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.
Closed
$1,457,500
286 VALE Drive, St. Augustine, FL 32095
5beds
3,781sqft
Single Family Residence
Built in 2007
0.37 Acres Lot
$1,430,800 Zestimate®
$385/sqft
$5,670 Estimated rent
Home value
$1,430,800
$1.36M - $1.50M
$5,670/mo
Zestimate® history
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List your homeWhat's special
Thoughtfully designed floor planLush landscaping
Zillow last checked:
Listing updated:
Listed by:
CRICKETT HUFF 904-728-3333,
COMPASS FLORIDA LLC 904-413-0119
Bought with:
JESSICA WIEBENGA, 3546084
DJ & LINDSEY REAL ESTATE
Source: realMLS,MLS#: 2148803
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Heating
- Central, Heat Pump
Cooling
- Central Air, Multi Units, Zoned
Appliances
- Included: Convection Oven, Dishwasher, Disposal, Dryer, Gas Cooktop, Gas Oven, Gas Water Heater, Microwave, Refrigerator, Washer
- Laundry: In Unit, Lower Level
Features
- Breakfast Bar, Breakfast Nook, Built-in Features, Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Guest Suite, His and Hers Closets, In-Law Floorplan, Jack and Jill Bath, Kitchen Island, Pantry, Primary Bathroom -Tub with Separate Shower, Master Downstairs, Smart Thermostat, Split Bedrooms, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
- Flooring: Carpet, Tile, Wood
- Number of fireplaces: 1
- Fireplace features: Gas
Interior area
- Total interior livable area: 3,781 sqft
Property
Parking
- Total spaces: 3
- Parking features: Garage, Garage Door Opener
- Garage spaces: 3
Features
- Levels: Two
- Stories: 2
- Patio & porch: Front Porch, Patio, Porch, Side Porch
- Exterior features: Courtyard
- Pool features: In Ground, Heated, Pool Sweep, Screen Enclosure, Waterfall
- Has view: Yes
- View description: Pool, Protected Preserve
Lot
- Size: 0.37 Acres
- Features: Many Trees, Sprinklers In Front, Sprinklers In Rear
Details
- Additional structures: Guest House
- Parcel number: 0720940170
- Zoning description: Residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Multi Generational
- Property subtype: Single Family Residence
Materials
- Frame
- Roof: Shingle
Condition
- New construction: No
- Year built: 2007
Utilities & green energy
- Electric: Whole House Generator
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Available, Electricity Connected, Natural Gas Available, Sewer Connected, Water Available, Water Connected
Community & HOA
Community
- Security: 24 Hour Security, Security Gate, Smoke Detector(s)
- Subdivision: Palencia
HOA
- Has HOA: Yes
- Amenities included: Pool, Children's Pool, Dog Park, Fitness Center, Management - Off Site, Park, Pickleball, Playground, Spa/Hot Tub, Tennis Court(s), Trash
- Services included: Maintenance Structure, Security, Sewer, Trash, Water
- HOA fee: $125 annually
Location
- Region: Saint Augustine
Financial & listing details
- Price per square foot: $385/sqft
- Tax assessed value: $1,079,602
- Annual tax amount: $11,473
- Date on market: 6/4/2026
- Listing terms: Cash,Conventional
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 7/16/2026 | Sold | $1,457,500-2.5%$385/sqft |
Source:  realMLS #2148803 Report a problem | ||
| 6/4/2026 | Listed for sale | $1,495,000+406.8%$395/sqft |
Source: realMLS #2148803 Report a problem | ||
| 5/16/2006 | Sold | $295,000$78/sqft |
Source: Agent Provided Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $11,473 +7.9% | $536,916 +2.9% |
| 2024 | $10,633 +2.4% | $521,784 +3% |
| 2023 | $10,387 +1.5% | $506,586 +3% |
| 2022 | $10,229 +0.3% | $491,831 +3% |
| 2021 | $10,202 +0% | $477,506 +1.4% |
| 2020 | $10,201 -1.9% | $470,913 +2.3% |
| 2019 | $10,396 | $460,326 +1.9% |
| 2018 | $10,396 +2.5% | $451,743 +2.1% |
| 2017 | $10,141 | $442,452 -0.9% |
| 2016 | $10,141 +0.8% | $446,353 +0.7% |
| 2015 | $10,057 -1.4% | $443,250 +0.8% |
| 2014 | $10,196 | $439,733 +4.5% |
| 2013 | -- | $420,616 +0.9% |
| 2012 | -- | $416,675 -8.7% |
| 2011 | -- | $456,209 -12.6% |
| 2010 | -- | $521,857 -15.5% |
| 2009 | -- | $617,818 -0.9% |
| 2008 | -- | $623,534 |
Find assessor info on the county website
Neighborhood: 32095
Nearby homes
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Nearby schools
GreatSchools rating
- 7/10Palencia Elementary SchoolGrades: PK-5Distance: 1.4 mi
- 9/10Allen D Nease Senior High SchoolGrades: 8-12Distance: 5.2 mi
- 9/10Pacetti Bay Middle SchoolGrades: 6-8Distance: 9.7 mi
Schools provided by the listing agent
- Elementary: Palencia
- Middle: Pacetti Bay
- High: Allen D. Nease
Source: realMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$1,430,800
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Estimated market value
$1,430,800
- Florida
- Saint Johns County
- Saint Augustine
- 32095
- 286 VALE Drive
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