Riverside Houses For Sale

Timeless Elegance in the Heart of Olde McGregor Nestled between McGregor Boulevard and the Caloosahatchee River, this residence offers over 3,000 square feet of living area in one of Fort Myers’ most coveted neighborhoods. Located on an oversized 0.31-acre lot, this home blends space, comfort, and timeless charm just minutes from the historic downtown district. With 4 bedrooms and 4 full bathrooms—including master suites on both levels—this thoughtfully designed home is ideal for multi-generational living or hosting guests with ease and privacy. The split floor plan offers a seamless flow through open living areas, formal and informal dining spaces, and a well-appointed kitchen with granite countertops and a built-in pantry. Step outside to your own private retreat: a large, screened-in pool area perfect for entertaining, relaxing, or soaking up the Florida sunshine. The expansive yard invites quiet moments or lively gatherings. The neighborhood offers the comfort of a vibrant, sidewalk-lined community with streetlights and a true neighborhood feel. Interior highlights include elegant crown molding, a cozy fireplace, impact-resistant windows, doors, and sliders (with the exception of the Florida room’s glass panels), and a welcoming front porch sitting area. The convenience of an indoor laundry room and thoughtful details throughout add to the home’s appeal. Enjoy morning strolls or golf cart rides to local favorites, with top restaurants, shops, and cultural attractions just minutes away. Golfers will love the proximity to Fort Myers Country Club, while downtown’s vibrant arts and dining scene is within easy reach. McGregor Boulevard isn't just an address—it’s a lifestyle. Don't miss the chance to experience it for yourself. Be sure to tour this one-of-a-kind home before making your buying decision.

Imagine owning a piece of Fort Myers history, a true landmark estate built in 1922 – the very same era that saw the creation of the legendary Edison home! This is not just a house; it's a legacy, the third magnificent residence ever gracing the prestigious McGregor Boulevard. Well-cherished, cared for, and loved, this home offers a unique blend of historical significance and modern peace of mind. Nestled on nearly a full acre of lush grounds that has never flooded, this one-of-a-kind property whispers tales of a bygone era while offering the space and potential for modern living. Step inside the main residence and be captivated by the old-world ambience that permeates every corner. Discover five spacious bedrooms offering tranquil retreats, two full bathrooms, and a convenient half bath for guests. And for added assurance, enjoy the benefits of a new roof installed in 2023, ensuring years of worry-free living. The original heart of pine wood floors add to the property's charm. But the story doesn't end there! This exceptional offering also includes a charming efficiency unit complete with a full bath, perfect for guests, extended family, or even potential rental income. This is more than just a home; it's an unparalleled opportunity to own a tangible piece of history. Picture yourself strolling through the expansive grounds, feeling the echoes of generations past, and creating your own cherished memories within these storied walls. Don't miss your chance to secure this rare and extraordinary Historic Landmark. This isn't just a purchase; it's an investment in a legacy, a chance to live a life steeped in character and charm. Seize this once-in-a-lifetime opportunity to become the proud steward of this exceptional McGregor Boulevard estate!

This is your opportunity to live in Old Fort Myers most desirable neighborhood! Situated on a corner lot and surrounded by beautiful homes, each unique and interesting. Priced to make your own with its original mid century details or rebuild into your custom dream home. The neighborhood streets are lined with sidewalks and gorgeous landscape. With its old Fort Myers address and McGregor to River location, this historic and charming neighborhood is like no other! A short distance via walking, bike ride or car to all of the beauty that Old Fort Myers has to offer including the Fort Myers Country Club, Edison Ford Winter Estates and Downtown River District dining, shopping, shows and festivities. Home is NOT in a flood zone and received no damage or flooding during hurricane Ian.

Indulge in the epitome of opulent living with this exquisite sanctuary nestled in the prestigious enclave of Fort Myers. Commanding a prime location mere step from the renowned McGregor Blvd and enveloped by the tranquil allure of the Caloosahatchee River, this unparalleled residence spans over 3800 square feet of lavish living space. The home has 5 bedrooms, 3.5 bathrooms, and a dedicated office/den. It has custom features such as a fireplace adjoining the master bath and bedroom. It is designed for seamless entertaining, the expansive great room, dining area, and gourmet kitchen effortlessly converge, suffused with an abundance of natural light cascading through the triple patio glass French doors. The culinary aficionado will delight in the state-of-the-art kitchen, equipped with premium cabinetry and a suite of high-end appliances. Enhanced by wide oak and tile flooring, complemented by box-beamed ceilings, this residence epitomizes refined coastal living in a prestigious locale. Step outside to discover an enchanting oasis, where a sprawling pool, and travertine lanai await amidst lush, verdant surroundings, offering an idyllic setting for privacy and relaxation. The immense garage, spanning 2100 square feet, presents a sanctuary for automotive enthusiasts or the opportunity for customization. Ready to experience luxury living at its finest? Don't miss out – schedule your private viewing today and step into the lavish lifestyle you deserve.

Welcome to 1235 Osceola Drive, a beautifully renovated 3-bedroom, 3-bathroom home nestled in the highly sought-after and historic Old McGregor neighborhood of Fort Myers. Just minutes from the Fort Myers Golf Course and vibrant downtown, this home blends timeless charm with modern updates. This home has never flooded and comes with transferable below-market flood insurance policy—a standout feature in this region. Renovated in 2021, the home features a smart and functional layout with two separate living areas, and a centrally located kitchen and dining space, ideal for both everyday living and entertaining. Each of the three bedrooms includes its own en-suite bathroom, providing ultimate privacy and comfort. Relax in the main living room by the gas fireplace, and enjoy year-round peace of mind with impact-resistant windows and doors, a new roof (2022), and a water heater replaced in 2023. The detached bonus room with electricity offers flexible potential as a home office, storage space, or pool house. Outside, a barrier-fenced pool ensures safety for families with small children, and a lovely mango tree adds natural charm to the front yard. For EV drivers, the attached single-car garage includes a pre-installed electric car wall charger, making it fully move-in ready for electric or hybrid vehicles. Don’t miss this rare opportunity to own a renovated, move-in-ready home in one of Fort Myers’ most cherished neighborhoods—schedule your private showing today!

Timeless Elegance With Modern Sophistication Welcome to this breathtaking four-bedroom, four-bathroom residence nestled on coveted Caloosa Drive, where history and modern design harmoniously blend. This architectural gem boasts an expansive front porch perfect for capturing magnificent Florida sunsets while enjoying gentle river breezes. Privacy abounds throughout the property with its rich, native landscaping and palm tree-lined setting. The thoughtfully designed interior showcases sophisticated details that honor the area's historic aesthetic while embracing contemporary comforts. The primary bedroom offers a tranquil sanctuary, complemented by three additional bedrooms and bathrooms that provides ample space for family and guests. Every corner of this home reflects meticulous attention to detail and craftsmanship. This exceptional fully remodeled property represents a rare opportunity to embrace the Fort Myers lifestyle at its finest. The seamless integration of indoor and outdoor living spaces creates an environment where memories will be made for years to come. Experience the magic of living in one of Fort Myers Most desirable neighborhoods—where native beauty, architectural distinction, and modern comfort come together in perfect harmony.

MCGREGOR 2016 BUILT POOL HOME IN HISTORIC LOCATION! This house is a Carlton Naumann custom built home on the Riverside of Mcgregor with four spacious bedrooms, four bathrooms, a game room/den, nice screened-in lanai that looks on to a beautiful landscaped backyard and swimming pool. The pool bath has a custom steam room! Tankless water heater and water softener system! The propane tank is buried in the front lawn that runs to the pool, fireplace with custom mantle, and kitchen stove! A well was also installed for the irrigation system! Professional landscaping by Sal Montalvo Landscape! New brick pavers and expanded driveway!

A Masterpiece of Global Design Where European Sophistication Meets Eastern Tranquility Tucked away along the prestigious Riverside McGregor corridor, moments from the iconic Edison & Ford Estates and the charm of Historic Downtown Fort Myers, lies an estate that redefines luxury: 1205 Caloosa Dr. This private riverfront residence is more than just a home, it’s a refined sanctuary, inspired by timeless European artistry and the serene grace of Asian design philosophy. Every detail has been carefully curated to create an environment of elegance, wellness, and enduring quality. 5 Bedrooms | 5 Full Baths | 3 Lavish Master Suites Crafted for both privacy and togetherness, the home features three spacious master suites, each a luxurious retreat with spa-style baths and premium finishes. The primary suite includes a deep soaking tub, walk-in shower with body sprays, and a heated bidet — combining modern indulgence with Eastern inspiration. Two Designer Kitchens for Culinary Excellence Two full kitchens — one on each floor — provide the perfect setting for both everyday living and lavish entertaining. Outfitted with double ovens, high-end appliances, and custom cabinetry, the main kitchen opens to the lanai, creating a seamless indoor-outdoor flow ideal for gathering and celebration. Outdoor Living at Its Finest The solar/electric-heated saltwater pool and travertine-and-marble-clad terrace overlook the Caloosahatchee River, framed by mature bamboo and tropical gardens. Soft music flows through integrated speakers, and ceiling fans cool the lanai, setting the stage for unforgettable evenings under the stars. Architectural Artistry Throughout Custom metalwork by renowned artist James DiGeorgio Impact-resistant windows, new roof, and concrete block construction 4-zone A/C, tankless water heater, and whole-home surround sound Custom flood barrier system for peace of mind and elevated protection Gated entry with a paver circular drive and centerpiece fountain that exudes elegance A Spiraling Statement of Beauty The lanai’s spiral staircase invites you to move between spaces with the grace of Eastern garden design — a touch of form and function that ties the home's beauty together from every angle. A Storybook Setting. A Global Vision. A Rare Offering. 1205 Caloosa Dr. is a place where history, culture, and craftsmanship converge. Whether you're hosting candlelit dinners on the terrace or seeking a peaceful escape by the river, this estate offers an unmatched lifestyle of refined luxury and meaningful design. Please call today to schedule your very own personalized showing of this amazing estate home.

Stunning remodel. Designer details. Ultimate location. Enter a residence where timeless charm meets high-design living—this completely reimagined three-bedroom, three-bath beauty in Fort Myers desirable McGregor Corridor is nothing short of extraordinary. Following a complete renovation, this home is a masterclass in craftsmanship, luxury and thoughtful reconfiguration. Every inch has been meticulously upgraded—walls moved, ceilings raised and features elevated—to create a living experience that is relaxed and refined. Inside, you'll be captivated by vaulted ceilings in the great room and primary suite, featuring hand-harvested cypress beams from the local Cypress Slough and crisp white tongue-and-groove wood paneling. Natural textures meet elegant design with beadboard and chair rail wainscoting throughout, a wood-burning fireplace and custom finishes. The gourmet kitchen is a showstopper, quartz countertops with full-height backsplash, a custom banquet, ZLine refrigerator with filtered water and even a left-in reverse osmosis system. The adjacent laundry room—newly added inside for convenience—makes everyday living effortless. The luxury continues outdoors with a new pool by Coastal Custom Pools, complete with marble pavers, a sun shelf with bubblers, a water feature wall and a freestanding hot tub for evening relaxation. Entertain with ease or unwind in style within your fenced-in backyard and dedicated dog run. A replaced front porch with pavers sets the tone before you even step through the door. No detail was overlooked, solid core interior doors, new impact windows, new roof, gutters, trim, tile flooring, upgraded door hardware and whole-home ADT security. There’s even a 50-amp RV plug, generator hookup, irrigation system and whole-house water softener for seamless living. The primary suite is an elegant sanctuary with navy shaker cabinets, quartz counters, Kohler Purist fixtures, custom closets, natural wood shelving and a walk-in shower with dual sinks. Each guest suite is a design lover’s dream featuring custom wallpaper, board and batten accents, built-ins and spa-inspired baths. In one of Fort Myers charming, family-friendly communities, you're a short distance from Triangle Park, the Caloosahatchee River, and all the culture, cuisine and entertainment of downtown. This is not just a remodel, it’s a home of heart and soul, curated for the way you want to live.

In the prestigious historic district of Fort Myers, adjacent to the iconic palm tree lined McGregor Boulevard, this exquisitely constructed custom built luxury residence is a testament to modern elegance and refined living. Situated on a large spacious lot, with well over 3,000 square ft under air, the property features 3 bedrooms, a versatile den/flex room, 3 baths, and a massive garage with room for up to 6 vehicles. At the heart of this home lies an expansive great room, drenched in natural light, which unfolds seamlessly into a state-of-the-art chef's kitchen. Here, dual full-sized ovens and a beautiful wet bar invite culinary adventures and effortless entertaining. Feel secure that this home features hurricane rated PGT impact glass throughout, a whole home backup generator, and a full security and camera system. The pool with custom upgrades and a massive pool deck, along with a lavishly equipped outdoor kitchen, further offer an idyllic setting for hosting and relaxation. Set against the backdrop of Triangle Park, a community-owned green space guaranteed to remain undeveloped, this property enjoys a feeling of openness and freedom rare for being so close to the liveliness of downtown. Embrace a lifestyle where luxury meets heritage, in this distinguished home that stands as a beacon of sophistication in Fort Myers.