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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
494
# of Listings
2
Avg # of Bedrooms
$952
Avg. $ / Sq.Ft.
$1,701,329
Med. List Price

Browse Long Boat Key Real Estate Listings

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Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

117 Properties Found. Page 4 of 8.

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

TOTAL PRICE REDUCTION OF $50,000! Inviting and impeccably maintained, this large, beautiful 2-Bedroom, 2-Bathroom corner end-unit condo (1,523 SF) is incredibly private and offers breathtaking full views of Sarasota Bay from every room through floor to ceiling windows. Boasting the largest condo floor plan in the community, this elevated 2nd floor retreat with building elevator combines sophistication, comfort, and natural beauty. Attractive porcelain tile floors flow throughout for low-maintenance living (no carpet!) and a soothing streamlined aesthetic. The stunning kitchen is open to the spacious great room and peaceful bay views. Recently updated, it features quartz counters, stainless appliances, large breakfast island, an iridescent Mother of Pearl backsplash, 42” cabinetry, and westerly views over the pool. The bay view primary bedroom is a tranquil escape with direct lanai access, a large walk-in closet, and a luxurious ensuite bathroom complete with custom shower, double bowl vanity, and quartz counters. The second bedroom, also with bay views and lanai access, includes a spacious closet behind a sleek barn door and, is adjacent to the beautifully updated guest bathroom, ideal for visitors or a home office. Modern updates ensure peace of mind including PGT hurricane-impact windows, a 2021 HVAC system, and a 2020 water heater. Convenience is further enhanced by in-unit laundry, a private storage room, and an assigned under-building parking spot. The monthly HOA fee of $1,292 includes the building insurances (hazard, hurricane and flood), recreation facilities, and fully funded reserves. Located in the sought-after bayfront community of Windward Bay, this home offers an unmatched Gulf and Bay lifestyle. Amenities include boat slips ($40/month or $45/month with an owner-supplied lift), kayak storage and launches, three private beach accesses, two heated pools (one just outside your door), a fitness center, saunas, tennis, pickle ball, walking paths, BBQ grills, fire pits, and a clubhouse with library and catering kitchen. Set on 26 acres of beautifully landscaped bay front property spanning a 1/2 mile of waterfront, Windward Bay offers low-density living at its best with just 151 homeowners and a serene resort-like atmosphere. The community is also pet-friendly and allows two pets up to 75 lbs. each, with ample green spaces and pet comfort stations for your convenience. The rare to find pet policy also permits renters to bring approved pets, making this property especially attractive for generating rental income. With a prime mid-island location, your new home is close to championship golf, professional marinas, and the dining, shopping, and cultural attractions of downtown Sarasota, St. Armands Circle, and Anna Maria Island. Experience the ultimate tropical lifestyle or capitalize on a fantastic rental opportunity in this exceptional bayfront community!
#A4636663

LONGBOAT KEY

4600 GULF OF MEXICO DRIVE 206

2 Beds

2 Baths

1,523 Sq.Ft.

$800,000

MLS#: A4636663

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

Experience refined bayfront living in this spacious 3BR/2BA, 2,105± sq. ft. residence at The Atrium in Bay Isles, just minutes from St. Armands Circle and downtown Sarasota. This rare walk-down residence is TURNKEY FURNISHED and offers sweeping views of Sarasota Bay and the city skyline, with a wall of glass sliders opening to a large terrace and direct access to lush, landscaped grounds—perfect for morning strolls or evening relaxation. The open layout is ideal for entertaining, featuring Saltillo-style tile floors, neutral tones, and a bright kitchen with stainless steel appliances, ample counter space, a built-in desk, and a breakfast bar. The split-bedroom plan provides privacy, with one room currently used as an office. The primary suite is a tranquil retreat with terrace access, floor-to-ceiling windows, and a spa-style bath with dual vanities, soaking tub, walk-in shower, and generous closet space. Additional features include a laundry room, secure storage, and TWO UNDER-BUILDING PARKING SPACES for your convenience. Residents enjoy 24-hour gated security, a resort-style pool, tennis courts, pickleball, fitness center, and deeded access to the private Bay Isles Beach Club—with pavilion, beach chairs, grills, and restrooms included. Optional membership to the Longboat Key Club offers championship golf, tennis, a full-service marina, fine dining, spa, and a dynamic social calendar.
#A4652066

LONGBOAT KEY

2120 HARBOURSIDE DRIVE 617

3 Beds

2 Baths

2,239 Sq.Ft.

$799,000

MLS#: A4652066

Whether you choose resort style living or just want to enjoy vacationing at the beach while earning income when you are not using your condo then this is the place for you! This unit is consistently booked and 2026 is already filling up fast! The entrance to this unit is via beautiful pergolas and lush landscaping, which immediately sets the vibe for a tropical getaway. The resort is right on the beach and amenities include a large heated pool, several grills, tennis, basketball and pickleball. Repeat guests have commented choosing this unit because of its location and that they love having a screened in patio to enjoy morning coffee or simply the warm gulf air. Casa Del Mar is one of the few resorts in Longboat permitted to offer short term rentals and also offers some of the lowest property management fees as well. Come check out this turnkey 2 bedroom 2 bath condo and make beach living your reality! (approximately 900 sqft with screened in lanai)
#TB8331883

LONGBOAT KEY

4621 GULF OF MEXICO DRIVE D10

2 Beds

2 Baths

900 Sq.Ft.

$799,000

MLS#: TB8331883

Located in the quiet, gated community of Bay Isles on Longboat Key, this beautifully renovated – FURNISHED - 2nd-floor residence in Harbour Oaks offers over 2,000 square feet of comfortable, thoughtfully designed living space. The entryway has built-in shelves and cubbies that make it easy to keep jackets, shoes, and bags organized. Inside, the main living areas feature high tray ceilings, recessed lighting, and warm wood floors, creating a clean and open atmosphere. Large windows let in plenty of natural light, giving the space a bright and airy feel. The kitchen has been fully renovated with modern finishes, including quartz countertops, a 36-inch induction cooktop, KitchenAid stainless steel appliances, a wine fridge, and a large island with a waterfall edge. A skylight above adds to the open feel, bringing natural light to both breakfast nook and separate dining area. The living room leads out to a screened terrace with spectacular views of the golf course and pond - an ideal spot to relax or catch up with friends. The primary suite includes direct access to the terrace, soft carpet, vaulted ceilings, a custom walk-in closet, and an en-suite bath with dual sinks, a walk-in glass shower, and another skylight for natural light. Two additional bedrooms provide flexible space for guests, work, or hobbies. Living in Bay Isles includes access to private deeded beach access through the Bay Isles Beach Club. Optional membership to the Longboat Key Club provides access to 45 holes of championship golf (plus driving ranges with free balls and pro shops), 20 Har Tru tennis courts with resident pros and clinics, six private member-only restaurants and lounges, and a full-service marina (Moorings) with boating access to Sarasota Bay.
#A4656202

LONGBOAT KEY

2155 HARBOURSIDE DRIVE 804

3 Beds

2 Baths

2,600 Sq.Ft.

$799,000

MLS#: A4656202

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

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

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

Move in ready and beautifully updated two bedroom two bath Bimini model in Grand Bay nestled within the secure gated enclave of Bay Isles. Located on the third living level of the four level over parking building 6, you will enjoy panoramic views of Sarasota Bay as you gaze out from your almost 400 foot wrap around terrace. This particular condo has been tastefully updated with new HVAC with Wi-Fi thermostat in 2024; new refrigerator, washer & dryer, Hunter Douglas battery operated remote-controlled window treatments, lighting & plumbing fixtures & freshly painted all in 2023. Nothing more to do but to move in and enjoy everything Grand Bay, Longboat Key and Sarasota have to offer! Your amenities include two large resort style heated swimming pools and spas, tennis courts, state of the art fitness center and expansive clubhouse with social activities as well as access to the private white sandy well maintained beach at the Bay Isles Beach Club on the Gulf of Mexico. You will also have access to beautiful peaceful walking trails winding along the bay front, marina and golf courses. A short drive will lead you to choice eateries along Gulf of Mexico Drive or over the bridge to St Armands Circle and downtown Sarasota.
#A4627468

LONGBOAT KEY

3070 GRAND BAY BOULEVARD 632

2 Beds

2 Baths

1,655 Sq.Ft.

$779,000

MLS#: A4627468

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.
#A4633787

LONGBOAT KEY

660 GULF BAY ROAD

None Beds

None Baths

0.21 acres

$775,000

MLS#: A4633787

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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