Seller's Agent in 2025
Matthew Territo
Keller Williams Realty Atlantic Partners St Augustine
(904) 994-1945
14 in this area
165 Total Sales
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.
Last Agent to Sell the Property
Keller Williams Realty Atlantic Partners St Augustine Listed on: 04/10/2025
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $764,000 | Landmark Title | |
| Warranty Deed | $764,000 | Landmark Title | |
| Warranty Deed | $282,400 | Trinity Law & Title | |
| Warranty Deed | $389,000 | Gibraltar Title Services Llc | |
| Warranty Deed | $225,225 | Paradise Title St Augustine | |
| Special Warranty Deed | $93,000 | Attorney |
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $611,200 | New Conventional | |
| Closed | $611,200 | New Conventional | |
| Previous Owner | $311,200 | New Conventional |
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 08/06/2025 08/06/25 | Sold | $764,000 | 0.0% | $389 / Sq Ft | |
| 05/01/2025 05/01/25 | Price Changed | $764,000 | -1.3% | $389 / Sq Ft | |
| 04/10/2025 04/10/25 | For Sale | $774,000 | +243.7% | $394 / Sq Ft | |
| 12/17/2023 12/17/23 | Off Market | $225,225 | -- | -- | |
| 07/10/2019 07/10/19 | Sold | $389,000 | 0.0% | $269 / Sq Ft | View Prior Sale |
| 06/27/2019 06/27/19 | Pending | -- | -- | -- | |
| 05/01/2019 05/01/19 | For Sale | $389,000 | +72.7% | $269 / Sq Ft | |
| 09/15/2014 09/15/14 | Sold | $225,225 | -13.0% | $156 / Sq Ft | View Prior Sale |
| 09/08/2014 09/08/14 | Pending | -- | -- | -- | |
| 04/11/2014 04/11/14 | For Sale | $259,000 | +178.5% | $179 / Sq Ft | |
| 01/31/2013 01/31/13 | Sold | $93,000 | +88471.4% | $64 / Sq Ft | View Prior Sale |
| 01/31/2013 01/31/13 | Pending | -- | -- | -- | |
| 12/27/2012 12/27/12 | For Sale | $105 | -- | $0 / Sq Ft |
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $6,639 | $507,749 | $184,800 | $322,949 |
| 2024 | $6,639 | $509,830 | $168,000 | $341,830 |
| 2023 | $6,639 | $552,271 | $210,000 | $342,271 |
| 2022 | $5,644 | $420,579 | $133,140 | $287,439 |
| 2021 | $3,788 | $308,218 | $0 | $0 |
| 2020 | $3,775 | $303,963 | $0 | $0 |
| 2019 | $2,486 | $199,985 | $0 | $0 |
| 2018 | $2,454 | $196,256 | $0 | $0 |
| 2017 | $2,443 | $192,219 | $75,600 | $116,619 |
| 2016 | $2,453 | $192,219 | $0 | $0 |
| 2015 | $2,489 | $186,309 | $0 | $0 |
| 2014 | $2,239 | $130,286 | $0 | $0 |
Seller's Agent in 2025
Matthew Territo
Keller Williams Realty Atlantic Partners St Augustine
(904) 994-1945
14 in this area
165 Total Sales
Seller Co-Listing Agent in 2025
Melissa Gaspard
Keller Williams Realty Atlantic Partners St Augustine
(904) 347-6464
1 in this area
22 Total Sales
Buyer's Agent in 2025
Stacey Worley
Century 21 St Augustine Properties
(904) 501-5497
1 in this area
29 Total Sales
M
Seller's Agent in 2019
Melissa Ott
Exp Realty
Seller's Agent in 2014
Carol Sullivan
LIGHTHOUSE REALTY ASSOCIATES
(904) 814-6915
2 in this area
90 Total Sales
N
Buyer's Agent in 2014
NON MLS
NON MLS
Source: St. Augustine and St. Johns County Board of REALTORS®
MLS Number: 252190
APN: 159900-0000