Displaying: For Sale
Location: Longboat Key
Property Type(s): Single Family
Beds: 5 to 5
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Longboat Key - 20 properties found
500 HARBOR COVE CIR, LONGBOAT KEY, FL 34228
$12,250,0001 Day on yellowkey MLS ID: A4697649
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 5120 Built: 2026 Tax: $20,619 (2025)Community: Bay IslesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$20,619
Elementary School: Southside Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under Construction. Now nearing completion and expected to be delivered in approximately 60 days. Positioned within the exclusive Harbor Section of Bay Isles on Longboat Key, 500 Harbor Cove Circle is a newly constructed waterfront estate offering a rare combination of exceptional boating access, modern architecture, resort-inspired living, and one of the Gulf Coast’s most coveted addresses. Located behind the double gates of Bay Isles and directly across from The St. Regis Longboat Key Resort, residents enjoy immediate proximity to world-class hospitality, fine dining, marina services, championship golf, and tennis, while ownership includes access to the Bay Isles Beach Club. Encompassing 5,120 square feet under air and 8,564 square feet total, the residence features 5 bedrooms, 5 full baths, 1 half bath, a private office, elevator access to all levels, and a 4-car garage. A fully integrated smart home automation system provides seamless control of lighting, climate, security, audio, window treatments, pool and spa functions, and key home systems throughout the property. The arrival experience unfolds through a lagoon-inspired reflecting pool, floating stairway, and lush tropical landscaping, creating a dramatic resort-style arrival. Architectural lighting, natural stone, warm wood accents, and expansive walls of glass establish a sophisticated coastal aesthetic throughout the residence. Inside, expansive living spaces are enhanced by Venetian plaster, custom millwork, large-format stone surfaces, and carefully curated architectural details. One of the home’s defining architectural statements is a dramatic 20+ foot monolithic travertine feature wall wrapping an entire corner of the residence, creating a striking design element rarely found in residential construction. The chef’s kitchen is anchored by an oversized Calacatta marble waterfall island, premium custom cabinetry, integrated appliances, and generous entertaining space. Designed for seamless indoor-outdoor living, the residence opens to expansive covered terraces, a resort-style pool and spa, and a fully equipped outdoor kitchen featuring a grill, pizza oven, refrigeration, and multiple gathering spaces. Wellness-focused amenities include a private fitness area, sauna, cold plunge, and dedicated spaces for relaxation and recovery, creating a private wellness retreat. For boating enthusiasts, the property offers approximately 100 feet of protected waterfront frontage with direct access to Sarasota Bay and the Gulf of Mexico in less than two minutes. The dock is designed to accommodate a substantial yacht while still providing room for multiple additional lifts for a tender, fishing boat, personal watercraft, and other recreational vessels—an increasingly rare offering among Florida’s premier waterfront estates. One of the Gulf Coast’s rare opportunities to enjoy new construction, large-yacht capability, and resort-inspired living within the exclusive Harbor Section of Bay Isles.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
3606 FAIR OAKS PL, LONGBOAT KEY, FL 34228
$4,999,00029 Days on yellowkey MLS ID: A4694394
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3842 Built: 2000Monthly Fee: $833 Tax: $29,486 (2025)Community: Queens HarborSpa: YesSingle Family
Taxes:$29,486
High School: Booker High
Remarks: Nestled behind the gates of the highly celebrated Bay Isles community, this exceptional five-bedroom waterfront residence at 3606 Fair Oaks Lane offers the perfect blend of luxury, comfort, and peace of mind with an impressive list of recent upgrades and improvements. Designed for effortless coastal living, this beautifully updated home showcases refined interiors, expansive outdoor living spaces, and direct boating access, all within one of Longboat Key’s most sought-after neighborhoods. From the moment you arrive, the home’s meticulous maintenance and thoughtful renovations are immediately apparent. A roof just two years old, hurricane shutters on all windows and doors, and multiple updated mechanical systems provide exceptional value and confidence for years to come. Inside, the residence has been extensively renovated in 2026 with stunning new engineered wood flooring flowing throughout the home, creating a warm and welcoming coastal aesthetic. The spacious floor plan offers five generously sized bedrooms, ideal for accommodating family and guests while maintaining privacy and flexibility for today’s lifestyle needs. The heart of the home is the beautifully refreshed kitchen, complete with brand-new KitchenAid appliances installed in 2026, blending modern functionality with timeless design. Adjacent living and dining areas are filled with natural light and seamlessly connect to the outdoor entertaining spaces, creating an inviting atmosphere perfect for both everyday living and hosting gatherings. Every bathroom in the home was completely renovated in 2026 with stylish finishes and contemporary details that elevate the home’s overall elegance. Extensive system upgrades include three HVAC systems replaced in 2022, 2023, and 2026, along with a new hot water heater installed in 2026, ensuring maximum efficiency and comfort throughout the property. Outdoor living is equally impressive and designed to embrace the Florida waterfront lifestyle. The pool area underwent a significant transformation in 2025 with new pool decking, a resurfaced pool finish, updated waterline tile, and a new gas pool heater, creating a true private resort setting. In 2026, the addition of a fully equipped outdoor kitchen elevated the entertaining experience even further, offering the perfect backdrop for waterfront dining and sunset gatherings. Boating enthusiasts will appreciate the new 10,000-pound boat lift installed in 2025 along with a beautifully updated dock and deck, providing quick and convenient access to Sarasota Bay and the Gulf waters beyond. Combining luxury updates, exceptional outdoor amenities, and a premier location within the coveted Bay Isles community, with private beach club access, this extraordinary Longboat Key residence presents a rare opportunity to enjoy refined waterfront living with every major improvement already completed.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
597 BUTTONWOOD DR, LONGBOAT KEY, FL 34228
$3,890,000492 Days on yellowkey MLS ID: A4640902
Bed: 5 Bath: 6.0 Gar: 5 Liv Area Sq Ft: 4176 Built: 2025 Tax: $7,998 (2024)Community: Buttonwood HarborSpa: YesSingle Family
Taxes:$7,998
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: New Construction.... GULF AND BAY VIEWS! THREE OUTDOOR PATIOS! Discover an extraordinary coastal contemporary masterpiece by Floridian Crafted Homes, perfectly positioned on Longboat Key with breathtaking Gulf and Bay views. This 13 FEET ELEVATED, hurricane-fortified residence offers 5 bedrooms, 5 full bathrooms, and 2 partial bathrooms across 4,176 square feet of luxurious living space. Home has elevator shaft blocked in and ready to receive elevator mechanics. Designed for both elegance and functionality, this home features three expansive outdoor living spaces, including two private balconies and a stunning rooftop deck, perfect for capturing the serene Gulf sunsets. The open-concept great room flows effortlessly into the gourmet kitchen, creating an entertainer’s dream, while the second-floor club room offers a private retreat for relaxation. Outdoors, a private pool and spa provide a tranquil escape, while the 5+ car garage ensures ample storage for vehicles and beach essentials. Located just steps from the beach and steps to the upcoming retail and dining destination (Est. Fall 2025), this home also offers access to a community marina with available boat slips, making it ideal for boating enthusiasts. Experience the pinnacle of modern coastal luxury in this exceptional Longboat Key residence—where timeless design, breathtaking views, and an unparalleled location create the ultimate island retreat.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Joshua Freed (941-577-5121)
2945 PYRULA DR, LONGBOAT KEY, FL 34228
$3,125,00040 Days on yellowkey MLS ID: O6408404
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4340 Built: 2024 Tax: $36,325 (2025)Community: Coquina BeachSpa: YesSingle Family
Taxes:$36,325
Remarks: A contemporary masterpiece awaits Your going to love this house !, constructed in 2024 and completed in December of 2025 this newly built residence blends contemporary architecture with uncompromising craftsmanship. The craftsmanship, and finishing touches puts this property in a class by itself when making your buying comparisons. Worth repeating….Your going to love this house! Step into more than 4300 square feet of modern design perfection ideally located in one of Longboat Keys most coveted neighborhoods. Just minutes on foot brings you to pristine beach access or a tee time at the prestigious Longboat Keys club. Seamless indoor- Outdoor living, a stunning floor to ceiling glass wall sets the tone from the moment you walk in revealing a private courtyard that feels like your own luxury resort, complete with an elegant pool, a relaxing spa, and a fully equipped outdoor kitchen and dining area. This harmonious flow creates an exceptional living experience where the outdoors becomes an extension of the home . Refined interiors inside , warm oak wood flooring runs throughout the home beautifully paired with stone accents , sleek cabinetry , and high end finishes. The chef designed kitchen is crafted for culinary excellence and features quartzite countertops prized for their durability, beauty, and unmistakably high end character. The primary suite is a serene retreat with glass walls overlooking the courtyard , a soaking tub , a separate shower, and generous storage. Spaces designed for comfort the home offers five bedrooms including An in law suite with a kitchenette, private laundry, spacious bedroom, and walk in shower. An additional bedroom on the main level with its own private balcony . Upstairs two guest suites connected by a bright relaxation area with courtyard views through the floor to ceiling glass. Striking modern architecture, the exterior showcases clean contemporary lines enhanced by rare hand selected stone and rich custom woodwork. Come visit this spectacular offering. ..
Listing is courtesy of: PROPERTIO (888-817-3383)
Listing Agent: Alin Zdroba (888-817-3383)
530 CHIPPING LN, LONGBOAT KEY, FL 34228
$5,799,000109 Days on yellowkey MLS ID: A4685275
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4216 Built: 2026Monthly Fee: $21 Tax: $16,910 (2025)Community: Country Club Shores Sec 02Spa: YesSingle Family
Taxes:$16,910
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)
1600 HARBOR SOUND DR, LONGBOAT KEY, FL 34228
$11,900,00055 Days on yellowkey MLS ID: A4692027
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 5689 Built: 2026Monthly Fee: $792 Tax: $24,527 (2025)Community: Bay IslesSpa: YesSingle Family
Taxes:$24,527
Remarks: Pre-Construction. To be built. Positioned directly across from the iconic St. Regis Longboat Key Resort, this exceptional waterfront residence offers immediate access to world-class amenities, pristine Gulf beaches, fine dining, and championship golf. Located within the exclusive double-gated Harbor Section of Bay Isles on Longboat Key, 1600 Harbor Sound Drive represents a rare convergence of scale, location, and boating capability, crafted for those seeking a refined Gulf Coast lifestyle at the highest level. Set on an expansive 18,043-square-foot corner homesite, the property features an impressive 135 feet of deep-water canal frontage, with the ability to accommodate multiple lifts (up to three) and a substantial vessel. This level of frontage and flexibility is increasingly rare, even among premier waterfront estates. Spanning 5,689 square feet under air, the residence is thoughtfully designed to balance grand-scale entertaining with comfortable everyday living. The home includes 5 bedrooms, a bonus room or office, 5.5 bathrooms, and a 4-car garage. Soaring ceilings and expansive glass openings create a bright, open environment with seamless indoor-outdoor transitions, complemented by refined, designer-level finishes and a private elevator servicing all levels. The chef’s kitchen is executed with top-tier appliances, clean architectural lines, and a level of detail rarely seen in spec construction. A full-scale butler’s pantry, complete with its own stove, provides exceptional functionality and allows for seamless entertaining while keeping the main kitchen pristine. The primary suite is designed as a true retreat, featuring separate his-and-her bathrooms and a fully integrated wellness experience, including a sauna and steam room, bringing a spa-level environment into daily living. Every element has been carefully curated to deliver comfort, functionality, and a sense of understated luxury throughout. Outdoor living is equally compelling, with a resort-style pool and spa, along with a fully equipped outdoor kitchen, covered dining, and lounge areas. These spaces are perfectly positioned to capture the tranquility of the waterfront setting while embracing Florida’s year-round coastal climate. Opportunities of this caliber, combining substantial frontage, strong boating capability, a wellness-driven design, and a premier Harbor Section address are increasingly limited. 1600 Harbor Sound Drive presents a compelling offering for the discerning buyer seeking a newly built waterfront estate in one of Sarasota’s most prestigious enclaves.
6001 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
$9,995,000259 Days on yellowkey MLS ID: A4667111
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 6959 Built: 2013 Tax: $105,194 (2024)Community: Longboat KeySpa: YesSingle Family
Taxes:$105,194
Elementary School: Anna Maria Elementary
High School: Bayshore High
Middle School: Martha B. King Middle
Remarks: A Gulf-Front Masterpiece on Longboat Key! This stunning Gulf-front estate is perfectly placed on nearly an acre of pristine Gulf-front property along the shoreline on Longboat Key. With direct Gulf frontage, this architectural masterpiece offers more than 6,900 square feet of refined interiors and panoramic views that stretch endlessly across the Gulf of Mexico. Designed for both privacy and grand-scale entertaining, the residence balances timeless craftsmanship with recent enhancements including a 2025 primary bath remodel, newer French doors, and resort-style pool and spa with natural gas heating and fire pit. From the moment you arrive through the circular drive, the home’s elegant façade, manicured landscaping, and elevated design make a commanding first impression. Inside, expansive living areas are defined by travertine and hardwood flooring, soaring coffered ceilings, crown molding, and walls of glass framing breathtaking views. The open floor plan flows effortlessly from the formal living and dining rooms to the family room and gourmet kitchen, designed for effortless entertaining. The chef’s kitchen showcases custom wood cabinetry, granite counters, a large island, high-end appliances, double ovens, and a breakfast nook overlooking the Gulf. The main-floor primary suite offers a serene retreat with direct beach views, its own private terrace, dual walk-in closets, and a spa-like new bath featuring dual vanities, stone counters, and a freestanding soaking tub. A private elevator connects all levels, including a versatile second-story loft, media room, and four additional bedrooms (some en-suite) providing ample comfort for family and guests. The outdoor living space defines Florida luxury—complete with an expansive travertine deck, heated pool and spa, summer kitchen, and multiple covered terraces designed for dining and relaxation. Enjoy vibrant sunsets over the Gulf from nearly every vantage point. The property also features new hurricane-rated French doors, a whole-house generator with raised platform, and a three-car side-entry garage with guest parking. Located on the prestigious north end of Longboat Key, this gated estate offers the perfect balance of seclusion and accessibility. Stroll along miles of private beach or take a short drive to the Longboat Key Club, offering championship golf, tennis, and fine dining. Just minutes away, St. Armands Circle and downtown Sarasota offer a vibrant mix of boutique shopping, art galleries, and acclaimed restaurants. With world-class marinas, cultural landmarks, and pristine beaches within reach, this exceptional residence captures the very best of Sarasota’s luxury coastal lifestyle. Offering an unparalleled combination of design, craftsmanship, and Gulf-front serenity, 6001 Gulf of Mexico Drive stands as a statement of timeless coastal elegance—where every sunset feels like home.
Listing Agent: Roger Pettingell (941-387-1840)
630 DE NARVAEZ DR, LONGBOAT KEY, FL 34228
$8,925,000394 Days on yellowkey MLS ID: A4653251
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4591 Built: 2022 Tax: $58,070 (2024)Community: Sleepy Lagoon ParkSpa: YesSingle Family
Taxes:$58,070
Remarks: This stunning Bayfront estate delivers over 480 feet of pristine Bayfront waterfront on a prime point property. True Longboat Key gold. Special features of this home include five bedrooms, five full bathrooms, hardwood floors, sky-high ceilings plus walls of glass. The home opens to multiple covered terraces built for soaking in endless Bay views and the best of Florida living at its finest. The open-concept layout blends indoor comfort with outdoor style, perfect for hosting or unwinding in total privacy. The kitchen is sleek and spacious with high end Wolf package and Sub Zero ready for gourmet meals or casual bites with a view. The adjoining family room also features a large stone fireplace. The primary suite is a retreat all its own with private terrace access, spa-style bath and water views that never quit. Outside, the lifestyle really takes off. A large Bayfront resort-style pool with a hot tub anchors the backyard, surrounded by multiple fire pits perfect for evening gatherings under the stars. Need space for guests? A separate guest house is available to design to your personal touch, offers total privacy and comfort, ideal for hosting family or friends without sacrificing your own space. This estate isn’t just a home it’s a waterfront playground built for bold living. There's kayak storage and room for multiple docks and all your water toys. The new seawall built in 2010 adds peace of mind. There is a four car garage. This North Longboat property is a must see for anyone seeking a luxurious lifestyle combined with natural beauty. With its modern amenities, prime location, and stunning views, it stands out as a dream home. Don’t miss the opportunity to make this exquisite residence your own. This north Longboat location is near many outstanding restaurants and Anna Maria Island. Watch dolphins and manatees and so many Florida birds glide past your backyard. The azure waters of the Gulf of Mexico and the beach are just steps away.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
6603 GULFSIDE RD, LONGBOAT KEY, FL 34228
$15,000,000433 Days on yellowkey MLS ID: A4648957
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4925 Built: 2025 Tax: $44,748 (2024)Community: Sleepy LagoonSpa: YesSingle Family
Taxes:$44,748
Remarks: Under Construction. You're in for something special with this new beachfront construction set to be completed by May, 2026. Located on over a quarter acre on Longboat Key, this contemporary luxury home is directly on the beach with stunning Gulf views. Designed with a modern coastal aesthetic, it’s built for both style and comfort. Inside no detail is overlooked. From sleek Walker Zanger porcelain tile to custom cabinetry and polished nickel fixtures, the finishes are top-tier. The gourmet kitchen features an expansive layout with a large waterfall-edge island, double Wolf ovens, Sub-Zero refrigeration, a full-size wine cooler, and a Wolf induction cooktop—everything you need for serious cooking or entertaining. Primary suite is a true showstopper with floor-to-ceiling glass sliders that open wide to a sweeping terrace. Gulf breezes flow through the space, and the shimmering azure water is always in view. Inside, the suite offers a spacious walk-in closet and a spa-like bath featuring tiled walls, a walk-in shower with multiple heads, a soaking tub, dual floating vanities, and a private water closet. Upstairs, an executive office and three generous bedroom suites—each with its own walk-in closet—gives plenty of space for family or guests. A fourth bedroom shares a cozy den, perfect for lounging or movie nights. The grand-level outdoor space takes full advantage of its beachfront setting with a 36-foot lap pool, sun shelf, heated spa, and a fully equipped summer kitchen with a grilling station—ideal for effortless entertaining, all just steps from the sand.
3481 BAYOU SOUND, LONGBOAT KEY, FL 34228
$1,950,00092 Days on yellowkey MLS ID: A4687106
REDUCED by $450,000 (18.8%) on 05/27/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3391 Built: 1986Monthly Fee: $104 Tax: $21,359 (2025)Community: Bay IslesSingle Family
Taxes:$21,359
Remarks: 60% OWNER FINANCING AVAILABLE - Step into a private coastal sanctuary at 3481 Bayou Sound, located within one of Longboat Key’s most exclusive gated communities. Accessed through two secured gates and a guarded entrance, this residence offers a level of privacy and security rarely found. Ideally situated just moments from Publix, and within walking distance to the marina, golf course, and premier waterfront dining, the home delivers both convenience and an elevated island lifestyle. Ownership includes access to the Bay Isles Beach Club, offering private beach access on the Gulf of America, along with barbecue areas, tables, and shaded spaces, perfect for effortless, all-day beach enjoyment. Inside, soaring cathedral ceilings create a dramatic, light-filled living space. The home has been thoughtfully upgraded with new flooring throughout, a fully renovated kitchen, and new hurricane impact windows and doors. The remaining front entry and garage doors will be replaced prior to closing, completing a full storm-ready envelope. Outdoors, enjoy true waterfront living with a brand new dock and lift, providing direct access to boating right from your backyard. A rare offering combining privacy, security, and effortless luxury in the heart of Longboat Key.
Listing is courtesy of: LUXIO REAL ESTATE LLC (941-266-0300)
Listing Agent: Hugo Gagliardi (941-266-0300)
591 #A GOLF LINKS LN, LONGBOAT KEY, FL 34228
$7,299,000133 Days on yellowkey MLS ID: A4681766
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4452 Built: 2025Monthly Fee: $17 Tax: $24,753 (2025)Community: Country Club Shores Sec 03Single Family
Taxes:$24,753
Remarks: Pre-Construction. To be built. Wake up to shimmering views, spend your afternoons on the water, and end your evenings watching the Sarasota skyline glow from your private rooftop deck. This is the kind of home that defines the Longboat Key lifestyle. To be built by Brista Homes and designed by Mark Sultana of DSDG Architects, this stunning residence is set on one of the largest canal-front lots in Country Club Shores—approximately 1/3 acre—offering the rare advantage of a true backyard, something rarely found on smaller properties, along with community deeded beach access just moments away. This impressive coastal residence offers an exceptional combination of size, location, and boating access. Positioned just one lot from Sarasota Bay, the setting provides both canal frontage and quick, effortless access to open water. Inside, 4,452 square feet of thoughtfully designed living space spans five bedrooms, five full baths, and two half baths—perfectly suited for hosting family and friends or accommodating extended stays. Architectural highlights include a wine closet beneath the open staircase and a striking two-way fireplace that anchors the main living areas. Private outdoor balconies, complemented by and outdoor kitchen, extend the living space and invite seamless indoor-outdoor living. Two laundry rooms add everyday convenience, while the layout balances openness with privacy, creating a home that feels both grand and livable. This house shines equally outside. A waterfall visible from the front door flows seamlessly into an infinity-edge pool, two outdoor showers – one right outside the master suite, newer seawall, and dock invite spontaneous days on the bay, sunset cruises, and weekends spent exploring the water. Above it all, the rooftop deck steals the show, featuring a private putting green and offering sweeping views of Sarasota Bay and downtown Sarasota, and a front-row seat for sunsets, fireworks, and unforgettable evenings under the stars. Ideally located just minutes from the Longboat Key Club, with membership opportunities and a short drive to the boutiques and dining of St. Armands Circle and vibrant Downtown Sarasota, this home places you at the center of everything that makes Longboat Key so desirable.
600 PUTTER LN, LONGBOAT KEY, FL 34228
$9,400,000537 Days on yellowkey MLS ID: A4633484
REDUCED by $1,100,000 (10.5%) on 05/19/2026
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5982 Built: 2017Monthly Fee: $17 Tax: $69,287 (2025)Community: Country Club Shores, Unit 5, Sec 3Spa: YesSingle Family
Taxes:$69,287
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)
771 MARBURY LN, LONGBOAT KEY, FL 34228
$2,500,00099 Days on yellowkey MLS ID: A4686401
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 3016 Built: 1985 Tax: $24,092 (2025)Community: Sleepy Lagoon Park 2Single Family
Taxes:$24,092
Remarks: One or more photo(s) has been virtually staged. Boaters will love this spacious elevated home in a premier waterfront location on Longboat Key with dock, lift and by boat it is just four homes from the intercoastal, open bay waters and a short boat ride to the Gulf. Built for large gatherings, this home is beautifully designed with loads of gathering and entertaining spaces. The open plan home was thoughtfully designed with five bedrooms, four with en-suite baths. The kitchen features custom wood cabinets and granite countertops. Entertaining will be a breeze with two large gathering spaces, including a great room with dining area and adjacent bonus room that would be a wonderful media or game room. Ground level highlights include two bonus areas and a huge four-car garage. The composite dock has a 10,000-pound boat lift, water and electric. Recent updates include hurricane windows and doors (2025), metal roof (2025), pool equipment and pool heater (2025) and interior freshly painted. This location on Longboat Key can't be beat with community beach access just across the street, and a heated pool and boating in your own backyard. This is the ideal home to create wonderful island memories.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Holly Switow (941-735-3186)
3636 FAIR OAKS PL, LONGBOAT KEY, FL 34228
$3,600,00096 Days on yellowkey MLS ID: A4686948
0 Days Off yellowkey (back on 5/8/2026)
REDUCED by $200,000 (5.3%) on 04/08/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3732 Built: 1990Monthly Fee: $833 Tax: $33,616 (2025)Community: Queens HarbourSpa: YesSingle Family
Taxes:$33,616
Remarks: Under contract-accepting backup offers. PCATTO! PAY CLOSE ATTENTION TO THIS ONE! There is so much to take in, so let’s start with some bullet points: DIRECT BAY BIG,BIG,BIG WATER VIEW. PRIVACY. 5BED/4.5BATH HOME. ELEVATOR. ALL NEW- DOCK WITH 16,000 LB. LIFT, ROOF, SKYLIGHTS, GUTTERS, OPERATIONAL WINDOWS, DOORS, SHUTTERS (FOR BAYFRONT FIXED WINDOWS), TRAVERTINE POOL DECK, GUNITE POOL SURFACE, FENCE, LANDSCAPING, EXTERIOR PAINT. The work is done for you! Landscaped with privacy in mind and positioned in the cul-de-sac as the last home on the direct Bay in lovely Queens Harbour. The outward attraction of this home will immediately drive your desire to explore further. And, once you enter thru the double glass entry, the exhilaration will overtake you. Bay views abound thru the wide-spread wall of glass that encompasses the common living areas of dinette, kitchen, living room, primary bedroom and bonus rooms. Sky-high ceilings and coastal flooring add to the wonder of this show-place and the fixtures that have been added define the finest of taste. Primary, 2nd and 3rd bedrooms, three full baths, as well as all common space (kitchen, dining, dinette, living room, family room), complete the first level of this home and upstairs you will find two more bedrooms, a bath, and flex space- ELEVATOR OR STAIRCASE ACCESSIBLE. The inside will amaze, but let’s be real- outside living is what Longboat Key is all about. Savor the sunrise from your private dock and ease into the day, poolside. Hop in the boat to head out for a sunset ride to your favorite waterfront dining spot and wrap up with a cocktail in the spa as you admire the stars and Sarasota lights across the Bay. Feel like the beach? Great!! You can do that too because with this home you are a part of Bay Isles which includes the private Beach Club and also provides an added sense of security with guarded and double-gated entry to your community.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Cindy Schatzle (941-587-7556)
7147 LA LENAIRE DR, LONGBOAT KEY, FL 34228
$5,000,000218 Days on yellowkey MLS ID: TB8448347
REDUCED by $235,000 (4.5%) on 05/07/2026
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 3503 Built: 1990Monthly Fee: $283 Tax: $33,963 (2023)Community: Jewfish KeySpa: YesSingle Family
Taxes:$33,963
Tax Year: 2023
Middle School: W.D. Sugg Middle
Remarks: A rare offering on Florida’s coveted west coast, this private island sanctuary feels worlds away yet remains moments from the region’s most beloved coastal destinations. Set on the exclusive 38-acre island of Jewfish Key (accessible only by boat), this remarkable 1.35-acre estate commands its own secluded shoreline and uninterrupted views of crystal clear waters. Inspired by Polynesian architecture and designed to dissolve the boundaries between indoors and out, this estate home unfolds through airy pavilions connected by elevated walkways. Towering palms and lush tropical landscaping envelop the home, while its 18-foot elevation ensures both peace of mind and panoramic, horizon-level vistas. Inside, the freshly reimagined kitchen serves as the gathering heart of the home, with sleek quartz countertops, modern cabinetry, and a spacious oversized island that effortlessly bridges culinary function and relaxed entertaining. Expansive sliding glass doors draw natural light into the living space and frame sweeping views of the sandbar and bay, perfect for sunset watching. The main residence includes four bedrooms and four-and-a-half baths, plus a separate guest suite offering an additional bedroom, kitchen, and full bath, ideal for hosting with comfort and privacy. The primary suite is where the pace of the island truly settles in. Wake up to wide-open bay views, linger with coffee in the sitting area, or enjoy a glass of wine as the sun sinks toward the horizon. The ensuite feels fresh and spa-like, with a soaking tub, walk-in shower, and water views. A series of screened porches and wraparound decks encourage slow living, morning yoga on the deck, afternoon reading in the shade, sunset grilling and cocktails overlooking the Gulf. Outdoors, a newly installed pool and spa with a sun shelf and expansive sundeck overlook the storied Jewfish Key Sandbar. A private dock with jet ski lift offers instant access to calm waters perfect for fishing, snorkeling, paddle boarding, or exploring neighboring Longboat Key and Anna Maria Island, both just minutes away by boat and beloved for dining, boutique shopping, and laid-back coastal culture. Equal parts island hideaway and refined coastal home, this one-of-a-kind property offers the rare combination of true privacy, effortless access, and natural beauty, set against a backdrop of turquoise water, powder soft sand, and endless sky. Here, relaxation, adventure, and natural beauty converge in a setting that feels almost like an escape, yet unmistakably home.
Listing is courtesy of: SIGHT REAL ESTATE, LLC (877-361-0878)
Listing Agent: Chase Moore (727-325-7272)
550 YARDARM LN, LONGBOAT KEY, FL 34228
$3,775,000216 Days on yellowkey MLS ID: A4672604
0 Days Off yellowkey (back on 5/1/2026)
REDUCED by $20,000 (0.5%) on 04/28/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4281 Built: 2006Monthly Fee: $23 Tax: $16,615 (2024)Community: Country Club Shores Sec 02Spa: YesSingle Family
Taxes:$16,615
Remarks: Under contract-accepting backup offers. Motivated seller ….ELEVATED Waterfront Luxury on Longboat Key! Welcome to 550 Yardarm Lane, where the elegance of Longboat Key meets the ease of Florida’s coastal lifestyle in the coveted Country Club Shores. This waterfront masterpiece isn’t just a home, it’s your front-row seat to paradise, where boating, beach walks, and year-round sunshine are part of everyday life. Step inside and be instantly captivated by sparkling water views, soaring spaces, and the perfect blend of casual comfort and refined luxury. Designed for both relaxation and unforgettable entertaining, this 5-bedroom, 5.5-bath retreat is tailor-made for hosting family and friends in style. PRIME WATERFRONT LIVING - Private dock on a deep-water canal with no-bridge access to the bay, perfect for your weekend cruiser. LIGHT & BRIGHT OPEN LAYOUT - Walls of glass bring the outdoors in, filling the home with sunshine and stunning water views. ELEVATOR - Effortless access to main living levels from the three car garage. CHEF’S DREAM KITCHEN - High-end appliances, custom cabinetry, and an oversized island ready for gourmet meals and lively gatherings. LUXURIOUS SUITES - Owner’s retreat with a private balcony, spa-inspired bath, and dual walk-in closets. MOVIE ROOM - Your own private theater for cozy nights in. OUTDOOR OASIS - infinity pool, spacious patio, and lush landscaping for poolside lounging or sunset soirees. All this just steps to your DEEDED BEACH ACCESS and minutes from the world-class dining, shopping, and cultural treasures of St. Armands Circle and Downtown Sarasota. Whether you’re dreaming of a full-time Florida home or a seasonal escape, 550 Yardarm Lane delivers the ultimate Longboat Key lifestyle.
Listing is courtesy of: QUEST PROPERTIES INC (941-504-1111)
Listing Agent: Melanie Russell (941-879-5882)
592 JUAN ANASCO DR, LONGBOAT KEY, FL 34228
$4,000,00057 Days on yellowkey MLS ID: A4691388
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3600 Built: 2027 Tax: $6,949 (2025)Community: Sleepy Lagoon ParkSpa: YesSingle Family
Taxes:$6,949
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, a premier luxury builder known for crafting high-end coastal residences with exceptional attention to detail and durability, this stunning new construction home at 592 Juan Anasco Dr offers an unparalleled blend of sophistication, comfort, and waterfront living. Perfectly positioned on a canal-front lot in Longboat Key, this 5-bedroom, 5.5-bath residence is thoughtfully designed to capture the essence of refined coastal living. Expansive windows, soaring ceilings, and a light-filled interior create an inviting atmosphere, while the home’s modern coastal aesthetic is complemented by carefully curated finishes and timeless design elements that elevate every space. The spacious and well-appointed floor plan offers a seamless balance of functionality and privacy, making it ideal for both everyday living and elevated entertaining. Generous living areas provide a welcoming environment for gathering, while the primary suite serves as a true retreat—offering a peaceful escape with a spa-like feel. Each additional bedroom is designed with comfort in mind, providing flexibility for guests, family, or extended stays. Step outside to your private waterfront oasis, where a resort-style setting invites relaxation and effortless entertaining. Whether hosting friends, enjoying quiet evenings by the water, or taking advantage of Florida’s year-round sunshine, this outdoor space is designed to be experienced. With direct canal access, boating enthusiasts will appreciate the ability to enjoy the Intracoastal lifestyle right from their backyard. Built to meet current FEMA guidelines and elevation requirements, this home offers enhanced protection, improved insurance efficiency, and long-term peace of mind—an essential advantage for waterfront properties. The elevated construction is thoughtfully designed to perform in coastal conditions while maintaining both functionality and architectural appeal. Living on Longboat Key means embracing a lifestyle that is both refined and relaxed. Known for its pristine Gulf beaches, world-class golf, and exclusive residential feel, the island offers a quieter, more private alternative to neighboring destinations. Residents enjoy convenient access to the renowned shops and restaurants of St. Armands Circle, the cultural attractions of downtown Sarasota, and nearby marinas, beach clubs, and nature preserves. From morning walks along the shoreline to sunset cruises and evenings of coastal dining, every day feels like a getaway. This is more than a home—it’s a lifestyle defined by waterfront elegance, modern construction standards, and one of Florida’s most sought-after coastal communities. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
3408 FAIR OAKS LN, LONGBOAT KEY, FL 34228
$2,595,000246 Days on yellowkey MLS ID: A4667842
0 Days Off yellowkey (back on 4/28/2026)
REDUCED by $50,000 (1.9%) on 04/28/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4510 Built: 1992 Tax: $20,206 (2024)Community: Coreys LandingSpa: YesSingle Family
Taxes:$20,206
Remarks: Under contract-accepting backup offers. Elegant 5BR/5BA home in the gated community of Corey’s Landing within Bay Isles on Longboat Key. With over 4,500 sq ft, this spacious two-story residence offers open living areas, soaring ceilings, and refined design for both comfort and style. The light-filled great room with 22-ft ceilings opens to a gourmet kitchen with stone countertops, breakfast bar, and stainless-steel appliances. The main-level primary suite features pool access, dual vanities, soaking tub, and walk-in shower. A fifth bedroom or office, full bath, laundry room, and elevator complete the first floor. Upstairs includes three en-suite bedrooms, including a guest suite with private balcony and golf course and bay views. Outdoor living includes a screened lanai, heated pool and spa, and lush tropical landscaping. Updates include 2018 roof, new A/C (2023), tankless water heaters, and new pool/spa motors. Owners enjoy deeded beach access at the Bay Isles Beach Club plus community tennis, pool, spa, kayak launch, and 24-hour gated security. Close to the Longboat Key Club, offering world-class golf, tennis, marina facilities, dining, and a private Gulf-front beach experience, as well as the shops and restaurants of St. Armands Circle.
Listing Agent: Bruce Myer (941-376-5311)
501 NORTON ST, LONGBOAT KEY, FL 34228
$2,995,000112 Days on yellowkey MLS ID: A4683196
REDUCED by $255,000 (7.8%) on 04/22/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3042 Built: 1994 Tax: $25,276 (2025)Community: Sleepy Lagoon Park 2Spa: YesSingle Family
Taxes:$25,276
Remarks: PRICE IMPROVEMENT! In the tranquil north end of Longboat Key, where Gulf breezes drift through the palms and the pace slows to a whisper, this extraordinary beach retreat captures the essence of refined coastal living. Positioned on nearly half an acre of canal front property and encompassing over 3,000 square feet of interior living space (more than 6,000 square feet total), the residence sits just across from the ultra convenient public beach access. This unique residence offers the rare luxury of both boating and beachside lifestyles in one remarkable setting. Recently transformed through a stunning renovation and offered turnkey furnished, the five bedroom, three bath waterfront home showcases long, picturesque canal views and an effortless indoor outdoor flow. A NEW ROOF in 2023 and new impact windows were installed in 2022 provide peace of mind. Vaulted ceilings and light-filled spaces that feel both expansive and inviting. At the heart of the home, the chef’s kitchen blends timeless style with modern performance, featuring classic shaker cabinetry, gleaming white quartz countertops, high-end white Café appliances, and generous island seating ideal for gathering. The primary suite is a private sanctuary of nearly 700 square feet, complete with dual walk-in closets and a spa-inspired bath designed for indulgence, including a dramatic double soaking tub with jets, fireplace and TV, a Moen technology-enhanced shower, and electronic Woodbridge toilets that elevate daily living with comfort and innovation. Each of the guest bedrooms offer sizeable walk in closets. Step from the screened lanai off the living room down to a resort-caliber outdoor environment that rivals the finest destinations, where a heated pool and spa anchor the space alongside a putting green, waterfront fire pit, game area, and a beautifully pavered outdoor kitchen designed for effortless entertaining. For boating enthusiasts, the property is exceptionally equipped with a 10,000-pound boat lift and a second dock for added enjoyment. Substantial non-conforming enhanced storage beneath the home and a spacious three-car garage provide versatility without compromising luxury, making this a rare waterfront compound where mornings begin at the beach, afternoons unfold on the water, and evenings are spent poolside under the stars. Located a short distance to the Bridge Street Pier which offers ample dining, shopping and entertainment options, this residence truly is the ultimate beach getaway.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Keith Redding (941-894-4216)
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
Taxes:
Tax Year:
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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Michael Moulton (941-928-3559)
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