Page Info

Riverside Houses Sold

Premium
Ultra Luxury — Above $1,000 per SqFt
High-End — $650 - $1,000 per SqFt
Mid-Tier — $400 - $650 per SqFt
Premium — $300 - $400 per SqFt
Entry-Level — Below $300 per SqFt
Rank (0)
Reviews (
)
Market Action
Selling Speed
Slow
6.25
Inventory Supply
High
16
Sales Activity
Updating
Own a unit here?
Results 9 of 38
Riverside, 1318 Bougainvillea St, Fort Myers, Florida 33901, image 1
$1,999,999
  • 3 Beds
  • 21/2 Baths
  • 3,104 SqFt
  • $644/SqFt
Premium
House for sale in Riverside
1318 Bougainvillea St, Fort Myers, FL 33901
Attention discerning homebuyers: envision the potential of elevating this already expansive home with a newly introduced conceptual floor plan for a garage conversion, offering the opportunity for a fourth bedroom addition. If you have been craving the best life for you and the family, this stunning house is just for you. A luxurious new construction in the historic district of fort myers off mcgregor boulevard. On an oversized lot, this three-bedroom plus den, 2.5-bath home with expansive outdoor living is a one-of-a-kind custom gem. The great room floor plan is filled with natural light and open to the chef’s kitchen complete with two full-size ovens and wet bar. The custom pool is what you need to relax and enjoy time with family and friends. The expansive outdoor living also has a kitchen and patio area plumbed for a gas fire pit. Plenty of space for you and guests to stretch out. The home is across from triangle park owned by the community and will never be developed to remain part of this home’s gorgeous views. This is a custom-built home for a family that took a new job before completion and not a typical spec house. Luxury appliances, upgrades and extra details are what make this new construction close to downtown such a gem in the historic neighborhood everyone knows and loves. Schedule a showing to see for yourself. Don't miss watching the video tour.
Riverside, 1229 Plumosa Dr, Fort Myers, Florida 33901, image 1
$3,300,000
  • 6 Beds
  • 6 Baths
  • 6,041 SqFt
  • $546/SqFt
Premium
House for sale in Riverside
1229 Plumosa Dr, Fort Myers, FL 33901
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 and outdoor living. Meticulously maintained and continuously updated, this residence showcases superior craftsmanship with soaring ceiling heights from 10 to 22 feet, highlighted by custom coffered and tray ceilings throughout and enhanced by elegant indirect lighting and beautifully appointed fixtures. Travertine flooring and rich hardwood floors create a seamless blend of warmth and sophistication. The gourmet kitchen is designed to impress, featuring a sub-zero refrigerator, walk-in pantries, wine cooler, and a dedicated bourbon room—perfect for entertaining. A charming reading nook adds character, while expansive living spaces flow effortlessly into a media room and multiple en-suite guest accommodations. The home offers six bedrooms and six bathrooms, including two luxurious primary suites. Step outside into your own resort-style retreat. The custom heated pool is a true work of art, featuring cascading rock waterfalls, a sun ledge, and exquisite marble inlays commissioned from an australian artist. Surrounded by lush landscaping and complete privacy, the courtyard creates a serene and secluded setting. Motorized screened lanais allow for year-round enjoyment while keeping insects at bay. Additional highlights include:     •    detached 3-car garage with over 1, 000 sq ft air-conditioned space     •    separate ground-level guest suite for privacy and flexibility     •    hurricane-impact, energy-efficient glass throughout     •    state-of-the-art security camera system     •    outdoor kitchen and grilling area     •    pergola with hammock and multiple covered patios and decks     •    over 1, 000 sq ft front porch living space     •    rv parking with hookup + tesla charging station     •    hunter douglas shades and plantation shutters throughout     •    spa-inspired primary bath with multiple shower heads and body sprayers this one-of-a-kind estate offers the perfect combination of luxury, privacy, and functionality in one of fort myers’ most sought-after locations. Furnishings are negotiable, providing a rare turnkey opportunity. Experience elevated coastal living in a private tropical sanctuary just moments from the river.
Pending
Riverside, 1357 Osceola Dr, Fort Myers, Florida 33901, image 1
$985,500$165K
  • 5 Beds
  • 31/2 Baths
  • 3,928 SqFt
  • $251/SqFt
Premium
House for sale in Riverside
1357 Osceola Dr, Fort Myers, FL 33901
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.
Riverside, 1357 Osceola Dr, Fort Myers, Florida 33901, image 1
$1,350,333
  • 5 Beds
  • 31/2 Baths
  • 3,928 SqFt
  • $344/SqFt
Premium
House for sale in Riverside
1357 Osceola Dr, Fort Myers, FL 33901
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.
Riverside, 1249 Osceola Dr, Fort Myers, Florida 33901, image 1
$853,000
  • 4 Beds
  • 4 Baths
  • 3,467 SqFt
  • $246/SqFt
Premium
House for sale in Riverside
1249 Osceola Dr, Fort Myers, FL 33901
Renderings/digital enhancements on photos. This home is special for those that love historic unique homes. Tremendous possibilities, added in the photos are a few ai generated photos, for one's imagination. Great care in preserving the originality of 1924. Older well-maintained homes have character and warmth, unique opportunity for someone wanting to live in this beautiful neighborhood. Many consider between gasparilla & caloosa drive on the riverside of mcgregor to be one of the best locations in fort myers. Never any flood damage from any storms in 20 years of ownership. Main house updated plumbing and electrical in the late 90's. Roof recently replaced only two years old. A beautiful canvas of originality. Best location near downtown, quiet, kid friendly sidewalks and streets, friendly neighbors. Priced to leave plenty of room for the astute buyer to put their personal touches and signature on this home or keep it as is. Room for a pool. One of the lowest priced homes with a legal rentable guest house above garage between caloosa dr and gasparilla drive in this highly desirable location. The guest house was just recently completely re-piped with all new plumbing ready for another 100 years! Guest house is super cute with living room, dining room and one bath, the guest house is an added bonus with many possible uses, two car garage and room for parking an rv or boat. This home is featured in pam miners book river & road
Riverside, 1248 Osceola Dr, Fort Myers, Florida 33901, image 1
$1,500,000
  • 6 Beds
  • 3 Baths
  • 3,582 SqFt
  • $419/SqFt
Premium
House for sale in Riverside
1248 Osceola Dr, Fort Myers, FL 33901
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 exceptional property offers an unmatched blend of elegance and comfort. Nestled on nearly half an acre just a stone's throw from the river, this beautiful residence boasts 4 spacious bedrooms, 2 bathrooms, a den, and a bright, inviting family room. The expansive kitchen is a chef's delight, featuring a center island, double sinks, recessed oven, wood cabinets with stained glass accents, and an eat-in breakfast nook. French doors open to an extensive lanai and an oversized pool, perfect for entertaining or relaxing. Enjoy formal dinners in the stately dining room or unwind in the cozy sitting room by the wood-burning fireplace. A charming private courtyard add to the home's unique appeal. The property also includes a separate guest house with 2 bedrooms, 1 bath, a kitchen, and living areas above an oversized 3-car garage, ideal for visitors or in-laws. Recent updates include new roofs and plumbing in 2020, restored hardwood floors, and hurricane-rated windows, ensuring both beauty and peace of mind. The location offers easy access to fort myers country club, the edison-ford winter estates, hospitals, top-rated public and private schools, diverse dining and shopping options, rsw airport, and the pristine beaches of the gulf of mexico. Enjoy evening strolls in this wonderful neighborhood with sidewalks lined with mature trees. Don't miss your chance to own a piece of fort myers history in a highly sought-after community. Schedule your private showing today! No water intrusion or storm damage from ian.
Riverside, 1334 Plumosa Dr, Fort Myers, Florida 33901, image 1
$750,000
  • 0.53 Acres
  • $1,415,094/Acre
Premium
Land for sale in Riverside
1334 Plumosa Dr, Fort Myers, FL 33901
Discover an exceptional opportunity to build your custom dream home in one of the most sought-after areas in fort myers. This ready-to-build estate lot is lined with mature oak trees and located on plumosa drive in the gaspaloosa neighborhood. Ideally situated west of mcgregor boulevard and steps from the scenic caloosahatchee river, this half-acre property offers unparalleled potential. Nearby attractions include the edison and ford winter estates, fort myers country club, and the downtown river district home to shopping, dining, and festivals. Bonus: this lot is in flood zone x.
Riverside, 1357 Osceola Dr, Fort Myers, Florida 33901, image 1
$1,200,000
  • 5 Beds
  • 31/2 Baths
  • 3,928 SqFt
  • $305/SqFt
Premium
House for sale in Riverside
1357 Osceola Dr, Fort Myers, FL 33901
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.
Riverside, 1249 Osceola Dr, Fort Myers, Florida 33901, image 1
$895,500
  • 4 Beds
  • 41/2 Baths
  • 3,467 SqFt
  • $258/SqFt
Premium
House for sale in Riverside
1249 Osceola Dr, Fort Myers, FL 33901
There's so much to love about this true southwest florida historic home. Brand new roof!! Located in the sought-after historic district neighborhood on a peaceful family friendly street, the home has easy access to the best schools, the courthouse and hospitals. Enjoy the edison and ford estates, restaurants in the new very busy historic downtown fort myers. This home is old-school well-preserved original, with modern upgraded plumbing and electrical, great detail to preserving 1924. The home is a charming architecturally distinctive craftsman built in 1924. Home is featured in pam miners book chapter one 'river and road: fort myers architecture from craftsman to modern. Room for a pool or maybe a pickleball court. Multifamily designation hence you could legally rent the guest house. The full guest house with living room, dining room, one bedroom bath is an added bonus, with many possible uses. Two car garage and room for parking an rv or boat. Wonderful walking neighborhood the location is the best, location, location, location. Between gasparilla and caloosa on the highly desirable riverside of mcgregor, this is currently one of the lowest priced home for sale in that neighborhood, tremendous value.
1 - 9 of 38 Results

Subdivision Amenities

Fitness Center
Guest Room
Internet Access
See Remarks
Shopping
Sidewalk
Streetlight
Bike And Jog Path
Fitness Center
Internet Access
None
Park
Sidewalk
Streetlight

Frequently Asked Questions

Market Peers

Matched by price tier, HOA, and lifestyle
Results 0 of 0
No listings found
Try adjusting your filters or changing your location to see available listings
Turn on listing alerts and we'll notify you
when matching listings appear

Preconstruction in Fort MyersShow All

Ekos On Evans
Ekos On Evans
Ekos On Evans
Condos in Fort Myers, FL 33901
  • Units
    144
  • Stories
    3

Experience the perfect combination of style, comfort, and convenience at our new pet-friendly affordable housing community in Fort Myers, FL. Offering modern one, two, and three-bedroom apartment homes with sleek finishes and exceptional amenities—including a pool, covered porch, grill area, playground, and dog park—our community is designed to fit your lifestyle in the heart of where you want to be. EKOS on Evans is an affordable housing community subject to income limitations.

 

Details
Monarch Luxury Apartments
Monarch Luxury Apartments
Monarch Luxury Apartments
Condos in Fort Myers, FL 33916
  • Units
    472
  • Stories
    3

Welcome to Monarch Luxury Apartments, a new community in Fort Myers, Florida, designed for those who value style, comfort, and elevated everyday living. With thoughtfully designed residences and high-end amenities, Monarch offers a refined apartment lifestyle in a private, gated setting.

Our luxury apartments in Fort Myers feature open-concept floor plans with 9-foot ceilings, large windows, and modern finishes throughout. Chef-inspired kitchens include quartz countertops, custom cabinetry, tiled backsplashes, center islands, and premium stainless steel appliances. Full-size washers and dryers, smart thermostats, luxury vinyl plank flooring, and designer lighting bring convenience and sophistication home.

Beyond your front door, Monarch delivers resort-style amenities designed to fit your lifestyle. Stay active in the expansive fitness center, unwind at the zero-entry saltwater pool with cabanas, or enjoy social spaces including coworking lounges, a golf and multi-sport simulator, and a resident clubhouse. A dog park, pet spa, EV charging stations, private garages, and elevator access add ease to daily living.

Discover Monarch Luxury Apartments—where modern design, upscale amenities, and luxury apartments in Fort Myers come together.

Details
ONE Fort Myers
ONE Fort Myers
ONE Fort Myers
Condos in Fort Myers, FL 33901
  • Starts at
    $1.3M
  • Units
    34
  • Stories
    21

Throughout Fort Myers, our waterfront condominiums redefine what is possible for everyday life. With upscale amenities comparable to some of the world’s top resorts, ONE raises the bar as the only true boutique high‐rise in Fort Myers.

Community Amenities

With everything you need all in our brilliantly designed Fort Myers high‐rise, the only difficulty about life at ONE is leaving. All the while, the exclusivity of ONE means that sharing amenities is exceedingly rare. Here are the resort‐caliber amenities you can expect:

  • Concierge services
  • Heated infinity edge pool with a cascading waterfall
  • Rejuvenating Whirlpool spa
  • Riverside Beach area with Cabanas
  • Expansive pool deck with shaded lounge chairs and cabanas
  • Cozy and inviting fire pits
  • Chef‐inspired cabana BBQ
  • State‐of‐the‐art fitness center and virtual on‐demand classes
  • Riverfront wellness center
  • High‐speed Wi‐Fi in all common areas
  • Convenient mail room and parcel receiving station
  • Private riverfront kayak launch area and secure kayak storage
  • Oversized, air‐conditioned storage space on the same floor
  • Professional pet grooming center and pet spa
  • Spacious private owners lounge and Owner’s Club Room
  • Newly built to the latest codes and safety standards
  • All within the renowned Downtown River District

Interior Features

Each luxury condo at ONE is designed with a modern yet inviting aura that instills calmness into each day. Coupled with the riverfront views, these exquisite interiors provide a ONE‐in‐a‐million lifestyle unlike traditional Southwest Florida luxury condominiums.

  • Only 34 exclusive condominiums available
  • Private entrance elevator to the unit foyer
  • Premium Viking appliance package with gas cooktop in a chef‐inspired kitchen
  • High ceilings with expansive windows facing the riverfront for breathtaking views
  • Designer finishes and lighting
  • Quartz solid surface backsplash
  • European‐style cabinetry and under‐cabinet lighting
  • Quartz waterfall kitchen island
  • Smart technology integration
  • Glass walk‐in showers with free‐standing designer tubs in primary bathrooms
  • His and her vanities per floor plan/ layout in primary suites
  • Expansive private balconies with glass railing for uninterrupted vistas
  • Large format tile floors and wet walls
  • Central hot water boiler for a nearly instant continuous hot water supply
  • 2 assigned garage parking spots with 24‐hour controlled access
  • Individual Electric Vehicle Charging capability at your assigned parking spots
  • And beyond
Details
The Riley Apartments
The Riley Apartments
The Riley Apartments
Condos in Fort Myers, FL 33908
  • Units
    275
  • Stories
    4

Live the good life at The Riley

The Riley is more than just a residence, it’s a destination. Located near Estero, we embrace a serene way of thinking which makes each day feel special. Welcome in relaxation while you dip your toes in our resort-style pool. Appreciate the local gems around you with convenient access to renowned beaches, a variety of shops, one-of-a-kind restaurants, and entertainment. Invite tranquility to your home in our 1, 2, 3 bedroom apartments and let easy living be a way of life. Make yourself at home when you live at The Riley.

Life at The Riley is tailored with you in mind. Our emphasis on a carefree and luxurious lifestyle leaves you feeling at ease. We go beyond the expected standard by focusing on details woven throughout our space to elevate your sanctuary. We keep quality top of mind so you can enjoy making the most of the place you call home. From our contemporary finishes to our elegant kitchens and unmatched amenities, see why life at The Riley means an open door to laid back living.

Details

Nearby Subdivisions

Entry-Level
0.10 miles
For Sale (1)
$165K - $165K
Entry-Level
0.30 miles
For Sale (2)
$2.3M - $13.3M
Entry-Level
0.37 miles
For Sale (4)
$545K - $2.9M
For Rent (2)
$13K - $20K
Entry-Level
0.38 miles
For Sale (6)
$359K - $690K
Entry-Level
0.39 miles

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
12

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
31

100
Sound Score®
Bearable noise
79

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
26

100
Local Score
Limited local amenities nearby
0

100

Fort Myers
Premium
Premium Homes & Condos

Related Searches in Fort Myers, FL

Map
Filters