Location: Andrews New Smyrna, New Smyrna Beach
Do Not Show Listings
214 S RIVERSIDE DR, NEW SMYRNA BEACH, FL 32168
$2,250,000163 Days on yellowkey MLS ID: NS1086843
REDUCED by $124,000 (5.2%) on 05/06/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3226 Built: 1958 Tax: $14,261 (2025)Community: Andrews New SmyrnaSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$14,261
Elementary School: Read Pattillo Elem
High School: New Smyrna Beach High
Tax Year: 2025
Middle School: New Smyrna Beach Middl
Remarks: Historic Riverfront Gem – Modern Luxury in the Heart of New Smyrna Beach. Step into a piece of New Smyrna Beach history with this beautifully preserved 1958 riverfront home artfully updated for today’s modern lifestyle. Formerly the ACA Harris House, this four-story residence blends timeless craftsmanship with elegant contemporary design. Original refinished hardwood floors flow throughout this one of a kind four story residence. This home has been completely revitalized from top to bottom. Updates include a yr 2025 roof, HVAC system, plumbing, gas, 200-amp electrical service, impact-rated windows, a modern kitchen featuring premium Bosch appliances w/ a dual energy oven, master suite with bath and so much more. Every detail has been carefully considered — from the luxury-finished bathrooms and lighting to the handcrafted workmanship of the doors and window frames. This thoughtful layout includes a full basement with abundant storage, a spacious main living level with a welcoming sun porch and fireplace, four bedrooms, and a top-floor speakeasy complete with a full bar, wine racks, and cozy seating — perfect for entertaining or relaxing with river views. Additional highlights include a roomy two-car garage, porte-cochere, and yr 2025 concrete driveway. Large covered front porch for enjoying the coastal breeze, a sprinkler system, with room for a pool (drawings available) add even more value. Nestled in the Mixed-Use District, this property offers incredible flexibility — ideal for a primary residence, Airb&b, (bed & breakfast), or even a personal art gallery this is living space combined for exceptional Urban living. Why not have the best of both worlds? Enjoy tranquil river views, historic oaks, breezes off the Intracoastal waters, and old Florida charm, all within walking distance of Canal Street’s boutique shopping, dining, and vibrant art events. This rare offering perfectly captures the essence of historic New Smyrna Beach living — where classic architecture meets modern comfort and creative opportunity. This is a wonderful opportunity to own a true riverfront masterpiece in one of the area’s most desirable and dynamic neighborhoods. Come see today...
Listing is courtesy of: COLLADO REAL ESTATE (386-427-0002)
Listing Agent: Pat Collado (386-427-0002)
305 LIVE OAK, NEW SMYRNA BEACH, FL 32168
$1,034,000326 Days on yellowkey MLS ID: NS1085360
3 Days Off yellowkey (back on 5/5/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1220 Built: 1923 Tax: $23,222 (2024)Community: Andrews New SmyrnaSingle Family
Taxes:$23,222
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Must watch the Video is in the listing! Welcome to “The Hideaway” – Your Private Slice of Paradise in New Smyrna Beach. An Airbnb Plus with over 65 glowing 5-star reviews, The Hideaway still delivers the same exceptional experience—now with an opportunity to make it your own! This fully remodeled retreat (transformed in 2019) offers a rare combination of serenity, style, and income potential. Step into your own private resort-style backyard, where you'll find a heated saltwater pool, outdoor soaking tub, rain shower, and a cozy gas fire table—perfect for starry nights. Grill up a BBQ lunch, kick back in the hammock, and unwind in complete privacy. Inside, the home is just as inviting. The designer kitchen is spacious and ideal for entertaining, centered around a show-stopping spiral staircase that leads to a fun loft bedroom—perfect for kids or guests. Two stylish bedrooms, a comfortable living area, and a generous laundry/utility room round out the space, offering both function and flair. Currently operated as a dedicated vacation rental, The Hideaway is ready to be your personal getaway, an investment property, or a mix of both. The location is unbeatable—nestled on The Loop, a scenic and popular biking/walking trail that connects both causeways and flows through New Smyrna’s vibrant Beachside. You’re just minutes from Canal Street and Flagler Avenue, where local shops, restaurants, Saturday farmers markets, monthly classic car shows, and the scenic Intracoastal Waterway await. THE WALKABILITY IS UNBEATABLE TO NEW SMYRNA BEACHES TOP RESTAURANTS AND EVENTS! And of course, the beach is just a 5-minute drive—or an easy bike or golf cart ride away. Whether you're looking for a peaceful escape, a savvy investment, or both—The Hideaway is the rare find that checks every box.
Listing is courtesy of: MG REAL ESTATE GROUP (386-314-9502)
Listing Agent: Matt Guarro (386-314-9502)
500 S RIVERSIDE DR, NEW SMYRNA BEACH, FL 32168
$1,395,000208 Days on yellowkey MLS ID: NS1086457
0 Days Off yellowkey (back on 5/2/2026)
REDUCED by $80,000 (5.4%) on 05/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1905 Built: 1943 Tax: $4,313 (2024)Community: Andrews New SmyrnaSingle Family
Taxes:$4,313
Remarks: Under contract-accepting backup offers. 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.
Listing Agent: Scott Yurchison (386-566-3180)
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