Location: Longboat Key
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
2039 GULF OF MEXICO DR #G3-203, LONGBOAT KEY, FL 34228
$499,99914 Days on yellowkey MLS ID: A4688685
REDUCED by $39,001 (7.2%) on 04/15/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1214 Built: 1974Monthly Fee: $1,170 Tax: $5,576 (2025)Community: Seaplace ISpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,576
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Experience the Best of Coastal Living at Seaplace on Longboat Key! Welcome to this beautifully maintained 2-bedroom, 2.5-bath residence offering a perfect blend of comfort, style, and relaxed island living. This spacious two-level layout features an inviting open-concept living and dining area with neutral coastal tones, tile flooring throughout the main level, and seamless access to a private lanai—ideal for enjoying tranquil views and Gulf breezes. The updated kitchen is designed for both functionality and style, showcasing granite countertops, white cabinetry, stainless steel appliances, and a convenient breakfast bar, perfect for casual dining or entertaining. Upstairs, you’ll find two generously sized bedrooms, each offering privacy and comfort. The primary suite serves as a relaxing retreat, while the guest bedroom is ideal for family or visitors. The additional half bath on the main level adds convenience for guests. This residence is offered in move-in ready condition and reflects pride of ownership throughout. Residents of Seaplace enjoy approximately ½ mile of pristine Gulf beach frontage and an exceptional array of amenities across 42 beautifully landscaped acres. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, scenic walking trails, a fitness center, and a clubhouse with kitchen, library, and sauna. Additional features include playground areas, grilling stations, on-site management, and a 24-hour staffed gatehouse for security. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this home offers the ultimate Longboat Key lifestyle in one of the island’s most sought-after communities. Schedule your private showing today!
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Michael Renick Pllc (941-400-8735)
2251 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228
$5,999,000280 Days on yellowkey MLS ID: A4658325
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3921 Built: 2016Monthly Fee: $7,501 Tax: $69,970 (2024)Community: Aria Longboat KeySpa: YesCondo
Taxes:$69,970
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Are you ready to discover your very own private Gulf Oasis? Step into a slice of paradise at your dream coastal retreat located in the esteemed Aria community on Longboat Key's coveted south end. This serene haven is not just a residence; it offers an exclusive lifestyle filled with tranquility and easy access to the finest dining, arts, and cultural experiences that nearby Sarasota has to offer. Imagine living in a stunning home nestled along 300 feet of pristine private Gulf-front shoreline, where every day brings a lifestyle that is truly extraordinary. As you approach through Aria's gated entrance, you’ll be welcomed by timeless design, lush native landscaping, charming walking trails, and a lovingly preserved artesian well—a beautiful nod to the property’s storied history. Step inside your private elevator and explore nearly 4,000 square feet of meticulously crafted, light-filled living spaces. The grand foyer seamlessly flows into an open-concept layout that beautifully blends a chef’s kitchen, luxurious spa-inspired bathrooms, and elegant living areas—all thoughtfully designed for comfort and effortless entertaining. Soaring 9+ foot ceilings, floor-to-ceiling glass windows, and wrap-around terraces provide breathtaking Gulf views that you can enjoy from every angle. Relax in the inviting family room or host unforgettable gatherings in the magnificent great room. The kitchen is a culinary dream, showcasing exquisite quartz countertops, solid wood cabinetry for ample storage, and elite Wolf and Miele appliances. The primary suite is a tranquil sanctuary designed for ultimate relaxation, complete with an opulent ensuite bathroom featuring two private baths connected by a spacious walk-in shower—an indulgence you’ll cherish every day. Two additional ensuite bedrooms ensure your guests feel right at home, while a versatile home office or optional fourth bedroom adds practicality. A bonus room awaits your creative hobbies, crafts, or extra storage needs. Living in Aria means immersing yourself in a truly unparalleled lifestyle. At the community's heart lies Villa am Meer, a beautifully restored 1935 seaside mansion that forms the elegant residents' clubhouse. Whether you’re hosting friends or enjoying a peaceful evening, you can unwind in the exclusive wine cellar and choose a bottle to savor on your terrace as the sun dips below the horizon. Enjoy an array of resort-style amenities, including a beachfront pool and spa, yoga and fitness studios, a massage room, and a serene, service-oriented atmosphere. A private, oversized two-car dehumidified garage adds to your convenience, while a dedicated resident caretaker ensures that personal service is always just a phone call away. Aria is not just a home; it’s a lifestyle choice that embodies luxury and elegance. Make 2251 Gulf of Mexico Drive #301 your new address—a place where timeless sophistication meets contemporary indulgence. Embrace the extraordinary life by the sea at Aria. Don’t let this opportunity slip away!
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Rachel Woodruff, Pa (941-705-8686)
803 BAYPORT WAY #803, LONGBOAT KEY, FL 34228
$775,00031 Days on yellowkey MLS ID: A4686552
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1456 Built: 1981 Tax: $6,376 (2025)Community: Bayport Bch & Ten Ph ECondo
Taxes:$6,376
Remarks: Welcome to the true tropical oasis of Bayport Beach & Tennis Club, a Longboat Key Gulf to Bay community. Bayport was designed by Tim Siebert, one of the founding architects of the renowned Sarasota School of Architecture and is recognized for its award-winning, timeless design. Bayport offers 27 lushly landscaped acres with 1,200 feet of private beach. This tastefully renovated second-floor unit offers two expansive bedrooms and two beautiful bathrooms and comes fully turn-key. This unit was curated with attention to detail and functionality in mind. The kitchen offers plenty of storage, stainless steel appliances, quartz countertops and beautiful accent details. Enjoy three patios that allow for great indoor/outdoor living. Fully equipped with Hurricane impact doors and windows. One under building parking space included, along with a locked storage closet - perfect for bikes and beach gear. When not at the beach, enjoy the meticulously kept nature trails, landscaped grounds and wildlife. Just steps away from the well appointed clubhouse is equipped with a Junior-Olympic sized heated pool, four har-tru tennis courts, a fitness center and more. In addition, Bayport residents are proud of their active social and recreational calendar. Water enthusiasts can utilize the secluded fishing pier that stretches out onto Sarasota Bay; to fish, watch the sunrise, the Manatees swim or the Egrets wading among the mangrove trees. Residents also benefit from conveniently located on-site paddle board and kayak launch and storage areas. Bayport residents enjoy an array of restaurants locally, and the convenience of a nearby supermarket, pharmacy and boutique shops. Recreational enthusiasts also benefit from the nearby Bayfront Park which offers a popular pickle-ball program, dog park and other bayside activities. The nearby Longboat Key Club offers private access to championship waterfront golf, extensive leisure activities and boating facilities. Within minutes, one can access the famous St Armand's Circle with its exceptional shopping and dining amenities. From there, cross the iconic Ringling Bridge to downtown Sarasota, which is well known for world-class theater, culture and dining.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Alexis Smith-Frady (352-225-1724)
3806 GULF OF MEXICO DR #C310, LONGBOAT KEY, FL 34228
$389,0009 Days on yellowkey MLS ID: R4911020
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1046 Built: 1970Monthly Fee: $1,457 Tax: $2,813 (2025)Community: Beach Harbor ClubCondo
Taxes:$2,813
Elementary School: None
Remarks: Longboat’s Beach Harbor club is situated on 5 Acres along the most beautiful stretch of Longboat Key Shoreline. Sugary sand and flowing seaoats beside the azure blue Gulf of Mexico. The beach Harbor club offers 133 condo units, deeded beach access with showers, umbrellas and beach chairs. Amenities also include newly constructed boat slips, rooftop decks, outdoor cook areas, heated oversized swimming pool, community area for kayaks, clubhouse, and shuffle board. Longboat Beach Harbor is a friendly community with group events and many fun times to build relationships and enjoy sense of community living. Close to Bayfront Park with Tennis, Publix/CVS shopping. This renovated condo is situated on the 3rd floor not requiring flood insurance. Air conditioned indoor hall-way with security entrance. Newly appointed appliances, bathrooms, HVAC, luxury flooring and trim. Up-scale appointed fixtures and details throughout.
Listing is courtesy of: LEN SCAVRON (908-304-5454)
Listing Agent: Len Scavron (908-304-5454)
2819 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
$3,799,999175 Days on yellowkey MLS ID: A4669533
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1173 Built: 1955 Tax: $36,688 (2024)Community: Coquina BeachSpa: NoSingle Family
Taxes:$36,688
Remarks: BEACH FRONT OPPORTUNITY on Longboat Key! Rare chance to own DIRECT GULF FRONT property on the coveted south end of Longboat Key in Sarasota county. This charming, 1955 beach cottage sustained significant hurricane damage and is now being sold AS-IS for land value only. No HOA fees! Build your dream coastal retreat on this prime GULF-front lot and enjoy breathtaking sunsets, white-sand beaches- just steps to Publix grocery, 1.5 miles to the stunning St. Regis resort, and easy access to nearby St Armand’s dining/shopping, downtown Sarasota, golf, and marinas. You do not want to miss this opportunity to create your own piece of paradise on BEAUTIFUL Longboat Key!
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Jenn Flanders (941-232-0788)
3533 FAIR OAKS LN, LONGBOAT KEY, FL 34228
$2,995,00094 Days on yellowkey MLS ID: A4678167
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3909 Built: 1999Monthly Fee: $833 Tax: $24,710 (2025)Community: Queens HarbourSpa: YesSingle Family
Taxes:$24,710
Remarks: Experience refined coastal living in this spectacular four-bedroom residence located in the prestigious Queens Harbor community of Bay Isles on Longboat Key. Behind the secure gates of Bay Isles, this beautifully updated home blends modern design with timeless elegance on the Harbourside golf course of the Longboat Key Club (Blue #4). Step inside to discover quality craftsmanship and thoughtful updates throughout, including engineered engineered hardwood flooring on the main level and a bright, open layout ideal for entertaining. The fabulous chef’s kitchen impresses with new shaker-style cabinetry, updated granite countertops, Dacor appliances, extended upper and lower cabinetry, a new beverage refrigerator, and an added ice maker—perfectly combining beauty and functionality. The spacious primary suite offers a serene retreat, while an additional second-level suite with en suite bath and generous bonus room adds flexibility for guests or family. A separate cabana suite also provides ideal privacy for visitors. The dedicated office features new, custom furniture, and the upper mezzanine area is newly furnished, offering a stylish secondary living space. Outdoors, enjoy resort-style living with a resurfaced and retiled pool, new pool pavers, upgraded pool equipment access, and lush landscaping enhancements between the pool, fence, and back patio. Relax or entertain by the new Paradise Grill and fire pit, or unwind under the roll out awnings in the beautifully furnished patio lounge area. Additional upgrades include new exterior and interior paint, lighting, ceiling fans, coach lights, feature wall with built-in television and electric fireplace, wine display wall, and epoxy coated garage flooring. Three HVAC systems (2018) and a 2021 water heater ensure year round comfort. Queens Harbor residents enjoy exclusive access to the Bay Isles Beach Club, offering private beach access and world-class amenities. Optional membership is available at the Longboat Key Club for golf, tennis, and marina privileges. This exceptional property represents the best of Longboat Key living—sophisticated, comfortable, and move in ready. Schedule your private showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Steve Walter (941-809-0907)
706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228
$739,0009 Days on yellowkey MLS ID: A4688503
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1601 Built: 1980Monthly Fee: $1,978 Tax: $6,727 (2025)Community: Bayport Bch & Ten Ph CCondo
Taxes:$6,727
Remarks: This stylish turnkey furnished beach retreat at Bayport Beach & Tennis Club is the perfect blend of classy with a modern flair. Before entering the home take note of the huge 16’ x 13’ outdoor deck where you can enjoy a partial view of the Gulf. It's a great place to start your day with a cup of morning coffee, or enjoy a nice meal in the evening, and catch the spectacular colors of the sky as the sun sets! Step inside to this inviting, beautifully appointed 2-bedroom 2-bath condominium with luxury vinyl flooring and crown molding throughout. The entire living/ dining areas, lanai, both bedrooms and second bathroom have all been recently updated. Giving the condo a fresh polished appearance accentuated by recessed glass display shelving and an abundance of recessed lights. The depth of workmanship in the updates carries onto the stylized door moldings into the primary bedroom. All popcorn has been removed! The kitchen offers a coffee bar, stainless steel appliances, a pantry, a nice arrangement of cabinets, and granite countertops open to the dining room and living room, perfect for entertaining. Take in the view of the lush tropical landscape and gorgeous pond right below the lanai that is open to the living room. Perfect for a Murphy bed, extra living space, a reading nook or your second favorite spot for your morning coffee as the sun rises. The primary bedroom offers an additional 6’ by 6’ area that is perfect for an office desk looking out over nature. The primary also offers a walk-in closet and a generously sized ensuite bath with dual vanities. Bayport Beach & Tennis Club is a gem with 27 tropical landscaped acres and 1200 feet of private Gulf waterfront deeded access. Where you can grab a chair and umbrella and soak up the sun, or take in the breathtaking sunsets. Enjoy Sarasota Bay just outside your door and stroll to the private dock where you can fish, kayak, paddleboard, and watch for the manatees and dolphins as they cruise by. This community also offers a clubhouse, fitness center, 4 Har-Ter tennis courts, golf practice net, and a Junior-Olympic heated pool. Bayport Beach & Tennis Club consists of 17 buildings built between 1979 and 1983. Designed by architect Tim Seibert of the Sarasota School of Architecture. Located mid-key with a wealth of attractions moments away, including Bayfront Park, steps away, offering Pickle Ball, Basketball, Shuffleboard courts, playground, bike paths, kayak launch and Publix 2 miles away.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Kelly Erb (941-720-9586)
2301 GULF OF MEXICO DR #43N, LONGBOAT KEY, FL 34228
$1,000,00035 Days on yellowkey MLS ID: A4686190
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1235 Built: 1970 Tax: $10,915 (2025)Community: Islander Club Of LongboatCondo
Taxes:$10,915
Remarks: One or more photo(s) has been virtually staged. Perfectly positioned in the sought-after Islander Club Condominium, this 2-bedroom, 2-bath residence offers commanding Gulf and beach views from the living room, dining room, and both bedrooms. Expansive windows frame the sparkling waters of the Gulf of Mexico, creating a breathtaking backdrop for everyday living while showcasing spectacular sunset skies each evening. Situated front and center on the 4th floor, the residence enjoys one of the most desirable vantage points in the building, elevated enough for panoramic shoreline views yet close enough to feel immersed in the beauty and rhythm of the beach below. Competitively priced, the condominium presents a rare opportunity for the next owner to create their own vision of coastal living. Whether designing a sophisticated modern retreat or a relaxed island escape, the residence offers a blank canvas ready to be transformed to your personal taste and style—truly a chance to make it your own. Residents of the Islander Club enjoy a collection of resort-style amenities including direct access to the pristine Gulf Beach, a beachfront Olympic size swimming pool, tennis courts, fitness center, clubhouse, library, and beautifully landscaped tropical grounds. Located on the coveted south end of Longboat Key, the community offers convenient access to Publix, the world-class shopping and dining of St. Armands Circle as well as the vibrant arts, cultural venues, and waterfront restaurants of downtown Sarasota. Go ahead – Make it your own and have it your way!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Steve Nursey (941-356-7010)
775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228
$2,195,00056 Days on yellowkey MLS ID: A4683021
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2122 Built: 1984 Tax: $17,930 (2025)Community: Beaches Of Longboat KeyCondo
Taxes:$17,930
Remarks: Behind the gates of the Longboat Key Club, this exceptional residence at The Beaches captures sweeping, unobstructed views of the Gulf of Mexico and its pristine shoreline, where vivid sunsets paint the horizon each evening. Perched on the eighth floor, this coveted Star floor plan is ideally positioned as a spacious end residence, offering 2,122 square feet of thoughtfully designed living space with 3 bedrooms and 3 full baths. Walls of glass frame panoramic water vistas and invite natural light to pour into the main living areas. Newly installed impact-rated sliders enhance both storm protection and seamless indoor-outdoor living, while oak engineered hardwood flooring flows beautifully through the living room, dining area, and kitchen, creating a warm yet sophisticated coastal aesthetic. The generous layout provides an effortless blend of comfort and refinement, with well-proportioned bedrooms and baths designed to accommodate both everyday living and gracious entertaining. The Beaches is recognized as one of the premier beachfront addresses within the Longboat Key Club, offering direct access to the sugar-white sands and turquoise waters of the Gulf. Residents enjoy an elevated level of service and amenities, including a 24-hour concierge, resort-style pool, fitness center, tennis courts, and impeccably maintained grounds. Ideally located on the southern end of Longboat Key, this gated community affords convenient access to the fine dining and boutiques of St. Armands Circle, the vibrant arts and culture of downtown Sarasota, and the exclusive offerings of the Longboat Key Club. This is a rare opportunity to secure a front-row seat to the Gulf and embrace the effortless elegance of Florida’s most sought-after coastal lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
2425 GULF OF MEXICO DR #8C, LONGBOAT KEY, FL 34228
$1,550,0001 Day on yellowkey MLS ID: A4688797
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1470 Built: 1973 Tax: $17,374 (2025)Community: Sea Gate ClubCondo
Taxes:$17,374
Remarks: Welcome to the prestigious Sea Gate community on world renowned Longboat Key! With direct views of the Gulf of Mexico from every room and situated perfectly on the 8th floor, this stunning 2-bedroom, 2-bathroom residence offers just under 1500 square feet of refined coastal living on pristine white shores, endless turquoise waters and vibrant sunsets that create a truly extraordinary backdrop that is postcard worthy! This beautifully appointed residence has been meticulously maintained by the owners and showcases expansive glass sliders that flood the home with natural light, seamlessly connecting the indoor living spaces to a private balcony and your front-row seat to one of Florida’s most coveted coastlines.Thoughtfully enhanced for both comfort and style, the residence features fresh interior paint, a new HVAC system and Hot Water Tank and some new kitchen appliances, delivering a modern and move-in-ready experience. The addition of an in-unit washer and dryer provides a rare and highly desirable level of convenience within the building. The spacious layout offers an effortless flow between the living, dining and kitchen areas for both everyday living and entertaining.The primary suite serves as a peaceful retreat, complete with generous proportions, ample storage and a calming ambiance inspired by the surrounding Gulf views, walk- in closet and ensuite. A well-appointed guest bedroom boasts a private balcony and large closet, while the guest bath provides comfort and privacy for visitors. Residents of Sea Gate enjoy an intimate, resort-style lifestyle with direct beach access, a beachfront pool, tennis courts, a fitness center, and beautifully maintained grounds, all within a private, boutique community setting. Additionally, Sea Gate offers covered parking, ample guest parking and a large storage unit! The building has undergone major capital improvements in recent years, including impact-rated windows (2021), a full exterior restucco and repaint (2022), a new roof (2023) and upgrades to the pool, spa, sundeck and elevator doors. Residents enjoy resort-style amenities including a Gulf front pool and hot tub, fitness center, clay tennis court, library, and a social room with catering kitchen. Shaded tiki huts, outdoor showers, and climate-controlled storage for bikes, kayaks, and paddleboards complete the experience of true beachfront living. All fully paid for by current owners, totaling over $100K/unit. Ideally located near daily shopping, Longboat Key offers a lifestyle defined by elegance and ease, with world-class golf, waterfront dining, boating, and the upscale shops and restaurants of St. Armands Circle just moments away, along with the cultural attractions of Sarasota. With monthly rentals allowed, a unit of this stature could rent for 10k a month in season offering potential income. Option to be sold turnkey furnished as well. Don't hesitate, this unit is a beaut and easy to show!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Melissa Killion (941-248-6840)
2326 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228
$915,00052 Days on yellowkey MLS ID: A4683180
REDUCED by $35,000 (3.7%) on 04/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2282 Built: 1986Monthly Fee: $143 Tax: $10,215 (2025)Community: Harbour Oaks 2Villa
Taxes:$10,215
Remarks: A rarely available END UNIT villa is located on Longboat Key within the gated Bay Isles community, offering the opportunity to embrace true island living with expansive private terrace space and tranquil pond views fed by the saltwater bay. Encompassing nearly 2,400 square feet of thoughtfully designed interiors, this residence delivers privacy, security, and effortless elegance in one of Sarasota’s most coveted coastal enclaves and just moments from Gulf beaches. Inside, soaring vaulted ceilings and inviting natural light pour in, creating an airy and refined atmosphere. The well-appointed floorplan balances sophistication with comfort, featuring multiple gathering spaces including a formal living room anchored by a charming wood-burning fireplace. Expansive sliding doors seamlessly connect the interior to an impressive 740-square-foot private terrace overlooking the serene pond waters, creating a seamless indoor-outdoor lifestyle ideal for sunset entertaining, morning coffee, or elegant evenings under the island sky. Rich wood flooring, plantation shutters, granite countertops, and updated cabinetry reflect timeless coastal luxury. A skylight enhances the kitchen with beautiful natural light, while recent improvements including a NEW AIR conditioning system (2025) and NEW ROOF (2025). Two private atriums introduce lush greenery and architectural interest, adding intimate moments within the home. A thoughtfully designed office with a built-in Murphy bed offers flexibility and can easily function as a fourth bedroom, accommodating guests with ease. The primary suite serves as a spacious sanctuary, while guest bedrooms offer privacy and comfort for family and visitors alike. The private two-car garage features organized storage for beach and recreational essentials, supporting a seamless island lifestyle. Residents of Harbour Circle enjoy a heated community pool and spa surrounded by manicured tropical landscaping, along with exclusive membership to the gated Bay Isles Beach Club — providing private Gulf-front access with convenient dedicated parking. Living on Longboat Key means enjoying easy access to world-renowned beaches, boating, fine dining, and the amenities of the Longboat Key Club, including golf, tennis, pickleball, marina access, and multiple private dining venues (membership available separately). Everyday conveniences including Publix, banks, the post office, and Longboat Key’s Town Center are just moments away. Quiet, private, and impeccably maintained, this fully furnished end-unit villa offers the feel of a single-family residence while delivering the sophistication and prestige of island living on Longboat Key. Don’t miss your opportunity—schedule your private showing today and experience elevated coastal living firsthand.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
510 PUTTER LN, LONGBOAT KEY, FL 34228
$2,999,000102 Days on yellowkey MLS ID: A4676878
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: 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)
531 WEDGE LN, LONGBOAT KEY, FL 34228
$2,599,99915 Days on yellowkey MLS ID: A4687694
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2751 Built: 1966Monthly Fee: $21 Tax: $10,602 (2025)Community: Country Club Shores Sec 02Spa: NoSingle Family
Taxes:$10,602
Remarks: A seamless blend of refined design and waterfront living defines this beautifully updated canal-front residence in Country Club Shores. Expanded from its original ranch design, the home offers approximately 2,700+ square feet of thoughtfully curated space, featuring four bedrooms, including dual primary suites on both the first and second levels—an ideal layout for guests or multi-generational living. Each bathroom is finished with timeless, elegant details that elevate the home’s overall sense of sophistication. A comprehensive 2018 renovation introduced elevated style and modern functionality, anchored by a stunning chef’s kitchen appointed with Thermador appliances, built-in refrigeration, and a generous island. Just beyond, an expansive butler’s pantry and secondary prep kitchen enhance both convenience and flow, creating an effortless environment for everyday living and entertaining. Natural light fills the interiors, drawing attention to tranquil canal views and soft glimpses of the bay from the den. The upstairs primary suite serves as a private retreat, complete with its own balcony overlooking the water—an inviting setting for quiet mornings and sunset evenings. Outdoors, a private, low-maintenance setting unfolds with a sparkling pool and beautifully updated waterfront features, including a newer dock, seawall, and 24,000 lb boat lift. Additional highlights include hurricane-impact windows and doors, classic plantation shutters, and 2022 air conditioning systems—completing this exceptional offering in one of Longboat Key’s most desirable waterfront communities. Ideally located just moments from St. Armands Circle, with its renowned dining and boutique shopping, this residence offers a lifestyle of effortless coastal sophistication.
Listing Agent: Kerry Mccarthy (720-233-7147)
1085 GULF OF MEXICO DR #205, LONGBOAT KEY, FL 34228
$999,00069 Days on yellowkey MLS ID: A4681713
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1819 Built: 1981 Tax: $8,830 (2025)Community: Beachplace IiiSpa: YesCondo
Taxes:$8,830
Remarks: Spacious 3-Bedroom End-Unit Residence in Sought-After Beachplace Welcome to this beautifully maintained three-bedroom, two-bath end-unit condominium offering exceptional natural light, generous living spaces, and serene views in one of South Longboat Key’s most desirable beachfront communities. The open living and dining areas are thoughtfully designed for comfort and entertaining, featuring expansive sliders and windows that flood the space with sunlight and create seamless indoor-outdoor flow. A spacious living room opens to a south-facing screened lanai—perfect for enjoying morning light, golf course views, and gentle coastal breezes. The kitchen is bright and functional, offering ample cabinetry, full appliance package, and convenient in-unit laundry tucked neatly into a dedicated closet. Adjacent dining space provides flexibility for everyday living or hosting guests. The primary suite is generously sized and enjoys tranquil views, abundant natural light, and direct access to the lanai. Two additional bedrooms are versatility for guests, family, or a home office, all thoughtfully laid out to maximize privacy and comfort. Being an end unit, this residence benefits from additional windows and enhanced light throughout, creating an airy, welcoming atmosphere. Neutral finishes and tasteful furnishings allow for immediate enjoyment while offering an excellent canvas for personalization. Residents of Beachplace enjoy resort-style amenities, including a heated pool with lap lanes, spa, tennis courts, a fully equipped clubhouse with gathering spaces, on-site management, and private deeded beach access complete with lounge chairs and umbrellas. The community’s prime location places you moments from St. Armands Circle, Longboat Key Club, and downtown Sarasota’s dining, shopping, and cultural attractions. This well-cared-for residence presents an outstanding opportunity—whether as a primary home, vacation retreat, or income-producing investment in a premier Gulf-front community.
2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, FL 34228
$899,00049 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
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)
2295 GULF OF MEXICO DR #115S, LONGBOAT KEY, FL 34228
$895,000170 Days on yellowkey MLS ID: A4670081
2 Days Off yellowkey (back on 4/15/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1235 Built: 1970 Tax: $10,253 (2024)Community: Islander Club Of LongboatCondo
Taxes:$10,253
Remarks: Under contract-accepting backup offers. Wonderful "Manhattan Style" beachfront Condo with sweeping views of Sarasota Bay and views of the Gulf now available at the popular Islander Club on LBK. This gorgeous beachfront renovation was completed 4 years ago and truly shows all the craftmanship that went into the process under the owner's direction. Open kitchen beings the morning light into the room for enjoying your coffee or tea as you gaze across the sparking blue waters of the bay. Large 38ft balcony also has views of bay and a bit of the Gulf of Mexico. The Primary suite is a comfortable 13X20 which accesses the balcony and has a large walk-in closet. It is light and bright and a restful haven away from the main living area. The Islander club has recently renovated their clubhouse. The gym overlooks the gulf and the pool. There is a conference room, library, and an Olympic size heated pool, not to mention their Har-Tru tennis courts. The Location is very convenient. The shops of Bay Isles with the Publix and CVS are just a couple of minutes away. It's only 10 minutes to World renown St Armand Circle. Make this your permanent home or your week-end getaway. Secured Building . At The Islander Club "Everyday is a Holiday and Life is an endless vacation.
Listing Agent: Michael Nink, Pa (941-914-2805)
524 KETCH LN, LONGBOAT KEY, FL 34228
$1,650,000199 Days on yellowkey MLS ID: A4666645
REDUCED by $149,000 (8.3%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2028 Built: 1968Monthly Fee: $8 Tax: $11,988 (2024)Community: Country Club ShoresSpa: NoSingle Family
Taxes:$11,988
Remarks: Discover the quintessential Longboat Key lifestyle in this classic masonry beach home located just “3” properties in from Sarasota Bay. Boasting 110 feet of canal frontage, your own private dock, a 7,500 lb. boatlift to complement this classic waterfront treasure it offers direct access for boating, fishing, and kayaking, with frequent visits from playful manatees and dolphins right in your backyard canal. The thoughtfully designed 2,000+ square foot split floor plan provides exceptional privacy with 3 bedrooms and 2 baths, ensuring guest suites are comfortably separated from the primary living spaces. The “secret” closet delivers a private office space for when you need to work or plan your next boat trip down the ICW. At the heart of the home, an expansive great room and dining area showcases a wine captain, wet bar, and large refreshment cooler—perfect for hosting unforgettable gatherings while enjoying views of the shimmering enclosed pool and water views of your canal beyond. The chef's kitchen is a culinary masterpiece featuring high-end stainless-steel appliances, built-in ovens, microwave, trash compactor, custom cherrywood cabinetry, separate pantry, and elegant stone countertops with a "chef's prep" island. The layout seamlessly flows into the family room, where glass sliders invite refreshing bay breezes and open to an entertainer's dream: an enclosed lanai, expansive paver patio, and sparkling pool surrounded by multiple seating areas and serene tropical vegetation. Move-in ready with a new HVAC system and generator, this home has been meticulously maintained with numerous upgrades. Please see the attached “Sellers’ Improvement” feature sheet too many to mention…Offered turnkey furnished, it's perfect as either a primary residence or investment property with substantial seasonal rental income potential. The versatile, expansive lot provides endless possibilities to create your ideal waterfront retreat. Situated in the exclusive & sought after neighborhood of Country Club Shores, this property offers an enviable lifestyle just steps from world-class amenities. Directly across the street, you'll find championship golf and tennis at the prestigious Resort at Longboat Key Club, along with sugar-sand beaches and fine dining venues that define the resort experience. The location provides the perfect balance of tranquility and convenience—just minutes to St. Armands Circle, where upscale shopping, eclectic art galleries, and acclaimed restaurants await. Beyond these attractions, Longboat Key offers an array of recreational and cultural experiences, all easily accessible from your doorstep. As a Country Club Shores resident, you'll enjoy exclusive private beach access for only $100 in annual HOA dues—an exceptional value that enhances the already remarkable lifestyle this address provides. Whether you're seeking a year-round sanctuary or a seasonal escape with strong investment potential, this is a rare opportunity to embrace the coveted Longboat Key lifestyle. Schedule your private showing today and discover why this barrier island paradise is one of Florida's most treasured destinations. Come live the dream today & just move right in, it’s all here waiting for you !
Listing Agent: Kathy Callahan (941-900-8088)
1445 GULF OF MEXICO DR #101, LONGBOAT KEY, FL 34228
$1,195,00049 Days on yellowkey MLS ID: A4684021
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2092 Built: 1982 Tax: $11,749 (2025)Community: Players Club IiiSpa: YesCondo
Taxes:$11,749
Remarks: Step into this highly desirable corner residence featuring three bedrooms, three full baths, and an expansive 36’ x 11’ sunroom at The Players Club. You’ll immediately be drawn to the impressive 31-foot balcony, offering sweeping views of the resort-style pool, lush, landscaped grounds, and breathtaking sunsets over the Gulf of Mexico. The outdoor space is perfect for alfresco dining, entertaining friends, or simply enjoying the tranquil Gulf breezes. Inside, the sun-filled kitchen is thoughtfully designed with custom cabinetry and a built-in breakfast table that expands both workspace and storage. It flows seamlessly into the main living and dining areas, creating a warm and open environment for entertaining or daily living. Just off the kitchen, elegant French doors open to a generous multipurpose sunroom that can serve as a home office, reading retreat, casual lounge, or even a fourth bedroom for guests. The owner’s suite provides a private sanctuary with a spa-inspired bathroom featuring a soaking tub, separate glass-enclosed shower, dual vanities, and a spacious walk-in closet. The second bedroom functions as a true secondary master, complete with dual sinks, a full vanity, and a fitted walk-in closet, offering comfort and privacy for family or visitors. A third bedroom adds flexibility for guests, workspace, or hobbies. A unique feature of this residence is the private garage, offering rare security and convenience for residents, plus an additional covered parking space underneath the building for extra guest or secondary vehicle use. Set on 11 acres of beachfront with 560 feet of Gulf frontage, The Players Club offers abundant green space, four Har-Tru tennis courts, a 70-foot heated saltwater pool, spa, fitness center, renovated clubhouse with catering kitchen, outdoor grilling areas, putting green, on-site management, and fully funded reserves. Just minutes from St. Armands Circle, downtown Longboat Key, and Longboat Key Club, with championship golf, premier tennis, and a deep-water marina, this corner residence blends privacy, convenience, and resort-style coastal living. Units with this versatile layout and resort-ready features are highly sought after. Offered partially furnished. Seller is willing to discuss a subsidy on the quarterly condominium fee for reserve increase over the next two years!
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
569 ROUNTREE DR, LONGBOAT KEY, FL 34228
$2,890,000162 Days on yellowkey MLS ID: A4670192
Bed: 3 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3428 Built: 2024Monthly Fee: $167 Tax: $15,281 (2024)Community: Longboat Key EstatesSpa: NoSingle Family
Taxes:$15,281
Elementary School: Pine View School
Remarks: STUNNING New Construction WATERFRONT Home in LONGBOAT KEY ESTATES!!! Experience the pinnacle of coastal luxury in this new modern waterfront residence, perfectly positioned in one of Longboat Key’s most prestigious neighborhoods. Completed at the end of 2024, this architectural masterpiece offers direct Sarasota Bay access and a DEEDED BEACH ACCESS just steps away—the rare opportunity to enjoy both boating and beachside living in one extraordinary setting. Built to today’s highest standards, this all-block concrete home is designed for peace of mind with hurricane impact windows and doors, and engineered to withstand the toughest conditions while exuding timeless sophistication. Clean architectural lines, expansive glass, and a balanced façade define its striking contemporary profile, with an impressive entry that introduces the home’s elegant yet minimalist aesthetic. Inside, a spacious open concept living area seamlessly blends modern design with coastal comfort. The great room centers around a sleek gas fireplace framed by custom built-ins, while floor-to-ceiling sliding doors flood the space with natural light and open to the waterfront terrace. The gourmet kitchen is a showpiece in itself, featuring a massive quartz island with seating for five, custom dark cabinetry, glass subway tile backsplash, and top-tier Italian stainless-steel appliances, including double wall ovens and a gas cooktop. Designer lighting adds a bold splash of color, balancing style and warmth for effortless entertaining. Step outside to a covered deck that extends the main living area, complete with a full summer kitchen, wood-paneled ceiling, and multiple fans for year-round comfort. The third floor rooftop terrace delivers panoramic 360 degree views of the bay and beach—perfect for enjoying unforgettable Florida sunsets. The home offers three luxurious ensuite bedrooms, each with spa like bathrooms and designer finishes. The primary suite is a private sanctuary overlooking the water, featuring a large walk-in closet and a lavish bath with soaking tub, dual vanities, and an oversized walk-in shower. A private mother-in-law suite includes its own bedroom, bath, and full kitchen, providing ideal accommodations for guests or extended family. The backyard oasis is anchored by a sparkling lap pool surrounded by modern pavers and lush tropical landscaping. A brand-new seawall and dock provide deep water access to Sarasota Bay with no fixed bridges to the Gulf, making it a boater’s dream. The four car garage and in-home elevator add both convenience and functionality to this exceptional property. Located in the heart of Longboat Key, just steps from Bayfront Park and minutes from Saint Armands Circle and downtown Sarasota, this home delivers an unparalleled lifestyle. Enjoy world class dining, boutique shopping, championship golf, and some of the most beautiful beaches on Florida’s Gulf Coast—all at your doorstep. DO NOT WAIT ON THIS AMAZING OPPORTUNITY!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Jay Travis, Pa (941-812-7277)
2089 GULF OF MEXICO DR #G1-105, LONGBOAT KEY, FL 34228
$855,000142 Days on yellowkey MLS ID: A4673060
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1257 Built: 1974 Tax: $7,928 (2025)Community: Seaplace ISpa: YesCondo
Taxes:$7,928
Remarks: Wake up in This Resort-Style Living Condo located on a Barrier Island Paradise! Positioned just steps from the Gulf of Mexico on exclusive Longboat Key—where sugar-white sand beaches stretch endlessly and dolphins play in turquoise waters—this professionally redesigned ground-floor residence in Seaplace's coveted G1 building offers the rare combination of coastal luxury, modern sophistication, and effortless living. Minutes to the boutiques and dining of St. Armands Circle and Sarasota's world-class cultural scene, this is the Florida lifestyle you've been dreaming of. Step into an open-concept culinary kitchen masterpiece featuring custom cabinetry with integrated lighting, pantry, and generous extra cabinet space for all your storage needs. Premium Thermador and Bosch appliances—including an induction range and new vent hood—paired with expansive quartz countertops make this kitchen as functional as it is beautiful. Adjacent dining flows seamlessly, perfect for entertaining or intimate dinners at home. Overlooking serene garden views, the primary bedroom is a haven of calm. Custom-built closets provide abundant storage, while blackout window treatments ensure restorative sleep. The spa-inspired en-suite bath elevates everyday rituals with a double vanity, an expanded premium shower system, and stylish tile flooring with an elegant glass partition that enhances the open, airy design. This gated, 24-hour guarded community features custom wood ceiling, luxury vinyl flooring, new electrical panel and wiring, brand-new HVAC system and tankless water heater, reverse osmosis water system for pure filtered water, High-speed internet, all-new plumbing fixtures, interior doors, hardware, recessed lighting, and ceiling fans, hurricane-grade sliding doors, windows, and premium front door with keypad entry. The lanai—upgraded with beautiful new exterior tile—frames lush garden views and offers the perfect setting for morning coffee with the Gulf breeze, al fresco dining, or sunset cocktails. It's your own slice of tranquility in a tropical setting. Living at Seaplace means waking up to the sound of waves and ending each day with spectacular Gulf sunsets. This community features a newly renovated clubhouse and state-of-the-art fitness center, two sparking pools plus kiddie pool, two relaxing hot tups, three tennis courts, scenic walking trails through lush tropical landscape, covered parking beneath the building, and steps to pristine Gulf beaches. Beyond your front door lies 12 miles of unspoiled barrier island beauty—powdery beaches where sea turtles nest, championship golf courses, waterfront dining, and kayaking through peaceful mangrove tunnels. Stroll St. Armands Circle for upscale shopping, savor fresh grouper at a waterfront restaurant, or simply watch the sunset paint the sky in shades of pink and gold. This is coastal living at its finest. This home is completely renovated and ready for immediate occupancy. For ultimate convenience, beautifully curated furnishings may be available for purchase outside of the sale—allowing you to simply unlock the door and start living your dream lifestyle from day one. Whether you're seeking a sophisticated year-round retreat, a luxurious seasonal escape, or the ultimate coastal haven, this residence delivers on every front. Schedule your private showing today—and start living the life you've always imagined!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
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