21 Masters Dr, Saint Augustine, FL 32084
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Property image
OFF MARKET

21 Masters Dr
Saint Augustine, FL 32084

  • 4 Beds
  • 3.5 Baths
  • 2,392 sqft (on 0.34 acres)

$448,100

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $2,830/mo*
Refinance Your Home

$448,100

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $2,830/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,392 sqft
(on 0.34 acres)

Local Information

  • Map ViewExplore the area around 21 Masters Dr.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1883
Lot Size
0.34 acres
Living Area
2,392 sqft
Price/Sqft
$187
Parking
Garage

About this House

Flagler Era Victorian home with many of the original architectural features for an AMAZNG VALUE! This home has been part of the same family for years and needs some TLC. However if you are looking for a Victorian to renovate, don't miss this one. They have maintained this home and it has some very classic pieces in tact. Original single pane windows, 4 over 4. 6 panel solid wood doors, BEAUTIFUL WOOD FLOORS. Wood burning fireplace, Authentic wrap around porch and more!


21 Masters Dr, Saint Augustine, FL 32084 is a 4 bedroom, 4 bathroom, 2,392 sqft single-family home built in 1883. It last sold for $98,000 on Mar 16, 2015. It is currently off market. The Trulia Estimate is $448,100, with a rent estimate of $3,225/month.

Home Details for 21 Masters Dr

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Hardwood, Laminate
Interior Details
AtticNumber of Rooms: 11Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Pantry, Recreation Room, WorkshopCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: Asphalt, MetalDeckExterior: Other, Wood, MetalFoundation Type: PiersGardenLawnPatioPorch
Parking & Garage
GarageParking Spaces: 6Parking: Carport, Garage Detached, Off Street

Property Information

Year Built
Year Built: 1883Year Updated: 2015
Property Type / Style
Property Type: Single Family HomeArchitecture: Queen Anne / Victorian

Community

Units in Building: 1

Lot Information

Lot Area: 0.34 acres

Mobile R/V

RV Parking
Rv Parking

Price History for 21 Masters Dr

DatePriceEventSource
03/16/2015$98,000Sold
realMLS #758510
01/08/2015$130,000PriceChange
Agent Provided
10/04/2014$145,000Listed For SaleAgent Provided
02/28/2002$296,300Sold
N/A

Market trends in Saint Augustine

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$418K
$1.67KMoM
Sale-to-List Price
97.2%
0.1%MoM
Price per sq ft
$226
$2MoM
Available listings
1897
43MoM
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Property Tax and Assessment

Year2025
Tax$6,006
Assessment$418,678
Home facts updated by county records

Comparable Sales for 21 Masters Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
9 Masters Dr, Saint Augustine, FL
0.04
Single-Family Home
$320,000
03/31/26
3
2
1,981
52 Spring St, Saint Augustine, FL
0.09
Single-Family Home
$595,000
08/04/26
6
3.5
2,396
5 PEARL Street, Saint Augustine, FL
0.12
Single-Family Home
$300,000
08/11/25
3
3
1,768
50 Spring St, Saint Augustine, FL
0.10
Single-Family Home
$287,500
03/23/26
3
2
1,352
66 Julia St, Saint Augustine, FL
0.08
Single-Family Home
$359,900
04/07/26
3
2
1,244
26 Palmer St, Saint Augustine, FL
0.23
Single-Family Home
$380,000
05/22/26
3
3
1,772
14 S Leonardi St, Saint Augustine, FL
0.44
Single-Family Home
$145,000
06/02/26
4
2
1,440
108 N WHITNEY Street, Saint Augustine, FL
0.24
Single-Family Home
$285,000
09/16/25
3
2
1,248
54 SPRING Street, Saint Augustine, FL
0.09
Single-Family Home
$275,000
08/27/25
3
2
1,100
87 JOSIAH Street, Saint Augustine, FL
0.29
Single-Family Home
$311,000
07/10/26
4
2
1,232

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Masters Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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 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
  • Xtxp5qb76x
    "No side walks to scoot around, not many activities organised by the county, libraries don’t offer as much for kids as other states. Even thought great place to raise a family "
    9
    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

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Apartments for Rent

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Explore by feature - Pet Friendly

323 pet-friendly rentals in Saint Augustine, FL

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Explore by feature - Pool

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Homes for sale near 21 Masters Dr

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Off Market Homes Near 21 Masters Dr

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Frequently asked questions about 21 Masters Dr

  • What is 21 Masters Dr estimated to be worth?
    Trulia's estimated value for 21 Masters Dr in Saint Augustine, FL is $448,100.
  • What is the price history for 21 Masters Dr?
    21 Masters Dr in Saint Augustine, FL last sold for $98,000 in March 2015.
  • 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 $418K. That is down $1.67K from the prior month.
  • Does 21 Masters Dr have air conditioning?
    Yes, 21 Masters Dr in Saint Augustine, FL has air conditioning.
  • Does 21 Masters Dr have laundry facilities?
    Yes, 21 Masters Dr in Saint Augustine, FL has in-unit laundry.