Longboat Key Homes with Private Entrance Exterior Features

Welcome to Longboat Key, Florida, a stunning barrier island nestled along the Gulf Coast, where pristine beaches meet luxurious living. Known for its serene atmosphere and breathtaking sunsets, Longboat Key is the perfect destination for those seeking a peaceful retreat without sacrificing the vibrant culture and amenities of nearby Sarasota.

This picturesque locale boasts an array of upscale homes, many of which feature private entrance exterior options, offering residents an added layer of privacy and exclusivity. Imagine stepping into your own personal oasis, where you can unwind in your beautifully landscaped yard or take a leisurely stroll to the beach, all without the hustle and bustle of crowded streets. These homes are designed with an emphasis on outdoor living, allowing you to enjoy the warm Florida sun year-round.

Longboat Key is more than just a beautiful escape; it’s a community that embraces a laid-back lifestyle while providing access to world-class dining, shopping, and recreational activities. From exquisite waterfront restaurants to charming boutiques, you’ll find everything you need just a stone’s throw away. Engage in a variety of water sports, explore the picturesque nature trails, or simply relax on the sandy shores—there's something for everyone here.

Whether you’re looking for a seasonal getaway or a permanent residence, Longboat Key offers an unparalleled living experience. With its stunning homes featuring private entrances and a lifestyle that’s hard to beat, this idyllic island is waiting for you to call it home. Discover the charm and elegance of Longboat Key today!

Newest Longboat Key Homes with Private Entrance Exterior Features

760 Longboat Court, Longboat Key $840,000

Nestled in the heart of Longboat Key's historic North-End "Village", this beautifully restored 1920s beach bungalow seamlessly blends historic coastal charm with modern, ...

3 Beds
2 Baths
Longboat Key SubDv.
34228 Zip Code

1561 Gulf Of Mexico Drive Unit 404, Longboat Key image

1561 Gulf Of Mexico Drive Unit 404, Longboat Key — Armand $12,750,000

Presented in the most coveted beachfront enclave at The St. Regis Longboat Key Resort, this is a rare opportunity to own a spectacular residence in the prestigious Armand...

3 Beds
4 Baths
St Regis SubDv.
34228 Zip Code

707 Saint Judes Drive S Unit 1, Longboat Key image

707 Saint Judes Drive S Unit 1, Longboat Key — #1 $399,000

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

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

711 Spanish Drive S Unit 211, Longboat Key image

711 Spanish Drive S Unit 211, Longboat Key — 711 $450,000

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

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

448 Gulf Of Mexico Drive Unit A104, Longboat Key image

448 Gulf Of Mexico Drive Unit A104, Longboat Key — A $725,000

Location! Location! Location! Awesome, Spectacular Bay views from the kitchen, dining room, living room and primary bedroom! One Bridge to the Gulf! No wait list boat sli...

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

914 Spanish Drive S Unit 76, Longboat Key image

914 Spanish Drive S Unit 76, Longboat Key — 914 $550,000

Experience the best of Longboat Key in this beautifully appointed coastal retreat, nestled within the highly sought-after 55+ community of Spanish Main Yacht Club! This n...

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

683 Spanish Drive S Unit 214, Longboat Key image

683 Spanish Drive S Unit 214, Longboat Key — 683 $450,000

Experience the ultimate Longboat Key lifestyle in this beautifully renovated single-story villa located in the highly sought-after 55+ waterfront community of Spanish Mai...

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

2350 Harbour Oaks Drive, Longboat Key image

2350 Harbour Oaks Drive, Longboat Key $950,000

Move right in and start enjoying the Longboat Key lifestyle! Perfectly positioned behind the gates of highly sought after Bay Isles, this beautifully renovated residence ...

3 Beds
3 Baths
Harbour Oaks SubDv.
34228 Zip Code

4234 Gulf Of Mexico Drive Unit M1, Longboat Key image

4234 Gulf Of Mexico Drive Unit M1, Longboat Key — M1 $649,000

COMMUNITY BOAT SLIP AVAILABLE! It really is all about the location- and of course the view! Situated on gorgeous Sarasota Bay, this lovely two bedroom, two bath first flo...

2 Beds
2 Baths
Pelican Harbour & Beach Club SubDv.
34228 Zip Code

3527 Fair Oaks Lane, Longboat Key $2,550,000

Experience refined coastal luxury in this impeccably renovated 4,154-square-foot golf course estate, ideally positioned within the exclusive Queens Harbour enclave of gat...

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

1050 Longboat Club Road Unit 903, Longboat Key image

1050 Longboat Club Road Unit 903, Longboat Key — Privateer North $995,000

Set on the 9th floor at Privateer North, behind the gates of the Longboat Key Club, this beautifully renovated corner residence blends sweeping views, refined finishes an...

2 Beds
2 Baths
Privateer North SubDv.
34228 Zip Code

3040 Gulf Of Mexico Drive Unit 3, Longboat Key image

3040 Gulf Of Mexico Drive Unit 3, Longboat Key — Triton Cove $1,899,000

Welcome to island living on Longboat Key, one of Sarasota's premier barrier island destinations. In Triton Cove, this coastal residence offers direct Gulf Beach access ac...

4 Beds
3 Baths
Triton Cove SubDv.
34228 Zip Code