One of the most popular communities provided by {{page_data.agentName}}

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

491

# of Listings

2

Avg # of Bedrooms

$948

Avg. $ / Sq.Ft.

$1,698,612

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

491 Properties Found. Page 19 of 33.

#A4643486

LONGBOAT KEY

4234 GULF OF MEXICO DRIVE Q2

2 Beds

2 Baths

1,248 Sq.Ft.

$724,000

MLS#: A4643486

Imagine the serene sands of the Gulf, just steps away, offering the ideal blend of luxury and opportunity with rental income while you're away. An on-site rental office ensures seamless bookings for your beautifully renovated condominium with new A/C at Casa Del Mar. You and your guests will relish the gulf-front pool, tennis courts with pickleball, grilling area and picnic tables, all while basking in the soothing embrace of the gulf waters as the simple, fulfilling life awaits. For those who wish to travel light, the unit is turnkey furnished, fully equipped, and ready to provide your ideal beach getaway. Upgrades include new kitchen and baths, quartz countertops and tile throughout, and stainless-steel appliances. The unit comes with a washer and dryer. just a short drive to local restaurants, Anna Maria Island, local parks, grocery shopping, CVS, places of worship, banks, world-renowned St, Armands Circle, top-rated Sarasota and all it offers.

LONGBOAT KEY

4621 GULF OF MEXICO DRIVE 16B

2 Beds

2 Baths

900 Sq.Ft.

$720,000

MLS#: A4632978

Gulf water views from back deck in this open concept 2-Bedroom, 2-Bathroom Condo at Club Longboat Beach & Tennis is A Perfect Longboat Key Retreat offers an expansive 1,484 SqFt of thoughtfully designed living space, this condo combines comfort, convenience, and a balcony help you unwind and enjoy the fresh coastal air. As a well-maintained residence (bran new HVAC 2025), this home offers a welcoming, move-in ready atmosphere and provides a sanctuary where you can enjoy both peaceful living and the energy of Longboat Key's vibrant community. Why Live on Longboat Key? Longboat Key is renowned for its pristine beaches, relaxed atmosphere, and upscale lifestyle. With easy access to fine dining, shopping, cultural attractions, and outdoor recreation, it’s the ideal location for those seeking a laid-back coastal lifestyle, while still being close to the excitement of Sarasota. Whether you’re taking a morning stroll on the beach or enjoying the world-class amenities nearby, Longboat Key offers a unique blend of tranquility and activity. Club Longboat Beach & Tennis is more than just a place to live – it’s a destination where every day feels like a vacation. Enjoy direct access to the beautiful white sands of Longboat Key Beach, perfect for sunbathing, swimming, and watersports. The community offers resort-style amenities, including meticulously maintained tennis courts, a fitness center, a heated pool, and 24-hour security. Whether you’re looking to relax poolside or stay active with tennis or fitness, there’s something for everyone. Don’t miss out on the opportunity to own your slice of paradise.

LONGBOAT KEY

5055 GULF OF MEXICO DRIVE 435

2 Beds

2 Baths

1,484 Sq.Ft.

$700,000

MLS#: A4647322

Build your dream home on this exceptional vacant lot located in the heart of Longboat Key. Nestled midway on the island, this rare offering includes deeded beach access just a short stroll away, allowing you to enjoy the pristine Gulf shores at your leisure.

Perfectly positioned for both privacy and convenience, the property is just moments from the upscale shopping and dining of St. Armands Circle, and the charming waterfront Village of Longboat Key to the north. Enjoy walking distance to grocery stores, boutique shoppes, and local dining, making everyday living effortless.

Golf enthusiasts will love quick access to the Harbourside Golf Course at the Longboat Key Club, offering resort-style recreation right next door. With its ideal elevation and location, a future home on this lot could enjoy partial Gulf views, capturing the essence of coastal Florida living.

An adjacent lot is also available, presenting a unique opportunity to create a private estate with nearly 300 feet of combined lot frontage—a truly rare find on the island.

Endless possibilities await on this coveted stretch of Longboat Key.

LONGBOAT KEY

2929 PYRULA DRIVE

None Beds

None Baths

0.14 acres

$700,000

MLS#: A4646749

#A4632901

LONGBOAT KEY

3330 GULF OF MEXICO DRIVE 205D

2 Beds

2 Baths

1,362 Sq.Ft.

$699,000

MLS#: A4632901

#A4652527

LONGBOAT KEY

3320 GULF OF MEXICO DRIVE 208C

2 Beds

2 Baths

1,154 Sq.Ft.

$699,000

MLS#: A4652527

*No storm damage - Welcome to this upgraded fully furnished turnkey 2-bedroom, 2-bathroom condo on the coveted third floor, where breathtaking Bay views greet you as soon as you step inside. Elegantly designed with a blend of contemporary style and timeless sophistication, the home features rich wood floors that flow throughout the spacious, open-concept living areas. Soft, neutral finishes and fine details throughout enhance the home's serene atmosphere and allow the panoramic water views to take center stage.
The recently updated kitchen is a chef’s dream, showcasing sleek quartz countertops and a new backsplash, complemented by stylish new hardware, sink, and faucet. Top-of-the-line stainless steel appliances, under-cabinet lighting, and abundant storage space make this kitchen both practical and beautiful.
The guest bedroom has been thoughtfully upgraded with matching wood flooring and added closet space for enhanced functionality. Every bathroom has received attention to detail with new lighting, faucets, and hardware, ensuring a fresh, modern feel.
Nestled just moments away from the iconic St. Regis Hotel, Fairway Bay 1 offers unparalleled amenities, including pickleball and tennis courts, a fitness center, a heated pool, and 24-hour gated security. As part of the distinguished Bay Isles community, you will also enjoy exclusive access to the private Bay Isles Beach Club. The club boasts a deeded beach, pavilion, picnic areas, grills, volleyball courts, and locker rooms—perfect for relaxing and entertaining.
Whether you prefer spending the day enjoying the lush, tropical grounds, immersing yourself in Sarasota's vibrant arts scene, or exploring the nearby shops and restaurants at St. Armands Circle, this condo offers the perfect balance of laid-back coastal living and luxury. Experience a life of ease, elegance, and sophistication—welcome home!

LONGBOAT KEY

1930 HARBOURSIDE DRIVE 136

2 Beds

2 Baths

1,390 Sq.Ft.

$695,000

MLS#: A4643960

#A4629857

LONGBOAT KEY

4234 GULF OF MEXICO DRIVE Y2

2 Beds

2 Baths

1,248 Sq.Ft.

$695,000

MLS#: A4629857

Imagine owning a stunning second-floor end-unit nestled between the azure Gulf, and the serene Sarasota Bay on 27 acres of prime real estate. This exceptional property features breathtaking full Sarasota Bay views framed by floor-to-ceiling windows that flood the space with natural light. The open floor plan includes an eat-in kitchen with abundant counter space and storage, a primary bedroom office, and two walk-in closets, as well as convenient in-unit laundry. Designed by the renowned architect Tim Seibert, this turnkey furnished unit comes with covered parking and a private storage locker adjacent to the unit. Residents can indulge in luxurious amenities such as a sparkling Junior Olympic pool, 1,200 feet of deeded beach access with loungers and umbrellas, a private fishing pier, a kayak launch and storage, a Bocci Ball court, a fitness center, four Har-Tru tennis courts, and scenic walking trails. On-site management ensures added convenience. Additionally, the location offers easy access to Bayfront Park, Publix, CVS, banks, places of worship, public tennis courts, the library, town hall, and the vibrant shopping and dining scene at St. Armands Circle and Sarasota. This exceptional property offers the ultimate in coastal luxury living.

LONGBOAT KEY

826 BAYPORT WAY 826

2 Beds

2 Baths

1,876 Sq.Ft.

$695,000

MLS#: A4619094

New on site 2 days ago

Live the Waterfront Lifestyle You’ve Been Dreaming Of Completely Remodeled Luxury Condo in Sutton Place

Welcome to this beautifully renovated, turn-key condo nestled in the highly sought after waterfront community of Sutton Place on Longboat Key. With sweeping water views from nearly every room, this 2 bedroom, 2 bath residence effortlessly blends high end finishes, modern elegance, and coastal charm.

From the moment you step inside, you’re greeted by an abundance of natural light, luxury wood and tile accents, and an open concept living space that invites you to unwind. Every inch of this home has been thoughtfully upgraded offering both comfort and sophistication.

The heart of the home is a state of the art designer kitchen featuring stunning Quartz countertops, a sleek wine bar, stainless steel appliances, luxury tile flooring, and European style soft close cabinetry. Whether you’re entertaining guests or preparing a quiet meal at home, this space is both functional and flawless.

The spacious living room boasts water views, recessed lighting, elegant wood details, and heavy duty hurricane impact sliding glass doors that lead to your screened in patio. From here, step directly onto a serene, private greenbelt area with breathtaking open bay views perfect for your morning coffee or a peaceful sunset.

Retreat to the primary bedroom suite, complete with a walk-in closet outfitted with custom built in shelving. The second bedroom offers a wall to wall closet for ample storage. Both bathrooms have been impeccably updated with designer tilework, upgraded vanities, and gorgeous finishes including a soaking tub ideal for unwinding after a long day.

This home has been completely remodeled, including all new interior doors and hardware, sinks, light fixtures, fans, commodes, vanities, recessed lighting throughout, luxury flooring, closet systems and shelving, an updated water heater in 2023, and a 2018 HVAC system that is on an active maintenance plan. Energy efficient hurricane impact windows and sliders with window treatments provide privacy, protection, and peace of mind. Custom wood and tile detailing throughout adds warmth, character, and designer style to every space.

The Sutton Place community offers unparalleled amenities including a private beach club exclusively for residents, two sparkling community pools (one recently resurfaced), an onsite marina with boat slips for only $300 annually r, a clubhouse, kayak storage, and beautifully maintained grounds. Your assigned covered parking space is located directly in front of the unit for added convenience.

The community has recently undergone significant updates, including new paint, new roofs, a resurfaced pool, passed milestone inspection with a full 10-year certification and best of all, all assessments have been paid in full by the seller.

Ideally located just minutes away from the world famous St. Armands Circle, this condo places you at the center of everything award-winning dining, boutique shopping, entertainment, pristine Gulf beaches, and everything Sarasota and Longboat Key provides.

Whether you’re looking for a full time residence, vacation getaway, or a highly desirable investment property, this home checks every box.

Location, luxury, lifestyle this one truly has it all. Schedule your private showing today and experience the dream of coastal living.

LONGBOAT KEY

605 SUTTON PLACE 101

2 Beds

2 Baths

1,148 Sq.Ft.

$695,000

MLS#: P4935568

Significant price Adjustment! Bay to Beach lifestyle and earn income with your new ownership, transferable seasonal current lease with NO storm damages! Impeccable, elegantly remodeled first floor, corner end unit situated on the premium M Building, offers a panoramic view of the harbour and pool that is right outside your patio. Brilliantly and exquisitely designed with crown molding, open kitchen with solid wood cabinetry, granite countertops, stainless appliances including a double oven range, tiled flooring throughout, remodeled bathrooms with granite counter tops, AC vent in both bathrooms and master walk-in closet, and stacked washer & dryer. The En-suite master bedroom and guest room have 180-degree unobstructed views of Sarasota Bay. A unique one-of-a-kind turnkey, elegantly furnished residence, with amenities galore, the Longboat Harbour community is a paradise gem with access to the private gated beach club (4415 GOM Dr) including private parking, restrooms, and chair storage. Other amenities include 4 heated pools, pickleball/tennis court, fitness center, banquet hall, billiard/card room, art room, kayak storage, as well as boat docks that will accommodate up to a 34' power or sailboat. Boat docks are on a first come basis at a minimal annual rent. Make your appointment for your private tour. New Roof replacement is in process. The assessment has been paid.

LONGBOAT KEY

4430 EXETER DRIVE M108

2 Beds

2 Baths

1,376 Sq.Ft.

$695,000

MLS#: A4632106

Gorgeous full bay views are yours from this 2nd floor, 2 bedroom/2 bath updated and fully furnished condominium poised on the serene bayside of Longboat Key in the sought after, highly amenitized, pet friendly and gulf to bay Pelican Harbour & Beach Club. Featuring a private beach, heated resort style pool, tennis/pickleball, kayaking, lushly landscaped brick pathways to the water and more! Enjoy your morning coffee and the beautiful sunrise or refreshing evening beverage from the peaceful screened in lanai, all while taking in the stunning Bay and marina views. Prepare a great meal from your kitchen with stainless Samsung appliances, 54 bottle wine refrigerator, granite counters, tile backsplash, recessed panel cabinetry, ample storage, and convenient island workspace and breakfast bar. The main living space and dining room boast picturesque water views while easily accommodating multiple entertaining/seating areas. The owner's suite is spacious and features private access to the lanai, a 2023 renovated luxe ensuite bath with porcelain tile floors & glass shower and generously sized custom closets. The guest bedroom is a peaceful space with large custom closet, 2023 renovated bath with porcelain-topped vanity and glass front shower. Hurricane rated windows and doors, in-unit laundry, covered assigned parking, and a designated outdoor storage unit complete this idyllic bayside condo. Pelican Harbour & Beach Club is a smart investment opportunity, vacation or permanent home. Conveniently located on mid-Longboat Key, the complex includes bay and beach access, first-come first serve access to dock slips, heated resort style pool, 2 tennis/pickleball courts, relaxing clubhouse, kayak launch, and owner storage. Pelican Harbour has new roofs and hurricane rated carports, offers an attractive rental policy with 1 month minimum/3 times per year, and is one of the few on Longboat Key allowing large dogs. Bayfront Park is close by with a wonderful Indoor Recreation Center, playground, pickleball/tennis, shuffleboard, and multi-purpose field. Shopping, dining and cultural options on Longboat Key including the new St. Regis Resort, St. Armands Circle, and Downtown Sarasota are a short drive away. Make this Bayside retreat yours today!

LONGBOAT KEY

4234 GULF OF MEXICO DRIVE E2

2 Beds

2 Baths

1,248 Sq.Ft.

$695,000

MLS#: A4640661

This exceptional two-bedroom, two-bath penthouse is the only residence in Seaplace with no shared walls, offering unparalleled privacy and tranquility. Fully remodeled in 2019, the home features a designer kitchen with quartz countertops, custom cabinetry and premium appliances, seamlessly complemented by elegant soft grey laminate hardwood flooring throughout. A spacious lanai spans the length of the residence, filling the interior with natural light and picturesque garden views. Significant recent upgrades include a new air-conditioning system (2020) with added UV filtration (2024), hurricane-rated sliding doors in the primary suite and living room (2025) and a water heater (2020), all with transferable warranties. Additional highlights include floor-to-ceiling remote controlled blinds, an in-unit full-size washer and dryer, and a reserved parking space. Seaplace offers a wealth of resort-style amenities, including two swimming pools, two hot tubs, a kiddie pool, Har-Tru tennis courts, a fitness center, a newly renovated clubhouse, beachfront grilling areas and private beach access. The 24-hour guard-gated community ensures security and exclusivity. Ideally just minutes from St. Armands Circle, this prime location provides convenient access to world-class dining, luxury shopping and Sarasota’s renowned cultural attractions. Whether you're seeking a full-time coastal residence, a seasonal getaway or a high-demand investment opportunity, this penthouse represents the finest in Longboat Key living. Schedule your private showing today!

LONGBOAT KEY

1935 GULF OF MEXICO DRIVE G7-402

2 Beds

2 Baths

1,068 Sq.Ft.

$689,000

MLS#: A4645667

Fully remodeled home located in the heart of Long Beach Village at the north end of Longboat Key. Short walk to the beach and several top rated restaurants on the island. From top to bottom, inside and out, nearly everything about this property has been updated. New luxury vinyl plank flooring throughout the house in every room. From the front door, the family room opens up into the kitchen to allow for an open floorplan which is great for hosting guests and family. The kitchen has been completely remodeled with new cabinets, all new appliances (refrigerator, oven & stove, mini wine refrigerator, microwave, and garbage disposal), new island/bar, and new marble countertops. All windows have been updated to impact resistant windows rate at Miami-Dade standards. All new interior paint throughout each room and closet and all new exterior paint around the house. A new laundry room was installed with all new washer, new dryer, and new water heater. The front room was converted into a 4th bedroom with a closet and impact resistant sliding glass doors. Both the master bathroom and 2nd bathroom have been completely remodeled with new stone shower flooring, new tiles for the walls, updated sinks and toilets. From the master bedroom, a new impact resistant sliding glass door was installed which leads to the spacious backyard. A new screened in, enclosed porch wraps around the back of the house and overlooks an outdoor fire pit. The exterior also includes a grill, storage for your beach gear, and outdoor shower to rinse off from the beach. The roof is in excellent shape with new insulation added to the attic to improve the efficiency of keeping the home cool in the summer and warm in the winter. The air conditioning unit has been updated with a new motor and replaced most of the duct work. This is a unique opportunity to own a move in ready, beautifully remodeled home in a highly sought after beach community on Longboat Key.

LONGBOAT KEY

690 FOX STREET

4 Beds

2 Baths

1,376 Sq.Ft.

$685,000

MLS#: TB8401606

THIS IS THE LARGEST 2 BEDROOM 2 BATH FLOOR PLAN IN SEAPLACE! Located on the second floor of the G3 building, this home is move in ready! The previous den has been enclosed for a proper bedroom and updated! The primary bedroom and bathroom have both been updated. Updated lighting, updated baseboards, no carpet, new hurricane rated sliders and windows! Plantation shutters are added for easy care and the coastal vibe! This building is located directly adjacent to the Har-Tru tennis courts, perfect for the avid player! Seaplace is a Gulf front community situated on lushly maintained grounds and offers not only tennis courts, a secure guarded gated entry, clubhouse, two heated pools/spas, fitness, Gulfside BBQ, organized social functions, onsite management and the icing on the cake is direct beach access! Residence comes completely furnished, assigned parking space #115, and assigned storage space. Perfect for your second home and income protection, with a 2-month minimum rental period. Seaplace is located on beautiful Longboat Key convenient to grocery shopping, banking, and the best shopping on St. Armand's Circle! Or make a reservation at any number of first-class restaurants on the Key, and dine waterside, or find a nice cozy quiet booth inside and take in one of nature's most beautiful gifts of a sunset, and if you are lucky, you just may see the dolphins diving and playing! Come off the beach at the south end and you are immediately in downtown Sarasota, where you can catch any number of plays, or a live band for evening entertainment. The weekend offers a sidewalk Farmer's Market, with an assortment of vendors! Whatever time you have planned to be here, may just not be enough!!!

LONGBOAT KEY

2039 GULF OF MEXICO DRIVE G3-207

2 Beds

2 Baths

1,369 Sq.Ft.

$685,000

MLS#: A4657767

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