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Longboat Key

This barrier island community, with the Gulf of Mexico on the west and Sarasota Bay on the east, is a popular favorite with retirees and those looking for a second home. Many of the homes in Longboat Key lie along its eleven miles of coastline. So if you’re looking for waterfront or great views of the Gulf or the Bay you’ll find it here. Just be prepared to pay because luxury as wonderful as this doesn’t come cheap. Starting home prices average around $500,000 for single-family residences while other types of real estate can include multi-million dollar mansions.

Longboat Key

2600 Harbourside Drive Unit C-23, Longboat Key image
2600 Harbourside Drive Unit C-23, Longboat Key $488,000

136' x 25' Boat Slip at Longboat Key Moorings Marina. This is a Double Boat slip, you may buy both or either of these slips at AUCTION on July 13th at 1:00 PM. NOT FOR SA...

  • Bay Isles SubDv.
  • 34228 Zip Code
573 Cutter Lane, Longboat Key image
573 Cutter Lane, Longboat Key $2,300,000

Welcome home! Enjoy all fabulous Longboat Key has to offer in this elegant open-concept property in Country Club Shores. Located on the south end of the key, you’ll love ...

  • 4 Beds
  • 4.5 Baths
  • Country Club Shores SubDv.
  • 34228 Zip Code
1115 Gulf Of Mexico Drive Unit 304, Longboat Key image
1115 Gulf Of Mexico Drive Unit 304, Longboat Key — Beachplace I $469,000

Delight in island living with tranquil third-story views spanning immaculately kept grounds, a reflecting pond with fountain and beyond to the Gulf of Mexico from this 2B...

  • 2 Beds
  • 2 Baths
  • Beachplace SubDv.
  • 34228 Zip Code
2045 Gulf Of Mexico Drive Unit M1-103, Longboat Key image
2045 Gulf Of Mexico Drive Unit M1-103, Longboat Key — 1945 $344,900

This is a wonderful opportunity to live in the beautiful Community of Seaplace located on 42 acres of land right on the turquoise waters of the Gulf of Mexico. This resi...

  • 2 Beds
  • 2 Baths
  • Seaplace SubDv.
  • 34228 Zip Code
610 Bowsprit Lane, Longboat Key image
610 Bowsprit Lane, Longboat Key $1,995,000

This south-facing waterfront home in Country Club Shore was built in 2008. A boater’s dream located near the end of a private cul-de-sac, just one home in from Sarasota’s...

  • 4 Beds
  • 3.5 Baths
  • Country Club Shores SubDv.
  • 34228 Zip Code
3465 Gulf Of Mexico Drive Unit 105, Longboat Key image
3465 Gulf Of Mexico Drive Unit 105, Longboat Key $270,000

Direct Oceanfront Modern Studio with wonderful views of The Gulf of Mexico! You will truly enjoy this walk in/walk out condo at The Beach on Longboat Key. No stairs to cl...

  • 1 Baths
  • The Beach At Longboat Key SubDv.
  • 34228 Zip Code
2193 Harbourside Drive Unit 403, Longboat Key image
2193 Harbourside Drive Unit 403, Longboat Key — 4 $465,000

Enjoy the island lifestyle you have always imagined! Behind the guard gated Bay Isles, this maintenance-free, First Floor villa-style residence offers serenity and privac...

  • 3 Beds
  • 2.5 Baths
  • Harbour Oaks SubDv.
  • 34228 Zip Code
3635 Fair Oaks Place, Longboat Key image
3635 Fair Oaks Place, Longboat Key $995,000

Enjoy a tranquil lakefront lifestyle at this lovely three-bedroom plus den Queens Harbour residence. The spacious Ashford floor plan, modified during its original constru...

  • 3 Beds
  • 3.5 Baths
  • Queens Harbour (F/K/A Manchester Bay) SubDv.
  • 34228 Zip Code
721 Bayport Way Unit 721, Longboat Key image
721 Bayport Way Unit 721, Longboat Key — D Cluster $574,900

LONGBOAT KEY - Rarely available END UNIT facing Gulf. Gorgeous, TOTALLY TRANSFORMED (no detail untouched), ground-floor condo just steps to an amazing, private Gulf beach...

  • 2 Beds
  • 2 Baths
  • Bayport Bch & Ten SubDv.
  • 34228 Zip Code
1050 Longboat Club Road Unit 302, Longboat Key image
1050 Longboat Club Road Unit 302, Longboat Key — 2 $599,000

Behind the gates of the Longboat Key Club sits this turn-key furnished immaculate, 2 bedroom, 2 bath direct Gulf front residence at Privateer North. This condo has been e...

  • 2 Beds
  • 2 Baths
  • Privateer North SubDv.
  • 34228 Zip Code
592 Ranger Lane, Longboat Key image
592 Ranger Lane, Longboat Key $895,000

A wonderful waterfront value, this furnished three-bedroom home is ready to rent, renovate or enjoy, ideally situated on deep sailboat waters that flow out to Sarasota Ba...

  • Country Club Shores SubDv.
  • 34228 Zip Code
570 Yardarm Lane, Longboat Key image
570 Yardarm Lane, Longboat Key $830,000

Just a stone’s throw away from Sarasota’s open bay waters, this 11,000+ SF lot offers more than 100-feet of deep-water frontage and a brand-new seawall. The screen-protec...

  • Country Club Shores SubDv.
  • 34228 Zip Code
1920 Harbourside Drive Unit 1002, Longboat Key image
1920 Harbourside Drive Unit 1002, Longboat Key — Fairway Bay 1 $499,000

Fabulous opportunity to live in a renowned gated community! Miles of walking and bike paths! Membership in the exclusive, private Beach Club is included with association ...

  • 2 Beds
  • 2.5 Baths
  • Fairway Bay SubDv.
  • 34228 Zip Code
521 Harbor Point Road, Longboat Key image
521 Harbor Point Road, Longboat Key $2,185,000

Imagine living on deep, boatable water in the most exclusive, double-gated enclave in all of Longboat Key. This custom designed, open floor plan, single-level living home...

  • 3 Beds
  • 3 Baths
  • Bay Isles SubDv.
  • 34228 Zip Code
2089 Gulf Of Mexico Drive Unit G1-204, Longboat Key image
2089 Gulf Of Mexico Drive Unit G1-204, Longboat Key — G1 $675,000

Location, Location, Location. This Island based, direct gulf view condo is perfect for someone looking for a second home, weekend getaway or a full time year around resid...

  • 2 Beds
  • 2.5 Baths
  • Seaplace SubDv.
  • 34228 Zip Code
1045 Gulf Of Mexico Drive Unit 203, Longboat Key image
1045 Gulf Of Mexico Drive Unit 203, Longboat Key — Beachplace $886,000

Look no further! Fall in love with this Beachplace condo. Beachfront living at its best. Water views to die for. Captivating sunsets are yours. Steps from your door to th...

  • 2 Beds
  • 2 Baths
  • Beachplace SubDv.
  • 34228 Zip Code
2303 Harbour Oaks Drive, Longboat Key image
2303 Harbour Oaks Drive, Longboat Key $449,000

Discover an exceptional opportunity at the perfect price. A charming, well-landscaped courtyard entry welcomes you to this attached, furnished, 3BR, 2.5-bath, 2-car garag...

  • 3 Beds
  • 2.5 Baths
  • Harbor Oaks SubDv.
  • 34228 Zip Code
89 Twin Shores Boulevard, Longboat Key image
89 Twin Shores Boulevard, Longboat Key $229,000 ▼

Enjoy the Florida Lifestyle in this Fabulous 2 Bedroom 1.5 Bath Meticulously Maintained Mobile Home. The Seller has replaced the Roof, Electrical Wiring, Water Heater, Ai...

  • 2 Beds
  • 1.5 Baths
  • Twin Shores Mobile Home SubDv.
  • 34228 Zip Code
3240 Gulf Of Mexico Drive Unit B504, Longboat Key image
3240 Gulf Of Mexico Drive Unit B504, Longboat Key — B $449,000

Why settle when you can have the BEST of both? Tranquil bay front condo with your deeded beach access & the Gulf of Mexico just across the street. No cars, no trucks to s...

  • 2 Beds
  • 2 Baths
  • Portobello SubDv.
  • 34228 Zip Code
530 Harbor Gate Way, Longboat Key image
530 Harbor Gate Way, Longboat Key $3,900,000

Contemporary and extraordinary custom home in Bay Isles on Longboat Key. Ideally situated on a large lot with protected deep boating water encompassing 200' of captivati...

  • 4 Beds
  • 4.5 Baths
  • Bay Isles SubDv.
  • 34228 Zip Code

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