27 Casanova Rd, Saint Augustine, FL 32080
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OFF MARKET

27 Casanova Rd
Saint Augustine, FL 32080

  • 5 Beds
  • 4 Baths
  • 3,800 sqft (on 0.58 acres)

$1,409,500

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $8,771/mo*
Refinance Your Home

$1,409,500

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $8,771/mo*
Refinance Your Home
5 Beds
4 Baths
3,800 sqft
(on 0.58 acres)

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1930
Lot Size
0.58 acres
Living Area
3,800 sqft
Price/Sqft
$371
Parking
Garage

About this House

Living within the city limits in the nations oldest town has it’s advantages, but rarely are they combined in a manifestation of such beautiful outdoor living. The owner’s creative inspiration led to somewhere between an Old Florida and a Zen retreat, resulting in a home surrounded by contemplative garden spaces and a gorgeous pool visually beguiling from the interiors. A home where a contemporary aesthetic blends with architecturally distinctive vintage finds resulting in a sensibility that flows seamlessly from indoors to outdoors. The moment one enters the home the sun beckons the eye towards a series of open living spaces, past the welcoming marble tiled entry, into a spacious living and dining area, luring you into an adjacent kitchen filled with gorgeous blue accents. From the steel blue cabinetry to the stained glass window, and marbled veining in the solid stone countertops this color evokes a calmness and serenity that is felt throughout the home. The kitchen, purposely designed for cooking and entertaining, is outfitted with double ovens, a warming drawer, double wine refrigerators, and a Meile coffee center. That perfect cup of coffee is even better in the sunny breakfast room that opens to lush gardens. So many unique spaces to fall in love with in this home ….a generously appointed media room that opens to the outdoors, a cozy and chic “girly” room with it’s embroidered & upholstered reading nook, the generously sized primary with French doors opening to the beach entry pool, and a frosted glass slider separating it’s luxurious bath. Two additional ensuite bedrooms and a huge gym/office bedroom space account for five bedrooms, possibly six. Bonus spaces like a dedicated utility room and a “Barbie” garage with three car bays, shark finished flooring, and fantastic storage are an unexpected perk in this home, along with the beautiful lighting, tilework, and finishes. An enormous screened cage incorporates the pool and deck blurring lines between indoors and out. Gorgeous plantings, a labyrinth, stone beds, fire pits, ovens, and raised herb planters welcome a contemplative series of garden spaces in which to relax. A perfect balance for both entertaining and a haven for creative functionality this home checks so many boxes. Enjoy all that living the island life offers. Close enough to the state park beach for biking, a five minute ride to historic downtown, and a short walk to the Saturday morning amphitheater farmers market and concerts. (The bones of the original structure date to 1930, but the “effective date” of this home is 2008.) Many furnishings are negotiable with an accepted offer. Includes parcel # 1610050000 Please see documents for feature list.
27 Casanova Rd, Saint Augustine, FL 32080 is a 5 bedroom, 4 bathroom, 3,800 sqft single-family home built in 1930. It last sold for the $1,395,000 asking price on Oct 11, 2023. It is currently off market. The Trulia Estimate is $1,409,500, with a rent estimate of $5,485/month.

Home Details for 27 Casanova Rd

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: 5Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 3800 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer, High Eff. Water Heater, Tankless Water Heater-GasDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Electric,Fireplace(s)Has CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Central
Fireplace & Spa
Has a Fireplace
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Carpet, Tile, Vinyl, Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: SplitEntry Location: Ground LevelFloors: Carpet, Tile, Vinyl, Wood
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShingleFencing: FullOther Structures: Shed(s)Exterior: Auto SprinklerFoundation: Crawl
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 3Parking: 3 Car Garage,Circular Driveway,Garage Door Opener
Pool
Pool: In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Other-See Remarks

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Single Family HomeArchitecture: Single Family Home
Building
Construction Materials: Frame, StuccoNot a New Construction
Property Information
Parcel Number: 1610000000

Price & Status

Price
List Price: $1,395,000
Status Change & Dates
Off Market Date: Fri Sep 01 2023

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: St AugustineCommunity: Madeira Heights

Building

Building Area
Building Area: 3800 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.58 acres

Offer

Listing Terms: Cash, Conventional, FHA

Miscellaneous

Mls Number: 234863Attribution Contact: Cell: 904-347-3635
Last check for updates: about 10 hours ago
Listed by Donna Matthews, (904) 347-3635
Berkshire Hathaway Homeservices Florida Network Realty
Bought with: Nancy Estevez, (904) 540-5777, Berkshire Hathaway Homeservices Florida Network Realty
Source: St Augustine St Johns County BOR, MLS#234863

Price History for 27 Casanova Rd

DatePriceEventSource
10/11/2023$1,395,000Sold
St Augustine St Johns County BOR #234863
09/19/2023$1,395,000PendingSt Augustine St Johns County BOR #234863
08/30/2023$1,395,000ContingentSt Augustine St Johns County BOR #234863
08/11/2023$1,395,000Listed For SaleSt Augustine St Johns County BOR #234863
09/26/2016$520,000Sold
realMLS #829784
09/06/2016$550,000PendingAgent Provided
08/27/2016$550,000PriceChange
Agent Provided
08/08/2016$564,900PriceChange
Agent Provided
07/20/2016$595,000PriceChange
Agent Provided
06/24/2016$639,990PriceChange
Agent Provided
06/07/2016$665,000PriceChange
Agent Provided
05/25/2016$700,000Listed For SaleAgent Provided
07/28/2015$449,000Sold
N/A
06/25/2015$479,000PendingAgent Provided
05/19/2015$479,000PriceChange
Agent Provided
04/06/2015$489,500PendingToActiveAgent Provided
04/03/2015$489,500PendingAgent Provided
12/13/2013$424,900ListingRemovedAgent Provided
11/07/2013$424,900PriceChange
Agent Provided
04/22/2012$450,000PriceChange
Agent Provided
03/03/2012$469,900PriceChange
Agent Provided
10/25/2011$499,000Listed For SaleAgent Provided

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$16,511
Assessment$1,045,498
Home facts updated by county records

Comparable Sales for 27 Casanova Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
187 Spartina Ave, Saint Augustine, FL
0.41
Single-Family Home
$1,055,000
09/26/25
5
4
3,144
120 Oyster Catcher Cir, Saint Augustine, FL
0.27
Single-Family Home
$950,000
07/14/26
4
4
3,385
104 Fiddler Crab Ln, Saint Augustine, FL
0.55
Single-Family Home
$1,335,000
09/02/25
4
3.5
3,358
205 Coquina Ave, Saint Augustine, FL
0.43
Single-Family Home
$1,450,000
08/03/26
4
3
3,660
219 Coquina Ave, Saint Augustine, FL
0.36
Single-Family Home
$1,350,000
08/22/25
3
3
3,371
108 Fiddler Crab Ln, Saint Augustine, FL
0.53
Single-Family Home
$1,105,500
04/27/26
4
2.5
3,108
125 SPOONBILL POINT Court, Saint Augustine, FL
0.11
Single-Family Home
$273,000
10/08/25
5
4
2,537
19 CASANOVA ROAD, Saint Augustine, FL
0.09
Single-Family Home
$412,500
12/01/25
3
2
2,415
354 Five Island Dr, Saint Augustine, FL
0.60
Single-Family Home
$1,650,000
09/12/25
4
3.5
2,658
16 Baru Rd, Saint Augustine, FL
0.16
Single-Family Home
$850,000
03/09/26
4
2
2,205

Nearby homes

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Assigned Schools

These are the assigned schools for 27 Casanova Rd.
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

322 pet-friendly rentals in Saint Augustine, FL

Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Homes for sale near 27 Casanova Rd

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Off Market Homes Near 27 Casanova Rd

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Frequently asked questions about 27 Casanova Rd

  • What is 27 Casanova Rd estimated to be worth?
    Trulia's estimated value for 27 Casanova Rd in Saint Augustine, FL is $1,409,500.
  • What is the price history for 27 Casanova Rd?
    27 Casanova Rd in Saint Augustine, FL last sold for $1,395,000 in October 2023.
  • 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 27 Casanova Rd have air conditioning?
    Yes, 27 Casanova Rd in Saint Augustine, FL has air conditioning.
  • Does 27 Casanova Rd have a pool?
    Yes, 27 Casanova Rd in Saint Augustine, FL has a pool.
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.