This vintage 1940's Duplex situated on two lots is the best investment opportunity in the City of St. Augustine. Located a stone's throw from Historic Downtown in the heart of booming West Augustine, this renovated cottage with Airbnb guest house offers the perfect opportunity to step into St. Augustine life with immediate built-in income. Tucked away on the coveted and quiet Live Oak Street, walk out your front doorstep and take a leisurely stroll to enjoy the vibrant energy of West King Street with boutiques, cafes, neighborhood pubs and local brewery. Recently fully updated with modern wood-toned flooring, new roof, HVAC, kitchen, baths and more, this home offers low-maintenance urban living while maintaining Old Town charm. The oversized double lot is surrounded by towering Grandaddy live oaks and a serene backdrop of mature tropical foilage. The property offers plenty of off-street parking, privacy, room for entertaining or a pool. Whether this lucrative multi-family property is to be a full-time primary residence or income-producing investment, every bit of this charming Duplex near Historic Downtown symbolizes the quintessential St. Augustine lifestyle. Situated steps away from local favorites like Buena Onda, Bog Brewery, The West Egg and The Blue Hen, this bungalow is the perfect opportunity to create your new life in St. Augustine. Nothing Compares.
Sold for $447,000 on 05/14/25
$447,000
509 Live Oak St, Saint Augustine, FL 32084
3beds
1,472sqft
Multi Family
Built in 1940
-- sqft lot
$-- Zestimate®
$304/sqft
$1,705 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: July 25, 2025 at 02:36pm
Listed by:
Kate Mitchell 904-501-6996,
One Sotheby's Int (A1A Beach),
Elizabeth Jennings 407-919-9557,
One Sotheby's International Realty
Source: St Augustine St Johns County BOR,MLS#: 251364

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: First
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Microwave, Range, Refrigerator, Washer/Dryer
Features
- In-Law Floorplan, Ceiling Fan(s)
- Flooring: Tile, Wood
Interior area
- Total structure area: 1,656
- Total interior livable area: 1,472 sqft
Property
Parking
- Parking features: Off Street
Features
- Stories: 1
- Entry location: Ground Level
Lot
- Size: 7,840 sqft
- Dimensions: 75 X 110'
- Features: City Lot, Less than 1/4 Acre
Details
- Parcel number: 1212300000
- Zoning: MULTI
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Cottage,Traditional
- Property subtype: Multi Family
Materials
- Frame, Vinyl Siding, Wood
- Roof: Shingle
Condition
- New construction: No
- Year built: 1940
Utilities & green energy
- Sewer: Public Sewer
- Water: City
Community & neighborhood
Location
- Region: Saint Augustine
- Subdivision: Von Balsom Addition
Other
Other facts
- Listing terms: Cash,Conventional
Services availability

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