299 CHAPEL Road, Saint Augustine, FL 32084
Property image
Property image
FOR SALE

$424,900

  • 5 Beds
  • 3 Baths
  • 2,350 sqft

299 CHAPEL Road, Saint Augustine, FL 32084

Est. Mortgage $2,737/mo*
Get Pre-Qualified
We estimate this home will sell faster than 88% nearby.

Home Highlights

Single-Family Home
Built in 1962
$181/sqft

Local Information

  • Map ViewExplore the area around 299 CHAPEL Road.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Cash flowing property for buy and hold investors! Home is currently leased as ''transitional housing'' until 8/31/27 at $4,200 per month. Newer roof installed in 2024.
Last check for updates: about 5 hours ago
Listing courtesy of ERIC LANDRY, (904) 288-7990
KELLER WILLIAMS JACKSONVILLE, (904) 288-7990
Source: realMLS, MLS#2170716
We estimate this home will sell faster than 88% nearby.

Home Details for 299 CHAPEL Road

Interior Features

Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2350 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Sewer Connected, Water ConnectedAppliances: Electric Range, RefrigeratorRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Levels, Entrance, & Accessibility
Stories: 1Levels: One
View
No View

Exterior Features

Parking & Garage
No CarportNo GarageNo Attached GarageParking: Off Street
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Days on Market: 16

Property Information

Year Built
Year Built: 1962
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Not a New ConstructionNot Attached Property
Property Information
Parcel Number: 0987200000

Price & Status

Price
List Price: $424,900Price Per Sqft: $181
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: Active

Location

Direction & Address
City: St. AugustineCommunity: St Augustine Heights

Agent Information

Listing Agent
Listing ID: 2170716

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 7840.8 sqft

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 2170716

Price and Tax history

DateEventPrice
Oct 23, 2026
Source: realMLS #2170716
Listed For Sale
$424,900
Apr 1, 2026
Source: realMLS #2134107
ListingRemoved
$419,900
Jan 21, 2026
Source: St Augustine St Johns County BOR #255934
PriceChange
$419,900
Price decreased by 2%
Dec 2, 2025
Source: St Augustine St Johns County BOR #255934
PriceChange
$429,900
Price decreased by 4%
Oct 24, 2025
Source: St Augustine St Johns County BOR #255934
Listed For Sale
$449,900

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
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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"
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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
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  • 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
    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
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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 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
$410K
Since last month
Increased$800 (+0.2%)
Since last year
Decreased$32K (-7.2%)
Since last sale
Increased$50K (+14%)
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 +113% in the last 10 years
MonthEstimated value
2026
November 2026$410K
October 2026$418K
September 2026$410K
August 2026$410K
July 2026$410K
June 2026$411K
May 2026$411K
April 2026$411K
March 2026$410K
February 2026$404K
January 2026$404K
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
17 Aviles Dr, Saint Augustine, FL
0.74
Single-Family Home
$358,000
06/05/26
5
2
2,688
1349 MATTIE Street, Saint Augustine, FL
0.37
Single-Family Home
$252,000
06/18/26
3
2
1,190
1430 Los Robles Ave, Saint Augustine, FL
0.37
Single-Family Home
$275,000
12/12/25
2
2
796
22 MARION Street, Saint Augustine, FL
0.71
Single-Family Home
$340,000
03/20/26
3
2
1,412
304 N HIDDEN TREE Drive, St Augustine, FL
1.17
Single-Family Home
$365,000
08/12/26
4
2.5
2,568
433 LENA Street, Saint Augustine, FL
0.72
Single-Family Home
$314,900
07/31/26
3
2.5
1,309
26 Rio Vista Dr, Saint Augustine, FL
0.95
Single-Family Home
$490,000
04/02/26
3
2
1,944
177 ASHBY LANDING Way, Saint Augustine, FL
0.86
Single-Family Home
$269,900
04/24/26
3
2
1,685

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
297 Chapel Rd, Saint Augustine, FL 32084
0.01
$196,000
3
2
1,352
Off Market
295 Chapel Rd, Saint Augustine, FL 32084
0.02
$273,600
3
1
1,116
Off Market
303 Chapel Rd, Saint Augustine, FL 32084
0.03
$262,400
4
2
1,418
Off Market
302 Chapel Rd, Saint Augustine, FL 32084
0.03
$233,600
3
1
900
Off Market
298 Chapel Rd, Saint Augustine, FL 32084
0.03
$243,400
3
1
1,131
Off Market
293 Chapel Rd, Saint Augustine, FL 32084
0.04
$275,000
3
1
1,178
Off Market
293 Chapel Rd, St Augustine, FL 32084
0.04
$247,000
3
1
1,116
Off Market
296 Chapel Rd, Saint Augustine, FL 32084
0.04
$215,800
3
1
900
Off Market
305 Chapel Rd, Saint Augustine, FL 32084
0.04
$188,300
3
1
1,225
Off Market
306 Chapel Rd, Saint Augustine, FL 32084
0.04
$251,800
2
2
1,372
Off Market
291 Chapel Rd, Saint Augustine, FL 32084
0.05
$310,000
4
2
1,539
Recently Sold
307 Chapel Rd, Saint Augustine, FL 32084
0.05
$179,900
2
1
1,009
Off Market
308 Chapel Rd, Saint Augustine, FL 32084
0.06
$252,600
3
1
1,497
Off Market
289 Chapel Rd, Saint Augustine, FL 32084
0.06
$206,100
3
1
1,198
Off Market
310 Chapel Rd, Saint Augustine, FL 32084
0.07
$193,400
2
1
1,015
Off Market
290 Chapel Rd, Saint Augustine, FL 32084
0.07
$241,100
2
1
1,250
Off Market
311 Chapel Rd, Saint Augustine, FL 32084
0.07
$253,000
3
2
1,596
Off Market
287 Chapel Rd, Saint Augustine, FL 32084
0.08
$264,100
3
2
1,441
Off Market
312 Chapel Rd, Saint Augustine, FL 32084
0.08
$168,600
2
1
1,009
Off Market
288 Chapel Rd, Saint Augustine, FL 32084
0.08
$240,100
3
1
1,259
Off Market

LGBTQ Local Legal Protections

ERIC LANDRY, KELLER WILLIAMS JACKSONVILLE, (904) 288-7990
Agent Phone: (904) 288-7990
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 299 CHAPEL Road

  • What is the estimated monthly payment for 299 CHAPEL Road?
    Based on a $424,900 list price with 20% down at today's rates, the estimated monthly payment for 299 CHAPEL Road in Saint Augustine, FL is approximately $2,829 (about $2,290 principal & interest, $464 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 299 CHAPEL Road compare to homes in Saint Augustine?
    299 CHAPEL Road in Saint Augustine, FL is listed at $424,900, about 2% below 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 299 CHAPEL Road?
    The closest schools to 299 CHAPEL Road in Saint Augustine, FL are Osceola Elementary School (Pre-K, rated 7/10), Pedro Menendez High School (Middle, rated 5/10), R J Murray Middle School (rated 6/10).
  • Does 299 CHAPEL Road have air conditioning?
    Yes, 299 CHAPEL Road in Saint Augustine, FL has air conditioning.
  • How big is the lot at 299 CHAPEL Road?
    The lot at 299 CHAPEL Road in Saint Augustine, FL is about 0.18 acres (7,841 sq ft).
299 CHAPEL Road, Saint Augustine, FL 32084 is a 5 bedroom, 3 bathroom, 2,350 sqft single-family home built in 1962. This property is currently available for sale and was listed by realMLS on Oct 23, 2026. The MLS # for this home is MLS# 2170716.