5965 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
11 Bed · 13 Bath · 4 Half Baths · 17,199 SqFt · $2,236/SqFt
Days on Market: 40
County: Manatee
Subdiv/Community Name: Longboat Key
Legal Subdivision Name: LONGBOAT KEY
Year built: 2026
Garage: Yes 7 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.64
Under Construction. Set on nearly two private Gulf-front acres, this visionary estate is emerging as one of the most architecturally significant residences ever conceived on Longboat Key. Designed by the internationally acclaimed firm Sweet Sparkman Architecture & Interiors, the home represents a rare convergence of sculptural design, coastal sensitivity, and modern livability. Bold in concept yet timeless in execution, the main residence unfolds with intention. A dramatic foyer introduces expansive living spaces designed to capture light, scale, and uninterrupted Gulf views. The primary suite is conceived as a private sanctuary, complete with dual spa-inspired baths and bespoke dressing rooms. A ... Read more....»
612 JUAN ANASCO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
6 Bed · 7 Bath · 2 Half Baths · 9,243 SqFt · $2,434/SqFt
Days on Market: 330
County: Manatee
Subdiv/Community Name: Sleepy Lagoon
Legal Subdivision Name: SLEEPY LAGOON PARK
Year built: 2024
Garage: Yes 9 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.16
Welcome to your private, gated estate on Longboat Key, where coastal luxury meets effortless sophistication. Boasting over 730 feet of water frontage, this stunning property offers panoramic views of Whitney Bayou and Harris Canal and provides the ultimate waterfront lifestyle. With 9,243 square feet of air-conditioned living space and a total of 21,562 square feet on over an acre of pristine land, this estate is a masterpiece of design and craftsmanship. Designed in the timeless British West Indies style, this home showcases vaulted ceilings, extensive trim detailing, white oak floors throughout, and two fireplaces, creating an ambiance of elegance and ... Read more....»
6610 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 3 Half Baths · 6,891 SqFt · $3,193/SqFt
Days on Market: 41
County: Manatee
Subdiv/Community Name: Longboat Key
Legal Subdivision Name: LONGBOAT KEY
Year built: 2007
Garage: Yes 6 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 4.58
Named the House of Columns by world-renowned, award-winning architect Carl Abbott, this palatial Bayfront estate stands as a singular expression of architectural distinction and craftsmanship. Encompassing close to five acres on the north end of Longboat Key spanning Sarasota Bay, the combined offering of 6610 and 6630 Gulf of Mexico Drive represents one of the most significant residential holdings available in the area, a legacy estate where endless views of sea and sky create an unforgettable backdrop for living. The property unfolds like a private peninsula, offering exceptional width, depth and privacy. On the eastern shoreline, calm bay waters reflect ... Read more....»
6685 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
8 Bed · 8 Bath · 2 Half Baths · 12,752 SqFt · $1,219/SqFt
Days on Market: 4
County: Manatee
Subdiv/Community Name: T J Oxford Subdivision
Legal Subdivision Name: T J OXFORD
Year built: 1982
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 3.51
Where the sky opens wide above the Gulf and the shoreline runs uninterrupted, this extraordinary 12,000+ sq. ft. estate stands with a presence that defies comparison. Set on nearly 200 feet of pristine beachfront, the residence is elevated on pilings and wrapped in walls of glass that pull the Gulf’s horizon into every major living space. Inside, soaring cedar ceilings, exposed trusses, and dramatic lines create a sense of volume and warmth that is both refined and inviting. The great room unfolds beneath grand architectural beams and transitions effortlessly to expansive terraces above the sand. A richly crafted lounge with ... Read more....»
6603 GULFSIDE ROAD
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,925 SqFt · $3,046/SqFt
Days on Market: 359
Cumulative Days on Market: 726
County: Manatee
Subdiv/Community Name: Sleepy Lagoon
Legal Subdivision Name: SLEEPY LAGOON
Year built: 2025
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Under Construction. You're in for something special with this new beachfront construction set to be completed by May, 2026. Located on over a quarter acre on Longboat Key, this contemporary luxury home is directly on the beach with stunning Gulf views. Designed with a modern coastal aesthetic, it’s built for both style and comfort. Inside no detail is overlooked. From sleek Walker Zanger porcelain tile to custom cabinetry and polished nickel fixtures, the finishes are top-tier. The gourmet kitchen features an expansive layout with a large waterfall-edge island, double Wolf ovens, Sub-Zero refrigeration, a full-size wine cooler, and a Wolf ... Read more....»
6489 GULFSIDE ROAD
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 6,616 SqFt · $2,115/SqFt
Days on Market: 84
County: Manatee
Subdiv/Community Name: Sleepy Lagoon
Legal Subdivision Name: SLEEPY LAGOON
Year built: 2026
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
This Seaward Homes Curated Collection residence at 6489 Gulfside is ready for occupancy. Enjoy the ultimate Longboat Key lifestyle with your own direct Gulf-front private access and stunning views of the Gulf of Mexico. Designed by DSDG Architects, this home epitomizes exceptional quality and attention to detail. Situated on a coveted 90' Gulf/Beach-front lot, the property offers soft sands, endless Gulf views, and miles of walkability. In 2025, Longboat Key completed a significant beach re-nourishment project, giving Gulfside Road homeowners one of the widest and deepest stretches of beach on the entire island. Equally notable, Gulfside Road is one of ... Read more....»
6680 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
6 Bed · 6 Bath · 1 Half Bath · 6,408 SqFt · $2,169/SqFt
Days on Market: 14
County: Manatee
Subdiv/Community Name: Rauch Subdivision
Legal Subdivision Name: RAUCH
Year built: 2020
Garage: Yes 6 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 2.39
Welcome to a once-in-a-generation private waterfront family compound on the coveted north end of Longboat Key—an extraordinary 2.4 acre, fully gated coastal estate that blends architectural mastery, resort-level amenities, and rare development potential. Encompassing four buildable parcels (500, 510, 520 Nomas Way and 6680 Gulf of Mexico Drive), this legacy property offers unparalleled privacy, flexibility, and long-term value. From the moment you arrive, illuminated by classic Bevelo gas lanterns, the estate unfolds with intention and elegance. The custom-designed main residence is complemented by a separate 3-bedroom, 2-bath, 1,850-sq-ft guest home with a detached garage—perfect for extended family, guests, or staff ... Read more....»
6001 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 2 Half Baths · 6,959 SqFt · $1,580/SqFt
Days on Market: 105
County: Manatee
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: LONGBOAT KEY
Year built: 2013
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
A Gulf-Front Masterpiece on Longboat Key! This stunning Gulf-front estate is perfectly placed on nearly an acre of pristine Gulf-front property along the shoreline on Longboat Key. With direct Gulf frontage, this architectural masterpiece offers more than 6,900 square feet of refined interiors and panoramic views that stretch endlessly across the Gulf of Mexico. Designed for both privacy and grand-scale entertaining, the residence balances timeless craftsmanship with recent enhancements including a 2025 primary bath remodel, newer French doors, and resort-style pool and spa with natural gas heating and fire pit. From the moment you arrive through the circular drive, the home’s elegant ... Read more....»
600 PUTTER LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 5,982 SqFt · $1,755/SqFt
Days on Market: 100
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES, UNIT 5, SEC 3
Year built: 2017
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to Paradise on Longboat Key. This coastal modern home is located on the direct bayfront with a total of 270 feet of waterfront on an oversized lot consisting of 18,290 square feet. As you enter the home, your first view is a serene and expansive view of Sarasota Bay all the way from the Ringling Museum to Downtown Sarasota and the Ringling Bridge. Enjoy different types of boating as the dock includes 2 jet ski lifts and a 13,000 pound boat lift. With plenty of interior space, there are 5 bedrooms and 5 baths plus ... Read more....»
560 HARBOR POINT ROAD
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 5 Bath · 5,245 SqFt · $1,849/SqFt
Days on Market: 158
County: Sarasota
Subdiv/Community Name: Bay Isles
Legal Subdivision Name: BAY ISLES
Year built: 2011
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Exquisite Palladian-Style Waterfront Estate Located on the serene shores of Sarasota Bay, this home epitomizes elegance and sophistication. Designed by Cliff Scholz and meticulously crafted by Murray Homes, this, 5,300-square-foot masterpiece is situated in a double-gated community offering unparalleled privacy and exclusivity. Perched at the end of a quiet cul-de-sac, the property boasts almost 200 feet of pristine waterfront, with breathtaking views of the downtown Sarasota skyline and a protected deep-water yacht slip. Deeded access to a private Gulf of Mexico beach club enhances the ultimate coastal lifestyle. Inside, the home features an exceptional floor plan with four luxurious bedroom ... Read more....»
630 DE NARVAEZ DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,591 SqFt · $1,944/SqFt
Days on Market: 243
County: Manatee
Subdiv/Community Name: Sleepy Lagoon
Legal Subdivision Name: SLEEPY LAGOON PARK
Year built: 2022
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.06
This stunning Bayfront estate delivers over 480 feet of pristine Bayfront waterfront on a prime point property. True Longboat Key gold. Special features of this home include five bedrooms, five full bathrooms, hardwood floors, sky-high ceilings plus walls of glass. The home opens to multiple covered terraces built for soaking in endless Bay views and the best of Florida living at its finest. The open-concept layout blends indoor comfort with outdoor style, perfect for hosting or unwinding in total privacy. The kitchen is sleek and spacious with high end Wolf package and Sub Zero ready for gourmet meals or ... Read more....»
6477 GULFSIDE ROAD
LONGBOAT KEY FL 34228
Residential / Single Family Residence
6 Bed · 6 Bath · 1 Half Bath · 5,862 SqFt · $1,510/SqFt
Days on Market: 134
County: Manatee
Subdiv/Community Name: Sleepy Lagoon
Legal Subdivision Name: SLEEPY LAGOON
Year built: 2002
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
100' of direct beach and gulf frontage..... Welcome to Paradise! Experience the ultimate in Longboat Key and Gulf-front luxury with this spectacular nearly 6,000 sq. ft. beachfront estate on Longboat Key. Perfectly positioned on a pristine stretch of white-sand shoreline, this gorgeous beach home offers unobstructed, panoramic views of the Gulf of Mexico from nearly every room in the home. Also featuring over 3,000 sq. ft of under-roof outdoor relaxation and entertainment space. Designed for family gatherings and beach front fun, this is the perfect beach home for tranquil coastal living. This beach home features 6 bedrooms, 6.5 bathrooms, a ... Read more....»
560 HARBOR COVE CIRCLE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 3,485 SqFt · $2,496/SqFt
Days on Market: 81
County: Sarasota
Subdiv/Community Name: Bay Isles
Legal Subdivision Name: BAY ISLES
Year built: 1981
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
An exceedingly rare offering within the exclusive Bay Harbour enclave of Bay Isles on Longboat Key, this extraordinary peninsula estate delivers exceptional privacy, dramatic Sarasota Bay views, and direct boating access to both the Intracoastal Waterway and the Gulf of Mexico. Positioned at the end of a quiet cul-de-sac on a three-sided waterfront peninsula, the property features two private docks with water and electric, including one with a 15,000-lb lift designed for easy access. The Gulf is reachable through the nearby jetty with drawbridge, with an additional route via the John Ringling Bridge. The seawall was newly capped in 2020, ... Read more....»
5005 GULF OF MEXICO DRIVE UNIT 4
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,630 SqFt · $1,685/SqFt
Days on Market: 99
County: Manatee
Subdiv/Community Name: Bonaire Bayou
Legal Subdivision Name: BONAIRE AT LONGBOAT KEY
Year built: 2018
Garage: Yes 3 vehicles
Private Pool: Yes
Designed by award-winning architect, John Cooney, and built by Sarasota’s premier coastal homebuilder, Perrone Construction, this mid-Key classic is simply among Longboat Key’s finest homes. Steps from the beach and with expansive Gulf and Bay views, this masterpiece offers more than 4300 square feet of refined interiors on the main living floors together with multiple large lanais and balconies. A beautiful foyer, large family room, and home gym are featured on the ground floor, along with an oversized three-car garage and storage room. The quality of the home’s design and construction are matched by the charm of the interior finishes and ... Read more....»
757 HIDEAWAY BAY DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 5 Bath · 4,507 SqFt · $1,661/SqFt
Days on Market: 192
County: Manatee
Subdiv/Community Name: Hideaway Bay Subdivision
Legal Subdivision Name: HIDEAWAY BAY SUB
Year built: 2007
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Introducing Maison d’Azur, a custom waterfront estate in the prestigious Hideaway Bay enclave on the north end of Longboat Key. WHERE COASTAL LUXURY LIVING MEETS THE BAY! This exquisite four-bedroom, five-bath Key West-inspired residence, crafted by acclaimed builder John Cannon, seamlessly blends indoor and outdoor living to create an atmosphere of refined luxury reminiscent of a boutique hotel. Situated on over a quarter of an acre, this bayfront property commands breathtaking, unobstructed views. Enjoy the vibrant hues of sunrise and sunset over tranquil waters, with palm fronds swaying in the coastal breeze. With a newly renovated private forty-foot-deep water dock ... Read more....»
65 LIGHTHOUSE POINT DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,921 SqFt · $1,513/SqFt
Days on Market: 83
County: Sarasota
Subdiv/Community Name: Lighthouse Point
Legal Subdivision Name: LIGHTHOUSE POINT
Year built: 2001
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 15,898.00
Longboat Key Waterfront Estate Lifestyle Unrivaled in privacy, craftsmanship, and waterfront lifestyle, this gated Lighthouse Point residence lives like a grand coastal estate, with 4 Bedrooms, 4-1/2 Baths, and nearly 5,000 square feet of refined interiors opening to sweeping terraces on two levels and serene views over a secluded, bridgeless-access lagoon leading directly to the Gulf of Mexico. Extensively renovated in 2021, the two-story Mediterranean-inspired home blends timeless architecture with a sophisticated contemporary aesthetic, framed by manicured tropical grounds on over one-third of an acre in one of Longboat Key’s most exclusive enclaves. Dramatic Arrival & Entertaining Spaces A soaring central foyer with ... Read more....»
591 #A GOLF LINKS LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 2 Half Baths · 4,452 SqFt · $1,662/SqFt
Days on Market: 13
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES SEC 03
Year built: 2025
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Pre-Construction. To be built. Wake up to shimmering views, spend your afternoons on the water, and end your evenings watching the Sarasota skyline glow from your private rooftop deck. This is the kind of home that defines the Longboat Key lifestyle. To be built by Brista Homes and designed by Mark Sultana of DSDG Architects, this stunning residence is set on one of the largest canal-front lots in Country Club Shores—approximately 1/3 acre—offering the rare advantage of a true backyard, something rarely found on smaller properties, along with community deeded beach access just moments away. This impressive coastal residence offers ... Read more....»
519 ROUNTREE DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 3,554 SqFt · $1,826/SqFt
Days on Market: 1
Cumulative Days on Market: 126
County: Sarasota
Subdiv/Community Name: Longboat Key Estates
Legal Subdivision Name: LONGBOAT KEY ESTATES
Year built: 2025
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
BUILT TO LAST. 519 Rountree is new construction built entirely of concrete block (CBS) across every level—unlike many barrier island homes that transition to wood-frame construction above the flood elevation. The residence has already experienced recent hurricanes without damage. NEW CONSTRUCTION. 519 ROUNTREE is a privately positioned coastal residence offering over 6,400 square feet of indoor and outdoor living, including approximately 5,200 square feet under roof and a 1,100 square foot elevator-accessible rooftop terrace, located within Longboat Key Estates. GULF LIVING EXPERIENCE. At 519 Rountree, days begin with morning air carrying the salt-kissed character of the Gulf and conclude with ... Read more....»
6381 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 2 Half Baths · 4,224 SqFt · $1,419/SqFt
Days on Market: 68
County: Manatee
Subdiv/Community Name: Sleepy Lagoon
Legal Subdivision Name: SLEEPY LAGOON
Year built: 2021
Garage: Yes 9 vehicles
Private Pool: Yes
Waterfront: Yes
One or more photo(s) has been virtually staged. Welcome to a once-in-a-lifetime opportunity to own a sleek, modern coastal estate on one of Longboat Key’s most coveted stretches of sand. Perfectly situated on a rare double lot on the beach side of Gulf of Mexico Drive, this architectural gem incorporates uninterrupted, panoramic views of the Gulf. This completely turnkey furnished 4,420 square foot home has 4 bedrooms, 5 bathrooms and includes many upgrades showcasing incredible style. With nothing ever to be built in front, those golden sunsets and turquoise seas can be yours to savor forever. Built in 2021 with ... Read more....»
530 CHIPPING LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 2 Half Baths · 4,216 SqFt · $1,375/SqFt
Days on Market: 7
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES SEC 02
Year built: 2026
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Introducing the newest custom residence by Brista Homes, where exceptional craftsmanship and thoughtful design come together in a limited and highly refined offering. Nestled along a quiet canal in the sought-after waterfront community of Country Club Shores, this 4216 square-foot residence captures the essence of the Longboat Key boating lifestyle. With desirable south-facing rear exposure, tranquil canal views create a peaceful backdrop to daily living, while upper balconies frame beautiful views of Sarasota Bay. The home’s architecture, floor plan, and interior selections were curated by Brista’s in-house design team, drawing on years of experience building on Longboat Key and a ... Read more....»
524 HALYARD LN
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 2 Half Baths · 3,737 SqFt · $1,470/SqFt
Days on Market: 230
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES IV
Year built: 2025
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
One or more photo(s) has been virtually staged. Only ONE BUYER will be the FIRST OWNER! Crafted by an award winning design team, this brand-new coastal contemporary waterfront residence awaits you in the exclusive Country Club Shores community on South Longboat Key. Designed for high performance and easy maintenance, this rock-solid, all block two-story residence with a private elevator provides peace of mind while capturing the essence of easy island living. A fluid open-concept layout is ideal for seamless indoor-outdoor waterfront entertaining. Soaring ceilings with impressive transom glass over casement windows and 10-foot tall sliding glass doors illuminate the interiors with natural ... Read more....»
2944 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,826 SqFt · $1,098/SqFt
Days on Market: 40
County: Sarasota
Subdiv/Community Name: Coquina Beach
Legal Subdivision Name: COQUINA BEACH
Year built: 2026
Garage: Yes 4 vehicles
Private Pool: Yes
Under Construction. Poised along one of Longboat Key’s most coveted stretches, this new semi-custom estate by Mason Martin Builders delivers sophisticated coastal living with rare peace of mind. Each level is designed to capture sweeping Gulf views without the exposure of direct beachfront placement, creating a residence that feels both refined and protected. It is your private sanctuary by the sea. Currently under construction and scheduled for completion in 2026, this architectural showcase spans approximately 10,300 total square feet with 4,900 square feet under air. Mason Martin’s craftsmanship is evident throughout, with modern tropical lines, exotic landscaping, and refined stonework that ... Read more....»
7147 LA LENAIRE DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 3,503 SqFt · $1,494/SqFt
Days on Market: 131
County: Manatee
Subdiv/Community Name: La Lenaire Isle
Legal Subdivision Name: JEWFISH KEY
Year built: 1990
Garage: No
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.35
A rare offering on Florida’s coveted west coast, this private island sanctuary feels worlds away yet remains moments from the region’s most beloved coastal destinations. Set on the exclusive 38-acre island of Jewfish Key (accessible only by boat), this remarkable 1.35-acre estate commands its own secluded shoreline and uninterrupted views of crystal clear waters. Inspired by Polynesian architecture and designed to dissolve the boundaries between indoors and out, this estate home unfolds through airy pavilions connected by elevated walkways. Towering palms and lush tropical landscaping envelop the home, while its 18-foot elevation ensures both peace of mind and panoramic, horizon-level ... Read more....»
548 HORNBLOWER LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 2 Half Baths · 3,976 SqFt · $1,245/SqFt
Days on Market: 92
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES SEC 02
Year built: 2015
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
This exquisite home is sure to exceed expectations! This exceptional 4 bed/5 bath canal-front estate is located in coveted Country Club Shores, where chic architecture, thoughtful craftsmanship, and effortless coastal luxury converge. Designed by DSDG architects to maximize the contemporary sightlines and southern exposure, this Voight built custom residence offers a spectacular open floor plan and is positioned just three lots from the open waters of Sarasota Bay. This extraordinary residence is better-than-new with a recently installed metal roof, AC systems, and whole home generator and has been impeccably maintained. The home has been built to effortlessly withstand the ... Read more....»
569 BAYVIEW DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 2 Half Baths · 4,106 SqFt · $1,181/SqFt
Days on Market: 251
County: Manatee
Subdiv/Community Name: Longboat Key
Legal Subdivision Name: BAYVIEW ESTATES
Year built: 2025
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
New Construction. Experience the pinnacle of waterfront luxury with this brand-new construction home in the heart of Longboat Key competitively priced and ready for its next owner. Situated on a private canal, this 4-bedroom plus den, 4,106 sqft residence offers the perfect blend of modern elegance and coastal charm. Designed for seamless indoor-outdoor living, the home features two lanais, a private pool with a spa, and an elevated foundation at 9.5 feet. Boating enthusiasts will appreciate the 10,000-lb boat dock and quick access to the Gulf of Mexico for endless days on the water. Inside, enjoy engineered hardwood flooring throughout, ... Read more....»
530 DE NARVAEZ DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 2 Half Baths · 4,106 SqFt · $1,168/SqFt
Days on Market: 177
County: Manatee
Subdiv/Community Name: Longboat Key
Legal Subdivision Name: SLEEPY LAGOON PARK
Year built: 2025
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
New Construction - Discover the epitome of waterfront luxury with this newly built home in the heart of Longboat Key—competitively priced and move-in ready. Nestled along a private canal, this 4-bedroom plus den, 4,106 sq ft residence blends contemporary sophistication with coastal appeal. Designed for effortless indoor-outdoor living, the home boasts two spacious lanais, a private pool and spa, and an elevated foundation at 9.5 feet for added peace of mind. Boaters will enjoy concrete canal bulkhead with quick access to the Gulf of Mexico, perfect for endless days on the water. Inside, the home features engineered hardwood flooring, sleek quartz ... Read more....»
1571 HARBOR CAY LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 4,209 SqFt · $1,129/SqFt
Days on Market: 80
County: Sarasota
Subdiv/Community Name: Bay Isles
Legal Subdivision Name: BAY ISLES
Year built: 1987
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
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 ... Read more....»
510 BOWSPRIT LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 6 Bath · 1 Half Bath · 4,389 SqFt · $1,003/SqFt
Days on Market: 21
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES
Year built: 2013
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
One or more photo(s) has been virtually staged. Welcome to this renovated waterfront luxury retreat in the highly sought-after Country Club Shores on Longboat Key. From the moment you arrive to this 5 bedroom 6.5 bathroom almost 4,400 sqft home sitting on nearly ¼ acre, the home’s striking curb appeal, tropical landscaping, and circular paver driveway set the tone for what awaits inside. Perfectly positioned on a deepwater canal with quick access to Sarasota Bay and the Gulf, this exceptional residence offers the ultimate Florida lifestyle with a private dock, 28,000-pound boat lift, and room for a large vessel currently ... Read more....»
510 HARBOR GATE WAY
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 5,080 SqFt · $865/SqFt
Days on Market: 154
County: Sarasota
Subdiv/Community Name: Bay Isles
Legal Subdivision Name: BAY ISLES
Year built: 1996
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
An extraordinary Contemporary Architectural estate — now offered with a $500,000 price reduction, presenting one of the most compelling waterfront opportunities on Longboat Key. Defined by its rare three-pod circular design, this sculptural residence is a dramatic composition of flowing living spaces connected by custom corridors — delivering exceptional privacy, abundant natural light, and seamless indoor–outdoor living. The Great Room pod features soaring wood-paneled ceilings and walls of glass framing tranquil water views. The circular primary suite offers a spa-level bath with dual showers, private office, lounge area, and direct pool access. The striking circular kitchen showcases a curved island beneath a two-story ceiling ... Read more....»
761 NORTON STREET
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 3 Half Baths · 4,674 SqFt · $939/SqFt
Days on Market: 71
County: Manatee
Subdiv/Community Name: Longboat Key
Legal Subdivision Name: SLEEPY LAGOON PARK 2
Year built: 2004
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Tucked along a quiet canal in Longboat Key’s Sleepy Lagoon Park, 761 Norton Street delivers the kind of waterfront lifestyle that’s increasingly rare—equal parts boating-centric, resort-style, and built for hosting at scale. With 4 bedrooms, 4 ensuite baths, 3 half baths, and 4,674 square feet under air, the home is thoughtfully designed for those who want space and flexibility without sacrificing flow, comfort, or privacy, ideal for multi-generational living, extended stays, and entertaining without compromise. Constructed for exceptional strength and durability, this home offers solid concrete block walls on all levels with reinforced rebar, and hurricane-rated windows and doors. A ... Read more....»
The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.
