service spa and fitness center, club gatherings, concierge services, and The Longboat Key Club Moorings — a deep-water marina offering exclusive affiliation opportunities.
Living on Longboat Key is more than a lifestyle — it’s a privilege. With fine dining, boutique shopping, and cultural attractions just minutes away at St. Armands Circle and downtown Sarasota, this location perfectly blends resort-style living with everyday convenience.
#A4670556

LONGBOAT KEY

603 LONGBOAT CLUB ROAD 402N

2 Beds

2 Baths

1,458 Sq.Ft.

$1,350,000

MLS#: A4670556

This direct Gulf-front residence at Beachplace offers an extraordinary opportunity to enjoy the very best of Longboat Key’s beachfront lifestyle. Perfectly positioned to capture unobstructed views of the Gulf of Mexico, this furnished two-bedroom home combines a serene coastal retreat with strong rental potential—producing an average of $70,000 annually in gross rentals. Whether you envision it as your move-in-ready getaway, a property to personalize, or an income-producing property, the possibilities here are unmatched. From the moment you step inside, natural light fills the open floor plan. The welcoming foyer flows into a spacious living and dining area, framed by newer impact-rated walls of glass that extend to the private terrace. This expansive beachfront balcony is a highlight of the home, offering front-row seats to breathtaking sunsets, the sound of gentle waves, and refreshing Gulf breezes. The split-bedroom layout is designed for comfort and privacy. The primary suite enjoys direct terrace access, a large closet, and an en-suite bath with dual vanities. The guest bedroom is equally inviting and privately situated, ideal for hosting family or visitors. Additional features include tile flooring throughout, a well-appointed granite kitchen, and deeded parking—adding everyday ease for seasonal or year-round living. Life at Beachplace feels like a private resort. This sought-after community offers residents 24-hour staffed security, on-site management, a clubhouse perfect for a lively escape, along with Har-Tru tennis courts, a modern fitness center, and heated swimming pool with spa. Pristine beachfront access and lushly landscaped grounds create the ultimate Florida lifestyle. Located on the southern end of Longboat Key, Beachplace provides unmatched convenience. You’re just minutes from the Longboat Key Club’s golf and tennis facilities, the boutique shops and dining of St. Armands Circle, and the vibrant cultural venues of downtown Sarasota—including theaters, galleries, and waterfront parks. From beachside relaxation to world-class dining and entertainment, everything that defines Sarasota living is within easy reach.
#A4663883

LONGBOAT KEY

1055 GULF OF MEXICO DRIVE 504

2 Beds

2 Baths

1,503 Sq.Ft.

$1,299,000

MLS#: A4663883

New on site 2 days ago
This meticulously renovated, maintenance-free residence is located within the sought-after Harbour Oaks community on Longboat Key. Harbour Oaks is an exclusive golf-front community nestled within the Bay Isles section of Longboat Key, Florida, consisting of 42 residences. This first-floor residence offers an exceptional golf and beach lifestyle and comes fully furnished with three bedrooms and three bathrooms, all recently updated.  The interior boasts impact-resistant windows and doors, new wood and marble flooring, new AC units, upgraded plumbing fixtures, and a new hot water tank. Additional enhancements include fresh window treatments and custom closet built-ins. The contemporary kitchen is equipped with white custom wood cabinets, quartz countertops, designer backsplash tiles, high-end appliances, and coastal lighting. Separate living areas comprise a dedicated home office or exercise room with golf course views, a spacious dining area, a formal sitting room, and a great room that opens to the screened lanai. Each bedroom includes a private, renovated bathroom with upgraded vanities, marble shower tiles, and brushed-gold plumbing.  An oversized, travertine-paved lanai offers over 600 square feet of additional entertaining space with a "panoramic view" screen enclosure that overlooks the fairways of the Longboat Key Club golf course and gorgeous tropical sunsets. Further amenities include a laundry nook with a full-size washer and dryer and a small attic for extra storage. The two-car garage features epoxy flooring, custom cabinetry, overhead storage, and a wall storage system.
Ideally located for swimming enthusiasts, the community pool and spa is just steps from the front door. The home also benefits from a new roof and exterior paint. Bay Isles provides a luxurious lifestyle with two 24-hour manned security gates and a private, gated, gulf-front beach club. The beach club includes a covered pavilion, picnic tables, restrooms, beach chair storage, BBQ grills, and ample parking. The pet policy at Harbour Oaks permits one dog up to 50 lbs and one cat.  This location is conveniently close to grocery shopping, restaurants, banks, fitness centers, tennis/pickleball facilities, marinas, and golf courses. Just minutes away, you'll discover St. Armands Circle's boutique shopping and elevated dining, along with Sarasota's renowned cultural art scene, fine dining, and nightlife. St. Armands Circle is known for its world-class shopping and dining, with over 130 boutiques, specialty shops, galleries, and restaurants. Sarasota, often referred to as Florida's "Cultural Coast," offers a diverse and vibrant art scene with numerous galleries, theaters, and museums. Experience the pinnacle of Longboat Key’s sophisticated coastal lifestyle with this beautiful home.
#A4677827

LONGBOAT KEY

2123 HARBOURSIDE DRIVE 903

3 Beds

3 Baths

2,352 Sq.Ft.

$1,295,000

MLS#: A4677827

Discover the exceptional potential of 640 Lyons Lane, a perfectly situated vacant lot on a unique street in North Longboat Key, with homes only on one side and protected wetlands on the other. This property includes permitted plans for a stunning three-bedroom, three-and-a-half-bathroom home, offering an outstanding opportunity to build your dream residence in the sought-after Longboat Key. The existing plans showcase a well-designed layout, featuring a spacious primary suite with expansive views over the tranquil canal. For those seeking additional space, the plans can be updated to add another level, further enhancing the property's value and living area. Enjoy breathtaking water views from both the front and rear of the property, creating a serene and picturesque living environment. Adding to its allure, the property includes a newly installed pool and a convenient boat dock with a 10,000 lb lift, all seamlessly integrated into the new planned design, perfect for embracing the Florida boating lifestyle. Enjoy direct access to the Millar and Sarasota Bays with no fixed bridges to the Gulf, offering unparalleled convenience for boating enthusiasts. This listing is for the lot only and does not include the cost of construction. However, the permitted plans, surveys, and other essential documentation are included. Buyers have the flexibility to start over with new plans if desired. Pricing is available for the existing permitted plans from the contractor, but the buyer is free to choose any builder for the construction. Whether you're looking to create a permanent residence or a luxurious vacation retreat, 640 Lyons Lane offers the ideal canvas. Don't miss this opportunity to own a piece of paradise in Longboat Key, with proximity to pristine beaches, golf courses, and fine dining.
#A4657391

LONGBOAT KEY

640 LYONS LANE

None Beds

None Baths

0.23 acres

$1,295,000

MLS#: A4657391

Live the lavish lifestyle only found at the Water Club on Longboat Key, an idyllic waterfront location with direct access to the white sand beaches only found along the aquamarine waters of the Gulf Coast. This exceptional, beautifully Thomas Moser furnished, 2-bedroom, 2.5-bathroom split plan features spacious en-suite bedrooms with privacy, 10-foot ceilings, floor-to-ceiling hotel-quality hurricane impact windows & sliders, Brazilian Cherry Wood floors, a lovely and convenient powder bath and an incredible master suite with generous walk-in closet and direct access to the private balcony. The masterfully remodeled kitchen showcases custom cabinetry, glass mosaic backsplash, a reverse osmosis faucet, stainless-steel appliances including a Viking stove, Sub-Zero refrigerator and separate dry bar with Sub-Zero wine and beverage refrigerators. Step out onto the extra-large terrace and enjoy the beautiful privacy of the surrounding tropical foliage. Located on the plaza level, you will have quick and easy access to world-class community amenities like 24-hour guard-gated security, full concierge service, a resort-style pool and spa, Har-Tru tennis courts, fitness center, clubhouse with catering kitchen, and over 16 acres of pristine beachfront grounds. Experience the Water Club...timeless elegance, modern design, and a lifestyle beyond compare. Located a short distance from St. Armands Circle and Downtown Sarasota’s culture, shopping and fine dining.
#A4667851

LONGBOAT KEY

1241 GULF OF MEXICO DRIVE 109

2 Beds

2 Baths

2,000 Sq.Ft.

$1,295,000

MLS#: A4667851

Price reduced
Located in the gated waterfront community of Coreys Landing within Bay Isles, this beautifully maintained 3BR residence offers refined design, comfort, and privacy. A paver walkway and lush tropical landscaping lead to the home’s centerpiece - a private courtyard pool surrounded by high privacy walls and tropical foliage, creating a tranquil space for relaxing or entertaining. The floor plan flows seamlessly, featuring soaring ceilings, clerestory windows, and walls of glass that fill the interiors with natural light. The bright kitchen showcases granite countertops, white cabinetry, stainless-steel appliances, and a striking black-and-white tile backsplash. Multiple dining options include a breakfast nook, bar seating, and a formal dining area. The spacious primary suite features a spa-like bath with dual vanities, soaking tub, and glass-enclosed shower, while a separate casita-style third bedroom offers an ideal guest retreat or private studio. Residents enjoy deeded access to the Bay Isles Beach Club, a private Gulf-front facility with pavilions, restrooms, picnic areas, and beach chair storage. Optional membership to the Longboat Key Club provides access to 45 holes of championship golf, a world-class tennis center, a full-service marina, spa and wellness facilities, and multiple dining venues.
#A4666453

LONGBOAT KEY

3543 MISTLETOE LANE

3 Beds

3 Baths

3,239 Sq.Ft.

$1,295,000

MLS#: A4666453

Beautiful, estate sized corner lot north end of Longboat Key in the historic and charming Village of Longbeach. Water & underground electric in place and property is prepped to build on. Plenty of room for your pool, tennis & pickleball courts. A community with one of a kind restaurants, some with Michelin stars, Diamond rated hotels with spectacular amenities and the best of the best golf courses. Shopping, boating and biking are fabulous ... if you're not enjoying the beach which is close by from this awesome property. Community boat ramp and dock are 3 blocks away. The relaxed vibe of the north end is tranquil, quiet and allows residents to immerse themselves in their beautiful, private surroundings.
#TB8367976

LONGBOAT KEY

591 RUSSELL STREET

None Beds

None Baths

0.3 acres

$1,295,000

MLS#: TB8367976

Rarely Available at Longboat Landing! This 3-bedroom, 2-bath second-floor condo offers the ultimate in coastal living with only 9 total units/owners in the entire community—providing privacy, exclusivity, and a boutique feel.  Enjoy full Sarasota Bay views from your living room, with the added peace of mind of being on the second floor (no flood concerns). Inside, you’ll find engineered hardwood floors, a granite countertop kitchen, and hurricane impact windows that fill the space with light and frame the water beyond. The spacious primary suite offers a private retreat, while two additional bedrooms provide room for guests, a home office, or flex space. Outside, embrace the Longboat Key lifestyle with a boat dock slip, fishing pier, and community amenities designed for waterfront enjoyment. Perfectly located on Gulf of Mexico Drive, just minutes from island dining, boutique shopping, and the world-renowned beaches of Longboat Key.

Rarely available. Bayfront views. Exclusive 9-owner community. This one is not to be missed!
#A4666843

LONGBOAT KEY

5320 GULF OF MEXICO DRIVE 101

3 Beds

2 Baths

1,323 Sq.Ft.

$1,250,000

MLS#: A4666843

It's all about location. Just a short drive from Sarasota, Longboat Key offers unrivaled natural beauty in a coastal retreat. This home/land lot is a 1/3-acre with 100 feet of canal frontage on the desired south side of Longboat Key, and so close to the beach is about as good as it gets. The improvement can be inspected for remediation, and the generous lot features a healthy and substantial seawall on a private and quiet street, offering a golden opportunity for a luxury new build. Seller will offer house plans from a reputable LBK coastal builder, Brista Homes (plan buyer expense). The Buttonwood Community has been touted by the Longboat Observer as the neighborliest neighborhood on Longboat Key and is unique for having its safe harbor, boat ramp and boat slips up to 28 feet for its residents. Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. It's all about connectivity. Sarasota SRQ Airport’s soaring success added 20 flights, 20% passenger growth, a new runway and terminal in 2024, ranks No. 1 for the fastest-growing airport in the U.S., and ranks No. 1 best resort airport in the entire country, where passengers can get off a plane and feel like their vacation has begun. It's all about investment. Beyond the numbers is the intangible and powerful increase in consumer confidence, which has always proven to enormously influence the housing market, especially luxury and second-home purchases. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide’s list of Top 12 Destinations for 2025.
#A4673335

LONGBOAT KEY

615 BUTTONWOOD DRIVE

3 Beds

2 Baths

2,080 Sq.Ft.

$1,250,000

MLS#: A4673335

ESTATE SIZE BUILDABLE LOT 100' X 140' HOUSE TORN DOWN & SALT WATER CANAL FRONT LOT CLEARED & READY TO BUILD YOUR DREAM HOME IN DESIRABLE BUTTONWOOD HARBOUR NEIGHBORHOOD. Rare south end of Longboat Key location ( Sarasota County ) vacant lot with seawall situated Mid Longboat Key. Buttonwood Harbour neighborhood also has its own Boat Basin/Marina with community docks available for boats up to 28 feet with easy access & no bridges to Sarasota Bay & Gulf of Mexico access. The close by neighborhood beach offers miles of gorgeous crystal sand beach & magnificent sunsets where neighbors congregate nightly to toast their good fortune!
#A4632788

LONGBOAT KEY

660 LONGVIEW DRIVE

None Beds

None Baths

0.25 acres

$1,250,000

MLS#: A4632788

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