612 JUAN ANASCO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
6 Bed · 7 Bath · 2 Half Baths · 9,243 SqFt · $2,542/SqFt
Days on Market: 249
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....»
865 LONGBOAT CLUB ROAD
LONGBOAT KEY FL 34228
Residential / Single Family Residence
6 Bed · 6 Bath · 2 Half Baths · 9,328 SqFt · $2,117/SqFt
Days on Market: 49
County: Sarasota
Subdiv/Community Name: Longboat Key Club
Legal Subdivision Name: REGENT COURT
Year built: 2001
Garage: Yes 4 vehicles
Private Pool: Yes
Lot Size (in acres): 1.09
Regent’s Court: The Pinnacle of Luxury on Florida’s West Coast Regents Court: Where Legend Meets Luxury Beyond the gates of the Longboat Key Club lies an estate that doesn’t just live — it performs. A dramatic masterpiece perched on Florida’s west coast, this estate commands over an acre of pure beachfront with 150 feet of unspoiled Gulf frontage, where sky and water fuse in ever-changing hues at dawn and dusk. Your arrival is nothing short of cinematic: majestic wrought-iron gates part to reveal a sweeping driveway paved in artistic stone, each curve leading closer to the heart of the home. A side-entry garage, ... 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: 139
Cumulative Days on Market: 506
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 December, 2025. 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....»
6001 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 2 Half Baths · 6,959 SqFt · $1,724/SqFt
Days on Market: 44
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....»
630 DE NARVAEZ DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,591 SqFt · $2,592/SqFt
Days on Market: 100
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 680 feet of pristine Bayfront waterfront on nearly an acre and a half of 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 ... Read more....»
5919 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 6 Bath · 5,596 SqFt · $1,875/SqFt
Days on Market: 327
County: Manatee
Subdiv/Community Name: Longboat Key
Legal Subdivision Name: LONGBOAT KEY
Year built: 1998
Garage: Yes 9 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.58
Experience the ultimate in beachfront living with this extraordinary 1.6-acre estate on Longboat Key, offering a rare 156 feet of direct frontage along the Gulf of Mexico. Embrace breathtaking water views and spectacular sunsets from every room and multiple balconies. The grand living room features soaring cathedral ceilings and dramatic walls of glass that frame the elevated pool deck with an infinity-edge pool, spa, and endless Gulf views beyond. A private, gated entrance and stately drive lead to a dual staircase entry, setting a tone of sophistication upon arrival. Inside, neutral finishes throughout the approximately 5,600 square feet of living ... Read more....»
6477 GULFSIDE ROAD
LONGBOAT KEY FL 34228
Residential / Single Family Residence
6 Bed · 6 Bath · 1 Half Bath · 5,862 SqFt · $1,706/SqFt
Days on Market: 12
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....»
6161 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,224 SqFt · $2,344/SqFt
Days on Market: 1
County: Manatee
Subdiv/Community Name: Sleepy Lagoon
Legal Subdivision Name: SLEEPY LAGOON
Year built: 1997
Garage: Yes 5 vehicles
Private Pool: Yes
Waterfront: Yes
Gulf front Masterpiece with Bayside Boathouse and 12klb lift Experience the pinnacle of coastal living at this unparalleled Gulf-to-Bay estate on Longboat Key, where 100 feet of private, sugar-white beachfront meets the rare luxury of a deeded bayside boathouse—a coveted feature seldom available on the island. For the discerning boater, this exceptional amenity includes a 12,000-lb lift and upgraded dockage on tranquil Sarasota Bay, allowing seamless access to open water adventures while preserving the serenity of Gulf-front living. Architecturally envisioned by Clifford M. Scholz and brought to life by Perrone Construction, the residence is a timeless fusion of coastal ... Read more....»
600 WEDGE LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,338 SqFt · $2,276/SqFt
Days on Market: 6
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES SEC 02
Year built: 2016
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Sarasota Bay Waterfront Masterpiece – Perched on one of the most coveted point lots in Country Club Shores with Deeded Beach Access, this elevated, 2016 coastal contemporary offers 260 feet of unobstructed views across Sarasota Bay, the city skyline, and the Ringling Bridge. Designer-furnished and move-in ready, the pinnacle of waterfront luxury. Built with resilience and sophistication, the home and garage are elevated above flood impact levels and experienced no water intrusion throughout recent storm events. The property also benefits from a second, engineered seawall that strengthens the foundation and supports the outdoor terraces, offering both structural security and enduring ... 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: 55
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....»
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: 12
County: Sarasota
Subdiv/Community Name: Bay Isles
Legal Subdivision Name: BAY ISLES
Year built: 1981
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
A rare and extraordinary offering inside the exclusive Bay Harbour within Bay Isles on Longboat Key, this peninsula estate delivers unmatched privacy, breathtaking 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, it includes two private boat docks with water and electric, one with a 15,000 lb. lift, both offering easy on-and-off docks. Reach the Gulf through the nearby jetty with drawbridge or enjoy a second access through the John Ringling Bridge. The seawall was newly capped in ... Read more....»
501 HARBOR POINT ROAD
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 6,125 SqFt · $1,388/SqFt
Days on Market: 393
County: Sarasota
Subdiv/Community Name: Bay Isles
Legal Subdivision Name: BAY ISLES
Year built: 1989
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Rare opportunity to acquire completely remodeled waterfront residence (Finished in 2023) on Sarasota’s most prestigious barrier island of Longboat Key, in the coveted Harbors enclave of Bay Isles. Orchestrating exceptional style, comfort, and barefoot elegance, this five-bedroom home stirs the senses. Completely redesigned by renowned architect Clifford Scholz, construction was completed in October 2023 after two years. This home is filled with top of the line finishes that merge with a thoughtful floorplan and an endless list of custom touches. Set on a dreamy corner lot with basin frontage that leads straight into Sarasota Bay, the outdoor experience was perfected ... 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 · $1,782/SqFt
Days on Market: 1
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....»
65 LIGHTHOUSE POINT DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,921 SqFt · $1,625/SqFt
Days on Market: 3
County: Sarasota
Subdiv/Community Name: Lighthouse Point
Legal Subdivision Name: LIGHTHOUSE POINT
Year built: 2001
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
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....»
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: 10
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....»
590-600 DE NARVAEZ
LONGBOAT KEY FL 34228
Residential / Single Family Residence
7 Bed · 6 Bath · 1 Half Bath · 5,214 SqFt · $1,328/SqFt
Days on Market: 1
County: Manatee
Subdiv/Community Name: Sleepy Lagoon
Legal Subdivision Name: SLEEPY LAGOON PARK
Year built: 2024
Garage: Yes 4 vehicles
Private Pool: Yes
Experience the pinnacle of coastal luxury with this extraordinary side-by-side waterfront compound on the exclusive north end of Longboat Key, an offering that simply does not exist elsewhere on the island. Encompassing nearly half an acre of waterfront, this private estate features two newly constructed, fully turnkey-furnished coastal modern residences, creating a rare opportunity for multi-generational living, extended family retreats, or an unmatched private island-style compound. Together, the properties offer 7 total bedrooms, two resort-style pools, two private docks with boat lifts, and seamless access to open water and the Gulf—designed for families who value privacy, flexibility, and elevated waterfront living. Each ... 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: 28
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
One or more photo(s) has been virtually staged. 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 glowing sunsets that define the Florida coastline. This is not simply proximity to the beach — it is immersion in it. Positioned just moments from the sand, the home offers balcony ... Read more....»
5910 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 4 Bath · 2 Half Baths · 4,272 SqFt · $1,463/SqFt
Days on Market: 327
County: Manatee
Subdiv/Community Name: Longboat Key
Legal Subdivision Name: HARRIS BAYOU
Year built: 2023
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Live the boater’s dream on exclusive North Longboat Key. This spectacular, newly built, coastal contemporary waterfront home provides easy access to the tranquil Intercoastal Waterway, sparkling Sarasota Bay and majestic Gulf of Mexico. Located on a three-quarter acre lot with 133 feet of frontage on a 125-foot-wide canal, this 4,210-SF home features an open floorplan with light-color finishes, quartz hard surfaces and wood-look tile flooring. The large kitchen includes a Sub-Zero glass door refrigerator and Thermador appliances. There is an additional full outdoor kitchen with a gas grill, vent hood and U-Line refrigeration. A spacious first-floor office/den overlooks the waterway. ... Read more....»
524 HALYARD LN
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 2 Half Baths · 3,737 SqFt · $1,512/SqFt
Days on Market: 129
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. Experience the ultimate in island living in this brand-new custom built waterfront residence located within the prestigious Country Club Shores community at the south end of Longboat Key. Designed with high performance and easy maintenance in mind, this solid all-block, two-story coastal contemporary residence blends timeless island elegance with state-of-the-art finishes. Spanning nearly 3,800 square feet, the home boasts an open-concept plan offering a seamless flow for entertaining while ensuring privacy for the owners and their guests. Soaring 11 '4 " ceilings highlight the main level with 10-foot sliding glass doors and ... Read more....»
7147 LA LENAIRE DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 3,503 SqFt · $1,569/SqFt
Days on Market: 12
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 · $1,372/SqFt
Days on Market: 3
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 freshly 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....»
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....»
5840 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 2 Half Baths · 4,145 SqFt · $1,274/SqFt
Days on Market: 63
County: Manatee
Subdiv/Community Name: Longboat Key
Legal Subdivision Name: LONGBOAT KEY
Year built: 2022
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Longboat Key Waterfront Estate with Rare Beach and Boating Access. Designed by Stofft Cooney Architects and built in 2022 by Perrone Construction, one of the Gulf Coast’s premier luxury builders, this stunning coastal residence is a rare offering that blends modern design, structural integrity, and an exceptional location. Positioned on the desirable northern end of Longboat Key, the home offers a lifestyle few can match, with both deeded beach access directly across the street and canal frontage in the backyard. Where most homes require a choice between Gulf or Bay, this property offers the best of both. Step inside to ... Read more....»
585 GUNWALE LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 4,733 SqFt · $1,104/SqFt
Days on Market: 174
Cumulative Days on Market: 356
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES SEC 02
Year built: 1990
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to 585 Gunwale Lane, a rare, full-bayfront offering in the desirable community of Country Club Shores on southern end of Longboat Key. On a .36-acre bayfront parcel with 117 feet on Sarasota Bay and 123 feet on a deepwater canal, this residence is a boater’s paradise. A newer seawall and 58-foot dock (2022) with a 24,000-pound boat lift assure easy access to Sarasota Bay and the Gulf of Mexico. On the bay side, Ghost Island sandbar emerges at low tide, creating a natural haven that attracts abundant wildlife and offers fantastic shelling. It also serves as a natural barrier, ... Read more....»
569 BAYVIEW DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 2 Half Baths · 4,106 SqFt · $1,230/SqFt
Days on Market: 153
County: Manatee
Subdiv/Community Name: Longboat Key
Legal Subdivision Name: BAYVIEW ESTATES
Year built: 2025
Garage: Yes 2 vehicles
Private Pool: Yes
Under Construction. 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 ... Read more....»
670 OLD COMPASS ROAD
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,022 SqFt · $1,225/SqFt
Days on Market: 143
County: Manatee
Subdiv/Community Name: Emerald Harbor
Legal Subdivision Name: EMERALD HARBOR
Year built: 2025
Garage: Yes 4 vehicles
Private Pool: Yes
Experience brand-new coastal luxury in this just-completed custom home, finished in June 2025 and located in the sought-after Emerald Harbor community on Longboat Key. Positioned on a spacious corner lot along a wide canal, this one-story residence offers the perfect blend of elegance, function, and laid-back Florida living. With direct beach access across the street and your own boat dock in the backyard, the location couldn’t be more ideal. Inside, the home features beautiful hardwood floors throughout, soaring ceilings including twelve-foot heights in select rooms and a thoughtfully designed floor plan with three bedrooms, an office, a game room, fitness room, ... Read more....»
510 HARBOR GATE WAY
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 5,080 SqFt · $964/SqFt
Days on Market: 27
County: Sarasota
Subdiv/Community Name: Bay Isles
Legal Subdivision Name: BAY ISLES
Year built: 1996
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Bay Isles Harbor, Longboat Key - Stunning 4BR/5.5BA, 5,080 SF waterfront home in the Bay Isles Harbor section of Longboat Key. Unique Multiple Circular Pad Architectured home blends luxury, contemporary style and Costal living. This home features 16 foot great room with soaring tongue-and-groove ceilings and floor-to-ceiling windows showcasing sweeping water views. The circular kitchen offers stone counters, top-tier appliances, and integrated Lutron lighting, audio, and video systems. The first-floor primary suite opens to the pool and screened patio with a spa-style bath and private office. A newer 32' x 23' guest suite includes two Murphy beds, entertainment area, steam ... Read more....»
530 DE NARVAEZ DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 2 Half Baths · 4,106 SqFt · $1,192/SqFt
Days on Market: 56
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....»
610 YARDARM LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,138 SqFt · $1,136/SqFt
Days on Market: 15
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES SEC 02
Year built: 2003
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Experience elevated coastal living in this updated, elegantly styled waterfront residence in the coveted community of Country Club Shores on South Longboat Key. This beautifully maintained home has no history of flood or storm-water damage and offers peace of mind with a brand-new roof, all-new seawall, new dock, two boat lifts, updated mechanicals, and a private elevator—creating a true turn-key waterfront opportunity. Inside, soaring vaulted ceilings and walls of glass frame sweeping bay views throughout the bright, open living spaces. The thoughtfully designed floorplan includes both formal and casual areas, featuring a living room, dining room, spacious family room, ... 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.
