Refine Search
Map
Sort by
$515,000
2 Beds ⋅ 3 Baths ⋅ 2046735 MLS
INVESTOR'S SPECIAL! $85K ANNUAL REVENUE! Introducing 38 Colony Street, a lucrative pied-à-terre in Uptown St. Augustine offering panoramic water views for miles and the opportunity for immediate return on investment. Step inside to discover a sleek, industrial modern gem that has been thoughtfully updated and designed for entertainment. Conveniently located within walking distance of an array of shops and restaurants, this residence provides the best of both worlds - the highly coveted but rarely found tranquility of natural surroundings juxtaposed with easy access to urban amenities. Currently operating as a highly successful short-term rental, this versatile property could be an excellent investment, a stylish vacation retreat, or the perfect place to call home. Nothing compares.

38 Colony Street, St. Augustine

Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: .

$569,000
4 Beds ⋅ 3 Baths ⋅ 2013569 MLS
Tired of cookie cutter houses ? Love neighborhoods filled with deep local history, lovely homes & neighbors? Here she is. As you approach home you are greeted by a grand Magnolia. The main home was built in 1946, and beginning in 2015 was lovingly restored and updated with new roof, windows, electric panels, central heat & air, fiberglass front & back doors, screened in front porch w/ unique ledge for your beverage or plants. Open the front door and be welcomed by the original hardwood floors, and restored 1900s double mantle gas fireplace. The spacious Primary BR boasts an oversized walk in closet. The beautifully remodeled Primary BA begins with a lovely large vanity area and separate bath area with linen closet. Freshly painted DR with new tongue and groove wood ceiling flows through French doors leading to the WOW kitchen. To celebrate the era of the home the kitchen boasts a drain board apron front sink, huge amount of storage, including 3 pantries, and very large island. Island offers a granite slab top, seating for 7 and storage on 3 sides. New gas stove, mosaic marble tile back splash. The large kitchen has room for additional seating for morning coffee, play or craft area. Even laundry is a pleasure in the large adjacent laundry room, with lower cabinets, sink, washer and gas dryer and separate large storage room. There are French doors leading out of the kitchen to a roomy deck with privacy fence around the back yard, including double entry gates to protect your pets or children. Full yard irrigation system with water supplied by a strong artisan well. With pump and controls safely tucked away in the sturdy shed. Across the breezeway is an additional dwelling unit with a full bath, kitchen cabinets, bar sink, and additional full size refrigerator. This home also, has a workshop and a storage shed. This is a magical place in a very unique neighborhood. There is very little traffic in this small neighborhood which is a quiet, peaceful place to raise a family with Fullerwood park a block away. Enjoy every sunrise and glowing moon with lovely unobstructed views over the Eastern skies. Just a two block walk to DOS Coffee and Wine and Creme de la Cocoa, for live entertainment

16 Court Theophelia, St. Augustine

Listing courtesy of FLORIDA HOMES REALTY & MTG LLC.

Selling Office: .

$605,000
5 Beds ⋅ 4 Baths ⋅ 1253049 MLS
Welcome to 3 Court Theophelia, a beautifully updated and fully-furnished home in St. Augustine that offers a unique blend of modern comfort and income potential. The four-bedroom, three-bathroom main house is spacious and is located just a short stroll or bike ride from the historic district. The tranquil charm of the neighborhood pairs perfectly with the vibrant downtown scene of St. Augustine. One of the standout features of this property is the separate, fully furnished guest apartment with a studio layout and a private bathroom. This space provides flexibility for hosting guests or generating rental income. Inside the main house, an updated kitchen, downstairs bedroom, cozy fireplace, and ample natural light create an inviting and warm atmosphere. One could live in either unit and rent the other to help offset your mortgage payment. In addition to these features, the home boasts a newer roof, ensuring peace of mind for years to come. Both the main and guest houses have a strong rental history. The backyard is a true oasis, featuring a charming deck that is perfect for entertaining or enjoying quiet moments. Off-street parking adds to the convenience and desirability of this property. Moreover, you'll love the convenience of having DOS Coffee and Creme de la Cocoa just around the corner. Embrace the opportunity to own a piece of income-producing St. Augustine real estate. 3 Court Theophelia is a unique property in a highly sought-after location. Contact your agent today to schedule a viewing and make this extraordinary property your own.

3 Court Theophelia Court, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

$870,000
4 Beds ⋅ 5 Baths ⋅ 1227526 MLS
NEW ROOF! NEW HVACS! NEW APPLIANCES! BREATHTAKING VIEWS! INCREDIBLE PRICE IMPROVEMENT! SUPER MOTIVATED SELLERS WITH JOB TRANSFER! UPDATED KITCHEN AND BATHROOMS!!! ATTACHED GUEST APARTMENT! Experience the best of St. Augustine living at 36 Colony Street. The main house features spacious bedrooms, all with private bathrooms with a layout designed for both relaxed living & exciting entertaining. Enjoy endless outdoor moments on the expansive screen porch or the open marshfront deck with views artists adore. With ample parking, lush landscaping, high & dry, 9-foot seawall, no HOAs & over 3200 square feet of living space, this property looks like a wishlist come true!

36 Colony Street, St. Augustine

Listing courtesy of BERKSHIRE HATHAWAY HOME SERVICES FLORIDA NETWORK.

Selling Office: .

© 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. This data is up-to-date as of . For the most current information, contact Florida Coastal Team - LPT Realty.