Location: Longboat Key
Do Not Show Listings
528 FOREST WAY, LONGBOAT KEY, FL 34228
$595,000246 Days on yellowkey MLS ID: A4662713
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1440 Built: 1989Community: Cedars East Sec 2Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: New Price! Seize the opportunity to acquire a prime, elevated townhome in Cedars East on beautiful Longboat Key. This location is arguably the closest Cedars East property to the pristine, sugar-white sands of the Gulf. This Large Pet-friendly townhome is an Elevated structure, positioned well above the flood plain, ensuring peace of mind. Offer turn-Key Furnished excluded a few personal items. The interior exudes sophistication, featuring stunning crown molding and newer tile flooring throughout the main living areas. The kitchen has undergone beautiful updates, including shaker cabinets, granite countertops, stainless steel appliances, and a beautiful stone backsplash. These premium materials are consistently applied across all three bathrooms, enhancing the home's cohesive design. Ideally open floor plan, The kitchen, complete with a convenient snack bar, seamlessly transitions into the dining ,family room & lanai. The primary bedroom is generously proportioned, featuring a wall of windows for abundant natural light and picturesque views. Its en-suite bathroom is equally spacious, boasting dual vanities. The guest bedroom is ample & includes a walk-in closet. A full-sized laundry room is conveniently located adjacent to the bedroom space. This meticulously maintained residence presents an ideal proposition for both personal enjoyment & lucrative rental income, boasting a flexible two-week minimum rental allowance. With an approximate gross annual income of $50,000, even with several months of owner occupancy or vacancy, this property offers substantial returns. A rare asset on Longboat Key, the oversized garage includes a substantial storage closet, perfect for accommodating hobbies and recreational gear. The exterior received a comprehensive upgrade in 2018 with the installation of low-maintenance Hardi Board Siding and all new High-Impact Windows. In 2023, a brand-new hurricane-rated garage door was installed, further enhancing the home's resilience. Both air conditioning units were replaced in 2021, ensuring optimal comfort and efficiency. Finally, 2024 brought a brand new roof. Cedars East offers the convenience of on-site rental management, if desired. This 66-acre village-like townhome community is enveloped by nature, providing effortless access to both the beach and the bay on the beautiful north end of Longboat Key. The spacious and tropical community features lit boardwalks winding through mangroves, leading to an array of exceptional amenities including a heated Jr. Olympic Size Pool, nine Har-Tru Tennis Courts, three Pickleball courts, a Clubhouse with a Pro-Shop, a 24-hour Fitness Center, a Tiki bar, a restaurant, a fishing pier, and a kayak launch. Please note that some amenities require an additional club membership. The property is within walking distance to a variety of local attractions, such as Harry's Deli & Continental Kitchen, the true island gem that is Joan Durante Park, Euphemia Haye Restaurant & The Haye Loft, and, of course, Longboat Key's globally renowned sugary white sand beaches. Furthermore, it offers convenient proximity to other major attractions and cultural venues, including St. Armand's Circle, Mote Aquarium, the Asolo Repertory Theatre, Van Zel Performing Arts Center, Marie Selby Gardens, Anna Maria Island, the Ringling Museum complex, and numerous dining options on Longboat Key and in downtown Sarasota. Lots to love here, come see it today.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (941-387-8888)
Listing Agent: Jesse Griffin (941-822-6165)
2550 HARBOURSIDE DR #333, LONGBOAT KEY, FL 34228
$1,495,000 MLS ID: A4678404
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 3067 Built: 1990Community: Marina BayCondo
Remarks: Set within a living canopy of mangroves and coastal trees, this BAYFRONT residence invites a more immersive relationship with Sarasota Bay—where filtered light, birdsong, and gentle water movement define everyday living. Behind the gates of Bay Isles on Longboat Key, this approximately 3,000-square-foot waterfront residence offers the ease and scale of a single-family home with the security and convenience of condominium living. With three bedrooms and two-and-a-half baths, the layout lives expansively, enhanced by abundant storage and thoughtful separation of living spaces. Floor-to-ceiling glass sliders in the main living areas and primary suite face east, capturing peaceful sunrise light over Sarasota Bay in a setting best described as park-like waterfront—where mature coastal trees frame the water, creating a serene, private “treehouse” ambiance. Boats glide through the mangrove preserve and lagoon toward open bay waters, accompanied by birdsong and rustling leaves. Two balconies extend the living space outdoors, including a nearly 400 sq ft screened lanai ideal for relaxed coastal living. The primary suite features bay views from bed, terrace access, dual walk-in closets, and a spa-like bath with a freestanding soaking tub, dual vanities, and a glass-enclosed shower. The second and third bedrooms share access to a west-facing balcony, offering sunset light and cross-breezes. The kitchen is both functional and social, featuring quartz countertops, a Sub-Zero refrigerator, generous prep space, a built-in desk nook, mini-fridge and wet bar—well suited for entertaining or casual mornings. A dedicated walk-in laundry room adds practicality with a butcher-block workspace, hutch, and tool cubby. Comfort and peace of mind are prioritized with two A/C zones, new condensers (2025), and two hot water tanks (2021) equipped with a flood-stop device. Brand new carpet and paint. Additional highlights include air-conditioned storage, one assigned garage parking space, and exceptional closet capacity—five linen closets, three pantry closets, and three walk-in closets. Residents enjoy on-site management, a fitness center, tennis and pickleball courts, a heated resort-style pool, car washing area, and EV charging stations. The building features a brand-new roof completed in 2025. Pet-friendly. The location is as compelling as the home itself: secure, serene, and walkable. Adjacent to the Longboat Key Club Marina, and just blocks from Publix, CVS, the post office, and banking, this location allows for a genuinely walkable daily rhythm—rare on Longboat Key. As part of Bay Isles, residents also enjoy access to the Bay Isles Beach Club, a private Gulf-front retreat with gated parking, pavilions, grilling areas, restrooms, and seating for sunset views. Deeded beach access ensures a premier spot on the sand. Membership to the nearby Longboat Key Club is available, offering championship golf, world-class tennis, a full-service spa and wellness center, waterfront dining.
Listing is courtesy of: INVESTMENTS IN SARASOTA (941-894-6059)
Listing Agent: Lee Mirman (941-587-0740)
635 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228
$2,895,000 MLS ID: A4679064
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3047 Built: 2025Community: Mary Regina ReeseSingle Family
Remarks: This gorgeous modern, elevated new 2025 masterpiece on fabulous Longboat Key has just made a significant price reduction! Built to the utmost of standards by the owners vision for his own family, (he is a also builder), this home has it all. Let’s start with the heavy custom front door surrounded by gorgeous large scale tiles in colors of the sea, that opens to the expansive great room, dining area and huge chefs kitchen. The kitchen is an entertainers dream, with a 5 burner gas range, pot filler, double ovens, built-in microwave and full size side by side refrigerator/freezer. A large center island provides ample storage and incredible work space, and of course there is a walk-in pantry and a separate area for a coffee and a wine fridge. Off of the kitchen and living/dining area is a screened in porch with a full outdoor kitchen for outdoor dining as well as an open porch with steps to the lush green grass. The primary suite is on this level, and a half bath and a gorgeous ensuite. The ensuite features an abundance of light with double sinks, a large double shower and a soaking tub. When you head up the staircase to the 2nd level, you will certainly notice the continuance of the incredible finishes and modern original light fixtures! Here you find a large landing with sliders to the enticing outdoor deck, perfect for your morning workout overlooking the beautiful neighborhood or just a spot for some sunset sky watching or midnight stars. 3 bedrooms, two with a jack and jill and one with a full ensuite make easy use of the space for all of your family and friends. Room for a pool on the side yard, plus deeded beach access across Gulf of Mexico Drive, make this a contemporary beach house to remember! This special, walkable mid-key location puts multiple dining, shopping and wildlife exploring destinations right at your doorstep, but you also have the opportunity for the world-renowned St.Regis Resort, St. Armands Circle and the cultural epicenter of Downtown Sarasota within a short drive. This is truly a lifestyle worth exploring. Make your private appointment today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Jodene Moneuse, Pa (941-302-4913)
3710 GULF OF MEXICO DR #E3, LONGBOAT KEY, FL 34228
$175,000 MLS ID: A4592507
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 680 Built: 1983Community: Gulfshore Of Longboat KeyManufactured Home
Remarks: JUST ELEVATED! Gulfshore of Longboat Key, Inc. offers it all. It extends from the Gulf of Mexico to Sarasota Bay. It has approximately 450- 500 feet of frontage on the Gulf, a marina on Sarasota Bay, a large heated community pool, fabulous club house with a commercial kitchen and much more. It is one of the best kept secrets on Longboat. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the world-famous St. Armands Circle with fabulous shopping and gourmet restaurants. This unit was manufactured in 1983 and has sustained damage from the two recent hurricanes. All water damage has been addressed. (Please note, parts of this listing describe the interior layout as it was before flooding). The interior is now a blank canvass allowing the buyer to design their own layout. This home previously featured a large living room, kitchen, dining room, two bedrooms, and a full bathroom. It also has a separate bath house/bathroom (requires remodeling) with a shower that is perfect for when you return from the beach. The driveway can accommodate two cars. Most importantly, the unit has been elevated to four feet and a new electric feed has been installed. In addition, new steps have been built for the front entrance. Gulfshore is a 55+ community and does not permit rentals or pets. This home, combined with the amenities offered by Gulfshore and the surrounding area, will make it easy for you to own a piece of paradise on Longboat Key.
Listing is courtesy of: EDGEWATER REAL ESTATE, INC (941-778-8104)
Listing Agent: Bill Shuttleworth (941-779-8877)
5055 GULF OF MEXICO DR #421, LONGBOAT KEY, FL 34228
$575,000 MLS ID: A4684543
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1484 Built: 1973Community: Club Longboat Beach & TennisCondo
Remarks: Set within the highly regarded Club Longboat Beach & Tennis on Longboat Key, this 2BR/2BA residence offers an excellent opportunity to create something truly special in one of the island’s most amenity-rich communities. Just under 1,500 sq. ft. and located on the second level, the residence enjoys a comfortable layout where the primary suite opens to a private terrace, bringing in light and breezes throughout the day. The dining area features a tray ceiling and flows easily into the living room, where a full wall of sliders leads to an open terrace and invites indoor and outdoor living to blend naturally. The space is ready for your personal design vision, offering a solid canvas in a location where lifestyle often takes center stage. Life at Club Longboat Beach & Tennis is known for its mix of recreation, flexibility and beachfront access. Residents enjoy 750 feet of pristine shoreline, eight Har-Tru tennis courts, pickleball courts, two heated pools, a fitness center and a relaxed, social atmosphere. Pet-friendly with 2 pets, no weight restrictions and a rental policy allowing one-month minimum stays up to twelve times per year, this residence is ideal for a full-time escape, seasonal retreat or investment opportunity.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Bruce Myer (941-376-5311)
2600 HARBOURSIDE DR #R9, LONGBOAT KEY, FL 34228
$335,000 MLS ID: A4661661
Bed: Bath: 0.0 Community: Longboat Key MooringsDock-Rackominium
Remarks: Embrace Unparalleled Elegance: Exquisite 75’ Boat Slip on Longboat Key’s premier R dock, Your Gateway to a Refined Gulf Coast Yachting Experience. Discover the pinnacle of luxury boating with this stunning 75’ x 21’ deep water boat slip, perfectly situated on the spectacular R dock at Longboat Key Club Moorings Marina, nestled along Florida’s breathtaking Gulf Coast. Slip R-9 offers unrivaled views and the closest proximity to the inlet for effortless navigation, with serene waters and vibrant sunsets and the spectacular Sarasota sky line across the bay, as your backdrop—a gateway to an extraordinary yachting lifestyle. Located on Longboat Key, Slip R-9 provides direct access to the Intracoastal Waterway, ideal for deep-sea fishing or leisurely cruises. Enjoy upscale conveniences like Publix, CVS, Chase Bank, a post office, and public tennis courts just moments away. A complimentary shuttle connects you to the chic boutiques and gourmet dining of St. Armands Circle, while you can easily boat to iconic North Longboat Key restaurants like The Shore and Mar Vista, or nearby favorites like Chart House and Dry Dock Waterfront Grill, where fresh seafood and stunning views await. Longboat Key Club Moorings Marina is renowned for its elegance, offering high-speed Wi-Fi, water, laundry facilities, and pump-out services for a seamless experience, with pristine facilities and attentive staff catering to your every need. Visit by boat the nearby sandbars for leisurely afternoons in turquoise Gulf waters, or opt for membership to the Bay Isles Beach Club or Longboat Key Club for access to pristine, sandy beaches and world-class amenities. Unlike other slips, R-9 is not covenanted, meaning Longboat Key Club membership is optional, giving you the freedom to tailor your lifestyle with access to championship golf courses or the exclusive beach club at your discretion. Slip R-9 is more than a boat slip, it’s an invitation to a coastal lifestyle, with quick access to open waters, dining destinations like The Shore and Mar Vista, magical sandbars, and elite recreational opportunities. Own a piece of paradise in this A+ location, where every detail is designed for elegance and ease. Pursuant to condo rule this slip will accommodate a yacht with LOA of 70ft and 17ft beam and will be subject to association approval.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Mark J Baron (941-241-7633)
1065 GULF OF MEXICO DR #305, LONGBOAT KEY, FL 34228
$1,299,000 MLS ID: A4681609
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1819 Built: 1981Community: Beachplace IiiCondo
Remarks: One or more photo(s) has been virtually staged. A vivid palette of white perfected with the backdrop of crystal sand meets azure Gulf blue….. finished off with brilliant hues over the spanning skies as the sun sets on yet another perfect day. Yours to be experienced daily, from the inside or out on the patios, at this corner condo home spread over more than 1,800 square feet. Well-positioned at the southwest corner of Building 10 to take full advantage of what it means to be the fortunate owner of a beachfront Longboat Key retreat. Clean, crisp and white, this home is move-in ready, OR it is fresh and primed for you to begin the design of your dreams. Finding 3 bedrooms, 2 baths, and 2 owned parking spaces (one under-building and one outside steps to the building entry) on the beach at this reasonable price point is a FIND in this zip code, so closely consider the opportunity at hand. Beachplace is a sprawling community of 31 acres and full of amenities including, but not limited to, deeded beach access, junior Olympic size pool, kiddie pool, spa, clubhouse, fitness, tennis, pickleball, guarded/ gated entry, community grilling, fun gaming area with ping pong, cornhole, seasonal community activity calendar, etc. Truly a special place to call home or an absolute escape to refresh, restore, relax, release and renew the wellbeing of mind, body and spirit.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Cindy Schatzle (941-587-7556)
2110 HARBOURSIDE DR #547, LONGBOAT KEY, FL 34228
$929,000 MLS ID: A4681901
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2105 Built: 1988Community: Fairway Bay 3Condo
Remarks: Experience refined coastal living behind the gates of the prestigious Bay Isles. This beautifully appointed 3-bedroom, 2-bath residence in The Atrium offers an exceptional blend of elegance, comfort, and convenience just minutes from St. Armands Circle and vibrant downtown Sarasota. Designed for effortless living and entertaining, the open floor plan showcases high ceilings, a sophisticated blend of tile and wood flooring, and expansive walls of glass sliders that bathe the interior in natural light. The spacious terrace captures panoramic views of Sarasota Bay and the sparkling city skyline, an idyllic backdrop for breathtaking sunrises and tranquil evening reflections. The primary suite is a serene retreat with direct terrace access, dual walk-in closets, and a spa-inspired en-suite bath featuring dual vanities, a soaking garden tub, and a glass-enclosed walk-in shower. Two additional guest bedrooms provide comfort and privacy, each with private balcony access, ideal for hosting family and friends. Additional highlights include secure garage parking and a private storage unit. The home offers a newer high-end HVAC system with UV germicidal light and integrated dehumidifier, plus a newer hot water heater for added reliability. Hurricane shutters and smart home features allow remote controls of shades, lighting, ceiling fans, and thermostat for efficiency and peace of mind. Residents enjoy 24/7 security through Bay Isles, adding comfort and exclusivity. Residents enjoy exclusive access to the Bay Isles Beach Club, located just across from the community, offering a private Gulf-front beach, restrooms, covered picnic areas, barbecue grills, and a volleyball court. The Atrium enhances the lifestyle further with a heated swimming pool, tennis and pickleball courts, clubhouse, fitness center, and on-site management. This is a rare opportunity to own a bay-view residence in one of Longboat Key’s most sought-after gated communities, where luxury meets relaxed coastal sophistication.
Listing Agent: Mimi Kruk (941-587-5188)
1920 HARBOURSIDE DR #1003, LONGBOAT KEY, FL 34228
$684,500 MLS ID: TB8462750
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1590 Built: 1982Community: Fairway Bay 1Townhouse
Remarks: 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.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Connor Meckley (941-279-0013)
530 CHIPPING LN, LONGBOAT KEY, FL 34228
$5,799,000 MLS ID: A4685275
Bed: 5 Bath: 6.0 Liv Area Sq Ft: 4216 Built: 2026Community: Country Club Shores Sec 02Single Family
Remarks: Introducing the newest custom residence by Brista Homes, where exceptional craftsmanship and thoughtful design come together in a limited and highly refined offering. Nestled along a quiet canal in the sought-after waterfront community of Country Club Shores, this 4216 square-foot residence captures the essence of the Longboat Key boating lifestyle. With desirable south-facing rear exposure, tranquil canal views create a peaceful backdrop to daily living, while upper balconies frame beautiful views of Sarasota Bay. The home’s architecture, floor plan, and interior selections were curated by Brista’s in-house design team, drawing on years of experience building on Longboat Key and a deep understanding of what today’s waterfront buyers value most—timeless architecture, premium materials, and seamless indoor-outdoor living. A handcrafted iron pivot entry door framed by natural stone detailing creates a striking first impression. Inside, pocketing glass doors open the main living spaces to a resort-style outdoor setting where a custom salt water pool and elevated heated spa are surrounded by porcelain pavers and lush coastal landscaping. A fully equipped outdoor kitchen creates the ideal setting for entertaining along the water. At the heart of the home, the kitchen blends refined design with exceptional functionality. Custom Italian cabinetry is complemented by a dramatic Quartzite waterfall island and matching hood feature. A premium appliance suite by Miele — including a built-in refrigerator, integrated dishwashers, speed oven, and built in coffee maker — is complemented with a striking 48-inch dual-fuel range. A hidden butler’s pantry and custom wine display add both style and practicality for effortless entertaining. The great room centers around a sleek linear fireplace, creating a sophisticated gathering space. Upstairs, a spacious club room with a media wall and wet bar offers a relaxed setting for evenings with family and guests. Architectural details throughout the home include white oak plank flooring, a dramatic floating staircase, recessed baseboards, and clean modern lines that reflect a refined coastal aesthetic. Modern conveniences include whole-home audio, a whole house generator, multi-zone climate control, and integrated security. Located within one of Longboat Key’s most desirable boating communities, where deepwater canals provide quick access to Sarasota Bay and the Gulf of Mexico, this newly completed custom residence represents a rare opportunity to experience waterfront living defined by thoughtful design, exceptional craftsmanship, and enduring quality.
Listing is courtesy of: BRISTA REALTY LLC (941-373-0500)
Listing Agent: Gina Ursini (941-812-4894)
5840 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
$4,950,000 MLS ID: A4670094
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 4145 Built: 2022Community: Longboat KeySingle Family
Remarks: Longboat Key Waterfront Estate with Rare Beach and Boating Access. Designed by Stofft Cooney Architects and built in 2022 by Perrone Construction, one of the Gulf Coast’s premier luxury builders, this stunning coastal residence is a rare offering that blends modern design, structural integrity, and an exceptional location. Positioned on the desirable northern end of Longboat Key, the home offers a lifestyle few can match, with both deeded beach access directly across the street and canal frontage in the backyard. Where most homes require a choice between Gulf or Bay, this property offers the best of both. Step inside to discover a layout designed for both comfort and sophistication. The main level features a serene primary suite with a spa-inspired bathroom, a seated vanity, and a custom walk-in closet. A thoughtfully planned home office includes a custom built-in desk with dual workstations, offering dedicated space for both homeowners. The open-concept living area flows effortlessly into the designer kitchen, outfitted with quartz counters, Thermador appliances, a paneled refrigerator and freezer, wine fridge, and ice maker. A hidden walk-in pantry provides additional prep space and ample storage. Upstairs, a central family lounge connects three en-suite bedrooms, two with tranquil canal views where manatees are often spotted lingering at the water’s surface. The upper level is easily accessed by both a residential elevator and a beautifully crafted staircase with integrated storage. Every room has been carefully curated to reflect the home’s effortless luxury. For buyers seeking a fully realized, move-in-ready experience, furnishings can be negotiated separately. Outdoor living is elevated with a heated saltwater pool and spa, expansive lounging and dining terraces, and a fully equipped summer kitchen featuring stone counters, a Lynx grill, and built-in refrigeration, all protected by push-button retractable hurricane shutters. A dedicated pool bath adds convenience and keeps wet feet out of the house. The private dock includes a 16,000-pound boat lift, a 4,500-pound kayak or jet ski lift, plus additional space to dock a larger vessel in the water. The dock is fully outfitted with shore power, running water, integrated lighting, and a fish-cleaning station, ready for both adventure and convenience. Built high and dry, the home remained fully protected during recent storms, a true reflection of the enduring quality behind its construction. Combining beauty, function, and peace of mind, this is a rare opportunity to enjoy the very best of Longboat Key living, free from compromise.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
2675 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228
$1,200,000 MLS ID: A4645760
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1896 Built: 1979Community: VeinteCondo
Remarks: Under contract-accepting backup offers. A New Year is here and a New Price with gorgeous full gulf views on Longboat Key. Veinte (20 in Spanish) is a luxury condominium community with only twenty residents located on beautiful and unique Longboat Key. Magnificent direct gulf views from all main rooms; electric hurricane shutters on lanai and bedrooms, electric screen on the lanai and custom shades on all windows. Coming partially furnished (Exclusion list available) with under building parking. This unique residence that you will love once you enter and see the beautiful azure waters of the Gulf of America is waiting for some TLC or to be updated to your own personal taste. Sit on your lanai for your morning coffee or afternoon cocktail and watch the million dollar view to see the fabulous sunsets. A large swimming pool facing the Gulf and a combination tennis/pickleball court. This residence is in a great location on Longboat Key with CVS, Publix and three Banks close by and only a short distance to famous Saint Armand's Circle and downtown Sarasota where there are many restaurants and boutique shopping to enjoy along with the many amenities that Sarasota has to offer which includes the Opera, Ballet, Florida Studio Theater, many wonderful galleries just to name a few.
Listing Agent: Sandra Endres (941-735-2527)
70 LIGHTHOUSE POINT DR, LONGBOAT KEY, FL 34228
$13,750,000 MLS ID: A4681304
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 5475 Built: 2000Community: Lighthouse PointSingle Family
Remarks: This bespoke crafted casually elegant furnished residence is in the exclusive gated Lighthouse Point waterfront enclave of just 16 custom residences at the southern tip of Longboat Key. Lighthouse Point is a peninsula nestled on a deep-water boat basin at the edge of the Intracoastal Waterway and New Pass. This residence has been completely remodeled within the past couple years, taken down to the studs to create the ideal coastal waterfront estate. Longfield Fitzgerald of Atlanta oversaw the interior design. The improvements included new impact glass windows and doors throughout and a new tile roof. The furnishings are chosen to make the space comfortable for both relaxing seaside living, as well as hosting family and guests. No detail has been overlooked. The first level includes an open floor plan with a living, family and dining room with a separate media room, and the fifth bedroom with double bunk beds for the little ones. Entering this stunning home, you are welcomed into a grand space, and beyond the beautiful kitchen with island seating, that includes the La Cornue French gas range as the focal point. The living and family rooms each have a gas fireplace. The main floor rooms overlook an expansive terrace and large heated pool with sun shelf chaises, back yard with plenty of space for games, private beach, and the Gulf of Mexico. Take the stately staircase or elevator to the second floor where the primary bedroom and three en-suite guest bedrooms are. The primary and two of the guest suites connect to a wide terrace overlooking the Gulf and Longboat Pass. Enjoy the Gulf’s vibrant sunset skies from the primary suite with spacious bedroom living space, meticulously appointed spa-like bath area, three walk-in closets and gas fireplace. There is a three-car side entry garage with room for storage. Down the street at the community dock is a new 16,000lb boat lift. Owners in the Lighthouse Point neighborhood enjoy their own tennis court plus the nearby gulf front beach, easy access to the Resort at the Longboat Key Club and the Links Golf Course and fitness center with famed St. Armand’s Circle shopping and dining district just over a mile away. Sarasota and its famed arts and entertainment is just 5 miles away. .
Listing Agent: Michael Moulton (941-928-3559)
595 BOWSPRIT LN, LONGBOAT KEY, FL 34228
$3,175,000 MLS ID: A4668868
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2550 Built: 1966Community: Country Club ShoresSingle Family
Remarks: Longboat Key Waterfront Perfection! Experience the ultimate coastal lifestyle in this 4-bedroom, 2.5-bath home, effective year 2016, in the prestigious Country Club Shores community—just three homes from Sarasota Bay with quick access to the Gulf of Mexico. Boater’s paradise with two boat lifts (20,000 lb and 7,000 lb), a new seawall, and private dock complete with a custom fish cleaning station (all 2022–2023). Completely remodeled twice in the last few years, this home blends elegant design and high-end engineering: roof, plumbing, electrical, and PGT hurricane-impact sliding doors and windows throughout, 2 new A/C's 2024. The flowing open-concept floor plan extends to a resort-style outdoor area through retractable glass walls, revealing a heated pool, travertine decking, and inspiring partial Bay views of Sarasota Bay and the Ca’ d’Zan. The showpiece chef’s kitchen sets the standard for luxury with custom Devittori cabinetry, level 5 leathered granite, and a massive 11’x5’ island crafted from a single granite slab. Outfitted with premium Sub-Zero and Wolf appliances, including a 60” range with double ovens, six burners, dual griddles, a pot filler, Sub-Zero wine fridge, refrigerator drawers, and designer hood. Enjoy deeded private beach access, or join the nearby Longboat Key Club for world-class golf, tennis, and dining—all minutes from St. Armands Circle and Downtown Sarasota. Live the Longboat Key waterfront lifestyle—where boating, beach, and luxury converge in one extraordinary home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Melissa Gissinger (941-404-2722)
340 GULF OF MEXICO DR #136, LONGBOAT KEY, FL 34228
$2,995,000 MLS ID: A4677173
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2880 Built: 1991Community: Tangerine Bay ClubCondo
Remarks: Two-level penthouse residences at Tangerine Bay Club are rarely available, and this south-facing corner offering sets a new benchmark for waterfront living. Recently reimagined, this nearly 3,000-square-foot residence captures expansive views of Sarasota Bay, the downtown skyline, and protected mangrove preserves, all while offering exceptional privacy. With two generous terraces, a private courtyard entry, and a private two-car garage, the layout lives with the ease and separation of a single-family home. The interior blends coastal sophistication with thoughtful upgrades throughout. An open-concept living space features vaulted ceilings, a skylight, gas fireplace, and a custom entertainment wall, while walls of glass frame the bay and open to outdoor terraces for seamless indoor-outdoor living. Impact-rated Andersen windows, motorized storm shutters, custom LED lighting, and California Closets elevate both comfort and functionality. The gourmet kitchen anchors the main living level and is designed for both daily use and entertaining. Finishes include honed marble countertops, a leathered-stone island, custom cabinetry by Campbell Cabinetry Designs, and chef-caliber appliances. Highlights include a La Cornue dual-fuel range with French plate, Flamberge rotisserie oven, galley sink, wine cooler, and Sub-Zero beverage drawers. A breakfast nook and formal dining area provide flexible gathering spaces. The primary suite is privately positioned in the east wing, offering terrace access, custom wardrobe systems, and a spa-inspired bath with quartz surfaces, freestanding soaking tub, dual vanities, and a walk-in steam shower. A second bedroom with nearby full bath is currently styled as a den. Upstairs, a lofted lounge with built-ins and a third en-suite bedroom create an ideal guest retreat or work-from-home environment. Tangerine Bay Club is a resort-style Longboat Key community known for Mediterranean architecture, mature landscaping, and an active social atmosphere. Amenities include a 25-meter heated pool and spa on a private island, tennis and pickleball courts, fitness center, kayak launch, walking paths, and a day dock available on a first-come basis. Optional membership to the Bay Isles Beach Club offers deeded access to a private stretch of Gulf-front beach. Ideally located on the south end of Longboat Key, this residence is moments from the Longboat Key Club, Harbourside Golf Course and Marina, and popular waterfront dining. St. Armands Circle’s boutiques and restaurants are minutes away, with downtown Sarasota’s arts, theaters, galleries, and marina district just beyond—delivering a refined island lifestyle with effortless access to the region’s best amenities.
Listing Agent: Roger Pettingell (941-387-1840)
2055 GULF OF MEXICO DR #G2-213, LONGBOAT KEY, FL 34228
$625,000 MLS ID: TB8485915
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1094 Built: 1974Community: Seaplace ICondo
Remarks: NO expense spared and everything replaced! Gulf and greenbelt views await from your top floor Seaplace condo! Completely remodeled. This gorgeous gulf-facing oversized one bedroom, 1.5 bath end unit with vaulted ceilings features 1,094 square feet of living space and spacious lanai adding an additional 112 square feet with custom 95% UV blocking solar shades. The convenient second floor location provides quick access to the beach, which is only 178 yards from your front door. Enjoy beautiful sunsets with a glass of wine, while taking in the peaceful greenbelt and gulf views from your screened-in lanai complete with high quality Polywood outdoor furniture and Modern Forms WIFI enabled ceiling fan. The spectacular remodel includes new hurricane impact sliding glass doors and bedroom window, new front door and casement window, HVAC unit replaced in 2022, LG Thin Q stacked washer and dryer, ceiling fans in bedroom and living room, Nest programable WIFI thermostat, all new plumbing and plumbing fixtures, all electrical replaced including electrical outlets, new switches and LED recessed lighting throughout. The new porcelain plank "driftwood look" floor tiles throughout the condo and into the Lanai compliment the coastal, beachy vibe of the Cypress Pecky Wood and shiplap accent walls. The gourmet kitchen was completely redesigned with an open concept and includes Kraftmaid soft close wood cabinetry and drawers, GE Cafe appliances suite with convection oven, warming drawer and conduction cooktop, floating shelves and Cambria Quartz counters. The popcorn ceilings were removed and re-plastered with smooth texture throughout. Both bathrooms have new vanities with Cararra marble counters, tile accent walls, including Calcatta Gold Marble Penny tile in half bath and redesigned primary bath. The bedroom features custom open concept built-in closets with soft close drawers and doors. Custom woven wood shades in living room and black out shades in bedroom. Other features include all new solid core interior doors, expansive storage closet under the stairs, owner's locker in common area, dedicated bike storage room adjacent to condo and one assigned parking space. Situated on 42 acres of manicured resort grounds and amenities, Seaplace is one of Longboat Key's most desirable communities. Enjoy two Olympic sized swimming pools, spas, one mile of trails along the shore and throughout the complex, 3 tennis courts, remodeled club house, fitness center, barbecue islands and parklike grounds. Whether you are looking for a vacation get-away, second home, investment property or permanent residence, this is the one! Seaplace is a gated community with a 24-hour guarded gate. Situated only one complex North of the famed St. Regis Luxury Hotel and Residences. This lovely condo is sold completed outfitted, fully-furnished with high quality furnishings from Pottery Barn, Restoration Hardware and comes complete with two fairly new Schwinn bicycles. Must see to appreciate. Owner has a real estate license in CA.
Listing is courtesy of: CONTINENTAL REAL ESTATE GROUP (877-996-5728)
Listing Agent: Derek Eisenberg
2450 HARBOURSIDE DR #212, LONGBOAT KEY, FL 34228
$1,250,000 MLS ID: A4685236
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2830 Built: 1990Community: Marina BayCondo
Remarks: If you've been waiting for a DEAL... this is it! EXTRAORDINARY OPPORTUNITY!! Indulge in the luxury living experience at Marina Bay, where every detail has been curated to create a serene and polished sanctuary. Elegance meets comfort and security in this meticulously maintained community. This expansive 3-bedroom condominium offers 2,830 square feet of living space, with panoramic vistas of Sarasota Bay. With stunning views, abundant natural light and a spacious layout… every detail of this bay front property exudes panache. The living and dining areas feature high ceilings, crown molding, neutral tile, built-in shelving and a wall of glass sliders. The primary bedroom features double walk-in closets, sliding doors accessing the waterfront balcony, a luxurious bath with jetted tub and dual vanities. Two additional bedrooms each with access to a second balcony, guest bathroom and a powder room. The gourmet kitchen with SubZero refrigerator and double ovens opens to the family room complete with wet bar and more water views. A generous sized laundry room off the kitchen includes extra counter-space, storage cabinetry and full sized washer and dryer. Experience the sunrise from your 30-foot covered lanai as the dolphin and manatee awaken below. UNOBSTRUCTED water views, scattered with boats and reflecting blue skies are sure to create a peaceful ambiance. Electronic hurricane blindss have been added for your peace of mind during storms or your absence. In addition to required access through a Bay Isles manned-gate, building codes are also required for your under-building secured parking spot, under-air storage unit and entry to building. As a bonus, this unit only shares the floor with one other unit. Marina Bay, neighbor of the Longboat Key Club Marina, has 3 buildings and 60 residences with exclusive access to the community's top-notch amenities, including a fitness room, heated pool, spa, tennis courts, car washing and EV charging stations. Pack the puppy toys as we are dog-friendly. Residents also enjoy private access to the Bay Isles Beach Club - gated/secured entry and parking on Longboat Key's pristine beach. It will make every day fell like a getaway with covered entertainment area, restrooms, changing rooms, covered picnic tables, barbeque grills, volleyball courts and accessory storage. Select your recreation as you're just minutes to the renowned St. Armands Circle and Sarasota's vibrant downtown
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Beth Lancaster-Collins (941-812-7688)
2301 GULF OF MEXICO DR #25N, LONGBOAT KEY, FL 34228
$599,000 MLS ID: A4667153
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1235 Built: 1970Community: Islander Club Of LongboatCondo
Remarks: This inviting residence at the Islander Club of Longboat Key offers a peaceful retreat with beautiful views of the landscaped grounds. Spanning 1,235 sq ft, the home features two bedrooms, two full bathrooms, and an open floor plan that provides a comfortable space for both living and entertaining. The spacious kitchen and dining area offer plenty of room for cooking and gathering, with ample cabinetry and an open flow that makes the space perfect for hosting. The 38-foot private balcony, accessible from both the living room and bedrooms, offers a tranquil spot to enjoy the coastal breeze and the surrounding scenery. The primary suite serves as a peaceful retreat with an en-suite bathroom and a walk-in closet, while the guest bedroom, located next to the second full bathroom, ensures comfort and privacy. Additional features include a private covered parking space and secure storage. Situated in the heart of Longboat Key, this residence is conveniently located near waterfront dining, shopping, golf, and a short drive to St. Armands Circle and downtown Sarasota. The Islander Club offers a range of resort-style amenities, including 800 feet of private beach frontage, two Har-Tru tennis courts, a renovated community room with a full kitchen, billiards, table tennis, a library, fitness center and a heated pool. This is a wonderful opportunity to enjoy Longboat Key living in a residence that provides both comfort and ample space.
535 SANCTUARY DR #A401, LONGBOAT KEY, FL 34228
$3,265,000 MLS ID: A4685033
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 3115 Built: 1990Community: Sanctuary IvCondo
Remarks: Welcome to the largest floor plan at Sanctuary, offering over 3,100 square feet of refined coastal elegance with breathtaking Gulf-to-Bay views. This exceptional residence captures both sunrises over the bay and sunsets over the Gulf, delivering a rare, full-spectrum waterfront experience. Designed for elevated living and effortless entertaining, the expansive open-concept floor plan seamlessly blends indoor and outdoor spaces. Walls of glass frame panoramic water views, filling the home with natural light and creating a stunning backdrop from nearly every room. The residence features: Three luxurious ensuite bedrooms, Three full bathrooms plus a beautifully appointed powder room, A grand living and dining area ideal for entertaining, A spacious chef’s kitchen perfectly positioned to enjoy the views, Two private balconies plus an impressive wrap-around balcony, providing multiple vantage points for morning coffee and evening sunsets. Every detail reflects sophisticated coastal design — generous proportions, seamless flow, and expansive outdoor living spaces that elevate the everyday into something extraordinary. This is more than a residence — it is a front-row seat to the Gulf, the Bay, and the beauty of sunrise to sunset living. Additional community features include a separate fully equipped recreation building with state of the art fitness, two lighted Har-Tru tennis courts, saunas, on-site management, and 24 hour guarded entry. All located behind the gates of the Longboat Key Club. Schedule your private preview!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Alliano (941-735-6571)
775 LONGBOAT CLUB RD #401, LONGBOAT KEY, FL 34228
$1,595,000 MLS ID: A4681439
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1510 Built: 1984Community: Beaches Of Longboat Key Ph-1Condo
Remarks: Discover Coastal Elegance at The Beaches of Longboat Key! Nestled behind the renowned gated entrance of the Longboat Key Club, The Beaches offers an unparalleled Gulf-front retreat on one of Florida's most exclusive barrier islands. This stunning 4th-floor, 2-bedroom/2-bath residence boasts direct western exposure, delivering breathtaking, forever Gulf of Mexico views and spectacular sunsets that paint the sky in vibrant hues every evening. Step inside to find stylish, move-in-ready finishes, including brand-new porcelain tile flooring throughout the living areas and elegant marble in both bathrooms. The updated kitchen shines with fresh cabinetry, a new GE Profile refrigerator, and dishwasher—perfect for effortless entertaining or quiet evenings at home. The spacious living room and both bedrooms feature impact-resistant sliders that open to a private balcony, seamlessly blending indoor comfort with the soothing sights and sounds of the beach and surf just steps away. Residents enjoy an exceptional array of resort-style amenities: 24-hour concierge service for added security and convenience, Gulfside heated pool and spa, Modern fitness center, Two Har-Tru tennis courts, Social room with a full catering kitchen, Direct beach walkway with complimentary beach chairs (and often umbrellas) provided. Additional perks include two assigned parking spaces in the secure garage and a dedicated storage unit. Priced to impress in this highly sought-after community, this turnkey condo combines modern luxury, prime beachfront access, and the prestige of Longboat Key Club living—without requiring club membership. Opportunities like this rarely last long on Longboat Key. Don't miss your chance to own a slice of paradise—schedule your private showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
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