216 S Shadowwood Dr, Saint Augustine, FL 32086
Property image
Property image
OFF MARKET

$827,700

Trulia Estimate
  • 5 Beds
  • 4 Baths
  • 3,718 sqft (on 0.54 acres)

216 S Shadowwood Dr, Saint Augustine, FL 32086

Est. Refi. Payment $5,380/mo*
Refinance Your Home
Currently Off Market - Sold Jun 21, 2024 for $800,000

Home Value

Trulia Estimate
$828K
Since last month
Decreased$7K (-0.8%)
Since last year
Decreased$25K (-2.9%)
Since last sale
Increased$28K (+3.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +150% in the last 10 years
MonthEstimated value
2026
September 2026$828K
August 2026$835K
July 2026$842K
June 2026$838K
May 2026$831K
April 2026$850K
March 2026$845K
February 2026$858K
January 2026$854K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3776 ARROWHEAD Drive, Saint Augustine, FL
0.34
Single-Family Home
$675,000
01/07/26
6
4
3,231
200 S SHADOWWOOD Drive, Saint Augustine, FL
0.07
Single-Family Home
$625,000
05/22/26
3
2.5
2,256
3577 Red Cloud Trl, Saint Augustine, FL
0.25
Single-Family Home
$875,000
05/20/26
4
4
3,462
400 PLANTATION GROVE Lane, Saint Augustine, FL
0.43
Single-Family Home
$850,000
07/10/26
5
3
3,338
217 S SHADOWWOOD Drive, Saint Augustine, FL
0.03
Single-Family Home
$700,000
07/14/26
3
2
2,067
324 N Shadowwood Dr, Saint Augustine, FL
0.23
Single-Family Home
$545,000
05/08/26
4
2
2,067
340 Old Plantation Dr, Saint Augustine, FL
0.60
Single-Family Home
$900,000
12/12/25
4
3.5
3,049
50 Sierras Loop, Saint Augustine, FL
0.57
Single-Family Home
$690,000
03/20/26
5
3.5
3,534
3550 LONE WOLF Trail, Saint Augustine, FL
0.60
Single-Family Home
$725,000
12/22/25
5
3.5
2,436

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
217 S SHADOWWOOD Drive, Saint Augustine, FL 32086
0.03
$700,000
3
2
2,067
Recently Sold
201 S SHADOWWOOD Drive, Saint Augustine, FL 32086
0.08
$681,700
4
2
2,067
Off Market
200 S SHADOWWOOD Drive, Saint Augustine, FL 32086
0.07
$625,000
3
2.5
2,256
Recently Sold
113 Woodcutters Trl, Saint Augustine, FL 32086
0.09
$606,400
4
2
2,175
Off Market
3613 FORT PEYTON Circle, Saint Augustine, FL 32086
0.22
$379,900
3
2
1,699
For Sale
324 N Shadowwood Dr, Saint Augustine, FL 32086
0.23
$545,000
4
2
2,067
Recently Sold
1060 CHEYENNE Drive, Saint Augustine, FL 32086
0.23
$702,600
4
2.5
2,560
Off Market
1030 CHEYENNE Drive, Saint Augustine, FL 32086
0.22
$160,000
-
-
-
Recently Sold
3765 Arrowhead Dr, Saint Augustine, FL 32086
0.27
$526,500
3
2
1,842
Off Market
3757 Arrowhead Dr, Saint Augustine, FL 32086
0.28
$538,200
3
2
2,094
Off Market
3589 RED CLOUD Trail, Saint Augustine, FL 32086
0.24
$545,000
3
2
1,972
Recently Sold

Local Information

  • Map ViewExplore the area around 216 S Shadowwood Dr.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2017
0.54 acre lot
3,718 sqft
$223/sqft
3 Car Garage
HOA $43/mo

About this House

This elegant floor plan offers 5 bedrooms, 4 full bathrooms, extended 3 car side entry garage, office/sitting room, and media/bonus room. Situated on a 0.54-acre lot at the end of a quiet cul-de-sac in Heartwood North allows for ample space for a boat and/or RV at the end of the paver lined driveway. The paver walkway leads you to the front porch where you can enjoy the view overlooking the garden. As you enter through the solid front door, you'll notice 8' doors and 10' ceilings throughout the home as well as wood-look tile and crown molding flowing through the entire downstairs living area. The chef-inspired kitchen is a culinary haven, featuring sleek quartz countertops, premium stainless steel appliances featuring a gas stove and a double oven, ample cabinetry, a nook for a wine cooler, large walk-in pantry, and a spacious island with seating. Whether you're preparing everyday meals or hosting extravagant dinner parties, this kitchen is sure to impress. Retreat to the luxurious primary suite located on the ground floor, offering a peaceful sanctuary with a bay window overlooking the backyard away from the hustle and bustle of daily life. Complete with a spa-like ensuite bathroom and a spacious walk-in closet, this private oasis is designed for relaxation and rejuvenation. Step outside to discover your own slice of paradise in the expansive backyard. With ample space for outdoor activities, gardening, or simply unwinding in the sunshine, this outdoor retreat is perfect for enjoying Florida's beautiful weather year-round. Step outside through the quad sliding door to discover your own slice of paradise in the screened in porch and expansive backyard. With ample space for outdoor activities, gardening, or simply unwinding in the sunshine, this outdoor retreat is perfect for enjoying Florida's beautiful weather year-round. The backyard is fully fenced but can be expanded if necessary to incorporate more of your expansive lot. Upstairs, you'll find additional a bonus media room, full bathroom with tub/shower combo, a walk-in closet, and a generously-sized bedroom with. The versatile layout provides endless possibilities for creating personalized spaces to suit your lifestyle, whether it's a home office, fitness studio, or cozy reading nook. Located in a desirable neighborhood with convenient access to top-rated schools, shopping, dining, parks, and entertainment, this home offers the ultimate Florida lifestyle experience. Square footage received from tax rolls. All information recorded in the MLS intended to be accurate but cannot be guaranteed.
216 S Shadowwood Dr, Saint Augustine, FL 32086 is a 5 bedroom, 4 bathroom, 3,718 sqft single-family home built in 2017. It last sold for $800,000 on Jun 21, 2024 (5% below the $840,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $827,700, with a rent estimate of $4,056/month.
Last check for updates: about 9 hours ago
Listed by Chelsea French Llc, (386) 566-6531
Keller Williams Realty Atlantic Partners St Augustine
Bought with: Herron Real Estate LLC
Source: St Augustine St Johns County BOR, MLS#239524

Home Details for 216 S Shadowwood Dr

Interior Features

Interior Details
Number of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Master Bathroom, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 3718 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Dryer, Microwave, Refrigerator, WasherDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Central
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: 2 Story, SplitEntry Location: Ground LevelFloors: Carpet, Tile

Exterior Features

Exterior Home Features
Roof: Metal ShinglePatio / Porch: Patio, Screened PorchFencing: FullFoundation: Slab
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageNo Open ParkingParking Spaces: 3Parking: 3 Car Garage,Attached,Garage Door Opener
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 2017
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Single Family HomeArchitecture: Craftsman
Building
Construction Materials: Concrete Fiber BoardNot a New Construction
Property Information
Parcel Number: 1366710260

Price & Status

Price
List Price: $840,000Price Range: $800,000 - $840,000
Status Change & Dates
Off Market Date: Sat Jun 01 2024

Active Status

MLS Status: Closed

Location

Direction & Address
City: St AugustineCommunity: Heartwood

Building

Building Area
Building Area: 3718 Square Feet

Community

Community Features: Other-See Remarks, HOANot Senior Community

HOA

HOA Fee Includes: HOA(Community Maintained)Has an HOAHOA Fee: $130/Quarterly

Lot Information

Lot Area: 0.54 acres

Miscellaneous

Mls Number: 239524

Additional Information

Other-See RemarksHOA

Price and Tax history

DateEventPrice
Sep 19, 2025
Source: Stellar MLS #FC312287
ListingRemoved
$874,900
Sep 2, 2025
Source: realMLS #2106018
PriceChange
$874,900
Price decreased by 3%
Aug 28, 2025
Source: realMLS #2106018
Listed For Sale
$899,999
Jun 21, 2024
Source: St Augustine St Johns County BOR #239524
Sold
$800,000
Jun 3, 2024
Source: realMLS #2011719
Pending
$840,000

Market trends in Saint Augustine

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$429K
$2.5KMoM
Sale-to-List Price
97.4%
Price per sq ft
$228
$0MoM
Available listings
1730
61MoM

Around this home

What Locals Say about Saint Augustine

At least 670 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 90 % Say car is needed

  • 79 % Say there's holiday spirit

  • 79 % Say yards are well-kept

  • 74 % Say people would walk alone at night

  • 73 % Say it's quiet

  • 70 % Say parking is easy

  • 68 % Say kids play outside

  • 63 % Say there's wildlife

  • 63 % Say there are sidewalks

  • 60 % Say neighbors are friendly

  • 56 % Say they plan to stay for at least 5 years

  • 53 % Say streets are well-lit

  • 40 % Say there are community events

  • 35 % Say it's walkable to restaurants

  • 31 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Great place to raise your family. The kids are kind and friendly and the schools are awesome! Plenty of community parks."
    0
    Flag
  • Trulia User
    "Great place to raise kids "
    0
    Flag
  • Trulia User
    "My neighborhood is attractive and peaceful. It’s green and full of unique houses and friendly people. The only problem is that the traffic is loud and too fast. "
    1
    Flag
  • Trulia User
    "There are nice decorations for each holiday. Other than that it’s just a friendly neighborhood and everyone is friendly and nice. "
    0
    Flag
  • Xavier.rivera11
    "Its very safe. I like it a lot. A lot of families and friendly people. I feel that the area is growing and still needs more activities in the amenity to have a better community "
    1
    Flag
  • Tiffany Villano
    "It’s a great community. Lots of kids and amenities Both close to Jacksonville downtown and Saint Augustine Lots of shopping food commercial lots of restaurants"
    0
    Flag
  • Ilester1862
    "I’ve lived in this neighborhood for over 5 years and love it. Neighbors are great and care for their homes. Very active community. Feel safe."
    1
    Flag
  • Tiffany Villano
    "Schools are decent. Lots to do every where even though people complain that there isnt. There’s more infrastructure to come in the next couple years. Overall quiet calm communities working families Love it here "
    0
    Flag
  • Gregory McCain
    "Lots of space for walking dogs in natural surroundings including small lakes and ponds. Almost everyone uses a leash when walking their dog."
    0
    Flag
  • Trulia User
    "Fish market, veggie stand and a historical park all in walking very short distance and no HOA, intercoastal is right here too"
    0
    Flag
  • Connie Worley
    "It is quiet and off the main road. Neighbors are friendly and polite. There is a good mixture of families, middle aged and retirees. The neighborhood borders a state preserve, so no development will be allowed to the east. It’s only a ten minute drive to the beach."
    0
    Flag
  • Evan Martinez
    "It is a kid friendly neighborhood, the can play unsupervised in culdasac and neighbors watch out for them "
    0
    Flag
  • Qgsdn2x7dk
    " Nice it’s really nice to live here and grow up here very kid friendly and great for walks I love it here"
    0
    Flag
  • Lesley Plott
    "The neighborhood is car dependent but public transportation is easily accessible. The area is growing rapidly."
    0
    Flag
  • kathyafleming
    "From here it’s walkable to work eats and downtown. All the sites are within walking distance. It’s a great community for walking. There is a drawbridge off the island so traffic can back up but it clears fast. It’s a slower pace. "
    0
    Flag
  • 66alice69
    "Busy on week days commute times morning and But easy travel mid day and also weekends best on Sunday"
    0
    Flag
  • Syn2267
    "Having a Friendly dog and pick up after your dog. Master should be able to tame their dog. Not curbing your dog. "
    0
    Flag
  • Nichols
    "We have lived in our neighborhood for four years. Everything that we could want is only a 10 minute drive from us"
    0
    Flag
  • Randi Simmons
    "Trailmark is a family friendly Neighborhood and beautiful community. It is a gem of a place to live! "
    0
    Flag
  • stewart_mendenhall
    "We have many miles of walkways as well as a dog park. There are a lot of people that walk their dogs through our neighborhood and all seem very friendly for the most part. "
    0
    Flag
  • kathyafleming
    "St augustine is growing rapidly. Sometime you wait 15 or 20 minutes in traffic to get downtown. It’s friendly but be prepared to have ups and downs in traffic if you are carting children to snd from activities. "
    0
    Flag
  • Trulia User
    "Principals in downtown is shady af. Staff is smug. No counselors so be mindful of how the school handles students mental health."
    0
    Flag
  • kathyafleming
    "You can walk downtown or to restaurants and brewery’s on the boulevard. It’s got wide quiet residential streets and beautiful trees. People are friendly and everyone knows everyone else. There are amazing landmarks near by, a marina, the lighthouse and the Castillo. "
    0
    Flag
  • kathyafleming
    "Driving is easy but crowded during tourist season. Mornings are generally not bad at all. At 5 pm commute may be crowded x "
    0
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  • Elizabeth Skidmore
    "There aren’t any open areas to walk with your dog and the community areas do not have doggie bags or disposal areas. Also many of the neighbors post signs that are not dog friendly, even for something as harmless as walking on their grass "
    30
    Flag
  • Renee Hulse
    "Old town USA. You can fish, kayak, hike and swim. The amenities are wonderful and the neighbors are even better"
    6
    Flag
  • Sabena H.
    "No public transportation. Still a little remote, but is building quickly. Bartram Trail School district."
    2
    Flag
  • Adrianna H.
    "There is No dog park. Which would be nice. But plenty of walk ways and trails to walk. Most of the dogs are very friendly. "
    9
    Flag
  • Peter T.
    "Nice place to live many people very friendly it’s hot though bring sun screen and water but also bug spray because mosquitos are a plenty "
    4
    Flag
  • Adrianna H.
    "Every Friday is Food Truck Friday up at the amenity center. Also kids sporting events and certain holiday activities as well. "
    0
    Flag
  • Srrossi
    "Quiet. Plenty of Law Enforcement in the neighborhood. I trust my neighbors. I enjoy my 2 mile walk through our neighborhood."
    0
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  • Sarah K.
    "This town is growing as a dog friendly area. There is a lot of neighborhoods and local businesses that allow dogs. Most people are super excited to great your and your pup. "
    1
    Flag
  • Candice S.
    "Christmas stroll and lights display make this town special. Small town feel, fabulous food. History makes this place special."
    1
    Flag
  • Kristen K.
    "You need transportation for this community. There is no public transportation. You average about 30 minutes from most places ."
    0
    Flag
  • Richard D.
    "There are a lot of them in the neighborhood. Many people own dogs, but it is important to pick up after pets and not let them run wild."
    1
    Flag
  • Egbacro
    "Epic theatre is close by, and downtown is about a 10min drive. The beach is located in Anastasia Island which has a lot of activities. the Lighthouse is nearby, and Saint Augustine’s beach is through the 312 bridge. There is an Amphitheatre close by which has many local and international events. Loads of restaurants, wine tasting and bars, shops/boutiques, museums including the Fountain of youth ca be visited."
    1
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  • Tkendall344
    "Always an event. St Augustine people care regardless if they know you or not the community always come together during crisis or when someone need assistance. We are St. Augustine Strong"
    0
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  • Terri.degrande
    "No specific events. It’s just a nice, established, well-maintained neighborhood with a cheap home owners association that really is functional, and neighbors are friendly and range widely in age. There’s tons of sidewalks, parks, ponds, wildlife, and very easy access to all types of stores and restaurants. "
    1
    Flag
  • Melvinemccall
    "Neighbors watch out for each other and are always ready to help. Cookouts about twice a year in the neighborhood open to all "
    0
    Flag
  • Jacqueline
    "We do not have many events in our neighborhood we only have quarterly yard sales. The neighbors are friendly and the neighborhood is beautiful."
    0
    Flag

LGBTQ Local Legal Protections

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 St Augustine & St. Johns County Board of REALTORS®. All rights reserved.

Frequently asked questions about 216 S Shadowwood Dr

  • What is 216 S Shadowwood Dr estimated to be worth?
    Trulia's estimated value for 216 S Shadowwood Dr in Saint Augustine, FL is $827,700.
  • What is the price history for 216 S Shadowwood Dr?
    216 S Shadowwood Dr in Saint Augustine, FL last sold for $800,000 in June 2024.
  • Is Saint Augustine a buyer's or seller's market?
    Saint Augustine is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Saint Augustine?
    The median sale price in Saint Augustine is $429K. That is down $2.5K from the prior month.
  • Does 216 S Shadowwood Dr have air conditioning?
    Yes, 216 S Shadowwood Dr in Saint Augustine, FL has air conditioning.
  • Does 216 S Shadowwood Dr have laundry facilities?
    Yes, 216 S Shadowwood Dr in Saint Augustine, FL has in-unit laundry.

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