258 PINE LEAF Drive, Saint Augustine, FL 32092
Property image
Property image
SOLD
APR 30, 2026

$778,500

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 3,241 sqft

258 PINE LEAF Drive, Saint Augustine, FL 32092

Est. Refi. Payment $5,064/mo*
Refinance Your Home
Currently Off Market - Sold Apr 30, 2026 for $775,000 (3% below list price)

Home Value

Trulia Estimate
$779K
Since last month
Increased$1K (+0.2%)
Since last year
Decreased$65K (-7.7%)
Since last sale
Increased$5K (+0.7%)
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 decreased by -7% in the last 10 years
MonthEstimated value
2026
September 2026$780K
August 2026$779K
July 2026$778K
June 2026$776K
May 2026$776K
April 2026$836K
March 2026$824K
February 2026$781K
January 2026$842K
2025

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
371 PINE LEAF Drive, Saint Augustine, FL
0.00
Single-Family Home
$769,000
05/27/26
4
4
3,200
327 PINE LEAF Drive, Saint Augustine, FL
0.00
Single-Family Home
$749,000
06/12/26
4
4
3,200
477 Pine Leaf Dr, Saint Augustine, FL
0.08
Single-Family Home
$826,000
06/26/26
4
4
3,181
284 PINE LEAF Drive, Saint Augustine, FL
0.00
Single-Family Home
$729,000
10/31/25
4
3
2,873
415 Bismarck Palm Rd, Saint Augustine, FL
0.08
Single-Family Home
$775,000
04/15/26
5
4
3,213
415 BISMARK PALM Road, Saint Augustine, FL
0.18
Single-Family Home
$775,000
04/01/26
4
4
3,241
269 PINE LEAF Drive #169, Saint Augustine, FL
0.00
Single-Family Home
$639,000
06/23/26
4
3
2,899
477 PINE LEAF Drive #151, Saint Augustine, FL
0.18
Single-Family Home
$826,000
06/25/26
4
4
3,200
279 BISMARCK PALM Road, Saint Augustine, FL
0.17
Single-Family Home
$800,000
11/04/25
4
3.5
2,900

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
289 PINE LEAF Drive, Saint Augustine, FL 32095
0.00
$767,700
4
4
3,200
Off Market
339 PINE LEAF Drive, Saint Augustine, FL 32095
0.00
$678,900
4
3
2,683
Off Market
332 PINE LEAF Drive, Saint Augustine, FL 32095
0.00
$717,900
4
3
2,686
Off Market
327 PINE LEAF Drive, Saint Augustine, FL 32092
0.00
$749,000
4
4
3,200
Recently Sold
371 PINE LEAF Drive, Saint Augustine, FL 32092
0.00
$769,000
4
4
3,200
Recently Sold
284 PINE LEAF Drive, Saint Augustine, FL 32092
0.00
$738,200
4
3
2,873
Off Market
269 PINE LEAF Drive #169, Saint Augustine, FL 32092
0.00
$639,000
4
3
2,899
Recently Sold
246 PINE LEAF Drive, Saint Augustine, FL 32095
0.00
$799,400
4
3
2,873
Off Market
317 HERITAGE PINES Way, Saint Augustine, FL 32092
0.04
$1,239,000
4
4.5
3,825
For Sale
60 BRANCH CREEK Road #61, Saint Augustine, FL 32092
0.08
$673,000
4
3
2,830
For Sale
94 PINE LEAF Drive, Saint Augustine, FL 32092
0.06
$572,700
4
3
2,541
Off Market

Local Information

  • Map ViewExplore the area around 258 PINE LEAF Drive.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2025
3,241 sqft
$239/sqft
Garage
HOA $100/mo

About this House

Behind the impressive gated entrance to Newbrook, Toll Brothers' flagship community in St. Johns County, is this Scarlett Modern Farmhouse home, coming in Spring 2026. As you enter, you are greeted by a soaring two‑story foyer and a gleaming staircase finished with white painted spindles and oak handrails. Adjacent to the foyer are an office and a powder bath.
At the heart of the Scarlett is a great room with stunning water views, a casual dining space, and a designer kitchen featuring gleaming white wall cabinets and a center island in contrasting navy blue. The great room opens to a spacious covered lanai pre‑wired for a wall‑mounted monitor, with a gas stub‑out and a backyard large enough for a custom pool.
The owner's retreat, also overlooking the water, includes an impressive walk‑in shower, a freestanding tub, and a large walk‑in closet. Designed for family living, the second floor offers three bedrooms, two full bathrooms, and a loft—perfect for kids.
Call today for a tour!
258 PINE LEAF Drive, Saint Augustine, FL 32092 is a 4 bedroom, 4 bathroom, 3,241 sqft single-family home built in 2025. It last sold for $775,000 on Apr 30, 2026 (3% below the $799,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $778,500, with a rent estimate of $4,109/month.
Last check for updates: about 10 hours ago
Listed by FRANK CIRILLO, (904) 251-5258
JACKSONVILLE TBI REALTY, LLC, (904) 484-4951
KRISA COX, (404) 245-1001
(404) 245-1001
Source: realMLS, MLS#2080150

Home Details for 258 PINE LEAF Drive

Active Status

MLS Status: Closed

Interior Features

Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 3241 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Natural Gas Connected, Sewer ConnectedAppliances: Dishwasher, Gas Cooktop, Gas Water Heater, Microwave, Tankless Water HeaterDishwasherMicrowave
Heating & Cooling
Heating: Heat PumpHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2
View
Has a ViewView: Pond

Exterior Features

Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageParking Spaces: 3Parking: Garage
Frontage
WaterfrontWaterfront: PondOn Waterfront

Property Information

Year Built
Year Built: 2025
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Is a New ConstructionAttached To Another Structure
Property Information
Parcel Number: 0107642160

Price & Status

Price
List Price: $799,000Price Per Sqft: $239/sqft
Status Change & Dates
Off Market Date: Mon Mar 16 2026Possession Timing: Close Of Escrow

Location

Direction & Address
City: St. AugustineCommunity: Silverleaf
School Information
Elementary School: Wards CreekJr High / Middle School: Pacetti BayHigh School: Tocoi Creek

Community

Not Senior Community

HOA

HOA Fee (second): 112HOA Fee Frequency (second): MonthlyHas an HOAHOA Fee: $1,200/Annually

Offer

Listing Terms: Cash, FHA, VA Loan

Miscellaneous

Mls Number: 2080150Water ViewWater View: Pond

Price and Tax history

DateEventPrice
Apr 30, 2026
Source: realMLS #2080150
Sold
$775,000
Mar 23, 2026
Source: realMLS #2080150
Pending
$799,000
Jan 20, 2026
Source: Toll Brothers Inc.
PriceChange
$799,000
Price decreased by 6%
Dec 30, 2025
Source: realMLS #2080150
PriceChange
$847,990
Price increased by 2%
Oct 21, 2025
Source: Toll Brothers Inc.
PriceChange
$829,000
Price decreased by 2%

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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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. Data is deemed reliable but is not guaranteed accurate by realMLS.

Frequently asked questions about 258 PINE LEAF Drive

  • What is 258 PINE LEAF Drive estimated to be worth?
    Trulia's estimated value for 258 PINE LEAF Drive in Saint Augustine, FL is $778,500.
  • What is the price history for 258 PINE LEAF Drive?
    258 PINE LEAF Drive in Saint Augustine, FL last sold for $775,000 in April 2026.
  • 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 258 PINE LEAF Drive have air conditioning?
    Yes, 258 PINE LEAF Drive in Saint Augustine, FL has air conditioning.
  • Does 258 PINE LEAF Drive have a garage?
    Yes, 258 PINE LEAF Drive in Saint Augustine, FL has a garage.

Explore by feature - Pet Friendly

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Off Market Homes Near 258 PINE LEAF Drive

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