• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • Skip to footer

The Wendy Lynn Group: Sarasota Homes and Condos

The Wendy Lynn Group - www.SarasotaHomesandCondos.com

  • Home Search
  • Areas
  • Featured Listings
    • Sold Listings
  • Selling
  • Blog
  • About
    • Wendy Lynn
    • Josh Lynn
    • Testimonials
  • Contact
  • Email
  • Facebook
  • Instagram
  • LinkedIn
  • Phone
  • Pinterest
  • Twitter
  • YouTube

Real Estate Search

You are here: Home / Longboat Key Florida : An Active & Diverse Beachfront Housing Market

Longboat Key Florida : An Active & Diverse Beachfront Housing Market

Longboat Key Homes and Condos for Sale Longboat Key is unique in many ways. As the only barrier island belonging to both Manatee and Sarasota counties, this is the only municipality to be officially designated as a town. It is also the only isle of the Sarasota Keys to have its own country club complete with an 18-hole golf course, and it is considered by many to be the most active and diverse beachfront housing market in Southwest Florida.

This long and narrow barrier island can be accessed from Anna Maria Island to the north and Lido Key to the south. Longboat Key is not directly connected to the mainland of Florida; it is accessed from Sarasota via the John Ringling Causeway and from South Bradenton via Cortez Road.

The island’s sheer natural beauty and miles of sugary sand beaches attract many visitors throughout the year, but this does not disrupt the tranquil life of residents since the coastline stretches out 11 miles from one end to another. The Town of Longboat Key is traversed by Gulf of Mexico Drive, which is the sole main thoroughfare.

House hunters who visit Longboat Key can choose their lifestyle. The more historic neighborhoods are located on the Sarasota Bay side, and they are mostly single-family residences and waterfront estates. Lavish resorts can be found on the Gulf of Mexico side, and the Longboat Key Golf Club is located between these neighborhoods. Further north on the island there are more residential communities that range from beach cottages to Key West-style mansions and from high-rise condominium towers to luxury townhouses. Many neighborhoods have been developed around certain themes such as tennis, boating, fishing, and nature exploration.

The Town of Longboat Key has various amenities and conveniences to make the lives of residents pleasant without having to leave the island. The Avenue of the Flowers Town Plaza is a shopping district that features a Publix Fresh Market flagship supermarket that specializes in gourmet and organic items at great prices. Quite a few restaurants can be found on the island, but St. Armands Circle offers even more dining and shopping just minutes away.

Longboat Key Florida Homes

  • List View
  • Map View
  • Grid View
  • 510 Wedge Lane, Longboat Key, FL
    510 Wedge Lane
    Longboat Key, FL
    Photo of 510 Wedge Lane, Longboat Key, FL 34228 (MLS # A4655210)
    $2,215,000
    • Lot Size
      10,890 sqft

    • Home Size
      1,840 sqft

    • Beds
      4 Beds

    • Baths
      3 Baths

    • Year Built
      1967

    • Days on Market
      5

    View Virtual Tour
  • 4 Winslow Place, Longboat Key, FL
    4 Winslow Place
    Longboat Key, FL
    Photo of 4 Winslow Place, Longboat Key, FL 34228 (MLS # A4655347)
    $2,600,000
    • Lot Size
      13,504 sqft

    • Home Size
      3,288 sqft

    • Beds
      4 Beds

    • Baths
      3 Baths

    • Year Built
      1963

    • Days on Market
      5

    View Virtual Tour
  • 608 Saint Judes Drive, Longboat Key, FL
    608 Saint Judes Drive
    Longboat Key, FL
    Photo of 608 Saint Judes Drive, Longboat Key, FL 34228 (MLS # D6142646)
    $989,000
    • Lot Size
      8,712 sqft

    • Home Size
      2,106 sqft

    • Beds
      4 Beds

    • Baths
      3 Baths

    • Year Built
      1956

    • Days on Market
      10

    View Virtual Tour
  • 408 Gulf Of Mexico Drive #2233, Longboat Key, FL
    408 Gulf Of Mexico Drive #2233
    Longboat Key, FL
    Photo of 408 Gulf Of Mexico Drive #2233, Longboat Key, FL 34228 (MLS # A4654965)
    $69,000
    • Lot Size
      26,136 sqft

    • Home Size

    • Beds

    • Baths

    • Year Built
      0

    • Days on Market
      10

  • 681 Fox Street, Longboat Key, FL
    681 Fox Street
    Longboat Key, FL
    Photo of 681 Fox Street, Longboat Key, FL 34228 (MLS # A4655320)
    $575,000
    • Lot Size
      5,228 sqft

    • Home Size
      810 sqft

    • Beds
      2 Beds

    • Baths
      1 Bath

    • Year Built
      1964

    • Days on Market
      11

    View Virtual Tour

See all Longboat Key Homes for Sale.
(all data current as of 6/14/2025)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

 
 

Longboat Key Florida Condominiums

  • List View
  • Map View
  • Grid View
  • 5310 Gulf Of Mexico Drive #18, Longboat Key, FL
    5310 Gulf Of Mexico Drive #18
    Longboat Key, FL
    Photo of 5310 Gulf Of Mexico Drive #18, Longboat Key, FL 34228 (MLS # A4655923)
    $455,000
    • Lot Size
      1.31 ac

    • Home Size
      711 sqft

    • Beds
      1 Bed

    • Baths
      1 Bath

    • Year Built
      1973

    • Days on Market
      2

    View Virtual Tour
  • 615 Dream Island Place #105, Longboat Key, FL
    615 Dream Island Place #105
    Longboat Key, FL
    Photo of 615 Dream Island Place #105, Longboat Key, FL 34228 (MLS # A4655739)
    $880,000
    • Lot Size

    • Home Size
      1,293 sqft

    • Beds
      2 Beds

    • Baths
      2 Baths

    • Year Built
      1985

    • Days on Market
      3

    View Virtual Tour
  • 615 Dream Island Place #210, Longboat Key, FL
    615 Dream Island Place #210
    Longboat Key, FL
    Photo of 615 Dream Island Place #210, Longboat Key, FL 34228 (MLS # TB8395898)
    $1,050,000
    • Lot Size

    • Home Size
      1,509 sqft

    • Beds
      2 Beds

    • Baths
      2 Baths

    • Year Built
      1985

    • Days on Market
      4

    View Virtual Tour
  • 1445 Gulf Of Mexico Drive #203, Longboat Key, FL
    1445 Gulf Of Mexico Drive #203
    Longboat Key, FL
    Photo of 1445 Gulf Of Mexico Drive #203, Longboat Key, FL 34228 (MLS # A4654675)
    $1,250,000
    • Lot Size

    • Home Size
      1,721 sqft

    • Beds
      2 Beds

    • Baths
      3 Baths

    • Year Built
      1982

    • Days on Market
      4

    View Virtual Tour
  • 3802 Gulf Of Mexico Drive #A205, Longboat Key, FL
    3802 Gulf Of Mexico Drive #A205
    Longboat Key, FL
    Photo of 3802 Gulf Of Mexico Drive #A205, Longboat Key, FL 34228 (MLS # A4655363)
    $350,000
    • Lot Size

    • Home Size
      1,007 sqft

    • Beds
      2 Beds

    • Baths
      2 Baths

    • Year Built
      1970

    • Days on Market
      10

    View Virtual Tour

See all Longboat Key FL Condos Townhomes.
(all data current as of 6/14/2025)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

 
 

 

Primary Sidebar

The Lynn Group - Wendy Lynn - eXp Sarasota

  • 1540 Main Street, Sarasota, FL 34236
  • 941-421-7375
  • Email Us

Longboat Key Neighborhoods & Condo Communities

  • Aquarius Club
  • Aria
  • Banyan Bay
  • Bay Harbour
  • Bay Isles
  • Bayview Estates
  • Bayport
  • Beach Castle
  • Beach Harbor Club
  • Beaches Of LBK
  • Beachplace
  • Beachcomber
  • Bleu Claire
  • Boathouse on LBK
  • Buttonwood Cove
  • Buttonwood Harbour
  • Cabana Beach
  • Casa del Mar
  • Castillian
  • Cedars
  • Club Longboat
  • Conrad Beach
  • Coreys Landing
  • Covert
  • Country Club Shores
  • Diplomat
  • Dream Island
  • Emerald Harbor
  • En Provence
  • Fairway Bay
  • First Longboat Harbour
  • Grand Bay
  • Grand Mariner
  • Harbour Oaks
  • Harbour Court
  • Harbour Villa Club
  • Hideaway Bay
  • Infinity LBK
  • Inn on the Beach
  • Islander Club
  • Islands West
  • L Ambiance
  • La Playa
  • Laguna Yacht
  • Longbeach
  • Longboat Beach
  • Longboat Cove
  • Longboat Harbour
  • Longboat Harbour Towers
  • Longboat Key Club
  • LBK Moorings
  • Longboat Key Towers
  • LBK Yacht Club
  • Longboat Pass
  • Longboat Shores
  • Marina Bay
  • Pelican Harbour
  • Pierre
  • Players Club
  • Portobello
  • Positano
  • Privateer
  • Promenade
  • Queens Harbour
  • Reclinata
  • Regent Place
  • Sabal Cove
  • Sands Point
  • Sanctuary
  • Sea Gate Club
  • Sea Pines Condo
  • Sea Twig
  • Seaplace
  • Silver Sands
  • Shore Condo
  • Sleepy Lagoon
  • Spanish Main YC
  • Sunset Beach
  • Sutton Place
  • Tangerine Bay
  • Triton Bend
  • Turtle Crawl Condo
  • Villa Di Lancia
  • Vizcaya
  • Water Club
  • Westchester
  • Weston Pointe
  • Whitney Beach
  • Winding Oaks
  • Windward Bay

Areas We Serve

  • Anna Maria Island
  • Bird Key
  • Bradenton
  • Bradenton Beach
  • Casey Key
  • Cortez
  • Downtown Sarasota
  • Ellenton
  • Englewood
  • Golden Gate
  • Holmes Beach
  • Lakewood Ranch
  • Lido Key
  • Longboat Key
  • Nokomis
  • North Port
  • Osprey
  • Palmer Ranch
  • Palmetto
  • Parrish
  • Sarasota
  • Siesta Key
  • Terra Ceia
  • University Park
  • Venice
  • West of the Trail

Things to do in Longboat Key

https://www.youtube.com/watch?v=PvxuAZ5k20k

Footer

The Lynn Group - Wendy Lynn - eXp Sarasota

  • 1540 Main Street, Sarasota, FL 34236
  • 941-421-7375
  • Email Us

Connect with Us!

  • Email
  • Facebook
  • Instagram
  • LinkedIn
  • Phone
  • Pinterest
  • Twitter
  • YouTube

Latest Real Estate

  • $392,895 8464 Ginsberg Terrace
    North Port, FL
  • $374,372 6255 Charland Avenue
    North Port, FL
  • $735,000 8735 Midnight Pass Road #602B
    Sarasota, FL
  • $225,000 4688 Maraldo Avenue
    North Port, FL
  • $1,550,000 2504 Mulberry Terrace
    Sarasota, FL
  • $550,000 1345 Reserve Drive
    Venice, FL
  • $393,750 2143 Santonian Terrace
    North Port, FL
  • $839,900 10120 Carnoustie Place
    Bradenton, FL
  • $1,249,000 8264 Summer Night Road
    Sarasota, FL
  • $399,000 5711 Archipelago Street
    Nokomis, FL
  • $455,000 5310 Gulf Of Mexico Drive #18
    Longboat Key, FL
  • $1,169,990 1583 Running Tide Place
    Sarasota, FL
  • $785,000 12564 Night View Drive
    Sarasota, FL
  • $365,000 11341 Durham Street
    Parrish, FL
  • $839,000 8102 Waterview Boulevard
    Lakewood Ranch, FL
  • $450,000 8804 Founders Circle
    Palmetto, FL
  • $569,900 325 Gladstone Boulevard
    Englewood, FL
  • $529,000 3681 Divot Lane
    Sarasota, FL
  • $399,900 2555 Yucca Road
    Venice, FL
  • $2,900,000 1954 Goldenrod Street
    Sarasota, FL
8464 Ginsberg Terrace
North Port, FL
Photo of 8464 Ginsberg Terrace, North Port, FL 34287 (MLS # A4655961)
$392,895
Lot Size
10,019 sqft

Home Size
2,265 sqft

Beds
4 Beds

Baths
3 Baths

6255 Charland Avenue
North Port, FL
Photo of 6255 Charland Avenue, North Port, FL 34286 (MLS # A4655962)
$374,372
Lot Size
10,019 sqft

Home Size
2,240 sqft

Beds
3 Beds

Baths
2 Baths

8735 Midnight Pass Road #602B
Sarasota, FL
Photo of 8735 Midnight Pass Road #602B, Sarasota, FL 34242 (MLS # A4655794)
$735,000
Lot Size
3.53 ac

Home Size
1,357 sqft

Beds
2 Beds

Baths
2 Baths

4688 Maraldo Avenue
North Port, FL
Photo of 4688 Maraldo Avenue, North Port, FL 34287 (MLS # N6139283)
$225,000
Lot Size
10,455 sqft

Home Size
1,345 sqft

Beds
3 Beds

Baths
2 Baths

2504 Mulberry Terrace
Sarasota, FL
Photo of 2504 Mulberry Terrace, Sarasota, FL 34239 (MLS # A4655890)
$1,550,000
Lot Size
12,633 sqft

Home Size
1,665 sqft

Beds
2 Beds

Baths
2 Baths

1345 Reserve Drive
Venice, FL
Photo of 1345 Reserve Drive, Venice, FL 34285 (MLS # N6139271)
$550,000
Lot Size
9,148 sqft

Home Size
2,628 sqft

Beds
3 Beds

Baths
3 Baths

2143 Santonian Terrace
North Port, FL
Photo of 2143 Santonian Terrace, North Port, FL 34286 (MLS # C7511192)
$393,750
Lot Size
20,038 sqft

Home Size
2,484 sqft

Beds
4 Beds

Baths
3 Baths

10120 Carnoustie Place
Bradenton, FL
Photo of 10120 Carnoustie Place, Bradenton, FL 34211 (MLS # A4655878)
$839,900
Lot Size
9,148 sqft

Home Size
2,576 sqft

Beds
3 Beds

Baths
3 Baths

8264 Summer Night Road
Sarasota, FL
Photo of 8264 Summer Night Road, Sarasota, FL 34241 (MLS # A4654668)
$1,249,000
Lot Size
10,019 sqft

Home Size
3,481 sqft

Beds
5 Beds

Baths
5 Baths

5711 Archipelago Street
Nokomis, FL
Photo of 5711 Archipelago Street, Nokomis, FL 34275 (MLS # A4655920)
$399,000
Lot Size
3,050 sqft

Home Size
1,593 sqft

Beds
3 Beds

Baths
3 Baths

5310 Gulf Of Mexico Drive #18
Longboat Key, FL
Photo of 5310 Gulf Of Mexico Drive #18, Longboat Key, FL 34228 (MLS # A4655923)
$455,000
Lot Size
1.31 ac

Home Size
711 sqft

Beds
1 Bed

Baths
1 Bath

1583 Running Tide Place
Sarasota, FL
Photo of 1583 Running Tide Place, Sarasota, FL 34240 (MLS # TB8397053)
$1,169,990
Lot Size
6,099 sqft

Home Size
3,249 sqft

Beds
4 Beds

Baths
4 Baths

12564 Night View Drive
Sarasota, FL
Photo of 12564 Night View Drive, Sarasota, FL 34238 (MLS # A4655726)
$785,000
Lot Size
5,663 sqft

Home Size
2,970 sqft

Beds
5 Beds

Baths
3 Baths

11341 Durham Street
Parrish, FL
Photo of 11341 Durham Street, Parrish, FL 34219 (MLS # TB8395428)
$365,000
Lot Size
8,712 sqft

Home Size
2,197 sqft

Beds
4 Beds

Baths
2 Baths

8102 Waterview Boulevard
Lakewood Ranch, FL
Photo of 8102 Waterview Boulevard, Lakewood Ranch, FL 34202 (MLS # A4655602)
$839,000
Lot Size
10,019 sqft

Home Size
2,402 sqft

Beds
3 Beds

Baths
3 Baths

8804 Founders Circle
Palmetto, FL
Photo of 8804 Founders Circle, Palmetto, FL 34221 (MLS # A4655448)
$450,000
Lot Size
6,970 sqft

Home Size
2,909 sqft

Beds
4 Beds

Baths
4 Baths

325 Gladstone Boulevard
Englewood, FL
Photo of 325 Gladstone Boulevard, Englewood, FL 34223 (MLS # TB8394010)
$569,900
Lot Size
10,890 sqft

Home Size
1,865 sqft

Beds
3 Beds

Baths
3 Baths

3681 Divot Lane
Sarasota, FL
Photo of 3681 Divot Lane, Sarasota, FL 34232 (MLS # A4655788)
$529,000
Lot Size
3,921 sqft

Home Size
1,647 sqft

Beds
2 Beds

Baths
2 Baths

2555 Yucca Road
Venice, FL
Photo of 2555 Yucca Road, Venice, FL 34293 (MLS # N6139276)
$399,900
Lot Size
9,584 sqft

Home Size
1,702 sqft

Beds
3 Beds

Baths
2 Baths

1954 Goldenrod Street
Sarasota, FL
Photo of 1954 Goldenrod Street, Sarasota, FL 34239 (MLS # A4654994)
$2,900,000
Lot Size
10,019 sqft

Home Size
3,678 sqft

Beds
4 Beds

Baths
5 Baths

  • 8464 Ginsberg Terrace
    North Port, FL
    Photo of 8464 Ginsberg Terrace, North Port, FL 34287 (MLS # A4655961)
    $392,895
    Lot Size
    10,019 sqft

    Home Size
    2,265 sqft

    Beds
    4 Beds

    Baths
    3 Baths

  • 6255 Charland Avenue
    North Port, FL
    Photo of 6255 Charland Avenue, North Port, FL 34286 (MLS # A4655962)
    $374,372
    Lot Size
    10,019 sqft

    Home Size
    2,240 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 8735 Midnight Pass Road #602B
    Sarasota, FL
    Photo of 8735 Midnight Pass Road #602B, Sarasota, FL 34242 (MLS # A4655794)
    $735,000
    Lot Size
    3.53 ac

    Home Size
    1,357 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 4688 Maraldo Avenue
    North Port, FL
    Photo of 4688 Maraldo Avenue, North Port, FL 34287 (MLS # N6139283)
    $225,000
    Lot Size
    10,455 sqft

    Home Size
    1,345 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 2504 Mulberry Terrace
    Sarasota, FL
    Photo of 2504 Mulberry Terrace, Sarasota, FL 34239 (MLS # A4655890)
    $1,550,000
    Lot Size
    12,633 sqft

    Home Size
    1,665 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 1345 Reserve Drive
    Venice, FL
    Photo of 1345 Reserve Drive, Venice, FL 34285 (MLS # N6139271)
    $550,000
    Lot Size
    9,148 sqft

    Home Size
    2,628 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 2143 Santonian Terrace
    North Port, FL
    Photo of 2143 Santonian Terrace, North Port, FL 34286 (MLS # C7511192)
    $393,750
    Lot Size
    20,038 sqft

    Home Size
    2,484 sqft

    Beds
    4 Beds

    Baths
    3 Baths

  • 10120 Carnoustie Place
    Bradenton, FL
    Photo of 10120 Carnoustie Place, Bradenton, FL 34211 (MLS # A4655878)
    $839,900
    Lot Size
    9,148 sqft

    Home Size
    2,576 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 8264 Summer Night Road
    Sarasota, FL
    Photo of 8264 Summer Night Road, Sarasota, FL 34241 (MLS # A4654668)
    $1,249,000
    Lot Size
    10,019 sqft

    Home Size
    3,481 sqft

    Beds
    5 Beds

    Baths
    5 Baths

  • 5711 Archipelago Street
    Nokomis, FL
    Photo of 5711 Archipelago Street, Nokomis, FL 34275 (MLS # A4655920)
    $399,000
    Lot Size
    3,050 sqft

    Home Size
    1,593 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 5310 Gulf Of Mexico Drive #18
    Longboat Key, FL
    Photo of 5310 Gulf Of Mexico Drive #18, Longboat Key, FL 34228 (MLS # A4655923)
    $455,000
    Lot Size
    1.31 ac

    Home Size
    711 sqft

    Beds
    1 Bed

    Baths
    1 Bath

  • 1583 Running Tide Place
    Sarasota, FL
    Photo of 1583 Running Tide Place, Sarasota, FL 34240 (MLS # TB8397053)
    $1,169,990
    Lot Size
    6,099 sqft

    Home Size
    3,249 sqft

    Beds
    4 Beds

    Baths
    4 Baths

  • 12564 Night View Drive
    Sarasota, FL
    Photo of 12564 Night View Drive, Sarasota, FL 34238 (MLS # A4655726)
    $785,000
    Lot Size
    5,663 sqft

    Home Size
    2,970 sqft

    Beds
    5 Beds

    Baths
    3 Baths

  • 11341 Durham Street
    Parrish, FL
    Photo of 11341 Durham Street, Parrish, FL 34219 (MLS # TB8395428)
    $365,000
    Lot Size
    8,712 sqft

    Home Size
    2,197 sqft

    Beds
    4 Beds

    Baths
    2 Baths

  • 8102 Waterview Boulevard
    Lakewood Ranch, FL
    Photo of 8102 Waterview Boulevard, Lakewood Ranch, FL 34202 (MLS # A4655602)
    $839,000
    Lot Size
    10,019 sqft

    Home Size
    2,402 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 8804 Founders Circle
    Palmetto, FL
    Photo of 8804 Founders Circle, Palmetto, FL 34221 (MLS # A4655448)
    $450,000
    Lot Size
    6,970 sqft

    Home Size
    2,909 sqft

    Beds
    4 Beds

    Baths
    4 Baths

  • 325 Gladstone Boulevard
    Englewood, FL
    Photo of 325 Gladstone Boulevard, Englewood, FL 34223 (MLS # TB8394010)
    $569,900
    Lot Size
    10,890 sqft

    Home Size
    1,865 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 3681 Divot Lane
    Sarasota, FL
    Photo of 3681 Divot Lane, Sarasota, FL 34232 (MLS # A4655788)
    $529,000
    Lot Size
    3,921 sqft

    Home Size
    1,647 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 2555 Yucca Road
    Venice, FL
    Photo of 2555 Yucca Road, Venice, FL 34293 (MLS # N6139276)
    $399,900
    Lot Size
    9,584 sqft

    Home Size
    1,702 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 1954 Goldenrod Street
    Sarasota, FL
    Photo of 1954 Goldenrod Street, Sarasota, FL 34239 (MLS # A4654994)
    $2,900,000
    Lot Size
    10,019 sqft

    Home Size
    3,678 sqft

    Beds
    4 Beds

    Baths
    5 Baths

Previous Next
 
  • © 2010–2025
  • SARASOTA HOMES & CONDOS SITEMAP
  • HOME PAGE