Longboat Key Homes with Courtyard Exterior Features

Longboat Key Homes with Courtyard Exterior Features

Longboat Key, located in Sarasota County, Florida, is a stunning barrier island known for its pristine beaches, luxurious resorts, and upscale real estate. This exclusive city offers a serene and idyllic setting, making it a sought-after destination for those seeking a peaceful and luxurious lifestyle.

One of the prominent features found in many homes in Longboat Key is the courtyard exterior. This architectural design element adds a touch of elegance and privacy to the properties, creating a tranquil oasis for residents to enjoy. Whether it's a single-family home or a condominium, homes with courtyard exteriors offer a unique blend of indoor and outdoor living spaces.

The courtyards in these homes can be beautifully landscaped, featuring lush greenery, colorful flowers, and even water features like fountains or pools. They provide a private sanctuary where homeowners can relax, entertain guests, or simply enjoy the beautiful Florida weather.

These homes often boast spacious interiors with open floor plans, allowing for seamless flow between the courtyard and the main living areas. Large windows and sliding glass doors provide ample natural light and offer picturesque views of the courtyard, creating a sense of harmony between the indoors and outdoors.

Living in a home with a courtyard exterior in Longboat Key not only offers a luxurious and tranquil living experience but also provides residents with easy access to the island's renowned amenities. From world-class golf courses and tennis clubs to fine dining establishments and boutique shopping, Longboat Key offers a wide array of recreational activities for residents to indulge in.

If you are looking for a home that combines elegance, privacy, and the beauty of outdoor living, Longboat Key's homes with courtyard exterior features are sure to exceed your expectations.

Newest Longboat Key Homes with Courtyard Exterior Features

$1,458,000
3 Beds ⋅ 3 Baths ⋅ Sabal Cove SubDv. ⋅ 34228 Zip Code
Location, Location, Location! This three bedroom, three bath villa/condo, located on the desirable side of the community in coveted Winding Oaks can be yours. One of 56 Nantucket style, maintenance free villas has vaulted ceilings, plentiful closets, some of which are walk-in, and updated with hurricane windows, sliders and garage door, ceiling fans, newer baths and kitchen, oversized Trex deck overlooking Bayou and the golf course for spectacular sunrise vistas, Balcony Railings, atrium with plantings for a Zen relaxing feel, separate air conditioned laundry room, split plan and open and airy main area to enjoy your family around the wood burning fireplace to take out the Winter chill. "Single family" feel offers a two car garage and if this isn’t enough, the community salt water pool awaits you. Community is currently being Painted and Repaired on the exterior of the Villas. Winding Oaks is pet friendly and boasts deeded beach access to Bay Isles Beach Club, comfortably appointed with restrooms, showers, tables/seating and grills. Best of both worlds as you enjoy sipping fine wine as you witness the most beautiful Sunsets on Longboat Key. R and R is the pace, LBK is the place!

3453 Winding Oaks Drive Unit 27, Longboat Key
$1,995,000
3 Beds ⋅ 3 Baths ⋅ Queens Harbour (F/K/A Manchester Bay) SubDv. ⋅ 34228 Zip Code
Discover an enchanting sanctuary that beautifully blends elegance, function and comfort in Queens Harbor on Longboat Key. This sought-after courtyard-style residence welcomes you through a grand double-door entryway, revealing a tropical oasis centered around a serene pool embraced by stately marble pavers. Featuring 3 bedrooms, 3 full bathrooms in nearly 3,000 sprawling sq. ft., this home effortlessly combines luxury and practicality while seamlessly merging with the tranquil courtyard. The separate, fully equipped casita offers a private space perfect for hosting family, friends or guests. The living areas, with ceilings reaching up to 13', exude an airy and open ambiance, enhanced by a harmonious color scheme of neutral tones, offering a canvas for personalization and style. At the heart of the main residence lies the recently remodeled kitchen and family room, providing an expansive and striking space for entertaining or family living. The kitchen, a culinary haven, features a center island, solid surface countertops and gorgeous cabinetry accentuated by a stunning tile backsplash. With stainless steel appliances, including a wine refrigerator, and crowned by transom lighting that bathes the space in natural light, the kitchen stands as a hub of culinary artistry and warmth. The primary suite is both spacious and sumptuous, with walls of windows allowing natural light and a voluminous primary bath with walk-in shower and an abundance of closet space. As a resident of Queens Harbor, you have access to a community pool as well as all the exclusive Gulf-front benefits of the Bay Isles Beach Club. Deepwater slips for lease or purchase and Longboat Key Golf & Tennis Country Club membership are available.

3520 Fair Oaks Lane, Longboat Key
$629,000
2 Beds ⋅ 2 Baths ⋅ Bayport Bch & Ten SubDv. ⋅ 34228 Zip Code
RENTAL FRIENDLY CONDO COMPLEX. 12 TIMES A YEAR (MONTHLY MINIMUM). Very few Longboat Key Condo complexes allow that. Attention Avid Tennis Players, Paddle Board & Kayakers and Beach Bunnies! Just listed for $629,000, this FIRST FLOOR BAYPORT BEAUTY is absolutely the Best Value in highly coveted Gulf to Bay complex Bayport Beach & Tennis Club. Designed by Architect Tim Seibert, on of the founders of the world famous Sarasota School of Architecture. This lovely end unit #806 is located in the E-Cluster at the back of Bayport's beautifully landscaped grounds & just steps from the Junior Olympic size pool, the Clubhouse with fitness center next to the 4 pristine Har-Tru courts & near the Kayak storage & launch with Sarasota Bay access. Far from the main road complex entrance, peaceful serenity is yours as you enjoy your lovely private pavered patio. But yet you are just a short distance away from Bayport's lovely Gulf of Mexico Beach. Beach chairs & umbrellas are already there set up for owners & guests. After a day of sun & fun at the best beach on Longboat Key, you'll be happy to return to your serene first floor end unit. This spacious, open design 2 bedroom, 2 bathroom with lanai & outdoor garden terrace is being offered turnkey. Elegant furnishings include sofas, entertainment center, glass top cocktail table, dining room tables & chairs plus both bedrooms are fully furnished ready for immediate occupancy or as a monthly rental up to 12 times a year. Bayport has very favorable leasing rules. The attractive caramel colored solid wood kitchen cabinetry is accented by the almond colored appliances & full size washer & dryer. The EnSuite Master Bathroom has a dual sink vanity and a bath tub. The guest bathroom has a new vanity and a tiled walk in shower. The principal bedroom includes a spacious walk in closet plus a bonus alcove area furnished as a study. The monthly condo fee of $1748 includes the cost of your insurances (flood/hurricane/hazard), exterior maintenance & landscaping, basic cable, internet, water, trash, recreational facilities & a contribution to the reserves account. Within minutes you can be at the fabulous shopping & dining St. Armand's Circle. From there cross the iconic Ringling Bridge to downtown Sarasota, well known for the world class theatre, opera, ballet , orchestra in the cultural hub of Southwest Florida. With 27 beautifully landscaped acres, Bayport Beach& Tennis is more than a vacation condo, it is a gateway to the Florida Coastal lifestyle you've always wanted.

806 Bayport Way Unit 806, Longboat Key
$1,950,000
3 Beds ⋅ 2.5 Baths ⋅ Tangerine Bay Club SubDv. ⋅ 34228 Zip Code
Experience the epitome of waterfront living in this luxury condo in the secluded, gated community of Tangerine Bay Club, offering breathtaking, direct Sarasota bayfront vistas on the very southern-end of prestigious Longboat Key Island. Upon entering this furnished unit, you'll immediately feel at home, surrounded by lovely, upscale finishes meticulously maintained throughout. The kitchen has been tastefully renovated with quartzite countertops, state-of-the-art appliances, porcelain tile flooring, a generous pantry, a convenient island, and more. The combined living and dining room, complete with a whole-house Sonance speaker system, features a wet bar, and a custom-built entertainment center. Embrace the indoor-outdoor lifestyle with the expansive sliding glass doors that provide access to the back patio, overlooking the sparkling water of Sarasota Bay. The primary suite is a sanctuary of luxury and privacy, complete with a spacious walk-in closet and primary bathroom that beckons relaxation. Additional rooms include a guest bedroom with an en-suite bathroom, a convenient powder bath, and a versatile office or den with built-in desk and storage cabinets, easily converted into another guest bedroom, complete with a sleeper sofa. Find ample storage space for your outdoor equipment such as kayaks, paddleboards, and bikes, in the oversized two-car garage. Indulge in the Florida experience with unbeatable amenities, including an expansive, heated pool with spa, a well-equipped fitness center, a community day dock and kayak launch, two pickleball courts, a tennis court, on-site management, and more. Tangerine Bay Club is well-known for its remarkable location, situated a mere 5-minute drive from the sun-kissed shores of Lido Beach and the vibrant St. Armands Circle, known for its eclectic shopping, dining, and entertainment offerings. Plus, enjoy the convenience of the Longboat Key Club just across the street, where membership opens the door to a world of amenities – from relaxing on private, pristine beaches to teeing off on award-winning golf courses and savoring exquisite dining experiences. Residents receive the opportunity to join the private Bay Isles Beach Club, available for a small annual fee. Don’t miss this opportunity to reside in one of Longboat Key’s most private and serene communities!

380 Gulf Of Mexico Drive Unit 525, Longboat Key
$2,100,000
4 Beds ⋅ 4.5 Baths ⋅ Tangerine Bay Club SubDv. ⋅ 34228 Zip Code
PENTHOUSE. Delight in scenic views of Sarasota Bay in this custom-designed 4-bedroom, 4.5-bathroom in the gated resort-style Tangerine Bay community on the southernmost tip of Longboat Key. The residence is just minutes St. Armands Circle’s array of restaurants and boutiques and beaches and a short drive to vibrant downtown Sarasota. Filled with abundant natural light, the spacious condominium features soaring ceilings, skylight, great room with gas fireplace, marble gallery for displaying artwork, and private gated courtyard. All bedrooms are ensuite. Sliding glass doors in the primary suite and great room open to a tiled terrace where you can start your day with a cup of coffee while watching the sunrise. An additional west-facing terrace boasts stunning sunset views. The well-equipped kitchen includes stone counters, breakfast bar, pantry and morning room. There is also a fully enclosed two-car garage with plenty of storage space as well as two AC units. Tangerine Bay boasts beautifully manicured walking paths amid lush tropical greenery as well as many amenities, including a pool with waterfalls, fitness center, tennis and pickleball courts, plus a day boat dock and fishing pier. Residents also have the option of joining the Bay Isles Beach Club on the Gulf of Mexico.

370 Gulf Of Mexico Drive Unit 432, Longboat Key
$1,450,000
3 Beds ⋅ 2.5 Baths ⋅ Tangerine Bay Club SubDv. ⋅ 34228 Zip Code
Discover the epitome of luxury living in this exclusive Tangerine Bay Club condominium. Nestled on the southernmost tip of Longboat Key, this prestigious Sarasota Bay waterfront residence boasts an unrivaled location, mere moments from the charming Saint Armands Circle, the scenic Quick Point Nature Preserve, the renowned Longboat Key Club, and a short drive to the vibrant heart of downtown Sarasota. Not to mention the convenience of the nearby Dry Dock Waterfront Grill, making it a truly exceptional living experience. This gated community is cocooned in meticulously maintained lush landscaping, ensuring privacy and serenity for residents. With just under 2,500 square feet under air, this 2-bedroom plus den (which can easily be converted into a 3rd bedroom), and 2.5-bath condo offers a spacious and elegant retreat. To complete the package, a private, oversized 2-car garage is included, and the property is available turnkey furnished for your convenience. Upon entering, a welcoming courtyard and a grand mahogany front door beckon you inside. Enjoy beautiful vistas of Sarasota Bay and the moat surrounding the resort-style pool, a crown jewel of Longboat Key. Whether you're relaxing in the living room, dining on the covered lanai, or waking up in the master bedroom, you're treated to breathtaking views. The open and intelligent floor plan seamlessly connects a spacious kitchen with a generous eat-in area to both the front courtyard and the dining and living room, making it perfect for entertaining. Quartz countertops, a built-in range, and a natural gas plumbed cooktop accentuate the kitchen's sophistication. The living and dining areas are expansive, providing ample space for hosting. A gas fireplace, wet bar, and strategically placed skylight ensure an ambiance of natural light and warmth in the living room. The split-plan design guarantees privacy, with a roomy guest bedroom featuring an ensuite bathroom. A half bath caters to guest convenience, and the den, which can be effortlessly converted to a 3rd bedroom, boasts exquisite double pocket doors. The master suite is a sanctuary with a view, offering ample closet space, including two walk-ins and an oversized linen closet. The ensuite is a spa-like haven, with tranquil beach-inspired colors, including a custom made concrete countertop with embedded seashells and seaglass, double sinks, a soaking tub, walk-in shower, and a private water closet. The laundry room features granite countertops and houses a new washer and dryer (replaced in 2019). The air conditioner is brand new in 2023 for added peace of mind. Elevator access takes you to your very own slice of paradise. Enjoy your days by the pool, swim laps, read a book in the spa, work out in the fitness center, bask in a sunrise on the dock, greet friends at the day dock, launch your kayak, partake in social events, engage in pickle-ball or tennis, or explore the idyllic barrier island on your bike. Dining and shopping are within walking distance, with Publix a mere 3 miles away. The cultural and artistic delights of downtown Sarasota are only a few minutes' drive. As an additional privilege, residents of Tangerine Bay Club may join the Bay Isles beach club for a nominal fee. This is a treasure waiting for you to discover – a lifestyle of refined elegance and unparalleled convenience.

370 Gulf Of Mexico Drive Unit 415, Longboat Key
$2,499,000
4 Beds ⋅ 3.5 Baths ⋅ Coreys Landing SubDv. ⋅ 34228 Zip Code
Located in the coveted Corey’s Landing neighborhood, this exquisite bayfront, four-bedroom residence offers the luxury of direct bayfront living, where every detail has been carefully curated to create a haven of sophistication and style. Positioned on one of the most sought-after streets in the community, this home is bathed in natural light, with its prominent location capturing sweeping views of Sarasota Bay from just about every room. This nearly 3,400-square-foot residence provides you with a seamless transition into the ultimate coastal lifestyle. Step inside and be greeted by an open and inviting living space, thoughtfully updated with modern touches that will captivate your senses. Notable renovations include a new roof (2019), a contemporary remodeled kitchen, elegant Mahogany hardwood flooring throughout, granite countertops, updated electrical and plumbing, and a completely remodeled second floor dedicated to guest accommodations. The interior exudes a sleek and modern vibe, with volume ceilings, walls of glass sliders, and transom windows combined to bathe the designer interior in beautiful natural light. The neutral palette complemented by modern furnishings creates an atmosphere of timeless elegance. The chef's kitchen is positioned to take full advantage of the day's light. This gourmet space overlooks the great room and features stunning custom cabinetry, granite countertops, an expansive island, a striking backsplash, built-in planning desk, and top-of-the-line stainless-steel appliances. After a day of adventure, retire to the serene master retreat. With his and her walk-in closets, en-suite stone bathroom, and its own private access to the screened patio, it's a tranquil haven where you can unwind in privacy. Two guest bedrooms (one is currently being used as a den) complete the main living level. Upstairs, a loft-style family room and third bedroom suite offer a wonderful spot for overnight guests or a quiet retreat. The outdoor living spaces are equally impressive, with two levels of Travertine tile decking, covered lounge and dining areas, a summer kitchen with a built-in grill, and a private dock, creating an exceptional setting for entertaining or simply enjoying the Florida lifestyle. This home embodies the essence of luxury and offers a maintenance-free lifestyle within the secure resort gates of Longboat Key. Just a few steps from the front door, you'll find the community's tennis courts, where you can perfect your serve or engage in a friendly match with neighbors. A sundeck with a heated swimming pool and spa provides an enticing retreat for relaxation and socializing.

3464 Mistletoe Lane, Longboat Key
$579,000
2 Beds ⋅ 2 Baths ⋅ Gulf Key Condo SubDv. ⋅ 34228 Zip Code
Attention Beach Lovers! Your dream beach retreat awaits - just a quick 2-minute stroll to Longboat's pristine shores. This fully furnished and beautifully renovated 2-bedroom, 2-bathroom gem is perfect for year-round living or as a seasonal getaway. Plus, it offers the potential to offset expenses with minimal one-month rentals thanks to low HOA fees. Step inside to discover an inviting open floor plan with granite countertops, stainless steel appliances, and impact glass. The living room seamlessly connects to a screened lanai, overlooking your private courtyard adorned with pavers. It's an ideal spot for your morning coffee or evening cocktails, providing a perfect blend of tranquility and relaxation. This property is ideally situated just a short walk from some of Florida's finest beaches. And when it comes to convenience, your own parking space awaits right outside your front door, with an additional spare spot for each unit. You'll also enjoy the privilege of being one of only 10 units in this prime location, .4 miles to grocery stores, a drug store, fitness center, tennis courts, a library, and a marina. With St. Armands Circle just 4 miles away and the Sarasota International Airport a quick 11-mile drive, you'll have easy access to all the amenities and attractions the area has to offer. Don't miss out on this premium opportunity!

540 Neptune Avenue Unit 4, Longboat Key
$1,200,000
3 Beds ⋅ 2.5 Baths ⋅ Harbour Oaks SubDv. ⋅ 34228 Zip Code
WOW!! Crafted with care and detail to make it their own…….. BUT PLANS CHANGE! This is an exceptional opportunity to own a home that has been renovated by the best of craftsmen, one who accepts nothing less than perfection. A 3bed/2.5 bath/2 car garage home, where you own the land, but don’t have to worry much for exterior care and maintenance because the association takes care of it for you. With weathered wood-look luxury vinyl floors, freshly painted walls, doors and ceilings, multiple skylights amid raised ceilings, new fans, decorative and recessed lighting, this home lives large, bright and airy throughout. The reconfigured kitchen/ family room area has been impressively modified to allow for spacious counter space with seating, Quartz tops, soft-close wood cabinetry, LG stainless steel appliances including an induction cook-top, and a bar area complete with wine fridge and extra cabinetry for additional storage. The combined living/ dining area, along with 3rd bedroom/den, provides ample space for oversized gatherings or a place to get away for some quiet time from the goings on at the other end of the home. This is a split bedroom floorplan with oversized master suite and a guest ensuite with jack- and-jill bath, built-in closet system and sunny courtyard. The lanai space is a beautiful retreat and offers privacy on all sides, as well as sun or shade, with the elongated retractable awning. Harbour Circle is located behind the immaculately maintained and secure gates of Bay Isles, includes a community pool and spa as well as the coveted private beach access thru the Bay Isles Beach Club

2303 Harbour Oaks Drive, Longboat Key
$2,700,000
4 Beds ⋅ 3 Baths ⋅ Sands Point SubDv. ⋅ 34228 Zip Code
NEW PRICE! RARE opportunity to own this LEGACY property. The same family purchased this property from the developer and has held it in the family for 50 years. This building was constructed in 1966 and the developer sold this unit to this family in the early 1970s. This is a magnificent example of luxury mid-century modern architecture, complete with terrazzo floors and period architectural details. The developer created this unit as the CROWN JEWEL OF THE BUILDING. No other unit in the building matches the size of this unit, nor its premier placement within the building. It is a true four bedroom/ three bath home with over 2800 square feet of space. Each over sized bedroom has a view of the beach. The center of the home is a huge great room, with a solid wall of windows facing New Pass and the beach. Flanking the great room on one side is the ensuite primary bedroom and on the other side by THREE more oversized bedrooms, two bathrooms and an enormous interior laundry room and storage area. An updated kitchen and additional eating space round out the center of the home. Sands Point is immediately adjacent to the grounds of The Resort at Longboat Key Club with its amenities of golf, health spa, lodging and restaurants. Sands Point provides an on site pool and spa, tiki huts on the beach and a small marina that allows guests to moor their boats overnight. The marina sits on water that is navigable and accesses the Gulf of Mexico without any intervening bridges.

100 Sands Point Road Unit 113, Longboat Key
$350,000
Bay Isles SubDv. ⋅ 34228 Zip Code
A 55 ft. x 21 ft. Boat Slip on the south side of the pier at Longboat Key Moorings Marina. Unique configuration with an extra long finger pier of 42 ft. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Longboat Key Moorings is truly a World Class facility.

2600 Harbourside Drive Unit C-4, Longboat Key
Start Your Search