27 Grant St, Saint Augustine, FL 32084
Property image
Property image
FOR SALE

$549,000

  • 4 Beds
  • 2 Baths
  • 2,086 sqft

27 Grant St, Saint Augustine, FL 32084

Est. Mortgage $3,593/mo*
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We estimate this home will sell faster than 85% nearby.

Home Highlights

Single-Family Home
Built in 1904
$263/sqft

Local Information

  • Map ViewExplore the area around 27 Grant St.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Rear porchPaver-lined courtyardNew metal roofGenerous family roomClassic front porchOriginal wood flooring
Welcome to this beautifully restored 1904 home in the heart of Historic St. Augustine, where vintage character and modern comfort live in perfect harmony. This four-bedroom, two-bathroom residence exudes warmth and charm from the moment you arrive, beginning with a classic front porch—perfect for morning coffee or relaxing evenings in the breeze. Inside, original wood flooring adds rich character throughout much of the home, complemented by thoughtful renovations that honor its historic roots. The inviting living room flows effortlessly into a formal dining room, creating the perfect space for entertaining or everyday living. Toward the back of the home, a full bath and well-appointed kitchen offer direct access to the rear porch and a paver-lined courtyard—an idyllic setting for al fresco dining or evenings under the stars. Two guest bedrooms are located on the main level, while upstairs, a spacious central landing leads to the private owner’s suite, complete with its own sitting area and access to a charming balcony. Across the hall, a generous family room provides flexible living space, alongside a cozy sitting room that connects to the fourth bedroom. A second full bathroom is located just beyond. Significant recent updates include a new metal roof, updated flooring, full rewiring and replumbing, structural pier enhancements, new ductwork, insulation, and fresh interior and exterior paint. The main water line to the house was just replaced, making a substantial improvement to the water pressure and volume. A private driveway leads to a trellis-framed parking area at the rear of the property, offering both convenience and curb appeal. Just minutes from the beaches, historic downtown, local dining, boutique shopping, and everyday conveniences. Whether you're looking for a full-time residence, a weekend retreat, or a prime investment with nightly rental potential, this home offers a rare opportunity to own a piece of St. Augustine’s history—restored with care and ready to enjoy. Welcome home.
Last check for updates: about 6 hours ago
Listing courtesy of Noah Bailey, (904) 867-3242
Keller Williams Realty Atlantic Partners St Augustine
Yvonne Glines, (904) 476-7023
Keller Williams Realty Atlantic Partners St Augustine
Source: St Augustine St Johns County BOR, MLS#264051
Also Listed on St Augustine St Johns County BOR.
We estimate this home will sell faster than 85% nearby.

Home Details for 27 Grant St

Interior Features

Interior Details
Number of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Master Bathroom, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2086 Square Feet
Appliances & Utilities
Appliances: Dryer, Range, Refrigerator, WasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Central
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Vinyl, Wood
Levels, Entrance, & Accessibility
Stories: 2Entry Location: Ground LevelFloors: Vinyl, Wood

Exterior Features

Exterior Home Features
Roof: MetalPatio / Porch: Porch, 2nd PorchFencing: PartialOther Structures: Shed(s)Foundation: CrawlNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageNo Open ParkingParking: Guest,Off Street
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Days on Market: 12

Property Information

Year Built
Year Built: 1904
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Single Family HomeArchitecture: Single Family Home
Building
Construction Materials: Frame, WoodNot a New Construction
Property Information
Parcel Number: 1561900000

Price & Status

Price
List Price: $549,000Price Per Sqft: $263

Active Status

MLS Status: Active

Location

Direction & Address
City: St AugustineCommunity: Sanchez Sub
School Information
Elementary School: KetterlinusJr High / Middle School: SebastianHigh School: St. Augustine

Agent Information

Listing Agent
Listing ID: 264051

Building

Building Area
Building Area: 2086 Square Feet

HOA

No HOA

Lot Information

Lot Area: 4000 sqft

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

Mls Number: 264051

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
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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
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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
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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
$532K
Since last month
Decreased$4K (-0.7%)
Since last year
Decreased$101K (-15.9%)
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 +177% in the last 10 years
MonthEstimated value
2026
September 2026$533K
August 2026$537K
July 2026$539K
June 2026$539K
May 2026$544K
January 2026$563K
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
4 Milton St, Saint Augustine, FL
0.18
Single-Family Home
$735,000
02/20/26
3
1.5
1,948
25 FULLERWOOD Drive, Saint Augustine, FL
0.19
Single-Family Home
$560,000
12/29/25
3
2
1,344
6 Douglas Ave, Saint Augustine, FL
0.30
Single-Family Home
$425,000
06/18/26
3
2
1,181
42 MAGNOLIA Avenue, Saint Augustine, FL
0.45
Single-Family Home
$718,000
12/09/25
4
2
1,837
22 Bay View Dr, Saint Augustine, FL
0.23
Single-Family Home
$655,000
10/10/25
4
2.5
1,783
50 E San Carlos Ave, Saint Augustine, FL
0.48
Single-Family Home
$400,000
07/23/26
3
2
1,794
6 E Park Ave, Saint Augustine, FL
0.36
Single-Family Home
$700,000
03/13/26
3
2.5
1,833
36 FULLERWOOD Drive, Saint Augustine, FL
0.25
Single-Family Home
$695,000
11/13/25
3
3
1,650
20 Park Ave, Saint Augustine, FL
0.31
Single-Family Home
$561,000
08/31/26
3
1.5
2,264

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
218 San Marco Ave, St Augustine, FL 32084
0.03
$1,300,000
5
3
3,086
For Sale
29 GRANT Street, Saint Augustine, FL 32084
0.01
$525,000
3
2.5
2,264
For Sale
4 GABRIEL Street, Saint Augustine, FL 32084
0.02
$293,900
1
1
506
Off Market
6 Gabriel St, Saint Augustine, FL 32084
0.02
$527,200
3
2
1,472
Off Market
10 Pacific St, Saint Augustine, FL 32084
0.11
$1,550,000
6
3
3,543
For Sale
208 San Marco Ave, Saint Augustine, FL 32084
0.08
$550,000
4
3
1,679
For Sale
17 Bay View Dr, Saint Augustine, FL 32084
0.17
$683,800
3
2
1,748
Off Market
25 FULLERWOOD Drive, Saint Augustine, FL 32084
0.19
$560,000
3
2
1,344
Recently Sold
9 Sylvan Dr, Saint Augustine, FL 32084
0.20
$749,900
5
3
1,801
For Sale
4 1/2 Sylvan Dr, Saint Augustine, FL 32084
0.21
$331,000
2
1
660
Off Market
4 Milton St, Saint Augustine, FL 32084
0.18
$735,000
3
1.5
1,948
Recently Sold

Price and Tax history

DateEventPrice
Sep 11, 2026
Source: St Augustine St Johns County BOR #264051
Listed For Sale
$549,000
Aug 6, 2026
Source: realMLS #2091028
ListingRemoved
$575,000
Feb 3, 2026
Source: St Augustine St Johns County BOR #253239
PriceChange
$575,000
Price decreased by 4%
Oct 14, 2025
Source: St Augustine St Johns County BOR #253239
PriceChange
$600,000
Price decreased by 11%
May 30, 2025
Source: St Augustine St Johns County BOR #253239
Listed For Sale
$675,000

LGBTQ Local Legal Protections

Noah Bailey, Keller Williams Realty Atlantic Partners St Augustine
Agent Phone: (904) 867-3242
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.

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Frequently asked questions about 27 Grant St

  • What is the estimated monthly payment for 27 Grant St?
    Based on a $549,000 list price with 20% down at today's rates, the estimated monthly payment for 27 Grant St in Saint Augustine, FL is approximately $3,641 (about $2,967 principal & interest, $599 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 27 Grant St compare to homes in Saint Augustine?
    27 Grant St in Saint Augustine, FL is listed at $549,000, about 28% 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 27 Grant St?
    The closest schools to 27 Grant St in Saint Augustine, FL are Ketterlinus Elementary School (Pre-K, rated 8/10), Sebastian Middle School (rated 7/10), St. Augustine High School (Middle, rated 6/10).
  • Does 27 Grant St have air conditioning?
    Yes, 27 Grant St in Saint Augustine, FL has air conditioning.
  • Does 27 Grant St have laundry facilities?
    Yes, 27 Grant St in Saint Augustine, FL has in-unit laundry.
27 Grant St, Saint Augustine, FL 32084 is a 4 bedroom, 2 bathroom, 2,086 sqft single-family home built in 1904. This property is currently available for sale and was listed by St Augustine St Johns County BOR on Sep 11, 2026. The MLS # for this home is MLS# 264051.