301 LIVE OAK STREET, NEW SMYRNA BEACH, FL, 32168
Active213 days on marketListed Jan 13, 2026MLS #O6371567
About this home
301 LIVE OAK STREET
NSB Oasis: The Ultimate TriPlex Turnkey Investment or Coastal "House Hack" (Seller Financing Available) 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 may be available for qualified buyers. Potential terms may include interest rates ranging from approximately 5 to 7 and balloon periods ranging from 3 to 7 years. All financing terms, including down payment, interest rate, amortization, balloon date, and buyer qualification requirements, are subject to negotiation and seller approval. 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.
Facts & features
The home at a glance
4
Bedrooms
2.5
Bathrooms
3,448
Sqft
0.23 ac
Lot size
2
Garage
1918
Year built
Two
Levels
$402
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$9,353 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$9,353/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
−42.8%
$/sqft vs New Smyrna Beach actives
$402 vs $373
Days on market
213 vs 70 typical
Where $402/sqft sits among the 400 New Smyrna Beach actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Canal Downtown
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know New Smyrna Beach. See the full New Smyrna Beach guide →
Canal Downtown — neighborhood snapshot
Population
557
Median age
65
Median income
$13,478
Median home value
$288,298
Avg household
1
Households w/ children
11%
For the school run
Volusia County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The New Smyrna Beach market
$448K → $424K
New Smyrna Beach median sold, yr/yr
95.6%
Sale-to-list ratio (12 mo)
214 of 400
New Smyrna Beach actives have cut their price
Median sold price, New Smyrna Beach, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 269% above the NEW SMYRNA BEACH 32168 median. See the full New Smyrna Beach market guide →
Paper trail
This home's history
Reality check
What actually sold near 301 LIVE OAK STREET
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jan ’26$3,500,000
1110 S RIVERSIDE DRIVE
5 bd · 4.5 ba · 3,566 sqft · $981/sqft · 0 DOM
Sold · Apr ’26$950,000
725 INGHAM ROAD
3 bd · 2.5 ba · 3,310 sqft · $287/sqft · 0 DOM
Sold · Nov ’25$960,000
1413 LIVE OAK STREET
4 bd · 3 ba · 2,831 sqft · $339/sqft · 36 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 301 LIVE OAK STREET — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 301 LIVE OAK STREET — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
301 LIVE OAK STREET FAQs
What would the monthly payment be for 301 LIVE OAK STREET?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $9,353/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 301 LIVE OAK STREET?+
The most recent tax bill on record (2025) was $14,403. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in New Smyrna Beach?+
At $1,385,000, this home is listed about 167% above the New Smyrna Beach median of $519,000. The market section on this page shows how the area is trending.
Which schools are assigned to 301 LIVE OAK STREET?+
Chisholm Elementary School (elementary), New Smyrna Beach Middle School (middle), New Smyrna Beach High School (high) — Volusia County School District. Always verify school assignments with the district before relying on them.
The brief
Five things that matter here
01Positioned at the premium end
$1,385,000 runs 269% above the NEW SMYRNA BEACH 32168 median — but at 3,448 sqft it's also nearly twice the size of the typical New Smyrna Beach listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Time on market is leverage
213 days on market against a New Smyrna Beach median of 70 — sellers in this position are usually ready to negotiate.
04Strong assigned schools
Chisholm Elementary School, New Smyrna Beach Middle School, New Smyrna Beach High School — Chisholm Elementary School rates 4 of 5. Always verify assignments with the district.
05The price has already moved
Listed at $1,450,000, now $1,385,000 — a $65K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of XCELLENCE · John Lehto. MLS #O6371567.
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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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