500 S Riverside Drive, NEW SMYRNA BEACH, FL

$1,475,000

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4

Beds

3

Baths

1,905

Square feet

0.17

Acres

About 500 S Riverside Drive

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.

Features of 500 S Riverside Drive

MLS® # NS1086457
Price $1,475,000
Bedrooms 4
Bathrooms 3.00
Full Baths 3
Square Footage 1,905
Acres 0.17
Year Built 1943
Type Residential
Sub-Type Single Family Residence
Style Bungalow, Cape Cod, Coastal, Cottage, Craftsman, Florida, Historical, Key West
Status Active

Community Information

Address 500 S Riverside Drive
Area New Smyrna Beach
Subdivision ANDREWS NEW SMYRNA
City NEW SMYRNA BEACH
County Volusia
State FL
Zip Code 32168-7345

Amenities

Parking Alley Access, Garage Faces Side, Golf Cart Parking, Off Street, Oversized, Workshop in Garage
# of Garages 2
View Water
Is Waterfront Yes
Waterfront Intracoastal Waterway, River Front
Has Pool No

Interior

Interior Features Built-in Features, Ceiling Fan(s), Solid Wood Cabinets, Stone Counters
Appliances Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
Heating Electric
Cooling Central Air
Fireplace Yes
Fireplaces Living Room

Exterior

Exterior Features Balcony, Rain Barrel/Cistern(s), Sidewalk, Storage
Lot Description Historic District, City Lot, Near Marina, Sidewalk
Roof Metal
Foundation Crawlspace, Pillar/Post/Pier

Additional Information

Date Listed November 5th, 2025
Days on Market 12
Zoning 10R2
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeCOLLADO REAL ESTATE

Listing Map

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