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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
412
# of Listings
2
Avg # of Bedrooms
$793
Avg. $ / Sq.Ft.
$1,330,043
Med. List Price

Browse Long Boat Key Real Estate Listings

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412 Properties Found. Page 13 of 28.

PRICE IMPROVEMENT! An exceptional INVESTMENT and lifestyle opportunity awaits in this completely TURNKEY FURNISHED, 2 bedroom/2 bath coastal retreat in the GULF FRONT property of Sand Cay on the world famous barrier island of Longboat Key. Located in a prime Gulf front complex with resort style amenities and its own private beach, this condo offers the perfect blend of relaxation, recreation, and return on investment. Sand Cay’s attractive 3-night minimum rental policy and its efficient, friendly on-site rental office make it easy to maximize your income earning potential while enjoying a private island getaway. The JANUARY-APRIL 2026 HIGH SEASON IS FULLY BOOKED WITH RENTALS, so your 2026 rental income is off to a great start. This inviting residence features gleaming, easy care ceramic tile floors, a full, granite clad kitchen with recessed & track lighting, and an exceptionally open living space illuminated by a wonderful large picture window bathing the space in natural light. A set of sturdy hurricane impact sliders opens into a generous private balcony that offers stunning views of lush tropical landscaping, the sparkling aquamarine pool, and a peekaboo glimpse of the Gulf. Both bathrooms have been tastefully updated with granite countertops, and ceiling fans in both bedrooms ensure year-round comfort. You’ll find plenty of closet storage for your towels and beach essentials. NEW HVAC system. Sand Cay is 60-unit boutique beachfront resort offering 100’ of private quartz sand beach, sparkling pool, tennis & pickleball court, beachside BBQ grills, newly resurfaced shuffleboard court, and convenient complimentary onsite laundry service. Known for its pristine beaches, upscale amenities, and peaceful atmosphere, Longboat Key provides the perfect backdrop for relaxation and recreation – just minutes from the boutiques and fine restaurants of St. Armands Circle and the cultural treasures of Sarasota – making this the perfect coastal sanctuary.
#A4657948

LONGBOAT KEY

4725 GULF OF MEXICO DRIVE 212

2 Beds

2 Baths

1,071 Sq.Ft.

$875,000

MLS#: A4657948

Experience contemporary coastal living in this fully renovated, turnkey-furnished unit ideally located in the heart of Longboat Key! Nestled between 1,200 feet of private, powder-soft beach on the Gulf and a serene fishing pier on Sarasota Bay, this residence offers the perfect blend of island tranquility and luxury!Step inside to discover a meticulously cared for interior space updated with elegant flooring, a sleek kitchen, spa-inspired bathrooms, high-end appliances, tankless water heater, designer lighting, and custom furnishings throughout featuing a neutral yet distinctive décor, creating a relaxed coastal ambiance. Added conveniences include a full-size stacked washer and dryer in a discreet laundry closet, and a private under-building carport with a secure storage closet.Located within the architecturally significant Bayport Beach & Tennis Club, the community spans across 27 lush Gulf-to-Bay acres. Residents enjoy a wealth of resort-style amenities including: A private Gulf-front beach with chaise lounges and umbrellas, on site nature trails, lakes with fountains, a bayside fishing pier with kayak launch, heated Junior Olympic-sized pool, Har-Tru tennis courts, bocce ball, and a fitness center!
#A4651083

LONGBOAT KEY

750 BAYPORT WAY 750

2 Beds

2 Baths

1,570 Sq.Ft.

$869,000

MLS#: A4651083

COASTAL ELEGANCE ON LONGBOAT KEY - DIRECT GULF FRONT PROPERTY: Welcome to a rare opportunity to embrace the BEST of coastal living on Longboat Key. Perched along the pristine shoreline, this meticulously maintained condo offers uninterrupted Gulf of Mexico views—where you can wake up to the gentle sound of waves and witness sunsets that transform the sky into a vibrant masterpiece. UPDATES GALORE: New AC, New Hot Water Heater, New Roof, New Luxury Flooring, New Hurricane Impact Resistant Sliding Doors, New Modern Bathroom. BEING SOLD TURN-KEY. EVERYTHING STAYS! BRIGHT & INVITING INTERIORS: Step inside to discover an open, light-filled layout designed to maximize space and natural beauty. Large glass sliders seamlessly connect the interior to the outdoors, bathing the open kitchen and living area in natural light while blending modern functionality with coastal charm. The thoughtfully designed bedroom and bathroom serve as serene retreats, balancing comfort and style perfectly. YOUR PRIVATE OUTDOOR OASIS: Enjoy a standout private balcony that offers a front-row seat to the endless blue water and sandy beach. Whether savoring a quiet morning coffee or an evening cocktail, the gentle sea breeze creates an ideal setting for relaxation. RESORT-STYLE COMMUNITY AMENITIES: Enhancing your lifestyle, the community boasts a range of well-maintained amenities including: A sparkling pool, Tennis courts, shuffleboard, beach chairs, leasable boat slips, and a tranquil pavilion by the bayou for water enthusiasts. UNMATCHED LOCATION & LIFESTYLE: This condo combines a highly desirable location with the privacy and comfort of a true coastal home—perfect for year-round living, a seasonal retreat, or a savvy investment. Adding to its appeal, the community features exclusively two-story buildings and is exempt from Florida’s Milestone inspection and reporting requirements, ensuring a streamlined, worry-free living experience. Discover Longboat Key at its finest—where luxury meets laid-back coastal charm. Schedule your private tour today!
#A4640305

LONGBOAT KEY

6701 GULF OF MEXICO DRIVE 311

1 Beds

1 Baths

1,008 Sq.Ft.

$849,900

MLS#: A4640305

Gulfside Comfort, Space, and Style—Just Steps from the Sand Seaplace | Longboat Key | Townhouse Unit T1-108 | 3BR | 2BA | 1,600+ SqFt Welcome to this rarely available townhouse-style condo in the coveted Seaplace community—just five units in from the beach! Located in Building T1, Unit 108, this expansive 3-bedroom, 2-bath home offers over 1,600 square feet of beautifully designed space across two levels, providing extra privacy and a true residential feel. The inviting main floor features warm terra cotta tile, plantation shutters, and a spacious open-concept living and dining area perfect for entertaining or relaxing after a day on the sand. The fully updated kitchen boasts brand-new stainless appliances (November 2024), granite counters, and tile backsplash, all illuminated with natural light from hurricane-impact windows and sliders. Upstairs, the bedroom wing is thoughtfully separated, offering a quiet escape for rest or remote work. The primary suite includes ample closet space and an ensuite bath, while two additional bedrooms provide plenty of flexibility for family or guests. Enjoy Gulf breezes from your private patio, just steps from the beach path, swimming pool, and all of Seaplace’s resort-style amenities. With a newer HVAC system (2024), this townhouse is move-in ready and designed for carefree living. Seaplace residents enjoy: ? Gated community with 24-hour guard service ? Private beach access with chairs and umbrellas ? Two pools, two spas, kiddie pool & playground ? Three Har-Tru tennis courts and a one-mile walking trail ? Renovated Gulf-front clubhouse with fitness center, library & grill patio Perfectly located near Publix, golf courses, St. Armands Circle, and downtown Sarasota’s shops, restaurants, and culture, this rarely offered townhouse at Seaplace is your chance to enjoy space, style, and true beachfront living. Don't miss this opportunity—schedule your private tour today!
#A4660639

LONGBOAT KEY

2075 GULF OF MEXICO DRIVE T1-108

3 Beds

2 Baths

2,305 Sq.Ft.

$849,000

MLS#: A4660639

Discover Your MOVE-IN READY Resort Style Gulf-Front Treasure...Professionally Designed & Available Fully Furnished or with Curated Selections That Suit Your Style...This 3BR/2BA Residence is Located at the Remarkable and Highly Sought-After Club Longboat Beach & Tennis, Offering Deeded Beach Access and Coastal Elegance Throughout…Perfectly Nestled in Building #1 on a Naturally Elevated Slope for Peace of Mind & Protection from Flooding, This First-Floor 1,484sf Split-Plan Home Exudes Effortless Style, Serenity, and Sophisticated Design Rarely Found at This Price Point on Longboat Key’s Gulf Side…Wide-Plank Laminate Wood Flooring Flows Seamlessly Throughout, Enhancing a Warm, Neutral Palette and Curated High-End Finishes…The Gourmet Chef’s Kitchen Anchors the Heart of the Home, Featuring Modern White Cabinetry, Under-Cabinet Lighting, Stainless Steel Appliances, a Sleek Glass Tile Backsplash, and a Large Center Island With Seating—Ideal for Entertaining or Casual Dining…The Expansive Great Room Opens to a Lushly Landscaped Private Patio Through Floor-to-Ceiling Glass Sliders, Creating a Tranquil Indoor-Outdoor Sanctuary…The Primary Suite is a Serene Retreat Featuring Patio Access, a Spa-Inspired Bath with Walk-In Glass Shower, Refined Tilework, and Large Custom Closet Space…Two Guest Bedrooms are Privately Situated and Equally Well-Appointed…A Generous Laundry Room with Extra Storage, Recessed Lighting, and Sliding Plantation Shutters Completes the Residence…You'll Enjoy the Ease of Covered Parking and A Private Storage Room Just Outside of Your Front Door—No Elevators or Long Walks Required…Club Longboat Spans 750 Feet of Direct Gulf-Front Beach and Offers Premier Amenities: 8 Har-Tru Tennis Courts with Lighting and On-Site Pro, 3 Pickleball Courts, 2 Heated Pools and Spa, a Modern Fitness Center, Clubhouse, Social Events, Sauna, Shuffleboard, Beachfront Umbrellas, Lounge Chairs, and Even a Quiet Library for Moments of Retreat…This Unique Community is Multi-Pet Friendly and No Weight Restrictions....Your New Community Has Flexible Leasing for Investment Potential or Seasonal Enjoyment…PLUS Beyond Your Doorstep Lies Championship Golf, Deep-Sea Fishing, World-Class Boating, Paddleboarding, Kayaking, and Pristine Watersports…Explore the Charm of St. Armands Circle, Fine Dining, Boutique Shops, Live Music, Festivals, and Downtown Sarasota's Arts & Culture Scene…Call Today to Schedule Your Private Showing and Live a Fuller Life at Club Longboat!
#A4646703

LONGBOAT KEY

5055 GULF OF MEXICO DRIVE 115

3 Beds

2 Baths

1,484 Sq.Ft.

$849,000

MLS#: A4646703

Attention Investors! This is a rare opportunity to own on the beach on LBK and collect rent. The GROSS INCOME from 1/1/25-7/31/25 is $61,278. This intimate, unique beachfront resort has only 8 condos and is available for daily, weekly or monthly rentals. All condos are beautifully appointed and smoke free. You will enjoy many relaxing hours on the beach where chairs are provided for you. The kitchen has stone counters and every small appliance you like to use. The screened porch is a quiet refuge from which to view the Gulf water and the lush landscaping. On site management handles all rentals, cleaning, advertising, bookkeeping and other administrative business. There are no HIDDEN CHARGES as there are in other vacation rentals. This lovely condo is being offered TURNKEY FURNISHED. Restaurants, nature trails, a park with tennis and pickleball, and food shopping are close by. Financials will be provided upon request. Visit the Seagrape website for room rates etc. theseagrapeinn.com. This condo is heavily booked so showings are available only on check out day which is usually Saturday at 10. Life is good on Longboat Key!
#A4645905

LONGBOAT KEY

5125 GULF OF MEXICO DRIVE 4

2 Beds

2 Baths

1,024 Sq.Ft.

$840,000

MLS#: A4645905

This beautifully remodeled Junior Suite offers peaceful lagoon views and a robust income stream. Sold fully furnished and part of the hotel program, it's a turnkey investment with resort-style perks. Unlike other buildings, this one features Junior Suites with soaring 10-foot ceilings, adding a sense of space and luxury. From your private terrace, watch manatees, dolphins, and a vibrant array of tropical birds glide by. As an owner in the hotel program, you will enjoy access to the exclusive 410-acre Longboat Key Club. Indulge in five upscale restaurants, 45 holes of championship golf, award-winning Tennis Gardens, spa and fitness center, a private white sand beach with umbrellas and waitstaff, and a full-service marina. Recent renovations to the rooms, pool, dining areas, and guest services elevate this already award-winning property, which proudly holds the AAA Four-Diamond Award. Whether for investment or leisure, this is your chance to live the Longboat Life.
#A4657019

LONGBOAT KEY

225 SANDS POINT ROAD 7205

1 Beds

1 Baths

642 Sq.Ft.

$825,000

MLS#: A4657019

Enjoy peaceful lagoon views and healthy income from this completely remodeled Junior Suite. Sold turnkey furnished and currently in the hotel program, this unit reported over $112K+ in 2023 income. Unlike other buildings, the Junior Suites in this building have 10’ ceilings. It is typical to see manatees, dolphins, paddleboarders and a variety of tropical birds from the terrace. As an owner in the hotel program you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship Golf, the award-winning Tennis Gardens, spa, fitness center, white sand beach with umbrellas & waitstaff, and a full service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start enjoying your Longboat Life today! The 2024 income is $103+K, which includes several weeks of downtime due to the hurricanes.
#A4639379

LONGBOAT KEY

225 SANDS POINT ROAD 6204

1 Beds

1 Baths

642 Sq.Ft.

$825,000

MLS#: A4639379

Lot for sale North end of Longboar key in the Village, Has an existing home on property which is a tear down but you can be the judge. Lot siz 105 x 110. Has view of Sarasota Bay and more when you build up.
#A4635108

LONGBOAT KEY

7061 LONGBOAT DRIVE E

None Beds

None Baths

0.33 acres

$800,000

MLS#: A4635108

Year after year, The Westchester has been considered to be the most sought after location on Gulf of Mexico Drive. This two bedroom, two bath 1,393 sq. ft. condo holds many happy family memories, which could now be yours. Experience the beautiful views of the Emerald waters from both lanais. Unit has recently been completely painted and professionally cleaned, with newly installed flooring. Unit is Move-in ready to be enjoyed! Both bathrooms contain generous walk-in closets, with a washer/dryer installed in the guest closet. Come witness Resort Style amenities of two heated pools, beach cabanas, car wash station, a tennis and pickleball court, shuffleboard court, kayak rack, outdoor storage and a welcoming Grilling convenience behind Club 72. This split plan, first floor, master en-suite unit awaits your TLC. Kitchen includes side-by-side beverage refrigerators. Seller has ordered and will pay for all hurricane windows and sliders. A replacement hurricane rated front door will also be installed. The Westchester is conveniently located in close proximity to St. Armand's Circle, downtown Sarasota and many dining experiences. R & R IS THE PACE, LBK IS THE PLACE!!!!
#A4648712

LONGBOAT KEY

4835 GULF OF MEXICO DRIVE 106

2 Beds

2 Baths

1,604 Sq.Ft.

$800,000

MLS#: A4648712

Discover your boater's paradise on Longboat Key! This is a rare opportunity to build your dream oasis on the last available vacant lot in the exclusive, gated Laguna Yacht Village community of only 9 plots, with 8 beautifully built homes already in place. Nestled on the bay side, this prime lot offers a blank canvas for a custom home in a serene setting. Enjoy resort-style amenities including a community pool, a scenic walkway to a deeded boat slip, and quiet public beach access on the Gulf side. The community, only mildly affected by recent storms, offers a peaceful lifestyle while still catering to boating enthusiasts. Build your personal retreat where luxury and leisure meet!
#A4641212

LONGBOAT KEY

6324 LAGUNA DRIVE

None Beds

None Baths

0.04 acres

$799,999

MLS#: A4641212

LOCATION ALERT!!! Build your dream home on this 12,000 sq ft vacant residential lot. This spacious lot offers a creative, vast playground of architectural possibilities and also those famous and coveted gorgeous, Gulf sunsets and sunrises. You are located in the heart of The Village in Longboat Key, convenient walking distance to fabulous restaurants like The Shore, Mar Vista and Whitney's. The Gulf beaches are only a few blocks away to enjoy days relaxing on the beach. Build up and have panoramic views of the teal green water of the intercostal waterway. Don’t miss this great opportunity!
#A4648887

LONGBOAT KEY

771 BROADWAY STREET

None Beds

None Baths

0.28 acres

$799,000

MLS#: A4648887

Penthouse-Level Condo at Grand Bay – Longboat Key Experience luxury living in this beautifully appointed penthouse-level residence at Grand Bay, located behind the gates of Bay Isles on Longboat Key. This spacious 2-bedroom, 2-bath condo offers an open and airy floor plan with stunning east-to-west exposure, capturing both sunrise and sunset from dual balconies with sweeping views of Sarasota Bay, the city skyline, and the golf course. As a penthouse-level home, it also features an added ceiling height of one foot, enhancing the sense of space and light throughout. Both bedrooms are en-suite, with the primary suite featuring dual closets (including one walk-in) and luxurious marble vanities in the bath. The home showcases elegant bamboo flooring in the main living area, marble tile in the bathrooms, and plush carpet in the bedrooms. Floor-to-ceiling sliding glass doors at both ends of the unit flood the space with natural light. The chef’s kitchen is equipped with a Sub-Zero refrigerator, Blue Pearl granite countertops, a breakfast bar, and an in-kitchen laundry room. Recent upgrades include a new AC system in 2021 and a water heater in 2020. The residence also comes with two deeded parking spaces and a private garage-level storage locker, and it is offered furnished for immediate enjoyment. Grand Bay’s exceptional amenities include 24-hour guard-gated Bay Isles entry, an additional Grand Bay gated entrance, secure coded lobby access, on-site property management, and a pet-friendly environment. Residents enjoy two resort-style pools, a state-of-the-art fitness center, tennis courts, and membership to the Bay Isles Beach Club. There are no current or pending assessments. Enjoy the perfect blend of luxury, privacy, and convenience in one of Longboat Key’s premier waterfront communities.
#A4652816

LONGBOAT KEY

3070 GRAND BAY BOULEVARD 644

2 Beds

2 Baths

1,776 Sq.Ft.

$799,000

MLS#: A4652816

GULF TO BAY COMPLEX AND SHORT RENTALS OPPORTUNITY! Amazing opportunity to own a highly sought after Beach Castle condo in beautiful Longboat Key. This unit has been completely remodeled, including a 2025 AC unit. The complex allows for short term rentals, bringing the new owner the ability to maximize on profits. Current owner has chosen to extensively use the property for personal vacations, so it is in pristine shape. High end furnishings enhance the quality of this amazing condo, with easy, private beach access and a recently built bayfront dock, which allows for day docking and great fishing. A must see, Beach Castle condos do not become available for sale often!
#A4663073

LONGBOAT KEY

5310 GULF OF MEXICO DRIVE 16

2 Beds

2 Baths

1,118 Sq.Ft.

$799,000

MLS#: A4663073

Build your dream home on beautiful Longboat Key where every day is a Holiday and life is and endless vacation. This spacious lot is located on a wonderful canal where you can be out in popular Sarasota Bay in just minutes to watch the dolphins or catch your dinner. There is room for a pool as the lot contains 125 ft. of road frontage. You can create your own design and landscape to your liking. The concrete Seawall is in very good condition. The lot is an ideal location with over 10 restaurants within 2 miles of for your dining pleasure. Everything from a quick Breakfast to fine dining when entertaining your guests. Being located close to the end of the canal toward the Bay you can escape from the noise, hustle and bustle of the city. Directly at the end of the block is your deeded beach access where you can sun, swim or just relax and enjoy the ocean breezes. Another plus is that 1 block over is the Cedars East Tennis Resort and club where memberships are available for swimming and the fitness center as well as the 10 Har-Tru Courts. This location is prime. Don't miss your opportunity to live and reside on one of the nicest Keys on the west coast of Florida.
#A4628317

LONGBOAT KEY

780 JUNGLE QUEEN WAY

None Beds

None Baths

0.26 acres

$795,000

MLS#: A4628317

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