
$1,390,000
301 Live Oak Street
New Smyrna Beach, FL 32168
Listing updated: May 18, 2026 at 2:12 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
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
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
- Status: ActiveMay 5, 2026
- Listed$1,450,000Jan 13, 2026
- 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
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
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | 13x11 |
| Bedroom 2 | First | 12x10 |
| Living Room | First | 18x13 |
| Kitchen | First | 14x9 |
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-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 records301 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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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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