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For sale
  • Price cut: $5K (8/2)
    $1,385,000

    301 LIVE OAK STREET, NEW SMYRNA BEACH, FL 32168

    4beds
    3,448sqft
    : 
    $8,993/mo
    Get pre-qualified
    Single Family Residence
    Built in 1918
    10,000 Square Feet Lot
    $1,285,700 Zestimate®
    $402/sqft
    $-- HOA

    What's special

    Sparkling private poolPrivate backyard poolStudio suite
    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.
    210 days
    |
    586
    |
    21
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    John Lehto 303-815-7178,

    XCELLENCE 866-595-6025

    Source: Stellar MLS,MLS#: O6371567MLS LogoOriginating MLS: Suncoast Tampa

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Built-in Closet
      • Level: First
      • Area: 143 Square Feet
      • Dimensions: 13x11
      Bedroom 2
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 120 Square Feet
      • Dimensions: 12x10
      Kitchen
      • Level: First
      • Area: 126 Square Feet
      • Dimensions: 14x9
      Living room
      • Level: First
      • Area: 234 Square Feet
      • Dimensions: 18x13
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Electric Water Heater, Gas Water Heater, Microwave, Range, Refrigerator, Washer
      • Laundry: Inside, Laundry Room
      Features
      • Ceiling Fan(s), Dry Bar, High Ceilings, Living Room/Dining Room Combo, Solid Surface Counters, Solid Wood Cabinets
      • Flooring: Tile, Hardwood
      • Doors: Outdoor Grill
      • Has fireplace: No
      • Furnished: Yes
      Interior area
      • Total structure area: 1,712
      • Total interior livable area: 3,448 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: Two
      • Stories: 2
      • Exterior features: Courtyard, Lighting, Outdoor Grill, Sidewalk, Storage
      • Has private pool: Yes
      • Pool features: Gunite, Heated, In Ground, Lighting, Salt Water, Tile
      • Has spa: Yes
      • Spa features: Heated, In Ground
      Lot
      • Size: 10,000 Square Feet
      • Dimensions: 100 x 100
      Details
      • Parcel number: 744138101451
      • Zoning: MU
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Cement Siding, HardiPlank Type, Vinyl Siding
      • Foundation: Crawlspace, Stem Wall
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1918

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: NSB- CENTRAL BUS DISTRICT
      HOA
      • Has HOA: No
      Location
      • Region: New Smyrna Beach

      Financial & listing details

      • Price per square foot: $402/sqft
      • Tax assessed value: $883,727
      • Annual tax amount: $14,402
      • Date on market: 1/13/2026
      • Cumulative days on market: 198 days
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        $1,285,700

        $1.22M - $1.35M

        $4,150/mo

        Price history

        DateEventPrice
        8/2/2026Price change$1,385,000-0.4%$402/sqft
        Source: Stellar MLS #O6371567 Report a problem
        5/18/2026Price change$1,390,000-0.7%$403/sqft
        Source: Stellar MLS #O6371567 Report a problem
        1/27/2026Price change$1,399,999-3.4%$406/sqft
        Source: Stellar MLS #O6371567 Report a problem
        1/13/2026Listed for sale$1,450,000-3.3%$421/sqft
        Source: Stellar MLS #O6371567 Report a problem
        12/1/2025Listing removed--
        Source: Owner Report a problem
        9/2/2025Listed for sale$1,499,999+42.9%$435/sqft
        Source: Owner Report a problem
        5/29/2024Sold$1,050,000-1.3%$305/sqft
        Source: Stellar MLS #NS1080254 Report a problem
        3/20/2024Pending sale$1,064,000$309/sqft
        Source: Stellar MLS #NS1080254 Report a problem
        1/9/2024Listed for sale$1,064,000-9%$309/sqft
        Source: Stellar MLS #NS1080254 Report a problem
        12/1/2023Listing removed--
        Source: NSBBOR #1075372 Report a problem
        10/25/2023Price change$1,169,000-6.4%$339/sqft
        Source: NSBBOR #1075372 Report a problem
        9/25/2023Price change$1,249,000-3.8%$362/sqft
        Source: NSBBOR #1075372 Report a problem
        7/14/2023Listed for sale$1,299,000+114.7%$377/sqft
        Source: NSBBOR #1075372 Report a problem
        11/16/2022Sold$605,000-12.2%$175/sqft
        Source: Public Record Report a problem
        9/14/2022Pending sale$689,000$200/sqft
        Source: NSBBOR #1071101 Report a problem
        9/14/2022Contingent$689,000$200/sqft
        Source: DBAMLS #1101043 Report a problem
        9/6/2022Listed for sale$689,000+451.2%$200/sqft
        Source: DBAMLS #1101043 Report a problem
        1/21/1999Sold$125,000$36/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$14,562 +45.3%$883,727 +55.5%
        2024$10,020 +13.9%$568,232 +11.5%
        2023$8,795 +59.3%$509,749 +80.8%
        2022$5,519 $281,932 +10%
        2021-- $256,302 +10%
        2020$4,384 $233,002 -6.4%
        2019$4,384 +3.5%$248,891 +0.9%
        2018$4,235 +6.6%$246,589 +9.4%
        2017$3,973 +6.2%$225,445 +11.5%
        2016$3,741 +3.5%$202,137 +9.6%
        2015$3,616 +24.7%$184,378 +40.2%
        2014$2,900 $131,524 -44.5%
        2005-- $236,909 +100.5%
        2004-- $118,178 +1.9%
        2003-- $115,974 +2.4%
        2002-- $113,256 +1.6%
        2001-- $111,473 +3%
        2000-- $108,227
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Canal Downtown

        Getting around

        69 / 100
        Somewhat Walkable
        64 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • High: New Smyrna Beach High

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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