75 Osceola St, Saint Augustine, FL 32084
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OFF MARKET

75 Osceola St
Saint Augustine, FL 32084

  • 3 Beds
  • 3 Baths
  • 2,760 sqft

$1,240,500

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $7,702/mo*
Refinance Your Home

$1,240,500

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $7,702/mo*
Refinance Your Home
3 Beds
3 Baths
2,760 sqft

Local Information

  • Map ViewExplore the area around 75 Osceola St.
  • 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
Living Area
2,760 sqft
Price/Sqft
$449

About this House

Historic Charm Meets Modern Comfort. Welcome to 75 Osceola, an enchanting 1883 historic pool home nestled in the heart of Downtown St. Augustine. With 3 bedrooms, 3 baths, and an expansive 2,760 sqft of living space, this property beautifully blends the charm of its original features with thoughtful modern updates. Step inside and be greeted by soaring 10-foot ceilings, exquisite original floors, and the timeless elegance of 3 coal fireplaces. This home has been carefully renovated to include two luxurious ensuite bathrooms, offering comfort and convenience while maintaining the integrity of its historical charm. The large, updated kitchen is bright and cheery with modern appliances and ample space for cooking and entertaining. The home also offers two spacious bonus rooms on the third floor, perfect for a home office, art studio, or extra guest space. Outside, you'll enjoy the Florida sunshine with two large front covered porches and a fully fenced backyard. The heated pool, tiki bar, seating areas, and shed make this backyard an entertainer's paradise. The property is equipped with an EV charging station and offers a rare benefit—No flood insurance required. It is being sold partially furnished and is a fantastic opportunity for both investment or as a full-time residence. Perfectly situated in walking distance to the Oldest City in America, the Fort, the Shrine of Our Lady of La Leche park, uptown shopping, and the picturesque Inter-Coastal Waterway with fishing opportunities at the end of the street. This property offers the best of both worlds: historic charm and modern luxury, all in a prime location. Don't miss out on this incredible opportunity to own a piece of St. Augustine's history!
75 Osceola St, Saint Augustine, FL 32084 is a 3 bedroom, 3 bathroom, 2,760 sqft single-family home built in 1883. It last sold for $1,250,000 on Jun 17, 2025 (7% below the $1,350,000 asking price). It is currently off market. The Trulia Estimate is $1,240,500, with a rent estimate of $3,404/month.

Home Details for 75 Osceola St

Interior Features

Interior Details
Number of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Master Bathroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2760 Square Feet
Appliances & Utilities
Utilities: Sewer ConnectedAppliances: Dishwasher, Microwave, Range, Refrigerator, Washer/DryerDishwasherMicrowaveRefrigerator
Heating & Cooling
Heating: ElectricHas CoolingAir Conditioning: ElectricHas HeatingHeating Fuel: Electric
Windows, Doors, Floors & Walls
Flooring: Tile, Wood
Levels, Entrance, & Accessibility
Stories: 3Entry Location: Ground LevelFloors: Tile, Wood

Exterior Features

Exterior Home Features
Roof: MetalFencing: FullOther Structures: Shed(s)Foundation: CrawlHas a Private Pool
Pool
Pool: In GroundPool

Property Information

Year Built
Year Built: 1883
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Historic
Building
Construction Materials: Frame, Concrete Fiber BoardNot a New Construction
Property Information
Parcel Number: 1956500000

Price & Status

Price
List Price: $1,350,000Price Range: $1,250,000 - $1,350,000
Status Change & Dates
Off Market Date: Mon Jun 09 2025

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 2760 Square Feet

HOA

No HOA

Lot Information

Lot Area: 5000 sqft

Offer

Listing Terms: Cash, Conventional, FHA

Miscellaneous

Mls Number: 251988
Last check for updates: about 9 hours ago
Listed by Irena Logan, (904) 294-6279
Engel & Volkers St Augustine
Bought with: Irena Logan, (904) 294-6279, Engel & Volkers St Augustine
Source: St Augustine St Johns County BOR, MLS#251988

Price History for 75 Osceola St

DatePriceEventSource
06/17/2025$1,250,000Sold
St Augustine St Johns County BOR #251988
06/09/2025$1,350,000PendingSt Augustine St Johns County BOR #251988
04/03/2025$1,350,000Listed For SaleSt Augustine St Johns County BOR #251988
09/16/2021$655,000Sold
N/A
07/20/2021$675,000ContingentSt Augustine St Johns County BOR #214625
06/29/2021$675,000Listed For SaleSt Augustine St Johns County BOR #214625
06/17/2021ListingRemovedSt Augustine St Johns County BOR #211880
06/14/2021$720,000ContingentSt Augustine St Johns County BOR #211880
03/19/2021$720,000Listed For SaleSt Augustine St Johns County BOR #211880
03/10/2021ListingRemovedSt Augustine St Johns County BOR #198426
02/04/2021$724,900PriceChange
St Augustine St Johns County BOR #198426
10/23/2020$759,500Listed For SaleSt Augustine St Johns County BOR #198426
09/30/2013$215,000Sold
realMLS #666082

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$13,208
Assessment$741,290
Home facts updated by county records

Comparable Sales for 75 Osceola St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
56 Water St, Saint Augustine, FL
0.04
Single-Family Home
$1,700,000
12/15/25
4
3.5
2,969
17 Hope St, Saint Augustine, FL
0.27
Single-Family Home
$925,000
04/17/26
3
2.5
1,505
31 Cincinnati Ave, Saint Augustine, FL
0.30
Single-Family Home
$1,250,000
05/21/26
3
2.5
2,656
15 Rohde Ave, Saint Augustine, FL
0.22
Single-Family Home
$810,000
08/15/25
4
3
2,160
38 Dufferin St, Saint Augustine, FL
0.54
Single-Family Home
$1,170,000
02/27/26
3
3
2,865
7 Cincinnati Ave, Saint Augustine, FL
0.18
Single-Family Home
$698,000
10/20/25
3
3.5
1,722
9 EAST Lane, Saint Augustine, FL
0.19
Single-Family Home
$425,000
01/13/26
3
2
1,526
14 BALLARD Avenue, Saint Augustine, FL
0.43
Single-Family Home
$570,000
09/29/25
3
2.5
1,903

Nearby homes

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Assigned Schools

These are the assigned schools for 75 Osceola St.
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

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Explore by feature - Pool

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Homes for sale near 75 Osceola St

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Off Market Homes Near 75 Osceola St

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Frequently asked questions about 75 Osceola St

  • What is 75 Osceola St estimated to be worth?
    Trulia's estimated value for 75 Osceola St in Saint Augustine, FL is $1,240,500.
  • What is the price history for 75 Osceola St?
    75 Osceola St in Saint Augustine, FL last sold for $1,250,000 in June 2025.
  • 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 75 Osceola St have air conditioning?
    Yes, 75 Osceola St in Saint Augustine, FL has air conditioning.
  • Does 75 Osceola St have a pool?
    Yes, 75 Osceola St 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.