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Home  >  Sarasota  >  Longboat Key  >  Under $500,000

Longboat Key Florida

Homes and Condos under $500,000

Here you can find the latest MLS listings for Longboat Key if you are on a budget.  Enjoy the 9.5+ miles of coastline on the Gulf of Mexico.  Sandy white beaches with crystal clear water comes standard for all who come to enjoy one of the best ocean front communities in the Sarasota real estate market.  Yes, it can even be affordable.

Longboat Key is known for its relaxed and open feel.  While many other Florida beach communities seem to try to get as many units per acre, Longboat offers green space between many buildings and also has a golf course which is a true rarity on any Key.

The under $500,000 price range offers much of the same amenities to the owners of property as the upper price ranges do, expect to find properties that might be waiting for your own personal touches.

Also expect the views to not be direct, full on gulf or bay views.   This many times is OK since you probably are living an active lifestyle and being on the beach or tooling around Sarasota Bay on your boat are what you seek.

Longboat Key Properties for sale under $500,000
Sold under $500,000 on Longboat Key, FL
Under $500k sales Longboat Key, FL

Take a look at the latest properties on Longboat Key under $500,000.  If you have specific needs and requirements for a home, take a look at our advanced search and get picky!  We’ll also send you any new or price changed listings within 24 hours that match exactly what you are looking for. 

Part of our focus is to keep you informed of the complete market which includes recent sales and analysis. Be sure to take a look at the recently sold listings in the Longboat Key real estate market to the right. We also go a step further by providing a high level analysis of the broad market. Being able to get a quick visual of the market that is both current and complete can be very useful before signing on the dotted line.

Successful real estate transactions are all about quality information and it is a key part of the equation. We have been selling homes on Longboat Key for nearly two decades and our local market knowledge can be a significant part as well. Give us a call or email us. We are always happy to help answer and questions. Call or email us and we hope to see you on the beach!

The Latest MLS Listing under $500,000

4370 Chatham Drive Unit 304, Longboat Key image
4370 Chatham Drive Unit 304, Longboat Key — G $499,000

Experience the best of Bay-to-Gulf living in this beautifully furnished condominium located on the top-floor in Building G at Longboat Harbour. Featuring 2 bedrooms and 2...

  • 2 Beds
  • 2 Baths
  • Longboat Harbour North SubDv.
  • 34228 Zip Code
3453 Gulf Of Mexico Drive Unit 200, Longboat Key image
3453 Gulf Of Mexico Drive Unit 200, Longboat Key — 3453 $390,000

TURNKEY BEACHFRONT LIVING WITH EXCEPTIONAL RENTAL FLEXIBILITY ON LONGBOAT KEY! Located at Sea Horse Beach Resort, this spacious 1-bedroom, 1-bath condominium offers 876 s...

  • 1 Beds
  • 1 Baths
  • Sea Horse Beach Resort SubDv.
  • 34228 Zip Code
707 Saint Judes Drive S Unit 1, Longboat Key image
707 Saint Judes Drive S Unit 1, Longboat Key — #1 $399,000

Have you ever dreamed of living on the water on Longboat Key, with your boat just steps from your back door? Imagine starting your morning with coffee outside in front of...

  • 1 Beds
  • 1 Baths
  • St Judes Apts SubDv.
  • 34228 Zip Code
2600 Harbourside Drive Unit I-12, Longboat Key image
2600 Harbourside Drive Unit I-12, Longboat Key $200,000

The middle pier, right in front at Longboat Key Club! I-12, a 45 ft x 21 ft. slip in the marina. Purchase of this slip does require membership in the LBK Club. This is th...

  • Longboat Key Moorings SubDv.
  • 34228 Zip Code
2600 Harbourside Drive Unit Q-10, Longboat Key image
2600 Harbourside Drive Unit Q-10, Longboat Key $225,000

A much sought after inside-the-T 48 x 23.5 foot slip at Longboat Key Club Moorings! Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep...

  • Longboat Key Moorings SubDv.
  • 34228 Zip Code
408 Gulf Of Mexico Drive Unit 2126, Longboat Key image
408 Gulf Of Mexico Drive Unit 2126, Longboat Key — Boathouse On Longboat Key $39,900

Experience the easiest, most carefree way to own a boat! This privately owned dry-stack boat slip offers exceptional convenience while protecting your investment in a ful...

  • Boathouse On Longboat SubDv.
  • 34228 Zip Code
2600 Harbourside Drive Unit O-07, Longboat Key image
2600 Harbourside Drive Unit O-07, Longboat Key $216,000

Super city skyline views along with easy boat access! This 45 x 20 foot slip at Longboat Key Club Moorings is located on the north side of O-dock. Club membership is not ...

  • Longboat Key Moorings SubDv.
  • 34228 Zip Code
36 Twin Shores Boulevard, Longboat Key image
36 Twin Shores Boulevard, Longboat Key $149,900

GET EXCITED ABOUT THIS ONE on Longboat Key! Not just because of the LOCATION, but because of the opportunity to finish making it your own which includes the following (no...

  • 1 Beds
  • 1 Baths
  • Twin Shores Mobile Home SubDv.
  • 34228 Zip Code
711 Spanish Drive S Unit 211, Longboat Key image
711 Spanish Drive S Unit 211, Longboat Key — 711 $450,000

Discover the best of Longboat Key living in this beautifully renovated 2-bedroom, 2-bath first-floor villa in the sought-after Spanish Main Yacht Club. Offering 1,327 squ...

  • 2 Beds
  • 2 Baths
  • Spanish Main Yacht Club SubDv.
  • 34228 Zip Code
4340 Falmouth Drive Unit 104, Longboat Key image
4340 Falmouth Drive Unit 104, Longboat Key — D $474,999 ▼

Welcome to your slice of paradise on beautiful Longboat Key. Priced to sell and offered fully furnished, this beautifully maintained two-bedroom condominium is truly move...

  • 2 Beds
  • 2 Baths
  • Longboat Harbour North SubDv.
  • 34228 Zip Code
2600 Harbourside Drive Unit P-05, Longboat Key image
2600 Harbourside Drive Unit P-05, Longboat Key $200,000

Nestled in a beautifully protected marina on the exclusive Longboat Key, this premium 48x20-foot wet slip accommodates vessels up to 43 feet and provides a true vacation ...

  • Longboat Key Moorings SubDv.
  • 34228 Zip Code
2800 Harbourside Drive Unit D-16, Longboat Key image
2800 Harbourside Drive Unit D-16, Longboat Key $425,000

Easy access and docking at this 75 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina on D-dock. Located on the West side of the marina. Ample turning radius between ...

  • Longboat Key Moorings SubDv.
  • 34228 Zip Code

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Longboat Key by Lifestyle

  • Beachfront Homes
  • Bay Front Homes
  • Beach Front Condos
  • Bay Front Condos
  • Under $500,000
  • $500,000-$1million
  • $1 to $3 Million
  • Homes over $3 Million
  • Homes for Boaters
  • Pet Friendly Condos

Longboat Key Top Ten Honors (article) 

Properties in Sarasota by Location

See all Bord Key Homes for Sale on the Map See all Lido Key Homes and Condos on the Map See all Venice Area Homes See All Homes and Condos for Sale in Nokomis and Osprey See all Palmer Ranch Homes for Sale See All South Sarasota Homes for Sale See all Central Sarasota Homes on the Map See all Mid Town Sarasota Homes See all Downtown Sarasota Properties for Sale on the Map See all Homes for Sale East of I-75 Sarasota on the Map See all Properties for Sale in Lakewood Ranch Florida See all Palm Aire Sarasota Homes on the Map See all Meadows Area Homes See all Homes for Sale in North Sarasota on the Map See all Homes and Condos in Siesta Key for Sale on the Map See all Longboat Key Real Estate for Sale on the Map

              Click to go to a Sarasota Area.

Longboat Key Homes

  • Bay Isles
  • Bay Isles Harbor
  • Conrad Beach
  • Corey's Landing
  • Country Club Shores
  • Emerald Harbor
  • Emerald Pointe
  • Harbour Court
  • Hideaway Bay
  • Longboat Key Estates
  • Queens Harbour
  • La Lenaire
  • Lighthouse Point
  • Long Beach
  • Sleepy Lagoon
  • Triton Bend
  • Weston Pointe
  • Winding Oaks
  • Sandham
  • Shipmans

Longboat Key Condos

  • Aquarius
  • Bayport
  • Beachplace
  • Beach Harbor Club
  • Beaches-Longboat Key
  • Cedars (East & West)
  • Fairway Bay
  • First Longboat Harbour
  • Grand Bay
  • Harbour Oaks
  • Infinity
  • Inn on the Beach
  • Islander Club
  • Islands West
  • L'Ambiance
  • Longboat Cove
  • Longboat Key Club
  • Longboat Key Moorings
  • Longboat Key Towers
  • Long Beach
  • Marina Bay
  • Pelican Harbour
  • Pierre
  • Players Club
  • Portobello
  • Privateer
  • Promenade
  • Regent Place
  • Sabal Cove
  • Sanctuary
  • Sands Point
  • Sea Gate Club
  • Seaplace
  • Spanish Main
  • Sunset Beach
  • Tangerine Bay
  • Villa Di Lancia
  • Vizcaya
  • Water Club
  • Windward Bay

                                                                   
Information about the Longboat Key
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Includes updated project information and access to the property assessment lookup tool
                                                                   

Sarasota Waterfront Homes

  • Bird Key
  • St. Armand's Key
  • Lido Key
  • Siesta Key
  • Anna Maria
  • Casey Key
  • Downtown Saraosta

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Local Sources

  • Places to Stay on Longboat Key
  • Longboat Key Chamber of Commerce
  • Things to do on Longboat Key
  • Visit Florida / Longboat Key
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