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Longboat Key Longboat Key Florida Homes For Sale

Longboat Key For Sale $10,500,000

Reduced By $1,750,000

Aerial view of luxury beachfront property with resort amenities at 1581 Gulf Of Mexico Dr # 508, Longboat Key, FL 34228
View Details 98 Photos
Spacious balcony with ocean views and comfortable seating at 1581 Gulf Of Mexico Dr # 508, Longboat Key, FL 34228
Bright open-plan living room with dining area, ocean view, and luxury modern furnishings at 1581 Gulf Of Mexico Dr # 508, Longboat Key, FL 34228
Bright living room features modern furnishings, a balcony with an ocean view, and ample space at 1581 Gulf Of Mexico Dr # 508, Longboat Key, FL 34228
On Market For 162 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4017

  • Year Built

    2024

  • $/SqFt

    $2,614

Live like you are on vacation all year round. MICHAEL SAUNDERS & COMPANY.

Longboat Key For Sale $699,000

Reduced By $100,000

Charming cottage with white picket fence, near the coast at 6901 Poinsettia Ave, Longboat Key, FL 34228
View Details 29 Photos
Quaint coastal cottage with white picket fence and archway at 6901 Poinsettia Ave, Longboat Key, FL 34228
Coastal cottage with lush landscaping, near the beach at 6901 Poinsettia Ave, Longboat Key, FL 34228
Beachfront property, near ocean, in a residential area at 6901 Poinsettia Ave, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 173 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2173

  • Year Built

    1969

  • $/SqFt

    $322

The sought-after community dock, featuring running water, a fish cleaning station, and a boat ramp, adds further appeal to this exceptional location. MICHAEL SAUNDERS & COMPANY.

Longboat Key For Sale $13,250,000

Spacious balcony with ocean view and grilling station at 1561 Gulf Of Mexico Dr # 403, Longboat Key, FL 34228
View Details 90 Photos
Stunning aerial view of beachfront resort with a private pier, white sandy beach, and turquoise waters at 1561 Gulf Of Mexico Dr # 403, Longboat Key, FL 34228
Open living room with kitchen and ocean view at 1561 Gulf Of Mexico Dr # 403, Longboat Key, FL 34228
Balcony with stunning ocean and resort views at 1561 Gulf Of Mexico Dr # 403, Longboat Key, FL 34228
On Market For 176 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    4187

  • Year Built

    2024

  • $/SqFt

    $3,165

Discover a life of luxury and leisure at The Residences at The St. Regis Longboat Key—where every day feels like a getaway. MICHAEL SAUNDERS & COMPANY.

Longboat Key For Sale $3,799,000

Reduced By $176,000

Aerial view of luxurious beachfront property with resort amenities at 1591 Gulf Of Mexico Dr # 515, Longboat Key, FL 34228
View Details 53 Photos
Open concept living area with modern furniture and kitchen at 1591 Gulf Of Mexico Dr # 515, Longboat Key, FL 34228
Elegant entryway with mid-century modern console table and mirror at 1591 Gulf Of Mexico Dr # 515, Longboat Key, FL 34228
Modern kitchen with white cabinets and marble countertops at 1591 Gulf Of Mexico Dr # 515, Longboat Key, FL 34228
On Market For 175 Days

  • Bedrooms

    1

  • Full Bath(s)

    2

  • Sq. Ft.

    1556

  • Year Built

    2025

  • $/SqFt

    $2,442

Live like you are on vacation all year round! MICHAEL SAUNDERS & COMPANY.

Longboat Key For Sale $3,350,000

Reduced By $420,000

Aerial view of a luxury beachfront resort with multiple buildings and pools at 1581 Gulf Of Mexico Drive # 407, Longboat Key, FL 34228
View Details 55 Photos
Open-concept living room and kitchen with modern appliances and large windows at 1581 Gulf Of Mexico Drive # 407, Longboat Key, FL 34228
Modern dining area with gray cabinets and a contemporary dining table at 1581 Gulf Of Mexico Drive # 407, Longboat Key, FL 34228
Spacious living room with green velvet sofa, and an open floor plan at 1581 Gulf Of Mexico Drive # 407, Longboat Key, FL 34228
On Market For 176 Days

  • Bedrooms

    1

  • Full Bath(s)

    2

  • Sq. Ft.

    1721

  • Year Built

    2024

  • $/SqFt

    $1,947

Live like you are on vacation all year round! MICHAEL SAUNDERS & COMPANY.

Longboat Key For Sale $19,500,000

Reduced By $3,400,000

Stunning modern home with a spacious driveway, lush landscaping, and a sleek, two-car garage at 5861 Gulf Of Mexico Dr, Longboat Key, FL 34228
View Details 99 Photos
Beautiful beach front properties line the shore with fluffy clouds overhead at 5861 Gulf Of Mexico Dr, Longboat Key, FL 34228
Contemporary home featuring a stylish driveway, manicured lawn, and a two-car garage at 5861 Gulf Of Mexico Dr, Longboat Key, FL 34228
Modern three-story home boasting balconies, a private pool, and direct beach access at 5861 Gulf Of Mexico Dr, Longboat Key, FL 34228
On Market For 178 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    10400

  • Year Built

    2023

  • $/SqFt

    $1,875

To truly experience firsthand the way this property can make you feel, where every moment feels like a vacation, schedule your private showing today. SATO REAL ESTATE INC..

Longboat Key For Sale $11,995,000

Reduced By $505,000

Two-story home with circular driveway, balconies and palm trees at 5919 Gulf Of Mexico Dr, Longboat Key, FL 34228
View Details 61 Photos
Beachfront property aerial view, home with pool at 5919 Gulf Of Mexico Dr, Longboat Key, FL 34228
Home with tennis court and palm trees at 5919 Gulf Of Mexico Dr, Longboat Key, FL 34228
Elegant two-story entry with hardwood floors at 5919 Gulf Of Mexico Dr, Longboat Key, FL 34228
On Market For 179 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5596

  • Year Built

    1998

  • $/SqFt

    $2,143

The canal side property with boat lifts and dock directly across the street is also for sale offering the opportunity to own both properties beachside to bayside. MICHAEL SAUNDERS & COMPANY.

Longboat Key For Sale $4,499,000

Luxury beachfront resort with stunning ocean views, private beach, and pier access at 1591 Gulf Of Mexico Dr # 413, Longboat Key, FL 34228
View Details 67 Photos
Private balcony with glass railings offering scenic views at 1591 Gulf Of Mexico Dr # 413, Longboat Key, FL 34228
Modern condo building with large balconies and water views at 1591 Gulf Of Mexico Dr # 413, Longboat Key, FL 34228
Spacious living room with hardwood floors and large windows at 1591 Gulf Of Mexico Dr # 413, Longboat Key, FL 34228
On Market For 180 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    2154

  • Year Built

    2024

  • $/SqFt

    $2,089

Welcome home to The St. Regis Longboat Key. MICHAEL SAUNDERS & COMPANY.

Longboat Key For Sale $195,000

White single-wide mobile home with covered porch and steps at 3710 Gulf Of Mexico Dr # F1, Longboat Key, FL 34228
View Details 19 Photos
Side view of a white mobile home, showing windows and landscaping at 3710 Gulf Of Mexico Dr # F1, Longboat Key, FL 34228
Rear view of a mobile home with a shed and satellite dish at 3710 Gulf Of Mexico Dr # F1, Longboat Key, FL 34228
Bright living room needing renovation, features ceiling fan, original paneling, plywood subfloor, plumbing and electrical exposed at 3710 Gulf Of Mexico Dr # F1, Longboat Key, FL 34228
On Market For 180 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    620

  • Year Built

    1974

  • $/SqFt

    $315

Gulfshore is a 55+ community that does not allow rentals or pets. EDGEWATER REAL ESTATE, INC.

Longboat Key Pended $2,250,000

Two story home with balcony and landscaped yard, featuring gray siding at 6940 Longboat S Dr, Longboat Key, FL 34228
View Details 81 Photos
Stunning two-story home with balcony, and walkway at 6940 Longboat S Dr, Longboat Key, FL 34228
Two-story home with gray siding, metal roof, and balcony; surrounded by lush tropical landscaping at 6940 Longboat S Dr, Longboat Key, FL 34228
Open concept living space with white leather sectional sofa, modern decor, and hardwood floors at 6940 Longboat S Dr, Longboat Key, FL 34228
On Market For 131 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2550

  • Year Built

    2000

  • $/SqFt

    $882

Words can't describe the unique beauty and charm that this home offers, so please make an appointment to see it for yourself. MICHAEL SAUNDERS & COMPANY.

Longboat Key For Sale $489,000

Reduced By $60,000

Two-story light blue building with balconies at 2850 Gulf Of Mexico Dr # 2, Longboat Key, FL 34228
View Details 20 Photos
Front door of a condo unit with screen door at 2850 Gulf Of Mexico Dr # 2, Longboat Key, FL 34228
Bright living room with sofa, futon, and dining table at 2850 Gulf Of Mexico Dr # 2, Longboat Key, FL 34228
Spacious living area with comfortable seating and access to balcony at 2850 Gulf Of Mexico Dr # 2, Longboat Key, FL 34228
On Market For 200 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    695

  • Year Built

    1967

  • $/SqFt

    $704

Pets and tenants allowed, see community details for restrictions. MICHAEL SAUNDERS & COMPANY.

Longboat Key For Sale $1,540,000

Reduced By $110,000

Aerial view of beachfront condo building with pool and ocean views at 603 Longboat Club Rd # 602N, Longboat Key, FL 34228
View Details 67 Photos
Aerial view of luxurious beachfront condo building with ocean views at 603 Longboat Club Rd # 602N, Longboat Key, FL 34228
Bright living room with ocean views, hardwood floors, and modern furniture at 603 Longboat Club Rd # 602N, Longboat Key, FL 34228
Dining area with ocean view and modern white table and chairs at 603 Longboat Club Rd # 602N, Longboat Key, FL 34228
On Market For 238 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1458

  • Year Built

    1970

  • $/SqFt

    $1,056

Don’t miss out on this exceptional opportunity! COLDWELL BANKER REALTY.

Longboat Key For Sale $900,000

Reduced By $145,000

Charming single story home nestled amongst lush landscaping at 780 Tarawitt Dr, Longboat Key, FL 34228
View Details 39 Photos
Single story home with mature trees and well maintained landscaping at 780 Tarawitt Dr, Longboat Key, FL 34228
Single story home with attached garage and manicured lawn at 780 Tarawitt Dr, Longboat Key, FL 34228
Bright living room featuring comfortable seating and decorative rug at 780 Tarawitt Dr, Longboat Key, FL 34228
On Market For 249 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1540

  • Year Built

    1975

  • $/SqFt

    $584

Schedule your private showing of this home today! KW SUNCOAST.

Longboat Key For Sale $6,499,000

Reduced By $500,999

Spacious balcony with ocean view and built-in grill at 2251 Gulf Of Mexico Dr # 301, Longboat Key, FL 34228
View Details 79 Photos
Oceanfront property with resort-style pool and spa, offering stunning sunset views at 2251 Gulf Of Mexico Dr # 301, Longboat Key, FL 34228
Luxury condo building at night with palm trees and a paved driveway at 2251 Gulf Of Mexico Dr # 301, Longboat Key, FL 34228
Resort-style pool and bridge at night, with building in background at 2251 Gulf Of Mexico Dr # 301, Longboat Key, FL 34228
On Market For 258 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3921

  • Year Built

    2016

  • $/SqFt

    $1,657

Discover the unparalleled luxury and historical charm of Aria and make this your new home. PREMIER SOTHEBYS INTL REALTY.

Longboat Key For Sale $950,000

Reduced By $249,900

Two story home with a spacious yard at 651 Jungle Queen Way, Longboat Key, FL 34228
View Details 36 Photos
One story home with a front porch at 651 Jungle Queen Way, Longboat Key, FL 34228
Waterfront property with lush landscaping and canal views at 651 Jungle Queen Way, Longboat Key, FL 34228
Aerial view showing home's location near the water and other houses at 651 Jungle Queen Way, Longboat Key, FL 34228
On Market For 276 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2242

  • Year Built

    1974

  • $/SqFt

    $424

Information posted in MLS or any marketing information is not guaranteed. RE/MAX ELITE REALTY.

Longboat Key For Sale $4,799,000

Reduced By $496,000

Scenic beach view with a colorful sunset sky and calm ocean water at 5005 Gulf Of Mexico Dr # 5, Longboat Key, FL 34228
View Details 81 Photos
Beautiful modern home with a brick driveway, tropical landscaping, and covered parking at 5005 Gulf Of Mexico Dr # 5, Longboat Key, FL 34228
Inviting outdoor deck features blue chairs with expansive views of lush surroundings and water at 5005 Gulf Of Mexico Dr # 5, Longboat Key, FL 34228
Front entrance with double doors, a stone wall, and a metal turtle design at 5005 Gulf Of Mexico Dr # 5, Longboat Key, FL 34228
On Market For 395 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3358

  • Year Built

    2018

  • $/SqFt

    $1,429

It is a short drive to St Armands Circle & Downtown Sarasota where you'll experience endless fine dining, theatre and more! CORCORAN CONNECT LLC.

Longboat Key For Sale $199,999

Reduced By $59,901

White single-wide mobile home with steps and a small yard at 3710 Gulf Of Mexico Dr # E3, Longboat Key, FL 34228
View Details 16 Photos
Open-concept living room featuring exposed studs, ceiling fans, and original windows providing ample natural light at 3710 Gulf Of Mexico Dr # E3, Longboat Key, FL 34228
Spacious living room with exposed studs, original windows, ceiling fans, and plywood subfloors awaiting renovation at 3710 Gulf Of Mexico Dr # E3, Longboat Key, FL 34228
Small bathroom with toilet, sink, and nautical-themed walls at 3710 Gulf Of Mexico Dr # E3, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 428 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    680

  • Year Built

    1983

  • $/SqFt

    $294

This home, combined with the amenities offered by Gulfsore and the surrounding area, will make it easy for you to own a piece of paradise on Longboat Key. EDGEWATER REAL ESTATE, INC.

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