Location: Longboat Key
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
210 SANDS POINT RD #2402, LONGBOAT KEY, FL 34228
$999,90037 Days on yellowkey MLS ID: A4696591
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 642 Built: 1982 Tax: $10,500 (2026)Community: Inn On The Beach Ph ISpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,500
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2026
Middle School: Booker Middle
Remarks: The Resort at Longboat Key Club – Gulf Front Condo-Hotel Investment Opportunity Best Priced Beachview Condo. Rxperience the best of coastal luxury and income-producing ownership at The Resort at Longboat Key Club. This beautifully renovated, turnkey one-bedroom Club Suite offers breathtaking direct views of the Gulf of Mexico, overlooking both the pristine beach and resort-style pool. Designed for effortless ownership, this exceptional residence is currently enrolled in the resort's rental program and professionally managed in partnership with Opal Hospitality, allowing owners to enjoy personal use while generating rental income.Whether you're seeking a vacation retreat, an investment property, or both, this Gulf-front suite delivers an unparalleled resort lifestyle. Ideally located just minutes from St. Armands Circle, you'll enjoy easy access to boutique shopping, exceptional restaurants, arts, culture, and all that Sarasota's Gulf Coast has. Recent renovations provide a fresh, modern coastal aesthetic, making this residence truly move-in ready. Don't miss this rare opportunity to own a piece of paradise in one of Florida's most sought-after luxury resort destinations. Enjoy the benefits of resort ownership, professional management, and spectacular Gulf views—all in one extraordinary property. Guests and owners alike enjoy world-class amenities, including: 45 holes of championship golf Award-winning tennis facilities Full-service marina Luxury spa and wellness services Fine dining and resort lounges Beachfront pool and private beach access Concierge and maid service
Listing is courtesy of: MY FLORIDA BROKER (941-932-2707)
Listing Agent: Patti Bosco (941-932-2707)
1571 HARBOR CAY LN, LONGBOAT KEY, FL 34228
$4,550,000291 Days on yellowkey MLS ID: A4666688
REDUCED by $200,000 (4.2%) on 04/29/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4209 Built: 1987 Tax: $16,980 (2024)Community: Bay IslesSingle Family
Taxes:$16,980
Tax Year: 2024
Remarks: Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor Section—an exclusive boating community with only 67 custom residences on south Longboat Key. Designed for elegance and comfort, this timeless 4-bedroom, 3.5-bath estate welcomes you with a dramatic open main living area featuring soaring 23-foot ceilings filled with natural light, rich oak flooring, custom lighting and a gas/wood-burning fireplace. Expansive walls provide the perfect showcase for fine artwork, while the spacious living and dining areas flow seamlessly into a warm family room and a chef’s dream kitchen. The gourmet kitchen is equipped with custom mahogany cabinetry, premium stainless-steel appliances including an induction cooktop, a large island topped with quartzite countertops, and a bright breakfast area overlooking the pool and waterway. Sliding glass doors lead to your private outdoor oasis—a massive 28-foot saltwater pool with solar heating and a partially covered patio with heat-resistant coral stone tile. The luxurious master suite offers two walk-in closets, a sitting area or office, and a spa-inspired bathroom with translucent onyx walls and flooring, a soaking tub, and an oversized shower. Additional features include a large laundry and craft room, an oversized two-car garage with workbench, hurricane-impact windows and doors, reinforced garage doors, and a brand-new concrete tile roof. A beautifully landscaped circular drive welcomes guests, while the deep-water bayou behind the home provides direct access to Sarasota Bay—ideal for boating enthusiasts. Residents of Bay Isles enjoy 24-hour gated security, membership to the Bay Isles Beach Club, and close proximity to the Longboat Key Club, St. Armands Circle, world-class dining, shopping, and the brand-new five -star St. Regis Longboat Key Resort. This exceptional property offers the best of luxury, privacy, and the coveted waterfront lifestyle on Florida’s Gulf Coast.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Julie Klick (941-780-6001)
2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, FL 34228
$899,000140 Days on yellowkey MLS ID: A4683112
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1235 Built: 1970 Tax: $7,576 (2025)Community: Islander Club Of LongboatCondo
Taxes:$7,576
High School: Riverview High
Tax Year: 2025
Remarks: Welcome to The Islander Club — your turnkey getaway awaits! Step into coastal living with this beautifully updated residence offering effortless style and year-round relaxation. The open, sun-filled layout features tasteful luxury finishes and seamless access to a 38-foot terrace, perfect for unwinding after a day at the beach. Unit 54S has been thoughtfully upgraded throughout, showcasing wood flooring, an updated kitchen with stainless steel appliances, refreshed bathrooms, and unique architectural details that add character and charm. The sunlit primary bedroom includes an ensuite bathroom, a large walk-in closet, and a cozy seating area ideal for reading or enjoying your morning coffee. The spacious second bedroom welcomes guests with terrace access and a generous closet for added storage. The Islander Club’s resort-style amenities include a private 400' beachfront, heated pool, brand-new fitness center, two new sauna rooms, a Har-Tru™ tennis court, two pickleball courts and on-site management for true lock-and-leave convenience. The Islander Club has recently completed an extensive series of capital improvements that elevate both the structural integrity and the everyday experience of the community. Enhancements include exterior stucco repairs and balcony waterproofing, new roofs on the carports, clubhouse, and both residential towers, and modernized pool facilities with new resurfacing, tile, and equipment. Additional upgrades such as refreshed landscaping and lighting, hurricane-rated windows and doors, and a fully renovated fitness center further enhance the appeal and long-term value of the property. Whether you’re seeking a seasonal retreat or a full-time coastal home, this move-in-ready gem delivers the best of island living and peace of mind.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Julie Lojacono Mackie (773-704-1438)
3563 FAIR OAKS LN, LONGBOAT KEY, FL 34228
$2,650,00048 Days on yellowkey MLS ID: A4695291
1 Days Off yellowkey (back on 6/20/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3544 Built: 1996Monthly Fee: $833 Tax: $16,169 (2025)Community: Queens HarbourSpa: YesSingle Family
Taxes:$16,169
Remarks: Under contract-accepting backup offers. Behind the private gates of Bay Isles, this exquisitely renovated four-bedroom, four-and-a-half-bath residence in Queens Harbour presents a refined interpretation of coastal living, where timeless elegance, thoughtful design, and relaxed Longboat Key luxury come together seamlessly. Beautifully appointed and move-in ready, the home welcomes you with an open, light-filled floor plan enhanced by hardwood flooring throughout, fresh interior paint, new baseboards, plantation shutters, new hurricane-impact windows throughout, and vaulted ceiling in the great room. Designer details elevate the interiors, including Philip Jeffries grasscloth in the foyer and Serena & Lily wallpaper in the powder bath, adding texture, warmth, and sophistication. At the heart of the home, the newly redesigned chef’s kitchen blends classic style with everyday functionality. Features include custom shaker-style cabinetry, an oversized island, honed marble countertops, a Viking Professional Series gas cooktop, new built-in refrigerator, all new appliances, extended upper and lower cabinetry, and a charming breakfast area. The kitchen opens gracefully to the main living spaces, creating an elegant yet comfortable setting for entertaining and daily living. The desirable floor plan offers a spacious first-floor primary suite, an additional first-level guest suite with en-suite bath, a private office, formal dining room, and expansive great room. Each space has been thoughtfully updated to feel polished, inviting, and effortlessly livable. Outdoors, a tranquil private retreat awaits with a covered patio, pool and spa, fenced yard, and lush tropical landscaping, offering the ideal backdrop for quiet relaxation or intimate gatherings. Queens Harbour residents enjoy the coveted Bay Isles lifestyle, including private access to the Bay Isles Beach Club on the Gulf of Mexico. Optional membership at the Longboat Key Club provides additional access to golf, tennis, boating, dining, and resort-style amenities. Elegant, beautifully updated, and perfectly positioned within one of Longboat Key’s most desirable gated communities, this Queens Harbour residence captures the essence of refined island living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
510 PUTTER LN, LONGBOAT KEY, FL 34228
$2,875,000193 Days on yellowkey MLS ID: A4676878
0 Days Off yellowkey (back on 6/18/2026)
REDUCED by $50,000 (1.7%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2253 Built: 1968 Tax: $17,343 (2024)Community: Country Club ShoresSpa: NoSingle Family
Taxes:$17,343
Remarks: Under contract-accepting backup offers. Welcome to 510 Putter Lane, a stunning canal-front retreat nestled in the coveted Country Club Shores community on the south end of Longboat Key. Completely renovated with meticulous attention to detail, this turnkey furnished 3-bedroom, 2-bathroom residence offers coastal luxury and modern convenience just moments from Sarasota Bay and the Gulf of Mexico and walking distance to the beach. From the moment you arrive, the home's crisp curb appeal hints at the exceptional updates within. A brand-new 24-gauge standing seam metal roof (2025) crowns the home, complemented by all-new impact-rated windows, sliding glass doors (2024), and an elegant new front door (2024), ensuring peace of mind and energy efficiency. Step inside to find an open-concept layout bathed in natural light, where engineered hardwood flooring flows seamlessly throughout. The expansive great room features an electric fireplace set in a stacked stone lighted niche, creating a cozy yet elegant focal point. Plantation shutters, new lighting fixtures, ceiling fans, and recessed lighting add both style and comfort. The gourmet kitchen is a chef’s dream, anchored by a six-burner gas range with a pot filler, custom range hood, quartz countertops, and a suite of brand-new appliances including a refrigerator/freezer, dishwasher, microwave, and ice maker. Soft-close cabinetry offers generous storage, while the floor-to-ceiling built-in wine rack provides a striking and functional design element perfect for entertaining. Both bathrooms have been completely transformed with new tile, cabinetry, lighted mirrors, and high-end fixtures, delivering a spa-like experience. Every inch of this home has been curated for relaxed coastal living with no detail overlooked. Step outside to your private backyard oasis where a newly resurfaced pool and shell stone deck (2024) invite hours of sun-soaked enjoyment. The lush new landscaping and custom landscape lighting enhance the ambiance, while new rain gutters and a new Seawall Cao (2024) will help protect your investment year-round. Boaters will appreciate the direct, no-bridge access to Sarasota Bay. There is also the convenience of a Deed Beach Access! Whether you're spending the day on the water or relaxing poolside at home, this property delivers the quintessential Florida lifestyle. Additional updates include a recently replaced A/C system (2023), ensuring year-round comfort. Offered fully furnished and turnkey, 510 Putter Lane is move-in ready and designed for immediate enjoyment. Country Club Shores is one of Longboat Key’s most sought-after neighborhoods, known for its deepwater canals, beach access, and proximity to the Longboat Key Club, St. Armands Circle, and downtown Sarasota. Rest easy knowing this coastal dream home had no hurricane damage from 2024's storms! Whether you're seeking a primary residence, vacation getaway, or investment property, this exceptional home checks every box. Don’t miss this rare opportunity to own a completely renovated waterfront gem in one of Longboat Key’s most desired communities. 510 Putter Lane offers everything you need—style, substance, and the ultimate coastal lifestyle.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228
$899,00062 Days on yellowkey MLS ID: A4693834
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1492 Built: 1966 Tax: $3,929 (2025)Community: Sands PointCondo
Taxes:$3,929
Remarks: Under contract-accepting backup offers. BACK ON THE MARKET with a New Price and Turn Key! Welcome to your slice of paradise, where coastal living reaches new heights of sophistication, and nestled inside the gates of the Longboat Key Club. This gorgeous 1492 sq. ft. water front residence underwent a total transformation in 2023, and the results are nothing short of spectacular. Step inside this bright second floor residence and discover a two bedroom and two baths, with a view that feels serene, luxurious, and unmistakably coastal. This condo comes with a view of the private marina tucked away in a quiet cove, where you can enjoy watching the dolphins at play. Towering palm trees frame the scene beautifully, with the curved waterfront drive adds a resort-style elegance to this one-of-a-kind property. This kitchen has a bright, modern, upscale feel with a clean coastal-inspired design. White shake-style cabinetry with sleek brushed nickel handles, extending all the way to the ceiling for extra storage. Exotic granite counters, matched with a sleek white Carrara marble back splash. Stainless steel appliances, and a deep undermount sink with a tall industrial-style spring faucet. The expansive great room steals the show, with a dramatic wall of windows, open concept and LVP flooring thru out. Both bathrooms feature quartz counter tops, tiled floors and walk in showers. HVAC 2020. Community amenities abound – enjoy the private beach with tiki’s, lounge chairs, pool, spa, library, community room with kitchen, marina access, bicycle storage, kayak launch, and additional owner’s storage space. With in walking distance to well renowned St Armands Circle for shopping and dining experiences. The pristine white sandy beach and gentle turquoise waters are calling your name. Schedule your private showing today and discover the lifestyle you deserve.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Diane Smith (941-313-4957)
2600 HARBOURSIDE DR #C13, LONGBOAT KEY, FL 34228
$489,500126 Days on yellowkey MLS ID: A4686064
Bed: Bath: 0.0 Monthly Fee: $411 Tax: $2,681 (2025)Community: Bay IslesDock-Rackominium
Taxes:$2,681
Remarks: 72' x 21' Boat Slip on C-Dock at Longboat Key Moorings Marina for Sale ~ AND THERE IS NO MEMBERSHIP REQUIREMENT to join The Longboat Key Club (which is now $115,000) and the annual fee of $8388 plus food & beverage fees. The beauty of this TWO-LEVEL dock is... there is no covenant BUT if you chose to join the Longboat Key Club, there are multiple membership packages to choose from which give you access to multiple restaurants, the beach club and poolside restaurants, more information can be provided upon request. The Longboat Key Moorings is strategically located on the beautiful exclusive island of Longboat Key ~ just a few minutes to St. Armands Circle, downtown Sarasota or Bradenton Beach. This amazing location provides direct access to Sarasota Bay and the ICW and the Gulf of America. The LBK Moorings is a deep water ~ state-of-the art marina ~ offering full services, with a touch of class and personal attention seldom found elsewhere. World class facilities on this spectacular island provides storm-protected deep water yacht slips, Dock Crew, Harbor Concierge, 24-hour manned Guard Gate and much more. Each slip has Cable TV, Electricity, Water and Wi-Fi. There also is an on-site service department for repair and maintenance needs, as well as, on-site fuel service, and pump out service. An amazing location with quick access to great shops and dining at St Armands Circle and from there a Classic Sarasota Trolley will take you into downtown Sarasota and back! Your Gateway to the Gulf! Imagine stepping aboard your boat just minutes from the sparkling waters of the Gulf of Mexico. This exceptional boat slip in beautiful Longboat Key offers the perfect combination of convenience, protection, and access for serious boaters and coastal lifestyle lovers alike. Perfectly positioned for effortless cruising, this dock provides quick, unobstructed access to the open waters of the Gulf—no long no-wake zones or complicated navigation. From here, you’re only moments away from world-class fishing, sunset cruises, and exploring the stunning coastline. Owning a dock in Longboat Key means more than just a place to park your boat—it’s an invitation to enjoy sun-drenched days on the water, dolphin sightings, world-class fishing, and unforgettable sunsets. Why This Location Stands Out • Quick boating access to Sarasota Bay and the Gulf • Close to waterfront dining, marinas, and fuel • Situated in one of Florida’s most sought-after boating communities Rare Opportunity Boat slips in Longboat Key are highly coveted and rarely available. Whether you’re a local boater, seasonal resident, or investor looking for premium waterfront access, this is your chance to secure a piece of paradise.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Rian Stogsdill (941-735-6010)
2367 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228
$949,500229 Days on yellowkey MLS ID: A4670055
0 Days Off yellowkey (back on 6/15/2026)
REDUCED by $35,500 (3.6%) on 06/04/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2219 Built: 1986Monthly Fee: $1,617 Tax: $11,977 (2024)Community: Harbour Oaks 2Villa
Taxes:$11,977
Remarks: NEW PRICE: Lives like a single family home! This 3 bedroom, 2 1/2 bath villa with over 2,200 sq.ft and an attached 2-car garage offers all the privacy and convenience of a private home and all the convenience of a maintenance free community. Located on #2 hole of the White Egret course on the Harbourside Golf Course in the Longboat Key Country Club. This home is in a secure gated community with only 42 villas in Harbour Circle with a community pool and spa and membership access to the deeded private beach club. This home boasts vaulted ceilings, multiple hurricane skylights, hurricane windows, sliders and front door, private atrium and new roof with trusses in 2025, coming completely furnished. Enjoy your morning coffee and dozens of magnificent sunsets on your large two level lanai. Enjoy a walk to Publix, CVS and several Banks close to your community. Only a short drive to Saint Armand's Circle and downtown Sarasota where you will find numerous options for shopping, dinning, theatres, ballet, opera and galleries.
Listing Agent: Sandra Endres (941-735-2527)
2055 GULF OF MEXICO DR #G2-109, LONGBOAT KEY, FL 34228
$875,000145 Days on yellowkey MLS ID: A4681602
REDUCED by $24,000 (2.7%) on 06/12/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1492 Built: 1974 Tax: $7,398 (2025)Community: Seaplace ICondo
Taxes:$7,398
Remarks: NEW PRICE ADJUSTMENT: Rarely available and a wonderful opportunity to own a three bedroom/two bath condominium located in a garden building with partial gulf views from all rooms. walk out to your lanai and enjoy the beautiful flowering trees & foliage. Bright and spacious with travertine tile and wooden flooring throughout, stainless steel appliances and cambria quartz countertops in the kitchen and both bathrooms. Plantation shutters on all windows and ceiling fans in the bedrooms & lanai. Beautiful crown molding in the living area & stunning light fixtures throughout. Newly installed Hurricane windows in all rooms and the sliding glass door in the living area. Coming with two parking spaces, one covered and one uncovered. Located in the beautiful community of Seaplace on 42 acres of land right on the Gulf of America. There are many amenities to enjoy, a half mile of gorgeous beach, two swimming pools with spas, kiddie swimming pool and playground area, fitness room, sauna, clubhouse for entertaining and enjoying many social events. Being on the south end of Longboat Key you are less than a mile to Publix, CVS & three different banks and only a few miles to famous Saint Armand's Circle where you will enjoy boutique shopping and fabulous restaurants and downtown Sarasota has a litany of options to enjoy as well, which includes Live Theatre, Opera, Ballet, Sarasota Orchestra, Art Galleries and not to leave out the variety of choices for dining and shopping.
100 SANDS POINT RD #303, LONGBOAT KEY, FL 34228
$915,00036 Days on yellowkey MLS ID: A4696825
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1941 Built: 1966 Tax: $10,001 (2025)Community: Sands PointSpa: NoCondo
Taxes:$10,001
Remarks: Don’t miss this rare opportunity to call Sands Point home – an iconic beachfront community widely regarded as the crown jewel of Longboat Key. Nestled on the island’s coveted southernmost tip, this move-in-ready residence offers breathtaking sunsets and an unparalleled coastal lifestyle. Offered at an attractive value, this coastal escape presents a rare opportunity for the new owner to add their own finishing touches and create a truly personalized retreat. Welcome to your slice of paradise, where every day feels like a five-star coastal retreat, nestled inside the gates of the Longboat Key Club. Gracefully framed by towering palms, the curved waterfront drive creates a memorable sense of arrival, setting the tone for this one-of-a-kind mid-century modern residence where coastal elegance and timeless design converge. This spacious 1941 square feet, with its open floor plan feels more like a home than a condo. Step inside this bright third floor residence and discover a two bedroom, an office staged as a 3rd. bedroom and two baths, set in a split plan for privacy. Thoughtfully designed with warm custom cabinetry, elegant stone-inspired surfaces, and contemporary stainless appliances, this kitchen combines timeless craftsmanship with effortless coastal living. Floor to ceiling expanses of glass span the living area, offering a panoramic garden view and bathing the room in sunshine. The oversized layout provides endless possibilities for entertaining, gathering or simply enjoying the peaceful surroundings. Community amenities abound – enjoy the private beach with tiki’s, lounge chairs, pool, spa, library, community room w/ kitchen, marina access, bicycle storage, kayak launch, and additional owner’s storage space. Within walking distance to the well-renowned St Armands Circle for shopping and dining experiences. The pristine white sandy beach and gentle turquoise waters are calling your name. Schedule your private showing today and discover the lifestyle you deserve.
1211 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228
$1,590,000262 Days on yellowkey MLS ID: A4669896
5 Days Off yellowkey (back on 6/12/2026)
REDUCED by $85,000 (5.1%) on 04/19/2026
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2100 Built: 1985 Tax: $14,792 (2025)Community: PromenadeSpa: YesCondo
Taxes:$14,792
Remarks: Rarely available north-side corner residence at The Promenade showcases panoramic views of the Gulf of Mexico, Sarasota Bay, white sandy beaches, and the sparkling city skyline. This beautifully designed 2,100 sq. ft. “E” floor plan features two bedrooms plus a den/3rd bedroom (with an en-suite full bath) and three bathrooms, with a spacious split layout that captures natural light and breathtaking vistas from every room. The expansive living and dining areas flow seamlessly to two private terraces—set your morning coffee down as you watch the sunrise over the bay, and end the day with a glass of wine while taking in the sunset over the Gulf. A stylish wet bar adds the perfect touch for entertaining. The kitchen is a showpiece, featuring 2022 installed Sub Zero refrigerator/freezer, GE Monogram stainless-steel induction cooktop and oven, ASCO dishwasher and GE Monogram microwave / convection oven combo, a white subway tile backsplash, quartz countertops, sleek contemporary white cabinetry, and an eat-in area overlooking the bay. Engineered white oak hardwood floors extend throughout, adding warmth and sophistication. The primary suite offers stunning Gulf views, built-in cabinetry, and two walk-in closets, while the guest suite enjoys downtown views and a private bath. The third bedroom/den opens to a terrace overlooking the Gulf. Includes one deeded parking space and access to resort-style amenities—concierge, 24-hour security, fitness center, an Olympic-size heated pool, four Har-Tru tennis courts, and more.
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
370 GULF OF MEXICO DR #432, LONGBOAT KEY, FL 34228
$1,495,000308 Days on yellowkey MLS ID: A4664832
1 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2900 Built: 1994 Tax: $8,814 (2024)Community: Tangerine Bay ClubSpa: NoCondo
Taxes:$8,814
Remarks: PENTHOUSE. Delight in scenic views of Sarasota Bay in this custom-designed, rare 4 bedroom, 4.5 bathroom in the gated resort-style Tangerine Bay community on the southernmost tip of Longboat Key. The residence is only minutes from St. Armand's Circle, across the street from the Longboat Key Club, and a short driving distance to the Bay Isles Beach Club and vibrant downtown Sarasota. Filled with abundant natural light, the spacious condominium features soaring ceilings, a great room with gas fireplace, marble foyer and gallery for displaying artwork, and private gated courtyard. All bedrooms are ensuite. New sliding glass doors in the primary suite and new glass window in the great room open to a tiled terrace where you can start your day with a cup of coffee while watching the sunrise over the lagoon and Bay. An additional west-facing terrace upstairs boats golf course and sunset views. The well-equipped kitchen includes stone counters, breakfast bar, large pantry and morning room. There is also a fully enclosed two-car garage with plenty of storage space as well as two AC units in the condominium. The Tangerine Bay Club community boasts beautifully manicured walking paths, amid newly planted tropical greenery as well as many amenities, including a pool with waterfalls, fitness center, a tennis/pickleball court, plus a day boat dock and fishing pier on the Bay. Residents have the option of joining the Beach Club (normally reserved for only Bay Isles residents) on the Gulf of America.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Steve Walter (941-809-0907)
250 SANDS POINT RD #5101, LONGBOAT KEY, FL 34228
$995,000242 Days on yellowkey MLS ID: A4672352
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 716 Built: 1982 Tax: $9,119 (2025)Community: Inn On The Beach Ph IiSpa: YesCondo
Taxes:$9,119
Remarks: A corner A+ junior suite with a walk-down rarely becomes available. It offers quiet and private golf course views and was completely renovated, with the added benefit of being in the hotel program. A separate bedroom from the living room, with a pullout sofa, offers more flexible sleeping arrangements. The living room and bedroom open directly to your private balcony, with stairs leading to the additional open patio area, which is the advantage of the walk-down. There is also added luxury of in-unit laundry. The primary en-suite bath has double sinks and a full shower, with private access for your guests. There is also plenty of closet space. The resort at Inn on the Beach offers a variety of dining experiences, including a pool, a fitness center, a full-service spa, championship golf, tennis and more. Conveniently on southern Longboat Key, just minutes to St. Armands Circle, with its restaurants and shopping, along with Sarasota and all it offers.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Dennis Girard (941-809-0041)
1281 GULF OF MEXICO DR #708, LONGBOAT KEY, FL 34228
$3,275,000188 Days on yellowkey MLS ID: A4677632
1 Days Off yellowkey (back on 6/11/2026)
Bed: 3 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 3273 Built: 1999 Tax: $26,304 (2024)Community: Water Club At Longboat KeySpa: NoCondo
Taxes:$26,304
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Welcome to an extraordinary corner residence at The Water Club where timeless elegance meets effortless coastal living on Longboat Key. Offering 3,275 square feet of beautifully designed interior space, this 3-bedroom, 4.5-bath condominium captures sweeping unobstructed expansive views of the Gulf of Mexico, glowing sunsets, Sarasota Bay, and the city skyline from nearly every room. Floor-to-ceiling windows and expansive sightlines fill the home with natural light, creating a serene and sophisticated atmosphere throughout. Designed with refined craftsmanship, the residence showcases custom woodworking, hardwood floors, and soaring 10-foot ceilings that enhance the sense of scale and luxury. The thoughtfully designed layout provides generous living and entertaining spaces while maintaining privacy for guests. The home is in true move-in condition and has been thoughtfully updated with all-new appliances in 2025, blending modern convenience with classic finishes. Enjoy the exclusivity of private elevator access directly to the residence, along with full concierge services that elevate everyday living. The building offers an impressive collection of resort-style amenities, including a Gulf-front swimming pool overlooking pristine white sand beaches, a fully equipped fitness studio, an elegant library, a grand ballroom for entertaining, and a game room for relaxation and recreation, a premier parking space, and as well as climate controlled storage units. This exceptional property delivers the best of beachfront living with luxury, privacy, and breathtaking views all within one of Longboat Key’s most desirable addresses. A rare opportunity to own a refined coastal retreat where every detail has been carefully considered and every day feels like a getaway.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
2055 GULF OF MEXICO DR #G2-213, LONGBOAT KEY, FL 34228
$610,000127 Days on yellowkey MLS ID: TB8485915
REDUCED by $12,000 (1.9%) on 06/10/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1094 Built: 1974 Tax: $5,426 (2025)Community: Seaplace ICondo
Taxes:$5,426
Remarks: NO expense spared and everything replaced! Gulf and greenbelt views await from your top floor Seaplace condo! Completely remodeled. This gorgeous gulf-facing oversized one bedroom, 1.5 bath end unit with vaulted ceilings features 1,094 square feet of living space and spacious lanai adding an additional 112 square feet with custom 95% UV blocking solar shades. The convenient second floor location provides quick access to the beach, which is only 178 yards from your front door. Enjoy beautiful sunsets with a glass of wine, while taking in the peaceful greenbelt and gulf views from your screened-in lanai complete with high quality Polywood outdoor furniture and Modern Forms WIFI enabled ceiling fan. The spectacular remodel includes new hurricane impact sliding glass doors and bedroom window, new front door and casement window, HVAC unit replaced in 2022, LG Thin Q stacked washer and dryer, ceiling fans in bedroom and living room, Nest programable WIFI thermostat, all new plumbing and plumbing fixtures, all electrical replaced including electrical outlets, new switches and LED recessed lighting throughout. The new porcelain plank "driftwood look" floor tiles throughout the condo and into the Lanai compliment the coastal, beachy vibe of the Cypress Pecky Wood and shiplap accent walls. The gourmet kitchen was completely redesigned with an open concept and includes Kraftmaid soft close wood cabinetry and drawers, GE Cafe appliances suite with convection oven, warming drawer and conduction cooktop, floating shelves and Cambria Quartz counters. The popcorn ceilings were removed and re-plastered with smooth texture throughout. Both bathrooms have new vanities with Cararra marble counters, tile accent walls, including Calcatta Gold Marble Penny tile in half bath and redesigned primary bath. The bedroom features custom open concept built-in closets with soft close drawers and doors. Custom woven wood shades in living room and black out shades in bedroom. Other features include all new solid core interior doors, expansive storage closet under the stairs, owner's locker in common area, dedicated bike storage room adjacent to condo and one assigned parking space. Situated on 42 acres of manicured resort grounds and amenities, Seaplace is one of Longboat Key's most desirable communities. Enjoy two Olympic sized swimming pools, spas, one mile of trails along the shore and throughout the complex, 3 tennis courts, remodeled club house, fitness center, barbecue islands and parklike grounds. Whether you are looking for a vacation get-away, second home, investment property or permanent residence, this is the one! Seaplace is a gated community with a 24-hour guarded gate. Situated only one complex North of the famed St. Regis Luxury Hotel and Residences. This lovely condo is sold completed outfitted, fully-furnished with high quality furnishings from Pottery Barn, Restoration Hardware and comes complete with two fairly new Schwinn bicycles. Must see to appreciate. Owner has a real estate license in CA.
Listing is courtesy of: CONTINENTAL REAL ESTATE GROUP (877-996-5728)
Listing Agent: Derek Eisenberg
1932 HARBOURSIDE DR #244, LONGBOAT KEY, FL 34228
$1,175,000100 Days on yellowkey MLS ID: A4689076
REDUCED by $25,000 (2.1%) on 06/09/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 1982 Tax: $9,436 (2024)Community: Fairway Bay 1Condo
Taxes:$9,436
Remarks: Welcome to this breathtaking, fully remodeled, turnkey furnished contemporary residence in Fairway Bay—nestled on picturesque Longboat Key. From the moment you enter, you're greeted by a thoughtfully redesigned open floor plan, elevated ceilings, solid core doors, and impeccable high-end finishes. IT IS TRULY ONE OF A KIND! This condominium is truly one-of-a-kind! Exceptional Kitchen features include: Bertazzoni induction range, refrigerator, and dishwasher, built-in Miele plumbed espresso machine, sleek, low-profile custom cabinetry with quartz countertops, glass tile backsplash and ambient lighting and an expansive quartz island perfect for formal dining or casual entertaining. The living room flows effortlessly from the kitchen, opening onto a covered, tiled lanai—blurring the line between indoor and outdoor living. Floor-to-ceiling impact windows frame panoramic views of Sarasota Bay, the Ringling Bridge, and the city skyline, offering million-dollar scenery from the comfort of your home. Enter the generously sized and luxurious Primary Suite with custom built-ins and ample closet space. The ensuite bath is a spa-inspired bath with dual vanities, Hansgrohe Axor faucets, Toto washlet, walk-in shower with multiple heads and elegant finishes. The guest suite features custom cabinetry and an ensuite bathroom with a Victoria & Albert volcanic limestone bathtub. Other recent upgrades include Hurricane-impact windows and doors, tankless water heater, additional upper cabinetry in kitchen and utility room, ceiling fans and more. For your convenience & comfort there is easy elevator access, coveted garage parking space and private onsite storage. Fairway Bay residents enjoy the resort-Style amenities including Deeded beach access & exclusive beach club, 24-hour gated security, pool, spa, tennis courts, and fitness center plus all the perks of Bay Isles living. Whether you're soaking in the sun, enjoying vibrant Sarasota culture and nightlife, or relaxing in your private retreat, this home is a perfect sanctuary.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Jan Jordan (941-737-4169)
535 SANCTUARY DR #A603, LONGBOAT KEY, FL 34228
$2,899,00094 Days on yellowkey MLS ID: A4689260
REDUCED by $100,000 (3.3%) on 06/02/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2375 Built: 1990 Tax: $33,878 (2025)Community: SanctuarySpa: YesCondo
Taxes:$33,878
Remarks: Welcome to refined coastal living at The Sanctuary—an exclusive gulf-side enclave tucked behind the gates of the Longboat Key Club. This beautifully updated 6th-floor residence offers 2BR plus den, 2.5BA, and over 2,375± sq. ft. of sophisticated interiors paired with sweeping wrap-around terraces that capture panoramic views of the Gulf of Mexico, the Links golf course, and the Sarasota skyline. Thoughtfully renovated with a designer’s eye, the residence showcases rich wood flooring, high-impact glass throughout, and light-filled living spaces that seamlessly connect indoors and out. The gourmet kitchen is both stylish and functional, featuring crisp cabinetry, solid-surface countertops, stainless appliances, and a center island ideal for casual dining or entertaining. The primary suite is a private retreat with terrace access, stunning Gulf views, a spacious walk-in closet, and a spa-inspired bath. Guests are comfortably accommodated in a separate suite, while the den offers flexibility for a home office or additional sleeping space. Residents enjoy a true resort lifestyle with private deeded beach access just steps away, 24-hour gated security, under-building parking, on-site management, heated pool and spa, Har-Tru tennis courts, and a fitness center. Ownership also places you within the coveted Longboat Key Club, with world-class golf, tennis, and beachfront amenities. Perfectly positioned on the south end of Longboat Key, you’re just minutes from the renowned shopping, dining, and social scene of St. Armands Circle, along with the vibrant arts, culture, and waterfront restaurants of downtown Sarasota. For those seeking a luxury Gulf Coast lifestyle defined by elegance, privacy, and activity, this exceptional residence delivers. Schedule your private showing today and experience The Sanctuary at Longboat Key firsthand. Bonus space is currently set up as a den with sleeper sofa and sliding door for privacy but can easily be converted back to a third bedroom with closet”.
560 HARBOR COVE CIR, LONGBOAT KEY, FL 34228
$7,900,000246 Days on yellowkey MLS ID: A4672059
REDUCED by $800,000 (9.2%) on 05/06/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3485 Built: 1981Monthly Fee: $517 Tax: $28,036 (2024)Community: Bay IslesSingle Family
Taxes:$28,036
Remarks: An exceedingly rare offering within the exclusive Bay Harbour enclave of Bay Isles on Longboat Key, this extraordinary peninsula estate delivers exceptional privacy, dramatic Sarasota Bay views, and direct boating access to both the Intracoastal Waterway and the Gulf of Mexico. Positioned at the end of a quiet cul-de-sac on a three-sided waterfront peninsula, the property features two private docks with water and electric, including one with a 15,000-lb lift designed for easy access. The Gulf is reachable through the nearby jetty with drawbridge, with an additional route via the John Ringling Bridge. The seawall was newly capped in 2020, and the pier deck and boat lift controls were replaced in 2025, ensuring superior waterfront infrastructure. Extensively rebuilt and structurally engineered, the residence is warm, refined, and filled with natural light, capturing sweeping bay views from nearly every room. The chef-inspired kitchen showcases custom rare wood cabinetry, an extended breakfast bar, a three-sink layout, double dishwashers, Sub-Zero refrigerator, Wolf warming drawer, standalone ice maker, and beautifully finished wood ceilings. The living and dining areas feature a custom jazz club floor and open seamlessly to a wraparound screened lanai, fully reconstructed with multilayer waterproof construction, a rich teak ceiling, and an open-sky section ideal for coastal breezes and stargazing. Multiple seating and dining areas create effortless indoor-outdoor living with uninterrupted water views. Outdoors, the pool area offers a private retreat surrounded by tropical landscaping and expansive travertine decking designed for both relaxation and entertaining. A custom palm-terrace garden enhances the tranquil ambiance along the east side of the deck. All bathrooms have been fully remodeled with premium finishes, floor-to-ceiling tilework, and frosted glass shower doors. The primary suite features an elegant, spa-like bath designed with refined materials. Additional upgrades include hurricane-rated windows and doors, 5-ton A/C units installed in 2024 and 2025, all-new plumbing, electrical, and HVAC ductwork, a whole-house water purification system, a full security camera system, and extensive structural improvements completed under engineering oversight. Exterior enhancements include landscape lighting, a resurfaced epoxy garage floor with mini-split A/C, and cell-foam insulation for efficiency. Residents of Bay Isles enjoy private Gulf beach access at the Bay Isles Beach Club, offering tiki huts, restrooms, BBQ areas, and gathering spaces. The gated community provides 24/7 security, community pools, and miles of shaded sidewalks ideal for walking and cycling. With its unrivaled peninsula setting, exceptional boating amenities, unmatched privacy, and sweeping water views at every turn, this estate represents one of Longboat Key’s most remarkable waterfront opportunities—an extraordinary residence defined by craftsmanship, luxury, and coastal elegance.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
250 SANDS POINT RD #5203, LONGBOAT KEY, FL 34228
$899,900168 Days on yellowkey MLS ID: A4680085
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 640 Built: 1982 Tax: $8,720 (2025)Community: Inn On The Beach Ph IiSpa: NoCondo
Taxes:$8,720
Remarks: Four Diamond Resort with five restaurants, 45 holes of Golf, Spa, Marina, 21 Tennis courts on Longboat Key!!!. This income producing property on the beachside with a golf course view is calling you!!!. It's a one-bedroom studio at the Resort on Longboat Key, a gated community. Presently the unit is in the Resort rental program and the owner may use the unit 28 days per year.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tom Cinquegrano (941-284-5049)
1045 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228
$950,00055 Days on yellowkey MLS ID: A4694202
0 Days Off yellowkey (back on 6/3/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1172 Built: 1981 Tax: $12,005 (2025)Community: Beachplace IiiSpa: YesCondo
Taxes:$12,005
Remarks: Coastal living at its finest and the perfect beach front retreat. This third floor corner residence is ready for your creative spirit. It offers views of the beach, the sparkling Gulf of Mexico, and breath taking sunsets year round. The new impact windows and sliding glass doors where installed in 2020 and the new HVAC system was replaced in March of 2026. This property is in very good condition and has been well maintained. Beachplace offers a Jr. Olympic sized swimming pool with swim lanes, a splash pool, hot tub, fitness center, grilling area, tennis, pickle ball, EV charger and a 24 hour guard gated entrance. All furnishings are included and this would make a great rental. New Roof in 2025
Listing Agent: Maggie Hicks (941-321-1759)
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