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

Long Boat Key

One of the most popular communities provided by The Graf Group of Coldwell Banker

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 The Graf Group of Coldwell Banker
464
# of Listings
2
Avg # of Bedrooms
$1,113
Avg. $ / Sq.Ft.
$2,002,970
Med. List Price

Browse Long Boat Key Real Estate Listings

464 Properties Found. Page 23 of 31.

New on site 4 days ago
Step into this beautifully remodeled, ground-floor 3BR/2BA residence in Seaplace on Longboat Key. Travertine flooring sets a polished foundation throughout the main living areas and is complemented by recessed lighting, crown molding, chair rail and wainscoting accents, and plantation shutters for a clean, classic look. The updated kitchen features white cabinetry, stainless steel appliances, white stone countertops, a white tile backsplash, and a tray ceiling with recessed lighting. A breakfast bar connects to the dining area and main living room. Sliders open to a screened ground-level extended terrace, and French doors lead to a bonus room ideal as a den, family room, or flex space. The primary suite is spacious and includes an en suite bath with dual vanities, a walk-in shower, and a separate water closet. The guest bedroom is well-proportioned for visitors. Seaplace is a guard-gated, mid-key community with 24-hour security, a remodeled clubhouse, two heated pools, three Har-Tru tennis courts, fitness center, library, playground and grilling areas. Optional membership to the Longboat Key Club is available with golf, tennis, racquet ball, pickleball, beach and pool access, marina amenities, spa and fitness offerings, dining venues, and social events.
#A4683602

LONGBOAT KEY

2055 GULF OF MEXICO DRIVE G2-102

3 Beds

2 Baths

1,492 Sq.Ft.

$699,000

MLS#: A4683602

Price reduced
Where can you find an exquisite 3-bedroom waterfront condo on the coveted South End of Longboat Key under $800,000? Discover the ultimate island lifestyle in this beautifully furnished end unit located in the highly sought-after Bay Harbour community. Boasting a desired southern exposure, lower maintenance fees, and a pet-friendly policy, this condo is the perfect blend of comfort and convenience. Even better, the 2023 special assessment of $23,000 has been paid in full, covering a new roof, total building painting, and internal pipe lining. This immaculate home features a bright, coastal interior with a serene, open layout and spectacular bay and pool views through the multiple windows only an end unit can offer. The living room and third bedroom are elevated by beautiful moldings and updated ceilings, while the newer kitchen is a chef’s dream with all under-cabinet pull-out drawers and a clever corner turn-around for maximum storage.
The primary suite is a true retreat, offering breathtaking water views and exceptional closet space with his-and-her built-ins. A unique design feature allows the hallway door to close, transforming the master entry into a private dressing room complete with a full-length mirror. For guests, the hallway is equipped with a pocket door to provide more privacy.  The master bedroom also is equipped with a pocket door. Whether you use the expansive third bedroom for visiting family or as a home office, the versatility of the space is unmatched. Step outside and immerse yourself in the beauty of Sarasota Bay, where you'll enjoy direct access to a kayak launch and optional boat slips just steps from your front door.  

For boating and nature enthusiasts, Bay Harbour is a true gem. Enjoy direct access to a kayak launch and optional boat slips just steps from your front door. With no bridges to Sarasota Bay and just one to the Gulf, you'll have unrestricted access to deep waters for boats up to 42 feet. The remodeled marina is fully equipped with electrical, freshwater, and a fish cleaning station, while the seawall offers frequent visits from dolphins and playful manatees. This unparalleled location is just minutes from world-renowned St. Armands Circle and downtown Sarasota, and it is walkable to the Longboat Key Club, Dry Dock, and Charthouse. Whether you're seeking a permanent residence or a seasonal retreat, this waterfront oasis offers the perfect combination of location, luxury, and lifestyle.
#A4667364

LONGBOAT KEY

450 GULF OF MEXICO DRIVE B207

3 Beds

2 Baths

1,474 Sq.Ft.

$699,000

MLS#: A4667364

Price reduced
Enjoy deeded Gulf access with a residents-only community beach house featuring bathrooms, indoor/outdoor showers, seating, cabana space, and parking—your personal gateway to Gulf Coast living. Experience exceptional bayfront living at 4310 Falmouth Drive, Unit 102, located in the sought-after Longboat Harbour community on Longboat Key—a premier coastal city and barrier island along Florida’s Gulf Coast, renowned for attracting year-round residents, second-home owners, seasonal residents, and visitors seeking a refined, upscale seaside lifestyle. This A-Building, direct bayfront residence captures full Sarasota Bay views from the kitchen, dining area, living room, enclosed lanai, and primary bedroom—offering a front-row seat to sunrise skies, passing boats, dolphins, manatees, eagles and all kinds of exciting wildlife just 40 feet from the tranquil water vistas. Thoughtfully updated, the home features luxury vinyl flooring, upscale LG quartz Viatera Rococo countertops in the kitchen and both bathrooms, and soft-close drawers and custom cabinetry throughout. The spacious primary suite includes double vanities and a beautifully updated walk-in shower, while the guest bath also offers a walk-in shower with quartz finishes. Significant capital improvements provide peace of mind, including new hurricane-rated windows and sliders (2024, Cat5), HVAC (2021) with approximately 8 years remaining on a 12-year warranty, and a water heater (2023). The enclosed lanai expands usable living space while maintaining sweeping Sarasota Bay views. Offered fully furnished for a seamless, move-in-ready bayfront lifestyle. Longboat Harbour is a gated, resort-style community offering an impressive array of amenities, including four heated pools, tennis and pickleball courts with active player groups, fitness center, sauna, meeting rooms, billiards, putting green, woodworking shop, kayak storage, shuffleboard, locker rooms, fishing piers, two community grills, on-site management, and a protected harbor. Boat slips are available to members of the Longboat Harbour Yacht Club (subject to availability). Enjoy the best of island living with private deeded beach access just a short walk or drive across the street—complete with seating, chair storage, cabana, restrooms, indoor and outdoor showers, parking, and a convenient car-wash area. Additional features in the condo include washer and dryer connections in a hall closet and assigned covered carport parking with abundant guest spaces nearby. In the living room, open the sliders to seamlessly expand your indoor–outdoor living space, or keep them closed and enjoy the patio as an enclosed lanai—then open the glass sliders to let in refreshing coastal breezes and salt air. Located just 7.5 miles north of St. Armands Circle, and a short drive to downtown Sarasota’s Arts District, world-class dining and shopping, with Sarasota-Bradenton International Airport nearby. Direct Sarasota Bay views and private deeded Gulf beach access make this exceptional residence the ultimate Longboat Key lifestyle opportunity.
#A4679011

LONGBOAT KEY

4310 FALMOUTH DRIVE 102

2 Beds

2 Baths

1,072 Sq.Ft.

$699,000

MLS#: A4679011

This full-time, owner-occupied, two-bedroom, two bathroom corner/end, 1316 square foot, unit on the second floor of Longboat Harbour has been the home for this couple for over 23 years. With harbor views from all rooms, they have remodeled and renovated it throughout, and have enjoyed it as their home. Now, it is for sale. Building D has all new elevators and a new Fiber Tite Roof System in 2025. The previous upgrades include: all tile flooring throughout,  aluminum windows, window coverings, Kitchen stone countertops, cabinets, all stainless steel appliances, both bathrooms with stone countertops, newer shower, bath, and fixtures. There are seven ceiling fans in all rooms, fan/light combo in the primary bedroom walk-in closet, all wooden doors replaced and new hardware, new HVAC system in 2018, new hot water heater in 2021, both with new cabinet art-deco door, new washer/dryer in 2019, and new garbage disposal in 2024. The guest bath has under cabinet lighting and heat, fan, light combo in both bathrooms, and a heated towel rack in the primary bathroom. The 8 x 28 foot lanai is sliding glass doors and screened, accessible from the living area and both bedrooms. The entry hall closet serves as a pantry and extra storage. The stack washer/dryer are in the primary bathroom. This unit is being sold unfurnished, except for the credenza in the Dining Room, which they are leaving in the unit. The deeded, covered parking space is #66 is dead center across from the elevator. There is common laundry on the first floor and this unit's storage cage is on the storage on the third floor, both next to the elevator. Longboat Harbour has four pools, the clubhouse, fitness center, and sauna, tennis, pickleball, shuffleboard courts, a putting green, and many other recreational activities. There are community boat docks for $450 annually, as well as, kayak/paddleboard storage for $150 annually. Longboat Harbour has its own Yacht Club and Commodore, who handle all of this. There is currently a wait list for these, sorry. Longboat Harbour also shares a deeded Beach Club across the street at 4415 GMD, with Sutton Place. There is plenty of parking, vehicle wash station, showers, restrooms, picnic tables, and benches at the Beach Club. Please come see this beautiful unit that you, too, can call home.
#A4682855

LONGBOAT KEY

4340 FALMOUTH DRIVE 206

2 Beds

2 Baths

1,316 Sq.Ft.

$698,750

MLS#: A4682855

Gorgeous coastal renovation, waterfront location, deeded beach, pet-friendly, and more. Enjoy the larger D1 plan, offering owners more square footage in this open concept two-bedroom, two-bath condominium in Longboat Key's Pelican Harbour & Beach Club. Plus this unit comes totally turnkey furnished and is move-in ready.  The Association's amenities include private beach, tennis and pickleball courts, heated resort-style pool, clubhouse, bike storage, kayak launch, and owner boat docks. The condominium features include hurricane windows and doors, contemporary-style fireplace, new flooring, custom cabinetry, stainless appliances, crown molding, plantation shutters, tankless water heater, new air conditioner, and designer ceiling fans. Spacious primary suite boasts a private bath with custom walk-in shower, built-in closets, and water views. The guest suite, split from the primary, offers friends and family alike private space and a convenient adjoining bath with a custom walk-in shower, as well. There is plenty of closet space and storage throughout, and an in-unit laundry with matching front-load HE washer and dryer. In addition, with the D1 plan being larger than other Pelican Harbour two-bedroom condominiums, owners will appreciate the larger spaces for gathering and hosting.  Association provides on-site maintenance; landscaping; building property, wind, flood and liability insurances; roofs; exterior painting; cable; water; sewer; trash; and more. Pelican Harbour also has fully funded reserves and has installed new roofs, new hurricane-rated carports, upgraded pickleball and tennis courts, and offers owner boat docks with electric and water. Pelican's private beach is only steps away and offers stunning sunset and Gulf views with miles of turquoise waters and crystal sands. You'll also appreciate the convenient mid-island location close to Bayfront Park, grocery, restaurants, shopping, places of worship, and easy access to St. Armands, Sarasota and Anna Maria. Gorgeous coastal renovation, larger D1 floor plan, fantastic mid-island location, pet-friendly and one of the best amenity packages on the island. Enjoy Pelican Harbour and Beach Club. Schedule your private showing today.
#A4673543

LONGBOAT KEY

4234 GULF OF MEXICO DRIVE D1

2 Beds

2 Baths

1,248 Sq.Ft.

$695,000

MLS#: A4673543

Coastal Elegance on Longboat Key – Beachfront Living Redefined!
Welcome to an extraordinary beachfront retreat where the serene rhythm of the Gulf meets 
refined island living. This beautifully appointed two-bedroom, two-bath residence offers
beautiful views of the common grounds, entrance and tennis courts.
A rare gem among beachfront properties, this home boasts an expansive private terrace 
that wraps around the unit, creating over 60 feet of seamless outdoor living space. Whether 
you're entertaining under the stars or savoring a quiet morning coffee with the sound of 
waves as your backdrop, this exceptional setting elevates every moment.
Inside, the open-concept living and dining areas are bathed in natural light, framing 
sweeping views through floor-to-ceiling glass sliding doors. The well-appointed kitchen 
features Kitchen-Aid appliances and ample cabinetry, perfectly suited for both casual 
meals and elegant entertaining. For the discerned buyer, there is comfort in knowing that 
the End-Windows are ordered to be replaced, New Elevators, New Roof, New Porte
Cochere, New Gym, New Rec room, New Landscaping, New Saunas located in the 
remolded locker rooms, 2020 Water Heater, 2016 Bosch HVAC, Humidistat in unit, 
Hurricane Windows and Doors, Assigned Parking Space, 24/7 maintenance member of 
staff lives on site, condo management company is located on site to assist with all 
requests. 
The spacious primary suite is a true sanctuary, where gentle sea breezes and panoramic 
views invite total relaxation. The en-suite bath adds a touch of luxury, while the second 
bedroom offers flexibility as a welcoming guest suite or a tranquil home office.
Located in the beautiful Islander Club, residents enjoy 400 feet of private beach frontage 
and a host of resort-style amenities, including a heated beachfront pool, fitness center, 
renovated clubhouse, saunas, billiards and table tennis room, and one Har-Tru tennis 
court and two new Pickle ball courts. The residence also has Two Fishing piers for the avid angler or photographer that would like to immerse themselves into the abundant sea life that awaits them. On-site management ensures peace of mind, while the world-class shopping, 
dining, and cultural experiences of St. Armands Circle and downtown Sarasota are just 
moments away.
This is more than a home—it's a rare opportunity to live the coveted Longboat Key 
beachfront lifestyle, where elegance meets the sea and every day feels like a vacation.
#A4668142

LONGBOAT KEY

2301 GULF OF MEXICO DRIVE 45N

2 Beds

2 Baths

1,235 Sq.Ft.

$695,000

MLS#: A4668142

PRICE IMPROVEMENT. REDUCED $54,000! NEWLY REMODELED • COASTAL LUXURY RESIDENCE Longboat Harbour • Building E #208 | Corner End Unit • Bay & Harbour Views. CLOSEST BUILDING TO A SHORT WALK ACCROSS THE STREET WITH A PRIVATE DEEDED GULF BEACH ACCESS WITH PAVILION, RESTROOMS AND SHOWERS

TOTALLY REMODELED FROM FLOOR TO CEILING second-floor corner residence in the highly sought-after Longboat Harbour Community. This light-filled home captures sweeping views of Sarasota Bay and Longboat Harbour.
This spacious two-bedroom, two-bath retreat has been transformed with exceptional attention to detail. Elevated finishes, a soothing coastal palette, and an airy open layout blend modern luxury with effortless livability. Corner units of this caliber are rarely available.  From the two bedrooms, you step out to the exceptionally Large Lanai with floor to ceiling sliding glass doors.

A SHOWCASE KITCHEN WITH TWO SUNLIT WINDOWS AND WATER VIEWS Elegant, functional, and beautifully appointed:
• Frigidaire Professional stainless steel appliances • Gleaming quartz countertops • 9-inch deep sink • Pull-out cabinet shelving • Pantry closet • Designer tile backsplash • Large Eat-In Kitchen with water views & sunsets • Instant hot-water.

LUXURIOUS PRIMARY SUITE
An elevated retreat professionally designed for comfort and relaxation • Private ensuite bath • Custom California Closet walk-in wardrobe • Built-in desk feature • Remote-controlled luxury solar shades.

RESORT-INSPIRED AMENITIES
Longboat Harbour offers a lifestyle unmatched on the Gulf Coast:
• Designated covered parking spot conveniently located • Personal storage space on the third floor • Private deeded Gulf beach access with pavilion, restrooms & shower • Four sparkling pools • Fitness center & sauna • Tennis & pickleball courts • Billiards room, library & meeting rooms • Picnic areas with grills • Putting green • Fishing pier • Affordable resident-only boat dockage • KAYAK LAUNCH and KAYAK WHICH SELLER WILL BE GIFTING TO THE BUYER.
Enjoy effortless waterfront living and endless ways to explore the natural beauty of Longboat Key.

PROPERTY ENHANCEMENTS & UPDATES:
Thoughtfully improved for comfort, reliability, and peace of mind:
• NO HURRICANE DAMAGE OR FLOODING
• Bosch Washer & Dryer
• Newer AC: 12/5/22
• Newer Hot Water Heater: 3/3/17
• New roofs throughout the community
• Electrical and plumbing systems updated.
  A BEAUTIFULLY RENOVATED INTERIOR THAT CREATES THE ULTIMATE COASTAL LIFESTYLE
#A4672221

LONGBOAT KEY

4350 CHATHAM DRIVE Unit E-208

2 Beds

2 Baths

1,316 Sq.Ft.

$695,000

MLS#: A4672221

Price reduced
Set in the sought-after Longboat Harbour community on Longboat Key, this beautifully updated 2BR/2BA walkout residence offers 1,152+/- sq. ft. of inviting waterfront living. Your breath will be taken away by the peaceful mangrove-lined views that shape a relaxed, effortless way of life. The moment you step inside, the level of care and style is unmistakable, as crown molding, maintenance free tile and laminate floors create a warm, welcoming ambiance that draws you toward the picturesque backdrop beyond the living space. The kitchen has been thoughtfully updated with stone countertops, all-white cabinetry, stainless-steel appliances, a tile backsplash (with under cabinet lighting), recessed lighting and a tray ceiling with fan. A large breakfast bar connects the kitchen to the dining area and living room, giving the entire layout an open, seamless flow. The former terrace has been enclosed to create an extended Florida room wrapped in sliders with privacy shades, offering a stunning vantage point over the water and direct walkout access to the outdoors. It’s a rare feature that brings the waterfront right to your door and is only steps away from one of the bayside pools. The primary bedroom enjoys soothing water views along with a graciously redesigned bath featuring rich wood cabinetry and refined finishes. The guest bedroom is equally comfortable for family or visitors, and the updated guest bath continues the home’s cohesive style. Residents of Longboat Harbour enjoy an exceptional list of amenities across both bay and beach, including berths for more than 50 boats on the Sarasota Bay side and exclusive Gulf access through a private beach house with restrooms, showers and dedicated parking. Additional amenities include 4 swimming pools, a tennis court, fitness center, wood shop, art studio, banquet hall and an active schedule of social events.
#A4671849

LONGBOAT KEY

4430 EXETER DRIVE 106

2 Beds

2 Baths

1,152 Sq.Ft.

$695,000

MLS#: A4671849

Beautiful, custom 2024 renovated second floor two bedroom, two bathroom Pelican Harbour & Beach Club condo with panoramic Sarasota Bay views plus Deeded Beach access right across the street.  Stunning water views across Sarasota Bay are yours from the Great Room, the Primary Bedroom & from your waterfront, covered & screened in Balcony. Entertain your guests here or enjoy your own private dining outdoor lanai.  Almost everything is new & improved in this open concept, sunny & bright home from updated electrical to new impact resistant hurricane proof sliders & windows throughout.  You’ll really enjoy the large new window in the kitchen with great views of the pool so you can keep an eye on family & grandchildren. The totally redesigned kitchen features all new custom raised panel cabinetry with soft close drawers, light gray with graining Quartz center island & kitchen counters, Frigidaire Gallery induction cooktop, white subway tile back splash & built in Whirlpool microwave & oven.  Newly installed Luxury Vinyl Plank flooring is 9” wide plank in a light oak color. Other improvements include a wine refrigerator, a n HVAC system installed in 2023 plus a new roof on this building in 2024 & exterior painted in 2024. The Sellers have invested close to $100,000 to accomplish this stunning remodel. The open floor plan features a large Great Room which includes the dining area & the living room with several couches plus a double bed size Murphy bed attractively hidden between two built in bookshelves & cabinetry for extra sleeping accommodation.  The generous sized Primary Bedroom with En Suite bath has serene waterfront Bay views with sliders opening to the screened in balcony.  The En Suite features dual sinks, a custom walk-in tub/shower combo & a Toto toilet. The second guest bedroom is bright & comfortable with an adjoining bath with a shower. Bonus feature of the in unit laundry room is a full size LG high efficiency washer & dryer. There is abundant storage room in this unit especially in the number of new kitchen cupboards, storage areas & closets. Assigned storage lockers are also available in the mail room. Pelican Harbour & Beach Club condominium complex offers one of the best Amenity packages on Longboat Key including 200 feet of private deeded beach with new lounge chairs and beach side bathroom, resort style heated pool, adjoining clubhouse, marina with newly built boat docks and fishing docks for boats up to 28 feet with Sarasota Bay frontage of 800 feet, kayak storage & launch area and is large dog/pet friendly complex plus has tennis & pickleball courts which have recently been renovated & painted. On site maintenance staff plus a professional management company, funded reserves and has successfully passed its milestone inspection for the beach side midrise condo building plus has installed brand new roofs & hurricane rated carports. None of the units in this building sustained any damage from hurricanes Helene or Milton or had any water intrusion. Pelican Harbour’s perfect location at Mid Key Longboat is close to all the best restaurants & shops on Longboat Key and Bay Front Park which offers walk in pickleball games, tennis courts, dog park areas plus an exercise/fitness classes building.
#A4643486

LONGBOAT KEY

4234 GULF OF MEXICO DRIVE Q2

2 Beds

2 Baths

1,150 Sq.Ft.

$684,900

MLS#: A4643486

Price reduced
Start your day with glowing sunrise views across Sarasota Bay from the living room, primary suite, and screened lanai, where the waterfront setting makes every moment feel like a retreat. Located within the gated waterfront enclave of Bay Isles, this spacious 2-bedroom, 2.5-bath townhome offers effortless island living with serene bay views and a flexible layout.
The main living level is thoughtfully designed for everyday living and entertaining, featuring an open living and dining area complemented by a wood-burning fireplace. The kitchen offers ample space for casual meals and future customization. Large sliders extend the living space to a screened lanai overlooking the bay—an ideal spot to unwind or host guests. Hurricane shutters are already installed, offering added security and peace of mind.
Upstairs, two well-proportioned bedroom suites each include private baths and walk-in closets, providing comfort and privacy for owners and guests alike. The primary suite is highlighted by a light-filled bath with an oversized soaking tub with jets and skylights above, creating a relaxing, spa-inspired atmosphere. A versatile loft area with additional skylights offers flexibility for a home office or gym, den, or reading space.
On the ground level, an oversized two-car tandem garage delivers exceptional storage and functionality, with room for hobbies or a workshop.
Residents of Fairway Bay enjoy a pet-friendly environment, professional on-site management, lushly landscaped walking and biking paths, and a private heated pool. Ownership also includes access to the exclusive Bay Isles Beach Club, a private Gulf-front amenity offering pavilion seating, tropical cabanas, grilling and picnic areas, beach storage, kitchen prep, and private restroom facilities.
Ideally situated near the beaches, golf, dining, and shopping of Longboat Key, this townhome presents a rare opportunity to own in one of the island’s most established and desirable communities.
#TB8462750

LONGBOAT KEY

1920 HARBOURSIDE DRIVE 1003

2 Beds

2 Baths

1,590 Sq.Ft.

$684,500

MLS#: TB8462750

Price reduced
SELLER SAYS “SELL!” Unbeatable opportunity at $689,900 for a full Bayfront Waterview, corner end-unit on Longboat Key. Exceptionally priced below market value—this residence represents the lowest-priced Bayfront end unit listing since December 30, 2021, in the highly desirable community of Windward Bay. A compelling price point, providing rare access for those seeking to own a premium waterfront residence at an extraordinary price. Encompassing 1,523 square feet, this stylishly furnished, two-bedroom, two-bath residence is thoughtfully designed to showcase uninterrupted panoramic Bay views from every room. Natural light fills the open living and dining areas, where expansive windows frame ever-changing Bay views from sunrise through the evening’s sunset. The remodeled 2024 kitchen opens seamlessly to the main living area and features recently completed upper cabinetry and a sophisticated yet functional layout ideal for both relaxed daily living and entertaining. Recently acquired “chic” French doors in both bedrooms open to the Florida Room, a signature feature for Longboat Key residences, offering additional living space to enjoy morning light and serene Bay vistas. The spacious primary suite includes a private en-suite bath and a generous walk-in closet, providing comfort, supporting everyday living, and abundant storage. “Pet Friendly” Windward Bay is a well-established waterfront community known for its mature landscaping, waterfront setting, resort-style amenities, a strong proactive association with solid reserves, and an enduring reputation as one of Longboat Key’s most welcoming communities. (Attributes that continue to attract owners who value lifestyle as much as long-term stability.) The Milestone Inspection and Capital Reserve Study are complete. Windward Bay’s Monthly Condo Fees for 2025 were actually reduced and for 2026 only increased slightly by $13 a month, demonstrating a financially healthy Condo Association. Offered furnished and move-in ready, this corner end-unit provides flexibility as a full-time residence, seasonal retreat, or investment opportunity. From dolphins at dawn to sunsets on the Gulf—every day is paradise. Community Highlights: Enjoy three beach access points (including one private), 26 acres of lush tropical surroundings including ½ mile of nature trails, two heated pools for year-round enjoyment, fitness center and sauna, clubhouse for social gatherings, tennis and pickleball courts, boat docks (waitlist) and kayak launches for water enthusiasts, covered parking and storage. With convenient access to Downtown Sarasota, St. Armands Circle, Bridge Street, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. An uncommon offering distinguished by exceptional value, location, and the timeless appeal of gulf to bay living. Private showings are available for those seeking a rare chance to own a premium waterfront residence at an extraordinary price.
#A4679160

LONGBOAT KEY

4960 GULF OF MEXICO DRIVE 206

2 Beds

2 Baths

1,523 Sq.Ft.

$679,900

MLS#: A4679160

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)
#TB8453208

LONGBOAT KEY

4621 GULF OF MEXICO DRIVE 10D

2 Beds

2 Baths

756 Sq.Ft.

$675,000

MLS#: TB8453208

LOCATION, LOCATION, LOCATION!!! Discover a rare and recently cleared premium homesite located on one of Longboat Key’s most charming and historic streets. This exclusive New Pass Shores community features only 6 homes, providing an intimate neighborhood atmosphere. While this homesite is not directly on the waterfront, it includes a NEW composite wood boat dock shared with just 3 other homes, granting you fishing and boating access or a peaceful retreat to enjoy the beauty of Sarasota Bay's waters and wildlife.  
This property represents the perfect blend of luxury, convenience, and serene coastal living, making it an ideal location to build your dream home or investment property. Nestled on the highly sought-after southernmost part of the key, it is within walking and biking distance to both Sarasota Bay and the beach. 
Living on Longboat Key means more than a home — it’s a lifestyle. From the pristine beaches and world-class golf and tennis at the Resort at Longboat Key Club (membership required) to boutique shopping and fine dining on St. Armand's Circle, and cultural attractions just minutes away in Sarasota, you’ll enjoy the perfect balance of island tranquility and vibrant city life as well as quick access to SRQ airport! 
All measurements are approximate; it is the buyer's responsibility to verify the boundaries and accuracy of all information provided
#A4676908

LONGBOAT KEY

525 CHANNEL LANE

None Beds

None Baths

0.14 acres

$675,000

MLS#: A4676908

Price reduced
Lifestyle, location, and amenities are the reason you come to Buttonwood Cove. This intimate community of just 56 residences presents the ultimate in Gulf Coast living on Longboat Key. This rarely available 3-bedroom, 2.5-bath condominium offers a lifestyle defined by ease, beauty, and convenience. Owners can walk across the street to deeded beach access, complete with provided beach chairs, perfect for relaxing on the white-sand shores. This unit benefits from Gulf of Mexico views from the front and serene bay views from the rear—a truly special island setting from sunrise to sunset.

Inside, an airy open layout is filled with natural light. The spacious living and dining areas are bathed in sunshine and open to tranquil bay views, creating a peaceful backdrop of water, passing boats, and coastal skies. Glass sliders lead to a private Gulf-facing lanai, perfect for enjoying sea breezes and sunsets. Adding to the appeal are three generously sized bedrooms, two full bathrooms, and a half bath with laundry—everything you need under one roof.

Buttonwood Cove offers a quieter, more private island experience and has undergone numerous updates in recent years, providing peace of mind to owners. Improvements include a newer roof, elevators, driveways, exterior paint, and Trex docks. This well-managed, amenity-rich waterfront community features lush tropical landscaping, a heated community pool, tennis and pickleball courts, a fishing pier, kayak launch, under-building parking, and private storage for beach and island essentials. The community is pet-friendly for small dogs and cats and is up to date on all milestone and structural inspections, allowing the new owner to move in with confidence.

Golf enthusiasts will appreciate the close proximity to the Longboat Key Club, where residents are welcome to explore membership opportunities and enjoy two championship golf courses along with the club’s full suite of amenities.

Ideal as a full-time residence or seasonal retreat, this location provides outstanding convenience. Everyday essentials, including grocery stores and pharmacies, are just minutes away, while Sarasota-Bradenton International Airport is approximately 12 miles away, the renowned shops and restaurants of St. Armands Circle are about 6 miles away, and downtown Sarasota—home to world-class culture, dining, and shopping—is just 9 miles away.

Island living made easy—welcome home to Buttonwood Cove.
#A4675727

LONGBOAT KEY

3500 GULF OF MEXICO DRIVE 104

3 Beds

2 Baths

1,486 Sq.Ft.

$675,000

MLS#: A4675727

Defined by an exceptional indoor–outdoor connection, this 2BR/2BA Grand Bay residence offers a lifestyle centered on expansive terrace living and refined interiors. The living room is wrapped in floor-to-ceiling glass and opens to a wide wraparound veranda, creating an airy, resort-style ambiance that seamlessly blends indoors and out. The open living area flows naturally to the dining space and kitchen, with double doors allowing the kitchen to be closed off for entertaining. Thoughtfully designed, the kitchen features all-white cabinetry, stone countertops and a clean, timeless aesthetic ideal for both everyday living and hosting. The primary suite is spacious and inviting, with corner sliders opening to the terrace and a well-appointed bath with dual vanities, a spa tub and a glass-walled shower. The guest bedroom is equally generous and enjoys direct terrace access. Outdoors, the expansive terrace offers unobstructed views of Sarasota Bay and the city skyline—perfect for entertaining, morning coffee or evening cocktails. Located behind the gates of Bay Isles, Grand Bay is a socially active, resort-style community offering a clubhouse, guard gate, two-car under-building parking, fitness center, two Har-Tru tennis courts, two heated pools, a spa and deeded access to the private Bay Isles Beach Club. Optional membership to the Longboat Key Club further enhances the lifestyle with championship golf, private beach privileges, a full-service marina, tennis and pickleball, a luxury spa, fitness facilities and acclaimed dining.
#A4674001

LONGBOAT KEY

3080 GRAND BAY BOULEVARD 515

2 Beds

2 Baths

1,276 Sq.Ft.

$659,000

MLS#: A4674001

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