Rarely available in the sought-after Harbourside neighborhood of Caloosa Yacht & Racquet Club, this exceptional waterfront residence offers the Southwest Florida lifestyle buyers are looking for. Situated at the end of a quiet cul-de-sac, this 3-bedroom, 2-bath home features approximately 2,200 square feet of living area, a spacious great-room design and beautiful water views from the moment you step inside. The expansive screened outdoor living area is the centerpiece of the home, with a private pool and integrated spa overlooking the lake and providing a wonderful setting for relaxing, entertaining and enjoying spectacular Florida sunsets. Caloosa Yacht & Racquet Club is one of South Fort Myers’ hidden gems, offering residents access to a private 56-slip marina with direct Gulf access, the acclaimed Blue Coyote restaurant, a community pool, tennis courts, fishing pier and a beautiful four-acre waterfront park with kayak and canoe storage. Lawn maintenance is also included, allowing more time to simply enjoy the lifestyle. With its waterfront setting, private pool and spa, boating amenities and outstanding location just minutes from shopping, dining, beaches and the islands, opportunities like this are increasingly hard to find. 9860 Mainsail Court is a home you will want to see before it’s gone.

3 Beds ⋅ 2 Baths ⋅ 2026035286 MLS

Rarely available in the sought-after Harbourside neighborhood of Caloosa Yacht & Racquet Club, this exceptional waterfront residence offers the Southwest Florida lifestyle buyers are looking for. Situated at the end of a quiet cul-de-sac, this 3-bedroom, 2-bath home features approximately 2,200 square feet of living area, a spacious great-room design and beautiful water views from the moment you step inside. The expansive screened outdoor living area is the centerpiece of the home, with a private pool and integrated spa overlooking the lake and providing a wonderful setting for relaxing, entertaining and enjoying spectacular Florida sunsets. Caloosa Yacht & Racquet Club is one of South Fort Myers’ hidden gems, offering residents access to a private 56-slip marina with direct Gulf access, the acclaimed Blue Coyote restaurant, a community pool, tennis courts, fishing pier and a beautiful four-acre waterfront park with kayak and canoe storage. Lawn maintenance is also included, allowing more time to simply enjoy the lifestyle. With its waterfront setting, private pool and spa, boating amenities and outstanding location just minutes from shopping, dining, beaches and the islands, opportunities like this are increasingly hard to find. 9860 Mainsail Court is a home you will want to see before it’s gone.

9860 Mainsail Court, Fort Myers

Listing Courtesy of Pfeifer Realty Group LLC

$370,000

Virtually Staged. Welcome to resort style living in the community of Harbourside! From the moment of parking your car in the assigned end space just a few steps away from your ground floor entryway (no elevator aggravation), you’ll enter this well maintained and updated unit with an immediate view through the living room wall of window sliders and view of the lovely community green space and water. The kitchen with west facing hurricane impact window, shelved pantry, wood cabinetry and stone countertops is immediately available upon entry for ease of arranging your groceries. A storage room with HVAC (installed 6/26), water heater (2024) and laundry across the hall allows you to multi task if you wish. The guest bath, living room and bedroom walls have been updated with lovely shiplap. The dining room/living room combination with a wall of mirrors provides a comfortable space with engineered hardwood throughout and an end wall of hurricane impact sliders leading to the porch. A Murphy bed cabinet (no mattress included) can be utilized for those occasional guest visits or used as storage. The master bedroom is ample and can accommodate a king size bed with nightstands; the east facing wall has a hurricane slider looking out to the lanai and lovely landscaping, walking trail but can the window treatment provides heavy coverage for days of sleeping in. The master bath was uniquely updated with a walk in shower and the walk in closet styled with extra shelves for additional storage. The community has a marina for your vessel (slips are owned/leased by residents) and clubhouse providing something for everyone, from a library, 2 fitness centers, craft room, woodworking shop, gathering area, pool, spa, and tennis and pickleball courts, EV charging stations, car wash/vacuum & air. Enjoy the fresh air as you take a stroll or run around the community along the waterfront 1.5 mile trail. Safe and secure with 24/7 security manned gate. Conveniently located to nearby shopping and restaurants and just minutes to the Gulf beaches.

1 Beds ⋅ 2 Baths ⋅ TB8509353 MLS ⋅ Ranger BLDG.

Virtually Staged. Welcome to resort style living in the community of Harbourside! From the moment of parking your car in the assigned end space just a few steps away from your ground floor entryway (no elevator aggravation), you’ll enter this well maintained and updated unit with an immediate view through the living room wall of window sliders and view of the lovely community green space and water. The kitchen with west facing hurricane impact window, shelved pantry, wood cabinetry and stone countertops is immediately available upon entry for ease of arranging your groceries. A storage room with HVAC (installed 6/26), water heater (2024) and laundry across the hall allows you to multi task if you wish. The guest bath, living room and bedroom walls have been updated with lovely shiplap. The dining room/living room combination with a wall of mirrors provides a comfortable space with engineered hardwood throughout and an end wall of hurricane impact sliders leading to the porch. A Murphy bed cabinet (no mattress included) can be utilized for those occasional guest visits or used as storage. The master bedroom is ample and can accommodate a king size bed with nightstands; the east facing wall has a hurricane slider looking out to the lanai and lovely landscaping, walking trail but can the window treatment provides heavy coverage for days of sleeping in. The master bath was uniquely updated with a walk in shower and the walk in closet styled with extra shelves for additional storage. The community has a marina for your vessel (slips are owned/leased by residents) and clubhouse providing something for everyone, from a library, 2 fitness centers, craft room, woodworking shop, gathering area, pool, spa, and tennis and pickleball courts, EV charging stations, car wash/vacuum & air. Enjoy the fresh air as you take a stroll or run around the community along the waterfront 1.5 mile trail. Safe and secure with 24/7 security manned gate. Conveniently located to nearby shopping and restaurants and just minutes to the Gulf beaches.

7897 Sailboat Key Boulevard Unit 107, South Pasadena

Listing courtesy of FOREVER FLORIDA REAL ESTATE. 727-440-6444

$369,000

Priced to Sell!! Welcome to your dream condo in North Naples, nestled within the gated resort style community of Habourside at Wiggins Bay. If you love the beach and love tennis and enjoy living in the Florida life this is your opportunity. This TURNKEY 2nd floor end unit has 2 bedrooms 2 baths and features tile flooring throughout set on a diagonal, a wide-open floor plan and a screened lanai off the Master bedroom creating a comfortable outdoor living space. The kitchen is equipped with stainless steel appliances and granite countertops; both bedrooms feature walk in closets making this furnished home set in a comfortable Florida style just waiting for the new owners. Now you can Relax at the Harbourside community pool & spa or move up to the optional membership to the Tarpon Cove Yacht & Racquet Club which includes a pool, tiki bar, restaurant, tennis courts, modern fitness center and a boat shuttle to the beach. MEMBERSHIP TRANSFER available with this unit. There is not a better community to enjoy the Florida Life. Condo fee’s cover water, sewer, cable, WiFi, insurance, exterior maintenance, reserves, lawn care and more.

2 Beds ⋅ 2 Baths ⋅ 226018547 MLS

Priced to Sell!! Welcome to your dream condo in North Naples, nestled within the gated resort style community of Habourside at Wiggins Bay. If you love the beach and love tennis and enjoy living in the Florida life this is your opportunity. This TURNKEY 2nd floor end unit has 2 bedrooms 2 baths and features tile flooring throughout set on a diagonal, a wide-open floor plan and a screened lanai off the Master bedroom creating a comfortable outdoor living space. The kitchen is equipped with stainless steel appliances and granite countertops; both bedrooms feature walk in closets making this furnished home set in a comfortable Florida style just waiting for the new owners. Now you can Relax at the Harbourside community pool & spa or move up to the optional membership to the Tarpon Cove Yacht & Racquet Club which includes a pool, tiki bar, restaurant, tennis courts, modern fitness center and a boat shuttle to the beach. MEMBERSHIP TRANSFER available with this unit. There is not a better community to enjoy the Florida Life. Condo fee’s cover water, sewer, cable, WiFi, insurance, exterior maintenance, reserves, lawn care and more.

511 Clubside Drive Unit 1-511, Naples

Listing Courtesy of Premiere Plus Realty Company

$389,000

Prime North Naples location west of U.S. 41 in the gated community of Wiggins Bay. This beautifully maintained second-floor 2BR/2BA residence is offered turnkey and styled in a relaxing coastal theme, ready for immediate enjoyment. Tile flooring runs throughout, and the split-bedroom floor plan provides privacy for owners and guests. Both bedrooms feature walk-in closets, and two screened lanais create inviting outdoor living spaces that capture coastal breezes. The kitchen features granite countertops, stainless steel appliances with a new dishwasher (2026), a breakfast bar, and a spacious pantry. Freshly painted throughout, including the ceilings, the home also features a new washer and dryer and a brand-new 2026 HVAC system, enhancing efficiency and long-term peace of mind. Harbourside residents enjoy a community pool and spa. Optional Tarpon Cove Yacht & Racquet Club membership features tennis, fitness, dining, bocce, a resort-style pool, and a private beach shuttle. Boat slips may be available for lease or purchase. Just minutes from world-class beaches, the marina, shopping, and dining, this residence presents an exceptional opportunity as a seasonal escape, full-time home, or investment property.

2 Beds ⋅ 2 Baths ⋅ 226006799 MLS

Prime North Naples location west of U.S. 41 in the gated community of Wiggins Bay. This beautifully maintained second-floor 2BR/2BA residence is offered turnkey and styled in a relaxing coastal theme, ready for immediate enjoyment. Tile flooring runs throughout, and the split-bedroom floor plan provides privacy for owners and guests. Both bedrooms feature walk-in closets, and two screened lanais create inviting outdoor living spaces that capture coastal breezes. The kitchen features granite countertops, stainless steel appliances with a new dishwasher (2026), a breakfast bar, and a spacious pantry. Freshly painted throughout, including the ceilings, the home also features a new washer and dryer and a brand-new 2026 HVAC system, enhancing efficiency and long-term peace of mind. Harbourside residents enjoy a community pool and spa. Optional Tarpon Cove Yacht & Racquet Club membership features tennis, fitness, dining, bocce, a resort-style pool, and a private beach shuttle. Boat slips may be available for lease or purchase. Just minutes from world-class beaches, the marina, shopping, and dining, this residence presents an exceptional opportunity as a seasonal escape, full-time home, or investment property.

523 Club Side Drive Unit 2-523, Naples

Listing Courtesy of Premiere Plus Realty Company