11 Madeira Dr
Saint Augustine, FL 32080
- 5 Beds
- 4 Baths
- 1,966 sqft
5 Beds
4 Baths
1,966 sqft
Homes for sale near 11 Madeira Dr
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Local Information
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Description
High, dry, and BIG ROI—this Madeira Heights compound is a rare opportunity on Anastasia Island. Offering both a single-family home and a detached guest cottage, this property generated over $101,000 in gross rental income last year. With unmatched returns in today’s market, this is a true gem for investors, multi-generational buyers, or anyone looking to blend lifestyle and income potential. The main home features four bedrooms and three full bathrooms. One of the bedrooms, located on its own wing of the house, includes a private entrance, full bath, wet bar, and sleeping loft. This oversized space can function as a luxurious primary suite, an in-law suite, or a separate rental unit—ideal for flexible living or maximizing income. The main home is filled with character and timeless appeal, including a dramatic wall-sized coquina fireplace, exposed wood rafters, and beautiful original hardwood floors. Updates throughout the home have been thoughtfully done to preserve the original mid-century charm while adding modern comfort. Tucked at the rear of the property is a separate cottage with a full kitchen and bathroom, offering even more opportunities for rental income, a home office, studio space, or private guest quarters. Between the main house and guest cottage is a peaceful xeriscape garden shaded by towering live oaks draped in Spanish moss. Meandering stepping-stone paths lead you to a cozy fire pit, jacuzzi, outdoor dining area, and freshly painted deck—a true oasis that feels worlds away while still being in the heart of the Island. Sitting at high elevation, this concrete block home is built to last. The metal roof and low-maintenance, no-mow landscaping were designed with easy Island living in mind. From this location, you can walk to the weekly Saturday farmer’s market or catch a live show at the St. Augustine Amphitheatre. The beach and downtown historic district are just a short bike ride away, making this home perfectly situated for enjoying all that St. Augustine has to offer. Whether you're looking for a short-term or long-term rental investment, a multigenerational setup, or a live-work compound, this property offers incredible flexibility in a sought-after location. With savvy investment appeal, character, and convenience all in one package, this Madeira Heights compound checks every box.
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 August 07, 2025
Home Highlights
Parking
No Info
Outdoor
No Info
View
No Info
HOA
None
Price/Sqft
$389/sqft
Listed
180+ days ago
Home Details for 11 Madeira Dr
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Interior Details Number of Rooms: 2Types of Rooms: Master Bedroom, Master Bathroom |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 4 |
Dimensions and Layout Living Area: 1966 Square Feet |
Appliances & Utilities Appliances: Dryer, Range, Refrigerator, WasherDryerRefrigeratorWasher |
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 Flooring: Tile, Wood |
Levels, Entrance, & Accessibility Stories: 1Entry Location: Ground LevelFloors: Tile, Wood |
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Exterior Home Features Roof: MetalFencing: FullFoundation: Crawl, Slab |
Parking & Garage No CarportNo GarageNo Attached GarageNo Open ParkingParking: Off Street |
Water & Sewer Sewer: Septic Tank |
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Year Built Year Built: 1956 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Single Family HomeArchitecture: Ranch |
Building Construction Materials: Block, Frame, StuccoNot a New Construction |
Property Information Parcel Number: 1599000000 |
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Price List Price: $764,000Price Per Sqft: $389/sqft |
Status Change & Dates Off Market Date: Sun Jun 29 2025 |
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MLS Status: Closed |
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Direction & Address City: St AugustineCommunity: Madeira Heights |
School Information Elementary School: R.B. HuntJr High / Middle School: SebastianHigh School: St. Augustine |
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Building Area Building Area: 1966 Square Feet |
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No HOA |
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Lot Area: 10454.4 sqft |
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Listing Terms: Cash, Conventional, FHA, VA Loan |
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Mls Number: 252190 |
Last check for updates: about 10 hours ago
Listed by Matthew Territo, (904) 347-9194
Keller Williams Realty Atlantic Partners St Augustine
Melissa Gaspard, (904) 347-6464
Keller Williams Realty Atlantic Partners St Augustine
Bought with: Stacey Worley, (904) 501-5497, Century 21 St Augustine Properties
Source: St Augustine St Johns County BOR, MLS#252190

Price History for 11 Madeira Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 08/06/2025 | $764,000 | Sold | St Augustine St Johns County BOR #252190 |
| 05/01/2025 | $764,000 | PriceChange | St Augustine St Johns County BOR #252190 |
| 04/10/2025 | $774,000 | Listed For Sale | St Augustine St Johns County BOR #252190 |
| 05/09/2023 | $282,400 | Sold | N/A |
| 12/13/2022 | ListingRemoved | realMLS #1168683 | |
| 08/12/2022 | $799,000 | Pending | realMLS #1168683 |
| 07/15/2022 | $799,000 | Contingent | St Augustine St Johns County BOR #223809 |
| 06/30/2022 | $799,000 | PendingToActive | St Augustine St Johns County BOR #223809 |
| 06/19/2022 | $799,000 | Contingent | St Augustine St Johns County BOR #223809 |
| 05/12/2022 | $799,000 | Listed For Sale | St Augustine St Johns County BOR #223809 |
| 07/16/2019 | $389,000 | Sold | N/A |
| 06/27/2019 | $389,000 | Pending | Agent Provided |
| 04/22/2019 | $389,000 | PriceChange | Agent Provided |
| 03/27/2019 | $399,000 | PriceChange | Agent Provided |
| 01/22/2019 | $409,000 | PriceChange | Agent Provided |
| 09/25/2018 | $439,000 | Listed For Sale | Agent Provided |
| 09/15/2014 | $225,225 | Sold | realMLS #712973 |
| 07/26/2014 | $239,000 | PriceChange | Agent Provided |
| 05/08/2014 | $259,000 | Listed For Sale | Agent Provided |
| 02/04/2013 | $93,000 | Sold | N/A |
| 01/09/2013 | $89,900 | PriceChange | Agent Provided |
| 12/21/2012 | $105,000 | Listed For Sale | Agent Provided |
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $6,679 |
| Assessment | $509,830 |
Home facts updated by county records
Comparable Sales for 11 Madeira Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.08 | Single-Family Home | $565,000 | 08/15/25 | 4 | 3 | 1,838 | |
0.12 | Single-Family Home | $837,500 | 05/19/25 | 3 | 2.5 | 2,394 | |
0.23 | Single-Family Home | $850,000 | 03/09/26 | 4 | 2 | 2,205 | |
0.22 | Single-Family Home | $273,000 | 10/08/25 | 5 | 4 | 2,537 | |
0.25 | Single-Family Home | $565,000 | 07/18/25 | 4 | 3 | 1,992 | |
0.05 | Single-Family Home | $559,000 | 02/17/26 | 3 | 2 | 1,180 | |
0.14 | Single-Family Home | $540,000 | 07/31/25 | 3 | 2 | 2,071 | |
0.28 | Single-Family Home | $405,000 | 05/30/25 | 5 | 2 | 2,160 | |
0.24 | Single-Family Home | $849,000 | 07/07/25 | 4 | 2 | 2,360 |
Assigned Schools
These are the assigned schools for 11 Madeira Dr.
What Locals Say about Saint Augustine
At least 668 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
69 % Say parking is easy
68 % Say kids play outside
64 % Say there are sidewalks
63 % Say there's wildlife
59 % 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
Learn more about our methodology.
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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 11 Madeira Dr
Off Market Homes Near 11 Madeira Dr
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11 Madeira Dr, Saint Augustine, FL 32080 is a 5 bedroom, 4 bathroom, 1,966 sqft single-family home built in 1956. This property is not currently available for sale. 11 Madeira Dr was last sold on Aug 6, 2025 for $764,000 (0% higher than the asking price of $764,000). The current Trulia Estimate for 11 Madeira Dr is $746,900.

