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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

493

# of Listings

2

Avg # of Bedrooms

$948

Avg. $ / Sq.Ft.

$1,696,526

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

493 Properties Found. Page 19 of 33.

Enjoy direct views of the turquoise Gulf, miles of pristine beach, and effortless coastal living in this turnkey-furnished, first-floor walkout residence. In The Westchester on Longboat Key, this roomy two-bedroom, two-bath condominium offers a well-designed split floor plan and convenient indoor-outdoor living. The unit is attractively furnished in a coastal style, and the living room and dining room include a built-in entertainment center and serving buffet. The kitchen features stainless steel appliances, generous counter space and ample storage. Both bedrooms offer en-suite baths and dual closets, with primary suite boasting a private screened lanai. The larger lanai off the great room frames the stunning Gulf views and provides a gateway to the pool and beach. The Westchester’s mid-key location offers an ideal lifestyle, providing convenient access to Publix Super Market at the Shoppes of Bay Isles, as well as pharmacy, banking and fitness centers. You also have quick access to Centre Shops, Whitney Plaza, and numerous north end waterfront restaurants and cafes, including the bayside Shore Restaurant and Mar Vista. Community amenities include lighted tennis and pickleball courts, two heated pools, shuffleboard, outdoor grills and cabanas, kayak and bicycle storage, as well as private storage lockers for your beach essentials. A newly renovated clubhouse is coming soon, featuring a full kitchen, lending library and fitness area. Assigned covered parking and an in-residence laundry offer added everyday convenience. The community fosters a welcoming and neighborly environment. Longboat Key is home to a private golf course, a full-service marina, waterfront parks and an array of dining options. Nearby destinations include St. Armands Circle and downtown Sarasota. Rentals are permitted, offering excellent flexibility for seasonal or full-time ownership. Schedule your private showing today and discover the effortless Gulf-front lifestyle this residence offers.

LONGBOAT KEY

4805 GULF OF MEXICO DRIVE 105

2 Beds

2 Baths

1,604 Sq.Ft.

$725,000

MLS#: A4658276

#A4632746

LONGBOAT KEY

4900 GULF OF MEXICO DRIVE 205

2 Beds

2 Baths

1,312 Sq.Ft.

$725,000

MLS#: A4632746

#A4649405

LONGBOAT KEY

4500 GULF OF MEXICO DRIVE PH4

2 Beds

2 Baths

1,312 Sq.Ft.

$725,000

MLS#: A4649405

#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 and partially furnished 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 1 day 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

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

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

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