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.
Sold for $1,200,000
Street View
Zillow last checked:
Listing updated:
Bought with:
Paul O'Brien, 3289940
LOCAL LIVING REALTY GROUP
Source: Stellar MLS,MLS#: NS1086457
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Price history
| Date | Event | Price |
|---|---|---|
| 6/12/2026 | Sold | $1,200,000-14%$630/sqft |
Source:  Stellar MLS #NS1086457 Report a problem | ||
| 5/2/2026 | Pending sale | $1,395,000$732/sqft |
Source: Stellar MLS #NS1086457 Report a problem | ||
| 5/1/2026 | Price change | $1,395,000-5.4%$732/sqft |
Source: Stellar MLS #NS1086457 Report a problem | ||
| 4/20/2026 | Pending sale | $1,475,000$774/sqft |
Source: Stellar MLS #NS1086457 Report a problem | ||
| 11/5/2025 | Price change | $1,475,000+49.1%$774/sqft |
Source: Stellar MLS #NS1086457 Report a problem | ||
| 3/23/2023 | Pending sale | $989,000$519/sqft |
Source:  NSBBOR #1072357 Report a problem | ||
| 3/16/2023 | Listed for sale | $989,000$519/sqft |
Source: NSBBOR #1072357 Report a problem | ||
| 3/10/2023 | Pending sale | $989,000$519/sqft |
Source: NSBBOR #1072357 Report a problem | ||
| 2/18/2023 | Price change | $989,000-10.1%$519/sqft |
Source: NSBBOR #1072357 Report a problem | ||
| 1/19/2023 | Listed for sale | $1,100,000+947.6%$577/sqft |
Source: NSBBOR #1072357 Report a problem | ||
| 9/12/1996 | Sold | $105,000$55/sqft |
Source: Public Record Report a problem | ||
Nearby homes
- $1,582,0004 bd3 ba2.1k sqft502 S Riverside Dr, New Smyrna Beach, FL 32168Off Market
- $2,123,1008 bd9 ba5.5k sqft506 S Riverside Dr, New Smyrna Beach, FL 32168Off Market
- $2,087,3005 bd6 ba3.6k sqft426 S Riverside Dr, New Smyrna Beach, FL 32168Off Market
- $337,0732 bd2 ba1.2k sqft510 S Riverside Dr, New Smyrna Beach, FL 32168Off Market
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,200,200
