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Two houses for the price of one. Old homes are unique, full of charm and history. This historic home checks all the boxes, and one the best locations as well as close to downtown, schools, hospitals, kept mostly original to its original build, with updated electrical and plumbing, roof is only 3 years old. Never any flooding from any hurricanes in 22 years of ownership. In a neighborhood known for its close-knit neighbors, kid friendly sidewalks, pet friendly sidewalks, almost Norman Rockwell like neighborhood. With a multi-family designation, the super cute guest house has many possibilities or a rental? 3-bedroom main house, and a 1-bedroom guest house. Two car garage with plenty of room to store a boat or RV. Remember this is a 100-year-old home, antique homes are known for lack of closet space, kitchen is outdated as well, all bedrooms are upstairs. Tremendous possibilities or keep as is. Most historic homes have been altered and changed many times over the years, this home has been kept and maintained as original as possible. Hence the new owner with have an original canvas to work with. Keep as is, or? If you like historic old homes, this is the one. Home is featured in Pam Miners book 'River & Road' Fort Myers Architecture from Craftsman to Modern. Chapter One. This is a unique home for that unique buyer. Location, location.

3 Beds ⋅ 4 Baths ⋅ 2026046609 MLS

Two houses for the price of one. Old homes are unique, full of charm and history. This historic home checks all the boxes, and one the best locations as well as close to downtown, schools, hospitals, kept mostly original to its original build, with updated electrical and plumbing, roof is only 3 years old. Never any flooding from any hurricanes in 22 years of ownership. In a neighborhood known for its close-knit neighbors, kid friendly sidewalks, pet friendly sidewalks, almost Norman Rockwell like neighborhood. With a multi-family designation, the super cute guest house has many possibilities or a rental? 3-bedroom main house, and a 1-bedroom guest house. Two car garage with plenty of room to store a boat or RV. Remember this is a 100-year-old home, antique homes are known for lack of closet space, kitchen is outdated as well, all bedrooms are upstairs. Tremendous possibilities or keep as is. Most historic homes have been altered and changed many times over the years, this home has been kept and maintained as original as possible. Hence the new owner with have an original canvas to work with. Keep as is, or? If you like historic old homes, this is the one. Home is featured in Pam Miners book 'River & Road' Fort Myers Architecture from Craftsman to Modern. Chapter One. This is a unique home for that unique buyer. Location, location.

1249 Osceola Drive, Fort Myers

1900 Clifford Street Unit 603, Fort Myers

$199,000

Location, Location, Location and What a View! Discover the perfect combination of comfort, convenience, and beautiful waterfront living in this charming, fully furnished 2-bedroom, 2-bathroom condominium at Riverside Club in the heart of Downtown Fort Myers. Whether you are looking for a peaceful retirement retreat, a seasonal getaway, or an investment opportunity for seasonal rentals, this condominium has so much to offer! Move-in ready and tastefully furnished, this spacious residence features a generous living room, a separate dining area, and a comfortable, functional kitchen. Neutral colors throughout create a bright and welcoming atmosphere, while tile flooring adds beauty and easy maintenance. And did we mention the view? Imagine relaxing in your own home while enjoying the beautiful scenery that makes this location so special. Residents can enjoy the community swimming pool, perfect for soaking up the Florida sunshine and enjoying the tropical lifestyle. Conveniently located within walking distance of everyday essentials and just minutes from the restaurants, shopping, entertainment, and vibrant atmosphere of Historic Downtown Fort Myers. Beautiful views, a fantastic location, and fully furnished convenience all in one! Don't miss this wonderful opportunity to own your own piece of Southwest Florida paradise.

2 Beds ⋅ 2 Baths ⋅ 2026043008 MLS

Location, Location, Location and What a View! Discover the perfect combination of comfort, convenience, and beautiful waterfront living in this charming, fully furnished 2-bedroom, 2-bathroom condominium at Riverside Club in the heart of Downtown Fort Myers. Whether you are looking for a peaceful retirement retreat, a seasonal getaway, or an investment opportunity for seasonal rentals, this condominium has so much to offer! Move-in ready and tastefully furnished, this spacious residence features a generous living room, a separate dining area, and a comfortable, functional kitchen. Neutral colors throughout create a bright and welcoming atmosphere, while tile flooring adds beauty and easy maintenance. And did we mention the view? Imagine relaxing in your own home while enjoying the beautiful scenery that makes this location so special. Residents can enjoy the community swimming pool, perfect for soaking up the Florida sunshine and enjoying the tropical lifestyle. Conveniently located within walking distance of everyday essentials and just minutes from the restaurants, shopping, entertainment, and vibrant atmosphere of Historic Downtown Fort Myers. Beautiful views, a fantastic location, and fully furnished convenience all in one! Don't miss this wonderful opportunity to own your own piece of Southwest Florida paradise.

1900 Clifford Street Unit 603, Fort Myers

$1,699,000

A distinctive riverview estate along Fort Myers' historic McGregor corridor, 1205 Caloosa Drive combines architectural character, exceptional scale and a private waterfront setting just minutes from the River District. Set on approximately 0.69 acre along the Caloosahatchee River, this 1936 residence offers approximately 5,680 square feet of living space with 5 bedrooms, 5 full baths, a private pool and no HOA. Extensively renovated over the years while retaining the character of its original architecture, the home provides an impressive collection of living and entertaining spaces. Formal living and dining areas are complemented by a home office, game/media space and two kitchens, creating flexibility for entertaining, extended guests or multigenerational living. Hardwood and tile flooring, impact windows and doors, generous room proportions and abundant natural light contribute to a home that feels substantial without sacrificing warmth. The primary suite takes advantage of garden and water views and offers room for a sitting area, an ensuite bath with dual vanities, soaking tub and walk-in shower, and generous closet space. Four additional bedrooms and baths provide considerable flexibility for family, guests and private work-from-home accommodations. Outdoor living is central to the property. Mature landscaping and established palms frame the oversized homesite, while balconies and outdoor entertaining areas take advantage of views toward the Caloosahatchee River. The pool, covered lanai, fountains and surrounding hardscape create a private setting for entertaining or relaxing while enjoying the riverfront environment. Located just off historic McGregor Boulevard, the property offers convenient access to downtown Fort Myers and the River District while maintaining the privacy and presence of an established residential estate. With direct river frontage and boating access, the location provides an opportunity to enjoy the waterfront lifestyle for which Southwest Florida is known. The residence would benefit from some minor repairs, refreshing and personalization, providing the next owner an opportunity to make this significant property their own while building upon its existing architecture, scale and improvements. Property is being sold AS-IS. Buyers are encouraged to conduct their own inspections and independently verify the condition and functionality of all systems, components, appliances, improvements, pool and waterfront features, as well as permitting, flood information and any other matters important to their purchase. Agents: Please review all private remarks and MLS supplements prior to scheduling a showing or submitting an offer.

5 Beds ⋅ 5 Baths ⋅ 226029508 MLS

A distinctive riverview estate along Fort Myers' historic McGregor corridor, 1205 Caloosa Drive combines architectural character, exceptional scale and a private waterfront setting just minutes from the River District. Set on approximately 0.69 acre along the Caloosahatchee River, this 1936 residence offers approximately 5,680 square feet of living space with 5 bedrooms, 5 full baths, a private pool and no HOA. Extensively renovated over the years while retaining the character of its original architecture, the home provides an impressive collection of living and entertaining spaces. Formal living and dining areas are complemented by a home office, game/media space and two kitchens, creating flexibility for entertaining, extended guests or multigenerational living. Hardwood and tile flooring, impact windows and doors, generous room proportions and abundant natural light contribute to a home that feels substantial without sacrificing warmth. The primary suite takes advantage of garden and water views and offers room for a sitting area, an ensuite bath with dual vanities, soaking tub and walk-in shower, and generous closet space. Four additional bedrooms and baths provide considerable flexibility for family, guests and private work-from-home accommodations. Outdoor living is central to the property. Mature landscaping and established palms frame the oversized homesite, while balconies and outdoor entertaining areas take advantage of views toward the Caloosahatchee River. The pool, covered lanai, fountains and surrounding hardscape create a private setting for entertaining or relaxing while enjoying the riverfront environment. Located just off historic McGregor Boulevard, the property offers convenient access to downtown Fort Myers and the River District while maintaining the privacy and presence of an established residential estate. With direct river frontage and boating access, the location provides an opportunity to enjoy the waterfront lifestyle for which Southwest Florida is known. The residence would benefit from some minor repairs, refreshing and personalization, providing the next owner an opportunity to make this significant property their own while building upon its existing architecture, scale and improvements. Property is being sold AS-IS. Buyers are encouraged to conduct their own inspections and independently verify the condition and functionality of all systems, components, appliances, improvements, pool and waterfront features, as well as permitting, flood information and any other matters important to their purchase. Agents: Please review all private remarks and MLS supplements prior to scheduling a showing or submitting an offer.

1205 Caloosa Drive, Fort Myers

$715,000

Welcome to 3209 W Riverside Drive and one of the most desirable neighborhoods in SW Florida. Set on an oversized corner lot of nearly half an acre, this beautifully renovated home offers 3 bedrooms, 2.5 baths, an oversized 2-car garage, and over 3,000 square feet of thoughtfully laid-out living space. Upgrades run throughout and include rich hardwood flooring, tongue-and-groove ceiling details, solid wood soft-close cabinetry, quartz countertops, new stainless steel appliances, a whole home water treatment system, a fully renovated primary bath, IMPACT-rated sliding glass doors, and newer AC units. The expansive layout flows with ease offering a spacious living room, formal dining, a formal living space anchored by a wood-burning fireplace, generous bedrooms, abundant storage, an oversized utility room, multiple screened lanais, and a large outdoor space with plenty of room for a pool (see the renderings in the photos). All of this in one of Southwest Florida's most sought-after neighborhoods. The historic McGregor corridor is among the most walkable and well-kept areas in Fort Myers. With quick access to downtown Fort Myers and the River District's regular events and abundant shopping & dining options you’ll love the lifestyle offered here. You're also just minutes from US-41, I-75, Bell Tower Shops, RSW International Airport, and are close to the world-famous beaches of Sanibel Island and Fort Myers Beach. With so much to offer, this one is a must-see.

3 Beds ⋅ 3 Baths ⋅ 2026037725 MLS

Welcome to 3209 W Riverside Drive and one of the most desirable neighborhoods in SW Florida. Set on an oversized corner lot of nearly half an acre, this beautifully renovated home offers 3 bedrooms, 2.5 baths, an oversized 2-car garage, and over 3,000 square feet of thoughtfully laid-out living space. Upgrades run throughout and include rich hardwood flooring, tongue-and-groove ceiling details, solid wood soft-close cabinetry, quartz countertops, new stainless steel appliances, a whole home water treatment system, a fully renovated primary bath, IMPACT-rated sliding glass doors, and newer AC units. The expansive layout flows with ease offering a spacious living room, formal dining, a formal living space anchored by a wood-burning fireplace, generous bedrooms, abundant storage, an oversized utility room, multiple screened lanais, and a large outdoor space with plenty of room for a pool (see the renderings in the photos). All of this in one of Southwest Florida's most sought-after neighborhoods. The historic McGregor corridor is among the most walkable and well-kept areas in Fort Myers. With quick access to downtown Fort Myers and the River District's regular events and abundant shopping & dining options you’ll love the lifestyle offered here. You're also just minutes from US-41, I-75, Bell Tower Shops, RSW International Airport, and are close to the world-famous beaches of Sanibel Island and Fort Myers Beach. With so much to offer, this one is a must-see.

3209 W Riverside Drive, Fort Myers

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