EasyStreet Realty
REALTOR ®
(407) 252-3959
Email Evelyn
mobile navigation links
64 Results

View 64 Longboat Key Florida Homes for Sale

Home For Sale $6,750,000

Reduced By $2,200,000

Island home with private beach, pool, and dock at 7147 La Lenaire Dr, Longboat Key, FL 34228
View Details 98 Photos
Aerial view of waterfront home with private dock and lush landscaping at 7147 La Lenaire Dr, Longboat Key, FL 34228
Bird's-eye view of a home with pool and spacious deck at 7147 La Lenaire Dr, Longboat Key, FL 34228
Aerial view showcasing waterfront property with tropical landscaping at 7147 La Lenaire Dr, Longboat Key, FL 34228
On Market For 171 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3503

  • Year Built

    1990

  • $/SqFt

    $1,927

Discover the unparalleled beauty and serenity of this exceptional estate. RE/MAX ALLIANCE GROUP.

Home For Sale $2,900,000

Aerial view of a house and lush tropical landscape near the water at 6605 Gulfside Rd, Longboat Key, FL 34228
View Details 35 Photos
Aerial view of beachfront property with lush landscaping and ocean access at 6605 Gulfside Rd, Longboat Key, FL 34228
Beachfront property aerial view showing home and lot, lush landscaping, and ocean at 6605 Gulfside Rd, Longboat Key, FL 34228
Aerial view of beachfront homes and lush landscaping near the ocean at 6605 Gulfside Rd, Longboat Key, FL 34228
On Market For 197 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2235

  • Year Built

    1973

  • $/SqFt

    $1,298

Sleepy Lagoon - This north Longboat location is near many outstanding restaurants and Anna Maria Island. DEVELOPERS REALTY LBK, INC.

Pended $1,599,000

Charming two-story home with lush landscaping and brick driveway at 3140 Bayou Sound, Longboat Key, FL 34228
View Details 73 Photos
Beautiful two-story home with mature trees and a brick driveway at 3140 Bayou Sound, Longboat Key, FL 34228
Stunning two-story home with palm trees and a brick driveway at 3140 Bayou Sound, Longboat Key, FL 34228
Inviting two-story home with lush landscaping and a brick driveway at 3140 Bayou Sound, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 215 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    3312

  • Year Built

    1986

  • $/SqFt

    $483

Conveniently located at the south end of the island, you find yourself in close proximity to the Publix shopping mall, a very short drive to St Armands Circle known for its boutique restaurants and shops and a few minute drive on to the mainland where you find all the cultural amenities and dining that the city of Sarasota has to offer. COLDWELL BANKER REALTY.

Home For Sale $5,950,000

Modern, two-story home under construction with contemporary design at 519 Rountree Dr, Longboat Key, FL 34228
View Details 36 Photos
Luxury waterfront home with modern architecture and lush landscaping at 519 Rountree Dr, Longboat Key, FL 34228
Modern home located on the beach with water access at 519 Rountree Dr, Longboat Key, FL 34228
New construction home with waterfront access and a private dock at 519 Rountree Dr, Longboat Key, FL 34228
On Market For 235 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3554

  • Year Built

    2024

  • $/SqFt

    $1,674

We love to work with buyers during the build process, so that together we can create the home of your dreams. IRVING GROUP INC.

Home For Sale $2,350,000

Reduced By $300,000

Two-story home with modern design and landscaping at 590 Hibiscus Way, Longboat Key, FL 34228
View Details 73 Photos
Bird's-eye view of a waterfront home in a residential area at 590 Hibiscus Way, Longboat Key, FL 34228
Two-story home with modern design and landscaping at 590 Hibiscus Way, Longboat Key, FL 34228
Aerial view of a house with a pool and patio at 590 Hibiscus Way, Longboat Key, FL 34228
On Market For 207 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2232

  • Year Built

    2020

  • $/SqFt

    $1,053

The open, flowing floorpan leads to a terrace off the main living area and the master bedroom which enhances the indoor outdoor living area. Schedule your private showing today. MICHAELA DAMM & PARTNERS.

Home For Sale $2,695,000

Aerial view showcasing a waterfront home nestled in a tropical neighborhood at 5930 Gulf Of Mexico Dr, Longboat Key, FL 34228
View Details 77 Photos
Aerial view of a house with lush landscaping in a waterfront community at 5930 Gulf Of Mexico Dr, Longboat Key, FL 34228
Landscaped driveway leading to a charming yellow house at 5930 Gulf Of Mexico Dr, Longboat Key, FL 34228
Pathway lined with vibrant bougainvillea leading to a home at 5930 Gulf Of Mexico Dr, Longboat Key, FL 34228
On Market For 251 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2570

  • Year Built

    1988

  • $/SqFt

    $1,049

New seawall and dock installed in 2022. DEVELOPERS REALTY LBK, INC.

Pended $2,495,000

Mediterranean style home with a tile roof and lush landscaping at 3596 Fair Oaks Ln, Longboat Key, FL 34228
View Details 59 Photos
Elegant front entry with paver walkway and lush landscaping at 3596 Fair Oaks Ln, Longboat Key, FL 34228
Elegant entryway with hardwood floors, ornate chair, and double doors at 3596 Fair Oaks Ln, Longboat Key, FL 34228
Bright dining room with hardwood floors, chandelier, and view to living area at 3596 Fair Oaks Ln, Longboat Key, FL 34228
On Market For 20 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3416

  • Year Built

    1997

  • $/SqFt

    $730

Queens Harbour - Deepwater slips for lease or purchase and membership in Longboat Key Golf & Tennis Country Club are available. COLDWELL BANKER REALTY.

Home For Sale $8,500,000

Stunning waterfront home with a beautifully landscaped yard at 757 Hideaway Bay Dr, Longboat Key, FL 34228
View Details 96 Photos
Luxury waterfront property with private dock and sunset views at 757 Hideaway Bay Dr, Longboat Key, FL 34228
Elegant living room with hardwood floors,water view, and fireplace at 757 Hideaway Bay Dr, Longboat Key, FL 34228
Spacious living room featuring hardwood floors and a fireplace at 757 Hideaway Bay Dr, Longboat Key, FL 34228
On Market For 268 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4507

  • Year Built

    2007

  • $/SqFt

    $1,886

Experience a waterfront lifestyle where every day feels like a vacation amidst the beauty and tranquility of the Gulf Coast. WILLIAM RAVEIS REAL ESTATE.

Home For Sale $15,000,000

Modern beachfront home with expansive windows and ocean views at 6603 Gulfside Rd, Longboat Key, FL 34228
View Details 22 Photos
Luxury beachfront home with private pool and outdoor entertaining areas at 6603 Gulfside Rd, Longboat Key, FL 34228
Beachfront lot offering direct beach access and amazing water views at 6603 Gulfside Rd, Longboat Key, FL 34228
Prime beachfront property with expansive ocean views at 6603 Gulfside Rd, Longboat Key, FL 34228
On Market For 271 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4925

  • Year Built

    2025

  • $/SqFt

    $3,046

Sleepy Lagoon - Bedroom Closet Type: Walk-in Closet (Primary Bedroom). COLDWELL BANKER REALTY.

Home For Sale $5,100,000

Reduced By $195,000

Two-story home with white siding, palm trees, and a brick driveway at 5005 Gulf Of Mexico Dr # 5, Longboat Key, FL 34228
View Details 81 Photos
Two-story home with white siding, palm trees, and a brick driveway at 5005 Gulf Of Mexico Dr # 5, Longboat Key, FL 34228
Two-story home with white siding, landscaping and a brick driveway 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 263 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3358

  • Year Built

    2018

  • $/SqFt

    $1,519

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

Pended $3,595,000

Aerial view of waterfront property with tennis court nearby at 600 Dream Island Rd, Longboat Key, FL 34228
View Details 31 Photos
Aerial view of waterfront property with tennis courts nearby at 600 Dream Island Rd, Longboat Key, FL 34228
House nestled in lush greenery, seen from above at 600 Dream Island Rd, Longboat Key, FL 34228
Waterfront lot near beach and tennis courts at 600 Dream Island Rd, Longboat Key, FL 34228
On Market For 299 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1982

  • Year Built

    1970

  • $/SqFt

    $1,814

Celebrate the natural beauty of Florida as it was truly meant to be experienced in this enchanting coastal estate. DEVELOPERS REALTY LBK, INC.

Home For Sale $2,950,000

Modern two-story home with gray siding and a two-car garage at 610 Hibiscus Way, Longboat Key, FL 34228
View Details 22 Photos
Modern home with pool and deck, showcasing contemporary design at 610 Hibiscus Way, Longboat Key, FL 34228
Luxury home with private pool and spacious backyard at 610 Hibiscus Way, Longboat Key, FL 34228
Contemporary home with a unique architectural design and pool at 610 Hibiscus Way, Longboat Key, FL 34228
On Market For 340 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2788

  • Year Built

    2024

  • $/SqFt

    $1,058

Milano Homes has curated a masterpiece in The Preserve on Longboat Key, where modern luxury and Italian-inspired aesthetics converge to create a residence that is both a haven and a statement of refined living. COLDWELL BANKER REALTY.

Home For Sale $865,000

Reduced By $814,000

Aerial view of waterfront home with private dock and access to Jewfish Key at 7165 Longboat N Dr, Longboat Key, FL 34228
View Details 57 Photos
Bird's-eye view of canal-front home, showcasing its deck and boat lift at 7165 Longboat N Dr, Longboat Key, FL 34228
Relaxing patio with canal views, comfortable seating, and umbrella at 7165 Longboat N Dr, Longboat Key, FL 34228
Landscaped walkway leading to the house, featuring lush tropical plants at 7165 Longboat N Dr, Longboat Key, FL 34228
On Market For 396 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1352

  • Year Built

    1964

  • $/SqFt

    $640

Longboat Key - Act now in this tax year! Quick closing possible. COLDWELL BANKER REALTY.

Home For Sale $14,800,000

Aerial view of two waterfront properties at 6680 Gulf Of Mexico Dr, Longboat Key, FL 34228
View Details 77 Photos
Aerial view of two waterfront homes on a large lot with mature landscaping at 6680 Gulf Of Mexico Dr, Longboat Key, FL 34228
Luxury waterfront home with lush landscaping at 6680 Gulf Of Mexico Dr, Longboat Key, FL 34228
Luxury waterfront home with private dock and boat lifts, offering stunning sunset views at 6680 Gulf Of Mexico Dr, Longboat Key, FL 34228
On Market For 443 Days

  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6408

  • Year Built

    2020

  • $/SqFt

    $2,310

Owner has Complete security as property is entirely gated and fenced. BARRIER ISLAND REALTY LLC.

Viewing HOMES 51 to 64 of 64

EasyStreet

Call to Schedule a Showing

(407) 252-3959

(407) 252-3959