2005 BENNETT Road, Saint Augustine, FL 32092
Property image
Property image
FOR SALE
3D VIEW
19.31 ACRES

$2,875,000

Original price: $2,950,000
  • 6 Beds
  • 5 Baths
  • 3,286 sqft (on 19.31 acres)

2005 BENNETT Road, Saint Augustine, FL 32092

Est. Mortgage $18,362/mo*
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Home Highlights

Single-Family Home
Built in 1992
19.31 acre lot
$875/sqft
2 Carport Spaces

Local Information

  • Map ViewExplore the area around 2005 BENNETT Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Discover one of Northeast Florida's premier equestrian estates on 19+ high-and-dry acres. This exceptional property features a fully renovated 4-bedroom, 3.5-bath brick home with designer finishes, a new resort-style pool, outdoor shower, and separate smokehouse. The equestrian facilities are unmatched, including a 28-stall barn, a 500 sqft tack room with new HVAC, laundry / bath, plus an attached 2-bedroom, 1-bath apartment. Ride year-round in the 200' x 120' arena with premium GGT footing installed by Longwood Arenas. Additional highlights include 3 new wells, 5 wash stalls with fly spray system, 15 lush paddocks, 11 featuring 12' x 12' run-in shelters with lightning protection, and exceptional infrastructure designed for horse and rider. An elite turnkey equestrian compound ready for its next owner.
Last check for updates: about 4 hours ago
Listing courtesy of SHANNON LYN MESSINA, (516) 302-3310
HERRON REAL ESTATE LLC, (904) 729-4313
Source: realMLS, MLS#2156630
Also Listed on realMLS.

Home Details for 2005 BENNETT Road

Active Status

MLS Status: Active

Interior Features

Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 6Number of Bathrooms (full): 4Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 3286 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Sewer Connected, Water ConnectedAppliances: Convection Oven, Electric Oven, Microwave, Refrigerator, Water Softener OwnedLaundry: Electric Dryer Hookup,In Unit,Sink,Washer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central Air,Multi Units,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls
Flooring: Tile, Wood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Tile, Wood
View
Has a ViewView: Creek/Stream, Pond, Pool, Trees/Woods
Security
Security: Security Gate, Security System Owned, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Porch, Rear Porch, ScreenedFencing: FullOther Structures: Barn(s), Shed(s), Stable(s)Exterior: Outdoor Shower, Other
Parking & Garage
Number of Carport Spaces: 2Number of Covered Spaces: 2Has a CarportNo GarageParking Spaces: 2Parking: Additional Parking,Attached Carport,Gated,Other
Pool
Pool: In Ground, FencedPool
Frontage
Road Frontage: County RoadNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Days on Market: 60

Property Information

Year Built
Year Built: 1992
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch,Traditional
Building
Not a New ConstructionNot Attached Property
Property Information
Condition: Updated/RemodeledParcel Number: 0306900002

Price & Status

Price
List Price: $2,875,000Price Per Sqft: $875
Status Change & Dates
Possession Timing: Close Of Escrow

Media

Location

Direction & Address
City: St. AugustineCommunity: Indian Trace

Agent Information

Listing Agent
Listing ID: 2156630

Building

Building Area
Building Area: 3886 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 19.31 Acres

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

Mls Number: 2156630Water ViewWater View: Creek/Stream, Pond

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
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  • 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
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  • 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
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  • 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."
    0
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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
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  • Randi Simmons
    "Trailmark is a family friendly Neighborhood and beautiful community. It is a gem of a place to live! "
    0
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  • 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
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  • 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
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  • 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
    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 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

Home Value

Trulia Estimate
$2.72M
Since last month
Decreased$69K (-2.5%)
Since last year
Increased$1M (+73.3%)
Since last sale
Increased$1M (+83.8%)
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 +253% in the last 10 years
MonthEstimated value
2026
September 2026$2.67M
August 2026$2.74M
July 2026$2.82M
June 2026$3.12M
May 2026$3.17M
April 2026$3.24M
March 2026$1.61M
February 2026$1.58M
January 2026$1.57M
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
5705 COUNTY ROAD 208 #C, Saint Augustine, FL
0.31
Single-Family Home
$1,000,000
04/24/26
3
1
2,490
5321 MUSKOGEAN Street, Saint Augustine, FL
0.51
Single-Family Home
$825,000
12/11/25
4
3
2,504
1885 COUNTY ROAD 13A N, Saint Augustine, FL
0.77
Single-Family Home
$750,000
08/11/26
5
3
2,280
1805 Bennett Rd, Saint Augustine, FL
0.37
Single-Family Home
$749,000
07/10/26
3
2
2,039
5481 MUSKOGEAN Street, Saint Augustine, FL
0.26
Single-Family Home
$499,986
07/08/26
3
2
1,656
35 TOWNSEND Place, Saint Augustine, FL
1.17
Single-Family Home
$2,525,000
01/27/26
8
9
6,636
130 INDIAN BRANCH RANCH Road, Saint Augustine, FL
1.29
Single-Family Home
$2,400,000
11/10/25
3
3
2,541
627 FARMFIELD Drive, Saint Augustine, FL
0.92
Single-Family Home
$475,000
08/21/26
5
3
2,500
290 WRENSONG Place, Saint Augustine, FL
1.09
Single-Family Home
$493,124
01/23/26
5
3.5
3,030

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
5520 MOBILE Street, Saint Augustine, FL 32092
0.12
$507,600
4
2
1,777
Off Market
5520 MUSKOGEAN Street, Saint Augustine, FL 32092
0.17
$849,999
4
3.5
3,854
For Sale
5480 MOBILE Street, Saint Augustine, FL 32092
0.20
$492,200
4
2
1,800
Off Market
5481 MUSKOGEAN Street, Saint Augustine, FL 32092
0.26
$499,986
3
2
1,656
Recently Sold
1895 BENNETT Road, Saint Augustine, FL 32092
0.25
$590,300
-
-
-
Off Market
5425 CHOCTAW Street, Saint Augustine, FL 32092
0.32
$306,000
3
2
1,550
Off Market
5420 MUSKOGEAN Street, Saint Augustine, FL 32092
0.33
-
-
-
-
Off Market
5420 MUSKOGEAN STREET LOT 1, Saint Augustine, FL 32092
0.33
-
-
-
-
Off Market
0 MUSKOGEAN Street, Saint Augustine, FL 32092
0.36
-
-
-
-
Off Market
5705 COUNTY ROAD 208, Saint Augustine, FL 32092
0.31
$1,000,000
-
-
-
Recently Sold
5705 COUNTY ROAD 208 #C, Saint Augustine, FL 32092
0.31
$1,000,000
3
1
2,490
Recently Sold

Price and Tax history

DateEventPrice
Sep 16, 2026
Source: realMLS #2156630
PriceChange
$2,875,000
Price decreased by 3%
Jul 23, 2026
Source: realMLS #2156630
Listed For Sale
$2,950,000
Jul 16, 2026
Source: realMLS #2140615
ListingRemoved
$3,150,000
Jul 7, 2026
Source: realMLS #2140615
PriceChange
$3,150,000
Price decreased by 7%
Apr 17, 2026
Source: realMLS #2140615
Listed For Sale
$3,400,000

LGBTQ Local Legal Protections

SHANNON LYN MESSINA, HERRON REAL ESTATE LLC, (904) 729-4313
Agent Phone: (516) 302-3310
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 2005 BENNETT Road

  • What is the estimated monthly payment for 2005 BENNETT Road?
    Based on a $2,875,000 list price with 20% down at today's rates, the estimated monthly payment for 2005 BENNETT Road in Saint Augustine, FL is approximately $18,818 (about $15,604 principal & interest, $3,139 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 2005 BENNETT Road compare to homes in Saint Augustine?
    2005 BENNETT Road in Saint Augustine, FL is listed at $2,875,000, about 570% above the $429K 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 2005 BENNETT Road?
    The closest schools to 2005 BENNETT Road in Saint Augustine, FL are Pacetti Bay Middle School (rated 9/10), Picolata Crossing Elementary School (Pre-K, rated 7/10), Tocoi Creek High School (rated 6/10).
  • Does 2005 BENNETT Road have air conditioning?
    Yes, 2005 BENNETT Road in Saint Augustine, FL has air conditioning.
  • Does 2005 BENNETT Road have a pool?
    Yes, 2005 BENNETT Road in Saint Augustine, FL has a pool.
2005 BENNETT Road, Saint Augustine, FL 32092 is a 6 bedroom, 6 bathroom, 3,286 sqft single-family home built in 1992. This property is currently available for sale and was listed by realMLS on Jul 23, 2026. The MLS # for this home is MLS# 2156630.