ActiveMLS# MFR774215714343 days on market
$1,395,000
$732 / sq ft
500 S RIVERSIDE DR
NEW SMYRNA BEACH, FL, 32168
4Bedrooms
3Bathrooms
1,905Sq Ft
1943Year Built
Call AgentView Map

About 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 golf cart-friendly Riverside Drive. Step onto the covered 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.

Key Features

  • Built in 1943

Property Details

  • Type: Single Family Home
  • Year Built: 1943
  • Lot Size: 0 sq ft
  • Sq Ft: 1,905
  • Price / Sq Ft: $732
  • HOA: Contact Agent
  • Bedrooms: 4
  • Bathrooms: 3
  • Feature: Built in 1943
  • Status: Active
  • MLS Number: MFR774215714
  • Days on Market: 343
  • Listed By: MLS Listing
  • Zip Code: 32168
Listing information © 2026 Miami MLS. Information deemed reliable but not guaranteed. This listing is represented by TruDeals Realty at 0.5% seller commission. Buyer's agent commission is separate and negotiable.
TruDeals Property Intelligence

Neighborhood & property insights

Schools, flood risk, noise, values, taxes, and environmental factors for this address. Layers that are not configured yet show an honest note — never another city's preview data.

Loading verified data for 500 S RIVERSIDE DR, NEW SMYRNA BEACH, FL 32168…

AI Event Scout

What's happening in NEW SMYRNA BEACH

Checking verified local events…

$1,395,000500 S RIVERSIDE DR, NEW SMYRNA BEACH, FL
Call Agent