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

655 Longboat Club Road Unit 19B, Longboat Key image

655 Longboat Club Road Unit 19B, Longboat Key — South Tower $3,795,000

Direct Gulf-front living at Regent Place is an unmatched experience few have the opportunity to relish. Gorgeous beach views of the Gulf of Mexico’s pristine shores and b...

3 Beds
3 Baths
Regent Place SubDv.
34228 Zip Code

1620 Gulf Of Mexico Drive Unit 306, Longboat Key image

1620 Gulf Of Mexico Drive Unit 306, Longboat Key — Bateau 306 $4,050,000

Pre-Construction. To be built. The last remaining 2 -bedroom residence in the coveted Bateau Building offers an exceptionally spacious floorplan with double owner’s suite...

2 Beds
2 Baths
The St. Regis Longboat Key SubDv.
34228 Zip Code

1050 Longboat Club Road Unit 903, Longboat Key image

1050 Longboat Club Road Unit 903, Longboat Key — Privateer North $879,000

Welcome home to your fabulous contemporary residence behind the gates of the Longboat Key Club Road in the north tower of Privateer. Located on the southern part of Long...

2 Beds
2 Baths
Privateer North SubDv.
34228 Zip Code

700 El Centro Unit 191, Longboat Key image

700 El Centro Unit 191, Longboat Key $350,000

Welcome to your "Happy Place" in paradise! This totally furnished and comfortable turn key villa is a must see! Just bring your boat and yourself to Spanish Main Yacht...

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

6700 Gulf Of Mexico Drive Unit 122, Longboat Key image

6700 Gulf Of Mexico Drive Unit 122, Longboat Key $579,000

Rarely available, direct waterfront 2BR/2BA end unit with tranquil Bayou Views, located in a charming Gulf-to-Bay community, between the azure blue waters of the Gulf of ...

2 Beds
2 Baths
Whitney Beach SubDv.
34228 Zip Code

431 N Shore Road, Longboat Key $2,400,000

This amazing home was built to the highest standards and you realize it from the moment you step inside! Located on the beachside of Gulf of Mexico Dr, spread across 3 lo...

4 Beds
4 Baths
Long Beach SubDv.
34228 Zip Code

1055 Gulf Of Mexico Drive Unit 306, Longboat Key image

1055 Gulf Of Mexico Drive Unit 306, Longboat Key — 8 $2,250,000

Enjoy sunsets all year with this direct-Gulf front property with unobstructed views. A rarely-available three-bedroom corner residence was entirely renovated in 2018/19 ...

3 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

2425 Gulf Of Mexico Drive Unit 8F, Longboat Key image

2425 Gulf Of Mexico Drive Unit 8F, Longboat Key — 7729 $1,450,000

Brilliant! Steller, wide open, direct views of the twinkling waters of the Gulf of Mexico, the white sands of Longboat Key Beach and directly below? The heated pool of Th...

2 Beds
2 Baths
Sea Gate Club SubDv.
34228 Zip Code

2525 Gulf Of Mexico Drive Unit 3C, Longboat Key image

2525 Gulf Of Mexico Drive Unit 3C, Longboat Key — Islands West $1,139,000

One or more photo(s) has been virtually staged. Elegance, luxury and style combine with upgrades, refined touches and breathtaking beach and Gulf of Mexico views to creat...

2 Beds
2 Baths
Islands West SubDv.
34228 Zip Code

370 Gulf Of Mexico Drive Unit 413, Longboat Key image

370 Gulf Of Mexico Drive Unit 413, Longboat Key — Tangerine Bay $1,095,000

Revel in the carefree, convenient and comfortable lifestyle of resort living in this beautifully styled and maintained residence with a 2-car garage in Tangerine Bay Club...

3 Beds
2 Baths
Tangerine Bay Club SubDv.
34228 Zip Code

435 L Ambiance Drive Unit J403, Longboat Key image

435 L Ambiance Drive Unit J403, Longboat Key — Phase 2 $2,585,000

Nestled behind the gates of the Longboat Key Club between the award-winning golf courses and the gentle blue waters of the Gulf of Mexico, this is a near-perfect location...

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

741 Saint Judes Drive S Unit 1, Longboat Key image

741 Saint Judes Drive S Unit 1, Longboat Key — 747 $485,000

Pet Friendly Humble Beach House Villa for sale on Longboat Key. Incredible opportunity to purchase a one of a kind property. The only unit in the community with a beach d...

2 Beds
2 Baths
Saint Judes Apts Unit 3 Condo Association Inc SubDv.
34228 Zip Code

651 Broadway Street, Longboat Key $1,599,000

This is truly one of the finest homes located in the famous and friendly Long Beach Village where all the joys of island living abound. The neighborhood boasts its own co...

4 Beds
3 Baths
Long Beach SubDv.
34228 Zip Code

561 Halyard Lane, Longboat Key $1,670,000

The home has been tastefully updated by each of the last two owners and most recently has been a high-end rental property since the current owner built a new home nearby....

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

5382 Sandhamn Place, Longboat Key $2,950,000

Delightful Longboat Key Custom Key West Style Home with Direct Intracoastal Access offered on the market for the first time since it’s construction. A deeded Boat dock/l...

4 Beds
3 Baths
Sandhamn Sub SubDv.
34228 Zip Code

1485 Gulf Of Mexico Drive Unit 403, Longboat Key image

1485 Gulf Of Mexico Drive Unit 403, Longboat Key — Players Club $795,000

The Players Club is a gated gulf front enclave on South Longboat Key. Newly renovated in the popular Andora building with sweeping gulf views and sunny southern exposure....

2 Beds
2 Baths
Players Club SubDv.
34228 Zip Code

100 Sands Point Road Unit 211, Longboat Key image

100 Sands Point Road Unit 211, Longboat Key — Sands Point $1,195,000

From almost any room of this charming beach retreat, you can look out into the coastal landscape of azure Gulf waters and powdery shores. Mesmerizing beach vistas are the...

2 Beds
2 Baths
Sands Point SubDv.
34228 Zip Code

4725 Gulf Of Mexico Drive Unit 216, Longboat Key image

4725 Gulf Of Mexico Drive Unit 216, Longboat Key — Sand Cay $750,000

This rarely available Gulf-front unit boasts gorgeous gulf views and tons of natural night. This special expanded unit has larger bedrooms with a spacious open concept li...

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

668 Spanish Drive N Unit 157, Longboat Key image

668 Spanish Drive N Unit 157, Longboat Key $365,000

Meticulously maintained, turnkey furnished, freestanding, corner villa, updated kitchen with newer appliances, crown molding throughout, large enclosed, tiled lanai, indo...

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

200 Sands Point Road Unit 1207, Longboat Key image

200 Sands Point Road Unit 1207, Longboat Key $1,679,000

Enjoy direct gulf views from this 2-bedroom 2 bath condo hotel in the luxurious Inn on the Beach at the award-winning Longboat Key Club. This corner unit has been fully ...

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

250 Sands Point Road Unit 5104, Longboat Key image

250 Sands Point Road Unit 5104, Longboat Key — 250 $649,000

Inn on the Beach at the Longboat Key Club Resort. Escape to the life you deserve in completely renovated comforts with world-class views and resort-quality amenities sur...

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

532 Rountree Drive, Longboat Key $1,495,000

Live the good life on Longboat Key in this spacious, newly renovated home, just steps away from a private beach with gazebo. Upon entering this luxurious house, the conte...

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

751 Broadway Street, Longboat Key $699,000

Prime location in the center of Longboat Key's Historic Village. Walking distance to some of the best restaurants and just over the bridge from Coquina Beach. Take a shor...

Long Beach SubDv.
34228 Zip Code

600 Sutton Place Unit 101, Longboat Key image

600 Sutton Place Unit 101, Longboat Key — 600 $314,900

Welcome to Paradise!!! Relax in ultimate tranquility with breathtaking views from your first-floor walk-in abode! BRING your furry friends (two pets allowed/each 25 lbs....

1 Beds
1 Baths
Sutton Place Condo SubDv.
34228 Zip Code

89 Twin Shores Boulevard Unit 89, Longboat Key image

89 Twin Shores Boulevard Unit 89, Longboat Key $200,000

Come own your slice of paradise here at Unit 89. Twin Shores is a great Gulf to Bay community on Longboat Key. This close knit community has so much to offer its resident...

2 Beds
1 Baths
Twin Shores Mobile Home SubDv.
34228 Zip Code

707 St Judes Drive S Unit 3, Longboat Key image

707 St Judes Drive S Unit 3, Longboat Key — St Judes Apts $305,000

MOST INEXPENSIVE WATERFRONT CONDO IN LONGBOAT KEY, this efficient and orderly 636 square foot unit is ready for action. NAME YOUR GAME; INVEST, VACATION OR RETIRE. Monthl...

1 Beds
1 Baths
Longboat Key SubDv.
34228 Zip Code

1620 Gulf Of Mexico Drive Unit 407, Longboat Key image

1620 Gulf Of Mexico Drive Unit 407, Longboat Key — Bateau 407 $2,095,000

Pre-Construction. To be built. Elegant and gracious one bedroom residence with spacious rooms, floor to ceiling glass and 10’ ceilings. Well appointed gourmet kitchen equ...

1 Beds
1 Baths
The St. Regis Longboat Key SubDv.
34228 Zip Code

531 Harbor Cay Drive, Longboat Key image

531 Harbor Cay Drive, Longboat Key $3,800,000

A Beach and Boating Lifestyle is yours in the exclusive and coveted harbor section of gated Bay Isles on Longboat Key. Deepwater (sailboat) protected harbor. This versat...

4 Beds
4 Baths
Bay Isles SubDv.
34228 Zip Code

210 Sands Point Road Unit 2107, Longboat Key image

210 Sands Point Road Unit 2107, Longboat Key — 2 $1,599,000 ▼

BEACHFRONT CONDOMINIUM HOTEL WITH A TERRACE SPANNING OVER 50 FEET AND AN EXCLUSIVE PRIVATE DECK. Located within the prestigious Longboat Key Club Resort at Inn on the Bea...

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

1465 Gulf Of Mexico Drive Unit 103, Longboat Key image

1465 Gulf Of Mexico Drive Unit 103, Longboat Key — 1465 $1,497,777

Rarely available, residence 103B. This location is fabulous with a view of the Gulf of Mexico. The manicured tropical grounds of the Players Club add a cozy feeling with ...

3 Beds
2 Baths
Players Club SubDv.
34228 Zip Code

2800 Harbourside Drive Unit C-20, Longboat Key image

2800 Harbourside Drive Unit C-20, Longboat Key $150,000

A 55 ft. x 20 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. D...

Bay Isles SubDv.
34228 Zip Code

5030 Gulf Of Mexico Drive, Longboat Key image

5030 Gulf Of Mexico Drive, Longboat Key $7,995,000

WOW! This is one of the most Prominent Longboat Key Bayfront Estates "BAYSIDE VILLA". Rich with history and charm. The iron gates lead you to nearly an acre of lush tro...

5 Beds
4 Baths
Longboat Key SubDv.
34228 Zip Code

86 Twin Shores Boulevard, Longboat Key image

86 Twin Shores Boulevard, Longboat Key $240,000

***This is a fantastic opportunity to live on Longboat Key and enjoy all the perks of Florida living!*** Twin Shores is an amazing community on Longboat Key with Gulf to...

2 Beds
2 Baths
Twin Shores Mobile Home SubDv.
34228 Zip Code

2525 Gulf Of Mexico Drive Unit 9B, Longboat Key image

2525 Gulf Of Mexico Drive Unit 9B, Longboat Key — Islands West $599,900

Welcome to Islands West. 2 bedrooms/1 bath with southern Gulf and city views. Note the 2nd bedroom can also be used as a den, its window opens into the living room. Slide...

2 Beds
1 Baths
Islands West SubDv.
34228 Zip Code

3740 Gulf Of Mexico Drive Unit 116, Longboat Key image

3740 Gulf Of Mexico Drive Unit 116, Longboat Key $1,106,000

One or more photo(s) has been virtually staged. Located Mid-key, 10 minutes to St. Armands Circle and 20 to Anna Maria Island, this property has so much to offer other th...

Twin Shores Mobile Home SubDv.
34228 Zip Code

1620 Gulf Of Mexico Drive Unit 515, Longboat Key image

1620 Gulf Of Mexico Drive Unit 515, Longboat Key — Champagne 515 $2,195,000

Pre-Construction. To be built. Elegant and gracious one bedroom residence with spacious rooms, expansive glass windows and high ceilings. Well-appointed gourmet kitchen e...

1 Beds
1 Baths
The St. Regis Longboat Key SubDv.
34228 Zip Code

656 Tarawitt Drive, Longboat Key $800,000

The possibilities are endless with this incredible opportunity to build your dream home, Sarasota bay canal front lot with access to the Gulf of Mexico! No HOA, No CDD, N...

Longboat Key SubDv.
34228 Zip Code

3740 Gulf Of Mexico Drive Unit 114, Longboat Key image

3740 Gulf Of Mexico Drive Unit 114, Longboat Key $259,000

With stunning Bayfront and Marina views, this beautiful Villa is truly one of a kind and sets the tone for Longboat key living. Luxurious and laid back, this villa is fou...

1 Beds
1 Baths
Twin Shores Mobile Home SubDv.
34228 Zip Code

594 Preserve Court, Longboat Key $449,000

This is a great opportunity to enjoy island life in a friendly neighborhood in the comfort of your custom designed home. Located in The Preserve, within the Longbeach Vi...

Longboat Key SubDv.
34228 Zip Code

5310 Gulf Of Mexico Drive Unit 17, Longboat Key image

5310 Gulf Of Mexico Drive Unit 17, Longboat Key — 5310 $349,900

Owner Will Entertain Short Term Financing to a Qualified Buyer......Beach, Bay, and Pool access just steps out your door. Rare opportunity to purchase a one bedroom, one...

1 Beds
1 Baths
Mccalls Beach Castle SubDv.
34228 Zip Code

577 Sutton Place Unit T-25, Longboat Key image

577 Sutton Place Unit T-25, Longboat Key — Unit T-25 Sutton Place $320,000 ▼

BEST OF BOTH WORLDS – BEACH AND BAY ON LONGBOAT KEY!!! Sutton Place offers residents PRIVATE BEACH ACCESS with a gulf side beach pavilion as well as bay side amenities in...

2 Beds
1 Baths
Sutton Place Condo SubDv.
34228 Zip Code

591 Golf Links Lane, Longboat Key $4,895,000

Pre-Construction. To be built. Rarely available opportunity one in from Sarasota Bay in Country Club Shores offering stunning water views. This to be built new constructi...

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

2039 Gulf Of Mexico Drive Unit G3-213, Longboat Key image

2039 Gulf Of Mexico Drive Unit G3-213, Longboat Key — Unit G3-213 $425,000 ▼

Welcome to Seaplace. A beautifully landscaped, maintained community located on the Gulf of Mexico in the Town of Longboat Key, FL. The 43-acre, gated community is compris...

1 Beds
2 Baths
Seaplace SubDv.
34228 Zip Code

1050 Longboat Club Road Unit 1005, Longboat Key image

1050 Longboat Club Road Unit 1005, Longboat Key — Privateer North $1,050,000 ▲

PH LOCATED ON 10TH FLOOR WITH A 2 BEDROOM/ 2 BATHROOM AND VIEWS FROM EVERY ROOM. SPECTACULAR VIEWS, SPECTACULAR LOCATION GULF, BEACH, BAY AND VIEWS OF GOLF COURSE. THE BE...

2 Beds
2 Baths
Privateer North SubDv.
34228 Zip Code

95 Twin Shores Boulevard, Longboat Key image

95 Twin Shores Boulevard, Longboat Key $199,900 ▼

$15,000.00 Price Reduction..Welcome to Twin Shores, a 55+ Community! Tastefully decorated 2 Bedroom, 2 Bath Mobile Home located close to the Bay. This unit is spacious,...

2 Beds
2 Baths
Twin Shores Mobile Home SubDv.
34228 Zip Code

500 Harbor Point Road, Longboat Key image

500 Harbor Point Road, Longboat Key $5,595,000

This remarkable home in Bay Isles Harbor is one of the most admired residences in this enclave of distinguished properties. As you swing open the arched twelve door onto...

4 Beds
6 Baths
Bay Isles SubDv.
34228 Zip Code

3155 Gulf Of Mexico Drive Unit 253, Longboat Key image

3155 Gulf Of Mexico Drive Unit 253, Longboat Key — The Diplomat $275,000 ▼

This direct Gulf front pied-a-terre on Longboat Key with stunning Gulf of Mexico water views and 500 feet of pristine white quartz sand beach frontage is now available fo...

1 Beds
1 Baths
Diplomat The SubDv.
34228 Zip Code

2600 Harbourside Drive Unit L-10, Longboat Key image

2600 Harbourside Drive Unit L-10, Longboat Key $250,000

A 82 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neig...

Bay Isles SubDv.
34228 Zip Code

766 Saint Judes Drive N, Longboat Key image

766 Saint Judes Drive N, Longboat Key $565,000 ▼

This is the lowest priced multi-family home, a duplex, on a deep water canal on beautiful Longboat Key. There are two one bedroom one bath units on a very nice lot, each ...

Longboat Key SubDv.
34228 Zip Code

5055 Gulf Of Mexico Drive Unit 334 & 324, Longboat Key image

5055 Gulf Of Mexico Drive Unit 334 & 324, Longboat Key — 3 $900,000 ▼

Check out the MATTERPORT TOUR (tour link #2). Unique 3 bedroom, 2.5 bath condo in Club Longboat Beach & Tennis Condominium. Direct beach access and 8 Har-tru tennis court...

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

1945 Gulf Of Mexico Drive Unit M2-505, Longboat Key image

1945 Gulf Of Mexico Drive Unit M2-505, Longboat Key — 0404 $725,000 ▲

Spectacular European style two bedrooms plus two bathrooms home at Seaplace. Serene views of the city and the Gulf of Mexico. Enjoy the screened-in patio with your favo...

2 Beds
2 Baths
Seaplace SubDv.
34228 Zip Code

595 Bowsprit Lane, Longboat Key $2,491,000

The elegance and allure of the Longboat Key Island Waterfront Lifestyle is magnificently present in the sought after community of Country Club Shores. A striking neighbor...

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

729 Saint Judes Drive S Unit 2, Longboat Key image

729 Saint Judes Drive S Unit 2, Longboat Key — 729 $319,000 ▼

This is a charming Old-Florida style condo featuring updated kitchen with decorative tile back splash and both bathrooms updated, solid surface counters, tiled floors thr...

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

5310 Gulf Of Mexico Drive Unit 15, Longboat Key image

5310 Gulf Of Mexico Drive Unit 15, Longboat Key $439,900 ▲

ATTENTION INVESTORS: Fabulous, 1st floor, 2 Bedroom, 2 Bath Open Plan Upscale Turnkey Furnished, Bright and Light Condominium. The unit is conveniently located near the p...

2 Beds
2 Baths
Mccalls Beach Castle SubDv.
34228 Zip Code

5231 Gulf Of Mexico Drive Unit 308, Longboat Key image

5231 Gulf Of Mexico Drive Unit 308, Longboat Key — Covert $645,000 ▼

Beachside 2 bedroom plus den top floor northwest corner condo with views out to the Gulf and sunsets! Rarely available opportunity to live Gulf front in a 2 bedroom /den...

3 Beds
2 Baths
Covert Condominium SubDv.
34228 Zip Code

5840 Gulf Of Mexico Drive, Longboat Key image

5840 Gulf Of Mexico Drive, Longboat Key $4,295,000

Under Construction. Welcome to your well-deserved paradise! Here on Longboat Key, retreat to a gorgeous, newly constructed, canal front getaway on the East side of this e...

4 Beds
4 Baths
Longboat Key SubDv.
34228 Zip Code

500 Buttonwood Drive, Longboat Key image

500 Buttonwood Drive, Longboat Key — West Spec $3,990,000 ▼

Under Construction. New Construction One-of-a-kind Longboat Key home across the street from the Gulf of Mexico! Footsteps to your quiet beach. 4,868 square feet under air...

4 Beds
4 Baths
Buttonwood Harbor SubDv.
34228 Zip Code

120 Twin Shores Boulevard, Longboat Key image

120 Twin Shores Boulevard, Longboat Key $200,000

Fabulous 2 Bedroom, 1 Bath, Double Wide Mobile Home Facing the Breathtaking Bay and Majestic Marina. Enjoy the breezes of the bay as you lounge on your porch. This charm...

2 Beds
1 Baths
Twin Shores Mobile Home SubDv.
34228 Zip Code

1050 Longboat Club Road Unit 201, Longboat Key image

1050 Longboat Club Road Unit 201, Longboat Key — Privateer $899,000 ▼

Spectacular ocean front condo that is a stones throw away from the Gulf of Mexico. Located within the gates of the Longboat Key Club, The Privateer has lots of great amen...

2 Beds
2 Baths
Privateer North SubDv.
34228 Zip Code

701 Saint Judes Drive S Unit 2, Longboat Key image

701 Saint Judes Drive S Unit 2, Longboat Key — 701 $309,900 ▼

FANTASTIC LOCATION IN LONGBOAT KEY - This canal-front property has deeded beach access, kayak storage and direct access to lovely Durante Park with walking trails, flower...

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

1511 Gulf Of Mexico Drive Unit 202, Longboat Key image

1511 Gulf Of Mexico Drive Unit 202, Longboat Key — Tencon $3,075,000 ▼

Positioned on the second floor, overlooking the Gulf of Mexico azure horizon, this beachfront treasure located in “Tencon” on Longboat Key rarely comes on the market, mak...

3 Beds
3 Baths
Tencon Beach SubDv.
34228 Zip Code

571 Saint Judes Drive Unit 8, Longboat Key image

571 Saint Judes Drive Unit 8, Longboat Key — 8 $205,000 ▲

Island living with Old Florida charm. Remarkable studio with potential for separate 1 bedroom, open floor plan, kitchen and private bath. In the process of complete renov...

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

6324 Laguna Drive, Longboat Key $395,000 ▼

Incredible opportunity to build your own custom home on the last available lot in Laguna Yacht Village. Enjoy the privacy and convenience of this gated 5 acre Longboat Ke...

Laguna Yacht Village SubDv.
34228 Zip Code

6320 Gulf Of Mexico Drive, Longboat Key image

6320 Gulf Of Mexico Drive, Longboat Key $1,395,000 ▲

Opportunity to own a wonderful three bedroom home across from the beach and gorgeous Gulf water with a deeded dock with a lift. The Bay water is direct access to the int...

3 Beds
3 Baths
Sleepy Lagoon SubDv.
34228 Zip Code

2800 Harbourside Drive Unit F-06, Longboat Key image

2800 Harbourside Drive Unit F-06, Longboat Key $175,000

A 70 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. D...

Bay Isles SubDv.
34228 Zip Code

3710 Gulf Of Mexico Drive Unit F2, Longboat Key image

3710 Gulf Of Mexico Drive Unit F2, Longboat Key $164,900

PERFECT BEACH-TO-BAY COMMUNITY! Gulfshore of Longboat Key, Inc. offers it all. It has approximately 450 feet of frontage on the Gulf of Mexico, a marina on Sarasota Bay, ...

2 Beds
1 Baths
Gulfshore Of Longboat Key SubDv.
34228 Zip Code

2600 Harbourside Drive Unit C-19, Longboat Key image

2600 Harbourside Drive Unit C-19, Longboat Key $187,000

A 72 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neig...

Bay Isles 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 $725,000 ▼

Seller says MAKE AN OFFER! $125K Price reduction! FULL BAY VIEWS!!! REMODEL COMPLETE! Brand new luxury vinyl plank flooring throughout and freshly painted interior! Absol...

3 Beds
2 Baths
Covert Condominium SubDv.
34228 Zip Code

56 Twin Shores Boulevard, Longboat Key image

56 Twin Shores Boulevard, Longboat Key $199,000 ▼

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

2 Beds
2 Baths
Twin Shores Mobile Home 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 $774,999 ▼

Welcome to The Beach at Longboat Key, a boutique complex of only 15 units, with a convenient on-site rental office. This income producing 2 bedroom DIRECT Gulf-front upda...

3 Beds
3 Baths
The Beach At Longboat Key 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

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

121 Twin Shores Boulevard, Longboat Key image

121 Twin Shores Boulevard, Longboat Key $339,900 ▼

MAJOR PRICE IMPROVEMENT. MAGNIFICANT MARINA/SARASOTA BAY VIEWS: This 2017 mobile unit offers, in addition to unobstructed water views, an open floor plan with 920 squar...

2 Beds
2 Baths
Twin Shores Mobile Home SubDv.
34228 Zip Code

2600 Harbourside Drive Unit J-11, Longboat Key image

2600 Harbourside Drive Unit J-11, Longboat Key $190,000

70 x 19 ft. Boat Slip at Longboat Key Moorings Marina. Great location in the marina; wonderful Sarasota Bay views and easy access. Direct access to Sarasota Bay and the I...

Bay Isles SubDv.
34228 Zip Code

5841 Gulf Of Mexico Drive Unit 243, Longboat Key image

5841 Gulf Of Mexico Drive Unit 243, Longboat Key — Silver Sands $440,100 ▼

Earn great rental income with this ocean-front condominium while enjoying the aqua blue waters and white sand of Longboat Key. This unit produced more than $46,000 in inc...

2 Beds
2 Baths
Silver Sands A Condo SubDv.
34228 Zip Code

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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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Longboat Key Real Estate Search

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