Longboat key | Southwest Florida Real Estate

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

590 Chipping Lane, Longboat Key $2,850,000

Rarely available double waterfront lot on Longboat Key. Huge bay views looking cross the widest section of bay with a southern exposure framing Downtown Sarasota, Ringlin...

Country Club Shores SubDv.
34228 Zip Code

383 Firehouse Lane, Longboat Key $1,100,000

Contemporary, chic, maintenance-free and impeccably furnished beach house in the Boutique Enclave of Conrad Beach on Longboat Key. Just 44 homes and a short 300ft strol...

2 Beds
2 Baths
Conrad Beach SubDv.
34228 Zip Code

100 Sands Point Road Unit 309, Longboat Key image

100 Sands Point Road Unit 309, Longboat Key — Sands Point $899,000

Sunny Gulf views of azure waves and white-powdery shores welcome you to this beautifully renovated residence at Sands Point. The light and open, nearly 2,000-square-feet ...

2 Beds
2 Baths
Sands Point SubDv.
34228 Zip Code

1241 Gulf Of Mexico Drive Unit 308, Longboat Key image

1241 Gulf Of Mexico Drive Unit 308, Longboat Key — Water Club 01 $1,385,000

If you have ever dreamed of a living on the beach, here is your moment! This exceptional residence features stunning views of the Gulf of Mexico with nearly 3,000 sq ft i...

3 Beds
4 Baths
Water Club At Longboat Key SubDv.
34228 Zip Code

2525 Gulf Of Mexico Drive Unit 11C, Longboat Key image

2525 Gulf Of Mexico Drive Unit 11C, Longboat Key — Islands West $789,000

Phenomenal views from this 11th floor residence! Delight in full Southwest Gulf views looking down the beach towards Siesta Key and beyond. Also there are panoramic views...

2 Beds
2 Baths
Islands West SubDv.
34228 Zip Code

2120 Harbourside Drive Unit 656, Longboat Key image

2120 Harbourside Drive Unit 656, Longboat Key — 2120 $799,000

Spectacular panoramic Bay and City views capture you from the moment you step inside this rarely available penthouse residence. You have the luxury of so many views acros...

3 Beds
2 Baths
Fairway Bay SubDv.
34228 Zip Code

4540 Gulf Of Mexico Drive Unit PH2, Longboat Key image

4540 Gulf Of Mexico Drive Unit PH2, Longboat Key — F $439,000

Meticulously maintained, this sunny and bright 2 bedroom/2 bathroom PENTHOUSE condo on Sarasota Bay is being sold TURNKEY FURNISHED and ready for immediate enjoyment or e...

2 Beds
2 Baths
Windward Bay SubDv.
34228 Zip Code

4360 Chatham Drive Unit F203, Longboat Key image

4360 Chatham Drive Unit F203, Longboat Key — F $367,900

Beautiful updated unit throughout for your enjoyment -New luxury plank flooring and fresh paint throughout, no more popcorn ceilings instead, recessed lighting. The kitch...

2 Beds
2 Baths
Longboat Harbour North SubDv.
34228 Zip Code

5055 Gulf Of Mexico Drive Unit 434, Longboat Key image

5055 Gulf Of Mexico Drive Unit 434, Longboat Key — 4 $420,000

Imagine! A sizable condominium (nearly 1,500 square feet of living space under air!) on the Gulf side of the key in an amenity-rich, well-funded & carefully manicured co...

2 Beds
2 Baths
Club Longboat Beach & Tennis SubDv.
34228 Zip Code

525 Sloop Lane, Longboat Key $1,099,000

If you want to live on fabulous Longboat Key, have a deep water canal with a boat 'in your back yard' only 4 houses in from the open bay, a lovely pool, and be on the ext...

4 Beds
2 Baths
Country Club Shores SubDv.
34228 Zip Code

4540 Gulf Of Mexico Drive Unit 306, Longboat Key image

4540 Gulf Of Mexico Drive Unit 306, Longboat Key — F $450,000

Imagine living on Longboat Key on the Bayfront for this price! This corner residence with 1523 sq.ft. is great value. The kitchen interior wall has been removed to bring ...

2 Beds
2 Baths
Windward Bay SubDv.
34228 Zip Code

6021 Emerald Harbor Drive, Longboat Key image

6021 Emerald Harbor Drive, Longboat Key $899,000

Lot 100X150 located on Harris Bayou, a deepwater canal with direct access to Sarasota Bay; existing home on lot, see MLS A4454651;

Emerald Harbor SubDv.
34228 Zip Code

1075 Gulf Of Mexico Drive Unit 303, Longboat Key image

1075 Gulf Of Mexico Drive Unit 303, Longboat Key — 7 $657,000

Completely updated by Sally Trout interior design with a gorgeous beach, manicured grounds and reflection pond view. This property offers covered and out door parking,...

2 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

2016 Harbourside Drive Unit 316, Longboat Key image

2016 Harbourside Drive Unit 316, Longboat Key — M-3 Fairway Bay 2 $449,000 ▼

Delight in beautiful water and nature vistas accompanied by the tranquility of a sanctuary setting in this first level spacious 2BR residence in the bayfront Fairway Bay ...

2 Beds
2 Baths
Fairway Bay SubDv.
34228 Zip Code

610 Broadway Street, Longboat Key $649,000

LOCATION! LOCATION! LOCATION! This dollhouse is located in the North village of Longboat Key in the heart of all the new restaurants, walk to beach, and boat ramp! Beau...

2 Beds
1.5 Baths
Long Beach SubDv.
34228 Zip Code

604 Rountree Drive, Longboat Key $2,950,000

Mesmerizing in every sense, this Longboat Key canal-front home captures the unmistakable warmth of a luxury villa in the Spanish Mediterranean, while offering a tropical ...

4 Beds
4.5 Baths
Longboat Key Estates SubDv.
34228 Zip Code

532 Rountree Drive, Longboat Key $989,000

Fabulous, casual waterfront living and a boater's delight located in established neighborhood of notable estates. Enjoy your private dock (with water and power) or privat...

3 Beds
3 Baths
Longboat Key Estates SubDv.
34228 Zip Code

7147 La Lenaire Drive, Longboat Key image

7147 La Lenaire Drive, Longboat Key $2,600,000

Looking for your own Polynesian style Waterfront home on a tropical secluded private island with your own beach, gorgeous sunsets and aqua blue waters? Nestled among the ...

6 Beds
5.5 Baths
La Lenaire Isle SubDv.
34228 Zip Code

5310 Gulf Of Mexico Drive Unit 7, Longboat Key image

5310 Gulf Of Mexico Drive Unit 7, Longboat Key — Beach Castle #27 $1,050,000

Investment, Income & Vacation! Spectacular 3-Bedroom Bayfront Weekly Vacation Home Rental on Longboat Key with Boat Dock & Beach. On-site rental manager says $5,000 per w...

Mccalls Beach Castle A Condo SubDv.
34228 Zip Code

415 L Ambiance Drive Unit E307, Longboat Key image

415 L Ambiance Drive Unit E307, Longboat Key — 1 $1,495,000

An opportunity to own at the acclaimed L’Ambiance on Longboat Key for under $1.5 million! With views of the luscious golf course of the Longboat Key Club and substantial ...

2 Beds
3.5 Baths
L'Ambiance SubDv.
34228 Zip Code

3607 Fair Oaks Place, Longboat Key image

3607 Fair Oaks Place, Longboat Key $825,000

A prized mid-key location and tranquil lake setting create the superb ambiance for this spacious 2BR plus den/2BA home in sought-after Queens Harbor, where resort-style a...

2 Beds
2 Baths
Queens Harbour (F/K/A Manchester Bay) SubDv.
34228 Zip Code

2330 Harbour Oaks Drive, Longboat Key image

2330 Harbour Oaks Drive, Longboat Key $849,900

Be the envy of your friends and come and live the resort lifestyle you have always wanted in this rarely available, turnkey furnished home. Located behind the gates of Ba...

3 Beds
2.5 Baths
Bay Isles SubDv.
34228 Zip Code

6321 Gulf Of Mexico Drive, Longboat Key image

6321 Gulf Of Mexico Drive, Longboat Key $2,700,000

Welcome to the lowest-priced, single family, Gulf-front property for sale on Longboat Key, offering extraordinary potential for a discriminating buyer, whose imagination ...

3 Beds
2.5 Baths
Sleepy Lagoon SubDv.
34228 Zip Code

789 Spanish Drive N, Longboat Key — 789 $349,000

A slice of paradise like no other, this beautiful sought after two-bedroom one and a half bath villa within Spanish Main Yacht Club on Longboat Key has been renovated wit...

2 Beds
1.5 Baths
Spanish Main Yacht Club SubDv.
34228 Zip Code

6700 Gulf Of Mexico Drive Unit 108, Longboat Key image

6700 Gulf Of Mexico Drive Unit 108, Longboat Key — Whitney Beach $279,000

Your Villa awaits at 6700 Gulf of Mexico Dr. #108, located on well desired Longboat Key! Whitney Beach is conveniently situated on 10 acres of tropically landscaped prope...

1 Beds
2 Baths
Whitney Beach SubDv.
34228 Zip Code

2600 Harbourside Drive Unit J-06, Longboat Key image

2600 Harbourside Drive Unit J-06, Longboat Key $160,000

70 x 21 ft. Boat Slip with exceptional views of Sarasota Bay, at Longboat Key Moorings Marina. Direct access to Sarasota Bay and the ICW with exceptional views of Sarasot...

Bay Isles SubDv.
34228 Zip Code

6321 Gulf Of Mexico Drive, Longboat Key $2,700,000

Welcome to the lowest-priced, single family, Gulf-front property for sale on Longboat Key, offering extraordinary potential for a discriminating buyer, whose imagination ...

Sleepy Lagoon SubDv.
34228 Zip Code

435 L Ambiance Drive Unit K306, Longboat Key image

435 L Ambiance Drive Unit K306, Longboat Key — L Ambiance $3,195,000

This L'Ambiance home is a must see and unlike anything else ever offered in the building! Condo living at its finest in L'Ambiance at Longboat Key with amenities unlike a...

3 Beds
3.5 Baths
L Ambiance At Longboat Key Club SubDv.
34228 Zip Code

6700 Gulf Of Mexico Drive Unit 116, Longboat Key image

6700 Gulf Of Mexico Drive Unit 116, Longboat Key — 5 $414,900

Villas in Whitney Beach Bayside are highly desirable (no one above you or stairs to climb) and Villa #116 is the only two bedroom currently on the market! This attractive...

2 Beds
2 Baths
Whitney Beach SubDv.
34228 Zip Code

Longboat Key $550,000

Fabulous Gulf View, first floor unit on the northern end of Longboat Key! It's all about the view and once you see the view from the lanai, you will want to make this con...

2 Beds
2 Baths
34228 Zip Code

729 Saint Judes Drive S Unit 3, Longboat Key image

729 Saint Judes Drive S Unit 3, Longboat Key — 3 $249,000

Love the Water? This is calling you! Private Deeded Beach access to the Gulf of Mexico. Back of the property boasts a beautiful patio with your own dock slip ready fo...

1 Beds
1 Baths
St Judes Apts SubDv.
34228 Zip Code

3261 Bayou Road, Longboat Key $848,500

A sprawling corner lot with lush mature landscaping sets the perfect ambiance for this spacious 3BR/3BA custom home in The Bayou on Longboat Key, a quaint community illum...

3 Beds
3 Baths
Bay Isles SubDv.
34228 Zip Code

3324 Sabal Cove Lane, Longboat Key image

3324 Sabal Cove Lane, Longboat Key $1,450,000

Located behind the gates of the luxurious Longboat Key Club, you will find the serene and lush enclave of Sabal Cove. This charming home features a grand entry, big views...

4 Beds
4.5 Baths
Sabal Cove SubDv.
34228 Zip Code

551 Birdie Lane, Longboat Key $1,499,000

The stunning, contemporary updates found throughout this gorgeous waterfront home will immediately impress. Clean lines, neutral decor and a modern layout create an ideal...

3 Beds
2 Baths
Country Club Shores SubDv.
34228 Zip Code

4725 Gulf Of Mexico Drive Unit 117, Longboat Key image

4725 Gulf Of Mexico Drive Unit 117, Longboat Key — 4725 $775,000

Paradise found! Breathtaking views are yours from this rarely available direct gulf front first floor unit at Sand Cay, one of the most popular vacation resorts on Longbo...

2 Beds
2 Baths
Sand Cay A Condominium SubDv.
34228 Zip Code

6338 Laguna Drive, Longboat Key — 6338 $799,900

A RARE GEM ON LONGBOAT KEY! SPACIOUS HOME WITH PRIVATE DEEP WATER BOAT DOCK IN A LOVELY MAINTENANCE FREE COMMUNITY WITH BEACH ACCESS JUST ACROSS THE STREET. THIS SECLUDE...

4 Beds
3 Baths
Laguna Yacht Village SubDv.
34228 Zip Code

730 Spanish Drive S, Longboat Key $299,000 ▼

This 2 bedroom/2 bath “doll house” is more “home” than “villa”, and is totally “free standing”, resembling a single family home vs. a villa or condo. The home shows extr...

2 Beds
2 Baths
Spanish Main Yacht Club SubDv.
34228 Zip Code

1135 Gulf Of Mexico Drive Unit 304, Longboat Key image

1135 Gulf Of Mexico Drive Unit 304, Longboat Key — Beachplace $969,000 ▼

Largest two-bedroom Gulf-front unit at Beachplace, re-modeled from the studs out with raised ceilings and every easy-living amenity. Designed conscientiously to take into...

2 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

2045 Gulf Of Mexico Drive Unit M1-301, Longboat Key image

2045 Gulf Of Mexico Drive Unit M1-301, Longboat Key — M1 $449,000

Seaplace is one of Longboat Key’s most desirable communities. Whether you are looking for a vacation get-away, second home, investment property, or your permanent residen...

2 Beds
2 Baths
Seaplace SubDv.
34228 Zip Code

1065 Gulf Of Mexico Drive Unit 403, Longboat Key image

1065 Gulf Of Mexico Drive Unit 403, Longboat Key — Beachplace 3 $449,000

Resort living at it’s best. This beautifully maintained residence at Beachplace is move in ready, so that you can get to living the ultimate resort lifestyle. Teeming wit...

2 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

4310 Falmouth Drive Unit 303, Longboat Key image

4310 Falmouth Drive Unit 303, Longboat Key — Longboat Harbour $398,500

IT'S THIS SPECTACULAR FULL SARASOTA BAY VIEW FROM THIS 2 BEDROOM, 2 BATH CONDO THAT WILL SELL THIS CONDO TO YOU! Light and Bright, Turnkey Furnished Penthouse Condo in a ...

2 Beds
2 Baths
Longboat Harbour North SubDv.
34228 Zip Code

4725 Gulf Of Mexico Drive Unit 211, Longboat Key image

4725 Gulf Of Mexico Drive Unit 211, Longboat Key — 4725 $543,000

Waterfront condominium resort on the Gulf of Mexico! Location, Location, Location! Come take a look at this partial gulf view, updated 2/2 condo, one of the larger floor ...

2 Beds
2 Baths
Sand Cay A Condominium SubDv.
34228 Zip Code

581 Wedge Lane, Longboat Key $2,650,000

In a world of mundane, be bold, contemporary and modern. This newly constructed Country Club Shores home is less than a year old and is located only one house in from th...

3 Beds
3.5 Baths
Country Club Shores SubDv.
34228 Zip Code

3015 Gulf Of Mexico Drive Unit 2, Longboat Key image

3015 Gulf Of Mexico Drive Unit 2, Longboat Key — 3015 $889,750

DO NOT go to this property without consulting the listing Realtor first. DO NOT TRESPASS. Unit #1 has full-time residents. This is old-Florida at its finest directly on t...

2 Beds
2 Baths
Sandpiper Beach House SubDv.
34228 Zip Code

1211 Gulf Of Mexico Drive Unit 1006, Longboat Key image

1211 Gulf Of Mexico Drive Unit 1006, Longboat Key — 1211 $975,000

The penthouse lifestyle at Promenade is a sought-after experience where you can enjoy stunning Gulf-to-bay views from just about every room. The sunny ambiance found thro...

2 Beds
2.5 Baths
Promenade SubDv.
34228 Zip Code

521 Harbor Point Road, Longboat Key image

521 Harbor Point Road, Longboat Key $2,125,000

This waterfront one level architecturally designed California Contemporary home is a rare find on south Longboat Key. It is located in the exclusive private double gated ...

3 Beds
3 Baths
Bay Isles 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 — 1965 G5 $649,000

2 Beds
2 Baths
Seaplace SubDv.
34228 Zip Code

1075 Gulf Of Mexico Drive Unit 103, Longboat Key image

1075 Gulf Of Mexico Drive Unit 103, Longboat Key — 7 $499,000

Designer inspired kitchen and living area uniquely one of a kind in all of Beachplace. Great walk down ability to Best pool on Longboat Key or seconds to a very gorgeous ...

2 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

1918 Harbour Links Circle Unit 8, Longboat Key image

1918 Harbour Links Circle Unit 8, Longboat Key $875,000

RARELY AVAILABLE. Emerald Pointe South has just 16 villa residences and is located behind the gates of popular Bay Isles. Enjoy the OUTSTANDING VIEWS of the Lake ,Golf c...

3 Beds
3.5 Baths
Emerald Pointe South SubDv.
34228 Zip Code

767/769 N Saint Judes Drive N Unit 767/769, Longboat Key image

767/769 N Saint Judes Drive N Unit 767/769, Longboat Key $559,000

Outstanding waterfront residential DUPLEX with beautifully furnished interiors and brand new 120 ft. seawall, a 30" wide seawall cap & kayak dock. There are 2 Bedrooms &...

4 Beds
2 Baths
Longboat Key SubDv.
34228 Zip Code

450 Gulf Of Mexico Drive Unit B302, Longboat Key image

450 Gulf Of Mexico Drive Unit B302, Longboat Key — B $415,000

A boater lover’s dream location on Sarasota Bay with deep water access and dockage with this beautifully remodeled and meticulously maintained 1,306 SF residence with rea...

2 Beds
2 Baths
Bay Harbour Apts SubDv.
34228 Zip Code

1241 Gulf Of Mexico Drive Unit 204, Longboat Key image

1241 Gulf Of Mexico Drive Unit 204, Longboat Key — South Tower $1,350,000

Your ultimate Longboat Key Beach resort lifestyle awaits in the luxurious, amenity-rich Water Club, perfectly positioned with 650’ of sprawling beach frontage. From your ...

3 Beds
4 Baths
Water Club At Longboat Key SubDv.
34228 Zip Code

4400 Exeter Drive Unit 307, Longboat Key image

4400 Exeter Drive Unit 307, Longboat Key — J $369,000

Beautiful water views from this third floor two bedroom two bath condo. Condo has been nicely renovated and sold turnkey furnished. The enclosed lanai has a wonderful vie...

2 Beds
2 Baths
Longboat Harbour North SubDv.
34228 Zip Code

240 Sands Point Road Unit 4101, Longboat Key image

240 Sands Point Road Unit 4101, Longboat Key — 6 $559,900

Located behind the gates of the exclusive Longboat Key Club, this island getaway at The Inn on the Beach offers the ultimate resort lifestyle. Wake up every morning to da...

1 Beds
1 Baths
Inn On The Beach Ph Ii SubDv.
34228 Zip Code

210 Sands Point Road Unit 2203, Longboat Key image

210 Sands Point Road Unit 2203, Longboat Key — 210 $595,000

Fabulous opportunity to own a condo in a Four Diamond Resort on Longboat Key. This club suite is directly on the Gulf of Mexico overlooking the beach and pool, so you can...

1 Beds
1 Baths
Inn On The Beach SubDv.
34228 Zip Code

230 Sands Point Road Unit 3102, Longboat Key image

230 Sands Point Road Unit 3102, Longboat Key — #3 $1,300,000

Life is but a dream at Sands Point, where every day brings a vacation-lifestyle beyond compare. Relish Gulf and beach views from this completely remodeled residence situa...

2 Beds
2 Baths
Inn On The Beach SubDv.
34228 Zip Code

6021 Emerald Harbor Drive, Longboat Key $899,000

Watch the manatees in the canal behind your home! This charming Rutenberg home on Longboat Key may be just what you're looking for: three bedrooms, two baths, plenty of ...

3 Beds
2 Baths
Emerald Harbor SubDv.
34228 Zip Code

2305 Harbour Oaks Drive, Longboat Key image

2305 Harbour Oaks Drive, Longboat Key $635,000

A rarely available END UNIT in the maintenance free, Harbour Circle community of gated Bay Isles, this villa truly lives like a single family residence. Updated with new ...

3 Beds
2.5 Baths
Harbour Oaks SubDv.
34228 Zip Code

1085 Gulf Of Mexico Drive Unit 603, Longboat Key image

1085 Gulf Of Mexico Drive Unit 603, Longboat Key — Beachplace 11 $529,000

This specific residence is unique for multiple reasons. It has been beautifully maintained and updated with sleek hardwood floors and granite countertops. The views from ...

2 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

230 Sands Point Road Unit 3207, Longboat Key image

230 Sands Point Road Unit 3207, Longboat Key — Bldg 3 $1,329,000

Welcome to the amazing views of sea and sand from virtually all rooms of this deluxe two bedroom suite on the beach at the world class resort of the Longboat Key Club. Pe...

2 Beds
2 Baths
Inn On The Beach SubDv.
34228 Zip Code

4340 Falmouth Drive Unit D204, Longboat Key image

4340 Falmouth Drive Unit D204, Longboat Key — D $295,000

Get ready to enjoy Longboat Key living or collecting the rental income from this turnkey furnished condo that has it all. Enjoy your morning coffee or evening cocktail fr...

2 Beds
2 Baths
Longboat Harbour North SubDv.
34228 Zip Code

5210 Gulf Of Mexico Drive Unit 203, Longboat Key image

5210 Gulf Of Mexico Drive Unit 203, Longboat Key — Covert $535,000

Beautiful bay views from this floor Covert 111 condo totally renovated and just steps away from the beautiful Gulf of Mexico and wonderful beach. This immaculate Bayfront...

2 Beds
2 Baths
Covert Condominium SubDv.
34228 Zip Code

805 Bayport Way Unit 805, Longboat Key image

805 Bayport Way Unit 805, Longboat Key — E-1 $499,000

An original beauty that has never been rented & pleasantly perfected & being sold "turn-key" furnished so just bring your beach gear & move right in...HVAC is 2 yrs. old,...

2 Beds
2 Baths
Bayport Bch & Ten SubDv.
34228 Zip Code

700 Longview Drive, Longboat Key $1,125,000

This charming home in Buttonwood Harbour is tucked away in one of the most coveted communities on the Island of Longboat Key. Located on a wide Sail boat water canal just...

3 Beds
3 Baths
Buttonwood Harbor SubDv.
34228 Zip Code

5005 Gulf Of Mexico Drive Unit 2, Longboat Key image

5005 Gulf Of Mexico Drive Unit 2, Longboat Key $8,100,000

Under Construction. ULTIMATE BEACHFRONT LUXURY- NEWLY CONSTRUCTED PROPERTY WITH SIX BEDROOMS, SIX BATHROOMS AND EXPANSIVE LIVING AREAS WHICH SHOWCASE THE BEAUTIFUL VIEWS...

6 Beds
6.5 Baths
Longboat Key SubDv.
34228 Zip Code

606 Bayport Way, Longboat Key — Bayport $770,000 ▼

Unique opportunity to own a rarely available and highly sought after 3-bedroom first floor condo at Bayport Beach and Tennis Club. If you crave privacy, this spacious spl...

3 Beds
2 Baths
Bayport Bch & Ten SubDv.
34228 Zip Code

3808 Gulf Of Mexico Drive Unit E-412, Longboat Key image

3808 Gulf Of Mexico Drive Unit E-412, Longboat Key — E $649,999

The most exclusive section of Longboat Key, that has both the Bay and the Gulf right across the street to your own private beach. Breathtaking views of the Inter Coastal ...

3 Beds
3 Baths
Beach Harbor Club SubDv.
34228 Zip Code

3080 Grand Bay Boulevard Unit 543, Longboat Key image

3080 Grand Bay Boulevard Unit 543, Longboat Key — Grand Bay V $675,000

Be “Wowed” by spectacular views from this 2BR/2BA Penthouse residence. Capture the Sunrise over Sarasota Bay or Sunsets on the Gulf horizon from every room and 2 expansiv...

2 Beds
2 Baths
Grand Bay SubDv.
34228 Zip Code

5005 Gulf Of Mexico Drive Unit 9, Longboat Key image

5005 Gulf Of Mexico Drive Unit 9, Longboat Key — 9 $4,950,000 ▲

MASTERFULLY COMBINING QUALITY, CLASS AND ELEGANCE, THIS LUXURIOUSLY NEWLY CONSTRUCTED WEST INDIES STYLE HOME IS SITUATED STEPS FROM THE BEACH, IN THE INTIMATE COASTAL COM...

4 Beds
4 Baths
Longboat Key SubDv.
34228 Zip Code

720 Tarawitt Drive, Longboat Key $273,500

Live the Florida lifestyle everyone dreams of. A quarter acre of prime real estate in a location unmatched for its affordable price. Located right between Anna Maria Is...

Longboat Key SubDv.
34228 Zip Code

4215 Gulf Of Mexico Drive Unit 101, Longboat Key image

4215 Gulf Of Mexico Drive Unit 101, Longboat Key — Longboat Key Yacht & Tennis Ii $995,000

GULF VIEWS FROM VIRTUALLY EVERY ROOM. 3-Bedroom Direct Gulf-Front Walk-Out. Coastal Inspired Renovation with Endless Views, Inspiring Sunsets, Private Beach, BOAT DOCK, &...

3 Beds
2 Baths
Longboat Key Yacht & Tennis SubDv.
34228 Zip Code

545 Kingfisher Lane, Longboat Key $3,450,000

Under Construction. New – Custom Longboat Key waterfront home. Live the Longboat lifestyle to the fullest in this custom built modern canal front Longboat Key home. 4,64...

4 Beds
4.5 Baths
Longboat Key Estates SubDv.
34228 Zip Code

5055 Gulf Of Mexico Drive Unit 213, Longboat Key image

5055 Gulf Of Mexico Drive Unit 213, Longboat Key — 2 $599,000

Club Longboat was designed to take full advantage of its place aside the beautiful Gulf of Mexico on world-class Longboat Key. Driving by just doesn’t do justice to this ...

3 Beds
2 Baths
Club Longboat Beach & Tennis SubDv.
34228 Zip Code

562 Spanish Drive S, Longboat Key — 562 $429,900

Coined the “Captain’s Quarters” at Spanish Main Yacht Club on Longboat Key. Completely renovated with professional designer finishes. Steps to the deeded beach access to ...

2 Beds
2 Baths
Spanish Main Yacht Club SubDv.
34228 Zip Code

2525 Gulf Of Mexico Drive Unit 8C, Longboat Key image

2525 Gulf Of Mexico Drive Unit 8C, Longboat Key — Islands West $689,000

Enjoy stunning views of the sparkling blue waters of the Gulf of Mexico from your 2-bedroom, 2-bathroom condo on the 8th floor. This unit offers expansive views of the g...

2 Beds
2 Baths
Islands West 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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