The community of Riverside is situated in Fort Myers. Superbly located for access to all of the Fort Myers region amenities and conveniences has to offer.

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13 listings match your search criteria.
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1229 Plumosa Dr   Fort Myers
  • 6Bedrooms
  • 6Bathrooms
  • 6041Sq Ft
  • 2008Year Built
$3,300,000

Welcome to an extraordinary custom-built Mediterranean estate in the heart of Fort Myers, just one block from the Caloosahatchee River and ideally situated off the iconic McGregor Boulevard. This private tropical oasis offers over 6,000 square feet of air-conditioned living space—including a separate ground-level guest suite—and more than 12,600 total square feet of exceptional indoor…

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3235 Avocado Dr   Fort Myers
  • 5Bedrooms
  • 2Bathrooms
  • 3572Sq Ft
  • 1922Year Built
$975,000

Imagine owning a true piece of Fort Myers history — a landmark estate built in 1922, from the same storied era that gave us the legendary Edison home. This isn’t just a house; it’s a legacy — the third grand residence ever built along the prestigious McGregor Boulevard. Lovingly maintained and deeply cherished, it offers…

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3209 Riverside Dr   Fort Myers
  • 3Bedrooms
  • 2Bathrooms
  • 3087Sq Ft
  • 1954Year Built
$895,000

OLD FORT MYERS — Nestled along prestigious West Riverside Drive, this exceptional Florida-style sprawling residence beautifully blends timeless architectural charm with refined modern updates. Set on an expansive nearly half-acre corner lot, the property is enveloped by lush, mature tropical landscaping that creates a serene, private estate-like setting. Offering over 3,000 square feet of living…

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1219 Osceola Dr   Fort Myers
  • 3Bedrooms
  • 3Bathrooms
  • 2222Sq Ft
  • 1952Year Built
$895,000

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…

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1321 Hanton Ave   Fort Myers
  • 4Bedrooms
  • 2Bathrooms
  • 4481Sq Ft
  • 2009Year Built
$1,399,000

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…

Active
1205 Caloosa Dr   Fort Myers
  • 5Bedrooms
  • 5Bathrooms
  • 5680Sq Ft
  • 1936Year Built
$2,595,000

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…

Active
1248 Osceola Dr   Fort Myers
  • 6Bedrooms
  • 3Bathrooms
  • 3582Sq Ft
  • 1925Year Built
$1,350,000

Step into a piece of history with this captivating 1925 Spanish Colonial home, thoughtfully updated for modern living while preserving its timeless charm. OWNER FINANCING available with a substantial down payment, providing an excellent opportunity to make this dream home yours. Situated in the heart of the historic McGregor District in Old Fort Myers, this…

Active
3325 Avocado Dr   Fort Myers
  • 3Bedrooms
  • 2Bathrooms
  • 1716Sq Ft
  • 1970Year Built
$579,000

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…

Active
3402 Riverside Dr   Fort Myers
  • 5Bedrooms
  • 5Bathrooms
  • 8173Sq Ft
  • 1989Year Built
$4,750,000

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…

Active
1215 Caloosa Dr   Fort Myers
  • 4Bedrooms
  • 2Bathrooms
  • 3259Sq Ft
  • 1978Year Built
$995,000

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…

Active
1249 Osceola Dr   Fort Myers
  • 3Bedrooms
  • 4Bathrooms
  • 3467Sq Ft
  • 1924Year Built
$831,000

New price, Location, Location, Location, Historic charm, built in 1924, A unique preserved historic home that is part of Fort Myers Florida history, ready for a new caretaker, owner is downsizing and ready to move, well maintained as close to original build as possible with upgraded plumbing and electrical. Never any flooding from any of…

Active
1299 Plumosa Dr   Fort Myers
  • 4Bedrooms
  • 4Bathrooms
  • 5492Sq Ft
  • 1986Year Built
$1,495,000

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…

Active
1337 Caloosa Dr   Fort Myers
  • 4Bedrooms
  • 4Bathrooms
  • 2936Sq Ft
  • 2025Year Built
$1,950,000

This exceptional new-construction opportunity brings together elegant coastal design, modern functionality, and the best of Florida living, ideal for buyers seeking a refined residence in a highly desirable Fort Myers location. Locally known and highly prestigious builder with a proven track record in this neighborhood, including completed homes that inspire confidence along with notable projects…

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