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Back 286 Vale Drive
Off Market

286 Vale Drive

St. Augustine FL 32095

5
5
3
3781 sq. ft.
16117.2 sq. ft.
Single-Family
Last sold for $1,457,500
Crickett HuffCrickett Huff, last sold this property on 16 July 2026 after 41 days on market.

Overview

Tucked behind lush landscaping and designed for both privacy and connection, this exceptional John Kenny Custom Home offers a living experience unlike any other. From the moment you arrive, you're welcomed into a stunning courtyard centered around a sparkling pool--the heart of the home. The main residence is thoughtfully positioned on one side, while a private ''Casita'' sits on the other, creating a retreat-style setting ideal for guests, extended family, a home office, or multigenerational living. A whole-house Generac generator delivers reliable backup power, allowing you to enjoy your home year-round without interruption. Offered for the very first time by its original owners, this meticulously maintained property features a total of 5 bedrooms, 4.5 bathrooms, and a 3 car garage. The main home includes a first-floor bedroom and full bath, with two additional bedrooms and two baths upstairs. Across the courtyard, the detached casita offers a first-floor bedroom and full bath, while the oversized upper-level suite features its own full bath and built-in kitchenette, providing ample space to be used as a guest suite, office or entertaining flex space. Inside, wood flooring flows throughout the main living areas, where a gas fireplace serves as the centerpiece of the family room. The thoughtfully designed floor plan includes an eat-in kitchen for casual dining as well as a separate dining room for special occasions. Beautiful exposed wood beam ceilings showcase the craftsmanship and character expected in a John Kenny custom home. This truly is a rare opportunity to own a one-of-a-kind property offering flexibility, privacy, and timeless design.

Features

5 bedrooms
5 bathrooms
3 carspaces
3 garage spaces
3781 sq. ft. floor area
16117.2 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in St. Augustine over the last 12 months, the estimated median property value of 286 Vale Drive is $685k.

Median value
$685k
Estimated value range
$405k - $2.87m
Median days on market
43
Estimated value trend
-6%
decrease 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 286 Vale Drive

2026
Sold
$1,457,500
16 Jul 2026 by Crickett Huff, of COMPASS FLORIDA LLC

Happy sellers in St. Augustine

86%
86% 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 7 reviews in St. Augustine over the last 12 months.

Local market activity for 5 bedroom single-family properties in St. Augustine

In the last 12 months, 86 five-bedroom single-family properties similar to 286 Vale Drive, have been sold.

This represents a 2% increase in five-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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ASHLEY PIERATT

Sellers who recommend ASHLEY PIERATT have praised them for being local expert, clear communication, great negotiation, and responsive

  •   5   (21 reviews)
  •  2 Reviews in St. Augustine
  •  6 Sales in St. Augustine
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TANYA COSMINI

TANYA COSMINI is a recommended agent for St. Augustine.  They have 3 local sales and collected 1 local review across the last 12 months.

  •   5   (3 reviews)
  •  1 Review in St. Augustine
  •  3 Sales in St. Augustine
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Liety Rodriguez

Sellers who recommend Liety Rodriguez have praised them for being responsive, local expert, clear communication, supportive, detail-oriented, dedicated, and patient

  •   5   (55 reviews)
  •  1 Review in St. Augustine
  •  2 Sales in St. Augustine
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Parker Alter

Sellers who recommend Parker Alter have praised them for being reliable, responsive, pleasant, and local expert

  •   5   (20 reviews)
  •  1 Review in St. Augustine
  •  2 Sales in St. Augustine
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