369 Pintoresco Dr, Saint Augustine, FL 32095
SOLD
NOV 25, 2025

369 Pintoresco Dr
Saint Augustine, FL 32095

  • 4 Beds
  • 3.5 Baths
  • 3,024 sqft

$500,000

Last Sold: Nov 25, 2025
$165/sqft
Est. Refi. Payment $3,100/mo*
Refinance Your Home

$500,000

Last Sold: Nov 25, 2025
$165/sqft
Est. Refi. Payment $3,100/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,024 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Rare opportunity for space at a value you won’t find elsewhere in Madeira at St. Augustine. Priced to sell, this expansive two-story home offers scenic lake views and room to live, work, and grow, all in a community known for its charm and ideal location. With a timeless layout that combines lasting value with endless potential, the home would be perfect for generational living with gathering spaces in different areas and floors. The home features formal living and dining spaces, a bright open-concept main living area, and a large kitchen with stainless appliances, pantry, abundant cabinetry, and a grand center island that is perfect for hosting or everyday living. The breakfast area opens to a cozy family room and screened lanai, all with peaceful lake views. The generous main-level primary suite includes a walk-in closet and an ensuite bath with soaking tub and separate shower; while upstairs you will find three large bedrooms, two full baths, a versatile loft, and excellent storage throughout. Enjoy your morning coffee on the front porch or relaxing sunsets from the lanai. This home is move-in ready and well maintained, with the flexibility to update at your pace. Whether you choose simple cosmetic refreshes or more personalized improvements, the potential is here. A fully paid CDD bond, natural gas features including a tankless water heater and gas range, and hurricane shutters that close easily from inside, all add to the appeal. The HOA is just $142 per month and includes internet and HDTV. Residents of Madeira enjoy a beautiful clubhouse, pool, fitness center, and regular community events. All just minutes from historic downtown St. Augustine, Vilano Beach, shopping, and dining. More space, more flexibility, and priced to make this your St. Augustine home.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from November 26, 2025

Home Highlights

Parking
Garage
Outdoor
Porch
View
No Info
HOA
$142/Monthly
Price/Sqft
$165/sqft
Listed
180+ days ago

Home Details for 369 Pintoresco Dr

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Master Bedroom, Master Bathroom, Dining Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3024 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Tankless Water Heater-GasDishwasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Windows, Doors, Floors & Walls
Flooring: Carpet
Levels, Entrance, & Accessibility
Stories: 2Levels: 2 Story, SplitEntry Location: Ground LevelFloors: Carpet
Security
Security: Security Gate

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Screened PorchFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageNo Open ParkingParking Spaces: 2Parking: 2 Car Garage
Frontage
WaterfrontWaterfront: Lake Front, LakeOn Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 2013
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: FrameNot a New Construction
Property Information
Parcel Number: 0734310960

Price & Status

Price
List Price: $500,000Price Per Sqft: $165/sqft
Status Change & Dates
Off Market Date: Sun Nov 02 2025

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 3461 Square Feet

Community

Community Features: ClubhouseNot Senior Community

HOA

HOA Fee Includes: HOA(Cable)Has an HOAHOA Fee: $426/Quarterly

Lot Information

Lot Area: 9583.2 sqft

Offer

Listing Terms: Cash

Miscellaneous

Mls Number: 252238

Additional Information

Clubhouse
Last check for updates: about 7 hours ago
Listed by Mackenzie Reddy, (904) 806-1387
RE/MAX Unlimited
Karen Peil, (904) 501-3070
RE/MAX Unlimited
Source: St Augustine St Johns County BOR, MLS#252238

Price History for 369 Pintoresco Dr

DatePriceEventSource
11/25/2025$500,000Sold
St Augustine St Johns County BOR #252238
10/16/2025$500,000PriceChange
St Augustine St Johns County BOR #252238
09/06/2025$525,000PriceChange
St Augustine St Johns County BOR #252238
07/05/2025$550,000PriceChange
St Augustine St Johns County BOR #252238
06/11/2025$575,000PriceChange
St Augustine St Johns County BOR #252238
05/13/2025$625,000PriceChange
St Augustine St Johns County BOR #252238
04/13/2025$650,000Listed For SaleSt Augustine St Johns County BOR #252238
04/13/2025$679,000ListingRemovedrealMLS #2067076
01/28/2025$679,000Listed For SaleSt Augustine St Johns County BOR #250527
06/14/2013$244,600Sold
N/A
03/15/2013$239,900PriceChange
Agent Provided
12/19/2012$269,900PriceChange
Agent Provided
11/03/2012$274,900PriceChange
Agent Provided
09/14/2012$264,900Listed For SaleAgent Provided

Market trends in Saint Augustine

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$405K
$11.67KMoM
Sale-to-List Price
96.8%
0.1%MoM
Price per sq ft
$222
$1MoM
Available listings
1883
76MoM
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Property Tax and Assessment

Year2025
Tax$5,253
Assessment$581,494
Home facts updated by county records

Comparable Sales for 369 Pintoresco Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
272 Portada Dr, Saint Augustine, FL
0.11
Single-Family Home
$550,000
12/11/25
3
2.5
2,191
409 Pescado Dr, Saint Augustine, FL
0.26
Single-Family Home
$560,000
12/11/25
4
3
2,345
140 PINTORESCO Drive, Saint Augustine, FL
0.21
Single-Family Home
$554,000
09/11/25
4
3.5
2,902
100 Salida Way St, Saint Augustine, FL
0.18
Single-Family Home
$698,750
05/06/26
4
3
2,565
100 SALIDA Way, Saint Augustine, FL
0.18
Single-Family Home
$698,750
05/06/26
4
3
2,565
136 PESCADO Drive, Saint Augustine, FL
0.23
Single-Family Home
$500,000
12/15/25
4
2
2,238
145 Paranza Trce, Saint Augustine, FL
0.11
Single-Family Home
$765,000
04/30/26
3
3
2,498
211 PINTORESCO Drive, Saint Augustine, FL
0.15
Single-Family Home
$515,000
12/05/25
3
2
1,982
97 Paranza Trace St, Augustine, FL
0.07
Single-Family Home
$650,000
08/08/25
3
2
1,799

Nearby homes

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Assigned Schools

These are the assigned schools for 369 Pintoresco 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 669 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 90 % Say car is needed

  • 79 % Say yards are well-kept

  • 79 % Say there's holiday spirit

  • 74 % Say it's quiet

  • 74 % Say people would walk alone at night

  • 69 % Say parking is easy

  • 68 % Say kids play outside

  • 63 % Say there's wildlife

  • 63 % Say there are sidewalks

  • 60 % Say neighbors are friendly

  • 55 % 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
    "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
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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
  • 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
  • Vicki.perry
    "Great for families. Palencia has an elementary school in the community. Lots of places to ride your bike and take walks too."
    4
    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
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  • 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
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Homes for sale near 369 Pintoresco Dr

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Off Market Homes Near 369 Pintoresco Dr

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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.

Homes for rent near 369 Pintoresco Dr

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369 Pintoresco Dr, Saint Augustine, FL 32095 is a 4 bedroom, 4 bathroom, 3,024 sqft single-family home built in 2013. This property is not currently available for sale. 369 Pintoresco Dr was last sold on Nov 25, 2025 for $500,000 (0% higher than the asking price of $500,000). The current Trulia Estimate for 369 Pintoresco Dr is $501,900.