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Riverside Houses For Sale

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Ultra Luxury — Above $1,000 per SqFt
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Riverside, 1249 Osceola Dr, Fort Myers, Florida 33901, image 1
$889,500
  • 3 Beds
  • 4 Baths
  • 3,467 SqFt
  • $257/SqFt
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House for sale in Riverside
1249 Osceola Dr, Fort Myers, FL 33901
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 Remember this is a 100-year-old home, antique homes are known for lack of closet space, kitchen is outdated as well, all bedrooms are upstairs.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.
Riverside, 1248 Osceola Dr, Fort Myers, Florida 33901, image 1
$1,354,000
  • 6 Beds
  • 3 Baths
  • 3,582 SqFt
  • $378/SqFt
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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 home is located in a quiet, highly desirable community known for its socially active lifestyle, with sidewalks and streets that are both kid and pet friendly. 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 adds to the home’s unique appeal. A downstairs bedroom provides added flexibility for guests or multigenerational living. The property also offers abundant parking, ideal for a boat, rv, or additional recreational toys. The property 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 front of the property is scheduled for a full re-landscaping, designed to further enhance curb appeal and create an even more impressive, picturesque estate entrance. 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 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, 1219 Osceola Dr, Fort Myers, Florida 33901, image 1
$895,000$500K
  • 3 Beds
  • 3 Baths
  • 2,222 SqFt
  • $403/SqFt
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House for sale in Riverside
1219 Osceola Dr, Fort Myers, FL 33901
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.
Riverside, 1229 Plumosa Dr, Fort Myers, Florida 33901, image 1
$3,300,000
  • 6 Beds
  • 6 Baths
  • 6,041 SqFt
  • $546/SqFt
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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.

Subdivision Amenities

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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

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