299 Orient Dr
Saint Augustine, FL 32092
- 3 Beds
- 2 Baths
- 1,288 sqft
3 Beds
2 Baths
1,288 sqft
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Living Area
1,288 sqft
Price/Sqft
$245
About this House
Get rewarded for rental payments and more through FirstKey Homes Rewards - a rewarding and fun loyalty program. Get the home you want and the value you deserve with FirstKey Homes. Use our website to Apply Online, Schedule a Self-Tour, Review Resident Qualifications or Search More Homes; or contact our leasing department for help today. Pets are welcome. Apply soon, homes can go fast!
3 bedroom, 2 bathroom rental home in St Augustine, FL, may be just the home for you.
FirstKey Homes, LLC is an Equal Housing Lessor under the FHA. Applicable local, state and federal laws may apply. Lease terms and conditions apply. This is not an offer to rentyou must submit additional information for review and approval. Listed features may not be accurate; confirm details with a leasing representative.
Certain cities and municipalities including St. Louis and Chicago require a home inspection prior to a new resident taking possession of the home. If you are leasing a home in one of these areas, please note that your move-in date could be adjusted to accommodate inspection requirements. Please ask your leasing agent for more details.
BEWARE OF RENTAL SCAMS: FirstKey Homes exclusively manages our homes (no third-party management). We do not lease homes through Craigslist, SocialServe, LetGo, Facebook Marketplace or other classified advertising services.
All applications and lease signing can only be completed through FirstKeyHomes.com using the RentCafe portal. We will never ask for wire transfers, cash apps like Venmo, Zelle, CashApp PayPal, or any other transferring method to collect funds. See FirstKey Homes website for full details and conditions. Listing photos are provided to help you select a home; all photos shown are for representative and illustrative purposes only but may not be exact. Colors and photo size may vary based on different resolutions, hue, brightness, contrast, or other photo variations. Photos on websites may be modified, changed, or amended at any time. For new construction homes, actual homes may vary, photos may be of similar home/floorplan, home may be under construction and photos may not be of actual home, individual homes, amenities, features, and views may differ. If you have any concerns, please schedule a tour prior to applying or leasing the listed home. This property allows self guided viewing without an appointment. Contact for details.
3 bedroom, 2 bathroom rental home in St Augustine, FL, may be just the home for you.
FirstKey Homes, LLC is an Equal Housing Lessor under the FHA. Applicable local, state and federal laws may apply. Lease terms and conditions apply. This is not an offer to rentyou must submit additional information for review and approval. Listed features may not be accurate; confirm details with a leasing representative.
Certain cities and municipalities including St. Louis and Chicago require a home inspection prior to a new resident taking possession of the home. If you are leasing a home in one of these areas, please note that your move-in date could be adjusted to accommodate inspection requirements. Please ask your leasing agent for more details.
BEWARE OF RENTAL SCAMS: FirstKey Homes exclusively manages our homes (no third-party management). We do not lease homes through Craigslist, SocialServe, LetGo, Facebook Marketplace or other classified advertising services.
All applications and lease signing can only be completed through FirstKeyHomes.com using the RentCafe portal. We will never ask for wire transfers, cash apps like Venmo, Zelle, CashApp PayPal, or any other transferring method to collect funds. See FirstKey Homes website for full details and conditions. Listing photos are provided to help you select a home; all photos shown are for representative and illustrative purposes only but may not be exact. Colors and photo size may vary based on different resolutions, hue, brightness, contrast, or other photo variations. Photos on websites may be modified, changed, or amended at any time. For new construction homes, actual homes may vary, photos may be of similar home/floorplan, home may be under construction and photos may not be of actual home, individual homes, amenities, features, and views may differ. If you have any concerns, please schedule a tour prior to applying or leasing the listed home. This property allows self guided viewing without an appointment. Contact for details.
299 Orient Dr, Saint Augustine, FL 32092 is a 3 bedroom, 2 bathroom, 1,288 sqft single-family home. It last sold for $380,000 on May 20, 2022 (19,538% above the $1,935 asking price). More recently, it was listed as a rental in May 2024 with an asking price of $2,500 per month. That rental listing was removed on August 14, 2024. It is currently off market. The Trulia Estimate is $315,200, with a rent estimate of $2,190/month.
Contact this Building
Home Details for 299 Orient Dr
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Property Type / Style Property Type: Single Family Home |
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Lease Term: Contact For Details |
Price History for 299 Orient Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 08/14/2024 | $1,935 | ListingRemoved | Zillow Rentals |
| 08/08/2024 | $2,050 | PriceChange | Zillow Rentals |
| 08/01/2024 | $2,115 | PriceChange | Zillow Rentals |
| 07/25/2024 | $2,225 | PriceChange | Zillow Rentals |
| 07/19/2024 | $2,425 | PriceChange | Zillow Rentals |
| 05/24/2024 | $2,500 | Listed For Rent | Zillow Rentals |
| 06/19/2022 | ListingRemoved | Zillow Rental Network Premium | |
| 06/17/2022 | $2,165 | PriceChange | Zillow Rental Network Premium |
| 06/15/2022 | $2,175 | PriceChange | Zillow Rental Network Premium |
| 06/10/2022 | $2,195 | PriceChange | Zillow Rental Network Premium |
| 06/04/2022 | $2,120 | Listed For Rent | Zillow Rental Network Premium |
| 05/20/2022 | $380,000 | Sold | realMLS #1164805 |
| 04/26/2022 | $380,000 | Pending | realMLS #1164805 |
| 04/22/2022 | $380,000 | Contingent | realMLS #1164805 |
| 04/22/2022 | $380,000 | Listed For Sale | realMLS #1164805 |
| 11/29/2019 | $239,990 | Sold | realMLS #1008250 |
Market trends in Saint Augustine
Last updated June 2026
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
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $3,909 |
| Assessment | $265,434 |
Home facts updated by county records
Comparable Sales for 299 Orient Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.13 | Single-Family Home | $349,000 | 06/09/26 | 4 | 2 | 1,944 | |
0.61 | Single-Family Home | $365,000 | 07/21/26 | 3 | 2 | 1,548 | |
0.51 | Single-Family Home | $502,000 | 11/07/25 | 3 | 2 | 2,289 | |
0.51 | Single-Family Home | $502,000 | 11/07/25 | 3 | 2 | 2,602 | |
0.62 | Single-Family Home | $420,000 | 01/04/26 | 3 | 2 | 2,126 | |
0.84 | Single-Family Home | $360,000 | 03/31/26 | 3 | 2 | 1,716 | |
0.77 | Single-Family Home | $423,000 | 03/12/26 | 3 | 2 | 2,208 | |
0.71 | Single-Family Home | $420,000 | 04/23/26 | 4 | 2 | 2,103 | |
0.63 | Single-Family Home | $385,000 | 11/20/25 | 4 | 3 | 2,027 | |
0.84 | Single-Family Home | $425,000 | 07/20/26 | 3 | 2 | 2,082 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 299 Orient Dr.
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Apartments for Rent
Homes for sale near 299 Orient Dr
Off Market Homes Near 299 Orient Dr
Frequently asked questions about 299 Orient Dr
- What is 299 Orient Dr estimated to be worth?Trulia's estimated value for 299 Orient Dr in Saint Augustine, FL is $315,200.
- What is the price history for 299 Orient Dr?299 Orient Dr in Saint Augustine, FL last sold for $380,000 in May 2022.
- 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.

