Between $400,000 - $500,000 Longboat Key FL Real Estate, Homes, Condos for Sale

One or more photo(s) has been virtually staged. PARADISE FOUND! Rarely available RENOVATED 2 Bedroom, 2 Bath concrete VILLA with BAY to BEACH access in active 55+ maintenance free Twin Shores Community. WATER VIEWS and DIRECT MARINA ACCESS RIGHT OUTSIDE YOUR FRONT DOOR and private beach access right across the street! The Marina is situated on DEEP SAILBOAT WATER and minutes to the INTERCOASTAL! Offering new interior and exterior paint, hurricane-impact doors and windows, newer plumbing, appliances, hot water heater, drywall, BRAND NEW 3 zone A/C mini split systems with 11-year warranty and all new screens. This unique property has a marina and water views behind each custom plantation shutter, 6x10 skylight shed that is grandfathered specific to this unit only and bump out (additional square feet) in the guest suite. Bathroom with full walk-in shower conveniently located off living room. Separate laundry closet with stackable washer and dryer. Master Bedroom includes custom wall unit providing additional storage, ensuite bath with tub/shower and walk in closet. Guest suite boasts a full-size Murphy Bed. TWO extended outdoor living areas including the back yard and expansive front patio with retractable awning and custom night lighting. Kitchen boasts granite countertops and newer appliances and cabinetry. Enjoy the Community POOL, Clubhouse and social events, Dolphin and Manatee sightings, endless sunsets and sunrises from shore to shore. Up to 29-foot BOAT SLIPS available to rent annually (first come). NEW DOCKS! No pets...One of the LOWEST HOA on the key! 1/1 ALSO available with direct bay views MLS # A4572169. Both easy to see!

102 Twin Shores Boulevard, Longboat Key

$435,000

A4591330 MLS

72' x 21' Boat Dock ~ The Only Two Level Boat Dock in the Marina. 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 Dock has no covenant so there is no Membership requirement to join the Longboat Key Club when you purchase the slip. This amazing location provides direct access to Sarasota Bay and the ICW. The Longboat Key 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 which 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 WiFi. There also is an on-site service department for repair and maintenance needs, as well as, on-site fuel service, pump out service and laundry facilities. 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! If you choose to join The Longboat Key Club, there are multiple membership packages to chose from. The Yacht Club/Social Membership initiation fee is currently $100,000, there are multiple LBK Club restaurants and access to their Gulf of Mexico beach and poolside restaurants and bar. More information can be provided upon request. This is a great time to secure your piece of Paradise in Sarasota, Florida!!!

2600 Harbourside Drive Unit C-13, Longboat Key

$450,000

2 Beds ⋅ 2 Baths ⋅ A4590246 MLS

One or more photo(s) has been virtually staged. Fantastic value! The beautiful neighborhood of Spanish Main welcomes you home!Villa living at its best! This villa has upgraded tile flooring throughout. Large dining/great room combo opens onto an expansive lanai that overlooks a very private, peaceful and tranquil setting of tropical lush foliage. Primary bathroom has been upgraded.This neighborhood-like community is pet friendly and has a 40-slip deep-water marina with electric and water, deeded beach access, fishing, boating, kayaking, heated pool, clubhouse with a plethora of activities. Nominal fee for rental of the boat slips. The infamous St. Armand’s is just down the road with amazing restaurants, fabulous shopping and 20 minutes to downtown Sarasota. This is a 55-plus community, but you can purchase at any age and live here full-time at 50 years old. An incredibly affordable lifestyle that gives you million-dollar moments every day. A true deal on Longboat Key complete with evening sunsets on beautiful beaches

Longboat Key

$489,000

2 Beds ⋅ 2 Baths ⋅ A4589845 MLS ⋅ Winward Bay BLDG.

Here is your opportunity to own your own piece of paradise. A 2bdm/2bath end unit Villa with great beach to bay access. Ample windows allow views of the magnificent Sarasota Bay and all of the beautiful wildlife in the area. Grill on your patio before heading to the soft sandy beaches to witness some of the most breath taking sunsets and mesmerizing turquoise water. You could also get in your boat and head out on the water for some fishing or dolphin and manatee watching. Windward Bay has two marinas with 28 boat and jet ski slips, 2 fishing cleaning stations and 26 acres of professionally maintained grounds. Windward Bay is a complete island community, with two heated pools, tennis/pickleball courts, shuffle board, club house with library and exercise room, community trails, kayak launch and storage, 3 beach accesses, and onsite management. Making the complex practically maintenance free.. This villa has undergone complete external structural renovations including new roof, stucco, sliders and windows in 2021, as well as complete enclosure of the lanai area which gives you close to 100 sq ft of interior bonus space and a brand new AC. A full sized washer/dryer and storage area in the attached carport are an added convenience. Why only visit this tropical island when you can live here with all these amenities at a price like this.

4870 Gulf Of Mexico Drive Unit V-12, Longboat Key

$475,000

1 Beds ⋅ 1.5 Baths ⋅ A4586168 MLS ⋅ 2055 BLDG.

This is a great opportunity to put your decorating and creative skills to work on this 1 bedroom, 1.5 bath loft condominium facing the beautiful gardens and a peak of the Gulf and one covered parking space. There are hurricane shutters in the living room and a in the upstairs bedroom, travertine counter tops and flooring throughout the main areas and new carpeting on the stairs and upstairs bedroom. This a wonderful opportunity to own in beautiful Seaplace located on 42 acres of land with many flowering trees and right on the azure waters of the Gulf of Mexico. This community has two swimming pools with spas, a kiddie pool & playground, a beautiful clubhouse with a fitness center & three Har-Tru tennis courts. A short ride into Saint Armand's Circle and downtown Sarasota where you will find many opportunities and options to shop, enjoy various restaurants, art galleries, live theater, ballet, opera and our Sarasota Orchestra. This is your chance to live in a piece of paradise on Longboat Key.

2055 Gulf Of Mexico Drive Unit G2-201, Longboat Key

$445,000

2 Beds ⋅ 2 Baths ⋅ A4588091 MLS

Under contract-accepting backup offers. Calling all boaters to come live the dream in this charming coastal villa that shouts value within this hot market, presenting quality renovations with the most lush, tranquil and private views. Surrounded by the Gulf of Mexico and Sarasota Bay, Spanish Main Yacht Club is a hidden gem. This sought-after waterfront community boasts a beautiful 40-slip deep-water marina accommodating up to 40-foot vessels that takes you directly to the Intracoastal Waterway and minutes to the Gulf of Mexico. Pride of ownership and meticulously cared for, this tastefully renovated villa features an open kitchen with lovely granite countertops, glass tile backsplash, 42-inch custom cabinetry and upscale lighting with bathroom upgrades equal in design and excellence. The large master suite offers a huge walk-in closet and views of the lush mangroves. The complete roof system was replaced in 2016, as was the HVAC. The owner's everyday favorite treat is to enjoy the fully expansive screened-in Florida room with all-day breezes, green foliage and a truly peaceful setting to relish your morning coffee, afternoon quiet time or evening enjoyment. This active and friendly community allows the beach goers and sun-worshipers to have their toes in the sand within a 2-minute stroll to the convenient and private deeded access, directly to the gorgeous waters and beautiful beaches. The heated community pool overlooking the marina with expansive water views, spacious clubhouse and a kayak launch, plus storage, helps create an easy place to enjoy this coveted lifestyle. Dolphin and manatee watching is a daily event, as are bald eagle sightings and nests in the surrounding trees. Pets are welcomed! This is a 55-plus community; however, one can own at any age and reside full-time when at least one owner is 50 years.

549 Spanish Drive N, Longboat Key

$495,000

2 Beds ⋅ 1.5 Baths ⋅ A4586822 MLS

PANORAMIC VIEWS OF THE GULF OF MEXICO can be in your future. This 2023 manufactured home has never been lived in. This home is full of light, aided by transom windows. This home was built with many upgrades such as the windows, flooring and a full metal roof. There are 720 square feet of living space that has been very thoughtfully laid out. It consists of a kitchen, dining room, living room, two bedrooms and 1 ½ baths. Gulfshore of Longboat Key is defined by its location on the Key. The community extends from the Gulf to Sarasota Bay. It owns almost 500 feet directly on the Gulf of Mexico. The Gulf is known for its beautiful turquoise waters and powder-sand beaches. Their marina sits on Sarasota Bay. Facilities include a large community pool, kayak launch, a remodeled clubhouse with a gourmet kitchen and a campus that is kept in pristine condition. Gulfshore is proud of their financial management over the years and the positive results that they have achieved. It is located just six miles from world-famous St. Armands Circle in Sarasota. Gulfshore is a 55+ community and does not permit rentals or pets. Please come and visit to experience the magnificent views that are available from this unique location in paradise.

3710 Gulf Of Mexico Drive Unit A-19, Longboat Key

$500,000

2 Beds ⋅ 2 Baths ⋅ A4585706 MLS ⋅ I BLDG.

This waterfront end condo offers a spacious and open floor plan with plenty of natural light. The living room features large windows and sliding doors overlooking the water, affording pleasant views. A fully equipped kitchen with modern appliances, solid wood cabinets and granite counters is perfect for preparing your favorite recipes. The master bedroom is a tranquil retreat with its own en-suite bathroom and direct access to the terrace, where you can relax and take in the sights of the harbor. The second bedroom is comfortably sized and has its own bathroom. Outside, you can take advantage of the community’s amenities. Lounge by one of the four heated pools, play tennis or pickle ball, or try your hand at paddleboarding. If you’re a boat owner, you’ll appreciate the opportunity to dock your sail or power boat up to 34 feet at a very reasonable rate. Slips are available on a first come first served basis. For those who enjoy outdoor activities, there is kayak storage, and a floating dock for launching, making it easy to explore the surrounding waterways. If fishing is your passion, you’ll love the convenience of the fishing pier right on the grounds. When you’re ready to socialize. The clubhouse provides a welcoming space to connect with neighbors. The updated clubhouse offers a catering kitchen, library, wood shop, artist’s studio, gym, sauna, game room, billiards, and card room. It’s the perfect place to host events or simply unwind and enjoy the company of friends. Located in a prime spot, this waterfront condo provides easy access to the deeded beach club, where you can soak up the sun, enjoy the sandy shores, and warm Gulf waters of Longboat Key. Whether you’re looking for relaxation or an active lifestyle, this condo offers great Island living, with shopping and dining close by.

4390 Exeter Drive Unit I 108, Longboat Key

$499,999

2 Beds ⋅ 2 Baths ⋅ A4585445 MLS ⋅ G1 BLDG.

Under contract-accepting backup offers. Seaplace is located directly on the Gulf of Mexico! This beautiful Seaplace Condo is a must see! The popular G1 building is located directly on the Gulf of Mexico, at the far northern end of the Seaplace complex. As you exit your condo, you are justa few steps from the Gulf or Swimming Pool. This particular unit features the "larger" two bedroom/two bathroom floor plan which has proven popular amount Seaplace residents and tenants alike. There is plenty of room to entertain or just to relax aftera long day at the beach. You will find plenty of storage space. Unit is being sold fully furnished. Seaplace Association amenities include gated access, 24hr security, a newly remodeled clubhouse, 2 swimming pools, 1 kiddies' pool & 2 hot tubs. Seaplace also offers 3 tennis courts and a walking trail. Schedule your viewing appointment now!

2089 Gulf Of Mexico Drive Unit G1-305, Longboat Key

$419,000

2 Beds ⋅ 1.5 Baths ⋅ A4581838 MLS ⋅ T-19 BLDG.

Convenient beach-to-bay access! This charming townhome at Sutton Place on Longboat Key is just steps away from both the beach and the bay, allowing you to indulge in the best of both worlds. Offered furnished and move-in ready, the interior boasts a bright and airy feel spread across two levels. Large windows flood the space with natural light, while tile flooring and a neutral color scheme create a serene atmosphere. The eat-in kitchen features natural wood cabinetry, a charming dining nook, an island, and newer stainless-steel appliances, as well as access to the screened patio. Upstairs, two bedrooms offer comfortable accommodations. Plus, the attached one-car garage provides added convenience. Sutton Place offers an array of amenities to its residents, including on-site management, a clubhouse, a sundeck with a gas-heated swimming pool, kayak storage, and a barbeque grilling station. Additionally, a private marina is available for those who wish to dock their boats (slips available on a first-come basis for an additional fee). The community's deeded beach access is just a short walk away, where you can enjoy a beachside pavilion, lounge areas, immaculate shores, and stunning Gulf sunsets. Don't miss your chance to experience the ultimate Gulf-to-bay retreat!

549 Sutton Place, Longboat Key

$495,000

2 Beds ⋅ 2 Baths ⋅ A4583012 MLS

Welcome to this charming 2/2 villa with beautiful Terrazzo floors that lives like a single-family home and has a real neighborhood feel. Meticulously kept with one of the favorite features of the owners is the 30’x7’ new completely and beautifully renovated lanai with hurricane sliders and windows, a private office area plus grilling right outside your back door. Also, this room adds an additional 210 sq. ft. of living space. This home comes completely and tastefully turn key furnished, seriously all you need is your Florida warm weather clothes. Further improvements include: All new bathrooms, Cypress wood accent walls, hot water tank, upgraded washer/dryer, window blinds, total landscape restoration, newly installed patio stones, all hurricane grade window and doors, lined sewer pipes plus new complete roof and A/C 2105. Spanish Main Yacht Club is a waterfront community with a 40-slip deep water marina that holds up to 45-foot vessels with electric, water and renovated docks. A very active boating and social community with an upscale clubhouse, heated community pool plus fabulous water views, deeded beach access to the blue azure waters and sugar sand beach of Longboat Key. Whether you enjoy boating, kayaking, fishing, you only have to step out your door to enjoy it all. Golf, tennis, Pickleball, Pilates, fitness gyms plus fabulous dining and entertainment just minutes away not to mention St. Armands world-renowned reputation for great restaurants and shopping. You don't have to be 55 to purchase in Spanish Main and the community is pet friendly. Boat slips are very inexpensive to lease and located in a beautiful Marina. Slips are available at this time. Whether you make this your vacation home and/or want to use it for additional income, this villa is an easy choice. Come take a look

726 Spanish Drive N, Longboat Key

$415,000

2 Beds ⋅ 2 Baths ⋅ A4579614 MLS

Under contract-accepting backup offers. Major Price Reduction. Best of both worlds, boating and beach! This highly sought-after Longboat Key community, Spanish Main Yacht Club, offers an on-site deep-water marina accommodating up to 40-foot vessels, private deeded beach access, heated pool with an active social clubhouse and full in-house management. This 1427-square-foot standalone two-bedroom, two-bath villa is ready for you to make your own. It has an open floor plan with all-hurricane windows installed in 2020. Tile and terrazzo throughout, with plantation shutters, a complete updated roof in 2013 with a newer refrigerator in 2019 and cooktop 2018. Both baths have been recently renovated with new tiles, vanity, sinks, lighting and more. Great value as you can enjoy the renovations or start fresh and make this your own. These villas live like a single-family home, which allows your own gardening, barbecuing and custom landscaping if you wish. A private backyard with greenery provides that serene, quiet place for morning coffee or evening enjoyment. Gorgeous soft sandy beaches just steps away, a magnificent deepwater marina with Trex decking, water and electric, plus fishing and kayak access on the premises makes this living the Florida lifestyle. Great cycling, tennis, pickleball and golfing just minutes away. You will not run out of things to do. Enjoy the delightful waterways and swimming at the sandbars that surround magical Longboat Key. Visit and see for yourself what a special hidden gem this friendly neighborhood like community offers. St. Armands Circle is down the road with an abundance of restaurants and shops, it's Sarasota's favorite destination! Travel + Leisure Magazine just named Longboat Key as the 5th best island in the United States. If you are ready for an amazing lifestyle, don't let this opportunity pass you by! The delightful 55-plus neighborhood is also pet-friendly. You can purchase at any age and live here full-time at 50. Call for details

565 Spanish Drive N, Longboat Key

$450,000

A4579466 MLS

A great 75 ft x 26 ft Boat Slip at Longboat Key Moorings Marina. Great location, easy in and out of the slip due to the large turning radius. LBK Club membership is optional. 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, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, 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. Membership at the Longboat Key Club is available for an additional fee. Stop in and take a look!

2800 Harbourside Drive Unit D-16, Longboat Key

$449,000

1 Beds ⋅ 1 Baths ⋅ A4572169 MLS

BAY TO BEACH! END UNIT with DIRECT BAYFRONT and MARINA VIEWS! COMPLETELY RENOVATED 1/1 (861 Sq Ft) WITH deeded BEACH ACCESS only steps away. This beautiful single story walk out is located in maintenance free, active 55+ Twin Shores community. Kayak with the dolphins and manatees or enjoy sightings from your back door! This solid concrete villa has energy efficient hurricane impact windows and doors. The FURNISHED unit includes queen bed, pull-out couch (sleeps up to 4), dining room table and more (just bring your suitcase). Offering newer plumbing, appliances, BRAND NEW A/C mini split systems, hot water heater and drywall. Upgrades include inside separate laundry with washer and dryer, granite countertops, plantation shutters and 18-inch ceramic tile throughout, walk in shower, dual sinks in the master bath and oversized walk-in closet with custom built in’s. PANORAMIC VIEWS from every window and door! BRAND NEW docks in the Marina. Roof and pest control covered by HOA. The clubhouse hosts numerous activities and events. The community pool and tiki hut are great place to cool down in the Summer months. The Twin Shores Beach and Marina is DEEP WATER and minutes to Intercoastal Waterways. Up to 29 foot BOAT SLIPS available to rent annually (first come first serve). One of the LOWEST ASSOCIATION FEES on the Key. HOA includes park ground and community pool maintenance, water, sewer and trash. 8 Minutes to St. Armand’s Circle and 10 minutes to Bradenton Beach/Anna Maria (4 min to Publix and CVS). Make this your full or part time home and start enjoying ISLAND LIFE. Come by land or sea to preview this masterpiece. Endless SUNRISES and SUNSETS included!

3740 Gulf Of Mexico Drive Unit 116, Longboat Key

$470,000

1 Beds ⋅ 1 Baths ⋅ A4566489 MLS ⋅ Neptune On Longboat Key BLDG.

Discover this charming INCOME PRODUCING gem nestled on Longboat Key! Located moments from the gorgeous beach & Gulf of Mexico water, this rarely available 1-bedroom, 1-bathroom condo offers an exceptional coastal living experience with breathtaking Gulf views from its second-floor perch, a sight that truly must be seen in person to fully appreciate. Enjoy unbelievable sunsets regularly with the pristine beach just steps away, accessible via the public beach access point across the street. Revel in the tranquility of crystal-clear waters and the soft, inviting sand beneath your toes, all without the bustling crowds often found at other nearby beaches. Inside, this condo boasts a range of desirable features, including HURRICANE WINDOWS AND SLIDERS for peace of mind, a NEW A/C system installed in 2021, a freshly painted interior, a NEW dishwasher, and WiFi thermostat. The spacious bedroom offers a peaceful retreat with access to a private balcony and a convenient owner's closet. You'll find a cozy living room, perfect for relaxation, as well as a versatile study or office space, and fully equipped kitchen perfect for preparing your favorite meals. Nestled in the heart of mid-Longboat Key, this condo offers convenience at its best, just steps away from Publix and CVS, ensuring that all your daily necessities are easily accessible, simplifying life on the Key. Whether you seek a permanent residence or a vacation retreat, this condo is the perfect fit for a beachside lifestyle. Schedule your showing today and seize the opportunity to make this beachfront haven your very own!

2850 Gulf Of Mexico Drive Unit 8, Longboat Key

Browse All Longboat Key FL Between $400K - $500K Properties for Sale

Between $400K - $500K Longboat Key Real Estate