5 Bedroom homes for sale & real estate in Longboat Key, FL

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Longboat Key, FL
Pre-Construction. To be built. To be built. Brought to you by Noah Thomas Builders, a premier luxury builder known for crafting high-end coastal residences with exceptional attention to detail and durability, this stunning new construction home at 592 Juan Anasco Dr offers an unparalleled blend of sophistication, comfort, and waterfront living. Perfectly positioned on a canal-front lot in Longboat Key, this 5-bedroom, 5.5-bath residence is thoughtfully designed to capture the essence of refined coastal living. Expansive windows, soaring ceilings, and a light-filled interior create an inviting atmosphere, while the home’s modern coastal aesthetic is complemented by carefully curated fi

$4,000,000

5 beds5.5 baths3,600 sq ft

592 Juan Anasco Dr, Longboat Key, FL 34228

Canal front lot • Direct canal access • Resort style setting

FLOOR PLAN

ABOUT THIS HOME
5 Bedroom Homes for Sale in Longboat Key, FL
Discover an exceptional chance to complete a vision of waterfront luxury in the highly sought-after community of Country Club Shores on Longboat Key. This canal-front home offers the rare opportunity to pick up where the current owner left off—finishing a sophisticated coastal residence with the majority of major structural work already completed. For discerning buyers seeking to capture immediate equity and create a bespoke waterfront retreat, this property represents outstanding value in prime Longboat Key real estate. Set on a spacious 110’ x 110’ canal-front lot, the home features a fully reconstructed seawall and a private dock equipped with a 13,000-pound Platinum Se

$1,999,000

5 beds3 baths2,934 sq ft

525 Sloop Ln, Longboat Key, FL 34228

Boat lift • Canal front home • Private dock

ABOUT THIS HOME
5 Bedroom Homes for Sale in Longboat Key, FL
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 mu

$4,999,000

5 beds3 baths3,842 sq ft

3606 Fair Oaks Pl, Longboat Key, FL 34228

Waterfront residence • Refreshed kitchen • 0.25 acre lot

3D WALKTHROUGH

ABOUT THIS HOME
5 Bedroom Homes for Sale in Longboat Key, FL
60% OWNER FINANCING AVAILABLE - Step into a private coastal sanctuary at 3481 Bayou Sound, located within one of Longboat Key’s most exclusive gated communities. Accessed through two secured gates and a guarded entrance, this residence offers a level of privacy and security rarely found. Ideally situated just moments from Publix, and within walking distance to the marina, golf course, and premier waterfront dining, the home delivers both convenience and an elevated island lifestyle. Ownership includes access to the Bay Isles Beach Club, offering private beach access on the Gulf of America, along with barbecue areas, tables, and shaded spaces, perfect for effortless, all-day beach enjo

$1,950,000

5 beds3.5 baths3,391 sq ft

3481 Bayou Sound, Longboat Key, FL 34228

Barbecue areas • Secured gates • Guarded entrance

ABOUT THIS HOME
5 Bedroom Homes for Sale in Longboat Key, FL
Boaters will love this spacious elevated home in a premier waterfront location on Longboat Key with dock, lift and by boat it is just four homes from the intercoastal, open bay waters and a short boat ride to the Gulf. Built for large gatherings, this home is beautifully designed with loads of gathering and entertaining spaces. The open plan home was thoughtfully designed with five bedrooms, four with en-suite baths. The kitchen features custom wood cabinets and granite countertops. Entertaining will be a breeze with two large gathering spaces, including a great room with dining area and adjacent bonus room that would be a wonderful media or game room. Ground level highlights include two bo

$2,500,000

5 beds4 baths3,016 sq ft

771 Marbury Ln, Longboat Key, FL 34228

Boat lift • Hurricane windows • Dock

Property at 600 Putter Ln, Longboat Key, FL 34228, 5 beds, 5 baths

$9,400,000

5 beds5 baths5,982 sq ft

600 Putter Ln, Longboat Key, FL 34228

Property at 597 Buttonwood Dr, Longboat Key, FL 34228, 5 beds, 6 baths

$4,000,000

5 beds6 baths4,176 sq ft

597 Buttonwood Dr, Longboat Key, FL 34228

Property at 6603 Gulfside Rd, Longboat Key, FL 34228, 5 beds, 5.5 baths

$15,000,000

5 beds5.5 baths4,925 sq ft

6603 Gulfside Rd, Longboat Key, FL 34228

Property at 630 DE Narvaez Dr, Longboat Key, FL 34228, 5 beds, 5.5 baths

$8,925,000

5 beds5.5 baths4,591 sq ft

630 DE Narvaez Dr, Longboat Key, FL 34228

Property at 1600 Harbor Sound Dr, Longboat Key, FL 34228, 5 beds, 5.5 baths

$11,900,000

5 beds5.5 baths5,689 sq ft

1600 Harbor Sound Dr, Longboat Key, FL 34228

Property at 6601 Gulfside Rd, Longboat Key, FL 34228

$5,600,000

Land9,757 sq ft (lot)

6601 Gulfside Rd, Longboat Key, FL 34228

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Longboat Key, FL
Welcome to 7418 Westmoreland Drive, an exceptional bayfront estate offering panoramic water views, privacy, and effortless coastal living in one of Sarasota’s most desirable waterfront settings. Situated on more than half an acre with 180-degree direct bay views, this elevated residence offers 5 bedrooms, 4 baths, 3,502 square feet of living space, plus more than 1,500 square feet of additional finished ground-level space ideal for entertaining, recreation, guests, or flexible lifestyle use. Completely remodeled in 2021, the home has been beautifully reimagined with a sophisticated coastal aesthetic, modern finishes, and thoughtfully designed spaces that complement its extraordinary s

$3,250,000

5 beds4 baths3,502 sq ft

7418 Westmoreland Dr, Sarasota, FL 34243

Bayfront estate • Expansive windows • Direct bay views

FLOOR PLAN

ABOUT THIS HOME
5 Bedroom Homes for Sale in Longboat Key, FL
Pre-Construction. To be built. To be built. Brought to you by Noah Thomas Builders — where modern luxury meets timeless coastal elegance. Where the shoreline kisses the Gulf of Mexico, your private paradise awaits. This rare beachfront estate offers riparian rights all the way into the water, granting you a front-row seat to the endless horizon. Soak in the magic of a ROOFTOP POOL like no other—perched high above the sand, complete with an outdoor kitchen and entertainment terrace. Here, every sunset feels like a private showing, and playful dolphins often dance in the waves below. Crafted for those who live life as art, this home isn’t just a residence—it’s a

$5,000,000

5 beds6 baths3,000 sq ft

303 Gulf Dr N, Bradenton Beach, FL 34217

Rooftop pool • Beachfront estate • Riparian rights

ABOUT THIS HOME
5 Bedroom Homes for Sale in Longboat Key, FL
Rare bayfront opportunity in Bradenton, offered at $3,995,900. Set on approximately 1.1 acres with roughly 400 feet of waterfrontage, this 4,260 SF property features two fully renovated units and four dock slips already in place, with PD-R zoning that unlocks plans for six additional units plus a pool. A rare chance to enjoy the current improvements while unlocking significant future upside — ideal for an investor, developer, or short-term rental operator seeking waterfront income and lifestyle appeal in the high-demand Bradenton-Sarasota-North Port market.

$3,995,900

5 beds4.5 baths4,260 sq ft

2424 Bay Dr Unit 2424/2426, Bradenton, FL 34207

Six additional units • Pool • Four dock slips

ABOUT THIS HOME
5 Bedroom Homes for Sale in Longboat Key, FL
Welcome to this beautifully updated two-story home in the highly sought-after Palma Sola Trace community, offering 5 bedrooms, 2.5 bathrooms, and over 3,000 square feet of thoughtfully designed living space. Whether you're entertaining guests or need room for a growing family, this spacious floor plan provides the perfect balance of comfort and functionality. The heart of the home is the stunning kitchen, featuring remodeled Quartz countertops, a dramatic waterfall island, stainless steel appliances, a double oven, abundant cabinetry, and a bright breakfast area. The kitchen flows seamlessly into the expansive living room, creating an open-concept space ideal for gathering with family and f

$615,000

5 beds2.5 baths3,057 sq ft

3628 Summerwind Cir, Bradenton, FL 34209

Abundant cabinetry • Double oven • 6,608 sq ft lot

ABOUT THIS HOME
5 Bedroom Homes for Sale in Longboat Key, FL
There is only one – Seascape. An architectural statement set against the white sands of Lido Key. Here, every moment feels curated, whether you maximize the luxury investment income, or never rent it all. Every moment feels curated, the morning light spilling across the bay, the laughter echoing from the pool terrace, the quiet ritual of sunset viewed from your private rooftop terrace. This is not a residence built for everyone. It’s designed for the few who understand that true luxury lies in rarity and time. Steps from the world-renowned Lido Beach and the cosmopolitan energy of St. Armand’s Circle, Seascape embodies the effortless rhythm of coastal sophistication. The d

$4,600,000

5 beds6 baths4,265 sq ft

161 Tyler Dr, Sarasota, FL 34236

Natural gas grill • Butler's pantry • Chef's kitchen

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in Longboat Key, FL
Pre-Construction. To be built. Stop searching for the perfect home and build it. This premium vacant lot is offered with a spectacular proposed luxury estate, featuring high-end architectural concepts, an expansive open-concept layout, and top-tier finishes designed for modern sophistication. Why this property stands out: The Canvas: A beautiful, ready-to-develop lot in a coveted enclave. There is a permit in place obtained by Eason Builders Group, projected cost of a complete build including pool , pavers landscaping is $2,900,000.00 with top of the line finsihes . The Vision: Seamless indoor-outdoor integration, gourmet chef’s kitchen concept, and a lavish primary retreat. The Lo

$4,380,000

5 beds5.5 baths3,700 sq ft

514 S Blvd OF The Presidents, Sarasota, FL 34236

Premium vacant lot • Exceptional privacy • 7,200 sq ft lot

Property at 1435 Westway Dr, Sarasota, FL 34236, 5 beds, 7 baths

$11,900,000

5 beds7 baths5,759 sq ft

1435 Westway Dr, Sarasota, FL 34236

Property at 7715 Westmoreland Dr, Sarasota, FL 34243, 5 beds, 4.5 baths

$2,150,000

5 beds4.5 baths4,782 sq ft

7715 Westmoreland Dr, Sarasota, FL 34243

Property at 106 11th St S, Bradenton Beach, FL 34217, 5 beds, 5.5 baths

$3,769,219

5 beds5.5 baths3,021 sq ft

106 11th St S, Bradenton Beach, FL 34217

Property at 6237 Signature Pointe Ln, Bradenton, FL 34210, 5 beds, 4.5 baths

$1,950,000

5 beds4.5 baths4,363 sq ft

6237 Signature Pointe Ln, Bradenton, FL 34210

Property at 350 S Shore Dr, Sarasota, FL 34234, 5 beds, 6.5 baths

$6,880,000

5 beds6.5 baths5,099 sq ft

350 S Shore Dr, Sarasota, FL 34234

Property at 5215 Title Row Dr, Bradenton, FL 34210, 5 beds, 4.5 baths

$1,390,000

5 beds4.5 baths3,923 sq ft

5215 Title Row Dr, Bradenton, FL 34210

Property at 5004 64th Dr W, Bradenton, FL 34210, 5 beds, 6.5 baths

$3,650,000

5 beds6.5 baths7,862 sq ft

5004 64th Dr W, Bradenton, FL 34210

Property at 359 N Shore Dr, Sarasota, FL 34234, 5 beds, 5 baths

$4,950,000

5 beds5 baths3,913 sq ft

359 N Shore Dr, Sarasota, FL 34234

Property at 206 Church Ave, Bradenton Beach, FL 34217, 5 beds, 5.5 baths

$2,790,000

5 beds5.5 baths3,308 sq ft

206 Church Ave, Bradenton Beach, FL 34217

Property at 570 S Spoonbill Dr, Sarasota, FL 34236, 5 beds, 6.5 baths

$7,800,000

5 beds6.5 baths6,579 sq ft

570 S Spoonbill Dr, Sarasota, FL 34236

Property at 222 Morningside Dr, Sarasota, FL 34236, 5 beds, 3.5 baths

$7,250,000

5 beds3.5 baths4,284 sq ft

222 Morningside Dr, Sarasota, FL 34236

Property at 388 S Shore Dr, Sarasota, FL 34234, 5 beds, 4.5 baths

$18,950,000

5 beds4.5 baths7,428 sq ft

388 S Shore Dr, Sarasota, FL 34234

Property at 139 S Washington Dr, Sarasota, FL 34236, 5 beds, 6.5 baths

$12,950,000

5 beds6.5 baths7,817 sq ft

139 S Washington Dr, Sarasota, FL 34236

Property at 305 S Shore Dr S, Sarasota, FL 34234

$3,900,000

Land0.44 acre (lot)

305 S Shore Dr S, Sarasota, FL 34234

Based on information submitted to the MLS GRID as of Wed Sep 02 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

5 Bedroom Homes for Sale in Longboat Key

There are currently 11 5 bedroom homes in Longboat Key. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Longboat Key stay on the market for 154 days. Popular neighborhoods include Longboat Key Club, The Terraces at Wild Oak Bay, Bay Shore Gardens, Spanish Main Yacht Club Condominiums, and Beachplace. This map is refreshed with the newest listings in Longboat Key every 15 minutes.

In the past month, 48 homes have been sold in Longboat Key. In addition to houses in Longboat Key, there were also 225 condos, 6 townhouses, and 1 multi-family unit for sale in Longboat Key last month. Find your dream home in Longboat Key using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Longboat Key are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Longboat Key. Our Longboat Key real estate stats and trends will give you more information about home buying and selling trends in Longboat Key. If you're looking to sell your home in the Longboat Key area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Longboat Key with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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