South Pasadena Homes with Sailboat Water Water Frontage

Welcome to South Pasadena, Florida, a charming coastal city nestled in the heart of Pinellas County. Known for its picturesque landscapes and welcoming community, South Pasadena offers a unique blend of suburban tranquility and vibrant beachside living. With its close proximity to the sparkling waters of Boca Ciega Bay, residents enjoy a lifestyle enriched by outdoor activities, stunning sunsets, and a strong sense of community.

One of the standout features of South Pasadena is its stunning homes with sailboat water frontage. Imagine waking up each day to breathtaking views of the water, where the gentle sound of waves lapping against the shore sets the perfect backdrop for your morning coffee. These waterfront properties not only provide direct access to the bay but also the opportunity for boating enthusiasts to set sail right from their backyard. Whether you’re an avid sailor or simply enjoy the calming presence of water, these homes offer a slice of paradise that’s hard to resist.

In addition to its beautiful homes, South Pasadena boasts a variety of local shops, dining options, and recreational facilities. The city is known for its friendly atmosphere and community events, making it easy to connect with neighbors and create lasting memories. With its ideal location, you’re just a short drive away from the bustling attractions of St. Petersburg and the pristine beaches of the Gulf Coast.

Explore the enchanting lifestyle that South Pasadena has to offer, where your dream home awaits along the serene waters of sailboat-friendly canals. Experience the perfect blend of relaxation and adventure in this delightful Florida gem!

Newest South Pasadena Homes with Sailboat Water Water Frontage

6060 Shore Boulevard S Unit 200, Gulfport image

6060 Shore Boulevard S Unit 200, Gulfport — Buckingham $560,000

Unique East-Side Corner Condo with Amazing Water Views. Welcome to this immaculate, updated, 2-bedroom, 2-bathroom corner condo in the highly sought-after Buckingham Bui...

2 Beds
2 Baths
Town Shores Of Gulfport SubDv.
33707 Zip Code

7300 Sun Island Drive S Unit 1104, South Pasadena image

7300 Sun Island Drive S Unit 1104, South Pasadena — Admiral $430,000

WATER VIEWS FROM EVERY ROOM. Perched on the 11th floor of Bay Island, a gated 55+ community in South Pasadena, this 2-bedroom, 2-bath condo offers 1,310 square feet and s...

2 Beds
2 Baths
Bay Island Group 15 SubDv.
33707 Zip Code

7957 2nd Avenue S, St Petersburg $2,999,000

Virtually Staged. JUST COMPLETED—2026 ELEVATED WATERFRONT LIVING IN SOUTH CAUSEWAY ISLE/YACHT CLUB ESTATES! From the moment you arrive, this distinctive waterfront reside...

3 Beds
4 Baths
South Cswy Isle 2nd Add SubDv.
33707 Zip Code

1316 Pasadena Avenue S Unit 303, South Pasadena image

1316 Pasadena Avenue S Unit 303, South Pasadena — 5 $249,000

Furnished, move-in ready, and ideally located in the gated waterfront community of Pasadena Cove, this beautifully maintained two-bedroom, two-bath condominium offers an ...

2 Beds
2 Baths
Pasadena Cove SubDv.
33707 Zip Code

6320 Pasadena Point Boulevard, Gulfport image

6320 Pasadena Point Boulevard, Gulfport $3,375,000

Must-see Italian Riviera-style villa offering exceptional coastal living in the amazing gated community of Pasadena Yacht & Country Club! This spectacular 5-bedroom, 4-ba...

5 Beds
4 Baths
SubDv.
33707 Zip Code

7989 Causeway Boulevard N, St Petersburg image

7989 Causeway Boulevard N, St Petersburg $1,950,000

Virtually Staged. Experience the ultimate Florida waterfront lifestyle in this completely renovated luxury pool home, where breathtaking sunset views and effortless indoo...

3 Beds
3 Baths
Causeway Isles 1st Add SubDv.
33707 Zip Code

7922 Sailboat Key Boulevard S Unit 206, South Pasadena image

7922 Sailboat Key Boulevard S Unit 206, South Pasadena — Windwards/Bldg 7 $625,000

Virtually Staged. Breathtaking, wide expansive waterfront views and stunning sunsets greet you the moment you step into this fully renovated 2BR/2BA coastal oasis. Comple...

2 Beds
2 Baths
Harbourside Condo SubDv.
33707 Zip Code

7870 Causeway Boulevard S, St Petersburg image

7870 Causeway Boulevard S, St Petersburg $2,699,999

Virtually Staged. Brand-new, elevated waterfront construction—thoughtfully designed for luxury, boating, and the ultimate Florida lifestyle.Where sophisticated design, sm...

5 Beds
5 Baths
South Cswy Isle Sub SubDv.
33707 Zip Code

7700 Sun Island Drive S Unit 202, South Pasadena image

7700 Sun Island Drive S Unit 202, South Pasadena — Commodore $259,000

Welcome to your personal paradise at Bay Island Condominiums, a premier 55+ resort-style community in South Pasadena, Florida. Located just across the bridge from the pow...

1 Beds
2 Baths
Bay Island Group 10 Condo Unit 202 SubDv.
33707 Zip Code

6505 Debbie Lane S, St Petersburg $1,495,000

Virtually Staged. RARE WATERFRONT OPPORTUNITY WITH SPECTACULAR OPEN-WATER VIEWS! Situated on an exceptional waterfront parcel, 6505 Debbie Lane South offers expansive Int...

3 Beds
4 Baths
Pasadena Golf Club Estates Sec 4 SubDv.
33707 Zip Code

1514 Sea Gull Drive S, St Petersburg image

1514 Sea Gull Drive S, St Petersburg $1,699,000 ▼

Set on an extraordinary 1.26-acre waterfront lot in Pasadena Golf Club Estates, this renovated 3-bedroom, 2-bath pool home offers the kind of space, privacy, and boating ...

3 Beds
2 Baths
Pasadena Golf Club Estates Sec 4 SubDv.
33707 Zip Code

2775 Kipps Colony Drive S Unit 305, Gulfport image

2775 Kipps Colony Drive S Unit 305, Gulfport — 2775 $998,500

TOP-FLOOR WATERFRONT LIVING AT KIPPS COLONY IN PASADENA YACHT & COUNTRY CLUB! Beautifully updated, this spacious residence with a loft combines soaring vaulted ceilings, ...

2 Beds
2 Baths
Kipps Colony At Pasadena Yacht/Cntry Club SubDv.
33707 Zip Code