301 Live Oak Street, FL
Stellar MLS

$1,390,000

301 Live Oak Street

New Smyrna Beach, FL 32168

Listing updated: May 18, 2026 at 2:12 PM ET

Active
4
Beds
3
Baths
3,448
Sq Ft
0.23
Acres
1918
Built
Private poolIn-law suite$403/sqft360° tour
Single Family Residence

Property type

1918

Year built

10,000 sqft

Lot size

$403

Price / sq ft

No HOA

HOA dues

121

Days on market

2

Garage spaces

X500

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$7,029
Property taxes$1,200
Home insurance (est.)$637

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history121 days on market

  1. Status: Active
    May 5, 2026
  2. Listed$1,450,000
    Jan 13, 2026
  3. Price reduced$1,390,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
121
Subdivision
Nsb- Central Bus District
County
Volusia
Year built
1918
Living area
3,448 sq ft
Price/sq ft
$403
Building area
1,712 sq ft (Public Records)
Lot size
10,000 sq ft
Lot category
0 to less than 1/4
Flood zone
X500
Garage
2 spaces
Pool
Private pool
Annual taxes
$14,403 (2025)
Parcel #
744138101451
Zoning
MU
MLS #
O6371567

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Interior Details

Bedrooms
4
Full bathrooms
2
Half bathrooms
1
Flooring
Tile, Wood
Appliances
Dishwasher, Dryer, Electric Water Heater, Gas Water Heater, Microwave, Range, Refrigerator, Washer
Interior features
Ceiling Fans(s), Dry Bar, High Ceilings, Living Room/Dining Room Combo, Solid Surface Counters, Solid Wood Cabinets
Laundry
Inside, Laundry Room
Stories / Levels
Two
Direction faces
West
In-law suite
Yes

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Min lease term
No Minimum
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No

Exterior & Construction

Exterior features
Courtyard, Lighting, Outdoor Grill, Sidewalk, Storage
Construction materials
Cement Siding, HardiPlank Type, Vinyl Siding
Roof
Shingle
Foundation
Crawlspace, Stem Wall
Pool
Private pool
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

Schools

High SchoolNew Smyrna Beach HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Primary BedroomFirst13x11
Bedroom 2First12x10
Living RoomFirst18x13
KitchenFirst14x9

Listing Details

Listing date
2026-01-13
On market date
2026-01-13
Original list price
$1,450,000
Occupant type
Tenant
MLS area
32168 - New Smyrna Beach
Listing AOR
Suncoast Tampa
Status changed
2026-05-05
Tax legal description
W 100 FT OF LOTS 145 & 146 BLK 10 ANDREWS NEW SMYRNA PER OR 4391 PG 0944 PER OR 8335 PG 2052

Flood risk

Moderate riskFEMA Zone X500

Moderate-risk area (0.2% annual-chance / “500-year” floodplain). Flood insurance is recommended but usually not required.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

From State Road 44 (Canal Street) head east toward New Smyrna Beach. After crossing the US-1 bridge, turn left onto Live Oak Street. Continue approximately one block; the property is located on the corner of Live Oak Street and Douglas Street at 301 Live Oak Street, New Smyrna Beach, FL 32168.

Property sale history

Public records

301 LIVE OAK ST, NEW SMYRNA BEACH 32168

  • May 2024$1,050,000

2,552 sq ft · Built 1918 · 0.2296 acres

Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of May 18, 2026 at 2:12 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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