104 PINE LEAF Drive, Saint Augustine, FL 32092
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Property image
FOR SALE
OPEN SAT, 12-2PM
3D VIEW

$599,000

Original price: $615,000
  • 3 Beds
  • 3 Baths
  • 2,588 sqft

104 PINE LEAF Drive, Saint Augustine, FL 32092

Est. Mortgage $3,954/mo*
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Home Highlights

Single-Family Home
Built in 2025
$231/sqft
Garage
HOA $114/mo

Local Information

  • Map ViewExplore the area around 104 PINE LEAF Drive.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Oversized islandSpacious upstairs loftQuartz countertopsOversized laundry roomVersatile downstairs flex roomBeautifully appointed bath
Welcome to this stunning Toll Brothers home, where elegant design, thoughtful upgrades, and modern comfort come together to create an exceptional living experience. Home offers 3 bedrooms, a versatile downstairs flex room, and a spacious upstairs loft. The flex room can easily serve as a home office, formal dining room, playroom, or additional living space. Designer touches are found throughout, including wood-look tile flooring, wood stairs with a spindle handrail, upgraded double-stacked cabinetry, quartz countertops, designer drapes, and triple sliding glass doors that complement the bright, open floor plan. The inviting living area features a beautiful wood-accent feature wall, adding warmth and character to the space. The gourmet kitchen offers stainless steel gas appliances, an oversized island, abundant cabinetry, and plenty of room for entertaining. The spacious primary suite features a huge walk-in closet and a beautifully appointed bath with a separate freestanding tub. The oversized laundry room includes built-in cabinetry, additional storage, and a utility sink. Upstairs, the spacious loft provides a wonderful second living area, perfect for a media room, playroom, or additional gathering space. The upstairs suite features a generously sized bedroom and full bath, offering added privacy for guests or family members. Outside, enjoy a paver driveway and a fully fenced backyard with privacy landscaping. The large covered back porch features pavers and a Phantom screen, creating a wonderful extension of the living space for year-round Florida living. Located in the desirable Dogwood Collection, this beautifully upgraded home sits on a spacious 50-foot-wide homesite, offering additional space and privacy. Newbrook residents will enjoy a brand-new private amenity center and gym (currently under construction), along with access to SilverLeaf's additional amenities—all within a gated neighborhood.
Last check for updates: about 19 hours ago
Listing courtesy of Stephanie Olsen, (904) 674-5912
WATSON REALTY CORP, (904) 436-1300
Source: realMLS, MLS#2168036
Also Listed on realMLS.

Open House

Saturday, November 14
12:00 PM to 2:00 PM

Home Details for 104 PINE LEAF Drive

Interior Features

Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2588 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water ConnectedAppliances: Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, WasherDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Levels, Entrance, & Accessibility
Stories: 2
View
No View
Security
Security: Security Gate

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Patio, Rear Porch, ScreenedFencing: Back Yard
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Garage
Frontage
Not on Waterfront

Days on Market

Days on Market: 35

Property Information

Year Built
Year Built: 2025
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Not a New ConstructionNot Attached Property
Property Information
Parcel Number: 0107642020

Price & Status

Price
List Price: $599,000Price Per Sqft: $231
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: St. AugustineCommunity: Silverleaf
School Information
Elementary School: Magnolia Oaks AcademyJr High / Middle School: Magnolia Oaks AcademyHigh School: Tocoi Creek

Agent Information

Listing Agent
Listing ID: 2168036

Community

Not Senior Community

HOA

HOA Fee (second): 1200HOA Fee Frequency (second): AnnuallyHas an HOAHOA Fee: $342/Quarterly

Lot Information

Lot Area: 6534 sqft

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

Mls Number: 2168036

Additional Information

HOA Amenities: Pool,Basketball Court,Clubhouse,Dog Park,Fitness Center,Gated,Pickleball,Playground,Tennis Court(s)

Price and Tax history

DateEventPrice
Nov 5, 2026
Source: realMLS #2168036
PriceChange
$599,000
Price increased by 18,619%
Oct 27, 2026
Source: realMLS #2171075
Listed For Rent
$3,200
Oct 27, 2026
Source: realMLS #2168036
PriceChange
$615,000
Price decreased by 2%
Oct 9, 2026
Source: realMLS #2168036
Listed For Sale
$625,000
Apr 11, 2025
Source: realMLS #2037953
Sold
$617,000

Around this home

What Locals Say about Saint Augustine

At least 671 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

  • 64 % Say there are sidewalks

  • 63 % Say there's wildlife

  • 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
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  • Lesley Plott
    "The neighborhood is car dependent but public transportation is easily accessible. The area is growing rapidly."
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  • 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
    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

Market trends in Saint Augustine

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$434K
$5KMoM
Sale-to-List Price
97.6%
0.1%MoM
Price per sq ft
$227
$1MoM
Available listings
1697
39MoM
Sourced by Trulia Market Trends

Home Value

Trulia Estimate
$593K
Since last month
Decreased$19K (-3.1%)
Since last year
Decreased$14K (-2.3%)
Since last sale
Decreased$24K (-4%)
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 -17% in the last 10 years
MonthEstimated value
2026
November 2026$593K
October 2026$608K
September 2026$612K
August 2026$610K
July 2026$606K
June 2026$605K
May 2026$605K
April 2026$599K
March 2026$593K
February 2026$596K
January 2026$605K
2025
2024

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
95 PINE LEAF Drive, Saint Augustine, FL
0.04
Single-Family Home
$589,000
04/28/26
4
3
2,550
269 PINE LEAF Drive #169, Saint Augustine, FL
0.10
Single-Family Home
$639,000
06/23/26
4
3
2,899
331 BEDFORD Terrace #119, Saint Augustine, FL
0.09
Single-Family Home
$505,000
08/11/26
3
2.5
2,342
339 BEDFORD Terrace #118, Saint Augustine, FL
0.08
Single-Family Home
$570,000
06/17/26
4
3
2,324
282 BEDFORD Terrace, Saint Augustine, FL
0.14
Single-Family Home
$539,000
10/29/26
3
2.5
2,373
317 BEDFORD Terrace #121, Saint Augustine, FL
0.09
Single-Family Home
$490,000
08/21/26
3
2.5
2,190
323 BEDFORD Terrace #120, Saint Augustine, FL
0.09
Single-Family Home
$538,000
06/18/26
4
3
2,324
345 BEDFORD Terrace, Saint Augustine, FL
0.08
Single-Family Home
$491,100
03/17/26
3
2
1,741
431 PINE LEAF Drive, Saint Augustine, FL
0.11
Single-Family Home
$860,000
08/24/26
4
3
2,880

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
174 Pine Leaf Dr, Saint Augustine, FL 32092
0.01
$515,400
4
3
2,115
Off Market
114 PINE LEAF Drive, Saint Augustine, FL 32092
0.02
$538,500
3
2
2,230
Off Market
195 BISMARCK PALM Road #247, Saint Augustine, FL 32092
0.03
$845,000
4
3.5
3,324
Recently Sold
132 PINE LEAF Drive, Saint Augustine, FL 32092
0.03
$563,100
4
3
2,551
Off Market
105 PINE LEAF Drive, Saint Augustine, FL 32092
0.03
$539,000
3
2
2,230
Recently Sold
124 PINE LEAF Drive, Saint Augustine, FL 32092
0.03
$533,900
3
2
2,115
Off Market
142 PINE LEAF Drive, Saint Augustine, FL 32092
0.03
$549,000
3
2
2,230
Off Market
125 PINE LEAF Drive, Saint Augustine, FL 32092
0.04
$621,700
3
3
2,566
Off Market
95 PINE LEAF Drive, Saint Augustine, FL 32092
0.04
$589,000
4
3
2,550
Recently Sold
78 Bismarck Palm Rd, Saint Augustine, FL 32092
0.05
-
4
3
3,362
Off Market
78 Bismarck Palm Rd #LJ2OX1, Saint Augustine, FL 32092
0.05
-
Studio
-
-
Off Market
Pompano, Saint Augustine, FL 32092
0.05
$493,995+
3
2
2,230
-
Oceana, Saint Augustine, FL 32092
0.05
$493,995+
3
2
2,115
-
Seabelle, Saint Augustine, FL 32092
0.05
$521,995+
3
3
2,565
-
Seamark, Saint Augustine, FL 32092
0.05
$523,995+
4
3
2,540
-
78 Bismarck Palm Rd #QQV8RL, Saint Augustine, FL 32092
0.05
-
Studio
-
-
Off Market
78 Bismarck Palm Rd #ADFDZ4, Saint Augustine, FL 32092
0.05
-
Studio
-
-
Off Market
78 Bismarck Palm Rd #EQ3N7K, Saint Augustine, FL 32092
0.05
-
-
-
-
Off Market
133 PINE LEAF Drive, Saint Augustine, FL 32092
0.06
$594,100
4
3
2,115
Off Market
162 PINE LEAF Drive, Saint Augustine, FL 32092
0.06
$561,600
3
3
2,635
Recently Sold

LGBTQ Local Legal Protections

Stephanie Olsen, WATSON REALTY CORP, (904) 436-1300
Agent Phone: (904) 674-5912
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.

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Frequently asked questions about 104 PINE LEAF Drive

  • What is the estimated monthly payment for 104 PINE LEAF Drive?
    Based on a $599,000 list price with 20% down at today's rates, the estimated monthly payment for 104 PINE LEAF Drive in Saint Augustine, FL is approximately $4,005 (about $3,276 principal & interest, $654 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 104 PINE LEAF Drive compare to homes in Saint Augustine?
    104 PINE LEAF Drive in Saint Augustine, FL is listed at $599,000, about 38% above the $434K median sale price in Saint Augustine.
  • What do residents say about Saint Augustine?
    Residents describe Saint Augustine, FL as dog-friendly, well-kept, and quiet. Most residents say you need a car. See homes for sale in Saint Augustine, FL.
  • What are the closest schools to 104 PINE LEAF Drive?
    The closest schools to 104 PINE LEAF Drive in Saint Augustine, FL are Pacetti Bay Middle School (rated 8/10), Tocoi Creek High School (rated 6/10), Wards Creek Elementary School (Pre-K, rated 9/10).
  • Does 104 PINE LEAF Drive have air conditioning?
    Yes, 104 PINE LEAF Drive in Saint Augustine, FL has air conditioning.
  • Does 104 PINE LEAF Drive have a pool?
    Yes, 104 PINE LEAF Drive in Saint Augustine, FL has a pool.
104 PINE LEAF Drive, Saint Augustine, FL 32092 is a 3 bedroom, 3 bathroom, 2,588 sqft single-family home built in 2025. This property is currently available for sale and was listed by realMLS on Oct 6, 2026. The MLS # for this home is MLS# 2168036.