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Longboat Key Homes For Sale & Longboat Key FL Real Estate

Home For Sale $5,995,000

View 585 Gunwale Ln Longboat Key FL
View Details 84 Photos
View 585 Gunwale Ln Longboat Key FL
View 585 Gunwale Ln Longboat Key FL
View 585 Gunwale Ln Longboat Key FL
On Market Today

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    4733

  • Year Built

    1990

  • $/SqFt

    $1,267

Whether entertaining or relaxing, this waterfront masterpiece is the perfect place to call home. MLS#A4629742. COLDWELL BANKER REALTY.

Home For Sale $1,799,000

View 720 Old Compass Rd Longboat Key FL
View Details 40 Photos
View 720 Old Compass Rd Longboat Key FL
View 720 Old Compass Rd Longboat Key FL
View 720 Old Compass Rd Longboat Key FL
On Market For 3 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2393

  • Year Built

    1970

  • $/SqFt

    $752

The 2,393ft home has 3BR/3BA, open floor plan, large pool/outdoor entertainment area and oversized garage. Call to arrange showing. MLS#A4629724. MICHAEL SAUNDERS & COMPANY.

Home For Sale $3,600,000

View 3460 Mistletoe Ln Longboat Key FL
View Details 48 Photos
View 3460 Mistletoe Ln Longboat Key FL
View 3460 Mistletoe Ln Longboat Key FL
View 3460 Mistletoe Ln Longboat Key FL
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2900

  • Year Built

    1989

  • $/SqFt

    $1,241

Coreys Landing - Residents also enjoy private access to the Bay Isles Beach Club, where pristine Gulf beaches provide a serene escape just a bike ride or sunny walk away. MLS#A4628729. COLDWELL BANKER REALTY.

Home For Sale $16,995,000

View 6489 Gulfside Rd Longboat Key FL
View Details 24 Photos
View 6489 Gulfside Rd Longboat Key FL
View 6489 Gulfside Rd Longboat Key FL
View 6489 Gulfside Rd Longboat Key FL
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    6616

  • Year Built

    2024

  • $/SqFt

    $2,569

Sleepy Lagoon - Embrace the opportunity to own this unparalleled residence and enjoy ultimate coastal luxury living. MLS#A4629211. COLDWELL BANKER REALTY.

Home For Sale $2,195,000

View Details 33 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1642

  • Year Built

    1968

  • $/SqFt

    $1,337

As a member of the voluntary Homeowners Association, you enjoy deeded beach access to the beautiful beach and warm Gulf waters on the shores of Longboat Key. MLS#A4628975. DEVELOPERS REALTY LBK, INC.

Home For Sale $799,000

View Details 37 Photos
*POTENTIAL GREAT VALUE
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2173

  • Year Built

    1969

  • $/SqFt

    $368

Longboat Key - The sought-after community dock, featuring running water, a fish cleaning station, and a boat ramp, adds further appeal to this exceptional location. MLS#A4629158. MICHAEL SAUNDERS & COMPANY.

Home For Sale $5,900,000

View Details 17 Photos
On Market For 10 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3247

  • Year Built

    1971

  • $/SqFt

    $1,817

Sleepy Lagoon - The lot was level and clear of all storms debris ready to be built your dream home. MLS#A4628767. ACTION REALTY OF SARASOTA LLC.

Home For Sale $1,399,000

View Details 13 Photos
On Market For 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1800

  • Year Built

    1967

  • $/SqFt

    $777

Sleepy Lagoon - This property is just a five-minute walk to a beach. MLS#A4629037. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $1,490,000

View Details 67 Photos
*POTENTIAL GREAT VALUE
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3713

  • Year Built

    1996

  • $/SqFt

    $401

Schedule a viewing today to explore the possibilities and start living your best Florida life! MLS#A4628568. COLDWELL BANKER REALTY.

Home For Sale $22,900,000

View Details 74 Photos
On Market For 14 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    10400

  • Year Built

    2023

  • $/SqFt

    $2,202

To truly experience firsthand the way this property can make you feel, where every moment feels like a vacation, schedule your private showing today. MLS#A4627895. SATO REAL ESTATE INC..

Home For Sale $12,500,000

View Details 61 Photos
On Market For 15 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5596

  • Year Built

    1998

  • $/SqFt

    $2,234

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. MLS#A4628022. MICHAEL SAUNDERS & COMPANY.

Home For Sale $7,150,000

View Details 51 Photos
On Market For 15 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4272

  • Year Built

    2023

  • $/SqFt

    $1,674

This property, along with the beachfront property across the street can be sold together. MLS#A4627997. MICHAEL SAUNDERS & COMPANY.

Home For Sale $2,200,000

View Details 10 Photos
*POTENTIAL GREAT VALUE
On Market For 17 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3137

  • Year Built

    2025

  • $/SqFt

    $701

Sleepy Lagoon - Don't miss the opportunity to make this your forever home and experience the ultimate coastal lifestyle. MLS#A4628203. COLDWELL BANKER REALTY.

Home For Sale $2,900,000

View Details 75 Photos
On Market For 18 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3396

  • Year Built

    1991

  • $/SqFt

    $854

Coreys Landing - Offering stunning design and modern conveniences, this luxurious, move-in-ready home is an exceptional opportunity for coastal living in Longboat Key. MLS#A4623977. COLDWELL BANKER REALTY.

Pended $3,500,000

View Details 40 Photos
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3367

  • Year Built

    1989

  • $/SqFt

    $1,040

Coreys Landing - The perfect finishing touch is that Bay Isles residents enjoy exclusivity at the Bay Isles Beach Club, offering deeded access to a private beach just a sunny walk or bike ride away. MLS#A4625048. COLDWELL BANKER REALTY.

Home For Sale $2,250,000

View Details 81 Photos
On Market For 19 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. MLS#A4627373. MICHAEL SAUNDERS & COMPANY.

Home For Sale $7,999,000

View Details 62 Photos
On Market For 20 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    6556

  • Year Built

    2008

  • $/SqFt

    $1,220

Combining unmatched luxury with a coveted waterfront lifestyle, this waterfront residence sets a new standard for coastal living. MLS#A4625050. COLDWELL BANKER REALTY.

Home For Sale $9,500,000

View Details 35 Photos
On Market For 25 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2417

  • Year Built

    1954

  • $/SqFt

    $3,930

This exceptional property encompasses 100 feet of sandy beachfront along the Gulf, perfectly poised for those seeking a sophisticated coastal lifestyle amidst sweeping views and pristine white sands. MLS#A4626774. COLDWELL BANKER REALTY.

Pended $1,899,000

View Details 64 Photos
On Market For 22 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1786

  • Year Built

    1966

  • $/SqFt

    $1,063

Everything in this stunning residence is new and awaiting your personal touch—call today to arrange your private showing and take the first step toward your dream coastal living experience! MLS#A4627174. COLDWELL BANKER REALTY.

Home For Sale $10,500,000

Reduced By $1,000,000
View Details 79 Photos
*POTENTIAL GREAT VALUE
On Market For 51 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6125

  • Year Built

    1989

  • $/SqFt

    $1,714

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. MLS#A4625287. COMPASS FLORIDA LLC.

Home For Sale $4,300,000

View Details 90 Photos
On Market For 71 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4127

  • Year Built

    2000

  • $/SqFt

    $1,042

** Great Room image is Virtually Staged. MLS#A4618514. COLDWELL BANKER REALTY.

Home For Sale $1,050,000

Reduced By $199,000
View Details 54 Photos
On Market For 75 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1832

  • Year Built

    1962

  • $/SqFt

    $573

Do not miss out on this coastal gem! MLS#A4622706. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $1,045,000

View Details 39 Photos
On Market For 85 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1540

  • Year Built

    1975

  • $/SqFt

    $679

Schedule your private showing of this home today! MLS#A4620599. KW SUNCOAST.

Home For Sale $4,295,000

View Details 45 Photos
On Market For 95 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3815

  • Year Built

    2024

  • $/SqFt

    $1,126

It’s also just a short drive from the charming attractions of Anna Maria Island, with multiple Gulf beach access points within walking distance. MLS#A4617951. COLDWELL BANKER REALTY.

Home For Sale $675,000

Reduced By $175,000
View Details 43 Photos
*POTENTIAL GREAT VALUE
On Market For 107 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    1958

  • $/SqFt

    $542

Longboat Key - It is one of the friendliest neighborhoods on LBK with a true hometown feel. MLS#O6230789. CHEVON EATON.

Home For Sale $950,000

Reduced By $249,900
View Details 36 Photos
*IS BANK OWNED
On Market For 112 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. MLS#U8252397. RE/MAX ELITE REALTY.

Home For Sale $19,900,000

View Details 61 Photos
On Market For 128 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    7352

  • Year Built

    1995

  • $/SqFt

    $2,707

Sleepy Lagoon - Recently compleated, Kept partial footprint to keep setbacks MLS#A4616520. BRIGHT REALTY.

Home For Sale $3,999,000

View Details 74 Photos
On Market For 129 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. MLS#A4615459. COLDWELL BANKER REALTY.

Home For Sale $4,390,000

View Details 37 Photos
*POTENTIAL GREAT VALUE
On Market For 135 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4868

  • Year Built

    2021

  • $/SqFt

    $902

Lucky you if you lock this one up! MLS#A4616824. EVENTIDE REALTY LLC.

Home For Sale $5,145,000

Reduced By $605,000
View Details 65 Photos
On Market For 137 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3710

  • Year Built

    1977

  • $/SqFt

    $1,387

Sleepy Lagoon - The azure waters of the Gulf of Mexico and the beach are just steps away. MLS#A4616014. DEVELOPERS REALTY LBK, INC.

Home For Sale $1,175,000

Reduced By $400,000
View Details 34 Photos
On Market For 93 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1900

  • Year Built

    1963

  • $/SqFt

    $618

include a new irrigation system and a black aluminum fence enclosing the spacious backyard, with ample room for a future pool on the west side of the property. MLS#U8249520. COLDWELL BANKER REALTY.

Home For Sale $6,900,000

View Details 100 Photos
On Market For 140 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6000

  • Year Built

    1997

  • $/SqFt

    $1,150

One or more photos have been virtually staged. MLS#A4615831. COLDWELL BANKER REALTY.

Home For Sale $6,750,000

Reduced By $2,200,000
View Details 98 Photos
On Market For 143 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. MLS#A4613404. RE/MAX ALLIANCE GROUP.

Home For Sale $2,900,000

View Details 35 Photos
On Market For 179 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. MLS#A4611998. DEVELOPERS REALTY LBK, INC.

Home For Sale $10,500,000

View Details 21 Photos
On Market For 183 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1718

  • Year Built

    1957

  • $/SqFt

    $6,112

Embrace the ultimate in beachfront living on one of Florida's most sought-after islands. MLS#A4611557. MICHAEL SAUNDERS & COMPANY.

Home For Sale $10,500,000

View Details 20 Photos
On Market For 183 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1276

  • Year Built

    1957

  • $/SqFt

    $8,229

Embrace the ultimate in beachfront living on one of Florida's most sought-after islands. MLS#A4611662. MICHAEL SAUNDERS & COMPANY.

Home For Sale $1,599,000

View Details 73 Photos
*POTENTIAL GREAT VALUE
On Market For 183 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. MLS#A4611416. COLDWELL BANKER REALTY.

Home For Sale $5,950,000

View Details 36 Photos
On Market For 203 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. MLS#A4609202. IRVING GROUP INC.

Home For Sale $2,350,000

Reduced By $300,000
View Details 73 Photos
On Market For 175 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. MLS#A4609071. MICHAELA DAMM & PARTNERS.

Pended $1,500,000

Reduced By $695,000
View Details 44 Photos
On Market For 209 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2986

  • Year Built

    1961

  • $/SqFt

    $502

Emerald Harbor - Ideal as a buildable lot to renovate as a second home, or rental opportunity, don’t miss this chance to own a slice of island paradise. MLS#A4608430. MICHAEL SAUNDERS & COMPANY.

Home For Sale $3,395,000

View Details 38 Photos
On Market For 218 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2313

  • Year Built

    1990

  • $/SqFt

    $1,468

Sleepy Lagoon - This north Longboat location is near many outstanding restaurants and Anna Maria Island. MLS#A4605911. DEVELOPERS REALTY LBK, INC.

Home For Sale $2,695,000

View Details 77 Photos
On Market For 219 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2570

  • Year Built

    1988

  • $/SqFt

    $1,049

New seawall and dock installed in 2022. MLS#A4607638. DEVELOPERS REALTY LBK, INC.

Pended $2,495,000

View Details 59 Photos
On Market For 16 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. MLS#A4606582. COLDWELL BANKER REALTY.

Home For Sale $8,500,000

View Details 96 Photos
On Market For 236 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. MLS#A4604144. WILLIAM RAVEIS REAL ESTATE.

Home For Sale $15,000,000

View Details 22 Photos
On Market For 239 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). MLS#A4605073. COLDWELL BANKER REALTY.

Home For Sale $5,100,000

Reduced By $195,000
View Details 81 Photos
On Market For 231 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! MLS#A4602726. CORCORAN CONNECT LLC.

Home For Sale $997,000

Reduced By $877,900
View Details 62 Photos
*POTENTIAL GREAT VALUE
On Market For 241 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2905

  • Year Built

    1968

  • $/SqFt

    $343

Embrace the beauty and sophistication of this exceptional, one-of-a-kind home—a true gem that simply can’t be missed. MLS#N6131408. MICHAEL SAUNDERS & COMPANY.

Home For Sale $3,595,000

View Details 31 Photos
On Market For 268 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. MLS#A4601494. DEVELOPERS REALTY LBK, INC.

Pended $2,095,000

Reduced By $200,000
View Details 24 Photos
On Market For 86 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1745

  • Year Built

    1968

  • $/SqFt

    $1,201

Your opportunity to own your very own place in paradise...... MLS#A4601752. HANLY ASSOCIATES REALTY.

Home For Sale $2,250,000

Reduced By $500,000
View Details 66 Photos
On Market For 296 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2056

  • Year Built

    1993

  • $/SqFt

    $1,094

Bring your golf cart and water toys and experience what North Longboat Key provides over any other areas of the island. MLS#A4598119. PREMIER SOTHEBYS INTL REALTY.

Viewing HOMES 1 to 50 of 56

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 813-335-0328 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Anna Maria
$4,391,250
$3,350,000
30
0.0%
33.3%
146

Bradenton
$743,267
$585,000
1290
0.6%
52.6%
94

Bradenton Beach
$4,048,635
$3,295,000
13
0.0%
61.5%
224

Cortez
$1,758,100
$1,519,500
10
0.0%
30.0%
78

Ellenton
$553,715
$542,000
28
0.0%
50.0%
106

Englewood
$576,780
$442,500
393
0.8%
49.1%
98

Holmes Beach
$3,238,405
$2,250,000
37
0.0%
37.8%
135

Lakewood Ranch
$1,122,094
$800,000
272
0.4%
55.9%
96

Myakka City
$998,623
$750,000
35
0.0%
54.3%
119

Nokomis
$820,024
$599,000
292
0.7%
53.8%
105

North Port
$392,354
$365,577
1034
1.1%
51.3%
120

Osprey
$1,546,257
$977,000
60
0.0%
46.7%
142

Palmetto
$488,771
$410,990
381
0.8%
58.0%
85

Parrish
$508,172
$439,068
854
0.6%
60.5%
89

Sarasota
$1,320,511
$687,300
1450
0.6%
47.0%
97

Terra Ceia
$1,498,271
$1,395,000
7
0.0%
28.6%
55

Venice
$585,559
$521,755
782
0.3%
49.5%
97

EasyStreet

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