Location: Longboat Key
Do Not Show Listings
455 LONGBOAT CLUB RD #402, LONGBOAT KEY, FL 34228
$2,095,000107 Days on yellowkey MLS ID: A4686984
REDUCED by $100,000 (4.6%) on 05/04/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2410 Built: 1990 Tax: $18,228 (2025)Community: PierreSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$18,228
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Gulf-front living takes on a refined sense of scale in this beautifully renovated, truly move-in-ready residence at The Pierre, where every detail is already in place for effortless coastal living. Located behind the gates of the Longboat Key Club, this intimate building of just 66 residences provides privacy, security and resort style amenities. The home features more than 2,400 sq. ft. of thoughtfully updated space that blends comfort, style, and quiet sophistication A full wall of glass showcases the property’s coveted southwest exposure, filling the interiors with natural light and framing stunning Gulf of Mexico sunsets each evening. With this ideal orientation, you enjoy uninterrupted views without the need for shutters or heavy blinds. Inside, diagonal tile flooring, high ceilings, and elegant millwork create an immediate sense of openness. The great room flows seamlessly into the dining area and the reimagined kitchen, designed with black stone countertops, off-white cabinetry with glass accents, high-end appliances, and a breakfast bar. A slider opens to the terrace, enhancing the home’s indoor-outdoor connection. A private office with double-glass doors provides a quiet, flexible workspace. The serene primary suite offers terrace access, a breathtaking view, and a spacious bath with dual water closets and a distinctive circular glass-enclosed shower. Guest accommodation is inviting, and an in-residence laundry room adds everyday convenience. Residents of The Pierre on Longboat Key enjoy concierge service, under-building parking, 24-hour security, a fitness center, three guest suites, one of which is a full 2-bedroom apartment, a heated pool and spa, Har-Tru tennis courts, shuffleboard, and private beach access. Membership opportunities at the Longboat Key Club offer championship golf and fine dining, all within minutes of St. Armands Circle and Sarasota’s vibrant downtown.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Bruce Myer (941-376-5311)
100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228
$899,00062 Days on yellowkey MLS ID: A4693834
0 Days Off yellowkey (back on 6/18/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1492 Built: 1966 Tax: $3,929 (2025)Community: Sands PointCondo
Taxes:$3,929
Elementary School: Southside Elementary
High School: Booker High
Middle School: Booker Middle
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)
4234 GULF OF MEXICO DR #E2, LONGBOAT KEY, FL 34228
$580,000273 Days on yellowkey MLS ID: A4667654
REDUCED by $18,000 (3.0%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1973 Tax: $10,617 (2025)Community: Pelican Harbour & Beach ClubCondo
Taxes:$10,617
Elementary School: Anna Maria Elementary
High School: Bayshore High
Middle School: Martha B. King Middle
Remarks: REDUCED AND INCREDIBLE VALUE! EXCEPTIONAL FULL BAY VIEWS, PRIVATE BEACH ACCESS AND KAYAK LAUNCH, HURRICANE-RATED WINDOWS AND SLIDERS, UPDATED BATHS AND MORE! This 2BR/2BA retreat at Pelican Harbour & Beach Club delivers the quintessential Longboat Key lifestyle. From its 2nd-floor vantage point, enjoy peaceful sunrises over the Bay and the tranquil fountain view from your screened lanai, surrounded by lush tropical landscaping. Then, end your day with spectacular Gulf sunsets and leisurely beach walks from your private beach access. The updated kitchen gleams with new 2025 solid quartz countertops, stainless Samsung appliances, a tile backsplash, and a breakfast bar island—perfect for entertaining. Open living and dining areas flow seamlessly toward the water, creating a bright, inviting space ideal for relaxing or hosting friends. The spacious owner’s suite opens to the lanai and features a 2023-renovated ensuite bath with stone countertops, dual sinks, porcelain tile flooring, a glass shower, and custom closets. The guest suite offers another beautifully updated bath and generous storage. Additional highlights in-unit laundry, 2023 roof, 2024 exterior paint, and a hurricane-rated carport conveniently located just outside your door. This unit is currently rented, and tenants will vacate or stay so you can continue to earn rental income immediately! Ideally situated mid-island, Pelican Harbour & Beach Club offers outstanding amenities: Bay and beach access, first-come dock slips, a heated resort-style pool, two newly resurfaced tennis/pickleball courts, a clubhouse with social activities, kayak storage and launch, bike storage, and ample owner storage. This pet-friendly, rental-friendly community welcomes large dogs and seasonal visitors and perfectly combines luxury, flexibility, and coastal charm—just minutes from Bayfront Park, the new St. Regis Resort, St. Armands Circle, and downtown Sarasota’s vibrant restaurants, culture, and shopping.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
563 SPANISH DR S, LONGBOAT KEY, FL 34228
$615,000150 Days on yellowkey MLS ID: A4682513
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1516 Built: 1971Monthly Fee: $1,340 Tax: $7,899 (2024)Community: Spanish Main Yacht Club CondoVilla
Taxes:$7,899
Tax Year: 2024
Remarks: GORGEOUS COMPLETELY REMODELED Villa with Lake Views in Spanish Main Yacht Club!! Welcome to effortless coastal living in this beautifully remodeled 3-bedroom, 2-bath villa located in the highly sought-after Spanish Main Yacht Club. Rarely available, this 1,516 sq ft STANDALONE villa offers a larger footprint than most in the community and includes a true third bedroom with serene LAKE VIEWS. The recent remodel brings a fresh, modern feel, complemented by an open-concept floor plan, elegant tile flooring throughout, and abundant natural light. Enjoy peace of mind with NEW WATER HEATER, a NEWER ROOF (2023)AND NEWER A/C system (March 2024). Spanish Main Yacht Club offers a maintenance-free, pet-friendly community with resort-style amenities, including a large waterfront pool overlooking the marina, a 40-slip deep-water marina with no bridges to Sarasota Bay and the Gulf, and deeded beach access just steps away. Shopping, dining, and the charm of St. Armands Circle are all minutes from your door. While this is an active 55+ community, ownership is open to all ages, with full-time residency beginning at 50. "Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. Sarasota SRQ Airport's soaring success added 30 flights in 2024 and 2025, significant passenger growth, a new $72M runway and terminal, and ranks No. 1 best resort airport in the country, where passengers can get off a plane and feel like their vacation has begun. It's all about investment. This home in the master-planned community of the Spanish Main Yacht Club could be your destination of choice. Features include a spectacular pool and spa, kayak launch, marina, outdoor grills, and lush tropical landscaping. There is a shell path for walking along to a deeded beach access to enjoy the sand and world-class sunsets. There is also on-site management and maintenance staff making where home and away share the same address. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide's list of Top 12 Destinations for 2025." Furniture Package Available. Schedule your private showing today.
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Victoria Campbell (352-446-4758)
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)
6700 GULF OF MEXICO DR #118, LONGBOAT KEY, FL 34228
$387,561258 Days on yellowkey MLS ID: A4670555
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 990 Built: 1969 Tax: $6,431 (2024)Community: Whitney BeachCondo
Taxes:$6,431
Remarks: ...shortstories " It is having morning coffee peaceful listening birds and nature because sliding door is open ..the universe is with you..the peace of nature...Watching the water gently flow..Sarasota Bay...kayaks go by in morning ..or fishing guide will pick you up..at community boat dock..It feels like this is a vacation ..Just imagine your boat or kayak is out the back door..You and your best friend daisy and buddy..go for daily walk...Pets are allowed !!!!..551 steps and you are swimming on the blue torquise water of the Gulf of America .You live on an island of Longboat key. This beautifully first floor condo offers breathtaking water views of dolphins easy water access and the possibility rent a boat dock-- Enjoy water view from the living room and entertainer's kitchen,open floor plan makes for great conversation new cabinetry, countertops and stainless steel appliances. Every detail has been updated after the subject property was hit by hurricane in 2024..SELLER IS PAYING FOR TITLE WORK WITH BOWMAN GEORGE ATTORNEY ..It is all new including a new washer and dryer, Located in the highly sought-after Whitney Beach Condoinuim , residents enjoy walking next door to restaurants , yoga studio ,coffee shop ,Longbeach cafe and convience store .Whitney resturant ..heated pools, fishing dock, kayak launch and storage, boat slips. A flexiable rental policy allows one month rentals up to six times annualy. ..Just steps across the street is deeded beach access where you can stroll the powdery soft sand, swim in the turquoise Gulf waters, and take in breathtaking sunsets. Tennis and pickleball courts, barbecue and picnic areas Whitney Beach is located close to shopping areas and has many excellent restaurants. You are only 11 miles from world famous St. Armands Circle cool shops nice restaurants from seafood pizza to oyster bar. This is island living at its best just 2 miles north to downtown Bradenton Beach...5 miles south Publix and 35 minutes down the island Downtown Sarasota
Listing Agent: Gerald Cunningham (941-321-8848)
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)
635 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228
$2,895,000172 Days on yellowkey MLS ID: A4679064
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3047 Built: 2025 Tax: $4,831 (2024)Community: Mary Regina ReeseSpa: NoSingle Family
Taxes:$4,831
Remarks: This gorgeous modern, elevated new 2025 masterpiece on fabulous Longboat Key has just made a significant price reduction! Built to the utmost of standards by the owners vision for his own family, (he is a also builder), this home has it all. Let’s start with the heavy custom front door surrounded by gorgeous large scale tiles in colors of the sea, that opens to the expansive great room, dining area and huge chefs kitchen. The kitchen is an entertainers dream, with a 5 burner gas range, pot filler, double ovens, built-in microwave and full size side by side refrigerator/freezer. A large center island provides ample storage and incredible work space, and of course there is a walk-in pantry and a separate area for a coffee and a wine fridge. Off of the kitchen and living/dining area is a screened in porch with a full outdoor kitchen for outdoor dining as well as an open porch with steps to the lush green grass. The primary suite is on this level, and a half bath and a gorgeous ensuite. The ensuite features an abundance of light with double sinks, a large double shower and a soaking tub. When you head up the staircase to the 2nd level, you will certainly notice the continuance of the incredible finishes and modern original light fixtures! Here you find a large landing with sliders to the enticing outdoor deck, perfect for your morning workout overlooking the beautiful neighborhood or just a spot for some sunset sky watching or midnight stars. 3 bedrooms, two with a jack and jill and one with a full ensuite make easy use of the space for all of your family and friends. Room for a pool on the side yard, plus deeded beach access across Gulf of Mexico Drive, make this a contemporary beach house to remember! This special, walkable mid-key location puts multiple dining, shopping and wildlife exploring destinations right at your doorstep, but you also have the opportunity for the world-renowned St.Regis Resort, St. Armands Circle and the cultural epicenter of Downtown Sarasota within a short drive. This is truly a lifestyle worth exploring. Make your private appointment today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Jodene Moneuse, Pa (941-302-4913)
554 SPANISH DR S, LONGBOAT KEY, FL 34228
$435,000106 Days on yellowkey MLS ID: A4688632
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1326 Built: 1971 Tax: $2,179 (2025)Community: Spanish Main Yacht Club CondoCondo
Taxes:$2,179
Remarks: Virtually Staged. Welcome to Spanish Main Yacht Club waterfront community and your new home! Light and bright, this stand-alone villa is all new and beautifully updated in 2026. White marble-like large porcelain tile floors that span the entire living area, providing a continuous flow throughout the villa. The new kitchen boasts stainless steel appliances, white quartz countertops, new cabinetry, lighting and more. Attractive updates in the primary en suite bedroom and guest bath as well. A nice added feature is the spacious interior laundry room. Beautiful, lush backyard view with privacy and an extra brick paver side yard and outdoor space. A short stroll to the privately deeded beach entrance to gorgeous Gulf beaches. Two minutes to have your toes in the soft, pearly sand. This is a boater’s paradise with slips available for an extremely inexpensive lease and direct access to Sarasota Bay, the Intracoastal waterway and azure waters of the Gulf. Only a short drive to the fantastic shops, restaurants and cultural events Sarasota and St. Armands Circle have to offer. This is a great investment opportunity and chance to enjoy Longboat Key living. The community is in the build-back stage due to damage from hurricanes in 2024 and is almost complete. All 212 units in Spanish Main are under FEMA requirements, guidelines, and stringent adherence to rebuild specifications and inspections from Town of Longboat Key. This is an opportunity to continue to make this villa your custom home.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Kimberly Freiwald (941-256-6775)
6680 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
$13,499,000155 Days on yellowkey MLS ID: A4682193
Bed: 6 Bath: 6.5 Gar: 6 Liv Area Sq Ft: 6408 Built: 2020 Tax: $22,777 (2025)Community: RauchSpa: YesSingle Family
Taxes:$22,777
Remarks: Welcome to a once-in-a-generation private waterfront family compound on the coveted north end of Longboat Key—an extraordinary 2.4 acre, fully gated coastal estate that blends architectural mastery, resort-level amenities, and rare development potential. Encompassing four buildable parcels (500, 510, 520 Nomas Way and 6680 Gulf of Mexico Drive), this legacy property offers unparalleled privacy, flexibility, and long-term value. From the moment you arrive, illuminated by classic Bevelo gas lanterns, the estate unfolds with intention and elegance. The custom-designed main residence is complemented by a separate 3-bedroom, 2-bath, 1,850-sq-ft guest home with a detached garage—perfect for extended family, guests, or staff accommodations. Every detail reflects thoughtful craftsmanship, from the 900-bottle red cedar wine cellar to the oversized custom wood-burning fireplace with gas option. Designed for both grand entertaining and everyday indulgence, the chef’s kitchen features natural gas cooking with Wolf and Sub-Zero appliances, while state-of-the-art home automation and whole-home sound elevate daily living. Step outside to a true private resort: a 15,000-gallon free-form pool with a 1,000-gallon spa, heating and chilling via reverse heat pump and natural gas, and an expansive custom tiki pavilion built for unforgettable gatherings. For boating enthusiasts, this estate is unmatched—165 feet of frontage on Bishops Bayou, two docks, three boat lifts, and deep-water, direct Intracoastal access. Across Gulf of Mexico Drive, deeded private beach access makes turquoise waters and nightly sunsets a daily ritual. Car collectors and hobbyists will appreciate six garages, including an automotive lift, plus a 50’ x 24’ covered pole barn for additional storage. Peace of mind is absolute with a 24-camera security system, safe room, elevator, and a 60kW natural gas generator powering the entire estate during any weather event. Fully fenced and gated, this property offers complete privacy without compromise. This is more than a home—it is a coastal masterpiece, a designer’s dream that exudes sophistication, balance, and harmony. An irreplaceable opportunity to own one of Longboat Key’s most remarkable waterfront estates, where luxury, security, and lifestyle converge in perfect alignment.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
825 TARAWITT DR, LONGBOAT KEY, FL 34228
$1,550,000134 Days on yellowkey MLS ID: A4684674
REDUCED by $49,000 (3.1%) on 06/15/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1882 Built: 1982 Tax: $19,384 (2025)Community: Longboat KeySpa: YesSingle Family
Taxes:$19,384
Remarks: Welcome to Your Beach House Sanctuary on Longboat Key! Experience the ultimate coastal lifestyle in this beautifully renovated island retreat, ideally situated just four homes from Tarawitt Point on a deep-water canal. Set on an expansive 125x90 ft lot, this waterfront property offers 125 feet of seawall with dockage for a boat up to 30 feet, a jet ski lift, and additional space for all your water toys. With the Intracoastal Waterway just 50 yards from the canal’s end, you’ll enjoy direct, no-bridge access to Sarasota Bay—perfect for fishing, cruising, or sunset boating. Catch bait and be fishing in under 30 minutes! Inside, this meticulously maintained home features: 3 spacious bedrooms, 2 full baths + 1 half bath, 1-car garage, Open-concept floor plan with stunning bay views! The oversized primary suite offers a comfortable seating area, TV space, a generous walk-in closet, and a beautifully updated bath with dual vanities and a large walk-in shower. The kitchen and living area flow seamlessly onto a porch overlooking the bay—ideal for morning coffee or evening cocktails. Renovated in 2022, the home boasts a new roof, new windows and doors, granite countertops, new appliances, updated bathrooms, new flooring, fresh interior and exterior paint, and even a relaxing hot tub. Deeded beach access sits directly across Tarawitt Drive, offering effortless enjoyment of the Gulf’s turquoise waters and sugar-sand beaches. Enjoy walkable access to some of the island’s favorite dining destinations, including: Harry's Restaurant, Euphemia Haye, The Lazy Lobster, A short bike ride takes you to: The Shore Restaurant, Mar Vista Dockside Restaurant And you’re just an easy drive to Anna Maria Island, St. Armands Circle, and downtown Sarasota. This is more than a home—it’s a waterfront lifestyle defined by boating, beach days, and breathtaking bay views.
Listing is courtesy of: BRISTA REALTY LLC (941-373-0500)
Listing Agent: Ian Greenberg, Llc (941-724-4003)
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.
490 N SHORE RD #6, LONGBOAT KEY, FL 34228
$699,000365 Days on yellowkey MLS ID: A4657668
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1350 Built: 1978 Tax: $4,481 (2024)Community: Northgate Of Longboat KeySpa: NoCondo
Taxes:$4,481
Remarks: This rare offering is all about the one-of-a-kind BREATHTAKING VIEWS overlooking multiple waterways across Greer island, towards the Intracoastal and out to the gorgeous Gulf of Mexico sunsets! Situated on the quiet north end of Longboat Key in a boutique waterfront, building containing only 9 townhouse style residences: this is island living at its best! It features two bedrooms and 2 and a half baths plus a bonus ground floor air conditioned room and a workshop. Take the steps up to your first living level and enjoy a galley kitchen open to the large great room with sliders to one of 2 outdoor balconies above the ground level, poolside covered porch. On this level is also a half bath. Take the steps up to the second level and the views become even more astounding through the sliders from the Primary ensuite bedroom! Here you will also find the 2nd bedroom and the second bath. Besides the sparkling waterside pool, this small and friendly community has 3 small docks available that allow for easy water access with your kayak, paddleboard or small boat. And don’t forget it has its own clay tennis court as well. One of the nicest and widest beaches on Longboat Key is located just down the street and it wraps all the way around Greer island where you can stand and admire your condo across the waterway from your walk! Multiple restaurants and shopping destinations are within a bike ride or short walk away and the cultural epicenter of downtown Sarasota and Bradenton are just off island when you choose to leave. This may well be the laid-back island life style you are searching for.
1065 GULF OF MEXICO DR #305, LONGBOAT KEY, FL 34228
$1,199,000161 Days on yellowkey MLS ID: A4681609
REDUCED by $51,000 (4.1%) on 05/25/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1819 Built: 1981 Tax: $6,047 (2025)Community: Beachplace IiiSpa: YesCondo
Taxes:$6,047
Remarks: Virtually Staged. A vivid palette of white perfected with the backdrop of crystal sand meets azure Gulf blue….. finished off with brilliant hues over the spanning skies as the sun sets on yet another perfect day. Yours to be experienced daily, from the inside or out on the patios, at this corner condo home spread over more than 1,800 square feet. Well-positioned at the southwest corner of Building 10 to take full advantage of what it means to be the fortunate owner of a beachfront Longboat Key retreat. Clean, crisp and white, this home is move-in ready, OR it is fresh and primed for you to begin the design of your dreams. Finding 3 bedrooms, 2 baths, and 2 owned parking spaces (one under-building and one outside steps to the building entry) on the beach at this reasonable price point is a FIND in this zip code, so closely consider the opportunity at hand. Beachplace is a sprawling community of 31 acres and full of amenities including, but not limited to, deeded beach access, junior Olympic size pool, kiddie pool, spa, clubhouse, fitness, tennis, pickleball, guarded/ gated entry, community grilling, fun gaming area with ping pong, cornhole, seasonal community activity calendar, etc. Truly a special place to call home or an absolute escape to refresh, restore, relax, release and renew the wellbeing of mind, body and spirit.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Cindy Schatzle (941-587-7556)
729 SAINT JUDES DR S #3, LONGBOAT KEY, FL 34228
$449,000127 Days on yellowkey MLS ID: A4685189
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 630 Built: 1966 Tax: $1,994 (2025)Community: Saint Judes AptsSpa: NoCondo
Taxes:$1,994
Remarks: Live that Longboat Key waterfront lifestyle and have your own boat lift without the multi-million dollar price. Cute and conveniently located, this on-grade one bedroom condominium unit that is located on a saltwater canal on Longboat Key, features its own 10,000 lb boat lift, and is one block to the gulf beaches and adjacent to Durante Park. Everything new in 2025, including a washer and dryer and hot water demand unit. The condo is completely furnished with an updated living space, complete with open kitchen that features granite countertops, stainless steel appliance and plenty of storage. The modern wood-look tile and updated sliders and windows make for an open feeling living area. There is a paver patio and dock behind the condo for enjoying the sunsets on the canal. A number of shops and restaurants within walking distance. Schedule your showing today!
Listing Agent: Steven Schield (941-650-1010)
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.
380 GULF OF MEXICO DR #515, LONGBOAT KEY, FL 34228
$1,049,000147 Days on yellowkey MLS ID: A4683391
REDUCED by $101,000 (8.8%) on 06/14/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2380 Built: 1994 Tax: $11,342 (2025)Community: Tangerine Bay ClubSpa: YesCondo
Taxes:$11,342
Remarks: Virtually Staged. 2BD+DEN! Positioned as the southern-most community on Longboat Keys’ Gulf of Mexico Drive is the stunning Tangerine Bay. Its presence of pristinely manicured tropical color admired by all that enter the Key. Within this gated community lies #515- horizontal to Sarasota’s bayfront experiencing views that span across blue waters abundant with active sea-life. This 2bd/Den/2.5bath/2-car private garage home, with excellent wall space for displaying your finest art collection, extends over 2,300 square feet of living space. Courtyard entry, equipped with gas hook-up for your own grill, offers slider access into the kitchen/ family room area which is perfect for a different entertaining perspective since the courtyard is large enough to also accommodate table and chairs. Of course, the coveted place to dwell will be the grand living/ dining area and balcony to experience morning sun over the calming waters or the miracle of all the hues the sky can offer as the sun begins to set behind you. Large primary en-suite enjoys the water view and slider access to the balcony, considerably sized walk-in closet and super-spacious bathroom to create the spa-like atmosphere of your dreams. #515 will not disappoint with the generous kitchen, kitchen water filtration, split floorplan, updated windows and doors, 2024 remote roll-down hurricane shutters, 2023 A/C, 2026 water heater, roof and sprinkler heads replaced approx. three years ago. With a spanning lap pool, meandering lush lounging areas, spa, fishing/day dock, tennis/ pickleball, fitness center and clubhouse- Tangerine Bay is poised for pleasure to all who get to call it home. For a small annual fee, owners can also become members of the Bay Isles Beach Club.
900 SPANISH DR N, LONGBOAT KEY, FL 34228
$750,00086 Days on yellowkey MLS ID: A4690879
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1423 Built: 1971 Tax: $4,203 (2025)Community: Spanish Main Yacht Club CondoSpa: NoVilla
Taxes:$4,203
Remarks: This must-see hidden gem on the north end of Longboat Key offers a quintessential Florida lifestyle. Waterview’s galore as you walk into your newly completed, renovated Florida paradise home, on a deepwater marina and canal, which epitomizes beauty and style. Boat lovers will want the location of this totally turnkey furnished 1,423-square-foot standalone two-bedroom, two-bath home, with your upgraded composite boat dock just 15 feet behind your villa. Completely remodeled, this home provides contemporary classic design features that create an open airy gorgeous living space. All new stainless appliances in 2026, air-conditioner 2025, roof 2019 and more. The open kitchen design with a large island, new quartz countertops, plenty of beautiful new cabinets with roll-out drawers and a contrasting white and gray classic color scheme. Great counter space makes the kitchen ideal for entertaining and enjoying the coastal casual lifestyle. Beautiful porcelain tile flows throughout the home, providing continuity from room to room. An oversized skylight in the great room with retractable shade provides lots of extra natural brightness. The large primary bedroom is complete with a fully refashioned en-suite bath with gorgeous granite countertops and custom-tiled shower. A spacious walk-in closet provides plenty of room for your coastal style wardrobe. The second bath mimics the maintained class and elegance of this home with granite counters and tiled shower. The lanai has been transformed into extra living space with a cozy study and separate office nook. The study is an ideal spot to curl up with a book or just sit privately and watch the beautiful white pelicans float by with dolphins and manatees alongside. This flexplace can also house extra sleepover guests. The double lanai facing the water allows a panoramic view and full access to your large, elevated brick paver patio and dock from floor-to-ceiling, impact-grade patio doors. Go outside to a private oasis that overlooks the wide-open canal, marina and bay views. Sit, dine, entertain or sunbathe while you enjoy the abundant wildlife from the comfort of your patio paradise, or hop in your boat secured to your 5-by-25-foot dock and head out to one of the many Longboat Key restaurants. Some of the best waters to explore in Sarasota for fishing, sandbar enjoyment, kayaking and swimming right in your backyard. You have direct access to the Intracoastal Waterway and a quick boat ride to the Gulf of Mexico. Impact windows and new hurricane-rated doors throughout. The Spanish Main maintenance-free community has a wonderful neighborhood feel with heated pool, deeded beach access, a 40-foot slip marina with social events galore, making every day feel like a vacation as you lounge in the sun poolside and enjoy the sea The deeded beach access is ideal for those numerous beach days and magnificent sunsets. Pet-friendly, maintenance-free, and an active 55-plus community are added benefits for your enjoyment. Only a short drive to fantastic shops and restaurants, including Anna Maria Island, plus cultural events Sarasota and St. Armands Circle have to offer. This villa has been fully renovated in compliance with FEMA standards due to hurricane flooding in 2024.
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)
603 LONGBOAT CLUB RD #202N, LONGBOAT KEY, FL 34228
$1,250,00035 Days on yellowkey MLS ID: A4696643
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1458 Built: 1970 Tax: $9,348 (2025)Community: Longboat Key TowersCondo
Taxes:$9,348
Remarks: Stunning direct views of the Gulf are enjoyed from a 2nd floor vantage that feels like you are hovering above the shoreline. This 2 bedroom residence is located behind the exclusive Longboat Key Club gates on the south end of Longboat Key convenient to St. Armands and minutes from downtown Sarasota. The main living area is tastefully presented with bamboo flooring, big water views and access to the covered terrace, ideal for sunset viewing or peaceful afternoon reading with the sounds of the Gulf in the background. The well-appointed kitchen offers granite counters, ample cabinet space, under-counter laundry appliances, a separate back door entry, tankless water heater and a sensational backdrop of blue water views. The primary suite boasts access to the east terrace, plantation shutters, a walk-in closet with built-ins and a separate vanity outside of the primary bath. Guests will be comfortable with their own full bath and access to the east terrace. The well-maintained community of Longboat Key Towers pampers owners and guests with amenities such as the beachfront heated pool and spa, a fitness center overlooking the water with a steam room and sauna, a social room, a guest suite for overflow guests, an onsite manager and 24-hour gated access. Residents can also join the Longboat Key Club and enjoy member benefits including golf, tennis, dining, boating and spa services. Your Longboat Life awaits!
Listing Agent: Ian Addy, Pa (941-961-8850)
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