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3402 W Riverside DR, Fort Myers
$4,100,000
5 Beds ⋅ 6.5 Baths ⋅ 2025024914 MLS
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, thoughtfully enhanced landscaping, the property feels intentionally secluded, yet remains only minutes from downtown Fort Myers and the vibrant River District. Spanning nearly 8,700 square feet of living space, the home has been extensively upgraded and thoughtfully maintained. Highlights include a newer roof, upgraded mechanical systems and appliances, new flooring, impact-rated windows and doors throughout, soaring ceilings, and expansive living areas that feel both impressive and highly livable. Abundant natural light fills the interior, enhanced by skylights that reinforce the home’s open, forward-thinking design. Outdoor living is exceptional, with multiple balconies and lanai spaces perfectly positioned to capture breathtaking river views and unforgettable sunsets. A standout feature is the rare covered boathouse basin, an ideal solution for protected boat storage. Storage throughout the home is equally impressive, featuring extensive custom closet systems and a substantial four-car garage designed for both daily use and serious vehicle storage, ideal for car enthusiasts. The waterfront setting truly defines the estate. The pool and lanai are oriented directly toward the river, delivering unobstructed water views with no visual distractions. Approximately 150 feet of river frontage, a brand-new seawall, and a new dock create a fully turnkey waterfront experience. Elevated, substantial, and ahead of its time, this fortress-like riverfront estate is positioned within one of the area’s most established waterfront corridors, just moments from historic downtown Fort Myers, the Edison & Ford Winter Estates, exceptional dining, nearby schools, and everyday conveniences. This is a lifestyle and location that continues to stand the test of time.

3402 W Riverside DR, Fort Myers

1299 Plumosa DR, Fort Myers
$1,270,000
4 Beds ⋅ 4 Baths ⋅ 2025021554 MLS
Nestled on a sprawling corner lot in Old Fort Myers, this timeless home exudes old-world elegance with grand rooms, ornate ceilings and impeccable craftsmanship. Tropical gardens complete with koi ponds, pergola and wide porches are perfect for entertaining or enjoying lazy afternoons. A sleek chef's kitchen boasts a center island, domed ceiling, Sub-Zero fridge and freezer, plus Bosch induction cooktop, oven, microwave and dishwasher. A prep sink, a warming drawer and tons of cabinetry complete this awesome kitchen. The master bedroom features his and hers oversized closets, dressing room and an adjoining office/4th bedroom. An abundance of storage and built in cabinetry is found throughout the house including a large library and lighted glass display shelving. An oversized laundry room with even more storage is found adjacent to the three car garage. Additional amenities include a 40-kilowatt generator and impact windows throughout. Easy living and low maintenance make this graceful property one of a kind. This timeless Old Fort Myers gem is ready for a new owner to make it their own. Can't be duplicated at this price! See it today!

1299 Plumosa DR, Fort Myers

1230 Caloosa DR, Fort Myers
$1,050,000
4 Beds ⋅ 4 Baths ⋅ 225037023 MLS
NO INSURANCE CLAIMS-NEW ROOF- 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.

1230 Caloosa DR, Fort Myers

1321 Hanton AVE, Fort Myers
$1,025,000
4 Beds ⋅ 2.5 Baths ⋅ 2025010112 MLS
This exquisite residence is a rare jewel along the coveted historic McGregor corridor—an architectural statement of elegance, sophistication, and timeless Florida living. Built in 2009 as a custom retreat, every detail has been thoughtfully curated to balance refined interiors with a lush outdoor sanctuary. Step into a private paradise where secret gardens and meandering pathways are framed in handcrafted Beldon brick pavers, seamlessly guiding you toward the resort-style pool and spa. Here, the art of outdoor living comes alive: a fully equipped summer kitchen, an expansive covered lounge, and a warm, wood-burning fireplace create the ultimate setting for entertaining under starlit skies. Enclosed within a beautifully landscaped, fenced yard, the verdant greenscape offers both serenity and seclusion. Inside, grandeur unfolds beneath soaring two-story ceilings, where an open living room centers around a dramatic fireplace and gleaming African hardwood "Wenge" floors. The chef’s kitchen is an entertainer’s dream—anchored by an oversized island, custom cabinetry, and sleek Gaggenau steel appliances—designed for gatherings that flow effortlessly between elegance and ease. Distinctive spaces add to the home’s allure: a richly appointed office, plus an additional flexible space ideal as a second office, music studio, or creative retreat, each with custom built-ins. Upstairs, a second-story living area extends the home’s versatility and charm. The primary suite is a sanctuary unto itself, with walls of glass inviting tranquil views of the pool and gardens. A dual-sided fireplace brings warmth and intimacy to both bedroom and spa-inspired bath, where bespoke Wenge cabinetry, Italian sinks, and a luxurious walk-in shower set the stage for indulgence. Every element of the home speaks to craftsmanship and comfort: PGT hurricane impact glass throughout for peace of mind, tongue-and-groove cypress ceilings adding architectural character, and a structured audio system to enrich everyday living. Rarely does a residence so perfectly blend refined design with a tropical oasis lifestyle. This is more than a home—it is an experience, an escape, and an extraordinary offering along one of Southwest Florida’s most storied avenues.

1321 Hanton AVE, Fort Myers

1357 Osceola DR, Fort Myers
$915,000
5 Beds ⋅ 3.5 Baths ⋅ 2026022632 MLS
Welcome to this fabulous estate home located in one of the area’s most sought-after neighborhoods, just moments from the historic Edison & Ford Winter Estates. Located one block from the beautiful Caloosahatchee River. Situated outside of a designated flood zone, this property offers the added peace of mind and convenience of no required flood insurance. NO FLOOD ZONE! This expansive residence offers over 3,900 square feet of living space with five bedrooms and three-and-a-half bathrooms, designed perfectly for a large family or anyone who loves to entertain. As you enter through the elegant French glass front doors from the charming front porch, you are welcomed by a spacious and inviting layout. To the right, you’ll find a beautiful formal living room or den, while the left side features an elegant dining room perfect for gatherings and holiday dinners. The heart of the home is the stunning open-concept kitchen, showcasing glass-front cabinetry, beautiful appliances, and generous space for entertaining, all flowing seamlessly into the oversized family room. The split floor plan offers privacy and functionality. On the right side of the home, you’ll find three spacious bedrooms and two full bathrooms. On the opposite wing, the luxurious primary suite features a cozy double-sided fireplace connecting the bedroom and spa-inspired bathroom, complete with a soaking tub and separate shower. The primary suite also offers direct access to the pool area. An additional bedroom and bathroom are also located on this side of the home. Step outside to your enormous outdoor living space, featuring a sparkling pool surrounded by beautiful travertine tile, creating the perfect Florida retreat for relaxing or entertaining guests. The property also includes a detached garage with endless possibilities—ideal for a mother-in-law suite conversion, private guest retreat, antique car storage, or whatever your vision may be. An additional flex space currently serves as an impressive home gym but could easily be transformed into a studio, office, or recreational area. Additional highlights include gorgeous oak and tile flooring throughout, breathtaking mature oak trees in the front yard, and an unbeatable location just minutes from Downtown Fort Myers dining, shopping, and entertainment. Located just minutes from Downtown Fort Myers, you’ll enjoy quick access to waterfront dining, live music, shopping, breweries, art walks, and community events. Spend weekends exploring the River District, catching sunsets along the water, visiting nearby marinas, or taking a short drive to Southwest Florida’s beautiful beaches, golf courses, and nature preserves. Rarely does a home combine this much space, versatility, charm, and location in one extraordinary package. This is more than just a home—it’s a lifestyle opportunity to experience the very best of Southwest Florida living.

1357 Osceola DR, Fort Myers

3235 Avocado DR, Fort Myers
$875,000
5 Beds ⋅ 3.5 Baths ⋅ 2026035450 MLS
Imagine owning a true piece of Fort Myers history. Built in 1922 during the same storied era as the iconic Edison estate, this remarkable McGregor Boulevard residence is believed to be the third grand home built along one of Fort Myers’ most recognized corridors. Set on nearly a full acre of beautifully established grounds, this one-of-a-kind property offers a rare combination of historic character, generous space, and modern updates. The main residence showcases the warmth and craftsmanship of another era, including original heart pine floors and a gracious layout designed for both everyday living and entertaining. With five spacious bedrooms, two full bathrooms, and a guest half bath, the home provides plenty of room for family, guests, a home office, or flexible living spaces. A new roof installed in 2023 adds an important update while preserving the integrity and charm of this historic residence. Adding even more versatility is a separate efficiency unit with a full bathroom, ideal for overnight guests, extended family, a private workspace, or potential rental income. Outside, the expansive property offers room to enjoy the Florida lifestyle while maintaining a sense of privacy rarely found this close to the heart of Fort Myers. The grounds have also remained high and dry, adding another valuable feature to this exceptional property. More than a home, this is an opportunity to own and preserve a piece of Fort Myers heritage. With its distinctive history, original architectural character, spacious homesite, and flexible living options, this McGregor Boulevard estate is ready for its next chapter.

3235 Avocado DR, Fort Myers

12541 Marina Club DR, Fort Myers
$850,000
3 Beds ⋅ 2.5 Baths ⋅ 2026010182 MLS
Live where a beautiful lake is your backyard! This updated 3 bed/3 bath home sits on wide open water with long, clear views. Nestled within the wonderful CYRC gated community, it’s a quick walk from your front door to the community’s private MARINA, Olympic style swimming pool, TENNIS & PICKLEBALL courts, AND the fabulous Blue Coyote SUPPER CLUB. This is the perfect house for anyone that enjoys an active outdoor lifestyle, entertaining, or simply relaxing on the lanai. You can fish in the lake from your seawall or take off for the Gulf from one of the most hassle-free marinas on the Caloosahatchee. Also within the community is a beautifully maintained park with a ¼ mile walking/jogging loop, garden plots, lakeside dock, and a small playground. Inside the home, the layout provides private spaces for you and for guests, a den/office, as well as open concept living & dining areas with tons of storage. The kitchen is perfectly laid out for serious cooking and includes a Sub-Zero fridge. This stress-free property’s charms extend outside through French doors to a large lanai with newly renovated saltwater pool, spa and natural stone decking. Exterior improvements in 2025 include a new retaining wall, upgraded seawall, and exterior paint. Key preventative upgrades that give peace of mind and long-term value. This low HOA, move-in ready home is offered fully furnished and checks all the boxes!

12541 Marina Club DR, Fort Myers

1215 Caloosa DR, Fort Myers
$835,000
4 Beds ⋅ 2.5 Baths ⋅ 2026029609 MLS
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

120 Riverview RD, Fort Myers
$700,000
3 Beds ⋅ 2 Baths ⋅ 223095515 MLS
Recently Renovated in 2023 with a New Master Bathroom, New Tile Floors, and Interior Paint, this beautiful property sits along the Caloosahatchee River with over 114 Feet of Waterfront Views. In March 2025, new landscaping, new lighting, and brand new LG Appliances were added. This home is designer Furnished with 3 bedrooms, 2 bathrooms, and a spacious kitchen. This home comes complete with a designated dining room and two living areas, which offer multiple entertaining options. An expansive enclosed screened lanai is where you can sit back and enjoy the nature, serenity, and sunsets. Curated landscaping with Privacy Hedges, Palm Trees, Banana Trees, and Dragonfruit Trees. A Massive Banyan Tree welcomes you at the front of the property. A very quiet road leads to this gorgeous waterfront home with breathtaking backyard Sunsets to the West. There are also pool plans paid for, featuring a 35' x 18' pool with gazebo option that is ready to submit for permitting. Call and Text Agents to see this property.

120 Riverview RD, Fort Myers

3325 AVOCADO DR, Fort Myers
$545,000
3 Beds ⋅ 2 Baths ⋅ 2026003539 MLS
Located in the Riverside neighborhood near the historic Edison/Ford Estates off McGregor Blvd, this established mid century modern 3 bedroom 2 bathroom home is the perfect choice for peaceful "Old Florida" living. Pride in ownership is readily visible in the upkeep and care of this home. The kitchen is central to the living space as the main living area, dining area and sunroom flow seamlessly together.  The kitchen features granite counter tops, new stainless steel refrigerator and dishwasher. Floor to ceiling windows in the sunroom and glass French doors provide a pathway to a gorgeous backyard living space featuring Florida trees including Simpson Stoppers, Dahune Holly, and Bottlebrush trees.  The view is framed by a wooden pergola featuring beautiful Rangoon Creeper and a Wisteria-like vine when blooming in spring, summer and fall.  The original parquet floors in the bedrooms and living room along with the black walnut kitchen wood flooring sustain the midcentury modern styling of the home. With the split floorplan, the primary bedroom has an adjoining full bath with walk in shower. Plantation shutters in the bedroom offer privacy and southern charm.  The 2nd and 3rd bedrooms share an additional full bath with a bathtub and shower combination. All the windows and doors are impact glass. You can rest assured that the home did not experience any flooding from recent past storms. The whole house was re-plumbed in 2023 for peace of mind. This ground level home has no steps, so access is easy and cleaning and maintenance is a breeze. Nearby you will find local treasures such as the Edison and Ford Estates with it's garden center, the Fort Myers Country Club and golf course. Several Lee County schools are nearby as as well. The historic River District in downtown Fort Myers is only 3 miles away.  If you are looking for a move in ready home please schedule a tour of 3325 Avocado Drive as this home will not last long!

3325 AVOCADO DR, Fort Myers

3427 Avocado DR, Fort Myers
$365,000
2026016167 MLS
Rare opportunity to build in one of Fort Myers' most desirable in-town locations. Situated on Avocado Dr in the highly sought-after McGregor corridor, this 13,068 sq ft (0.30-acre) lot — 80' x 164' per survey — offers an ideal homesite in an established neighborhood where custom and renovated homes routinely command well over $1 million. A full set of architectural and engineering plans was developed to permit-ready status for this site, confirming its readiness for new construction. Close to downtown Fort Myers, the river district, dining, and shopping, yet tucked into a quiet residential setting. Lots in the McGregor corridor rarely come available — builders, investors, and future homeowners: bring your vision and create something special in the heart of Fort Myers.

3427 Avocado DR, Fort Myers

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.

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