Longboat Key Homes under $400,000

Longboat Key Homes under $400,000

Welcome to Longboat Key, Florida – a hidden gem nestled along the stunning Gulf Coast. Known for its pristine beaches, lush landscapes, and vibrant community, Longboat Key offers an idyllic lifestyle that combines relaxation with a touch of luxury. This charming barrier island is just a stone's throw away from the bustling city of Sarasota, making it the perfect retreat for those seeking both tranquility and access to vibrant cultural experiences.

For homebuyers looking to make Longboat Key their own, you'll be delighted to discover that there are beautiful homes available under $400,000. This unique opportunity allows you to embrace the coastal lifestyle without breaking the bank. Imagine waking up to the sound of waves gently lapping against the shore and spending your afternoons basking in the sun on powdery white sands. From cozy condos with breathtaking views to charming bungalows surrounded by lush tropical foliage, the real estate options here cater to a variety of tastes and preferences.

In addition to its stunning natural beauty, Longboat Key boasts a friendly community atmosphere, with local shops, delightful restaurants, and recreational activities at your fingertips. Whether you’re an outdoor enthusiast, a beach lover, or someone who enjoys the finer things in life, Longboat Key is the perfect place to call home.

With affordable housing options available, now is the time to explore what this enchanting island has to offer. Dive into the Longboat Key lifestyle and discover your dream home in this paradise today!

Newest Longboat Key Homes under $400,000

726 Spanish Drive N Unit 164, Longboat Key
$389,000
2 Beds ⋅ 2 Baths ⋅ Spanish Main Yacht Club SubDv. ⋅ 34228 Zip Code
Your Longboat Key coastal retreat awaits! Beautifully renovated and move-in ready, this 2-bedroom, 2-bath villa in the desirable Spanish Main Yacht Club combines modern upgrades with the best of Florida coastal living. Major improvements include hurricane-impact windows and doors, a new electrical panel, new water heater, and all new interior doors. The bright, open living area features polished terrazzo flooring, recessed lighting, and coastal-inspired finishes. The updated kitchen offers quartz-style countertops, shaker-style cabinetry, stainless steel appliances, subway tile backsplash, and a spacious breakfast bar. Both bathrooms have been tastefully renovated with modern vanities and stylish tilework. Additional highlights include sliding barn doors and an inviting enclosed sunroom with a new mini-split A/C, exposed beam ceilings, and wood accents. Outside, enjoy a new paver driveway, sidewalk, and back patio, covered carport, and tropical landscaping. Spanish Main Yacht Club offers a heated community pool, clubhouse, shuffleboard courts, and deep-water marina with boat slips and access to Sarasota Bay and the Intracoastal Waterway. Best of all, deeded beach access puts Longboat Key's beautiful Gulf beaches within easy reach! Conveniently located near St. Armands Circle, waterfront dining, shopping, and downtown Sarasota. Whether you're seeking a seasonal escape or full-time residence, this beautifully updated villa is ready for you to enjoy the Longboat Key lifestyle!

726 Spanish Drive N Unit 164, Longboat Key
2800 Harbourside Drive Unit E06, Longboat Key
$275,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
Embrace effortless coastal living with this prime 55-foot boat slip in an elite deep-water harbor on scenic Longboat Key, perfectly positioned just off Sarasota Bay. Sized to fit vessels up to 50 feet with a 19-foot beam total length, the slip comes fully equipped with water, high-speed Wi-Fi, and a private metered power pedestal. Marina residents enjoy exceptional conveniences including a full-service fuel station, flexible pump-out service, a complimentary shuttle to St. Armands, and a 24-hour bathhouse with laundry and a ship store. Tailor your coastal lifestyle further with optional upgrades: join the Bay Isle Beach Club for exclusive beachfront sunset access, or secure a membership at the prestigious Longboat Key Club for resort pools and fine dining. Situated only half a mile from Publix, CVS, and local conveniences, this is your ultimate island headquarters.

2800 Harbourside Drive Unit E06, Longboat Key
2600 Harbourside Dr Unit N-09, Longboat Key
$225,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
Only slip available on N-dock! Slip N-09 is a 45 x 20 Boat Slip at Longboat Key Moorings Marina for sale. The slip is located on the north side of the pier. Exceptional views of Sarasota Bay and the city skyline, mid-pier for easy access. 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. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 40 LOA.

2600 Harbourside Dr Unit N-09, Longboat Key
4330 Falmouth Drive Unit 107, Longboat Key
$399,000
2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code
First time on the market in 25 years with OWNER FINANCING AVAILABLE, 40% down, 5.5% interest on balloon note or amortization, all negotiable. This turnkey, first-floor, two-bedroom, two-full-bath condominium in gated Longboat Harbour has hosted a lifetime of memories and is ready for its next chapter. Freshly painted and move-in ready, it opens through a glass-enclosed lanai straight onto the lawn and harbor, with boats docked a short distance away and Sarasota Bay beyond. Tile floors, plantation shutters and a bright kitchen with a pass-through to the dining area keep life easy. Being on the ground floor, you skip the elevator and stairs and enter right out to the pool, your covered parking and the path to the beach. Owners report no flood damage in their 25 years of ownership. Amenities include heated pools, a fitness center, a sauna, billiards and game rooms, a clubhouse, a putting green, shuffleboard, a fishing pier, grills, kayak storage and a private Gulf-side beach house across Gulf of Mexico Drive with parking, restrooms, showers and gear storage. Bayside sunrises, Gulf sunsets, Publix and dining nearby and SRQ about 13 miles. Owner financing is available; ask for the terms. Quick close is possible. Approximately $15,000 in 2027 rental bookings are already in place, according to the current owner.

4330 Falmouth Drive Unit 107, Longboat Key
2600 Harbourside Drive Unit Q8, Longboat Key
$189,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
**NO LONGBOAT KEY CLUB MEMBERSHIP REQUIRED!** A rare and highly desirable opportunity to own a 48' x 21' deep-water slip at the prestigious Longboat Key Club Moorings without the expense or obligation of club membership! This valuable distinction offers owners the flexibility to enjoy a world-class marina while avoiding mandatory club membership fees. Accommodating vessels up to 43' long and 19' wide, this ideally located slip boasts stunning Sarasota skyline views and direct access to Sarasota Bay and the Intracoastal Waterway. Longboat Key Club Moorings offers a resort-style marina experience within an elegant Mediterranean-inspired waterfront village, complete with on-site dining, shopping, social activities, professional maintenance, and concierge services. Conveniently located near Publix, CVS, and specialty shops, the marina combines luxury with everyday convenience. Slip amenities include electric, water, and wireless internet access. For those interested, Longboat Key Club membership remains entirely optional, with the opportunity to join at any time. All vessels require Association Board approval prior to entering the marina, and allowable beam depends on vessel specifications. Enjoy the prestige and convenience of Longboat Key Club Moorings with the freedom of ownership without mandatory club membership!

2600 Harbourside Drive Unit Q8, Longboat Key
600 Sutton Place Unit 101B, Longboat Key
$319,000
1 Beds ⋅ 1 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code
Motivated Seller. Make an offer! Waterfront condo with Sarasota Bay views! Perfectly positioned along Sarasota Bay on **Longboat Key** and just steps from the turquoise waters of the **Gulf of Mexico**, this exceptional community offers the ultimate coastal lifestyle in an unbeatable location. Current owners have never had water intrusion from any hurricanes. This spacious ground-floor corner residence features an expansive open-concept layout designed to comfortably accommodate up to six guests. The beautifully remodeled kitchen showcases stainless steel appliances, a brand-new range, granite countertops, stone backsplash, recessed lighting, and solid wood cabinetry — blending modern style with everyday functionality. A charming nook provides the perfect space for additional sleeping accommodations or a cozy retreat to enjoy serene bay views. Impact-rated sliding glass doors open seamlessly to the outdoors and are complemented by brand-new Shade Store cellular window treatments. Relax while taking in peaceful water and pool views from the comfort of your living space. The spacious primary bedroom features custom cellular shades with top and bottom openings to maximize natural light and views, along with a walk-in closet complete with built-ins. The ensuite bath has been thoughtfully updated with a newer vanity and a brand-new shower remodel (2025), offering a fresh, modern feel. Furnishings are optional and tastefully curated with designer touches, making this property move-in or rental ready. Exceptional Community Amenities - Residents enjoy a truly unique waterfront lifestyle: Two heated pools, Marina and clubhouse, Available boat slips for rent, fish-cleaning station, Kayak storage with electric launch, BBQ grilling areas, Car wash station, Lighted assigned carport parking, Elevator access, Private storage unit (3rd floor), Laundry facility (2nd floor), exclusive deeded beach access on Longboat Key, featuring a pavilion, storage lockers, indoor showers, and restrooms. Enjoy watching dolphins and manatees from the bayfront grounds, spend your days fishing or kayaking, or relax on the sugar-sand beaches just across the street. The community is also in the planning stages of adding a brand-new state-of-the-art fitness center. Shopping and dining are just minutes away at the renowned **St. Armands Circle**. Experience the best of both worlds — Gulf-front beach days and tranquil bayfront evenings. This is coastal living at its finest.

600 Sutton Place Unit 101B, Longboat Key
408 Gulf Of Mexico Drive Unit 2207, Longboat Key
$49,000
Boathouse On Longboat SubDv. ⋅ 34228 Zip Code
Welcome to Slip #2207 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront communities. This premium slip accommodates boats up to 28 feet in length, with a maximum height of 7'8" and an 8'6" beam (no T-tops unless collapsible). Enjoy first-class service at an affordable monthly rate with unbeatable amenities. Located just minutes from both Sarasota Bay and the Gulf, this facility offers on-site fuel, restrooms, a ship store, maintenance services, leasing assistance, and the popular Dry Dock Waterfront Grill restaurant on site. Simply call ahead and your boat will be launched, fueled, and waiting for you. At the end of the day, return to dock and watch as the team expertly rinses and stores your boat in its covered slip. This is more than boat storage it's effortless boating in paradise. Don't miss your chance to own high and dry covered storage on Longboat Key!

408 Gulf Of Mexico Drive Unit 2207, Longboat Key
408 Gulf Of Mexico Drive Unit 1206, Longboat Key
$65,000
Boathouse On Longboat SubDv. ⋅ 34228 Zip Code
Welcome to Slip #1206 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront communities. This premium slip accommodates boats up to 31.5 feet in length, with a maximum height of 8'4" and an 8'6" beam (no T-tops unless collapsible). Enjoy first-class service at an affordable monthly rate with unbeatable amenities. Located just minutes from both Sarasota Bay and the Gulf, this facility offers on-site fuel, restrooms, a ship store, maintenance services, leasing assistance, and the popular Dry Dock Waterfront Grill restaurant on site. Simply call ahead and your boat will be launched, fueled, and waiting for you. At the end of the day, return to dock and watch as the team expertly rinses and stores your boat in its covered slip. This is more than boat storage, it's effortless boating in paradise. Don't miss your chance to own high and dry covered storage on Longboat Key!

408 Gulf Of Mexico Drive Unit 1206, Longboat Key
408 Gulf Of Mexico Drive Unit 2114, Longboat Key
$39,000
Boathouse On Longboat SubDv. ⋅ 34228 Zip Code
Welcome to Slip #2114 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront communities. This premium slip accommodates boats up to 23.5 feet in length, with a maximum height of 7'2" and an 8'6" beam (no T-tops unless collapsible). Enjoy first-class service at an affordable monthly rate with unbeatable amenities. Located just minutes from both Sarasota Bay and the Gulf, this facility offers on-site fuel, restrooms, a ship store, maintenance services, leasing assistance, and the popular Dry Dock Waterfront Grill restaurant on site. Simply call ahead and your boat will be launched, fueled, and waiting for you. At the end of the day, return to dock and watch as the team expertly rinses and stores your boat in its covered slip. This is more than boat storage it's effortless boating in paradise. Don't miss your chance to own high and dry covered storage on Longboat Key!

408 Gulf Of Mexico Drive Unit 2114, Longboat Key
2800 Harbourside Drive Unit E-21, Longboat Key
$385,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
JUST INSIDE THE T-DOCK! An easy access premium 63 x 23.5 ft. slip, with a unique configuration; it has a pier extension, a 9 ft wide finger pier, and the extended portion is a concrete floating dock providing alternate boarding options. The slip is located on the north side of the pier. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. 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, 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. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside & Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association before entering the marina. A current photo must be submitted. Max length of vessel allowed is 58 LOA, usable beam is 19 ft at the head of the slip.

2800 Harbourside Drive Unit E-21, Longboat Key
2800 Harbourside Drive Drive Unit M-10, Longboat Key
$289,000
Bay Isles SubDv. ⋅ 34228 Zip Code
A 58 ft. x 20 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. 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. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. Max length of vessel allowed is 53 LOA, usable beam is 18 ft at the head of the slip. A current photo of the vessel must be provided, and the vessel approved by the Association before entering the marina.

2800 Harbourside Drive Drive Unit M-10, Longboat Key
3802 Gulf Of Mexico Drive Unit A203, Longboat Key
$399,000
2 Beds ⋅ 2 Baths ⋅ Beach Harbor Club SubDv. ⋅ 34228 Zip Code
Gulf views! Just bring your flip flops and bathing suit to this move-in ready 2br/2ba condo on the 2nd floor in Beach Harbor Club. This beautifully maintained Gulf-to-bay community offers boat slips on the bay and private beach access on the Gulf side, as well as pool, clubhouse, gym and private beach access just across the street! This unit has been tastefully updated to include an all-new bright open kitchen with custom cabinetry, stone counters and high-end appliances, including a Fisher & Paykel fridge, a two-drawer Cafe dishwasher, and a Cafe two-oven, six-burner stove. Flooring throughout was replaced with a light blond luxury vinyl plank. Both baths had updates including cabinetry and same quartz countertops found in the kitchen. The AC was replaced in 2024. This home also has a sweet view of the Gulf from the outdoor seating area in the front. The monthly fee includes water, trash, internet, cable, and pest control, as well as the usual insurances, and exterior maintenances. Beach Harbor Club is an active and amenities-rich community with boat docks, a pool, a gym, private beach access, kayak storage, a ground-level storage closet for beach gear, a beautiful clubhouse and just upstairs from this unit is a wonderful rooftop deck for sunset viewing. No effort required to start living your beach life dream today!

3802 Gulf Of Mexico Drive Unit A203, Longboat Key
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