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LONGBOAT KEY | Southwest FL Real Estate

Longboat Key Homes

Longboat Key is on the southern tip of Anna Maria Island and lies within Manatee County to its north and Sarasota County to its south.  It is surrounded by the Gulf of Mexico and Sarasota Bay. The New Pass Bridge connects it to Lido Key to its south and the Longboat Pass Bridge connects it to Anna Maria Island to its north.  It draws residents and visitors from all over the world to its beaches and parks.  Homes on the island include condominiums, villas and townhouses, mobile homes and single family homes priced from $100,000 up to $22,000,000.

The Water Club - The two 11-story towers of The Water Club are found on the Gulf of Mexico on the southern end of Longboat Key.  There are 172 two and three bedroom luxury condos ranging from 1,400 to over 3,400 square feet.  The resort-style community has a junior Olympic-sized swimming pool and hot tub, 4 Har Tru tennis courts, a fitness facility with a sauna and steam room and a community clubhouse with a library, game and billiard rooms, ballroom and fully equipped catering kitchen.  A wooden boardwalk takes you to a private beach. There is secured parking under the buildings along with some enclosed garages.  Gates are guarded around the clock and there is also a concierge service.  The buildings overlook a sparkling water fountain and the beautiful Gulf of Mexico.  

Seaplace - This waterfront condominium community is located on the Gulf of Mexico on 42 acres with tropical landscaping, flowering trees and gardens.  It consists of 2 mid-rise buildings, 9 garden buildings and 12 townhomes.  Amenities include 2 heated pools with spas, 3 Har Tru tennis courts, clubhouse with fitness center, walking trails, water access and a 24 hour guarded gate. You'll find views of the Gulf of Mexico, Sarasota Bay and the gardens.  Fees include cable t.v., security, manager, water, sewer and trash.    

Let us help you with your search for your "Piece of Beach Paradise"!  More information can be found at www.longboatkey.org.

Just Listed | Latest Homes for Sale on Longboat Key

4234 Gulf Of Mexico Drive Unit D2, Longboat Key image
4234 Gulf Of Mexico Drive Unit D2, Longboat Key — Pelican Harbour & Beach Club $549,000

Beautiful, recent renovation. Direct Bayfront Views. Open Floor Plan. This 2 Bedroom, 2 Bath second floor residence in Pelican Harbour & Beach Club offers Beach-to-Bay...

  • 2 Beds
  • 2 Baths
  • Pelican Harbour & Beach Club SubDv.
  • 34228 Zip Code
2003 Harbour Links Drive Unit 2003, Longboat Key image
2003 Harbour Links Drive Unit 2003, Longboat Key — D $749,000

This sunny three-bedroom villa residence overlooks the 13th green of the Harbourside golf course lush grounds and abounds in tranquil water views. You will love the priva...

  • 3 Beds
  • 2.5 Baths
  • Harbour Links SubDv.
  • 34228 Zip Code
380 N Shore Road Unit 3, Longboat Key image
380 N Shore Road Unit 3, Longboat Key — 380 $379,900

Nestled beach-side on the northern tip of Longboat Key, this darling single story 2 bedroom retreat overlooks Beer Can Island & the shimmering cove opening up to Longboat...

  • 2 Beds
  • 1 Baths
  • Long Boat Pass Condominium SubDv.
  • 34228 Zip Code
3421 Bayou Sound, Longboat Key image
3421 Bayou Sound, Longboat Key $1,325,000

This elegant home features a large open floor plan, 3 large bedrooms, expansive lanai with recently redone heated pool/spa and a fantastic view of the canal just beyond y...

  • 3 Beds
  • 3 Baths
  • Bay Isles SubDv.
  • 34228 Zip Code
448 Gulf Of Mexico Drive Unit A304, Longboat Key image
448 Gulf Of Mexico Drive Unit A304, Longboat Key — A $389,000

Now is your opportunity to enjoy a more relaxed lifestyle in sunny Florida and own a two-bedroom, two-bath bayfront condo on south Longboat Key, close to restaurants, bea...

  • 2 Beds
  • 2 Baths
  • Bay Harbour Apts SubDv.
  • 34228 Zip Code
2525 Gulf Of Mexico Drive Unit 14B, Longboat Key image
2525 Gulf Of Mexico Drive Unit 14B, Longboat Key — 2525 $794,900

Breathtaking panoramic views from this 14th floor residence can be yours. Enjoy gazing at the azure waters of the Gulf, the sparkling white beaches of Longboat to the so...

  • 2 Beds
  • 2 Baths
  • Islands West SubDv.
  • 34228 Zip Code
6809 Gulf Of Mexico Drive, Longboat Key image
6809 Gulf Of Mexico Drive, Longboat Key — Beach Walk $1,749,000

Beach Walk, small gulf front development, with big square footage on northern Longboat Key. Complete interior remodel in 2016, including new exterior Hardy Board for the ...

  • 3 Beds
  • 3 Baths
  • Beachwalk Townhomes SubDv.
  • 34228 Zip Code
1065 Gulf Of Mexico Drive Unit 601, Longboat Key image
1065 Gulf Of Mexico Drive Unit 601, Longboat Key — 1065 $599,999

Occupy your own corner slice of paradise in Beachplace III, a gated community resting on the beautiful beach of Longboat Key. Your penthouse unit awaits delivering 180 ...

  • 2 Beds
  • 2 Baths
  • Beachplace SubDv.
  • 34228 Zip Code
847 Spanish Drive S, Longboat Key image
847 Spanish Drive S, Longboat Key $645,000

Calling all boaters to this stunningly beautiful and fabulously updated waterfront home that exudes quality, comfort and privacy throughout, it won’t disappoint. The tota...

  • 2 Beds
  • 2 Baths
  • Spanish Main Yacht Club SubDv.
  • 34228 Zip Code
4141 Gulf Of Mexico Drive Unit 41, Longboat Key image
4141 Gulf Of Mexico Drive Unit 41, Longboat Key — Seaclub 1 $250,000

Easy to see and show even with social distancing. Contact us for a virtual tour or FaceTime showing of this turn-Key furnished and easy to rent or enjoy efficiency studio...

  • 1 Beds
  • 1 Baths
  • Continentals Sea Club SubDv.
  • 34228 Zip Code
591 Ranger Lane, Longboat Key image
591 Ranger Lane, Longboat Key $1,299,999

Play and relax to your heart's content in this fantastic Intracoastal and Bay View single-level residence marvelously redesigned and transformed inside and out. Overflowi...

  • 3 Beds
  • 2 Baths
  • Country Club Shores SubDv.
  • 34228 Zip Code
3431 Bayou Sound, Longboat Key image
3431 Bayou Sound, Longboat Key $1,500,000

Spectacular waterfront sunsets are the backdrop of a resort-styled atmosphere created by the ambiance of a solar-heated infinity pool and refreshing spa. The large outdo...

  • 3 Beds
  • 3.5 Baths
  • Bay Isles SubDv.
  • 34228 Zip Code
455 Longboat Club Road Unit 301, Longboat Key image
455 Longboat Club Road Unit 301, Longboat Key — 455 $1,290,000

Rarely available! Expansive wraparound corner residence with 180 degree postcard views of Sarasota skyline, Gulf of Mexico and Longboat Key Golf Course. Sunny west, sou...

  • 3 Beds
  • 3.5 Baths
  • Pierre SubDv.
  • 34228 Zip Code
1920 Harbourside Drive Unit 1003, Longboat Key image
1920 Harbourside Drive Unit 1003, Longboat Key — Fairway Bay 1 $420,000

Spend your evenings gazing at the twinkling lights over sparkling Sarasota Bay from living room or master bedroom and screened lanai, all of which have beautiful views of...

  • 2 Beds
  • 2.5 Baths
  • Fairway Bay SubDv.
  • 34228 Zip Code
5055 Gulf Of Mexico Drive Unit 413, Longboat Key image
5055 Gulf Of Mexico Drive Unit 413, Longboat Key — 4 $419,900 ▼

CHECK OUT this unit at Club Longboat! Now reduced to sell, with over $150K in renovations! Look at the WOW factor in this beautiful condo in Gulf front community that fea...

  • 2 Beds
  • 2 Baths
  • Club Longboat Beach & Tennis SubDv.
  • 34228 Zip Code
1211 Gulf Of Mexico Drive Unit 710, Longboat Key image
1211 Gulf Of Mexico Drive Unit 710, Longboat Key — Promenade $899,000

Well-appointed and beautifully upgraded, this light and open residence at the sought-after Promenade is a flourish of direct Gulf-to-bay views that stretch out to the twi...

  • 2 Beds
  • 2 Baths
  • Promenade SubDv.
  • 34228 Zip Code
540 Neptune Avenue Unit 4, Longboat Key image
540 Neptune Avenue Unit 4, Longboat Key — 540 $399,900

A RARE FIND! COMPLETELY REMODELED UNIT COMES TURNKEY!!!!! DON'T MISS THIS OPPORTUNITY TO OWN A PERFECT/IMMACULATE BEACH VILLA ON BEAUTIFUL LONGBOAT KEY IN SARASOTA, FLORI...

  • 2 Beds
  • 2 Baths
  • Gulf Key Condo SubDv.
  • 34228 Zip Code
615 Dream Island Road Unit 204, Longboat Key image
615 Dream Island Road Unit 204, Longboat Key — Harbour Villa Club $539,000

Easy to see and show even with social distancing. Contact us for a virtual tour or FaceTime showing! Do not miss this one because the best word to describe it is WOW! Che...

  • 2 Beds
  • 2 Baths
  • Harbour Villa Club At The Bucc SubDv.
  • 34228 Zip Code
560 Outrigger Lane, Longboat Key image
560 Outrigger Lane, Longboat Key $1,499,000

This remodeled Country Club Shores home is situated in the perfect location on the canal. Located only three lots in from the open water this home features stunning view...

  • 3 Beds
  • 3.5 Baths
  • Country Club Shores SubDv.
  • 34228 Zip Code
5210 Gulf Of Mexico Drive Unit 201, Longboat Key image
5210 Gulf Of Mexico Drive Unit 201, Longboat Key — Covert Iii $850,000

Absolutely stunning FULL Bay views to this amazing, rarely available 3 bedroom condo located in Covert III of Longboat Key. Turnkey furnished, open floor concept with woo...

  • 3 Beds
  • 2 Baths
  • Covert Condominium SubDv.
  • 34228 Zip Code
3250 Bayou Road, Longboat Key image
3250 Bayou Road, Longboat Key $1,149,000

Follow the neatly manicured, streetlight-lit roads of The Bayou to the brick paver circular drive and maturely landscaped façade of this expansive 3BR waterfront home. A ...

  • 3 Beds
  • 3.5 Baths
  • Bay Isles SubDv.
  • 34228 Zip Code
2425 Gulf Of Mexico Drive Unit 6C, Longboat Key image
2425 Gulf Of Mexico Drive Unit 6C, Longboat Key — Sea Gate Club $700,000

Direct Gulf front condo with magnificent views of Longboat Key beaches and sunsets. Features include split floor plan with 2 bedrooms and 2 full baths providing maximum p...

  • 2 Beds
  • 2 Baths
  • Sea Gate Club SubDv.
  • 34228 Zip Code
2039 Gulf Of Mexico Drive Unit G3-301, Longboat Key image
2039 Gulf Of Mexico Drive Unit G3-301, Longboat Key — G3 $309,900 ▼

$10,000 PRICE REDUCTION. BEAUTIFUL and UPDATED. This updated 2 bedrooms condo is located in the well known SEAPLACE community on Longboat Key, a beachfront complex. This ...

  • 2 Beds
  • 1 Baths
  • Seaplace SubDv.
  • 34228 Zip Code
558 Bayview Drive, Longboat Key image
558 Bayview Drive, Longboat Key $896,000 ▼

Seller is motivated - bring offers! Discover a rare opportunity to own 200 FT (on two buildable lots) of prime Longboat Key waterfront property, where manatees, dolphins ...

  • 4 Beds
  • 3.5 Baths
  • Bayview Estates SubDv.
  • 34228 Zip Code
5461 Gulf Of Mexico Drive Unit 402, Longboat Key image
5461 Gulf Of Mexico Drive Unit 402, Longboat Key — 5461 $799,000

Rarely available “Penthouse” unit (4th floor) with Full Gulf views in desirable Longboat Cove. Electric Hurricane shutters protect the newer sliders and windows. Beautifu...

  • 2 Beds
  • 2 Baths
  • Longboat Cove SubDv.
  • 34228 Zip Code
1145 Gulf Of Mexico Drive Unit 405, Longboat Key image
1145 Gulf Of Mexico Drive Unit 405, Longboat Key — Beachplace $1,550,000

Sunset and Gulf views from this seldom available 3 bedroom corner unit in Building 1 - the north most building at Beachplace ensuring no obstructions of the beach or the ...

  • 3 Beds
  • 2 Baths
  • Beachplace SubDv.
  • 34228 Zip Code
780 Emerald Harbor Drive, Longboat Key image
780 Emerald Harbor Drive, Longboat Key $1,397,000

Fabulous Emerald Harbor Location with 133' of waterfront on one of Longboat Key's widest sailboat canals with deeded beach access to enjoy breathtaking sunsets. Privacy a...

  • 3 Beds
  • 3 Baths
  • Emerald Harbor SubDv.
  • 34228 Zip Code
2317 Harbour Oaks Drive, Longboat Key image
2317 Harbour Oaks Drive, Longboat Key $825,000

Live a resort lifestyle in your own home! This spacious villa sits on the Resort at Longboat Key Club golf course with gorgeous views and sunsets. With your very own pool...

  • 3 Beds
  • 2.5 Baths
  • Harbor Oaks SubDv.
  • 34228 Zip Code
807 Bayport Way Unit 807, Longboat Key image
807 Bayport Way Unit 807, Longboat Key — #807 $457,000 ▼

Premier 2BR/2BA Updated Condo Located in the Prestigious Bayport Beach & Tennis Club on Longboat Key! This 1,392 sf residence, with all the amenities, is perfect for fam...

  • 2 Beds
  • 2 Baths
  • Bayport Bch & Ten SubDv.
  • 34228 Zip Code
4600 Gulf Of Mexico Drive Unit 204, Longboat Key image
4600 Gulf Of Mexico Drive Unit 204, Longboat Key — E $409,900

You could be the lucky owner of this turnkey furnished 2 bed/2 bath large pet friendly, bay front condo with panoramic views of Sarasota Bay, boat slips, and 3 accesses t...

  • 2 Beds
  • 2 Baths
  • Windward Bay SubDv.
  • 34228 Zip Code
1955 Gulf Of Mexico Drive Unit G6-211, Longboat Key image
1955 Gulf Of Mexico Drive Unit G6-211, Longboat Key — G6 $835,000

Fabulous, rarely available, 3BR Seaplace condo with direct views of the Gulf and just steps to the beach! This floor plan offers two lanais for sunset viewing! The owners...

  • 3 Beds
  • 2 Baths
  • Seaplace SubDv.
  • 34228 Zip Code
601 Longboat Club Road Unit 101S, Longboat Key image
601 Longboat Club Road Unit 101S, Longboat Key — South $1,325,000

Walk-out, three-bedroom beach residences don’t come on the market often at Longboat Key Towers! A flourish of direct breathtaking sunset and panoramic beach views from ne...

  • 3 Beds
  • 3 Baths
  • Longboat Key Towers SubDv.
  • 34228 Zip Code
560 Hornblower Lane, Longboat Key image
560 Hornblower Lane, Longboat Key $2,395,000

Big water views and southern exposure abounds! On an oversized lot, only two homes in from Sarasota Bay, this beautiful John Cannon home in Country Club Shores is in idea...

  • 4 Beds
  • 5 Baths
  • Country Club Shores SubDv.
  • 34228 Zip Code
4234 Gulf Of Mexico Drive Unit O1, Longboat Key image
4234 Gulf Of Mexico Drive Unit O1, Longboat Key — Pelican Harbour & Beach Club $789,000

Brand New Stunning Renovation. Gorgeous Full Bayfront Views. Open Floor Plan. This 3 Bedroom, 2 Bath Walk-Out Residence offers Beach-to-Bay Amenities in this Pet-Friendly...

  • 3 Beds
  • 2 Baths
  • Pelican Harbour & Beach Club SubDv.
  • 34228 Zip Code
4311 Gulf Of Mexico Drive Unit 201, Longboat Key image
4311 Gulf Of Mexico Drive Unit 201, Longboat Key — 4311 $550,000 ▼

Direct Beach-Front Living in this boutique mid-key property. Updated two bedroom, two bath end unit offers true beachfront living with direct Gulf views and a beautiful p...

  • 2 Beds
  • 2 Baths
  • Longboat Beach House SubDv.
  • 34228 Zip Code
1050 Longboat Club Road Unit 906, Longboat Key image
1050 Longboat Club Road Unit 906, Longboat Key — North $820,000

Live in Paradise! This magnificent condominium is located on the Gulf of Mexico. Enjoy Direct Gulf views from multiple vantage points from the ninth floor. This direct be...

  • 2 Beds
  • 2 Baths
  • Privateer North SubDv.
  • 34228 Zip Code
4420 Exeter Drive Unit 105, Longboat Key image
4420 Exeter Drive Unit 105, Longboat Key — Longboat Harbour $329,000

FULLY UPDATED AND MODERNISED LARGE BAY FRONT WALK IN WALK OUT CONDO IN GATED COMMUNITY THAT HAS HAD A FULL INTERNAL RECONSTRUCTION. THE WATER VIEW IS TRULY AMAZING AND MU...

  • 1 Beds
  • 1 Baths
  • Longboat Harbour North SubDv.
  • 34228 Zip Code
1145 Gulf Of Mexico Dr Unit 204, Longboat Key image
1145 Gulf Of Mexico Dr Unit 204, Longboat Key — 1 $899,000 ▼

Enjoy breathtaking Gulf views and amazing sunsets from this newly remodeled two bedroom, two bath unit in the highly sought out Beachplace community. IDEAL FOR SNOWBIRDS,...

  • 2 Beds
  • 2 Baths
  • Beachplace SubDv.
  • 34228 Zip Code
56 Twin Shores Boulevard, Longboat Key image
56 Twin Shores Boulevard, Longboat Key $219,000

Welcome to the Gulf To Bay Community Of Twin Shores! The Mid Longboat Key Location Is Superb. This Large, 2 Bedroom, 2.5 Bath, Double Wide Mobile Home is anchored on a l...

  • 2 Beds
  • 2.5 Baths
  • Twin Shores Mobile Home SubDv.
  • 34228 Zip Code
455 Longboat Club Road Unit 502, Longboat Key image
455 Longboat Club Road Unit 502, Longboat Key — 455 $1,150,000

Charmed and easy living begins behind the gates of the Longboat Key Club in The Pierre. The casual luxury of grand open spaces and a flowing floorplan are glamorized by b...

  • 3 Beds
  • 3 Baths
  • Pierre SubDv.
  • 34228 Zip Code
2309 Harbour Oaks Drive, Longboat Key image
2309 Harbour Oaks Drive, Longboat Key $575,000

NEWLY RENOVATED kitchen and baths, along with some new wood floors, this spacious villa in the gated Bay Isles community on Longboat Key is the perfect 2nd home or full t...

  • 3 Beds
  • 2.5 Baths
  • Harbour Oaks SubDv.
  • 34228 Zip Code
490 N Shore Road Unit 7, Longboat Key image
490 N Shore Road Unit 7, Longboat Key — 490 Northgate $475,000

The amazing view will never get old from this beautifully renovated 2 bedroom, 2.5 bath, 2 story condo. It is located in the exclusive 490 Northgate, on Longboat Key, whe...

  • 2 Beds
  • 2.5 Baths
  • Northgate Of Longboat Key SubDv.
  • 34228 Zip Code
2045 Gulf Of Mexico Drive Unit M1-110, Longboat Key image
2045 Gulf Of Mexico Drive Unit M1-110, Longboat Key — 2045 $549,000

If you want to look at the gorgeous azure waters of the Gulf of Mexico everyday and watch the dolphins swimming by, then look no further. This lovely 2 bedroom/2 bath co...

  • 2 Beds
  • 2 Baths
  • Seaplace SubDv.
  • 34228 Zip Code
594 Spanish Drive S, Longboat Key image
594 Spanish Drive S, Longboat Key $400,000

Enjoy living in this updated two bedroom, two bathroom villa with in the boating community of Spanish Main Yacht Club. Over 1400 sq ft of living space with crown moldings...

  • 2 Beds
  • 2 Baths
  • Spanish Main Yacht Club SubDv.
  • 34228 Zip Code
230 Sands Point Road Unit 3204, Longboat Key image
230 Sands Point Road Unit 3204, Longboat Key — 3 $585,000

This completely renovated unit was unveiled in January 2020 and offers direct views of the Gulf of Mexico. This unit is currently in the hotel program reporting over $86K...

  • 1 Beds
  • 1 Baths
  • Inn On The Beach SubDv.
  • 34228 Zip Code
735 Spanish Drive S, Longboat Key image
735 Spanish Drive S, Longboat Key $360,000

Beach Lovers AND Boating Enthusiasts take note! Looking for carefree full time/seasonal living or a weekend coastal get-away? This meticulously maintained and updated vil...

  • 2 Beds
  • 2 Baths
  • Spanish Main Yacht Club SubDv.
  • 34228 Zip Code
3060 Grand Bay Boulevard Unit 152, Longboat Key image
3060 Grand Bay Boulevard Unit 152, Longboat Key — Grand Bay 1 $895,000

Enjoy Spectacular Bay Views, Sunrises and Sunsets from this 5th floor unit in Grand Bay, located on southern end of Longboat Key! Grand Bay is a Resort Style Bayfront co...

  • 3 Beds
  • 3 Baths
  • Grand Bay SubDv.
  • 34228 Zip Code
517 Bayport Way, Longboat Key image
517 Bayport Way, Longboat Key — Phase A $489,000

Immediately enjoy this villa-style residence at the wonderful Bayport Beach and Tennis Club. You will love the privacy this residence provides. This is one of the very fe...

  • 2 Beds
  • 2 Baths
  • Bayport Bch & Ten SubDv.
  • 34228 Zip Code
843 Bayport Way, Longboat Key image
843 Bayport Way, Longboat Key — Phase F $439,000

This wonderful bayfront community, located on mid-Longboat Key’s sought-after island, is in a prime location offering a unique, resort-style experience. Move right into t...

  • 2 Beds
  • 2 Baths
  • Bayport Bch & Ten SubDv.
  • 34228 Zip Code
673 Dream Island Road, Longboat Key image
673 Dream Island Road, Longboat Key $2,595,000 ▼

Enjoy this Bayfront home that is your very own enclave with all the amenities of resort-style living! This home has been totally remodeled to create a stylish, open floo...

  • 4 Beds
  • 2.5 Baths
  • Sleepy Lagoon SubDv.
  • 34228 Zip Code
3806 Gulf Of Mexico Drive Unit C210, Longboat Key image
3806 Gulf Of Mexico Drive Unit C210, Longboat Key — C $260,000

This Beach Harbor condo includes private beach access, and is able to be shown virtually! For what is offered, Beach Harbor Club on beautiful Longboat Key, is one of the ...

  • 2 Beds
  • 2 Baths
  • Beach Harbor Club SubDv.
  • 34228 Zip Code
706 Bayport Way Unit 706, Longboat Key image
706 Bayport Way Unit 706, Longboat Key — C-2 $495,000

One or more photo(s) has been virtually staged. Enjoy the Longboat Key coastal resort lifestyle in this 1.600 sq. ft. 2 bedroom/2 bath split and open floor plan condo. Th...

  • 2 Beds
  • 2 Baths
  • Bayport Bch & Ten SubDv.
  • 34228 Zip Code
6485 Gulf Of Mexico Drive, Longboat Key image
6485 Gulf Of Mexico Drive, Longboat Key $2,200,000

Welcome to paradise! This coastal oasis will instantly transport you to island time! Situated on a beautiful, private, oversized tropically landscaped lot with a gated en...

  • 3 Beds
  • 3 Baths
  • Sleepy Lagoon SubDv.
  • 34228 Zip Code
3808 Gulf Of Mexico Drive Unit E305, Longboat Key image
3808 Gulf Of Mexico Drive Unit E305, Longboat Key — E Building $249,900 ▼

Incredible Remodel over the last 2 years! Don't miss this one! Furnished (new furniture 2018) including the Pots & Pans! Stack Washer & Dryer in the Unit, New Electric...

  • 1 Beds
  • 1 Baths
  • Beach Harbor Club SubDv.
  • 34228 Zip Code
1050 Longboat Club Road Unit 402, Longboat Key image
1050 Longboat Club Road Unit 402, Longboat Key — Privateer North $575,000

Enjoy your morning coffee watching the sun rise or sip your favorite beverage watching the sun set against the Gulf of Mexico from either balcony of this 4th floor condo....

  • 2 Beds
  • 2 Baths
  • Privateer North SubDv.
  • 34228 Zip Code
1065 Gulf Of Mexico Dr Unit 101, Longboat Key image
1065 Gulf Of Mexico Dr Unit 101, Longboat Key — 10 $439,000

WALK DOWN TO BEACH. you do not need the elevator. Very private view of Palm trees and Golf Course from this first floor 2 bedroom 2 bath condo. So you have beautiful morn...

  • 2 Beds
  • 2 Baths
  • Beachplace SubDv.
  • 34228 Zip Code
3802 Gulf Of Mexico Dr Unit a102, Longboat Key image
3802 Gulf Of Mexico Dr Unit a102, Longboat Key — 3802 $314,900

How close do you want to be to the Gulf? How about steps to a wonderful part of Longboat Key beach. Heated pool, fitness center ,lawn and Barbeque center, so relax and i...

  • 2 Beds
  • 2 Baths
  • Beach Harbor Club SubDv.
  • 34228 Zip Code
3465 Gulf Of Mexico Drive Unit 220 & 221, Longboat Key image
3465 Gulf Of Mexico Drive Unit 220 & 221, Longboat Key — 3465 $845,000

Welcome to The Beach at Longboat Key, a boutique complex of only 15 units, with a convenient on-site rental office. This income producing two bedroom DIRECT Gulf-front up...

  • 3 Beds
  • 3 Baths
  • The Beach At Longboat Key SubDv.
  • 34228 Zip Code
3710 Gulf Of Mexico Drive Unit D21, Longboat Key image
3710 Gulf Of Mexico Drive Unit D21, Longboat Key $152,500

PERFECT BEACH-TO-BAY COMMUNITY! Gulfshore of Longboat Key, Inc. offers it all. It extends from the Gulf of Mexico to Sarasota Bay. It has approximately 450 feet of fro...

  • 1 Beds
  • 1 Baths
  • Gulfshore Of Longboat Key SubDv.
  • 34228 Zip Code
3080 Grand Bay Boulevard Unit 522, Longboat Key image
3080 Grand Bay Boulevard Unit 522, Longboat Key — Grand Bay 5 $645,000

Sophistication, value and privacy all in one. Move into this Bimini unit, beautifully furnished and ready to enjoy the Florida lifestyle immediately. The outdoor ambiance...

  • 2 Beds
  • 2 Baths
  • Grand Bay SubDv.
  • 34228 Zip Code
1965 Gulf Of Mexico Drive Unit G5-406, Longboat Key image
1965 Gulf Of Mexico Drive Unit G5-406, Longboat Key — Seaplace $1,695,000

Welcome to this 2016 totally renovated, direct Gulf front, 3 bedroom, exquisitely appointed Seaplace luxury Penthouse condo. As you enter you will notice the Porcelain Pl...

  • 3 Beds
  • 2 Baths
  • Seaplace SubDv.
  • 34228 Zip Code
2089 Gulf Of Mexico Drive Unit G1-105, Longboat Key image
2089 Gulf Of Mexico Drive Unit G1-105, Longboat Key — Seaplace G -1 $549,000

Just a breath away from the Beach this renovated ground floor residence blends the clean contemporary style with that cool casual beachy feeling. Quality throughout inclu...

  • 2 Beds
  • 2 Baths
  • Seaplace SubDv.
  • 34228 Zip Code
1965 Gulf Of Mexico Drive Unit G5-404, Longboat Key image
1965 Gulf Of Mexico Drive Unit G5-404, Longboat Key — G5 $599,000

Seaplace complex is directly on the Gulf of Mexico! This penthouse 2 bedrooms 2 bath condo located in G5 building, fourth floor, unit 404, southwest view of the Gulf of M...

  • 2 Beds
  • 2 Baths
  • Seaplace SubDv.
  • 34228 Zip Code
1580 Harbor Cay Lane, Longboat Key image
1580 Harbor Cay Lane, Longboat Key $4,900,000

Exceptional contemporary bayfront estate in the esteemed Harbor Section of Bay Isles. Exquisitely renovated 1980s home with 2nd floor addition designed by renowned modern...

  • 5 Beds
  • 4.5 Baths
  • Bay Isles SubDv.
  • 34228 Zip Code
6301 Gulf Of Mexico Drive, Longboat Key image
6301 Gulf Of Mexico Drive, Longboat Key $8,895,000

Magnificent Gulf-Front Estate! A true Masterpiece! Imagine arriving home through your private iron gates, meander up the paver drive, surrounded by tropical paradise riva...

  • 6 Beds
  • 6.5 Baths
  • Sleepy Lagoon SubDv.
  • 34228 Zip Code
4401 Gulf Of Mexico Drive Unit 203, Longboat Key image
4401 Gulf Of Mexico Drive Unit 203, Longboat Key — 8008403 $439,000

Bright updated residence with amazing Gulf of Mexico blue water views from this remodeled 1 bedroom, 1 bath unit. Open floor plan with Gulf views from both living room an...

  • 1 Beds
  • 1 Baths
  • Longboat Harbour Towers SubDv.
  • 34228 Zip Code
775 Longboat Club Road Unit 207, Longboat Key image
775 Longboat Club Road Unit 207, Longboat Key — Beaches Of Longboat Key Ph-1 $1,100,000

Luxury & leisure found at The Beaches! Located directly on the shores of the Gulf of Mexico. Beautifully renovated & professionally furnished; this turn-key residence is ...

  • 3 Beds
  • 3 Baths
  • Beaches Of Longboat Key SubDv.
  • 34228 Zip Code
5809 Gulf Of Mexico Drive, Longboat Key image
5809 Gulf Of Mexico Drive, Longboat Key $1,500,000

Gulf-front lot ready to build upon! Enjoy this ideal setting that offers Gulf-front living and a wonderful place to build your dream home. This location is just steps awa...

  • H & M Associates Sub SubDv.
  • 34228 Zip Code
2105 Gulf Of Mexico Drive Unit 3503, Longboat Key image
2105 Gulf Of Mexico Drive Unit 3503, Longboat Key — 3 $949,000

Gorgeous full Gulf views and amazing sunsets! Dolphins and stingrays swim lazily in front of your terrace. This beautifully renovated condominium in illustrious Sunset Be...

  • 2 Beds
  • 2 Baths
  • Sunset Beach SubDv.
  • 34228 Zip Code
1690 Harbor Sound Drive, Longboat Key image
1690 Harbor Sound Drive, Longboat Key $1,195,000

Located behind the prestigious Harbor Section gates within Bay Isles, this 3 bedroom home is located on an expansive corner lot on over ½ an acre with peaceful water view...

  • 3 Beds
  • 3.5 Baths
  • Bay Isles SubDv.
  • 34228 Zip Code
340 Gulf Of Mexico Drive Unit 132, Longboat Key image
340 Gulf Of Mexico Drive Unit 132, Longboat Key — Tangerine Bay Club $1,295,000 ▼

INSTANT ENJOYMENT-MOVE IN READY-EXCELLENT CONDITION! BAYFRONT Penthouse w/180 views! Spacious & rarely available at Tangerine Bay Club. Located on desirable southernmost ...

  • 3 Beds
  • 3.5 Baths
  • Tangerine Bay Club SubDv.
  • 34228 Zip Code
1925 Gulf Of Mexico Drive Unit G8-201, Longboat Key image
1925 Gulf Of Mexico Drive Unit G8-201, Longboat Key — G8 $749,000 ▼

Fabulous, rarely available 3BR Seaplace condo for sale as TURNKEY FURNISHED, with views of the Gulf and just steps to the beach and pool. This floor plan offers two lanai...

  • 3 Beds
  • 2 Baths
  • Seaplace SubDv.
  • 34228 Zip Code
7149 La Lenaire Drive, Longboat Key image
7149 La Lenaire Drive, Longboat Key $1,271,490

short stories:....It really is a paradise"..like a nature preserve with abundant plant and wildlife...local lore of jewfish island has hidden treasure of it's own once a ...

  • La Lenaire Isle SubDv.
  • 34228 Zip Code
4700 Gulf Of Mexico Drive Unit PH3, Longboat Key image
4700 Gulf Of Mexico Drive Unit PH3, Longboat Key — D Building $519,000

Easy to see and show even with social distancing. Contact us for a virtual tour or FaceTime showing of this not to be missed, fully and beautifully remodeled, chic two be...

  • 2 Beds
  • 2 Baths
  • Windward Bay SubDv.
  • 34228 Zip Code
6877 Gulf Of Mexico Drive, Longboat Key image
6877 Gulf Of Mexico Drive, Longboat Key $4,995,000

Magnificent Gulf front private estate on Longboat Key, with a private walk to gorgeous sandy beach and azure Gulf waters. This home has dramatic Gulf and beach views and ...

  • 4 Beds
  • 4.5 Baths
  • Sleepy Lagoon SubDv.
  • 34228 Zip Code

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Testimonials

Lisa Salvato - 5 stars! John is fabulous! He listened to what we wanted and emailed us only properties that applied.  We live in New York and were interested in purchasing a Florida property.  Having never met him prior to our visit to view the key properties of interest, from his e-mails, we didn't know what to expect .  We feel like we hit the jackpot, John was professional, courteous and went out of his way to show us condos in a spread-out area.  We have now closed on that purchase.  Thank-you John for being a great negotiator and knowledgeable in your field.  Your follow-through beyond the closing is appreciated and impressive.  Thank-you Leslie for your work in the background to follow-up with all of the condo documents.  We have sold and purchased homes before and John is at the top!  February 2018

Robert Theofel — Above and beyond!  Every aspect of the home buying process from initial search to closing went without a hitch due to Leslie and John’s expertise.  When searching for a home, we received recommendations that were within our search criteria and the team was always available to show the homes that we selected.  The recommendations we received during the negotiating, buying and closing process were excellent and we were able to close within a month of the initial viewing of the property.  I would highly recommend them to anyone looking to buy a home!

Curt Johnson — My wife and I needed to sell our house, however there was much to do to get it ready. John and Leslie let us know how to fix-up the house to get the best possible response at the showings.  We got it done and sold our house within 2 days of listing it with them. I think one of the best things I walked away with from the experience is how I felt trusting them with my home knowing that they had my best interest at hand.  I would recommend John and Leslie to anyone who wants to be successful in selling or buying a home.

Jennifer Pearson —  Leslie and John went above and beyond to help us sell our home! We had relocated 1900 miles away as we were trying to sell our house.  They were in constant contact with us regarding the house and showings.  They helped us find maintenance people when needed and even completed some things themselves.  We would highly recommend them and should we return to the area, we will definitely use them to purchase a home!

Valerie Bologna — 5 stars! John helped my husband and I find a condo in Sarasota while we are living in another state. If there was something that we were interested in, he would go out right away and take pictures of the place and e-mail them to us. He never made us feel like we were wasting his time even though our purchase was not a million dollar listing! In a few years we will be calling on John again to find us a permanent place to live instead of seasonally. My husband and I appreciate all that he and his wife Leslie have done for us to make this purchase go as smooth as possible and we feel like we have gained new friends as well!

Victoria Harlow — 5 stars!  Leslie went above and beyond with advice on staging, open houses, and cleaning and caring for my property while I was absent. Her teammate and husband John make a stellar team. I was so happy to get a great offer so close to my asking price.  Awesome work! Thank-you for being vigilant and for the awesome care you took with selling my house.  Your are the best that I've encountered after selling three houses over the years!

Edy Campos —  5 stars! -  Can't get any better than John!  He helped me all the way until the end, gives great advice, works fast, follows up and doesn't waste time.  If you are serious about finding a place to call "home", I really recommend John Gregory!

Nancy Gallagher —  If you're looking for a new home in Florida, John is a tireless agent to have on your side!  If he doesn't know the answer to a question (which is rare) he will find it and in a timely manner!  I highly recommend his services.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

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John Gregory