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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
414
# of Listings
2
Avg # of Bedrooms
$791
Avg. $ / Sq.Ft.
$1,312,840
Med. List Price

Browse Long Boat Key Real Estate Listings

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$250,000 - $500,000

$500,000 - $1M

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$3M - $5M

Over $5M

87 Properties Found. Page 3 of 6.

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

REDUCED PRICE! Are you looking for a RESORT home with spacious rooms, fine finishes, vaulted ceilings and the convenience of a condo community with bay and beach access? Look no further. Luxury and style await in this beautifully updated townhouse, located behind the gates of the exclusive Bay Isles resort. With 1,590 sq. ft. of meticulously designed and finished indoor living space plus another 1,100 sq. ft. of screened lanai, storage and garage space, this resort home provides the ultimate in luxe living, comfort and convenience. Upon entering this home, you're greeted by an open concept great room and designer kitchen, vaulted ceilings, a conveniently placed guest bathroom, and views over the very private community pool. You'll never want to leave! The gourmet kitchen is a chef’s dream, featuring gleaming granite countertops including a striking azure blue granite breakfast bar, custom mosaic glass tile backsplash, solid wood cabinetry, and stainless JennAir appliances. Easy to maintain luxury vinyl plank floors flow throughout, adding sophistication and durability. Soaring cathedral ceilings and abundant natural light enhance the light, bright, spacious feel of this home and the private screened lanai offers a serene retreat with access to lushly landscaped grounds and the resort style pool. The oversized primary suite boasts vaulted ceilings, a walk-in closet, and an elegant ensuite bath with natural stone and custom tile shower. The second bedroom also has a vaulted ceiling plus walk-in closet and beautifully finished adjacent bathroom. The ground-level garage has extra depth enabling covered parking for two cars plus there's a separate room that can be flexibly used for storage, a home gym, or a wine cellar. As a Bay Isles resident, you'll enjoy exclusive access to resident-only amenities including a private clubhouse, fitness center, heated pool and spa, tennis courts, and the private Bay Isles Beach Club. This resort home is just minutes from the vibrant dining, shopping, and cultural scene of St. Armands Circle and downtown Sarasota. See this home today and enjoy the best of Longboat Key living.
#A4645559

LONGBOAT KEY

1928 HARBOURSIDE DRIVE 1403

2 Beds

2 Baths

2,606 Sq.Ft.

$795,000

MLS#: A4645559

Bingo....You have just found your diamond in the rough—Concrete block home is located just six in from the open Bay. Newer seawall. Two-bedroom home is ready for remodel. The home features 125 ft of canal front frontage and is in a desirable area in that it is situated in between more expensive properties. There is plenty of room for a pool. There is a nice, screened lanai overlooking the canal where one can sit and read a book or sip a cocktail. The kitchen is ready for you to create your own vision. There is also a storage shed for bicycles or garden tools. Many outdoor activities are close by with your deeded beach access at the top of the block and Joan Durante Park a short distance away. There are a handful of restaurants close by so no need to venture too far after a long day at the beach. With its mid-key location, it is easy to head to St Armand Circle, Sarasota or head north to Anna Maria Island. Home is easy to show, and owner has paid Longboat Key Underground Utility Assessment in full. Don’t miss out.... Opportunity knocks and is at your fingertips-
#A4649830

LONGBOAT KEY

780 JUNGLE QUEEN WAY

2 Beds

1 Baths

1,668 Sq.Ft.

$795,000

MLS#: A4649830

Experience Longboat Key living at its finest in the community of Fairway Bay, just beyond the gates of Bay Isles! This two-bedroom, 2.5-bath plus bonus room townhouse offers three levels of serene island living. The main level boasts a well-designed, open-concept eating and living area, enhanced by soaring cathedral ceilings, skylights and expansive windows. Recently installed luxury vinyl flooring spans the entirety of the main living level which also features a powder bath, quaint in-kitchen breakfast nook as well as a wood-burning fireplace. Off the living room, the sliding glass doors will lead you out to the private screened-in lanai, where you can take in views of tall, mature trees and a variety of tropical plants. Upstairs, the top level features bamboo flooring throughout and two primary bedroom suites, each with gorgeous solid wood furniture and their en-suite baths for ultimate comfort and privacy. Some additional features include new carpeting on the first level stairs, bamboo flooring throughout the third level, luxury vinyl flooring on the first and second levels, a 2018 HVAC package unit, and new paint in the garage and bonus room. This unit is also available fully furnished if desired. The first level of this home offers an attached, oversized one-car garage with an additional large storage closet. The interior garage door leads right into an incredibly spacious bonus room, ideal for a home office, gym, movie room or anything else you may desire. A large walk-in storage closet completes this space, serving as the ideal storage for your beach chairs, water toys and more. Behind the 24/7 staffed gates of Bay Isles, residents are privy to two heated pools, a spa, two regulation tennis courts, a well-equipped fitness center, barbecue grills, a private marina with kayak launch, a clubhouse for private events and even on-site maintenance. The Residents of Fairway Bay also enjoy exclusive access to the Bay Isles Beach Club and private deeded beach area. Available for residents are lounge chairs, a pavilion, grills, picnic area, volleyball, storage and locker rooms. For any other amenities residents may be seeking, additional membership options are also available just up the road at the stunning Longboat Key Club, offering 45 holes of championship golf, tennis, pickleball, as well as access to their 291-slip deep water marina. Whether you’re seeking a serene retreat or an active lifestyle, this townhome offers a blend of comfort, style and convenience!
#A4645431

LONGBOAT KEY

1912 HARBOURSIDE DRIVE 602

2 Beds

2 Baths

2,606 Sq.Ft.

$775,000

MLS#: A4645431

Rare opportunity for investment or rental opportunity on lot zoned for Duplex. Rebuild the current structure (1,135 Sq Ft 2 br 2 ba each side) or build your best version of a duplex rental property located on Longboat Key on this 9,000 sq ft lot. Convenient North Key Location. The Gulf, Kayak/Sarasota Bay Access, Euphemia Haye Restaurant, Joan Duarte Park are literally at either end of the block on Gulf Bay Road. Public beaches, Anna Maria Island, Sarasota and St Armand’s Circle shopping area are short drive away. Adjacent property next door also available.
#A4633783

LONGBOAT KEY

650 GULF BAY ROAD

None Beds

None Baths

0.21 acres

$775,000

MLS#: A4633783

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