Longboat Key Homes with Sidewalk Exterior Features

Welcome to Longboat Key, a breathtaking barrier island located in Florida, known for its pristine beaches, luxurious amenities, and laid-back coastal lifestyle. This exclusive island city offers a unique blend of natural beauty and upscale living, making it a highly sought-after destination for homebuyers.

Longboat Key is a haven for those seeking a tranquil retreat surrounded by the beauty of the Gulf of Mexico. With its miles of white sandy beaches, lush tropical landscapes, and stunning waterfront views, this city provides the perfect backdrop for a relaxed and sophisticated lifestyle.

If you're looking for homes with sidewalk exterior features in Longboat Key, you're in luck. Many properties in this area boast charming sidewalks that add to the overall allure of the neighborhood. Whether you enjoy leisurely strolls or prefer to bike around the city, having sidewalks in front of your home provides convenience and enhances the overall appeal of the community.

Imagine coming home to a picturesque sidewalk-lined street, where you can take evening walks, chat with neighbors, or simply enjoy the fresh sea breeze. With homes featuring sidewalk exterior features in Longboat Key, you can experience the perfect blend of comfort, style, and functionality.

Discover the allure of Longboat Key and find your dream home with sidewalk exterior features in this idyllic coastal city. Experience luxury living at its finest in a community that offers the best of both worlds – natural beauty and modern conveniences.

Newest Longboat Key Homes with Sidewalk Exterior Features

$549,000

2 Beds ⋅ 2 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code ⋅ A4701697 MLS ⋅ Active Status ⋅ Building 5 BLDG.

This well-maintained 2BR/2BA residence in Grand Bay features a large, full-width terrace with views of Sarasota Bay. Floor-to-ceiling glass and multiple terrace access points bring in natural light and make the outdoor space a true extension of the living area. Large-format ceramic tile, high ceilings and a neutral color palette create a bright, comfortable interior. The open living and dining area overlooks the bay, while the oversized terrace provides ample space for outdoor dining, entertaining or relaxing among the tropical landscaping. Double doors lead to the galley-style kitchen, which includes white cabinetry, stone countertops, a tray ceiling, a paneled refrigerator and a window for additional natural light. The primary suite offers generous proportions and corner sliding doors opening directly to the terrace. Its en-suite bath features dual vanities and a spa tub. The spacious guest suite includes a walk-in closet and direct outdoor access. An in-residence laundry room adds convenience - two under-building parking space. Grand Bay residents enjoy a clubhouse, fitness center, two Har-Tru tennis courts, two heated swimming pools and spa. Bay Isles ownership also includes deeded access to the private Bay Isles Beach Club on the Gulf of Mexico, with an on-site attendant, covered gathering areas, grills, changing rooms, restrooms and showers. Separate, optional membership in the Longboat Key Club is also available. Depending on the membership selected, members may enjoy access to 45 holes of golf, tennis and pickleball facilities, a private beach, fitness and wellness programs, a full-service spa, dining, marina amenities and year-round social activities.

3080 Grand Bay Boulevard Unit 512, Longboat Key

$500,000

Longboat Key Moorings SubDv. ⋅ 34228 Zip Code ⋅ A4700188 MLS ⋅ Active Status

An easy access slip with the views to along with the superb amenity package, Slip B-16 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 85 x 29.5, and a usable beam of 25 feet and a long and extra wide finger pier. This 'inside the T-head' slip location provides close proximity to the Marina Village, Restaurant, and Pool. The Longboat Key Club Moorings Marina is a World Class deep water marina providing direct access to Sarasota Bay and ICW. Yacht Club membership at the Longboat Key Club Moorings provides members access to the private clubhouse, which is well appointed with TV, conference room, private pool area, outside seating and tables, grill, and bathhouse all in a relaxing atmosphere. Additionally, the Longboat Key Club offers multiple restaurants, world class tennis and golf facilities, fitness center, with spa and beach access. The Club also reciprocates with 400 of Clubs throughout the country. The Marina is also located within close proximity to Publix, CVS, and world class shopping at St. Armand's Circle. The longest vessel this slip will accommodate is 80 feet. Beam depends on the vessel type and measure. Vessel must be approved by the Board of Directors prior to entering the Marina. Membership in the Longboat Key Club is required.

2600 Harbourside Drive Unit B-16, Longboat Key

$1,050,000

3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code ⋅ A4699368 MLS ⋅ Active Status ⋅ Building 2 BLDG.

Virtually Staged. Wide views of Sarasota Bay, the Harbourside golf course and downtown Sarasota define this well-maintained 3-bedroom, 3.5-bath residence at Grand Bay. Floor-to-ceiling glass keeps the scenery in focus and brings natural light into the main living areas. The living room opens to a large terrace overlooking the golf course, bay and skyline, while tray ceilings and tile flooring contribute to the open feel. The kitchen features wood cabinetry, a center prep island, paneled refrigerator and adjoining dining area. Nearby, a sitting area includes textured accent walls and built-in shelving. The primary suite also opens to the terrace and offers bay views and an oversized walk-in closet. The adjoining bath includes a soaking tub, glass-enclosed shower and private water closet. Two additional guest suites each have an en suite bath, and an in-residence laundry room adds convenience. Grand Bay amenities include a clubhouse, two resort-style pools and spas, a fitness center with saunas and Har-Tru tennis courts, all within the gated Bay Isles community. Ownership also includes membership in the private Bay Isles Beach Club, with gated Gulf access, covered gathering and picnic areas, barbecue grills, restrooms and changing facilities. Optional membership in the Longboat Key Club is available separately. Depending on membership category, amenities may include 45 holes of golf, the Tennis Gardens with 20 Har-Tru courts, private dining venues and lounges, beach and pool facilities, a spa, fitness and wellness facilities, member events and Longboat Key Club Moorings.

3040 Grand Bay Boulevard Unit 232, Longboat Key

$875,000

2 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code ⋅ A4699853 MLS ⋅ Active Status ⋅ 6 BLDG.

Experience everything coastal luxury living has to offer in one of Longboat Key's most sought-after waterfront communities. This beautifully updated 2 bedroom, 2 bathroom condominium offers peaceful pond and fountain views, direct access to the pristine Gulf of America beaches, and an unbeatable location just minutes from St. Armands Circle and downtown Sarasota. Inside, engineered flooring flows throughout the open-concept floor plan, creating a seamless blend of comfort and style. The spacious living and dining areas open to a private balcony overlooking the tranquil pond and fountain, providing the perfect setting to enjoy morning coffee or unwind with breathtaking Florida sunsets. The well-appointed kitchen features granite countertops, stainless steel appliances, a breakfast bar, and abundant natural light, making it ideal for both everyday living and entertaining. The generous primary suite offers serene water views, ample closet space, and an en-suite bathroom with dual vanities and a walk-in shower. A spacious guest bedroom and nearby full bath provide privacy and comfort for family and visitors. Experience everything coastal luxury living has to offer in this exceptional Longboat Key residence. Residents enjoy resort-style amenities including an Olympic-sized heated swimming pool and spa overlooking the Gulf of America, private beach access, a fitness center, tennis and pickleball courts, community grills, beautifully landscaped tropical grounds, covered parking, secure building access, and the peace of mind of a 24-hour gated entrance with guard. Cable, internet, water, sewer, trash, and exterior maintenance are all included in the condominium fees, providing exceptional value and effortless ownership. Just minutes from the boutiques and award-winning dining of St. Armands Circle and the cultural attractions of downtown Sarasota, this is Florida waterfront living at its finest.

1095 Gulf Of Mexico Drive Unit 303, Longboat Key

$885,000

2 Beds ⋅ 2 Baths ⋅ Long Beach SubDv. ⋅ 34228 Zip Code ⋅ A4699687 MLS ⋅ Active Status ⋅ Sea Gull BLDG.

Never miss another beach day or a green flash sunset in this rarely available 2 bed 2 bath home in the Longbeach Community- a GULF FRONT enclave on the tip of Longboat Key. A short walk to the beach, thoughtfully remodeled and move-in ready, this residence offers spectacular daily views of the Gulf, pool, and lush tropical landscaping- best enjoyed on the 200 sqft screened terrace where there’s plenty of room for reading, relaxing or toasting the sunset and dining. This lovely residence has been loved and meticulously upgraded with superior materials and workmanship. The gourmet kitchen features a spacious central cooking island with Electrolux 6-burner cooktop and hood, brushed stainless GE Monogram and Bosch appliances including a stacked double oven, as well as granite countertops, and solid light cherry cabinets. A breakfast bar, wine rack and built-in office complement this kitchen with added functionality. Additional luxury finishes include raised ceilings, crown molding, hidden surround-sound speakers, and spa-inspired bathrooms with custom mosaic-tile showers, Kohler fixtures, and rain showerheads. The Longbeach Community offers 9.2 acres of Gulffront beach homes just a 5-min walk to the exclusive amenities like private beach access to the quartz-white sand of Longboat Key's beaches, a heated pool, private tennis, and ample parking. In addition to idyllic award-winning beaches, Longboat Key living means exquisite waterfront dining, boutique shopping in St Armands Circle, and unparalleled golf courses and tennis courts. The Longboat Key lifestyle awaits you to create new everlasting memories here in paradise!

7115 Gulf Of Mexico Drive Unit 23, Longboat Key

$550,000

2 Beds ⋅ 2 Baths ⋅ Banyan Bay SubDv. ⋅ 34228 Zip Code ⋅ A4698906 MLS ⋅ Active Status ⋅ Banuan Bay Club BLDG.

Move-in-ready condition, ground-floor bayside condominium with Sarasota Bay views and deeded private Gulf beach access in the sought-after Banyan Bay Club! Discover effortless coastal living in this beautifully updated 2-bedroom, 2-bath residence offering 1,155 square feet on the bayside of Longboat Key. Thoughtfully renovated throughout, this inviting home features new luxury vinyl plank flooring, new kitchen appliances, updated bathrooms with new vanities, and a bright, open floor plan designed for comfortable island living. Enjoy Sarasota Bay views from the living room, primary bedroom, and private rear patio. Step directly from your patio onto the beautifully landscaped lawn, where you can enjoy your morning coffee, watch boats and dolphins pass by, observe abundant coastal wildlife, and welcome beautiful Florida sunrises. The convenient ground-floor location offers effortless access and seamlessly blends indoor and outdoor living. Residents of this pet-friendly community enjoy the best of both worlds with deeded private Gulf beach access and outstanding amenities, including a heated pool, clubhouse, pickleball, tennis, fishing pier, kayak storage and launch, and assigned parking. Whether you enjoy boating, kayaking, fishing, shelling, or relaxing on the beach, this community offers the quintessential Longboat Key lifestyle. Ideally located near championship golf, waterfront dining, marinas, boutique shopping, St. Armand's Circle, and downtown Sarasota, this exceptional residence is perfect as a primary home, seasonal retreat, or investment opportunity. Don't miss this rare opportunity to own an updated, move-in-ready, bayside condominium with Sarasota Bay views, deeded private Gulf beach access, and the relaxed elegance of island living. EASY TO SHOW. SUPRA ON storeroom door across from front door.

5260 Gulf Of Mexico Drive Unit 413, Longboat Key

$515,000

2 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code ⋅ TB8525404 MLS ⋅ Active Status

Seaplace Condominiums, half mile Gulf of Mexico beachfront property with chaise lounges & umbrellas provided on private beach portion. Elegant turnkey-furnished unit with hurricane impact doors & windows. Next to clubhouse pool, gym, sauna & community kitchen. Two properties from St. Regis Resort restaurants & beach bar.

1945 Gulf Of Mexico Drive Unit M2-402, Longboat Key

$599,900

2 Beds ⋅ 3 Baths ⋅ Cedars East SubDv. ⋅ 34228 Zip Code ⋅ A4698229 MLS ⋅ Active Status ⋅ 848 BLDG.

Turn-Key Furnished Waterfront Townhome in Cedars East on Longboat Key! Beautifully updated and move-in ready, this desirable 2-bedroom, 2.5-bath residence offers one of the best locations within Cedars East, featuring tranquil water views from the spacious primary suite and an expanded, open-concept living area. The updated kitchen showcases shaker-style cabinetry, granite countertops, stainless steel appliances, and abundant workspace, flowing seamlessly into the spacious dining and living areas. Turn-key furnishings make this home truly move-in ready—ideal as a full-time residence, seasonal retreat, or investment property. Life at Cedars East offers the perfect blend of resort-style amenities and relaxed coastal living. Residents enjoy access to a heated junior Olympic-sized pool, Har-Tru tennis courts, pickleball, fitness center, clubhouse, pro shop, fishing pier, kayak launch, scenic mangrove boardwalks, and an on-site restaurant and tiki bar. (Pool membership is included with ownership. Some amenities require optional club membership.) Ideally located just minutes from the sandy beaches of Longboat Key, St. Armands Circle, Anna Maria Island, championship golf, waterfront dining, shopping, Joan M. Durante Park, and vibrant downtown Sarasota, this exceptional property offers the perfect combination of location, lifestyle, and value in one of Longboat Key's most sought-after communities.

848 Evergreen Way, Longboat Key

$479,000

2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code ⋅ A4698081 MLS ⋅ Active Status ⋅ D BLDG.

Welcome to Longboat Harbour D-204, a beautifully maintained second-floor condominium in one of Longboat Key's most desirable gated waterfront communities. Ideally located in Building D—the closest building to the community's private Gulf beach access—this residence offers umatched convenience to the beach pavilion, showers, restrooms, and private beach lockers. Inside, you'll find a bright and comfortable floor plan featuring granite countertops, an in-unit washer and dryer, a spacious bedroom with a new impact window, and electric blinds. Additional highlights include a private storage locker, covered carport parking space, proximity to the elevator, a new roof, and all assessments fully paid. Longboat Harbour offers resort-style amenities including four heated swimming pools, a fitness center with sauna, tennis and pickleball courts, art studios, a woodworking shop, and a yacht club with a protected harbor. Located just miles from St. Armands, Lido Beach, Downtown Sarasota, Anna Maria Island, Homes Beach, and Bradenton Beach, this is the perfect opportunity to enjoy the best of Longboat Key waterfront and beach living.

4340 Falmouth Drive Unit D-204, Longboat Key

$400,000

Longboat Key Moorings SubDv. ⋅ 34228 Zip Code ⋅ A4697978 MLS ⋅ Active Status

Stunning Sarasota Bay Views! An easy access slip with the views to go along with the superb amenity package, Slip R-13 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 80 x 23.5, and a usable beam of 19 feet and extra wide finger pier. This is a desired 'inside the T-head' slip location. The Longboat Key Club Moorings Marina is a World Class deep water marina providing direct access to Sarasota Bay and ICW. Yacht Club membership at the Longboat Key Club Moorings provides members access to the private clubhouse, which is well appointed with TV, conference room, private pool area, outside seating and tables, grill, and bathhouse all in a relaxing atmosphere. Additionally, the Longboat Key Club offers multiple restaurants, world class tennis, pickleball and golf facilities, fitness center, with spa and beach access. The Marina is also located within close proximity to Publix, CVS, and world class shopping at St. Armand's Circle. The longest vessel this slip will accommodate is 75 feet. Beam depends on the vessel type and measure. Membership in the Longboat Key Club is required.

2600 Harbourside Drive Unit R-13, Longboat Key

$699,000

2 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code ⋅ A4697798 MLS ⋅ Active Status ⋅ Fairway Bay BLDG.

Nestled in the attractive community of Fairway Bay in Bay Isles on Longboat Key is this fabulous 2BR/2BA elevated townhouse. This tastefully decorated condo residence is on one level above the oversized 2-car garage and is an end unit. It is beautifully maintained, in great condition and offered turnkey-furnished with upscale furnishing from Robb & Stucky. The spacious living room and dining room has high ceilings, crown molding, plantation shutters, a fireplace and a wet bar with built-ins. The updated kitchen completed in 2025 is a neutral palette with new white cabinetry, white quartz countertops, a super pull-out pantry, all new appliances and washer & dryer in the past 12 months. A/C replaced in 2020 & water heater in 2021. The flooring in the entire residence was recently replaced with luxury vinyl plank flooring. A spacious shaded screened lanai offers a peaceful garden view and is a short walk to the heated pool and the bay. The bathrooms have also been updated in 2025 with new flooring, new cabinets, fixtures and shower door. The primary bedroom suite is a quiet sanctuary offering ample room for your apparel with two walk-in closets and Hunter-Douglas window blinds. This townhouse affords plenty of room for guests and a large family to stay. There is a two-and-a-half garage with a large finished air-conditioned space on the ground floor giving you extra space. Community amenities include walking paths, 2 heated pools, a fitness room, tennis & pickle ball courts and a social room. The building will soon benefit from a new roof, which the seller has paid for. Residents benefit from on-site management and 24-hour security. Ownership includes deeded access to the private Bay Isles Beach Club, featuring a Gulf front pavilion, grilling areas, and beautiful sandy beaches. Located within the Longboat Key Club, residents have the option to join golf, tennis, and social memberships, all just minutes from the boutiques and dining on world-renowned St. Armands Circle, downtown Sarasota’s cultural attractions and Harbourside Marina.

2000 Harbourside Drive Unit 1501, Longboat Key

$649,000

2 Beds ⋅ 2 Baths ⋅ Pelican Harbour & Beach Club SubDv. ⋅ 34228 Zip Code ⋅ A4696419 MLS ⋅ Active Status ⋅ M1 BLDG.

COMMUNITY BOAT SLIP AVAILABLE! It really is all about the location- and of course the view! Situated on gorgeous Sarasota Bay, this lovely two bedroom, two bath first floor condo offers a walk out to the sculpted grounds of Pelican Harbour and great water views of the bay from your private screened lanai. Recently professionally renovated in tasteful coastal chic, this beautifully updated condo boasts new hurricane impact windows, designer Samsung kitchen appliances, ceramic tile flooring, an island kitchen with granite countertops and white shaker wood cabinets, ceiling fans, plantation shutters, closet built-ins, washer and dryer, and new window treatments. New AC (2025). Pelican Harbour and Beach Club is a pet friendly community and offers world class amenities including private gulf beach access, a heated resort-style pool, kayak and bike storage, day dock, tennis, and pickleball. This well-maintained community has successfully completed its milestone inspection, has fully-funded reserves, and has no special assessments. Association fees include building maintenance, landscaping, building insurance, cable, water, sewer, trash, professional management, and pest control. The community has covered reserved carports, new roofs and a composite day dock that is perfect to enjoy a cup of coffee while catching those stunning Florida sunrises over water. At this writing, community has two 30 ft boat slips available at $600 per year. Pelican Harbour is centrally located mid key, with convenient access to St. Armands Circle, Bayfront Park, Publix, and fine dining at a number of outstanding restaurants. Your unique opportunity to enjoy the Longboat Key lifestyle awaits!

4234 Gulf Of Mexico Drive Unit M1, Longboat Key

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