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500 S Riverside Drive, New Smyrna Beach, FL 32168

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For Sale

$1,475,000

4 beds • 3 baths • 1,905 sqft

Estimated Payment

$      /mo. †

APR for 30 years

Change Loan Terms

  • Single Family Detached
    Property type

  • Newly Listed
    Time on Century 21

  • $774.28
    Price per square foot

  • Over 50 Years Old
    Age

Explore this Property

For the first time in decades, this rare riverfront treasure on historic Riverside Drive in New Smyrna Beach is available an authentic circa 1900 4BR/3BA home with riparian rights to a deepwater dock & boathouse (needs repair) just across the street. Perfectly positioned on a corner lot with a detached oversized 2-car garage (32x24), this charming property sits within the exclusive Bed & Breakfast Overlay Zone (allowing short-term rentals with a 2-night minimum) a truly uncommon find on Riverside Drive. Step onto the wide front porch and enjoy the serenity of boats passing by and gentle ocean and river breezes, just four blocks from the vibrant Canal Street Historic District, where you can stroll or golf cart to shops, restaurants, breweries, art shows, and the weekly farmers market. The first floor boasts river views from the living room, dining room, kitchen, and sunroom all of which open to wraparound porches and decks perfect for entertaining. Two spacious bedrooms and two full baths are conveniently located downstairs, along with a laundry/mudroom that opens to the rear courtyard and garage. The second floor features a private primary suite with panoramic river views and access to a large balcony overlooking the water, plus an additional guest bedroom, full bath, and a second kitchen with its own balcony and stairway to the courtyard ideal for rental income or extended family. With original hardwood floors throughout, charming period details like French doors, tall windows, herringbone brick entry, and exposed roof rafters under a certified metal roof (10 15 years of life remaining), this home embodies timeless craftsmanship. The kitchen blends history with modern convenience, featuring wood cabinetry, stone countertops, and stainless-steel appliances. Just across the bridge, you ll find the lively Flagler Avenue beachside district for more shopping, dining, and nightlife all just minutes from your porch swing. With a transferable termite bond, a solid power grid near Advent Hospital, and endless possibilities to restore or reimagine a new home, this property offers both historic charm and unmatched location in the heart of coastal New Smyrna Beach living. ALL INFORMATION IS ASSUMED ACCURATE BUT NOT GUARANTEED. ALL MEASUREMENTS ARE ESTIMATED. BUYERS AND THEIR AGENTS TO VERIFY ALL INFORMATION DEEMED IMPORTANT TO THEM.
MLS# NS1086457

Courtesy Of Collado Real Estate

(386) 427-0002

Property Features

  • Age
    Over 50 Years Old
  • Amenities
    Dock, Ceiling Fan, Water Front
  • Appliances
    Dishwasher, Dryer, Garbage Disposer, Microwave, Range, Refrigerator, Refrigerator - Wine Storage, Washer
  • Architecture Style
    Bungalow
  • Exterior Type
    Wood Siding
  • Fireplace
    Fireplace
  • Floor Covering
    Wood
  • Lot Size
    0.17 Acres
  • Roof Type
    Metal
  • Rooms
    Dining Room, Kitchen, Living Room

Map and Directions

Directions to 500 S Riverside Drive, New Smyrna Beach, FL 32168

Home seller CENTURY 21 Sundance Realty

Get to know the neighborhood. A local affiliated CENTURY 21 office will help you set up tours, give advice, and negotiate with sellers.

CENTURY 21 Sundance Realty

(386) 756-6105
Learn More About Us

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Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.