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122 Results

View 122 Longboat Key Florida Homes for Sale

Home For Sale $9,900,000

Reduced By $1,600,000

Luxury waterfront home with private dock and boat lift at 501 Harbor Point Rd, Longboat Key, FL 34228
View Details 79 Photos
Luxury home with a circular driveway and lush landscaping at 501 Harbor Point Rd, Longboat Key, FL 34228
Elegant home exterior with a grand entrance and landscaping at 501 Harbor Point Rd, Longboat Key, FL 34228
Spacious living room with coffered ceiling, hardwood floors, and comfortable seating at 501 Harbor Point Rd, Longboat Key, FL 34228
On Market For 144 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6125

  • Year Built

    1989

  • $/SqFt

    $1,616

Other notable items: 36,000 KW Kohler generator which powers the entire residence, Lutron smart home system, laundry room on each level of the home, three-car garage, and hidden retractable electronic Lutron shades throughout. COMPASS FLORIDA LLC.

Home For Sale $3,900,000

Reduced By $400,000

Two-story home with a metal roof, double door entry, and lush landscaping at 549 Sloop Ln, Longboat Key, FL 34228
View Details 90 Photos
Luxury waterfront home with circular driveway and private dock at 549 Sloop Ln, Longboat Key, FL 34228
Two-story home with metal roof, double door entry, and lush landscaping at 549 Sloop Ln, Longboat Key, FL 34228
Two story home with gray double garage doors and tropical landscaping at 549 Sloop Ln, Longboat Key, FL 34228
On Market For 164 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4127

  • Year Built

    2000

  • $/SqFt

    $945

** Great Room image is Virtually Staged. COLDWELL BANKER REALTY.

Home For Sale $2,950,000

Luxury waterfront home with pool and private dock; stunning water views at 705 Jungle Queen Way, Longboat Key, FL 34228
View Details 55 Photos
Private dock with boat lift, offering quick access to the water at 705 Jungle Queen Way, Longboat Key, FL 34228
Relaxing pool and spa area overlooking a peaceful waterway at 705 Jungle Queen Way, Longboat Key, FL 34228
Inviting heated pool with expansive patio and water views at 705 Jungle Queen Way, Longboat Key, FL 34228
On Market For 67 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3078

  • Year Built

    2011

  • $/SqFt

    $958

This ULTIMATE COASTAL RETREAT is an absolute MUST SEE! RE/MAX ALLIANCE GROUP.

Home For Sale $999,950

Reduced By $45,050

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 178 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1540

  • Year Built

    1975

  • $/SqFt

    $649

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

Home 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 205 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2242

  • Year Built

    1974

  • $/SqFt

    $424

Longboat Key - If you are a boater, multiple marinas locally to handle all of your boating needs. RE/MAX ELITE REALTY.

Home For Sale $3,999,000

Luxury waterfront home with private pool and dock at 3576 Fair Oaks Way, Longboat Key, FL 34228
View Details 74 Photos
Private kidney shaped pool with a spa and patio at 3576 Fair Oaks Way, Longboat Key, FL 34228
Two-story home with attached garage and landscaping at 3576 Fair Oaks Way, Longboat Key, FL 34228
Landscaped walkway leading to a waterfront view at 3576 Fair Oaks Way, Longboat Key, FL 34228
On Market For 222 Days

  • Bedrooms

    3

  • Full Bath(s)

    5

  • Sq. Ft.

    3727

  • Year Built

    1990

  • $/SqFt

    $1,073

It's truly a dream home for those looking to embrace the beauty and tranquility of waterfront living on Longboat Key. COLDWELL BANKER REALTY.

Home For Sale $4,390,000

Stunning three-story home with two-car garage and tropical landscaping at 500 Buttonwood Dr, Longboat Key, FL 34228
View Details 37 Photos
Modern home with double front doors and paver driveway at 500 Buttonwood Dr, Longboat Key, FL 34228
Luxury waterfront home with three-car garage and balcony at 500 Buttonwood Dr, Longboat Key, FL 34228
Spacious living room with hardwood floors, open concept, and water views at 500 Buttonwood Dr, Longboat Key, FL 34228
On Market For 228 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4868

  • Year Built

    2021

  • $/SqFt

    $902

Lucky you if you lock this one up! EVENTIDE REALTY LLC.

Home For Sale $4,475,000

Reduced By $1,275,000

Waterfront property with a large house and private dock at 750 Penfield St, Longboat Key, FL 34228
View Details 65 Photos
Aerial view of waterfront home community with lush landscaping and canals at 750 Penfield St, Longboat Key, FL 34228
Relaxing deck overlooking the water with seating and beautiful views at 750 Penfield St, Longboat Key, FL 34228
Luxury waterfront home with private pool and dock, seen from above at 750 Penfield St, Longboat Key, FL 34228
On Market For 230 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3710

  • Year Built

    1977

  • $/SqFt

    $1,206

Sleepy Lagoon - The azure waters of the Gulf of Mexico and the beach are just steps away. DEVELOPERS REALTY LBK, INC.

Home For Sale $5,750,000

Reduced By $1,150,000

Modern home with infinity pool at 5444 Gulf Of Mexico Dr, Longboat Key, FL 34228
View Details 100 Photos
Modern waterfront home with sunset view at 5444 Gulf Of Mexico Dr, Longboat Key, FL 34228
Luxury waterfront home with private dock at 5444 Gulf Of Mexico Dr, Longboat Key, FL 34228
Stunning three-story white home with water views surrounded by lush tropical landscaping at 5444 Gulf Of Mexico Dr, Longboat Key, FL 34228
On Market For 233 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6000

  • Year Built

    1997

  • $/SqFt

    $958

One or more photos have been virtually staged. COLDWELL BANKER REALTY.

Home For Sale $1,250,000

Aerial view of waterfront home with boat lift and lush landscaping at 562 Juan Anasco Dr, Longboat Key, FL 34228
View Details 7 Photos
Wide aerial view showcasing home's waterfront location and neighborhood at 562 Juan Anasco Dr, Longboat Key, FL 34228
Property's canal-front location highlighted in this aerial view at 562 Juan Anasco Dr, Longboat Key, FL 34228
Aerial view of canal-front house near beach, showcasing its location at 562 Juan Anasco Dr, Longboat Key, FL 34228
On Market For 108 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1571

  • Year Built

    1955

  • $/SqFt

    $796

Sleepy Lagoon - Located a short distance from pristine beaches, charming local restaurants, and unique boutique shops, this property offers the perfect setting to create and build the island home of your dreams! Home is being sold ASIS. HUNT BROTHERS REALTY, INC..

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 188 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 258 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.

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 296 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.

Pended $3,795,500

Reduced By $454,500

Stunning two-story home with a tile roof and palm trees at 531 Ranger Ln, Longboat Key, FL 34228
View Details 88 Photos
Luxury waterfront home with private dock, sunset views, and resort-style amenities at 531 Ranger Ln, Longboat Key, FL 34228
Stunning two-story home with tile roof, palm trees, and spacious driveway at 531 Ranger Ln, Longboat Key, FL 34228
Bright and airy living room with fireplace, hardwood floors, and access to balcony at 531 Ranger Ln, Longboat Key, FL 34228
On Market For 218 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3436

  • Year Built

    2006

  • $/SqFt

    $1,105

Experience the ultimate home in Longboat Key where living every day feels like a vacation. KELLER WILLIAMS ON THE WATER S.

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 268 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 312 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.

Home For Sale $8,500,000

Luxury waterfront home features a private boat dock, lush landscaping, and multiple outdoor terraces at 757 Hideaway Bay Dr, Longboat Key, FL 34228
View Details 91 Photos
A beautiful two-story home features a brick driveway, lush landscaping, and a light blue exterior at 757 Hideaway Bay Dr, Longboat Key, FL 34228
Stately two-story home with lush landscaping, brick driveway, and enhanced evening lighting at 757 Hideaway Bay Dr, Longboat Key, FL 34228
Luxury waterfront property with private dock and sunset views at 757 Hideaway Bay Dr, Longboat Key, FL 34228
On Market For 328 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 332 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 $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 324 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.

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 360 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.

Pended $835,000

Reduced By $844,000

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
Cute yellow house with a well-manicured lawn and driveway at 7165 Longboat N Dr, Longboat Key, FL 34228
Aerial view showing house, deck, boat, and canal at 7165 Longboat N Dr, Longboat Key, FL 34228
Relaxing waterfront deck with patio furniture and canal access at 7165 Longboat N Dr, Longboat Key, FL 34228
On Market For 456 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1352

  • Year Built

    1964

  • $/SqFt

    $618

Longboat Key - Or make money as an investment property for vacationers/snowbirds! 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 504 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.

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