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Back 509 Live Oak Street
Off Market

509 Live Oak Street

St. Augustine FL 32084

3
2
1472 sq. ft.
5662.8 sq. ft.
Single-Family
Last sold for $447,000
ELIZABETH JENNINGSELIZABETH JENNINGS, last sold this property on 14 May 2025 after 68 days on market.

Overview

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.

Features

3 bedrooms
2 bathrooms
1472 sq. ft. floor area
5662.8 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in St. Augustine over the last 12 months, the estimated median property value of 509 Live Oak Street is $360.91k.

Median value
$360.91k
Estimated value range
$46k - $1.81m
Median days on market
61
Estimated value trend
1%
increase over the last 12 months
Average days on market is based on recent, comparable sales in St. Augustine. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 509 Live Oak Street

2025
Sold
$447,000
14 May 2025 by ELIZABETH JENNINGS, of ONE SOTHEBY'S INTERNATIONAL REALTY
2021
Sold
$335,000
17 Jun 2021 by Roni Heinrich, of FLORIDA HOMES REALTY & MORTGAGE
2003
Sold
$62,500
26 Sep 2003 by Mark Jenks, of RE/MAX SPECIALISTS

Happy sellers in St. Augustine

90%
90% of sellers in St. Augustine reported that their sale price either exceeded or met their price expectations.

St. Augustine stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 14 reviews in St. Augustine over the last 12 months.

Local market activity for 3 bedroom single-family properties in St. Augustine

In the last 12 months, 252 three-bedroom single-family properties similar to 509 Live Oak Street, have been sold.

This represents a 48% increase in three-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in St. Augustine

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Cal Brown Group

Sellers who recommend Cal Brown Group have praised them for being local expert, responsive, supportive, clear communication, dedicated, strategic, and honest

  •   5   (42 reviews)
  •  5 Reviews in St. Augustine
  •  2 Sales in St. Augustine
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Delilla Harts

Sellers who recommend Delilla Harts have praised them for being local expert, patient, responsive, clear communication, supportive, detail-oriented, and friendly

  •   5   (83 reviews)
  •  2 Reviews in St. Augustine
  •  4 Sales in St. Augustine
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Debby Craggs

Debby Craggs is a recommended agent for St. Augustine.  They have 1 local sale and collected 2 local reviews across the last 12 months.

  •   5   (23 reviews)
  •  2 Reviews in St. Augustine
  •  1 Sale in St. Augustine
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Melvin Lugo

Melvin Lugo is a recommended agent for St. Augustine.  They have 1 local sale and collected 2 local reviews across the last 12 months.

  •   5   (18 reviews)
  •  2 Reviews in St. Augustine
  •  1 Sale in St. Augustine
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