301 LIVE OAK STREET NEW SMYRNA BEACH FL 32168 MLS #O6371567

301 LIVE OAK STREET
NEW SMYRNA BEACH, FL, 32168
$1,399,999
4 Beds
2.5 Baths
3,448 SqFt
0.23 Acres
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MLS #O6371567 image #0
NSB Oasis: The Ultimate TriPlex Turnkey Investment or Coastal “House Hack”
Experience the pinnacle of New Smyrna Beach living with this rare, income-producing multi-unit property. Currently grossing six figures annually, this versatile property features a private backyard pool, making it a premier destination for vacationers and a high-value asset for investors.

Seller financing available with the right terms. We’re open to structuring a flexible financing with a competitive rate, reasonable down payment, and mutually beneficial terms to create a smooth and efficient closing for both parties.

Your Private Coastal Retreat
The heart of this property is the tropical backyard oasis. The sparkling private pool is a major draw for short-term guests, ensuring high occupancy and premium nightly rates year-round. Whether you’re hosting a poolside BBQ or offering a quiet retreat for tenants, this outdoor space sets the property apart from almost everything else in the area.

Proven Revenue & Diversified Income
Currently operating as a turnkey three-unit setup with an established performance history and a professional management team already in place:
The Main Residence: A high-performing vacation rental centered around the pool experience.
The Studio Suite: A steady long-term rental at $700+.
The One-Bedroom Apartment: Freshly updated with new paint and carpet. Primed for $1,500+ monthly based on local demand for refreshed, walkable units.

Expansion & Value-Add Potential
Zoned for a 4th Unit: Current zoning allows for an additional unit, providing a massive opportunity to scale your income on the same lot.
900 Sq. Ft. Garage: A massive structure perfect for a workshop, “toy” storage for boats and golf carts, or future conversion into that fourth income stream.

Located in a historic, highly desirable, and heart of downtown New Smyrna Beach:
Canal Street District: Walk to historic shops, an art gallery, local eateries, and the Saturday Farmers Market.
Sun & Surf: A short trip to the river and the iconic surfing of the Atlantic coast.
Laid Back Life: Embrace the relaxed, “local” lifestyle that makes NSB one of Florida’s most sought-after destinations.

Whether you want a pure-play investment with a strong ROI, a multi-unit family compound, or a house-hack where you live in the main house and let the units pay your mortgage—this property is a rare find that checks every box.

Property Details

Price:
$1,399,999
MLS #:
O6371567
Status:
Active
Beds:
4
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
NSB- CENTRAL BUS DISTRICT
Neighborhood:
32168newsmyrnabeach
Listed Date:
Jan 13, 2026
Finished Sq Ft:
3,448
Total Sq Ft:
1,712
Lot Size:
10,000 sqft / 0.23 acres (approx)
Year Built:
1918
Pool32168 – New Smyrna Beach32168newsmyrnabeachNsb- Central Bus DistrictNew Smyrna Beach HighNo Minimum

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Schools

High School:
New Smyrna Beach High

Interior

Appliances
Dishwasher, Dryer, Electric Water Heater, Gas Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Tile, Hardwood
Heating
Central
Interior Features
Ceiling Fan(s), Dry Bar, High Ceilings, Living Room/Dining Room Combo, Solid Surface Counters, Solid Wood Cabinets
Laundry Features
Inside, Laundry Room
Levels
Two

Exterior

Attached Garage YN
1
Construction Materials
Cement Siding, HardiPlank Type, Vinyl Siding
Covered Spaces
2
Direction Faces
West
Exterior Features
Courtyard, Lighting, Outdoor Grill, Sidewalk, Storage
Garage Spaces
2
Roof
Shingle
Spa Features
Heated, In Ground

Financial

Tax Year
2025
Taxes
$14,403

Map

Community

Subdivisions in NEW SMYRNA BEACH

Market Summary

Current real estate data for Single Family in NEW SMYRNA BEACH as of May 02, 2026
440
Single Family Listed
124
Avg DOM
400
Avg $ / SqFt
$914,769
Avg List Price

Property Summary

    Located in the NSB- CENTRAL BUS DISTRICT subdivision, 301 LIVE OAK STREET NEW SMYRNA BEACH FL is a Single Family for sale in NEW SMYRNA BEACH, FL, 32168. It is listed for $1,399,999 and features 4 beds, 3 baths, and has approximately 3,448 square feet of living space, and was originally constructed in 1918. The current price per square foot is $406. The average price per square foot for Single Family listings in NEW SMYRNA BEACH is $400. The average listing price for Single Family in NEW SMYRNA BEACH is $914,769. To schedule a showing of MLS#o6371567 at 301 LIVE OAK STREET in NEW SMYRNA BEACH, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.

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