500 S RIVERSIDE DRIVE
NEW SMYRNA BEACH, FL, 32168
$1,475,000
4 Beds
3 Baths
1,905 SqFt
0.17 Acres
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$1,475,000
500 S RIVERSIDE DRIVE
NEW SMYRNA BEACH, FL, 32168
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 (32×24), 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.

Property Details

Price:
$1,475,000
MLS #:
NS1086457
Status:
Active
Beds:
4
Baths:
3
Address:
500 S RIVERSIDE DRIVE
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ANDREWS NEW SMYRNA
Neighborhood:
32168newsmyrnabeach
City:
NEW SMYRNA BEACH
Listed Date:
Nov 5, 2025
State:
FL
Finished Sq Ft:
1,905
Total Sq Ft:
3,726
ZIP:
32168
Lot Size:
7,500 sqft / 0.17 acres (approx)
Year Built:
1943

Schools

Interior

Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Hardwood
Heating
Electric
Laundry Features
Inside, Laundry Room

Exterior

Architectural Style
Bungalow, Cape Cod, Coastal, Cottage, Craftsman, Florida, Historical, Key West
Construction Materials
Wood Frame, Wood Siding
Exterior Features
Balcony, Rain Barrel/ Cistern(s), Sidewalk, Storage
Other Structures
Workshop
Parking Features
Alley Access, Garage Faces Side, Golf Cart Parking, Off Street, Oversized, Workshop in Garage
Roof
Metal

Financial

Tax Year
2024
Taxes
$4,313
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500 S RIVERSIDE DRIVE
NEW SMYRNA BEACH, FL