657 HALYARD LN
657 HALYARD LN
657 HALYARD LN
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657 HALYARD LN
657 HALYARD LN
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657 HALYARD LN
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657 HALYARD LN
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657 HALYARD LN
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657 HALYARD LN
657 HALYARD LN
657 HALYARD LN
657 HALYARD LN
657 HALYARD LN
657 HALYARD LN
657 HALYARD LN
657 HALYARD LN
657 HALYARD LN
657 HALYARD LN
657 HALYARD LN
657 HALYARD LN
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657 HALYARD LN

LONGBOAT KEY, FL
$4,300,000
Experience timeless coastal luxury in this exceptional custom estate, perfectl…
Experience timeless coastal luxury in this exceptional custom estate, perfectly positioned in the prestigious Country Club Shores on the sought-after south end of Longboat Key. Constructed by renowned John Cannon Homes, this classical waterfront residence showcases the exceptional craftsmanship, architectural detail, and quality for which the builder is celebrated. Soaring ceilings, elegant millwork, walls of glass, and exquisite finishes create a light-filled home that perfectly frames the surrounding water views while offering nearly 4,400 square feet of beautifully designed living space.

Ideally situated just one home from Sarasota Bay, this rare waterfront property captures sweeping bay views while providing the privacy, protection, and peace of mind that come with its prime location and newer construction. Beautifully updated in 2025 by Brista Homes, the residence features four bedrooms, five full baths, a spacious game room, and a generous loft office with breathtaking bay views--an inspiring space for working remotely or simply relaxing while enjoying spectacular sunsets. Multiple indoor and outdoor living areas are thoughtfully designed for effortless entertaining and everyday coastal living.

Light-filled interiors blend refined custom details with relaxed elegance. The gourmet kitchen, appointed with newer appliances (2022), opens seamlessly to the living and dining areas, creating an inviting setting for intimate family gatherings or grand-scale entertaining. The luxurious primary suite is a private sanctuary featuring direct pool access, an elegant tray ceiling, and dual custom walk-in closets. Upstairs, guest suites offer en-suite baths and generous closets, providing exceptional privacy and comfort for family and visitors alike.

Extensive recent improvements include a new roof (2025), updated windows, new balusters, and thoughtfully selected designer finishes throughout, creating a residence that perfectly balances timeless elegance with today's modern conveniences.

Outdoor living is equally extraordinary. Expansive terraces, a sparkling pool, and tranquil waterfront views create the perfect backdrop for the coveted Florida lifestyle. For boating enthusiasts, the deep-water canal frontage features a composite dock, a 12,000-pound boat lift, and a newer seawall, providing immediate access to Sarasota Bay and just minutes to the Gulf of Mexico.

Country Club Shores is one of Longboat Key's most prestigious waterfront communities, encompassing 19 picturesque streets with distinctive nautical and golf-inspired names. The homeowners association maintains the beautifully landscaped common areas and hosts a variety of neighborhood social events, fostering an exceptional sense of community. Residents enjoy convenient beach access and an unbeatable location just minutes from the world-class shopping and dining of St. Armands Circle, as well as the acclaimed restaurants, theaters, galleries, and cultural attractions of downtown Sarasota.

Offering panoramic water views, exceptional boating, beach access,and an outstanding south Longboat Key location, this is a rare opportunity to own an extraordinary waterfront residence where timeless architecture, modern luxury, and the very best of Florida coastal living come together.
Experience timeless coastal luxury in this exceptional custom estate, perfectly positioned in the prestigious Country Club Shores on the sought-after south end of Longboat Key. Constructed by renowned John Cannon Homes, this classical waterfront residence showcases the exceptional craftsmanship, architectural detail, and quality for which the builder is celebrated. Soaring ceilings, elegant millwork, walls of glass, and exquisite finishes create a light-filled home that perfectly frames the surrounding water views while offering nearly 4,400 square feet of beautifully designed living space. Ideally situated just one home from Sarasota Bay, this rare waterfront property captures sweeping bay views while providing the privacy, protection, and peace of mind that come with its prime location and newer construction. Beautifully updated in 2025 by Brista Homes, the residence features four bedrooms, five full baths, a spacious game room, and a generous loft office with breathtaking bay views--an inspiring space for working remotely or simply relaxing while enjoying spectacular sunsets. Multiple indoor and outdoor living areas are thoughtfully designed for effortless entertaining and everyday coastal living. Light-filled interiors blend refined custom details with relaxed elegance. The gourmet kitchen, appointed with newer appliances (2022), opens seamlessly to the living and dining areas, creating an inviting setting for intimate family gatherings or grand-scale entertaining. The luxurious primary suite is a private sanctuary featuring direct pool access, an elegant tray ceiling, and dual custom walk-in closets. Upstairs, guest suites offer en-suite baths and generous closets, providing exceptional privacy and comfort for family and visitors alike. Extensive recent improvements include a new roof (2025), updated windows, new balusters, and thoughtfully selected designer finishes throughout, creating a residence that perfectly balances timeless elegance with today's modern conveniences. Outdoor living is equally extraordinary. Expansive terraces, a sparkling pool, and tranquil waterfront views create the perfect backdrop for the coveted Florida lifestyle. For boating enthusiasts, the deep-water canal frontage features a composite dock, a 12,000-pound boat lift, and a newer seawall, providing immediate access to Sarasota Bay and just minutes to the Gulf of Mexico. Country Club Shores is one of Longboat Key's most prestigious waterfront communities, encompassing 19 picturesque streets with distinctive nautical and golf-inspired names. The homeowners association maintains the beautifully landscaped common areas and hosts a variety of neighborhood social events, fostering an exceptional sense of community. Residents enjoy convenient beach access and an unbeatable location just minutes from the world-class shopping and dining of St. Armands Circle, as well as the acclaimed restaurants, theaters, galleries, and cultural attractions of downtown Sarasota. Offering panoramic water views, exceptional boating, beach access,and an outstanding south Longboat Key location, this is a rare opportunity to own an extraordinary waterfront residence where timeless architecture, modern luxury, and the very best of Florida coastal living come together.
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2001 Year Built

4 Bedrooms

5 Total Bathrooms

4,364 Sq.Ft. Living Space

10,013 Sq.Ft. Lot Size

2.0 Garage Spaces

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Interior
Bedroom
4 Beds
Bathroom
5 Baths
Full Bathrooms
5 Full Baths
Laundry Room
Inside, Laundry Room
Flooring
Brick, Carpet, Wood
Appliances
Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Other, Range, Range Hood, Refrigerator, Washer
Other Interior Features
Cathedral Ceiling(s), Ceiling Fans(s), Central Vaccum, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
Exterior & Building
Stories
2
Garage Spaces
2.0
Water Source
Canal/Lake For Irrigation
Utilities
Cable Connected, Electricity Connected, Public
Pool
Gunite, In Ground, Screen Enclosure
Roof
Tile
Heat Type
Central, Electric, Heat Pump
Air Conditioning
Central Air
Sewer
Public Sewer
Substructure
Stilt/On Piling
Other Exterior Features
Balcony, Lighting, Sliding Doors
Lot & Area
Status
For Sale
Living Area
4,364 Sq.Ft.
Total Area
4,825 Sq.Ft.
Lot Size
10,013 Sq.Ft.
MLS® ID
A4699348
Type
Residential
Year Built
2001
Neighborhood
Longboat Key
Water Frontage
Canal - Saltwater, Intracoastal Waterway
View Description
Water
Elementary School
Southside Elementary
Middle School
Pine View School
High School
Pine View School
Finance
Sales Price
$4,300,000
Real Estate Taxes
$22,338/yr
HOA Fees
$23/mo
Zoning
R4SF
Longboat Key
One of the most treasured and interesting places, with the amazing scenery of the Gulf of Mexico, and beautiful beaches.

Guide to Longboat Key, Florida

Introduction

Situated in the Gulf of Mexico just off Sarasota, Longboat Key, a prime barrier island destination, boasts immaculate beaches, shimmering waters, and luxurious amenities. This 11-mile-long sanctuary seamlessly blends nature's grandeur with upscale attractions, making it both a coveted tourist hotspot and an ideal residential choice near St. Armand’s Circle.

Top Activities and Attractions on Longboat Key

  1. Longboat Key Beaches: Dive into 12 miles of exquisite sandy shores, tailor-made for sunbathing, swimming, and beachcombing adventures.
  2. Boat Tours: Book a marine adventure to witness dolphins, manatees, and the rich marine life of Longboat Key or try sunset cruises and fishing expeditions.
  3. Golfing Experiences: With golf courses like the esteemed Longboat Key Club, golf aficionados are in for a treat.
  4. Culinary and Shopping Delights: Whether it's upscale dining or charming boutiques, Longboat Key has a plethora of choices to sate every gourmet and shopping enthusiast.
  5. Nature Exploration: Become one with Longboat Key's abundant wildlife, ranging from playful dolphins and gentle manatees to the rare sea turtles. Engage in bird-watching, hiking, or kayaking to truly appreciate the island's natural beauty.

Top-Rated Restaurants in Longboat Key

Education Cornerstones on Longboat Key

  • The Learning Experience: Focusing on early childhood, catering to infants to 5-year-olds.
  • The Village School: A private education beacon for pre-kindergarten to eighth-grade scholars.
  • The Out-of-Door Academy: Comprehensive education extending from pre-kindergarten to high school.

Real Estate Insights for Longboat Key

Longboat Key's real estate landscape is synonymous with luxury, showcasing properties with an average price above $1 million. However, budget-conscious buyers can explore the expansive range of condos and townhouses. With stunning Gulf of Mexico panoramas, these condos promise the quintessential Longboat Key lifestyle, from indulgent relaxation spots like pools and golf courses to thrilling sailing adventures. And with downtown Sarasota in proximity, residents are always a short drive away from high-end shopping, fine dining, and captivating theater performances.

For potential Longboat Key homebuyers, securing a consultation with Judy and her team paramount. As leading Realtors® in the region, our curated featured Listings page offers an in-depth look into premium Sarasota and island properties, encompassing waterfront vistas and opulent condos.

Conclusion

As one of Sarasota's crown jewels, Longboat Key offers an unmatched blend of nature's wonders and luxurious living. This guide illuminates the island's finest offerings, ensuring every visitor and potential resident captures the essence of this Floridian paradise. Whether it's a fleeting visit or a lifetime stay, Longboat Key promises an experience to remember.

 
 

Search Longboat Key Homes for Sale

Guide to Longboat Key, Florida Introduction Situated in the Gulf of Mexico just off Sarasota, Longboat Key, a prime barrier island destination, boasts immaculate beaches, shimmering waters, and luxurious amenities. This 11-mile-long sanctuary seamlessly blends nature's grandeur with upscale attractions, making it both a coveted tourist hotspot and an ideal residential choice near St. Armand’s Circle. Top Activities and Attractions on Longboat Key Longboat Key Beaches: Dive into 12 miles of exquisite sandy shores, tailor-made for sunbathing, swimming, and beachcombing adventures. Boat Tours: Book a marine adventure to witness dolphins, manatees, and the rich marine life of Longboat Key or try sunset cruises and fishing expeditions. Golfing Experiences: With golf courses like the esteemed Longboat Key Club, golf aficionados are in for a treat. Culinary and Shopping Delights: Whether it's upscale dining or charming boutiques, Longboat Key has a plethora of choices to sate every gourmet and shopping enthusiast. Nature Exploration: Become one with Longboat Key's abundant wildlife, ranging from playful dolphins and gentle manatees to the rare sea turtles. Engage in bird-watching, hiking, or kayaking to truly appreciate the island's natural beauty. Top-Rated Restaurants in Longboat Key The Sandbar Restaurant: Relish seaside delicacies in a relaxed setting. Columbia Restaurant: A century-old Cuban culinary landmark. Euphemia Haye: A gastronomic journey highlighting fresh, local produce. Michael's on East: A fusion of Italian flavors and fresh seafood. Education Cornerstones on Longboat Key The Learning Experience: Focusing on early childhood, catering to infants to 5-year-olds. The Village School: A private education beacon for pre-kindergarten to eighth-grade scholars. The Out-of-Door Academy: Comprehensive education extending from pre-kindergarten to high school. Real Estate Insights for Longboat Key Longboat Key's real estate landscape is synonymous with luxury, showcasing properties with an average price above $1 million. However, budget-conscious buyers can explore the expansive range of condos and townhouses. With stunning Gulf of Mexico panoramas, these condos promise the quintessential Longboat Key lifestyle, from indulgent relaxation spots like pools and golf courses to thrilling sailing adventures. And with downtown Sarasota in proximity, residents are always a short drive away from high-end shopping, fine dining, and captivating theater performances. For potential Longboat Key homebuyers, securing a consultation with Judy and her team paramount. As leading Realtors® in the region, our curated featured Listings page offers an in-depth look into premium Sarasota and island properties, encompassing waterfront vistas and opulent condos. Conclusion As one of Sarasota's crown jewels, Longboat Key offers an unmatched blend of nature's wonders and luxurious living. This guide illuminates the island's finest offerings, ensuring every visitor and potential resident captures the essence of this Floridian paradise. Whether it's a fleeting visit or a lifetime stay, Longboat Key promises an experience to remember. Search Longboat Key Homes for Sale
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Judy Kepecz-Hays

EM

Judy Kepecz-Hays

Real Estate Agent

Real Estate Agent

Strong relationships with clients and the complete dedication to demonstrate and ensure the very best outcome for the clients.

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