Location: Longboat Key
Do Not Show Listings
65 LIGHTHOUSE POINT DR, LONGBOAT KEY, FL 34228
$7,445,000120 Days on yellowkey MLS ID: A4674851
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4921 Built: 2001Community: Lighthouse PointSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
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Middle School: None
Remarks: Longboat Key Waterfront Estate Lifestyle Unrivaled in privacy, craftsmanship, and waterfront lifestyle, this gated Lighthouse Point residence lives like a grand coastal estate, with 4 Bedrooms, 4-1/2 Baths, and nearly 5,000 square feet of refined interiors opening to sweeping terraces on two levels and serene views over a secluded, bridgeless-access lagoon leading directly to the Gulf of Mexico. Extensively renovated in 2021, the two-story Mediterranean-inspired home blends timeless architecture with a sophisticated contemporary aesthetic, framed by manicured tropical grounds on over one-third of an acre in one of Longboat Key’s most exclusive enclaves. Dramatic Arrival & Entertaining Spaces A soaring central foyer with coffered tongue-and-groove ceiling, arched French casement doors, and an elegant wraparound catwalk establishes a dramatic sense of arrival while capturing water, sky, and lush landscaping in every direction. The main living area is designed for effortless entertaining, with a sleek wood-and-stone feature wall, modern fireplace, and sculptural Tom Dixon lighting flowing through expansive glass sliders to the waterfront terrace and saltwater pool and spa. Gourmet Kitchen & Waterfront Lounge The fully reimagined Cucina Ricci kitchen serves as a chef’s workspace and social hub, with minimalist custom cabinetry, a generous island with seating, and an ultra-premium Miele VitroLine suite including double ovens, induction cooktop, and integrated coffee station. Just beyond, a waterfront lounge or media den opens directly to the covered loggia, creating a seamless indoor-outdoor living experience enhanced by an integrated Yamaha sound system for both interior and exterior zones. Owner’s Retreat & Guest Level Perfectly positioned for privacy, the main-level owner’s retreat is a secluded sanctuary with its own hallway entrance, multiple terrace access points, tray ceiling, recessed lighting, and windows on three sides framing tranquil water views. The suite is completed by dual renovated walk-in closets and a spa-inspired bath with oversized vanities, private water closet, and expansive walk-in shower with rain head, while upstairs three en suite guest suites and a mezzanine den provide luxurious accommodations and flexible space. Resort-Caliber Grounds & Boating Outside, meticulously lit landscaping, a travertine-framed saltwater pool and spa, and a private dock with 14,000 lb lift, new motors, and enhanced WiFi create a turnkey boating haven with immediate access to Sarasota Bay and the Gulf. Practical amenities include whole-house Kohler generator, hurricane protection, impact glass, large utility room with dual Sub-Zero wine refrigerators, and an oversized three-car garage with EV charger wiring. Premier Longboat Key Location Set behind the gates of Lighthouse Point, residents enjoy private tennis, a serene low-density streetscape, and a short walk to the beach. The address is just minutes from the Longboat Key Club’s golf and tennis, the boutiques and restaurants of St. Armands Circle, and the cultural attractions of downtown Sarasota. Call to Experience This Estate Schedule your private showing of this Lighthouse Point waterfront estate today to experience the scale, privacy, and curated luxury that define one of Longboat Key’s most coveted addresses. For additional details and a private tour, contact the listing agent to arrange an exclusive, by-appointment-only viewing.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Steve Walter (941-809-0907)
3598 FAIR OAKS LN, LONGBOAT KEY, FL 34228
$2,795,00092 Days on yellowkey MLS ID: A4677923
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3417 Built: 1996Community: Queens HarbourSingle Family
Remarks: Situated within the gated Queens Harbour enclave of Bay Isles, this thoughtfully updated four-bedroom courtyard residence offers a refined blend of privacy, comfort, and waterfront living on Longboat Key. Designed around a lush central courtyard, the home creates an effortless indoor-outdoor flow anchored by a resurfaced swimming pool and new paver deck—an inviting retreat for everyday living or entertaining. A private cabana suite with its own entrance provides flexibility for guests or extended stays, enhancing the home’s functionality while maintaining separation from the main living areas. Entry begins through custom mahogany and glass double doors, opening to a reimagined open-concept interior with soaring 14-foot ceilings, wide-plank wood flooring, and carefully curated architectural detail throughout. The great room is centered around a travertine-encased electric fireplace and framed by walls of windows and glass sliders that capture tranquil lake views and abundant natural light. This space flows seamlessly into the formal dining area, highlighted by a statement chandelier and tongue-and-groove tray ceiling, and continues into the chef’s kitchen—designed as the heart of the home. The kitchen features a dramatic 14-foot quartz-topped island, custom designer cabinetry by Sarasota Architectural Woodworking, and newer Thermador appliances, including a five-burner gas cooktop, dual built-in ovens, pull-out pantry cabinetry, and a 48-inch stainless sink. Adjacent informal dining and family spaces include aquarium-style glass windows and an oversized wet bar with a full-size wine cooler capable of storing over 100 bottles. The primary suite, located on the main level, offers a peaceful lakefront setting with French-door access to the patio, custom built-in storage, and a walk-in closet. The spa-inspired bath was recently updated with dual quartz-topped walnut vanities, soaking tub, glass-and-stone shower, and private water closet. Also on the first floor are a versatile study overlooking the courtyard and a bonus room with an attached full bath that can serve as an additional bedroom or media space. The second level is dedicated to a private en-suite guest bedroom. Queens Harbour residents enjoy access to a heated Olympic-size pool and spa, along with deeded entry to the private Bay Isles Beach Club. Beyond the gates, Longboat Key’s lifestyle amenities are just minutes away, including the Longboat Key Club’s golf and tennis facilities, marinas, dining, and everyday conveniences. St. Armands Circle and downtown Sarasota’s cultural attractions—shopping, galleries, theaters, and waterfront dining—are easily accessible, completing the appeal of this well-positioned coastal residence.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
600 PUTTER LN, LONGBOAT KEY, FL 34228
$10,500,000466 Days on yellowkey MLS ID: A4633484
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 5982 Built: 2017Community: Country Club Shores, Unit 5, Sec 3Single Family
Remarks: Welcome to Paradise on Longboat Key. This coastal modern home is located on the direct bayfront with a total of 270 feet of waterfront on an oversized lot consisting of 18,290 square feet. As you enter the home, your first view is a serene and expansive view of Sarasota Bay all the way from the Ringling Museum to Downtown Sarasota and the Ringling Bridge. Enjoy different types of boating as the dock includes 2 jet ski lifts and a 13,000 pound boat lift. With plenty of interior space, there are 5 bedrooms and 5 baths plus a dedicated office/den, family room and game room. Every bedroom is filled with bay views. As an added advantage, guests have their own space upstairs that includes a kitchenette. Outfitted with an elevator that stops at every floor, including the three car garage, convenience is just a step away. To enjoy the views outside, there is an outdoor surround lanai with disappearing screens, fireplace and summer kitchen. Large covered terraces on both levels provide views of beautiful sunrises over Sarasota Bay and Downtown Sarasota.
Listing is courtesy of: FLORIDA CAPITAL REALTY (786-953-5870)
Listing Agent: Kathleen Callender (941-321-3115)
651 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228
$925,00075 Days on yellowkey MLS ID: A4680514
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2242 Built: 1974Community: Longboat KeySingle Family
Remarks: PRICE IMPROVEMENT!! Canal-front 3-bedroom, 2-bath home with an attached 1-bedroom, 1-bath apartment above the garage with private entrance, offering 2,242 square feet of total living space. The property has completed remediation and is ready to be rebuilt to suit your needs. Features include high ceilings, a 2-car garage, and a generous ¼-acre lot. Canal offers direct access to Sarasota Bay with no bridges. Conveniently located minutes from marinas, dining, and shopping, with easy access to St. Armands Circle, downtown Sarasota, and Anna Maria Island. Bring your personal touch to recreate this gem or start new and build the home you've always wanted on this 124 ft wide lot. A property with exceptional location and potential.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
614 NORTON ST, LONGBOAT KEY, FL 34228
$3,200,00075 Days on yellowkey MLS ID: TB8470030
Bed: 6 Bath: 5.5 Liv Area Sq Ft: 4676 Built: 1994Community: Sleepy Lagoon Park 2Single Family
Remarks: Experience exceptional waterfront living in this impressive canal-front estate on coveted Longboat Key, offering deep-water boating, a private dock, and quick, easy access to the open Gulf. Perfectly positioned on a saltwater canal just moments from the beach, this residence delivers an outstanding coastal lifestyle for boating enthusiasts and luxury buyers alike. Spanning just under 4,700 square feet, the home features six generously sized bedrooms, five and a half baths, a private elevator, and a rare four-car garage, providing abundant space for family, guests, and storage. Expansive balconies extend across the entire rear of the home, creating multiple outdoor living areas ideal for entertaining, relaxing, and enjoying tranquil water views. The primary suite offers its own private balcony overlooking the canal. Outdoor living is enhanced by a sparkling in-ground pool and ample space for waterside enjoyment. Boaters will appreciate the deep-water canal, private dock, and efficient access to the Gulf. Inside, the home showcases a true chef’s kitchen featuring a gas range, double ovens, dual wine refrigerators, two dishwashers, stunning granite countertops, abundant cabinetry and storage, and a large walk-in pantry. An oversized island with seating for six anchors the space, ideal for casual dining and entertaining. A formal dining room, multiple living areas, and abundant natural light create a welcoming yet sophisticated atmosphere. A secondary kitchenette and game room area provide added flexibility for entertaining, extended guests, or multi-generational living. Conveniently located close to Longboat Key’s renowned beaches, dining, and shopping, this exceptional property offers a rare opportunity to enjoy luxury waterfront living with boating access, generous living space, and refined coastal comfort in one of Florida’s most desirable island communities.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Tracey Johnson (813-767-2067)
701 MARBURY LANE, LONGBOAT KEY, FL 34228
$1,500,000286 Days on yellowkey MLS ID: A4657604
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2246 Built: 1993Community: Sleepy Lagoon Part No 2Single Family
Remarks: Welcome to Bougain Villa, your Tropical Island Oasis on a deep water canal leading to secluded sandbars, the turquoise waters of the Gulf of Mexico, and several nearby waterfront restaurants. From the moment you arrive at this magical property, Zen Vibes will calm the mind and put it's whimsical spell on you. Lush plantings, perfectly positioned sitting areas, a private cocktail pool and a custom dock flanked by native mangroves surround this elevated Charmer. Perfectly updated and decorated for maximum pleasure, the vaulted ceilings, clerestory windows providing lots of natural light, and huge back deck enhance the inviting living space and make this home perfect for entertaining indoors & outdoors. Cherry wood cabinetry, a cozy breakfast bar, granite tops, gas range and stainless steel appliances enhance the private kitchen which overlooks the comfortable family room. The primary suite with it's vaulted ceilings and wood floors is totally tucked away, and it's spa-like bathroom with dual sink, separate shower and jetted tub is a perfect retreat highlighted by natural stone and Travertine finishes. The guest bedrooms offer sunrise views, vaulted ceilings and cozy wood flooring and share a Moroccan inspired bathroom. The pecky cypress ceilings, indirect lighting throughout the living space and the colorful interior design and decor are truly special and the enclosed workshop, garage space and gardening sheds below provide additional room for fun. Easy access to miles of Longboat Key's pristine sugar sand beaches where neighbors gather to enjoy spectacular sunsets or just to enjoy a relaxing beach day. The convenience of nearby casual & fine dining, shopping and a short drive to Anna Maria Island's popular night life spots, as well as the Longboat Key Club with resort style amenities, make this the perfect island location for anyone dreaming of living the coveted Florida lifestyle. So come and discover your coastal adventures today on Florida's most prestigious barrier island.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Tina Rudek Stark, Pa (941-920-0303)
636 TARAWITT DR, LONGBOAT KEY, FL 34228
$799,000377 Days on yellowkey MLS ID: TB8368182
1 Days Off yellowkey (back on 3/19/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1961Community: Longboat KeySingle Family
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. A NEW PRICE!! Wake up to tranquil canal views and end your day with sunsets just steps from the Gulf — all on Longboat Key! Priced UNDER $1M & Renovation Loan Eligible! Opportunities like this are rare, and this property is priced to sell fast. Featuring 2 bedrooms, 2 bathrooms, and a 1-car garage, this home also includes a separate 1-bedroom, 1-bathroom GARAGE APARTMENT with its own entrance—perfect for SHORT TERM RENTALS or guest accommodations. Sitting directly on a CANAL with room to dock a boat, this home is a dream for boaters and beach lovers alike. The 120 feet of reinforced seawall ensures lasting waterfront stability. Enjoy DEEDED BEACH ACCESS, just a short stroll away, where you can witness the magic of turtle nesting season. Walk to dog-friendly Durante Park, the scenic shores of Sarasota Bay, and some of Longboat Key’s most popular restaurants, including Lo’Key and Harry’s Continental Kitchen. Cannon’s Marina is nearby for all your boating needs, and the trolley provides easy access to Anna Maria Island. The home boasts a 2024 AC and a 5-year-old tile roof, giving you peace of mind on major updates. The private outdoor space is perfect for soaking up Florida’s year-round sunshine. Renovation Loan Eligible – Plus an Incredible Build Opportunity! This property qualifies for a renovation loan, allowing you to finance both the purchase and renovations—an incredible opportunity to customize your dream home while keeping costs manageable. Waterfront. Deeded beach access. Room for a boat. Rental potential. And all for UNDER $1 MILLION! This is an **unbeatable opportunity** in one of the most desirable locations on the Gulf Coast. Don’t miss out—schedule your showing today!
Listing is courtesy of: JT REALTY & ASSOCIATES (352-279-2640)
Listing Agent: Sarah Beth Mayer (941-779-5690)
651 BROADWAY ST, LONGBOAT KEY, FL 34228
$2,795,000143 Days on yellowkey MLS ID: A4672952
2 Days Off yellowkey (back on 3/19/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3320 Built: 2003Community: Longbeach On Longboat KeySingle Family
Remarks: Under contract-accepting backup offers. Experience island living at its finest in this exquisite coastal retreat in the historic Village on Longboat Key. This home offers a refined blend of relaxed coastal charm and timeless sophistication throughout more than 3,300 heated square feet. The meticulously designed interior includes elegant crown molding, coffered ceilings, custom doors, impact windows and an elevator from the garage to each level. The great room features dramatic ceiling height and opens to a large covered terrace overlooking an exceptionally private backyard, creating an ideal setting for quiet evenings and effortless entertaining. The gourmet kitchen is a chef’s dream with rich wood cabinetry, granite countertops, natural gas cooktop, a pot filler, center island with sink and second cooktop, and a bright breakfast nook that opens to a covered terrace, ideal for morning coffee. Adjacent dining and living areas flow seamlessly and are enhanced by a coffered ceiling and French doors to the charming terrace. The second-level primary suite serves as a serene retreat with polished wood floors, an intricate coffered ceiling, a comfortable seating area, and a private covered balcony for enjoying peaceful moments under the morning or evening sky. Elevated views and sound of ospreys add to the sense of tranquility. The suite also features a spacious en-suite bath with soaking tub and two walk-in closets. Three additional bedrooms provide comfort and flexibility for guests or work needs. Outdoors, a resort-style saltwater pool and spa with integrated features are surrounded by lush landscaping and generous lounging space. The expansive ground-floor lanai and outdoor kitchen further enrich the indoor-outdoor living experience. A circular brick drive accommodates more than 10 vehicles, and the oversized two-and-a-half-car garage and first-level area offer abundant storage, ideal for bicycles, golf carts, kayaks and more. The home and pool are centered on a 12,000-square-foot lot, and an adjacent 6,000-square-foot parcel is also available from the same owner for those interested in expanding or creating a larger compound. This unique golf cart friendly community is surrounded by waterfront restaurants, quaint shops, cafés, fitness centers, fishing piers, a boat ramp on Sarasota Bay, kayak launch areas and a pristine Gulf beach just moments away with no mandatory HOA. We invite you to experience this remarkable home in person to fully appreciate its beauty and lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Cindy Fischer (941-465-1124)
7091 LONGBOAT DR E, LONGBOAT KEY, FL 34228
$1,675,00070 Days on yellowkey MLS ID: A4681106
0 Days Off yellowkey (back on 3/19/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2089 Built: 1920Community: Longbeach On Longboat KeySingle Family
Remarks: Discover Your Island Sanctuary in the Heart of The Village- This is the elevated, protected island home you've been dreaming of. Set on a gracious, oversized corner lot, this is where sophisticated living meets the effortless rhythms of Longboat Key. It's not just a house; it's an invitation to a refined, laid-back lifestyle. The open and airy main level features three bedrooms, two baths, and a dedicated, light-filled office. Stunning hardwood floors unify the space, while natural light streams through, illuminating gorgeous tropical foliage and serene aqua Bay views from every window. Offered furnished, this home is truly ready for its next chapter. Refined Details & Comfort- The true primary suite is a private oasis, boasting a vaulted ceiling, direct access to a private lanai, a spacious walk-in closet, and a spa-like ensuite. Here, you'll find beautiful marble floors, a walk-in shower, and a dual vanity. The galley kitchen exudes a chic, mid-century modern vibe with custom-built hardwood cabinets, granite countertops, stainless steel appliances, and a gas range, perfect for your island culinary adventures. A dedicated dining room flows seamlessly into the family room, where built-in custom cabinetry and those beautiful scenic views create an ideal gathering space. Two perfectly-positioned guest bedrooms, a guest bath, and the dedicated office (also with lanai access and views) complete the interior. Convenience & Outdoor Living- An invaluable elevator ensures effortless convenience. This property is thoughtfully outfitted with solar panels and Tesla battery system, a significant upgrade that ensures your home is both energy-efficient and protected against power loss. The home is not only elevated to ensure protection versus the most severe storms, but also has been updated with newer metal roof, high impact/double pane windows and hardy board concrete siding. Outdoor living is maximized with multiple deck areas, including a substantial covered and screened back lanai, your ideal outdoor living and dining room, plus an open sundeck for basking in the tropical sun and sea breezes. Downstairs, the expansive corner lot offers privacy and beauty with Florida native gardens that attract a delightful array of local butterflies and birds. With the gardens in place there's still ample space for your future pool oasis (ask for renderings)! For the hobbyist or entrepreneur, two climate-controlled workshops provide the perfect space for a studio, gym, or attached office. A large three-car garage can easily accommodate your vehicles (EV connects), boat, and golf cart. Location: The Absolute Place to Be- To know The Village is to love The Village. Located on the North Tip of Longboat Key, everything you desire is at your fingertips: beautiful private walking trails and Bay access points, community docks, the island's only public boat ramp, first-class dining on the water, laid-back live music venues, and, critically, the best beach access on Longboat Key. Being all these wonderful amenities are literally out your front door it's still Fun to take the Golf Cart. The Village is one of the few communities on Longboat Key where it's not only legal to use your golf cart it's also practical, convenient and a ton of fun! So as you can see The Village of Longboat Key is the place to be. This is the place to truly maximize your island lifestyle. Come and see it today.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Jesse Griffin (941-822-6165)
612 JUAN ANASCO DR, LONGBOAT KEY, FL 34228
$22,500,000405 Days on yellowkey MLS ID: A4643123
Bed: 6 Bath: 8.0 Liv Area Sq Ft: 9243 Built: 2024Community: Sleepy Lagoon ParkSingle Family
Remarks: Welcome to your private, gated estate on Longboat Key, where coastal luxury meets effortless sophistication. Boasting over 730 feet of water frontage, this stunning property offers panoramic views of Whitney Bayou and Harris Canal and provides the ultimate waterfront lifestyle. With 9,243 square feet of air-conditioned living space and a total of 21,562 square feet on over an acre of pristine land, this estate is a masterpiece of design and craftsmanship. Designed in the timeless British West Indies style, this home showcases vaulted ceilings, extensive trim detailing, white oak floors throughout, and two fireplaces, creating an ambiance of elegance and warmth. The expansive covered patios and porches invite you to embrace the serenity of waterfront living, while the heated pool and an impressive 13' x 13' hot tub serve as the ultimate retreats. A custom outdoor fire pit, two outdoor kitchens, and indoor and outdoor pool tables elevate the entertainment experience. For boating enthusiasts, this estate is unrivaled, featuring four low-profile boat lifts—the largest accommodating vessels up to 30,000 pounds, the second suitable for a vessel up to 20,000 pounds, and the third and fourth lifts each with a 5,000-pound capacity, ideal for jet skis, kayaks, and paddle boards. Located just 10 minutes from the Gulf of Mexico by boat and 5 minutes to Shore and Mar Vista restaurants, this is the perfect haven for life on the water. Inside, the Wolf Sub-Zero appliances provide top-tier performance in a gourmet kitchen built for culinary excellence. A Control4 smart home system offers seamless automation throughout, while HVAC-equipped garages ensure comfort year-round. The multiple garages can accommodate up to 9 cars, and the massive driveway can host 20+ vehicles. The residence boasts six spacious bedrooms, each with an en-suite bathroom, plus an additional full bath and two half baths. Designed for both productivity and leisure, the home features his and hers offices, a media/theater room, a fully equipped gym, sauna, golf simulator, tackle garage, and a workshop. A private guest suite with a separate entrance includes a kitchenette, dining room, living room, bedroom, and bathroom, offering a luxurious retreat for visitors. With two state-of-the-art elevators, expansive landscaping, and a maintenance-free turf yard, this estate blends modern convenience with natural beauty. Ideally located near pristine beaches, world-class shopping, and gourmet dining, this estate is the epitome of waterfront elegance and exclusivity. Experience the pinnacle of coastal living—this is truly paradise found.
Listing Agent: Charles Buky (941-228-6086)
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 Agent: Jodene Moneuse, Pa (941-302-4913)
519 ROUNTREE DR, LONGBOAT KEY, FL 34228
$6,488,000 MLS ID: A4674266
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3554 Built: 2025Community: Longboat Key EstatesSingle Family
Remarks: BUILT TO LAST. 519 Rountree is new construction built entirely of concrete block (CBS) across every level—unlike many barrier island homes that transition to wood-frame construction above the flood elevation. The residence has already experienced recent hurricanes without damage. NEW CONSTRUCTION. 519 ROUNTREE is a privately positioned coastal residence offering over 6,400 square feet of indoor and outdoor living, including approximately 5,200 square feet under roof and a 1,100 square foot elevator-accessible rooftop terrace, located within Longboat Key Estates. GULF LIVING EXPERIENCE. At 519 Rountree, days begin with morning air carrying the salt-kissed character of the Gulf and conclude with glowing sunsets that define the Florida coastline. This is not simply proximity to the beach — it is immersion in it. Positioned just moments from the sand, the home offers balcony and rooftop experiences designed for sunset entertaining, open-air dining, and the effortless rhythm of Gulf living from morning through evening. WATERFRONT LIVING. A waterside deck is currently in process, transforming the canal setting into a true extension of the home’s outdoor living experience, subject to permitting. Flexibility remains for a variety of dock and lift configurations, tailored to buyer preference. DESIGN AND EXECUTION. The newly constructed residence has withstood three recent hurricanes without damage, a testament to its quality, elevation, and thoughtful execution. Each level is purposeful in both design and function, delivering a vertical lifestyle that feels intuitive, private, and refined. FURNISHINGS. For buyers seeking the residence exactly as photographed, the complete furnishings and curated design package may be acquired separately. FINAL NOTE. 519 Rountree delivers the atmosphere buyers seek when they say they want Gulf living — quietly, privately, and without excess.
Listing is courtesy of: IRVING GROUP INC (305-900-2100)
Listing Agent: James Irving (813-843-2979)
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)
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)
5965 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
$38,450,000 MLS ID: A4681869
Bed: 11 Bath: 15.0 Liv Area Sq Ft: 17199 Built: 2026Community: Longboat KeySingle Family
Remarks: Under Construction. Set on nearly two private Gulf-front acres, this visionary estate is emerging as one of the most architecturally significant residences ever conceived on Longboat Key. Designed by the internationally acclaimed firm Sweet Sparkman Architecture & Interiors, the home represents a rare convergence of sculptural design, coastal sensitivity, and modern livability. Bold in concept yet timeless in execution, the main residence unfolds with intention. A dramatic foyer introduces expansive living spaces designed to capture light, scale, and uninterrupted Gulf views. The primary suite is conceived as a private sanctuary, complete with dual spa-inspired baths and bespoke dressing rooms. A stately office, refined lounge, formal dining room, and temperature-controlled wine cellar complement the open-concept great room, which transitions seamlessly to a sweeping Gulf-front terrace. Dual kitchens, a showpiece entertaining kitchen and a separate chef’s kitchen, elevate both daily living and grand-scale hosting. The estate continues upward to a rooftop deck with panoramic coastal vistas, while other levels offer a private cinema, multiple guest suites, and a dedicated guest-level kitchenette. A thoughtfully designed guest house and separate pool house provide additional privacy and flexibility for extended stays or staff accommodations. Outdoors, the setting transforms into a private coastal resort. Lush, layered landscaping surrounds a dramatic resort-style pool and spa, expansive entertaining terraces, tranquil water features, and potential for a private tennis and pickleball court — all oriented toward the Gulf’s endless horizon. Positioned along one of the most coveted stretches of Longboat Key, the property offers both seclusion and proximity to the best of the region, including The Resort at Longboat Key Club, The St. Regis Longboat Key Resort, St. Armand's Circle, and the cultural vibrancy of downtown Sarasota. With construction advancing and pricing evolving accordingly, this is a rare opportunity to secure a generational Gulf-front legacy estate at a pivotal stage. Longboat Key’s global recognition, including its inclusion among Forbes Travel Guide’s Top 12 Destinations, further underscores the enduring value of this extraordinary offering.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
758 SAINT JUDES DR N, LONGBOAT KEY, FL 34228
$1,649,000 MLS ID: A4680374
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2341 Built: 2016Community: Longboat KeySingle Family
Remarks: Welcome to 758 Saint Judes Drive North, a 2016 elevated canal-front residence that captures the essence of refined island living. With deeded beach access, curated interiors, and exceptional outdoor spaces. This home offers a seamless blend of comfort, style, and coastal elegance. Designed with entertaining in mind, the outdoor living area features a resort-style pool and spa overlooking the canal - your very own private waterfront retreat. Whether hosting friends or enjoying a quiet evening, the setting is both serene and impressive. Inside, the kitchen makes a striking statement with concrete countertops, a six-burner Thermador range, and dual Sub-Zero refrigerator/freezer units, seamlessly blending striking design with exceptional functionality. The sun-filled great room anchors the home, effortlessly connecting to the kitchen and creating an inviting space for everyday living and gatherings alike. Expansive sliding glass doors open to a screened patio with tranquil canal views and direct access to the pool below, enhancing the home’s indoor-outdoor lifestyle. The primary suite is spacious and light-filled, offering a peaceful retreat with a private en-suite bath. Upstairs, two additional bedrooms and a shared bath provide comfort for guests or family, with one bedroom featuring a private balcony showcasing views of Sarasota Bay. Just a short walk or bike ride away, enjoy local restaurants, shopping, and the natural beauty of Joan Durante Park. A quick drive over the bridge leads to world-famous St. Armands Circle, with the arts, dining, and culture of downtown Sarasota moments beyond. This is laid-back island living at its finest on Longboat Key. Ready to live the Longboat life? Schedule your private tour today.
Listing Agent: Kelsie Rokicki (727-482-4557)
726 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228
$1,090,000 MLS ID: A4684733
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1384 Built: 1963Community: Longboat KeySingle Family
Remarks: Coastal Living Perfected on Longboat Key Discover the ultimate island retreat at 726 Jungle Queen Way, a beautifully reimagined 2-bedroom, 2-bath waterfront home where modern comfort meets timeless Florida charm. Tucked away on a peaceful canal just steps from the Gulf of Mexico, this residence offers the rare privilege of deeded beach access, 125ft canal frontage, and a resort-style saltwater pool—everything you need to live each day like a vacation. Wake up to soft morning light glistening off the water and ease into your day with coffee poolside, surrounded by lush tropical landscaping and the hush of palm fronds swaying in the breeze. Launch your boat from the private dock pilings on the deep-water canal and explore Sarasota Bay or head out toward Egmont Key. After a day on the water, rinse off in the outdoor shower, slip into the saltwater pool, or unwind on the travertine deck beneath wide island skies that glow at sunset. Evenings invite laid-back luxury—cocktails by the firepit, good company, and a canopy of stars overhead. Inside, this home blends classic coastal character with thoughtful, high-end updates throughout. The light-filled living spaces feel open yet intimate, with plantation shutters, fresh neutral tones, new baseboards and trim, and an oversized tile fireplace that anchors the living room with style. The redesigned kitchen shines with quartz countertops, stainless-steel appliances, and sleek cabinetry, while both bathrooms echo a spa-inspired sensibility with crisp, elegant finishes. The family room’s wood-burning fireplace offers a cozy complement to the canal views beyond the French doors—a quiet reminder that you’re always connected to the water. Recent updates lend peace of mind with new HVAC (2019), refreshed interior paint, new interior doors, and professional flood mitigation—including new drywall and rewired electrical. The exterior is equally turnkey, with manicured landscaping, a paver driveway, and a shaded carport for convenience. Living on Longboat Key means embracing an effortless, elegant coastal lifestyle. From here, you’re minutes to St. Armands Circle, Anna Maria Island, and downtown Sarasota, with boutique shopping, fine dining, dog-friendly parks, and beach paths all within easy reach. Boat in the morning. Beach at sunset. Poolside under the stars. This is more than a home—it’s the Longboat Key lifestyle realized.
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