Spanish Main

Spanish Main Condos for Sale – Longboat Key, Sarasota, Florida 34228

Spanish Main is a 28-acre property developed during the mid-1960s as a 55+ community consisting of 212 residences. Touted as one of the first condominium projects in the Sarasota area, the development of this community revolved around the passion for sailing, successfully establishing itself as one of the boating communities offering highly desirable options on Longboat Key condos for sale.

In order to assert this distinct character, the property was named after Spain’s 16th century New World Empire covering the American continent’s mainland enclosed by the Gulf of Mexico and the Caribbean Sea. History books call this territory as the Spanish Main, a name which certainly struck a resonant chord among the developers of this property located at 5700 Gulf of Mexico Drive fronting Sarasota Bay.

Yacht club offerings

This community was developed as a yacht club with features sure to resonate among buyers of Longboat Key real estate whose lifestyles are entwined with the many delights offered by the sea. Spanish Main’s major feature is a private marina which serves as home port for the community’s yacht club. This facility has deepwater boat slips directly on Sarasota Bay which are available at reasonably priced annual fee and can accommodate up to a forty-footer vessel.

Additionally, the community has deeded beach access and a large, heated community pool. Spanish Main also flaunts a picturesque landscaping accented by a longish lake with a fountain bordered by many residences. A newly renovated clubhouse and shuffleboard courts adjacent to a spacious marina basin are also among the endearing features of this boating community.

Villa-type condos

Besides those inclined to sailing, Spanish Main will likewise appeal to aspiring buyers convinced of the merits of Longboat key condos for sale but shy away from high-rise living. Unlike many of the condominiums complexes in the island, the residences in this boaters’ haven are either stand-alone or paired one-story villas which come in several designs and floor plans.

The price points of the residences in this condo open the possibility of an affordable living on Longboat Key, a domain for many well-heeled seasonal residents. Sales-listed properties at Spanish Main can start in the high $200s and edge up toward the mid-$700s.

A completely renovated two-bedroom lakefront villa here with 1,357 square feet of floor space and a listed price of $367,900 was sold in April 2014. Typically, the MLS of Longboat Key condos for sale can also include a Spanish Main unit with 1,299 square feet and an asking price of $285,000.

Carefree lifestyle

Sealing a contract at these price ranges can indeed be a prized deal. In addition to the many amenities in this boating community, this neighborhood provides a maintenance-free lifestyle and is also pet-friendly.

Free Wi-Fi Internet is accessible within the community. Moreover, the yacht club maintains a website which keeps residents updated on life and leisure activities in St. Armands Circle, Sarasota and Anna Maria Island which are all within convenient reach from Spanish Main via Gulf of Mexico Drive.

Many of the points of interest in Longboat Key are also conveniently close to the neighborhood. These include popular gourmet restaurants, the Joan M. Durante Park, the Bayfront Recreation Center and the Bay Isles where a Publix Super Market is located.

Spanish Main Condos for Sale

Below are the current real estate listings available at Spanish Main

Please contact me if you would like to schedule a tour of any of the listed properties below.

MLS# A4685572 - Status: Active View Property Details Add to Favorites View Map

• 948 SPANISH DR S
• Price: $1,199,000
• Zip Code: 34228
• 1399 Square Feet
• Subdivision: SPANISH MAIN YACHT CLUB CONDO
• Bedrooms: 2 Baths: 2
• Stunning full bay views as you enter this jaw-dropping magnificent, completely custom renovated stand-alone villa on Sarasota Bay. Professionally designed starting with an 18-by-11-foot gourmet kitchen. With 10-12-foot wood beam ceilings, a beautiful ... Read More
• Listing courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY

MLS# A4684728 - Status: Active View Property Details Add to Favorites View Map

• 909 SPANISH DR N
• Price: $650,000
• Zip Code: 34228
• 1300 Square Feet
• Subdivision: SPANISH MAIN YACHT CLUB
• Bedrooms: 2 Baths: 2
• One or more photo(s) has been virtually staged. This gorgeous two-bedroom, two-bath Spanish Main standalone villa is a must-see! The fully complete custom remodel has been beautifully and tastefully appointed with meticulous craftsmanship. So many up ... Read More
• Listing courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY

MLS# A4682513 - Status: Active View Property Details Add to Favorites View Map

• 563 SPANISH DR S
• Price: $615,000
• Zip Code: 34228
• 1516 Square Feet
• Subdivision: SPANISH MAIN YACHT CLUB CONDO
• Bedrooms: 2 Baths: 2
• GORGEOUS COMPLETELY REMODELED Villa with Lake Views in Spanish Main Yacht Club!!Welcome to effortless coastal living in this beautifully remodeled 3-bedroom, 2-bath villa located in the highly sought-after Spanish Main Yacht Club. Rarely available, t ... Read More
• Listing courtesy of: LPT REALTY LLC

MLS# A4687282 - Status: Active View Property Details Add to Favorites View Map

• 604 SPANISH DR N
• Price: $495,000
• Zip Code: 34228
• 1357 Square Feet
• Subdivision: SPANISH MAIN YACHT CLUB CONDO
• Bedrooms: 2 Baths: 2
• Longboat Key waterfront lifestyle at its finest is now yours to discover. We are proud to present this stunning, fully renovated waterfront two-bedroom, two-bathroom freestanding villa-arguably a premier location within the Spanish Main Yacht Club. S ... Read More
• Listing courtesy of: CENTURY 21 BEGGINS ENTERPRISES

MLS# A4688632 - Status: Active View Property Details Add to Favorites View Map

• 554 SPANISH DR S
• Price: $435,000
• Zip Code: 34228
• 1326 Square Feet
• Subdivision: SPANISH MAIN YACHT CLUB CONDO
• Bedrooms: 2 Baths: 2
• Welcome to Spanish Main Yacht Club waterfront community and your new home! Light and bright, this stand-alone villa is all new and beautifully updated in 2026. White marble-like large porcelain tile floors that span the entire living area, providing ... Read More
• Listing courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY

MLS# TB8496387 - Status: Active View Property Details Add to Favorites View Map

• 541 SPANISH DR N
• Price: $396,000
• Zip Code: 34228
• 1100 Square Feet
• Subdivision: SPANISH MAIN YACHT CLUB CONDO
• Bedrooms: 2 Baths: 1+
• 1 Block from private beach, completely remodeled 1100 sq ft modernized condo with open concept and lot of windows. Custom kitchen, completely gutted and new insulation and drywall. Custom glass-walls, 3 A/C zones. Villa is in 55 plus community with p ... Read More
• Listing courtesy of: COMMUNITY REALTY ASSOCIATES

MLS# A4664572 - Status: Active View Property Details Add to Favorites View Map

• 667 EL CENTRO
• Price: $380,000
• Zip Code: 34228
• 1327 Square Feet
• Subdivision: SPANISH MAIN YACHT CLUB CONDO
• Bedrooms: 2 Baths: 2
• Spanish Main Yacht Club on Longboat Key is a warm and vital boating community with its private beach access to Gulf beaches, pool, clubhouse and boat slips. The community is undergoing a renaissance of sorts as many units (including this one) did hav ... Read More
• Listing courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY

MLS# N6143864 - Status: Active View Property Details Add to Favorites View Map

• 509 SPANISH DR N
• Price: $369,000
• Zip Code: 34228
• 1357 Square Feet
• Subdivision: SPANISH MAIN YACHT CLUB CONDO
• Bedrooms: 2 Baths: 2
• STEPS FROM THE BEACH.....WATERFRONT COMMUNITY......DEEDED BEACH ACCESS......FULLY RENOVATED..........IMPACT WINDOWS..........COMMUNITY POOL...........Just **432 steps from the beach**, this is where coastal living stops being a dream and becomes your ... Read More
• Listing courtesy of: KELLER WILLIAMS ON THE WATER S