Riverside Homes with Courtyard Exterior Features

Riverside Homes with Courtyard Exterior Features

Welcome to Riverside, a charming subdivision nestled in the heart of Fort Myers, Florida. This picturesque community offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and anyone looking to enjoy the sunny Florida lifestyle. Riverside is renowned for its lush landscapes and serene waterways, providing residents with a peaceful retreat from the hustle and bustle of daily life.

One of the standout features of the homes in Riverside is their stunning courtyard exteriors. These thoughtfully designed residences boast beautiful outdoor spaces that invite relaxation and social gatherings. Imagine stepping through your front door to a private courtyard, where you can enjoy morning coffee surrounded by vibrant flowers and the soothing sounds of nature. The courtyard design not only enhances the aesthetic appeal of each home but also promotes a sense of community, as neighbors can easily connect and enjoy the outdoors together.

Riverside is conveniently located near top-rated schools, shopping centers, and recreational facilities, ensuring that everything you need is just a short drive away. The nearby Caloosahatchee River offers opportunities for boating, fishing, and exploring the beautiful Florida coastline. With its inviting atmosphere and exceptional amenities, Riverside is more than just a place to live; it’s a lifestyle choice.

Whether you’re looking for a cozy family home or a serene retirement retreat, Riverside in Fort Myers is waiting to welcome you. Experience the charm of courtyard living and discover why this community is the perfect place to call home.

Newest Riverside Homes with Courtyard Exterior Features

$885,000
4 Beds ⋅ 2.5 Baths ⋅ 2026029609 MLS ⋅ ACTIVE Status
MCGREGOR BLVD HOMES - Welcome to this expertly crafted 4-bedroom, 2.5-bath residence, thoughtfully designed to combine architectural distinction with everyday comfort. A dramatic formal living room with soaring 20-foot ceilings is complemented by a fabulous loft/den that overlooks the space, creating an open and inviting atmosphere. A family room that also overlooks the pool area creates a perfect play space for large family gatherings while the master suite is tucked away from the other bedrooms and is truly your own private retreat. Designed by renowned architect Bruce Gora as his personal family home, this remarkable property is being offered to the public for the first time. The modern architectural design is rich in charm and character, highlighted by a stunning courtyard-style pool setting and two outdoor balconies with peaceful river views. Designer details include wood flooring, a striking metal spiral staircase leading to an upper outdoor patio, and floor-to-ceiling windows that fills the home with natural light. The fully enclosed pool and patio area provides exceptional privacy and features multiple seating areas along with a dedicated space for outdoor grilling—ideal for both relaxation and entertaining, and there is generous storage throughout the property. The home has been carefully maintained, preserving its original character while offering important updates, including an upgraded electrical panel, three air-conditioning units all less than three years old, solar power to help reduce energy costs, and a new roof installed in 2025. Ideally located on Caloosa Drive just off the tree lined streets of McGregor Boulevard, this home sits in one of Fort Myers’ most desirable neighborhoods, only minutes from the dining, shopping, and cultural attractions of Downtown Fort Myers.

1215 Caloosa DR, Fort Myers
$2,080,000
5 Beds ⋅ 5 Baths ⋅ 226007020 MLS ⋅ ACTIVE Status
MUST SEE! No HOA! Located just off historic McGregor Boulevard, this elevated, all-concrete riverfront estate offers a rare combination of scale, security, and privacy along the Caloosahatchee River. Set on a private, oversized parcel and framed by new fencing and mature landscaping, the property feels intentionally secluded, yet remains only minutes from downtown Fort Myers and the vibrant River District seamlessly combining preserved architectural character with modern conveniences and upgrades. The primary suite is a serene retreat, thoughtfully positioned to take full advantage of both garden and water views. Generous in scale, it offers space for a sitting area and features a luxurious ensuite bath with dual vanities, a soaking tub, a walk-in shower, and ample closet storage—creating a refined, spa-inspired sanctuary. The 4 secondary bedrooms are comfortably sized and well-appointed, providing flexibility for family, guests, executive office space, or private quarters. There placement within the home allows for both privacy and functionality, making the layout ideal for multigenerational living,hosting extended stays, and/or as an investment property. A standout feature is the presence of TWO FULLY EQUIPPED KITCHENS, offering remarkable versatility—perfect for entertaining on a grand scale, accommodating long-term guests, or creating a separate living suite within the home. Having two kitchens also offers the ability to RENT the bottom of the home out and live on the main level! The main living areas are spacious and warm with contemporary finishes and updated systems throughout. Outdoors, the pool, fountains, river views, tropical breezes, and stunning sunset backdrops define the experience, with boating access. Located in one of Fort Myers’ most desirable riverfront areas, this property offers a rare combination of lifestyle, privacy, and thoughtful upgrades. One of the few homes in the area where potential storm-related impact has already been proactively addressed through substantial private mitigation and ongoing city drainage improvements. Designed to provide both comfort and peace of mind, while preserving the full appeal of riverfront living. Additionally, the city of Fort Myers, is in the process of installing a new drainage system to thoughtfully mitigate any flooding concerns during inclement weather. An exceptional opportunity to own a protected, thoughtfully updated historic waterfront estate in one of Fort Myers’ most coveted riverfront settings—where character, comfort, and coastal lifestyle converge.

1205 Caloosa DR, Fort Myers
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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.