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
$1,200,000
500 S Riverside Dr, New Smyrna Beach, FL 32168
4beds
1,905sqft
Single Family Residence
Built in 1943
7,500 Square Feet Lot
$1,199,700 Zestimate®
$630/sqft
$2,619 Estimated rent
Home value
$1,199,700
$1.10M - $1.30M
$2,619/mo
Zestimate® history
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$8,117/mo
Est. payment
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List your homeWhat's special
Covered front porchCorner lotOriginal hardwood floors throughout
Zillow last checked:
Listing updated:
Listing Provided by:
Scott Yurchison 386-566-3180,
COLLADO REAL ESTATE 386-427-0002
Bought with:
Paul O'Brien, 3289940
LOCAL LIVING REALTY GROUP
Source: Stellar MLS,MLS#: NS1086457
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Built-in Closet
- Level: Second
Bedroom 2
- Features: Built-in Closet
- Level: Second
Bedroom 3
- Features: Built-in Closet
- Level: First
Bedroom 4
- Features: Built-in Closet
- Level: First
Dining room
- Level: First
Florida room
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Heating
- Electric
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
- Laundry: Inside, Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Solid Wood Cabinets, Stone Counters
- Flooring: Hardwood
- Has fireplace: Yes
- Fireplace features: Living Room
Interior area
- Total structure area: 3,726
- Total interior livable area: 1,905 sqft
Property
Parking
- Total spaces: 2
- Parking features: Alley Access, Garage Faces Side, Golf Cart Parking, Off Street, Oversized, Workshop in Garage
- Garage spaces: 2
- Details: Garage Dimensions: 32X24
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Deck, Front Porch, Patio, Porch, Rear Porch, Side Porch, Wrap Around
- Exterior features: Balcony, Rain Barrel/Cistern(s), Sidewalk, Storage
- Has view: Yes
- View description: Water, Intracoastal Waterway, River
- Has water view: Yes
- Water view: Water,Intracoastal Waterway,River
- Waterfront features: Intracoastal Waterway, River Front, Gulf/Ocean Access, Intracoastal Waterway Access, River Access, Fishing Pier, Minimum Wake Zone, Sailboat Water
- Body of water: INTRACOASTAL WATERWAY
Lot
- Size: 7,500 sqft
- Dimensions: 50 x 150 + 50 x 60
- Features: Historic District, City Lot, Near Marina, Sidewalk
- Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Details
- Additional structures: Workshop, Boat House
- Parcel number: 744138050250
- Zoning: 10R2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Bungalow,Cape Cod,Coastal,Cottage,Craftsman,Florida,Historical,Key West
- Property subtype: Single Family Residence
Materials
- Wood Frame, Wood Siding
- Foundation: Crawlspace, Pillar/Post/Pier
- Roof: Metal
Condition
- New construction: No
- Year built: 1943
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected
Green energy
- Water conservation: Fl. Friendly/Native Landscape
Community & neighborhood
Location
- Region: New Smyrna Beach
- Subdivision: ANDREWS NEW SMYRNA
HOA & financial
HOA
- Has HOA: No
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Ownership: Fee Simple
- Road surface type: Paved, Asphalt
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 | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,353 +0.9% | $301,227 +2.9% |
| 2024 | $4,313 +1.9% | $292,738 +3% |
| 2023 | $4,231 +4.6% | $284,212 +3% |
| 2022 | $4,045 | $275,934 +3% |
| 2021 | -- | $267,897 +1.4% |
| 2020 | $4,055 | $264,198 +2.3% |
| 2019 | $4,055 -1% | $258,258 +1.9% |
| 2018 | $4,096 +0.2% | $253,443 +2.1% |
| 2017 | $4,086 -0.7% | $248,230 +2.1% |
| 2016 | $4,115 -4.1% | $243,124 +0.7% |
| 2015 | $4,289 -3.6% | $241,434 +0.8% |
| 2014 | $4,448 | $239,518 +1.5% |
| 2013 | -- | $235,978 +1.7% |
| 2012 | -- | $232,033 -8.8% |
| 2011 | -- | $254,416 +1.5% |
| 2010 | -- | $250,656 +2.7% |
| 2009 | -- | $244,066 +3.1% |
| 2007 | -- | $236,720 -0.5% |
| 2006 | -- | $237,874 +6.1% |
| 2005 | -- | $224,219 +5.9% |
| 2004 | -- | $211,635 -16.9% |
| 2003 | -- | $254,669 +133.8% |
| 2002 | -- | $108,949 +13% |
| 2001 | -- | $96,380 +8.8% |
| 2000 | -- | $88,547 |
Find assessor info on the county website
Neighborhood: Canal Downtown
Nearby schools
GreatSchools rating
- 8/10Read-Pattillo Elementary SchoolGrades: PK-5Distance: 0.8 mi
- 5/10New Smyrna Beach Middle SchoolGrades: 6-8Distance: 1.3 mi
- 5/10New Smyrna Beach High SchoolGrades: PK,9-12Distance: 1.4 mi
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Estimated market value
$1,199,700
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Estimated market value
$1,199,700
- Florida
- Volusia County
- New Smyrna Beach
- 32168
- Canal Downtown
- 500 S Riverside Dr
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