Bay Isles Homes with Deed Restrictions Community Features

Bay Isles Homes with Deed Restrictions Community Features

Welcome to Bay Isles, a premier subdivision nestled in the picturesque Longboat Key, Florida. This exclusive community is part of Sarasota County and boasts an enviable location that perfectly blends the tranquility of coastal living with convenient access to vibrant city life. Bay Isles is renowned for its stunning waterfront properties, meticulously manicured landscapes, and a strong sense of community among its residents.

As a deed-restricted community, Bay Isles ensures that the aesthetic and environmental integrity of the neighborhood is upheld, creating a serene and visually appealing atmosphere. Homeowners can enjoy the peace of mind that comes with knowing their community is well-maintained and values quality living. The deed restrictions help preserve property values, ensuring that each home reflects the beauty and elegance that Bay Isles is known for.

Residents of Bay Isles benefit from a variety of community features designed to enhance their lifestyle. Enjoy leisurely strolls along the scenic paths, or take advantage of the nearby private beach access for sun-soaked days by the Gulf of Mexico. For those who enjoy an active lifestyle, the community offers access to tennis courts, swimming pools, and beautifully landscaped parks.

With its close-knit community vibe, Bay Isles is perfect for families, retirees, and anyone seeking a peaceful retreat in a tropical paradise. Experience the beauty of Bay Isles, where luxury meets comfort, and every day feels like a vacation. Come explore the homes that await you in this idyllic Florida haven!

Newest Bay Isles Homes with Deed Restrictions Community Features

560 Harbor Point Road, Longboat Key
$9,500,000
4 Beds ⋅ 5 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code
Behind the double-gated entry of Bay Isles’ coveted Harbor section, 560 Harbor Point commands a rare position at the end of a quiet cul-de-sac, with 200 feet of pristine, protected water frontage and breathtaking views of the downtown Sarasota skyline. Designed by acclaimed architect Clifford Scholz and meticulously crafted by Murray Homes, this 5,245-square-foot Palladian-style masterpiece pairs timeless architectural symmetry with the ease of true waterfront living. Inside, an exceptional floor plan unfolds across four luxurious bedroom suites and four and a half baths, with a formal living room, private dining room, family room, and a gourmet kitchen equipped for the finest culinary creations. His-and-hers offices offer the flexibility today’s discerning buyer expects, while impeccable millwork and the finest finishes reflect every detail executed to perfection. Expansive waterfront terraces and a redesigned viewing porch frame magical water views from every room. Outside, the water is the star. A private dock with boat lift and kayak launch puts the Gulf and Sarasota Bay within easy reach, with no bridges between you and open water. It is boating the way it was meant to be: quiet, private, and just steps from your back door. As a Bay Isles homeowner, you’ll also enjoy deeded, resident-only access to the Bay Isles Beach Club on the Gulf of Mexico, complete with an on-site attendant, covered gathering and picnic areas, changing rooms, barbecue grills, a volleyball court, and beach accessory storage. Close by are the championship golf, tennis, and dining of the Longboat Key Club, the St. Regis Resort, and the boutiques and restaurants of St. Armands Circle, while a short drive across the causeway brings downtown Sarasota’s acclaimed dining, vibrant arts scene, and beloved Farmers Market. Double-gated privacy. 200 feet of water frontage. Cul-de-sac seclusion. A rare offering in one of Longboat Key’s most prestigious enclaves.

560 Harbor Point Road, Longboat Key
3360 Bayou Sound, Longboat Key
$4,699,999
5 Beds ⋅ 5 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code
Virtually Staged. Brand-new custom construction in Bay Isles? This is it. Introducing an exceptional new residence in one of Longboat Key’s most coveted gated communities. Designed for effortless coastal living, this sophisticated home combines coastal contemporary architecture, elevated construction above current flood requirements, an oversized homesite, and beautifully curated tropical gardens creating a private, resort-like setting. Inside, exceptional craftsmanship is evident throughout. The chef’s kitchen features a quartzite island, brass-strapped custom hood, panel-front refrigeration with fridge, freezer, and wine tower, vaulted beamed ceiling with concealed cove lighting and Thermador appliances. Designed to be a true masterpiece sure to impress. The great room showcases a walnut-clad fireplace wall, custom built-ins, wide-plank engineered wood floors, backlit tray ceiling, and expansive sliding glass doors opening to the outdoor living areas. The primary suite overlooking the tranquil back yard, offers a spa-inspired bath with freestanding soaking tub, rain shower, dual vanity, and customized walk-in closets. This floor plan also allows for an additional first floor primary or guest bedroom suite with custom full bath. The second floor offers three additional bedroom suites providing beautifully appointed accommodations for family and guests. Outdoors, the home becomes its own private resort. A covered lanai opens to a heated saltwater pool and spa, beautifully landscaped backyard with its own private putting green, and stainless-steel outdoor kitchen with built-in gas grill—an exceptional setting for entertaining, relaxing, or perfecting your short game at home. The location completes the experience. Set in south Longboat Key, the home is within walking distance of the Longboat Key Club, with golf, tennis, marina, dining, and beach club amenities nearby. Bay Isles residents also enjoy access to their own private Gulf-front Beach Club with powder-soft sand and spectacular Gulf waters. The Beach Club also provides bbq grills, pavilion, locker rooms, storage, and ice machine. New construction, exceptional design and quality, private beach access, and one of Longboat Key’s premier locations—this home offers a rare opportunity to enjoy the Bay Isles lifestyle from day one. Close to Sarasota International Airport, downtown dining and entertainment, and everything wonderful offered by the beloved St Armands Circle.

3360 Bayou Sound, Longboat Key
3606 Fair Oaks Place, Longboat Key
$4,999,000
5 Beds ⋅ 3 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code
Nestled behind the gates of the highly celebrated Bay Isles community, this exceptional five-bedroom waterfront residence at 3606 Fair Oaks Lane offers the perfect blend of luxury, comfort, and peace of mind with an impressive list of recent upgrades and improvements. Designed for effortless coastal living, this beautifully updated home showcases refined interiors, expansive outdoor living spaces, and direct boating access, all within one of Longboat Key’s most sought-after neighborhoods. From the moment you arrive, the home’s meticulous maintenance and thoughtful renovations are immediately apparent. A roof just two years old, hurricane shutters on all windows and doors, and multiple updated mechanical systems provide exceptional value and confidence for years to come. Inside, the residence has been extensively renovated in 2026 with stunning new engineered wood flooring flowing throughout the home, creating a warm and welcoming coastal aesthetic. The spacious floor plan offers five generously sized bedrooms, ideal for accommodating family and guests while maintaining privacy and flexibility for today’s lifestyle needs. The heart of the home is the beautifully refreshed kitchen, complete with brand-new KitchenAid appliances installed in 2026, blending modern functionality with timeless design. Adjacent living and dining areas are filled with natural light and seamlessly connect to the outdoor entertaining spaces, creating an inviting atmosphere perfect for both everyday living and hosting gatherings. Every bathroom in the home was completely renovated in 2026 with stylish finishes and contemporary details that elevate the home’s overall elegance. Extensive system upgrades include three HVAC systems replaced in 2022, 2023, and 2026, along with a new hot water heater installed in 2026, ensuring maximum efficiency and comfort throughout the property. Outdoor living is equally impressive and designed to embrace the Florida waterfront lifestyle. The pool area underwent a significant transformation in 2025 with new pool decking, a resurfaced pool finish, updated waterline tile, and a new gas pool heater, creating a true private resort setting. In 2026, the addition of a fully equipped outdoor kitchen elevated the entertaining experience even further, offering the perfect backdrop for waterfront dining and sunset gatherings. Boating enthusiasts will appreciate the new 10,000-pound boat lift installed in 2025 along with a beautifully updated dock and deck, providing quick and convenient access to Sarasota Bay and the Gulf waters beyond. Combining luxury updates, exceptional outdoor amenities, and a premier location within the coveted Bay Isles community, with private beach club access, this extraordinary Longboat Key residence presents a rare opportunity to enjoy refined waterfront living with every major improvement already completed.

3606 Fair Oaks Place, Longboat Key
1571 Harbor Cay Lane, Longboat Key
$4,400,000
4 Beds ⋅ 4 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code
Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor Section—an exclusive boating community with only 67 custom residences on south Longboat Key. Designed for elegance and comfort, this timeless 4-bedroom, 3.5-bath estate welcomes you with a dramatic open main living area featuring soaring 23-foot ceilings filled with natural light, rich oak flooring, custom lighting and a gas/wood-burning fireplace. Expansive walls provide the perfect showcase for fine artwork, while the spacious living and dining areas flow seamlessly into a warm family room and a chef’s dream kitchen. The gourmet kitchen is equipped with custom mahogany cabinetry, premium stainless-steel appliances including an induction cooktop, a large island topped with quartzite countertops, and a bright breakfast area overlooking the pool and waterway. Sliding glass doors lead to your private outdoor oasis—a massive 28-foot saltwater pool with solar heating and a partially covered patio with heat-resistant coral stone tile. The luxurious master suite offers two walk-in closets, a sitting area or office, and a spa-inspired bathroom with translucent onyx walls and flooring, a soaking tub, and an oversized shower. Additional features include a large laundry and craft room, an oversized two-car garage with workbench, hurricane-impact windows and doors, reinforced garage doors, and a brand-new concrete tile roof. A beautifully landscaped circular drive welcomes guests, while the deep-water bayou behind the home provides direct access to Sarasota Bay—ideal for boating enthusiasts. Residents of Bay Isles enjoy 24-hour gated security, membership to the Bay Isles Beach Club, and close proximity to the Longboat Key Club, St. Armands Circle, world-class dining, shopping, and the brand-new five -star St. Regis Longboat Key Resort. This exceptional property offers the best of luxury, privacy, and the coveted waterfront lifestyle on Florida’s Gulf Coast. Sellers will repaint exterior of house whatever color Buyer selects before closing, upon firm executed Contract.

1571 Harbor Cay Lane, Longboat Key
510 Harbor Gate Way, Longboat Key
$3,950,000
4 Beds ⋅ 6 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code
A Waterfront Work of Art. Experience a one-of-a-kind waterfront residence on Longboat Key — now offered at an exceptional new value. Designed around three interconnected circular "pods," the residence flows like a choreographed dance. There are no awkward hallways, no wasted corners, no spaces that feel like afterthoughts. Curved walls carry throughout every room — even into the garage — creating a cohesive design statement that's genuinely rare in residential construction at any price point. This architectural masterpiece is a sculptural composition of flowing living spaces connected by custom corridors, delivering remarkable privacy, abundant natural light, and seamless indoor–outdoor living. The dramatic Great Room pod showcases soaring wood-paneled ceilings and expansive walls of glass that frame tranquil water views. The circular primary suite is a private retreat featuring a spa-inspired bath with dual showers, a lounge area, private office, and direct access to the pool and spa terrace. At the heart of the home, the striking circular kitchen is both artful and functional, centered around a curved island beneath a two-story ceiling and skylight, with a thoughtfully designed radial appliance layout. Two en-suite guest bedrooms open to private patios, while the fully self-contained Secondary Primary Suite above the impressive 32' x 23' three-car garage offers independent HVAC, a luxury bath with steam shower and sauna, and flexible living space ideal for extended guests or multigenerational living. Outdoors, the property embraces the waterfront lifestyle with protected deep sailboat water, a private dock with a 12,000-pound lift, and a resort-style pool and spa designed for entertaining and relaxation. Located behind the 24-hour guarded gates of Bay Isles, residents also enjoy exclusive access to the Bay Isles Beach Club on the Gulf of Mexico.

510 Harbor Gate Way, Longboat Key
2600 Harbourside Drive Unit O-11, Longboat Key
$239,000
Bay Isles SubDv. ⋅ 34228 Zip Code
Easy Access for Docking your Boat! A 45 ft. x 22.5 ft. Boat Slip on the north side of O-dock pier at Longboat Key Moorings Marina. This slip requires Club membership. Unique set up inside the T-dock. Lots of space, and privacy. 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 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, exquisite comfortable furnishings just for relaxing. Exterior amenities include private pool, grill, outside tables, chase lounges, and 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. Excellent sailboat water, easy in and out at the inside of the T-dock, with a wide finger pier too. Longest boat permitted in the slip is 40 feet. Beam depends on the boat model. Call to discuss.

2600 Harbourside Drive Unit O-11, Longboat Key
2600 Harbourside Drive Unit H-09, Longboat Key
$270,000
Bay Isles SubDv. ⋅ 34228 Zip Code
Many boaters feel H-dock is the best dock in the marina; convenient to the showers, and the marina village and office. Slip is at the seawall with easy in/out access. A 55 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. A current photo must be submitted. Max length of vessel allowed is 50 LOA, usable beam is 18 ft at the head of the slip.

2600 Harbourside Drive Unit H-09, Longboat Key
2800 Harbourside Drive Unit M-03, Longboat Key
$250,000
Bay Isles SubDv. ⋅ 34228 Zip Code
45 x 20 Boat Slip on M-dock at Longboat Key Moorings Marina for sale. Exceptional views of Sarasota Bay and the city skyline, close to parking 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.

2800 Harbourside Drive Unit M-03, Longboat Key
2600 Harbourside Drive Unit R-02, Longboat Key
$189,000
Bay Isles SubDv. ⋅ 34228 Zip Code
Easy access and views! 40 x 20 Boat Slip at Longboat Key Moorings Marina for sale right now in the marina! 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. Longest boat permitted is 35 feet. A current photo of the vessel must be provided, and the vessel approved by the Association before entering the marina.

2600 Harbourside Drive Unit R-02, Longboat Key
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