27 CASANOVA Road, Saint Augustine, FL 32080
Property image
Property image
OFF MARKET

$1,380,100

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

27 CASANOVA Road, Saint Augustine, FL 32080

Est. Refi. Payment $8,994/mo*
Refinance Your Home
Currently Off Market - Sold Oct 11, 2023 for $1,395,000

Home Value

Trulia Estimate
$1.38M
Since last month
$400 (0%)
Since last year
Increased$24K (+1.7%)
Since last sale
Increased$1K (+0.1%)
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 +169% in the last 10 years
MonthEstimated value
2026
September 2026$1.4M
August 2026$1.4M
July 2026$1.41M
June 2026$1.44M
May 2026$1.41M
April 2026$1.43M
March 2026$1.43M
February 2026$1.4M
January 2026$1.34M
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
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
205 Coquina Ave, Saint Augustine, FL
0.43
Single-Family Home
$1,450,000
08/03/26
4
3
3,660
108 Fiddler Crab Ln, Saint Augustine, FL
0.53
Single-Family Home
$1,105,500
04/27/26
4
2.5
3,108
36 MADEIRA Drive, Saint Augustine, FL
0.06
Single-Family Home
$625,000
09/16/26
4
2
2,262
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
16 Baru Rd, Saint Augustine, FL
0.15
Single-Family Home
$850,000
03/09/26
4
2
2,205
115 SPOONBILL POINT Court, Saint Augustine, FL
0.11
Single-Family Home
$852,400
08/07/26
4
3
2,635
21 Marilyn Ave, Saint Augustine, FL
0.18
Single-Family Home
$544,000
08/28/26
3
2
1,824

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
36 MADEIRA Drive, Saint Augustine, FL 32080
0.06
$625,000
4
2
2,262
Recently Sold
21B Casanova Rd, Saint Augustine, FL 32080
0.06
$706,900
3
2.5
1,908
Off Market
21 E CASANOVA Road, Saint Augustine, FL 32080
0.07
$765,400
4
3
2,168
Off Market
115 SPOONBILL POINT Court, Saint Augustine, FL 32080
0.11
$852,400
4
3
2,635
Recently Sold
19 CASANOVA ROAD, Saint Augustine, FL 32080
0.09
$412,500
3
2
2,415
Recently Sold
21A Casanova Rd, Saint Augustine, FL 32080
0.09
$832,500
3
2.5
2,394
Off Market
125 SPOONBILL POINT Court, Saint Augustine, FL 32080
0.11
$1,189,900
5
4
2,537
For Sale
113 Spoonbill Point Ct, Saint Augustine, FL 32080
0.11
$220,000
-
-
-
Recently Sold
20 Franciscan Way, Saint Augustine, FL 32080
0.10
$496,400
2
1
1,512
Off Market
138 Spoonbill Point Ct, Saint Augustine, FL 32080
0.12
$1,102,800
3
2.5
2,647
Off Market
124 Spartina Ave, Saint Augustine, FL 32080
0.13
$1,248,200
-
-
-
Off Market

Local Information

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

Home Highlights

Single-Family Home
Built in 1930
0.58 acre lot
3,800 sqft
$363/sqft
Garage

About this House

What's unique:Gorgeous plantingsGorgeous poolDedicated utility roomOpen living spacesBeach entry poolFire pits
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 master 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.
27 CASANOVA Road, 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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,380,100, with a rent estimate of $5,889/month.
Last check for updates: about 2 hours ago
Listed by DONNA MATTHEWS, (904) 347-3635
BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY, (904) 471-6906
Bought with: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY, (904) 471-6906
Source: realMLS, MLS#1242415

Home Details for 27 CASANOVA Road

Interior Features

Interior Details
Number of Rooms: 10Types of Rooms: Master Bedroom, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Living Room, Other
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, Disposal, Dryer, Gas Cooktop, Gas Range, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer, Wine CoolerDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 1Fireplace: GasHas a Fireplace
Windows, Doors, Floors & Walls
Flooring: Carpet, Marble, Vinyl, Wood
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Marble, Vinyl, Wood
View
No View
Security
Security: Security Gate, Security System Owned

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck, ScreenedFencing: Fenced, Back Yard, WoodOther Structures: Shed(s)
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3GarageParking Spaces: 3Parking: Garage
Pool
Pool: In Ground, Heated, Salt WaterPool
Frontage
Road Surface Type: AsphaltNot on Waterfront

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: Frame, StuccoNot a New ConstructionNot Attached Property
Property Information
Parcel Number: 1610000000

Price & Status

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

Active Status

MLS Status: Closed

Location

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

HOA

No HOA

Lot Information

Lot Area: 0.58 acres

Offer

Listing Terms: Cash, Conventional, FHA

Miscellaneous

Mls Number: 1242415

Additional Information

HOA Amenities: Laundry

Price and Tax history

DateEventPrice
Oct 11, 2023
Source: realMLS #1242415
Sold
$1,395,000
Sep 19, 2023
Source: St Augustine St Johns County BOR #234863
Pending
$1,395,000
Aug 30, 2023
Source: St Augustine St Johns County BOR #234863
Contingent
$1,395,000
Aug 11, 2023
Source: St Augustine St Johns County BOR #234863
Listed For Sale
$1,395,000
Sep 26, 2016
Source: realMLS #829784
Sold
$520,000

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

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
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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"
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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
    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
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  • 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
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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
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  • 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
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  • 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
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  • Adrianna H.
    "Every Friday is Food Truck Friday up at the amenity center. Also kids sporting events and certain holiday activities as well. "
    0
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  • Srrossi
    "Quiet. Plenty of Law Enforcement in the neighborhood. I trust my neighbors. I enjoy my 2 mile walk through our neighborhood."
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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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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

LGBTQ Local Legal Protections

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.

Frequently asked questions about 27 CASANOVA Road

  • What is 27 CASANOVA Road estimated to be worth?
    Trulia's estimated value for 27 CASANOVA Road in Saint Augustine, FL is $1,380,100.
  • What is the price history for 27 CASANOVA Road?
    27 CASANOVA Road 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 $429K. That is down $2.5K from the prior month.
  • Does 27 CASANOVA Road have air conditioning?
    Yes, 27 CASANOVA Road in Saint Augustine, FL has air conditioning.
  • Does 27 CASANOVA Road have a pool?
    Yes, 27 CASANOVA Road in Saint Augustine, FL has a pool.

Explore by feature - Pet Friendly

309 pet-friendly rentals in Saint Augustine, FL

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325 rentals with a pool in Saint Augustine, FL

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499 rentals with a washer/dryer in Saint Augustine, FL

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92 rentals with an outdoor space in Saint Augustine, FL

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